跳到主要內容

臺灣博碩士論文加值系統

(44.192.95.161) 您好!臺灣時間:2024/10/12 10:38
字體大小: 字級放大   字級縮小   預設字形  
回查詢結果 :::

詳目顯示

我願授權國圖
: 
twitterline
研究生:蔡相芸
論文名稱:具尿嘧啶之氧代氮代苯并環己烷之合成及性質
論文名稱(外文):Synthesis and Characterizations of Benzoxazine Containing Uracil Group
指導教授:張豐志
學位類別:碩士
校院名稱:國立交通大學
系所名稱:應用化學研究所
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:2009
畢業學年度:98
語文別:中文
論文頁數:90
中文關鍵詞:氧代氮代苯并環己烷
外文關鍵詞:Polybenzoxazine
相關次數:
  • 被引用被引用:0
  • 點閱點閱:207
  • 評分評分:
  • 下載下載:0
  • 收藏至我的研究室書目清單書目收藏:0
Polybenzoxazine(PBZ)是新型開發之加成聚合的酚醛樹脂,具有很多廣泛的特性,可以克服許多傳統酚醛樹脂的缺點。從許多文獻中,我們得知benzoxazine (BZ)的改質,可透過導入各種不同的官能基進入到benzoxazine的分子結構來改進其性質,或者利用不同的benzoxazine單體進行混摻,可以降低聚合溫度、提昇熱穩定性。

本研究係以新型benzoxazine單體合成為研究主體,成功地合成Uracil based benzoxazine單體(簡稱UBZ),具有可形成多點式氫鍵作用力之官能基,為一全新開發之材料。
DSC及IR分析指出於BZ中摻入UBZ,uracil形成之自身氫鍵作用力,可影響整體開環聚合之溫度,造成開環聚合溫度下降之效果。。透過TGA及抗菌性試驗,可得知,PUBZ相較於以往傳統之PBZ,除仍具有一定之熱穩定性外,uracil官能基之導入,使其有機會應用於生物相關領域,為benzoxazine之應用開拓新方向。

Polybenzoxazine is an addition polymerized phenolic resin, having a wide range of interesting features and the capability to overcome several shortcomings of conventional novolac and resole type phenolic resins. In many literatures, we learned that the properties of polybenzoxazines can be tuned by inducing different functional groups into the molecular structure of benzoxazine.
In this thesis, a new benzoxazine monomer, uracil based benzoxazine (UBZ), possessing multiple hydrogen bonding interaction sites was successfully prepared. By inducing UBZ to BZ, the self-complementary interaction within uracil would result in relatively lower ring-opening polymerization temperature. In addition, the anti -bacterial test indicated that PUBZ had the potential for biological application.

<目錄>

中文摘要 i
英文摘要 iii
誌謝 v
目錄 vi
表目錄 ix
圖目錄 x

第一章 緒論 1
1-1 前言 1
1-2 Benzoxazine及polybenzoxazine單體及高分子合成 3
1-3 Benzoxazine合成方法的改善 4
1-4 Polybenzoxazine(PBZ)特性 5
1-5 影響Benzoxazine聚合相關研究探討 6
1-6 Benzoxazine的改質 8
1-7 聚氧代氮代苯并環己烷 [polybenzoxazine (PBZ)]之應用 10
1-8 研究動機與目的 16
第二章 實驗內容 33
2-1 藥品 33
2-2 溶劑 34
2-3 儀器設備 35
2-4 樣品製備 36
2-4-1 Uracil based benzoxazine之合成(簡稱UBZ) 36
2-4-2 B-a type benzoxazine之合成(簡稱BZ) 37
2-4-3 UBZ與BZ的混摻 38
2-5 實驗儀器原理 38
2-5-1 核磁共振儀( NMR) 38
2-5-2 微分掃熱卡計(DSC) 40
2-5-3 熱裂解分析儀(TGA) 41
2-5-4 傅立葉轉換紅外線光譜儀(FT-IR) 44
2-5-5 旋轉塗佈機(spin coater) 45
第三章 結果與討論 52
3-1 有機合成原理探討 52
3-1-1 1-(10-Bromo-decyloxy)-4-nitro-benzene之合成 52
3-1-2 1-[10-(4-Nitro-phenoxy)-decyl]-1H-pyrimidine-2,4-dione之合成 53
3-1-3 1-[10-(4-Amino-phenoxy)-decyl]-1H-pyrimidine-2,4-dione之合成 54
3-1-4 Uracil based benzoxazine之合成 55
3-2 有機合成產物之結構鑑定 56
3-2-1 Compound1之結構鑑定 56
3-2-2 Compound2之結構鑑定 57
3-2-3 Compound3之結構鑑定 58
3-2-4 UBZ之結構鑑定 59
3-3 UBZ 與BZ混摻之DSC圖分析 61
3-4 UBZ 與BZ混摻之TGA圖分析 62
3-5 UBZ 與BZ混摻之IR圖分析 63
3-6 PUBZ 與PBZ之生物相容性試驗 64
第四章 結論 80
參考文獻 81
簡歷 90

