ИССЛЕДОВАНИЕ ПРОЦЕССОВ ОБРАЗОВАНИЯ ФОСФАЗЕНСОДЕРЖАЩИХ ЭПОКСИДНЫХ ОЛИГОМЕРОВ МЕТОДОМ ЛАЗЕРНОЙ МАСС-СПЕКТРОМЕТРИИ / В. В. Киреев, Ю. В. Биличенко, Р. С. Борисов и др. // Высокомолекулярные соединения. Серия Б. — 2018. — Т. 60, № 3. — С. 111–133. Рассмотрены основные особенности двух методов синтеза фосфазенсодержащих эпоксидных олиго- меров: окислением двойных связей в органоксифосфазенах и реакцией хлорциклофосфазенов с ди- фенолами и последующим взаимодействием образующихся гидроксиарилоксифосфазенов с эпихлор- гидрином. На примере гекса- и октаэвгенольных производных соответствующих циклофосфазенов установлены оптимальные условия окисления аллильных групп указанных соединений надкислотами и охарактеризованы гекса- и октаэпоксидные циклофосфазены. При эпоксидировании эвгенольных производных смеси циклофосфазенов с 3–8 фосфазогруппами отмечено протекание побочных реак- ций, приводящих к образованию связей P–OH и частичному раскрытию оксирановых циклов. Диа- новые фосфазенсодержащие олигоэпоксиды синтезированы как через стадию образования гидрок- сиарилоксициклофосфазенов и их последующего эпоксидирования реакцией с эпихлоргидрином, так и непосредственным взаимодействием хлорциклофосфазенов с избытком диана в среде эпихлор- гидрина в присутствии твердой щелочи. В последнем случае олигомеры представляют собой смеси обычного эпоксида и фосфазенсодержащих эпоксидных олигомеров с регулируемым содержанием последних в пределах до 50%. Синтезированные олигомеры содержат 1–5% фосфора и отверждаются обычными отвердителями с образованием огнестойких или негорючих композиций.
Юдаев П. А., Филатов С. Н. Синтез 4,4'-диметаллилоксидифенил-2,2-пропана и полимера на его основе // Успехи в химии и химической технологии. — 2018. — Т. 32, № 6. — С. 190–192.
Факторы, влияющие на огнестойкость эпоксидных композиций, модифицированных эпоксидсодержащими фосфазенами / И. В. Терехов, Е. М. Чистяков, С. Н. Филатов и др. // Вопросы материаловедения. — 2018. — № 1. — С. 159–168.
Effect of montmorillonite on polypropylene crystallization / M. L. Kerber, I. Y. Gorbunova, L. D. Shibryaeva et al. // Russian Journal of Applied Chemistry. — 2017. — Vol. 90, no. 3. — P. 435–439. The effect of additions of pure and modified montmorrilonite on the polypropylene crystallization rate was studied within the framework of Avrami model. In the presence of these fillers in amounts of 2.5–5.0 wt %, both the crystallization rate and the degree of crystallinity increase, and at the content of these fillers increased to 10% and higher values these parameters decrease. Introduction of fillers enhances the mechanical properties of polypropylene, which allows the developed material to be recommended for the production of packaging film. © 2017, Pleiades Publishing, Ltd. [ DOI ]
Investigating the tensile behaviour of blends of polypropylene and a statistical copolymer of propylene and ethylene / A. V. Kozlov, I. Y. Gorbunova, M. L. Kerber et al. // International Polymer Science and Technology. — 2017. — Vol. 44, no. 1. — P. 14–16. The effect of a statistical copolymer of propylene and ethylene on the tensile strength of polypropylene was investigated. © 2017 Smithers Information Ltd.
Polypropylene-based nanostructured materials / T. P. Kravchenko, I. Y. Gorbunova, S. N. Filatov et al. // International Polymer Science and Technology. — 2017. — Vol. 44, no. 4. — P. 45. The effect of nanosized carbon additives on the properties and crystallisation of polypropylene was investigated. It was shown that the introduction of carbon nanoparticles affects the crystallisation rate and the properties of polypropylene. © 2017 Smithers Information Ltd.
