Synthesis of new wide nematic diaryl-diacetylenes containing thiophene-based heteromonocyclic and heterobicyclic structures, and their birefringence properties

被引:30
作者
Arakawa, Yuki [1 ]
Kang, Sungmin [1 ]
Nakajima, Shunpei [1 ]
Sakajiri, Koichi [1 ]
Kawauchi, Susumu [1 ]
Watanabe, Junji [1 ]
Konishi, Gen-ichi [1 ]
机构
[1] Tokyo Inst Technol, Dept Organ & Polymer Mat, Tokyo 152, Japan
关键词
birefringence; thiophene; nematic phase; diacetylene; LIQUID-CRYSTALLINE COMPOUNDS; HIGH CARRIER MOBILITY; TRANSITION-TEMPERATURES; MESOMORPHIC PROPERTIES; REFRACTIVE-INDEX; TRANSPORT; BEHAVIOR; SEMICONDUCTORS; POLYTHIOPHENES; QUATERPHENYL;
D O I
10.1080/02678292.2013.873492
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New monocyclic and bicyclic thiophene-based diaryl-diacetylene liquid crystal (LC) materials were synthesised and demonstrated to exhibit wide enantiotropic nematic phases. One thiophenyl-benzene derivative, in particular, displayed a stable nematic phase across a temperature range of over 100 degrees C. The birefringence properties of the compounds were measured using a multiple-beam interference (MBI) method, with the highest value found to be for the same thiophenyl-benzene molecule (Delta n = 0.57, 550 nm) at 10 degrees C above the crystal-to-nematic transition temperature. Furthermore, the effects of the cyclic structure on the mesomorphic behaviours, transition temperatures, and birefringence properties were investigated in detail from both experimental and theoretical viewpoints.
引用
收藏
页码:642 / 651
页数:10
相关论文
共 73 条
  • [1] Organic electroluminescence using polymer networks from smectic liquid crystals
    Aldred, Matthew P.
    Carrasco-Orozco, Miguel
    Contoret, Adam E. A.
    Dong, Dewen
    Farrar, Simon R.
    Kelly, Stephen M.
    Kitney, Stuart P.
    Mathieson, Dean
    O'Neill, Mary
    Tsoi, W. Chung
    Vlachos, Panos
    [J]. LIQUID CRYSTALS, 2006, 33 (04) : 459 - 467
  • [2] Facile synthesis of high refractive index thiophene-containing polystyrenes
    An, Young Chul
    Konishi, Gen-ichi
    [J]. JOURNAL OF APPLIED POLYMER SCIENCE, 2012, 124 (01) : 789 - 795
  • [3] Design of an extremely high birefringence nematic liquid crystal based on a dinaphthyl-diacetylene mesogen
    Arakawa, Yuki
    Nakajima, Shunpei
    Kang, Sungmin
    Shigeta, Masayuki
    Konishi, Gen-ichi
    Watanabe, Junji
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (28) : 13908 - 13910
  • [4] Synthesis and evaluation of dinaphthylacetylene nematic liquid crystals for high-birefringence materials
    Arakawa, Yuki
    Nakajima, Shunpei
    Kang, Sungmin
    Shigeta, Masayuki
    Konishi, Gen-ichi
    Watanabe, Junji
    [J]. LIQUID CRYSTALS, 2012, 39 (09) : 1063 - 1069
  • [5] Synthesis and evaluation of high-birefringence polymethacrylate having a diphenyl-diacetylene LC moiety in the side chain
    Arakawa, Yuki
    Nakajima, Shunpei
    Kang, Sungmin
    Konishi, Gen-ichi
    Watanabe, Junji
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (29) : 14346 - 14348
  • [6] Synthesis of diphenyl-diacetylene-based nematic liquid crystals and their high birefringence properties
    Arakawa, Yuki
    Nakajima, Shunpei
    Ishige, Ryohei
    Uchimura, Makoto
    Kang, Sungmin
    Konishi, Gen-ichi
    Watanabe, Junji
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (17) : 8394 - 8398
  • [7] Enhanced absorption and fluorescence efficiency of silylethynyl-functionalized oligothiophenes and thieno[3,2-b] thiopahene
    Asai, Kengo
    Konishi, Gen-ichi
    Nakajima, Yumiko
    Kawauchi, Susumu
    Ozawa, Fumiyuki
    Mizuno, Kazuhiko
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (06) : 1266 - 1271
  • [8] Synthesis of silyl-functionalized oligothiophene-based polymers with bright blue light-emission and high refractive index
    Asai, Kengo
    Konishi, Gen-Ichi
    Sumi, Kentaro
    Mizuno, Kazuhiko
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (06) : 1236 - 1243
  • [9] NEW LIQUID-CRYSTALLINE COMPOUNDS BASED ON THIOPHENE
    BRETTLE, R
    DUNMUR, DA
    MARSON, CM
    PINOL, M
    TORIYAMA, K
    [J]. CHEMISTRY LETTERS, 1992, (04) : 613 - 616
  • [10] NEW LIQUID-CRYSTALLINE COMPOUNDS BASED ON 2-ARYLTHIOPHENES AND 2-(BIPHENYL-4-YL)THIOPHENES
    BRETTLE, R
    DUNMUR, DA
    MARSON, CM
    PINOL, M
    TORIYAMA, K
    [J]. LIQUID CRYSTALS, 1993, 13 (04) : 515 - 529