2,6-Bis(triMethyltin)-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo [1,2-b:4,5-b']dithiophene

Base Information

• Chemical Name: 2,6-Bis(triMethyltin)-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo [1,2-b:4,5-b']dithiophene
• CAS No.: 1352642-37-5
• Molecular Formula: C40H58S4Sn2
• Molecular Weight: 904.585
• Mol file: 1352642-37-5.mol

Synonyms:2,6-Bis(trimethyltin)-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo[1,2-b :4,5-b' ]dithiophene;2,6-Bis(triMethyltin)-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo [1,2-b:4,5-b']dithiophene;2,6-bis(trimethyltin)-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo[1,2-b:4,5-b']dithiophene;

Chemical Property of 2,6-Bis(triMethyltin)-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo [1,2-b:4,5-b']dithiophene

Chemical Property:

• Boiling Point: 767.8±70.0 °C(Predicted)
• PSA: 112.96000
• LogP: 14.18120
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

4,8-Bis[5-(2-ethylhexyl)thiophen-2-yl]-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:

• Description: 2,6-Bis(trimethytin)-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo[1,2-b:4,5-b’]dithiophene?has been used for the synthesis of small molecules and low band gap polymer semiconductors such as PTB-7, PCE10 (also called PTB7-Th or PBDTTT-EFT) and PBDB-T (PCE12) for OFETs, OLED, PLED, OPV applications.

Technology Process of 2,6-Bis(triMethyltin)-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo [1,2-b:4,5-b']dithiophene

There total 5 articles about 2,6-Bis(triMethyltin)-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo [1,2-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: 87.0%

4-(5-(2-ethylhexyl)thiophen-2-yl)-8-(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b:4,5-b']dithiophene (1352642-35-3) + trimethyltin(IV)chloride (1066-45-1) → 1,1′-[4,8-Bis[5-(2-ethylhexyl)-2-thienyl]benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane] (1352642-37-5)

Guidance literature:

4-(5-(2-ethylhexyl)thiophen-2-yl)-8-(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b:4,5-b']dithiophene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h;

trimethyltin(IV)chloride; In tetrahydrofuran; hexane; for 2h;

Reference yield:

4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione (32281-36-0) + 2-(2-ethylhexyl)thiophen (4891-44-5) → 1,1′-[4,8-Bis[5-(2-ethylhexyl)-2-thienyl]benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane] (1352642-37-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / 0 - 50 °C / Inert atmosphere

1.2: 2 h / 50 °C

1.3: 2 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1021/ma301877q

Reference yield:

3-bromomethylheptane (18908-66-2) → 1,1′-[4,8-Bis[5-(2-ethylhexyl)-2-thienyl]benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl]bis[1,1,1-trimethylstannane] (1352642-37-5)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: -78 - 20 °C

2.1: n-butyllithium / tetrahydrofuran / 2 h / -30 - 50 °C / Inert atmosphere

2.2: 2 h / 50 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

With n-butyllithium; In tetrahydrofuran;

DOI:10.1039/c4nj02192d

upstream raw materials:

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

2-(2-ethylhexyl)thiophen

4-(5-(2-ethylhexyl)thiophen-2-yl)-8-(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b:4,5-b']dithiophene

trimethyltin(IV)chloride

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