4,7-bis(5-broMothiophen-2-yl) -5,6-bis(octyloxy)benzo[c] [1,2,5]thiadiazole

Base Information

• Chemical Name: 4,7-bis(5-broMothiophen-2-yl) -5,6-bis(octyloxy)benzo[c] [1,2,5]thiadiazole
• CAS No.: 1192352-10-5
• Molecular Formula: C30H38Br2N2O2S3
• Molecular Weight: 714.65
• Mol file: 1192352-10-5.mol

Synonyms:4,7-bis(5-broMothiophen-2-yl) -5,6-bis(octyloxy)benzo[c] [1,2,5]thiadiazole;2,1,3-Benzothiadiazole, 4,7-bis(5-broMo-2-thienyl)-5,6-bis(octyloxy)-;4,7-Bis(5-broMothiophen-2-yl)5,6-bis(octyloxy)benzo-2,1,3-thiadiazole

Chemical Property of 4,7-bis(5-broMothiophen-2-yl) -5,6-bis(octyloxy)benzo[c] [1,2,5]thiadiazole

Chemical Property:

• Melting Point: 74 °C
• Storage Temp.: 2-8°C

Purity/Quality:

96% ^*data from raw suppliers

4,7-Bis(5-bromothiophen-2-yl)-5,6-bis(n-octyloxy)-2,1,3-benzothiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,7-Bis(5-bromothiophen-2-yl)-5,6-bis(n-octyloxy)-2,1,3-benzothiadiazole is a benzodithiazole-containing compound used in the preparation of organic electronic devices, and high efficiency red light-?emitting polymers.

Technology Process of 4,7-bis(5-broMothiophen-2-yl) -5,6-bis(octyloxy)benzo[c] [1,2,5]thiadiazole

There total 9 articles about 4,7-bis(5-broMothiophen-2-yl) -5,6-bis(octyloxy)benzo[c] [1,2,5]thiadiazole 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: 92.0%

5,6-bis(octyloxy)-4,7-di(thiophen-2-yl)benzo-[c][1,2,5]-thiadiazole (1192352-09-2) → 4,7-bis(5-bromothiophen-2-yl)-5,6-bis(tetradecyloxy)benzo[c][1,2,5]thiadiazole (1192352-10-5)

Guidance literature:

With N-Bromosuccinimide; In chloroform; for 24h; Darkness;

DOI:10.1039/c2cc35754b

Reference yield:

4,7-dibromo-5,6-bis(octyloxy)benzo-[c][1,2,5]-thiadiazole (1192352-08-1) → 4,7-bis(5-bromothiophen-2-yl)-5,6-bis(tetradecyloxy)benzo[c][1,2,5]thiadiazole (1192352-10-5)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 24 h / Reflux; Inert atmosphere

2: N-Bromosuccinimide; acetic acid / chloroform / 20 h / 20 °C / Darkness

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; acetic acid; In tetrahydrofuran; chloroform;

DOI:10.1021/ma201009n

Reference yield:

5,6-bis(octyloxy)benzo[c][1,2,5]thiadiazole (1254353-37-1) → 4,7-bis(5-bromothiophen-2-yl)-5,6-bis(tetradecyloxy)benzo[c][1,2,5]thiadiazole (1192352-10-5)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine; acetic acid / dichloromethane / 48 h / 20 °C / Darkness

2: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 24 h / Reflux; Inert atmosphere

3: N-Bromosuccinimide; acetic acid / chloroform / 20 h / 20 °C / Darkness

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; bromine; acetic acid; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1021/ma201009n

upstream raw materials:

5,6-bis(octyloxy)-4,7-di(thiophen-2-yl)benzo-[c][1,2,5]-thiadiazole

4,7-dibromo-5,6-bis(octyloxy)benzo-[c][1,2,5]-thiadiazole

5,6-bis(octyloxy)benzo[c][1,2,5]thiadiazole

1-bromo-octane

Downstream raw materials:

4,7-bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]-1-cyanoethenyl}phenyl}-2-thienyl}-5,6,-bis(otcyloxy)-2,1,3-benzothiadiazole

4,7-bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]-1-ethenyl}phenyl}-2-thienyl}-5,6,-bis(otcyloxy)-2,1,3-benzothiadiazole

Refernces

• 1、 Ruiping, Qin,Weiwei, Li,Cuihong, Li,Chun, Du,Veit, Clemens,Schleiermacher, Hans-Frieder,Andersson, Mattias,Zhishan, Bo,Zhengping, Liu,Inganaes, Olle,Wuerfel, Uli,Fengling, Zhang. "A planar copolymer for high efficiency polymer solar cells". . p. 14612 - 14613. Retrieved 2009.
• 2、 Jung, In Hwan,Kim, Hoyeon,Lee, Wonho,Jung, Byung Jun,Woo, Han Young,Yoo, Seunghyup,Shim, Hong-Ku. "Synthesis and characterization of an anthracene-based low band gap polymer for photovoltaic devices". . p. 6422 - 6426. Retrieved 2014.
• 3、 Jeong, Nam Yeong,Jang, Min Su,Park, So Min,Chung, Dae Sung,Kim, Yun-Hi,Kwon, Soon-Ki. "Synthesis and characterization of highly soluble phenanthro[1,10,9,8-c,d,e,f,g]carbazole-based copolymer: Effects of thermal treatment on crystalline order and charge carrier mobility". . p. 560 - 565. Retrieved 2018.