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研究生:蕭壬翔
研究生(外文):Hsiao, Jen-Hsiang
論文名稱:無金屬苯胺乙炔紫質之製備及其修飾電極偵測汞離子之研究
論文名稱(外文):Preparation and Mercury Ion Detection of Free-Base (Aniline-Ethynyl)Porphyrin-Modified Electrodes
指導教授:林敬堯林敬堯引用關係
指導教授(外文):Lin, Ching-Yao
學位類別:碩士
校院名稱:國立暨南國際大學
系所名稱:應用化學系
學門:自然科學學門
學類:化學學類
論文種類:學術論文
論文出版年:2006
畢業學年度:94
語文別:中文
論文頁數:75
中文關鍵詞:紫質電化學電化學聚合汞離子化學感測器
外文關鍵詞:porphyrinelectrochemistryelectropolymerizationmercurysensor
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合成free-base mono(4-aniline-ethynyl)biphenylporphine,
free-base bis(4-aniline-ethynyl)biphenylporphine,
free-base mono(2-aniline-ethynyl)biphenylporphine以及free-base bis(2-aniline-ethynyl)biphenylporphine,分別簡稱為H2(4-AE)BPP、H2(4-AE)2BPP、H2(2-AE)BPP以及H2(2-AE)2BPP,並探討它們的電聚合反應。電化學與紫外光可見光譜的實驗結果顯示,當雙取代的H2(4-AE)2BPP及H2(2-AE)2BPP溶在DMF中可以在Pt、GCE、Au以及ITO電極表面進行電聚合反應。這些紫質在ITO表面所形成的電聚合薄膜,其氧化還原及吸收光譜性質與原本紫質溶於溶液中的基本性質沒有大幅度的改變,這建議電聚合反應不會大幅度的影響這些紫質的π共軛系統。反觀,單取代的H2(4-AE)BPP及H2(2-AE)BPP溶在DMF中,不管是使用Pt、GCE或ITO當工作電極,都無法有效的進行電聚合反應。
另外,我們運用代號H2(4-AE)2BPP和H2(2-AE)2BPP的紫質在GCE電極上所形成的電聚合膜在水溶液中偵測汞金屬離子。兩種修飾電極浸在含有HgCl2的水溶液中,可以觀察到增強的汞氧化電流訊號。H2(4-AE)2BPP所形成的修飾電極,其偵測的效果明顯的遠優於H2(2-AE)2BPP所修飾的電極。
Free-base mono(4-aniline-ethynyl)biphenylporphine, free-base bis(4-aniline-ethynyl)biphenylporphine, free-base mono(2-aniline-ethynyl)biphenylporphine and free-base bis(2-aniline-ethynyl)biphenylporphine [abbreviated as H2(4-AE)BPP, H2(4-AE)2BPP, H2(2-AE)BPP and H2(2-AE)2BPP] are synthesized and their electro-polymerization reactions are studied. Electrochemical and UV-Visible experiments show that H2(4-AE)2BPP and H2(2-AE)2BPP can be successfully electro-polymerized onto Pt, GCE, Au and ITO electrodes in DMF solution. The electro- polymerized porphyrin films on indium tin oxide (ITO) surfaces show no significant changes of their redox and spectral properties. This suggests that the π-conjugations system of these porphyrins are not greatly affected upon electro-polymerization. On the other hand, H2(4-AE)BPP and H2(2-AE)BPP can’t be successfully electro-polymerized onto Pt, GCE and ITO electrodes in DMF solution.
In addition, H2(4-AE)2BPP- and H2(2-AE)2BPP-modified GCE electrodes are used to dectect mecury(II) ion in aqueous solution. Upon applying the modified electrodes in HgCl2 solution, intensified redox currents of Hg2+ are detected. The modified electrodes of H2(4-AE)2BPP has better current-enhancement than H2(2-AE)2BPP ones on dectecting mecury(II) ion in aqueous solution.
