Aldol condensation-enabled acceptor-acceptor type bithiophene imide polymer semiconductors for n-type field-effect transistors

Wang，Dong1,3; Hou，Yongxin3,4; Yang，Kun2; Wang，Yimei3; Liao，Qiaogan3; Jeong，Sang Young5; Li，Jianfeng3; Woo，Han Young5; Deng，Xianyu1; Guo，Xugang3

2023-04-01

10.1016/j.dyepig.2023.111138

DYES AND PIGMENTS   Impact Factor & Quartile

0143-7208

1873-3743

While the development of high-performing n-type polymer semiconductors remains a challenge, the involving of costly transition-metal catalysts and even toxic reagents during the preparation of these materials might also cause serious environmental issues. Herein, by devising two new aldehyde-functionalized bithiophene imide (BTI)-type building blocks, we designed and synthesized two acceptor-acceptor type n-type polymers, BTI-BD and BTI2-BD, on the basis of an environmentally benign, transition metal-free and thus cost-effective aldol condensation. The resulting polymers exhibited planar and rigid backbone conformations and low-lying LUMO energy levels close to −4.0 eV, thus leading to unipolar n-type tranport character with a highest electron mobility of 1.35 × 10 cm V s in organic field-effect transistors for the BTI2-BD polymer which features a higher molecular ordering in solid state. Our results demonstrate that the aldol polycondensation strategy could serve as a cheaper and more ecofriendly alternative to the convential transition metal-catalyzed cross-coupling reactions for constructing n-type acceptor-acceptor polymers with unipolar n-type charge transport characteristics.

SCI

English

Others

National Natural Science Foundation of China["52273171","21875055"] ; Guangdong Basic and Applied Basic Research Foundation[22005133] ; Shenzhen Research Foundation Project[52173171] ; null[2022A1515010935] ; null[GXWD20201230155427003]

Chemistry ; Engineering ; Materials Science

Chemistry, Applied ; Engineering, Chemical ; Materials Science, Textiles

WOS:000965095000001

ELSEVIER SCI LTD

CHEMISTRY

2-s2.0-85149033858

Scopus

1.Shenzhen Key Laboratory of Advanced Materials,School of Materials Science and Engineering,Harbin Institute of Technology,Shenzhen,Guangdong,518055,China
2.State Key Laboratory of Chemo/Biosensing and Chemometrics,College of Chemistry and Chemical Engineering,Hunan University,Changsha,Hunan,410082,China
3.Department of Materials Science and Engineering,Southern University of Science and Technology SUSTech,Shenzhen,No. 1088, Xueyuan Road, Guangdong,518055,China
4.Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology,Department of Chemical Engineering and Technology,Changzhou University,Changzhou,Jiangsu,213164,China
5.Research Institute for Natural Sciences,Department of Chemistry,Korea University,Seoul,02841,South Korea

Wang，Dong,Hou，Yongxin,Yang，Kun,et al. Aldol condensation-enabled acceptor-acceptor type bithiophene imide polymer semiconductors for n-type field-effect transistors[J]. DYES AND PIGMENTS,2023,212.

Wang，Dong.,Hou，Yongxin.,Yang，Kun.,Wang，Yimei.,Liao，Qiaogan.,...&Guo，Xugang.(2023).Aldol condensation-enabled acceptor-acceptor type bithiophene imide polymer semiconductors for n-type field-effect transistors.DYES AND PIGMENTS,212.

Wang，Dong,et al."Aldol condensation-enabled acceptor-acceptor type bithiophene imide polymer semiconductors for n-type field-effect transistors".DYES AND PIGMENTS 212(2023).