簡易檢索 / 詳目顯示

研究生: 江明輝
Ming-Hui Ching
論文名稱: 含雙旋光中心分子之液晶合成及物性與光電性質探討
Synthesis and mesomorphic properties of novel liquid crystal series with two chiral centres and their electro-optic characteristics
指導教授: 李俊毅
Jiunn-Yih Lee
口試委員: 陳志堅
Jyh-Chien Chen
吳勛隆
Shune-Long Wu
余良杰
Liang-Jye Yu
王英靖
Ing-Jing Wang
學位類別: 碩士
Master
系所名稱: 工程學院 - 材料科學與工程系
Department of Materials Science and Engineering
論文出版年: 2009
畢業學年度: 97
語文別: 中文
論文頁數: 132
中文關鍵詞: 旋光中心旋光性層列型A相電誘導分子傾斜效應
外文關鍵詞: chiral center, chiral smectic A phase, electroclinic effect
相關次數: 點閱:158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
  • 本論文主要為合成新型具雙旋光分子之液晶,且將合成產物經由核磁共振光譜儀 (NMR)、質譜儀 (MS)、元素分析 (EA) 鑑定其材料結構的正確性,並以示差掃描熱量分析儀 (DSC) 決定向轉移溫度,正交偏光顯微鏡 (POM) 以及 X-ray 鑑定液晶分子排列的情形。本實驗顯示在較短末端碳鏈 (m = 3~4) 之液晶材料會產生 chiral nematic (N*) 相,此外本篇論文也會針對液晶材料之 chiral smetic A (SmA*) 施加電場後所產生之電誘導分子傾斜效應 (electroclinic effect) 的光電性質探討。光電性質包含液晶材料electroclinic effect 探討、液晶材料的應答時間以及液晶材料穿透度與電壓相互關係。實驗結果顯示液晶材料結構與光電性質存在著相依性。


    Three series of novel chiral liquid crystals containing biphenyl moiety with two chiral centres (diastereomer) are synthesized and characterized. The structures and thermal phase behaviour of target compounds were characterized using 1H nuclear magnetic resonance, mass spectroscopy, elemental analysis, differential scanning calorimetry, polarizing optical microscopy, and X-ray diffraction measurements. All the compounds exhibit enantiotropic mesomorphic behavior. In this case, the chiral liquid crystalline molecules bearing the shorter length of chiral alkyl chain (m = 3 and 4) shows a mesomorphic dimorphism SmA*–N* and the analogous compounds bearing the longer length of chiral alkyl chain (m = 5 and 6) exhibits only one SmA* mesophase. Furthermore, the potential of SmA* mesophase for electro-optics applications exploiting the electroclinic effect was explored. The electro-optical properties of the SmA* phase, such as voltage-transmittance effect, electroclinic effect, and electro-optical response were also measured. As a consequence, the correlation between their electro-optical properties and chemical structures of these compounds are investigated.
    Keywords: chiral center, chiral smectic A phase, electroclinic effect

    第1章 諸論 16 1-1 前言: 16 1-2 液晶的種類: 17 1-3 液晶的紋理圖: 22 1-4 de Vries type液晶: 29 1-5 液晶合成設計: 34 第2章 實驗 37 2-1 實驗藥品 37 2-2 實驗溶劑 38 2-3 實驗儀器及設備 39 2-4 合成流程 41 2-5 合成步驟 42 2-5-1合成Ethyl 4-(octyl)benzoate, 1 (n = 8) 42 2-5-2合成4-(octyloxy)benzoic acid, 2 (n = 8) 43 2-5-3合成4'-hydroxybiphenyl-4-yl 4-(octyloxy)benzoate, 3 (n = 8) 43 2-5-4合成Ethyl (S)-(-)-2-tetrahydropyran-2-yloxypropionate, 4 44 2-5-5合成 (S)-(+)- 2-Tetrahydropyran-2-yloxypropan-1-ol, 5 44 2-5-6合成4’-(2-(Tetrahydropyran-2-yloxy)propoxy)biphenyl-4-yl 4-(octyl)benzoate, 6 (n = 8) 45 2-5-7合成4’-(2-Hydroxypropoxy)biphenyl-4-yl 4-(octyl)benzoate, 7 (n = 8) 46 2-5-8合成Ethyl 2(S)-2-hexyloxypropanate, 8 (m = 6) 46 2-5-9合成2(S)-2-hexyloxy propanate, 9 (m = 6) 47 2-5-10經由酯化反應合成最終產物I、II以及III系列液晶 47 2-6 元素分析量測 53 2-7 質譜儀分析 54 2-8 偏光顯微鏡及紋理圖觀察法(Optical Polarizing Microscope and Liquid Crystalline Texture Observation) 54 2-9 熱微差掃描卡計(Differential Scanning Calorimetry;DSC) 56 2-10 X光射線繞射儀 (X-ray Diffractometer;XRD) 56 2-11 液晶元件製作流程 56 2-12 量測SmA*相電誘導之傾斜角 (Electric Field-Induced Tilt Angle of the SmA* Phase) 57 2-13 應答時間之測量 (Response Times) 57 2-14 穿透度量測 (Electrical Switching Studies) 59 第3章 結果與討論 61 3-1 1H-NMR 光譜鑑定 61 3-2 元素分析 61 3-3 質譜儀分析 62 3-4 液晶相鑑定與熱性質分析 63 3-5 XRD分析 68 3-6 SmA*之電誘導傾斜角分析 73 3-7 應答時間 76 3-8 改變穿透波型之穿透度變化 79 第4章 結論 83 附圖 91

    [1]R. Korlacki, A. Fukuda, and J. K. Vij, Europhys. Lett. 77,36004 (2007).
