Citation: Liu Manman, Liu Haohao, Yan Daoren, Zhang Zhiyong, Guan Jintao. Synthesis and Photo-Induced Isomerization Performance for the Novel Bent Diazobenzene Liquid Crystals[J]. Chinese Journal of Organic Chemistry, ;2020, 40(1): 125-132. doi: 10.6023/cjoc201811025 shu

Synthesis and Photo-Induced Isomerization Performance for the Novel Bent Diazobenzene Liquid Crystals

Department of Chemistry and Environmental Engineering, Wuhan Polytechnic University, Wuhan 430023

Corresponding author: Zhang Zhiyong, zzy6211@126.com
Received Date: 1 March 2019
Revised Date: 8 April 2019
Available Online: 5 January 2019
Fund Project: Project supported by the National Nutural Science Foundation of China (Nos. 11074054, 11374067)the National Nutural Science Foundation of China 11074054the National Nutural Science Foundation of China 11374067

Figures(8)

The photo-reversible isomerization property of the azo bend liquid crystal has become a hot topic in the research opt-electronic information materials, but its slow light response has become a key factor restricting its development. At present, the azo bond of the bent liquid crystal compound is far from the central nucleus, and the photo isomerization response time is long, mostly over minutes, which is not conducive to the application research of the photosensitive device. In this work, methyl-1, 3-m-phenylenediamine was chosen the central nucleus. The azo bond is adjacent to both sides of the central ring and the terminal group is an alkyl chain. A series of novel curved bisazo benzene liquid crystal compounds were designed and synthesized, in order to shorten the light response time. The molecular structures of these compounds were identified by IR, ¹H NMR, ¹³C NMR and ICP-MS spectroscopy. The phase transition temperature and phase texture of the liquid crystals were determined by differential scanning calorimeter (DSC) and polarized light microscopy (POM). The photo isomerization performance of 2-methyl-1, 3-bis(4-((4-heptylphenyl)ester)-1-(E)-azophenyl)benzene (2c) was determined by UV-Vis absorption spectroscopy. The photo isomerism and response time of the liquid crystal compound and the doped nematic liquid crystal material were measured by UV-Vis spectrometer and polarizing microscope (POM). The experimental results show that all the curved bisazo benzene liquid crystal compounds designed and synthesized have the smectic phase and the phase temperature range is wide. The photo induced isomerization response time of compound 2c in the liquid crystal state of smectic phase and nematic phase is 2~3 s, and the recovery time of liquid crystal state in sunlight is 3~4 s, which can be reached in diluted ethyl acetate solution for 10 s. This type of bent bisazo liquid crystal compound has a relatively fast photo induced heterogeneous response speed.
- azobenzene,
- curved liquid crystal,
- photoisomerism,
- synthesis
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