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4,7-bis(5-bromothiophen-2-yl)-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole is a complex organic chemical compound that belongs to the benzo[c][1,2,5]thiadiazole derivatives class. It features a benzo[c][1,2,5]thiadiazole core with two 5-bromothiophene-2-yl and two dodecyloxy substituents. These functional groups endow the compound with unique electronic and optical properties, making it a promising candidate for applications in organic electronic materials.
Used in Organic Photovoltaics:
4,7-bis(5-bromothiophen-2-yl)-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole is used as an active layer material in organic photovoltaics for its ability to absorb light and facilitate charge transport. The presence of the bromothiophene-2-yl groups enhances the absorption of solar energy, while the dodecyloxy groups improve solubility and film-forming properties, which are crucial for solution processing in device fabrication.
Used in Organic Field-Effect Transistors:
In the field of organic field-effect transistors, 4,7-bis(5-bromothiophen-2-yl)-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole is utilized as a semiconductor material. Its electronic properties, including charge transport and stability, make it suitable for use in the channel layer of these transistors, contributing to improved device performance and reliability.
Used in Solution Processing for Device Fabrication:
4,7-bis(5-bromothiophen-2-yl)-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole is used as a soluble material for solution processing in the fabrication of various organic electronic devices. The dodecyloxy substituents enhance the solubility of the compound in common solvents, facilitating the formation of thin films and coatings through techniques such as spin coating, inkjet printing, and other solution-based deposition methods. This property is essential for the scalable and cost-effective production of organic electronic devices.

1334686-71-3

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1334686-71-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1334686-71-3 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,3,3,4,6,8 and 6 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1334686-71:
(9*1)+(8*3)+(7*3)+(6*4)+(5*6)+(4*8)+(3*6)+(2*7)+(1*1)=173
173 % 10 = 3
So 1334686-71-3 is a valid CAS Registry Number.

1334686-71-3Downstream Products

1334686-71-3Relevant academic research and scientific papers

Correlation of structure and photovoltaic performance of benzo[1,2-b:4,5-b′]dithiophene copolymers alternating with different acceptors

Yu, Jiangsheng,Zhao, Baofeng,Nie, Xuemei,Zhou, Baojin,Li, Yang,Hai, Jiefeng,Zhu, Enwei,Bian, Linyi,Wu, Hongbin,Tang, Weihua

, p. 2248 - 2255 (2015/03/18)

Four π-conjugated benzo[1,2-b:4,5-b′]dithiophene (BDT) based polymers were synthesized for application in polymer solar cells. These polymers possessed desirable HOMO/LUMO levels for polymer photovoltaic applications. PBDTT-TTz and PBDTT-DTBT displayed strong absorption in the range of 300-650 nm, while PBDTT-DPP and PBDTT-TTDPP showed a further 100 nm extended absorption band. The lowest unoccupied molecular orbital energy levels of polymers were tuned effectively from -3.34 eV to -3.81 eV by fusing with different accepting units. A maximum power conversion efficiency of 2.60% was obtained from photovoltaic cells with a PBDTT-TTz:PC61BM (1:2, w/w) blend film as the active layer, with a short circuit current density of 8.37 mA cm-2, an open circuit voltage of 0.70 V, and a fill factor of 44.3%. This journal is

Comparison of thiophene- and selenophene-bridged donor-acceptor low band-gap copolymers used in bulk-heterojunction organic photovoltaics

Chen, Hung-Yang,Yeh, Shih-Chieh,Chen, Chao-Tsen,Chen, Chin-Ti

, p. 21549 - 21559 (2013/01/15)

We report a detailed comparison of absorption spectroscopy, electrochemistry, DFT calculations, field-effect charge mobility, as well as organic photovoltaic characteristics between thiophene- and selenophene-bridged donor-acceptor low-band-gap copolymers. In these copolymers, a significant reduction of the band-gap energy was observed for selenophene-bridged copolymers by UV-visible absorption spectroscopy and cyclic voltammetry. Field-effect charge mobility studies reveal that the enhanced hole mobility of the selenophene-bridged copolymers hinges on the solubilising alkyl side chain of the copolymers. Both cyclic voltammetry experiments and theoretical calculations showed that the decreased band-gap energy is mainly due to the lowering of the LUMO energy level, and the raising of the HOMO energy level is just a secondary cause. These results are reflected in a significant increase of the short circuit current density (JSC) but a slight decrease of the open circuit voltage (VOC) of their bulk-heterojunction organic photovoltaics (BHJ OPVs), of which the electron donor materials are a selenophene-bridged donor-acceptor copolymer: poly{9-dodecyl-9H-carbazole-alt-5, 6-bis(dodecyloxy)-4,7-di(selenophen-2-yl) benzo[c][1,2,5]-thiadiazole} (pCzSe) or poly{4,8-bis(2-ethylhexyloxy)benzo[1,2-b;4,5-b′]dithiophene-alt-5,6- bis(dodecyloxy)-4,7-di(selenophen-2-yl)benzo[c][1,2,5]-thiadiazole} (pBDTSe), or a thiophene-bridged donor-acceptor copolymer: poly{9-dodecyl-9H-carbazole-alt- 5,6-bis(dodecyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]-thiadiazole} (pCzS) or poly{4,8-bis(2-ethylhexyloxy)benzo[1,2-b;4,5-b′]dithiophene-alt-5, 6-bis(dodecyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]-thiadiazole} (pBDTS); the electron acceptor material is [6,6]-phenyl-C61-butyric acid methyl ester (PCBM). Judging from our device data, the potential Se-Se interactions of the selenophene-bridged donor-acceptor copolymers, which is presumably beneficial for the fill factor (FF) of BHJ OPVs, is rather susceptible to the device fabrication conditions.

New moderate bandgap polymers containing alkoxysubstituted-benzo[c][1,2,5] thiadiazole and thiophene-based units

Lim, Zheng Bang,Xue, Bofei,Bomma, Swarnalatha,Li, Hairong,Sun, Shuangyong,Lam, Yeng Ming,Belcher, Warwick J.,Dastoor, Paul C.,Grimsdale, Andrew C.

, p. 4387 - 4397 (2012/05/20)

Alkoxysubstituted benzo[c][1,2,5]thiadiazole electron accepting units were prepared and copolymerized with various thiophene-based electron donating monomers to produce new low bandgap polymers P1-4. The materials showed broad absorption in the range from

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