研究生: |
李從慧 |
---|---|
論文名稱: |
合成三化合物並探討側鏈取代基對液晶性質的影響 |
指導教授: |
劉高家秀
Liu Gao, Jia-Xiu |
學位類別: |
碩士 Master |
系所名稱: |
化學系 Department of Chemistry |
論文出版年: | 2003 |
畢業學年度: | 91 |
語文別: | 中文 |
中文關鍵詞: | 三化合物 、液晶 |
英文關鍵詞: | 1,3,5-Triazine, Liquid crystal |
論文種類: | 學術論文 |
相關次數: | 點閱:313 下載:0 |
分享至: |
查詢本校圖書館目錄 查詢臺灣博碩士論文知識加值系統 勘誤回報 |
摘要
本研究主要是以合成一系列2, 4, 6-三苯基-1,3,5-三衍生物為液晶材料之化合物,探討不同側鏈基對液晶相的生成是否有影響,最後再藉由偏光顯微鏡 (POM) 、微差式掃瞄卡計 (DSC)、與粉末變溫x-ray繞射儀(XRD) 來鑑定液晶相的種類。
本論文主要探討分兩部份:第一部份是以2, 4, 6-三苯基-1, 3, 5-三化合物為剛性核心並接上不同軟端側鏈基,來探討液晶相是否生成。第二部份,依舊以2, 4, 6-三苯基-1, 3, 5-三化合物為剛性核心,並於核與側鏈基之間多增加一層苯酯基,來研究其結構與液晶生成之關係。
結果發現,以單純2, 4, 6-三苯基-1, 3, 5-三結構直接接上不同官能基時,則不管側鏈基是否為含氧醚類、長碳鏈或含立障之側鏈取代基,皆沒有發現任何的液晶相生成。但於第二部份,則成功地利用苯酯基的效應,再輔以不同鏈長之烷基或烷氧基,並且順利地得到向列型盤狀液晶 (ND) 產物,此化合物在偏光顯微鏡下,發現具有極佳的流動性質,乃完全符合向列型液晶之特性。
Abstract
The synthesis、characterization, and mesomorphic properties of a new class of heteronuclear compounds derivative from 2, 4, 6-triphenyl-1, 3, 5-triazine was as a core group, The compounds were prepared by condensation reaction of benzonitrile in the presence of chlorosulfonic acid。
Two types of liquid crystalline molecules were investigated:
(1) The number of flexible side chains were connected to a 1, 3, 5-triazine ring, each of R group, which used the alkoxy side chains、or different side chains of ether and bulkyl of the alkoxy. However, all these compounds with different side chains showed no mesophases, only crystal to liquid transition.
(2) Conversely, the second molecule was benzoate attached between a rigid core group and alkoxy or alkyl side chains. The side chain length was made of 1, 3, 5-triazine ring derivatives that had been six side chains and peripheral pentyl to octyl group tails have liquid crystal properties, respectively. In this work a series of structurally similar compounds in which the carbon on the side chain are replaced by oxygen atom were prepared, and their mesomorphic properties were studied. These compounds with pentyloxy to heptyloxy flexible side chains exhibited ND phase。
The liquid crystalline behaviour of these compounds with benzoate attached to a 1, 3, 5-triazine ring derivative were studied by thermal analysis (DSC), polarizing optical microscopy (POM) and powder X-ray
diffraction (XRD).
參考文獻:
(1) Reinitzer, F. Monatsh.Chem.1888, 9, 421.
(2) Lehmann, O. Z. Physic.Chem.1889, 4, 462.
(3) Ringsdorf. Angew. Chem. Int. Ed. Engl. 1988, 27, 113.
(4) Friedel, G. Ann. Physique. 1922, 18, 273.
(5) A. C. Neville, J.Caveney, Biol. Rev. 1961, 44, 531.
(6) H. Finkelmann, G. Rehang, Adv. Polym. Sci. 1984, 60, 99.
(7) J. W. Goodby, “ Ferroelectric Liquid Crystals: Principles, Properties and Applications”, Gordon & Breach, Philadelphia, 1991.
(8) D. W. Bruce, “Inorganic Materials”, John Wiely & Sons, New York, 1991.
(9) Peter J. Collings, Michael Hird, “Introduction to Liquid Crystals Chemistry and Physics”, 楊怡寬, 郭蘭生, 鄭殷立編譯, 2001.
(10) H. Stegemeyer, Liquid Crystals, Steinkopff Darmstadt Springer, New. York, 1991.
(11) Boden, N; Borner, R. C; Bushby, R. J; Cammidge, A. N; Jesudason, M. V. Liq. Cryst. 1993, 15, 851.
(12) Destrade, C; Tinh, N. H; Gasparoux, H; Malthete, J; Levelut, A. M. Mol. Cryst. Liq. Cryst. 1981, 71, 111.
(13) Kohne, B; Poules, W; Praefcke, K. Chem. Z. 1987, 108, 113.
