Aromatic sulfonic acid derivative, sulfonic acid group-containing polymer, block copolymer, polymer electrolyte material, polymer electrolyte form article, and polymer electrolyte fuel cell
US-2015380759-A1 · Dec 31, 2015 · US
US10847827B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10847827-B2 |
| Application number | US-201615763612-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 30, 2016 |
| Priority date | Sep 30, 2015 |
| Publication date | Nov 24, 2020 |
| Grant date | Nov 24, 2020 |
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The present invention relates to an ion conductor, a method for producing the same, and an ion exchange membrane, a polymer electrolyte membrane and a fuel cell including the same. The ion conductor includes a repeat unit represented by the following Formula 1, and a repeat unit represented by the following Formula 2 or a repeat unit represented by the following Formula 5. Formulae 1, 2 and 3 are described as in the Detailed Description of the Invention. The ion conductor contains a hydrocarbon-based block copolymer which has an easily changeable structure because it includes a hydrophilic region and a hydrophobic region, wherein characteristics of the block copolymer and the ion conductor can be easily regulated through control over the structure of the hydrophilic region and the hydrophobic region, and ion conductivity and durability of the ion conductor are improved within the whole humidity range through micro-phase separation between the hydrophilic region and the hydrophobic region which are structurally controlled.
Opening claim text (preview).
The invention claimed is: 1. An ion conductor comprising a hydrophilic region and a hydrophobic region, wherein: the hydrophilic region is a region formed by a sulfonation of a first segment represented by the following Formula A1 or A2, wherein Y is an integer of 5 to 40; and the hydrophobic region includes a second segment represented by any one of the following Formulas B1, B2, and B3, wherein X is an integer of 5 to 40: 2. The ion conductor according to claim 1 , wherein a molar ratio of a repeat unit of the first segment to a repeat unit of the second segment (Y:X) is 1:1.25 to 1:2.5. 3. The ion conductor according to claim 1 , wherein the first segment is sulfonated in a sulfonation degree of 50 to 100 mol % to form the hydrophilic region. 4. An ion conductor comprising:: a repeat unit represented by the following Formula 1; and a repeat unit represented by the following Formula 2 or a repeat unit represented by the following Formula 5: wherein R 111 to R 114 , R 121 to R 124 , R 131 to R 134 , and R 141 to R 144 each independently represent any one selected from the group consisting of: a hydrogen atom; a halogen atom; an ion-conducting group; an electron donation group selected from the group consisting of an alkyl group, an allyl group, an aryl group, an amino group, a hydroxyl group, and an alkoxy group; and an electron withdrawing group selected from the group consisting of an alkyl sulfonyl group, an acyl group, a halogenated alkyl group, an aldehyde group, a nitro group, a nitroso group, and a nitrile group; and Z 11 represents —O— or —S—, wherein R 211 to R 214 , R 221 to R 224 , and R 231 to R 234 each independently represent any one selected from the group consisting of: a hydrogen atom: a halogen atom; an electron donation group selected from the group consisting of an alkyl group, an allyl group, an aryl group, an amino group, a hydroxyl group, and an alkoxy group; and an electron withdrawing group selected from the group consisting of an alkyl sulfonyl group, an acyl group, a halogenated alkyl group, an aldehyde group, a nitro group, a nitroso group, and a nitrile group; X 21 and X 22 each independently represent any one divalent organic group selected from the group consisting of a single bond, —CO—, —SO 2 —, —CONH—, —COO—, —CR′ 2 —, —C(CH 3 ) 2 —, C(CF 3 ) 2 —, and —(CH 2 ) n , in which R′ each independently represents any one selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, and a halogenated alkyl group, and n represents an integer of 1 to 10; and Z 21 represents —O—or —S—, wherein R 511 to R 513 each independently represent any one selected from the group consisting of: a hydrogen atom;; a halogen atom; an electron donation group selected from the group consisting of an alkyl group, an allyl group, an aryl group, an amino group, a hydroxyl group, and an alkoxy group; and an electron withdrawing group selected from the group consisting of an alkyl sulfonyl group, an acyl group, a halogenated alkyl group, an aldehyde group, a nitro group, a nitroso group, and a nitrile group; and Z 51 is —O— or —S—, wherein the ion conductor further comprises a repeat unit represented by the following Formula 8: * Y—Z * Formula 8 wherein Y represents a divalent nitrogen-containing aromatic ring group; and Z represents —O— or —S—. 5. The ion conductor according to claim 4 , wherein the divalent nitrogen-containing aromatic ring group is a divalent group of nitrogen-containing aromatic ring compound selected from the group consisting of pyrrole, thiazole, isothiazole, oxazole, isooxazole, imidazole, imidazoline, imidazolidine, pyrazole, triazine, pyridine, pyrimidine, pyridazine, pyrazine, indole, quinoline, isoquinoline, tetrazole, tetrazine, triazole, carbazole, quinoxaline, quinazoline, indolizine, isoindole, indazole, phthalazine, naphthyridine, bipyridine, benzimidazole, imidazole, pyrrolidine, pyrroline, pyrazoline, pyrazolidine, piperidine, piperazine, and indoline. 6. A method for producing the ion conductor according to claim 1 , the method comprising: preparing a first oligomer for the first segment; preparing a second oligomer for the second segment; preparing a block copolymer with the first and second oligomers so that the block copolymer comprises the first and second segments; and sulfonating the first segment. 7. An ion exchange membrane comprising the ion conductor according to claim 1 . 8. The ion exchange membrane according to claim 7 , wherein the ion exchange membrane comprises: a porous support including nanofibers integrated in the form of a non-woven fabric including a plurality of pores; and the ion conductor filling pores of the porous support. 9. A membrane-electrode assembly comprising: an anode and a cathode facing each other; and the ion exchange membrane according to claim 7 disposed between the anode and the cathode. 10. A fuel cell comprising the membrane-electrode assembly according to claim 9 .
Manufacturing or production processes characterised by the final manufactured product · CPC title
based on macromolecular compounds obtained by reactions other than those involving carbon-to-carbon bonds, e.g. obtained by polycondensation · CPC title
Organic polymers · CPC title
Fuel cells · CPC title
(I) or (II) containing sulfur (as the sulfone group C08G75/23) · CPC title
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