221241-11-8Relevant articles and documents
Two novel ambipolar donor-acceptor type electrochromic polymers with the realization of RGB (red-green-blue) display in one polymer
Zhao, Hui,Tang, Daidi,Zhao, Jinsheng,Wang, Min,Dou, Jianmin
, p. 61537 - 61547 (2014)
Two novel electrochromic monomers, 4,7-bis(4-methoxythiophen-2-yl)-[1,2,5]thiadiazolo[3,4-c]pyridine (MOTTP) and 4,7-bis(4-butoxythiophen-2-yl)-[1,2,5]thiadiazolo[3,4-c]pyridine (BOTTP), were synthesized and electropolymerized to give the corresponding polymers PMOTTP and PBOTTP, respectively. For the investigation of their electrochemical and electrochromic properties, the polymers were characterized using cyclic voltammetry (CV), UV-vis spectroscopy, step profiling, and scanning electron microscopy (SEM). The band gaps of the polymers were calculated based on spectroelectrochemical analysis, and were found to be 0.950 eV and 1.088 eV for PMOTTP and PBOTTP, respectively. Electrochromic investigations showed that PMOTTP and PBOTTP showed similar multichromic behaviors: saturated green color in the neutral state, highly transmissive blue in the oxidized state, and saturated red in the reduced state (red-green-blue, RGB). In addition, both polymers have excellent switching properties with more than 60% optical contrast in the NIR region and about a 0.5 s response time from neutral to oxide. Moreover, via electrochemical and spectral analyses both polymers were proven to be n-type dopable polymers. Hence, both polymers are promising materials to complete RGB electrochromic polymers for commercial applications.
Toward a rational design of poly(2,7-carbazole) derivatives for solar cells
Blouin, Nicolas,Michaud, Alexandre,Gendron, David,Wakim, Salem,Blair, Emily,Neagu-Plesu, Rodica,Belletete, Michel,Durocher, Gilles,Tao, Ye,Leclerc, Mario
, p. 732 - 742 (2008)
On the basis of theoretical models and calculations, several alternating polymeric structures have been investigated to develop optimized poly(2,7-carbazole) derivatives for solar cell applications. Selected low band gap alternating copolymers have been obtained via a Suzuki coupling reaction. A good correlation between DFT theoretical calculations performed on model compounds and the experimental HOMO, LUMO, and band gap energies of the corresponding polymers has been obtained. This study reveals that the alternating copolymer HOMO energy level is mainly fixed by the carbazole moiety, whereas the LUMO energy level is mainly related to the nature of the electron-withdrawing comonomer. However, solar cell performances are not solely driven by the energy levels of the materials. Clearly, the molecular weight and the overall organization of the polymers are other important key parameters to consider when developing new polymers for solar cells. Preliminary measurements have revealed hole mobilities of about 1 × 10-3 cm2·V-1·s-1 and a power conversion efficiency (PCE) up to 3.6%. Further improvements are anticipated through a rational design of new symmetric low band gap poly(2,7-carbazole) derivatives.
Benzo[1,2-b:4,5-b′]dithiophene-Pyrido[3,4-b]pyrazine Small-Molecule Donors for Bulk Heterojunction Solar Cells
Wolf, Jannic,Babics, Maxime,Wang, Kai,Saleem, Qasim,Liang, Ru-Ze,Hansen, Michael Ryan,Beaujuge, Pierre M.
, p. 2058 - 2066 (2016)
We report on the synthesis, material properties, and bulk heterojunction (BHJ) solar cell characteristics of a set of π-conjugated small-molecule (SM) donors composed of benzo[1,2-b:4,5-b′]dithiophene (BDT) and pyrido[3,4-b]pyrazine (PP) units, examining the perspectives of alkyl-substituted PP acceptor motifs in SM designs. In these systems (SM1-4), both the type of side chains derived from the PP motifs and the presence of ring substituents on BDT critically impact (i) molecular packing, and (ii) thin-film morphologies and charge transport in BHJ solar cells. With the appropriate side-chain pattern, the ring-substituted analogue SM4 stands out, achieving efficiencies of ca. 6.5% with PC71BM, and fine-scale morphologies comparable to those obtained with some of the best-performing polymer donors in BHJ solar cells. 1H-1H DQ-SQ NMR analyses are used to examine the distinct self-assembly pattern of SM4, expected to factor into the development of the BHJ morphology.
