4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene

Base Information

• Chemical Name: 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene
• CAS No.: 1160106-12-6
• Molecular Formula: C₂₄H₃₈S₂Si
• Molecular Weight: 418.783
• Hs Code.: 2934999090
• Mol file: 1160106-12-6.mol

Synonyms:3,3'-Dioctylsilylene-2,2'-bithiophene;4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene;4,4-Bis(octyl)-dithieno[3,2-b:2,3-d]silole;7,7-Dioctyl-7H-3,4-dithia-7-sila-cyclopenta[a]pentalene;4,4-Di-n-octyldithieno[3,2-b:2,3-d']silole;4,4-Di-n-octyldithieno[3,2-b:2,3-d']silole

Chemical Property of 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene

Chemical Property:

• Boiling Point: 497.6±33.0 °C(Predicted)
• PSA: 56.48000
• Density: 1.02
• LogP: 8.07400
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,4-Dioctyl-4H-silolo[3,2-b:4,5-b'']dithiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene is a dithienosilole-benzothiadiazole copolymers used for electrochemistry methods of polymer packing and future material study and device applications. 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b'']dithiophene is a dithienosilole-benzothiadiazole copolymers used for electrochemistry methods of polymer packing and future material study and device applications.

Technology Process of 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene

There total 6 articles about 4,4-Dioctyl-4H-silolo[3,2-b:4,5-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: 68.0%

3,3'dibromo-2,2'-bithiophene (51751-44-1) + dichloro(dioctyl)silane (18416-07-4) → 4,4′-bis-(n-octyl)-dithieno[3,2-b:2′,3′-d]silol (1160106-12-6)

Guidance literature:

3,3'dibromo-2,2'-bithiophene; With n-butyllithium; In tetrahydrofuran; hexane; for 1h; Cooling;

dichloro(dioctyl)silane; In tetrahydrofuran; hexane; at -78 ℃; for 5h; Inert atmosphere;

DOI:10.1002/pola.26914

Reference yield:

4,4-dioctyl-2,6-bis(trimethylsilyl)-4H-dithieno[3,2-b:2',3'-d]silole (1203451-18-6) → 4,4′-bis-(n-octyl)-dithieno[3,2-b:2′,3′-d]silol (1160106-12-6)

Guidance literature:

With trifluoroacetic acid; In chloroform; at 20 ℃; for 3h;

DOI:10.1002/cplu.201900092

Reference yield:

3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene (207742-50-5) → 4,4′-bis-(n-octyl)-dithieno[3,2-b:2′,3′-d]silol (1160106-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique

1.2: 3 h / 20 °C / Inert atmosphere; Schlenk technique

2.1: trifluoroacetic acid / chloroform / 3 h / 20 °C

With n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; hexane; chloroform;

DOI:10.1002/cplu.201900092

upstream raw materials:

3,3'dibromo-2,2'-bithiophene

dichloro(dioctyl)silane

3,3',5,5'-tetrabromo-2,2'-bithiophene

2,2'-Bithiophene

Downstream raw materials:

4,4-di-n-octyl-2,6-bis(trimethylstannyl)dithieno[3,2-b:2',3'-d]silole

4,4’-bis(octyl)-5,5’-dibromo-dithieno[3,2-b:2',3'-d]silole

Refernces

• 1、 Grisorio, Roberto,Suranna, Gian Paolo,Mastrorilli, Piero,Allegretta, Giovanni,Loiudice, Anna,Rizzo, Aurora,Gigli, Giuseppe,Manoli, Kyriaki,Magliulo, Maria,Torsi, Luisa. "All-donor poly(arylene-ethynylene)s containing anthracene and silole-based units: Synthesis, electronic, and photovoltaic properties". . p. 4860 - 4872. Retrieved 2013.
• 2、 Caselli, Monica,Vanossi, Davide,Buffagni, Mirko,Imperato, Manuel,Pigani, Laura,Mucci, Adele,Parenti, Francesca. "Optoelectronic Properties of A-π-D-π-A Thiophene-Based Materials with a Dithienosilole Core: An Experimental and Theoretical Study". . p. 1314 - 1323. Retrieved 2019.
• 3、 Liu, Jie,Sun, Xiang,Li, Zhifang,Jin, Bin,Lai, Guoqiao,Li, Haiying,Wang, Chengyun,Shen, Yongjia,Hua, Jianli. "New D-π-A system dye based on dithienosilole and carbazole: Synthesis, photo-electrochemical properties and dye-sensitized solar cell performance". . p. 54 - 61. Retrieved 2015/02/19.