一、簡介
1-1 紫質簡介及其重要性
1-2 紫質電聚合化學的介紹
1-3 研究方向及偵測汞金屬離子的動機
二、實驗部分
2-1 儀器設備
2-2 藥品
2-3 合成步驟
2-3-1 合成Zn(2-AE)BPP
2-3-2 合成H2(2-AE)BPP
2-3-3 合成Zn(2-AE)2BPP
2-3-4 合成H2(2-AE)2BPP

2-4 化合物鑑定結果 (NMR、Elemental Analysis、Mass)
2-4-1 H2(2-AE)BPP鑑定結果
2-4-2 H2(2-AE)2BPP鑑定結果
三、結果與討論
第一部分 H2(4-AE) BPP、H2(4-AE) 2BPP、H2(2-AE) BPP及H2(2-AE)2BPP的電化學(Cyclic voltammetry)基本性質探討
3-1-1 電化學 (Electrochemistry)
3-1-2 活性的探討
第二部分 H2(4-AE)2BPP及H2(2-AE)2BPP對汞金屬離子的偵測

3-2-1 H2(4-AE)2BPP及H2(2-AE)2BPP 對汞金屬離子的偵測之電聚合條件選擇
3-2-2 H2(4-AE)2BPP的部分
3-2-2-1 不同pH值對偵測汞離子的影響
3-2-2-2 電聚合不等量的紫質對偵測汞離子的影響
3-2-2-3 汞離子濃度對於修飾電極電流強度的測試
3-2-3 H2(2-AE)2BPP的部分
3-2-3-1 不同pH值對偵測汞離子的影響
3-2-3-2 電聚合不等量的紫質對偵測汞離子的影響
3-2-3-3 汞離子濃度對於修飾電極電流強度的測試
3-3 干擾離子的影響
四、結論
參考文獻
附錄一
附錄二
1.J. T. Groves, R. C. Haushalter, M. Nakamura, T. E. Nemo, B. J. Evans,J. Am. Chem. Soc. 103 (1981) 2884.
2.物理雙月刊 2004年6月廿六卷三期 P.465
3.A. Bettelheim, B. A. White, S. A. Raybuck, R. W. Murray,
Inorg. Chem. 26 (1987) 1009.
4.(a) C. Armengaud, P. Moisy, F. Bedioui, J. Devynck, C. Bied-Charreton, J. Electroanal. Chem. 277 (1990) 197. (b) A. Deronzier, R. Devaux, D. Limozin, J. M. Latour, J. Electroanal. Chem. 324 (1992) 325.
5.I. De Gregori, M.Carrier, A.Deronzier, J. C. Moutet, F. Bedioui, J.Devynck, J. Chem. Soc. Faraday Trans. 88 (1992) 1567.
6.(a) A. Bettelheim, B. A.White, S. A.Raybuck, R. W. Murray, Inorg. Chem. 26 (1987) 1009. (b) B. A. White, R. W. Murray, J. Electroanal. Chem. 189 (1986) 345 (c) J. Havon, A. Raveh, A. Bettelheim, J. Electroanal. Chem. 359 (1993) 209.
7.(a) A. Bettelheim, B. A. White, S. A. Raybuck, R. W. Murray, Inorg. Chem. 26 (1987) 1009. (b) T. L. Blair, J. R. Allen, S. Daunert, L. G. Bachas, Anal. Chem. 65 (1993) 2155. (c) L. Czuchajowski, J. E. Bennett, S. Goszczynski, D. E. Wheeler, A. K. Wisor, T. Malinski, J. Am. Chem. Soc. 111 (1989) 607.
8.(a) K. A. Macor, T. G. Spiro, J. Am. Chem. Soc. 105 (1983) 5601. (b) J. Younathan, K. S. Wood, T. J. Meyer, Inorg. Chem. 31 (1992) 3280.
9.(a) F. Bedioui, C. Bongars, C. Hinnen, C. Bied-Charreton, J. Devynck, Bull. Soc. Chim. Fr. (1986) 679. (b) F. Bedioui, C. Bongars, J. Devynck, C. Bied-Charreton, C. Hinnen, J. Electrounul. Chem. 207 (1988) 87. (c) I. De Gregori, M. Carrier, A. Deronzier, J. C. Moutet, F. Bedioui, J. Devynck, J. Chem. Soc. Faraday Trans. 88 (1992) 1567. (d) F. Bedioui, Y. Bouhier, C. Sorel, J. Devynck, L. Coche-Guerrente, A. Deronzier, J. C. Moutet, Electrochem. Acta 38 (1993) 2485.
10.J. E. Bennett, A. Burewicz, D. E. Wheeler, I. Eliezer, L. Czuchajowski, T. Malinski, Inorg. Chim. Acta 271 (1998) 167.
11.M. Schaferling, P. Bauerle, Synthetic Metals 101 (1999) 38.
12.(a) B. Ballarin, R. Seeber, L. Tassi, D. Tonelli, Synthetic Metals 114 (2000) 279. (b) B. Ballarin, S. Masiero, R. Seeber, D. Tonelli, J. Electroanal. Chem. 449 (1998) 173.
13.C. Poriel, Y. Ferrand, P. Le Maux, J. Raul-Berthelot, G. Simonneaux Chem. Commun. (2003) 1104.
