呋喃/马来酰亚胺Diels-Alder反应在聚合物复合材料自愈合的应用

玻璃钢/复合材料 ›› 2016, Vol. 0 ›› Issue (6): 88-93.

• 综　　述 • 上一篇

呋喃/马来酰亚胺Diels-Alder反应在聚合物复合材料自愈合的应用

赵青松^1,2,江盛玲¹,张孝阿¹,员荣平¹

1.碳纤维及功能高分子教育部重点实验室,北京化工大学,北京100029;
2.橡塑新型材料合成国家工程研究中心,中国石油化工股份有限公司北京化工研究院燕山分院,北京102500

收稿日期:2015-11-24 出版日期:2016-06-28 发布日期:2016-06-28
通讯作者: 吕亚非(1955-),男,博士,研究员,主要从事功能高分子和复合材料研究。
作者简介:赵青松(1982-),男,博士研究生,主要从事自愈合橡胶轮胎研究。

APPLICATIONS OF FURAN/MALEIMIDE DIELS-ALDER REACTIONSTO SELF-HEALING POLYMER COMPOSITES

ZHAO Qing-song^1,2, JIANG Sheng-ling¹, ZHANG Xiao-a¹, YUAN Rong-ping¹

1.Key Laboratory of Carbon Fiber and Functional Polymers, Beijing University of Chemical Technology,Ministry of Education, Beijing 100029, China;
2.National Engineering Research Center of Novel Rubber and Plastic Synthesis,Yanshan Branch of Beijing Research Institute of Chemical Industry, SINOPEC, Beijing 102500, China

Received:2015-11-24 Online:2016-06-28 Published:2016-06-28

摘要/Abstract

摘要： 呋喃(双烯体)/马来酰亚胺(亲双烯体)Diels-Alder环加成反应(DA反应)是应用于聚合物复合材料自愈合的最重要的DA反应之一。总结了呋喃/马来酰亚胺DA反应的六种类型,包括各种呋喃衍生物与马来酰亚胺衍生物之间的线性聚合、支化和交联DA反应,含呋喃聚合物与含马来酰亚胺聚合物之间、主链含呋喃衍生物聚合物与马来酰亚胺衍生物之间、侧链含呋喃衍生物聚合物与马来酰亚胺衍生物之间和多种呋喃衍生物与马来酰亚胺衍生物之间共聚合的DA反应,综述了呋喃/马来酰亚胺DA反应在聚合物复合材料本体自愈合应用的微胶囊、中空纤维、微管道技术和聚合物/纤维、聚合物/纳米材料(纳米二氧化硅、层状硅酸盐、石墨烯)界面自愈合的研究进展。

关键词: 聚合物复合材料, 自愈合, Diels-Alder反应, 呋喃, 马来酰亚胺

Abstract: Diels-Alder reactions (DA reactions) using furans as a diene and maleimides as a dienophile are one of the most important DA reactions being used in self-healing polymer composites. Six types of DA polymerization and copolymerization from furan derivatives and maleimide derivatives including linear, branched and crosslinked reactions as well as the DA reactions of polymers containing both furan derivatives and maleimide derivatives in main chain or side chain were summarized. The progress in the applications of furans/maleimides DA reactions to self-healing both bulk and interphase of polymer composites including microcapsules, hollow glass fibers and microvascular network techniques and interfaces of polymer/fiber, polymer/silica, polymer/layered silicates and polymer/grapheme were reviewed.

Key words: polymer composites, self-healing, Diels-Alder reactions, furans, maleimides

中图分类号:

TB332

赵青松,江盛玲,张孝阿,员荣平. 呋喃/马来酰亚胺Diels-Alder反应在聚合物复合材料自愈合的应用[J]. 玻璃钢/复合材料, 2016, 0(6): 88-93.

ZHAO Qing-song, JIANG Sheng-ling, ZHANG Xiao-a, YUAN Rong-ping. APPLICATIONS OF FURAN/MALEIMIDE DIELS-ALDER REACTIONSTO SELF-HEALING POLYMER COMPOSITES[J]. Fiber Reinforced Plastics/Composites, 2016, 0(6): 88-93.

