Syntheses and thermostabilities of N ‐[4‐( N ′‐substituted aminocarbonyl)phenyl]maleimide polymers

Abstract

Three types of novel N‐[4‐(N′‐substituted aminocarbonyl)phenyl] maleimide (RPhMI: N‐substituent (R) = phenyl, cyclohexyl, and cyclododecyl) were synthesized and homopolymerized under several conditions. In the copolymerizations of RPhMI (M1) with styrene (ST; M2) or methyl methacrylate (MMA; M2), monomer reactivity ratios and Alfrey‐Price Q, e values were determined. All homopolymers decomposed without softening and melting points. The initial degradation temperatures (Td) of poly(RPhMI)s were over 320°C. The glass transition temperatures (Tg) of RPhMI copolymers were much higher than those of N‐phenylmaleimide (PhMI)–ST, PhMI–MMA, N‐cyclohexylmaleimide (CHMI)–ST, and CHMI–MMA copolymers. Thermal stability of the terpolymers of RPhMI with ST and acrylonitrile (AN) was higher than that of ST–AN copolymers, i.e., AS resin. © 1998 John Wiley & Sons, Inc. J. Polym. Sci. A Polym. Chem. 36: 2001–2012, 1998

Synthesis and characterization of alternating copolymers of thiophene-containing N-phenyl maleimide and styrene by photoinduced radical polymerization and their use in electropolymerization

“…Therefore, more material than usual and the scan rate at 40 8C/min were used. As was reported [9] the glass transitions of copolymaleimides with St increase with the maleimide content in the copolymers. The similar behavior was observed in our case.…”

“…Free radical polymerization and copolymerization of styrene as electron-rich monomer with various N-substituted maleimides as electron-deficient monomers have been reported in many papers [7][8][9][10][11]22,23] and a nearly alternating copolymer was obtained through the formation of charge transfer complexes (CTCs), better called electron donor-acceptor complexes, EDA. A measure for the strength of the donor (D)-acceptor (A) interaction is the equilibrium constant of EDA complex formation, (K).…”

“…One of the main advantages offered by functional maleimides is the fact that new monomers with desired substituents to the imino nitrogen can be readily prepared. The 4-maleimidobenzoic acid, a very versatile reagent, was often used to obtain Nphenyl maleimide type monomers [7][8][9][10][11] or bismaleimides [11,12] with different functionalities.…”

Synthesis and photoresponsive behavior of the high-Tg azobenzene polymers via RAFT polymerization

“…Using the RAFT technique, 4-(N-maleimido)azobenzene was copolymerized with styrene to form alternating copolymers with steady functionalization (50%). The polymers showed high T g and T d after the maleimide structure was introduced [49][50][51][52][53][54]. Furthermore, branched azobenzene copolymers were successfully obtained by introducing the divinyl monomer, N,N-4,4-diphenylmethyenebismaleimide (BMI), into the polymerization system.…”

Atom transfer radical copolymerization of methyl methacrylate withN-cyclohexylmaleimide

“…Meanwhile, N ‐substituted maleimides have become interesting monomers because of the superior thermal stability of their polymers or copolymers 19. 21–26 In order to obtain heat‐resistant transparent copolymers with well‐defined architecture, controlled molecular weight and narrow polydispersity, the copolymerization of MMA and NCMI using ATRP was studied and is reported below.…”