Synthesis and Photophysical Studies of Thiadiazole[3,4-c]pyridine Copolymer Based Organic Field-Effect Transistors
Bathula, Chinna,Lee, Sang Kyu,Kalode, Pranav,Badgujar, Sachin,Belavagi, Ningaraddi S.,Khazi, Imtiyaz Ahmed M.,Kang, Youngjong
, p. 1045 - 1052 (2016)
A novel thiadiazolo[3,4-c]pyridine]?based donor-acceptor (D-A) copolymer, poly[4,8-bis(triisopropylsilylethynyl)benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl-alt-[4,7-bis(4-(2-ethylhexyl)thiophen-2-yl)-[1,2,5]thiadiazolo[3,4-c]pyridine] (PTBDTPT), containing triisopropylsilylethynyl(TIPS)benzo[1,2-b:4,5-b′]dithiophene as a donor is synthesized by Stille polymerization reaction. All the important photo physical prerequisites for organic field-effect transistor (OFET) application such as strong and broad optical absorption, thermal stability, and compatible HOMO-LUMO levels can be accomplished and combined on one macromolecule. Optical band gap of the polymer was found to be 1.61?eV as calculated from its film onset absorption edge. The hole mobility of bottom gate OFET using the synthesized polymer as an active channel is found to be 1.92 X 10?2?cm?V?1?s?1 with the On/Off ratio of 25. The photophysical study suggests that PTBDTPT is promising candidate for future large area organic electronic applications.
Enhanced photovoltaic performance of low-bandgap polymers with deep LUMO levels
Zhou, Huaxing,Yang, Liqiang,Price, Samuel C.,Knight, Kelly Jane,You, Wei
, p. 7992 - 7995 (2010)
Mind the gap! Polymers synthesized by replacing the benzene unit in the acceptor 4,7-dithien-2-yl-2,1,3-benzothiadiazole (DTBT) with a π-electron-deficient pyridine unit (DTPyT) show a smaller bandgap than their DTBT counterparts. Power conversion efficiencies of over 6% are demonstrated in solar cell studies (see picture; PNDT, PQDT, and PBnDT represent dithiophene derivatives as weak donors).
Screening metal-free photocatalysts from isomorphic covalent organic frameworks for the C-3 functionalization of indoles
Chen, Xiong,Feng, Xiao,Han, Songjie,Li, Chunzhi,Li, He,Li, Ziping,Liu, Xiaoming,Shao, Pengpeng,Xia, Hong
supporting information, p. 8706 - 8715 (2020/05/16)
The visible-light-driven organic transformation using two-dimensional covalent organic frameworks (2D-COFs) as metal-free heterogeneous photocatalysts is a green and sustainable approach, and it has gained a surge of interest by virtue of the photosensitizer's high crystallinity, abundant porosity, outstanding stability, excellent light-harvesting ability and tunable structure. However, the guiding principle for designing, constructing and selecting COF-based photocatalysts has not been put forward so far. Herein, we contribute a fascinating strategy to guide the acquisition of excellent framework photocatalysts, which is to screen them from a series of isomorphic COFs. As a proof of concept, three new isomorphic pyrene-based 2D-COFs (COF-JLU23, COF-JLU24 and COF-JLU25) with variable linkers were successfully synthesized. In addition to having similar crystallinity and porosity with the same pore size and shape, their absorption, emission, bandgap, energy level, transient photocurrent response and photocatalytic activity could be easily adjustedviaconfiguring different linkers in frameworks. Indeed, COF-JLU24 with electron donor-acceptor characteristics exhibited the best photocatalytic activity among the three isomorphic COFs for C-3 functionalization reactions of indoles, even better than that of the metal-free photocatalyst g-C3N4. More importantly, the screened COF-JLU24 as a metal-free photocatalyst still displayed extensive substrate adaptability and excellent recyclability. We anticipate that this strategy will become a robust rule of thumb for fast access to COF-based photocatalysts. In addition, we still highlight that the present study broadens the applied frontier of COF-based photocatalysts.
