5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene

Base Information

• Chemical Name: 5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene
• CAS No.: 162151-09-9
• Molecular Formula: C40H58 S4
• Molecular Weight: 667.165
• Mol file: 162151-09-9.mol

Synonyms:5,5'-Bis(3-dodecyl-2-thienyl)-2,2'-dithiophene;NSC 686347

Chemical Property of 5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene

Chemical Property:

• Melting Point: 55-59 °C
• PSA: 112.96000
• LogP: 15.86040

Purity/Quality:

99% ^*data from raw suppliers

3,3′′′-Didodecyl-2,2′:5′,2′′:5′′,2′′′?quaterthiophene 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Semiconducting oligomer (p-type), also used as monomer to prepare poly(3,3′′′-dialkyl-quaterthiophene) polymers (PQTs).

Technology Process of 5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene

There total 4 articles about 5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene 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: 77.0%

5,5'-dibromo-2,2'-bisthiophene (4805-22-5) + tri-n-butyl(3-n-dodecylthiophen-2-yl)stannane (208053-19-4) → 3,3?-didodecyl-2,2′;5′,2″;5″,2?-quaterthiophene (162151-09-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tris-(o-tolyl)phosphine; In toluene; at 125 ℃; for 24h; Inert atmosphere;

DOI:10.1002/pola.24724

Reference yield: 75.0%

2-bromo-3-dodecylthiophene (139100-06-4) + 5,5'-bis(trimethylstannyl)-2,2'-bithiophene (143367-56-0) → 3,3?-didodecyl-2,2′;5′,2″;5″,2?-quaterthiophene (162151-09-9)

Guidance literature:

DOI:10.1021/ma3019365

Reference yield: 72.0%

5,5'-dibromo-2,2'-bisthiophene (4805-22-5) + 2-bromo-3-dodecylthiophene (139100-06-4) → 3,3?-didodecyl-2,2′;5′,2″;5″,2?-quaterthiophene (162151-09-9)

Guidance literature:

2-bromo-3-dodecylthiophene; With magnesium; In diethyl ether; for 1h; Heating;

5,5'-dibromo-2,2'-bisthiophene; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In diethyl ether; for 120h; Heating;

DOI:10.1002/(SICI)1521-3765(20000218)6:4<735::AID-CHEM735>3.0.CO;2-A

upstream raw materials:

5,5'-dibromo-2,2'-bisthiophene

2-bromo-3-dodecylthiophene

tri-n-butyl(3-n-dodecylthiophen-2-yl)stannane

5,5'-bis(trimethylstannyl)-2,2'-bithiophene

Downstream raw materials:

2,2’-distannyl-3,3’’’-didodecyl-2,2’:5’,2’’:5’’,2’’’-quaterthiophene

(3,3'''-didodecyl-[2,2':5',2'':5'',2'''-quaterthiophene]-5,5'''-diyl)bis(tributylstannane)

N-((3,3'''-didodecyl-[2,2':5',2'':5'',2'''-quaterthiophen]-5-yl)methyl)aniline

N-((3,3'''-didodecyl-[2,2':5',2'':5'',2'''-quaterthiophen]-5-yl)methylene)aniline

Refernces

• 1、 Sinha, Jasmine,Lee, Stephen J.,Kong, Hoyoul,Swift, Thomas W.,Katz, Howard E.. "Tetrathiafulvalene (TTF)-functionalized thiophene copolymerized with 3,3′-didodecylquaterthiophene: Synthesis, TTF trapping activity, and response to trinitrotoluene". . p. 708 - 717. Retrieved 2013.
• 2、 -. "SMALL MOLECULAR THIOPHENE COMPOUND". Page/Page column 11-12. . Retrieved 2008/12/04.