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741027

Sigma-Aldrich

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

97%

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About This Item

Fórmula empírica (Notação de Hill):
C12H20S2Sn2
Peso molecular:
465.84
Número MDL:
Código UNSPSC:
12352103
ID de substância PubChem:
NACRES:
NA.23

Nível de qualidade

Ensaio

97%

forma

powder or crystals

pf

127-132 °C

cadeia de caracteres 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;;

chave InChI

HDZULVYGCRXVNQ-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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.

Pictogramas

Skull and crossbonesEnvironment

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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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)
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)
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)
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)
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

Artigos

The soaring global demand for energy, coupled with the limited supply of fossil fuels, has increased the need for renewable, low-cost energy sources. Organic electronics have shown great promise for applications in lighting, power, and circuitry, with rapidly improving performance already surpassing that of amorphous silicon-based counterparts.

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