研究生: |
陳彥維 Yan-Wei Chan |
---|---|
論文名稱: |
以開環聚合法合成聚(ε-己內酯-L-乳酸-甘醇酸)三嵌段共聚物及其結構與性質鑑定 Synthesis and Characterization of Poly(ε-caprolactone-co-L-lactide-co-glycolide) Triblock Copolymers by Ring-Opening Polymerization |
指導教授: |
游進陽
Chin-Yang Yu |
口試委員: |
游進陽
Chin-Yang Yu 施劭儒 Shao-Ju Shih 王丞浩 Chen-Hao 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: | 2023 |
畢業學年度: | 112 |
語文別: | 英文 |
論文頁數: | 75 |
中文關鍵詞: | 生物可降解高分子 、己內酯 、左旋聚乳酸 、乙醇酸 、開環聚合法 、嵌段共聚物 |
外文關鍵詞: | biodegradable polymers, ε-caprolactone, L-lactide, glycolide, ring-opening polymerization, block copolymers |
相關次數: | 點閱:44 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 |
本論文的主要目標是探討具有己內酯、左旋乳酸和乙醇酸的生物可降解高分子的合成與鑑定,以開環聚合法作為高分子聚合反應,合成出一系列具有不同組成比例的嵌段或無規共聚物。精確的組成比例和鏈段排列,可以藉由核磁共振氫譜和碳譜中得知。相較於無規共聚物,嵌段共聚物展現出了兩階段的熱降解性質。高度有序的排列,使嵌段共聚物展現出了高結晶度的特性。以不同的方式去鑄造了高分子膜,其中,以熔融鑄造法所得的高分子膜最為平滑,旋轉塗佈法和溶液鑄膜法則相對粗糙。在接觸角實驗中,嵌段共聚物相對於無規共聚物展現出了較高的疏水性。
The aim of this thesis is to synthesize and characterize biodegradable polymers containing ε-caprolactone, L-lactide and glycolide. The polymers were synthesized through ring-opening polymerization, yielding a series of block or random copolymers with varying composition ratios. The precise composition and chain arrangement were determined through hydrogen and carbon nuclear magnetic resonance spectroscopy. Compared to random copolymers, block copolymers exhibit a two-stage thermal degradation behavior. Due to the highly ordered arrangement, block copolymers exhibited high crystallinity. Polymer films were casted using different methods with the melt-casting method producing the smoothest films, while spin-coating and solution-casting methods resulted in relatively rough surfaces. In contact angle experiments, block copolymers demonstrated higher hydrophobicity compared to random copolymers.
[1] A. Cabanes, F. J. Valdés, A. Fullana, SM&T 2020, 25, e100179
[2] M. C. Heller, M. H. Mazor, G. A. Keoleian, Environ. Res. Lett. 2020, 15, 094034.
[3] K. J. Jem, B. Tan, Adv. Ind. Eng. Polym. Res. 2020, 3, 60-70.
[4] N.-A. A. B. Taib, M. R. Rahman, D. Huda, K. K. Kuok, S. Hamdan, M. K. B. Bakri, M. R. M. B. Julaihi, A. Khan, Polym. Bull. 2022, 80, 1179-1213.
[5] D. S. Katti, S. Lakshmi, R. Langer, C. T. Laurencin, Adv. Drug Deliv. Rev. 2002, 54, 933-961.
[6] L. S. Nair, C. T. Laurencin, Prog. Polym. Sci. 2007, 32, 762-798.
[7] P. Bordes, E. Pollet, L. Averous, Prog. Polym. Sci. 2009, 34, 125-155.
[8] M. A. Elsawy, K.-H. Kim, J.-W. Park, A. Deep, Renew. Sust. Energ. Rev. 2017, 79, 1346-1352.
[9] D. H. Vu, D. Akesson, M. J. Taherzadeh, J. A. Ferreira, Bioresour. Technol. 2020, 298, 122393.
[10] J.-W. Rhim, H.-M. Park, C.-S. Ha, Prog. Polym. Sci. 2013, 38, 1629-1652.
[11] L. T. Sin, A. R. Rahmat, W. A. W. A. Rahman, "Overview of Poly(lactic Acid)", in Polylactic Acid, 2013, p. 1-70.
[12] S. Inkinen, M. Hakkarainen, A. C. Albertsson, A. Sodergard, Biomacromolecules 2011, 12, 523-532.
