博碩士論文 109223058 詳細資訊




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姓名 羅威智(Wei-Chih Lo)  查詢紙本館藏   畢業系所 化學學系
論文名稱 藉由改變imine連接基合成對稱與不對稱桿狀液晶及其性質探討
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摘要(中) 系列一是由含ketone-aldehyde及茶環2號位置有OH的結構與不同 amine之化合物進行schiff base反應成功合成出一系列配未基 1a-c ,並與 boron difluoride (BF2) 形成錯合物 1a-c BF2。由實驗結果發現,化合物 1a 因層與層間存有作用力但由於距離偏長,導至其作用力變小,導致層與層間排列不夠緊密,故化合物 1a皆形成 N 相,而1b (n = 8) 形成 SmA 相其餘皆為SmC;1c 短碳數 (n = 8~12) 皆表現出桿狀液晶 SmC,而1c 長碳數 (n = 14、16) 皆不具有液晶性質。
系列二同樣是是由含ketone-aldehyde結構為核心,與不同對稱的 amine 進行schiff base反應,成功合成出一系列配位基 2a,希望藉由改變中間連接碳數長短,誘導出不同的液晶性質。以由實驗結果發現,隨者中間連接基碳數的不同有 SmA 及SmC 相,並具有奇偶效應化合物 2a (m = 3~7) 皆表現出層狀液晶相,其中連接基為奇數時為單向液晶 SmA;當連接基為偶數時為雙向液晶 SmC。
摘要(英) Two series of mesogenic compounds were prepared and studied in this thesis. All compounds described were characterized via 1H-NMR, 13C-NMR, MS and elemental analysis. The mesophases were studied and investigated by POM, DSC, and the structures of the mesophases were also confirmed by variable temperature X-ray diffraction experiments. In the first series, we succeed to synthesize the ligand 1a-c and their complexes 1a-c BF2. The compound 1a are N phase; compound 1b have SmA and SmC phase; compound 1c is Smc phase, then the compound 1a-c coordination with boron difluoride (BF2) for the metal ligand complexes are formed 1a-c BF2 were nonmesogenic
The second series is also based on the ketone-aldehyde-containing structure as the core, and the schiff base reaction with different symmetrical amines has successfully synthesized a series of ligands 2a. It is hoped that by changing the length of the carbon number of the intermediate connection, different liquid crystal properties can be induced. . According to the experimental results, it is found that there are SmA and SmC phases depending on the carbon number of the intermediate linker, and the compound 2a (m = 3~7) with an odd-even effect all exhibits a lamellar liquid crystal phase, in which the linker is an odd number. Directional liquid crystal SmA; when the connecting group is even, it is bidirectional liquid crystal SmC.
關鍵字(中) ★ 疊圖觀察 關鍵字(英) ★ BF3‧Et2O
論文目次 中文摘要 i
Abstract i
謝誌 iii
第一章 緒論 1
1-1 液晶簡介 2
1-2 液晶分子之基礎架構 3
1-3-1 桿狀液晶 11
1-3-2 盤狀液晶 12
1-4 無機液晶材料之特性 6
1-5 Boron difluoride complex 簡介 14
1-6 研究動機 16
1-6-1 系列一研究動機 16
1-6-2 系列二研究動機 18
第二章 模型分子的設計與合成 19
2-3 實驗流程 19
2-3-1系列一之實驗流程 19
2-3-2系列一之分子設計概念 20
2-4-1系列二之實驗流程 22
2-4-2系列二之之分子設計概念 24
第三章 結果與討論 24
3-1系列一之結構與代號 25
3-1-1 系列一化合物之合成探討 26
3-1-2 系列一化合物 1H NMR 探討 28
3-1-3系列一化合物之偏光紋理圖 31
3-1-4系列一化合物之熱微差掃描分析儀(DSC) 36
3-1-5系列一化合物之熱重量分析結果 41
3-1-6系列一化合物之 Powder X-ray 分析與分子模擬排列 43
3-1-7系列一化合物 1c 之單晶探討 43
3-1-8系列一化合物 1a (n=12) 分子排列探討 51
3-1-9系列一化合物 1a-c 及 1a-c BF2 之光學性質探討 52
3-1-10系列一結論 52
3-2 系列二化合物性質探討 55
3-2-1 系列二之結構與代號 55
3-2-2系列二化合物1H NMR探討 56
3-2-3 系列二化合物之偏光紋理圖 (POM) 57
3-2-4系列二化合物之熱微差掃描分析儀 (DSC) 59
3-2-5系列二化合物之熱重量分析結果 63
3-2-7 系列二化合物之Powder X-ray 分析與分子模擬排列 64
3-2-8系列二化合物之光學性質探討 67
3-2-9系列二結論 68
第四章 實驗部分 69
4-1 實驗藥品 70
4-2 儀器設備 72
4-3 合成詳細步驟 75_Toc74422224
參考文獻 97
附圖 102
參考文獻 1. P. J. Collings, M. Hird, 楊怡寬, 郭蘭生, 鄭殷立, 液晶化學及物理入門, 2001.
