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Progress in Chemistry 2009, Vol. 21 Issue (12): 2704-2711 Previous Articles   Next Articles

• Review •

Degradable Epoxy Resins

Wang Xinbo**;  Huang Longnan   

  1. (School of Materials Science and Engineering, Harbin Institute of Technology at Weihai, Weihai 264209, China)
  • Received: Revised: Online: Published:
  • Contact: Wang Xinbo E-mail:wangxinboemail@163.com
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Design and synthesis of epoxy resins with degradable groups are one of important topics in the field of the recovery of the thermoset resins. The traditional methods used for recovery of thermoset resins are summarized and their drawbacks are stated respectively in this review. The research including the popular synthesis and preparation methods of degradable epoxy resins is introduced in detail. The degradation characteristics and mechanism of three degradable epoxy resins are illustrated. Finally, the drawbacks of the mentioned degradable epoxy resins are stated. The prospects of development for degradable epoxy resins is analyzed.

Contents
1 Introduction
2 Thermally degradable epoxy resins
2.1 Degradable epoxy resins with ester structure
2.2 Degradable epoxy resins without ester structure
3 Photodegradable epoxy resins
4 Biodegradable epoxy resins
5 Degradation mechanism of degradable epoxy resins
5.1 Thermal degradation mechanism
5.2 Photodegradation mechanism
5.3 Biodegradation mechanism
6 Conclusion and outlook

Key words: epoxy resins, curing, degradation, design and synthesis

CLC Number: 

