References

plasticnews

Пластические массы

Plasticheskie massy

0554-2901

PLASTMASSY Publishing House (Moscow)

10.35164/0554-2901-2025-01-21-29

plasticnews-1084

Research Article

СИНТЕЗ И ТЕХНОЛОГИЯ

SYNTHESIS AND TECHNOLOGY

Синтез и применение полифениленсульфидов: проблемы и пути решения

Synthesis and application of polyphenylene sulphides: problems and solutions

Сухарева

Е. М.

Suhareva

E. M.

Волгоград.

Volgograd.

esuhareva@vstu.ru

Пичугин

А. М.

Pichugin

A. M.

Волгоград.

Volgograd.

Коновалов

А. П.

Konovalov

A. P.

Волгоград.

Volgograd.

Попов

К. Р.

Popov

K. R.

Волгоград.

Volgograd.

Корнеев

Н. А.

Korneev

N. A.

Волгоград.

Volgograd.

Тертишников

И. В.

Tertishnikov

I. V.

Волгоград.

Volgograd.

Савельев

Е. Н.

Saveliev

E. N.

Волгоград.

Volgograd.

Алыкова

Е. А.

Alykova

E. A.

Волгоград.

Volgograd.

Ваниев

М. А.

Vaniev

M. A.

Волгоград.

Volgograd.

Федеральное государственное бюджетное образовательное учреждение высшего образования «Волгоградский государственный технический университет» (ФГБОУ ВО ВолгГТУ)РоссияFederal State Budgetary Educational Institution of Higher Education «Volgograd State Technical University»Russian Federation

Волгоградский филиал федерального государственного бюджетного учреждения науки «Федеральный исследовательский центр «Института катализа им. Г.К. Борескова Сибирского отделения Российской академии наук» (ВФ ИК СО РАН)РоссияVolgograd branch of the Federal State Budgetary Institution of Science «Federal Research Center «G.K. Boreskov Institute of Catalysis of the Siberian Branch of the Russian Academy of Sciences»Russian Federation

2025

13032025

012129

2025

Сухарева Е.М., Пичугин А.М., Коновалов А.П., Попов К.Р., Корнеев Н.А., Тертишников И.В., Савельев Е.Н., Алыкова Е.А., Ваниев М.А.

Suhareva E.M., Pichugin A.M., Konovalov A.P., Popov K.R., Korneev N.A., Tertishnikov I.V., Saveliev E.N., Alykova E.A., Vaniev M.A.

Данная работа распространяется под лицензией Creative Commons Attribution 4.0.

This work is licensed under a Creative Commons Attribution 4.0 License.

https://www.plastics-news.ru/jour/article/view/1084

В настоящем обзоре представлена актуальная информация, касающаяся развития синтеза и применения полифениленсульфидов (ПФС). Рассмотрено влияние на молекулярно-массовые характеристики ПФС условий протекания синтеза, таких как остаточное содержание воды в реакционной массе, природа растворителя, время синтеза и температура. В последние 10–15 лет активно развивается направление прямой функционализации ароматических соединений атомами серы в присутствии окислителей и под действием УФ-излучения. Установлено, что таким образом удается получить линейные полифениленсульфиды с молекулярной массой до 10000 в более мягких условиях. В обзоре также рассмотрены области применения ПФС в различных отраслях промышленности, таких как автомобилестроение, авиакосмическая техника, электротехника; в аддитивных технологиях, в сфере производства мембран для разделения газов и нефтеводяных эмульсий. Отдельное актуальное направление – использование полифениленсульфида в качестве подложек фотокатализаторов в реакциях окисления органических соединений.