[13] T. Casalini, F. Rossi, A. Castrovinci, G. Perale, Front. Bioeng. Biotechnol. 2019, 7, 259.
[14] B. L. C. Cunha, J. O. Bahu, L. F. Xavier, S. Crivellin, S. D. A. de Souza, L. Lodi, A. L. Jardini, R. M. Filho, M. Schiavon, V. O. C. Concha, P. Severino, E. B. Souto, Bioengineering 2022, 9, 164.
[15] K. Hiltunen, J. V. Seppälä, M. Härkönen, Macromolecules 1997, 30, 373-379.
[16] A. V. Yarkova, V. T. Novikov, V. N. Glotova, A. A. Shkarin, Y. S. Borovikova, Procedia Chem. 2015, 15, 301-307.
[17] D. K. Yoo, D. Kim, D. S. Lee, Macromol. Res. 2006, 14, 510-516.
[18] R. Auras, B. Harte, S. Selke, Macromol Biosci 2004, 4, 835-864.
[19] E. Balla, V. Daniilidis, G. Karlioti, T. Kalamas, M. Stefanidou, N. D. Bikiaris, A. Vlachopoulos, I. Koumentakou, D. N. Bikiaris, Polymers 2021, 13, 1822.
[20] G. Li, M. Zhao, F. Xu, B. Yang, X. Li, X. Meng, L. Teng, F. Sun, Y. Li, Molecules 2020, 25, 5023.
[21] H. R. Kricheldorf, S. M. Weidner, Polym. Chem. 2022,13, 1618-1647.
[22] K. Budak, O. Sogut, U. Aydemir Sezer, J. Polym. Res. 2020, 27, 208.
[23] S. Kehoe, X. F. Zhang, D. Boyd, Injury 2012, 43, 553-572.
[24] B. D. Ulery, L. S. Nair, C. T. Laurencin, J. Polym. Sci. B Polym. Phys. 2011, 49, 832-864.
[25] M. Y. Kariduraganavar, A. A. Kittur, R. R. Kamble, "Polymer Synthesis and Processing", in Natural and Synthetic Biomedical Polymers, 2014, p. 1-31.
[26] K. Shen, S. L. Yang, Adv. Mat. Res. 2013, 821-822, 1023-1026.
[27] H. O. Alsaab, F. D. Alharbi, A. S. Alhibs, N. B. Alanazi, B. Y. Alshehri, M. A. Saleh, F. S. Alshehri, M. A. Algarni, T. Almugaiteeb, M. N. Uddin, R. M. Alzhrani, Pharmaceutics 2022, 14, 2728.
[28] H. K. Makadia, S. J. Siegel, Polymers 2011, 3, 1377-1397.
[29] D. N. Kapoor, A. Bhatia, R. Kaur, R. Sharma, G. Kaur, S. Dhawan, Ther. Deliv. 2015, 6, 41-58.
[30] M. A. Woodruff, D. W. Hutmacher, Prog. Polym. Sci. 2010, 35, 1217-1256.
[31] B. Sowmya, A. B. Hemavathi, P. K. Panda, Prog. Biomater. 2021, 10, 91-117.
[32] A. Luciani, V. Coccoli, S. Orsi, L. Ambrosio, P. A. Netti, Biomaterials 2008, 29, 4800-4807.
[33] A. Cipitria, A. Skelton, T. R. Dargaville, P. D. Dalton, D. W. Hutmacher, J. Mater. Chem. 2011, 21, 9419-9453.
[34] R. M. Aghdam, S. Shakhesi, S. Najarian, M. M. Mohammadi, S. H. Ahmadi Tafti, H. Mirzadeh, Int. J. Polym. Mater. 2013, 63, 229-239.
[35] M. Adeli-Sardou, M. M. Yaghoobi, M. Torkzadeh-Mahani, M. Dodel, Int. J. Biol. Macromol. 2019, 124, 478-491.
[36] Y. Zhong, P. Godwin, Y. Jin, H. Xiao, Adv. Ind. Eng. Polym. Res. 2020, 3, 27-35.
[37] M. Thakur, I. Majid, S. Hussain, V. Nanda, Packag. Technol. Sci. 2021, 34, 449-461.
[38] D. N. Bikiaris, G. Z. Papageorgiou, D. S. Achilias, E. Pavlidou, A. Stergiou, Eur. Polym. J. 2007, 43, 2491-2503.
