WO2014022363A3 - Anti-smudge hard coat and anti-smudge hard coat precursor - Google Patents

Anti-smudge hard coat and anti-smudge hard coat precursor Download PDF

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Publication number
WO2014022363A3
WO2014022363A3 PCT/US2013/052677 US2013052677W WO2014022363A3 WO 2014022363 A3 WO2014022363 A3 WO 2014022363A3 US 2013052677 W US2013052677 W US 2013052677W WO 2014022363 A3 WO2014022363 A3 WO 2014022363A3
Authority
WO
WIPO (PCT)
Prior art keywords
particle size
hard coat
nanoparticles
average particle
smudge
Prior art date
Application number
PCT/US2013/052677
Other languages
French (fr)
Other versions
WO2014022363A2 (en
Inventor
Saori Ueda
Naota SUGIYAMA
Yorinobu Takamatsu
Original Assignee
3M Innovative Properties Company
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 3M Innovative Properties Company filed Critical 3M Innovative Properties Company
Priority to KR1020157004809A priority Critical patent/KR102159140B1/en
Priority to CN201380040679.0A priority patent/CN104540900B/en
Priority to SG11201500748XA priority patent/SG11201500748XA/en
Publication of WO2014022363A2 publication Critical patent/WO2014022363A2/en
Publication of WO2014022363A3 publication Critical patent/WO2014022363A3/en
Priority to HK15110293.6A priority patent/HK1209448A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16Antifouling paints; Underwater paints
    • C09D5/1687Use of special additives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y40/00Manufacture or treatment of nanostructures
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00Coating compositions based on homopolymers or 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04Homopolymers or copolymers of esters
    • C09D133/14Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
    • C09D133/16Homopolymers or copolymers of esters containing halogen atoms
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/60Additives non-macromolecular
    • C09D7/61Additives non-macromolecular inorganic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/65Additives macromolecular
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/66Additives characterised by particle size
    • C09D7/67Particle size smaller than 100 nm
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/66Additives characterised by particle size
    • C09D7/68Particle size between 100-1000 nm
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/66Additives characterised by particle size
    • C09D7/69Particle size larger than 1000 nm

Abstract

A hard coat including a nanoparticle mixture and a binder, the nanoparticles constituting from 40 to 95 mass% of an entire mass of the hard coat; from 10 to 50 mass% of the nanoparticles having an average particle size within a range of 2 to 200 nm; from 50 to 90 mass% of the nanoparticles having an average particle size within a range of 60 to 400 nm; a ratio of the average particle size of nanoparticles having an average particle size within the range of 60 to 400 nm to the average particle size of nanoparticles having an average particle size within the range of 2 to 200 nm being within a range of 2:1 to 200:1; and the binder including a polyfunctional fluorinated (meth)acrylic compound, a reaction product thereof, or a combination thereof. The polyfunctional fluorinated (meth)acrylic compound comprises cyclic siloxane units. The particle size distribution of the nanoparticles is bimodal or multimodal.
PCT/US2013/052677 2012-08-01 2013-07-30 Anti-smudge hard coat and anti-smudge hard coat precursor WO2014022363A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
KR1020157004809A KR102159140B1 (en) 2012-08-01 2013-07-30 Anti-smudge hard coat and anti-smudge hard coat precursor
CN201380040679.0A CN104540900B (en) 2012-08-01 2013-07-30 Antifouling hard and antifouling hard precursor
SG11201500748XA SG11201500748XA (en) 2012-08-01 2013-07-30 Anti-smudge hard coat and anti-smudge hard coat precursor
HK15110293.6A HK1209448A1 (en) 2012-08-01 2015-10-20 Anti-smudge hard coat and anti-smudge hard coat precursor

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2012170999A JP6062680B2 (en) 2012-08-01 2012-08-01 Antifouling hard coat and antifouling hard coat precursor
JP2012-170999 2012-08-01

Publications (2)

Publication Number Publication Date
WO2014022363A2 WO2014022363A2 (en) 2014-02-06
WO2014022363A3 true WO2014022363A3 (en) 2014-06-12

Family

ID=48998699

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2013/052677 WO2014022363A2 (en) 2012-08-01 2013-07-30 Anti-smudge hard coat and anti-smudge hard coat precursor

Country Status (7)

Country Link
JP (1) JP6062680B2 (en)
KR (1) KR102159140B1 (en)
CN (1) CN104540900B (en)
HK (1) HK1209448A1 (en)
SG (2) SG11201500748XA (en)
TW (1) TWI623595B (en)
WO (1) WO2014022363A2 (en)

