Friedel-Crafts Reaction of Vinyltrimethoxysilane with Styrene and Composite Materials on Their Base

dc.citation.epage338
dc.citation.issue2
dc.citation.spage325
dc.contributor.affiliationIvane Javakhishvili Tbilisi State University
dc.contributor.affiliationGeorgian Technical University
dc.contributor.affiliationSokhumi State University
dc.contributor.authorMukbaniani, Omar
dc.contributor.authorTatrishvili, Tamara
dc.contributor.authorKvinikadze, Nikoloz
dc.contributor.authorBukia, Tinatin
dc.contributor.authorPachulia, Zurab
dc.contributor.authorPirtskheliani, Nana
dc.contributor.authorPetriashvili, Gia
dc.coverage.placenameЛьвів
dc.coverage.placenameLviv
dc.date.accessioned2024-02-12T08:30:30Z
dc.date.available2024-02-12T08:30:30Z
dc.date.created2023-03-16
dc.date.issued2023-03-16
dc.description.abstractЗдійснено алкілування стирену вінілтриметоксисиланом за реакцію Фріделя–Крафтса в присутності безводного AlCl3. Отримано алкокси(4-вінілфенетил)силан. Синтезовані продукти ідентифікували за допомогою 1H, 13C, COSY ЯМР та FTIR спектроскопії. Обговорено розрахунки з використанням методу квантово-хімічної неемпіричної теорії функціоналу густини (DFT) для реакції між вінілтриметоксисиланом і стиреном, здійсненої за орто-, мета- і пара-положеннями. Для теоретичного моделювання використовували програму онлайн-прогнозування “Priroda-04: A quantum-chemical program suite”. За різних температур і тисків методом гарячого пресування або екструзії були одержані композиційні матеріали на основі деревної тирси різної дисперсності та синтезованого триметоксисилілованого стирену як в'яжучого й армувального агента зі ступенями силілування (5 %) у присутності різноманітних органічних/неорганічних добавок, антипіренів та антиоксидантів. Досліджено фізико-механічні властивості композитів.
dc.description.abstractFriedel-Crafts alkylation reaction of vinyltrimethoxysilane with styrene was performed in the presence of anhydrous AlCl3. Alkoxy(4-vinylphenethyl)silane has been obtained. The synthesized products were identified by 1H, 13C, COSY NMR, and FTIR spectroscopy. Calculations using the quantum-chemical non-empirical density functional theory (DFT) method for the reaction between vinyltrimethoxysilane and styrene performed for ortho-, meta- and para-positions were discussed. For the theoretical modeling an online prediction program “Priroda-04: A quantum-chemical program suite” was used. Composite materials based on wood sawdust with various dispersion qualities and synthesized trimethoxysilylated styrene as a binding and reinforcing agent with degrees of silylation (5 %), in the presence of various organic/inorganic additives, fire retardants, and antioxidants, have been developed at different temperatures and pressures via hot press method or extrusion. The physico-mechanical properties of composites have been investigated.
dc.format.extent325-338
dc.format.pages14
dc.identifier.citationFriedel-Crafts Reaction of Vinyltrimethoxysilane with Styrene and Composite Materials on Their Base / Omar Mukbaniani, Tamara Tatrishvili, Nikoloz Kvinikadze, Tinatin Bukia, Zurab Pachulia, Nana Pirtskheliani, Gia Petriashvili // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2023. — Vol 17. — No 2. — P. 325–338.
dc.identifier.citationenFriedel-Crafts Reaction of Vinyltrimethoxysilane with Styrene and Composite Materials on Their Base / Omar Mukbaniani, Tamara Tatrishvili, Nikoloz Kvinikadze, Tinatin Bukia, Zurab Pachulia, Nana Pirtskheliani, Gia Petriashvili // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2023. — Vol 17. — No 2. — P. 325–338.
dc.identifier.doidoi.org/10.23939/chcht17.02.325
dc.identifier.issn1996-4196
dc.identifier.urihttps://ena.lpnu.ua/handle/ntb/61236
dc.language.isoen
dc.publisherВидавництво Львівської політехніки
dc.publisherLviv Politechnic Publishing House
dc.relation.ispartofChemistry & Chemical Technology, 2 (17), 2023
dc.relation.references[1] The Chemistry and Physics of Coatings; Marrion, A., Ed.; The Royal Society of Chemistry: Cambridge, 2004.
dc.relation.references[2] Organic Coatings: Science and Technology; Wicks, Z.W., Jones, F.N.; Pappas, S.P.; Wicks, D.A., Eds.; John Wiley & Sons: New Jersey, 2007.
dc.relation.references[3] High-performance organic coatings; Khanna, A.S., Ed.; CRC Press: Florida, 2008.
dc.relation.references[4] Talbert, R. Paint Technology Handbook; CRC Press: Florida, 2008.
dc.relation.references[5] Hybrid Materials: Synthesis, Characterization and Applications; Kickelbick, G., Ed.; WILEY-VCH: Weinheim, 2007.
