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691925

Sigma-Aldrich

2-Bromo-3-hexylthiophene

97%

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About This Item

Fórmula empírica (notación de Hill):
C10H15BrS
Número de CAS:
69249-61-2
Peso molecular:
247.20
MDL number:
MFCD09907959
UNSPSC Code:
12352103
PubChem Substance ID:
329761448
NACRES:
NA.23

assay

97%

form

liquid

refractive index

n20/D 1.529

density

1.240 g/mL at 25 °C

SMILES string

CCCCCCc1ccsc1Br

InChI

1S/C10H15BrS/c1-2-3-4-5-6-9-7-8-12-10(9)11/h7-8H,2-6H2,1H3

InChI key

XQJNXCHDODCAJF-UHFFFAOYSA-N

General description

2-Bromo-3-hexylthiophene is a monomeric precursor that forms bromo terminate polymers. It is synthesized by the bromination of hexylthiophene.

Application

2-Bromo-3-hexylthiophene is majorly used in the formation of π-conjugated conductive polymers (CPs) for the fabrication of organic field effect transistors (OFETs) and organic photovoltaics (OPVs). The Grignard metathesis (GRIM) polymerization of 2-Bromo-3-hexylthiophene terminates a bromine and a proton at both ends to form conductive poly(3-hexylthiophene) (P3HT).

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H413

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
0000366986
0000366986
0000218030
0000218043
0000241196

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Poly(3-hexylthiophene-2,5-diyl) regioregular

Sigma-Aldrich

445703

Poly(3-hexylthiophene-2,5-diyl)

2,5-Bis(trimethylstannyl)thiophene 97%

Sigma-Aldrich

738891

2,5-Bis(trimethylstannyl)thiophene

Field-effect transistors based on poly (3-hexylthiophene): Effect of impurities.
Urien M, et al.
Organic Electronics, 8(6), 727-734 (2007)
Synthesis and characterization of poly (3-hexylthiophene)-b-polystyrene for photovoltaic application.
Gu Z, et al.
Polymers, 3(1), 558-570 (2011)
Synthesis of End-capped Regioregular Poly (3-hexylthiophene) s via Direct Arylation.
Wang Q, et al.
Macromolecular Rapid Communications, 33(14), 1203-1207 (2012)
Grignard metathesis (GRIM) polymerization for the synthesis of conjugated block copolymers containing regioregular poly (3-hexylthiophene).
Stefan MC, et al.
Polym. Chem., 3(7), 1693-1701 (2012)
Harsha Reddy et al.
Science (New York, N.Y.), 369(6502), 423-426 (2020-06-06)
Hot carriers in plasmonic nanostructures, generated via plasmon decay, play key roles in applications such as photocatalysis and in photodetectors that circumvent bandgap limitations. However, direct experimental quantification of steady-state energy distributions of hot carriers in nanostructures has so far

Artículos

Synthetic Strategy for Large Scale Production of Oligothiophenes

Oligothiophenes are important organic electronic materials which can be produced using synthetic intermediates and Suzuki coupling.

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