- Novel 2,1,3-benzothiadiazole derivatives used as selective fluorescent and colorimetric sensors for fluoride ion
-
Two novel 2,1,3-benzothiadiazole derivatives, used as colorimetric and fluorescent sensors for fluoride ion were designed, synthesized and characterized. These sensors contained single hydrogen-bond functional groups, which acted as interacting sites for fluoride ion. Both sensors displayed a red color in dimethyl sulfoxide solution. Binding studies revealed that they showed noticeable colorimetric and fluorescent responses only to F- among the eight anions tested (F-, Cl-, Br-, I-, AcO-, H2PO4-, HSO4- and NO3-). 1H NMR titration proved that the interaction between compounds and fluoride ion: hydrogen bond at low fluoride ion concentration, deprotonation at high fluoride ion concentration. Moreover, those compounds showed high sensitivity and selectivity for fluoride ion by inhibiting the excited state intramolecular proton transfer processes, and the detective processes could be followed by direct visual observation.
- Wu, Jiefei,Lai, Guoqiao,Li, Zhifang,Lu, Yunxiang,Leng, Taohua,Shen, Yongjia,Wang, Chengyun
-
-
Read Online
- Synthesis, DNA interaction and genotoxic evaluation of a photoactive benzothiadiazole with potential application in photovoltaic paint
-
A new fluorophore containing 2,1,3-benzothiadiazole unit with alkylated tetrazole terminal groups as electron donors connected through a π-conjugated system of the type (D-π-A-π-D) was synthesized using the Sonogashira coupling reaction with good yields.
- Damiani, Adriani P.,Rohr, Paula,Westrup, José L.,Duarte, Rodrigo C.,Longaretti, Luiza M.,Da Rocha, Bruna M.,Strapazzon, Giulia,Venturini, Lara C.,Souza, Emanuel,Pich, Claus T.,Frizon, Tiago E. A.,De Andrade, Vanessa M.,Rodembusch, Fabiano S.,Dal-Bo, Alexandre G.
-
-
Read Online
- 2,3-di(2-furyl) quinoxaline bearing 3 -ethyl rhodanine and 1,3 indandione based heteroaromatic conjugated T-shaped push -pull chromophores: Design, synthesis, photophysical and non-linear optical investigations
-
The design, synthesis, computational, spectroscopic, and, the second and third order non-linear optical studies of a two new π-deficient cross-conjugated T-shaped push-pull molecules (QFR and QFI) consisting of 3-ethyl rhodanine and 1,3 indandione substit
- Gopi, Vidya,Subbiahraj, Saravanan,Chemmanghattu, Karthika,Ramamurthy, Praveen C.
-
-
Read Online
- Soluble variable color carbazole-containing electrochromic polymers
-
Three new carbazole-containing polymers were synthesized through Suzuki cross-coupling between N-octylcarbazole-3,6-bis(ethyleneboronate) (NOctCz(BO2Et)2) and several arylene dibromides. 2,5-Dibromothiophene (DBT), 2,2′-dibromo-5,5′-bithiophene (DEBT), and 4,7-dibromo-2,1,3-benzothiadiazole (DBBTD) gave the three polymers PCzTh, PCzBi, and PCzBTD, respectively. Cyclic voltammetry showed two separate redox processes for each polymer, PCzTh (E1/2 = 0.33 V and E1/2 = 0.65 V vs Fc/ Fc+), PCzBi (E1/2 = 0.32 V and E 1/2 = 0.60 V vs Fc/Fc+), and PCzBTD (E1/2 = 0.56 V and E1/2 = 0.84 V vs Fc/Fc+). The two redox couples signify the presence of stable radical cation and dication oxidation states. In addition, the three materials were observed to display electrochromic properties. UV/vis/NIR absorbance spectroscopy revealed that each of the polymers displayed a unique absorbance maximum (345 nm for PCzTh, 375 nm for PCzBi, and 460 nm for PCzBTD) in their neutral states. Spectroelectrochemical analyses demonstrated that the π to π* transition was depleted upon application of increasingly positive potentials, giving rise to color changes. The different color states were quantified by colorimetry. PCzTh exhibits a yellow neutral state, a faint green radical cation state, and a pink dication state. PCzBi is yellow in its neutral state, light orange as a radical cation, and gray when fully oxidized. PCzBTD is orange when neutral, green-gray at intermediate potentials, and slate-gray as a dication.
- Witker, David,Reynolds, John R.
-
-
Read Online
- Deep-red electroluminescent polymers: Synthesis and characterization of new low-band-gap conjugated copolymers for light-emitting diodes and photovoltaic devices
-
A novel series of semiconducting conjugated copolymers, derived from alkyl-substituted fluorene, 4,7-diselenophen-2′-yl-2,1,3-benzothiadiazole (SeBT), and 4,7-diselenophen-2′-yl-2,1,3-benzoselenadiazole (SeBSe), was synthesized by a palladium-catalyzed Su
- Yang, Renqiang,Tian, Renyu,Yan, Jingai,Zhang, Yong,Yang, Jian,Hou, Qiong,Yang, Wei,Zhang, Chi,Cao, Yong
-
-
Read Online
- Effect of substituent groups on quinoxaline-based random copolymers on the optoelectronic and photovoltaic properties
-
In this study, three low band gap donor-acceptor (D-A) type quinoxaline-based random copolymers were synthesized. The effect of varying substituent groups on quinoxaline groups on optoelectronic properties and the performance of bulk-heterojunction polyme
- Cevher, Sevki Can,Hizalan, Gonul,Temiz, Cansel,Udum, Yasemin Arslan,Toppare, Levent,Cirpan, Ali
-
-
Read Online
- Donor-acceptor-integrated conjugated polymers based on carbazole[3,4-c:5,6- c]bis[1,2,5]thiadiazole with tight π-π Stacking for photovoltaics
-
An original strategy to construct a new donor-acceptor (D-A)-integrated structure by directly imposing "pull" unit on the "push" moiety to form fused ring architecture has been developed, and poly{N-alkyl-carbazole[3,4-c:5,6-c]bis[1,2,5]thiadiazole-alt-thiophene} (PCBTT) with D-A-integrated structure, in which two 1,2,5-thiadiazole rings are fixed on carbazole in 3-, 4- and 5-, 6-position symmetrically and thiophene is used as bridge, has been synthesized. The interaction between pull and push units has fine tuned the HOMO/LUMO energy levels, and the resulting copolymer covers the solar flux from 300 to 750 nm. The interaction between pull and push units is worth noting that due to the fused five rings inducing strong intermolecular interaction, an extremely short π-π stacking distance of 0.32 nm has been achieved for PCBTT both in powder and solid states. This is the shortest π-π stacking distance reported for conjugated polymers. Additionally, an obvious intramolecular charge transfer and energy transfer from donor units to acceptor units have been detected in this D-A integration. A moderate-to-high open-circuit voltage of ～0.7 V in PCBTT:[6,6]-phenyl-C61 butyric acid methyl ester (PCBM) (w/w = 1/2) solar cells is achieved due to the low-lying HOMO energy level of PCBTT.
- Zha, Daijun,Chen, Lie,Wu, Feiyan,Wang, Hongming,Chen, Yiwang
-
-
Read Online
- New photoactive D-π-A-π-D benzothiadiazole derivative: Synthesis, thermal and photophysical properties
-
A new fluorophore containing a 2,1,3-benzothiadiazole unit containing alkylated tetrazoles terminal groups as electron donors connected through a π-conjugated system of type D-π-A-π-D was synthesized and electronically and electrochemically characterized. The compound in solution has an absorption maximum in the visible region (～417 nm) due to electronic transitions of type 1ππ?(ε ～ 104 M-1 cm-1) and intense fluorescence emission (ΦF ～ 0.65) located in the blue-green region depending on the solvent used with a Stokes' shift of ca. 75 nm. Evidences of intramolecular charge transfer character in the excited state was observed from the Lippert-Mataga correlation. The AFM images of the spin-coating depositions of compound 9 using chloroform as solvent on silicon substrate showed the formation of films with clusters. AFM images of the deposition of the acrylic thermoplastic resin doped with 0.05% of 9 showed the formation of a uniform, low-roughness film. Fluorescence emission was shown to be dependent on the method used for the formation of the films.
- Westrup, José Luiz,Oenning, Leonardo Werncke,Da Silva Paula, Marcos Marques,Da Costa Duarte, Rodrigo,Rodembusch, Fabiano Severo,Frizon, Tiago Elias Allievi,Da Silva, Luciano,Dal-Bó, Alexandre Gon?alves
-
-
Read Online
- Photophysical and photovoltaic properties of truxene-functionalized conjugated polymer-fullerene supramolecular complexes
-
We report the synthesis, characterization, and photophysical and photovoltaic properties of two truxene-functionalized conjugated copolymers (P1 and P2) containing various 2,1,3-benzothiadiazole segments; P1 and P2 were synthesized using Suzuki and Heck c
- Wen, Hua-Wen,Yang, Po-Chih
-
-
Read Online
- Between Aromatic and Quinoid Structure: A Symmetrical UV to Vis/NIR Benzothiadiazole Redox Switch
-
Reversibly switching the light absorption of organic molecules by redox processes is of interest for applications in sensors, light harvesting, smart materials, and medical diagnostics. This work presents a symmetrical benzothiadiazole (BTD) derivative with a high fluorescence quantum yield in solution and in the crystalline state and shows by spectroelectrochemical analysis that reversible switching of UV absorption in the neutral state, to broadband Vis/NIR absorption in the 1st oxidized state, to sharp band Vis absorption in the 2nd oxidized state, is possible. For the one-electron oxidized species, formation of a delocalized radical is confirmed by electron paramagnetic resonance spectroelectrochemistry. Furthermore, our results reveal an increasing quinoidal distortion upon the 1st and 2nd oxidation, which can be used as the leitmotif for the development of BTD based redox switches.
