研究生: |
黃星慈 Xing-Ci Huang |
---|---|
論文名稱: |
雙馬來醯亞胺/巴比妥酸非恆溫聚合動力學及甲基丙烯酸四氟丙酯/巴比妥酸之特性 Non-isothermal polymerization kinetic of N,N’-Bismaleimide-4,4-Diphenylmethane/Barbituric Acid and characteristics of polymerization of 2,2,3,3-Tetrafluoropropyl methacrylate/ Barbituric Acid |
指導教授: |
陳崇賢
Chorng-Shyan Chern |
口試委員: |
許榮木
Jung-Mu Hsu 王復民 Fu-Ming Wang |
學位類別: |
碩士 Master |
系所名稱: |
工程學院 - 化學工程系 Department of Chemical Engineering |
論文出版年: | 2016 |
畢業學年度: | 104 |
語文別: | 中文 |
論文頁數: | 85 |
中文關鍵詞: | 耐熱性質的探討及物性分析 、反應動力學 、甲基丙烯酸四氟丙酯 、巴比妥酸 、馬來醯亞胺 |
外文關鍵詞: | heat and physical analysis, kinetics, Michael addition reaction, Free radical polymerization, TFPMA, barbituric acid, bismalemide |
相關次數: | 點閱:527 下載:3 |
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本研究主要使用擁有兩個末端位置羰基之雙馬來醯亞胺(N’-bismaleimide-4,4-diphenylmethane, BMI) 與擁有一個CH2兩個NH基之巴比妥酸(Barbituric acid, BTA)進行聚合反應,以及可抑制自由基反應之對苯二酚(Hydroquinone, HQ)進行麥克加成反應與自由基聚合反應之反應動力學探討。另外,使用擁有一個末端位置羰基之甲基丙烯酸四氟丙酯(2,2,3,3-Tetrafluoropropyl methacrylate, TFPMA)與巴比妥酸(BTA)參與反應,並使用可促進分子量交聯之三羥甲基丙烷三丙烯酸酯(Trimethylolpropane triacrylate, TMPTA)進行聚合特性研究。
並使用微分式掃描熱量分析儀(DSC)獲得反應放熱量,將所得數據處理與計算後選用最適合之反應模型,再利用Arrhenius equation計算出活化能(Ea)與頻率因子(A);最後利用熱重/熱示差分析儀(TGA)以及凝膠滲透層析儀(GPC)進行材料耐熱性質的探討及分析。
This work studied the polymerization reaction of the two terminal -C=C- groups of N,N-bismaleimide-4,4-diphenylmethane (BMI) with one CH2 group and two NH groups of Barbituric acid (BTA).And use of inhibitor free radical polymerization of hydroquinone (HQ) were studied kinetics of free radical polymerization and Michael addition reaction . In addition , use one terminal -C=C- groups of 2,2,3,3-Tetrafluoropropyl methacrylate(TFPMA) with Barbituric acid (BTA) involved in the reaction and use Trimethylolpropane triacrylate(TMPTA)to promote molecular cross-linking with characteristics of polymerization of research materials.
DSC was used to obtain the reaction kinetics data, then data were used to choose the best-fit kinetics model and determine triplet kinetics parameters.And then use TGA and GPC to discuss and analyze material properties of the heat-resistant.
1.黃可龍; 王兆翔; 劉素琴, 鋰離子電池原理與技術. 五南圖書 2010 年 2010.
2. Ai, H.; Zhao, H.; Li, J., Development of anode materials for lithium ion batteries. new chemical materials 2007, 35 (7), 21-23.
3. 羅春華; 王躍川, 聚甲基丙烯酸2,2,3,3-四氟丙醇酯的合成. 合成樹脂及塑膠 2005, (01), 25-28.
4. 蘆春燕; 曹國榮, 含氟丙烯酸酯聚合物乳液研究現狀與應用. 北京印刷學院學報 2014, (04), 16-19.
5. 楊正平, 行政院2010年傑出科技貢獻獎得獎人潘金平組長專訪-鋰離子防爆「金鐘罩」-STOBA材料技術. 2011年8月, 464期.
