CN117003917A - 亚苯基聚合物、方法及其用途 - Google Patents

亚苯基聚合物、方法及其用途 Download PDF

Info

Publication number
CN117003917A
CN117003917A CN202310989722.3A CN202310989722A CN117003917A CN 117003917 A CN117003917 A CN 117003917A CN 202310989722 A CN202310989722 A CN 202310989722A CN 117003917 A CN117003917 A CN 117003917A
Authority
CN
China
Prior art keywords
arylene
polymer
heteroarylene
aryl
heteroaryl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202310989722.3A
Other languages
English (en)
Chinese (zh)
Inventor
S·霍尔德克罗夫特
T·J·G·斯卡尔斯基
M·亚当斯基
B·布里顿
T·J·佩卡姆
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Simon Fraser University
Original Assignee
Simon Fraser University
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Simon Fraser University filed Critical Simon Fraser University
Publication of CN117003917A publication Critical patent/CN117003917A/zh
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/20Manufacture of shaped structures of ion-exchange resins
    • C08J5/22Films, membranes or diaphragms
    • C08J5/2206Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
    • C08J5/2218Synthetic macromolecular compounds
    • C08J5/2256Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions other than those involving carbon-to-carbon bonds, e.g. obtained by polycondensation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J39/00Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
    • B01J39/08Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
    • B01J39/16Organic material
    • B01J39/18Macromolecular compounds
    • B01J39/19Macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D69/00Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
    • B01D69/02Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor characterised by their properties
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D71/00Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06Organic material
    • B01D71/72Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, not provided for in a single one of the groups B01D71/46 - B01D71/70 and B01D71/701 - B01D71/702
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D71/00Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06Organic material
    • B01D71/76Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74
    • B01D71/82Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74 characterised by the presence of specified groups, e.g. introduced by chemical after-treatment
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J47/00Ion-exchange processes in general; Apparatus therefor
    • B01J47/12Ion-exchange processes in general; Apparatus therefor characterised by the use of ion-exchange material in the form of ribbons, filaments, fibres or sheets, e.g. membranes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/62Quaternary ammonium compounds
    • C07C211/63Quaternary ammonium compounds having quaternised nitrogen atoms bound to acyclic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/28Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/29Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings
    • C07C309/32Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings containing at least two non-condensed six-membered aromatic rings in the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/28Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/44Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing doubly-bound oxygen atoms bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F132/00Homopolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system
    • C08F132/02Homopolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having no condensed rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/02Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
    • C08G61/10Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aromatic carbon atoms, e.g. polyphenylenes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/20Manufacture of shaped structures of ion-exchange resins
    • C08J5/22Films, membranes or diaphragms
    • C08J5/2206Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
    • C08J5/2218Synthetic macromolecular compounds
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00Fuel cells; Manufacture thereof
    • H01M8/10Fuel cells with solid electrolytes
    • H01M8/1016Fuel cells with solid electrolytes characterised by the electrolyte material
    • H01M8/1018Polymeric electrolyte materials
    • H01M8/102Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
    • H01M8/1023Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having only carbon, e.g. polyarylenes, polystyrenes or polybutadiene-styrenes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2325/00Details relating to properties of membranes
    • B01D2325/42Ion-exchange membranes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/11Homopolymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/12Copolymers
    • C08G2261/126Copolymers block
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/14Side-groups
    • C08G2261/145Side-chains containing sulfur
    • C08G2261/1452Side-chains containing sulfur containing sulfonyl or sulfonate-groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/14Side-groups
    • C08G2261/148Side-chains having aromatic units
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/18Definition of the polymer structure conjugated
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/22Molecular weight
    • C08G2261/228Polymers, i.e. more than 10 repeat units
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/31Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/312Non-condensed aromatic systems, e.g. benzene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/40Polymerisation processes
    • C08G2261/46Diels-Alder reactions
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/50Physical properties
    • C08G2261/51Charge transport
    • C08G2261/516Charge transport ion-conductive
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/50Physical properties
    • C08G2261/59Stability
    • C08G2261/592Stability against heat
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/50Physical properties
    • C08G2261/59Stability
    • C08G2261/598Chemical stability
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2365/00Characterised by the use of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Derivatives of such polymers
    • C08J2365/02Polyphenylenes
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00Fuel cells; Manufacture thereof
    • H01M8/10Fuel cells with solid electrolytes
    • H01M2008/1095Fuel cells with polymeric electrolytes
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/30Hydrogen technology
    • Y02E60/50Fuel cells

