聚(1-乙烯基-3-烷基咪唑鹽)之合成與抗菌性能研究

本研究探討聚離子液體[Poly(ionic liquid)s]於抗菌效能之研究。由於近代合成抗菌劑的應用已經非常普遍,種類繁多且各具特色,但具有廣泛、良好的抗菌性能,且低毒性的抗菌劑,是未來主要的研究發展方向之一。我們將極具發展潛力的綠色溶劑-離子液體,作為抗菌高分子的材料,就聚離子液體中陽離子烷鏈長度與不同陰離子的結構變化來探討其在抗菌性能的影響。在抗菌高分子的開發上,我們利用1-乙烯基咪唑(1-vinyl Imidazole)為起始物,與不同碳鏈長度之烷基溴化物反應後,製備出不同類型之溴化乙烯咪唑鹽單體,接著進行自由基聚合反應後可得本論文所探討的抗菌高分子材料,並於室溫下將此抗菌劑材料進行...

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Main Authors: 林宣妤, Hsuan-Yu Lin
Other Authors: 何文岳, 嘉南藥理科技大學:化妝品科技研究所
Format: Thesis
Language:Chinese
English
Published: 2008
Subjects:
Online Access:https://ir.cnu.edu.tw/handle/310902800/10433
https://ir.cnu.edu.tw/bitstream/310902800/10433/1/index.html
id ftchiananuniv:oai:ir.cnu.edu.tw:310902800/10433
record_format openpolar
institution Open Polar
collection Chia Nan University of Pharmacy & Science Institutional Repository (CHNAIR)
op_collection_id ftchiananuniv
language Chinese
English
topic 紙錠表面抗菌試驗
聚離子液體
咪唑鹽
最低抑菌濃度
最低殺菌濃度
Disc-surface assay
Poly (Ionic liquid)s
Minimal bactericidal concentration (MBC)
1-vinylimidazole
Minimal inhibitory concentration (MIC)
spellingShingle 紙錠表面抗菌試驗
聚離子液體
咪唑鹽
最低抑菌濃度
最低殺菌濃度
Disc-surface assay
Poly (Ionic liquid)s
Minimal bactericidal concentration (MBC)
1-vinylimidazole
Minimal inhibitory concentration (MIC)
林宣妤
Hsuan-Yu Lin
聚(1-乙烯基-3-烷基咪唑鹽)之合成與抗菌性能研究
topic_facet 紙錠表面抗菌試驗
聚離子液體
咪唑鹽
最低抑菌濃度
最低殺菌濃度
Disc-surface assay
Poly (Ionic liquid)s
Minimal bactericidal concentration (MBC)
1-vinylimidazole
Minimal inhibitory concentration (MIC)
description 本研究探討聚離子液體[Poly(ionic liquid)s]於抗菌效能之研究。由於近代合成抗菌劑的應用已經非常普遍,種類繁多且各具特色,但具有廣泛、良好的抗菌性能,且低毒性的抗菌劑,是未來主要的研究發展方向之一。我們將極具發展潛力的綠色溶劑-離子液體,作為抗菌高分子的材料,就聚離子液體中陽離子烷鏈長度與不同陰離子的結構變化來探討其在抗菌性能的影響。在抗菌高分子的開發上,我們利用1-乙烯基咪唑(1-vinyl Imidazole)為起始物,與不同碳鏈長度之烷基溴化物反應後,製備出不同類型之溴化乙烯咪唑鹽單體,接著進行自由基聚合反應後可得本論文所探討的抗菌高分子材料,並於室溫下將此抗菌劑材料進行陰離子的交換反應,經純化後即可得另外兩種不同陰離子類型( PF6-, BF4-)的聚離子液體。 由紙錠表面抗菌試驗的結果顯示,聚離子液體以P(C8ImBF4)對五種菌的抗菌效能均最佳,其中以對革蘭氏陽性菌之(B. subtilis)的效果最顯著,對革蘭氏陰性菌的抗菌效能最差,在三組陰離子類型聚離子液體的抗菌效能以PF6-系列最差。P(C2ImBr)聚離子液體對(B. subtilis)與白色念珠菌(C. albicans)之最低抑菌濃度(MIC)與最低殺菌濃度(MBC)分別為(5 mg/mL, 7 mg/mL)與(2 mg/mL, 5 mg/mL)。綜合所有實驗結果得知聚離子液體結構中烷鏈(Alkyl)的長度與陰離子的類型均會影響抗菌效能。 This study is focused on the antiseptic effect of poly(ionic liquid)s. Although a great diversity of synthetic antibacterial all have their own specific characteristics and also been used widely in recent years. However an antibacterial with broad, excellent and low-toxic behaviors is still under demand. Poly(ionic liquid)s, which is also known as a green solvent, was used for the antiseptic capability studies. Alkyl bromide polymer was first synthesized from 1-vinylimidazole, the product was then undergoing an anion exchange reaction at room temperature; two types of anion polymers (PF6-, BF4-) were found after purification. The antimicrobial result of Disc-surface assay showed that P(C8ImBF4) has the best efficiency in all of five microorganisms, especially in gram-positive bacteria (B. subtilis) but