WO2017181294A1 - Liant copolymérique - Google Patents

Liant copolymérique Download PDF

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Publication number
WO2017181294A1
WO2017181294A1 PCT/CA2017/050505 CA2017050505W WO2017181294A1 WO 2017181294 A1 WO2017181294 A1 WO 2017181294A1 CA 2017050505 W CA2017050505 W CA 2017050505W WO 2017181294 A1 WO2017181294 A1 WO 2017181294A1
Authority
WO
WIPO (PCT)
Prior art keywords
monomer
copolymer
electrode
suspension
binder
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.)
Ceased
Application number
PCT/CA2017/050505
Other languages
English (en)
French (fr)
Inventor
Jean-Christophe Daigle
Karim Zaghib
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.)
Hydro Quebec
Original Assignee
Hydro Quebec
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
Priority claimed from CA2928121A external-priority patent/CA2928121A1/fr
Priority claimed from CA2928216A external-priority patent/CA2928216A1/fr
Priority to CA3020192A priority Critical patent/CA3020192A1/fr
Application filed by Hydro Quebec filed Critical Hydro Quebec
Priority to KR1020187033741A priority patent/KR102335809B1/ko
Priority to US16/094,687 priority patent/US10964948B2/en
Priority to JP2018553389A priority patent/JP7145759B2/ja
Priority to CN201780024620.0A priority patent/CN109071739B/zh
Priority to EP17785216.7A priority patent/EP3445794A4/fr
Publication of WO2017181294A1 publication Critical patent/WO2017181294A1/fr
Anticipated expiration legal-status Critical
Priority to US17/167,478 priority patent/US11652209B2/en
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/62—Selection of inactive substances as ingredients for active masses, e.g. binders, fillers
    • H01M4/621—Binders
    • H01M4/622—Binders being polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons
    • C08F212/08—Styrene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons
    • C08F212/08—Styrene
    • C08F212/10—Styrene with nitriles
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F216/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C08F216/12—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
    • C08F216/14—Monomers containing only one unsaturated aliphatic radical
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/285—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety
    • C08F220/286—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety and containing polyethylene oxide in the alcohol moiety, e.g. methoxy polyethylene glycol (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52—Amides or imides
    • C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M10/00—Secondary cells; Manufacture thereof
    • H01M10/05—Accumulators with non-aqueous electrolyte
    • H01M10/052—Li-accumulators
    • H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/04—Processes of manufacture in general
    • H01M4/0402—Methods of deposition of the material
    • H01M4/0404—Methods of deposition of the material by coating on electrode collectors
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/13—Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/13—Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof
    • H01M4/139—Processes of manufacture
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/64—Carriers or collectors
    • H01M4/66—Selection of materials
    • H01M4/661—Metal or alloys, e.g. alloy coatings
    • H01M4/662—Alloys
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/10—Energy storage using batteries

Definitions

  • a, b, c and d respectively represent said molar ratios a, b, c, and d.
  • Figure 6 shows the capacity of half-cells A) 1a, 1b, 2a and 2b and B) 3, 4 and 5 during 200 cycles of charging / discharging.
  • Figure 8 shows the capacity of the half batteries 1 b, 2b and reference (PVDF) during 100 cycles of charging / discharging at different discharge rate (+ C / 4 -1C; + C / 4 -3C - + C / 4 -4 C and + C / 4 -1 C).
  • the monomer B may be, for example:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Electrochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Battery Electrode And Active Subsutance (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Secondary Cells (AREA)
PCT/CA2017/050505 2016-04-22 2017-04-24 Liant copolymérique Ceased WO2017181294A1 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
EP17785216.7A EP3445794A4 (fr) 2016-04-22 2017-04-24 Liant copolymérique
CN201780024620.0A CN109071739B (zh) 2016-04-22 2017-04-24 共聚物粘合剂
CA3020192A CA3020192A1 (fr) 2016-04-22 2017-04-24 Liant copolymerique
KR1020187033741A KR102335809B1 (ko) 2016-04-22 2017-04-24 공중합체 결합제
US16/094,687 US10964948B2 (en) 2016-04-22 2017-04-24 Copolymer binder
JP2018553389A JP7145759B2 (ja) 2016-04-22 2017-04-24 コポリマーバインダー
US17/167,478 US11652209B2 (en) 2016-04-22 2021-02-04 Copolymer binder

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CA2928121A CA2928121A1 (fr) 2016-04-22 2016-04-22 Liant copolymerique
CA2,928,121 2016-04-22
CA2928216A CA2928216A1 (fr) 2016-04-26 2016-04-26 Liant copolymerique
CA2,928,216 2016-04-26

Related Child Applications (2)