This review presents current information regarding the advancement of synthesis and application of polyphenylene sulfides (PPS). The molecular weight characteristics of PPS are significantly influenced by synthesis conditions such as residual water content in the reaction mixture, the nature of the solvent, synthesis time, and temperature. In the past 10–15 years, there has been significant development in the direct functionalization of aromatic compounds with sulfur atoms in the presence of oxidizers and under UV irradiation. This method has been shown to produce linear polyphenylene sulfides with molecular weights up to 10000 under milder conditions. The review also covers applications of PPS in various industries such as automotive, aerospace, electrical, additive manufacturing, gas separation membranes and oil-in-water emulsions. An emerging application is the use of polyphenylene sulfide as substrates for photocatalysts in the oxidation reactions of organic compounds.

полифениленсульфидсеросодержащие полимерыаддитивные технологии3D-печатьмембраны

polyphenylene sulfidesulfur-containing polymersadditive technologies3D printingmembranes

Работа выполнена при финансовой поддержке ВолгГТУ в рамках научного проекта № 17/633-24

References1

Polyphenylene Sulfide Market. Exactitude consultancy. // URL: https://exactitudeconsultancy.com/reports/23541/polyphenylenesulfide-market.

Polyphenylene sulfide market. Straits research. URL: https://straitsresearch.com/report/polyphenylene-sulfide-market.

Polyphenylene Sulfide (PPS) Market. IMARC Group. URL: https://www.imarcgroup.com/polyphenylene-sulfide-market#:~:text=Some%20of%20the%20major%20players-Industries%20Inc.%2C%20and%20Tosoh%20Corporation.

Global Polyphenylene Sulfide (PPS) Market – 2023 – 2030. Global Information. URL: https://www.giiresearch.com/report/dmin1401296-global-polyphenylene-sulfide-pps-market.html

Rahate A.S., Nemade K.R., Waghuley S.A. Polyphenylene sulfide (PPS): state of the art and applications // Rev. Chem. Eng. 2013. V. 29, N6. P. 471–489. DOI: 10.1515/revce-2012-0021.

Zuo P., Tcharkhtchi A., Shirinbayan M., Fitoussi J., Bakir F. Overall Investigation of Poly (Phenylene Sulfide) from Synthesis and Process to Applications-A Review // Macromol. Mater. and Eng. 2019. V. 304, N5. P. 1–27. DOI: 10.1002/mame.201800686.

Курданова Ж.И., Шахмурзова К.Т., Байказиев А.Э., Мамхегов Р.М., Жанситов А.А., Хаширова С.Ю. О синтезе полифениленсульфида и сополимеров на его основе реакцией неравновесной поликонденсации // Изв. вузов. Химия и хим. технология. 2019. Т. 62, Вып. 3. С. 4–14. DOI: 10.6060/ivkkt0196203.5830.

Ахмадуллин Р.М., Ирдинкин С.А., Шкодич В.Ф., Раков А.В., Фарахов М.М., Сайфуллин И.Н., Ахмадуллина А.Г., Антипин И.С. Разработка технологии получения полифениленсульфида // Журнал прикладной химии. 2022. Т. 95, Вып. 7. С. 885–893. DOI: 10.31857/S0044461822070076.

Choi M., Lee J., Ryu S., Ku B.-Ch. Fabrication and Applications of Polyphenylene Sulfide (PPS). Composites: A Short Review // Composites Research. 2020. V. 33, N3. P. 91–100. DOI: 10.7234/composres.2020.33.3.091.

Gao Y., Zhou X., Zhang M., Lyu L., Li Zh. Polyphenylene SulfideBased Membranes: Recent Progress and Future Perspectives // Membranes. 2022. V. 12, N10. P. 924. DOI: 10.3390/membranes12100924.

Montagna L.S., Kondo M.Y., Callisaya E.S., Mello C., Souza B.R., Lemes A.P., Botelho E.C., Costa M.L., Alves M.C.S., Ribeiro M.V., Rezende M.C. A review on research, application, processing, and recycling of PPS based materials // Polimeros: Ciencia e Tecnologia. 2022. V. 32, N1. P. e2022005. DOI: 10.1590/0104-1428.20210108.

Zh. Mei, D. Chung. Effect of heating time below the melting temperature on polyphenylene sulfide adhesive joint development // International Journal of Adhesion and Adhesives. 2000. V. 20, N4. P. 273–277. DOI: 0.1016/S0143-7496(99)00056-1.