Synthesis of oligomeric epoxycyclotriphosphazenes and their properties as reactive flame-retardants for epoxy resins / I. V. Terekhov, S. N. Filatov, E. M. Chistyakov et al. // Phosphorus, Sulfur and Silicon and the Related Elements. — 2017. — Vol. 192, no. 5. — P. 544–554. [ DOI ]
The processing properties of a phosphazenecontaining epoxy oligomer / V. V. Kireev, I. D. Simonov-Emel'yanov, Y. V. Bilichenko et al. // International Polymer Science and Technology. — 2017. — Vol. 44, no. 4. — P. T25–T27. The results of investigating the rheological properties and processing characteristics of a system consisting of 60 wt% epoxy bisphenol A resin of type ED-20 and 40 wt% phosphazene-containing epoxy oligomer are given. The kinetic dependences of the shrinkage, residual stresses, and rheokinetics are obtained, and the gelation times, activation energy of viscous flow, and glass transition temperature are determined.
ВЛИЯНИЕ МОНТМОРИЛЛОНИТА НА ПРОЦЕСС КРИСТАЛЛИЗАЦИИ ПОЛИПРОПИЛЕНА / М. Л. Кербер, И. Ю. Горбунова, Л. С. Шибряева и др. // Журнал прикладной химии. — 2017. — Т. 90, № 3. — С. 375–379.
Синтез гекса-4,4,4,2 - тетрахлорбутоксициклотрифосфазена / О. С. ХУКАЗОВА, П. А. ЮДАЕВ, С. Н. ФИЛАТОВ, А. С. ТУПИКОВ // Успехи в химии и химической технологии. — 2017. — Т. 31, № 11 (192). — С. 135–136. Синтезирован и охарактеризован посредством 1H и 31P ЯМР-спектроскопии галогенсодержащий алкоксифосфазен, а именно гекса-4,4,4,2-тетрахлорбутоксициклотрифосфазен, который в дальнейшем может быть использован в качестве компонента инициирующей системы радикальной полимеризации по Бэмфорду. Synthesized and characterized by 1H and 31Р NMR-spectroscopy obtained halogenated alkoxyphosphazene, namely hexa-4,4,4,2-tetrachlorobutoxycyclotriphosphazene, which further can be used as component of the initiating system radical polymerization by Bamford.
Evaluation of thermal properties of carboxy-phenoxycyclotriphosphazenes / D. V. Panfilova, E. M. Chistyakov, S. N. Filatov et al. // Proceedings of 16 international multidisciplinary scientific geoconference SGEM 2016. — 2016. — Vol. 6, no. 1. — P. 103–110.
Epoxy oligomers modified with epoxyphosphazenescopus / K. A. Brigadnov, Y. V. Bilichenko, V. A. Polyakov et al. // Polymer Science, Series B. — 2016. — Vol. 58, no. 5. — P. 549–555. Phosphazene-containing epoxy oligomers are obtained through a one-stage method via the interaction of hexachlorocyclotriphosphazene with an excess of diphenylolpropane in the medium of epichlorohydrin in the presence of a solid alkali. With the use of 31Р NMR and MALDI mass spectrometry, it is shown that the main components of the phosphazene fraction are penta- and tetra-aryloxysubstituted cyclotriphosphazene compounds with the corresponding numbers of epoxy groups. The maximum content of the phosphazene fraction in phosphazene-containing epoxy oligomers (∼40 wt %) is attained at a hexachlorocyclotriphosphazene-to-diphenylolpropane molar ratio of 1: 8. Phosphazene-containing epoxy oligomers cured with isomethyltetrahydrophthalic anhydride have oxygen indexes of 26–28 and are self-extinguishing. [ DOI ]