- Rietsch, Philipp,Sobottka, Sebastian,Hoffmann, Katrin,Popov, Alexey A.,Hildebrandt, Pascal,Sarkar, Biprajit,Resch-Genger, Ute,Eigler, Siegfried
-
-
Read Online
- Design and development of dithienopyrrolobenzothiadiazole (DTPBT)-based rigid conjugated polymers with improved hole mobilities
-
Donor-acceptor integrated ladder-type dithienopyrrolobenzothiadiazole (DTPBT)-based conjugated building blocks have been used to develop rigid conjugated polymers by copolymerizing them with synthesized ladder-type indoloquinoxaline, π-extended isoindigo and π-extended 2,1,3-benzothiadiazole-based conjugated building blocks. Structural aspects of synthesized building blocks are studied by single-crystal X-ray diffraction, which revealed the co-planar structure of indoloquinoxaline-scaffold while twisted but intramolecularly hydrogen-bonded structures of π-extended isoindigo- and 2,1,3-benzothiadiazole-scaffolds with number of intermolecular non-bonding interactions. The synthesized DTPBT-based conjugated polymers P-1, P-2 and P-3 are studied for photophysical and electrochemical properties and are found to have moderate to good visible light absorptivity with HOMO energy levels below ?5.0 eV. The X-ray diffraction studies indicate strong π?π stacking interactions induced face-on arrangement of polymer chains respective to the substrate. Polymers show π?π stacks promoted high space-charge limited current (SCLC) hole mobilities ranging between 5.6 × 10?4 –1.3 × 10?3 cm2V?1s?1. The obtained SCLC hole mobility data in tandem with the studied structural aspects of monomers and morphological aspects of polymers, suggest that the combination of ladder-type DTPBT-scaffolds (capable of intermolecular π?π interactions) with non-ladder-type planar and structurally rigid π-extended conjugated scaffolds (capable of intermolecular π?π and other non-bonding interactions) is beneficial for getting good hole mobilities.
- Bhanvadia, Viraj J.,Machhi, Hiren K.,Soni, Saurabh S.,Zade, Sanjio S.,Patel, Arun L.
-
-
Read Online
- Fluorescent metal-organic frameworks for selective sensing of toxic cations (Tl3+, Hg2+) and highly oxidizing anions ((CrO4)2?, (Cr2O7)2?, (MnO4)?)
-
The ligand 4,4′‐(benzothiadiazole‐4,7‐diyl)dibenzoic acid was synthesized and employed for the synthesis of two metal-organic framework (MOF) compounds, [Mn4(C20H10N2O4S)2(HCOO)4(DEF)2] (I; DEF=N, N′‐diethylformamide) and [Pb(C20H10N2O4S)(DMF)] (II; DMF=N,N′‐dimethylformamide). Single‐crystal structure studies revealed that compound I has a three‐dimensional structure and compound II has a two‐dimensional structure. The luminescent nature of the MOFs was gainfully employed as a probe for the detection of highly toxic metal ions such as Tl3+ and Hg2+. The detection limits were found to be in the parts per billion (ppb) level. The presence of an unsubstituted thiadiazole ring in the ligand appears to help in the detection of these highly toxic metal ions in solution as the metal ions interact with S, which was revealed by Raman spectroscopic studies. The compounds were also found to be good candidates for the detection of highly oxidizing anions such as chromate, dichromate, and permanganate, again in ppb levels of concentration in solution. Magnetic studies on compound I indicate antiferromagnetic behavior. The variable‐temperature electrical conductivity studies indicate a semiconducting nature with comparable behavior to well‐known semiconductors such as CdSe, ZnTe, and GaP.
- Jana, Ajay Kumar,Natarajan, Srinivasan
-
-
Read Online
- Thiadiazole quinoxaline-based copolymers with ～1.0 eV bandgap for ternary polymer solar cells
-
A new strong electron-deficient acceptor unit, 4,9-bis(5-bromothiophen-2-yl)-6,7-bis(5-dodecylthiophen-2-yl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline (TQxT), is designed. Three TQxT based new conjugated polymers have been further developed by alternating with benzo[1,2-b:4,5-b′]dithiophene or naphtho[1,2-b:5,6-b′]difuran. Featuring ultra low bandgaps of 1.03-1.10 eV, these polymers exhibit absorption spectra beyond near-infrared (NIR) region. The polymer:PC71BM (1:2) solar cells deliver a best power conversion efficiency (PCE) of 0.43%. The doping of 9 wt% PBDTT-TQxP into P3HT:PC71BM (1:2) blend, however, leads to a highest PCE of 3.58% for the resultant ternary solar cells, corresponding to ～22% improvement in comparison to 2.93% PCE for P3HT:PC71BM binary cells.
- Yu, Jiangsheng,An, Qiaoshi,Hai, Jiefeng,Nie, Xuemei,Zhou, Baojing,Zhang, Fujun,Tang, Weihua
-
-
Read Online
- White Electroluminescence with Simultaneous Three-Color Emission from a Four-Armed Star-Shaped Single-Polymer System
-
A four-armed star-shaped single-polymer system with 4,7-bis(5-(4-(9H-carbazol-9-yl)phenyl)-4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole (FTBT) as a red emissive core, polyfluorene (PF) as blue emissive arms and 1,3-benzo thiadiazole (BT) as green emissive dopants was designed and synthesized, in which red, green, and blue (RGB) emission balance can be achieved by adjusting the doping concentration of FTBT and BT discreetly. A typical single-emissive-layer device (ITO/PEDOT:PSS/polymer/TPBI/LiF/Al) was studied and discussed, realizing a pure and stable white emission with a luminous efficiency (LE) of 1.59 cd·A-1 and CIE coordinates of (0.31, 0.34). The high-color-quality white electroluminescence of the devices could be mainly attributed to the suppressed intermolecular interactions, and partial energy transfer from the blue PF arms to the red and green dopants. A four-armed star-shaped single-polymer system with simultaneous red, green, and blue (RGB) emission was designed and synthesized, which realized pure and stable white emission with a luminous efficiency (LE) of 1.59 cd·A-1 and CIE coordinates of (0.31, 0.34) in a typical single-emissive-layer device.
- Jiu, Yuanda,Wang, Jianyun,Liu, Chengfang,Lai, Wenyong,Zhao, Lingling,Li, Xiangchun,Jiang, Yi,Xu, Weidong,Zhang, Xinwen,Huang, Wei
-
-
Read Online
- Chalcogen Bonding “2S–2N Squares” versus Competing Interactions: Exploring the Recognition Properties of Sulfur
-
Chalcogen bonding (CB) is the focus of increased attention for its applications in medicinal chemistry, materials science, and crystal engineering. However, the origin of sulfur's recognition properties remains controversial, and experimental evidence for supporting theories is still emerging. Here, a comprehensive evaluation of sulfur CB interactions is presented by investigating 2,1,3-benzothiadiazole X-ray crystallographic structures gathered from the Cambridge Structure Database (CSD), Protein Data Bank (PDB), and own laboratory findings. Through the systematic analysis of substituent effects on a subset library of over thirty benzothiadiazole derivatives, the competing interactions have been categorized into four main classes, namely 2S–2N CB square, halogen bonding (XB), S???S, and hydrogen-bonding (HB). A geometric model is employed to characterize the 2S–2N CB square motifs and discuss the role of electrostatic, dipole, and orbital contributions toward the interaction.
- Ams, Mark R.,Trapp, Nils,Schwab, Anatol,Mili?, Jovana V.,Diederich, Fran?ois
-
-
Read Online
- Synthesis, photophysical, electrochemical and single-crystal x-ray diffraction study of (Z)-2-phenyl-3-(5-(4-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-7-yl)thiophen-2-yl)acrylonitrile
-
The optical characteristics, redox properties, thermogravimetric stability and single-crystal X-ray diffraction study of (Z)-2-phenyl-3-(5-(4-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-7-yl)thiophen-2-yl)acrylonitrile are examined using ultraviolet–visible spectrophotometry, cyclic voltammetry, thermal gravimetric analysis–diffraction scanning calorimetry analysis, single-crystal X-ray diffraction and density functional theory calculations. Evidently, the crystal structure of compound 6 is sustained by a number of weak nonconventional intermolecular forces of attraction such as C-H?…?N, C-H?…?π donor–acceptor interactions.
- Bhanvadia, Viraj J.,Patel, Heta A.,Sharma, Neha N.,Patel, Arun L.
-
-
Read Online
- A simple fluorene core-based non-fullerene acceptor for high performance organic solar cells
-
A small molecule non-fullerene acceptor based on a fluorene core having a furan π-spacer and end capped with rhodanine (FRd2) is developed for solution processable bulk heterojunction organic solar cells (OSCs). The simplistic synthetic protocol reduces several reaction steps and hence production cost. Extended π-conjugation via furan units and the presence of electronegative rhodanine groups result in a power conversion efficiency of 9.4% in OSCs, which is the highest so far among these categories of molecules.
