Synthesis and characterization of poly(succinimide-co-6-aminocaproic acid) by acid-catalyzed polycondensation of L-aspartic acid and 6-aminocaproic acid

✍ Scribed by Toyoji Kakuchi; Minako Shibata; Shigeyuki Matsunami; Takeshi Nakato; Masayuki Tomida

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 549 KB
• Volume: 35
• Category: Article
• ISSN: 0887-624X
• DOI: 10.1002/(sici)1099-0518(19970130)35:2<285::aid-pola11>3.0.co;2-l

✦ Synopsis

The polycondensation of I.-aspartic acid (ASP) with 6-aminocaproic acid (ACA) using ophosphoric acid produced poly(succinimide-co-6 -aminocaproic acid). The yield of the MeOHinsoluble copolymer decreased from 99 to 52% and that of the MeOH-soluble one increased from 9 to 47%, with increasing molar ratio of ACA in the monomer feed. The compositions of the succinimide (SCI) unit in the MeOH-insoluble and -soluble copolymers tended to be higher than those of ASP in the monomer feed. The copolymers with the 35 mol % SCI units or above were soluble in DMSO, DMF, and cone-H2S0,, but those with the 20 and 21 mol 70 SCI units were soluble only in cone-H.JIOa. The melting temperatureappeared for the copolymers with less than 76 mol % SCI units. Poly(succinimide-co-6 -aminocaproic acid) was easily hydrolyzed to yield poly(aspartic acid-co-6 -aminocaproic acid), and it exhibited biodegradability toward activated sludge. (C 1997 ,JohnWiley & Sons, Inc. Keywords: acid-catalyzed polycondensation . 1,-aspartic acid q 6-aminocaproic acid q ophosphoric acid q poly(succinimide-co-6 -aminocaproic acid) * To whom sII correspondenceshould be addressed.