Rheological and rheokinetic properties of phosphazene-containing epoxy oligomers / I. D. Simonov-Emel’yanov, N. V. Apeksimov, L. M. Kochergina et al. // Polymer Science, Series B. — 2016. — Vol. 58, no. 2. — P. 168–172. The rheological and rheokinetic properties of a two-component binder consisting of epoxy-diane oligomers and the oligoepoxyphosphazenes PEO-1 (30 wt %) and PEO-2 (40 wt %) are studied. The viscosities of the initial oligomers at 40oC are 130 (PEO-1) and 270 (PEO-2) Pa s; the activation energies of viscous flow in the range 40–70oC are from 122 to 128 kJ/mol. The addition of equivalent amounts of curing agents, such as triethylenetetramine or iso-methyltetrahydrophthalic anhydride, reduces the initial viscosity of a composition, most strongly in the presence of the second curing agent (by a factor of 50–100). The activation energies of the cure process with triethylenetetramine in the range 45–95oC are 89 (PEO-1) and 125 (PEO-2) kJ/mol, and the gelation time at 55oC is 6 min for both oligomers. The time of gelation for the system PEO–iso-methyltetrahydrophthalic anhydride at 90oC is 475 min, and the glass-transition temperatures of the cured compositions are 238 (PEO-1) and 250oC (PEO-2), as evidenced by thermomechanical studies. [ DOI ]
ИССЛЕДОВАНИЕ ПОВЕДЕНИЯ СМЕСЕЙ ПОЛИПРОПИЛЕНА И СТАТИСТИЧЕСКОГО СОПОЛИМЕРА ПРОПИЛЕНА И ЭТИЛЕНА ПРИ РАСТЯЖЕНИИ Пластические массы / А. В. Козлов, И. Ю. Горбунова, М. Л. Кербер и др. // Пластические массы. — 2016. — № 1-2. — С. 14–16.
Карбоксилсодержащие олигоаминосилоксаны / И. А. Сарычев, С. Н. Филатов, В. В. Воробьева, А. В. Комагоркина // Успехи в химии и химической технологии. — 2016. — Т. 10, № 179. — С. 85–87.
Реологические и реокинетические свойства фосфазенсодержащих эпоксидных олигомеров / И. Д. Симонов-Емельянов, Н. В. Апексимов, Л. М. Кочергина и др. // Высокомолекулярные соединения. Серия Б. — 2016. — Т. 58, № 2. — С. 152–156.
Синтез фосфазенсодержащих акриловых полимеров / О. С. ХУКАЗОВА, П. А. ЮДАЕВ, А. С. ТУПИКОВ, С. Н. ФИЛАТОВ // Успехи в химии и химической технологии. — 2016. — Т. 30, № 10 (179). — С. 103–105. На основе гексахлорциклотрифосфазена, фенола, дифенилолпропана, трихлоруксусной кислоты синтезирован и охарактеризован при помощи 1H ЯМР-спектроскопии трихлорсодержащий арилоксифосфазен, инициирующий в присутствии карбонила молибдена полимеризацию метилметакрилата; методом псевдоживой радикальной полимеризации в присутствии указанной инициирующей системы синтезирован полиметилметакрилат со средневязкостной молекулярной массой Mh = 1×106. On the basis of hexachlorocyclotriphosphazene, phenol, diphenylolpropane and trichloroacetic acid trichloro-containing aryloksyphosphazene was synthesized by means of HMR 1H spectroscopy, initiating polymerization in the presence of a molybdenum carbonyl; by the method of “pseudo-living” radical polymerization in the presence of said initiating system there was synthesized polymethylmethacrylate with viscosity average molecular weight Mh = 1×106.
ТЕХНОЛОГИЧЕСКИЕ СВОЙСТВА ФОСФАЗЕНСОДЕРЖАЩЕГО ЭПОКСИДНОГО ОЛИГОМЕРА / В. В. Киреев, И. Д. Симонов-Емельянов, Ю. В. Биличенко и др. // Пластические массы. — 2016. — № 3-4. — С. 26–28. Приведены результаты исследования реологических свойств и комплекса технологических характеристик системы, состоящей из 60 масс. % эпоксидиановой смолы типа ЭД-20 и 40 масс. % фосфазенсодержащего эпоксидного олигомера. Получены кинетические зависимости усадки, остаточных напряжений и реокинетики, определены времена гелеобразования, энергии активации вязкого течения и температура стеклования.
ЭПОКСИДНЫЕ ОЛИГОМЕРЫ, МОДИФИЦИРОВАННЫЕ ЭПОКСИФОСФАЗЕНАМИ / К. А. Бригаднов, Ю. В. Биличенко, В. А. Поляков и др. // Высокомолекулярные соединения. Серия Б. — 2016. — Т. 58. — С. 387–393.
