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

被引:31
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 [J].
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 .
LIQUID CRYSTALS, 2006, 33 (04) :459-467
[2]   Facile synthesis of high refractive index thiophene-containing polystyrenes [J].
An, Young Chul ;
Konishi, Gen-ichi .
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 [J].
Arakawa, Yuki ;
Nakajima, Shunpei ;
Kang, Sungmin ;
Shigeta, Masayuki ;
Konishi, Gen-ichi ;
Watanabe, Junji .
JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (28) :13908-13910
[4]   Synthesis and evaluation of dinaphthylacetylene nematic liquid crystals for high-birefringence materials [J].
Arakawa, Yuki ;
Nakajima, Shunpei ;
Kang, Sungmin ;
Shigeta, Masayuki ;
Konishi, Gen-ichi ;
Watanabe, Junji .
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 [J].
Arakawa, Yuki ;
Nakajima, Shunpei ;
Kang, Sungmin ;
Konishi, Gen-ichi ;
Watanabe, Junji .
JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (29) :14346-14348
[6]   Synthesis of diphenyl-diacetylene-based nematic liquid crystals and their high birefringence properties [J].
Arakawa, Yuki ;
Nakajima, Shunpei ;
Ishige, Ryohei ;
Uchimura, Makoto ;
Kang, Sungmin ;
Konishi, Gen-ichi ;
Watanabe, Junji .
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 [J].
Asai, Kengo ;
Konishi, Gen-ichi ;
Nakajima, Yumiko ;
Kawauchi, Susumu ;
Ozawa, Fumiyuki ;
Mizuno, Kazuhiko .
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 [J].
Asai, Kengo ;
Konishi, Gen-Ichi ;
Sumi, Kentaro ;
Mizuno, Kazuhiko .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (06) :1236-1243
[9]   NEW LIQUID-CRYSTALLINE COMPOUNDS BASED ON THIOPHENE [J].
BRETTLE, R ;
DUNMUR, DA ;
MARSON, CM ;
PINOL, M ;
TORIYAMA, K .
CHEMISTRY LETTERS, 1992, (04) :613-616
[10]   NEW LIQUID-CRYSTALLINE COMPOUNDS BASED ON 2-ARYLTHIOPHENES AND 2-(BIPHENYL-4-YL)THIOPHENES [J].
BRETTLE, R ;
DUNMUR, DA ;
MARSON, CM ;
PINOL, M ;
TORIYAMA, K .
LIQUID CRYSTALS, 1993, 13 (04) :515-529