journal article·2017-01

Effect of pendant group containing fluorine on the properties of sulfonated poly(arylene ether sulfone)s as proton exchange membrane

RiMing Chen, JunHong Jin, ShengLin Yang, Guang Li

Journal of Materials Science· Volume 52· Issue 2
Publisher page

Abstract

Three kinds of sulfonated poly(arylene ether sulfone) (xF-SPAES-40) were synthesized to explore the influence of the hydrophobic moieties on the copolymers as proton exchange membrane. Three bisphenol monomers containing different content of fluorine were reacted with 3,3′-disulfonate-4,4′-dichlorodiphenylsulfone and 4,4′-dichlorodiphenylsulfone to form xF-SPAES-40 polymers, respectively. The chemical structure of xF-SPAES-40 polymers was identified using 1H Nuclear magnetic resonance spectroscopy and Fourier transform infrared spectroscopy. The phase morphology of the obtained membranes was confirmed by small-angle X-ray scattering (SAXS) and atomic force microscopy (AFM). The properties of these sulfonated polymers towards application as a proton exchange membrane were evaluated. The morphological analysis of AFM and SAXS revealed that introduction of fluorine to the pendant group promotes microphase separation. When compared with 0F-SPAES-40, the 1F-SPAES-40 exhibited the best oxidative stability and dimensional stability at 30–90 °C. The 2F-SPAES-40 showed the highest proton conductivity among them. These results indicated that the hydrophobic components of SPAES including optimal content of fluorine were in favor of promoting proton conductivities, oxidative stability, and restraining water swelling.
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Research context

OpenAlex topics: Fuel Cells and Related Materials · Membrane-based Ion Separation Techniques · Advanced Battery Technologies Research

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

References (37)