not for the gram-negative bacteria. In general, PF6- series of poly(ionic liquid)s had the worst antimicrobial effect within three anion group. The minimal inhibitory concentration (MIC) and the minimal bactericidal concentration (MBC) of P(C2ImBr) are 5 and 7 mg/mL for B. subtilis, 2 and 5 mg/mL for C .albicans, individually. The experimental result, water affinity partial P(C4ImBr) is better than the P(C2ImBr) antibacterial effect, but the sparse water type experiment result is best antibacterial of ability by the P(C2ImBr). Our experimental data showed that the different length of carbon chain ...
author2 何文岳
嘉南藥理科技大學:化妝品科技研究所
format Thesis
author 林宣妤
Hsuan-Yu Lin
author_facet 林宣妤
Hsuan-Yu Lin
author_sort 林宣妤
title 聚(1-乙烯基-3-烷基咪唑鹽)之合成與抗菌性能研究
title_short 聚(1-乙烯基-3-烷基咪唑鹽)之合成與抗菌性能研究
title_full 聚(1-乙烯基-3-烷基咪唑鹽)之合成與抗菌性能研究
title_fullStr 聚(1-乙烯基-3-烷基咪唑鹽)之合成與抗菌性能研究
title_full_unstemmed 聚(1-乙烯基-3-烷基咪唑鹽)之合成與抗菌性能研究
title_sort 聚(1-乙烯基-3-烷基咪唑鹽)之合成與抗菌性能研究
publishDate 2008
url https://ir.cnu.edu.tw/handle/310902800/10433
https://ir.cnu.edu.tw/bitstream/310902800/10433/1/index.html
genre Sibirica
genre_facet Sibirica
op_relation 校內校外均不公開
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McCarron ., "Microbiological Methods for Cosmetics August", Chapter 23, 2001. 24. AOAC International., "Official Methods of Analysis ", 16th ed., Aoac International, Arlington, Va. sec. 975.55. 1995. 25. Bennett, R.W., M. Yeterian, W. Smith, C.M. Coles, M. Sassaman, and F.D. McClure. " Staphylococcus aureus identification characteristics and enterotoxigenicity. " J. Food Sci. 51:1337-1339, 1986. 26. Sperber, W.H., Tatini, S.R., "Interpretation of the tube coagulase test for identification of Staphylococcus aureus. " Appl. Microbiol. 29:502-505, 1975. 27. Bacteriological Analytical Manual, 8th Edition, Revision A, Chapter 14, 1998. 28. Roberts, R. J., "Restriction and modification enzymes and their recognition sequences." Nucleic Acids Res.13: 165-200, 1985. 29. Patrick R. M., and J. B. Ellen., "Bacillus and Recently Derived Genera. Manual of Clinical Microbiology." p.357-366, 1999. 30. Natalie Ben-Zur, Daniel M. 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https://ir.cnu.edu.tw/handle/310902800/10433
https://ir.cnu.edu.tw/bitstream/310902800/10433/1/index.html
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spelling ftchiananuniv:oai:ir.cnu.edu.tw:310902800/10433 2023-05-15T18:19:41+02:00 聚(1-乙烯基-3-烷基咪唑鹽)之合成與抗菌性能研究 Synthesis and antimicrobial properties of poly(1-vinyl-3-Alkyl imidazolium) salts 林宣妤 Hsuan-Yu Lin 何文岳 嘉南藥理科技大學:化妝品科技研究所 2008 142 bytes application/octet-stream https://ir.cnu.edu.tw/handle/310902800/10433 https://ir.cnu.edu.tw/bitstream/310902800/10433/1/index.html zh_TW en_US chi eng 校內校外均不公開 1. 蔡文城, 蔡岳廷., "藥品微生物學", 2006. 2. David C. Steinberg., "Water Activity", Vol. 122, No.3 /March, 2007. 3. 王三郎, "應用微生物", Chapter 2, 2008. 4. 趙崇立, "化工新型材料", 27(8):35-36, 1999. 