- Suman,Bagui, Anirban,Datt, Ram,Gupta, Vinay,Singh, Surya Prakash
-
-
Read Online
- A low band gap benzimidazole derivative and its copolymer with 3,4-ethylenedioxythiophene for electrochemical studies
-
A novel monomer; 2-(3-nitrophenyl)-4, 7-di(thiophen-2-yl)-1H-benzo[d]imidazole) (BIMN) was used for electrochemical copoly-merization with 3, 4-ethylenedioxythiophene (EDOT). Polymerization was achieved in acetonitrile (ACN)/dichloromethane (DCM) (1:1, 1:
- Soylemez, Saniye,Hacioglu, Serife O.,Uzun, Sema Demirci,Toppare, Levent
-
-
Read Online
- A non-fullerene acceptor with all "a" units realizing high open-circuit voltage solution-processed organic photovoltaics
-
A novel non-fullerene small molecule electron acceptor TTzBT-DCAO, which contains all electron-withdrawing units of 2,1,3-benzothiadiazole, oligothiazole and alkyl cyanoacetate, has been synthesized and characterized. Its photophysical, electrochemical, and photovoltaic properties have been investigated. The material has favorable HOMO and LUMO levels of -5.88 and -3.60 eV, and shows strong absorption in the visible spectrum up to 650 nm. The small molecule:non-fullerene bulk-heterojunction organic photovoltaics (OPVs) were constructed based on two small molecules SF8TBT and TTzBT-DCAO. The influence of the donor:acceptor composition on device performance was investigated. The open-circuit voltages of the devices are over 1.20 V, which is among the highest values reported for single-junction OPVs. The results indicate that small molecules with all electron-withdrawing units could provide a novel route to efficient solution-processed OPVs with high open-circuit voltages.
- Chen, Lingcheng,Huang, Linquan,Yang, Dong,Ma, Shuying,Zhou, Xin,Zhang, Jian,Tu, Guoli,Li, Can
-
-
Read Online
- Rotationally Active Ligands: Dialing-Up the Co-conformations of a [2]Rotaxane for Metal Ion Binding
-
A novel [2]rotaxane was constructed that has a bidentate N,N′-chelate as part of a rigid, H-shaped axle and a 24-membered crown ether macrocycle containing six ether O-atoms and an olefinic group as the wheel. This unique topology produces a ligand with t
- Baggi, Giorgio,Loeb, Stephen J.
-
-
Read Online
- Synthesis of bistriphenylamine- and benzodithiophene-based random conjugated polymers for organic photovoltaic applications
-
In this study, donor–acceptor random polymers containing benzotriazole acceptor and bistriphenylamine and benzodithiophene donors, P1 and P2, were successfully synthesized by Stille coupling polymerization. The effect of bistriphenylamine moiety and thiophene π-conjugated linker on electrochemical, spectroelectrochemical, and optical behaviors of the polymers were investigated. Optoelectronic properties and photovoltaic performance of the polymers were examined under the illumination of AM 1.5G, 100 mW?cm?2. The polymers were characterized by cyclic voltammetry, UV-Vis-NIR absorption spectroscopy, gel permeation chromatography. HOMO/LUMO energy levels of P1 and P2 were calculated as ?5.47 eV/–3.41 eV and ?5.43 eV/–3.27 eV, respectively. Bulk heterojunction type solar cells were constructed using blends of the polymers (donor) and [6,6]-phenyl C71 butyric acid methyl ester (PC71BM) (acceptor). Photovoltaic studies showed that the highest power conversion efficiency of these photovoltaic devices were recorded as 3.50% with open circuit voltage; 0.79 V, short circuit current; 9.45 mA?cm?2, fill factor; 0.53 for P1:PC71BM (1:2, w/w) in 3% o-dichlorobenzene (o-DCB) solution and 3.15% with open circuit voltage; 0.75 V, short circuit current; 8.59 mA?cm?2, fill factor; 0.49 for P2:PC71BM (1:2, w/w) in 2% chlorobenzene (CB) solution.
- Cetin, Asli,Istanbulluoglu, Cagla,Hacioglu, Serife Ozdemir,Cevher, Sevki Can,Toppare, Levent,Cirpan, Ali
-
-
Read Online
- It takes more than an imine: The role of the central atom on the electron-accepting ability of benzotriazole and benzothiadiazole oligomers
-
We report on the comparison of the electronic and photophysical properties of a series of related donor-acceptor-donor oligomers incorporating the previously known 2H-benzo[d]-[1,2,3]triazole (BTz) moiety as the acceptor and the recently reported BTzTD acceptor, a hybrid of BTz and 2,1,3-benzothiadiazole (BTD). Although often implied in the polymer literature that BTz has good acceptor character, we show that this moiety is best described as a weak acceptor. We present electrochemical, computational, and photophysical evidence supporting our assertion that BTzTD is a strong electron acceptor while maintaining the alkylation ability of the BTz moiety. Our results show that the identity of the central atom (N or S) in the benzo-fused heterocyclic ring plays an important role in both the electron-accepting and the electron-donating ability of acceptor moieties with sulfur imparting a greater electron-accepting ability and nitrogen affording greater electron-donating character. We report on the X-ray crystal structure of a BTzTD trimer, which exhibits greater local aromatic character in the region of the triazole ring and contains an electron-deficient sulfur that imparts strong electron-accepting ability. Additionally, we examine the transient absorption spectra of BTzTD and BTz oligomers and report that the BTz core promotes efficient intersystem crossing to the triplet state, while the presence of the thiadiazole moiety in BTzTD leads to a negligible triplet yield. Additionally, while BTz does not function as a good acceptor, oligomers containing this moiety do function as excellent sensitizers for the generation of singlet oxygen.
- Patel, Dinesh G.,Feng, Fude,Ohnishi, Yu-Ya,Abboud, Khalil A.,Hirata, So,Schanze, Kirk S.,Reynolds, John R.
-
-
Read Online
- Small band gap D-π-A-π-D benzothiadiazole derivatives with low-lying HOMO levels as potential donors for applications in organic photovoltaics: A combined experimental and theoretical investigation
-
In an attempt to develop small organic molecules with potential applications as donors in organic photovoltaic (OPV) devices, we have synthesized and characterized four novel benzothiadiazole (A) core structured D-π-A-π-D dyes featuring carbazole and benzocarbazole as donors (D) and fluorene and thiophene as spacers (π). The effects of the π-spacer units and variations in donor strength on the photophysical, electrochemical and thermal properties of the molecules have been investigated in detail. The replacement of fluorene by thiophene as a π-spacer promotes planarity, resulting in a larger bathochromic absorption shift, enhanced emission profiles and an enhanced intramolecular charge transfer (ICT) transition. The introduction of the benzocarbazole unit creates a low-lying HOMO level, as inferred from cyclic voltammetry studies. All the dyes exhibit remarkable thermal robustness. Theoretical calculations have been carried out to understand the structure-property relationships of the synthesized materials. The results obtained from the characterization methods reveal that the dyes with thiophene π-spacers show better optoelectronic properties compared to their fluorene counterparts. Solution-processable bulk-heterojunction devices with a structure of ITO/PEDOT:PSS (38 nm)/active layer/Ca (20 nm)/Al (100 nm) were fabricated using the materials investigated in this study as donors and (6,6)-phenyl C 61-butyric acid methyl ester (PC61BM) as an acceptor. A power conversion efficiency of 1.62% for the molecule with thiophene as a spacer and carbazole as donor/PC61BM was achieved for the preliminary photovoltaic devices under simulated AM 1.5 illumination (100 mW cm -2).
- Paramasivam, Mahalingavelar,Gupta, Akhil,Raynor, Aaron M.,Bhosale, Sheshanth V.,Bhanuprakash,Jayathirtha Rao
-
-
Read Online
- Synthesis and evaluation of benzothiazole-triazole and benzothiadiazole-triazole scaffolds as potential molecular probes for amyloid-β aggregation
-
Small-molecule ligands that bind to misfolded protein aggregates are essential tools for the study and detection of pathological hallmarks in neurodegenerative disorders, such as Alzheimer's disease (AD). In the present study, three compounds (one benzoth
- Dyrager, Christine,Vieira, Rafael Pinto,Nystr?m, Sofie,Nilsson, K. Peter R.,Storr, Tim
-
-
Read Online
- Differently substituted benzothiadiazoles as charge-transporting emitters for fluorescent organic light-emitting diodes
-
Carbazolyl- and 1,2,3,4-tetrahydrocarbazolyl-substituted benzothiadiazoles were prepared by Pd-catalyzed Buchwald-Hartwig and Heck reactions. Photophysical, electrochemical, thermal, charge-transporting properties, and performance in organic light emitting diodes (OLEDs) of the derivatives with donor-π-acceptor-π-donor and donor-acceptor-donor structures are discussed. Photo- and electroluminescent properties of the studied compounds of carbazole and benzothiadiazole are very sensitive to their molecular structures. Their glass transition temperatures range from 145 to 191 °C. Investigation of photophysical properties revealed importance of intramolecular twisting on excited state deactivation. Emission of dilute solutions of the compounds in nonpolar solvents appears in the orange region with fluorescence quantum yields up to 0.6.4,7-(Di (1,2,3,4-tetrahydro)carbazolyl)-[2,1,3]-benzothiadiazole demonstrates phosphorescence and delayed fluorescence at room temperature. Solid-state ionization potentials of the materials range from 5.64 to 5.82 eV. The layer of 4,7-(di (tert-butyl)carbazolyl)-[2,1,3]-benzothiadiazole shows high hole drift mobility of 1.7 × 10?3 cm2/V·s at an electric field of 5.3 × 105 V/cm and relatively high electron drift mobility of 5.7 × 10?5 cm2/V·s at an electric field of 5.8 × 105 V/cm. Red OLEDs based of singlet emission with maximum external quantum efficiency values of 1.3 and 0.13% were achieved using new emitters. Much better electroluminescent performance was observed for the compound having donor-acceptor-donor structure relative to the compound with donor-π-acceptor-π-donor structure.