(14) Kohne, B; Praefcke, K; Derz, T; Frischmuth, W; Gansau, C. Chem. Z. 1984, 108, 408.
(15) Tinh, N. H; Gasparoux, H; Destrade, C. Mol. Cryst. Liq. Cryst. 1981, 68, 101.
(16) Dahn, U; Erdelen, C; Ringsdorf, H; Festag, R; Wendorff, J. H; Heiney, P. A; Maliszewakyj, N. C. Liquid. Cryst. 1995, 19, 759.
(17) Barber’a, J; Garce’s, A. C; Jayaraman, N; Omenat, A; Serrano, J. L; Stoddart, J.F. Adv. Mater. 2001, 13, 175.
(18) Tang, B. Y; Ge, J. J; Zhang, A; Calhoun, B; Chu, P; Wang, H; Shen, Z; Hrris, F. W; Cheng, S. Z. D. Chem. Mater. 2001, 13, 78.
(19) 小林, “液晶”,共立出版,1972,2章.
(20) Neville Boden, Richard J. Bushby, Jonathan Clements and Bijan Movaghar. J. Mater. Chem., 1999, 9, 2081–2086
(21) Sandeep Kumar; and Sanjay K. Varshney. Org. Lett, Vol. 4, No. 2, 2002, 157-159.
(22) Kazuaki Hatsusaka, Kazuchika Ohta. J. Mater. Chem, 2003, 13, 243–251.
(23) Kazuchika Ohta,* John M. Warman, J. Mater. Chem., 2001, 11, 321-331.
(24) Demus, D; Goodby, J; Gray, G. W; Spiess, H; Vill, V. W. “Handbook of Liquid Crystals, vol. 1: Fundamentals”, VCH, New York, 1998.
(25) Collings, P. J; Patel, J. S. “Handbook of Liquid Crystal Research”, Oxford university press, New York, 1997.
(26) Stegemeyer, H. Liquid Crystals, Steinkopff Darmstadt Springer, New York. 1994.
(27) Gray, G. W. “ Thermotropic Liquid Crystals”, John Wiley & Sons, New York, 1989.
(28) Vertogen, G; de Jeu, W. H. “ Thermotropic Liquid Crystals Fundamentals”, Springer-Verlag Berlin Heidelberg, New York, 1988.
(29) Shibaev, V. P; Lam, L; “ Liquid Crystalline and Mesomorphic Polymer”, Springer-Verlag Berlin Heidelberg, New York, 1994.
(30) 日本sharp公司.
(31) 工業研究院材料所.
(32) 中山大學材料所.
(33) 許千樹, “化學”, 第五十六卷第一期中華民國87年3月.
(34) Mori, H. Jpn. J.Appl. Phys. 1997, 36, 1068.
(35) Miyahsita, T; Yamaguchi, Y; Uchida, T. Jpn. J. Appl. Phys, part, 2, 1997, 34 (2A), 177.
(36) Van Nostrum, C. F. Adv. Mater.1996, 8, 1027.
(37) Jun Pang, Ye Tao, Stephan Freiberg, Xiao-Ping Yang, Marie D'Iorio, Suning Wang. J. Mater. Chem, 2002, 12, 206-212.
(38) Chi-Han Lee, Takazu Yamamoto. Tetrahedron, 2001, 42, 3993-3996.
(39) Nicholas C. Fletcher, Michael D. Ward, Susana Encinas, Nicola Armaroli, Lucia Flamigni, Francesco Barigelletti. Chem. Commun, 1999, 2083-2084.
(40) Cheol Ju Lee, Seung Ju Lee, Ji Young Chang. Tetrahedron Letters, 2002, 43, 3863-3866.
(41) Kathyrn Carr, Preston; Ian Ferguson, Lancashire, Both of United Kingdom. United States Patent, No : 6,040,005, Mar. 21, 2000.
(42) WO 2001-US46878 2 Nov 2001.
(43)
(44) Yang-Chu Lin, Chung K. Lai, Yuan-Chieh Chang, Kwang-Ting Liu. Liquid. Crystals, 2002, 29, 237-242.
(45) Martinez, A. G; Herrera, A; Moreno, F; Garcia, A; Subramanian, L. R; Hanack, M. J. Org. Chem, 1992, 57, 1627-1630.
(46) Weis, A. L; Rosenbach, V. Tertahedron. Letter, 1981, 22, 1453-1454.
(47) Bock, H. R; Anderson, S; Fujita, Y; Hudson, A. J; Rorison, J. M; Weaver, M. (Sharp Kabushiki Kaisha, Japan). Brit. UK Pat. Appl. GB 2336839 A13 Nov 1999, 29pp.
(48) Z. Mouloungui, I. Murengezi, M. Delmas, A. Gaset. Synth Communication, 1988, 18, 1241-1245.
(49) H. Strzelecka, Mol. Cryst. Liq. Cryst, 1988, 395.
(50) 盧明儀, 碩士論文, 國立中央大學化學研究, 1996.