Rigid Conjugated Twisted Truxene Dimers and Trimers as Electron Acceptors. Issue 12 (18th February 2016)

• Record Type: Journal Article
• Authors: Zhang, Gang; Lami, Vincent; Rominger, Frank; Vaynzof, Yana; Mastalerz, Michael
• Is Part Of: Angewandte Chemie international edition. Volume 55:Issue 12(2016)
• Page Start: 3977
• Page End: 3981
• Publication Date: 2016-02-18
• Subjects: conjugation -- dimerization -- electron acceptors -- helicity -- truxenes; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201511532
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: A new class of rigid twisted truxenone oligomers with an enlarged π backbone has been established by oxidative dimerization reactions. The resulting extended conjugated systems have large extinction coefficients and low‐lying LUMO levels and show good solubility in common organic solvents, thus making them attractive compounds as new electron acceptors in organic electronics. Their suitability as electron acceptors has been demonstrated in bulk‐heterojunction organic solar cells with poly({4, 8‐bis[(2‐ethylhexyl)oxy]benzo[1, 2‐b:4, 5‐b′]dithiophene‐2, 6‐diyl}{3‐fluoro‐2‐[(2‐ethylhexyl)carbonyl]thieno[3, 4‐b]thiophenediyl}) (PTB7) as the donor material. Abstract : Twisted : Rigid truxenone oligomers with an extended π backbone (see example structure) were synthesized by oxidative dimerization reactions. The resulting extended conjugated systems, which dissolve well in common organic solvents, have large extinction coefficients and low‐lying LUMO levels. Their suitability as electron acceptors for organic electronics has been demonstrated in bulk‐heterojunction organic solar cells.