Show source-provided references
1. Carrette L, Friedrich K, Stimming U (2001) Fuel cells–fundamentals and applications. Fuel cells 1(1):5–3910.1002/1615-6854(200105)1:1<5::AID-FUCE5>3.0.CO;2-G ↗
2. Acres GJK (2001) Recent advances in fuel cell technology and its applications. J Power Sources 100(1):60–6610.1016/S0378-7753(01)00883-7 ↗
3. Kreuer K-D, Paddison SJ, Spohr E, Schuster M (2004) Transport in proton conductors for fuel-cell applications: simulations, elementary reactions, and phenomenology. Chem Rev 104(10):4637–467810.1021/cr020715f ↗
4. Mukherjee R, Banerjee S, Komber H, Voit B (2014) Highly proton conducting fluorinated sulfonated poly(arylene ether sulfone) copolymers with side chain grafting. RSC Adv 4(87):46723–46736. doi: 10.1039/c4ra07291j10.1039/c4ra07291j ↗
5. Kim H-J, Krishnan NN, Lee S-Y, Hwang SY, Kim D, Jeong KJ, Lee JK, Cho E, Lee J, Han J, Ha HY, Lim T-H (2006) Sulfonated poly(ether sulfone) for universal polymer electrolyte fuel cell operations. J Power Sources 160(1):353–358. doi: 10.1016/j.jpowsour.2006.01.08810.1016/j.jpowsour.2006.01.088 ↗
6. Ghosh A, Banerjee S (2014) Sulfonated fluorinated-aromatic polymers as proton exchange membranes. E-Polymers 14(4):227–257. doi: 10.1515/epoly-2014-004910.1515/epoly-2014-0049 ↗
7. Pang J, Feng S, Zhang H, Jiang Z, Wang G (2015) Synthesis and properties poly(arylene ether sulfone)s with pendant hyper-sulfonic acid. RSC Adv 5(48):38298–38307. doi: 10.1039/c5ra02107c10.1039/c5ra02107c ↗
8. Hickner MA, Ghassemi H, Kim YS, Einsla BR, McGrath JE (2004) Alternative polymer systems for proton exchange membranes (PEMs). Chem Rev 104(10):4587–461210.1021/cr020711a ↗
9. Smitha B, Sridhar S, Khan A (2005) Solid polymer electrolyte membranes for fuel cell applications—a review. J Membr Sci 259(1):10–2610.1016/j.memsci.2005.01.035 ↗
10. Wang B, Cai Z, Zhang N, Zhang B, Qi D, Zhao C, Na H (2014) Fully aromatic naphthalene-based sulfonated poly(arylene ether ketone)s with flexible sulfoalkyl groups as polymer electrolyte membranes. RSC Adv 5(1):536–544. doi: 10.1039/c4ra12651c10.1039/c4ra12651c ↗
11. Hu Y, Gu DW, Li F, Qi XC, Yang KH, Liu XD, Li H, Zhang YM (2016) Synthesis of fluorinated block copolymer electrolyte containing quaternary ammonium base. J Mater Sci 51(12):5834–5842. doi: 10.1007/s10853-016-9884-910.1007/s10853-016-9884-9 ↗
12. Peckham TJ, Holdcroft S (2010) Structure-morphology-property relationships of non-perfluorinated proton-conducting membranes. Adv Mater 22(42):4667–4690. doi: 10.1002/adma.20100116410.1002/adma.201001164 ↗
13. Peckham TJ, Schmeisser J, Rodgers M, Holdcroft S (2007) Main-chain, statistically sulfonated proton exchange membranes: the relationships of acid concentration and proton mobility to water content and their effect upon proton conductivity. J Mater Chem 17(30):3255–3268. doi: 10.1039/b702339a10.1039/b702339a ↗
14. He G, Chang C, Xu M, Hu S, Li L, Zhao J, Li Z, Li Z, Yin Y, Gang M, Wu H, Yang X, Guiver MD, Jiang Z (2015) Tunable nanochannels along graphene oxide/polymer core-shell nanosheets to enhance proton conductivity. Adv Funct Mater 25(48):7502–7511. doi: 10.1002/adfm.20150322910.1002/adfm.201503229 ↗
15. Yang H, Wu H, Shen X, Cao Y, Li Z, Jiang Z (2015) Enhanced proton conductivity of proton exchange membrane at low humidity based on poly(methacrylic acid)-loaded imidazole microcapsules. RSC Adv 5(12):9079–9088. doi: 10.1039/c4ra13616k10.1039/c4ra13616k ↗
16. Xie H, Liu D, Xiang X, Zhu C, Wang L (2016) Preparation and properties of highly branched sulfonated poly(arylene ether)/polyacrylonitrile composite materials as proton exchange membranes. J Mater Sci 51:7119–7129. doi: 10.1007/s10853-016-9974-810.1007/s10853-016-9974-8 ↗
17. He G, Li Z, Zhao J, Wang S, Wu H, Guiver MD, Jiang Z (2015) Nanostructured ion-exchange membranes for fuel cells: recent advances and perspectives. Adv Mater 27:5280–529510.1002/adma.201501406 ↗
18. Bae B, Miyatake K, Watanabe M (2009) Effect of the hydrophobic component on the properties of sulfonated poly (arylene ether sulfone) s. Macromolecules 42(6):1873–188010.1021/ma8026518 ↗
19. Chen R, Li G (2016) New sulfonated poly (arylene ether sulfone) copolymers containing phenyl side chains as proton exchange membranes. New J Chem 40(4):3755–376210.1039/C5NJ02533H ↗
