Facile preparation of novel epoxy curing agents and their high‐performance thermosets
作者： Ching Hsuan Lin , Tsung Li Lin , Sheng Lung Chang , Shenghong A. Dai , Ru Jen Cheng
DOI: 10.1002/POLA.23069
关键词:
摘要: Two flame-retardant epoxy curing agents, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-yl-tris(4-hydroxyphenyl)methane (1) and 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-yl- (4-aminophenyl)-bis(4-hydroxyphenyl)methane (2), were prepared by a facile, economic, one-pot procedure. The structures of the agents confirmed IR, high-resolution mass, 1-D, 2-D NMR spectra. A reaction mechanism was proposed for preparation, effect electron withdrawing/donating effects on stabilization carbocation discussed. (1-2) served as diglycidyl ether bisphenol (DGEBA), dicyclopentadiene (HP-7200), cresol novolac (CNE). Properties such glass transition temperature, coefficient thermal expansion, decomposition flame retardancy resulting thermosets evaluated. show high Tg, low moderate thermostability, excellent retardancy. bulky biphenylene phosphinate pendant makes polymer chains difficult to rotate, explaining Tg expansion characteristic. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Chem 46: 7898–7912,
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sci-hub.se 参考文章(35)
J. Canadell, A. Mantecón, V. Cádiz, SYNTHESIS OF A NOVEL BIS-SPIROORTHOESTER CONTAINING 9,10-DIHYDRO-9-OXA-10- PHOSPHAPHENANTRENE-10-OXIDE AS A SUBSTITUENT: HOMOPOLYMERIZATION AND COPOLYMERIZATION WITH DIGLYCIDYL ETHER OF BISPHENOL A Journal of Polymer Science Part A. ,vol. 45, pp. 1980- 1992 ,(2007) , 10.1002/POLA.21962
Ying-Ling Liu, Chih-Yuan Hsu, Chuan-Shao Wu, Polyimides possessing bulky phosphorus groups: Synthesis and characterization Journal of Applied Polymer Science. ,vol. 89, pp. 791- 796 ,(2003) , 10.1002/APP.12292
Ulrike Braun, Uta Knoll, Bernhard Schartel, Thorsten Hoffmann, Doris Pospiech, Johannes Artner, Michael Ciesielski, Manfred Döring, Raul Perez-Graterol, Jan K. W. Sandler, Volker Altstädt, Novel Phosphorus-Containing Poly(ether sulfone)s and Their Blends with an Epoxy Resin: Thermal Decomposition and Fire Retardancy Macromolecular Chemistry and Physics. ,vol. 207, pp. 1501- 1514 ,(2006) , 10.1002/MACP.200600182
Sukumar Maiti, Susanta Banerjee, Sunanda K. Palit, Phosphorus-containing polymers Progress in Polymer Science. ,vol. 18, pp. 227- 261 ,(1993) , 10.1016/0079-6700(93)90026-9
Susanta Banerjee, Sunanda K. Palit, Sukumar Maiti, Phosphorus containing polymers. III. Polyimidophosphonates Journal of Polymer Science Part A. ,vol. 32, pp. 219- 227 ,(1994) , 10.1002/POLA.1994.080320202
A. Richard Horrocks, Jun Zhang, Michael E. Hall, Flammability of polyacrylonitrile and its copolymers II. Thermal behaviour and mechanism of degradation Polymer International. ,vol. 33, pp. 303- 314 ,(1994) , 10.1002/PI.1994.210330310
Mavis Banks, John R. Ebdon, Michael Johnson, Influence of covalently bound phosphorus-containing groups on the flammability of poly(vinyl alcohol), poly(ethylene-co-vinyl alcohol) and low-density polyethylene Polymer. ,vol. 34, pp. 4547- 4556 ,(1993) , 10.1016/0032-3861(93)90163-5
Der-jang Liaw, Synthesis of polyphosphates by the polyaddition of bisphenol-S diglycidyl ether and aryl phosphorodichloridates Journal of Polymer Science Part A. ,vol. 35, pp. 2365- 2369 ,(1997) , 10.1002/(SICI)1099-0518(19970915)35:12<2365::AID-POLA5>3.0.CO;2-U
Weichang Liu, Russell J. Varley, George P. Simon, A phosphorus‐containing diamine for flame‐retardant, high‐functionality epoxy resins. I. Synthesis, reactivity, and thermal degradation properties Journal of Applied Polymer Science. ,vol. 92, pp. 2093- 2100 ,(2004) , 10.1002/APP.20145
Harry R. Allcock, Thomas J. Hartle, Jonathan P. Taylor, Nicolas J. Sunderland, Organic Polymers with Cyclophosphazene Side Groups: Influence of the Phosphazene on Physical Properties and Thermolysis Macromolecules. ,vol. 34, pp. 3896- 3904 ,(2001) , 10.1021/MA001735R