公开(公告)号：US12276035B2

公开(公告)日：2025-04-15

申请号：US17407225

申请日：2021-08-20

Applicant: AGC Inc.

Inventor： Takumi Okuyama ,  Takeshi Hirai

IPC: C25B13/08 ,  C25B1/04 ,  C25B9/23

Abstract: To provide a polymer electrolyte membrane which can be applied to a polymer electrolyte water electrolyzer, and is capable of producing a polymer electrolyte water electrolyzer having a low electrolytic voltage and excellent in hydrogen gas recovery efficiency, as well as a membrane electrode assembly and a polymer electrolyte water electrolyzer obtainable by using it.
The polymer electrolyte membrane of the present invention contains a polymer electrolyte, of which the hydrogen gas permeation coefficient under the conditions of a temperature of 80° C. and a relative humidity of 10%, is at most 2.4×10−9 cm3·cm/(s·cm2·cmHg), wherein the membrane resistance value under the conditions of a temperature of 80° C. and a relative humidity of 50%, is from 50 to 150 mΩ·cm2.

公开(公告)号：US12018106B2

公开(公告)日：2024-06-25

申请号：US17725459

申请日：2022-04-20

Applicant: AGC INC.

Inventor： Takeshi Hirai ,  Susumu Saito ,  Hiroyuki Watabe

IPC: H01M8/1004 ,  C08F216/14 ,  C08K3/04 ,  C08K3/08 ,  C08K3/22 ,  H01M8/1039 ,  H01M8/1072 ,  H01M8/10

CPC classification number: C08F216/1475 ,  C08K3/04 ,  C08K3/08 ,  C08K3/22 ,  H01M8/1004 ,  H01M8/1039 ,  H01M8/1072 ,  C08K2003/2244 ,  H01M2008/1095

Abstract: The present invention provides a fluoropolymer containing fluorosulfonyl groups capable of forming a polymer electrolyte membrane with high conductivity and hot water resistance, a method for its production, a fluoropolymer containing acid-form sulfonic acid groups and a method for its production, a polymer electrolyte membrane, a membrane-electrode assembly and a polymer electrolyte fuel cell. The method for producing a fluoropolymer containing fluorosulfonyl groups of the present invention comprises copolymerizing a monomer m1 (CF2═CFCF2O-Q1-SO2F) and TFE in a reactor at a temperature of from 150 to 200° C. in the presence of a radical polymerization initiator, wherein the radical polymerization initiator is continuously or sequentially added into the reactor so that the concentration of the radical polymerization initiator is kept to at most 2.5 mass ppm of the initial feed of the monomer m1 present in the reactor before initiation of the copolymerization during the copolymerization, and the molar ratio of the total feed of the monomer m1 to the total feed of tetrafluoroethylene is from 1.5 to 20.

公开(公告)号：US12098226B2

公开(公告)日：2024-09-24

申请号：US17351717

申请日：2021-06-18

Applicant: AGC Inc.

Inventor： Takeshi Hirai ,  Daisuke Jomuta ,  Chikaya Tamitsuji ,  Takumi Okuyama

IPC: C08F214/26 ,  B29C48/00 ,  B29K27/12 ,  B29L31/00 ,  C08J5/18 ,  C08J5/22 ,  C08J5/24 ,  H01M8/10 ,  H01M8/1004

CPC classification number: C08F214/26 ,  B29C48/022 ,  C08J5/18 ,  C08J5/2237 ,  C08J5/243 ,  H01M8/1004 ,  B29K2027/12 ,  B29L2031/755 ,  C08J2327/18 ,  H01M2008/1095 ,  H01M2300/0082

Abstract: To provide a polymer wherein a linking group that connects the main chain of the polymer and a cyclic perfluoroaliphatic disulfonimide skeleton, is a fluoroalkylene group which may have an ether oxygen atom. A polymer which has either one or both of units represented by formula u1-1 and units represented by formula u1-2:




RF1, RF2: a C1-3 perfluoroalkylene group; RF3: a C1-6 perfluoroalkylene group; m: 0 or 1; and X: a hydrogen atom, an alkali metal atom, a fluorine atom, an alkyl group, ammonium or the like.

