СИНТЕЗ МОНОМЕРІВ НА ОСНОВІ 6-ГІДРОКСИАУРОНУ ТА ДОСЛІДЖЕННЯ ФОТОХІМІЧНИХ ВЛАСТИВОСТЕЙ ПРОДУКТІВ ЇХ КОПОЛІМЕРИЗАЦІЇ

In particular, as an important class of organic heterocyclic dyes, aurones exhibit unique photochemical and photophysical properties, which render them useful in a variety of applications, such as fluorescent labels and probes in biology and medicine. Despite of the wide range of applications, the p...

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Date:2020
Main Authors: Kharchenko, Oksana, Smokal, Vitaliy, Krupka, Oksana
Format: Article
Language:English
Published: V.I.Vernadsky Institute of General and Inorganic Chemistry 2020
Online Access:https://ucj.org.ua/index.php/journal/article/view/148
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Journal Title:Ukrainian Chemistry Journal

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Ukrainian Chemistry Journal
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spelling oai:ojs2.1444248.nisspano.web.hosting-test.net:article-1482020-06-22T13:02:54Z SYNTHESIS OF MONOMERS BASED ON 6-HYDROXYAURONE AND INVESTIGATION ITS PHOTOCHEMICAL PROPERTIES СИНТЕЗ МОНОМЕРОВ НА ОСНОВЕ 6-ГИДРОКСИАУРОНА И ИССЛЕДОВАНИЕ ИХ ФОТОФИЗИЧЕСКИХ СВОЙСТВ СИНТЕЗ МОНОМЕРІВ НА ОСНОВІ 6-ГІДРОКСИАУРОНУ ТА ДОСЛІДЖЕННЯ ФОТОХІМІЧНИХ ВЛАСТИВОСТЕЙ ПРОДУКТІВ ЇХ КОПОЛІМЕРИЗАЦІЇ Kharchenko, Oksana Smokal, Vitaliy Krupka, Oksana methacrylic monomers, 6-hydroxyaurone, copolymers based on 6-hydroxyaurone. In particular, as an important class of organic heterocyclic dyes, aurones exhibit unique photochemical and photophysical properties, which render them useful in a variety of applications, such as fluorescent labels and probes in biology and medicine. Despite of the wide range of applications, the photochemical properties of the aurone class remain less well known. The backbone of aurone molecule has excellent planarity and from the viewpoint of molecular engineering, molecular planarity plays an important role in tuning nonlinear optical properties of materials. Therefore, this work is aimed to the synthesis of new derivatives based on 6-hydroxyaurone and study their photochemical properties. Novel monomers based on (2Z)-2-benzylidene)-6-hydroxy-1-benzofuran-3 (2H)-one with different withdrawing substituents in the benzylidene moiety were synthesized by acylation of the hydroxy group by methacryloil chloride. The polymerization was carried out in 10% solutions of the monomers in dimethylformamide, 2,2ˊ-azobisisobutyronitrile was used as the initiator The structure of the synthesized compounds was proved by 1H NMR spectroscopy. The study of the photochemical properties of synthesized polymers was performed by UV VIS spectroscopy. New polymers with auron moiety have been shown ability to photoinduced Z-E-isomerization. The rate constants of Z-E-photoisomerization were determined by slope angle tangent of dependence ln(D/D0) on the irradiation time. The half-reaction periods for E-isomers of auronecontaining polymers were calculated. V.I.Vernadsky Institute of General and Inorganic Chemistry 2020-04-07 Article Article Organic chemistry Органическая xимия Органічна xімія application/pdf https://ucj.org.ua/index.php/journal/article/view/148 10.33609/2708-129X.86.4.2020.118-125 Ukrainian Chemistry Journal; Vol. 86 No. 4 (2020): Ukrainian Chemistry Journal; 118-125 Украинский химический журнал; Том 86 № 4 (2020): Украинский химический журнал; 118-125 Український хімічний журнал; Том 86 № 4 (2020): Український хімічний журнал; 118-125 2708-129X 2708-1281 en https://ucj.org.ua/index.php/journal/article/view/148/93
