HK52797A - Method of making a UV-curable hardcoat compositions - Google Patents

Method of making a UV-curable hardcoat compositions Download PDF

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Publication number
HK52797A
HK52797A HK52797A HK52797A HK52797A HK 52797 A HK52797 A HK 52797A HK 52797 A HK52797 A HK 52797A HK 52797 A HK52797 A HK 52797A HK 52797 A HK52797 A HK 52797A
Authority
HK
Hong Kong
Prior art keywords
photoinitiator
mixture
weight
water miscible
resulting mixture
Prior art date
Application number
HK52797A
Other languages
English (en)
French (fr)
Inventor
Fredric Medford George
Ronald Gillette Gregory
Original Assignee
General Electric 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 General Electric Company filed Critical General Electric Company
Publication of HK52797A publication Critical patent/HK52797A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D4/00—Coating 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
    • B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
    • B05D3/061—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation using U.V.
    • B05D3/065—After-treatment
    • B05D3/067—Curing or cross-linking the coating
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31507—Of polycarbonate
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31652—Of asbestos
    • Y10T428/31663—As siloxane, silicone or silane

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Plasma & Fusion (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Claims (11)

  1. Verfahren zum Herstellen einer UV-härtbaren Hartüberzugs-Zusammensetzung umfassend die Stufen:
    (1) Rühren einer Mischung aus mit Wasser mischbarem Alkohol, kolloidalem Siliciumdioxid und einem Silylacrylat der Formel wobei das kolloidale Siliciumdioxid tetrafunktionelle (Q) Siliciumatome und das Silylacrylat trifunktionelle (T) siliciumhaltige Acrylate liefert, zur Bildung einer TQ-Mischung, und worin das Silylacrylat in einer Menge von mindestens einem Gewichtsteil auf 10 Gewichtsteile des Siliciumdioxids vorhanden ist,
    (2) Hinzugeben von Acrylmonomer der Formel zu der resultierenden Mischung von (1), worin R ein einwertiger, organischer C1-13-Rest, R1 ein C1-8-Alkylrest ist, R2 ausgewählt ist aus Wasserstoff, R und deren Mischungen, R3 ein C1-8-Alkylenrest, R4 ein mehrwertiger, organischer Rest ist, a eine ganze Zahl von 0 bis einschließlich 2 ist, b eine ganze Zahl von 1 bis einschließlich 3 ist, die Summe von a + b gleich 1 bis 3 ist und n eine ganze Zahl von 2 bis einschließlich 6 ist, und
    (3) Hinzugeben eines UV-Photoinitiators, der Methylbenzoylformiat ist, zu der resultierenden Mischung von (2),
       wobei das Verfahren im wesentlichen frei von einer Stufe zum Strippen eines Lösungsmittels ausgeführt wird.
  2. Verfahren nach Anspruch 1, worin das Silylacrylat γ-Methacryloxypropyltrimethoxysilan ist.
  3. Verfahren nach Anspruch 1, worin das Acrylmonomer eine Mischung von Hexandioldiacrylat und Trimethylolpropantriacrylat ist.
  4. Verfahren nach Anspruch 1, worin der mit Wasser mischbare Alkohol Methoxypropanol ist.
  5. Verfahren nach Anspruch 4, worin der mit Wasser mischbare Alkohol weniger als 50% der resultierenden Mischung von (3) umfaßt.
  6. Verfahren nach Anspruch 1, weiter umfassend die Stufe    (4) Zugeben von mindestens einem UV-Absorber.
  7. Verfahren nach Anspruch 1, weiter umfassend die Stufe    (4) Hinzugeben von mindestens einem UV-Absorber zur resultierenden Mischung von (3).
  8. Verfahren nach Anspruch 1, worin der mit Wasser mischbare Alkohol weniger als 50% der resultierenden Mischung von (3) umfaßt.
  9. Verfahren nach Anspruch 1, weiter umfassend die Stufen
    (4) Aufbringen der resultierenden Mischung von (3) auf ein Substrat und
    (5) Aussetzen der aufgebrachten Zusammensetzung von (4) gegenüber einer Quelle von UV-Licht.
  10. Verfahren nach Anspruch 1, weiter umfassend die Stufe des Zugebens mindestens eines Zusatzes zum Regeln des Fließens, umfassend ein polyester-modifiziertes Polydimethylsiloxan.
  11. Verfahren nach Anspruch 1, worin der UV-Photoinitiator in einer Menge von mehr als 5 Gewichtsteilen, bezogen auf das Gesamtgewicht der nicht flüchtigen Komponenten der Mischung aus mit Wasser mischbarem Alkohol, kolloidalem Siliciumdioxid und Silylacrylat sowie Acrylmonomer, vorhanden ist.
HK52797A 1992-04-06 1997-04-24 Method of making a UV-curable hardcoat compositions HK52797A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US07/864,113 US5242719A (en) 1992-04-06 1992-04-06 Abrasion resistant UV-curable hardcoat compositions