dc.relation.references[6] Tsujimoto, T.; Uyama, H.; Kobayashi, S. Synthesis of High-Performance Green Nanocomposites from Renewable Natural Oils. Polym. Degrad. Stab. 2010, 95, 1399-1405. https://doi.org/10.1016/j.polymdegradstab.2010.01.016
dc.relation.references[7] Tsujimoto, T.; Uyama, H.; Kobayashi, S. Green Nanocompo-sites from Renewable Resources: Biodegradable Plant Oil-Silica Hybrid Coatings. Macromol. Rapid Commun. 2003, 24, 711-714. https://doi.org/10.1002/marc.200350015
dc.relation.references[8] Xia, Y.; Larock, R.C. Vegetable Oil-Based Polymeric Materials: Synthesis, Properties, and Applications. Green Chem. 2010, 12, 1893-1909. https://doi.org/10.1039/C0GC00264J
dc.relation.references[9] Galià, M.; de Espinosa, L.M.; Ronda, J.C.; Lligadas, G.; Cádiz, V. Vegetable Oil-Based Thermosetting Polymers. Eur. J. Lipid Sci. Technol. 2010, 112, 87-96. https://doi.org/10.1002/ejlt.200900096
dc.relation.references[10] Lligadas, G.; Ronda, J.C.; Galià, M.; Cádiz, V. Novel Silicon-Containing Polyurethanes from Vegetable Oils as Renewable Re-sources. Synthesis and Properties. Biomacromolecules 2006, 7, 2420-2426. https://doi.org/10.1021/bm060402k
dc.relation.references[11] Bailey's Industrial Oil and Fat Products. Volume 6. Industrial and Nonedible Products from Oils and Fats; Shahidi, F., Ed.; John Wiley&Sons: New Jersey, 2005.
dc.relation.references[12] Tasdelen-Yucedag, C.; Erciyes, A.T. Modification of Polyca-prolactone-Styrene-Vinyl Trimethoxysilane Terpolymer with Sun-flower Oil for Coating Purposes. Prog. Org. Coat. 2014, 77, 1750-1760. https://doi.org/10.1016/j.porgcoat.2014.05.024
dc.relation.references[13] Jingzhou Jianghan Fine Chemical Co Ltd. Synthesis Method of Vinyltrimethoxysilane Oligomer. CN103396434A, November 20, 2013.
dc.relation.references[14] Singha, A.S.; Rana, R.K. Natural Fiber Reinforced Polystyrene Composites: Effect of Fiber Loading, Fiber Dimensions and Surface Modification on Mechanical Properties. Mater. Des. 2012, 41, 289-297. http://dx.doi.org/10.1016%2Fj.matdes.2012.05.001
dc.relation.references[15] Sreenivasan, V.S.; Ravindran, D.; Manikandan, V.; Narayana-samy, R. Influence of Fibre Treatments on Mechanical Properties of Short Sansevieria cylindrica/Polyester Composites. Mater. Des. 2012, 37, 111-121. https://doi.org/10.1016/J.MATDES.2012.01.004
dc.relation.references[16] Arrakhiz, F.Z.; El Achaby, M.; Kakou, A.C.; Vaudreuil, S.; Benmoussa, K.; Bouhfid, R.; Fassi-Fehri, O.; Qaiss, A. Mechanical Properties of High Density Polyethene Reinforced with Chemically Modified Coir Fibers: Impact of Chemical Treatments. Mater. Des. 2012, 37, 379-383. https://doi.org/10.1016/j.matdes.2012.01.020
dc.relation.references[17] Massoodi, R.; El Hajjar, R.F.; Pillai, K.M.; Sabo, R. Mechani-cal Characterization of Cellulose Nanofiber and Biobased Epoxy Composites. Mater. Des. 2012, 36, 570-576. http://dx.doi.org/10.1016%2Fj.matdes.2011.11.042
dc.relation.references[18] Yang, H.S.; Kim, H.J.; Park, H.J.; Lee, B.J.; Hwang, T.S. Effect of Compatibility Agents on Rice Husk Flour Reinforced Polypropylene Composites. Compos. Struct. 2007, 77, 45-55. https://doi.org/10.1016/j.compstruct.2005.06.005
dc.relation.references[19] Kim, H.-S.; Yang, H.-S.; Kim, H.-J. Biodegradability and Mechanical Properties of Agro Flour Filled Polybutylene Succinate Biocomposites. J. Appl. Polym. Sci. 2005, 97, 1513-1521. https://doi.org/10.1002/app.21905
dc.relation.references[20] Torres, F.G.; Cubillas, M.L. Study of the Interfacial Properties of Natural Fibre Reinforced Polyethylene. Polym. Test. 2005, 24, 694-698. http://dx.doi.org/10.1016/j.polymertesting.2005.05.004
dc.relation.references[21] Arrakhiz, F.Z.; Elachaby, M.; Bouhfid, R.; Vaudreuil, S.; Essassi, M.; Qaiss, A. Mechanical and Thermal Properties of Polypropylene Reinforced with Alfa Fiber under Different Chemical Treatment. Mater. Des. 2012, 35, 318-322. http://dx.doi.org/10.1016/j.matdes.2011.09.023
dc.relation.references[22] Amin, S.; Amin, M. Thermoplastic Elastomeric (TPE) Mate-rials and their Use in Outdoor Electrical Insulation. Rev. Adv. Mater. Sci. 2011, 29, 15-30.