Comparison of Ryton. PPS Types. Solvay. https://www.syensqo.com/en/brands/ryton-pps/documents.

Polyphenylene Sulfide. Fortron PPS. Celanese. https://www.celanese.com/products/fortron-polyphenylene-sulfide.

Horiuchi Sh., Yamauchi K. Polyarylene sulfide and process for production thereof. Patent JP5594385B2. 2013.

Macallum A.D. A dry synthesis of aromatic sulfides: phenylene sulfide resins // J. Org. Chem. 1947. V. 13, N 1. P. 154–159. DOI: 10.1021/jo01159a020.

Macallum A.D. Process for producing aromatic sulfide and the resultant products Patent US2538941. 1948.

Critchley J.P., Knight G.J., Wright W.W. Heat-Resistant Polymers: Technologically Useful Materials. Springer Science and Business Media. 2013. 403 p.

Lenz R.W., Carrington W.K. Phenylene Sulfide Polymers. I. Mechanism of the Macallum Polymerization // J. Polym. Sci. 1959. V. 41, N138. P. 333–358. DOI: 10.1002/POL.1959.1204113828.

Hill H.W. Polyphenylene Sulfide: Stability and Long-Term Behavior // ACS Symposium Series. 1979. V. 95. P. 183–197. DOI: 10.1021/bk-1979-0095.ch013.

Edmonds J.T., Hill H.W. Production of polymers from aromatic compounds. Patent US 3354129. 1967.

Антоник Л.М., Анненкова В.З., Шафеева И.В., Одинцов В.В., Воронков М.Г. Поликонденсация галогенаренов с сульфидом натрия и особенности роста макромолекул // Высокомолек. соединения. Сер. А. 1991. Т. 33, №6. C. 1311–1320.

Антоник Л.М., Анненкова В.З., Одинцов В.В., Воронков М.Г. Способ получения высокотермостойких полифениленсульфидов. Авторское свидетельство СССР №1462769. 1995.

Reichardt Ch., Welton T. Solvents and Solvent Effects in Organic Chemistry. 4th Ed. John Wiley & Sons. 2011. 718 p.

Fahey D.R., Ash C.E. Mechanism of Poly(p-phenylene sulfide) Growth from p-Dichlorobenzene and Sodium Sulfide // Macromol. 1991. V. 24, N 5. P. 4242–4249. DOI: 10.1021/MA00015A003.

Гайле А.А., Залищевский Г.Д. N-метилпирролидон: получение, свойства и применение в качестве селективного растворителя. СПб.: Химиздат. 2005. 703 c.

Berrueco C., Alvarez P., Venditti S., Morgan T.J., Herod A.A., Millan M., Kandiyoti R. Sample contamination with NMP-oxidation products and byproduct-free NMP removal from sample solutions // Energy Fuels. 2009. V. 23, N6. P. 3008–3015. DOI: 10.1021/ef900036m.

Ou Y.J., Wang X.M., Lei L.Ch., Zhu Y.L., Li X.L. The Effects of Alkali and Temperature on the Hydrolysis Rate of N-methylpyrrolidone // IOP Conf. Series: Earth and Environmental Science. 2017. V. 100, N1. P. 012036. DOI: 10.1088/1755-1315/100/1/012036.

Chiong H.A. Method of polyarylene sulfide precipitation. Patent US10882959 B2. 2021.

Gies A.P., Geibel J.F., Hercules D.M. MALDI-TOF MS study of poly (p-phenylene sulfide) // Macromol. 2010. V. 43. N2. P. 943–951. DOI: 10.1021/ma902117u.

Yin H., Shen Y., Chen Zh., Yuan Sh., Chen X., Wang Sh., Jia Y., Jiang J., Jia J., Deng H. A new insight into the reaction mechanism in preparation of poly(phenylene sulfide) // e-Polymers. 2022. V. 22, N1. P. 973–985. DOI: 10.1515/epoly-2022-0084.

