2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene

CAS Number 365547-21-3

Chemistry Building Blocks, Dibromo Monomers, Heterocyclic Building Blocks, Materials, Monomers

2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene MSDS

2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene CAS 365547-21-3

High-quality monomer that allows more effective conjugation

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Specifications | MSDS | Literature and Reviews

2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene, CAS number 365547-21-3, with two thiophene units confined to one plane, cyclopenta[2,1-b;3,4-b′]dithiophene compounds allow more effective conjugation if embedded into semiconducting polymers which in turn will have a lower band gap. Furthermore, the planar structure will have greater effect on the morphology for the thin film devices to allow a well packed polymer to polymer backbones which will bring the third-dimension into play. Take PCPDTBT for example, the planar structure improves the hole mobility of the device to 1 x 10^-3 cm²/Vs.

2,6-dibromo-4,4-bis(2-ethylhexyl)-4Hcyclopenta[1,2-b:5,4-b']dithiophene can be targeted by reacting 4,4-bis(2-ethylhexyl)-4Hcyclopenta[1,2-b:5,4-b']dithiophene with N-Bromosuccinimide in dimethylformamide.

synthesis of 2,6-dibromo-4,4-bis(2-ethylhexyl)-4Hcyclopenta[1,2-b:5,4-b']dithiophene using 4,4-bis(2-ethylhexyl)-4Hcyclopenta[1,2-b:5,4-b']dithiophene — Synthesis of 2,6-dibromo-4,4-bis(2-ethylhexyl)-4Hcyclopenta[1,2-b:5,4-b']dithiophene using 4,4-bis(2-ethylhexyl)-4Hcyclopenta[1,2-b:5,4-b']dithiophene and N-Bromosuccinimide in dimethylformamide.

Capped with bromide

A PCPDTBT monomer

Dithiophene building block

For semiconductors, OFETs, and solar cells

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	365547-21-3
Chemical Formula	C₂₅H₃₆Br₂S₂
Molecular Weight	560.49 g/mol
Synonyms	2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-thieno[3',2':4,5]cyclopenta[1,2-b]thiophene 2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene
Classification / Family	Dithiophene, Cyclopentadithiophene, Organic semiconducting materials, Semiconductor synthesis, Building blocks

Chemical Structure

Product Details

Purity	>98%
Melting Point	N/A
Appearance	Yellow oil

NMR Characterisation

1 H NMR spectrum of 2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene in CDCl3 — ¹H NMR spectrum of 2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene in CDCl₃: Instrument AVIIIHD400 (see full version)

MSDS Documentation

2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene MSDS Sheet

Literature and Reviews

Cyclopentadithiophene-benzothiadiazole oligomers and polymers; synthesis, characterisation, field-effect transistor and photovoltaic characteristics, M. Horie et al., J. Mater. Chem., 22, 381 (2012)
Copolymers of Cyclopentadithiophene and Electron-Deficient Aromatic Units Designed for Photovoltaic Applications, J.C. Bijleveld et al., Adv. Funct. Mater., 19, 3262-3270 (2009)
Synthesis and Characterization of Bridged Bithiophene-Based Conjugated Polymers for Photovoltaic Applications: Acceptor Strength and Ternary Blends, C.-H. Chen, Macromolecules, 43 (2), 697-708 (2010)