[ 1 ] 　Papargyris D A , Day R J , Nesbitt A , et al . Compos. Sci . Technol . , 2008 , 68 (7P8) : 1854 —1861
[ 2 ] 　Dudic D , Marinovic C M, Nedeljkovic J M, et al . Polymer , 2008 , 49 (18) : 4000 —4008
[ 3 ] 　Zhao F J , Ba HJ , Gao XJ . J . Wuhan Univ. Technol . 2Mat . Sci . Edit . , 2008 , 23 (2) : 242 —244
[ 4 ] 　Tsuchida K, Bell J P. Int . J . Adhes. Adhes. , 20 (6) : 449 —456
[ 5 ] 　Sturiale A , Vazquez A , Cisilino A , et al . Int . J . Adhes. Adhes. , 2007 , 27 (2) : 156 —164
[ 6 ] 　李健民(Li J M) . 粘接(Adhesion in China) , 2006 , 27 (4) : 52 —54
[ 7 ] 　Cunliffe A M, Jones N , Williams P T. J . Anal . Appl . Pyrolysis , 2003 , 70 (3) : 315 —338
[ 8 ] 　Watanabe M, Sato T, Inomata H , et al . Chem. Rev. , 2004 , 104 (12) : 5803 —5821
[ 9 ] 　Weingartner H , Franck E U. Angew. Chem. Int . Ed. , 2005 , 44 (18) : 2672 —2692
[10 ] 　Kruse A , Dinjus E. J . Supercrit . Fluids , 2007 , 39 (3) : 362 —380
[11 ] 　Kruse A , Dinjus E. J . Supercrit . Fluids , 2007 , 41 (3) : 361 —379
[12 ] 　Jana R N , Bhunia H. Polym. Compos. , 2008 , 29 (6) : 664 —669
[13 ] 　Sato Y, Kondo Y, Tsujita K, et al . Polym. Degrad. Stabil . , 2005 , 89 (2) : 317 —326
[14 ] 　Buchwalter S L , Kosbar L L. J . Polym. Sci . Pol . Chem. , 1996 , 34 (2) : 249 —260
[15 ] 　Lawrence C , Afranio T F , Christopher K, et al . IEEE Transactions on Compoments and Packaging Technology , 1999 , 22 : 163 —167
[16 ] 　Yang S , Chen J S , Korner H , et al . Chem. Mater. , 1998 , 10 (6) : 1475 —1482
[17 ] 　Chen J S , Ober C K, Poliks M D. Polymer , 2002 , 43 (1) : 131 —139
[18 ] 　Li H Y, Wang L J , Jacob K, et al . J . Polym. Sci . Pol . Chem. , 2002 , 40 (11) : 1796 —1807
[19 ] 　Ohba T, Shimizu T, Suyama K, et al . J . Photopolym Sci . Technol . , 2005 , 18 (2) : 221 —224
[20 ] 　Shirai M, Kawaue A , Okamura H , et al . Polymer , 2004 , 45 (22) : 7519 —7527
[21 ] 　Okamura H , Toda S , Tsunooka M, et al . J . Polym. Sci . Pol . Chem. , 2002 , 40 (17) : 3055 —3062
[22 ] 　Shirai M, Morishita S , Okamura H , et al . Chem. Mater. , 2002 , 14 (1) : 334 —340
[23 ] 　Shin YD , Kawaue A , Okamura H , et al . React . Funct . Polym. , 2004 , 61 (2) : 293 —302
[24 ] 　Shin YD , Kawaue A , Okamura H , et al . Polym. Degrad. Stabil . , 2004 , 86 (1) : 153 —158
[25 ] 　Shirai M, Kawaue A , Okamura H , et al . Chem. Mater. , 2003 , 15 (21) : 4075 —4081
[26 ] 　Okamura H , Shin K, Tsunooka M, et al . J . Polym. Sci . Pol . Chem. , 2004 , 42 (15) : 3685 —3696
[27 ] 　Saiyasombat Y, Molloy R , Nicholson TM, Johnson A F , Ward IM, Poshyachinda S. Polymer , 1998 , 39 (23) : 5581 —5585
[28 ] 　Mas C , Ramis X, Salla J M, et al . J . Polym. Sci . Pol . Chem. , 2003 , 41 (18) : 2794 —2808
[29 ] 　Mas C , Mantecon A , Serra A , et al . J . Polym. Sci . Pol . Chem. , 2004 , 42 (15) : 3782 —3791
[30 ] 　Mas C , Mantecon A , Serra A , et al . J . Polym. Sci . Pol . Chem. , 2005 , 43 (11) : 2337 —2347
[31 ] 　Gimenez R , Fernandez2Francos X, Salla J M, et al . Polymer , 2005 , 46 (24) : 10637 —10647
[32 ] 　Gonzalez S , Fernandez2Francos X, Salla J M, et al . J . Polym. Sci . Pol . Chem. , 2007 , 45 (10) : 1968 —1979
[33 ] 　Wang L J , Wong C P. J . Polym. Sci . Pol . Chem. , 1999 , 37 (15) : 2991 —3001
[34 ] 　Wicks Z, Jr W. Prog. Org. Coat . , 1981 , 9 (1) : 3 —28