Zhang D., Liao B. Method for continuously dehydrating multi-water sodium sulfide in polyphenylene sulfide production. Patent CN114106328A. 2022.

Guo R., McGrath J.E. Polymer Science: A Comprehensive Reference. Elsevier. 2012. V. 5. P. 377–430. DOI: 10.1016/B978-0-44453349-4.00153-9.

Zhou Y., Cheng B., Li Zh., Shen D., Zhang Sh., Feng H., Zhang L., Zhang M. The High Temperature Gel Permeation Chromatography Study on Poly(phenylene sulfide) Linear Chain Propagation // Adv. Mater. Res. 2010. V. 139–141. P. 661–665. https://doi.org/10.4028/www.scientific.net/AMR.139141.661.

Rajan C.R., Ponrathnam S., Nadkarni V.M. Poly(pheny1ene Sulfide): Polymerization Kinetics and Characterization // J. Appl. Polym. Sci. 1986. V. 32. P. 4479–4490. DOI: 10.1002/APP.1986.070320416.

Chiong H., Haubs M., Feord D., Leonard S., Grayson J., Nekkanti V. Multi-stage process for forming polyarylene sulfides. Patent US9587074B2. 2017.

Kyriacos D. Brydson’s Plastics Materials (Eighth Edition). Elsevier Ltd. 2017. P. 545–615. DOI: 10.1016/B978-0-323-35824-8.00021-9.

Suzuki K., Takaki K., Suzuki Y. Method of producing polyarylene sulfide. Patent US9896548B2. 2018.

Fodor J.S., South. A. System and method for reducing off-gassing of polyphenylene sulfide. Patent US8263734B2. 2012.

Mi K.H, Sukyung O., Ho Sh.J. Method for preparing polyarylene sulfide. Patent KR20210027977A. 2021.

Fu H., Hu N., Zhang Zh., Yang Y. Polyphenylene sulfide desalting method. Patent CN104371103A. 2015.

Fink J.K. High Performance Polymers (Second Edition). // William Andrew Publishing. 2014. P. 129–151. DOI: 10.1016/B978-0-32331222-6.00005-4.

Murzakanova M.M., Borukaev T.A., Mikitaev A.K. Development of an Efficient Method for Polyphenylene Sulfide Production // Inorg. mater. appl. Res. 2018. V. 9, N4. P. 634–638. DOI: 10.1134/S2075113318040226.

Chen Zh., Li W., Li H., Lian M., Yin H., Zhou G., Zheng X. Fiber grade polyphenylenesulfide resin synthesis method. Patent US9567440B2. 2017.

Li W., Yin H., Chen Zh., Hu B., Zhou G., Deng H., Lian M., Zhang X.,Li Q., Zhao J. Preparation method of polyphenylene sulfide resin, and polyphenylene sulfide resin prepared thereby. Patent US11440996B2. 2022.

Калугина Е.В., Битт В.В., Саморядов А.В., Паршиков Ю.Г. Исследования термических характеристик полифениленсульфидов // Пластические массы. 2022. №3-4. С. 25–29. DOI: 10.35164/0554-2901-2022-3-4-25-29.

Akihiro K., Takaki K.-I., Yoshida Y., Sato H. Fiber grade polyphenylene sulfide resin synthesis method. Patent US9567440B2. 2017.

Suzuki K., Sato H. Branched polyarylene sulfide resin, process for producing the same, and use there of as polymeric modifier. Patent EP1837359B1. 2005.

Ren H.-H., Xu D.-X., Yu T., Yang J.-Ch., Zhang G., Wang X.-J., Yang J. Effect of polyphenylene sulfide containing amino unit on thermal and mechanical properties of polyphenylene sulfide/glass fiber composites // J. Appl. Polym. Sci. 2017. V. 135, N6. P. 45804. DOI:10.1002/app.45804.