    [2]D. M. Walba, E. Korblova, L. Eshdat, M. C. Biewer, H. Yang,C. Jones, M. Nakata, M. Talarico, R. Shao, and N. A. Clark, J.Soc. Inf. Disp. 15, 585 (2007).
    [3] N. Hiji, Y. Ouchi, H. Takezoe, and A. Fukuda, Jpn. J. Appl.Phys. 27, L1 (1988).
    [4] S. T. Lagerwall, A. Dahlgren, P. Jägemalm, P. Rudquist, K.D’have, H. Pauwels, R. Dabrowski, and W. Drzewinski, Adv.Funct. Mater. 11, 87 (2001).
    [5]L. S. Matkin, S. J. Watson, H. F. Gleeson, R. Pindak, J. Pitney,P. M. Johnson, C. C. Huang, P. Barois, A.-M. Levelut, G.Srajer, J. Pollmann, J. W. Goodby, and M. Hird, Phys. Rev. E64, 021705 (2001).
    [6] S. Diele, P. Brand, and H. Sackmann, Mol. Cryst. Liq. Cryst. 16, 105 (1972).
    [7] J. F. Lagerwall*, A. Saipa , F. Giesselmann, Liq. Cryst , 31, 9, 1175–1184 2004
    [8] Y.Takanishi , A. Ikeda , H. Takezoe , and A. Fukuda , Phys. Rev. E, 51, 400 (1995).
    [9] M. Glaser and N. Clark, Phys. Rev. E., 66, 021711 (2002).
    [10] D. M. Walba , in Topics in Stereochemistry, Materials-Chirality, Vol. 24, edited by M. M. Green,R. J. M. Nolte, E. W. Meijer, and S. E. Denmark (Wiley-VCH), 457 (2003).
    [11] S. Garoff, R.B. Meyer. Phys. Rev., 38, 848 (1977).
    [12] N.A. Clark, S.T. Lagerwall. Appl. Phys. Lett., 36, 899 (1980).
    [13] D. Have , K. Dahlgren, A. Rudquist, P. Lagerwall ,J. P. F. Andersson,G. Matuszczyk , M. Lagerwall ,S. T. Dabrowski , R., and W. Drzewinski , Ferroelectrics, 244, 415 (2000).
    [14] M. S. Spector, P. A. Heiney, J Naciri, B T Weslowski, D. B. Holt, and R .Shashidhar, Phys Rev E 61, 2, 1579–1584 (2000).
    [15] N. A. Clark, T. Bellini, R. F. Shao, D. Coleman, S. Bardon, D. R. Link, J. E. Maclennan, Appl Phys ,80, 4097–4099 (2002).
    [16] 松本正一,角田市良,液晶之基礎與應用,國立編譯館。(2002)
    [17] 謝文俊,吳勛隆,化學 ,56. 1. P71 (1998)
    [18] 液晶物理與化學入門,楊宜寬,郭蘭生,鄭殷立編譯.
    [19] M. Hird, J. W. Goodby, N. Gough, K. J. Toyne, J. Mater. Chem., 11, 2732, ( 2001)
    [20] G. Pelzl, A. Eremin, S. Diele, H. Kresse, W. Weissflog, J. Mater.Chem., 12, 2591 (2002).
    [21] M. Hird, Y. M. Raoul, J. W. Goodby, H. F. Gleeson, Ferroelectrics, 309, 95 (2005).
    [22] T. Kajitani, H. Masu, S. Kohmoto, M. Yamamoto, K. Yamaguchi, K. Kishikawa, J. Am. Chem. Soc., 127, 1124 (2005).
    [23] V. Görtz, J. W. Goodby, Chem. Commun., 3262 (2005).
    [24] D. M. Walba, E. Korblova, C. C. Huang, R. Shao, M. Nakata, N. A. Clark, J. Am. Chem., 128, 5318 (2006).
    [25] B.S. Gaylord, S. Wang, A.J. Heeger, G.C. Bazan. J. Am. chem., 123, 6417 (2001).
    [26] S. B. M. Krueger, V. Hamplová and M. Glogarová, J. Chem. Phys., 126, 054902 (2007).
    [27] S. Garoff and R. B. Meyer, Phys Rev ,38, 15, 848–851 (1977).
    [28] G. Andersson, I. Dahl, P. Keller, W. Kuczynski, S. T. Lagerwall, K .Skarp, and B. Stebler, Appl Phys, 51, 9, 640–642 (1987).
    [29]J. P. F. Lagerwall and F. Giesselmann, Chem.phys. chem., 7, 1, 20–45 (2006).
    [30] N. Hayashi, A. Kocot, M. J. Linehan, A. Fukuda, J. K. Vij, G.Heppke, J. Naciri, S. Kawada, and S. Kondoh, Phys. Rev. E74, 051706 (2006).
    [31] F. Giesselmann, P. Zugenmaier, I. Dierking, S. T. Lagerwall, B. Stebler, M. Kaspar, V. Hamplova, and M. Glogarova, Phys. Rev. E 60, 598 (1999).
    [32] P. J. Collings, B. R. Ratna, and R. Shashidhar, Phys. Rev. E 67, 021705 (2003).
    [33] J. P. F. Lagerwall, F. Giesselmann, and M. D. Radcliffe, Phys.Rev. E 66, 031703 (2002).
    [34] N. A. Clark, T. Bellini, R.-F. Shao, D. Coleman, S. Bardon, D. R. Link, J. E. Maclennan, X. H. Chen, M. D. Wand, D. M. Walba, P. Rudquist, and S. T. Lagerwall, Appl. Phys. Lett. 80, 4097 (2002).
    [35] F. Giesselmann, J. P. F. Lagerwall, G. Andersson, and M. D. Radcliffe, Phys. Rev. E 66, 051704 (2002).
    [36] O. E. Panarina, Yu. P. Panarin, J. K. Vij, M. S. Spector, and R. Shashidhar, Phys. Rev. E 67, 051709 (2003).
    [37] J. V. Selinger, P. J. Collings, and R. Shashidhar, Phys. Rev. E 64, 061705 (2001).
    [38] Yu. P. Panarin, F. Antonelli, O. E. Panarina, Y. Semenova, J. K. Vij, M. Reihmann, and G. Galli, Ferroelectrics 310, 111 (2004).
    [39] M. Krueger and F. Giesselmann, Phys. Rev. E 71, 041704 (2005).
    [40] M. S. Spector, P. A. Heiney, J. Naciri, B. T. Weslowski, D. B. Holt, and R. Shashidhar, Phys. Rev. E 61, 1579 (2000).
    [41] O. E. Panarina, Yu. P. Panarin, F. Antonelli, J. K. Vij, E 77, 041707 (2008)
    [42] A. Mikulko, M. Marzec, S. Wrobel, J. Przedmojski, R. Douali, C. Legrand, R. Dabrowski, and W. Haase, Chem. Phys. Lett. 431, 289 (2006).
    [43] N. Hayashi, T. Kato, A. Fukuda, J. K. Vij, Yu. P. Panarin, J. Naciri, R. Shashidhar, S. Kawada, and S. Kondoh, Phys. Rev. E 71, 041705 (2005).
    [44] M. V. Gorkunov, F. Giesselmann, J. P. F. Lagerwall, T. J. Sluckin, and M. A. Osipov, Phys. Rev. E 75, 060701 R (2007).
    [45] C. V. Lobo, S. K. Prasad, and D. S. Shankar Rao, Phys. Rev. E 72, 062701 (2005).
    [46] K. Saunders, D. Hernandez, S. Pearson, and J. Toner, Phys. Rev. Lett. 98, 197801 (2007).
    [47] D. M. Walba, E. Korblova, L. Eshdat, M. C. Biewer,Journal of the SID 15,8, (2007)
    [48] G. Galli, M. Reihmann, A. Crudeli, Yu. Panarin, J. Vij, C. Blanc, V. Lorman, N. Olsson, Mol. Cryst. Liq. Cryst. 439, 2111 (2005).
    [49] F. Goc ,C. Blanc, V. Lorman, M. Nobili , S. Samaritani, G. Galli, W. K. Lcvn, Ferroelectrics, 343:101–110 (2006)
    [50]Michael, V. Perkins and K.William , J. Chem., 1, 9, 2501-2506 (1990)
    [51] F. Giesselmann, P. Zugenmaier, I. Dierking, S. T. Lagerwall, B. Stebler ,M. Kaspar, V. Hamplova , and M. Glogarova , Phys. Rev. E 60, 598 (1999).
    [52] M. S. Spector, P. A. Heiney, J. Naciri, B. T.Weslowski, D. B. Holt, and R. Shashidar, Phys. Rev. E 61, 1579 (2000).
    [53] J. V. Selinger, P. J. Collings, and R. Shashidar, Phys. Rev. E 64, 061705 (2001).
    [54] N. A. Clark, T. Bellini, R. F. Shao, D. Colemen, S. Bardon, D. R. Link, J. E. Maclennan , Appl.Phys. Lett. 80, 4097 (2002).
    [55] O. E. Panarina, Y. P. Panarin, J. K. Vij, M. S. Spector, and R. Shashidar, Phys. Rev. E 67,051709 (2003).
    [56] M. Rossele, R. Zentel, J. P. F. Lagerwall, and F. Giesselmann,
    L. C. 31(6), 883 (2004).
    [57] J. P. F. Lagerwall, A. Saipa, and F. Giesselmann, Liq. Cryst 31(9), 1175 (2004).
    [58] M. Krueger and F. Giesselmann, Phys. Rev. E 71, 041704 (2005).
    [59] O. E. Panarina, Y. P. Panarin, F. Antonelli, J. K. Vij, M. Reihmann, and G. Galli, J. Mater. Chem. (2005).
    [60] E. G´orecka, M. Glogarov´a, L. Lejcek, and H. Svereny´ak, Phys. Rev. Lett. 75 (22), 4047 (1995).
    [61] C. V. Yelamaggad , I. S. Shashikala ,U. S. Hiremath, S. S. Rao & S. K. Prasad, Liq. Cryst, 34, 2, 153–167 (2007) .
    [62] M.D. Radcliffe, M.L. Brostrom, K.A. Epstein, A.G. Rappaport, B.N. Thomas, R.F. Shao, N.A. Clark., Liq. Cryst , 26, 789 (1999).
    [63] Y.P. Panarin, V. Panov, O. Kalinovskaya, J.K. Vij. J. mater. Chem., 9, 2967 (1999).
    [64] M.S. Spector, P.A. Heiney, J. Naciri, B.T. Weslowski, D.B. Holt, R. Shashidhar. Phys. Rev. E., 61, 1579 (2000).
    [65] J.V. Selinger, P.J. Collings, R. Shashidhar. Phys. Rev. E., 64, 061705 (2001).
    [66] N.A. Clark, T. Bellini, R. Shao, D. Coleman, S. Bardon, D.R. Link, J.E. Maclennan, Appl. Phys., 80, 4097 (2002).
    [67] F. Giesselmann, J.P.F. Lagerwall, G. Andersson, M.D. Radcliffe. Phys. Rev., 66, 051704 (2002).
    [68] J.P.F. Lagerwall, F. Giesselmann, A. Saipa, R. Dabrowski. Liq. Cryst, 31, 1175 (2004).
    [69] M. Rossle, R. Zentel, J. Lagerwall, F. Giesselmann. Liq. Cryst, 31, 883 (2004).
    [70] C. Huang, S. Wang, X. Han, A. Cady, R. Pindak, W. Caliebe, K. Ema, K. Takekoshi and H. Yao. Phys. Rev., 69, 041702 (2004).
    [71] M. Rossle, L. Braun, D. Schollmeyer, R. Zentel, J.P.F. Lagerwall, F. Giesselmann, R. Stannarius. Liq. Cryst, 32, 533 (2005).
    [72] R.B. Meyer, L. Liebert, L. Strzelecki, P. Keller. J. Phys. Lett., 36, L69 (1975).
