CA2019694A1 - Highly tintable abrasion resistant coatings - Google Patents

Highly tintable abrasion resistant coatings

Info

Publication number
CA2019694A1
CA2019694A1 CA002019694A CA2019694A CA2019694A1 CA 2019694 A1 CA2019694 A1 CA 2019694A1 CA 002019694 A CA002019694 A CA 002019694A CA 2019694 A CA2019694 A CA 2019694A CA 2019694 A1 CA2019694 A1 CA 2019694A1
Authority
CA
Canada
Prior art keywords
abrasion resistant
resistant coatings
percent
coating compositions
enhancing compound
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.)
Granted
Application number
CA002019694A
Other languages
French (fr)
Other versions
CA2019694C (en
Inventor
Allen M. Guest
Martin W. Preus
William Lewis
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.)
SDC Coatings Inc
Original Assignee
Swedlow Inc
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 Swedlow Inc filed Critical Swedlow Inc
Publication of CA2019694A1 publication Critical patent/CA2019694A1/en
Application granted granted Critical
Publication of CA2019694C publication Critical patent/CA2019694C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C09D183/00Coating 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
    • C09D183/04Polysiloxanes
    • C09D183/06Polysiloxanes containing silicon bound to oxygen-containing groups
    • 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
    • C09D1/00Coating compositions, e.g. paints, varnishes or lacquers, based on inorganic substances
    • 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
    • C09D161/00Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
    • C09D161/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C09D161/22Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C09D161/24Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with urea or thiourea
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31507Of polycarbonate
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31551Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31627Next to aldehyde or ketone condensation product
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31786Of polyester [e.g., alkyd, etc.]
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31855Of addition polymer from unsaturated monomers
    • Y10T428/31859Next to an aldehyde or ketone condensation product
    • 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31942Of aldehyde or ketone condensation product
    • Y10T428/31949Next to cellulosic

Abstract

Abrasion resistant, tintable coating compositions which are based on siloxane/silica hybrid coating resins and which also contain at least about 3 percent but less than about 20 percent of a tintability enhancing compound selected from the group consisting of polyhydroxyl-functional compounds and butylated urea formaldehyde compounds. These coating compositions are especially useful for providing both abrasion resistance and high levels of tinting and, optionally, absorbance of ultraviolet radiation.
Tetrahydroxybenzophenone is a preferred tintability enhancing compound that also absorbs UV light.
CA002019694A 1989-07-07 1990-06-22 Highly tintable abrasion resistant coatings Expired - Lifetime CA2019694C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/376,692 US5013608A (en) 1989-07-07 1989-07-07 Highly tintable abrasion resistant coatings
US376,692 1989-07-07

Publications (2)

Publication Number Publication Date
CA2019694A1 true CA2019694A1 (en) 1991-01-07
CA2019694C CA2019694C (en) 2002-02-26

Family

ID=23486059

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002019694A Expired - Lifetime CA2019694C (en) 1989-07-07 1990-06-22 Highly tintable abrasion resistant coatings

Country Status (9)

Country Link
US (1) US5013608A (en)
EP (1) EP0407174B1 (en)
JP (1) JPH03170569A (en)
KR (1) KR0161239B1 (en)
CN (1) CN1039343C (en)
AU (1) AU624050B2 (en)
CA (1) CA2019694C (en)
DE (1) DE69013244T2 (en)
HK (1) HK1008041A1 (en)