Ren H.-H., Xu D.-X.,Yan G.-M., Zhang G., Wang X.-J., Long Sh.-R., Yang J. Effect of carboxylic polyphenylene sulfide on the micromechanical properties of polyphenylene sulfide/carbon fiber composites // Compos. Sci. Technol. 2017. V. 146. P. 65–72. DOI: 10.1016/j.compscitech.2017.03.021.

Kultys A. Sulfur-Containing Polymers. Encyclopedia of Polymer Science and Technology. John Wiley and Sons, Inc. 2010. P. 239–266.

Cetina-Mancilla E., Reyes-Garcia G., Rodriguez-Molina M. Zolotukhin M.G., Vivaldo-Lima E., Gonzalez-Diaz M., Ramos-Ortiz G. Room temperature, simple and efficient synthesis and functionalization of aromatic poly(arylene sulfide)s, poly(arylene sulfoxide)s and poly(arylene sulfone)s // European Polym. J. 2022. V. 184. P. 111800. DOI: 10.1016/j.eurpolymj.2022.111800.

Horiuchi Sh., Ishio A., Saitoh K. Method for producing a polyarylene sulfide. Patent US7115704B2. 2006.

Kent E. M. Inferred water analysis in polyphenylene sulfide production. Patent KR100896116. 2009.

Horiuchi Sh., Koji Ya. Process for producing polyarylene sulfide. Patent JP4432971B2. 2010.

He D., Wu Y., Liu Zh., Zhao T. The synthesis of poly(phenylene sulfi de sulfone) in ionic liquids at atmospheric pressure // RSC Adv. 2017. V. 7. P. 39604–39610. DOI: 10.1039/C7RA04627H.

Halla F. M., Pinson J., Saveant J.M. Hydrogen atom abstraction and solvent involvement in the electrochemistry of haloaromatics: Reduction of 4-bromobenzophenone in dimethylsulfoxide // J. Electroanal. Chem. 1978. V. 89. N2. DOI: 10.1016/S00220728(78)80196-X.

Costentin C., Robert M., Saveant J.-M. Fragmentation of Aryl Halide π Anion Radicals. Bending of the Cleaving Bond and Activation vs Driving Force Relationships // J. Am. Chem. Soc. 2004. V. 126, N49. P. 16051–16057. DOI: 10.1021/ja045989u.

Bunnett J.F., Creary X. «Nucleophilic» Replacement of Two Halogens in Dihalobenzenes without the Intermediacy of Monosubstitution Products // J. Org. Chem. 1974. V. 39, N24. P. 3611–3612. DOI: 10.1021/jo00938a044.

Heine N.B., Studer A. Poly(paraphenylene sulfide) and Poly(metaphenylene sulfi de) via Light-Initiated SRN1-Type Polymerization of Halogenated Thiophenols // Macromol. Rapid Commun. 2016. V. 37, N18. P. 1–5. DOI: 10.1002/marc.201600254.

Liu Y., Li Y., Yan X., Yan J., Li M., Cui Y. Why Synthesizing Poly(1,4Phenylene Sulfide) through Oxidative Polymerization Has not so far Been Adopted as the Industrial Process // Mater. Sci. Forum. 2017. V. 896. P. 47–56. DOI: 10.4028/www.scientific.net/MSF.896.47.

Aida F., Takatori Y., Kiyokawa D., Nagamatsu K., Nishide H., Oyaizu K. Poly(1,4-phenylene sulfide) (PPS) synthesis via oxidative polymerization of diphenyl disulfi de: Mechanistic insight into the selective formation of 1,4-thiophenylene chain // Chem. Lett. 2015. V. 44, N6. P. 767–769. DOI: 10.1246/cl.150146

Aida F., Takatori Y., Kiyokawa D., Nagamatsu K., Oyaizu K., Nishide H. Enhanced Catalytic Activity of Oxovanadium Complexes in Oxidative Polymerization of Diphenyl Disulfide // Polym. Chem. 2016. V. 7. P. 2087–2091. DOI: 10.1039/C5PY01980J.

