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WO2008136436A1 - 撥水撥油剤組成物、その製造方法および物品 - Google Patents

撥水撥油剤組成物、その製造方法および物品 Download PDF

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Publication number
WO2008136436A1
WO2008136436A1 PCT/JP2008/058128 JP2008058128W WO2008136436A1 WO 2008136436 A1 WO2008136436 A1 WO 2008136436A1 JP 2008058128 W JP2008058128 W JP 2008058128W WO 2008136436 A1 WO2008136436 A1 WO 2008136436A1
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WO
WIPO (PCT)
Prior art keywords
repellant
monomer
oil
water
unit derived
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/JP2008/058128
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English (en)
French (fr)
Inventor
Minako Shimada
Kazunori Sugiyama
Yuichi Ohmori
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.)
AGC Inc
Original Assignee
Asahi Glass Co Ltd
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 Asahi Glass Co Ltd filed Critical Asahi Glass Co Ltd
Priority to ES08752162.1T priority Critical patent/ES2564980T3/es
Priority to JP2009512997A priority patent/JP5585078B2/ja
Priority to EP08752162.1A priority patent/EP2141213B1/en
Priority to KR1020097016374A priority patent/KR101441716B1/ko
Priority to CA002681820A priority patent/CA2681820A1/en
Publication of WO2008136436A1 publication Critical patent/WO2008136436A1/ja
Priority to US12/570,893 priority patent/US8703864B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
    • 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
    • C08F214/00—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 a halogen
    • C08F214/18—Monomers containing fluorine
    • 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
    • C08F220/22—Esters containing halogen
    • C08F220/24—Esters containing halogen containing perhaloalkyl radicals
    • 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
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/244—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of halogenated hydrocarbons
    • D06M15/248—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of halogenated hydrocarbons containing chlorine
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/244—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of halogenated hydrocarbons
    • D06M15/256—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of halogenated hydrocarbons containing fluorine
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • 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
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1818—C13or longer chain (meth)acrylate, e.g. stearyl (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
    • C08F220/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/10—Repellency against liquids
    • D06M2200/11—Oleophobic properties
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/10—Repellency against liquids
    • D06M2200/12—Hydrophobic properties

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Combustion & Propulsion (AREA)
  • Materials Engineering (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

　撥水撥油性を付与でき、かつ耐久性（洗濯耐久性および豪雨耐久性）に優れる撥水撥油剤組成物、その製造方法および撥水撥油性を有し、かつ洗濯および豪雨による撥水撥油性の低下が少ない物品を提供する。 　単量体（ａ）に基づく重合単位と単量体（ｂ）に基づく重合単位とを有する共重合体を含み、単量体（ｂ）に基づく重合単位の割合が単量体（ａ）に基づく重合単位と単量体（ｂ）に基づく重合単位との合計のうち３０～８０モル％である撥水撥油剤組成物。単量体（ａ）：（Ｚ－Ｙ）ｎＸで表される化合物。Ｚは炭素数が１～６のパーフルオロアルキル基等、Ｙは２価有機基等、ｎは１または２、Ｘは重合性不飽和基である。単量体（ｂ）：ポリフルオロアルキル基を有さず、炭素数が２０～３０のアルキル基を有する（メタ）アクリレート。
PCT/JP2008/058128 2007-04-27 2008-04-25 撥水撥油剤組成物、その製造方法および物品 Ceased WO2008136436A1 (ja)

Priority Applications (6)

Application Number Priority Date Filing Date Title
ES08752162.1T ES2564980T3 (es) 2007-04-27 2008-04-25 Composición hidrófuga/oleófuga, método para la producción de la misma y artículo
JP2009512997A JP5585078B2 (ja) 2007-04-27 2008-04-25 撥水撥油剤組成物、その製造方法および物品
EP08752162.1A EP2141213B1 (en) 2007-04-27 2008-04-25 Water-repellant/oil-repellant composition, method for production thereof, and article
KR1020097016374A KR101441716B1 (ko) 2007-04-27 2008-04-25 발수 발유제 조성물, 그 제조 방법 및 물품
CA002681820A CA2681820A1 (en) 2007-04-27 2008-04-25 Water/oil repellent composition, method for production thereof, and article
US12/570,893 US8703864B2 (en) 2007-04-27 2009-09-30 Water/oil repellent composition, method for production thereof, and article