6. Lin, C.-C.; Wu, H.-C.; Pan, J.-P.; Su, C.-Y.; Wang, T.-H.; Sheu, H.-S.; Wu, N.-L., Investigation on suppressed thermal runaway of Li-ion battery by hyper-branched polymer coated on cathode. Electrochimica Acta 2013, 101, 11-17.
7. Wu, H.-C.; Li, Y.-h.; Su, J.; PAN, J. P. In Enhanced High-Temperature Storage Performance of Li-Ion Batteries Using Stoba Polymer Coated on a Lithium Transition Metal Oxide Cathode Material, Meeting Abstracts, The Electrochemical Society: 2014; pp 394-394.
8. Cui, X.; Mi, X.; Cao, T.; Jiang, T.; Chen, H.; Zhao, Z.; Zhang, K. In Studies on the Working Mode of Hyperbranched New Materials STOBA in Lithium-ion Battery Cathode Materials, Proceedings of SAE-China Congress 2014: Selected Papers, Springer: 2015; pp 81-88.
9. Dix, L. R.; Ebdon, J. R.; Flint, N. J.; Hodge, P.; O'Dell, R., Chain extension and crosslinking of telechelic oligomers—I. Michael additions of bisamines to bismaleimides and bis (acetylene ketone) s. European polymer journal 1995, 31 (7), 647-652.
10. Grenier-Loustalot, M.-F.; Da Cunha, L., Influence of steric hindrance on the reactivity and kinetics of molten-state radical polymerization of binary bismaleimide—diamine systems. Polymer 1998, 39 (10), 1799-1814.
11. Liu, Y. L.; Tsai, S. H.; Wu, C. S.; Jeng, R. J., Preparation and characterization of hyperbranched polyaspartimides from bismaleimides and triamines. Journal of Polymer Science Part A: Polymer Chemistry 2004, 42 (23), 5921-5928.
12. Sava, M.; Grigoras, C., Bismaleimide monomers and polymers with ester and ether units. Synthesis and properties. Journal of Macromolecular Science, Part A: Pure and Applied Chemistry 2005, 42 (8), 1095-1108.
13. Shen, Z.; Schlup, J.; Fan, L., Synthesis and characterization of leather impregnated with bismaleimide (BMI)–Jeffamine® resins. Journal of applied polymer science 1998, 69 (5), 1019-1027.
14. Zhang, X.; Du, F. S.; Li, Z. C.; Li, F. M., Bismaleimides Having Electron‐Donating Chromophore Moieties: A New Approach Toward Monitoring the Process of Curing Based on Their Fluorescence Behavior. Macromolecular rapid communications 2001, 22 (12), 983-987.
15. Mather, B. D.; Viswanathan, K.; Miller, K. M.; Long, T. E., Michael addition reactions in macromolecular design for emerging technologies. Progress in Polymer Science 2006, 31 (5), 487-531.
16. Bergmann, E. D.; Ginsburg, D.; Pappo, R., The Michael Reaction. Organic reactions 1959.
17. Connor, R.; McCLELLAN, W. R., THE MICHAEL CONDENSATION. V*. THE INFLUENCE OF THE EXPERIMENTAL CONDITIONS AND THE STRUCTURE OF THE ACCEPTOR UPON THE CONDENSATION. Journal of Organic Chemistry 1939, 3 (6), 570-577.
18. Michael, A., Ueber die Addition von Natriumacetessig‐und Natriummalonsäureäthern zu den Aethern ungesättigter Säuren. Journal für Praktische Chemie 1887, 35 (1), 349-356.
19. Albertson, N. F., Alkylation with non-ketonic Mannich bases. Aminothiazoles and pyrrole. Journal of the American Chemical Society 1948, 70 (2), 669-670.
20. L.G.Wade, O. C. t. E., Mechanism supplements origina. 2002, 319.
21. Brown, I.; Sandreczki, T., Cross-linking reactions in maleimide and bis (maleimide) polymers. An ESR study. Macromolecules 1990, 23 (1), 94-100.