Hexa-para-aminophenoxycyclo-triphosphazene as a curing agent/modifier for epoxy resins / I. V. Terekhov, E. M. Chistyakov, S. N. Filatov et al. // International Polymer Science and Technology. — 2015. — Vol. 42, no. 7. — P. 31–34.
Methacrylate compositions modified by oligosilsesquioxanes with methacryl and cyclotriphosphazene substituents / N. S. Bredov, E. Y. Shporta, M. V. Gorlov et al. // Polymer Science, Series B. — 2015. — Vol. 57, no. 5. — P. 444–450. Triethoxysilylphosphazenes have been synthesized via hydrosilylation of cyclotriphosphazenes with various contents of 4-allyl-2-methoxyphenoxy groups by triethoxysilane at an equimolar phosphazene–silane ratio. Hydrolytic copolycondensation of the latter compounds with ?-methacryloxypropyltrimethoxysilane resulted in oligosiloxanes involving functional methacrylic and phosphazene fragments. The oligomers have been used as additives to a dental composition based on bisphenol A-diglycidyl methacrylate and triethylene glycol dimethacrylate. The modified filled compositions are characterized by reduced (4-fold) sensitivity to external illumination and improved strength properties and microhardness. © 2015, Pleiades Publishing, Ltd. [ DOI ]
Polymeric dental composites modified with carboxy phosphazene methacrylates / V. V. Kireev, E. M. Chistyakov, S. N. Filatov et al. // Russian Journal of Applied Chemistry. — 2015. — Vol. 88, no. 5. — P. 866–870. Oligophosphazenes containing carboxy and polymerizable methacrylate groups were prepared by the reaction of hexa-p-carboxyphenoxycyclotriphosphazene with glycidyl methacrylate. Introduction of these oligomers in an amount of up to 10 wt % into methacrylate filling dental composites enhances their adhesion to tooth tissues and metals by a factor of 5-7 and the compression strength by 20-30%. © 2015 Pleiades Publishing, Ltd. [ DOI ]
Rheokinetics of the curing of epoxy oligomer ed-20 modified with epoxy phosphazenes / D. V. Onuchin, K. A. Brigadnov, I. Y. Gorbunova et al. // Polymer Science, Series B. — 2015. — Vol. 57, no. 5. — P. 402–407. [ DOI ]
Реокинетика отверждения эпоксидного олигомера ЭД-20, модифицированного эпоксифосфазенами / Д. В. Онучин, К. А. Бригаднов, И. Ю. Горбунова и др. // Высокомолекулярные соединения. Серия Б. — 2015. — Т. 57, № 5. — С. 322–327.
Effect of oxidation and modifi ers on polypropylene crystallization / E. S. Kuksenko, M. L. Kerber, L. S. Shibryaevа et al. // Russian Journal of Applied Chemistry. — 2014. — Vol. 87, no. 12. — P. 1901–1907.
Synthesis of hexakis(hydroxyaryloxy)cyclotriphosphazene based on bisphenol a / I. V. Terekhov, E. M. Chistyakov, S. N. Filatov et al. // Mendeleev Communications. — 2014. — Vol. 24, no. 3. — P. 154–155.
СИНТЕЗ СПИРОЦИКЛОФОСФАЗЕНОВ С ДВОЙНЫМИ СВЯЗЯМИ НА ОСНОВЕ ГЕКСАХЛОРЦИКЛОТРИФОСФАЗЕНА И 3,6-ДИАЛЛИЛПИРОКАТЕХИНА / И. В. ТЕРЕХОВ, В. Н. ХАРЛАНОВ, С. Н. ФИЛАТОВ, А. В. ОРЛОВ // УСПЕХИ В ХИМИИ И ХИМИЧЕСКОЙ ТЕХНОЛОГИИ. — Т. 28 из №3. — Российский химико-технологический университет им. Д.И. Менделеева Москва, 2014. — С. 80–82.
