2,7-dibroMo-4,9-dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene

Base Information

• Chemical Name: 2,7-dibroMo-4,9-dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene
• CAS No.: 1049034-71-0
• Molecular Formula: C64H72Br2S2
• Molecular Weight: 1065.22
• Mol file: 1049034-71-0.mol

Synonyms:2,7-dibroMo-4,9-dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene

Chemical Property of 2,7-dibroMo-4,9-dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene

Chemical Property:

• PSA: 56.48000
• Density: 1.227±0.06 g/cm3(Predicted)
• LogP: 20.55200

Purity/Quality:

98% ^*data from raw suppliers

2,7-Dibromo-4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,7-dibroMo-4,9-dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene

There total 5 articles about 2,7-dibroMo-4,9-dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene 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: 95.2%

4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene (1049034-67-4) → 2,7-dibromo-4,4,9,9-tetrakis-(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene (1049034-71-0)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at 20 ℃; for 8h; Cooling with ice;

Reference yield:

dimethyl 2,5-dibromoterephthalate (18014-00-1) → 2,7-dibromo-4,4,9,9-tetrakis-(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene (1049034-71-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 3 h / Reflux; Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

2.2: 1 h / -78 - 20 °C

3.1: sulfuric acid; acetic acid / n-heptane / 3 h / 70 °C

4.1: N-Bromosuccinimide / tetrahydrofuran / 2 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; n-butyllithium; sulfuric acid; acetic acid; tris-(o-tolyl)phosphine; In tetrahydrofuran; n-heptane;

Reference yield:

dimethyl 2,5-di(2-thienyl)terephthalate → 2,7-dibromo-4,4,9,9-tetrakis-(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene (1049034-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

1.2: 1 h / -78 - 20 °C

2.1: sulfuric acid; acetic acid / n-heptane / 3 h / 70 °C

3.1: N-Bromosuccinimide / tetrahydrofuran / 2 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; sulfuric acid; acetic acid; In tetrahydrofuran; n-heptane;

upstream raw materials:

4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene

2,5-dibromoterephtalic acid

dimethyl 2,5-dibromoterephthalate

C₆₄H₇₈O₂S₂

Downstream raw materials:

7,70-(5,50-(4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b0]dithiophene-2,7-diyl)bis(thiophene-5,2-diyl))bis(4-(50-dodecyl-[2,20-bithiophen]-5-yl)benzo[c]1,2,5 thiadiazole)

1,1'-[4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl]bis[1,1,1-trimehtylstannyl]

Refernces

• 1、 -. "Non-fullerene electron acceptor material and organic photovoltaic cell". Paragraph 0032-0034. . Retrieved 2021/02/10.
• 2、 Liu, Xin,Li, Qingduan,Li, Yunchuan,Gong, Xiong,Su, Shi-Jian,Cao, Yong. "Indacenodithiophene core-based small molecules with tunable side chains for solution-processed bulk heterojunction solar cells". . p. 4004 - 4013. Retrieved 2014/03/21.