14.(a) M. Khorasani-Motlagh, M. Noroozifar, A. Ghaemi, N. Safari, J. Electroanal. Chem. 565 (2004) 115. (b) M. Lucero, G. Ramirez, A. Riquelme, I. Azocar, M. Isaacs, F. Armijo, J. E. Forster, E. Trollund, M. J. Aguirre, D. Lexa, J. Mol. Catal. A: Chem. 221 (2004) 71. (c) F. Armijo, M. Isaacs, G. Ramirez, E. Trollund, J. Canales, M. J. Aguirre, J. Electroanal. Chem. 566 (2004) 315. (d) C. Poriel, Y. Ferrand, P. Le Maux, C. Paul, J. Rault-Berthelot, G. Simonneaux, Chem. Commun. (2003) 2308. (e) S. Griveau, V. Albin, T. Pauporte, J. H. Zagal, F. Bedioui, J. Mater. Chem. 12 (2002) 225 (f) J. Grodkowski, P. Neta, E. Fujita, A. Mahammed, L. Simkhovich, .Z. Gross, J. Phys. Chem. A 106 (2002) 4772. (g) S. Griveau, F. Bedioui, Electroanalysis 13 (2001) 253.
15.(a) R. Paolesse, C. Di Natale, M. Burgio, E. Martinelli, E. Mazzonec, G. Palleschi, A. D Amico, Sensors and Actuators B 95 (2003) 400. (b) C. Lee, D. H. Lee, J.-I. Hong, Tetrahedron Letters 42 (2001) 8665. (c) N. Diab, W. Schuhmann, Electrochimica Acta 47 (2001) 265. (d) A. S. Holmes-Smith, A. Hamill, M. Campbell, M. Uttamlal, Analyst 124 (1999) 1463. (e) M. Pontie, F. Bedioui, J. Devynck, Electroanalysis 11 (1999) 845. (f) E. M. Bruti, M. Giannetto, G. Mori, R. Seeber, Electroanalysis 11 (1999) 565. (g) R. Volf, T. V.Shishkanova, P. Matejka, M. Hamplova, V. Kral, Analytica Chimica Acta 381 (1999) 197. (h) F. D'Souza, Y. Y. Hsieh, H. Wickman, W. Kutner, Electroanalysis 9 (1997) 1093.
16.G. Ramachchandraiah, F. Bedioui, J. Devynck, M. Serrar, C. Bied-Charreton, J.Electroanal.Chem. 319 (1991) 395.
17.(a) D. M. Mohilner, R. N. Adams, W. J. Argersinger, J. Am. Chem. Soc. 84 (1962) 3618. (b) F. A. Viva, E. M. Andrade, M. I. Florit, F. V. Molina, Phys. Chem. Chem. Phys. 4 (2002) 2293.
18.S. Sadki, P. Schottland, N. Brodie, G. Sabouraud, Chem. Soc. Rev. 29 (2000) 283.
19.S. Daunert, S. Wallas, A. Floridp, L. G. Bachas, Anal. Chem. 63 (1991) 1676.
20.D. M. Kliza, M. E. Meyerhoff, Electroanalysis 4 (1992) 841.
21.V. K. Gupta, A. K. Jain, L. P. Singh, U. Khurana. Analytica Chimica Acta 355 (1997) 33.
22.(a) R. Volf, T. V. Shishkanova, P. Matejka, M. Hamplova, V. Kral, Analytica Chimica Acta 381 (1999) 197. (b) H. Winnischofer, S. de Souza Lima, K. Araki, H. E. Toma, Analytica Chimica Acta 480 (2003) 97. (c) A. Ciszewski, G. Milczarek, Electroanalysis 10 (1998) 791. (d) R. Paolesse, C. Di Natale, M. Burgio, E. Martinelli, E. Mazzone, G. Palleschi, A. D’Amico, Sensors and Actuators B95 (2003) 400. (e) T. Malinski, A. Ciszewski, J. R. Fish, Anal. Chem. 62 (1990) 909.
23.(a) For a recent review see: K. M. Kadish, E. V. Caemelbeckeand G. Royal, in The Porphyrin Handbook, eds. K. M. Kadish, K. M. Smith and G. Guilard, Academic Press, New York, vol. 8 (2000) 1–97. (b) for a database of porphyrin redox potentials in non-aqueous media see: K. M. Kadish, G. Royal, E. V. Caemelbecke and L. Gueletti, in The Porphyrin Handbook, eds. K. M. Kadish, K. M. Smith and G. Guilard, Academic Press, New York, vol. 9 (2000).
24.T. Kawakami, S. Igarashi, Analytica. Chimica Acta 354 (1997) 159.
