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New polycarbonate siloxanes based on siloxane-N-phthalimidines

https://doi.org/10.32362/2410-6593-2021-16-1-16-25

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Abstract

Objectives. Polymeric carbonate siloxanes containing a siloxane-N-phthalimidine group in the chain frame are new synthetic comb-like macromolecule systems. This work aims to study the possibility of applying them in the form of film materials for heat-resistant, high-performance gas-permeable membranes.

Methods. Comb-like polycarbonate siloxanes of the siloxane-containing polyether class were obtained using various polycondensation methods. i.e., by the polymer-analogous transformation of polycarbonate-allyl-N-phthalimidines, using their reaction in an alkyl hydride siloxane solution; polycondensation of N-(3-(pentamethyldisiloxane)-propyl)-3,3-bis-(4'-hydroxyphenyl)phthalimidine with diphenylolpropane bis-chloroformate in a solution using triethylamine as an acceptor of hydrochloric acid; interphase polycondensation of the above reagents in a dichloromethane aqueous alkali system. The structures of the obtained initial and polymeric compounds were confirmed by proton nuclear magnetic resonance spectroscopy and elemental analysis. All of the synthesized comb-like copolymers had good solubility in several available solvents and film formations.

Results. The new comb-like polycarbonate siloxanes had high thermal stability. According to thermogravimetric analysis, the introduction of up to 20 wt % siloxane units makes it possible to increase the heat resistance of polycarbonate siloxanes by 25 °C. Concurrently, their glasstransition temperature reaches 160 °C. Copolymers of polycarbonate siloxanes in the form of films have a high tensile strength above 50 MPa and an elastic modulus of up to 2000 MPa. The permeability coefficients of gases through a copolymer of polycarbonate siloxanes in the form of a film for several gases surpass the permeability of industrial polycarbonate from diphenylolpropane and fluorine-containing siloxane polycarbonate.

Conclusions. The results achieved indicate the possibility of creating new polymeric combshaped siloxane systems with a variable structure that can contribute to obtaining the properties desired from them. Combined with high selectivity gas separation, this makes it possible to use such comb-shaped polycarbonate siloxanes as film membrane materials with an increased operating temperature range.

About the Authors

D. O. Anashkin
MIREA – Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Dmitrii O. Anashkin, Postgraduate Student, Andrianov Department of Chemistry and Technology of Organoelement Compounds. Scopus Author ID 55956747400

78, Vernadskogo pr., Moscow, 119571



I. M. Raigorodskii
MIREA – Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Igor M. Raigorodskii, Dr. Sci. (Chem.), Professor, Head of the Laboratory at the Andrianov Department of Chemistry and Technology of Organoelement Compounds. Scopus Author ID 6602110677

78, Vernadskogo pr., Moscow, 119571



A. D. Kirilin
MIREA – Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Aleksei D. Kirilin, Dr. Sci. (Chem.), Professor, Head of the Andrianov Department of Chemistry and Technology of Organoelement Compounds. Scopus Author ID 6603604447, ResearcherID О-9744-215

78, Vernadskogo pr., Moscow, 119571



P. A. Storozhenko
State Research Institute for Chemistry and Technology of Organoelement Compounds
Russian Federation

Pavel A. Storozhenko, Academician at the Russian Academy of Sciences, Dr. Sci. (Chem.), Professor, General Director. Scopus Author ID 9633186700, ResearcherID D-4645-214

38, Entuziastov shosse, Moscow, 111123



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Supplementary files

1. Fig. 1. 1H NMR spectra of copolymers PC-F and PC-SC-II.
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2. This is to certify that the paper titled New polycarbonate siloxanes based on siloxane-N-phthalimidines commissioned to us by Dmitrii О. Anashkin, Igor М. Raygorodsky, Аleksei D. Kirilin, Pavel А. Storozhenko has been edited for English language and spelling by Enago, an editing brand of Crimson Interactive Inc.
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  • Polymeric carbonate siloxanes containing a siloxane-N-phthalimidine group in the chain frame are new synthetic comb-like macromolecule systems. The Authors have studied the possibility of applying them in the form of film materials for heat-resistant, high-performance gas-permeable membranes.
  • Comb-like polycarbonate siloxanes of the siloxane-containing polyether class were obtained using various polycondensation methods. All of the synthesized comb-like copolymers had good solubility in several available solvents, film formations, and high thermal stability.
  • The results achieved indicate the possibility of creating new polymeric comb-shaped siloxane systems with a variable structure that can contribute to obtaining the properties desired from them. Combined with high selectivity gas separation, this makes it possible to use such comb-shaped polycarbonate siloxanes as film membrane materials with an increased operating temperature range.

For citation:


Anashkin D.O., Raigorodskii I.M., Kirilin A.D., Storozhenko P.A. New polycarbonate siloxanes based on siloxane-N-phthalimidines. Fine Chemical Technologies. 2021;16(1):16-25. https://doi.org/10.32362/2410-6593-2021-16-1-16-25

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