Publications (1)

Publication Number Publication Date
HK52797A true HK52797A (en) 1997-05-02

Family

ID=25342560

Family Applications (1)

Application Number Title Priority Date Filing Date
HK52797A HK52797A (en) 1992-04-06 1997-04-24 Method of making a UV-curable hardcoat compositions

Country Status (8)

Country Link
US (1) US5242719A (de)
EP (1) EP0565310B1 (de)
JP (1) JP3535188B2 (de)
KR (1) KR930021750A (de)
CA (1) CA2093156A1 (de)
DE (1) DE69303958T2 (de)
HK (1) HK52797A (de)
TW (1) TW235966B (de)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5559163A (en) * 1991-01-28 1996-09-24 The Sherwin-Williams Company UV curable coatings having improved weatherability
DE69323787T2 (de) * 1992-04-06 1999-07-29 Mitsubishi Chemical Corp., Tokio/Tokyo UV-härtende, verschleissfeste Beschichtungszusammensetzung
FR2706901B1 (de) * 1993-05-25 1999-11-12 Gen Electric
US5348771A (en) * 1993-11-19 1994-09-20 Dow Corning Corporation Method of producing an oxygen barrier coating containing trimethoxysilyl functional pentadienoate
US5468789A (en) * 1994-09-12 1995-11-21 General Electric Company Method for making radiation curable silicon containing polyacrylate hardcoat compositions and compositions made thereby
US5466491A (en) * 1994-09-12 1995-11-14 General Electric Company Radiation curable silicon containing polyarcylate hardcoat compositions, method for making, and use
US5888290A (en) * 1996-05-24 1999-03-30 Minnesota Mining And Manufacturing Company Composition and process for imparting durable repellency to substrates
US5739181A (en) * 1996-06-07 1998-04-14 General Electric Company Radiation curable hardcoat compositions possessing anti-fog properties
US5811472A (en) * 1996-07-22 1998-09-22 General Electric Company Radiation curable compositions having improved moisture resistance
US5786411A (en) * 1996-12-20 1998-07-28 General Electric Company Light resistant compositions of polycarbonate and graft copolymer resins
US5907000A (en) * 1997-03-07 1999-05-25 The Walman Optical Company Adjustable refractive index coating composition
US6210790B1 (en) 1998-07-15 2001-04-03 Rensselaer Polytechnic Institute Glass-like composites comprising a surface-modified colloidal silica and method of making thereof
FR2786776B1 (fr) * 1998-12-07 2001-02-16 Clariant France Sa Compositions silico-acryliques, procede de preparation et application a l'obtention de revetements resistant a l'abrasion et aux rayures
US6238798B1 (en) 1999-02-22 2001-05-29 3M Innovative Properties Company Ceramer composition and composite comprising free radically curable fluorochemical component
JP2004515558A (ja) 1999-03-26 2004-05-27 エー． ラポイント，デイビッド 耐摩耗コーティング組成物、それらの製造方法及びそれにより被覆された物品
GB2357776A (en) * 1999-12-20 2001-07-04 Sericol Ltd A radiation curable composition
KR100393741B1 (ko) * 2000-10-18 2003-08-09 주식회사 큐시스 전기 전도성 마이크로겔을 함유한 자외선 경화형하드코팅제 및 이의용도
WO2005103172A2 (en) 2004-04-15 2005-11-03 Avery Dennison Corporation Dew resistant coatings
US8334039B2 (en) * 2005-07-15 2012-12-18 Dic Corporation Ultraviolet-curable resin composition and optical information recording medium
US7514482B2 (en) * 2005-07-25 2009-04-07 The Walman Optical Company Optical coating composition
WO2010073445A1 (ja) * 2008-12-26 2010-07-01 積水化学工業株式会社 活性エネルギー線硬化型組成物、活性エネルギー線硬化型コーティング材及び成形品
EP2228414A1 (de) 2009-03-13 2010-09-15 Bayer MaterialScience AG UV-härtbare, verschleißfeste und antistatische Beschichtung, die mit Kohlenstoffnanoröhrchen gefüllt ist
US20160238929A1 (en) * 2013-10-01 2016-08-18 Covestro Deutschland Ag Uv-patternable hard-coating for transparent conductive film
US10583639B2 (en) * 2014-07-22 2020-03-10 Vampire Optical Coating, Inc. Multilayer stack of polymer films
CN113249005B (zh) * 2021-06-08 2022-06-14 河南大学 一种可喷涂的水凝胶涂料及其涂层的制备方法

