Diphenyltriacetylenes: novel nematic liquid crystal materials and analysis of their nematic phase-transition and birefringence behaviours

被引:32
作者
Arakawa, Yuki [1 ]
Kang, Sungmin [1 ]
Nakajima, Shunpei [1 ]
Sakajiri, Koichi [1 ]
Cho, Yokan [1 ]
Kawauchi, Susumu [1 ]
Watanabe, Junji [1 ]
Konishi, Gen-ichi [1 ]
机构
[1] Tokyo Inst Technol, Dept Organ & Polymer Mat, Meguro Ku, Tokyo 1528552, Japan
关键词
NONLINEAR-OPTICAL-PROPERTIES; MESOMORPHIC PROPERTIES; PHYSICAL-PROPERTIES; HIGHLY EFFICIENT; POLYMER-FILMS; SOLID-STATE; SONOGASHIRA; DERIVATIVES; AZOBENZENE; MESOGENS;
D O I
10.1039/c3tc31658k
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Improvements in birefringence properties of LC materials are actively being pursued because of the increase in their applications in optical devices. 1,6-Diphenyl-1,3,5-hexatriyne, i.e., diphenyltriacetylenes (DPTAs; number of acetylene units, n = 3) are expected to have wide nematic mesophases and exhibit extremely high birefringence properties because of the high aspect ratio of their conjugated structures. Therefore, we synthesised DPTA derivatives as novel, highly birefringent nematic liquid crystal materials. The derivatives exhibit stable enantiotropic nematic phases with longer alkoxy carbon chain lengths (i.e., with dodecyloxy groups, m = 12). High birefringence values of Delta n = 0.46 at 550 nm and 140 degrees C and a high extraordinary refractive index (n(e)) of over 2.0 were exhibited for triyne DPTA-OC6. Furthermore, we investigated the effect of the acetylene bond on the nematic transition behaviours and refractive index parameters of the conjugated oligoyne or polyyne compounds with two terminal aromatic rings. An increasing number of acetylene units (n = 1-3), i.e., extended conjugation, led to wider nematic phases and higher birefringence; the increment in Dn per acetylene unit was estimated to be approximately 0.14.
引用
收藏
页码:8094 / 8102
页数:9
相关论文
共 82 条
[1]   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
[2]   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
[3]   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
[4]   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
[5]   Crystal engineering of topochemical solid state reactions [J].
Biradha, Kumar ;
Santra, Ramkinkar .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (03) :950-967
[6]   Three chiral tolane series with twist grain boundary smectic A and C mesophases [J].
Bouchta, A ;
Nguyen, HT ;
Navailles, L ;
Barois, P ;
Destrade, C ;
Bougrioua, F ;
Isaert, N .
JOURNAL OF MATERIALS CHEMISTRY, 1995, 5 (12) :2079-2092
[7]  
Cadiot P., 1969, CHEM ACETYLENES, P597
[8]   Synthesis, optical and structural properties of sanidic liquid crystal (cholesteryl)benzoate-ethynylene oligomers and polymer [J].
Castruita, Griselda ;
Garcia, Vladimir ;
Arias, Eduardo ;
Moggio, Ivana ;
Ziolo, Ronald ;
Ponce, Arturo ;
Gonzalez, Virgilio ;
Haley, Joy E. ;
Flikkema, Jonathan L. ;
Cooper, Thomas .
JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (09) :3770-3780
[9]   High birefringence difluoroisothiocyanate biphenyl tolane liquid crystals [J].
Catanescu, O ;
Chien, LC .
LIQUID CRYSTALS, 2006, 33 (01) :115-120
[10]   Long-range corrected hybrid density functionals with damped atom-atom dispersion corrections [J].
Chai, Jeng-Da ;
Head-Gordon, Martin .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2008, 10 (44) :6615-6620