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741027

Sigma-Aldrich

2,5-Bis(trimethylstannyl)-thieno[3,2-b]thiophene

97%

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About This Item

Formule empirique (notation de Hill):
C12H20S2Sn2
Poids moléculaire :
465.84
Numéro MDL:
MFCD22200503
Code UNSPSC :
12352103
ID de substance PubChem :
329765460
Nomenclature NACRES :
NA.23

Pureté

97%

Forme

powder or crystals

Pf

127-132 °C

Chaîne SMILES 

C[Sn](C)(C)c1cc2sc(cc2s1)[Sn](C)(C)C

InChI

1S/C6H2S2.6CH3.2Sn/c1-3-7-6-2-4-8-5(1)6;;;;;;;;/h1-2H;6*1H3;;

Clé InChI

HDZULVYGCRXVNQ-UHFFFAOYSA-N

Catégories apparentées

Description générale

2,5-Bis(trimethylstannyl)-thieno[3,2-b]thiophene is a conducting polymer that can be used in the formation of the hole transporting material (HTM) with improved charge mobility. It is a majorly utilized as a copolymer in the polymerization of new thieno(3,2-b)thiophene based polymers.

Application

2,5-Bis(trimethylstannyl)-thieno[3,2-b]thiophene can be used as a copolymer in the synthesis of thiophene based materials for the fabrication of organic electronic devices such as organic field effect transistors (OFETs), organic thin film transistors(OTFTs) and organic photovoltaic cells (OPVs).
2,5-Bis(trimethylstannyl)-thieno[3,2-b]thiophene is a synthetic intermediate, which can be used in the synthesis of polythiophenes based fluorinated polymers for the optoelectronic applications. It can also be used in the synthesis of PDBT-co-TT via Still coupling polymerization for the fabrication of organic thin film transistors (OTFTs)and photovoltaic devices.

Pictogrammes

Skull and crossbonesEnvironment
GHS06,GHS09

Mention d'avertissement

Danger

Mentions de danger

H300 + H310 + H330,H410

Classification des risques

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Thienoisoindigo-based copolymer with fused thieno (3, 2-b) thiophene as a donor in thin film transistor applications with high performance
Chen C, et al.
Journal of Material Chemistry C, 3(1), 33-36 (2015)
Using Molecular Design to Increase Hole Transport: Backbone Fluorination in the Benchmark Material Poly (2, 5-bis (3-alkylthiophen-2-yl) thieno [3, 2-b]-thiophene (pBTTT)
Boufflet P, et al.
Advances in Functional Materials, 25(45), 7038-7048 (2015)
Dialkyl-Substituted Thieno [3, 2-b] thiophene-Based Polymers Containing 2, 2 `-Bithiophene, Thieno [3, 2-b] thiophene, and Ethynylene Spacers
San Miguel L and Matzger AJ
Macromolecules, 40(26), 9233-9237 (2007)
A High Mobility P-Type DPP-Thieno [3, 2-b] thiophene Copolymer for Organic Thin-Film Transistors
Li Y, et al.
Advanced Materials, 22(43), 4862-4866 (2010)
Hugo Bronstein et al.
Journal of the American Chemical Society, 133(10), 3272-3275 (2011-02-22)
We report the synthesis and polymerization of a novel thieno[3,2-b]thiophene-diketopyrrolopyrrole-based monomer. Copolymerization with thiophene afforded a polymer with a maximum hole mobility of 1.95 cm(2) V(-1) s(-1), which is the highest mobility from a polymer-based OFET reported to date. Bulk-heterojunction

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