Synthesis of three novel phosphorus-containing flame retardants and their application in epoxy resins

Polymer Degradation and Stability

Volumn 96, Issue 10, 2011, Pages 1720-1724

  Sun, Dechao ^a   Yao, Youwei ^a  

^a TSINGHUA UNIVERSITY   (China)

Author keywords

Epoxy resin; Flame retardancy; Phosphorus; Thermoset

Indexed keywords

4-HYDROXYBENZALDEHYDE; CO-CURING; DIAMINODIPHENYLMETHANE; EPOXY RESIN SYSTEM; EPOXY THERMOSETS; FLAME RETARDANCY; FTIR; LIMITING OXYGEN INDEX; MASS SPECTRA; P-PHENYLENE DIAMINES; PHOSPHORUS CONTENTS; SYMMETRIC DIAMINES; SYNERGISTIC EFFECT; TWO-STEP PROCEDURE;

ALDEHYDES; FLAME RETARDANTS; FLAME SYNTHESIS; GLASS TRANSITION; MASS SPECTROMETRY; PHENOLS; PHOSPHORUS; SYNTHETIC RESINS; THERMOSETS;

EPOXY RESINS;

EID: 80052506361     PISSN: 01413910     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.polymdegradstab.2011.08.004     Document Type: Article

References (29)

