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Carbazole-Based Ladder-Type Heptacylic Arene with Aliphatic Side Chains Leading to Enhanced Efficiency of Organic Photovoltaics
- Source :
- Chemistry of Materials. 23:2361-2369
- Publication Year :
- 2011
- Publisher :
- American Chemical Society (ACS), 2011.
-
Abstract
- By utilizing Friedel−Crafts cyclization, we have successfully designed and synthesized a ladder-type heptacyclic carbazole-dicyclopentathiophene (CDCT-C8) unit in which two outer thiophene subunits are covalently fastened to the central 2,7-carbazole core. The nitrogen-directing effect of the carbazole unit facilitates the intramolecular cyclization and thereby suppresses the acid-induced dehydration, allowing us to incorporate two octyl side chains on the cyclopentadiene rings in good chemical yield. The distannyl-CDCT-C8 building block was copolymerized with benzothiadiazole (BT), dithienylbenzothiadiazole (DTBT), dithienyldiketopyrrolopyrrole (DTDPP) and quinoxaline (QX) units by Stille polymerization to afford four alternating donor−acceptor copolymers, PCDCTBT-C8, PCDCTDTBT-C8, PCDCTDTDPP-C8 and PCDCTQX-C8, respectively. The device based on the PCDCTBT-C8:PC71BM (1:3 in wt%) blend exhibited a Voc of 0.74 V, a Jsc of 10.3 mA/cm2, a FF of 60%, delivering an impressive PCE of 4.6%. This value represents...
Details
- ISSN :
- 15205002 and 08974756
- Volume :
- 23
- Database :
- OpenAIRE
- Journal :
- Chemistry of Materials
- Accession number :
- edsair.doi...........cae6d7f11b44587f6f36a103d8be99c3
- Full Text :
- https://doi.org/10.1021/cm200041v