CA2129939A1 - U.v. curable laminating adhesive composition - Google Patents

U.v. curable laminating adhesive composition

Info

Publication number
CA2129939A1
CA2129939A1 CA2129939A CA2129939A CA2129939A1 CA 2129939 A1 CA2129939 A1 CA 2129939A1 CA 2129939 A CA2129939 A CA 2129939A CA 2129939 A CA2129939 A CA 2129939A CA 2129939 A1 CA2129939 A1 CA 2129939A1
Authority
CA
Canada
Prior art keywords
adhesive composition
laminating adhesive
diisocyanate
curable laminating
carbons
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
CA2129939A
Other languages
French (fr)
Other versions
CA2129939C (en
Inventor
Martin M. Skoultchi
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.)
Ablestik Laboratories
Original Assignee
Ablestik Laboratories
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 Ablestik Laboratories filed Critical Ablestik Laboratories
Publication of CA2129939A1 publication Critical patent/CA2129939A1/en
Application granted granted Critical
Publication of CA2129939C publication Critical patent/CA2129939C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/10—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of paper or cardboard
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/671—Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • C09J175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • 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]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • 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]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
    • Y10T428/31587—Hydrocarbon polymer [polyethylene, polybutadiene, etc.]
    • 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]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31591—Next to cellulosic

Abstract

A print laminating adhesive composition comprising a selected acrylate terminated photopolymerizable oligomer of the formula:

(see fig. I) where A is the residue of a diisocyanate selected from the group consisting of diphenylmethane 4,4 1 diisocyanate and 4,4 1 dicyclohexylmethane diisocyanate; X
is the residue of polypropylene glycol having a molecular weight of from about 150 to 4000; R is alkyl or hydroxyalkyl of 2 to 10 carbons; R1 is alkylene of 2 to 3 carbons; and R2 is hydrogen or methyl.
CA 2129939 1993-08-11 1994-08-11 U.v. curable laminating adhesive composition Expired - Fee Related CA2129939C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US10552793A 1993-08-11 1993-08-11
US105,527 1993-08-11
US241,230 1994-05-10
US08/241,230 US5475038A (en) 1993-08-11 1994-05-10 U.V. curable laminating adhesive composition

Publications (2)

Publication Number Publication Date
CA2129939A1 true CA2129939A1 (en) 1995-02-12
CA2129939C CA2129939C (en) 1998-08-04

Family

ID=26802675

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 2129939 Expired - Fee Related CA2129939C (en) 1993-08-11 1994-08-11 U.v. curable laminating adhesive composition

Country Status (4)

Country Link
US (1) US5475038A (en)
CA (1) CA2129939C (en)
GB (1) GB2283748B (en)
IT (1) IT1266195B1 (en)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2151044T3 (en) * 1993-11-26 2000-12-16 Henkel Kgaa LITTLE SMELLY GLUE COMPOSITION, CONTAINING (MET) ACRYLATES, WITH URETHANE GROUPS.
US5908873A (en) * 1995-12-20 1999-06-01 Borden Chemicals, Inc. Peelable bonded ribbon matrix material; optical fiber bonded ribbon arrays containing same; and process for preparing said optical fiber bonded ribbon arrays
US6075065A (en) * 1996-12-20 2000-06-13 Takeda Chemical Industries, Ltd. Photocurable resin composition and a method for producing the same
AU6639198A (en) * 1997-03-07 1998-09-22 Dsm N.V. Radiation-curable composition having high cure speed
DE19739970A1 (en) * 1997-09-11 1999-03-18 Basf Ag Radiation-curable preparations based on aliphatic prepolymers containing urethane groups with ethylenically unsaturated double bonds
US6348679B1 (en) 1998-03-17 2002-02-19 Ameritherm, Inc. RF active compositions for use in adhesion, bonding and coating
US6107436A (en) * 1998-10-05 2000-08-22 3M Innovative Properties Company Polyfunctional polymer
US6350823B1 (en) 1998-10-05 2002-02-26 3M Innovative Properties Company Pavement marking composition
DE19860049A1 (en) 1998-12-23 2000-06-29 Basf Ag Curable preparations
JP2000231323A (en) * 1999-02-12 2000-08-22 Dainippon Printing Co Ltd Manufacture of hologram original plate
US6245382B1 (en) 1999-02-24 2001-06-12 Datacard, Inc. Method for making protective film
US6649888B2 (en) 1999-09-23 2003-11-18 Codaco, Inc. Radio frequency (RF) heating system
DE10053563A1 (en) * 2000-10-27 2002-05-02 Tesa Ag Process for the production of acrylic PSAs
US6579664B2 (en) * 2001-03-30 2003-06-17 Napp Systems, Inc. High performance, photoimageable resin compositions and printing plates prepared therefrom
EP1254936B1 (en) 2001-05-04 2007-03-14 Rohm And Haas Company Method for preparing a laminate
US6949297B2 (en) * 2001-11-02 2005-09-27 3M Innovative Properties Company Hybrid adhesives, articles, and methods
US20030224166A1 (en) * 2002-06-04 2003-12-04 Solomon Robert David Aqueous polymer blend composition
EP1375618A1 (en) * 2002-06-19 2004-01-02 3M Innovative Properties Company Radiation-curable, solvent-free and printable precursor of an adhesive
EP1375617A1 (en) 2002-06-19 2004-01-02 3M Innovative Properties Company Radiation-curable, solvent-free and printable precursor of a pressure-sensitive adhesive
US6887917B2 (en) * 2002-12-30 2005-05-03 3M Innovative Properties Company Curable pressure sensitive adhesive compositions
US7927703B2 (en) 2003-04-11 2011-04-19 3M Innovative Properties Company Adhesive blends, articles, and methods
US20060216523A1 (en) * 2003-08-19 2006-09-28 Shunsuke Takaki Pressure-sensitive adhesive tape and pressure-sensitive adhesive composition for medical adhesive tape
JP2005058288A (en) * 2003-08-19 2005-03-10 Three M Innovative Properties Co Adhesive composition for medical adhesive tape and adhesive tape
US7109252B2 (en) * 2003-11-25 2006-09-19 Bomar Specialties Company TMXDI-based oligomer and formulations containing it
US20090012202A1 (en) * 2007-07-03 2009-01-08 Henkel Corporation Acrylated Urethanes, Processes for Making the Same and Curable Compositions Including the Same
KR101675608B1 (en) * 2009-05-20 2016-11-11 아사히 가라스 가부시키가이샤 Curable resin composition, transparent laminate and method for producing same
WO2011027210A1 (en) * 2009-09-04 2011-03-10 Stellenbosch University A general purpose solvent-based adhesive
KR101351624B1 (en) * 2010-12-31 2014-01-15 제일모직주식회사 Adhesive composition and a method for assembling module of mobile phone using the same
EP2527383A1 (en) 2011-05-27 2012-11-28 Henkel AG & Co. KGaA A process to manufacture thick layers of radiation cured adhesives
JP6640023B2 (en) * 2016-05-20 2020-02-05 昭和電工株式会社 Pressure-sensitive adhesive composition, pressure-sensitive adhesive sheet, touch panel, image display device

