Block copolymer ionomers for ion conductive membranes

Journal of Membrane Science - Tập 245 - Trang 147-161 - 2004
Chong Kyu Shin1, Gerhard Maier1,2, Bernhard Andreaus3, Günther G. Scherer4
1Lehrstuhl für Makromolekulare Stoffe, Technische Universität München, Lichtenbergstrasse 4, D-85747 Garching, Germany
2PolyMaterials AG, Innovapark 20, D-87600 Kaufbeuren, Germany
3Paul Scherrer Institut, CH-5232 Villigen-PSI, Switzerland
4Paul Scherrer Institut, CH-5232 Villigen PSI, Switzerland

Tài liệu tham khảo

Venkatasubramanian, 1997, Synthesis, properties and potential applications of sulfo-pendent poly(arylene ether ketones), High Perform. Polym., 9, 291, 10.1088/0954-0083/9/3/008 Wang, 1998, Synthesis of poly(ether ether ketone) containing sodium sulfonate groups as gas dehumidification membrane material, Macromol. Rapid Commun., 19, 135, 10.1002/(SICI)1521-3927(19980201)19:2<135::AID-MARC135>3.0.CO;2-7 Wang, 1998, Sodium sulfonate-functionalized poly(ether ether ketone)s, J. Macromol. Chem. Phys., 199, 1421, 10.1002/(SICI)1521-3935(19980701)199:7<1421::AID-MACP1421>3.0.CO;2-P Liu, 2001, Novel sodium sulfonate-functionalized poly(ether ether ketone)s derived from 4,4′-thiodiphenol, Polymer, 42, 3293, 10.1016/S0032-3861(00)00748-5 Büchi, 1995, Performance of differently cross-linked, partially fluorinated proton exchange membranes in polymer electrolyte fuel cells, Electrochem. Soc, 142, 3044, 10.1149/1.2048683 Deimede, 2000, Miscibility behavior of polybenzimidazole/sulfonated polysulfone blends for use in fuel cell applications, Macromolecules, 33, 7609, 10.1021/ma000165s S.S. Mao, S.J. Hamrock, D.A. Ylitalo, Crosslinked sulfonated PEEK polyelectrolyte membranes, US Patent 6090895 (1998). A. Terahara, K. Iwasaki, T. Ikeda, Method of preparation of polymer electrolyte for fuel cell, European Patent Application EP 1113517 A2 (2000). A. Watakabe, T. Eriguchi, Preparation of block polymer for electrode of polymer electrolyte fuel cell, European Patent Application EP 1126537 A1 (2001). van Zyl, 1997, Application of new sulfonated ionomer membranes in the separation of pentene and pentane by facilitated transport, J. Membr. Sci., 137, 173, 10.1016/S0376-7388(97)00190-7 Kreuer, 2001, On the development of proton conducting polymer membranes for hydrogen and methanol fuel cells, J. Membr. Sci., 185, 29, 10.1016/S0376-7388(00)00632-3 Jones, 2001, Recent advances in the functionalization of polybenzimidazole and polyetherketone for fuel cell applications, J. Membr. Sci., 185, 41, 10.1016/S0376-7388(00)00633-5 Genova-Dimitrova, 2001, Ionomeric membranes for proton exchange membrane fuel cell (PEMFC): sulfonated polysulfone associated with phosphatoantimonic acid, J. Membr. Sci., 185, 58, 10.1016/S0376-7388(00)00634-7 Finsterwalder, 2001, Proton conductive thin films prepared by plasma polymerization, J. Membr. Sci., 185, 105, 10.1016/S0376-7388(00)00638-4 Carretta, 2001, Ionomeric membranes based on partially sulfonated poly(styrene): synthesis, proton conduction and methanol permeation, J. Membr. Sci., 185, 189 Guo, 1999, Sulfonated and crosslinked polyphosphazene-based proton-exchange membranes, J. Membr. Sci., 154, 175, 10.1016/S0376-7388(98)00282-8 Steck, 1995, Membrane materials in fuel cells, 74 T.D. Gierke, W.Y. Hsu, Ion clustering and transport in Nafion perfluorinated membranes, in: Proceedings of the Electrochemical Society 82, vol. 10, 1982, pp. 158–177. Hsu, 1983, Ion transport and clustering in Nafion perfluorinated membranes, J. Membr. Sci., 13, 307, 10.1016/S0376-7388(00)81563-X Gierke, 1981, The morphology in Nafion perfluorinated membrane