1347736-74-6Relevant articles and documents
Non-basic high-performance molecules for solution-processed organic solar cells
Van Der Poll, Thomas S.,Love, John A.,Nguyen, Thuc-Quyen,Bazan, Guillermo C.
, p. 3646 - 3649 (2012)
A new small molecule, p-DTS(FBTTh2)2, is designed for incorporation into solution-fabricated high-efficiency organic solar cells. Of primary importance is the incorporation of electron poor heterocycles that are not prone to protonation and thereby enable the incorporation of commonly used interlayers between the organic semiconductor and the charge collecting electrodes. These features have led to the creation of p-DTS(FBTTh 2)2/PC71BM solar cells with power conversion efficiencies of up to 7%. Copyright
Significant improved performance of photovoltaic cells made from a partially fluorinated cyclopentadithiophene/benzothiadiazole conjugated polymer
Zhang, Yong,Zou, Jingyu,Cheuh, Chu-Chen,Yip, Hin-Lap,Jen, Alex K.-Y.
, p. 5427 - 5435 (2012)
A partially fluorinated low bandgap polymer, poly[2,6-(4,4-bis(2- ethylhexyl)-4H-cyclopenta [2,1-b;3,4-b′]dithiophene)-alt-4,7-(5-fluoro-[2, 1,3]-benzothiadiazole)] (PCPDTFBT) was synthesized through a microwave-assisted Stille polymerization. It was found that PCPDTFBT has better π-π stacking in solution than its nonfluorinated analogue, poly[2,6-(4,4-bis(2-ethylhexyl)- 4H-cyclopenta[2,1-b;3,4-b′]dithiophene)-alt-4,7-([2,1,3]-benzothiadiazole) ] (PCPDTBT), resulting in 2 times higher hole mobility. Power conversion efficiency (PCE) of the device using PCPDTFBT/PC71BM as active layer (5.51%) is much higher than the device using PCPDTBT/PC71BM (2.75%) that was fabricated under the same condition without using any solvent additive to modify the morphology. The significantly enhanced PCE is the result of improved open circuit voltage and short circuit current coming from the lower lying HOMO energy level and the appropriate morphology of PCPDTFBT. In addition, the device with PCPDTFBT/PC71BM could also be processed from nonchlorinated organic solvents such as o-xylene to obtain high PCE of 5.32% (which is the highest value for PCPDTBT type polymers processed without using chlorinated solvents). Further device optimization by inserting a thin layer of fullerene-containing surfactant between the active layer and Ag cathode resulted in even higher PCE of 5.81%. These encouraging results showed that PCPDTFBT has the potential to be used as a low bandgap polymer to provide complementary absorption in tandem solar cells.
Synthesis of selenophene substituted benzodithiophene and fluorinated benzothiadiazole based conjugated polymers for organic solar cell applications
Aslan, Sultan Taskaya,Cevher, Duygu,Bolay?r, Eda,Hizalan Ozsoy, Gonul,Arslan Udum, Yasemin,Y?ld?r?m, Erol,Toppare, Levent,Cirpan, Ali
, (2021/10/05)
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.
INERT SOLUTION-PROCESSABLE MOLECULAR CHROMOPHORES FOR ORGANIC ELECTRONIC DEVICES
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Paragraph 0478-0479, (2019/11/12)
Small organic molecule chromophores containing a benzo[c][1,2,5]thiadiazole with an electron-withdrawing substituent W in the 5-position (5BTH), benzo[c][1,2,5]oxadiazole with an electron-withdrawing substituent W in the 5-position (5BO), 2H-benzo[d][1,2,3]triazole (5BTR) with an electron-withdrawing substituent W in the 5-position (5BTR), 5-fluorobenzo[c][1,2,5]thiadiazole (FBTH), 5-fluorobenzo[c][1,2,5]oxadiazole (FBO), or 5-fluoro-2H-benzo[d][1,2,3]triazole (FBTR) core structure are disclosed. Such compounds can be used in organic heterojunction devices, such as organic small molecule solar cells and transistors.
Synthesis, characterization, aggregation-induced emission, solvatochromism and mechanochromism of fluorinated benzothiadiazole bonded to tetraphenylethenes
Yu, Chin-Yang,Hsu, Chia-Chieh,Weng, Hsi-Chen
, p. 12619 - 12627 (2018/04/16)
Compounds consisting of unsubstituted, monofluoro and difluoro substituted benzothiadiazole bonded to two tetraphenylethenes were successfully prepared by palladium catalyzed Suzuki-Miyaura cross-coupling reaction of their corresponding co-monomers. All compounds exhibited aggregation-induced emission characteristics when the water fraction was higher than 60% in the THF/water mixtures. The emission maximum for the three compounds was blue-shifted when the water content reached 90% compared to that in THF solution. The intensity of emission maximum of difluorinated benzothiadiazole linked with two tetraphenylethenes was 2.5 times higher in 90% water compared to those in THF solution. Surprisingly, two liquid crystal phases with two distinct emission colors were observed only for the compound containing difluorinated benzothiadiazole bonded to two tetraphenylethene. All compounds showed remarkable solvatochromic properties in selected solvents with different polarities. The powder XRD results and mechanochromism of the compounds suggested that the solid state structures can change from one form to another by grinding, fuming or annealing processes.
