Thermal breakdown by the retro Diels-Alder reaction of crosslinking in poly[styrene-co-(furfuryl methacrylate)]

被引:52
作者
Goiti, E
Huglin, MB [1 ]
Rego, JM
机构
[1] Univ Salford, Sch Chem Sci, Salford M5 4WT, Lancs, England
[2] Dow Benelux NV, NL-4530 AA Terneuzen, Netherlands
关键词
crosslinking; Diels-Alder polymers; kinetics (polym.); poly[styrene-co-(furfuryl methacrylate); thermoreversibility;
D O I
10.1002/marc.200350013
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Crosslinked poly[styrene-co-(furfuryl methacrylate)] has been produced by the Diels-Alder (D-A) reaction between the furan ring (within the copolymer) and the maleimide (MI) group (within the other reactant, bismaleimide). The retro D-A reaction was followed by the analysis of MI groups produced at different times at five constant temperatures. The process was shown to follow first-order kinetics, and the rate constants were determined. The findings are believed to be the first to provide quantitative information on the breakdown by a retro D-A reaction of crosslinking in a polymer system. The D-A processes constitute a thermoreversible gelling system with respect to the formation and breakdown of crosslinks.
引用
收藏
页码:692 / 696
页数:5
相关论文
共 20 条
[1]   Control of viscosity through reversible addition of telechelics via repetitive Diels-Alder reaction in bulk [J].
Brand, T ;
Klapper, M .
DESIGNED MONOMERS AND POLYMERS, 1999, 2 (04) :287-309
[2]   THERMALLY REVERSIBLE CROSS-LINKING OF POLYSTYRENE VIA THE FURAN-MALEIMIDE DIELS-ALDER REACTION [J].
CANARY, SA ;
STEVENS, MP .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1992, 30 (08) :1755-1760
[3]   A NOVEL NONIONIC HYDROGEL FROM 2-METHYL-2-OXAZOLINE .4. REVERSIBLE GELATION OF POLYOXAZOLINE BY MEANS OF DIELS-ALDER REACTION [J].
CHUJO, Y ;
SADA, K ;
SAEGUSA, T .
MACROMOLECULES, 1990, 23 (10) :2636-2641
[4]   STRUCTURAL EFFECTS CONTROLLING THE RATE OF THE RETRO-DIELS-ALDER REACTION IN ANTHRACENE CYCLOADDUCTS [J].
CHUNG, YS ;
DUERR, BF ;
MCKELVEY, TA ;
NANJAPPAN, P ;
CZARNIK, AW .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (05) :1018-1032
[5]   SOLVENT EFFECT AS THE RESULT OF FRONTIER MOLECULAR-ORBITAL INTERACTION .7. THE RETRO-DIELS-ALDER REACTION [J].
DESIMONI, G ;
FAITA, G ;
PASINI, D ;
RIGHETTI, PP .
TETRAHEDRON, 1992, 48 (09) :1667-1674
[6]   MECHANISM OF THE DIELS-ALDER REACTION - STUDIES OF THE ADDITION OF MALEIC-ANHYDRIDE TO FURAN AND METHYLFURANS [J].
DEWAR, MJS ;
PIERINI, AB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (01) :203-208
[7]  
FLEMING I, 1976, FRONTIER ORBITALS OR, pCH4
[8]  
Fringuelli F., 1990, Dienes in the Diels-Alder Reaction
[9]  
Gamenara D, 2001, J BRAZIL CHEM SOC, V12, P489
[10]   Diels-Alder reactions with novel polymeric dienes and dienophiles: Synthesis of reversibly cross-linked elastomers [J].
Gheneim, R ;
Perez-Berumen, C ;
Gandini, A .
MACROMOLECULES, 2002, 35 (19) :7246-7253