1160823-78-8

Basic information

• Product Name: 1,1'-[4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane]
• Synonyms: 1,1'-[4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane];2,6-Bis(trimethyltin)-4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b'] dithiophene;2Sn-BDT-OEH;2,6‐bis(triMethyltin)‐ 4,8‐ bis‐(2‐ethylhexyloxy) benzo[1,2‐ b;2,6-Bis(2MeSn)-4,8-bis(2-OEH)benzo[1,2-b:4,5-b']dithiophene;Stannane, 1,1'-[4,8-bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-triMethyl- 2,6-Bis(triMethyltin)-4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene;(4,8-Bis((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b']dithiophene-2,6-diyl)bis(triMethylstannane);Stannane, 1,1'-[4,8-bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-triMethyl-
• CAS NO: 1160823-78-8
• Molecular Formula: C₃₂H₅₄O₂S₂Sn₂
• Molecular Weight: 772.29
• Mol File: 1160823-78-8.mol
• Article Data: 28

Chemical Properties

• Melting Point: 70-75°C
• Boiling Point: 665.1±65.0 °C(Predicted)
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,1'-[4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane](CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-[4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane](1160823-78-8)
• EPA Substance Registry System: 1,1'-[4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane](1160823-78-8)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 45
• RIDADR: UN 3146 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1160823-78-8(Hazardous Substances Data)

Usage

Application

Benzo[1,2-b:4,5-b'']dithiophene (BDT) is one of the widely used building blocks to produce polymer structures for highly efficient organic solar cells, in a blend with fullerene or non-fullerene acceptors.

Uses

Different sources of media describe the Uses of 1160823-78-8 differently. You can refer to the following data:
1. Used as an electron donor in Polymer Solar Cells (PSC).
2. Synthesis of polymers for high power conversion efficiency (PCE) organic solar cells and OFETs
3. suzuki reaction

Upstream product

• 1160823-77-7 4,8-di(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene 
• 1066-45-1 trimethyltin(IV)chloride 
• 1226782-13-3 2,6-dibromo-4,8-bis((2-ethylhexyl)oxy)-benzo[1,2-b:4,5-b′]dithiophene 
• 18908-66-2 3-bromomethylheptane 
• 32281-36-0 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione 
• 1653-16-3 3-(iodomethyl)heptane 
• 104-76-7 2-Ethylhexyl alcohol 
• 78016-72-5 2-ethylhexyl 4-methylbenzenesulfonate 
• 1357156-35-4 4,8-dihydroxybenzo[1,2-b:4,5-b']dithiophene 

Relevant articles and documents

A facile strategy to enhance the fill factor of ternary blend solar cells by increasing charge carrier mobility

Two conjugated polymers based on benzo[1,2-b:4,5-b′]dithiophene (BDT) with triethylene glycol (TEG) and ethylhexyl side chains (abbreviated as PBDTT-TEG and PBDTT-EH, respectively) were designed and synthesized. A polymer field-effect transistor of PBDTT-TEG exhibited a charge carrier mobility nearly one order of magnitude higher than that of PBDTT-EH. Measurements on polymer solar cells (PSCs) based on polymer:[6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) binary blends showed the PBDTT-TEG-based devices had higher short-circuit current density (Jsc) than PBDTT-EH. The effect of the incorporation of PBDTT-TEG into PBDTT-EH on the photovoltaic properties has been investigated by blending them together with different ratios. The optimization of the devices showed an obvious increase in fill factor (FF) values and an improvement in efficiency compared with their binary ones, which is ascribed to a higher charge mobility and higher crystallinity of PBDTT-TEG.

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

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.

Organic Semiconductor Compound, Organic Thin Film Including the Organic Semiconductor Compound and Electronic Device Including the Organic Thin Film

Provided is an organic semiconductor compound which is represented by chemical formula 1 or 2. Moreover, provided is an organic thin film containing the same. In the chemical formulas 1 and 2, each substituent is the same as defined in the present specification. According to the present invention, it is possible to reduce production costs for devices.COPYRIGHT KIPO 2018

A novel D2-A-D1-A-D2-type donor–acceptor conjugated small molecule based on a benzo[1,2-b:4,5-b″]dithiophene core for solution processed organic photovoltaic cells

A novel D2-A-D1-A-D2-type donor–acceptor conjugated small molecule (DTPA-Q-BDT-Q-DTPA) with a benzo[1,2-b:4,5-b′]dithiophene (BDT) core and two D2-A arms has been synthesized and employed as electron donor for organic solar cells. Solution-processed organic photovoltaic (OPV) devices were fabricated with a configuration of ITO/PEDOT:PSS/DTPA-Q-BDT-Q-DTPA:[6,6]-phenyl-C61-butyric acid methyl ester (PC61BM)/LiF/Al. A power conversion efficiency (PCE) of 1.22% with an open-circuit voltage (VOC) of 0.64?V, a short-circuit current (JSC) of 6.10?mA?cm?2, and a fill factor (FF) of 31.0% was achieved. The PCE is 2.9 times higher than that in the other devices using D2-A-type small molecule TPA-Q-TPA as donor.

A 2, 1, 3-benzothiadiazole and b thiophene derivatives and its synthetic method

The invention discloses 2,1,3-benzothiadiazoledithiophene derivatives. The derivatives relate to 5,8-dialkylbisthiophene benzothiadiazole. A preparation method includes preparing in sequence 5,5'-dialkyl-3,3'-bithiophene, 2,7-dialkylbenzodithiophene-4,5-diketone, 2,7-dialkylbenzodithiophene-4,5-dione dioxime, 2,7-dialkyl-4,5-dihydrobenzodithiophene-2,5-diamine, adding dropwise SOCl2 into a mixture of the 2,7-dialkyl-4,5-dihydrobenzodithiophene-2,5-diamine, triethylamine and CH2Cl2, and reacting at room temperature to obtain the 5,8-dialkylbisthiophene benzothiadiazole. The derivatives have good plane regularity, heat stability and good environment adaptability. The derivatives are liable to be processed to membrane, and can be used as intermediates in synthesis for organic solar energy battery materials.