Poly(1-trimethylsilyl-1-propyne) of a  cis -Rich Configuration — a Membrane Material for the Separation of Butane/Methane Mixtures as Natural Gas Components

V. P. Makrushin; Макрушин В. П.; A. A. Kossov; Коссов А. А.; I. S. Levin; Левин И. С.; D. A. Bezgin; Безгин Д. А.; D. A. Syrtsova; Сырцова Д. А.; S. M. Matson; Матсон С. М.

doi:10.31857/S2218117223030069

Poly(1-trimethylsilyl-1-propyne) of a cis-Rich Configuration — a Membrane Material for the Separation of Butane/Methane Mixtures as Natural Gas Components

Authors: Makrushin V.P.¹, Kossov A.A.¹, Levin I.S.¹, Bezgin D.A.¹, Syrtsova D.A.¹, Matson S.M.¹
Affiliations:
1. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences
Issue: Vol 13, No 3 (2023)
Pages: 238-247
Section: Articles
URL: https://journals.rcsi.science/2218-1172/article/view/138011
DOI: https://doi.org/10.31857/S2218117223030069
EDN: https://elibrary.ru/EPVMLN
ID: 138011

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Abstract
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Abstract

In this work, for the first time, we studied the permeability of individual lower hydrocarbons and in a C₁/C₄ mixture for films based on PTMSP of a new cis-enriched configurational composition (the content of cis-units in the samples was 80 and 90%). The methane permeability of freshly prepared cis-regular PTMSP films (90% of cis-units) exposed to air for a month is higher than the corresponding values of PTMSP films with 80% cis-units. The X-ray diffraction data indicate a looser packing of the cis-regular PTMSP. The introduction of the antioxidant Irganox 1076 into PTMSP films leads to a decrease in the initial level of the methane flux. At the same time, the permeability of films with the addition of Irganox 1076 over time (within 1 month) decreases much more slowly compared to films without the addition of an antioxidant. The permeability of individual lower hydrocarbons through PTMSP films without and with the addition of Irganox 1076 increases in the order С₁ < C₂ < C₃ < C₄. The value of the separation factor in the n-butane/methane mixture reaches 33, which is almost 7 times higher than the selectivity for individual components. The high level of n‑butane permeability of cis-enriched PTMSP is maintained for at least a month of films storage in air.

Keywords

poly(1-trimethylsilyl-1-propyne), polymers with high fractional free volume, mixed gas permeability, gas mixtures selectivity

