Kinetic study of Diels-Alder reaction involving in maleimide-furan compounds and linear polyurethane

被引：103

作者：

Liu, Xuanxuan ^{[1
]}

Du, Pengfei ^{[1
]}

Liu, Li ^{[1
]}

Zheng, Zhen ^{[1
]}

Wang, Xinling ^{[1
]}

Joncheray, Thomas ^{[2
]}

Zhang, Yuefan ^{[3
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Technol, State Key Lab Met Matrix Composites, Shanghai 200240, Peoples R China

[2] Huntsman Europe BVBA, B-3078 Everberg, Belgium

[3] Huntsman Polyurethanes China Ltd, Shanghai 200245, Peoples R China

来源：

POLYMER BULLETIN | 2013年 / 70卷 / 08期

关键词：

Diels-Alder reaction; Kinetics; Polyurethane; Furfuryl alcohol; Bismaleimide; HEALING POLYMERIC MATERIALS; CROSS-LINKED POLYAMIDES; CLICK CHEMISTRY; BEARING; EPOXY; COPOLYMERS; NETWORKS; MOIETIES;

D O I：

10.1007/s00289-013-0954-8

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Linear polyurethane was synthesized by Diels-Alder (DA) reaction between a polyurethane prepolymer end-capped with furan rings (MPF) and bismaleimide (BMI). The polymerization kinetics were studied following a preliminary kinetic study of the DA reaction between furfuryl alcohol (FA) and BMI compounds by attenuated total reflection infrared, ultraviolet-visible and in situ H-1 NMR spectroscopies, where in situ H-1 NMR spectroscopy was selected as the analytical method of choice to study the DA reaction between MPF and BMI. The results showed that the reaction followed second-order kinetics, and the most beneficial experimental conditions to maximize conversion were identified.

引用

页码：2319 / 2335

页数：17

共 31 条

[11] Application of the Diels-Alder reaction to polymers bearing furan moieties. 2. Diels-Alder and retro-Diels-Alder reactions involving furan rings in some styrene copolymers [J].

Gousse, C ;

Gandini, A ;

Hodge, P .

MACROMOLECULES, 1998, 31 (02) :314-321

[12]

HARRIS FW, 1968, MACROMOLECULES, V1, P463

[13] A tailor-made polymethacrylate bearing a reactive diene in reversible Diels-Alder reaction [J].

Kavitha, A. Amalin ;

Singha, Nikhil K. .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2007, 45 (19) :4441-4449

[14] Smart "All Acrylate" ABA Triblock Copolymer Bearing Reactive Functionality via Atom Transfer Radical Polymerization (ATRP): Demonstration of a "Click Reaction" in Thermoreversible Property [J].

Kavitha, A. Amalin ;

Singha, Nikhil K. .

MACROMOLECULES, 2010, 43 (07) :3193-3205

[15] "Click Chemistry" in Tailor-Made Polymethacrylates Bearing Reactive Furfuryl Functionality: A New Class of Self-Healing Polymeric Material [J].

Kavitha, A. Amalin ;

Singha, Nikhil K. .

ACS APPLIED MATERIALS & INTERFACES, 2009, 1 (07) :1427-1436

[16] NEW TELECHELIC POLYMERS AND SEQUENTIAL CO-POLYMERS BY POLYFUNCTIONAL INITIATOR-TRANSFER AGENTS (INIFERS) .34. SYNTHESIS, CHARACTERIZATION, AND DIELS-ALDER EXTENSION OF CYCLOPENTADIENE TELECHELIC POLYISOBUTYLENE .4. ALPHA,OMEGA-DI(3-CYCLOPENTADIENYLPROPYLDIMETHYLSILYL)POLYISOBUTYLENE [J].

KENNEDY, JP ;

CARLSON, GM .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1983, 21 (12) :3551-3561

[17] ISOMERISM AND ADDUCT STABILITY IN THE DIELS ALDER REACTION .1. THE ADDUCTS OF FURAN AND MALEIMIDE [J].

KWART, H ;

BURCHUK, I .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (12) :3094-3097

[18] The application of the Diels-Alder reaction to polymers bearing furan moieties .1. Reactions with maleimides [J].

Laita, H ;

Boufi, S ;

Gandini, A .

EUROPEAN POLYMER JOURNAL, 1997, 33 (08) :1203-1211

[19] Thermally reversible cross-linked polyamides with high toughness and self-repairing ability from maleimide- and furan-functionalized aromatic polyamides [J].

Liu, Ying-Ling ;

Chen, Yi-Wen .

MACROMOLECULAR CHEMISTRY AND PHYSICS, 2007, 208 (02) :224-232

[20] Thermally reversible cross-linked polyamides and thermo-responsive gels by means of Diels-Alder reaction [J].

Liu, YL ;

Hsieh, CY ;

Chen, YW .

POLYMER, 2006, 47 (08) :2581-2586

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