5. 張文鉦, 于鴻潮, "化工新型材料", 28(2):20-22, 2000. 6. 張文鉦, 張羽天, "化工新型材料", 28(6):25-27, 2000. 7. 張文鉦, 張羽天, "化工新型材料", 27(7):18-19, 1999. 8. 江山., "Petrochemical Technology", Vol. 32, No.7, 2003. 9. 李準忠, 季君暉, 董曉旭等., "抗菌塑料的研製及其在家電中的應用", 工 程塑料應用, 27(2):19-21, 1999. 10. 郭清泉, 珔? 陳煥欽., 廣東化工, 29(1)39-42, 2002. 11. Wang R.X., Guo, J.F., Gao, B.J. Chen. J. Appl. Chem., 23, 184, 2006. 12. Branka Katusin-Razem, Branka Mihaljevic, Dusan Razem., "Radiation Physics and Chemistry" 66, 309-316, 2002. 13. De Polo K.F., "A Short Textbook of Cosmetology", H. Ziolkowsky GmbH, Augsburg/Germany, first edition ,1998. 14. "Cosmetics and Toiletries", Vol. 122, No.3, March 2007. 15. Gnanamani A. Priya K.S., Radhakrishnan N., Babu M. "Antibacterial activity of two plant extracts on eight burn pathogens", Journal of Ethnopharmacology 86: 59-61, 2003. 16. Ryan K.J., Ray C.G., (editors)., "Sherris Medical Microbiology" , 4th ed., McGraw Hill. 2004. 17. Iglewski. B. Probing., "Pseudomonas aeruginosa an opportunistic pathogen. "ASM News 55:303-307, 1989. 18. Iglewski B. H., "Pseudomonas. In: Baron's Medical Microbiology " (Barron S et al, eds.) 4th ed. Univ of Texas Medical Branch. 19. King E.O., Ward M.K., Raney D.E., "Two simple media for the demonstration of pyocyanin and fluorescin." , J Lab Clin Med, 44(2): 301-7, 1970. 20. Kinska D.L., Guilligan P.H., Psaeudomonas. In:P.Murray (editor). " Manual of clinical microbiology. " Washington, DC:ASM Press,517-525, 1999. 21. Wilson, L.A., and Ahearn.D.G., "Pseudomonas-induced corneal ulcers associated with contaminated eye mascaras." Am. J. Ophthalmol., 84:112-119, 1977. 22. Wilson. L.A., Jilian. A.J., Ahearn.D.G., " The survival and growth of microorganisms in mascara during use. " Am. J. Ophthalmol., 79:596-601, 1975. 23. Anthony D. Hitchins, Tony T. Tran, and James E. McCarron ., "Microbiological Methods for Cosmetics August", Chapter 23, 2001. 24. AOAC International., "Official Methods of Analysis ", 16th ed., Aoac International, Arlington, Va. sec. 975.55. 1995. 25. Bennett, R.W., M. Yeterian, W. Smith, C.M. Coles, M. Sassaman, and F.D. McClure. " Staphylococcus aureus identification characteristics and enterotoxigenicity. " J. Food Sci. 51:1337-1339, 1986. 26. Sperber, W.H., Tatini, S.R., "Interpretation of the tube coagulase test for identification of Staphylococcus aureus. " Appl. Microbiol. 29:502-505, 1975. 27. Bacteriological Analytical Manual, 8th Edition, Revision A, Chapter 14, 1998. 28. Roberts, R. J., "Restriction and modification enzymes and their recognition sequences." Nucleic Acids Res.13: 165-200, 1985. 29. Patrick R. M., and J. B. Ellen., "Bacillus and Recently Derived Genera. Manual of Clinical Microbiology." p.357-366, 1999. 30. Natalie Ben-Zur, Daniel M. Goldman., "-Poly Glutamic Acid:A Novel Peptide for Skin Care." cosmetics & Toiletries, 122, April, 2007. 