原创力文档relationships between base-catalyzed hydrolysis rates or glutathione reactivity for acrylates and methacrylates and their nmr spectra or heat of formationbase-catalyzed水解率之间的关系或谷胱甘肽反应性丙烯酸酯和甲基丙烯酸酯及其核磁共振光谱或生成热.pdfVIP
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relationships between base-catalyzed hydrolysis rates or glutathione reactivity for acrylates and methacrylates and their nmr spectra or heat of formationbase-catalyzed水解率之间的关系或谷胱甘肽反应性丙烯酸酯和甲基丙烯酸酯及其核磁共振光谱或生成热
Int. J. Mol. Sci. 2012, 13, 5789-5800; doi:10.3390/ijm
OPEN ACCESS
International Journal of
Molecular Sciences
ISSN 1422-0067
/journal/ijms
Article
Relationships Between Base-Catalyzed Hydrolysis Rates or
Glutathione Reactivity for Acrylates and Methacrylates and
Their NMR Spectra or Heat of Formation
Seiichiro Fujisawa 1 and Yoshinori Kadoma 2,*
1 Meikai University School of Dentistry, Sakado, Saitama 350-0283, Japan;
E-Mail: fujisawa33@
2 Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University,
Kanda-surugadai, Chiyoda-ku, Tokyo 101-0062, Japan
* Author to whom correspondence should be addressed; E-Mail: y-kadoma.fm@tmd.ac.jp;
Tel.: +81-3-5280-8030; Fax: +81-3-5280-8005.
Received: 13 March 2012; in revised form: 26 April 2012 / Accepted: 8 May 2012 /
Published: 15 May 2012
Abstract: The NMR chemical shift, i.e., the π-electron density of the double bond, of
acrylates and methacrylates is related to the reactivity of their monomers. We investigated
quantitative structure-property relationships (QSPRs) between the base-catalyzed hydrolysis
rate constants (k 1) or the rate constant with glutathione (GSH) (log kGSH) for acrylates and
methacrylates and the 13C NMR chemical shifts of their α,β-unsaturated carbonyl groups
(δC and δC ) or heat of formation (Hf) calculated by the semi-empirical MO method.
α β
Reported data for the i
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