Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 47, 2018
Previous Article Next Article

n-Type conjugated polymers based on 3,3′-dicyano-2,2′-bithiophene: synthesis and semiconducting properties

Author affiliations

Abstract

Three new alternating copolymers containing 3,3′-dicyano-2,2′-bithiophene (BT2CN), i.e., DPPTh-BT2CN, DPPPy-BT2CN and 2FIID-BT2CN based on diketopyrrolopyrrole (DPP) and isoindigo (IID) derivatives, were synthesized. The properties of these three polymers were compared with those of the reference polymer without a cyano (CN) group, DPPTh-BT. The introduction of CN groups dramatically lowered both the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energy levels of the polymers. DPPTh-BT2CN exhibited HOMO and LUMO energy levels of −5.41 and −3.67 eV, respectively, which are much lower than those of the analogue polymer DPPTh-BT comprising a biothiophene (BT) segment. DPPPy-BT2CN and 2FIID-BT2CN showed even lower HOMO and LUMO levels, which are −5.83 and −3.75 eV for DPPPy-BT2CN and −6.15 and −3.92 eV for 2FIID-BT2CN. Organic thin-film transistors (OTFTs) were fabricated to evaluate the semiconducting properties of the polymers. DPPTh-BT2CN-based OTFTs exhibited electron-dominant transport characteristics, similar to the devices based on the benchmark n-type conjugated polymer N2200. By contrast, DPPPy-BT2CN and 2FIID-BT2CN-based devices displayed pure n-channel characteristics due to their lower HOMO and LUMO levels. All three polymers displayed an electron mobility (μe) of ca. 0.3 cm2 V−1 s−1, which is comparable to that of N2200 when the same device structure and measurement conditions were adopted.

Graphical abstract: n-Type conjugated polymers based on 3,3′-dicyano-2,2′-bithiophene: synthesis and semiconducting properties

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Jul 2018, accepted on 31 Oct 2018 and first published on 07 Nov 2018


Article type: Paper
DOI: 10.1039/C8TC03725F
Citation: J. Mater. Chem. C, 2018,6, 12896-12903

  •   Request permissions

    n-Type conjugated polymers based on 3,3′-dicyano-2,2′-bithiophene: synthesis and semiconducting properties

    Y. Sui, Y. Deng, Y. Han, J. Zhang, W. Hu and Y. Geng, J. Mater. Chem. C, 2018, 6, 12896
    DOI: 10.1039/C8TC03725F

Search articles by author

Spotlight

Advertisements