dc.relation.references[23] Biron, M. Thermoplastics and Thermoplastic Composites. Technical Information for Plastics Users; Oxford: Butterworth-Heinemann, 2007.
dc.relation.references[24] Ichazo, M.N.; Albano, C.; Gonzalez, J.; Perera, R.; Candal, M.V. Polypropylene/Wood Flour Composites: Treatments and Properties. Compos. Struct. 2001, 54, 207-214. https://doi.org/10.1016/S0263-8223(01)00089-7
dc.relation.references[25] Lee, S.-H.; Ohkita, T. Mechanical and Thermal Flow Properties of Wood Flour–Biodegradable Polymer Composites. J. Appl. Polym. Sci. 2003, 90, 1900-1905. https://doi.org/10.1002/app.12864
dc.relation.references[26] Katz, H.S.; Milevski, J.V. Handbook of Fillers for Plastics; RAPRA: New York, 1987.
dc.relation.references[27] Mareri, P.; Bastide, S.; Binda, N.; Crespi, A. Mechanical Behaviour of Polypropylene Composites Containing Fine Mineral Filler: Effect of Filler Surface Treatment. Compos. Sci. Technol. 1998, 58, 747-752. https://doi.org/10.1016/S0266-3538(97)00156-5
dc.relation.references[28] Rosa, S.M.L.; Santos, E.F.; Ferreira, C.A.; Nachtigall, S.M.B. Studies on the Properties of Rice-Husk-Filled-PP Composites: Effect of Maleated PP. Mater. Res. 2009, 12, 333. https://doi.org/10.1590/S1516-14392009000300014
dc.relation.references[29] Tatrishvili, T.; Koberidze, Kh.; Mukbaniani, O. Quantum-Chemical AM 1 Calculations for Hydride Addition Reaction of Methyldimethoxysilane to 1,3-Cyclohexadiene. Proceedings of the Georgian National Academy of Sciences 2007, 35, 297-300.
dc.relation.references[30] Mukbaniani, O.; Tatrishvili, T.; Titvinidze, G. AM1 Calcula-tions for Hydrosilylation Reaction of Methyldimethoxysilane with Hexane-1. Proceedings of the Georgian Academy of Science 2006, 32, 109-114.
dc.relation.references[31] Tatrishvili, T.; Titvinidze, G.; Mukbaniani, O. AM1 Calcula-tions for Hydride Addition Reaction of Methyldimethoxysilane with Styrene. Georgian Chemical Journal 2006, 6, 58-59.
dc.relation.references[32] Mukbaniani, O.; Pirtskheliani, N.; Tatrishvili, T.; Patstasia, S. Hydrosilylation Reactions of α,ω-Bis(trimethylsiloxy) methylhydri-desiloxane to Allyloxytriethoxysilane. Georgia Chemical Journal 2006, 6, 254-255.
dc.relation.references[33] Zhao, Y.; Truhlar, D.G. Density Functional Theory for Reac-tion Energies: Test of Meta and Hybrid Meta Functionals, Range-Separated Functionals, and Other High-Performance Functionals. J. Chem. Theory Comput. 2011, 7, 669-676. https://doi.org/10.1021/ct1006604
dc.relation.references[34] Wałęsa, R.; Kupka, T.; Broda, M.A. Density Functional Theory (DFT) Prediction of Structural and Spectroscopic Parameters of Cytosine Using Harmonic and Anharmonic Approximations. Struct. Chem. 2015, 26, 1083-1093. https://doi.org/10.1007/s11224-015-0573-0
dc.relation.references[35] Burke, K. Perspective on Density Functional Theory. J. Chem. Phys. 2012, 136, 150901. https://doi.org/10.1063/1.4704546
dc.relation.references[36] Kirste, B. Applications of Density Functional Theory to Theo-retical Organic Chemistry. Chem. Sci. 2016, 7, 1000127. https://refubium.fu-berlin.de/handle/fub188/15854
dc.relation.references[37] Aneli, J.; Shamanauri, L.; Markarashvili, E.; Tatrishvili, T.; Mukbaniani, O. Polymer-Silicate Composites with Modified Minerals. Chem. Chem. Technol. 2017, 11, 201-209. https://doi.org/10.23939/chcht11.02.201
dc.relation.references[38] Mukbaniani, O.; Tatrishvili, T.; Markarashvili, E.; Londaridze, L.; Pachulia, Z.; Pirtskheliani. N. Synthesis of Trie-thoxy(Vinylphenethyl)Silane with Alkylation Reaction of Vinyltrie-thoxysilane to Styrene. Oxid. Commun. 2022, 45, 309-320.