2. H. T. Nguyen, C. Destrade and J. Malthete, Adv. Mater., 1997, 9, 375-388.
3. Eugene Kwan, Evans Group Seminar., 2009.
4. Richard P. Matthews, Tom Welton and Patricia A. Hunt, Phys. Chem. Chem. Phys., 2014, 16, 3238-3253.
5. Peter S. Pershan, Physics Today, 1982, 35,, 34-39.
6. C. R. Wen, Y. J. Wang and C. K. Lai, Chem. Mater., 2005, 17, 1646-1654.
7. E. J. Foster and C. Lavigueur, J. Mater. Chem., 2005, 15, 4062-4068.
8. F. Morale and R. W. Date, Chem. Eur. J., 2003, 9, 2484-2501.
9. H. Fischer; T. Plesnivy; M. Seitz, J. Mater. Chem. 1998, 8, 343-351.
10. T. Renouard; R. A. Fallahpour; M. Gratzel, Inorg. Chem. 2002, 41, 367-378.
11. U. Pietrasik; J. Szydłowska; A. Krówczyński, Chem. Mater., 2004, 16, 1485-1492.
12. M. Bose; K. Ohta; Y. Babu; M. D. Sastry, Chemical Physics Letters, 2000, 324, 330-336.
13. R. Tamura; Y. Uchida; N. Ikuma, J. Mater. Chem., 2008, 18, 2872-1876.
14. S. H. Simpson; R. M. Richardson; S. Hanna, Journal of Chemical Physics, 2007, 127, 104901.
15. C. Tan; B. M. Fung, Liq. Cryst., 2003, 30, 623-626.
16. G. Carbone; G. Lombardo; R. Barberi, Physical Review Letters, 2009, 103, 167801.
17. R. W. Date; E. F. Iglesias; D. W. Bruce, Dalton Trans., 2003, 1914-1931.
18. D. Pucci; G. Barberio; E. I. Szerb, Eur. J. Inorg. Chem., 2005, 12, 2457-2463.
19. A. Loudet and K. Burgess, Chem. Rev., 2007, 107, 4891-4932.
20. G. Ulrich , R. Ziessel and A. Harriman, Angew. Chem, 2008, 47, 1184-1201.
21. N. Boens , V. Leen and W. Dehaen, Chem. Soc. Rev., 2012, 41, 1130-1172.
22. A. Kamkaew , S. H. Lim , H. B. Lee , L. V. Kiew , L. Y. Chung and K. Burgess, Chem. Soc. Rev., 2013, 42, 77-88.
23. X. Li and Y. A. Son, Dyes Pigm., 2014, 107, 182-187.
24. C. Qian, M. Liu, G. Hong, P. Xue, P. Gong and R. Lu, Org. Biomol. Chem., 2015, 13, 2986-2998.
25. M. Santra, H. Moon, M. H. Park, T. W. Lee, Y. K. Kim and K. H. Ahn, Chem. Eur. J., 2012, 18, 9886-9893.
26. J. Massue, D. Frath, G. Ulrich, P. Retailleau and R. Ziessel, Org. Lett., 2012, 14, 230-233.