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4348462A (en) * 1980-07-11 1982-09-07 General Electric Company Abrasion resistant ultraviolet light curable hard coating compositions
GB2089826B (en) * 1980-12-18 1985-01-03 Gen Electric Abrasion resistant ultraviolet light curable hard coating compositions
US4455205A (en) * 1981-06-01 1984-06-19 General Electric Company UV Curable polysiloxane from colloidal silica, methacryloyl silane, diacrylate, resorcinol monobenzoate and photoinitiator
US4491508A (en) * 1981-06-01 1985-01-01 General Electric Company Method of preparing curable coating composition from alcohol, colloidal silica, silylacrylate and multiacrylate monomer
US4486504A (en) * 1982-03-19 1984-12-04 General Electric Company Solventless, ultraviolet radiation-curable silicone coating compositions
DE3312611A1 (de) * 1983-04-08 1984-10-11 Röhm GmbH, 6100 Darmstadt Verfahren zur herstellung uv-geschuetzter mehrschichtiger kunststoff-formkoerper
US4650845A (en) * 1984-07-10 1987-03-17 Minnesota Mining And Manufacturing Company Ultra-violet light curable compositions for abrasion resistant articles
EP0331087A3 (de) * 1988-02-29 1990-03-07 Mitsubishi Rayon Co., Ltd. UV-härtbare Überzugszusammensetzung und Verfahren zur Herstellung von Plastik-Formgegenständen mit Härteüberzug von modifierter Oberflächen-Charakteristik
NL8800748A (nl) * 1988-03-25 1989-10-16 Stamicarbon Samenstelling die met ultraviolet licht uithardbare onverzadigde monomeren en/of oligomeren, een fotoinitiator en colloidaal silica met een organosilaanverbinding bevat en de toepassing van deze samenstelling in bekledingsmiddelen.
CA2008020A1 (en) * 1989-02-17 1990-08-17 William C. Perkins Radiation-curable coating compositions that form transparent, abrasion-resistant, tintable coatings
CA2018237C (en) * 1989-07-14 2000-05-09 Antony P. Wright Radiation curable acryloxyfunctional silicone coating composition
US5126394A (en) * 1989-10-18 1992-06-30 Dow Corning Corporation Radiation curable abrasion resistant coatings from colloidal silica and acrylate monomer
CA2027130A1 (en) * 1989-10-18 1991-04-19 Anthony Revis Zero volatile organic content radiation curable silicone coatings
CA2033960A1 (en) * 1990-01-24 1991-07-25 Levi J. Cottington Alkoxy-functional silane compositions for unprimed adhesion to polycarbonate

Also Published As

Publication number Publication date
US5242719A (en) 1993-09-07
EP0565310A1 (de) 1993-10-13
CA2093156A1 (en) 1993-10-07
TW235966B (de) 1994-12-11
DE69303958D1 (de) 1996-09-19
DE69303958T2 (de) 1997-07-17
KR930021750A (ko) 1993-11-22
EP0565310B1 (de) 1996-08-14
JPH0641468A (ja) 1994-02-15
JP3535188B2 (ja) 2004-06-07

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Date Code Title Description
PF Patent in force
PC Patent ceased (i.e. patent has lapsed due to the failure to pay the renewal fee)

Effective date: 20100401