2,5-Di(HD)-3,6-di(5-broMothiophen)diketopyrrolopyrrole

Base Information

• Chemical Name: 2,5-Di(HD)-3,6-di(5-broMothiophen)diketopyrrolopyrrole
• CAS No.: 1000623-98-2
• Molecular Formula: C46H70Br2N2O2S2
• Molecular Weight: 907.014
• Mol file: 1000623-98-2.mol

Synonyms:2,5-Di(HD)-3,6-di(5-broMothiophen)diketopyrrolopyrrole;3,6-Bis(5-broMo-2-thienyl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione;3,6-bis(5-broMo-2-thienyl)-2,5-bis(2-hexyldecyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione DPP-iC16;Pyrrolo[3,4-c]pyrrole-1,4-dione,3,6-bis(5-bromo-2-thienyl)-2-5-bis(2-hexyldecyl)-2,5-dihydro-;3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione;3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-hexyldecyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione 98%

Chemical Property of 2,5-Di(HD)-3,6-di(5-broMothiophen)diketopyrrolopyrrole

Chemical Property:

• Melting Point: 110-115°C
• Boiling Point: 865.4±65.0 °C(Predicted)
• PKA: -5.29±0.60(Predicted)
• PSA: 100.48000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 16.20900
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

97% ^*data from raw suppliers

3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP-HD-2ThBr) is a family member of?pyrrolopyrrole-dione (DPP). This monomer has been used for the synthesis of?PDPP3T, which is a low band-gap polymer semiconductor?commonly used?as i) a polymer donor material for OPV, and ii) hole-transport layer (HTL) for perovskite solar cells.
• Uses: DDP-Br2 can be used in the fabrication of a variety of opto-electronic devices such as organic field effect transistors (OFETs), perovskite based solar cells, non-fullerene organic solar cells.

Technology Process of 2,5-Di(HD)-3,6-di(5-broMothiophen)diketopyrrolopyrrole

There total 7 articles about 2,5-Di(HD)-3,6-di(5-broMothiophen)diketopyrrolopyrrole 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: 79.9%

3,6-bis(5-bromothien-2-yl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (1044598-80-2) → 3,6-bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-di(2'-hexyldecyl)-pyrrolo[3,4c]pyrrolo-1,4-dione (1000623-98-2)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c8nj04778b

Reference yield: 56.0%

3,6-bis(5-bromothien-2-yl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (1044598-80-2) → 3,6-bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-di(2'-hexyldecyl)-pyrrolo[3,4c]pyrrolo-1,4-dione (1000623-98-2) + 3-(5-bromothiophen-2-yl)-2,5-bis(2-hexyldecyl)-6-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (1423138-95-7)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 0 - 20 ℃; Darkness;

DOI:10.1039/c4tc00714j

Reference yield:

3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione + 7-(iodomethyl)pentadecane (1044598-79-9) → 3,6-bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-di(2'-hexyldecyl)-pyrrolo[3,4c]pyrrolo-1,4-dione (1000623-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 120 °C

2: N-Bromosuccinimide / chloroform / 20 °C

With N-Bromosuccinimide; potassium carbonate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/cm2037487

upstream raw materials:

3,6-bis(5-bromothien-2-yl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

7-(iodomethyl)pentadecane

thiophene-2-carbonitrile

2-hexyldecan-1-ol