Jsr Corporation

Honda Motor Co., Ltd.

Yoshitaka Yamakawa

Kohei Goto

Makoto Higami

Toshiaki Kadota

Igor Rozhanskii

Nagayuki Kanaoka

Masayuki Takahashi

Hiroshi Shinkai

Kaoru Fukuda

Ryoichiro Takahashi

Yousuke Konno

Toshihiro Ohtsuki

Mayumi Kakuta

Teruhiko Umehara

Masaru Iguchi

Takuya Murakami

Hiroshi Sohma

Takaki Nakagawa

Fusao Nakagawa

Yuuji Tsunoda

A polyarylene block copolymer can provide a solid polymer electrolyte and proton conductive membrane having high proton conductivity, high dimensional stability, and high mechanical strength. The polyarylene block copolymer also has reduced swelling in hot water and reduced shrinkage in drying. The polyarylene block copolymer includes a polymer segment having a sulfonic acid group, and a polymer segment having substantially no sulfonic acid group.

Polyarylene block copolymer having sulfonic acid group and use thereof

The invention described herein relates to a polyarylene copolymer comprising a structural unit represented by formula (1'): where the structural variables are defined herein. The invention also relates to a solid polymer electrolyte, a proton conductive membrane and A proton conductive membrane for direct methanol fuel cell which contains the polyarylene copolymer.

Aromatic compound and sulfonated polyarylene polymer

Provided is a varnish which contains a solvent and an electrode electrolyte for a solid polymer fuel cell electrolyte, which contains a polymer with a structure having a main chain including a polyphenylene, a side chain including a sulfonic acid group and a repeating structural unit as a side chain including a nitrogen-containing heterocyclic group.

Varnish for a solid polymer fuel cell

Disclosed is an electrode electrolyte for solid polymer fuel cells, which uses a polymer electrolyte containing a polyarylene copolymer containing a nitrogen-containing aromatic ring having a substituent represented by &#x2014;SOH, &#x2014;(O(CH)SOH or &#x2014;O(CF)SOH (wherein h represents an integer of 1-12). By having such a constitution, the electrode electrolyte for solid polymer fuel cells can be produced at a low cost, while being excellent in proton conductivity, dimensional stability, hydrothermal resistance and mechanical strength. In addition, this electrode electrolyte for solid polymer fuel cells enables to recover a catalyst metal.

Electrode electrolyte for polymer-type fuel cell, and use thereof

Provided is a solid polymer electrolyte having increased heat resistance and high proton conductivity and a proton conductive membrane composed of the electrolyte. Also provided is a copolymer having a sulfonic acid group. The copolymer includes a repeating unit represented by Formula (1): (in the formula, Y denotes at least one kind of structure selected from the group consisting of &#x2014;CO&#x2014;, &#x2014;SO&#x2014;, &#x2014;SO&#x2014;, &#x2014;CONH&#x2014;, &#x2014;COO&#x2014;, &#x2014;(CF)&#x2014; (l is an integer of 1 to 10), and &#x2014;C(CF)&#x2014;; W denotes at least one kind of structure selected from the group consisting of a direct bond, &#x2014;CO&#x2014;, &#x2014;SO&#x2014;, &#x2014;SO&#x2014;, &#x2014;CONH&#x2014;, &#x2014;COO&#x2014;, &#x2014;(CF)&#x2014; (l is an integer of 1 to 10), &#x2014;C(CF)&#x2014;, &#x2014;O&#x2014;, and &#x2014;S&#x2014;; Z denotes a direct bond or at least one kind of structure selected from the group consisting of &#x2014;(CH)&#x2014; (l is an integer of 1 to 10), &#x2014;C(CH)&#x2014;, &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;CO&#x2014;, and &#x2014;SO&#x2014;; Rdenotes a nitrogen-containing aromatic ring having a substituent represented by &#x2014;SOH, &#x2014;O(CH)SOH, or &#x2014;O(CF)SOH (h is an integer of 1 to 12); p is an integer of 0 to 10; q is an integer of 0 to 10; r is an integer of 1 to 5; and k is an integer of 0 to 4).

Aromatic compound and polyarylene copolymer having nitrogen-containing heterocycle including sulfonic acid group in side chain

The present invention provides an electrode paste which comprises catalyst particles, a solvent and an varnish which comprises a solvent and an electrode electrolyte for a solid polymer fuel cell electrolyte, wherein the electrode electrolyte comprises a polymer with a structure having a main chain including a polyphenylene, a side chain including a sulfonic acid group and a repeating structural unit represented by formula (C) as a side chain including a nitrogen-containing heterocyclic group; wherein the structural variables are defined herein.