参考文献

[1] Xi W, Scott T F, Kloxin C J, et al. Click chemistry in materials science[J]. Adv Funct Mater, 2014, 24(18): 2572-2590.
[2] Goldmann A S, Glassner M, Inglis A J, et al. Post-functionalization of polymers via orthogonal ligation chemistry[J]. Macromol Rapid Commun, 2013, 34(10): 810-849.
[3] Chen X, Dam M A, Ono K, et al. A thermally re-mendable cross-lined polymeric material[J]. Science, 2002, 295: 1698-1702.
[4] Weizman H, Nielsen C, Weizman O S, et al. Synthesis of a self-healing polymer based on reversible Diels-Alder reaction[J]. J Chem Edu, 2011, 88(8): 1137-1140.
[5] Gandini A. The application of the Diels-Alder reaction to polymer synthesis based on funan/maleimide reversible coupling[J]. Polimerous: Ciencia Tecnologia, 2005, 15(2): 95-101.
[6] Hizal G, Tunca U, Sanyal A. Discrete macromolecular constructs via the Diels-Alder “click” reaction[J]. J Polym Sci Part 1: Polym Chem, 2011, 49(19): 4103-4120.
[7] Liu Y L, Chuo T W. Self-healing polymers based on thermally reversible Diels-Alder chemistry[J]. Polym Chem, 2013, 4(7):2194-2205.
[8] Chen X X, Wudl F, Mal A K, et al. New thermally remendable high cross-linked polymeric materials[J]. Macromolecules, 2003, 36(6): 1802-1807.
[9] Mauldin T C, Kessler M R. Self-healing polymers and composites[J]. Int Mater Rev., 2010, 55(6): 317-346.
[10] Zhong N, Post W. Self-repair of structural and functional composites with intrinsically self-healing polymer matrices: A review[J]. Composit Part A Appl Sci Manuf., 2015, 69: 226-239.
[11] Zeng C, Seino H, Ren J, et al. Self-healing bio-based funan polymers cross-linked with various bis-maleimides[J]. Polymer, 2013, 54(20): 5351-5357.
[12] Postiglione G, Turri S, Levi M. Effect of the plasticizer on the self-healing properties of a polymer coating based on the thermoreserversible Diels-Alder reaction[J]. Prog Org Coatings, 2015, 78: 526-531.
[13] Petersen A M, Jensen R E, Palmese G R. Room-temperature healing of a thermosetting polymer using the Diels-Alder reaction[J]. ACS Appl. Mater. Interfaces, 2010, 2(4): 1141-1149.
[14] Blaiszik B J, Kramer S L B, Olugebefola S C, et al. Self-healing polymers and composites[J]. Annu Rev Mater Res., 2010, 40: 179-211.
[15] Aissa B, Therriault D, Haddad E, et al. Self-healing materials systems: overview of major approaches and recent developed technologies[J]. Adv Mater Sci Eng., 2012, 1-17.
[16] Ingoglia B. Microencapsulation of Diels-Alder monomers in self-healing materials[J]. Kaleidoscope, 2013, 11(1): 1-4.
[17] Pratama P A, Sharifi M, Peterson A M, et al. Room temperature self-healing thermoset based on the Diels-Alder reaction[J]. ACS Appl Mater Interfaces, 2013, 5(23): 12425-12431.
[18] Aissa B, Therriault D, Haddad E, et al. Self-healing materials systems: overview of major approaches and recent developed technologies[J]. Adv Mater Sci Eng., 2012, 1-17.
[19] Petersen A M, Jensen R E, Palmese G R. Kinetic considerations for strength recovery at the fiber-matrix interface based on the Diels-Alder reaction[J]. ACS Appl. Mater. Interfaces, 2013, 5 (3): 815-823.
[20] Karger-Kocsis J, Mahmood H, Pegoretti A. Recent advances in fiber/matrix interphase engineering for polymer composites[J]. Prog Polym Sci., 2015,73(1): 1-43.
[21] Zhang W, Ducher J, Gerards J. Self-healable interfaces based on thermo-reversible Diels-Alder reactions in carbon fiber reinforced composites[J]. J Colloid Interface Sci., 2014, 430: 61-68.
[22] Lee J Y, Zhang Q, Emrick T, et al. Nanoparticle Alignment and Repulsion during Failure of Glassy Polymer Nanocomposites[J]. Macromolecules, 2006, 39(21): 7392-7396.
[23] Dirlam P T, Strange G A, Orlicki J A, et al. Controlling surface energy and wetability with Diels-Alder chemistry[J]. Langmuir, 2009, 26(6): 3942-3948.
[24] Pramanik N B, Haloi D J, Bag D S, et al. Thermoreversible block copolymer/clay nanocomposite via surface initiated ATRP (Si-ATRP) and "click reaction" in clay surface[J]. Am J Macromol Sci., 2014, 1(1): 31-45.
[25] Schafer S, Kickelbick G. Self-healing polymer nanocomposites based on Diels-Alder-reactions with silica nanoparticles: The role of the polymer matrix[J]. Polymer, 2015, 69: 357-368.
[26] Li J, Zhang G, Deng L, et al. In situ polymerization of mechanically reinforced, thermally healable graphene oxide/polyurethane composites based on Diels-Alder chemistry[J]. J Mater Chem A, 2014, 2(48): 20642-20649.

