Приготування та очищення антипірену – поліфенілфосфонату, що містить 4,4'-дигідроксибензофенон

Graziele Vefago Boaventura Possenti1, Aline Vieira de Souza2, Rodrigo Battisti1, Juliani Conti Martins Dominguini2, Lucas Dominguini1, Cintia Soares2, Humberto Gracher Riella2
Affiliation: 
1 Federal Institute of Education, Science and Technology of Santa Catarina (IFSC), campus Criciúma, Rodovia SC 443 km1, nº 845, Vila Rica, Criciúma, Santa Catarina, Brazil, 88813-600 2 Chemical Engineering Department, Federal University of Santa Catarina (UFSC), campus Trindade, Florianópolis, Santa Catarina, Brazil, 88040-900  graziele.vefago@ifsc.edu.br
DOI: 
https://doi.org/10.23939/chcht16.01.095
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Abstract: 
Поліфенілфосфонат, що містить 4,4'-дигідроксибензофенон, синтезований як антипірен. Виявлено домішки, які можуть погіршити його властивості та термостійкість. Запропоновано очищення на основі екстракції води та гексану, внаслідок якого домішки, особливо P–Cl групи, успішно видалені без пошкодження полімеру.
References: 

[1] Chattopadhyay, P.; Shekunov, B.; Gibson, K. US 7745566B2, Jun. 29, 2010.
[2] Rethwisch, D.; Callister, W. Ciência e Engenharia de Materiais: Uma Introdução; LTC: Rio de Janeiro, 2012.
[3] Döring, M.; Pfaendner, R.: Plástico Ind., 2016, 4, 32.
[4] Yemisci, F.; Yesil, S.; Aytac, A. Improvement of the Flame Retardancy of Plasticized Poly(Lactic Acid) by Means of Phosphorus-Based Flame Retardant Fillers. Fire Mater. 2017, 41, 964-972. https://doi.org/10.1002/fam.2440
[5] Ren, H.; Sun, J.; Wu, B.; Zhou, Q. Synthesis and Properties of a Phosphorus-Containing Flame Retardant Epoxy Resin Based on Bis-phenoxy (3-hydroxy) Phenyl Phosphine Oxide. Polym. Degrad. Stabil. 2007, 92, 956-961. https://doi.org/10.1016/j.polymdegradstab.2007.03.006
[6] Faghihi, K.; Zamani, K. Synthesis and Properties of Novel Flame-Retardant Poly(amide-imide)s Containing Phosphine Oxide Moieties in Main Chain by Microwave Irradiation. J. Appl. Polym. Sci. 2006, 101, 4263-4269. https://doi.org/10.1002/app.23580
[7] Lu, S-Y.; Hamerton, I. Recent Developments in the Chemistry of Halogen-Free Flame Retardant Polymers. Prog. Polym. Sci. 2002, 27, 1661-1712. https://doi.org/10.1016/S0079-6700(02)00018-7
[8] Zhao, W.; Li, B.; Xu, M.; Zhang, L.; Liu, F.; Guan, L. Synthesis of a Novel Flame Retardant Containing Phosphorus and Sulfur and its Application in Polycarbonate. Polym. Eng. Sci. 2012, 52, 2327-2335. https://doi.org/10.1002/pen.23192
[9] Swoboda, B.; Buonomo, S.; Leroy, E.; Lopez-Cuesta, J.-M. Fire Retardant Poly(ethylene terephthalate)/polycarbonate/triphenyl Phosphite Blends. Polym. Degrad. Stabil. 2008, 93, 910-917. https://doi.org/10.1016/j.polymdegradstab.2008.02.003
[10] Pawlowski, K.H.; Schartel, B. Flame Retardancy Mechanisms of Triphenyl Phosphate, Resorcinol Bis(Diphenyl Phosphate) and Bisphenol A Bis(Diphenyl Phosphate) in Polycarbonate/Acrylonitrile–Butadiene–Styrene Blends. Polym. Int. 2007, 56, 1404-1414. https://doi.org/10.1002/pi.2290
[11] Karrasch, A.; Wawrzyn, E.; Schartel, B.; Jäger, C. Solid-State NMR on Thermal and Fire Residues of Bisphenol A Polycarbonate/Silicone Acrylate Rubber/Bisphenol A Bis(Diphenyl-Phosphate)/(PC/SiR/BDP) and PC/SiR/BDP/zinc Borate (PC/SiR/BDP/ZnB) – Part I: PC Charring and the Impact of BDP and ZnB. Polym. Degrad. Stabil. 2010, 95, 2525-2533. https://doi.org/10.1016/j.polymdegradstab.2010.07.034
[12] Wie, L.-L.; Wang, D.-Y.; Chen, H.-B.; Chen, L.; Wang, X.-L.; Wang, Y.-Z. Effect of a Phosphorus-Containing Flame Retardant on the Thermal Properties and Ease of Ignition of Poly(Lactic acid). Polym. Degrad. Stabil. 2011, 96, 1557-1561. https://doi.org/10.1016/j.polymdegradstab.2011.05.018
[13] Li, Q.; Jiang, P.; Wie, P. Synthesis, Characteristic, and Application of New Flame Retardant Containing Phosphorus, Nitrogen, and Silicon. Polym. Eng. Sci. 2006, 46, 344-350. https://doi.org/10.1002/pen.20472
[14] Kricheldorf, H.R.; Koziel, H.; Witek, E. New Polymer Syntheses, 25. Synthesis of Flame-Retardant Poly(Phenyl Phosphonate)s from Silylated Biphenyldiols and Diphenols. Die Makromol. Chemie, Rapid Commun. 1988, 9, 217-222. https://doi.org/10.1002/marc.1988.030090404
[15] Dominguini, L. Síntese e Caracterização de um Polifenilfosfonato Contendo 4,4’-Dihidroxibenzofenona com Potencial Aplicação como Agente Retardante de Chamas em Materiais Poliméricos; Universidade Federal de Santa Catarina, 2015.