22. Crivello, J.; Conlon, D.; Rice, S., Bismaleimide-bisvinylether copolymers: A new class of thermosetting resins. Polymer Bulletin 1985, 13 (5), 409-415.
23. Tsubokawa, N.; Shibata, N.; Sone, Y., Radical polymerization of methyl methacrylate initiated by an enolizable ketone–carbon black system. Journal of Polymer Science: Polymer Chemistry Edition 1983, 21 (2), 425-433.
24. Su, H. L.; Hsu, J. M.; Pan, J. P.; Wang, T. H.; Yu, F. E.; Chern, C. S., Kinetic and structural studies of the polymerization of N, N′‐bismaleimide‐4, 4′‐diphenylmethane with barbituric acid. Polymer Engineering & Science 2011, 51 (6), 1188-1197.
25. 劉文英, 藥物分析. 北京:人民衛生出版社: 2007; p 112-130.
26. Foye, W. O.; Lemke, T. L.; Williams, D. A., Principles of medicinal chemistry. Lippincott Williams & Wilkins: 1995.
27. 曾昭瓊, 有機化學. 第四版上冊, 北京: 高等教育出版社 2005.
28. 《中國化工產品大全》第三版. 化學工業出版社組織編寫 ed.; 北京:化學工業出版社: 2005; p 187.
29. 化工百科全書. 《化工百科全書》編輯委員會 ed.; 北京:化學工業出版社: 1990; p (pp. 351-368).
30. Zamyshlyayeva, O.; Deniskina, I.; Filippov, A.; Semchikov, Y. D., Synthesis and self-organization of amphiphilic poly (N-vinylpyrrolidone-2, 2, 3, 3-tetrafluoropropyl methacrylate) diblock copolymers in solution and bulk. Polymer Science Series A 2011, 53 (8), 691-697.
31. Amao, Y.; Miyashita, T.; Okura, I., Novel optical oxygen sensing material: platinum octaethylporphyrin immobilized in a copolymer film of isobutyl methacrylate and tetrafluoropropyl methacrylate. Reactive and Functional Polymers 2001, 47 (1), 49-54.
32. 易長海; 李豔青; 劉功芬, 水性含氟聚合物塗料的研究進展. 長江大學學報(自科版) 2004, (01), 92-96.
33. Khawam, A.; Flanagan, D. R., Solid-state kinetic models: basics and mathematical fundamentals. The journal of physical chemistry B 2006, 110 (35), 17315-17328.
34. Pham, Q.-T.; Hsu, J.-M.; Pan, J.-P.; Wang, T.-H.; Chern, C.-S., Kinetics of free radical polymerization of bisphenol A diglycidyl ether diacrylate initiated by barbituric acid. Thermochimica Acta 2013, 573, 121-129.
35. Šesták, J.; Berggren, G., Study of the kinetics of the mechanism of solid-state reactions at increasing temperatures. Thermochimica Acta 1971, 3 (1), 1-12.
36. Vyazovkin, S.; Burnham, A. K.; Criado, J. M.; Pérez-Maqueda, L. A.; Popescu, C.; Sbirrazzuoli, N., ICTAC Kinetics Committee recommendations for performing kinetic computations on thermal analysis data. Thermochimica Acta 2011, 520 (1), 1-19.
37. Pham, Q.-T.; Yu, F.-E.; Hsu, J.-M.; Pan, J.-P.; Wang, T.-H.; Chern, C.-S., Polymerization kinetics of reactive N,N′-bismaleimide-4,4′-diphenylmethane/barbituric acid based microgel particles. Thermochimica Acta 2014, 597, 1-7.
38. Yu, F. E.; Hsu, J. M.; Pan, J. P.; Wang, T. H.; Chern, C. S., Kinetics of Michael addition polymerizations of n, n′‐bismaleimide‐4, 4′‐diphenylmethane with barbituric acid. Polymer Engineering & Science 2013, 53 (1), 204-211.
39. Pham, Q.-T.; Hsu, J.-M.; Pan, J.-P.; Wang, T.-H.; Chern, C.-S., Non-isothermal degradation of bisphenol A diglycidyl ether diacrylate-based polymers. Thermochimica Acta 2013, 573, 10-17.