1. C.S. Wang, and J.K. Liao Synthesis of high purity o-cresol formaldehyde novolac epoxy resins Polym Bull 25 1991 559 565
2. Y. Nakamura, M. Yamaguchi, M. Okubo, and T. Matsumoto Effects of particle size on mechanical and impact properties of epoxy resin filled with spherical silica J Appl Polym Sci 45 7 1992 1281 1289 (Pubitemid 23621145)
3. N. Kinjo, M. Ogata, K. Nishi, and A. Kaneda Epoxy molding compounds as encapsulation materials for microelectronic devices Adv Polym Sci 88 1989 1 48
4. D. Derouet, F. Morvan, and J.C. Bross Chemical modification of epoxy resins by dialkyl(or aryl) phosphates: evaluation of fire behavior and thermal stability J Appl Polym Sci 62 11 1996 1855 1868 (Pubitemid 126544196)
5. G. Camino, L. Costa, and G. Martinasso Intumescent fire-retardant systems Polym Degrad Stab 23 4 1989 359 376
6. R.J. Jeng, M. Shau, J.J. Lin, W.C. Su, and Y.S. Chiu Flame retardant epoxy polymers based on all phosphorus-containing components Eur Polym J 38 4 2002 683 693
7. U. Braun, U. Knoll, B. Schartel, T. Hoffmann, D. Pospiech, and J. Artner Novel phosphorus-containing poly(ether sulfone)s and their blends with an epoxy resins: thermal decomposition and fire retardancy Macromol Chem Phys 207 16 2006 1501 1514 (Pubitemid 44859151)
8. B. Youssef, L. Lecamp, W.E. Khatib, C. Bunel, and B. Mortaigne New phosphonated methacrylates: synthesis, photocuring and study of their thermal and flame-retardant properties Macromol Chem Phys 204 15 2003 1842 1850
9. J.A. Mikroyannidis, and D.A. Kourtides Curing of epoxy resins with 1-[di(-chloroethoxyphosphinyl)methyl]-2,4-and-2,6-diaminobenzene J Appl Polym Sci 29 1 1984 197 209
10. L.A. Mercado, G. Ribera, M. Gali, and V. Cdiz Curing studies of epoxy resins with phosphorus-containing amines J Polym Sci: Polym Chem 44 5 2006 1676 1685
11. S. Levchik, A. Piotrowski, E. Weil, and Q. Yao New developments in flame retardancy of epoxy resins Polym Degrad Stab 88 1 2005 57 62 (Pubitemid 40244998)
12. Y.L. Liu Epoxy resins from novel monomers with a bis-(9,10-dihydro-9-oxa- 10-phosphaphenanthrene-10-yl-)substituent J Polym Sci: Polym Chem 40 3 2002 359 368 (Pubitemid 34138664)
13. G. Lligadas, J.C. Ronda, M. Gali, and V. Cdiz Synthesis and properties of thermosetting polymers from a phosphorus-containing fatty acid derivative J Polym Sci: Polym Chem 44 19 2006 5630 5644 (Pubitemid 44519435)
14. M.A. Espinosa, M. Gali, and V. Cdiz Novel flame-retardant thermosets: phosphine oxide-containing diglycidylether as curing agent of phenolic novolac resins J Polym Sci: Polym Chem 42 14 2004 3516 3526
15. P.M. Hergenrother, C.M. Thompson, J.G. Smith Jr., J.W. Connell, J.A. Hinkley, and R.E. Lyon Flame retardant aircraft epoxy resins phosphorus Polymer 46 14 2005 5012 5024 (Pubitemid 40759043)
16. X. Wang, Y. Hu, L. Song, H.Y. Yang, W.Y. Xing, and H.D. Lu Flame retardancy and thermal degradation mechanism of epoxy resin composites based on a DOPO substituted organophosphorus oligomers Polymer 51 11 2010 2435 2445
17. C.H. Lin, C.Y. Wu, and C.S. Wang Synthesis and properties of phosphorus-containing advanced epoxy resins. II J Appl Polym Sci 78 1 2000 228 235
18. C.H. Lin, and C.S. Wang Synthesis and property of phosphorus-containing bismaleimide by a novel method J Polym Sci: Polym Chem 38 12 2000 2260 2268
19. C.S. Wang, and C.H. Lin Synthesis and properties of phosphorus-containing epoxy resins by novel method J Polym Sci: Polym Chem 37 21 1999 3903 3909 (Pubitemid 30538481)
20. M.J. Alcón, M.A. Espinosa, M. Gali, and V. Cádiz Synthesis, characterization and polymerization of a novel glycidyl phosphinate Macromol Rapid Commun 22 15 2001 1265 1271 (Pubitemid 33355733)
21. Y.L. Liu, and S.H. Tsai Synthesis and properties of new organosoluble aromatic polyamides with cyclic bulky group containing phosphorus Polymer 43 21 2002 5757 5762
22. Y.L. Liu, C.S. Wu, K.Y. Hsu, and T.C. Chang Flame-retardant epoxy resins from o-cresol novolac epoxy cured with a phosphorus-containing aralkyl novolac J Polym Sci: Polym Chem 40 14 2002 2329 2339
23. R.A. Stockland, R.I. Taylor, L.E. Thompson, and P.B. Patel Microwave-assisted regioselective addition of P(O)-H bonds to alkenes without added solvent or catalyst Org Lett 7 5 2005 851 853 (Pubitemid 40380242)
24. C.H. Lin, T.Y. Hwang, Y.R. Taso, and T.L. Lin Phosphorus-containing epoxy curing agents via imine linkage Macromol Chem Phy 208 24 2007 2628 2641 (Pubitemid 350280376)
25. C.H. Lin, H.T. Lin, S.L. Chang, H.J. Hwang, Y.M. Hu, and Y.R. Taso Benzoxazines with tolyl, p-hydroxyphenyl or p-carboxyphenyl linkage and the structure-property relationship of resulting the thermosets Polymer 50 10 2009 2264 2272
26. g epoxy resins for halogen-free copper clad laminates Polymer 50 24 2009 5685 5692
27. 2 nanocomposites Eur Polym J 43 3 2007 725 742 (Pubitemid 46273426)
28. C.H. Lin, S.X. Cai, and C.H. Lin Flame-retardant epoxy resins with high glass-transition temperatures. II. Using a novel hexafunctional curing agent: 9,10-dihydro-9-oxa-0-phosphaphenanthrene 10-yl-tris(4-aminophenyl) methane J Polym Sci: Polym Chem 43 23 2005 5971 5986 (Pubitemid 43080586)
29. X. Wang, L. Song, W.Y. Xing, H.D. Lu, and Y. Hu A effective flame retardant for epoxy resins based on poly(DOPO substituted dihydroxyl phenyl pentaerythritol diphosphonate) Mater Chem Phys 125 3 2010 536 541