研究简报

亚甲氧基桥键弯曲型液晶合成与性能研究

  • 王勇丽 ,
  • 杜琼 ,
  • 王国华 ,
  • 张智勇 ,
  • 戴志群 ,
  • 关金涛 ,
  • 项颖
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  • a 武汉轻工大学化学与环境工程学院 武汉 430023;
    b 广东工业大学信息工程学院 广州 510006

收稿日期: 2013-01-16

  修回日期: 2013-04-01

  网络出版日期: 2013-05-08

基金资助

国家自然科学基金(No.11074054);湖北省教育厅科技基金(Z20091801);武汉工业学院研究生教育创新基金(No. 2011cx003)资助项目

Synthesis and Property of Oxymethylene-Bridged Bent-core Liquid Crystals

  • Wang Yongli ,
  • Du Qiong ,
  • Wang Guohua ,
  • Zhang Zhiyong ,
  • Dai Zhiqun ,
  • Guan Jintao ,
  • Xiang Ying
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  • a Department of Chemistry and Environmental Engineering, Wuhan Polytechnic University, Wuhan 430023;
    b Department of Technology Institute and Information Engineering, Guangdong Polytechnic University, Guangzhou 510006

Received date: 2013-01-16

  Revised date: 2013-04-01

  Online published: 2013-05-08

Supported by

Project supported by the National Natural Science Foundation of China (No.11074054), the Scientific Research Found of Hubei Provincial Education Department (No. 20091801) and the Educational and Innovative Foundation for the Graduate Students of Wuhan Polytechnic University (No. 2011cx003)

摘要

以2,5-二(4-羟基苯基)-1,3,4-噁二唑为中心基团, 亚甲氧基(CH2O)为桥键, 烷基(m=3, 5, 6, 7, 8, 9, 10)为末端基团合成了一系列新型弯曲型液晶化合物. 通过IR, 1H NMR, 13C NMR和MS对其结构进行鉴定, 经差热扫描仪(DSC)和偏光显微镜(POM)测定其液晶相态. 结果表明, 目标化合物6a6g的分子结构正确, 其熔点较结构相当的酯类液晶化合物低, 除6c外, 其它化合物熔点均在100 ℃以下, 都呈现液晶相态, 且化合物6d6g的相态温度范围较宽, 并呈现奇偶效应.

本文引用格式

王勇丽 , 杜琼 , 王国华 , 张智勇 , 戴志群 , 关金涛 , 项颖 . 亚甲氧基桥键弯曲型液晶合成与性能研究[J]. 有机化学, 2013 , 33(9) : 2010 -2015 . DOI: 10.6023/cjoc201301033

Abstract

A novel series of bent-core molecules with a central bent core based on 2,5-bis(4-hydroxyphenyl)-1,3,4-oxadiazole, oxymethylene-bridged (CH2O), and alkyl tails with carbon numbers m=3, 5, 6, 7, 8, 9, 10 were prepared. Structures of the titled compounds were confirmed by 1H NMR, 13C NMR, IR, MS techniques, their transition temperatures and phase transition were investigated using differential scanning calorimetric (DSC) and polarizing optical microscopy (POM). Comparing with ester-bridged, target compounds 6a~6g have right chemical structure, possessed low melting points that below 100 ℃ (except 6c) and exhibited liquid crystal phases. Compounds 6d6g exist wide phase temperature range and show odd-even effect.

