Proton conducting polysulfone ionomers carrying sulfoaryloxybenzoyl side chains

Novel proton conducting ionomers have been prepared by attaching pendant sulfonated aromatic side chains to polysulfone. Lithiated polysulfone was first reacted with 4-fluorobenzoic acid chloride to introduce 4-fluorobenzoyl side chains to the polymer main chain. Next, the activated fluoro groups were replaced by 4-sulfophenoxy or 7-sulfo-2-naphthoxy in a potassium carbonate-mediated nucleophilic substitution reaction. This reaction proceeded under full conversion and the degree of substitution was easily controlled by the degree of lithiation in the first step. Membranes based on ionomers carrying one sulfophenoxybenzoyl unit per polymer repeat unit reached a proton conductivity exceeding 30 mS center dot cm(-1) at 120 degrees C under immersed conditions. (Less)

[1]  N. Cornet,et al.  Soluble sulfonated naphthalenic polyimides as materials for proton exchange membranes , 2001 .

[2]  Shimshon Gottesfeld,et al.  Water and Methanol Uptakes in Nafion Membranes and Membrane Effects on Direct Methanol Cell Performance , 2000 .

[3]  Wei Cui,et al.  New sulfonated engineering polymers via the metalation route. I. Sulfonated poly(ethersulfone) PSU Udel® via metalation-sulfination-oxidation , 1996 .

[4]  R. Mülhaupt,et al.  Partially sulfonated poly(arylene ether sulfone) : a versatile proton conducting membrane material for modern energy conversion technologies , 1993 .

[5]  Polysulfone ionomers for proton-conducting fuel cell membranes - 2. Sulfophenylated polysulfones and polyphenylsulfones , 2005 .

[6]  P. Jannasch,et al.  Sulfophenylation of polysulfones for proton-conducting fuel cell membranes , 2002 .

[7]  Michael A. Hickner,et al.  Direct polymerization of sulfonated poly(arylene ether sulfone) random (statistical) copolymers: candidates for new proton exchange membranes , 2002 .

[8]  J. Rose,et al.  Kinetic investigation of the synthesis of a polyethersulphone , 1972 .

[9]  M. Hickner,et al.  Alternative polymer systems for proton exchange membranes (PEMs). , 2004, Chemical reviews.

[10]  Deborah J. Jones,et al.  Non-Fluorinated Polymer Materials for Proton Exchange Membrane Fuel Cells , 2003 .

[11]  K. Kreuer.  On the development of proton conducting polymer membranes for hydrogen and methanol fuel cells , 2001 .

[12]  Bernd Bauer,et al.  Polymeric proton conducting membranes for medium temperature fuel cells (110–160°C) , 2001 .

[13]  K. Miyatake,et al.  Novel Sulfonated Poly(arylene ether): A Proton Conductive Polymer Electrolyte Designed for Fuel Cells , 2003 .

[14]  P. Jannasch.  Recent developments in high-temperature proton conducting polymer electrolyte membranes , 2003 .

[15]  J. Mcgrath,et al.  Synthesis and properties of new sulfonated poly(p-phenylene) derivatives for proton exchange membranes. I , 2004 .

[16]  P. Jannasch,et al.  Polysulfone ionomers for proton-conducting fuel cell membranes: sulfoalkylated polysulfones , 2004 .

[17]  C. Wieser,et al.  Novel Polymer Electrolyte Membranes for Automotive Applications – Requirements and Benefits , 2004 .

[18]  S. Paddison,et al.  Transport in proton conductors for fuel-cell applications: simulations, elementary reactions, and phenomenology. , 2004, Chemical reviews.

[19]  Jean-Yves Sanchez,et al.  Ionomeric membranes for proton exchange membrane fuel cell (PEMFC): sulfonated polysulfone associated with phosphatoantimonic acid , 2001 .

[20]  P. Jannasch.  Fuel Cell Membrane Materials by Chemical Grafting of Aromatic Main‐Chain Polymers , 2005 .