    [73] A. de Vries. J. chem. Phys., 71, 25 (1979).
    [74] A. de Vries. C. L. C. Lett., 49, 179 (1979).
    [75] A. de Vries, A. Ekachai, N. Spielberg. Mol. Cryst. Liq. Cryst. Lett., 49, 143 (1979).
    [76] M. Krueger, F. Giesselmann. Phys. Rev. E., 71, 041704 (2005).
    [77] A. Saipa, F. Giesselmann. Liq. Cryst, 29, 347 (2002).
    [78] K. Miyasato, S. Abe, H. Takezoe, A. Fukuda. Jpn. J. appl. Phys. Lett., 22, L661 (1983).
    [79] M. Radcliffe. personal communication (2002).
    [80] J. Schacht, H. Baethge, F. Giesselmann, P. Zugenmaier. J. mater. Chem., 8, 603 (1998).
    [81] P. Davidson, D. Petermann, A.M. Levelut. J. Phys. (Paris) II, 5, 113 (1995).
    [82] J. Xu, R. L. B. Selinger, J. V. Selinger, B. R. Ratna, and R. Shashidhar, Phys. Rev. E 60, 5584 (1999).
    [83] G. P. Crawford, R. E. Geer, J. Naciri, R. Shashidhar, and B. R. Ratna, Appl. Phys. Lett. 65, 2937 (1994).
    [84] J. Pavel and M. Glogarova, Ferroelectrics 114, 131 (1991).
    [85] K. Skarp, G. Andersson, T. Hirai, A. Yoshizawa, K. Hiraoka, H. Takezoe, and A. Fukuda, Jpn. J. Appl. Phys., 131, 1409 (1992).
    [86] R. E. Geer, S. J. Singer, J. V. Selinger, B. R. Ratna, and R. Shashidhar, Phys. Rev. E 57, 3059 (1998).
    [87] F. J. Bartoli, J. R. Lindle, S. R. Flom, R. Shashidhar, G. Rubin, J. V. Selinger, and B. R. Ratna, Phys. Rev. E 58, 5990 (1998).
    [88] M. D. Radcliffe, M. L. Brostrom, K. A. Epstein, A. G. Rappaport, B. N. Thomas, R. Shao, and N. A. Clark, Liq. Cryst, 26, 789 (1999).
    [89] J. Naciri, J. Ruth, G. Crawford, R. Shashidhar, and B. R. Ratna, Chem. Mater. 7, 1397 (1995).
    [90] F. J. Bartoli, J. R. Lindle, S. R. Flom, J. V. Selinger, B. R. Ratna, and R. Shashidhar, Phys. Rev. E 55, R1271 (1997).
    [91] J. R. Lindle, F. J. Bartoli, S. R. Flom, J. V. Selinger, R. Shashidhar, and B. R. Ratna, Mat. Res. Soc. Symp. Proc. 559, 33 (1999).
    [92] S. Inui, N. Iimura, T. Suzuki, H. Iwane, K. Miyachi, Y. Takanishi, and A. Fukuda, J. Mater. Chem. 6, 671 (1996).
    [93] B. Park, S.-S. Seomun, M. Nakata, M. Takahashi, Y. Takanishi, K. Ishikawa, and H. Takezoe, Jpn. J. Appl. Phys. 38, 1474 (1999).
    [94] S. Diele, P. Brand, and H. Sackman, Cryst. Liq. Cryst 16, 105 (1972).
    [95] A. Saupe, Liquid Crystals and Plastic Crystals, 1, 18 (1974).
    [96] P. J. Collings, B. R. Ratna, and R. Shashidhar, Phys. Rev. E 67, 021705 (2003).
    [97] R. Qui, J. T. Ho, and S. K. Hark, Phys. Rev. A 38,3 (1988).
    [98] R. B. Meyer, L. Liebert, L. Strzelecki and P. Keller, J. Phys., 36,69 (1975).
    [99] S. T. Lagerwall Ferroelectric and Antiferroelectric Liquid Crystals (Weinheim: Wiley–VCH) (1999).
    [100] N. A. Clark and S. T. Lagerwall, Appl. Phys. Lett. 36, 899 (1980).

    無法下載圖示 全文公開日期 2010/07/03 (校內網路)
    全文公開日期 本全文未授權公開 (校外網路)
    全文公開日期 本全文未授權公開 (國家圖書館:臺灣博碩士論文系統)
    QR CODE