Nishide H., Koyaizu K., Takatori Y., Nagamatsu K., Kiyokawa D., Aida F. Method of manufacturing polyarylene sulfide. Patent JP2015048441A. 2015.

Yamashita K., Horiuchi S., Yamauchi K. Process for producing polyarylene sulfide compound– Patent JP2008163223A. 2008.

Watanabe S., Saito S., Hirai M., Oyaizu K. Synthesis of methylated phenylene sulfide polymers via bulk oxidative polymerization and their heat curing triggered by dynamic disulfide exchange // Polym. J. 2022. V. 54, N1. DOI: 10.1038/s41428-021-00557-0.

Horiuchi S., Yamamoto D., Kaiho Sh., Yamashita K., Yokoe M., Osato K., Yamauchi K. Well-Controlled Synthesis of Poly (phenylene sulfide) (PPS) Starting from Cyclic Oligomers // Macromol. Symp. 2015. V. 349. P. 9–20. DOI: 10.1002/masy.201300221.

Aida F., Takasu N., Takatori Y., Nishide H., Oyaizu K. Synthesis of Highly Crystallized Poly(1,4-phenylene sulfi de) via OxygenOxidative Polymerization of Diphenyl Disulfide // Bull. Chem. Soc. Jpn. 2017. V. 90, N 7. P. 843–846. DOI: 10.1246/bcsj.20170055.

Битт В.В., Кудрявцева М.В., Иванов А.Н., Калугина Е.В., Саморядов А.В., Приказщиков А.В. Модификация полифениленсульфида с помощью добавок // Конструкции из композиционных материалов. 2016. Вып. 143. №3. С. 51–57.

Битт В.В., Борисова О.В., Кудрявцева М.В., Калугина Е.В., Саморядов А.В. Термостабильность, стабилизация, технологические примеси полифениленсульфидов // Полимерные трубы. 2018. Вып. 62. №4. С. 54–58.

Саморядов А.В., Калугина Е.В., Битт В.В. Стеклонаполненные полифениленсульфиды ТЕРМОРАН™: физико-механические и термические свойства // Пластические массы. 2019. №7–8. С. 52–56. DOI: 10.35164/0554-2901-2019-7-8-52-56.

Саморядов А.В., Иванов А.Н., Калугина Е.В. Стеклонаполненные полифениленсульфиды ТЕРМОРАН™: термическая и климатическая устойчивость // Пластические массы. 2020. №5–6. С. 8–11. DOI: 10.35164/0554-2901-2020-5-6-8-11.

THERMAX PPS [POLYPHENYLENE SULFIDE]. 3DXTECH Additive Manufacturing. URL: https://www.3dxtech.com/product/thermax-pps.

Nara S., Oyama H.T. Eff ects of partial miscibility on the structure and properties of novel high performance blends composed of poly(pphenylene sulfide) and poly(phenylsulfone) // Polym. J. 2014. V. 46. P. 568–575. DOI: 10.1038/pj.2014.21.

Kim S., Hong I.-K., Lee S. Modifi cation of Linear Polyphenylene Sulfi de with Functional Elastomers and Its Properties // Polym. Korea. 2013. V. 37, N3. P. 399–404. DOI: 10.7317/pk.2013.37.3.399.

Sweeney C.B., Vano R., Mulholland T.C., Nagabandi N. Polyphenylene sulfi de blends for three-dimensional printer fi lament. Patent 2023086857A1. 2023.

Lyu Y., Koutsos V., O’Bradaigh C., Yang D. Improving the interfacial adhesion between recycled carbon fibres and polyphenylene sulphide by bio-inspired dopamine for advanced composites manufacturing // J. Compos. Mater. 2024. V. 57, N24. DOI: 10.1177/00219983231194391.