1 Kim HJ, Zdenka B, Ishida H. Polymer 1999, 40, 1815.
2 Ning, X.; Ishida, H. J Polym Sci Part B: Polym Phys, 32, 921–927, 1994.
3 Ning, X.; Ishida, H. J Polym Sci Part A: Polym Chem,32, 1121–1129, 1994.
4 Ishida, H.; Allen, D. J. Polymer, 37, 4487–4495, 1996.
5 Shen, S. B.; Ishida, H. Polym Compos,17,710–719,1996.
6 Shen, S. B.; Ishida, H. J Polym Sci Part B: Polym Phys, 37, 3257–3268,1999.
7 Kimura, H.; Matsumoto, A.; Hasegawa, K.;Fukuda, A. J Appl Polym Sci,72,1551–1558,1999.
8 Low, H. Y.; Ishida, H. Polymer, 40, 4365–4376, 1999.
9 Takeishi, T.; Kano, T.; Agag, T. Polymer, 46,12172–12180, 2005.
10 Ishida, H. Allen, D. J. J Polym Sci Part B: Polym Phys, 34, 1019–1030, 1996.
11 Ishida, H.; Low, H. Y. Macromolecules, 30, 1099–1106, 1997.
12 Liu, X.; Gu, Y. J Appl Polym Sci, 84, 1107–1113,2001.
13 Kim, H. J.; Brunovska, Z.; Ishida, H. Polymer, 40, 6565–6573, 1999.
14 Holly, F. W.; Cope, A. C. J. Am. Chem. Soc., 66, 1875, 1944.
15 W.J Burke J.Am. Chem.Soc., 71,609, 1949.
16 Scheriber, H. Ger, Offen. 2225504, 1973; Offen. 2323936, 1973.
17 Riess, G.; Schwob, J. M.; Guth, G.; Roche, M.; Lande, B. in “Advances in Polymer Science” (Eds B. M. Culbertson and J. E. Mcgrath), Plenum, New York,1986.
18 Ishida, H.; Rodriguez, Y. Polymer, 36, 3151–3158,1995.
19 Jang, J.; Shin, S. Polymer J, 27, 601–606, 1995.
20 Su, Y.; Yei, D.; Chang, F. J Appl Polym Sci,95, 730–737, 2005.
21 Santhosh, K. S.; Reghunadhan, C. P.; Ninan,K. N. Thermochim Acta, 441, 150–155, 2006.
22 Ishida, H.; Rodrı’guez, Y. J Appl Polym Sci,58, 1751–1760,1995.
23 Whang, Y.-X.; Ishida, H. Polymer, 40, 4563–4570, 1999.
24 Dunkers, J.; Ishida, H. J Polym Sci Part A: Polym Chem, 37, 1913–1921, 1999.
25 Espinosa, M. A.; Ca’ diz, V.; Galia` , M. J Appl Polym Sci, 90, 470–481, 2003.
26 X.Ning and H.Ishida J. Polym. Sci. Part A : Polym. Chem.,32,1121, 1994.
27 H. Ishida US patent5 543 516, Aug.6,1996
28 蘇一哲,「聚氧代氮代苯并環己烷於高分子作用力、低介電材料與嵌入式錯合物的合成與研究」,國立交通大學,博士論文,1~9頁,民國93年。
29 Ishida H. US Patent 5, 543, 516, assigned to Edison Polymer Innovation Corporation.
30 Kimura H, Taguchi S, Matsumoto A. Studies on new type of phenolic resin (IX) curing reaction of bisphenol A-based benzoxazine with bisoxazoline and the properties of the cured resin. II. Cure reactivity of benzoxazine. J Appl Polym Sci 2001;79:2331–9.
31 Brunovska Z, Liu JP, Ishida H. 1,3,5-triphenylhexahydro- 1,3,5-triazine-active intermediate and precursor in the novel synthesis of benzoxazine monomers and oligomers. Macromol Chem Phys 1999;200:1745–52.
32 Wirasate S, Dhumrongvaraporn S, Allen DJ, Ishida H. Molecular origin of unusual physical and mechanical properties in novel phenolic materials based on benzoxazine chemistry. J Appl Polym Sci 1998;70:1299–306.
33 Shen SB, Ishida H. Dynamic mechanical and thermal characterization of high-performance polybenzoxazines. J Polym Sci B: Polym Phys 1999;37:3257–68.
34 Ishida H, Sanders DP. Improved thermal and mechanical properties of polybenzoxazines based on alkyl-substituted aromatic amines. J Polym Sci B: Polym Phys 2000;38: 3289–301.
35 Ning, X.; Ishida, H. J. Polym. Sci., Part A: Polym. Chem., 32, 1121, 1994.
30 Burke, W. J.; Glennie E. L. M.; Bauer W. N. Jr. J. Org. Chem., 30, 3423, 1965.
36 Z.Brunoska,J.P.Lin and H.Ishiada Macromol. Chem. Phys. 1999
37 Ishida H, Allen DJ. J. Polym. Sci., Polym. Phys. Ed.,34, 1019, 1996.
38 Ishida H, Sanders DP. Macromolecules, 33, 8149, 2000.
39 R. ANDREU, J. A. REINA, J. C. RONDA ; Journal of Polymer Science: Part A: Polymer Chemistry, Vol. 46, 3353–3366 ,2008
