2,6-Bis(trimethyltin)-4,8-dioctyloxybenzo[1,2-b:3,4-b]dithiophene

Base Information

• Chemical Name: 2,6-Bis(trimethyltin)-4,8-dioctyloxybenzo[1,2-b:3,4-b]dithiophene
• CAS No.: 1098102-95-4
• Molecular Formula: C₃₂H₅₄O₂S₂Sn₂
• Molecular Weight: 772.332
• Mol file: 1098102-95-4.mol

Synonyms:2,6-Bis(trimethyltin)-4,8-dioctyloxybenzo[1,2-b:3,4-b]dithiophene;2Sn-BDT-OCT;(4,8-Bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene-2,6-diyl)bis(triMethylstannane);4,8-Bis(n-octyloxy)-2,6-bis(trimethylstannyl)benzo[1,2-b:4,5-b']dithiophene;4,8-Bis(n-octyloxy)-2,6-bis(trimethylstannyl)benzo[1,2-b:4,5-b']dithiophene

Chemical Property of 2,6-Bis(trimethyltin)-4,8-dioctyloxybenzo[1,2-b:3,4-b]dithiophene

Chemical Property:

• PSA: 82.64000
• LogP: 9.97340
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

4,8-Bis(N-octyloxy)-2,6-bis(trimethylstannyl)benzo[1,2-b:4,5-b'']dithiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,8-Bis(N-octyloxy)-2,6-bis(trimethylstannyl)benzo[1,2-b:4,5-b'']dithiophene is used in high efficiency bulk heterojunction polymer solar cells.

Technology Process of 2,6-Bis(trimethyltin)-4,8-dioctyloxybenzo[1,2-b:3,4-b]dithiophene

There total 5 articles about 2,6-Bis(trimethyltin)-4,8-dioctyloxybenzo[1,2-b:3,4-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: 72.0%

2,6-dibromo-4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene (1294515-75-5) + trimethyltin(IV)chloride (1066-45-1) → (4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene-2,6-diyl)bis(trimethylstannane) (1098102-95-4)

Guidance literature:

2,6-dibromo-4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h; Inert atmosphere;

trimethyltin(IV)chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.dyepig.2016.12.007

Reference yield: 57.0%

4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene (1098102-94-3) + trimethyltin(IV)chloride (1066-45-1) → (4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene-2,6-diyl)bis(trimethylstannane) (1098102-95-4)

Guidance literature:

4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1.5h;

trimethyltin(IV)chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h;

Reference yield:

4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione (32281-36-0) → (4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene-2,6-diyl)bis(trimethylstannane) (1098102-95-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc; sodium hydroxide / water / 2 h / Inert atmosphere; Reflux

1.2: Inert atmosphere; Reflux

2.1: bromine / chloroform; dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

3.2: 2 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; bromine; sodium hydroxide; zinc; In tetrahydrofuran; hexane; dichloromethane; chloroform; water;

DOI:10.1016/j.dyepig.2016.12.007

upstream raw materials:

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

trimethyltin(IV)chloride

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

1-bromo-octane

Downstream raw materials:

C₇₂H₈₆N₂O₆P₂S₄

Refernces

• 1、 -. "UNIMOLECULAR AND ORGANIC SOLAR CELL COMPRISING THE SAME". Paragraph 0467-0469; 0472; 0473. . Retrieved 2016/10/09.