31. Sterility tests, "The United States Pharmacopeia ", 20th rev. United States Pharmacopeial Convention, Inc., Maryland. p. 878-882, U. S. P. 1980. 32. "Antimicrobial preservatives-effectiveness, " The United States Pharmacopeia, 20th rev. United States Pharmacopeial Convention, Inc., Maryland, p. 873-874, U. S. P. 1980. 33. 季君暉, 史維明, " 抗菌材料", 化學工業, 2004. 34. 陳建文, "滅菌、消毒與抗菌技術", 化學工業, 2004. 35. 鄭達英, 朱江峰, 孫昆山., "幾丁聚糖的抗菌性能研究".材料科學與工程, 18(2):22-24, 2000. 36. Franklin T J, Snow G A., "Biochemistry of Antimicrobial Action." London: Chapman&Hall, 1981. 37. 楊東芝, 劉曉菲, 管雲林等., "幾丁聚糖抗菌活性的影響因素", 應用化學, 17(6): 598-561, 2000. 38. Chen C. S., Liau W. Y., Tsai G. J., "Antibacterial dffects of sulfonated and sulfobenzyl chitosan and app lication tooyster preservation." J Food Prot, 61(9):1124-1130, 1998. 39. Hugo W., Snow G., "Biochemistry of Antibacterial Action." London Chapmand Hall, 1981. 40. Kanazawa, A., Ikeda, T., Endo, T., "Polymeric phosphonium salts as a novel class of cationic biocides. IL Effects of counter anion and molecular waight on antibacterial activity of polymeric phosphonium salts." Polymer Sci, 31(6):1441, 1993. 41. 姣赤N等., "抗菌高分子的研究與應用" Journal of Functional Polymers, Vol.15, Dec, 2002. 42. "C&En Washington ", Volume 80, Number 22 Cenear 80, 22 pp. 36-38, June 10, 2002. 43. Proc. Natl. Acad. Sci. USA, 98, 5981, 2001. 44. "Designed Surface Kills Bacteria", Volume 80, Number 22 Cenear 80, 22, pp. 36-38, June 10, 2002. 45. Ikeda T., Tazuke S., Suzuki Y., "Makromol Chem", 185, 869,1984. 46. Kim C. H., Choi, J. W., Heung, "Polymer Bulletin", 38, 387, 1997. 47. Seddon, K. R., Stark, A. and Torres, M. J., "Influence of chloride, water, and organic solvents on the physical properties of ionic liquids", Pure Appl. Chem., 72: 2275, 2000. 48. Varun Sambhy, Megan M. MacBride, Blake R. Peterson, and Ayusman Sen., "Silver Bromide Nanoparticle/Polymer Composites: Dual Action Tunable Antimicrobial Materials", Published on Web 07.07.2006. 49. Ismail Cakmak a,*, Zeynep Ulukanli b, Mehmet Tuzcu c, Semistan Karabuga a, Kenan Genctav ., "Synthesis and characterization of novel antimicrobial cationic polyelectrolytes." European Polymer Journal 40, 2373–2379, 2004. 50. Rebeca Marcilla, J. Alberto Blazquez, Javier Rodriguez, Jose A. Pomposo., "David Mecerreyes Tuning the Solubility of Polymerized Ionic Liquids by Simple Anion-Exchange Reactions." Rapid Communication, Received 4 August 2003, accepted 9 October 2003. 51. Moumita Chakraborty, Adinpunya Mitra., "The antioxidant and antimicrobial properties of the methanolic extract from Cocos nucifera mesocarp" , Food Chemistry 107, 994–999, 2008. 52. Juliusz Pernak, Kinga Sobaszkiewicza ,Ilona Mirskab., "Anti-microbial activities of ionic liquids", Received 1st August 2002 First published as an Advance Article on the web 2nd December 2002. 53. Po-Jung Tsai, Tzung-Hsun Tsai, Su-Chen Hoa., " In vitro inhibitory effects of rosemary extracts on growth and glucosyltransferase activity of Streptococcus sobrinus", Received 24 July 2006., received in revised form 24 October 2006., accepted 20 November 2006. Food Chemistry , 2007. 