[16] Martins, J.; Menegaro, D.; Miguel, T. et al.: 22° Congresso Brasileiro de Engenharia e Ciência dos Materiais/CBECiMat. Natal, 2016, 8027-8035.
[17] Bala, M.; Ismail, N.A.; Mel, M.; Jami, M.S.; Salleh, H.M.; Amid, A. Bromelain Production: Current Trends and Perspective. Arch. des Sci. 2012, 65, 369-399.
[18] Wilkie, C.; Morgan, A. Fire Retardancy of Polymeric Materials; CRC Press: New York, 2009.
[19] Zagklis, D.P.; Paraskeva, C.A. Purification of Grape Marc Phenolic Compounds through Solvent Extraction, Membrane Filtration and Resin Adsorption/Desorption. Sep. Purif. Technol. 2015, 156, 328-335. https://doi.org/10.1016/j.seppur.2015.10.019
[20] Zeng, Y.-H.; Luo, X.-J.; Chen, H.-S.; Chen, S.-J.; Wu, J.-P.; Mai, B.-X. Method for the Purification of Polybrominated Diphenyl Ethers in Sediment for Compound-Specific Isotope Analysis. Talanta 2013, 111, 93-97. https://doi.org/10.1016/j.talanta.2013.02.036
[21] Iliescu, S.; Plesu, N.; Popa, A.; Macarie, L.; Ilia, G. Green Synthesis of Polymers Containing Phosphorus in the Main Chain. Comptes. Rendus. Chim. 2011, 14, 647-651. https://doi.org/10.1016/j.crci.2010.07.002
[22] Hage, D.; Carr, J. Química Analítica e Análise Quantitativa; Pearson Prentice Hall: São Paulo, 2012.
[23] Nguyen, T.-M.; Chang, S. Condon, B.; Thomas, T.P.; Azadi, P. Thermal Decomposition Reactions of Cotton Fabric Treated with Piperazine-Phosphonates Derivatives as a Flame Retardant. J. Anal. Appl. Pyrolysis 2014, 110, 122-129. https://doi.org/10.1016/j.jaap.2014.08.006
[24] Feng, J.; Ge, Z.; Chai, C.; Wang, S.; Yu, D.; Wu, G., Luo, Y. Flame Retardant Modification of Waterborne Polyurethane Fabric Coating Agent with High Hydrostatic Pressure Resistance. Prog. Org. Coatings 2016, 97, 91-98. https://doi.org/10.1016/j.porgcoat.2016.03.020
[25] Huo, S.; Wang, J.; Yang, S.; Wang, J.; Zhang, B.; Zhang, B.; Chen, X.; Tang, Y. Synthesis of a Novel Phosphorus-Nitrogen Type Flame Retardant COmposed of Maleimide, Triazine-Trione, and Phosphaphenanthrene and its Flame Retardant Effect on Epoxy Resin. Polym. Degrad. Stabil. 2016, 131, 106-113. https://doi.org/10.1016/j.polymdegradstab.2016.07.013
[26] Saucǎ, S.; Giamberini, M.; Reina, J.A. Flame Retardant Phosphorous-Containing Polymers Obtained by Chemically Modifying poly(Vinyl alcohol). Polym. Degrad. Stabil. 2013, 98, 453-463. https://doi.org/10.1016/j.polymdegradstab.2012.07.045
[27] Ding, H.; Huang, K.; Li, S.; Xu, L.; Xia, J.; Li, M.; et al.: Synthesis of a Novel Phosphorus and Nitrogen-Containing Bio-Based Polyol and its Application in Flame Retardant Polyurethane Foam. J. Anal. Appl. Pyrolysis 2017, 128, 102-113. https://doi.org/10.1016/j.jaap.2017.10.020
[28] Li, N.; Jiang, G.; Zhou, G. Synthesis and Characterization of Cyclic Bisphenol A (Phenylene Phosphonate) Oligomer and its Flame Retardancy Application. Polym. Degrad. Stabil. 2015, 122, 161-168. https://doi.org/10.1016/j.polymdegradstab.2015.11.003
[29] Wang, D.-Y.; Song, Y.-P.; Lin, L.; Wang, X.-L.; Wang, Y.-Z. A Novel Phosphorus-Containing Poly(Lactic Acid) toward its Flame Retardation. Polymer 2011, 52, 233-238. https://doi.org/10.1016/j.polymer.2010.11.023
[30] Dominguini, L.; Martinello, K.; Peterson, M.; Riella, H.G.; Fiori, M.A. Synthesis of Polyphosphate Polymer Employing the Bisphenol (BHBF) and the Dichloride of Phenylphosphonic (PPDC): Evaluation of the Thermal Characteristics. Curr. Trends Anal. Bioanal. Chem. 2019, 3, 114-124. https://doi.org/10.36959/525/446