dc.relation.references[39] Demchuk, Yu.; Gunka, V.; Pyshyiv, S.; Sidun, Yu.; Hrynchuk, Yu.; Kucinska-Lipka, Ju.; Bratychak, M. Slurry Surfacing Mixed on the Basis of Bitumen Modified with Phenol-Cresol-Formaldehyde Resin. Chem. Chem. Technol. 2020, 14, 251-256. https://doi.org/10.23939/chcht14.02.251
dc.relation.references[40] Bashta, B.; Astakhova, O.; Shyshchak, O.; Bratychak, M. Epoxy Resins Chemical Modification by Dibasic Acids. Chem. Chem. Technol. 2014, 8, 309-316. https://doi.org/10.23939/chcht08.03.309
dc.relation.references[41] Liu, C.; Tanaka, Y.; Fujimoto Y. Viscosity Transient Phe-nomenon during Drop Impact Testing and Its Simple Dynamics Model. World Journal of Mechanics 2015, 5, 33-41. http://dx.doi.org/10.4236/wjm.2015.53004
dc.relation.references[42] Titvinidze, G.; Tatrishvili, T.; Mukbaniani, O. Chemical Mod-ification of Styrene with Vinyl Containing Organosiloxane via Diels-Alder Reactions. Abstracts of Communications of Interna-tional Conference Enikolopov’s Readings, Erevan, Armenia, 4-7 October, 2006; p. 74.
dc.relation.references[43] Swanson, N. Polybutadiene Graft Copolymers as Coupling Agents in Rubber Compounding. Ph.D. Thesis, Graduate Faculty of the University of Akron, USA, 2016.
dc.relation.references[44] Guy, L.; Pevere, V.; Vidal, T. Use of a Specific Functionalised Organosilicon Compound as a Coupling Agent in an Isoprene Elastomer Composition Including a Reinforcing Inorganic Filler. US 0225233A1, 2012.
dc.relation.references[45] Smith, B.C. Distinguishing Structural Isomers: Mono- and Disubstituted Benzene Rings. Spectroscopy 2016, 31, 36-39.
dc.relation.references[46] https://www.nmrdb.org/13c/index.shtml?v=v2.121.0
dc.relation.references[47] https://docs.chemaxon.com/display/docs/nmr-predictor.md
dc.relation.references[48] ChemBioDraw Ultra 12. https://www.perkinelmer.com/Product/chemoffice-plus-cloud-[31]. [30]. chemofficepc?fbclid=IwAR2M_sx_7vTofwMAugXMb0M4xbyylkyHa4xt0jcRdrETOC8qDtpmSHjdudA
dc.relation.references[49] MestreNova. https://mestrelab.com/software/mnova/nmr/
dc.relation.references[50] Mukbaniani, O.; Tatrishvili, T.; Pachulia, Z.; Londaridze, L.; Markarashvili, E.; Pirtskheliani, N. Quantum-Chemical Modeling of Hydrosilylation Reaction of Triethoxysilane to Divinylbenzene. Chem. Chem. Technol. 2022, 16, 499-506. https://doi.org/10.23939/chcht16.04.499
dc.relation.references[51] Febrianto, F.; Yoshioka, M.; Nagai, Y.; Mihara, M.; Shiraishi, N. Composites of Wood and Trans-1,4-isoprene Rubber II: Processing Conditions for Production of the Composites. Wood Sci. Technol. 2001, 35, 297-310. https://doi.org/10.1007/s002260100102
dc.relation.references[52] Mukbaniani, O.; Brostow, W.; Aneli, J.; Londaridze, L.; Markarashvili, E.; Tatrishvili, T.; Gencel, O. Wood Sawdust Plus Silylated Styrene Composites with Low Water Absorption. Chem. Chem. Technol. 2022, 16, 377-386. https://doi.org/10.23939/chcht16.03.377
dc.relation.references[53] Mukbaniani, O.; Aneli, J.; Tatrishvili, T.; Markarashvili, E.; Londaridze, L.; Kvinikadze, N.; Kakalashvili, L. Wood Polymer Composite Based on a Styrene and Trie-thoxy(Vinylphenethyl)Silane. Chem. Chem. Technol. 2023, 17, 35-44. https://doi.org/10.23939/chcht17.01.035
dc.relation.references[54] Kalogeras, I.M.; Hagg Lobland, H.E. The Nature of the Glassy State: Structure and Transitions. J. Mater. Educ. 2012, 34, 69-94.
dc.relation.referencesen[1] The Chemistry and Physics of Coatings; Marrion, A., Ed.; The Royal Society of Chemistry: Cambridge, 2004.