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KR101539262B1 (en) * 2014-08-20 2015-07-29 주식회사 콘텍 Polymer composition using diol including fluorine and surface-treated article using the same
US20170233591A1 (en) * 2014-09-04 2017-08-17 3M Innovative Properties Company Hardcoat and method of making the same
JP6552186B2 (en) * 2014-11-21 2019-07-31 デクセリアルズ株式会社 Coating composition and super water repellent film
WO2016137722A1 (en) * 2015-02-24 2016-09-01 3M Innovative Properties Company 3-d printing surface
CN107428143B (en) 2015-03-18 2019-09-20 理研科技株式会社 Hard conating stacked film
CN110330855B (en) 2015-03-18 2022-02-08 理研科技株式会社 Shaped body
US11433651B2 (en) 2015-03-18 2022-09-06 Riken Technos Corporation Hard coat laminated film
WO2016147733A1 (en) 2015-03-18 2016-09-22 リケンテクノス株式会社 Anti-glare hard coat laminated film
CN106232344B (en) 2015-03-18 2018-09-18 理研科技株式会社 Hard conating laminate film and its production method
KR102479158B1 (en) 2015-03-18 2022-12-19 리껭테크노스 가부시키가이샤 Hard coat laminated film
CN107405897B (en) 2015-03-18 2020-08-07 理研科技株式会社 Adhesive film
TWI695866B (en) * 2015-04-07 2020-06-11 日商日產化學工業股份有限公司 Anti-glare coating curable composition
WO2017015885A1 (en) * 2015-07-29 2017-02-02 3M Innovative Properties Company Anti-soiling compositions comprising silica nanopaticles and functional silane compounds and coated articles thereof
KR101862251B1 (en) * 2015-08-03 2018-05-29 주식회사 엘지화학 Flexible plastic film
KR102107736B1 (en) * 2015-08-03 2020-05-07 주식회사 엘지화학 Coating composition for flexible plastic film
WO2017023120A1 (en) * 2015-08-03 2017-02-09 주식회사 엘지화학 Coating composition for flexible plastic film
KR101862252B1 (en) 2015-08-03 2018-05-29 주식회사 엘지화학 Flexible plastic film
KR102094450B1 (en) * 2015-08-03 2020-03-27 주식회사 엘지화학 Flexible plastic film
EP3357078A4 (en) * 2015-09-30 2019-05-15 3M Innovative Properties Company Multilayer barrier coatings
TWI745316B (en) 2015-11-25 2021-11-11 日商理研科技股份有限公司 Door
US11774166B2 (en) 2015-11-25 2023-10-03 Riken Technos Corporation Door body
JP6644534B2 (en) 2015-12-08 2020-02-12 リケンテクノス株式会社 Hard coat laminated film
JP6862183B2 (en) * 2016-01-18 2021-04-21 リケンテクノス株式会社 Hard coat laminated film
JP6623305B2 (en) * 2016-02-18 2019-12-18 スリーエム イノベイティブ プロパティズ カンパニー Method for three-dimensional printing of articles
KR102355571B1 (en) 2016-09-14 2022-01-25 리껭테크노스 가부시키가이샤 hard coat laminated film
JP7064313B2 (en) 2016-11-25 2022-05-10 リケンテクノス株式会社 Hardcourt laminated film
KR102429958B1 (en) * 2017-06-21 2022-08-09 현대자동차주식회사 Uv curing primer for radio wave penetration type cover of vehicle
TWI667303B (en) * 2018-08-02 2019-08-01 明基材料股份有限公司 Hard coating layered optical film , polarizer comprising the same, and image display comprising the hard coating layered optical film and/or the polarizer comprising the same
TWI684632B (en) * 2018-08-02 2020-02-11 明基材料股份有限公司 Anti-reflection film, polarizer comprising the same, and image display comprising the anti-reflection film and/or the polarizer comprising the same
DE102019106081A1 (en) * 2019-03-11 2020-09-17 Joanneum Research Forschungsgesellschaft Mbh Oligomeric hexafluoropropylene oxide derivatives
CN114231137A (en) * 2021-12-27 2022-03-25 武汉格林鸿业新材料科技有限公司 Solvent-free self-cleaning UV resin environment-friendly coating and preparation method thereof
JP7360098B1 (en) 2022-01-13 2023-10-12 日産化学株式会社 Silica sol with particle size distribution and method for producing the same

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Also Published As

Publication number Publication date
KR102159140B1 (en) 2020-09-23
WO2014022363A2 (en) 2014-02-06
CN104540900B (en) 2017-11-17
SG11201500748XA (en) 2015-02-27
TW201406877A (en) 2014-02-16
SG10201707666UA (en) 2017-10-30
TWI623595B (en) 2018-05-11
HK1209448A1 (en) 2016-04-01
KR20150040310A (en) 2015-04-14
JP2014031397A (en) 2014-02-20
JP6062680B2 (en) 2017-01-18
CN104540900A (en) 2015-04-22

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