- Gudeika, Dalius,Miasojedovas, Arunas,Bezvikonnyi, Oleksandr,Volyniuk, Dmytro,Gruodis, Alytis,Jursenas, Saulius,Grazulevicius, Juozas V.
-
-
Read Online
- Phenothiazine derivatives-based D-π-A and D-A-π-A organic dyes for dye-sensitized solar cells
-
D-π-A and D-A-π-A-structured organic dyes represent different developmental directions of photosensitizers in dye-sensitized solar cells (DSSCs). In this work, two phenothiazine derivatives-based D-π-A and D-A-π-A-structured organic dyes have been synthesized and applied in DSSCs. The physical and electrochemical properties of both dyes have been investigated systematically. The results show that the D-A-π-A-structured dye exhibits a broader spectrum response but lower molar coefficient of extinction when compared to the D-π-A-structured dye. Regarding photovoltaic performance, the D-π-A-structured dye yields a higher efficiency (η) of 7.5% with a higher short-circuit current density (Jsc) of 16.36 mA cm -2 and open-circuit voltage (Voc) of 706 mV than that of the D-A-π-A-structured dye. Incident photon-to-electron conversion efficiency (IPCE) studies and impedance analysis also support these results. These results demonstrate that the phenothiazine derivatives-based D-π-A-structured organic dyes can compete with, and even exceed, D-A-π-A-structured organic dyes under the same test conditions. The Royal Society of Chemistry 2014.
- Yang, Xichuan,Zhao, Jianghua,Wang, Lei,Tian, Jie,Sun, Licheng
-
-
Read Online
- Benzothiadiazole-based D-π-A-π-D fluorophores: Synthesis, self-assembly, thermal and photophysical characterization
-
A symmetrical linear D-π-A-π-D hexacatenar compound with 2,1,3-benzothiadiazole as the acceptor core connected at its 4,7 position with phenylthienylethynyl spacers has been designed and synthesized. This compound displays liquid crystalline property with oblique columnar mesophase and forms an organogel in dichloromethane. The investigation of photophysical and electrochemical properties reveals that this compound can exhibit broad and strong absorption band at the range of 300–700 nm with a low energy gap in solid state, meanwhile it exhibits highly red fluorescent emission and large Stokes shifts.
- Fang, Haipeng,Gao, Hongfei,Wang, Tingyan,Zhang, Bei,Xing, Wei,Cheng, Xiaohong
-
-
Read Online
- Third-order nonlinear optical properties of 3,4-ethylenedioxythiophene copolymers with chalcogenadiazole acceptors
-
Two 3,4-ethylenedioxythiophene (EDOT) based low band gap donor-acceptor (D-A) conjugated copolymers were designed and synthesized via direct arylation, in which the HOMO-LUMO gaps were fine-tuned by the regular insertion of electron deficient units, 2,1,3-benzothiadiazole (BTZ) and 2,1,3-benzoselenadiazole (BTSe), respectively. Structural characterization was performed by FT-IR, 1H NMR and XPS. In order to investigate the variation in the energy band structure of the copolymers, quantum-chemical calculation using density functional theory was carried out. The alternating insertion of the chalcogenadiazole unit in the PEDOT (poly(3,4-ethylenedioxythiophene)) lowers the HOMO and LUMO energy levels. As a result, the polymers with a lower band gap compared to that of the homopolymer, PEDOT, were obtained. Optical and electrochemical results confirmed that BTSe is marginally superior to BTZ in EDOT based alternate donor-acceptor copolymers. The present experimental results correlate well with HSE06 level theoretical calculations compared to those with the B3LYP level. Z-scan experiments reveal that the copolymers exhibit a strong nonlinear absorption coefficient and a nonlinear refraction coefficient of the order 10-10 esu and the third-order nonlinear susceptibility is of the order of 10-11 esu. These findings indicated that the EDOT-chalcogenadiazole copolymers can be developed into excellent third-order nonlinear optical materials.
- Narayanan, Sona,Raghunathan, Sreejesh Poikavila,Poulose, Aby Cheruvathoor,Mathew, Sebastian,Sreekumar, Krishnapillai,Sudha Kartha, Cheranellore,Joseph, Rani
-
-
Read Online
- Impact of the different electron-releasing subunits on the dye-sensitized solar cell performance of new triphenylamine-benzimidazole based molecules
-
New triphenylamine-benzimidazole type small molecules with different electron-releasing groups were designed and synthesized to investigate their photovoltaic performances in dye sensitized solar cells (DSSCs). Their good visible absorptions covering the 400-535 nm in addition to suitable lowest unoccupied molecular orbital (LUMO) energy levels between -3.03 and -3.11 eV make good candidates them for DSSC devices. Fluorescence quenching studies of the dyes with pristine titania support the good electron injection to conduction band of TiO2. Time resolved measurements of the dyes in solutions indicate the occurence of charge generation during the excited state. One of the used dyes in DSSC devices, TPA5a, carrying a methoxy group in triphenylamine part of the structure, gave much higher power conversion efficiency (PCE) value of 4.31% as compared to the other derivatives. Device fabricated from TPA5a dye gives good external quantum efficiency (EQE) value above 70% at 460 nm. Also, electron impedance spectroscopy (EIS) analysis of the devices gives a good explanation of the understanding of the cell performances.
- Din?alp, Haluk,Saltan, G?zde Murat,Aykut, Deniz,Zafer, Ceylan
-
-
Read Online
- Enhancing the power conversion efficiency of polymer solar cells: Via selection of quinoxaline substituents
-
In this study, three random copolymers including quinoxaline derivatives with different substituent groups, 2,6-bis(trimethylstannyl)-4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b′]dithiophene and 4,7-dibromo-2-(2-octyldodecyl)-2H-benzo[d][1,2,3]triazole, wer
- Karaga?ti, ?zge,Cevher, Sevki Can,Hizalan, Gonul,Hacioglu, Serife O.,Toppare, Levent,Cirpan, Ali
-
-
Read Online
- Syntheses and photoluminescence properties of rhenium(I) complexes based on dipyrido[3,2-a:2',3'-c]phenazine derivatives with carbazole moiety
-
Four rhenium(I) complexes ReL1-ReL4 based on dipyrido[3,2-a:2',3'-c]phenazine (L1) and derivatives L 2-L4 ligands (L2: 10,13-dibromodipyrido[3,2-a:2',3'-c] phenazine, L3: 10-bromo-13-carbazolyl-dipyrido[3,2-a:2',3'-c] phenazine, L4: 10,13-dicarbazolyldipyrido[3,2-a:2',3'-c]phenazine) were synthesized and characterized. The Re(I) complexes ReL1-ReL4 show photoluminescent emissions at 556, 582, 637 and 662 nm, respectively, assigned to dp (Re)→p/ (diimine) MLCT phosphorescence in CH2CL 2 solution. The carbazole containing complexes ReL3 and ReL4, as compared to ReL1, exhibit higher luminescence. These observations imply that modification of diimine rhenium(I) carbonyl complexes with carbazole moiety would lead to efficient phosphorescent properties.
- Zhou, Yong-Hui,Wang, Zheng-Mei,Chen, Min-Dong,Guo, Sheng-Li,Zheng, You-Xuan
-
-
Read Online
- Metal–Organic Synthetic Transporters (MOST): Efficient Chloride and Antibiotic Transmembrane Transporters
-
We present the synthesis of two functionalized 2,4,7-triphenylbenzimidazole ligands and demonstrate the formation of their respective metal assemblies in phospholipid membranes. Anion transport experiments demonstrate the formation of metal–organic synthe
- Kempf, Julie,Schmitzer, Andreea R.
-
-
Read Online
- Star-Shaped Single-Polymer Systems with Simultaneous RGB Emission: Design, Synthesis, Saturated White Electroluminescence, and Amplified Spontaneous Emission
-
A three-armed star-shaped single-polymer system comprising tris(4-(3-hexyl-5-(7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)amine (TN) as red emissive cores, benzothiadiazole (BT) as green emissive dopants, and polyfluorene (
- Liu, Cheng-Fang,Jiu, Yuanda,Wang, Jianyun,Yi, Jianpeng,Zhang, Xin-Wen,Lai, Wen-Yong,Huang, Wei
-
-
Read Online
- Jacket-like structure of donor-acceptor chromophores-based conducting polymers for photovoltaic cell applications
-
Through the Stille coupling polymerization, a series of soluble acceptor/donor quinoxaline/thiophene alternating conducting polymers with a hole-transporting moiety of carbazole as a side chain (PCPQT) has been designed, synthesized, and investigated. The UV-vis measurement of the chargetransferred type PCPQTs of different molecular weights with low polydispersity exhibits a red shifting of their absorption maximum from 530 to 630 nm with increasing chain length (Mn: from 1100 to 19,200). The HOMO and LUMO energy levels of PCPQT can be determined from the cyclic voltammetry measurement to be -5.36 and -3.59 eV, respectively. Solar cells made from PCPQT/PCBM bulk heterojunction show a high open-circuit voltage, Voc of ～0.75 V, which is significantly higher than that of a solar cell made from conventional poly(3- hexyl thiophene)/PCBM as the active polymer PCPQT has lower HOMO level. Further improvements are anticipated through a rational design of the new low band-gap and the structurally two-dimensional donor-acceptor conducting polymers.