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-120229 2007-04-27
JP2007120229 2007-04-27

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US12/570,893 Continuation US8703864B2 (en) 2007-04-27 2009-09-30 Water/oil repellent composition, method for production thereof, and article

Publications (1)

Publication Number Publication Date
WO2008136436A1 true WO2008136436A1 (ja) 2008-11-13

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Country Link
US (1) US8703864B2 (ja)
EP (1) EP2141213B1 (ja)
JP (1) JP5585078B2 (ja)
KR (1) KR101441716B1 (ja)
CN (1) CN101668827A (ja)
CA (1) CA2681820A1 (ja)
ES (1) ES2564980T3 (ja)
TW (1) TWI431105B (ja)
WO (1) WO2008136436A1 (ja)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009113589A1 (ja) * 2008-03-12 2009-09-17 旭硝子株式会社 共重合体およびその製造方法
JP2010132844A (ja) * 2008-12-08 2010-06-17 Asahi Glass Co Ltd ウレタン／尿素化合物、その製造方法および撥水剤組成物
WO2011001650A1 (ja) * 2009-07-03 2011-01-06 Ａｇｃセイミケミカル株式会社 水性樹脂エマルジョンおよびフロアポリッシュ組成物
WO2012020806A1 (ja) * 2010-08-11 2012-02-16 旭硝子株式会社 撥水撥油剤組成物および物品
EP2351807A4 (en) * 2008-10-24 2012-03-28 Asahi Glass Co Ltd HYDRO- AND OLEOPHOBIERMITTEL AND MANUFACTURING METHOD THEREFOR
CN102666773A (zh) * 2009-12-25 2012-09-12 旭硝子株式会社 拒水拒油剂组合物、其制造方法及物品的处理方法
JPWO2011099534A1 (ja) * 2010-02-15 2013-06-13 旭硝子株式会社 剥離剤組成物
US8975348B2 (en) 2010-02-12 2015-03-10 E I Du Pont De Nemours And Company Non-aqueous composition comprising partially fluorinated methacrylic polymers
KR20170095185A (ko) 2014-12-17 2017-08-22 아사히 가라스 가부시키가이샤 발수발유제 조성물, 그 제조 방법 및 물품
KR20180012738A (ko) 2015-05-27 2018-02-06 아사히 가라스 가부시키가이샤 발수 발유제 조성물, 그 제조 방법 및 물품
JP2019031662A (ja) * 2017-08-07 2019-02-28 Ａｇｃ株式会社 撥水剤組成物、および物品
WO2019172021A1 (ja) 2018-03-08 2019-09-12 Ａｇｃ株式会社 撥水撥油剤組成物の製造方法及び撥水撥油性物品の製造方法
JP2020172715A (ja) * 2019-04-09 2020-10-22 Ａｇｃ株式会社 透湿防水布帛の製造方法

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EP2204429A4 (en) * 2007-09-28 2012-11-21 Asahi Glass Co Ltd HYDROGEN AND OLEOPHOBILIZER AND PRODUCT
WO2009148098A1 (ja) * 2008-06-04 2009-12-10 旭硝子株式会社 共重合体、その製造方法および撥水撥油剤組成物
CN103492520B (zh) * 2011-04-25 2015-08-19 旭硝子株式会社 拒水拒油剂组合物、其制造方法及物品
KR102074120B1 (ko) 2012-08-01 2020-02-06 에이지씨 가부시키가이샤 발수발유제 조성물 및 물품
WO2014186962A1 (en) * 2013-05-23 2014-11-27 Evonik Specialty Chemicals (Shanghai) Co., Ltd. Process for emulsion polymerizing fluorine-containing monomers
CN105765026B (zh) * 2013-11-26 2017-11-07 旭硝子株式会社 拒水拒油剂组合物、物品和物品的制造方法

