Stable heterocumulene monomer in water; Synthesis and polymerization of (meth)acrylates having an isothiocyanate structure. Issue 21 (31st July 2013)

• Record Type: Journal Article
• Authors: Seto, Ryota; Matsumoto, Kozo; Endo, Takeshi
• Is Part Of: Journal of polymer science. Volume 51:Issue 21(2013:Nov.)
• Page Start: 4522
• Page End: 4529
• Publication Date: 2013-07-31
• Subjects: 547
• DOI: 10.1002/pola.26868
• Languages: English
• ISSNs: 0887-624X

Abstract

<abstract abstract-type="main"> <title>ABSTRACT</title> <p>Novel methacrylate and acrylate monomers having an isothiocyanate structure, 2‐isothiocyanatoethyl methacrylate (ITEMA) and 2‐isothiocyanatoethyl acrylate (ITEA), were synthesized, and their radical polymerizations were examined, respectively. <bold>ITEMA</bold> and <bold>ITEA</bold> were synthesized by addition of carbon disulfide to 2‐aminoethyl methacryrate or 2‐aminoethyl acrylate, followed by treatment with ethyl chloroformate. Radical polymerizations of the obtained monomers (<bold>ITEMA</bold>, <bold>ITEA</bold>) were carried out methyl ethyl ketone using 2, 2'‐azobisisobutyronitrile (AIBN) as an initiator to obtain the corresponding polymers. The glass transition temperatures of the <bold>poly‐ITEMA</bold> and <bold>poly‐ITEA</bold> were determined to be 55 and 2 °C by differential scanning calorimetry, respectively. The 5 wt % decomposition temperatures of the <bold>poly‐ITEMA</bold> and <bold>poly‐ITEA</bold> were determined to be 277 and 269 °C by thermogravimetric analysis, respectively. Isothiocyanato groups in the monomers did not react with water in acetone solution at 60 °C for 24 h to be tolerable to water. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. <bold>2013</bold>, <italic>51</italic>, 4522–4529</p> </abstract>