[35 ] 　Wicks Z W. Prog. Org. Coat . , 1975 , 3 (1) : 73 —99
[36 ] 　Wang L J , Li H Y, Wong C P. J . Polym. Sci . Pol . Chem. , 2000 , 38 (20) : 3771 —3782
[37 ] 　恽魁宏( Yun K H) . 有机化学(Organic Chemistry) . 第二版(2nd ed ) . 北京: 高等教育出版社(Beijing : Higher Education Press) , 1990. 233
[38 ] 　Buchwalter S L , Kosbar L L. J . Polym. Sci . Pol . Chem. , 1996 , 34 (2) : 249 —260
[39 ] 　March J . Advanced Organic Chemistry : Reactions , Mechanisms , and Structure. 3rd ed. New York : Wiley , 1985. 329 —330 , 345
[40 ] 　Wang Z G, Xie M R , Zhao Y F , et al . Polymer , 2003 , 44 (4) : 923 —929
[41 ] 　Tesoro GC , Sastri V R. J . Appl . Polym. Sci . , 1990 , 39 (7) : 1425 —1437
[42 ] 　Sastri V R , Tesoro G C. J . Appl . Polym. Sci . , 1990 , 39 (7) : 1439 —1457
[43 ] 　高鸿宾( Gao H B) . 有机化学导论( Introduction to Organic Chemistry) . 天津: 天津大学出版社(Tianjin : Tianjin University Press) , 1988. 231
[44 ] 　Rivaton A , Moreau L , Gardette J L. Polym. Degrad. Stabil . , 1997 , 58 (3) : 321 —332
[45 ] 　Rivaton A , Moreau L , Gardette J L. Polym. Degrad. Stabil . , 1997 , 58 (3) : 333 —339
[46 ] 　Rosu D , Cascaval C N , Rosu L. J . Photochem. Photobiol . A2 Chem. , 2006 , 177 (2P3) : 218 —224
[47 ] 　Gauvin P , Lemaire J , Sallet D. Makromol . Chem. , 1987 , 188 (5) : 971 —986
[48 ] 　Posada F , Philippart J L , Kappler P , Gardette J L. Polym. Degrad. Stabil . , 1996 , 53 (1) : 19 —31
[49 ] 　Mailhot N , Morlat2Theias S , Ouahioune M, Gardette J L. Macromol . Chem. Phys. , 2005 , 206 (5) : 575 —584
[50 ] 　Mailhot N D , Morlat2Therias S , Bussiere P O , Gardette J L. Macromol . Chem. Phys. , 2005 , 206 (5) : 585 —591
[51 ] 　Park S J , Jin F L , Lee J R. Macromol . Chem. Phys. , 2004 , 205 (15) : 2048 —2054
[52 ] 　Jin F L , Park S J . Mater. Sci . Eng. A2Struct . Mater. Prop. Microstruct . Process. , 2008 , 478 (1P2) : 402 —405
[53 ] 　Guo Q P , Slavov S , Halley P J . J . Polym. Sci . B2Polym. Phys. , 2004 , 42 (15) : 2833 —2843
[54 ] 　王东(Wang D) , 冯新德( Feng X D) . 高分子通报(Chinese Polymer Bulletin) , 1998 , (2) : 32 —39
[55 ] 　吴素平(Wu S P) , 容敏智(Rong M Z) , 章明秋(Zhang MQ) , 胡静( Hu J ) . 高分子学报(Acta Polymerica Sinica) , 2007 , (10) : 993 —998
[56 ] 　黄霞(Huang X) , 郑元锁(Zheng Y S) , 高积强( Gao J Q) , 陈家昌(Chen J Q) . 中国胶粘剂(China Adhesives) , 2007 , 16 (7) : 10 —12
[57 ] 　Lukaszczyk J , Jaszcz K. Macromol . Chem. Phys. , 2002 , 203 (2) : 301 —308
[58 ] 　Lukaszczyk J , Jaszcz K. Polym. Adv. Technol . , 2002 , 13 ( 10P 12) : 871 —883
[59 ] 　Lukaszczyk J , Jaszcz K. React . Funct . Polym. , 2000 , 43 (1P2) : 25 —32
[60 ] 　刘庆丰(Liu Q F) , 冯胜山(Feng S S) , 许顺红(Xu S H) . 弹性体(China Elastomerics) , 2007 , 17 (4) : 63 —68
[61 ] 　Yeganeh H , Lakouraj M M, Jamshidi S. J . Polym. Sci . Pol . Chem. , 2005 , 43 (14) : 2985 —2996
[62 ] 　Yeganeh H , Lakouraj MM, Jamshidi S. Eur. Polym. J . , 2005 , 41 (10) : 2370 —2379
[63 ] 　潘祖仁(Pan Z R) . 高分子化学(Polymer Chemistry) . 北京: 化学工业出版社(Beijing : Chemical Industry Press) , 1997. 272
[64 ] 　戈进杰( Ge J J ) . 生物降解高分子材料及其应用(Biodegradable Polymer and its Applications) . 北京: 化学工业出版社(Beijing : Chemical Industry Press) , 2002. 19 —20
[65 ] 　汪汝洋(Wang R Y) . 化工新型材料(New Chemical Materials) , 1992 , 20 (7) : 15 —19
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Abstract

Degradable Epoxy Resins