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Dimerizations of acrylate monomers with sodium hydroxymethanesulfinate and characterization of the products
Author(s) -
Wang ChengChien,
Kuo JenFeng,
Chen ChuhYung
Publication year - 1994
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1994.021950504
Subject(s) - monomer , polymer chemistry , chemistry , heteronuclear molecule , styrene , dimer , acrylate , methacrylate , butyl acrylate , vinyl acetate , acrylate polymer , ethyl acrylate , photopolymer , nuclear magnetic resonance spectroscopy , polymer , organic chemistry , copolymer
The reactions of sodium hydroxymethanesulfinate (sodium formaldehyde sulfoxylate, SFS) with various monomers, including acrylates, methacrylates, styrene and vinyl acetate, were studied. The reaction products formed depended on the molecular structure of the monomers and acidity of the reaction solution. Among the monomers studied, acrylates with resonance stability values Q between 0,38 and 0,45 produced diacrylate sulfones in neutral conditions. The other monomers or reaction conditions did not result in a dimer. The obtained diacrylate sulfones were characterized by elemental analysis, mass spectrometry, IR spectra, normal 1 H and 13 C NMR, CH n ( n = 1, 2 and 3) subspectra by Distortionless Enchancement by Polarization Transfer at θ = 3π/4, as well as by 1 H‐ 13 C 2D‐NMR spectra using Correlated Spectroscopy and Heteronuclear Multiple Bonding Correlation methods. A possible reaction mechanism for the formation of dimers is suggested. The morphology and thermal properties of these diacrylate sulfones were determined.