Синтезовано 6-гідрокси- і 4"-гідроксиаурон реакцією конденсації 6-гідроксибензофуран-3-ону з бензальдегідом та бензофуран-3-ону з 4-гідроксибензальдегідом. Їхнім ацилюванням хлорангідридом метакрилової кислоти одержано метакрилові мономери - (2Z)-2-бензиліден-6-метакрилокси-1-бензофуран-3(2H)-он та новий 4-[(Z)-(3-оксо-1-бензофуран-2-(3H)іліден)метил]феніл-2-метилакрилат для створення полімерів спеціального призначення. Будову синтезованих сполук доведено спектральними методами. Досліджено внутрішньоланцюгову стабілізуючу дію похідних аурону на деструкцію полістиролу. Встановлено, що досліджені додатки при ковалентному введенні в полістирол інгібують процес його деструкції.
Реакцией конденсации 6-гидроксибензофуран-3-она с бензальдегидом и бензофуран-3-она с 4-гидроксибензальдегидом синтезированы 6-ги-дрокси- и 4"-гидроксиауроны. Их ацилированием хлорангидридом метакриловой кислоты получены метакриловые мономеры - (2Z)-6-метакрилокси-2-(4-R-бензилиден)-1-бензофуран-3-(2H)-он и новый 4-[(Z)-(3-оксо-1-бензофуран-2-(3H)илиден)метил]фенил-2-метилакрилат для создания полимеров специального назначения. Строение синтезированных соединений подтверждено спектральными методами. Исследовано внутрицепное стабилизирующее действие производных аурона на дест&рукцию полистирола. Установлено, что исследованные добавки при их ковалентном введении в полистирол ингибируют процесс его деструкции.
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In this work, 6-hydroxy- and 4"-hydroxyaurones were synthesized by condensation reaction of 6-hydroxybenzofuran&-3-one with benzaldehyde and benzofuran-3-one with 4-hydroxybenzaldehyde. Methacrylic monomers - (2Z)-6-methacryloxy-2-(4-R-benzylidene)-1-benzofuran-3-(2H)-one and a new 4-[(Z)-(3-oxo-1-benzofuran-2-(3H)ilidene)methyl]phenyl-2-methyl acrylate were o&btained by acylation with the methacryloyl chloride in the presence of triethylamine as HCl acceptor at the temperature 0-5°C. These monomers were synthesized to create special purpose polymers. New methacrylic derivatives are not deeply painted and &stable in air crystalline monomers. The structure of the synthesized compounds was confirmed by spectralmethods. 1H NMR (400 MHz) spectra were recorded on a Mercury (Varian) 400 spectrometer with tetramethylsilane as internal standard in DMSO-d6. The& intrachain thermostabilizing effect of these monomers on the polystyrene destruction processes was studied. Polystyrene and its modified samples were obtained by radical thermoinitiated polymerization (initiator - azo-bis-isobutyronitrile - 1 mass p&ercent) in ethyl acetate at the temperature 78°C during 16 hours. In a case modified samples, 3 mol percent of aurone containing monomers were added. Destruction of modified polystyrene was studied by using dynamic thermogravimetric analysis. Destruc&tion of modified polystyrene was carried out in a Simultaneous Differential Thermogravimetric Analyzer which combines a heat-flux type DTA with a TGA (Shimadzu, DTG-60, Japan). Simultaneous TG, DTG and DTA curves were obtained and sample weight loss &as functions of time and temperature were recorded continuously under dynamic conditions. Sintered a-alumina was used as the reference material. Sample with mass of 4 mg was inserted directly into platin crucible and temperature was ramped from 20 to& 600°C. The heating rates were controlled at 10 ?C/min. Experiments were performed under an air atmosphere. It was established, that the investigated additives covalently attached to the polystyrene are inhibited the polystyrene destruction processes&. Moreover, the additive with the methacrylic group in 6-position of the aurone is significantly more efficient than with the methacrylic group in 4"- position. It has been shown that samples of modified polystyrene by the applications of 4"-methacry&loxy aurone and 6-methacryloxy aurone are more thermostable than the industrial sample of polystyrene of brand STYRON (Switzerland). It was shown that the temperature of 10% of the mass loss of modified samples is higher on 14-34 degrees than for the&