参考文献

[1] Pelzl, G.; Wirth, I.; Weissflog, W. Liq. Cryst. 2001, 28, 969.
[2] Freiser, M. J. Phys. Rev. Lett. 1970, 24, 1041.
[3] Niori, T.; Sekine, T.; Watanabe, J.; Furukawa, T.; Takezoe, H. J. Mater. Chem. 1996, 6, 1231.
[4] Pelzl, G.; Diele, S.; Weissflog, W. Adv. Mater. 1999, 11, 9.
[5] Walba, D. M.; Korblova, E.; Shao, R. F.; Clark, N. A. J. Mater. Chem. 2001, 11, 2743.
[6] Link, D. R.; Natale, G.; Shao, R. F.; Maclenan, J. E.; Clark, N. A.; Korblova, E.; Walba, D. M. Science 1997, 278, 1924.
[7] Heppke, G.; Moro, D. Science 1998, 279, 1872.
[8] Ros, M. B.; Serrano, J. L.; Fuente, M. R.; Folcia, C. L. J. Mater. Chem. 2005, 15, 5093.
[9] Reddy, R. A.; Tschierske, C. J. Mater. Chem. 2006, 16, 907.
[10] Madsen, L. A.; Dingemans, T. J.; Nakata, M.; Samulski, E. T. Phys. Rev. Lett. 2004, 92, 145505-1.
[11] Acharya, B. R.; Primak, A.; Kumar, S. Phys. Rev. Lett. 2004, 92, 145506-1.
[12] Prasad, V.; Kang, S. W.; Suresh, K. A.; Joshi, L.; Wang, Q. B.; Kumar, S. J. Am. Chem. Soc. 2005, 127, 17224.
[13] Keith, C.; Lehmann, A.; Baumeister, U.; Prehm, M.; Tschierske, C. Soft Matter. 2010, 6, 1704.
[14] Dunemann, U.; Schroder, M. W.; Reddy, A.; Pelzl, G.; Diele, S.; Weissflog, W. J. Mater. Chem. 2005, 15, 4051.
[15] Weissflog, W.; Naumann, G.; Kosata, B.; Schroder, M. W.; Eremin, A.; Diele, S.; Vakhovskaya, Z.; Kresse, H.; Friedemann, R.; Krishnan, S. A.; Pelzl, G. J. Mater. Chem. 2005, 15, 4328.
[16] Michal, K.; Damian, P.; Milada, G.; Ewa, G. J. Mater. Chem. 2009, 19, 3153.
[17] Du, Q.; You, H.-J.; Wang, X.-Y.; Zhang, Z.-Y.; Dai, Z.-Q. Chin. J. Liq. Cryst. Disp. 2011, 26, 719 (in Chinese).
(杜琼, 游红军, 汪晓燕, 张智勇, 戴志群, 液晶与显示, 2011, 26, 719.)
[18] Shen, D.; Cai, L.-Z.; Shen, J.-W. Chin. J. Liq. Cryst. Disp. 2003, 18, 411 (in Chinese).
(沈冬, 蔡良珍, 沈晶伟, 液晶与显示, 2003, 18, 411.)
[19] Gray, G. W. Mol. Cryst. Liq. Cryst. 1979, 53, 147.
[20] Wen, J.-X.; Yin, H.-Y.; Chen, Q. Chin. Lett. Liq. Cryst. 1995, 3, 147 (in Chinese).
(闻建勋, 尹慧勇, 陈齐, 液晶通讯, 1995, 3, 147.)
[21] Osman, M. A. Mol. Cryst. Liq. Cryst. 1982, 82, 47.
[22] Found, B. J. Heterocycl. Chem. 1999, 36, 1029.
[23] Kidwai, M.; Mohan, R. Org. Prop. Proced. Intern. 2003, 35, 426.
[24] Balamururagan, R.; Kanan, P. J. Mater. Sci. 2010, 45, 1321.
[25] Verheyde, B.; Dehaen, W. J. Org. Chem. 2001, 66, 4062.
[26] Deng, J.-Y.; Li, Y.; Hu, Z.-Y.; Zhu, M.-X.; Zhu, W.-G. Chin. J. Appl. Chem. 2007, 24, 1119 (in Chinese).
(邓继勇, 刘煜, 胡峥勇, 朱美香, 朱卫国, 应用化学, 2007, 24, 1119.)
[27] Zhu, D.-X.; Lu, H.-F.; Zhang, J.; Zhang, J.-P. CN 101643456, 2009[Chem. Abstr. 2009, 152, 287388].
[28] Wang, G.; Zhang, Z.-Y.; Wei, B.-M.; Zhang, K.-C.; Dai, Z.-Q. Chin. J. Org. Chem. 2008, 28, 538 (in Chinese).
(王刚, 张智勇, 未本美, 张开诚, 戴智群, 有机化学, 2008, 28, 538.)
[29] Bentiss, F.; Lagrenee, M. J. Heterocycl. Chem. 1999, 36, 1029.
[30] Huang, P.; Hu, L.-P.; Shen, D. Chin. J. Liq. Cryst. Disp. 2010, 25, 626 (in Chinese).
(黄佩, 胡兰萍, 沈冬, 液晶与显示, 2010, 25, 626.)
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