Abstract
Phenyl ethynyl functional addition curable phenolic resins were synthesised by reacting a mixture of phenol and 3-(phenylethynyl) phenol (PEP) with formaldehyde in presence of an acid catalyst. Relatively narrow molar-mass distributed polymers were obtained in good yield. The presence of PEP led to reduced molar-mass and narrow distribution of the copolymers. The resin underwent thermal curing at around 250–275°C, much lower than the cure temperature of PEP. The thermal stability and anaerobic char residue of the cured resins increased with increase in ethynyl-content and these properties were more than those of resol resin. These addition cure phenolics provided an overall increase in char of about 70% vis-à-vis resol resin when compared on the basis of uncured resins.
Similar content being viewed by others
References
P. W. Kopf and A. D. Little, in “Phenolic Resins” in Encyclopedia of Polymer Science and Engineering, 2nd ed.,Vol. II, edited by H. F. Mark, N. M. Bikales, C. G. Overberger and G. Menges (John Wiley, New York, 1988) p. 45.
C. P. Reghunadhan Nair, in Proccedings of “Polymers 99,” International Symposium on Polymers Beyond AD2000, edited by A. K. Ghosh (Society of Polymer Science, India, New Delhi, January 1999) p. 35.
R. L. Bindu, C. P. Reghunadhan Nair and K. N. Ninan, J.Poly.Sci.Poly.Chem. 38 (2000) 641.
Idem., J.Appl.Polym.Sci. 80 (2001) 1664.
Idem., Polym.Intnat. (in press, Vol. 50, 2001).
Idem., Macromolecules (communicated).
H. A. Katsman, J. J. Mallon and W. T. Barry, J.Adv.Mater. (April 1995) 21.
I. J. Golfarb, C. Y.-C. Lee, F. E. Arnold and T. E. Helminiak, in “High Temperature Polymer Matrix Composites,” edited by T. M. Serafini (Noyes Data Corporation, Park Ridge, NJ, 1987) p. 2.
K. M. Jones and T. M. Keller, Polym.Mater.Sci.Eng. 68 (1993) 97.
R. H. Pater SAMPE J. 30(5) (1994) 29.
T. R. Walton and R. F. Gratz, J.Appl.Polym.Sci. 44 (1992) 387.
A. W. Snow, in“NewMonomers and Polymers,” edited by B. M. Culbertson and C. U. Pittman Jr. (Plenum Press, New York, 1984) p. 399.
P. M. Hergenrother, in “Encyclopedia of Polymer Science and Engineering,” 2nd ed., Vol. 1, edited by H. F. Mark, N. M. Bikales, C. G. Overberger and G. Menges (John Wiley, NY, 1985) p. 1.
F. L. Hedberg, R. F. Kovar and F. E. Arnold, in “Contemoraray Topics in Polymer Science,” Vol. 2, edited by E. M. Pearce (Plenum Publishers, New York, 1977) p. 135.
P. M. Hergenrother, Macromolecules 14 (1991) 898.
F. W. Harris, A. Pamidimukkala, R. Gupta, S. Das, T. Wu and G. Mark, Polym.Prepr. 24(2) (1984) 324; J.Macromol.Sci.A 21 (1984) 1117.
C. W. Paul, R. A. Schultz and S. P. Fenelli, in “Advances in Polymers Science andTechnology,” edited by C. Feger, M. M. Khoyasteh and M. S. Htoo (Technonmic, Lancaster, PA, 1993) p. 220
P. M. Hergenrother and J. G. Smith Jr., Polymer 35(22) (1994) 4857.
G. W. Meyer, T. E. Glass, H. J. Grubbs and J. E. McGrath, J.Polym.Sci. 33 (1995) 2141.
G. W. MEYER, Y. J. LEE, S. J. PAK and J. E. MCGRATH, Polym.Mater.Sci.Eng.Proc. 70 (1994) 496.
J. E. McGrath, B. Tan, V. Vasudevan, G. W. Meyer, A. C. Loos and T. Bullion, 28th InternatSAMPE Tech Conf. 29 (1996).
R. Rossi, U S PAT 4,730,032 (1988) to National Starch and Chemicals Corporation.
S. Jayaraman, G. Meyer, T. M. Moy, R. Srinivasan and J. E. McGrath, Polym.Prepr. 34(1) (1993) 513.
B. J. Jensen and R. G. B[upRYANT], ibid. 35(1) (1994) 513.
W. D. Joseph, J. C. Abed, T. H. Yoon and J. E. McGrath, ibid. 35(1) (1994) 551.
J. G. Smith Jr., J. W. CONNELL, E. J. SIOCHI and P. M. HERGENROTHER], High Perf.Polym. 7 (1995) 41.
M. B. Goldfinger and T. M. Swager, Polym.Mater. Sci.Eng.Prepr. 73 (1995) 256.
K. H. Wood, R. A. Orwoll, B. J. Jensen, P. R. Young and H. M. McNair, 42nd InternatSAMPESymp 1271 (1997).
S. Jayaraman, R. Srinivasan and J. E. McGrath, J.Polym.Sci.Polym.Chem. 33 (1995) 1551.
B. S. Furniss, A. J. Hannaford, V. Rogers, P. W. G. Smith and A. R. Tatchel (Revisers), in “Vogels Text Book of Practical Organic Chemistry,” 4th Edition (Longman Scientific and Technical, 1987) London, p. 1102.
R. T. Conley, “Thermal Stability of Polymers” (Marcel Decker, 1970) New York, Vol. I, Ch. 11.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Nair, C.P.R., Bindu, R.L. & Ninan, K.N. Phenyl ethynyl functional addition cure phenolic resins: Synthesis, characterisation and thermal properties. Journal of Materials Science 36, 4151–4157 (2001). https://doi.org/10.1023/A:1017956619269
Issue Date:
DOI: https://doi.org/10.1023/A:1017956619269