Families Citing this family (38)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5023140A (en) * 1988-06-20 1991-06-11 Armstrong World Industries, Inc. Floor covering having a modified glass wear layer
US5221560A (en) * 1989-02-17 1993-06-22 Swedlow, Inc. Radiation-curable coating compositions that form transparent, abrasion resistant tintable coatings
US5278243A (en) * 1992-01-14 1994-01-11 Soane Technologies, Inc. High impact resistant macromolecular networks
US5102695A (en) * 1989-07-07 1992-04-07 Swedlow, Inc. Highly tintable abrasion resistant coatings
DE69114122T2 (en) * 1991-04-12 1996-04-18 Moore Business Forms Inc Coated substrate and manufacturing method.
US5232964A (en) * 1991-11-12 1993-08-03 Dow Corning Corporation Tintable abrasion resistant coating compositions
US5385955A (en) * 1992-11-05 1995-01-31 Essilor Of America, Inc. Organosilane coating composition for ophthalmic lens
US5316791A (en) * 1993-01-21 1994-05-31 Sdc Coatings Inc. Process for improving impact resistance of coated plastic substrates
US5443597A (en) * 1994-03-23 1995-08-22 Gentex Optics, Inc. Method of tinting polycarbonate-polyester copolymers
US5654090A (en) * 1994-04-08 1997-08-05 Nippon Arc Co., Ltd. Coating composition capable of yielding a cured product having a high refractive index and coated articles obtained therefrom
JP3812685B2 (en) * 1995-03-01 2006-08-23 セイコーエプソン株式会社 Coating composition and laminate
US5614321A (en) * 1995-04-14 1997-03-25 General Electric Company Abrasion resistant, curable hardcoating compositions and tinted articles made therefrom
US5601756A (en) * 1995-08-23 1997-02-11 Swearengin; John V. Liquid ultraviolet stabilizer and method
WO1997045498A1 (en) * 1996-05-29 1997-12-04 Sdc Coatings, Inc. Highly tintable, abrasion-resistant coating compositions
AU2005200641B2 (en) * 1999-04-23 2006-04-13 Sdc Coatings, Inc. Composition for Providing an Abrasion-Resistant Coating
DE60035776T2 (en) * 1999-04-23 2008-04-30 Sdc Coatings Inc., Anaheim COMPOSITION FOR ABRASIVE COATING
US6538092B1 (en) * 1999-04-23 2003-03-25 Sdc Coatings, Inc. Composition for providing an abrasion resistant coating on a substrate with a matched refractive index:2
US6342097B1 (en) * 1999-04-23 2002-01-29 Sdc Coatings, Inc. Composition for providing an abrasion resistant coating on a substrate with a matched refractive index and controlled tintability
US6824879B2 (en) 1999-06-10 2004-11-30 Honeywell International Inc. Spin-on-glass anti-reflective coatings for photolithography
CA2374944A1 (en) 1999-06-10 2000-12-21 Nigel Hacker Spin-on-glass anti-reflective coatings for photolithography
FR2819800B1 (en) * 2001-01-25 2003-08-29 Essilor Int METHOD OF INCORPORATING AN ADDITIVE INTO A THIN FILM FORMED ON A SUBSTRATE AND ITS APPLICATION TO OPHTHALMIC OPTICS
AU2002227106A1 (en) 2001-11-15 2003-06-10 Honeywell International Inc. Spin-on anti-reflective coatings for photolithography
US7097704B1 (en) 2002-09-16 2006-08-29 Sdc Technologies, Inc. Tintable abrasion resistant coating composition and methods of making and using same
US8053159B2 (en) 2003-11-18 2011-11-08 Honeywell International Inc. Antireflective coatings for via fill and photolithography applications and methods of preparation thereof
EP1814930A4 (en) * 2004-10-12 2012-12-26 Sdc Coatings Inc Coating compositions, articles, and methods of coating articles
KR100836732B1 (en) * 2005-12-01 2008-06-10 주식회사 엘지화학 Silicone-based hard coating materials with for middle and high refractive index substrate, method for preparing the same, and optical lens prepared therefrom
JP2009532517A (en) 2006-03-31 2009-09-10 エスデイシー テクノロジーズ、インコーポレイテッド Coating composition, article and method for coating an article
US8642246B2 (en) 2007-02-26 2014-02-04 Honeywell International Inc. Compositions, coatings and films for tri-layer patterning applications and methods of preparation thereof
WO2010131744A1 (en) * 2009-05-15 2010-11-18 旭硝子株式会社 Coating fluid for forming ultraviolet-absorbing film, and ultraviolet-absorbing glass article
US8557877B2 (en) 2009-06-10 2013-10-15 Honeywell International Inc. Anti-reflective coatings for optically transparent substrates
PT2368950E (en) 2010-03-25 2013-04-09 Essilor Int Heat curable compositions for tintable abrasion resistant transparent hard-coatings
US8864898B2 (en) 2011-05-31 2014-10-21 Honeywell International Inc. Coating formulations for optical elements
US9022562B2 (en) 2011-08-05 2015-05-05 Nitto Denko Corporation Optical element for correcting color blindness
US8931930B2 (en) 2013-01-29 2015-01-13 Nitto Denko Corporation Optical element for correcting color blindness
US20150093367A1 (en) * 2013-09-27 2015-04-02 Global Health Solutions Research Trust Acupoint injection therapy using an enriched cellular mixture
EP3194502A4 (en) 2015-04-13 2018-05-16 Honeywell International Inc. Polysiloxane formulations and coatings for optoelectronic applications
CN109013236B (en) * 2018-08-01 2021-11-19 深圳市善营自动化股份有限公司 Coating method
CN112680099A (en) * 2020-12-18 2021-04-20 杨华 Concrete ultraviolet-resistant protective agent

