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Synthesis and radical polymerization of end‐methacrylated poly(succinimide) leading to poly(aspartic acid) hydrogel
Author(s) -
Kakuchi Toyoji,
Kusuno Atsushi,
Shibata Minako,
Nakato Takeshi
Publication year - 1999
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/(sici)1521-3927(19990801)20:8<410::aid-marc410>3.0.co;2-2
Subject(s) - succinimide , phthalic anhydride , polymer chemistry , chemistry , condensation polymer , glycidyl methacrylate , polymerization , telomerization , succinic anhydride , organic chemistry , polymer , catalysis
The polycondensation of aspartic acid in the presence of phthalic anhydride was carried out in mesitylene/sulfolane using o ‐phosphoric acid as a catalyst. The polymer yields were 91–78%, when 5–20 mol‐% phthalic anhydride was added into the feed. The obtained poly(succinimide) carried a phthalic imide unit and a succinic acid unit as end groups. In the MALDI‐TOF mass spectrum, the peak‐to‐peak distances between adjacent signals were 97.07 m / z , corresponding to the calculated value (97.07) of the succinimide unit. Poly(succinimide) was reacted with 2‐(methacryloxy)ethyl isocyanate to give end‐methacrylated poly‐(succinimide), in which the end‐functionality of the methacrylate group was ca. 1. End‐methacrylated poly‐(succinimide) was polymerized with ethylene glycol dimethacrylate using 2,2′‐azoisobutyronitrile to give poly(succinimide) gel, which could be converted into water‐absorbing poly(aspartic acid) hydrogel.