- Effect of mono- and di-anchoring dyes based on o,m-difluoro substituted phenylene spacer in liquid and solid state dye sensitized solar cells
-
Novel mono- and di-anchoring organic dyes have been designed and synthesized with o,m-difluoro substituted phenylene spacer and were tested for DSSCs in presence of solid-state (SJE-4) as well as liquid (BMII) electrolytes. The new and simple structures o
- Raju, Telugu Bhim,Vaghasiya, Jayraj V.,Afroz, Mohammad Adil,Soni, Saurabh S.,Iyer, Parameswar Krishnan
-
-
Read Online
- Blue-red emitting 2,12-disubstituted [5]helicenes for high fluorescence efficiency and sensing application
-
We report photochemical synthesis of two new fluorene and carbazole-based 2,12-disubstituted [5]helicenes namely FLU-HEL and CBZ-HEL respectively. Both FLU-HEL and CBZ-HEL exhibit very intense fluorescence property in solution as well as solid state. The fluorescence quantum yield (Φf) = 27 % and 30 % and life time ?τf?=9.7 ns and 4.2 ns were observe for both [5]helicenes, respectively. Also, both the [5]helicene dyes have shown very good sensing properties towards Fe3+ transition metal ion than other transition metal ions. We have also explored the feasibility of these compounds for security applications.
- Yadagiri,Rana, Prem Jyoti Singh,Singh, Surya Prakash
-
-
Read Online
- Bipyridine anchoring group dye sensitizer and preparation method and application thereof
-
The invention belongs to the technical field of solar cells and discloses a carbozoles dye sensitizer containing bipyridine anchoring group and a preparation method and application thereof. Molecularstructure of the dye sensitizer is shown as a formula A; the dye sensitizer takes long carbon chain modified double-carbozole group as an electron donor part, so that electron donating ability of dyeis improved, and improving of solubility of the dye is facilitated; quinoxaline is taken for bridging, and rigid bipyridine is taken as anchoring group, so that adsorption stability and adsorption capacity of the dye are improved, and charge injection performance is improved. A preparation method of the dye is simple and high in operation feasibility and repeatability, and the dye can be synthesized through organic reaction like simple substitution, Suzuki coupling and condensation; the dye shows high photoelectric conversion efficiency in dye-sensitized solar cells, which is of being certainguiding significance in developing efficient organic dye sensitizers.
- -
-
Paragraph 0028; 0051; 0053-0054
(2019/05/28)
-
- Novel 3, 5-position styryl-bridged BODIPY dyes and preparation method thereof
-
The invention discloses novel 3, 5-position styryl-bridged BODIPY dyes and a preparation method thereof. The novel 3, 5-position styryl-bridged BODIPY dyes I are prepared by first performing Suzuki coupling on halogenated fluorene, carbazole, phenothiazine and other groups and p-formylbenzeneboronic acid under the catalytic action of tetrakis(triphenylphosphine palladium) to obtain corresponding aldehyde with a donor unit, and then performing Knoevenagel condensation on the corresponding aldehyde and a BODIPY unit under the action of piperidine. A synthesis method of the novel 3, 5-position styryl-bridged BODIPY dyes I is simple; the reaction condition is easy to control; the novel 3, 5-position styryl-bridged BODIPY dyes have universal applicability, can be widely applied to the scientific fields of energy, life, analysis, materials and the like, and are especially suitable to be used as organic small molecule solar cell donor materials.