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US4232088A (en) * 1978-04-12 1980-11-04 General Electric Company Polycarbonate articles coated with an adherent, durable organopolysiloxane coating and process for producing same
US4218508A (en) * 1978-04-12 1980-08-19 General Electric Company Polycarbonate articles coated with an adherent, durable silica filled organopolysiloxane coating and process for producing same
US4299746A (en) * 1978-11-30 1981-11-10 General Electric Company Silicone resin coating composition
US4368236A (en) * 1978-11-30 1983-01-11 General Electric Co. Silicone resin coating compositions
US4476281A (en) * 1978-11-30 1984-10-09 General Electric Company Silicone resin coating composition
US4275118A (en) * 1979-01-15 1981-06-23 Dow Corning Corporation Pigment-free coatings with improved resistance to weathering
US4353959A (en) * 1979-12-21 1982-10-12 General Electric Company Abrasion resistant silicone coated polycarbonate article having an acrylic primer layer containing a U.V. absorbing compound
JPS5699263A (en) * 1980-01-10 1981-08-10 Nippon Sheet Glass Co Ltd Coating composition
US4339503A (en) * 1981-03-02 1982-07-13 Ppg Industries, Inc. Protection of polycarbonate from ultraviolet radiation
US4410594A (en) * 1981-04-10 1983-10-18 General Electric Company Ultraviolet radiation stabilized coated polycarbonate article
US4355135A (en) * 1981-11-04 1982-10-19 Dow Corning Corporation Tintable abrasion resistant coatings
US4439494A (en) * 1982-03-01 1984-03-27 General Electric Company Silyl-polyacrylates for polycarbonate substrates
AU563305B2 (en) * 1982-05-14 1987-07-02 General Electric Company Ultraviolet radiation stabilized coated polycarbonate article
US4680232A (en) * 1986-01-02 1987-07-14 General Electric Company Abrasion and UV resistant coating compositions
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US4800122A (en) * 1987-09-22 1989-01-24 Gentex Corporation Siloxane-based tintable coating

Also Published As

Publication number Publication date
CN1049171A (en) 1991-02-13
EP0407174A2 (en) 1991-01-09
US5013608A (en) 1991-05-07
DE69013244D1 (en) 1994-11-17
JPH03170569A (en) 1991-07-24
EP0407174A3 (en) 1991-09-25
AU5873890A (en) 1991-01-10
KR0161239B1 (en) 1999-01-15
CA2019694C (en) 2002-02-26
DE69013244T2 (en) 1995-05-11
HK1008041A1 (en) 1999-04-30
KR910003051A (en) 1991-02-26
CN1039343C (en) 1998-07-29
EP0407174B1 (en) 1994-10-12
AU624050B2 (en) 1992-05-28

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