27. J. S. Lee, N. Y. Kang, Y. K. Kim, A. Samanta, S. Feng, H. K. Kim, M. Vendrell, J. H. Park and Y. T. Chang, J. Am. Chem. Soc., 2009, 131, 10077-10082.
28. G. Zhang, G. M. Palmer, M. W. Dewhirst and C. L. Fraser., Nat. Mater., 2009, 8, 747-751.
29. A. Ojida, T. Sakamoto, M. A. Inoue, S. H. Fujishima, G. Lippens and I. Hamachi, J. Am. Chem. Soc., 2009, 131, 6543-6548.
30. T. Kowada, H. Maeda and K. Kikuchi, Chem. Soc. Rev., 2015, 44, 4953-4972.
31. M. Chapran, E. Angioni, N. J. Findlay, B. Breig, V. Cherpak, P. Stakhira, T. Tuttle, D. Volyniuk, J. V. Grazulevicius, Y. A. Nastishin, O. D. Lavrentovich and P. J. Skabara, ACS Appl. Mater. Interfaces, 2017, 9, 4750-4757.
32. Q. Tang, W. Si, C. Huang, K. Ding, W. Huang, P. Chen, Q. Zhang and X. Dong, J. Mater. Chem. B, 2017, 5, 1566-1573.
33. D. O. Frimannsson, M. Grossi, J. Murtagh, F. Paradisi and D. F. O’Shea, J. Med. Chem., 2010, 53, 7337-7343.
34. A. D’Aléo and F. Fages, Photochem. Photobiol. Sci., 2013, 12, 500-510.
35. M. Mamiya, Y. Suwa, H. Okamoto and M. Yamaji, Photochem. Photobiol. Sci., 2016, 15, 928-936.
36. D. J. Wang, B. P. Xu, X. H. Wei and J. Zheng, J. Fluorine Chem., 2012, 140, 49-53.
37. K. Ono, K. Yoshikawa, Y. Tsuji, H. Yamaguchi, R. Uozumi, M. Tomura, K. Taga and K. Saito, Tetrahedron, 2007, 63, 9354-9358.
38. R. Yoshii, A. Nagai, K. Tanaka and Y. Chujo, Macromol. Rapid Commun., 2014, 35, 1315-1319.
39. R. S. Singh, M. Yadav, R. K. Gupta, R. Pandey and D. S. Pandey, Dalton Trans., 2013, 42, 1696-1707.
40. M. J. Kwak and Y. Kim, Bull. Korean Chem. Soc., 2009, 30, 2865-2866.
41. K. Benelhadj, J. Massue and G. Ulrich, New J. Chem., 2016, 40, 5877-5884.
42. Q. Liu, X. Wang, H. Yan, Y. Wu, Z. Li, S. Gong, P. Liu and Z. Liu, J. Mater. Chem. C, 2015, 3, 2953-2959.
43. T. M. H. Vuong, J. W. Aubatin, J. F. Lohier, N. Bar, S. Boudin, C. Labbé, F. Gourbilleau, H. Nguyen, T. T. Dang and D. Villemin, New J. Chem., 2016, 40, 6070-6076.