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Manufacturing & Machinery (AREA)
  • Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Sustainable Development (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Sustainable Energy (AREA)
  • Electrochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Fuel Cell (AREA)
  • Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
CN202310989722.3A 2017-04-10 2018-04-10 亚苯基聚合物、方法及其用途 Pending CN117003917A (zh)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US201762483668P 2017-04-10 2017-04-10
US62/483668 2017-04-10
CN201880038468.6A CN110730774A (zh) 2017-04-10 2018-04-10 亚苯基聚合物、方法及其用途
PCT/CA2018/050436 WO2018187864A1 (en) 2017-04-10 2018-04-10 Polyphenylenes, methods, and uses thereof

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CN201880038468.6A Division CN110730774A (zh) 2017-04-10 2018-04-10 亚苯基聚合物、方法及其用途

Publications (1)

Publication Number Publication Date
CN117003917A true CN117003917A (zh) 2023-11-07

Family

ID=63792147

Family Applications (3)

Application Number Title Priority Date Filing Date
CN201880038468.6A Pending CN110730774A (zh) 2017-04-10 2018-04-10 亚苯基聚合物、方法及其用途
CN202310989955.3A Pending CN117003969A (zh) 2017-04-10 2018-04-10 亚苯基聚合物、方法及其用途
CN202310989722.3A Pending CN117003917A (zh) 2017-04-10 2018-04-10 亚苯基聚合物、方法及其用途

Family Applications Before (2)

Application Number Title Priority Date Filing Date
CN201880038468.6A Pending CN110730774A (zh) 2017-04-10 2018-04-10 亚苯基聚合物、方法及其用途
CN202310989955.3A Pending CN117003969A (zh) 2017-04-10 2018-04-10 亚苯基聚合物、方法及其用途

Country Status (7)

Country Link
US (3) US11802187B2 (enExample)
EP (1) EP3609865A4 (enExample)
JP (3) JP2020513054A (enExample)
CN (3) CN110730774A (enExample)
AU (1) AU2018250971B2 (enExample)
CA (1) CA3058791A1 (enExample)
WO (1) WO2018187864A1 (enExample)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3733732B1 (en) * 2017-12-28 2025-03-26 Nissan Chemical Corporation Polyphenylene compound
WO2022035501A1 (en) * 2020-08-14 2022-02-17 Nikola Corporation Systems, methods, and devices for cation-associating fuel cell components
CN114805757B (zh) * 2022-03-28 2023-05-05 中国科学院深圳先进技术研究院 磺化苯代聚苯基离聚物及其制备方法、质子交换膜
WO2023193105A1 (en) * 2022-04-05 2023-10-12 Simon Fraser University Branched and hyperbranched ionomeric polymers and uses thereof
KR20240171932A (ko) * 2023-05-30 2024-12-09 아이노머 이노베이션스, 인코포레이티드 이오노머 공중합체, 이의 방법, 및 용도
EP4485585A1 (de) 2023-06-28 2025-01-01 ionysis GmbH Herstellungsverfahren einer membran-elektroden-einheit unter verwendung einer adhäsivfolie zur formstabilisierung der polymermembran
WO2025038867A1 (en) 2023-08-17 2025-02-20 Compact Membrane Systems, Inc. Thin-film composite membranes incorporating a polyphenylene ionomer and separation processes therewith
DE102023122545A1 (de) 2023-08-23 2025-02-27 Technische Universität Chemnitz, Körperschaft des öffentlichen Rechts Neues aromatisches Copolymer, welches Sulfonat-substituierte Naphthalin-Wiederholeinheiten sowie aromatische Phenyl-, Biphenyl- oder Terphenyl-Wiederholeinheiten umfasst, dessen Herstellung und Verwendung
GB202312879D0 (en) 2023-08-23 2023-10-04 Johnson Matthey Hydrogen Technologies Ltd Hydrocarbon membrane
GB202312880D0 (en) 2023-08-23 2023-10-04 Johnson Matthey Hydrogen Technologies Ltd Hydrocarbon membrane
US20250163212A1 (en) * 2023-11-17 2025-05-22 Ionomr Innovations Inc. Method of making sulfonated polyphenylenes
EP4576277A1 (de) 2023-12-22 2025-06-25 ionysis GmbH Platin-legierungen in der anodenschicht von brennstoffzellen mit fluorfreien kohlenwasserstoff-ionomeren
DE102024115414A1 (de) 2024-06-03 2025-12-04 Ionysis Gmbh Polymerelektrolyt-Membran-Brennstoffzelle, Herstellungsverfahren für eine Diffusionsschicht, Diffusionsschicht und Verwendung einer Diffusionsschicht
DE202024102900U1 (de) 2024-06-03 2024-08-19 Ionysis Gmbh Polymerelektrolyt-Membran-Brennstoffzelle und Diffusionsschicht
CN119859249B (zh) * 2025-01-21 2025-11-18 河南大学 一种燃料电池用无规共聚磺化苯代聚苯基离聚物材料及其制备方法