- -
-
-
- Novel BODIPY dyes with electron donor variety for dye-sensitized solar cells
-
Four new donor-π-acceptor (D-π-A) structured organic sensitizers (CB1-4), with N-octyl or N-methoxyphenyl carbazole connected to a 2-cyanoacrylate BODIPY module through their 2 or 3-positions, were designed and synthesized for application in dye-sensitize
- Liao, Junxu,Zhao, Hongbin,Xu, Yongjun,Zhou, Weinan,Peng, Fei,Wang, Yong,Fang, Yutang
-
p. 33975 - 33985
(2017/07/17)
-
- 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
-
p. 268 - 276
(2015/10/28)
-
- Novel 2,6-site-substituted BODIPY organic dye sensitizer and preparation method therefor
-
The present invention relates to a novel 2,6-site-substituted BODIPY organic dye sensitizer and a preparation method therefor. The organic dye sensitizer is organic photovoltaic materials with a D-pi-A structure. By taking a meso-site-substituted BODIPY core as a pi bridge framework, the sites 2 and 6 of the BODIPY core is respectively substituted by an electron donor and an electron acceptor. The present invention further discloses a preparation method for the above the dye sensitizer. The preparation method obtains a dye molecule having a general structural formula I by taking 2,4-dimethylpyrrole as an initial reaction raw material, performing a serials of simple synthesis reactions, and finally performing classical Suzuki coupling and Knoevenagel condensation reactions. The dye sensitizer synthesis method is simple, easy to control and high in yield, and has general applicability. When the method is applied to dye sensitized solar cell preparation, a dye sensitized solar cell material with a high fill factor and an ideal photoelectric conversion efficiency can be obtained. The formula I is shown in the description.
- -
-
-
- Median alkoxy phenyl substituted and 2, 6 site strong electron donating group substituted BODIPY (4,4'-difluoro-4-bora-3a,4a-diaza-sindacene) derivative and preparation method thereof
-
The invention discloses a median alkoxy phenyl substituted and 2, 6 site strong electron donating group substituted BODIPY (4,4'-difluoro-4-bora-3a,4a-diaza-sindacene) derivative and a preparation method thereof. The preparation method comprises: synthesizing a median alkoxy phenyl substituted 2, 6-dibromo fluorine boron intermediate through a series of reactions; and performing Suzuki/Stille coupling reaction by using the intermediate and a variety of modified groups to obtain a median alkoxy phenyl substituted and 2, 6 site thiofuran, thienothiophene, fluorene, carbazole and other strong electron donating units substituted BODIPY derivatives. The absorption spectrum of the prepared target dye molecules generates obvious bathochromic shift, and the maximum absorption wavelength is lengthened to a near infrared area. The median alkoxy phenyl substituted and 2, 6 site strong electron donating group substituted BODIPY derivative has good stability, and has potential application values in the fields of life sciences, solar batteries, environment energy sources and the like.
- -
-
-
- Boron fluoride complexing bi-pyrrole methylidyne derivative substituted by meso-position alkyl thiophene and 3,5-position electron-donating group and preparation method of derivative
-
The invention discloses a boron fluoride complexing bi-pyrrole methylidyne derivative substituted by meso-position alkyl thiophene and a 3,5-position electron-donating group and a preparation method of the derivative. According to the method, 2-bromothiophene serves as a starting raw material, dipyrrylmethanes substituted by meso-position alkyl thiophene is synthesized through a series of reactions, NBS bromination is conducted, and 3,5-dibromo bi-pyrrolidine is obtained; then, TCQ oxidation and boron trifluoride ether complexing are conducted, a 3,5-boron dibromo fluorine intermediate with the meso-position containing alkyl thiophene is obtained, then the intermediate is utilized to conduct an Suzuki/Stille coupled reaction with a variety of modification groups, the boron fluoride complexing bi-pyrrole methylidyne derivative substituted by a 3,5-position donor unit is obtained, and the structural formula can be found in formula I. The boron fluoride complexing bi-pyrrole methylidyne derivative substituted by meso-position alkyl thiophene and the 3,5-position electron-donating group has good stability and has potential application value in the fields of life science, solar cells, environment, energy and the like.
- -
-
Paragraph 0086; 0087
(2016/10/08)
-
- Carbazole/fluorene based conjugated small molecules: Synthesis and comparative studies on the optical, thermal and electrochemical properties
-
A series of new molecular materials with varying carbazole and fluorene contents were prepared employing Suzuki coupling and their properties were compared. A variation of the core nucleus from fluorene to carbazole was a key point to study its effect on the thermal, optical and electrochemical properties. The materials were characterized by FTIR, 1H-, 13C-NMR, APCI-MS and elemental microanalyses. The synthesized materials exhibit slightly bathochromic shifted UV/Vis spectra in dilute solution and emission maxima in the blue region along with good thermal stability. The dyes with a fluorene core are electrochemically and spectrally stable with high lying HOMO levels, in contrast to the carbazole only materials, having potential as light emitting and hole transporting materials in organic light emitting diodes.