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3907865A (en) * 1973-06-20 1975-09-23 Kansai Paint Co Ltd Photopolymerizable vinylurethane monomer
US4309526A (en) * 1975-03-12 1982-01-05 Loctite Corporation Unsaturated curable poly(alkylene)ether polyol-based resins having improved properties
US4097439A (en) * 1977-02-08 1978-06-27 E. I. Du Pont De Nemours And Company Polyurethane coating composition curable by addition polymerization
US4135007A (en) * 1977-12-29 1979-01-16 Gaf Corporation Radiation curable coating composition comprising an acryl urethane oligomer, and an ultra-violet absorber
US4129667A (en) * 1977-12-29 1978-12-12 Gaf Corporation Radiation curable coating composition comprising an acryl urethane oligomer and an ultra-violet absorber
US4789625A (en) * 1982-09-20 1988-12-06 Morton Thiokol, Inc. Radiation curable coating for photographic laminate, and development process
JPS6116970A (en) * 1984-07-02 1986-01-24 Mitsui Toatsu Chem Inc Coating composition curable with active energy rays
FR2579610B1 (en) * 1985-03-28 1987-08-21 Saint Gobain Vitrage ADHESIVE LAYER USED IN THE MANUFACTURE OF SHEET WINDOWS AND SHEET WINDOWS COMPRISING SUCH A LAYER
US4608409A (en) * 1985-05-08 1986-08-26 Desoto, Inc. Polyacrylated oligomers in ultraviolet curable optical fiber coatings
US4786586A (en) * 1985-08-06 1988-11-22 Morton Thiokol, Inc. Radiation curable coating for photographic laminate
JP2568421B2 (en) * 1987-03-24 1997-01-08 株式会社スリーボンド Anaerobic curable adhesive sealant composition
GB8720440D0 (en) * 1987-08-28 1987-10-07 Smith & Nephew Ass Curable compositions
US5093386A (en) * 1989-05-16 1992-03-03 Stamicarbon B.V. Liquid curable plastic composition
EP0423713A3 (en) * 1989-10-18 1991-12-18 Takeda Chemical Industries, Ltd. Photocurable adhesive and production of laminated articles using the same

Also Published As

Publication number Publication date
ITTO940659A0 (en) 1994-08-10
US5475038A (en) 1995-12-12
GB2283748B (en) 1997-08-20
GB9416181D0 (en) 1994-09-28
IT1266195B1 (en) 1996-12-23
ITTO940659A1 (en) 1996-02-10
CA2129939C (en) 1998-08-04
GB2283748A (en) 1995-05-17

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