Halogenated hydroxy-aryloxy phosphazenes and epoxy oligomers based on them / I. V. Terekhov, S. N. Filatov, E. M. Chistyakov et al. // Russian Journal of Applied Chemistry. — 2013. — Vol. 86, no. 10. — P. 1600–1604. By partial substitution of the chlorine atoms in hexachlorocyclotriphosphazene for halophenols and subsequent reaction of the resulting halogenated phenoxy phosphazene and 2,2-di(4-hydroxyphenyl)propane monophenolate hydtoxy-aryloxy phosphazenes were synthesized with a molecular weight of 1100-1400 g mol-1. Epoxide oligomers (epoxy number of 6-8%), which are cured with the formation of non-combustible compositions [PV-0 class of resistance to combustion according to State Standard (GOST 28157-89)], were obtained by reaction of these compounds with epichlorohydrin. Introduction of 5-50 wt% halogenated epoxyphophazene oligomers in industrial resin ED-20 can significantly improve the fl ame resistance of compositions based on these compounds. © Pleiades Publishing, Ltd., 2013. [ DOI ]
Methacrylate composites containing maleic derivatives of cyclotriphosphazene / E. M. Chistyakov, S. N. Filatov, V. V. Kireev et al. // Polymer Science, Series B. — 2013. — Vol. 55, no. 5-6. — P. 355–359. Oligophosphazenes containing carboxyl groups and copolymerizable double bonds are synthesized through the interaction between hexa-p- hydroxymethylphenoxycyclotriphosphazene and maleic anhydride. The synthesized compounds with a controlled ratio of carboxyl groups and double bonds are used as modifiers of methacrylate dental composites that exhibit high adhesion to hard dental tissues and metals. © 2013 Pleiades Publishing, Ltd. [ DOI ]
Галогенсодержащие гидроксиарилоксифосфазены и эпоксидные олигомеры на их основе / И. В. Терехов, С. Н. Филатов, Е. М. Чистяков и др. // Журнал прикладной химии. — 2013. — Т. 86. — С. 1648–1652.
СИНТЕЗ ОТВЕРДИТЕЛЕЙ ФЕНОЛОФОРМАЛЬДЕГИДНЫХ СМОЛ НА ОСНОВЕ АРИЛОКСИЦИКЛОТРИФОСФАЗЕНОВ / И. В. ТЕРЕХОВ, С. Н. ФИЛАТОВ, А. И. ОРЛОВ и др. // Успехи в химии и химической технологии. — 2013. — Т. 27, № 3. — С. 112–114.
Synthesis and structure of hexa-p-acetamidophenoxycyclotriphosphazene / E. M. Chistyakov, S. N. Filatov, V. V. Kireev et al. // Russian Journal of General Chemistry, Maik Nauka/Interperiodica Publishing (Russian Federation). — 2012. — Vol. 82, no. 6. — P. 1065–1068.
Thermal polycondensation of hexaphydroxymethylphenoxycyclotriphosphazene / E. M. Chistyakov, V. V. Kireev, S. N. Filatov et al. // Polymer Science, Series B. — 2012. — Vol. 54, no. 7-8. — P. 407–412. A procedure for the synthesis of hexaphydroxymethylphenoxycyclotriphosphazene is opti mized. The thermal characteristics of this compound are studied, and its capability for thermal selfcon densation is demonstrated. The main steps of polycondensation of hexaphydroxymethylphenoxycyclot riphosphazene involve the formation of methylene ether bonds accompanied by the evolution of water and their further scission without formation of formaldehyde. The resulting polymer is thermally stable up to 470oC. © Pleiades Publishing, Ltd., 2012. [ DOI ]
Синтез сополимеров акрилонитрила и метакриловой кислоты в водных средах / В. А. Дятлов, В. В. Киреев, Б. М. Прудсков и др. // Пластические массы. — 2012. — № 6. — С. 27–31.