Polyphenylene-containing electrode paste

A nitrogen-containing aromatic compound is represented by Formula (1). A polymer is obtained by polymerizing the compound. wherein X is an atom or a group selected from halogen atoms other than fluorine and &#x2014;OSORb (wherein Rb is an alkyl group, a fluorine-substituted alkyl group or an aryl group); Y is at least one structure selected from the group consisting of &#x2014;CO&#x2014;, &#x2014;SO&#x2014;, &#x2014;SO&#x2014;, &#x2014;CONH&#x2014;, &#x2014;COO&#x2014;, &#x2014;(CF)&#x2014; (wherein l is an integer of 1 to 10) and &#x2014;C(CF)&#x2014;; Z is at least one structure selected from the group consisting of a direct bond, &#x2014;O&#x2014; and &#x2014;S&#x2014;; Ris a nitrogen-containing heterocyclic group; q is an integer of 1 to 5; and p is an integer of 0 to 4.

Nitrogenated aromatic compound, process for production of the same, polymer, and proton conductive membrane

A polyarylene having a structural unit shown by the following formula (1) is disclosed. wherein X and Y indicate a divalent organic group or a single bond, Z shows an oxygen atom or a sulfur atom, R represents at least one atom or group selected from the group consisting of a hydrogen atom, a fluorine atom, an alkyl group, and a fluorine-substituted alkyl group, a is an integer of 1 to 20, n is an integer of 1 to 5, and p is an integer of 0 to 10.

Polyarylene, process for producing the same, solid polyelectrolyte, and proton-conductive film

Disclosed is a polymer electrolyte having a protonic acid group that is excellent in thermal stability and dimensional stability. The polymer electrolyte includes copolymers having a sulfonic acid group which has a structure represented by the following formula: wherein X is a divalent electron-withdrawing group; Y is an oxygen or a sulfur; Z and Q are each a direct bond, &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;CO&#x2014;, &#x2014;SO&#x2014;, &#x2014;[C(R')]&#x2014; (g: integer of from 1 to 8), etc.; R, R&#x2032; and Rto Rare each a hydrogen, a fluorine, an alkyl, a fluorine-substituted alkyl, an aryl or a nitrile; m, n, p, q, r, s, t and u are each an integer of from 0 to 4 (with the proviso that p+q&#x2267;1); and A is a group represented by Formula (5) or (5) below: wherein W is a divalent electron-withdrawing group; S is a protonic acid group; i is an integer of from 1 to 5; and j is an integer of from 1 to 7.

Solid polymer electrolyte, proton conductive membrane, electrode electrolyte, electrode paste and membrane-electrode assembly

Disclosed is an aromatic sulfonic acid ester derivative represented by the formula (1); in the formula, X is an atom or a group selected from a halogen atom excluding fluorine, &#x2014;OSOCHand &#x2014;OSOCF, A is a divalent electron attractive group, B is a divalent electron donating group or a direct bonding, Ris a hydrocarbon group of 1 to 20 carbon atoms, Ar is an aromatic group having a substituent of &#x2014;SOR(wherein Ris a hydrocarbon group of 1 to 20 carbon atoms), m is an integer of 0 to 10, n is an integer of 0 to 10 and k is an integer of 1 to 4. Also disclosed is a process for producing a polyarylene having a sulfonic acid group, which process comprises the steps of coupling polymerization of an aromatic compound containing the derivative of the formula (1), to prepare a polyarylene and hydrolysis of the polyarylene, and which process has high safety and is easily capable of controlling the amount of sulfonoc acid group introduced into a polymer and the introducing position thereof.

Aromatic sulfonic acid ester derivative, polyarylene, polyarylene having sulfonic acid group and process for producing the same, and polymer solid electrolyte and proton-conductive membrane

Provided are a sulfonated polymer capable of high hot water resistance even if it has an increased amount of the sulfonic groups introduced therein, and a solid polymer electrolyte containing the sulfonated polymer that has high proton conductivity and excellent generating performance. The sulfonated polymer has repeating units represented by the formula (1'): wherein B's are each independently an oxygen or a sulfur atom, Rto Rmay be the same or different and are selected from a hydrogen atom, a fluorine atom, a nitrile group and an alkyl group, n is an integer of 2 or greater, and Q is a structure represented by the formula (q): wherein A is independently a divalent atom or organic group or a direct bond, and Rto Rmay be the same or different and are selected from a hydrogen atom, a fluorine atom, an alkyl group and an aromatic group.

Sulfonated polymer having nitrile-containing hydrophobic block and solid polymer electrolyte

Halogenated aromatic compound, (co)polymer thereof, and proton-conductive membrane comprising same

Halogenated aromatic compound, polymer thereof, and proton-conductive membrane comprising same

A polyarylene copolymer which comprises (A) aromatic compound units having a main chain containing one or more electron-withdrawing groups therein and (B) aromatic compound units having a main chain containing no electron-withdrawing groups therein, and a proton-conductive membrane comprising the polyarylene copolymer having sulfonic acid groups.

Growing community of inventors

Chuo-ku, Japan

Yoshitaka Yamakawa