CA2033888A1 - Sag resistant, unfilled, low viscosity urethane structural adhesive - Google Patents

Sag resistant, unfilled, low viscosity urethane structural adhesive

Info

Publication number
CA2033888A1
CA2033888A1 CA002033888A CA2033888A CA2033888A1 CA 2033888 A1 CA2033888 A1 CA 2033888A1 CA 002033888 A CA002033888 A CA 002033888A CA 2033888 A CA2033888 A CA 2033888A CA 2033888 A1 CA2033888 A1 CA 2033888A1
Authority
CA
Canada
Prior art keywords
low viscosity
component
components
structural adhesive
unfilled
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
CA002033888A
Other languages
French (fr)
Other versions
CA2033888C (en
Inventor
Peter W. Boerner
Richard W. Mitesser
Jeffrey F. Dormish
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.)
Bayer Corp
Original Assignee
Mobay 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 Mobay Corp filed Critical Mobay Corp
Publication of CA2033888A1 publication Critical patent/CA2033888A1/en
Application granted granted Critical
Publication of CA2033888C publication Critical patent/CA2033888C/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
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/08Polyurethanes from polyethers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/50Polyethers having heteroatoms other than oxygen
    • C08G18/5021Polyethers having heteroatoms other than oxygen having nitrogen
    • C08G18/5036Polyethers having heteroatoms other than oxygen having nitrogen containing -N-C=O groups
    • C08G18/5048Products of hydrolysis of polyether-urethane prepolymers containing isocyanate groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/50Polyethers having heteroatoms other than oxygen
    • C08G18/5021Polyethers having heteroatoms other than oxygen having nitrogen
    • C08G18/5024Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups
    • C08G18/5027Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups directly linked to carbocyclic groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666Compounds of group C08G18/48 or C08G18/52
    • C08G18/667Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/12Polyurethanes from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group

Abstract

A two component urethane structural adhesive formulation was developed containing a multi-functional aromatic amine terminated polyether as part of the curative component. The adhesive of the present invention is prepared by mixing and reacting the following low viscosity components:

Component A, a curative comprising a polyol and an aromatic amine terminated polyether containing two or more primary amine groups and having a molecular weight of from 250 to about 10,000 and Component B, comprising a polyisocyanate.
The adhesive of the invention is characterized by its improved sag resistance, its heavy body which is obtained without resort to included fillers or to prepolymerization of the components and by the relatively low viscosity (under about 15,000 cps) of its components which permits easy bulk handling.
CA002033888A 1990-01-16 1991-01-09 Sag resistant, unfilled, low viscosity urethane structural adhesive Expired - Lifetime CA2033888C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/464,821 1990-01-16
US07/464,821 US4994540A (en) 1990-01-16 1990-01-16 Sag resistant, unfilled, low viscosity urethane structural adhesive

Publications (2)

Publication Number Publication Date
CA2033888A1 true CA2033888A1 (en) 1991-07-17
CA2033888C CA2033888C (en) 2002-04-02

Family

ID=23845370

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002033888A Expired - Lifetime CA2033888C (en) 1990-01-16 1991-01-09 Sag resistant, unfilled, low viscosity urethane structural adhesive

Country Status (5)

Country Link
US (1) US4994540A (en)
EP (1) EP0440934A3 (en)
JP (1) JPH04211486A (en)
KR (1) KR910014487A (en)
CA (1) CA2033888C (en)

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0699677B2 (en) * 1990-01-08 1994-12-07 サンスター技研株式会社 Polyurethane adhesive
US5164473A (en) * 1990-01-16 1992-11-17 Miles Inc. Two-component polyurethane adhesive
CA2049912C (en) * 1991-03-13 1997-01-28 Arden E. Schmucker Adhesive composition
US5551197A (en) * 1993-09-30 1996-09-03 Donnelly Corporation Flush-mounted articulated/hinged window assembly
US5389693A (en) * 1994-05-31 1995-02-14 The Dow Chemical Company Integral skin polyurethane foams and process for the preparation thereof
CA2163402A1 (en) * 1994-12-12 1996-06-13 Peter H. Markusch Thixotropic polyurea compositions
US5853895A (en) * 1995-04-11 1998-12-29 Donnelly Corporation Bonded vehicular glass assemblies utilizing two-component urethanes, and related methods of bonding
US7838115B2 (en) * 1995-04-11 2010-11-23 Magna Mirrors Of America, Inc. Method for manufacturing an articulatable vehicular window assembly
US6187892B1 (en) 1995-06-07 2001-02-13 Bayer Corporation Method of making a coated substrate with polyurethane/urea contact adhesive formulations and the coated substrate by this method
US5770673A (en) * 1996-04-10 1998-06-23 Bayer Corporation Non-sagging, light stable polyurethane compositions, a process for producing them, and their use as seam sealants
MX9703702A (en) * 1996-05-22 1998-06-30 Fuller H B Licensing Financ Improved isocyanate-based laminating adhesives.
US5668211A (en) * 1996-12-18 1997-09-16 Bayer Corporation Two-component polyurethane adhesive
US5719252A (en) * 1996-12-18 1998-02-17 Bayer Corporation Unfilled two-component polyurethane adhesive
WO2000075210A1 (en) * 1999-06-07 2000-12-14 3M Innovative Properties Company Polyurea-based adhesives, articles therefrom, and methods of their preparation and use
US6824820B1 (en) 1999-06-07 2004-11-30 3M Innovative Properties Company Polyurea-based adhesives, articles therefrom and methods of their preparation and use
TW468283B (en) 1999-10-12 2001-12-11 Semiconductor Energy Lab EL display device and a method of manufacturing the same
TW471011B (en) * 1999-10-13 2002-01-01 Semiconductor Energy Lab Thin film forming apparatus
TW495808B (en) * 2000-02-04 2002-07-21 Semiconductor Energy Lab Thin film formation apparatus and method of manufacturing self-light-emitting device using thin film formation apparatus
US6602025B2 (en) * 2001-03-15 2003-08-05 Bayer Corporation Process for lining canals, ditches and pipes with a non-sagging polyurethane/geofabric composite
US6786680B2 (en) 2001-03-15 2004-09-07 Bayer Materialscience Llc Process for patching canals and ditches with a non-sagging polyurethane composition
JP4386720B2 (en) 2001-06-01 2009-12-16 アクゾ ノーベル ナムローゼ フェンノートシャップ A coating composition comprising a polyisocyanate and a polyester oligomer made from a polyol, polycarboxylic acid and monocarboxylic acid.
US6582771B1 (en) 2002-05-03 2003-06-24 Bayer Corporation Method for producing a polyurethane/geofabric composite
US8372939B1 (en) 2009-08-17 2013-02-12 Polyplexx, Llc Transparent polyurethanes
US8389142B2 (en) * 2009-09-28 2013-03-05 Tesla Motors, Inc. Method and apparatus for the external application of a battery pack adhesive
DE102011002885A1 (en) * 2011-01-19 2012-07-19 Henkel Ag & Co. Kgaa Storage-stable NCO-free laminating adhesive
WO2013049150A1 (en) * 2011-09-26 2013-04-04 Adco Products, Inc. Adhesive packaging system
US10150607B2 (en) 2013-11-13 2018-12-11 Royal Adhesives And Sealants Llc Adhesive packaging system with membrane
JP6480176B2 (en) * 2014-12-19 2019-03-06 ヘンケルジャパン株式会社 Urethane adhesive

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3714127A (en) * 1971-12-13 1973-01-30 Gen Tire & Rubber Co Urethane adhesive having improved sag resistance
US3979364A (en) * 1974-09-23 1976-09-07 Jefferson Chemical Company, Inc. Polyurethane elastomers having improved sag resistance
US4552934A (en) * 1981-04-06 1985-11-12 Ashland Oil, Inc. Sag resistant at essentially 1:1 ratio two component adhesive
AU8230182A (en) * 1981-04-06 1982-10-14 Goodyear Tire And Rubber Company, The Two pack polyurethane adhesive
US4336298A (en) * 1981-06-12 1982-06-22 The B. F. Goodrich Company Adhesive composition and composite made therewith
US4444976A (en) * 1982-12-20 1984-04-24 The Goodyear Tire & Rubber Company Sag resistant two component adhesive and sealant
DE3403499A1 (en) * 1984-02-02 1985-08-08 Bayer Ag, 5090 Leverkusen USE OF HEAT-CURABLE POLYURETHANE RESIN REACTIVE ADHESIVES
US4686242A (en) * 1985-03-25 1987-08-11 The Dow Chemical Company Polyurea polymers prepared from urea containing prepolymers
US4743672A (en) * 1987-02-26 1988-05-10 Ashland Oil, Inc. Sag resistant, two component urethane adhesives

Also Published As

Publication number Publication date
EP0440934A3 (en) 1991-08-21
US4994540A (en) 1991-02-19
KR910014487A (en) 1991-08-31
EP0440934A2 (en) 1991-08-14
JPH04211486A (en) 1992-08-03
CA2033888C (en) 2002-04-02

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