Water-stable copolymers containing isocyanate moiety protected by hydrophobic styrene segment and their reaction with amines

作者：Seto Ryota; Matsumoto Kozo; Endo Takeshi^*

来源：Journal of Polymer Science Part A: Polymer Chemistry , 2015, 53(16): 1934-1940.

DOI：10.1002/pola.27645

• copolymerization
• crosslinking
• isocyanate
• polymer effect
• radical polymerization
• reactive polymer

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.

• 出版日期2015-8-15