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Issue 17, 2015
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(3Z,3′Z)-3,3′-(Hydrazine-1,2-diylidene)bis(indolin-2-one) as a new electron-acceptor building block for donor–acceptor π-conjugated polymers for organic thin film transistors

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Abstract

(3Z,3′Z)-3,3′-(Hydrazine-1,2-diylidene)bis(indolin-2-one) (HBI) containing an azine linkage is used as a novel amide-based π-conjugated electron-accepting building block for constructing donor–acceptor (D–A) π-polymer semiconductors. Copolymers of HBI and bithiophene are synthesized, which show small optical band gaps (∼1.6 eV) and quite low-lying highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels (EHOMO = −5.6 eV; ELUMO = −4.0 eV). The spin-coated polymer thin films are highly crystalline with a favoured edge-on lamellar chain packing motif, and exhibit high ambipolar charge transport performance with hole and electron mobilities up to 0.11 and 0.035 cm2 V−1 s−1, respectively.

Graphical abstract: (3Z,3′Z)-3,3′-(Hydrazine-1,2-diylidene)bis(indolin-2-one) as a new electron-acceptor building block for donor–acceptor π-conjugated polymers for organic thin film transistors

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Publication details

The article was received on 14 Feb 2015, accepted on 26 Mar 2015 and first published on 26 Mar 2015


Article type: Paper
DOI: 10.1039/C5TC00447K
Author version available: Download Author version (PDF)
Citation: J. Mater. Chem. C, 2015,3, 4464-4470
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    (3Z,3′Z)-3,3′-(Hydrazine-1,2-diylidene)bis(indolin-2-one) as a new electron-acceptor building block for donor–acceptor π-conjugated polymers for organic thin film transistors

    W. Hong, C. Guo, B. Sun and Y. Li, J. Mater. Chem. C, 2015, 3, 4464
    DOI: 10.1039/C5TC00447K

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