40 Gaˆrea, S.-A.; Iovu, H.; Nicolescu, A.; Deleanu, C.Polymer Testing, 26, 162–171, 2007.
41 Laobuthee A, Chirachanchai S, Ishida H, Tashiro K. J. Am. Chem. Soc., 123,9947, 2001.
42 Dunkers, J.; Ishida, H. J. Polym. Sci. Part A: Polym. Chem., 37, 1913, 1999.
43 Shen, S. B.; Ishida, H. J. Appl. Polym. Sci ., 61, 1595, 1996.
44 Russel, V.; Koenig, J. L.; Low, H. Y.; Ishida, H. J. Appl. Polym. Sci., 70,1401, 1998.
45 Russel, V.; Koenig, J. L.; Low, H. Y.; Ishida, H. J. Appl. Polym. Sci.,70,1413, 1998.
46 Ishida, H.; Rodriguez, Y. Polymer, 36, 3151, 1995.
47 Agag, T.; Takeichi, T. Macromolecules, 34, 7257,2001.
48 Agag, T.; Takeichi, T. Macromolecules, 36, 6010, 2003.
49 R. Blossey Nature materials, 2, 301, 2003.
50 S. Herminghaus Europhys. Lett., 52, 165, 2000.
51 A. Otten and S. Herminghaus Langmuir, 20, 2405, 2004.
52 J. Tsibouklis and T. G. Nevell Adv. Mater.,15, 647, 2003.
53 王怡婷,「材料與嵌入式錯合物的合成與研究」,國立交通大學,碩士論文,9~15頁,民國95年。
54 S. Y. Chou, P. R. Krauss, and P. J. Renstrom Appl. Phys. Lett.,67, 3114, 1995; Science ,272, 85, 1996.
55 S. Y. Chou, P. R. Krauss, and P. J. Renstrom Appl. Phys. Lett.,67, 3114, 1995.
56 邱士峰,「低表面能材料於超疏水表面製備與奈米壓印微影技術之應用」,國立中央大學,碩士論文,104~129頁,民國94年。
57 Maier, G.. Prog. Polym. Sci., 26, 3, 2001.
58 Nalwa, H. S., editor. “Handbook of Advanced Electronic and Photonic Materials and Devies, Volume 4.” San Diego: Academic Press, 2001.
59 Treichel, H.; Ruhl, G.; Ansmann, P.; Wurl, R.; Muller, C. H.; Dietlmeier, M.Microelectronic Eng., 40, 1, 1998.
60 Peters, L. Semicond. Int., 10, 64, 1998.
61 Nalwa, H. S., editor. “Handbook of Low and High Dielectric Constant Materials and Their Applications, Volume 1.” San Diego: Academic Press, 2001.
62 N.N. Ghosh1, B. Kiskan, Y. Yagci, Prog. Polym. Sci. 32 1344–1391,2007.
63 Mihrace Ergin, Baris Kiskan, Burcin Gacal, and Yusuf Yagci*, Macromolecules, 40, 4724-4727, 2007.
64 R. ANDREU, J. A. REINA, J. C. RONDA ;Journal of Polymer Science: Part A: Polymer Chemistry, Vol. 46, 6091–6101 (2008)
65 Ishida, H.; Krus, C. M. Macromolecules 1998, 31,2409–2418.
66 Whang, Y.-X.; Ishida, H. Macromolecules 2000,33, 2839–2847.
67 Dunkers, J.; Ishida, H. Spectrochimica Acta,1995, 51A, 855–867.
68 Ishida, H.; Sanders, D. P. Macromolecules 2000,33, 8149–8157.
69 Laobuthee, A.; Chirachanchai, S.; Ishida, H.;Tashiro, K. J Am Chem Soc 2001, 123, 9947–9955.
70 Ishida, H.; Sanders, D. P. Polymer 2001, 42,3115–3125.
71 McDonagh, A. F.; Smith, H. E. J Org Chem 1968 ,33, 1–8.
72 McDonagh, A. F.; Smith, H. E. J Org Chem 1968 ,33, 8–12.
73 Andreu R, Espinosa MA, Galia M, Cadiz V, Ronda JC,Reina JA. Synthesis of novel benzoxazines containing glycidyl groups: a study of the crosslinking behavior. J Polym Sci A: Polym Chem 2006;44:1529–40.
74 Atsushi Nagai, Yasutaka Kamei, Xiao-Shui Wang, Masaki Omura, Atsushi Sudo,Haruo Nishida, Eiichi Kawamoto, Takeshi Endo, Journal of Polymer Science: Part A: Polymer Chemistry, Vol. 46, 2316–2325 (2008)

連結至畢業學校之論文網頁點我開啟連結
註: 此連結為研究生畢業學校所提供,不一定有電子全文可供下載,若連結有誤,請點選上方之〝勘誤回報〞功能,我們會盡快修正,謝謝!
QRCODE
 
 
 
 
 
                                                                                                                                                                                                                                                                                                                                                                                                               
第一頁 上一頁 下一頁 最後一頁 top