dc.relation.referencesen[2] Organic Coatings: Science and Technology; Wicks, Z.W., Jones, F.N.; Pappas, S.P.; Wicks, D.A., Eds.; John Wiley & Sons: New Jersey, 2007.
dc.relation.referencesen[3] High-performance organic coatings; Khanna, A.S., Ed.; CRC Press: Florida, 2008.
dc.relation.referencesen[4] Talbert, R. Paint Technology Handbook; CRC Press: Florida, 2008.
dc.relation.referencesen[5] Hybrid Materials: Synthesis, Characterization and Applications; Kickelbick, G., Ed.; WILEY-VCH: Weinheim, 2007.
dc.relation.referencesen[6] Tsujimoto, T.; Uyama, H.; Kobayashi, S. Synthesis of High-Performance Green Nanocomposites from Renewable Natural Oils. Polym. Degrad. Stab. 2010, 95, 1399-1405. https://doi.org/10.1016/j.polymdegradstab.2010.01.016
dc.relation.referencesen[7] Tsujimoto, T.; Uyama, H.; Kobayashi, S. Green Nanocompo-sites from Renewable Resources: Biodegradable Plant Oil-Silica Hybrid Coatings. Macromol. Rapid Commun. 2003, 24, 711-714. https://doi.org/10.1002/marc.200350015
dc.relation.referencesen[8] Xia, Y.; Larock, R.C. Vegetable Oil-Based Polymeric Materials: Synthesis, Properties, and Applications. Green Chem. 2010, 12, 1893-1909. https://doi.org/10.1039/P.0GC00264J
dc.relation.referencesen[9] Galià, M.; de Espinosa, L.M.; Ronda, J.C.; Lligadas, G.; Cádiz, V. Vegetable Oil-Based Thermosetting Polymers. Eur. J. Lipid Sci. Technol. 2010, 112, 87-96. https://doi.org/10.1002/ejlt.200900096
dc.relation.referencesen[10] Lligadas, G.; Ronda, J.C.; Galià, M.; Cádiz, V. Novel Silicon-Containing Polyurethanes from Vegetable Oils as Renewable Re-sources. Synthesis and Properties. Biomacromolecules 2006, 7, 2420-2426. https://doi.org/10.1021/bm060402k
dc.relation.referencesen[11] Bailey's Industrial Oil and Fat Products. Volume 6. Industrial and Nonedible Products from Oils and Fats; Shahidi, F., Ed.; John Wiley&Sons: New Jersey, 2005.
dc.relation.referencesen[12] Tasdelen-Yucedag, C.; Erciyes, A.T. Modification of Polyca-prolactone-Styrene-Vinyl Trimethoxysilane Terpolymer with Sun-flower Oil for Coating Purposes. Prog. Org. Coat. 2014, 77, 1750-1760. https://doi.org/10.1016/j.porgcoat.2014.05.024
dc.relation.referencesen[13] Jingzhou Jianghan Fine Chemical Co Ltd. Synthesis Method of Vinyltrimethoxysilane Oligomer. CN103396434A, November 20, 2013.
dc.relation.referencesen[14] Singha, A.S.; Rana, R.K. Natural Fiber Reinforced Polystyrene Composites: Effect of Fiber Loading, Fiber Dimensions and Surface Modification on Mechanical Properties. Mater. Des. 2012, 41, 289-297. http://dx.doi.org/10.1016%2Fj.matdes.2012.05.001
dc.relation.referencesen[15] Sreenivasan, V.S.; Ravindran, D.; Manikandan, V.; Narayana-samy, R. Influence of Fibre Treatments on Mechanical Properties of Short Sansevieria cylindrica/Polyester Composites. Mater. Des. 2012, 37, 111-121. https://doi.org/10.1016/J.MATDES.2012.01.004
dc.relation.referencesen[16] Arrakhiz, F.Z.; El Achaby, M.; Kakou, A.C.; Vaudreuil, S.; Benmoussa, K.; Bouhfid, R.; Fassi-Fehri, O.; Qaiss, A. Mechanical Properties of High Density Polyethene Reinforced with Chemically Modified Coir Fibers: Impact of Chemical Treatments. Mater. Des. 2012, 37, 379-383. https://doi.org/10.1016/j.matdes.2012.01.020
dc.relation.referencesen[17] Massoodi, R.; El Hajjar, R.F.; Pillai, K.M.; Sabo, R. Mechani-cal Characterization of Cellulose Nanofiber and Biobased Epoxy Composites. Mater. Des. 2012, 36, 570-576. http://dx.doi.org/10.1016%2Fj.matdes.2011.11.042
dc.relation.referencesen[18] Yang, H.S.; Kim, H.J.; Park, H.J.; Lee, B.J.; Hwang, T.S. Effect of Compatibility Agents on Rice Husk Flour Reinforced Polypropylene Composites. Compos. Struct. 2007, 77, 45-55. https://doi.org/10.1016/j.compstruct.2005.06.005
dc.relation.referencesen[19] Kim, H.-S.; Yang, H.-S.; Kim, H.-J. Biodegradability and Mechanical Properties of Agro Flour Filled Polybutylene Succinate Biocomposites. J. Appl. Polym. Sci. 2005, 97, 1513-1521. https://doi.org/10.1002/app.21905
dc.relation.referencesen[20] Torres, F.G.; Cubillas, M.L. Study of the Interfacial Properties of Natural Fibre Reinforced Polyethylene. Polym. Test. 2005, 24, 694-698. http://dx.doi.org/10.1016/j.polymertesting.2005.05.004
dc.relation.referencesen[21] Arrakhiz, F.Z.; Elachaby, M.; Bouhfid, R.; Vaudreuil, S.; Essassi, M.; Qaiss, A. Mechanical and Thermal Properties of Polypropylene Reinforced with Alfa Fiber under Different Chemical Treatment. Mater. Des. 2012, 35, 318-322. http://dx.doi.org/10.1016/j.matdes.2011.09.023
dc.relation.referencesen[22] Amin, S.; Amin, M. Thermoplastic Elastomeric (TPE) Mate-rials and their Use in Outdoor Electrical Insulation. Rev. Adv. Mater. Sci. 2011, 29, 15-30.
