Bismaleimides and biscitraconimides with bisallyl groups were synthesized by the condensation reaction of 3(4)-maleimidobenzoic chloride or 3(4)-citraconimidobenzoic chloride with diallylbisphenol A. Diallylbisphenol A was prepared by the reaction of bisphenol A with allyl bromide followed by Claisen thermal rearrangement by heating at 180° C. The structures were confirmed by IR, 1 H NMR, 13 C NMR spectroscopy. The compounds were characterized by differential scanning calorimetry and thermal analysis.
(a) Bargain M, Combet A and Grosjean P 1973 US Patent 3562223; (b) Tung C M., Lung C L. and Liar T T.1985ACS PMSE52139; (c) Chandra R. and Rajabi L.1997J. Macromol. Sci.-Rev. Macromol. Chem. Phys.3761; (d) Stenzenberger H D.1994Adv.Polym.Sci.117165
2.
Stenzenberger H D 1980 US Patent 4211861
3.
Scola D.A. and Stivens M P.1981J. Appl. Polym. Sci.26231
4.
Bounor-Legare V., Mison P. and Sillion B.1997Polymer392825
5.
Iratcabal P. and Cardy H.1995J. Org. Chem.606717
6.
Pascal T., Mercier R. and Sillion B.1990Polymer3178
7.
Morgan R.J. , Jurek R.J., Yen A. and Donnellan T.1993Polymer34835
8.
Morgan R.J. , Shin E.E., Rosenberg B. and Jurek A.1997Polymer38639
9.
10.
Abraham T.1988J. Polym. Sci. Part C: Polym. Lett.26521
11.
Zahir S.A. , Chandhari N.A. and King I.1989Makromol. Chem. Macromol. Symp.2525
12.
Reyx B., Campistron I., Cailland C., Villatte M. and Cavedan A.1995Macromol. Chem. Phys.196775
13.
Li Z. , Yang M., Huang R., Zhang M. and Feng J.2001J. Appl. Polym. Sci.802245
14.
Iijima T.1996Polymeric Mater.EncyclopediaJ.C.Salamone ed (Boca Raton: CRC Press) vol 1
15.
Liang G. and Gu A., 1996J. Appl. Polym. Sci.64273
16.
Iijima T. , Yuasa N. and Tamod M., 1999Polym. Int.48587
17.
Liang G. and Fan J.1999J. Appl. Polym. Sci.731623
18.
Gaina C. and Gaina V.2004Designed Monomers and Polymers7235
19.
Gouri C., Reghunadhan Nair C P. and Ramaswang R.2001Polym. Int.50403
20.
Searle N E 1948 US Patent 2444536; Chem.Abstr. 1948, 7340d
21.
Liu F.J., Munukutia S., Levent K. and Tesoro G.J., 1992J. Polym. Sci. Part A: Polym. Chem.30157
22.
Gill G B. , James G D., Oates K V. and Pattenden G.1993J. Chem. Soc. Perkin Trans I, 212567
23.
A.E. Hoyt and B.C. Benicewicz1990J. Polym. Sci. Part A: Polym. Chem.283403
24.
C. Gaina and V. GainaDesigned Monomers and Polymers in press
25.
Rabek J.F.1980 in Experimental Methods in Polymer Chemistry ( Chichester: Wiley) p 241