- Irfan, Madiha,Belfield, Kevin D.,Saeed, Aamer
-
p. 48760 - 48768
(2015/06/16)
-
- Synthesis, optical, electrochemical properties and photovoltaic performance of novel panchromatic meso-thiophene BODIPY dyes with a variety of electron-donating groups at the 3,5-positions
-
A series of novel BODIPY derivatives (BDP1-5) containing a thiophene motif at the meso-position and various electron-donating units at the 3,5-positions were designed and synthesized. With the extended D-A-D conjugated skeleton, these dyes exhibit effecti
- Liao, Junxu,Xu, Yongjun,Zhao, Hongbin,Wang, Yucai,Zhang, Wentao,Peng, Fei,Xie, Shengjie,Yang, Xiaoxi
-
p. 86453 - 86462
(2015/11/03)
-
- Improved photovoltaic performance of star-shaped molecules with a triphenylamine core by tuning the substituted position of the carbazolyl unit at the terminal
-
Two star-shaped molecules of TPA(BT-2Cz)3 and TPA(BT-3Cz)3 with a triphenyl-amine (TPA) core were designed and synthesized, in which 2- and 3-carbazolyl units (2Cz and 3Cz) are attached to the benzothiadiazole (BT) arms as planar ter
- Zhou, Pei,Dang, Dongfeng,Xiao, Manjun,Wang, Qiong,Zhong, Juan,Tan, Hua,Pei, Yong,Yang, Renqiang,Zhu, Weiguo
-
supporting information
p. 10883 - 10889
(2015/05/27)
-
- Strong solid emission and mechanofluorochromism of carbazole-based terephthalate derivatives adjusted by alkyl chains
-
Three 2,5-dialkylcarbazole-substituted terephthalate derivatives, in which carbazole and ethoxylcarbonyl groups are used as electron-donating and -accepting moieties, respectively, were synthesized. Owing to the presence of steric hindrance between ethoxylcarbonyl and carbazole groups, three compounds show intense blue fluorescence in both solution and the solid state. The fluorescence quantum yields of compounds with octyl and hexadecyl groups in the solid state exceed 95%. Single-crystal structures of three compounds were obtained and used to interpret the strong emission in the solid state. More interestingly, three compounds exhibited alkyl length-dependent mechanofluorochromism. The compound with ethyl groups exhibited the largest spectral shift under force stimuli, but that with a hexadecyl moiety did not change its emission color after grinding. Because of strong fluorescence in solution and the solid state, we believe that they can be used as luminescent materials and sensors. This journal is
- Xue, Pengchong,Sun, Jiabao,Chen, Peng,Gong, Peng,Yao, Boqi,Zhang, Zhenqi,Qian, Chong,Lu, Ran
-
p. 4086 - 4092
(2015/04/27)
-
- Novel carbazole-based main chain polymeric metal complexes containing complexes of phenanthroline with Zn(II) or Cd(II): Synthesis, characterization and photovoltaic application in DSSCs
-
In this work, four main chain polymeric complexes(P1-P4), with fluorene or phenylethyl linked with carbazole as electron donor, phenanthroline metal complexes as a electron withdrawing unit, were synthesized through simple synthetic procedures and with low cost. They were characterized by FT-IR, Elemental analysis, GPC. The UV-vis absorption spectroscopy, photoluminescence spectroscopy, cyclic voltammetry are also determined and studied. Dye-sensitized solar cells (DSSCs) based on P1-P4 as the dye sensitizers exhibit some conversion efficiencies. It was found that the incorporation of 2,7-divinyl-9,9-dioctylfluorene unit instead of 1,4-divinyl-2-methoxyl-5- octyloxybenzene unit results in a negative shift of the lowest unoccupied molecular orbital(LUMO) levels for P3 and P4, in comparison to P1and P2, which induces a remarkable enhancement of the electron injection driving force from the excited polymer sensitizers to the TiO2 semiconductor. Moreover, when the coordinated ion of the polymer complexes changed from zinc ion to cadmium ion, a bathochromically shifted maximum absorption band can be realized, which consequently results in an increased light harvesting efficiency and photogenerated current. All of these dyes performed as sensitizers for the DSSCs test under AM 1.5 similar experimental conditions, and a maximum solar-to-electric power-conversion efficiency (PCE) is up to 1.15% (J sc = 2.71 mA cm-2, Voc = 0.649 eV, FF = 0.653).