dc.relation.referencesen[23] Biron, M. Thermoplastics and Thermoplastic Composites. Technical Information for Plastics Users; Oxford: Butterworth-Heinemann, 2007.
dc.relation.referencesen[24] Ichazo, M.N.; Albano, C.; Gonzalez, J.; Perera, R.; Candal, M.V. Polypropylene/Wood Flour Composites: Treatments and Properties. Compos. Struct. 2001, 54, 207-214. https://doi.org/10.1016/S0263-8223(01)00089-7
dc.relation.referencesen[25] Lee, S.-H.; Ohkita, T. Mechanical and Thermal Flow Properties of Wood Flour–Biodegradable Polymer Composites. J. Appl. Polym. Sci. 2003, 90, 1900-1905. https://doi.org/10.1002/app.12864
dc.relation.referencesen[26] Katz, H.S.; Milevski, J.V. Handbook of Fillers for Plastics; RAPRA: New York, 1987.
dc.relation.referencesen[27] Mareri, P.; Bastide, S.; Binda, N.; Crespi, A. Mechanical Behaviour of Polypropylene Composites Containing Fine Mineral Filler: Effect of Filler Surface Treatment. Compos. Sci. Technol. 1998, 58, 747-752. https://doi.org/10.1016/S0266-3538(97)00156-5
dc.relation.referencesen[28] Rosa, S.M.L.; Santos, E.F.; Ferreira, C.A.; Nachtigall, S.M.B. Studies on the Properties of Rice-Husk-Filled-PP Composites: Effect of Maleated PP. Mater. Res. 2009, 12, 333. https://doi.org/10.1590/S1516-14392009000300014
dc.relation.referencesen[29] Tatrishvili, T.; Koberidze, Kh.; Mukbaniani, O. Quantum-Chemical AM 1 Calculations for Hydride Addition Reaction of Methyldimethoxysilane to 1,3-Cyclohexadiene. Proceedings of the Georgian National Academy of Sciences 2007, 35, 297-300.
dc.relation.referencesen[30] Mukbaniani, O.; Tatrishvili, T.; Titvinidze, G. AM1 Calcula-tions for Hydrosilylation Reaction of Methyldimethoxysilane with Hexane-1. Proceedings of the Georgian Academy of Science 2006, 32, 109-114.
dc.relation.referencesen[31] Tatrishvili, T.; Titvinidze, G.; Mukbaniani, O. AM1 Calcula-tions for Hydride Addition Reaction of Methyldimethoxysilane with Styrene. Georgian Chemical Journal 2006, 6, 58-59.
dc.relation.referencesen[32] Mukbaniani, O.; Pirtskheliani, N.; Tatrishvili, T.; Patstasia, S. Hydrosilylation Reactions of α,o-Bis(trimethylsiloxy) methylhydri-desiloxane to Allyloxytriethoxysilane. Georgia Chemical Journal 2006, 6, 254-255.
