POLY(THIOPHENE-2,5-DIYL), BR TERMINATED

Base Information

• Chemical Name: POLY(THIOPHENE-2,5-DIYL), BR TERMINATED
• CAS No.: 25233-34-5
• Molecular Formula: C₄H₄S
• Molecular Weight: 84.1418
• Mol file: 25233-34-5.mol

Synonyms:Thiophene, homopolymer;Poly(thiophene-2,5-diyl), brterminated;

Chemical Property of POLY(THIOPHENE-2,5-DIYL), BR TERMINATED

Chemical Property:

• Appearance/Colour: powder
• Melting Point: >350 °C
• Boiling Point: 84.16 °C at 760 mmHg
• PSA: 28.24000
• Density: 1.066 g/cm³
• LogP: 1.34850

Purity/Quality:

99%, ^*data from raw suppliers

Poly(thiophene-2,5-diyl), bromine terminated powder ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of POLY(THIOPHENE-2,5-DIYL), BR TERMINATED

There total 93 articles about POLY(THIOPHENE-2,5-DIYL), BR TERMINATED 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: 92.0%

thiophene boronic acid (6165-68-0) + phenylacetylene (536-74-3) → thiophene (188290-36-0,8014-23-1,25233-34-5) + 2-(phenylethynyl)thiophene (4805-17-8) + 1,4-diphenyl-1,3-butadiyne (886-66-8) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; potassium fluoride; [Pd^II₂(μ-OH₂)₂(NH₃)₄]_0.5[Pd^II₈(μ-OH₂)₈(NH₃)₈(1,2-di(pyridin-4-yl)ethyne)₄]_0.125{Ni^II₄[Cu^II₂(N,N'-2,4,6-trimethyl-1,3-phenylenebis(oxamate))₂]₃}·43H₂O; p-benzoquinone; In ethyl acetate; at 60 ℃; for 14h; Reagent/catalyst; Catalytic behavior;

DOI:10.1021/jacs.9b03914 DOI:10.1021/jacs.9b03914

Reference yield: 72.0%

2-bromothiophene (1003-09-4) + zinc (7440-66-6) → thiophene (188290-36-0,8014-23-1,25233-34-5) + 2,2'-Bithiophene (492-97-7) + 2-thienylzinc bromide (45438-80-0)

Guidance literature:

With cobalt(II) bromide; zinc dibromide; In acetonitrile; the mixt. in CH3CN was stirred at room temp., then thienylbromide was added, stirred at room temp.; GC analysis;

DOI:10.1021/ja0289494

Reference yield: 65.0%

3-Bromothiophene (872-31-1) → thiophene (188290-36-0,8014-23-1,25233-34-5) + 3,3'-bithiophene (3172-56-3)

Guidance literature:

With sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ethanol; at 60 ℃; for 2.5h;

upstream raw materials:

thiophene

1-penten

pentane

2-Methylthiophene

Downstream raw materials:

2,2'-(phenylmethylene)dithiophene

7-oxo-7-[2]thienyl-heptanoic acid ethyl ester

(furan-2-yl)(thiophen-2-yl)methanone

(2-thienyl)diphenylmethane

Refernces

Synthesis and supramolecular organization of regioregular polythiophene block oligomers

10.1021/jo902490m

The research focuses on the synthesis and self-assembly of functional polythiophenes, specifically regioregular polythiophene block oligomers, through a bottom-up approach. The study involves the synthesis of monomers such as 2,5-dibromo-3-styrylthiophene and 1-20,50-dibromo-30-thienyl-2-pentafluorophenylethene, which are then used to create block oligomers like P3HT-b-P3ST and P3HT-b-P3STF via GRIM polymerization. The experiments utilize techniques like X-ray crystallography to analyze the molecular arrangement and π-π interactions, and a [2+2] photocyclization reaction is explored in the solid state under UV irradiation to form cycloadducts. The analyses include 1H NMR, 19F NMR, MALDI-TOF mass spectroscopy, and UV-vis absorption spectroscopy to characterize the synthesized compounds and oligomers, as well as to monitor the photocyclization reaction's efficiency and the structural changes induced thereby.

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