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1860134A (zh) * 2003-09-26 2006-11-08 3M创新有限公司 聚合反应用的引发剂体系中的芳基亚磺酸盐
US7301002B1 (en) * 2003-10-14 2007-11-27 Sandia Corporation Sulfonated polyphenylene polymers
US20090264544A1 (en) * 2008-04-17 2009-10-22 Energy Materials Corporation Polyarylene polymers and ion conducting functionalized polyarylene polymers resulting from pairing bis-diene arylenes and bis-dienophile arylenes via a diels-alder reaction
WO2009134227A1 (en) * 2008-05-02 2009-11-05 Energy Materials Corporation Pol yarylene polymers resulting from diels-alder reaction
US8110636B1 (en) * 2009-04-17 2012-02-07 Sandia Corporation Multi-block sulfonated poly(phenylene) copolymer proton exchange membranes
US9580541B1 (en) * 2014-11-05 2017-02-28 Sandia Corporation High performance, durable polymers including poly(phenylene)

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL267363A (enExample) 1960-07-23
KR100411465B1 (ko) * 2001-10-26 2003-12-18 한국과학기술연구원 폴리페닐렌을 갖는 플로렌계 화합물, 그 중합체 및 이들을포함하는 el 소자
JP2005232211A (ja) * 2004-02-17 2005-09-02 Chisso Corp 架橋ポリフェニレン、その薄膜および薄膜の形成方法
JP4565879B2 (ja) 2004-04-19 2010-10-20 ルネサスエレクトロニクス株式会社 半導体装置
KR100612873B1 (ko) 2004-11-20 2006-08-14 삼성에스디아이 주식회사 금속 촉매와 전극의 제조방법
JP2009087687A (ja) 2007-09-28 2009-04-23 Sanyo Chem Ind Ltd ガス電極
WO2011046661A1 (en) 2009-07-24 2011-04-21 The Regents Of The University Of Colorado, A Body Corporate Imidazolium-based room-temperature ionic liquids, polymers monomers and membranes incorporating same
JP2012128142A (ja) 2010-12-15 2012-07-05 Konica Minolta Business Technologies Inc トナーの製造方法およびトナー
US9263524B2 (en) 2011-04-05 2016-02-16 The Board Of Trustees Of The Leland Stanford Junior University Semiconductor materials, apparatuses and methods
KR101293196B1 (ko) 2011-04-11 2013-08-05 한국과학기술연구원 폴리벤즈이미다졸리움 및 폴리벤즈이미다졸리움 기반 고체 전해질
WO2013149328A1 (en) 2012-04-04 2013-10-10 Simon Fraser University Anion-conducting polymer
WO2014012188A1 (en) 2012-07-20 2014-01-23 Zhongwei Chen Highly ion-conductive nano-engineered porous electrolytic composite membrane for alkaline electrochemical energy systems
US9394303B2 (en) 2014-04-04 2016-07-19 The Regents Of The University Of Michigan Small molecule inhibitors of MCL-1 and uses thereof
PL3131951T3 (pl) 2014-04-15 2019-01-31 Simon Fraser University Polimery jonowe trwałe w obecności wodorotlenku
KR20150122535A (ko) 2014-04-23 2015-11-02 한국과학기술연구원 디벤질화 폴리벤지이미다졸계 고분자 및 그 제조 방법
CA2933312C (en) 2015-02-23 2017-02-07 Nigel Andrew Shaw A device for enhancing and/or maintaining a penile erection

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1860134A (zh) * 2003-09-26 2006-11-08 3M创新有限公司 聚合反应用的引发剂体系中的芳基亚磺酸盐
US7301002B1 (en) * 2003-10-14 2007-11-27 Sandia Corporation Sulfonated polyphenylene polymers
US20090264544A1 (en) * 2008-04-17 2009-10-22 Energy Materials Corporation Polyarylene polymers and ion conducting functionalized polyarylene polymers resulting from pairing bis-diene arylenes and bis-dienophile arylenes via a diels-alder reaction
WO2009134227A1 (en) * 2008-05-02 2009-11-05 Energy Materials Corporation Pol yarylene polymers resulting from diels-alder reaction
US8110636B1 (en) * 2009-04-17 2012-02-07 Sandia Corporation Multi-block sulfonated poly(phenylene) copolymer proton exchange membranes
US9580541B1 (en) * 2014-11-05 2017-02-28 Sandia Corporation High performance, durable polymers including poly(phenylene)