products, as determined by wide- and small-angle X-ray studies, J. Polym. Sci. Polym. Phys. Ed., 19, 1687, 10.1002/pol.1981.180191103 Yeo, 1983, Ion clustering and proton transport in Nafion membranes and its applications as solid polymer electrolyte, J. Electrochem. Soc, 130, 533, 10.1149/1.2119746 Pourcelly, 1990, Influence of the water content on the kinetics of counter-ion transport in perfluorosulphonic membranes, J. Electroanal. Chem., 287, 43, 10.1016/0022-0728(90)87159-H Randin, 1982, Ion-containing polymers as semisolid electrolytes in tungsten(VI) oxide-based electrochromic devices, J. Electrochem. Soc, 129, 1215, 10.1149/1.2124089 Barbir, 1996, Efficiency and economics of proton exchange membrane (PEM) fuel cells, Int. J. Hydrogen Energy, 21, 891, 10.1016/0360-3199(96)00030-4 Wiles, 2002, Synthesis and characterization of sulfonated poly(arylene sulfide sulfone) copolymers as candidates for proton exchange membranes, Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.), 43, 993 Harrison, 2002, Synthesis and characterization of sulfonated poly(arylene sulfide sulfone) copolymers as candidates for proton exchange membranes, Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.), 43, 1159 Harrison, 2002, Synthesis, characterization and morphological influence of bisphenol structure on the direct synthesis of sulfonated poly(arylene ether sulfone) copolymers, Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.), 43, 700 Wang, 2001, Synthesis of highly sulfonated poly(arylene ether sulfone) random (statistical) copolymers via direct polymerization, Macromol. Symp., 175, 387, 10.1002/1521-3900(200110)175:1<387::AID-MASY387>3.0.CO;2-1 Shobha, 2000, Synthesis and characterization of sulfonated poly(arylene ether)s based on functionalized triphenyl phosphine oxide for proton exchange membranes, Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.), 41, 180 Arnold, 1988, Development of sulfonated polysulfone membranes for redox flow batteries, J. Membr. Sci., 38, 71, 10.1016/S0376-7388(00)83276-7 Zschocke, 1985, Novel ion exchange membranes based on an aromatic poly(ether sulfone), J. Membr. Sci., 22, 325, 10.1016/S0376-7388(00)81290-9 J. Kerres, W. Cui, S. Reichle, New sulfonated engineering polymers via the metalation route. I. Sulfonated poly(ether sulfone) PSU Udel via metalation–sulfination–oxidation, J. Polym. Sci., Part A: Polym. Chem. 34 (1996) 2421–2438. Kerres, 2001, Development of ionomer membranes for fuel cells, J. Membr. Sci., 185, 3, 10.1016/S0376-7388(00)00631-1 Kerres, 1999, Synthesis and characterization of novel acid–base polymer blends for application in membrane fuel cells solid state ionics, 125, 243 Wang, 1998, Synthesis of poly(ether ether ketone) containing sodium sulfonate groups as gas dehumidification membrane material, Macromol. Rapid Commun., 19, 135, 10.1002/(SICI)1521-3927(19980201)19:2<135::AID-MARC135>3.0.CO;2-7 Wang, 1998, Sodium sulfonate-functionalized poly(ether ether ketone)s, Macromol. Chem. Phys., 199, 1421, 10.1002/(SICI)1521-3935(19980701)199:7<1421::AID-MACP1421>3.0.CO;2-P Liu, 2001, Novel sodium sulfonate-functionalized poly(ether ether ketone)s derived from 4,4′-thiodiphenol, Polymer, 42, 3293, 10.1016/S0032-3861(00)00748-5 Johnson, 1967, Poly(aryl ethers) by nucleophilic aromatic substitution. I. Synthesis and properties, J. Polym. Sci., Polym. Chem. Ed., 5, 2375, 10.1002/pol.1967.150050916 J.B. Rose, P.A. Staniland, Thermoplastic aromatic polyetherketones, US Patent 4,320,224 (1982). Attwood, 1981, Synthesis and properties of polyaryletherketones, Polymer, 22, 1096, 10.1016/0032-3861(81)90299-8 Risse, 