Six target N-substituted maleimides were synthesized using a modified synthetic procedure. The six target maleimides synthesized and their yields were N-phenyl maleimide (40.8%), p- Chloro maleimide (33.3 %), m-Nitro maleimide (59 %), p-Methoxy maleimide (11.5 %), p-Nitro maleimide (53.9 %), and the Fast Garnet Azo Dye maleimide (2.2%). Of these six maleimides the m- Nitro and Fast Garnet derivatives are novel compounds. Three of the maleimides were copolymerized with styrene to show that these N-substituted maleimides can be incorporated into a polymer backbone. The three maleimides polymerized with styrene were the p-Chloro, m-Nitro, and Fast Garnet derivatives. Percent incorporation of maleimides into the subsequent copolymers was calculated to be 34%, 33%, and 23% respectively. Computer aided modeling through the program Computer Aided Chemistry (CaChe) was also conducted. Dihedral rotational energy plots and optimized geometric conformation data was compiled and reported as unpublished results. This data was offered as a foundation for future work with this reaction system.
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School of Chemistry and Materials Science (COS)
Vandell, Victor, "Synthesis, copolymerization and characterization of novel n-substituted phenyl maleimides" (1994). Thesis. Rochester Institute of Technology. Accessed from
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