Hu J., Mubarak S., Li K., Huang X., Huang W., Zhuo D., Li Y., Wu L., Wang J. The Micro-Macro Interlaminar Properties of Continuous Carbon Fiber-Reinforced Polyphenylene Sulfide Laminates Made by Thermocompression to Simulate the Consolidation Process in FDM // Polymers. 2022. V. 14, N 2. DOI :10.3390/polym14020301.

Geng P., Zhao J., Gao Zh., Wu W., Ye W., Li G., Qu H. Eff ects of Printing Parameters on the Mechanical Properties of HighPerformance Polyphenylene Sulfide Three-Dimensional Printing // 3D Print Addit. Manuf. 2021. V. 8. N1. P. 33–41. DOI: 10.1089/3dp.2020.0052.

Magri A.E., Vaudreuil S., Mabrouk K., Touhami M.E. Printing temperature effects on the structural and mechanical performances of 3D printed Poly(phenylene sulfide) material // IOP Conference Series: Materials Science and Engineering. 2020. V.783, N1. P. 012001. DOI: 10.1088/1757-899X/783/1/012001.

Magri A.E., Mabrouk K.E., Vaudreuil S., Touhami M.E. Experimental investigation and optimization of printing parameters of 3D printed polyphenylene sulfide through response surface methodology // J. Appl. Polym. Sci. 2020. V. 138, N 1. P. 49625. DOI: 10.1002/app.49625.

Yu S., Wong W.M., Hu X., Juay Y.K. The characteristics of carbon nanotube-reinforced poly (phenylene sulfi de) nanocomposite // J. Appl. Polym. Sci. 2009. V. 113, N 6. P. 3477–3483. DOI: 10.1002/app.30191.

Lv C., Wang H., Liu Z., Wang C., Li H., Zhao Y., Zhu Y. A fluorinefree superhydrophobic PPS composite coating with high thermal stability, wear resistance, corrosion resistance // Prog. Org. Coat. 2017. V. 110. P. 47–54. DOI: 10.1016/j.porgcoat.2017.04.049.

Pan Sh., Shen H., Zhang L. Effect of carbon nanotube on thermal, tribological and mechanical properties of 3D printing polyphenylene sulfide // Additive Manufacturing. 2021. V. 47. P. 102247. DOI: 10.1016/j.addma.2021.102247.

Fan Y., Ben H., Li L., Meng S., Zhang S., Zheng X., Zhang J., Yin L., Chen Sh. A novel metal-free photocatalyst polyphenylene sulfide: Synthesis, characterization and performance evaluation // Appl. Catal., B. 2020. V. 274. P. 119073. DOI: 10.1016/j.apcatb.2020.119073.

Atashkadi M., Mohadesi A., Karimi M.A. Mohammadi S.Z., Aghaei V.H. Preparation, Characterization, and Application of Novel Ternary PPS/PVA/Fe3O4 Nanocomposite for Enhanced Visible Light Photocatalytic Degradation of Methylene Blue // J. Clust. Sci. 2024. V. 35. P. 497–518. DOI: 10.1007/s10876-02302489-6.

Yang Ch., Han N., Zhang W., Wang W., Li W., Xia B., Han Ch., Cui Zh., Zhang X. Adhesive-free in situ synthesis of a coral-like titanium dioxide@poly(phenylene sulfide) microporous membrane for visible-light photocatalysis // Chem. Eng. J. 2019. V. 374. P. 1382–1393. DOI: 10.1016/j.cej.2019.05.215.

Pan J., Xiao Ch., Huang Q., Liu H., Hu J. ECTFE porous membranes with conveniently controlled microstructures for vacuum membrane distillation // J. Mater. Chem. A. 2015. V. 3. N46. P. 23549–23559. DOI: 10.1039/C5TA07629C.

Wang X., Li Zh., Zhang M., Fan T., Cheng B. Preparation of a polyphenylene sulfide membrane from a ternary polymer/solvent/non-solvent system by thermally induced phase separation // RSC Adv. 2017. V. 7, N17. P. 10503–10516. DOI: 10.1039/C6RA28762J.