Application Number Title Priority Date Filing Date
US16/094,687 A-371-Of-International US10964948B2 (en) 2016-04-22 2017-04-24 Copolymer binder
US17/167,478 Continuation US11652209B2 (en) 2016-04-22 2021-02-04 Copolymer binder

Publications (1)

Publication Number Publication Date
WO2017181294A1 true WO2017181294A1 (fr) 2017-10-26

Family

ID=60115505

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CA2017/050505 Ceased WO2017181294A1 (fr) 2016-04-22 2017-04-24 Liant copolymérique

Country Status (7)

Country Link
US (2) US10964948B2 (https=)
EP (1) EP3445794A4 (https=)
JP (1) JP7145759B2 (https=)
KR (1) KR102335809B1 (https=)
CN (1) CN109071739B (https=)
CA (1) CA3020192A1 (https=)
WO (1) WO2017181294A1 (https=)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3533813A4 (en) * 2016-10-31 2019-10-30 LG Chem, Ltd. GEL POLYMER ELECTROLYTE, PROCESS FOR PREPARING A POLYMER ELECTROLYTE AND ELECTROCHROMIC DEVICE THEREWITH
US20200235373A1 (en) * 2017-08-31 2020-07-23 Zeon Corporation Composition for electrochemical device functional layer, functional layer for electrochemical device, and electrochemical device

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KR102754060B1 (ko) * 2019-05-17 2025-01-14 주식회사 엘지에너지솔루션 도전재 복합체 및 그 제조 방법
CN112349906B (zh) * 2019-08-08 2021-11-09 浙江大学 粘结剂和包含其的可充电电池
KR102339250B1 (ko) * 2020-04-27 2021-12-14 연세대학교 산학협력단 공중합체, 이를 포함하는 고분자막, 상기 고분자막을 포함하는 기체 분리막, 상기 공중합체의 제조방법 및 상기 기체 분리막의 제조방법
US20230142072A1 (en) * 2020-06-17 2023-05-11 Grst International Limited Slurry composition for flexible electrode in secondary battery
CN113937288B (zh) * 2020-06-29 2023-04-18 珠海冠宇电池股份有限公司 一种正极极片及含该正极极片的二次电池
CN113937287B (zh) * 2020-06-29 2023-04-18 珠海冠宇电池股份有限公司 一种负极极片及含该负极极片的二次电池
CN113937250B (zh) * 2020-06-29 2022-08-30 珠海冠宇电池股份有限公司 一种正极极片及含该正极极片的固态电池
WO2022060148A1 (ko) * 2020-09-21 2022-03-24 주식회사 엘지화학 이차 전지 음극용 바인더, 이차 전지 음극 및 이차 전지
CN115084434B (zh) * 2021-03-15 2024-07-16 珠海冠宇电池股份有限公司 一种负极极片及含该负极极片的锂离子电池
KR20240007938A (ko) * 2021-05-14 2024-01-17 알케마 인코포레이티드 음극용 결합제 조성물
CN115403703B (zh) * 2022-09-29 2024-05-03 辽宁凯莱英医药化学有限公司 固定化4,5-二氰基咪唑、其制备方法及应用
KR102930260B1 (ko) 2022-11-14 2026-02-24 주식회사 한솔케미칼 공중합체를 포함하는 분산제, 상기 분산제를 포함하는 이차전지용 양극, 및 상기 양극을 포함하는 이차전지

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3533813A4 (en) * 2016-10-31 2019-10-30 LG Chem, Ltd. GEL POLYMER ELECTROLYTE, PROCESS FOR PREPARING A POLYMER ELECTROLYTE AND ELECTROCHROMIC DEVICE THEREWITH
US11072689B2 (en) 2016-10-31 2021-07-27 Lg Chem, Ltd. Gel polymer electrolyte, electrochromic device comprising the same and production method thereof
US20200235373A1 (en) * 2017-08-31 2020-07-23 Zeon Corporation Composition for electrochemical device functional layer, functional layer for electrochemical device, and electrochemical device
US11721798B2 (en) * 2017-08-31 2023-08-08 Zeon Corporation Composition for electrochemical device functional layer, functional layer for electrochemical device, and electrochemical device

Also Published As

Publication number Publication date
JP7145759B2 (ja) 2022-10-03
KR102335809B1 (ko) 2021-12-08
US20190386310A1 (en) 2019-12-19
JP2019513869A (ja) 2019-05-30
EP3445794A4 (fr) 2019-09-11
KR20180136997A (ko) 2018-12-26
US20210159504A1 (en) 2021-05-27
US10964948B2 (en) 2021-03-30
CN109071739A (zh) 2018-12-21
CN109071739B (zh) 2021-08-13
CA3020192A1 (fr) 2017-10-26
US11652209B2 (en) 2023-05-16
EP3445794A1 (fr) 2019-02-27

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