Water‐stable copolymers containing isocyanate moiety protected by hydrophobic styrene segment and their reaction with amines. Issue 16 (11th April 2015)

• Record Type: Journal Article
• Authors: Seto, Ryota; Matsumoto, Kozo; Endo, Takeshi
• Is Part Of: Journal of polymer science. Volume 53:Issue 16(2015:Aug.)
• Page Start: 1934
• Page End: 1940
• Publication Date: 2015-04-11
• Subjects: 547
• DOI: 10.1002/pola.27645
• Languages: English
• ISSNs: 0887-624X

Abstract

<abstract abstract-type="main"> <title>ABSTRACT</title> <p>Reactive isocyanate groups were protected and stabilized by the hydrophobic styrene segment and acquired high tolerance toward water. Copolymers containing isocyanate groups were synthesized by a radical copolymerization of 2‐propenyl isocyanate (2PI) and styrene (St). The stability of the obtained copolymers on water was examined to find that isocyanate groups were protected by the hydrophobic polystyrene segment and were stable on water and these isocyanates reacted with primary amines including amino acids to form urea selectively on water. Primary amines with a higher octanol‐water partition coefficient or smaller steric hindrance were more reactive to the isocyanate groups in the side chain of the copolymer. The protection of reactive isocyanate groups using the hydrophobic styrene segment did not give side products which are produced in the usual chemical protection/deprotection process. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. <bold>2015</bold>, <italic>53</italic>, 1934–1940</p> </abstract>