Junaidi A., Zulfi ani U., Khomariyah S., Gunawan T., Widiastuti N., Sazali N., Wan Salleh Wan N. Utilization of polyphenylene sulfide as an organic additive to enhance gas separation performance in polysulfone membranes // RSC Adv. 2024. V. 14. N 4. P. 2311–2319. DOI: 10.1039/D3RA06136A.

Dong X., Al-Jumaily A., Escobar I. Investigation of the Use of a BioDerived Solvent for Non-Solvent-Induced Phase Separation (NIPS) Fabrication of Polysulfone // Membranes. 2018. V. 8, N2. P. 23. DOI: 10.3390/membranes8020023.

Guillen G.R., Pan Y., Li M., Hoek E.M.V. Preparation and Characterization of Membranes Formed by Nonsolvent Induced Phase Separation: A Review // Ind. Eng. Chem. Res. 2011. V. 50, N 7. P. 3798–3817. DOI: 0.1021/ie101928r.

Wei Y.B., Qi H., Gong X., Zhao S.F. Specially Wettable Membranes for Oil–Water Separation // Adv. Mater. Interfaces. 2018. V. 5, N23. P. 1800576. DOI: 10.1002/admi.201800576.

Yan X., Xiao X., Au C., Mathur S., Huang L., Wang Y., Zhang Z., Zhu Z., Kipper M.J., Tang J., Chen J. Electrospinning nanofibers and nanomembranes for oil/water separation // J. Mater. Chem. A. 2021. V.9, N38. P. 21659–21684. DOI: 10.1039/D1TA05873H.

Liu W., Yu L., Cui X., Tan C., Zhang M., Wu D., Li Zh., Zhang M.Polyphenylene Sulfide Ultrafine Viscous Fibrous Membrane Modified by ZIF-8 for Highly Effective Oil/Water Separation under High Salt or Alkaline Conditions // Membranes. 2022. V. 12. P. 1017. DOI: 10.3390/membranes12101017.

Gao Y., Li Z.H., Cheng B.W., Su K.M. Superhydrophilic poly(pphenylene sulfide) membrane preparation with acid/alkali solution resistance and its usage in oil/water separation // Sep. Purif. Technol. 2018. V. 192. P. 262–270. DOI: 10.1016/j.seppur.2017.09.065.

Приказщиков А.В., Макаров А.М., Кравченко Г.А. Исследование частотных и температурных зависимостей электрических параметров полифениленсульфида // Вестник Чувашского университета. 2018. №3. С. 126–131.

Zhou H., Yu Ch., Gao H., Wu J.-Ch., Hou D., Liu M., Zhang M., Xu Z., Yang J., Chen D. Polyphenylene Sulfide‐Based Solid‐State Separator for Limited Li Metal Battery // Small. 2021. V. 17. N51. P. 2104365. DOI: 10.1002/smll.202104365.

Zhou H., Ling F., Zhou H., Wu J.Ch., Li X., Hou D., Ge J., Xu T., Gao H. Polyphenylene sulfi te based solid-state separator for blocking polysulfide in sodium-ion battery with cheap FeS anode // Journal of Alloys and Compounds. 2023. V. 941. P. 168886. DOI: 10.1016/j.jallcom.2023.168886.

100

Hamdan H., Razali N., Kamarolzaman A.A., Hamid N.A., Sharif E.A., Yusoff N.F.M, Noriman N.U., Rashidi S.A., Othman S. Layering Effect on Mechanical, Thermal & Physical Properties Carbon Fibre Reinforced Polyphenylene Sulfide // Journal of Advanced Research in Fluid Mechanics and Thermal Sciences. 2022. V. 98, N 2. P. 128–145. DOI: 10.37934/arfmts.98.2.128145.

101

Saad N.A., Prof A., Hamzah M.S., Hamzah A.F. Numerical Investigation of Polyphenylene Sulfide Basis Composite Materials for Airframe Structure // The MacroTrend Conference on Technology and Innovation. 2013.

The authors declare that there are no conflicts of interest present.