CA2044291A1 - Non-yellowing polyurethane adhesives - Google Patents

Non-yellowing polyurethane adhesives

Info

Publication number
CA2044291A1
CA2044291A1 CA002044291A CA2044291A CA2044291A1 CA 2044291 A1 CA2044291 A1 CA 2044291A1 CA 002044291 A CA002044291 A CA 002044291A CA 2044291 A CA2044291 A CA 2044291A CA 2044291 A1 CA2044291 A1 CA 2044291A1
Authority
CA
Canada
Prior art keywords
polyhydroxy compounds
isocyanate compound
polyurethane adhesives
polyalkylene ether
yellowing polyurethane
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
CA002044291A
Other languages
French (fr)
Other versions
CA2044291C (en
Inventor
Kenneth A. Rumon
Walter C. Wilhelm
Dennis J. Damico
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.)
Lord Corp
Original Assignee
Lord Corp
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 Lord Corp filed Critical Lord Corp
Publication of CA2044291A1 publication Critical patent/CA2044291A1/en
Application granted granted Critical
Publication of CA2044291C publication Critical patent/CA2044291C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • B32B5/00—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts
    • B32B5/22—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed
    • B32B5/24—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed one layer being a fibrous or filamentary layer
    • B32B5/26—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed one layer being a fibrous or filamentary layer another layer next to it also being fibrous or filamentary
    • 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
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
    • C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
    • 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
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
    • 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
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • 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
    • C08G2170/00—Compositions for adhesives
    • C08G2170/20—Compositions for hot melt adhesives

Abstract

A non-yellowing urethane adhesive based on a polyurethane prepolymer which is prepared by reacting a specific combination of polyhydroxy compounds and an isocyanate compound. The polyhydroxy compounds include a polyalkylene ether diol, a polyalkylene ether triol, and a polyester polyol. The combination of these polyhydroxy compounds and an isocyanate compound results in an adhesive composition which has exceptionally good resistance to high temperature, humidity, and sustained UV radiation, particularly when applied to fabric-like materials.
CA002044291A 1990-07-20 1991-06-11 Non-yellowing polyurethane adhesives Expired - Fee Related CA2044291C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/556,600 1990-07-20
US07/556,600 US5166300A (en) 1990-07-20 1990-07-20 Non-yellowing polyurethane adhesives

Publications (2)

Publication Number Publication Date
CA2044291A1 true CA2044291A1 (en) 1992-01-21
CA2044291C CA2044291C (en) 2002-01-01

Family

ID=24222030

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002044291A Expired - Fee Related CA2044291C (en) 1990-07-20 1991-06-11 Non-yellowing polyurethane adhesives

Country Status (8)

Country Link
US (1) US5166300A (en)
EP (1) EP0472278B1 (en)
JP (1) JP3486816B2 (en)
KR (1) KR940009041B1 (en)
AT (1) ATE133428T1 (en)
AU (1) AU639580B2 (en)
CA (1) CA2044291C (en)
DE (1) DE69116622T2 (en)