Pyrimidine or pyrazino five-membered heterocyclic compound and applications thereof
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Paragraph 0206-0209, (2020/02/14)
The invention discloses a pyrimidine or pyrazino five-membered heterocyclic compound, a pharmaceutically acceptable salt, a hydrate, a prodrug, a stereoisomer or a solvate thereof, and provides a preparation method of the compound, a composition containing the compound, and applications of the compound in preparation of drugs for treating diseases or disorders related to the action mechanism of EED protein and/or PRC2 protein complex.
Highly fluorescent triazolopyridine-thiophene D-A-D oligomers for efficient pH sensing both in solution and in the solid state
Jian, Nannan,Qu, Kai,Gu, Hua,Zou, Lie,Liu, Ximei,Hu, Faqi,Xu, Jingkun,Yu, Yan,Lu, Baoyang
, p. 7174 - 7182 (2019/04/04)
Conjugated fluorophores have been extensively used for fluorescence sensing of various substances in the field of life processes and environmental science, due to their noninvasiveness, sensitivity, simplicity and rapidity. Most existing conjugated fluorophores exhibit excellent light-emitting performance in dilute solutions, but their properties substantially decrease or even completely vanish due to severe aggregation quenching in the solid state. Herein, we synthesize a series of triazolopyridine-thiophene donor-acceptor-donor (D-A-D) type conjugated molecules with high absolute fluorescence quantum yields (ΦF) ranging from 80% to 89% in solution. These molecules also show unusual light-emitting properties in the solid state with ΦF of up to 26%. We find that owing to the protonation-deprotonation process of the pyridine ring, these compounds display obvious changes in both fluorescence wavelength and intensity upon addition of acids, and these changes can be readily recovered by the successive introduction of bases. By harnessing this phenomenon, we further show that these fluorophores can be employed for efficient and reversible fluorescence sensing of hydrogen ions in a broad pH range (0.0-7.0). With the fabrication of pH testing papers and ink-printed complex patterns including butterflies and letters on substrates, we demonstrate the application of such sensors to fluorescence indication or solid state pH detection for real samples such as volatile acidic/basic gas and water-quality analysis.
Microporous organic polymers involving thiadiazolopyridine for high and selective uptake of greenhouse gases at low pressure
Waseem Hussain, Md.,Bandyopadhyay, Sujoy,Patra, Abhijit
supporting information, p. 10576 - 10579 (2017/09/29)
A new core of [1,2,5]-thiadiazolo-[3,4-c]-pyridine was employed for the fabrication of microporous organic polymers exhibiting a very high CO2 uptake of 5.8 mmol g-1 (25.5 wt%) at 273 K and 1 bar. The presence of CO2-philic active sites and microporosity confer the high uptake and superior selectivity (61) towards CO2 over N2.
Comprehensive study of pyrido[3,4-b]pyrazine-based D-π-a copolymer for efficient polymer solar cells
Wu, Yu-Qi,Chen, Hsieh-Chih,Yang, Yun-Siou,Chang, Sheng Hsiung,Wu, Pin-Jiun,Chu, Yen-Yi,Wu, Chun-Guey
, p. 1822 - 1833 (2016/05/19)
Two D-π-A copolymers, based on the benzo[1,2-b:4,5-b′]-dithiophene (BDT) as a donor unit and benzo-quinoxaline (BQ) or pyrido-quinoxaline (PQ) analog as an acceptor (PBDT-TBQ and PBDT-TPQ), were designed and synthesized as a p-type material for bulk heterojunction (BHJ) photovoltaic cells. When compared with the PBDT-TBQ polymer, PBDT-TPQ exhibits stronger intramolecular charge transfer, showing a broad absorption coverage at the red region and narrower optical bandgap of 1.69 eV with a relatively low-lying HOMO energy level at -5.24 eV. The experimental data show that the exciton dissociation efficiency of PBDT-TPQ:PC71BM blend is better than that in the PBDT-TBQ:PC71BM blend, which can explain that the IPCE spectra of the PBDT-TPQ-based solar cell were higher than that of the PBDT-TBQ-based solar cell. The maximum efficiency of PBDT-TPQ-based device reaches 4.40% which is much higher than 2.45% of PBDT-TBQ, indicating that PQ unit is a promising electron-acceptor moiety for BHJ solar cells.
