SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF NEW STYRYLQUINOLINE-CONTAINING POLYMERS

Compounds 1a, 1b and 5c, 5d were obtained by Knoevenagel condensation with the corresponding aromatic aldehydes during 14 hours. The new methacrylic monomers with styrylquinoline containing moiety were synthesized by reaction the alcohols with methacryloyl chloride. Polymers were synthesize...

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Дата:2022
Автори: Kharchenko, Oksana, Smokal, Vitalii, Kolendo, Oleksii
Формат: Стаття
Мова:English
Опубліковано: V.I.Vernadsky Institute of General and Inorganic Chemistry 2022
Онлайн доступ:https://ucj.org.ua/index.php/journal/article/view/448
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Назва журналу:Ukrainian Chemistry Journal

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Ukrainian Chemistry Journal
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spelling oai:ojs2.1444248.nisspano.web.hosting-test.net:article-4482022-08-16T11:51:40Z SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF NEW STYRYLQUINOLINE-CONTAINING POLYMERS Kharchenko, Oksana Smokal, Vitalii Kolendo, Oleksii radical polymerization; aryl­(meth)acrylates; photochemical property; styrylquinoline containing polymers Compounds 1a, 1b and 5c, 5d were obtained by Knoevenagel condensation with the corresponding aromatic aldehydes during 14 hours. The new methacrylic monomers with styrylquinoline containing moiety were synthesized by reaction the alcohols with methacryloyl chloride. Polymers were synthesized by free radical polymerization. Polymerization ability was investigated and kinetic parameters were determined for compounds 2a, 2b and 6c, 6d during thermoinitiated homopolyme­rization. Polymerization was carried out for 10% solutions of monomers in DMF at 80 °C in argon atmosphere with 1% AIBN. Polymers were characterized by 1HNMR spectroscopy. The speed of polymerization of all new mono­mers was higher than for MMA and phenyl methacrylate due to the effect of the substi­tuent in the p-position of the aromatic ring of the styrylquinoline fragment. In addition, the speed of polymerization increased due to the donor effect of the substituent. It was established that the speed of polymerization for 2b is higher than for monomer 2a. It is possible that decrease in the speed of polymerization occurs due to the substituent, which exhibits electron-accepting properties and can be a trap for free radicals. The results of photochemical and optical activities of the corresponding po­lymers are presented. Investigations of the absorption spectra of the synthesized polymers prove that the optically active styrylquinoline fragment in the polymers is preserved. Thus the photochemical properties of the new po­lymers will correspond to the properties of styrylquinoline-containing compounds. It was established that the introduction of electron-donating groups in the styrylquinoline fragment leads to a bathochromic shift of the absorption spectrum. Changes in absorption maxima during UV irradiation of compound 3a demonstrate photoinduced trans-cis isomerization. From the obtained and presented results, it can be concluded that polymers with styrylquinoline and iminostyrylquinoline fragments can be considered as promising materials for creating materials based on them that require photosensitivity in a certain range of wavelengths. V.I.Vernadsky Institute of General and Inorganic Chemistry 2022-06-24 Article Article Inorganic Chemistry Неорганическая химия Неорганічна хімія application/pdf https://ucj.org.ua/index.php/journal/article/view/448 10.33609/2708-129X.88.05.2022.15-24 Ukrainian Chemistry Journal; Vol. 88 No. 5 (2022): Ukrainian Chemistry Journal; 15-24 Украинский химический журнал; Том 88 № 5 (2022): Ukrainian Chemistry Journal; 15-24 Український хімічний журнал; Том 88 № 5 (2022): Український хімічний журнал; 15-24 2708-129X 2708-1281 en https://ucj.org.ua/index.php/journal/article/view/448/226
institution Ukrainian Chemistry Journal
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datestamp_date 2022-08-16T11:51:40Z
collection OJS
language English
topic_facet radical polymerization
aryl­(meth)acrylates
photochemical property
styrylquinoline containing polymers
format Article
author Kharchenko, Oksana
Smokal, Vitalii
Kolendo, Oleksii
spellingShingle Kharchenko, Oksana
Smokal, Vitalii
Kolendo, Oleksii
SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF NEW STYRYLQUINOLINE-CONTAINING POLYMERS
author_facet Kharchenko, Oksana
Smokal, Vitalii
Kolendo, Oleksii
author_sort Kharchenko, Oksana
title SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF NEW STYRYLQUINOLINE-CONTAINING POLYMERS
title_short SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF NEW STYRYLQUINOLINE-CONTAINING POLYMERS
title_full SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF NEW STYRYLQUINOLINE-CONTAINING POLYMERS
title_fullStr SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF NEW STYRYLQUINOLINE-CONTAINING POLYMERS
title_full_unstemmed SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF NEW STYRYLQUINOLINE-CONTAINING POLYMERS
title_sort synthesis and photochemical properties of new styrylquinoline-containing polymers
description Compounds 1a, 1b and 5c, 5d were obtained by Knoevenagel condensation with the corresponding aromatic aldehydes during 14 hours. The new methacrylic monomers with styrylquinoline containing moiety were synthesized by reaction the alcohols with methacryloyl chloride. Polymers were synthesized by free radical polymerization. Polymerization ability was investigated and kinetic parameters were determined for compounds 2a, 2b and 6c, 6d during thermoinitiated homopolyme­rization. Polymerization was carried out for 10% solutions of monomers in DMF at 80 °C in argon atmosphere with 1% AIBN. Polymers were characterized by 1HNMR spectroscopy. The speed of polymerization of all new mono­mers was higher than for MMA and phenyl methacrylate due to the effect of the substi­tuent in the p-position of the aromatic ring of the styrylquinoline fragment. In addition, the speed of polymerization increased due to the donor effect of the substituent. It was established that the speed of polymerization for 2b is higher than for monomer 2a. It is possible that decrease in the speed of polymerization occurs due to the substituent, which exhibits electron-accepting properties and can be a trap for free radicals. The results of photochemical and optical activities of the corresponding po­lymers are presented. Investigations of the absorption spectra of the synthesized polymers prove that the optically active styrylquinoline fragment in the polymers is preserved. Thus the photochemical properties of the new po­lymers will correspond to the properties of styrylquinoline-containing compounds. It was established that the introduction of electron-donating groups in the styrylquinoline fragment leads to a bathochromic shift of the absorption spectrum. Changes in absorption maxima during UV irradiation of compound 3a demonstrate photoinduced trans-cis isomerization. From the obtained and presented results, it can be concluded that polymers with styrylquinoline and iminostyrylquinoline fragments can be considered as promising materials for creating materials based on them that require photosensitivity in a certain range of wavelengths.
publisher V.I.Vernadsky Institute of General and Inorganic Chemistry
publishDate 2022
url https://ucj.org.ua/index.php/journal/article/view/448
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AT smokalvitalii synthesisandphotochemicalpropertiesofnewstyrylquinolinecontainingpolymers
AT kolendooleksii synthesisandphotochemicalpropertiesofnewstyrylquinolinecontainingpolymers
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