54. Othman Bouloussa, et., "Chem. Commum", 951-953, 2008. 55. Joerg C. Tiller, Chun-Jen Liao, Kim Lewis, and Alexander M. Klibanov., "Designing surfaces that kill bacteria on contact", Contributed by Alexander M. Klibanov, March 26, 2001 56. 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Phytopathology 72: 1015-1017, 1982. https://ir.cnu.edu.tw/handle/310902800/10433 https://ir.cnu.edu.tw/bitstream/310902800/10433/1/index.html 紙錠表面抗菌試驗 聚離子液體 咪唑鹽 最低抑菌濃度 最低殺菌濃度 Disc-surface assay Poly (Ionic liquid)s Minimal bactericidal concentration (MBC) 1-vinylimidazole Minimal inhibitory concentration (MIC) thesis 2008 ftchiananuniv 2022-05-15T05:25:59Z 本研究探討聚離子液體[Poly(ionic liquid)s]於抗菌效能之研究。由於近代合成抗菌劑的應用已經非常普遍,種類繁多且各具特色,但具有廣泛、良好的抗菌性能,且低毒性的抗菌劑,是未來主要的研究發展方向之一。我們將極具發展潛力的綠色溶劑-離子液體,作為抗菌高分子的材料,就聚離子液體中陽離子烷鏈長度與不同陰離子的結構變化來探討其在抗菌性能的影響。在抗菌高分子的開發上,我們利用1-乙烯基咪唑(1-vinyl Imidazole)為起始物,與不同碳鏈長度之烷基溴化物反應後,製備出不同類型之溴化乙烯咪唑鹽單體,接著進行自由基聚合反應後可得本論文所探討的抗菌高分子材料,並於室溫下將此抗菌劑材料進行陰離子的交換反應,經純化後即可得另外兩種不同陰離子類型( PF6-, BF4-)的聚離子液體。 由紙錠表面抗菌試驗的結果顯示,聚離子液體以P(C8ImBF4)對五種菌的抗菌效能均最佳,其中以對革蘭氏陽性菌之(B. subtilis)的效果最顯著,對革蘭氏陰性菌的抗菌效能最差,在三組陰離子類型聚離子液體的抗菌效能以PF6-系列最差。P(C2ImBr)聚離子液體對(B. subtilis)與白色念珠菌(C. albicans)之最低抑菌濃度(MIC)與最低殺菌濃度(MBC)分別為(5 mg/mL, 7 mg/mL)與(2 mg/mL, 5 mg/mL)。綜合所有實驗結果得知聚離子液體結構中烷鏈(Alkyl)的長度與陰離子的類型均會影響抗菌效能。 This study is focused on the antiseptic effect of poly(ionic liquid)s. Although a great diversity of synthetic antibacterial all have their own specific characteristics and also been used widely in recent years. However an antibacterial with broad, excellent and low-toxic behaviors is still under demand. Poly(ionic liquid)s, which is also known as a green solvent, was used for the antiseptic capability studies. Alkyl bromide polymer was first synthesized from 1-vinylimidazole, the product was then undergoing an anion exchange reaction at room temperature; two types of anion polymers (PF6-, BF4-) were found after purification. The antimicrobial result of Disc-surface assay showed that P(C8ImBF4) has the best efficiency in all of five microorganisms, especially in gram-positive bacteria (B. subtilis) but not for the gram-negative bacteria. In general, PF6- series of poly(ionic liquid)s had the worst antimicrobial effect within three anion group. The minimal inhibitory concentration (MIC) and the minimal bactericidal concentration (MBC) of P(C2ImBr) are 5 and 7 mg/mL for B. subtilis, 2 and 5 mg/mL for C .albicans, individually. The experimental result, water affinity partial P(C4ImBr) is better than the P(C2ImBr) antibacterial effect, but the sparse water type experiment result is best antibacterial of ability by the P(C2ImBr). Our experimental data showed that the different length of carbon chain ... Thesis Sibirica Chia Nan University of Pharmacy & Science Institutional Repository (CHNAIR)