- Zhou, Jun,Yu, Xiaoguang,Jin, Xueliang,Tang, Guipeng,Zhang, Wei,Hu, Jiaomei,Zhong, Chaofan
-
-
- Simultaneous discrimination of diameter, handedness, and metallicity of single-walled carbon nanotubes with chiral diporphyrin nanocalipers
-
We have been developing the methodology to discriminate the handedness and diameter of single-walled carbon nanotubes (SWNTs) through molecular recognition using chiral diporphyrin nanotweezers. Although relatively small diameters of SWNTs (1.0 nm. In this context, we designed chiral diporphyrin with a much larger cavity, namely, "nanocalipers". The feature of the newly designed host molecule is: (1) long spacer with more than 1.4 nm consisting of three aromatic moieties; (2) nearly parallel orientation of the two porphyrins; (3) restricted conformation by biaryl linkages of the porphyrin-carbazole and carbazole-anthracene; (4) strong interaction of two porphyrins and anthracene with the surface of a SWNT through π-π stacking; and (5) stereogenic centers at the periphery of porphyrins discriminating helicity of SWNTs. As expected, we obtained optically active SWNTs with >1.0 nm in diameter and, unexpectedly, enriched metallic SWNTs over semiconducting ones. The optically active metallic SWNTs are identified for the first time, in addition to the optically active semiconducting SWNTs with such large diameters. The nanocalipers are found to recognize the diameter, handedness, and metallicity of SWNTs simultaneously.
- Liu, Gang,Wang, Feng,Chaunchaiyakul, Songpol,Saito, Yukie,Bauri, Ajoy K.,Kimura, Takahide,Kuwahara, Yuji,Komatsu, Naoki
-
p. 4805 - 4814
(2013/05/21)
-
- Fluorescent pyrene-centered starburst oligocarbazoles with excellent thermal and electrochemical stabilities
-
A series of pyrene-centered starburst oligocarbazoles (1-3) have been synthesized and well characterized. Based on photophysical, thermal and electrochemical studies in solutions and as thin films, all starburst molecules reveal a sky blue emission with a high efficiency (ΦF = 0.99 - 0.81) and excellent thermal and electrochemical stabilities. As OLED materials, these superior properties are helpful to enhance device stability and lifetime.
- Ren, Ming-Guang,Guo, Hui-Jun,Qi, Fei,Song, Qin-Hua
-
p. 6913 - 6916
(2011/11/04)
-
- Novel bifluorene based conjugated systems: Synthesis and properties
-
A series of novel bifluorene based systems was synthesised by a convergent approach by means of a Suzuki cross-coupling between 7,7′-bis-(4,4,5,5- tetramethyl-[1,3,2]dioxaborolan-2-yl)-9,9,9′,9′-tetraoctyl-2, 2′-bifluorene and suitable aryl-bromides. All
- Grisorio, Roberto,Dell'Aquila, Antonio,Romanazzi, Giuseppe,Suranna, Gian Paolo,Mastrorilli, Piero,Cosma, Pynalisa,Acierno, Domenico,Amendola, Eugenio,Ciccarella, Giuseppe,Nobile, Cosimo Francesco
-
p. 627 - 634
(2007/10/03)
-
- Origin of the color of π-conjugated polymers: Poly(N-n-octyl-3- carbazoyl)acetylene prepared with a [Rh(norbornadiene)Cl]2 catalyst
-
[Rh(NBD)CL]2 catalyst was used to prepare poly(N-n-octyl-3- carbazoyl)acetylene, p(NOCzA) in the presence of various solvents at room temperature to selectively produce the corresponding cis-transoid polymer in high yields. The poly(NOCzA)s obtained were characterized in detail using analytical methods. The yellow or orange color of the polymers was ascribed to formation of the columnar as the π-conjugated self assembly whose content could also be decreased with compression associated with a red shift of the absorption maximum in the UV vis spectrum. The correlation between the absorption maximum in the conjugated polymer with the ionization potential was also described.
- Tabata, Masayoshi,Fukushima, Takashi,Sadahiro, Yoshikazu
-
p. 4342 - 4350
(2007/10/03)
-