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DE4419449A1 (en) * 1994-06-03 1995-12-07 Henkel Kgaa Fast setting polyurethane hot melt adhesive
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EP0764670A1 (en) * 1995-09-25 1997-03-26 Minnesota Mining And Manufacturing Company Reactive hot-melt adhesive and/or sealing composition
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GB2334535B (en) * 1996-11-29 2001-05-23 Lintrend Developments Permanently improving the properties of fabrics and yarn
DE19728411C2 (en) * 1997-07-03 2001-09-27 Basf Coatings Ag Polyurethane resin, process for its preparation and its use in aqueous two-component clear lacquers
US6465104B1 (en) 1997-12-01 2002-10-15 Henkel Kommanditgesellschaft Auf Aktien Modified polyurethane hotmelt adhesive
US6221978B1 (en) 1998-04-09 2001-04-24 Henkel Corporation Moisture curable hot melt adhesive and method for bonding substrates using same
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US6429257B1 (en) 1999-06-24 2002-08-06 Weyerhaeuser Company Polyurethane casting system and method
US6294486B1 (en) * 1999-09-13 2001-09-25 Milliken & Company Formaldehyde-free adhension promoter composition for waistband fabric
US20040067329A1 (en) * 2001-02-02 2004-04-08 Takahide Okuyama Transparent adhesive sheet
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DE10106630A1 (en) * 2001-02-12 2002-08-22 Jowat Lobers U Frank Gmbh & Co Self-supporting reactive hot melt adhesive element and its use
US6713570B2 (en) 2001-07-30 2004-03-30 3M Innovative Properties Company Moisture curing hot-melt adhesives
CA2455766C (en) * 2001-07-31 2011-02-08 Tyco Healthcare Group Lp Bioabsorbable adhesive compounds and compositions
WO2004039323A2 (en) * 2002-10-28 2004-05-13 Tyco Healthcare Group Lp Fast curing compositions
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CA2531386C (en) * 2003-08-22 2013-03-12 Dow Global Technologies Inc. Composition useful as an adhesive for installing vehicle windows
US7361292B2 (en) * 2004-11-08 2008-04-22 Dow Global Technologies Inc. High modulus, nonconductive adhesive useful for installing vehicle windows
AU2006213822B2 (en) 2005-02-09 2011-05-26 Covidien Lp Synthetic sealants
US20090177226A1 (en) * 2005-05-05 2009-07-09 Jon Reinprecht Bioabsorbable Surgical Compositions
US8044234B2 (en) * 2005-05-05 2011-10-25 Tyco Healthcare Group Lp Bioabsorbable surgical composition
US20100100124A1 (en) * 2005-05-05 2010-04-22 Tyco Healthcare Group Lp Bioabsorbable surgical composition
US7344619B2 (en) * 2005-05-25 2008-03-18 H.B. Fuller Licensing & Financing, Inc Method of making water repellent laminates
EP1960469B1 (en) * 2005-12-06 2016-07-13 Covidien LP Bioabsorbable compounds and compositions containing them
JP2009518129A (en) * 2005-12-06 2009-05-07 タイコ ヘルスケア グループ リミテッド パートナーシップ Bioabsorbable surgical composition
AU2006321912B2 (en) * 2005-12-06 2012-07-12 Covidien Lp Carbodiimide crosslinking of functionalized polethylene glycols
AU2006321911B2 (en) * 2005-12-06 2012-05-17 Covidien Lp Biocompatible surgical compositions
JP5088894B2 (en) * 2005-12-06 2012-12-05 タイコ ヘルスケア グループ リミテッド パートナーシップ Biocompatible tissue sealant and adhesive
US8449714B2 (en) 2005-12-08 2013-05-28 Covidien Lp Biocompatible surgical compositions
CA2573472A1 (en) * 2006-01-23 2007-07-23 Tyco Healthcare Group Lp Biodegradable hemostatic compositions
DE102006020605A1 (en) * 2006-05-02 2007-11-08 Bayer Materialscience Ag Moisture-curing adhesives and sealants
RU2009128060A (en) * 2006-12-21 2011-01-27 Дау Глобал Текнолоджиз Инк. (Us) COMPOSITION SUITABLE AS ADHESIVE FOR INSTALLING CAR WINDOWS
US20110123476A1 (en) * 2007-05-24 2011-05-26 Mbiya Kapiamba Adhesive Formulations
US7858835B2 (en) * 2007-06-27 2010-12-28 Tyco Healthcare Group Lp Foam control for synthetic adhesive/sealant
EP2183294B1 (en) * 2007-07-23 2019-01-09 Dow Global Technologies LLC Two part polyurethane curable composition having substantially consistent g-modulus across the range of use temperatures
US8500947B2 (en) 2007-11-15 2013-08-06 Covidien Lp Speeding cure rate of bioadhesives
WO2009076432A1 (en) * 2007-12-10 2009-06-18 Lord Corporation Non-yellowing flock adhesive
DE102008023252A1 (en) * 2008-05-13 2009-11-19 Tesa Se Hotmelt process for producing a chemically crosslinked polyurethane film
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KR102134802B1 (en) * 2013-03-20 2020-07-16 에씰로 앙터나시오날 Polyurethane based adhesive for polarizing structure and polarized lens
JP7363047B2 (en) * 2019-02-18 2023-10-18 株式会社レゾナック Moisture-curing hot melt adhesives and adhesives

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Also Published As

Publication number Publication date
JPH04233987A (en) 1992-08-21
KR940009041B1 (en) 1994-09-29
KR920002718A (en) 1992-02-28
CA2044291C (en) 2002-01-01
EP0472278B1 (en) 1996-01-24
DE69116622T2 (en) 1996-05-30
AU8116391A (en) 1992-01-23
JP3486816B2 (en) 2004-01-13
ATE133428T1 (en) 1996-02-15
US5166300A (en) 1992-11-24
DE69116622D1 (en) 1996-03-07
AU639580B2 (en) 1993-07-29
EP0472278A1 (en) 1992-02-26

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