[39] I. Fortelny, A. Ujcic, L. Fambri, M. Slouf, Front. Mater. 2019, 6, 1-13.
[40] Y. Ohya, A. Takahashi, K. Nagahama, "Biodegradable Polymeric Assemblies for Biomedical Materials", in Polymers in Nanomedicine, S. Kunugi and T. Yamaoka, Eds., 2012, p. 65-144.
[41] S. Xiang, L. Feng, X. Bian, B. Zhang, B. Sun, Y. Liu, G. Li, X. Chen, Polym. Adv. Technol. 2019, 30, 963-972.
[42] J. Coudane, H. Van Den Berghe, J. Mouton, X. Garric, B. Nottelet, Molecules 2022, 27, 7339.
[43] J. He, W. Wang, H. Zhou, P. She, P. Zhang, Y. Cao, X. Zhang, J Drug Deliv Sci Technol. 2019, 53, 101130.
[44] O. T. du Boullay, N. Saffon, J. P. Diehl, B. Martin-Vaca, D. Bourissou, Biomacromolecules 2010, 11, 1921-1929.
[45] G. E. A. Verginio, T. L. d. A. Montanheiro, L. S. Montagna, J. Marini, F. R. Passador, J. Appl. Polym. Sci. 2020, 138, 50087.
[46] M. E. González-López, J. R. Robledo-Ortíz, R. Manríquez-González, J. A. Silva-Guzmán, A. A. Pérez-Fonseca, Compos. Interfaces 2018, 25, 515-538.
[47] N. N. B. Mohammad, A. Arsad, A. R. Rahmat, M. S. Talib, M. S. Z. Mat Desa, Appl. Mech. Mater. 2014, 554, 81-85.
[48] L. Gardella, M. Calabrese, O. Monticelli, Colloid Polym. Sci. 2014, 292, 2391-2398.
[49] L. Jiang, M. P. Wolcott, J. Zhang, Biomacromolecules 2006, 7, 199-207.
[50] V. T. Lipik, L. K. Widjaja, S. S. Liow, M. J. M. Abadie, S. S. Venkatraman, Polym. Degrad. Stab. 2010, 95, 2596-2602.
[51] R. D. Rittinghaus, J. Zenner, A. Pich, M. Kol, S. Herres-Pawlis, Compos. Interfaces 2022, 61, e202112853.
[52] C. Zhang, Q. Lan, T. Zhai, S. Nie, J. Luo, W. Yan, Polymers 2018, 10, 1181.
[53] Q. Lan, J. Yu, J. He, F. H. J. Maurer, J. Zhang, Macromolecules 2010, 43, 8602-8609.
[54] H. Simmons, P. Tiwary, J. E. Colwell, M. Kontopoulou, Polym. Degrad. Stab. 2019, 166, 248-257.
[55] P. Chen, K. Yu, Y. Wang, W. Wang, H. Zhou, H. Li, J. Mi, X. Wang, J. Polym. Environ. 2018, 26, 3718-3730.
[56] M. Ayyoob, D. H. Lee, J. H. Kim, S. W. Nam, Y. J. Kim, Fibers Polym. 2017, 18, 407-415.
[57] W. Y. Choi, C. M. Lee, H. J. Park, Food Sci. Technol. 2006, 39, 591-597.
[58] L. Magazzini, S. Grilli, S. E. Fenni, A. Donetti, D. Cavallo, O. Monticelli, Polymers 2021, 13, 2780.
[59] K. S. Tiaw, S. W. Goh, M. Hong, Z. Wang, B. Lan, S. H. Teoh, Biomaterials 2005, 26, 763-769.
[60] Z. G. Tang, R. A. Black, J. M. Curran, J. A. Hunt, N. P. Rhodes, D. F. Williams, Biomaterials 2004, 25, 4741-4748.
[61] E. I. Vargha-Butler, E. Kiss, C. N. C. Lam, Z. Keresztes, E. Kálmán, L. Zhang, A. W. Neumann, Colloid Polym. Sci. 2001, 279, 1160-1168.
[62] S. Jain, M. A. Yassin, T. Fuoco, S. Mohamed-Ahmed, H. Vindenes, K. Mustafa, A. Finne-Wistrand, Mater. Sci. Eng. C 2021, 124, 112020.