Copolymerization of N-(4-carboxyphenyl)maleimide with acrylonitrile and the properties of its membrane

Chiang, Wen‐Yen; Ding, Fan-Chun

doi:10.1007/s10965-006-0127-7

Cited by 3 publications

(2 citation statements)

References 8 publications

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“…Moreover, the histidine may have to be protected before use. Maleimides on the other hand are conveniently synthesised from maleic anhydride and primary amines (4, Scheme 3) with subsequent chain-growth polymerisation via radical or anionic polymerisation [35][36][37]. Maleimides have previously been synthesised from various amino acids [38][39][40], but to our knowledge a synthesis using histidine has not been published before.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and polymerisation of maleoyl-L-histidine monomers and addition of histidine to an ethylene-alt-maleic co-polymer

2012

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This work has investigated two routes of synthesising polymers containing L-histidine using maleimide chemistry; grafting of histidine onto an ethylenealt-maleic anhydride copolymer and AIBN (azobisisobutyronitrile) initiated radical polymerisation of the monomer maleoyl-L-histidine. The grafting technique and monomer synthesis are utilising the maleimide formation between the primary amine of histidine and maleic anhydride. The reactions are conveniently carried out in one step with good yields. The copolymers containing L-histidine were prepared by reacting L-histidine or Lhistidine methyl ester with poly(ethylene-alt maleic anhydride) in DMSO at 50°C for 8-16 h with 80% yields independent of the degree of substitution. The monomer maleoyl-L-histidine was synthesised by reacting histidine and maleic anhydride in acetic acid and the monomer was subsequently polymerised by AIBN radical initiation in DMSO at 80°C for 48 h to yield poly(N-histidyl maleimide). The resulting polymer had a different optical rotation ([α] D 20 0−11) than the monomer ([α] D 20 0+25), which is ascribed to the threo-diisotactic and/or threodisyndiotactic stereoregularity of the polymer.

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Section: Introductionmentioning

confidence: 99%

Synthesis and polymerisation of maleoyl-L-histidine monomers and addition of histidine to an ethylene-alt-maleic co-polymer

2012

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“…N-aryl maleimide (AM) monomers, such as N-phenyl maleimide (PM), N-hydroxyphenyl maleimide (HPM) and halide-substituted N-hydroxyphenyl maleimide (XHPM), were usually copolymerized with ethylene or propylene series monomers to promote their heat and fire resistance. Many researches about the AM copolymers, such as the copolymers with styrene, [1][2][3][4] methyl methacrylate, 5-7 acrylonitrile 8 or vinyl acetate, 9 have been reported.…”

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confidence: 99%

Studies of Novel Copolymers for Deep-UV Photoresists. I. Synthesis and Properties of Poly(Styrene-co-Silicon-containing maleimide)

Shu

2006

Polym J

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ABSTRACT:Soluble copolymers of trimethyl (4-(N-maleimido) phenoxy) silane (TMMS) with styrene-series monomers were synthesized by radical polymerization in toluene at 70 C using 2, 2 0 -azobisisobutyronitrile (AIBN)as initiator. The comonomer reactivity ratios were calculated by the conventional Fineman-Ross and Kelen-Tüdos methods and a nonlinear least-squares Tidwell-Mortimer method. The glass transition temperatures (T g s) and thermal degradation of copolymers were determined by differential scanning calorimetric (DSC) and thermo-gravimetric analysis (TGA) methods, respectively. The comonomer reactivity ratio of TMMS with styrene was changed from a alternating to middle type between alternating and ideal copolymerization for the side-chain of TMMS and the deactivators of styrene. The curves of T g s versus the different compositions of the above synthesized styrene-maleimide copolymers matched the modified Johnston's equation as increasing the affect of weight ratio on alternating-segment, and exhibited an S-shaped curve of deviation in comparison with the Fox's equation. The maleimide-segments and styrene-segments within these copolymers were completely compatible and the thermal stability and flame retardancy of polystyrene could be enhanced simultaneously via the introduction of silicon-containing maleimide.

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Covalent conjugation of single-walled carbon nanotube with CYP101 mutant for direct electrocatalysis

Ray

Mhaske

Haram

et al. 2021

Analytical Biochemistry

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Copolymerization of N-(4-carboxyphenyl)maleimide with acrylonitrile and the properties of its membrane

Cited by 3 publications

References 8 publications

Synthesis and polymerisation of maleoyl-L-histidine monomers and addition of histidine to an ethylene-alt-maleic co-polymer

Synthesis and polymerisation of maleoyl-L-histidine monomers and addition of histidine to an ethylene-alt-maleic co-polymer

Studies of Novel Copolymers for Deep-UV Photoresists. I. Synthesis and Properties of Poly(Styrene-co-Silicon-containing maleimide)

Covalent conjugation of single-walled carbon nanotube with CYP101 mutant for direct electrocatalysis

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