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
THOMAS J. G SKALSKI 等: "Structiirally-Defi ned. Sulfo-Phenvlated. Oligophenvlenes and Polyphenylenes", J. AM. CHEM. SOC., vol. 137, 21 September 2015 (2015-09-21), pages 12223 *
YOUNGDON LIM 等: "Synthesis and properties of sulfonated poly(phenylene sulfone)s without ether linkage by Diels - Alder reaction for PEMFC application", ELECTROCHIMICA ACTA, vol. 119, 16 December 2013 (2013-12-16), pages 16 - 23 *

Also Published As

Publication number Publication date
US20200362129A1 (en) 2020-11-19
AU2018250971B2 (en) 2022-08-25
US12084554B2 (en) 2024-09-10
EP3609865A4 (en) 2021-01-20
US11802187B2 (en) 2023-10-31
JP2023116555A (ja) 2023-08-22
US11970590B2 (en) 2024-04-30
CN110730774A (zh) 2020-01-24
US20230159716A1 (en) 2023-05-25
JP2025108411A (ja) 2025-07-23
JP2020513054A (ja) 2020-04-30
AU2018250971A1 (en) 2019-10-17
CN117003969A (zh) 2023-11-07
WO2018187864A1 (en) 2018-10-18
EP3609865A1 (en) 2020-02-19
CA3058791A1 (en) 2018-10-18
JP7651201B2 (ja) 2025-03-26
US20240117132A1 (en) 2024-04-11

Similar Documents

Publication Publication Date Title
JP7651201B2 (ja) ポリフェニレン、並びにこれらの製造方法及び使用
Lim et al. Anion exchange membranes and ionomer properties of a polyfluorene-based polymer with alkyl spacers for water electrolysis
Ahmed et al. Comparative study of sulfonated branched and linear poly (phenylene) s polymer electrolyte membranes for fuel cells
Pang et al. Fluorinated poly (arylene ether ketone) containing pendent hexasulfophenyl for proton exchange membrane
Peressin et al. Structure–property relationships in sterically congested proton-conducting poly (phenylene) s: the impact of biphenyl linearity
CN114929775A (zh) 新的基于聚芴的离聚物、阴离子交换膜和用于制备其的方法
Lim et al. Synthesis and properties of sulfonated poly (phenylene sulfone) s without ether linkage by Diels–Alder reaction for PEMFC application
Han et al. Considerations of the morphology in the design of proton exchange membranes: Cross-linked sulfonated poly (ether ether ketone) s using a new carboxyl-terminated benzimidazole as the cross-linker for PEMFCs
Lim et al. Sulfonated poly (ether sulfone) electrolytes structured with mesonaphthobifluorene graphene moiety for PEMFC
Hu et al. Cross‐linked polymer electrolyte membrane based on a highly branched sulfonated polyimide with improved electrochemical properties for fuel cell applications
KR102022676B1 (ko) 비수계 바나듐 레독스 흐름전지용 거대 사이즈의 이온 채널을 가진 음이온 교환막 및 이의 제조방법
CN108400347B (zh) 一种交联型聚苯并咪唑质子交换膜的制备方法
Yin et al. Enhancement in proton conductivity by blending poly (polyoxometalate)-b-poly (hexanoic acid) block copolymers with sulfonated polysulfone
Dong et al. Synthesis and properties of sulfonated poly (phosphazene)‐graft‐poly (styrene‐co‐N‐benzylmaleimide) copolymers via atom transfer radical polymerization for proton exchange membrane
Jin et al. Synthesis and Characterization of Poly (5’‐hexyloxy‐1’, 4‐biphenyl)‐b‐poly (2’, 4’‐bispropoxysulfonate‐1’, 4‐biphenyl) with High Ion Exchange Capacity for Proton Exchange Membrane Fuel Cell Applications
US20230348659A1 (en) Branched and hyperbranched ionomeric polymers and uses thereof
CN108373545B (zh) 一种环烯烃-聚苯并咪唑交联型复合膜及其在燃料电池中的应用
US20050031928A1 (en) Copolymer and the use of the copolymer
JP5765760B2 (ja) πスタックを形成したイオン伝導性を有する高分子電解質とこれを用いた高分子電解質膜、膜電極接合体および燃料電池
Seo et al. Phosphoric acid doped sulfonated poly (tetra phenyl isoquinoline ether sulfone) copolymers for high temperature proton exchange membrane potential application
Adamski Synthetic design and development of proton conducting polyphenylenes for electrochemical energy conversion devices
Xue et al. Positional Engineering of Ionic Side Chains Enhances π-π Stacking in Poly (m-Terphenylene Alkylene) Anion Exchange Membranes to Address the Conductivity-Stability Tradeoff
Moh Enhancing materials for fuel cells and organic solar cells through molecular design
CN120923742A (zh) 磺化聚苯撑-b-聚酰亚胺、质子交换膜、制备方法及应用
Dong Polyphenylene sulfonic acids as proton exchange membranes for fuel cells

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination