CA2033888A1 - Sag resistant, unfilled, low viscosity urethane structural adhesive - Google Patents
Sag resistant, unfilled, low viscosity urethane structural adhesiveInfo
- 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
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
- C09J175/08—Polyurethanes from polyethers
-
- 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
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5036—Polyethers having heteroatoms other than oxygen having nitrogen containing -N-C=O groups
- C08G18/5048—Products of hydrolysis of polyether-urethane prepolymers containing isocyanate groups
-
- 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
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5024—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups
- C08G18/5027—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups directly linked to carbocyclic groups
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
-
- 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
- C09J175/12—Polyurethanes 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.
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.
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)
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)
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 |
-
1990
- 1990-01-16 US US07/464,821 patent/US4994540A/en not_active Expired - Lifetime
- 1990-12-13 EP EP19900124093 patent/EP0440934A3/en not_active Ceased
-
1991
- 1991-01-09 CA CA002033888A patent/CA2033888C/en not_active Expired - Lifetime
- 1991-01-14 JP JP3016075A patent/JPH04211486A/en active Pending
- 1991-01-14 KR KR1019910000415A patent/KR910014487A/en not_active Application Discontinuation
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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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKEX | Expiry |