20. Lee K-S, Jeong M-H, Lee J-P, Lee J-S (2009) End-group cross-linked poly (arylene ether) for proton exchange membranes. Macromolecules 42(3):584–59010.1021/ma802233j ↗
21. Li G, Xie J, Cai H, Qiao J (2014) New highly proton-conducting membrane based on sulfonated poly(arylene ether sulfone)s containing fluorophenyl pendant groups, for low-temperature polymer electrolyte membrane fuel cells. Int J Hydrogen Energy 39(6):2639–2648. doi: 10.1016/j.ijhydene.2013.11.04910.1016/j.ijhydene.2013.11.049 ↗
22. Xie J, W-y Peng, Li G, J-m Jiang (2011) Synthesis and characterization of poly (aryl ether ketone) s with fluorinated phenyl in the side chain. Polym Bull 67(1):45–5610.1007/s00289-010-0357-z ↗
23. Zaidi SJ, Mikhailenko S, Robertson G, Guiver M, Kaliaguine S (2000) Proton conducting composite membranes from polyether ether ketone and heteropolyacids for fuel cell applications. J Membr Sci 173(1):17–3410.1016/S0376-7388(00)00345-8 ↗
24. Qiao J, Fu J, Liu L, Zhang J, Xie J, Li G (2012) Synthesis and properties of chemically cross-linked poly(vinyl alcohol)–poly(acrylamide-co-diallyldimethylammonium chloride) (PVA–PAADDA) for anion-exchange membranes. Solid State Ion 214:6–12. doi: 10.1016/j.ssi.2012.02.05910.1016/j.ssi.2012.02.059 ↗
25. Mohanty AK, Mistri EA, Ghosh A, Banerjee S (2012) Synthesis and characterization of novel fluorinated poly(arylene ether sulfone)s containing pendant sulfonic acid groups for proton exchange membrane materials. J Membr Sci 409–410:145–155. doi: 10.1016/j.memsci.2012.03.04810.1016/j.memsci.2012.03.048 ↗
26. Banerjee S, Maier G, Burger M (1999) Novel poly (arylene ether) s with pendent trifluoromethyl groups. Macromolecules 32(13):4279–428910.1021/ma9819541 ↗
27. Takamuku S, Wohlfarth A, Manhart A, Räder P, Jannasch P (2015) Hypersulfonated polyelectrolytes: preparation, stability and conductivity. Polym Chem 6:1267–1274. doi: 10.1039/c4py01177e10.1039/c4py01177e ↗
28. Ueda M, Toyota H, Ouchi T, Sugiyama JI, Yonetake K, Masuko T, Teramoto T (1993) Synthesis and characterization of aromatic poly (ether sulfone) s containing pendant sodium sulfonate groups. J Polym Sci Part A 31(4):853–85810.1002/pola.1993.080310402 ↗
29. Fu L, Xiao G, Yan D (2010) Sulfonated poly(arylene ether sulfone)s with phosphine oxide moieties: a promising material for proton exchange membranes. ACS Appl Mater Interfaces 2(6):1601–1607. doi: 10.1021/am100073910.1021/am1000739 ↗
30. Kreuer K (2001) On the development of proton conducting polymer membranes for hydrogen and methanol fuel cells. J Membr Sci 185(1):29–3910.1016/S0376-7388(00)00632-3 ↗
31. Wang F, Hickner M, Kim YS, Zawodzinski TA, McGrath JE (2002) Direct polymerization of sulfonated poly (arylene ether sulfone) random (statistical) copolymers: candidates for new proton exchange membranes. J Membr Sci 197(1):231–24210.1016/S0376-7388(01)00620-2 ↗
32. Kim YS, Hickner MA, Dong L, Pivovar BS, McGrath JE (2004) Sulfonated poly(arylene ether sulfone) copolymer proton exchange membranes: composition and morphology effects on the methanol permeability. J Membr Sci 243(1–2):317–326. doi: 10.1016/j.memsci.2004.06.03510.1016/j.memsci.2004.06.035 ↗
33. Mendil-Jakani H, Zamanillo Lopez I, Legrand PM, Mareau VH, Gonon L (2014) A new interpretation of SAXS peaks in sulfonated poly(ether ether ketone) (sPEEK) membranes for fuel cells. Phys Chem Chem Phys 16(23):11228–11235. doi: 10.1039/c4cp00710g10.1039/c4cp00710g ↗
34. Nolte R, Ledjeff K, Bauer M, Mülhaupt R (1993) Partially sulfonated poly (arylene ether sulfone)-A versatile proton conducting membrane material for modern energy conversion technologies. J Membr Sci 83(2):211–22010.1016/0376-7388(93)85268-2 ↗
35. Kim DS, Shin KH, Park HB, Chung YS, Nam SY, Lee YM (2006) Synthesis and characterization of sulfonated poly(arylene ether sulfone) copolymers containing carboxyl groups for direct methanol fuel cells. J Membr Sci 278(1–2):428–436. doi: 10.1016/j.memsci.2005.11.02810.1016/j.memsci.2005.11.028 ↗
36. Jung B, Kim B, Yang JM (2004) Transport of methanol and protons through partially sulfonated polymer blend membranes for direct methanol fuel cell. J Membr Sci 245(1):61–6910.1016/j.memsci.2004.07.016 ↗
37. Khulbe K, Matsuura T, Lamarche G, Lamarche A-M (2000) X-ray diffraction analysis of dense PPO membranes. J Membr Sci 170(1):81–8910.1016/S0376-7388(99)00365-8 ↗