公开(公告)号：US12187821B2

公开(公告)日：2025-01-07

申请号：US17505679

申请日：2021-10-20

Applicant: AGC Inc.

Inventor： Takeshi Hirai ,  Daisuke Jomuta ,  Chikaya Tamitsuji

IPC: C08F214/26 ,  B01D67/00 ,  B01D69/02 ,  B01D71/32 ,  B01D71/36 ,  B01D71/82 ,  B01J39/20 ,  C07C303/22 ,  C07C309/80 ,  C07C309/82 ,  C08F8/12 ,  C08F14/26 ,  C08F16/24 ,  C08F16/30 ,  C08F216/14 ,  C08J5/22 ,  C08L27/22 ,  C25B1/02 ,  C25B1/04 ,  C25B1/46 ,  C25B13/08 ,  H01B1/12 ,  H01M4/86 ,  H01M8/10 ,  H01M8/1004 ,  H01M8/1007 ,  H01M8/1023 ,  H01M8/1039 ,  H01M8/18 ,  H01M10/0565 ,  H01M50/411 ,  B01D69/14

Abstract: A method for producing a fluorosulfonyl group-containing compound to obtain a compound represented by the following formula 5 from a compound represented by the following formula 1 as a starting material and a method for producing a fluorosulfonyl group-containing monomer in which the fluorosulfonyl group-containing compound is used: wherein R1 and R2 are a C1-3 alkylene group, and RF1 and RF2 are a C1-3 perfluoroalkylene group.

公开(公告)号：US11840589B2

公开(公告)日：2023-12-12

申请号：US17331912

申请日：2021-05-27

Applicant: AGC Inc.

Inventor： Takeshi Hirai ,  Daisuke Jomuta ,  Chikaya Tamitsuji

IPC: C08F214/26 ,  C08F216/14 ,  C25B9/23 ,  C25B1/04 ,  C25B13/08 ,  H01M8/1004 ,  H01M8/1023 ,  H01M8/1067 ,  H01B1/12 ,  H01M8/1039 ,  H01M8/1058 ,  H01M8/10

CPC classification number: C08F214/262 ,  C08F216/1475 ,  C25B1/04 ,  C25B9/23 ,  C25B13/08 ,  H01B1/12 ,  H01M8/1004 ,  H01M8/1023 ,  H01M8/1039 ,  H01M8/1058 ,  H01M8/1067 ,  H01M2008/1095

Abstract: To provide a perfluoropolymer capable of producing an electrolyte membrane excellent in mechanical strength in high temperature environments; as well as a liquid composition, polymer electrolyte membrane, membrane electrode assembly and polymer electrolyte water electrolyzer, obtainable by using the perfluoropolymer.
The perfluoropolymer of the present invention contains perfluoromonomer units, does not substantially contain units having a halogen atom other than a fluorine atom, does not substantially contain units having a ring structure, and has acid-type sulfonic acid groups, wherein the perfluoromonomer units contain at least one type of units A selected from the group consisting of perfluorovinyl ether units and perfluoroallyl ether units; the ion exchange capacity is from 0.9 to 1.4 milliequivalent/gram dry resin; and the storage modulus at 120° C. is at least 100 MPa.

公开(公告)号：US11242420B2

公开(公告)日：2022-02-08

申请号：US16801222

申请日：2020-02-26

Applicant: AGC Inc.

Inventor： Takeshi Hirai ,  Daisuke Jomuta ,  Chikaya Tamitsuji

IPC: C07C303/22 ,  C07C309/80 ,  C07C309/82 ,  C08F14/26 ,  C08F8/12 ,  C08L27/22 ,  H01M8/1004

Abstract: A method for producing a fluorosulfonyl group-containing compound to obtain a compound represented by the following formula 5 from a compound represented by the following formula 1 as a starting material and a method for producing a fluorosulfonyl group-containing monomer in which the fluorosulfonyl group-containing compound is used: wherein R1 and R2 are a C1-3 alkylene group, and RF1 and RF2 are a C1-3 perfluoroalkylene group.

公开(公告)号：US12162966B2

公开(公告)日：2024-12-10

申请号：US17407236

申请日：2021-08-20

Applicant: AGC Inc.

