Cinnamate-Functionalized Natural Carbohydrates as Photopatternable Gate Dielectrics for Organic Transistors

Zhi Wang, Xinming Zhuang, Yao Chen, Binghao Wang, Junsheng Yu, Wei Huang, Tobin J. Marks, Antonio Facchetti

Research output: Contribution to journalArticle

Abstract

Photolithographic-defined films play an important role in modern optoelectronics and are crucial for the development of advanced organic thin-film transistors (OTFTs). Here, we explore a facile photoresist-free photopatterning technique with natural carbohydrates and its use as an OTFT gate dielectric. The effects of the cross-linkable chemical structure on the cross-linking chemistry and dielectric strength of the corresponding films are investigated in cinnamate-functionalized carbohydrates from monomeric (glucose) to dimeric (sucrose) to polymeric (cellulose) backbones. UV illumination of the cinnamate esters of these carbohydrates leads to [2 + 2] cycloaddition and thus the formation of robust cross-linked dielectric films in the irradiated areas. Using propylene glycol monomethyl ether acetate as the solvent/developer, patterned dielectric films with micrometer-sized features can be readily fabricated. P- and N-type OTFTs are successfully demonstrated using unpatterned/patterned cross-linked films as the gate dielectric and pentacene and N,N′-1H,1H-perfluorobutyl dicyanoperylenecarboxydiimide (PDIF-CN2) as the p- and n-channel semiconducting layers, respectively. These results demonstrate that natural-derived polymer gate dielectrics, which are soluble and patternable using biomass-derived solvents, are promising for the realization of a more sustainable OTFT technology.

Original languageEnglish
Pages (from-to)7608-7617
Number of pages10
JournalChemistry of Materials
Volume31
Issue number18
DOIs
Publication statusPublished - Sep 24 2019

Fingerprint

Cinnamates
Gate dielectrics
Thin film transistors
Carbohydrates
Transistors
propylene glycol methyl ether
Dielectric films
Cycloaddition
Sugar (sucrose)
Photoresists
Glycols
Cellulose
Optoelectronic devices
Propylene
Glucose
Sucrose
Ethers
Esters
Polymers
Acetates

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Chemistry

Cite this

Cinnamate-Functionalized Natural Carbohydrates as Photopatternable Gate Dielectrics for Organic Transistors. / Wang, Zhi; Zhuang, Xinming; Chen, Yao; Wang, Binghao; Yu, Junsheng; Huang, Wei; Marks, Tobin J.; Facchetti, Antonio.

In: Chemistry of Materials, Vol. 31, No. 18, 24.09.2019, p. 7608-7617.

Research output: Contribution to journalArticle

Wang, Zhi ; Zhuang, Xinming ; Chen, Yao ; Wang, Binghao ; Yu, Junsheng ; Huang, Wei ; Marks, Tobin J. ; Facchetti, Antonio. / Cinnamate-Functionalized Natural Carbohydrates as Photopatternable Gate Dielectrics for Organic Transistors. In: Chemistry of Materials. 2019 ; Vol. 31, No. 18. pp. 7608-7617.
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