呋喃/马来酰亚胺Diels-Alder反应在聚合物复合材料自愈合的应用

APPLICATIONS OF FURAN/MALEIMIDE DIELS-ALDER REACTIONSTO SELF-HEALING POLYMER COMPOSITES

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 12

编辑推荐

Metrics

本文评价

[1]	贾园, 刘振, 师瑞峰, 杨菊香. 含聚硅氧烷结构的苯并噁嗪对双马来酰亚胺树脂改性研究[J]. 复合材料科学与工程, 2020, 0(4): 65-71.
[2]	邹俊杰, 王钧, 陈晞. 原位聚合制备热塑性环氧树脂及其复合材料性能的研究[J]. 玻璃钢/复合材料, 2019, 0(4): 25-30.
[3]	周如金, 王翔, 王钧, 蔡浩鹏. 苯并噁嗪增韧改性双马来酰亚胺树脂的制备与研究[J]. 玻璃钢/复合材料, 2018, 0(12): 21-27.
[4]	陈蔚, 成理, 叶宏军, 陈静. Nomex蜂窝夹层复合材料的成型工艺研究[J]. 玻璃钢/复合材料, 2017, 0(7): 70-73.
[5]	曹妮, 王智, 杜瑞奎, 刘亚青. 呋喃/环氧/胺类固化剂共混体系的固化反应机理及性能研究[J]. 玻璃钢/复合材料, 2017, 0(4): 94-98.
[6]	邓华,高军鹏,包建文. RTM用双马来酰亚胺树脂及其复合材料的制备与性能研究[J]. 玻璃钢/复合材料, 2017, 0(10): 85-88.
[7]	江大志, 鞠苏, 张鉴炜, 肖加余. 复合材料结构轻量化方法及技术[J]. 复合材料科学与工程, 2014, 0(9): 85-98.
[8]	王居临, 王钧. 环氧树脂改性双马来酰亚胺复合材料力学性能及耐热性能研究[J]. 复合材料科学与工程, 2014, 0(5): 25-31.
[9]	周伟, 方俊, 刘育建, 张衍. 一种新型膨胀单体预聚物的制备及其改性BDM/DABPA 共混体的研究[J]. 复合材料科学与工程, 2013, 0(5): 14-17.
[10]	李鹏, 张衍, 刘育建, 方俊. 微波法合成新型双酚A二苯醚型双马来酰亚胺研究[J]. 复合材料科学与工程, 2013, 0(4): 12-15.
[11]	张英强, 徐耀民, 郑康生. 烯丙基化合物对双马来酰亚胺树脂的改性研究[J]. 玻璃钢/复合材料, 2009, 209(3): 56-58.
[12]	虞莲雯, 王耀先, 陈兴旺. 改性双马来酰亚胺/氰酸酯树脂固化工艺的研究[J]. 玻璃钢/复合材料, 2008, 198(2): 35-37.