Inventor： Takeshi Hirai ,  Hiroyuki Watabe ,  Susumu Saito

IPC: C08F14/26 ,  C08F8/12 ,  H01M8/1004 ,  H01M8/18 ,  H01M50/414 ,  H01M50/449 ,  H01M50/497

Abstract: To provide a sulfonic acid group-containing polymer which is capable of forming a low hydrogen permeable membrane, which shows a high ion exchange capacity, and which shows a proper softening temperature. The sulfonic acid group-containing polymer has units u1 represented by the following formula u1, units u2 represented by the following formula u2, and units u3 based on tetrafluoroethylene, in the formula u1, RF1 and RF2 are each independently a C1-3 perfluoroalkylene group, and Z+ is a hydrogen ion, a metal ion, or an ammonium ion, —[CF2—CF(CF2O—Rf1)]—  Formula u2 in the formula u2, Rf1 is a perfluoroalkyl group which may contain a SO3−Z+ group and/or an etheric oxygen atom.

公开(公告)号：US20240141079A1

公开(公告)日：2024-05-02

申请号：US18395974

申请日：2023-12-26

Applicant: AGC INC.

Inventor： Takeshi SHIONO ,  Takeshi Hirai

IPC: C08F14/18 ,  C08J5/22

CPC classification number: C08F14/185 ,  C08J5/2225 ,  C08J2327/12

Abstract: To provide a method for producing a perfluorinated compound, capable of easily producing a perfluorinated compound from which a high molecular weight polymer can be produced by a polymerization reaction, and a method for producing a fluorinated polymer using it.
A method for producing a perfluorinated compound, which comprises step A of reacting a perfluoroalkoxide salt with a perfluoroallylating agent to obtain a crude product A containing a perfluoroallyl ether compound, or step B of subjecting a chlorofluorocarbon compound to dechlorination reaction to obtain a crude product B containing a perfluorinated α-olefin compound, to obtain a crude product X which is either the crude product A or the crude product B, and



mixing the crude product X with a radical source to bring radicals generated by the radical source and the crude product X into contact with each other to obtain a crude product Y containing a perfluorinated compound which is either the perfluoroallyl ether compound or the perfluorinated α-olefin compound.

公开(公告)号：US20210391590A1

公开(公告)日：2021-12-16

申请号：US17407231

申请日：2021-08-20

Applicant: AGC Inc.

Inventor： Takumi Okuyama ,  Takeshi Hirai

IPC: H01M8/1039 ,  C08F216/14 ,  H01M8/1004 ,  H01M8/1023

Abstract: To provide a polymer electrolyte membrane capable of producing a polymer electrolyte fuel cell excellent in power generation characteristics and excellent in hydrogen gas utilization efficiency, as well as a membrane electrode assembly and a polymer electrolyte fuel cell obtainable by using it.
The polymer electrolyte membrane of the present invention comprises a polymer electrolyte, of which the hydrogen gas permeation coefficient under the conditions of a temperature of 80° C. and a relative humidity of 10% is at most 2.4×10−9 cm3·cm/(s·cm2·cmHg) and has a membrane thickness of from 7 to 20 μm.

公开(公告)号：US11996595B2

公开(公告)日：2024-05-28

申请号：US17407231

申请日：2021-08-20

Applicant: AGC Inc.

Inventor： Takumi Okuyama ,  Takeshi Hirai

IPC: H01M8/1039 ,  C08F216/14 ,  H01M8/1004 ,  H01M8/1023 ,  H01M8/10

CPC classification number: H01M8/1039 ,  C08F216/1475 ,  H01M8/1004 ,  H01M8/1023 ,  C08F2800/20 ,  H01M2008/1095 ,  H01M2300/0082

Abstract: To provide a polymer electrolyte membrane capable of producing a polymer electrolyte fuel cell excellent in power generation characteristics and excellent in hydrogen gas utilization efficiency, as well as a membrane electrode assembly and a polymer electrolyte fuel cell obtainable by using it.
The polymer electrolyte membrane of the present invention comprises a polymer electrolyte, of which the hydrogen gas permeation coefficient under the conditions of a temperature of 80° C. and a relative humidity of 10% is at most 2.4×10−9 cm3·cm/(s·cm2·cmHg) and has a membrane thickness of from 7 to 20 μm.