N-Arylmaleimide Derivatives

Document Type

Article

Publication Date

9-1-2000

Department

Polymers and High Performance Materials

Abstract

Nine phenyl substituted N-phenylmaleimide monomers for photopolymerization studies have been characterized by x-ray crystallography. Structures for N-(2 ' -t-butylphenyl)maleimide (1), P2(1)/n, a = 10. 197(3) Angstrom, b = 11.904(4) Angstrom, c = 10.496(5) Angstrom, beta = 100.61(3)degrees; N-(2 ' -trifluoromethylphenyl)maleimide (2), P2(1)/c, a = 11.763(8) Angstrom, b = 10.699(9) Angstrom, c = 8.284(5) Angstrom, beta = 90.02(5)degrees; N-(2 ' ,6 ' -diisopropylphenyl)maleimide hemibenzene solvate (3), Pc, a = 16.747(6) Angstrom, b = 8.552(3) Angstrom, c = 12.899(4) Angstrom, beta = 105.08(3)degrees; N-(2 ' ,6 ' -diisopropylphenyl) maleimide (unsolvated) (4), C2/c, a = 28146(10) Angstrom, b = 8.434(4) Angstrom, c = 12.881(4) Angstrom, 92.20(4)degrees; N-(2 ' -bromo-3 ' ,5 ' -bis(trifluoromethyl)phenyl) maleimide (5), P2(1)/n, a 8.7115(16) Angstrom, b = 16.125(3) Angstrom, c = 9.6707(19) Angstrom, beta = 99.757(15)degrees; N-(2 ' -phenylphenyl)maleimide (6), P21/n, a = 8.519(4) Angstrom, b = 13,742(5) Angstrom, c = 11.147(4) Angstrom, beta = 92.25(3)degrees; N-(4 ' -methoxyphenyl)maleimide (7), P2(1)/n, a = 9.320(3) Angstrom, b = 6.621(2) Angstrom, c 16.059(6) Angstrom, beta = 99.58(3)degrees; N-(2 ' -trifluoromethylphenyl)-2-methylmaleimide (8), Fdd2, a = 43.362(12)Angstrom, b = 8.202(2)Angstrom, c = 12.720(4) Angstrom; and N-(2 ' -trifluoromethylphenyl)-2-methanosuccinimide (9), Cc, a = 7.708(2) Angstrom, b = 22.191(9) Angstrom, c = 7.137(2) Angstrom, beta = 115.76(2)degrees are described. Molecules with bulky T-substituents show larger rotations between the mean phenyl and maleimide ring planes, and varying degrees of distortion to the imide group.

Publication Title

Journal of Chemical Crystallography

Volume

30

Issue

9

First Page

563

Last Page

571

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