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Synthesis and properties of vinyl benzyl alcohol copolymers with styrene

https://doi.org/10.32362/2410-6593-2021-16-5-399-413

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Abstract

Objectives. Synthesis and study of the properties of copolymers of vinyl benzyl alcohol (VBA) with styrene with antimicrobial properties.
Methods. The study employed infrared (IR) and nuclear magnetic resonance (NMR) spectroscopy, thin-layer chromatography, viscometry, and elemental analysis. The sessile drop method and the pencil method were respectively utilized to determine the contact angles and hardness of the films. The process of testing the film coatings’ resistance to the effects of molds consisted of contaminating the film coatings applied to the glass with mold spores of the All-Russian Collection of Microorganisms in a solution of mineral salts without sugar (Czapek–Dox medium).
Results. Homopolymers of vinyl benzyl acetate and its copolymers with styrene were synthesized in this study. Homo- and copolymers of VBA were obtained by saponification. IR and proton NMR (1H NMR) spectroscopy determined the composition of the copolymers. Employing IR spectroscopy, the degree of saponification was monitored by the appearance of the hydroxyl group absorption band and the disappearance of the ester group absorption band. According to the IR spectroscopy data, only an insignificant (~3%) amount of ester groups remains in the saponified copolymers. The influence of the copolymers’ composition on their solubility in various solvents is demonstrated. IR spectroscopy of the copolymers revealed hydrogen-bond formation between the unreacted ester groups and hydroxyl groups formed due to the saponification. The viscometry of the solutions of mixtures of saponified and unsaponified copolymers, solutions of mixtures of saponified copolymer with polyvinyl acetate, and viscometry of saponified copolymers in various solvents all support this conclusion. These bonds’ concentration depends on the copolymer’s composition and can be controlled by the nature of the solvent from which these copolymers’ films are formed. Saponified copolymer solutions form smooth, transparent film coatings with excellent adhesion to metals and silicate glass surfaces. The contact angle of these films, like the hardness, decreases as the VBA units’ concentration in the copolymers increases and depends on the solvent polarity used to form the films. It has been demonstrated that increasing the VBA units concentration suppresses the microorganisms’ growth.
Conclusions. Film coatings made of copolymers of styrene with VBA have been shown to have high biocidal activity against molds; can be used to protect structural materials and products from the effects of microorganisms.

About the Authors

M. V. Gusarov
MIREA – Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

 Postgraduate Student, S.S. Medvedev Department of Chemistry and Technology of Macromolecular Compounds

86, Vernadskogo pr., Moscow, 119571, Russia



A. V. Krylov
MIREA – Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

 Cand. Sci. (Chem.), Associate Professor, Ya.K. Syrkin Department of Physical Chemistry

86, Vernadskogo pr., Moscow, 119571, Russia



E. A. Deshevaya
State Scientific Center of the Russian Federation, Institute of Biomedical Problems, Russian Academy of Sciences
Russian Federation

 Cand. Sci. (Biol.), Leading Scientific Researcher

76a, Khoroshevskoe sh., Moscow, 123007, Russia

Scopus Author ID 6508235645



V. A. Tverskoy
MIREA – Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

 Dr. Sci. (Chem.), Professor, S.S. Medvedev Department of Chemistry and Technology of Macromolecular Compounds

86, Vernadskogo pr., Moscow, 119571, Russia

Scopus Author ID 6604012434



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1. 1H NMR spectrum of PVBAс in С6D6.
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2. This is to certify that the paper titled Synthesis and properties of vinyl benzyl alcohol copolymers with styrene commissioned to us by Maxim V. Gusarov, Alexander V. Krylov, Elena A. Deshevaya, and Vladimir A. Tverskoy has been edited for English language and spelling by Enago, an editing brand of Crimson Interactive Inc.
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  • Vinyl benzyl acetate homopolymers and their copolymers with styrene have been synthesized. Homo- and copolymers of vinyl benzyl alcohol were obtained by saponification. In such copolymers, hydrogen bonds are realized both between hydroxyl and hydroxyl and carbonyl groups.
  • From the solutions of saponified copolymers, smooth, transparent film coatings are formed with high adhesion to metals and silicate glass surfaces.
  • Film coatings made of copolymers of styrene with vinyl benzyl alcohol have high biocidal activity against molds.

For citation:


Gusarov M.V., Krylov A.V., Deshevaya E.A., Tverskoy V.A. Synthesis and properties of vinyl benzyl alcohol copolymers with styrene. Fine Chemical Technologies. 2021;16(5):399-413. https://doi.org/10.32362/2410-6593-2021-16-5-399-413

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