- Yang, Yi-Lung,Lee, Yi-Huan,Chang, Chun-Jie,Lu, Ang-Jhih,Hsu, Wei-Chun,Wang, Leeyih,Leung, Man-Kit,Dai, Chi-An
-
-
Read Online
- Dithienosilole–phenylquinoxaline-based copolymers with A-D-A-D and A-D structures for polymer solar cells
-
Two copolymers having D-A-D-A (P1) and D-A (P2) structures with quinoxaline acceptor unit and dithienosilole donor unit were synthesized and their optical and electrochemical (both experimental and theoretical) properties were investigated. The optical pr
- Keshtov, Mukhamed L.,Khokhlov, Alexei R.,Kuklin, Sergei A.,Nikolaev, Alexander Yu,Koukaras, Emmanuel N.,Sharma, Ganesh D.
-
-
Read Online
- Introduction of perylene units for enhanced interchain interaction in conjugated polymers for organic photovoltaic devices
-
A series of semiconducting copolymers, poly[2,7-(9,9′- dioctylfluorene)-alt-5,5′-(4′,7′-di-2-thienyl-2′, 1′,3′-benzothiadiazole)] (PFDTBT), poly[2,2′-(9,9-dioctyl-9H- fluorene-2,7-diyl)dithiophene-alt-5,5′-(4′,7′-di-2-thienyl- 2′,1′,3′-benzothiadiazole)] (PFD2TBT), and their ter-polymers containing perylene units were synthesized using Suzuki coupling polymerization. The perylene units were introduced to improve the charge-transport ability by enhancing the π-π interaction between polymer chains. The resulting polymers were characterized by 1H NMR, elemental analysis, DSC, and TGA. The synthesized polymers were soluble in common organic solvents, and formed smooth and uniform spin-coated thin films. All of the polymers studied were found to exhibit good thermal stability, losing less than 5% of their weight upon heating to approximately 350 °C. Perylene- containing polymers showed higher field-effect mobilities than the corresponding PFDTBT or PFD2TBT polymers because of the enhanced π-π interaction between polymer chains upon the introduction of perylene units. Bulk heterojunction solar cells were fabricated with configuration of ITO/PEDOT:PSS/polymer:PC71BM/ TiOx/Al. The devices using the perylene-containing polymers showed higher short-circuit currents, and fill factors than the corresponding PFDTBT or PFD2TBT devices. One of the fabricated devices using a perylene-containing copolymer showed a maximum power conversion efficiency of 3.16%, with a short circuit current density of 9.61 mA/cm2, open circuit voltage of 0.81 V, and fill factor of 41%.
- Kim, Ji-Hoon,Kim, Hee Un,Mi, Dongbo,Jin, Sung-Ho,Shin, Won Suk,Yoon, Sung Cheol,Kang, In-Nam,Hwang, Do-Hoon
-
-
Read Online
- Fluorescence polymer incorporating triazole and Benzo[2,1,3]thiadiazole moieties for Ni2+ detection
-
Conjugated polymer could be obtained by the polymerization of 4,7-diethynylbenzo[2,1,3]thiadiazole (M-1) with 1,4-diazidobenzene (M-2) via click reaction. The polymer shows strong blue-green fluorescence due to the extended π-electronic structure in the m
- Huang, Xiaobo,Dong, Yu,Meng, Jie,Cheng, Yixiang,Zhu, Chengjian
-
-
Read Online
- Synthesis and characterization of conjugated polymers based on benzoselenadiazole
-
A multistep synthesis of the electron-poor 4,7-di(thiophen-2-yl)benzo[c][1,2,5]selenadiazole are presented. The new deficient acceptor has good solubility in organic solvents to permit an appropriate coating process. P1 was synthesized by direct oxidative polymerization under the reaction condition with FeCl3 and CH3NO2. The spectra of polymers P1 to P2 show homogenous absorptions across most of the visible spectrum (450-650 nm). Solutions of P1 show a dark purple-black colour due to the lack of absorption in the far blue and red regions. And the solution of P2 exhibits a bright orange-red colour due to the increased reflection/transmission of red light. Both of the polymers were characterized by IR, UV-visible and cyclic voltammetry.
- Sun, Xiaoxia,Lei, Xiaolong,Hu, Yu
-
-
Read Online
- High efficiency and low efficiency roll-off hole-transporting layer-free solution-processed fluorescent NIR-OLEDs based on oligothiophene-benzothiadiazole derivatives
-
We report on simple low band-gap D-A-D type chromophores comprising triphylamine as a donor and oligothiophene-benzothiadiazoles as an acceptor. In the solid state, they exhibited strong near-infrared (NIR) emission with high fluorescence quantum yield wh
- Chaiwai, Chaiyon,Chasing, Pongsakorn,Kaewpuang, Terdkait,Manyum, Thanaporn,Namuangruk, Supawadee,Promarak, Vinich,Sudyoadsuk, Taweesak
-
-
Read Online
- Pyrazino[2,3-g]quinoxaline-based conjugated copolymers with indolocarbazole coplanar moieties designed for efficient photovoltaic applications
-
A series of low band gap copolymers consisting of electron-accepting pyrazino[2,3-g]quinoxaline (PQx) and an electron-donating indolo[3,2-b]carbazole and thiophene units have been designed and synthesized by Stille coupling polymerization. Their optical and electrical properties could also be facilely fine-modulated for photovoltaic application by adjusting the donor/acceptor ratios. UV-vis measurements showed that increasing the content of PQx units led to enhanced absorption. The band gaps obtained from UV-vis spectra, CV scanning, and DFT modeling all indicated a narrowing band gap with increasing the PQx content in the copolymer structure. The photovoltaic solar cells (PSCs) based on these copolymers were fabricated and tested with a structure of ITO/PEDOT:PSS/copolymer:PCBM/Ca/Al under the illumination of AM 1.5G, 100 mW cm-12. The best performance was achieved using P3/[70]PCBM blend (1:3) with Jsc = 9.55 mA cm-2, Voc = 0.81 V, FF = 0.42, and PCE = 3.24%, which is the highest efficiency for the PQx and indolo[3,2-b]carbazole based devices. The present results also indicate that the efficient photovoltaic materials with suitable electronic and optical properties can be achieved by just fine-tuning the ratios of the strong electron-deficient accepters and large-π planar donors.
- Peng, Qiang,Liu, Xiangju,Qin, Yuancheng,Xu, Jun,Li, Mingjun,Dai, Liming
-
-
Read Online
- Synthesis and Characterization of Acid-Responsive Luminescent Fe(II) Metallopolymers of Rigid and Flexible Backbone N-Donor Multidentate Conjugated Ligands
-
In this report we have disclosed the syntheses and properties of two new conjugated organic moieties bearing the same coordination sites but possessing different backbone rigidities and rotational flexibilities. Two new metallopolymers have been synthesized from the corresponding ligands under identical reaction conditions, and they have been thoroughly characterized through different techniques to understand the effect of backbone rigidity on the evolution of different properties in these metallopolymers. A FESEM micrograph of the rigid metallopolymer confirms the formation of a rigid nanorod type structure, while long agglomerated nanofiber strands are visible on the substrate in the case of the flexible analogue. All of the newly synthesized materials are fluorescence active. An Fe(II) metallopolymer of the flexible ligand showed huge changes in emission properties in the presence of different acids and showed a possibility of it being used as a thin film acid vapor sensor. All of the materials showed reversible electrochemical activity, and both of these polymers have shown electroluminescence when an appropriate potential is applied.
- Kumar, Anil,Bawa, Shubham,Ganorkar, Kapil,Ghosh, Sujit Kumar,Bandyopadhyay, Anasuya
-
-
Read Online
- Interpolyelectrolyte Complexes of Conjugated Copolymers and DNA: Platforms for Multicolor Biosensors
-
Interchain interactions modulate the frequency of emission from a cationic water-soluble conjugated polymer. The polymer, PFPB, is obtained by a Suzuki copolymerization of p-phenylenebisboronic acid with a 95:5 mixture of 2,7-dibromo-9,9-bis(6′-bromohexyl
- Liu, Bin,Bazan, Guillermo C.
-
-
Read Online
- Photophysical and electrochemical properties of π-extended molecular 2,1,3-benzothiadiazoles
-
The reaction of 4,7-dibromo-2,1,3-benzothiadiazole with arylboronic acids (phenyl, 1-naphthyl, 4-methoxyphenyl, 4-chlorophenyl and 4- trifluoromethylphenyl) in the presence of catalytic amounts of a NCP-pincer palladacycle affords photoluminescent π-extended 4,7-diaryl-2,1,3- benzothiadiazoles 4a-e in high yields. These 4,7-diaryl-2,1,3-benzothiadiazoles exhibit high fluorescent quantum yields, high electron affinities and adequate band gap values for testing as OLEDs. The 4,7-bis-naphthyl-2,1,3- benzothiadiazole 4b presents two different lifetimes (bi-exponential decay) due to the presence of two atropisomers. The Sonogashira coupling reaction of 4,7-diethynyl-2,1,3-benzothiadiazole 6 with the corresponding halo-aryl compounds (iodobenzene, 1-bromonaphthalene, 4-iodoanisole, 4-bromo-N,N- dimethylaniline and 2-bromopyridine) afforded the photoluminescent π-extended 4,7-bis-alkynylaryl-2,1,3-benzothiadiazoles 7a-e, also in high yields. These 4,7-diethynyl-2,1,3-benzothiadiazoles also present high fluorescent quantum yields, high electron affinities and adequate band gap values for testing as OLEDs. The 4,7-disubstituted-2,1,3-benzothiadiazoles 4a-e and 7a-e exhibit different electrochemical behavior. The presence of two ethynyl spacers in 2,1,3-benzothiadiazoles 7a-e shifts the reduction potentials to less cathodic values and also results in two well-defined and distinct reduction processes.