institution Ukrainian Chemistry Journal
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datestamp_date 2020-06-22T13:02:54Z
collection OJS
language English
topic_facet methacrylic monomers
6-hydroxyaurone
copolymers based on 6-hydroxyaurone.
format Article
author Kharchenko, Oksana
Smokal, Vitaliy
Krupka, Oksana
spellingShingle Kharchenko, Oksana
Smokal, Vitaliy
Krupka, Oksana
СИНТЕЗ МОНОМЕРІВ НА ОСНОВІ 6-ГІДРОКСИАУРОНУ ТА ДОСЛІДЖЕННЯ ФОТОХІМІЧНИХ ВЛАСТИВОСТЕЙ ПРОДУКТІВ ЇХ КОПОЛІМЕРИЗАЦІЇ
author_facet Kharchenko, Oksana
Smokal, Vitaliy
Krupka, Oksana
author_sort Kharchenko, Oksana
title СИНТЕЗ МОНОМЕРІВ НА ОСНОВІ 6-ГІДРОКСИАУРОНУ ТА ДОСЛІДЖЕННЯ ФОТОХІМІЧНИХ ВЛАСТИВОСТЕЙ ПРОДУКТІВ ЇХ КОПОЛІМЕРИЗАЦІЇ
title_short СИНТЕЗ МОНОМЕРІВ НА ОСНОВІ 6-ГІДРОКСИАУРОНУ ТА ДОСЛІДЖЕННЯ ФОТОХІМІЧНИХ ВЛАСТИВОСТЕЙ ПРОДУКТІВ ЇХ КОПОЛІМЕРИЗАЦІЇ
title_full СИНТЕЗ МОНОМЕРІВ НА ОСНОВІ 6-ГІДРОКСИАУРОНУ ТА ДОСЛІДЖЕННЯ ФОТОХІМІЧНИХ ВЛАСТИВОСТЕЙ ПРОДУКТІВ ЇХ КОПОЛІМЕРИЗАЦІЇ
title_fullStr СИНТЕЗ МОНОМЕРІВ НА ОСНОВІ 6-ГІДРОКСИАУРОНУ ТА ДОСЛІДЖЕННЯ ФОТОХІМІЧНИХ ВЛАСТИВОСТЕЙ ПРОДУКТІВ ЇХ КОПОЛІМЕРИЗАЦІЇ
title_full_unstemmed СИНТЕЗ МОНОМЕРІВ НА ОСНОВІ 6-ГІДРОКСИАУРОНУ ТА ДОСЛІДЖЕННЯ ФОТОХІМІЧНИХ ВЛАСТИВОСТЕЙ ПРОДУКТІВ ЇХ КОПОЛІМЕРИЗАЦІЇ
title_sort синтез мономерів на основі 6-гідроксиаурону та дослідження фотохімічних властивостей продуктів їх кополімеризації
title_alt SYNTHESIS OF MONOMERS BASED ON 6-HYDROXYAURONE AND INVESTIGATION ITS PHOTOCHEMICAL PROPERTIES
СИНТЕЗ МОНОМЕРОВ НА ОСНОВЕ 6-ГИДРОКСИАУРОНА И ИССЛЕДОВАНИЕ ИХ ФОТОФИЗИЧЕСКИХ СВОЙСТВ
description In particular, as an important class of organic heterocyclic dyes, aurones exhibit unique photochemical and photophysical properties, which render them useful in a variety of applications, such as fluorescent labels and probes in biology and medicine. Despite of the wide range of applications, the photochemical properties of the aurone class remain less well known. The backbone of aurone molecule has excellent planarity and from the viewpoint of molecular engineering, molecular planarity plays an important role in tuning nonlinear optical properties of materials. Therefore, this work is aimed to the synthesis of new derivatives based on 6-hydroxyaurone and study their photochemical properties. Novel monomers based on (2Z)-2-benzylidene)-6-hydroxy-1-benzofuran-3 (2H)-one with different withdrawing substituents in the benzylidene moiety were synthesized by acylation of the hydroxy group by methacryloil chloride. The polymerization was carried out in 10% solutions of the monomers in dimethylformamide, 2,2ˊ-azobisisobutyronitrile was used as the initiator The structure of the synthesized compounds was proved by 1H NMR spectroscopy. The study of the photochemical properties of synthesized polymers was performed by UV VIS spectroscopy. New polymers with auron moiety have been shown ability to photoinduced Z-E-isomerization. The rate constants of Z-E-photoisomerization were determined by slope angle tangent of dependence ln(D/D0) on the irradiation time. The half-reaction periods for E-isomers of auronecontaining polymers were calculated.
publisher V.I.Vernadsky Institute of General and Inorganic Chemistry
publishDate 2020
url https://ucj.org.ua/index.php/journal/article/view/148
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