References

Neubauer K., Dragomirova R., Stohr M., Mothes R., Lubenau U., Paschek D., Wohlrab S. // J. Membr. Sci. 2014. V. 453. P. 100.
Pinnau I., Toy L.G. // J. Membr. Sci. 1996. V. 116. P. 199.
Toy L.G., Nagai K., Freeman B.D., Pinnau I., He Z., Masuda T., Teraguchi M., Yampolskii Yu. // Macromolecules. 2000. V. 33. 7. P. 2516.
Nagai K., Toy L.G., Freeman B.D., Teraguchi M., Masuda T., Pinnau I. // J. Polym. Sci. Part B: Polym. Phys. 2000. V. 38. P. 1474.
Morisato A., Pinnau I. // J. Membr. Sci. 1996. V. 121. P. 243.
Pinnau I., He Z., Morisato A. // J. Membr. Sci. 2004. V. 241. P. 363.
Thomas S., Pinnau I., Do N., Guiver M.D. // J. Membr. Sci. 2009. V. 338. P. 1.
Yampolskii Yu., Durgaryan S., Nametkin N. // Vysokomol. Soed., Ser. B. 1979. V. 21. P. 616.
Nagai K., Toy L.G., Freeman B.D., Teraguchi M., Kwak G., Masuda T., Pinnau I. // J. Polym. Sci. Part B: Polym. Phys. 2002. V. 40. P. 2228.
Yave W., Peinemann K., Shishatskiy S., Khotimskiy V., Chirkova M, Matson S., Litvinova E., Lecerf N. // Macromolecules. 2007. V. 40. P. 8991.
Hu Y., Shiotsuki M., Sanda F., Freeman B.D., Masuda T. // Macromolecules. 2008. V. 41. P. 8525.
Bermeshev M.V., Syromolotov A.V., Starannikova L.E., Gringolts M.L., Lakhtin V.G., Yampolskii Y.P., Finkelshtein E.S. // Macromolecules. 2013. V. 46. P. 8973.
Gringolts M., Bermeshev M., Yampolskii Yu., Starannikova L., Shantarovich V., Finkelshtein E. // Macromolecules. 2010. V. 43. P. 7165.
Borisov I.L., Grushevenko E.A., Anokhina T.S. Bakhtin D.S., Levin I.S., Bondarenko G.N. Volkov V.V., Volkov A.V. // Materials Today Chemistry. 2021. V. 22. P. 100598.
Logemann M., Alders M., Pyankova V., Krakau D., Wessling M. // J. Membr. Sci. 2020. V. 615. P. 118 430.
Masuda T., Isobe E., Higashimura T., Takada K. // J. Am. Chem. Soc. 1983. V. 105/ P. 7473.
Ichiraku Y., Stern S.A., Nakagawa T. // J. Membr. Sci. 1987. V. 34. P. 5.
Srinivasan R., Auvil S.R., Burban P.M. // J. Membr. Sci. 1994. V. 86. P. 67.
Nagai K., Nakagawa T. // J. Membr. Sci. 1995. V. 105. P. 261.
Schultz J., Peinemann K.V. // J. Membr. Sci. 1996. V. 110. P. 37.
Morisato A., Shen H.C., Sankar S.S., Freeman B.D, Pinnau I., Casillas C.G. // J. Polym. Sci. Part B: Polym. Phys. 1996. V. 34. P. 2209.
Pinnau I., Casillas G.C., Morisato A., Freeman B.D. // J. Polym. Sci. Part B: Polym. Phys. 1998. V. 35. P. 1483.
Nagai K., Freeman B.D., Hill A.J. // J. Polym. Sci. Part B: Polym. Phys. 2000. V. 38. P. 1222.
Merkel T.C., Bondar V., Nagai K., Freeman B.D. // J. Polym. Sci. Part B: Polym. Phys. 1999. V. 38. P. 273.
Nagai K., Masuda T., Nakagawa T., Freeman B.D., Pinnau I. // Prog. Polym. Sci. 2001. V. 26. P. 721.
Raharjo R.D., Freeman B.D., Sanders E.S. // J. Membr. Sci. 2007. V. 292. P. 45.
Freeman B. D., Pinnau I. Polymer membranes for gas and vapor separation. Washington, DC, USA: American Chemical Society, 1999. V. 733.
Zhmakin V., Shalygin M., Khotimskiy V., Matson S., Teplyakov V. // Sep. Pur. Tech. 2019. V. 212. P. 877.
Khotimsky V.S., Tchirkova M.V., Litvinova E.G., Rebrov A.I., Bondarenko G.N. // J. Polym. Sci. Part A: Polym. Chem. 2003. V. 41. P. 2133.
Khotimsky V.S., Matson S.M., Litvinova E.G., Bondarenko G.N., Rebrov A.I. // Polym. Sci., Ser. A. 2003. V. 45. P. 740.
Hill A.J., Pas S.J., Bastow T.J., Burgar M.I., Nagai K., Toy L.G., Freeman B.D. // J. Membr. Sci. 2004. V. 243. P. 37.
Матсон С.М., Коссов А.А., Макрушин В.П., Левин И.С., Жиляева Н.А., Литвинова Е.Г., Хотимский В.С. // Высокомолек. Cоед. Сер. C. 2019. Т. 61. С. 50.
Матсон С.М., Макрушин В.П., Левин И.С., Литвинова Е.Г., Хотимский В.С. // Мембраны и мембранные технологии. 2020. Т. 10. С. 409.
Литвинова Е.Г., Мелехов В.М., Петрушанская Н.В., Рощева Г.В., Федотов В.Б., Фельдблюм В.Ш., Хотимский В.С. Пат. 1823457 Российская Федерация. 1993.
Pinnau I.C., Casillas G.A. Morisato A., Freeman B.D. // J. Polym. Sci, Part B: Polym. Phys. 1996. V. 34. P. 2613.
Plate N.A., Bokarev A.K., Kaliuzhnyi N.E., Litvinova E.G., Khotimskii V.S., Volkov V.V., Yampolskii Yu.P. // J. Membr. Sci. 1991. V. 60. P. 13.
Yampolskii Yu.P. // Polym. Rev. 2017. V. 57. P. 200.
База Данных “Газоразделительные параметры стеклообразных полимеров”. Информрегистр РФ.1998. № 3585.
Yampolskii Yu.P., Korikov A.P., Shantarovich V.P., Nagai K., Freeman B.D., Masuda T., Teraguchi M., Kwak G. // Macromolecules. 2001. V. 34. P. 1788.
Thomas S., Pinnau I, Du N., Guiver M.D. // J. Membr. Sci. 2009. V. 333. P. 125.
Markova S.Yu., Pelzer M., Shalygin M.G., Vad T., Gries T., Teplyakov V.V. // Sep. Pur. Tech. 2022. V. 278. P. 11953.
Grinevich Yu.V., Starannikova L.E., Yampolskii Yu.P., Gringolts M.L., Finkelshtein E.Sh. // J. Membr. Sci. 2011. V. 378. P. 250.
Gringolts M.L., Bermeshev M.G., Yampolskii Yu.P., Starannikova L.E., Shantarovich V.P., Finkelshtein E.Sh. // Macromolecules. 2010. V. 43. P. 7165.
Yave W., Car A., Peinemann K.-V., Shaikh M.Q., Rätzke K., Faupe F. // J. Membr. Sci. 2009 V. 339. P. 177.
Pinnau I., Morisato A., He Z. // Macromolecules. 2004. V. 37. P. 2823.
Borman V.D., Teplyakov V.V., Tronin V.N., Tronin I.V., Troyan V.I. // J. Exp. Theor. Phys. 2000. V. 90. P. 950.
Zhmakin V.V., Teplyakov V.V. // Sep. Pur. Tech. 2017. V. 186. P. 145.