2,5-Di(2-C6C10)-3,6-di(thiophen-2-yl)-diketopyrrolopyrrole

Base Information

• Chemical Name: 2,5-Di(2-C6C10)-3,6-di(thiophen-2-yl)-diketopyrrolopyrrole
• CAS No.: 1044598-80-2
• Molecular Formula: C46H72N2O2S2
• Molecular Weight: 749.222
• Mol file: 1044598-80-2.mol

Synonyms:2,5-Di(2-C6C10)-3,6-di(thiophen-2-yl)-diketopyrrolopyrrole

Chemical Property of 2,5-Di(2-C6C10)-3,6-di(thiophen-2-yl)-diketopyrrolopyrrole

Chemical Property:

• Boiling Point: 820.3±65.0 °C(Predicted)
• PKA: -4.78±0.60(Predicted)
• PSA: 100.48000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 14.68400

Purity/Quality:

99% ^*data from raw suppliers

2,5-Bis(2-hexyldecyl)-3,6-di(2-thienyl)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:

Technology Process of 2,5-Di(2-C6C10)-3,6-di(thiophen-2-yl)-diketopyrrolopyrrole

There total 5 articles about 2,5-Di(2-C6C10)-3,6-di(thiophen-2-yl)-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: 46.0%

3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione + 7-(bromomethyl)pentadecane (52997-43-0) → 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)

Guidance literature:

3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione; With potassium carbonate; In N,N-dimethyl-formamide; at 145 ℃; for 2h; Inert atmosphere;

7-(bromomethyl)pentadecane; In N,N-dimethyl-formamide; at 145 ℃; for 12h; Inert atmosphere;

DOI:10.1002/pola.27248

Reference yield: 33.0%

3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione + 7-(bromomethyl)tridecane (115007-16-4) → 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) + 2-(2-hexyldecyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (1378896-41-3)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃;

DOI:10.1021/ol301028r

Reference yield: 25.0%

3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione + 7-(bromomethyl)pentadecane (52997-43-0) → 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) + 7-methyleneheptadecane (13043-55-5,17119-11-8) + 2-hexyldecanal (13893-35-1)

Guidance literature:

3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione; With potassium carbonate; In dimethyl sulfoxide; at 140 ℃; for 0.75h; Inert atmosphere;

7-(bromomethyl)pentadecane; In dimethyl sulfoxide; at 140 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tet.2010.01.027

upstream raw materials:

7-(bromomethyl)pentadecane

7-(bromomethyl)tridecane

7-(iodomethyl)pentadecane

thiophene-2-carbonitrile

Downstream raw materials:

3,6-bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-di(2'-hexyldecyl)-pyrrolo[3,4c]pyrrolo-1,4-dione

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

Refernces

• 1、 Kirkus, Mindaugas,Wang, Linjun,Mothy, Sebastien,Beljonne, David,Cornil, Jerome,Janssen, Rene A. J.,Meskers, Stefan C. J.. "Optical properties of oligothiophene substituted diketopyrrolopyrrole derivatives in the solid phase: Joint J- and H-type aggregation". . p. 7927 - 7936. Retrieved 2012.
• 2、 Sambathkumar,Varathan,Subramanian,Somanathan. "Two-acceptor one-donor random terpolymers comprising thiophene- and phenyl-capped diketopyrrolopyrrole for organic photovoltaics". supporting information. p. 20113 - 20122. Retrieved 2018/12/13.