- DaSilveira Neto, Brenno A.,Lopes, Aline Sant'Ana,Ebeling, Gunter,Gon?alves, Reinaldo S.,Costa, Valentim E. U.,Quina, Frank H.,Dupont, Jairton
-
-
Read Online
- A new low-voltage-driven polymeric electrochromic
-
Design, synthesis, and properties of a novel donor-acceptor-donor type low-voltage-driven green polymeric electrochrome, P1, which is based on 8-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-11-(2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl)acenaphtho[1,2-b]quino
- Pamuk, Melek,Tirke?, Seha,Cihaner, Atilla,Algi, Fatih
-
-
Read Online
- Achieving yellow emission by varying the donor/acceptor units in rod-shaped fluorenyl-alkynyl based π-conjugated oligomers and their binuclear gold(i) alkynyl complexes
-
Fluorenyl-alkynyl based π-conjugated rod-shaped oligomers bearing different central aromatic moieties and functionalizable di-alkynyl termini, such as H - Fl - Fl - Fl - H (OH1), H - Fl - Btz - Fl - H (OH2) and H - Fl - Btd - Fl - H (OH3) where Fl = 9,9-d
- Islam, Sk Najmul,Sil, Amit,Patra, Sanjib K.
-
-
Read Online
- The improvement of photovoltaic performance of quinoline-based dye-sensitized solar cells by modification of the auxiliary acceptors
-
Three new dyes containing diphenylamine as electron donor, benzene (BIM1), benzothiadiazole (BTD) (BIM2) and N-ethylhexylbenzotriazole (BTZ) (BIM3) as auxiliary electron acceptors, quinoline as π-bridge and cyanoacrylic acid as anchoring group were synthesized in D-A-π-A structure for use in dye-sensitized solar cells (DSSCs). The optical, electrochemical, theoretical and photovoltaic methods were performed to understand the auxiliary acceptor influence on the performance of these dyes. Compared to the other dyes, the DSSC with dye BIM3 slightly increases the open circuit voltage (Voc) owing to the retardation of charge recombination by BTZ. However, replacement of benzene or BTZ by BTD unit causes a large red shift of the absorption spectra, leading BIM2 cell to produce the highest short circuit current density (Jsc). Thus, among the three D-A-π-A dyes, BIM2 is determined to be the most efficient dye, which reached a Voc of 0.627 V and Jsc of 11.53 mA cm–2, corresponding to an overall power conversion efficiency of 5.21 % in the presence of chenodeoxycholic acid (CDCA) as the coadsorbent. These results suggest that the insertion of benzothiadiazole as auxiliary acceptor into quinoline-based D-A-π-A dyes can effectively improve photovoltaic performance of DSSCs.
- ?i?man, ?lkay,Arkan, Burcu,Arslan, Bar?? Se?kin,Avc?, Davut,Derin, Yavuz,Gezgin, Merve,Nebio?lu, Mehmet,Tutar, Ahmet
-
-
- Fluorescence emission enhancement of a T-shaped benzimidazole with a mechanically-interlocked ‘suit’
-
A fluorescent T-shaped benzimidazole was successfully designed and interlocked in a bicyclic macrocycle to form a suit[1]ane through supramolecular templated-synthesis. Compared with the bare fluorophore, suit[1]ane requires nearly two times the concentration to initialize the aggregation-caused quenching effect in solution. Furthermore, an 8-fold higher solid-state fluorescence quantum yield (21.7%) is also achieved. By taking advantage of mechanical bonding and molecular packing, such fluorescence emission enhancement through formation of a suitane opens the way to new complex fluorescent materials.
- Xu, Houyang,Lin, Meng-Di,Yuan, Jun,Zhou, Baiyang,Mu, Yingxiao,Huo, Yanping,Zhu, Kelong
-
supporting information
p. 3239 - 3242
(2021/04/06)
-
- Pyrenyl thiophene derivative and preparation method thereof
-
The invention relates to the technical field of photoelectric display devices, in particular to a pyrenyl thiophene derivative and a preparation method thereof. The invention provides the pyrenyl thiophene derivative. The structure of the pyrenyl thiophene derivative is shown as a formula (I). The invention also provides the preparation method of the pyrenyl thiophene derivative, the preparation method comprises the following steps: carrying out substitution reaction on 4-bromo-7-(pyridine-1-yl) benzo [c] [1, 2, 5] thiadiazole and a compound as shown in a formula (II) to prepare the compound as shown in the formula (I); the invention provides the pyrenyl thiophene derivative and the preparation method thereof, and solves the technical problems that the existing red TADF material is relatively difficult to synthesize and the device efficiency is not high.
- -
-
Paragraph 0025-0027
(2021/08/07)
-
- Synthesis of selenophene substituted benzodithiophene and fluorinated benzothiadiazole based conjugated polymers for organic solar cell applications
-
A series of alternating conjugated copolymers which contain selenophene modified benzodithiophene and fluorine bearing benzothiadiazole have been synthesized via Stille polycondensation reaction to investigate the effect of the number of fluorine atoms substituted to the benzothiadiazole. Three different polymers, PBDTSe-BT, PBDTSe-FBT and PBDTSe-FFBT, were reported and their electrochemical, spectroelectrochemical, and photovoltaic behaviors were examined. Density functional theory calculations were performed on model tetramer structures to shed light on how substituting the fluorine atom to the acceptor building block affects the structural, electronic and optical properties of the polymers. The results of computational studies were compared with experimental studies. The structure adjustment accomplished by fluorine substitution on the benzothiadiazole moiety reveals an influence on the electronic structure of polymers with a more negative HOMO energy level. A high VOC for the resulting photovoltaic device was examined for PBDTSe-FFBT. Difluorinated polymer PBDTSe-FFBT:PC71BM organic solar cell exhibited the highest photovoltaic performance of 2.63% with JSC of 7.24 mA cm-2, VOC of 0.72 V and FF of 50.6%. PBDTSe-BT:PC71BM revealed the best PCE as 2.39%, and the device reached the highest efficiency up to 1.68% for PBDTSe-FBT:PC71BM.
- Aslan, Sultan Taskaya,Cevher, Duygu,Bolay?r, Eda,Hizalan Ozsoy, Gonul,Arslan Udum, Yasemin,Y?ld?r?m, Erol,Toppare, Levent,Cirpan, Ali
-
-
- Constructing fused bis-isatins from pyrroloindoles using direct oxidation approach and re-visiting indophenine reaction
-
Two novel electron accepting bis-isatins, having fused bis-lactam rings have been synthesized from corresponding pyrroloindoles 7 and 14 by one-pot direct oxidation approach involving oxidant NBS with or without co-oxidant TBHP in DMF/CHCl3. Synthesized fused bis-isatins 8 and 15 are extensively studied for thermal, photophysical, electrochemical and thin-film morphological properties and are found to have characteristic properties like solid-solid transitions, visible light absorption, lowered FMO energy levels (LUMOs below ?4.1 eV and HOMOs below ?5.9 eV) as well as oriented packing of molecules in the film state. The famous indophenine reaction is re-visited with fused bis-isatins to form conjugated polymers P-1 and P-2, having quinoidal pyrroloindole dione units. The polymers are studied for thermal, photophysical, electrochemical and thin-film morphological properties indicating sufficiently high thermal stability (up to 200 °C), extended absorptions up to near IR region, lowered FMO energy levels (LUMOs below ?4.3 eV and HOMOs below ?5.8 eV) and amorphous nature of polymer films.
- Bhanvadia, Viraj J.,Choudhury, Anwesha,Iyer, Parameswar Krishnan,Patel, Arun L.,Zade, Sanjio S.
-
-
- Photocontrolled Synthesis of n-Type Conjugated Polymers
-
Current approaches to synthesize π-conjugated polymers (CPs) are dominated by thermally driven, transition-metal-mediated reactions. Herein we show that electron-deficient Grignard monomers readily polymerize under visible-light irradiation at room temperature in the absence of a catalyst. The product distribution can be tuned by the wavelength of irradiation based on the absorption of the polymer. Conversion studies are consistent with an uncontrolled chain-growth process; correspondingly, chain extension produces all-conjugated n-type block copolymers. Preliminary results demonstrate that the polymerization can be expanded to donor–acceptor alternating copolymers. We anticipate that this method can serve as a platform to access new architectures of n-type CPs without the need for transition-metal catalysis.
- Berl, Alexandra J.,Kalow, Julia A.,Woods, Eliot F.
-
supporting information
p. 6062 - 6067
(2020/02/27)
-
- Synthesis, Properties, and Reactivity of Bis-BN Phenanthrenes: Stepwise Bromination of the Main Scaffold
-
Two bis-BN phenanthrenes have been synthesized. Their photophysical properties are different from those of the reported mono-BN phenanthrenes. Moreover, the stepwise bromination of bis-BN phenanthrene 8 gave a series of brominated bis-BN phenanthrenes, wi
- Li, Chenglong,Liu, Xuguang,Qu, Yi,Zhang, Jinyun,Zhang, Lei,Zhen, Bin,Zi, Lingjian
-
supporting information
(2020/03/03)
-
- NEAR INFRARED ABSORBING DYE, OPTICAL FILTER, AND IMAGING DEVICE
-
A near infrared absorbing dye includes a croconium-based compound shown in formula (AI). In formula (AI), ring Z is either an optionally substituted 6-membered ring including no heteroatom or an optionally substituted 5-membered ring including 0 to 3 heteroatoms in the ring, R1 and R2, R2 and R3, and R1 and a carbon atom or heteroatom as a part of ring Z may be linked to each other to respectively form a heteroring A, a heteroring B, and a heteroring C together with a nitrogen atom.