44. Y. Meesala, V. Kavala, H. C. Chang, T. S. Kuo, C. F. Yao and W. Z. Lee, Dalton Trans., 2015, 44, 1120–1129.
45. W. Li, W. Lin, J. Wang and X. Guan, Org. Lett., 2013, 15, 1768–1771.
46. H. M. Ko, J. Korean Chem. Soc., 2016, 60, 21-27.
47. S. M. Barbon, J. T. Price, P. A. Reinkeluers and J. B. Gilroy, Inorg. Chem., 2014, 53, 10585-10593.
48. X. Zhang, H. Yu and Y. Xiao, J. Org. Chem., 2012, 77, 669-673.
49. A. D′Aléo, A. Felouat, V. Heresanu, A. Ranguis, D. Chaudanson, A. Karapetyan, M. Giorgi and F. Fages, J. Mater. Chem. C, 2014, 2, 5208–5215.
50. E. C. Laage, J. F. Allem, O. Ruel, J. B. Baudin, V. Croquette, M. B. Desce, and L. Jullien, Chem. Eur. J., 2004, 10, 1445-1455.
51. L. A. Padilha, S. Webster, O. V. Przhonska, H. Hu, D. Peceli, T. R. Ensley, M. V. Bondar, A. O. Gerasov, Y. P. Kovtun, M. P. Shandura, A. D. Kachkovski, D. J. Hagan and E. W. Van Stryland, J. Phys. Chem. A, 2010, 114, 6493-6501.
52. C. Ran, X. Xu, S. B. Raymond, B. J. Ferrara, K. Neal, B. J. Bacskai, Z. Medarova and A. Moore, J. Am. Chem. Soc., 2009, 131, 15257-15261.
53. M. J. Mayoral, P. Ovejero, M. Cano and G. Orellana, Dalton Trans., 2011, 40, 377-383.
54. A. Sakai, M. Tanaka, E. Ohta, Y. Yoshimoto, K. Mizuno and H. Ikeda, Tetrahedron Lett., 2012, 53, 4138-4141.
55. G. Zhang, J. Chen, S. J. Payne, S. E. Kooi, J. N. Demas and C. L. Fraser, J. Am. Chem. Soc., 2007, 129, 8942-8943.
56. Y. Sun, D. Rohde, Y. Liu, L. Wan, Y. Wang, W. Wu, C. Di, G. Yu and D. Zhu, J. Mater. Chem., 2006, 16, 4499-4503.
57. C. A. DeRosa, J. S. Kosicka, Z. Fan, H. C. Hendargo, D. H. Weitzel, G. M. Palmer and C. L. Fraser, Macromolecules, 2015, 48, 2967-2977.
58. R. Yoshii, A. Nagai, K. Tanaka and Y. Chujo, Chem. Eur. J., 2013, 19, 4506-4512.
59. R. Tan, Q. Lin, Y. Wen, S. Xiao, S. Wang, R. Zhang and T. Yi, CrystEngComm, 2015, 17, 6674-6680.
60. A. Loudet and K. Burgess, Chem. Rev., 2007, 107, 4891-4932.
61. N. Boens, V. Leen and W. Dehaen, Chem. Soc. Rev., 2012, 41, 1130-1172.
62. Miriam Más-Montoya, María F. Montenegro, Arturo Espinosa Ferao, Alberto Tárraga, José Neptuno Rodríguez-López, and David Curiel, Organic Letters, 2020, 22, 3356-3360.
63. Ju Mei, Yuning Hong, Jacky W. Y. Lam, Anjun Qin, Youhong Tang and Ben Zhong Tang Adv. Mater. 2014, 26, 5429-5479.
64. Luyi Zong, Yujun Xie, Can Wang, Jian-Rong Li, Qianqian Li and Zhen Li, Chem. Commun., 2016, 52, 11496-11499.
65. 王國維, 碩士論文, 中央大學化學研究所, 民國 87 年
66. Hongbo Lu, Shanna Zhang Aixiang Ding, Miao Yuan, Guiyu Zhang, Wei Xu, Guobing Zhang, Xianghua Wang, Longzhen Qiu and Jiaxiang YangNew J. Chem., 2014, 38, 3429-3433.
指導教授 林子超 賴重光(Zi-Chao Lin Chong Kuang Lai) 審核日期 2022-8-11
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