dc.relation.referencesen[33] Zhao, Y.; Truhlar, D.G. Density Functional Theory for Reac-tion Energies: Test of Meta and Hybrid Meta Functionals, Range-Separated Functionals, and Other High-Performance Functionals. J. Chem. Theory Comput. 2011, 7, 669-676. https://doi.org/10.1021/ct1006604
dc.relation.referencesen[34] Wałęsa, R.; Kupka, T.; Broda, M.A. Density Functional Theory (DFT) Prediction of Structural and Spectroscopic Parameters of Cytosine Using Harmonic and Anharmonic Approximations. Struct. Chem. 2015, 26, 1083-1093. https://doi.org/10.1007/s11224-015-0573-0
dc.relation.referencesen[35] Burke, K. Perspective on Density Functional Theory. J. Chem. Phys. 2012, 136, 150901. https://doi.org/10.1063/1.4704546
dc.relation.referencesen[36] Kirste, B. Applications of Density Functional Theory to Theo-retical Organic Chemistry. Chem. Sci. 2016, 7, 1000127. https://refubium.fu-berlin.de/handle/fub188/15854
dc.relation.referencesen[37] Aneli, J.; Shamanauri, L.; Markarashvili, E.; Tatrishvili, T.; Mukbaniani, O. Polymer-Silicate Composites with Modified Minerals. Chem. Chem. Technol. 2017, 11, 201-209. https://doi.org/10.23939/chcht11.02.201
dc.relation.referencesen[38] Mukbaniani, O.; Tatrishvili, T.; Markarashvili, E.; Londaridze, L.; Pachulia, Z.; Pirtskheliani. N. Synthesis of Trie-thoxy(Vinylphenethyl)Silane with Alkylation Reaction of Vinyltrie-thoxysilane to Styrene. Oxid. Commun. 2022, 45, 309-320.
dc.relation.referencesen[39] Demchuk, Yu.; Gunka, V.; Pyshyiv, S.; Sidun, Yu.; Hrynchuk, Yu.; Kucinska-Lipka, Ju.; Bratychak, M. Slurry Surfacing Mixed on the Basis of Bitumen Modified with Phenol-Cresol-Formaldehyde Resin. Chem. Chem. Technol. 2020, 14, 251-256. https://doi.org/10.23939/chcht14.02.251
dc.relation.referencesen[40] Bashta, B.; Astakhova, O.; Shyshchak, O.; Bratychak, M. Epoxy Resins Chemical Modification by Dibasic Acids. Chem. Chem. Technol. 2014, 8, 309-316. https://doi.org/10.23939/chcht08.03.309
dc.relation.referencesen[41] Liu, C.; Tanaka, Y.; Fujimoto Y. Viscosity Transient Phe-nomenon during Drop Impact Testing and Its Simple Dynamics Model. World Journal of Mechanics 2015, 5, 33-41. http://dx.doi.org/10.4236/wjm.2015.53004
dc.relation.referencesen[42] Titvinidze, G.; Tatrishvili, T.; Mukbaniani, O. Chemical Mod-ification of Styrene with Vinyl Containing Organosiloxane via Diels-Alder Reactions. Abstracts of Communications of Interna-tional Conference Enikolopov’s Readings, Erevan, Armenia, 4-7 October, 2006; p. 74.
dc.relation.referencesen[43] Swanson, N. Polybutadiene Graft Copolymers as Coupling Agents in Rubber Compounding. Ph.D. Thesis, Graduate Faculty of the University of Akron, USA, 2016.
dc.relation.referencesen[44] Guy, L.; Pevere, V.; Vidal, T. Use of a Specific Functionalised Organosilicon Compound as a Coupling Agent in an Isoprene Elastomer Composition Including a Reinforcing Inorganic Filler. US 0225233A1, 2012.
dc.relation.referencesen[45] Smith, B.C. Distinguishing Structural Isomers: Mono- and Disubstituted Benzene Rings. Spectroscopy 2016, 31, 36-39.
dc.relation.referencesen[46] https://www.nmrdb.org/13c/index.shtml?v=v2.121.0
dc.relation.referencesen[47] https://docs.chemaxon.com/display/docs/nmr-predictor.md
dc.relation.referencesen[48] ChemBioDraw Ultra 12. https://www.perkinelmer.com/Product/chemoffice-plus-cloud-[31]. [30]. chemofficepc?fbclid=IwAR2M_sx_7vTofwMAugXMb0M4xbyylkyHa4xt0jcRdrETOC8qDtpmSHjdudA
dc.relation.referencesen[49] MestreNova. https://mestrelab.com/software/mnova/nmr/
dc.relation.referencesen[50] Mukbaniani, O.; Tatrishvili, T.; Pachulia, Z.; Londaridze, L.; Markarashvili, E.; Pirtskheliani, N. Quantum-Chemical Modeling of Hydrosilylation Reaction of Triethoxysilane to Divinylbenzene. Chem. Chem. Technol. 2022, 16, 499-506. https://doi.org/10.23939/chcht16.04.499
dc.relation.referencesen[51] Febrianto, F.; Yoshioka, M.; Nagai, Y.; Mihara, M.; Shiraishi, N. Composites of Wood and Trans-1,4-isoprene Rubber II: Processing Conditions for Production of the Composites. Wood Sci. Technol. 2001, 35, 297-310. https://doi.org/10.1007/s002260100102
dc.relation.referencesen[52] Mukbaniani, O.; Brostow, W.; Aneli, J.; Londaridze, L.; Markarashvili, E.; Tatrishvili, T.; Gencel, O. Wood Sawdust Plus Silylated Styrene Composites with Low Water Absorption. Chem. Chem. Technol. 2022, 16, 377-386. https://doi.org/10.23939/chcht16.03.377
dc.relation.referencesen[53] Mukbaniani, O.; Aneli, J.; Tatrishvili, T.; Markarashvili, E.; Londaridze, L.; Kvinikadze, N.; Kakalashvili, L. Wood Polymer Composite Based on a Styrene and Trie-thoxy(Vinylphenethyl)Silane. Chem. Chem. Technol. 2023, 17, 35-44. https://doi.org/10.23939/chcht17.01.035
dc.relation.referencesen[54] Kalogeras, I.M.; Hagg Lobland, H.E. The Nature of the Glassy State: Structure and Transitions. J. Mater. Educ. 2012, 34, 69-94.