- -
-
Paragraph 0087-0088
(2020/06/07)
-
- Two-dimensional metal organic complex containing thiazole functional groups, and preparation method and application thereof
-
The invention discloses a two-dimensional metal organic complex containing thiazole functional groups, and a preparation method and application thereof. According to a technical scheme in the invention, the preparation method comprises the following steps: adding Pb(NO), 4,4'-(benzothiazolyl-4,7-disubstituted)-dibenzoic acid and a solvent, namely N,N-dimethylformamide into a container, and carrying out stirring for 30 minutes at normal temperature until the materials are uniformly mixed; sealing the container, putting the container into an oven, and keeping the container at a temperatureof 368 K for 1 day; carrying out slow cooling to room temperature to obtain a yellow transparent rod-like crystal; and washing the yellow transparent rod-like crystal with N,N-dimethylformamide, andcarrying out filtering and drying to obtain a target product (Pb-btdb). The prepared two-dimensional metal organic complex containing the thiazole functional groups is used as a catalyst and can efficiently catalyze cycloaddition conversion of carbon dioxide and epoxide to prepare cyclic carbonate.
- -
-
-
- High-performing D-π-A-π-D benzothiadiazole-based hybrid local and charge-transfer emitters in solution-processed OLEDs
-
Transforming triplet excitons into singlet excitons is a topic of great interest to material scientists in order to surpass the exciton utilization efficiency (EUE) limit of 25% in electro-fluorescent devices. Towards this goal, the donor-acceptor strategy of molecular design has been proven to be an effective approach to obtain high electroluminescence (EL) efficiency. In this context, herein, we report two benzothiadiazole (BTD)-based donor-acceptor π-conjugated fluorescent molecules, 1 and 2, which exhibited an external quantum efficiency (EQE) as high as 7.0% and 8.1%, respectively, in solution-processed doped green OLED devices. The observed high photoluminescence (PL) quantum yield of 81% for 1 and 85% for 2 corroborate the high EUE values of 43% and 48%, respectively, exceeding the traditional limit (25%), hence suggest the utilization of triplet excitons. The reported emitters combine two parameters, i.e. high PL efficiency and high EUE, which are of key importance to harvest maximum EL in OLED devices. Based on the photophysical (solvatochromic experiment) and quantum chemical calculations, the impacts of the D-π-A-π-D molecular design on the regulation of the locally excited and charge transfer components were revealed, which explained the observed high EQE (>5%) and EUE (>25%) values for the BTD-based emitters. The development of emitters with a hybrid local and charge transfer state in combination with the 'hot exciton' mechanism is an important strategy to produce highly efficient fluorescent-emitter materials. Besides the impressive EL properties of the emitters, the studied compound 1 as a chemosensor showed the selective sensing of metal cation (Fe2+) and anion (I-) together with the staining agent of Hibiscus rosa-sinensis pollen grains.
- Bala, Indu,Cheng, Chien-Hong,De, Joydip,Devi, Manisha,Jayakumar, Jayachandran,Jou, Jwo-Huei,Kailasam, Kamalakannan,Pal, Santanu Kumar,Singh, Nitya,Yadav, Rohit Ashok Kumar
-
p. 17009 - 17015
(2020/12/30)
-
- Thienopyrroledione-based micromolecular acceptor material as well as preparation method and application of thienopyrroledione-based micromolecular acceptor material
-
The invention belongs to the technical field of organic semiconductor materials and discloses a thienopyrroledione-based micromolecular acceptor material as well as a preparation method and application of the thienopyrroledione-based micromolecular accept
- -
-
Paragraph 0082; 0086-0088
(2019/03/06)
-
- Preparation of halogen compounds
-
[Problem] to improve the yield of the halogenated compound. (1) Formula (6) is represented by the formula [a] - raw material compounds, halogenated, organic sulfonic acid derivative in a solvent comprises the step, represented by the formula (1 ') - type
- -
-
Paragraph 0164-0167
(2019/10/29)
-
- Organic solar cell donor material containing benzoselenadiazole and diindolocarbazole, and application thereof
-
The invention provides an organic solar cell donor material containing benzoselenadiazole and diindolocarbazole, and an application thereof. The organic solar cell donor material TAT-Th-BSe has a D-pi-A-pi-D structure formed by connecting 2,1,3-benzoselad
- -
-
Paragraph 0104-0107
(2019/10/01)
-
- Effect of the linkages on the self-assembly and photophysical properties of 4,7-diphenyl-2,1,3-benzothiadiazole-based luminescent polycatenars
-
Three series of 4,7-diphenyl-2,1,3-benzothiadiazole (DBTD)based polycatenars containing a central 4,7-diphenyl-2,1,3-benzothiadiazole moiety connected to 3,4,5-trialkoxyl benzene units at both ends through ether (-OCH2-), ester (-OOC-)or amide (-HNCO-)linkages were synthesized via Suzuki coupling reaction as key step. The polarities of the linkages had great effect on their self-assembly and photophycial properties. Both ether and amide compounds were mesogens, while the ester compounds were non-mesogens. The ether compounds displayed Colhex/p6mm phases, while the amide compound displayed two kinds of columnar phases i.e. columnar rectangular phase with p2mm and columnar hexagonal phase with p6mm lattices depending on temperature. The column phases could be aligned in electric field or under mechanical shearing. The ether and amide compounds showed the significant red-shifted maximum absorption and emission. In the solid and gel states, both ether and amide compounds were yellow luminescence, while ester compounds were green luminescence.
- Hu, Jinliang,Xiao, Yulong,Chang, Qing,Gao, Hongfei,Cheng, Xiaohong
-
-
- Effective design of A-D-A small molecules for high performance organic solar cells via F atom substitution and thiophene bridge
-
Three novel small molecules with acceptor-donor-acceptor (A-D-A) configuration, SBDT1, SBDT2 and SBDT3, where 4,8-bis(octyloxy)benzo[1,2-b:4,5-b′]dithiophene (BDT) as the electron-donating core connecting to thiophene-substituted benzothiadiazole (BT) as electron-withdrawing are reported. The effects of fluorine atoms on the photophysical properties by introducing different fluorine atoms into the benzothiadiazole unit were investigated. These SBDTs exhibit good thermal stability, excellent panchromatic absorption in solution and film. SBDT2 and SBDT3 with fluorine-substituted BT possess a relatively deeper the highest occupied molecular orbital (HOMO). These A-D-A type molecules were treated as donor and PC71BM as acceptor in bulk heterojunction (BHJ) small-molecule organic solar cells (SMOSCs). Among them, device based on SBDT2 gave the best device performance with a PCE of 5.06% with Jsc of 10.56 mA/cm2, Voc of 0.85 V, fill factor (FF) of 56.4%. These studies indicate that proper incorporation of fluorine atoms is an effective way to increase the efficiency of organic solar cells.
- He, Anwang,Qin, Yuancheng,Dai, Weili,Zhou, Dan,Zou, Jianping
-
p. 2263 - 2265
(2019/08/26)
-
- Synthesis, characterization and electrochemistry of polycyclic fused aromatic pyrroles and their conjugated polymers
-
Polycyclic fused aromatic pyrrole-based compounds, benzodipyrrole, naphthobipyrrole and their alkylated derivatives, were synthesized and studied electrochemically. Amongst these, naphthobipyrrole having a tetracyclic fused aromatic structure was electrochemically polymerized to give the homopolymer of naphthobipyrrole, poly(naphthobipyrrole), indicating good reactivity of α,α′-pyrrolic positions towards oxidative coupling. As a strategic approach towards the synthesis of copolymers, naphthobipyrrole was copolymerized with arylaldehyde to afford poly(arylmethylene naphthobipyrrole) by exploring the reactivity of β,β′-pyrrolic positions. Moreover, optical and electrochemical studies showed that the copolymer possessed a low optical bandgap and an elevated HOMO level. The scan rate dependent cyclic voltammetry studies of the copolymer film showed the formation of an electroactive material.
- Bhanvadia, Viraj J.,Mankad, Yash J.,Patel, Arun L.,Zade, Sanjio S.
-
supporting information
p. 13565 - 13572
(2018/08/21)
-
- Benzoselenadiazole-based donor-acceptor small molecule: Synthesis, aggregation-induced emission and electroluminescence
-
Several tetraphenylethene and triphenylamine decorated donor-acceptor (D-A) benzoselenadiazole derivatives with aggregation-induced emission (AIE) features were synthesized and characterized. The photophysical, thermal, electrochemical and electroluminesc
- Liang, Aihui,Wang, Han,Chen, Yi,Zheng, Xiaoyan,Cao, Tian,Yang, Xiulan,Cai, Ping,Wang, Zhiping,Zhang, Xiaowen,Huang, Fei
-
p. 399 - 406
(2017/10/31)
-
- Synthesis and characterization of non-symmetrical photoswitchable DTE(OMe) sensitizers
-
DTE-BODIPY 2 and BTD-DTE 3 were designed for reversible light modulation of electron- and energy-transfer processes on TiO2, and showed almost complete ring closure. In BTD-DTE 3 the BTD is an acceptor group in the open form (OF), and an energy donor group in the closed form (CF), but this property is depending on the solvent. Quantum yields for ring closure decreased (BTD-DTE 3: factor 5; DTE-BODIPY 2: factor 12) compared to DTE 1, because of π-system elongation in OFs, and also cycloreversion quantum yields became smaller (BTD-DTE 3: factor 1.4; DTE-BODIPY 2: factor 2.2).
- Ziebart, Nandor,Schroeer, Pierre,Rueck-Braun, Karola
-
supporting information
p. 5561 - 5566
(2018/05/29)
-
- Selenium-containing near-infrared organic semiconductor as well as preparation method and application thereof
-
The invention relates to a selenium-containing near-infrared organic semiconductor as well as a preparation method and application of the organic semiconductor to photothermal therapy of tumor. The organic semiconductor is characterized in that selenium atoms are introduced into benzothiadiazole units; the selenium atoms have high polarizability; the spectrum moves to a long-wavelength direction;through the organic semiconductor, an organic nano material with absorption wavelength (an ultraviolet absorption wavelength reaches up to 906nm, and a fluorescence emission wavelength reaches up to 1040nm) in a near-infrared area is obtained by a re-precipitation method; the nano reagent has high photothermal conversion efficiency, excellent water dispersibility, excellent tumor tissue targetingproperty and high biological compatibility, can be applied to therapy of tumor cells and living organisms, and is capable of effectively inhibiting the growth of the tumor cells and effectively inhibiting metastasis of tumor cells so as to achieve the photothermal therapy effect of the tumor, so that the nano reagent has great application prospects in the field of tumor therapy.
- -
-
Paragraph 0043; 0045; 0047
(2018/07/06)
-
- Synthesis, characterization and properties of aryl-fused bis-BN dihydropyrenes
-
A series of aryl-fused bis-BN dihydropyrenes were synthesized via amino-directed borylation reaction. The aryl-fused bis-BN dihydropyrenes showed blue emission, and their physical properties could be finely tuned through varying the fused aryl rings. In particular, their response towards fluoride anions was greatly dependent on the nature of the fused aryl rings.
- Zhang, Jinyun,Liu, Fude,Sun, Zhe,Li, Chenglong,Zhang, Qian,Zhang, Chen,Liu, Zhiqiang,Liu, Xuguang
-
supporting information
p. 8178 - 8181
(2018/07/29)
-
- Mesogenic D-A fluorophores based on cyanovinyl and benzothiadiazole
-
A series of donor-acceptor fluorophores containing the biscyanovinyl dithienebenzothiadiazole central unit with 4-alkoxyphenyl groups at both sides were synthesized. These compounds can display smectic C and hexagonal columnar mesophases in their bulk states, and aggregate into organogels as well as cubic or needle crystals in organic solvents. These cubic or needle crystals exhibit optical waveguide behavior. Additionally, these compounds can exhibit broad absorption up to 625 nm with a narrow band gap of 1.79 eV. The fluorescence emission of these compounds in CHCl3 can be quenched upon addition of C70. Furthermore, these compounds can detect Cu2+ among a series of cations.
- Zhang, Bei,Xiao, Yulong,Fang, Haipeng,Gao, Hongfei,Wang, Fuke,Cheng, Xiaohong
-
p. 16709 - 16716
(2018/10/24)
-
- A fast response of nitric oxide near-infrared probe and its preparation and biological applications (by machine translation)
-
The invention relates to a fast response of nitric oxide near-infrared probe and its preparation and biological application, the structure shown in formula (I), which belongs to the field of organic fluorescent probe. This invention is designed and has synthesized a kind of fast response of the near-infrared nitric oxide probe. The probe is after NO response with near-infrared emission. In vitro experimental study shows that, probe and NO fast reaction speed. In the physiological conditions (pH 7.4) next, probe stability, and to NO has higher sensitivity, selectivity and interference. Biological experimental study shows that, probe not only can be applied to the cell in the level of endogenous NO detection, can also be applied to PD cell and Drosophila brain model in NO level of detection. These results indicate that, the probe has a relatively high specificity, selectivity, stability, which may be applied to the early diagnosis of Parkinson's disease. (by machine translation)
- -
-
-
- Ionic Covalent Organic Frameworks: Design of a Charged Interface Aligned on 1D Channel Walls and Its Unusual Electrostatic Functions
-
Covalent organic frameworks (COFs) have emerged as a tailor-made platform for designing layered two-dimensional polymers. However, most of them are obtained as neutral porous materials. Here, we report the construction of ionic crystalline porous COFs wit
- Huang, Ning,Wang, Ping,Addicoat, Matthew A.,Heine, Thomas,Jiang, Donglin
-
supporting information
p. 4982 - 4986
(2017/04/24)
-
- Series carbazole derivatives and application
-
The invention discloses a preparation method of series carbazole derivatives and application thereof to organic light emitting diodes. A structural formula of the carbazole derivatives is shown as a formula I. Power efficiency and external quantum efficiency of organic electroluminescence devices prepared from the carbazole derivatives can be improved remarkably, service lives of orange or red light devices are prolonged, and a material synthesis and purification method is simple and suitable for large-scale production, so that the carbazole derivatives is an ideal selection for a light emitting material of the organic electroluminescence devices. Application of the organic electroluminescence diode material serving as a carrier transport material or singly serving as a light emitting material or serving as a main material in a light emitting layer is also protected.
- -
-
Paragraph 0059; 0062-0063
(2017/08/19)
-
- Molecular-level architectural design using benzothiadiazole-based polymers for photovoltaic applications
-
A series of low band gap, planar conjugated polymers, P1 (PFDTBT), P2 (PFDTDFBT) and P3 (PFDTTBT), based on fluorene and benzothiadiazole, was synthesized. The effect of fluorine substitution and fused aromatic spacers on the optoelectronic and photovoltaic performance was studied. The polymer, derived from dithienylated benzothiodiazole and fluorene, P1, exhibited a highest occupied molecular orbital (HOMO) energy level at -5.48 eV. Density functional theory (DFT) studies as well as experimental measurements suggested that upon substitution of the acceptor with fluorine, both the HOMO and lowest unoccupied molecular orbital (LUMO) energy levels of the resulting polymer, P2, were lowered, leading to a higher open circuit voltage and short circuit current with an overall improvement of more than 110% for the photovoltaic devices. Moreover, a decrease in the torsion angle between the units was also observed for the fluorinated polymer P2 due to the enhanced electrostatic interaction between the fluorine substituents and sulfur atoms, leading to a high hole mobility. The use of a fused π-bridge in polymer P3 for the enhancement of the planarity as compared to the P1 backbone was also studied. This enhanced planarity led to the highest observed mobility among the reported three polymers as well as to an improvement in the device efficiency by more than 40% for P3.
- Viswanathan, Vinila N.,Rao, Arun D.,Pandey, Upendra K.,Kesavan, Arul Varman,Ramamurthy, Praveen C.
-
supporting information
p. 863 - 873
(2017/06/21)
-
- Method for synthesizing 5-(8-bromine-2,3-diphenyl quinoxaline-5-yl) thiophene-2-formaldehyde
-
The invention belongs to the technical field of organic electrofluorescent materials, and discloses a method for synthesizing 5-(8-bromine-2,3-diphenyl quinoxaline-5-yl) thiophene-2-formaldehyde. The method comprises the following steps: reacting 1,2-diaminobenzene sequentially with SOC12, bromine and the like to obtain intermediate 1; reacting 2-thiophenecarboxaldehyde sequentially with ethylene glycol, n-butyllithium and the like to obtain intermediate 2; and reacting the two intermediates with formic acid through a SUZUKI reaction product to obtain a target product having a molecular formula of C25H15BrN2OS. The synthesized product is orange solid powder, does not have mechanical impurity, and can be easily dissolved in THF and methylbenzene; and the synthesizing method is simple, and is easy for industrial production. A photovoltaic material prepared based on quinoxaline has the characteristic of relatively low HOMO energy level, is beneficial to improving the chemical stability of a finally prepared OLED material, and has a potential application value in the aspect of preparing photoelectrofluorescent devices or photoelectrofluorescent displays.
- -
-
-
- Synthesis and self-assembly of luminescent hexacatenar molecules incorporating a 4,7-diphenyl-2,1,3-benzothiadiazole core
-
A new polycatenar liquid crystal containing a 4,7-diphenyl-2,1,3-benzothiadiazole core and three alkoxy chains at each end has been synthesized via a copper-catalyzed azide-alkyne click reaction and investigated by polarizing microscopy, DSC, XRD scattering, SEM, UV-vis spectroscopy and photoluminescence measurements. This compound can self-assemble into an oblique columnar liquid crystalline phase in the bulk state and form organogels in different organic solvents. It shows highly fluorescent emission with large Stokes shift in solution and has binding selectivity to Li+ among a series of cations in DMSO-CH2Cl2 solution.
- Huang, Danxiang,Prehm, Marko,Gao, Hongfei,Cheng, Xiaohong,Liu, Yongsong,Tschierske, Carsten
-
p. 21387 - 21395
(2016/03/08)
-
- Wavelength conversion of light stability chromophor
-
The invention provides highly fluorescent materials comprising a single (i=0) or a series (i=1, 2, etc.) of heterocyclic systems. The chromophores are particularly useful for absorption and emission of photons in the visible and near infrared wavelength range. The photo-stable highly luminescent chromophores are useful in various applications, including in wavelength conversion films. Wavelength conversion films have the potential to significantly enhance the solar harvesting efficiency of photovoltaic or solar cell devices.
- -
-
Paragraph 0130-0131
(2016/10/08)
-
- Benzodipyrrole-based Donor–Acceptor-type Boron Complexes as Tunable Near-infrared-Absorbing Materials
-
Benzodipyrrole-based donor–acceptor boron complexes were designed and synthesized as near-infrared-absorbing materials. The electron-rich organic framework combined with the Lewis acidic boron co-ordination enabled us to tune the LUMO energy level and the HOMO–LUMO gap (i.e.,the absorption wavelength) by changing the organic acceptor units, the number of boron atoms, and the substituents on the boron atoms.
- Nakamura, Tomoya,Furukawa, Shunsuke,Nakamura, Eiichi
-
supporting information
p. 2016 - 2020
(2016/07/28)
-
