Open AccessSynthesis of poly(succinimide) by bulk polycondensation of L ‐aspartic acid with an acid catalyst
Author(s) -
Nakato Takeshi,
Kusuno Atsushi,
Kakuchi Toyoji
Publication year - 2000
Publication title -
journal of polymer science part a: polymer chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.768
H-Index - 152
eISSN - 1099-0518
pISSN - 0887-624X
DOI - 10.1002/(sici)1099-0518(20000101)38:1<117::aid-pola15>3.0.co;2-f
Subject(s) - condensation polymer , phosphoric acid , chemistry , catalysis , sulfuric acid , polymer chemistry , nuclear chemistry , methanesulfonic acid , organic chemistry
The bulk polycondensation of L ‐aspartic acid (ASP) with an acid catalyst under batch and continuous conditions was established as a preparative method for producing poly(succinimide) (PSI). Although sulfuric acid, p ‐toluenesulfonic acid, and methanesulfonic acid were effective at producing PSI in a high conversion of ASP, o ‐phosphoric acid was the most suitable catalyst for yielding PSI with a high weight‐average molecular weight ( M w ) in a quantitative conversion; that is, the M w value was 24,000. For the continuous process using a twin‐screw extruder at 3.0 kg · h −1 of the ASP feed rate, the conversion was greater than 99%, and the M w value was 23,000 for the polycondensation with 10 wt % o ‐phosphoric acid at 260°C. Sodium polyaspartate (PASP‐Na) originating from the acid‐catalyzed polycondensation exhibited high biodegradability and calcium‐ion‐chelating ability. The total organic carbon value was 86 ∼ 88%, and 100 g of PASP‐Na chelated with 5.5 ∼ 5.6 g of calcium ion, which was similar to the value for PASP‐Na from the acid‐catalyzed polycondensation with a mixed solvent © 2000 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 38: 117–122, 2000