dc.relation.urihttps://doi.org/10.1016/j.polymdegradstab.2010.01.016
dc.relation.urihttps://doi.org/10.1002/marc.200350015
dc.relation.urihttps://doi.org/10.1039/C0GC00264J
dc.relation.urihttps://doi.org/10.1002/ejlt.200900096
dc.relation.urihttps://doi.org/10.1021/bm060402k
dc.relation.urihttps://doi.org/10.1016/j.porgcoat.2014.05.024
dc.relation.urihttp://dx.doi.org/10.1016%2Fj.matdes.2012.05.001
dc.relation.urihttps://doi.org/10.1016/J.MATDES.2012.01.004
dc.relation.urihttps://doi.org/10.1016/j.matdes.2012.01.020
dc.relation.urihttp://dx.doi.org/10.1016%2Fj.matdes.2011.11.042
dc.relation.urihttps://doi.org/10.1016/j.compstruct.2005.06.005
dc.relation.urihttps://doi.org/10.1002/app.21905
dc.relation.urihttp://dx.doi.org/10.1016/j.polymertesting.2005.05.004
dc.relation.urihttp://dx.doi.org/10.1016/j.matdes.2011.09.023
dc.relation.urihttps://doi.org/10.1016/S0263-8223(01)00089-7
dc.relation.urihttps://doi.org/10.1002/app.12864
dc.relation.urihttps://doi.org/10.1016/S0266-3538(97)00156-5
dc.relation.urihttps://doi.org/10.1590/S1516-14392009000300014
dc.relation.urihttps://doi.org/10.1021/ct1006604
dc.relation.urihttps://doi.org/10.1007/s11224-015-0573-0
dc.relation.urihttps://doi.org/10.1063/1.4704546
dc.relation.urihttps://refubium.fu-berlin.de/handle/fub188/15854
dc.relation.urihttps://doi.org/10.23939/chcht11.02.201
dc.relation.urihttps://doi.org/10.23939/chcht14.02.251
dc.relation.urihttps://doi.org/10.23939/chcht08.03.309
dc.relation.urihttp://dx.doi.org/10.4236/wjm.2015.53004
dc.relation.urihttps://www.nmrdb.org/13c/index.shtml?v=v2.121.0
dc.relation.urihttps://docs.chemaxon.com/display/docs/nmr-predictor.md
dc.relation.urihttps://www.perkinelmer.com/Product/chemoffice-plus-cloud-
dc.relation.urihttps://mestrelab.com/software/mnova/nmr/
dc.relation.urihttps://doi.org/10.23939/chcht16.04.499
dc.relation.urihttps://doi.org/10.1007/s002260100102
dc.relation.urihttps://doi.org/10.23939/chcht16.03.377
dc.relation.urihttps://doi.org/10.23939/chcht17.01.035
dc.rights.holder© Національний університет “Львівська політехніка”, 2023
dc.rights.holder© Mukbaniani O., Tatrishvili T., Kvinikadze N., Bukia T., Pachulia Z., Pirtskheliani N., Petriashvili G., 2023
dc.subjectтриметокси(4-вінілфенетил)силан
dc.subjectреакція алкілування
dc.subjectFTIR і ЯМР спектроскопія
dc.subjectDFT
dc.subjecttrimethoxy(4-vinylphenethyl)silane
dc.subjectalkylation reaction
dc.subjectFTIR and NMR spectroscopy
dc.subjectDFT
dc.titleFriedel-Crafts Reaction of Vinyltrimethoxysilane with Styrene and Composite Materials on Their Base
dc.title.alternativeРеакція Фріделя-Крафтса вінілтриметоксисилану зі стиреном та композитні матеріали на їхній основі
dc.typeArticle

Files

Original bundle

Now showing 1 - 2 of 2
Thumbnail Image
Name:
2023v17n2_Mukbaniani_O-Friedel_Crafts_Reaction_325-338.pdf
Size:
933.1 KB
Format:
Adobe Portable Document Format
Thumbnail Image
Name:
2023v17n2_Mukbaniani_O-Friedel_Crafts_Reaction_325-338__COVER.png
Size:
550.31 KB
Format:
Portable Network Graphics

License bundle

Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
1.85 KB
Format:
Plain Text
Description: