Synthesis and properties of vinyl benzyl alcohol copolymers with styrene

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 ses...

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Main Authors: M. V. Gusarov, A. V. Krylov, E. A. Deshevaya, V. A. Tverskoy
Format: Article
Language:Russian
Published: MIREA - Russian Technological University 2021-11-01
Series:Тонкие химические технологии
Subjects:
Online Access:https://www.finechem-mirea.ru/jour/article/view/1750
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author M. V. Gusarov
A. V. Krylov
E. A. Deshevaya
V. A. Tverskoy
author_facet M. V. Gusarov
A. V. Krylov
E. A. Deshevaya
V. A. Tverskoy
author_sort M. V. Gusarov
collection DOAJ
description 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.
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spelling doaj.art-1eba2ace016348f4b3a10340620e0c112023-03-13T07:25:40ZrusMIREA - Russian Technological UniversityТонкие химические технологии2410-65932686-75752021-11-0116539941310.32362/2410-6593-2021-16-5-399-4131652Synthesis and properties of vinyl benzyl alcohol copolymers with styreneM. V. Gusarov0A. V. Krylov1E. A. Deshevaya2V. A. Tverskoy3MIREA – Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)MIREA – Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)State Scientific Center of the Russian Federation, Institute of Biomedical Problems, Russian Academy of SciencesMIREA – Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)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.https://www.finechem-mirea.ru/jour/article/view/1750biocidal propertiesvinyl benzyl acetatehydrogen bondssaponificationfilm coatingspolyvinyl benzyl alcohol(co)polymerizationstyrene
spellingShingle M. V. Gusarov
A. V. Krylov
E. A. Deshevaya
V. A. Tverskoy
Synthesis and properties of vinyl benzyl alcohol copolymers with styrene
Тонкие химические технологии
biocidal properties
vinyl benzyl acetate
hydrogen bonds
saponification
film coatings
polyvinyl benzyl alcohol
(co)polymerization
styrene
title Synthesis and properties of vinyl benzyl alcohol copolymers with styrene
title_full Synthesis and properties of vinyl benzyl alcohol copolymers with styrene
title_fullStr Synthesis and properties of vinyl benzyl alcohol copolymers with styrene
title_full_unstemmed Synthesis and properties of vinyl benzyl alcohol copolymers with styrene
title_short Synthesis and properties of vinyl benzyl alcohol copolymers with styrene
title_sort synthesis and properties of vinyl benzyl alcohol copolymers with styrene
topic biocidal properties
vinyl benzyl acetate
hydrogen bonds
saponification
film coatings
polyvinyl benzyl alcohol
(co)polymerization
styrene
url https://www.finechem-mirea.ru/jour/article/view/1750
work_keys_str_mv AT mvgusarov synthesisandpropertiesofvinylbenzylalcoholcopolymerswithstyrene
AT avkrylov synthesisandpropertiesofvinylbenzylalcoholcopolymerswithstyrene
AT eadeshevaya synthesisandpropertiesofvinylbenzylalcoholcopolymerswithstyrene
AT vatverskoy synthesisandpropertiesofvinylbenzylalcoholcopolymerswithstyrene