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Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5387566B2 (ja) * 2008-03-12 2014-01-15 旭硝子株式会社 共重合体およびその製造方法
WO2009113589A1 (ja) * 2008-03-12 2009-09-17 旭硝子株式会社 共重合体およびその製造方法
US8901264B2 (en) 2008-03-12 2014-12-02 Asahi Glass Company, Limited Copolymer and method for producing the same
EP2351807A4 (en) * 2008-10-24 2012-03-28 Asahi Glass Co Ltd HYDRO- AND OLEOPHOBIERMITTEL AND MANUFACTURING METHOD THEREFOR
JP2010132844A (ja) * 2008-12-08 2010-06-17 Asahi Glass Co Ltd ウレタン／尿素化合物、その製造方法および撥水剤組成物
WO2011001650A1 (ja) * 2009-07-03 2011-01-06 Ａｇｃセイミケミカル株式会社 水性樹脂エマルジョンおよびフロアポリッシュ組成物
JP5653353B2 (ja) * 2009-07-03 2015-01-14 Ａｇｃセイミケミカル株式会社 水性樹脂エマルジョンおよびフロアポリッシュ組成物
CN102471641A (zh) * 2009-07-03 2012-05-23 Agc清美化学股份有限公司 水性树脂乳液及地板抛光组合物
CN102666773A (zh) * 2009-12-25 2012-09-12 旭硝子株式会社 拒水拒油剂组合物、其制造方法及物品的处理方法
JPWO2011078135A1 (ja) * 2009-12-25 2013-05-09 旭硝子株式会社 撥水撥油剤組成物、その製造方法および物品の処理方法
US8975348B2 (en) 2010-02-12 2015-03-10 E I Du Pont De Nemours And Company Non-aqueous composition comprising partially fluorinated methacrylic polymers
JPWO2011099534A1 (ja) * 2010-02-15 2013-06-13 旭硝子株式会社 剥離剤組成物
US8853337B2 (en) 2010-08-11 2014-10-07 Asahi Glass Company, Limited Water/oil repellent composition and article
CN103080267A (zh) * 2010-08-11 2013-05-01 旭硝子株式会社 拒水拒油剂组合物和物品
WO2012020806A1 (ja) * 2010-08-11 2012-02-16 旭硝子株式会社 撥水撥油剤組成物および物品
KR20170095185A (ko) 2014-12-17 2017-08-22 아사히 가라스 가부시키가이샤 발수발유제 조성물, 그 제조 방법 및 물품
US10378146B2 (en) 2014-12-17 2019-08-13 AGC Inc. Water/oil repellent composition, method for its production, and article
US10513819B2 (en) 2015-05-27 2019-12-24 AGC Inc. Water/oil repellent composition, method for its production, and article
KR20180012738A (ko) 2015-05-27 2018-02-06 아사히 가라스 가부시키가이샤 발수 발유제 조성물, 그 제조 방법 및 물품
JP2019031662A (ja) * 2017-08-07 2019-02-28 Ａｇｃ株式会社 撥水剤組成物、および物品
JP7103017B2 (ja) 2017-08-07 2022-07-20 Ａｇｃ株式会社 撥水剤組成物、および物品
WO2019172021A1 (ja) 2018-03-08 2019-09-12 Ａｇｃ株式会社 撥水撥油剤組成物の製造方法及び撥水撥油性物品の製造方法
KR20200130246A (ko) 2018-03-08 2020-11-18 에이지씨 가부시키가이샤 발수 발유제 조성물의 제조 방법 및 발수 발유성 물품의 제조 방법
US11623969B2 (en) 2018-03-08 2023-04-11 AGC Inc. Method for producing water/oil repellent composition and method for producing water/oil repellent article
JP2020172715A (ja) * 2019-04-09 2020-10-22 Ａｇｃ株式会社 透湿防水布帛の製造方法
JP7279480B2 (ja) 2019-04-09 2023-05-23 Ａｇｃ株式会社 透湿防水布帛の製造方法

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CA2681820A1 (en) 2008-11-13
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US8703864B2 (en) 2014-04-22
EP2141213A1 (en) 2010-01-06
EP2141213A4 (en) 2011-07-27
US20100087597A1 (en) 2010-04-08
KR101441716B1 (ko) 2014-09-17
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JP5585078B2 (ja) 2014-09-10
TW200904957A (en) 2009-02-01

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