Synthesis and modification of oligo(aryloxycyclotriphosphazenes) based on 4,4′-dihydroxydiphenyl-2,2-propane / V. V. Kireev, E. M. Chistyakov, S. N. Filatov et al. // Polymer Science, Series B. — 2011. — Vol. 53, no. 7-8. — P. 412–419. Oligo(aryloxyphosphazenes) are synthesized on the basis of diphenylolpropane and hexachlorocyclotriphosphazene via the phenolate method. Corresponding functional derivatives are obtained through treatment of the oligomers with methacryloyl chloride, glycidyl methacrylate, and epichlorohydrin. GPC data indicate that modification is accompanied by an increase in the molecular mass of the oligomers. Epoxidation of a specially synthesized hexaallyloxy derivative of oligo(aryloxycyclotriphosphazene) with m-chloroperbenzoic acid proceeds incompletely to yield an oligomer with a content of epoxy groups below 6%. All of the compounds are characterized with the use of 31P and 1H NMR spectroscopy. © 2011 Pleiades Publishing, Ltd. [ DOI ]
Preliminary silylation for structure determination of oligomeric silsesquioxanes by matrix-assisted laser desorption/ ionisation mass spectrometry / V. G. Zaikin, R. S. Borisov, N. Y. Polovkov et al. // European Journal of Mass Spectrometry. — 2009. — Vol. 15, no. 2. — P. 231–238. The potential of preliminary silylation for the determination of numbers of hydroxyl groups in separate molecules of oligomeric silsesquioxanes by matrix-assisted laser desorption/ionisation mass spectrometry has been demonstrated for the first time. Derivatisations allowing the introduction of trimethylsilyl, tert-butyldimethylsilyl and pentafluorophenyldimethylsilyl groups were tested. It was shown that more reliable structure elucidation of individual oligomers can be achieved knowing the number of hydroxyl groups thus determined. © IM Publications LLP 2009 All right reserved. [ DOI ]
Methacrylate-containing oligoorganosilsesquioxanes / V. V. Kireev, V. F. Posokhova, I. B. Sokol’Skaya et al. // Polymer Science, Series B. — 2008. — Vol. 50, no. 3-4. — P. 101–104. Methacrylate-containing organosilsesquioxanes with M n = (1.5-5.0) × 103 were synthesized via hydrolytic polycondensation of γ-methacryloxypropyltrimethoxysilane under different conditions. On the basis of comparison of 29Si NMR data and the molecular masses of the oligomers, it was concluded that oligomer molecules contain 8-12-membered siloxane cycles. © 2008 Pleiades Publishing, Ltd. [ DOI ]
МЕТАКРИЛАТСОДЕРЖАЩИЕ ОЛИГООРГАНОСИЛСЕСКВИОКСАНЫ / В. В. Киреев, В. Ф. Посохова, И. Б. Сокольская и др. // Высокомолекулярные соединения. Серия Б. — 2008. — Т. 50, № 4. — С. 748–752.
Molybdenum carbonyl-initiated copolymerization of trichloromethyl- containing epoxy oligomer with methyl methacrylate / V. V. Kireev, B. M. Prudskov, S. N. Filatov, M. A. Tlencopatchev // Polymer Science, Series A. — 2007. — Vol. 49, no. 7. — P. 802–808. Copolymers with an epoxy group content of up to 1.4% and a number-average molecular mass M n = 11000 have been obtained through the copolymerization of a trichloroacetic acid-modified epoxy oligomer with methyl methacrylate in the presence of molybdenum carbonyl. © 2007 Pleiades Publishing, Ltd. [ DOI ]
Polymerization of methyl methacrylate and vinyl acetate initiated by the manganese carbonyl-1,2-epoxy-4,4,4-trichlorobutane system / V. V. Kireev, B. M. Prudskov, S. N. Filatov, O. L. Lipendina // Polymer Science, Series B. — 2006. — Vol. 48, no. 5-6. — P. 138–141. Polymers containing epoxy groups at the ends of macromolecules and in side radicals are prepared through polymerization of methyl methacrylate and vinyl acetate in the presence of the manganese carbonyl-1,2-epoxy-4,4,4- trichlorobutane system. The presence of reinitiation is revealed; it leads to an appreciable increase in the molecular masses of poly(methyl methacrylate) and poly(vinyl acetate) as compared to polymers synthesized in the presence of 2,2’-azo-bis(isobutyronitrile) and 1,2-epoxy-4,4,4-trichlorobutane. © Pleiades Publishing, Inc., 2006. [ DOI ]
Styrene polymerization initiated by a metal carbonyl-trichloromethyl- containing organic compound system / V. V. Kireev, B. M. Prudskov, V. A. Polyakov et al. // Polymer Science, Series A. — 2004. — Vol. 46, no. 12. — P. 1207–1212.