Construction and effect of intramolecular hydrogen bond on solvent resistance of polymeric membranes and their application in impermeable membranes

Xiaoyun Li; Zhen Wang; Xin Jing; Xudong Li; Junwei Wang; Maoqing Kang; Yuhua Zhao; Qifeng Li

Journal of Industrial and Engineering Chemistry, Vol.107, 302-312, March, 2022

DOI10.1016/j.jiec.2021.11.054 Export Citation

Construction and effect of intramolecular hydrogen bond on solvent resistance of polymeric membranes and their application in impermeable membranes

Xiaoyun Li¹, Zhen Wang^{1, 2}, Xin Jing^{1, 2}, Xudong Li^{1, 2}, Junwei Wang^{1, 3, †}, Maoqing Kang¹, Yuhua Zhao¹, and Qifeng Li¹

¹Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, China
²University of Chinese Academy of Sciences, Beijing 100049, China
³Center of Materials Science and Optoelectronics Engineering, University of Chinese Academy of Sciences, Beijing 100049, China

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Hydrogen bonds, which can be divided into many types along with the deepening of research, exist in many compounds and have certain impact on properties of substances. In this work, effect of intramolecular hydrogen bond on solvent resistance of polymeric membranes was studied from two aspects. On the one hand, the existence of intramolecular hydrogen bond on solvent resistance of polymeric membranes was studied by constructing and shielding special hydroxyl groups in typical polymer polyurethane. On the other hand, content of intramolecular hydrogen bond on solvent resistance was investigated by building different ratios of inter- and intra-molecular hydrogen bonds in polyvinyl alcohols. The structures, solvent resistance and hydrogen bonding interactions were systematically investigated by FT-IR, XRD, Ds and performances before and after immersed in solvents. Permeabilities of the membranes for practical application were also characterized. The results showed that distinct type and ratio of hydrogen bonds played different role on solvent resistance. A good agreement between the swelling performances and content of intramolecular hydrogen bond proved the positive effect of intramolecular hydrogen bond on solvent durability of polymeric membranes. In addition, polyurethane membranes exhibited good impermeability to water vapor, oxygen and chloride ions which showed potential application in many fields.

Keywords:Intramolecular;Hydrogen bond;Solvent resistance;Polymeric membranes;Impermeability

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[2] Na A, Kpb C, Kp A et al., J. Mol. Struct., 1229(129592), 1 (2021)

[3] Kreuer KD, J. Membr. Sci., 185(1), 29 (2001)

[4] Geyer R, Jambeck JR, Law KL, Advances, 3(7) (2017)

[5] Daryaee D, Ameri M, Mansourkhaki A, Constr. Build. Mater., 235(6) (2020)

[6] Mumbach GD, Bolzan A, Machado R, Polymer, 209(122940), 1 (2020)

[7] Sougrat R, Nunes et al., J. Polym. Sci. A: Polym. Chem., 6(4), 543 (2015)

[8] Zhang Y, Shao L, Dong D et al., RSC Adv., 6(21), 17163 (2016)

[9] Luo X, Zhang P, Liu R et al., Polym. Int., 65(4), 415 (2016)

[10] Silbert SD, Serum EM, Scala J et al., ACS Sustainable Chem. Eng., 7(24), 19621 (2019)

[11] Xlb C, Zw A, Sw A et al., J. Membr. Sci., 621(119002), 1 (2020)

[12] Lachat V, Varshney V, Dhinojwala A et al., Macromolecules, 42(18), 7103 (2009)

[13] Li S, Li C, Song X et al., ACS Appl. Mater. Interfaces, 11(6), 6527 (2019)

[14] Wang S, Bassett AW, Wieber GV et al., ACS Macro Lett., 6(8), 802 (2017)

[15] Musto P, Karasz FE, Macknight WJ, Polymer, 30(6), 1012 (1989)

[16] Abdo YA, Weeks JW, Layfield W et al., Chem. Lett., 47(2), 156 (2017)

[17] John J, Rene W, Scherrer, Magn. Reson. Chem., 30(10), 927 (1992)

[18] Shoichet M, Li R, White M et al., Biotechnol. Bioeng., 50(4), 374 (1996)

[19] Figovsky OL, Hybrid nonisocyanate polyurethane network polymers and composites formed therefrom. US, US6120905(A), 2000.

[20] Ke J, Li X, Wang F et al., J. CO2 Util., 16, 474 (2016)

[21] Figovsky OL, Shapovalov L, Axenov O, Surf. Coat. Int. Part B: Coat. Trans., 87(2), 83 (2004)

[22] Li X, Ke J, Wang J et al., J. CO2 Util., 26, 52 (2018)

[23] Zhu X, Dai L, Wen D, J. Textile Res., 23(2), 87 (2002)

[24] Coleman M, Skrovanek D, Hu J et al., Macromolecules, 21(1), 59 (1988)

[25] Coleman M, Lee K, Skrovanek D et al., Macromolecules, 19(8), 2149 (1986)

[26] Liu S, Tian M, Yan B et al., Polymer, 56, 375 (2015)

[27] Princi E, Vicini S, Castro K et al., Macromol. Chem. Phys., 210(10), 879 (2010)

[28] Ando I, Asakura T, Solid state NMR of polymers: studies in physical and theoretical chemistry, Elsevier Science, Tokyo, 1998.

[29] Masuda K, Kaji H, Horii F, J. Polym. Sci. B: Polym. Phys., 38(1), 1 (2000)

[30] Horii F, Hu S, Ito T et al., Polymer, 33(11), 2299 (1992)

[31] Ong C, Lay H, Tamilselvam N, Langmuir, 37, 4025 (2021)

[32] Li J, Lai L, Wu L et al., ACS Sustain. Chem. Eng., 6, 6654 (2018)