Copolymerization of 2‐isothiocyanatoethyl methacrylate and 2‐hydroxyethyl methacrylate or methacrylic acid based on a nucleophile‐tolerant property of the isothiocyanato group. Issue 24 (8th October 2013)

• Record Type: Journal Article
• Authors: Seto, Ryota; Matsumoto, Kozo; Endo, Takeshi
• Is Part Of: Journal of polymer science. Volume 51:Issue 24(2013:Dec.)
• Page Start: 5221
• Page End: 5229
• Publication Date: 2013-10-08
• Subjects: 547
• DOI: 10.1002/pola.26952
• Languages: English
• ISSNs: 0887-624X

Abstract

<abstract abstract-type="main"> <title>ABSTRACT</title> <p>Radical copolymerizations of 2‐isothiocyanatoethyl methacrylate (ITEMA) and 2‐hydroxyethyl methacrylate (HEMA) or methacrylic acid (MAA) were examined, and fundamental properties of the obtained copolymers were investigated. The copolymerizations of various ITEMA/HEMA or ITEMA/MAA compositions proceeded effectively in THF or DMF by using 2, 2′‐azobisbutyronitrile (AIBN) as an initiator, keeping the isothiocyanato groups and hydroxyl or carboxyl groups unchanged. Glass transition temperatures (<italic>T</italic>_g)s of poly(ITEMA‐<italic>co</italic>‐HEMA)s ranged from 68 to 100 °C, and they were thermally stable up to 200 °C. Meanwhile, <italic>T</italic>_gs of poly(ITEMA‐<italic>co</italic>‐MAA)s (ITEMA/MAA = 91/9, 76/24) were determined to be 91 and 109 °C, respectively. However, poly(ITEMA‐<italic>co</italic>‐MAA)s were thermally unstable, and significant weight loss was observed around 180 °C, which may be due to an addition of carboxyl groups to isothiocyanato groups followed by an elimination of COS to form amide structure in the copolymers. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. <bold>2013</bold>, <italic>51</italic>, 5221–5229</p> </abstract>