4H-Cyclopenta[1,2-b:5,4-b']dithiophene
High purity CPDT monomer used in OFETs and organic electronics
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4H-cyclopenta[2,1-b:3,4-b′]dithiophene, also known as CPDT, a rigid coplanar structure favouring π−π intermolecular interactions with good electron-donating properties, has been one of the most attractive building blocks for organic field effect transistors and organic electronics. The five-member ring in the middle also offer the function to have side-chain manipulation to enhance solubility in solutions for device fabrications, morphology and polymer processing. One of the intensively studied polymers for organic electronics, PCPDTBT, with the alternating CPDT and 2,1,3- benzothiadiazole (BT) units, has demonstrated device performance of PCE over 6% [5]
Recently, the CPDT backboned polymer, CPE-K, has been incorporated as the electron hole transporting layer (HTL) in the polymer/fullerene BHJ and perovskite solar cells. The devices using CPE-K HTL show competitive performance compared with that using PEDOT:PSS HTL. As an alternative to PEDOT:PSS, the use of CPE-K as an organic hole transport material enables the formation of uniform perovskite films with complete surface coverage for an efficient, stable perovskite/fullerene planar heterojunction solar cell [1, 2]
4H-cyclopenta[2,1-b:3,4-b′]dithiophene is the intermediate for the synthesis of 4,4'-alkyl-cyclopenta[2,1-b:3,4-b′]dithiophene [6].
![synthesis of 4,4'-alkyl-cyclopenta[2,1-b:3,4-b′]dithiophene](https://cdn.shopify.com/s/files/1/0823/0287/files/alkylted-cyclopentadithiophene-synthesis_480x124.jpg?14391898446040008143)
General Information
CAS number |
389-58-2 |
Chemical formula | C9H6S2 |
Molecular weight | 178.27 g/mol |
Synonym |
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Classification / Family | Monomers, Building blocks, Heterocycles, Chemical synthesis for low-band gap polymers, Thiophene, Intermediates for high performance Organic Photovoltaics, OFETs, Polymer solar cells |
Product Details
Purity | >99% |
Melting point | 71.0 to 75.0°C |
Appearance | Off-white powder |
Chemical Structure
![Chemical structure of 4H-Cyclopenta[2,1-b:3,4-b']dithiophene CAS number 389-58-2](https://cdn.shopify.com/s/files/1/0823/0287/files/cyclopentadithiophene_178x150_crop_center.jpg?17999580176123966229)
NMR Characterisation

MSDS Documentation
4H-Cyclopenta[1,2-b:5,4-b']dithiophene MSDS sheet
Literature and Reviews
- Conjugated polyelectrolyte hole transport layer for inverted-type perovskite solar cells, H. Choi et al., Nat. Commun., DOI: 10.1038/ncomms8348, 6, 7348 (2015)
- Conductive conjugated polyelectrolyte as hole-transporting layer for organic bulk heterojunction solar cells, H. Zhou, et al., Adv. Mater. , 26, 780–785(2014)
- Improved Photovoltaic Performance of a Semicrystalline Narrow Bandgap Copolymer Based on 4H-Cyclopenta[2,1-b:3,4- b′]dithiophene Donor and Thiazolo[5,4-d]thiazole Acceptor Units, S. V. Mierloo et al., Chem. Mater., 24, 587−593 (2012).
- Synthesis and characterization of a series of low-bandgap copolymers based on cyclopenta[2,1-b:3,4-b']dithiophene and thienopyrroledione for photovoltaic applications, Y-R. Hong et al., Solar Energy Materials & Solar Cells 102, 58–65 (2012)
- Alternating Copolymers of Cyclopenta[2,1-b;3,4-b´]dithiophene and Thieno[3,4-c]pyrrole-4,6-dione for High-Performance Polymer Solar Cells, Z. Li, et al., Adv. Func. Mater., 21, 3331–3336(2011)
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Highly efficient and facile alkylation of 4Hcyclopenta-[2,1-b:3,4-b0]dithiophene in water, T. B. Raju et al., RSC Adv., 4, 37738 (2014).
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