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Synthesis and Characterization of Photopolymerizable Liquid Crystalline Compounds Having Two Reactive Sites

  • Jang, Ki-Suk (Department of Materials Science and Engineering, and Hyperstructured Organic Materials Research Center, College of Engineering, Seoul National University) ;
  • Kang, Suk-Hoon (Department of Materials Science and Engineering, and Hyperstructured Organic Materials Research Center, College of Engineering, Seoul National University) ;
  • Chang, Ji-Young (Department of Materials Science and Engineering, and Hyperstructured Organic Materials Research Center, College of Engineering, Seoul National University)
  • Published : 2007.10.20

Abstract

Rod-like polymerizable LC molecules having two different reactive groups, i.e. acryl and diacetylene groups were prepared. 4-Hydroxyphenyldiacetylenes were synthesized by the coupling reaction of 1-bromoalkynes with 4-ethynylphenol and then reacted with 4-(6-acryloyloxyalkyloxy)benzoic acid to give polymerizable LC molecules 4a-d. The mesomorphic properties of compounds 4a-d were investigated by differential scanning calorimetry, polarized optical microscopy and X-ray diffractometry. Compounds 4a-c exhibited smectic and nematic phases, but compound 4d having a longest alkyl tail among the series formed only a smectic phase. Photopolymerizability of acryl and diacetylene groups was investigated by IR spectroscopy. An anisotropic polymer film could be prepared by selective polymerization of acryl groups with 365 nm UV light in the presence of a photoinitiator (2,2-dimethoxy-2-phenylacetophenone). The subsequent reaction of diacetylene groups with 254 nm UV light disrupted the anisotropic structure, suggesting that these LC molecules could be used for imaging on the film.

Keywords

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Cited by

  1. ChemInform Abstract: Synthesis and Characterization of Photopolymerizable Liquid Crystalline Compounds Having Two Reactive Sites (I). vol.39, pp.9, 2008, https://doi.org/10.1002/chin.200809097