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Naphthalene diimide-based polymeric semiconductors. Effect of chlorine incorporation and n-channel transistors operating in water

Published online by Cambridge University Press:  11 February 2016

Gi-Seong Ryu ,
Zhihua Chen ,
Hakan Usta ,
Yong-Young Noh  and
Antonio Facchetti
Gi-Seong Ryu
Affiliation:
Advanced Energy and Electronic Materials Research Center, Dongguk University, 30, Pil-dong-ro, 1-gil, Jung-gu, Seoul 100-715, Republic of Korea
Zhihua Chen
Affiliation:
Polyera Corporation, 8045 Lamon Avenue, Skokie, Illinios 60077, USA
Hakan Usta*
Affiliation:
Department of Materials Science and Nanotechnology Engineering, Abdullah Gül University, Kayseri, Turkey
Yong-Young Noh*
Affiliation:
Advanced Energy and Electronic Materials Research Center, Dongguk University, 30, Pil-dong-ro, 1-gil, Jung-gu, Seoul 100-715, Republic of Korea Department of Energy and Materials Engineering, Dongguk University, 30, Pil-dong-ro, 1-gil, Jung-gu, Seoul 100-715, Republic of Korea
Antonio Facchetti*
Affiliation:
Polyera Corporation, 8045 Lamon Avenue, Skokie, Illinios 60077, USA Center of Excellence for Advanced Materials Research (CEAMR), King Abdulaziz University, Jeddah, Saudi Arabia
*
Address all correspondence to Antonio Facchetti, Yong-Young Noh, Hakan Usta at afacchetti@polyera.com, yynoh@dongguk.edu, hakan.usta@agu.edu.tr
Address all correspondence to Antonio Facchetti, Yong-Young Noh, Hakan Usta at afacchetti@polyera.com, yynoh@dongguk.edu, hakan.usta@agu.edu.tr
Address all correspondence to Antonio Facchetti, Yong-Young Noh, Hakan Usta at afacchetti@polyera.com, yynoh@dongguk.edu, hakan.usta@agu.edu.tr
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Abstract

We demonstrate here the design, synthesis and characterization of two new chlorinated polymers, P(NDI2HD–T2Cl2) and P(NDI2OD–T2Cl2) based on N,N′-difunctionalized naphthalene diimide (NDI) and 3,3′-dichloro-2,2′-bithiophene (T2Cl2) moieties. Our results indicate that organic thin-film transistors (OTFTs) based on these new chlorinated polymers exhibit electron mobilities approaching 0.1 cm2V−1s−1 (I on:I off ~ 106–107), with far less ambipolarity due to their lower highest occupied molecular orbital energies, and they are more stable under deleterious high-humidity conditions (RH ~ 60%) and upon submersion in water, compared with those fabricated with the parent non-chlorinated polymers. In addition, OTFTs fabricated with the new chlorinated polymers exhibit excellent operational stabilities with <3% degradations upon bias-stress test.

Type
Research Letters
Information
MRS Communications , Volume 6 , Issue 1 , March 2016 , pp. 47 - 60
Copyright
Copyright © Materials Research Society 2016 

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