1990, Synthesis of soluble high molecular weight poly(aryl ether ketones) containing bulky substituents, Macromolecules, 23, 4029, 10.1021/ma00220a001 Yoshida, 1997, Poly(arylene ether)s containing 1,5-dibenzoylnaphthalene units, J. Membr. Sci.: Pure Appl. Chem., A34, 1299, 10.1080/10601329708011045 Hergenrother, 1988, Poly(arylene ethers), Polymer, 29, 358, 10.1016/0032-3861(88)90347-3 Wang, 1995, Synthesis properties of poly(arylene ether)s containing 1,8-dibenzoylnaphthalene units, Macromolecules, 28, 3728, 10.1021/ma00114a029 Konno, 1997, Synthesis of a photosensitive poly(arylene ether) containing pendant benzoyl groups, J. Membr. Sci.: Pure Appl. Chem., A34, 929, 10.1080/10601329708015001 Ding, 1998, Poly(arylene ether)s, poly(arylene thioether)s, and poly(arylene sulfone)s derived from a dihydroxy(imidoarylene) monomer, J. Polym. Sci., Polym. Chem., 36, 1201, 10.1002/(SICI)1099-0518(199806)36:8<1201::AID-POLA1>3.0.CO;2-2 DeSimone, 1992, Thiophene-containing poly(arylene ether ketones). 1. Polymerization of bis(p-fluorobenzoyl)aryl systems with 4,4′-isopropylidenediphenol, Macromolecules, 25, 2546, 10.1021/ma00035a038 Le Guen, 1998, Synthesis properties of flexible poly(ether ketone) backbones, grafted with stiff, monodisperse side chains, Macromolecules, 31, 6559, 10.1021/ma971640y Attwood, 1977, Poly(arylene ether sulfones) by polyetherification. 1. Synthesis of halogenophenols, Polymer, 18, 354, 10.1016/0032-3861(77)90082-9 Attwood, 1977, Poly(arylene ether sulfones) by polyetherification. 2. Polycondensations, Polymer, 18, 359, 10.1016/0032-3861(77)90083-0 Attwood, 1977, Poly(arylene ether sulfones) by polyetherification. 3. Molecular weight, molecular weight distribution, and the possibility of chain branching, Polymer, 18, 365, 10.1016/0032-3861(77)90084-2 Attwood, 1977, Poly(arylene ether sulfones) by polyetherification. 4. Physical properties in relation to molecular structure, Polymer, 18, 369, 10.1016/0032-3861(77)90085-4 Rose, 1974, Preparation and properties of poly(arylene ether sulfones), Polymer, 15, 456, 10.1016/0032-3861(74)90111-6 J.B. Rose, Br. Patent 1558671 (1980). Strukelj, 1992, Preparation and characterization of novel poly(imidoaryl ether ketone)s and poly(imidoaryl ether sulfone)s derived from phenolphthalein, Macromolecules, 25, 4721, 10.1021/ma00044a038 Bourgeois, 1996, Synthesis of a poly(aryl ether sulfone)–poly(aryl ether ketone) triblock copolymer, Polymer, 37, 5503, 10.1016/S0032-3861(96)00380-1 Carothers, 1929, Polymerization and ring formation. I. Introduction to the general theory of condensation polymers, J. Am. Chem. Soc., 52, 2548, 10.1021/ja01383a041 C.-K. Shin, Ph.D. dissertation, TU München, 2002, ISBN-3-934767-89-3. Y. Lee, Ph.D. Dissertation, University of Southern Mississippi, Hattiesburg, MS, 1991. Kinning, 1986, Sharpness of the functionality-induced structural transition in poly(styrene–isoprene) star block copolymers, Macromolecules, 19, 1288, 10.1021/ma00158a067 Thomas, 1986, Ordered bicontinuous double-diamond structure of star block copolymers: a new equilibrium microdomain morphology, Macromolecules, 19, 2197, 10.1021/ma00162a016 Herman, 1987, A compositional study of the morphology of 18-armed poly(styrene-isoprene) star block copolymers, Macromolecules, 20, 2940, 10.1021/ma00177a050 Hasegawa, 1987, Bicontinuous microdomain morphology of block copolymers. 1. Tetrapod-network structure of polystyrene-polyisoprene diblock polymers, Macromolecules, 20, 1651, 10.1021/ma00173a036 Fisher, 1995, Routine exchange-capacity determinations of ion-exchange resins, Anal. Chem., 27, 1191, 10.1021/ac60103a052