25.(a) C.-Y. Lin, L.-C. Chuang, Y.-F. Yang, C.-L. Lin, H.-C. Kao and W.-J. Wang, Dalton Trans. (2004) 456–462. (b) C.-Y. Lin, L.-C. Chuang, Y.-C. Lin and C.-L. Lin, Dalton Trans. (2004) 4006–4007. (c) P. Siemsen, R. C. Livingston, F. Diederich, Angew.Chem. Int. Ed. 39 (2000) 2632. (d) U. H. F. Bunz, Chem. Rev. 100 (2000) 1605. (e) S. I. Yang, S. Prathapan, M. A. Miller, J.Seth, D. F. Bocian, J. S. Lindsey, D. J. Holten, Phys. Chem. B 105 (2001) 8249. (f) I. M. Blake, L. H. Rees, T. D. W. Claridge, H. L. Anderson, Angew. Chem. Int. Ed. 39 (2000) 1818. (g) C. C. Mak, D. Pomerane, M. Montalti, L. Prodi, J. K. M. Sanders, Chem. Commun. (1999)1083–1084. (h) D. P. Arnold, D. A. James, J. Org. Chem. 62 (1997) 3460. (i) V. S.-Y. Lin, M. J. Therien, Chem. Eur. J. 1 (1996) 645. (j) B. Jiang, S.-W. Yang, D. C. Barbini, W. E. Jones, Jr., Chem. Commun. (1998) 213–214.
26.Induction to Spectroscopy, eds. D. L. Pavia, G. M. Lampman and G. S. Kriz, Thomson Learning Inc., (Brooks/Cole), London, 3rd edn., ch. 7 (2001) 378–380.
27.(a) D. Kim, A. Osuka, J. Phys. Chem. A 107 (2003) 8791. (b) D. Holten, D. F. Bocian, J. S. Lindsey, Acc. Chem. Res. 35 (2002) 57. (c) J. Wojaczynski, L. Latos-Grazynski, Coord.Chem. Rev. 204 (2000) 113.
28.人民網-環保史話2004年12月27號。
29.台灣濕地90年4月號第23期。
30.(a) 科學月刊全文資料庫 1995年1月301期。(b) 國立中山大學化學研究所碩士論文,研究生: 王俊元,八十九年七月撰。
31.(a) S. R. Shean, L. S. Shih, Analyst 117 (1992) 1691. (b) S. K. Srivastva, V. K. Gupta, S. Jain, Anal. Chem. 68 (1996) 1272. (c) F. N. Assubaie, G. J. Moody, J. D. R. Thomas, Analyst 114 (1989) 1545.
(d) R. K. Mahajan, M. Kumar, V. Sharma, I. Kaur, Analyst 126 (2001) 505. (e) R. K. Mahajan, M. Kumar, V. Sharma, I. Kaur, H. Singh, R. Kumar, Tetrahedron Lett. 42 (2001) 5315. (f) R. K. Mahajan, O. Parkash, Talanta 52 (2000) 691. (g) P. Buhlmann, E. Pretsch, E. Bakker, Chem. Rev. 98 (1998) 1593. (h) Y.-T. Kong, Y.-J. Bae, Y.-B. Shim, Bull. Korean Chem. Soc. 23 (2002) 346.
32.X.-B. Zhang, C.-C. Guo, Z.-Z. Li, G.-L. Shen, R.-Q. Yu, Anal. Chem. 74 (2002) 821.
33.I. Turyan, M. Atiya, D. Mandler, Electroanalysis 13 (2001) 8.
34.M. Plaschke, R. Czolk, H. J. Ache, Analytica Chimica Acta 304 (1995) 107.
35.(a) C. Wang, H. Li, Electroanalysis 10 (1998) 1. (b) P. T. Bolger, D. C. Szlag, Environ. Sci. Technol. 36 (2002) 4430. (c) M. Ahmad, H. Hamzah, E. S. Marsom, Talanta 47 (1998) 275. (d) R. K. Mahajan, I. Kaur, T. S. Lobana, Talanta 59 (2003) 101. (e) M. H. Mashhadizadeh, I. Sheikhshoaie, Talanta 60 (2003) 73. (f) R. Yang , K. Li, K. Wang, F. Liu, N. Li, F. Zhao, Analytica Chimica Acta 469 (2002) 285.
36.國立暨南國際大學應用化學研究所碩士論文,研究生:劉智明,九十四年七月撰。
37.R.-H. Yang, K.-M. Wang, D. Xiao, X.-H. Yang, H.-M. Li, Analytica Chimica Acta 404 (2000) 205.
38.(a) J. Lu, X. He, X. Zeng, Q. Wan, Z. Zhang, Talanta 59 (2003) 553. (b) K.-S. Yoo, S.-B. Woo, J.-Y. Jyoung, Bull. Korean Chem. Soc. 24 (2003) 27. (c) Y.-T. Kong, Y.-J. Bae, Y.-B. Shim, Bull. Korean Chem. Soc. 23 (2002) 346.
39.(a) G. Somer, Ü. Ünal, Talanta 62 (2004) 323. (b) M. HIRAIDE, W. SHIBATA, Analytical sciences december 14 (1998) 1085.
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