1,1'-[4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane]

Base Information

• Chemical 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]
• CAS No.: 1160823-78-8
• Molecular Formula: C32H54O2S2Sn2
• Molecular Weight: 772.332
• Mol file: 1160823-78-8.mol

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

Chemical Property of 1,1'-[4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane]

Chemical Property:

• Melting Point: 70-75°C
• Boiling Point: 665.1±65.0 °C(Predicted)
• PSA: 82.64000
• LogP: 9.68520
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

2,6-Bis[ ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Used as an electron donor in Polymer Solar Cells (PSC). Synthesis of polymers for high power conversion efficiency (PCE) organic solar cells and OFETs suzuki reaction

Technology Process of 1,1'-[4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane]

There total 12 articles about 1,1'-[4,8-Bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane] which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.7%

4,8-di(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene (1160823-77-7) + trimethyltin(IV)chloride (1066-45-1) → 2,6-bis(trimethyltin)-4,8-di(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene (1160823-78-8)

Guidance literature:

4,8-di(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

trimethyltin(IV)chloride; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

DOI:10.1021/ma401298g

Reference yield: 80.9%

3-bromomethylheptane (18908-66-2) + 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione (32281-36-0) → 2,6-bis(trimethyltin)-4,8-di(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene (1160823-78-8)

Guidance literature:

4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione; With sodium hydroxide; zinc; In water; for 1h; Inert atmosphere; Reflux;

3-bromomethylheptane; With tetrabutylammomium bromide; In water; for 2h; Inert atmosphere; Reflux;

DOI:10.1021/ma401298g

Reference yield: 61.0%

diethyl ether (Et2O) + 4,8-di(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene (1160823-77-7) → 2,6-bis(trimethyltin)-4,8-di(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene (1160823-78-8)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; water;

upstream raw materials:

4,8-di(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene

trimethyltin(IV)chloride

4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione

2-ethylhexyl 4-methylbenzenesulfonate

Refernces

• 1、 Jiang, Jian-Ming,Yang, Po-An,Chen, Hsiu-Cheng,Wei, Kung-Hwa. "Synthesis, characterization, and photovoltaic properties of a low-bandgap copolymer based on 2,1,3-benzooxadiazole". . p. 8877 - 8879. Retrieved 2011.
• 2、 Hou, Jianhui,Chen, Hsiang-Yu,Zhang, Shaoqing,Chen, Ruby I.,Yang, Yang,Wu, Yue,Li, Gang. "Synthesis of a low band gap polymer and its application in highly efficient polymer solar cells". . p. 15586 - 15587. Retrieved 2009.
• 3、 Yu, Junting,Zhu, Weiguo,Tan, Hua,Peng, Qing. "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". . p. 254 - 259. Retrieved 2017/02/18.
• 4、 -. "A 2, 1, 3-benzothiadiazole and b thiophene derivatives and its synthetic method". Paragraph 0056; 0057. . Retrieved 2016/10/09.