Influence of Alkyl Chain Length on the Transport Properties of Asymmetric Five-ring-fused Thienoacenes

doi:10.19894/j.issn.1000-0518.230082

Chinese Journal of Applied Chemistry ›› 2023, Vol. 40 ›› Issue (7): 1054-1060.DOI: 10.19894/j.issn.1000-0518.230082

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Influence of Alkyl Chain Length on the Transport Properties of Asymmetric Five-ring-fused Thienoacenes

Hua-Feng LI¹^,², Wei-Li LI¹, Hong-Kun TIAN¹^,²(), Li-Xiang WANG¹^,²

^1.State Key Laboratory of Polymer Physics and Chemistry，Changchun Institute of Applied Chemistry，Chinese Academy of Sciences，Changchun 130022，China
^2.University of Science and Technology of China，Hefei 230026，China

Received:2023-03-31 Accepted:2023-06-07 Published:2023-07-01 Online:2023-07-19
Contact: Hong-Kun TIAN
About author:hktian@ciac.ac.cn
Supported by:
the National Natural Science Foundation of China(22075273)

1. .pdf(582KB)

Abstract

Abstract:

Thienoacenes are a representative class of high mobility organic semiconductor materials （OSCs）. Asymmetric molecules based on them tend to form a bilayer arrangement in thin films and grow in a two-dimensional layer-like manner， which has the advantage of achieving high mobility. The length of the alkyl substituents affects the packing microstructure of OSCs. Herein， thieno［4，5-b］［1］benzothieno［3，2-b］［1］benzothiophenes substituted with different lengths of alkyl chains （syn-BTBTT-Cn， n=4，5，6，7，8，10） are designed and synthesized to systematically investigate the effects of lengths of alkyl chains on their thermal stability， energy levels， charge carrier transport capabilities， packing structures and film morphologies. All compounds are thermally stable and do not have liquid crystalline behaviors. All molecules in the vacuum-deposited films form a bilayer arrangement， within the conjugated cores forming a herringbone packing motif， and the alkyl chain length affects the film order and the tightness of the packing. Organic thin. film transistors devices all exhibit mobilities beyond 7.0 cm²/（V·s）. Among them， the syn-BTBTT-C8 devices show a mobility of up to 13.8 cm²/（V·s） with the average values of 12.5 cm²/（V·s）.

Key words: Thienoacenes, Asymmetric structure, Organic thin-film transistors, Mobility

CLC Number:

O649

Hua-Feng LI, Wei-Li LI, Hong-Kun TIAN, Li-Xiang WANG. Influence of Alkyl Chain Length on the Transport Properties of Asymmetric Five-ring-fused Thienoacenes[J]. Chinese Journal of Applied Chemistry, 2023, 40(7): 1054-1060.

Figures/Tables 5

Fig.1 Synthetic route of syn-BTBTT-Cn

Table 1 Device performances of syn-BTBTT-Cn（n=4，5，6，7，8，10） based on OTFTs

syn-BTBTT-Cn	μ_s-max/（cm²·V^-1·s^-1）	μ_s-ave±σ/（cm²·V^-1·s^-1）	V_T/V	I_on/off
n=4	8.8	7.1±1.2	-11~-17	1×10⁸
n=5	11.8	10.8±0.8	-12~-17	1×10⁹
n=6	12.3	11.5±0.6	-13~-17	1×10⁹
n=7	12.5	10.9±0.8	-11~-15	1×10⁹
n=8	13.8	12.5±0.8	-14~-18	1×10⁹
n=10	12.6	11.4±1.1	-15~-20	1×10⁹

Fig.2 Typical output （A） and transfer （B） curves of syn-BTBTT-C8 and changes in device mobility as a function of the number of carbons in the alkyl chain （C）

Fig.3 Out-of-plane （A） and in-plane XRD patterns （B） of syn-BTBTT-Cn thin films （~25 nm） on SubOTMS

Fig.4 AFM height images of syn-BTBTT-Cn （n=4（A）， 5 （B）， 6 （C）， 7 （D）， 8 （E）， 10 （F）） films （~25 nm） on SubOTMS

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Influence of Alkyl Chain Length on the Transport Properties of Asymmetric Five-ring-fused Thienoacenes

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