Patent US3962498A successfully refreshed from Google Patents.
US3962498A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Method for improving adhesion between adhesives and polyester or other thermoplastic substrates
Assignee: Lord Corp
•
Filing: 1974-03-21
•
Granted: 1976-06-08
•
Expires: 1994-03-21
Abstract
Abstract A method for improving adhesion between an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal vinyl group and a solid polyester or other thermoplastic substrate by treating the substrate with a solution of a partial urethane adduct prior to application of the adhesive, applying the adhesive and curing the adhesive.
Inventors
- 👤 William J. Owston
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 15:10
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/69; C08J; C08J5/00; C08J5/12; C08J7/00; C08J7/04; C08J7/042; C08J7/043; C08J7/05; C08J2367/00; C08J2367/02; C08J2475/00; C08J2475/04
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
205 words
The method for improving the adhesion between an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group and a substrate selected from the group consisting of solid polyester and other solid thermoplastic compositions comprising treating said substrate with a solution consisting essentially of from about 0.85 to about 40 parts by weight of a first partial urethane adduct and a second partial urethane adduct in 60 to 100 parts of a low boiling, inert organic solvent, said first partial urethane adduct being the reaction product of from about 0.1 to about 0.7 molar equivalent weight of a hydroxy functional monomer and 1 molar equivalent weight of polyisocyanate of tri or higher functionality, said second partial urethane adduct being the reaction product of from about 0.05 to about 0.35 molar equivalent of a hydroxylated butadiene polymer or copolymer and 1 molar equivalent weight of a polyisocyanate of tri or higher functionality, said first and second partial urethane adducts being combined in said solution in a proportion ranging from 1:0.2 to 0.2:1; applying an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group to said treated substrate and curing said adhesive.
Claim 2
Independent Claim
205 words
The method for improving the adhesion between an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group and a substrate selected from the group consisting of solid polyester and other solid thermoplastic compositions comprising treating said substrate with a solution consisting essentially of from about 0.85 to about 40 parts by weight of a first partial urethane adduct and a second partial urethane adduct in 60 to 100 parts of a low boiling, inert organic solvent, said first partial urethane adduct being the reaction product of from about 0.1 to about 0.7 molar equivalent weight of a hydroxy functional monomer and 1 molar equivalent weight of polyisocyanate of tri or higher functionality, said second partial urethane adduct being the reaction product of from about 0.05 to about 0.35 molar equivalent of a hydroxylated butadiene polymer or copolymer and 1 molar equivalent weight of a polyisocyanate of tri or higher functionality, said first and second partial urethane adducts being combined in said solution in a proportion ranging from 1:0.2 to 0.2:1; applying an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group to said treated substrate and curing said adhesive.
Claim 3
Dependent Claim
88 words
The method of claim 1 wherein said hydroxylated butadiene polymer or copolymer is a member selected from the group consisting of hydroxylated butadiene homopolymers having a molecular weight ranging from about 400 to 20,000 hydroxylated butadiene-styrene copolymers containing about 75%, by weight, butadiene monomer and 25%, by weight, styrene monomer and having a molecular weight of about 400 to about 20,000 and hydroxylated acrylonitrile-butadiene copolymers containing about 15%, by weight, acrylonitrile monomer and 85%, by weight, butadiene monomer and having a molecular weight of about 400 to 20,000.
Claim 4
Independent Claim
175 words
The method for improving the adhesion between an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single termianl >C=CH 2 group and a substrate selected from the group consisting of solid polyester and other solid thermoplastic compositions comprising treating said substrate with a solution consisting essentially of from about 0.85 to about 40 parts by weight of a partial urethane adduct in 60 to 100 parts by weight of a low boiling, inert organic solvent, and from about 0.3 to about 10%, by weight, based on the weight of the solution, of a terephthalate polyester formed from the reaction of an organic polyol and terephthalic acid or terephthalic anhydride, said partial urethane adduct being the reaction product of from about 0.1 to about 0.7 molar equivalent weight of a hydroxy functional monomer and 1 molar equivalent weight of polyisocyanate of tri or higher functionality; applying an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group to said treated substrate and curing said adhesive.
Claim 5
Independent Claim
175 words
The method for improving the adhesion between an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single termianl >C=CH 2 group and a substrate selected from the group consisting of solid polyester and other solid thermoplastic compositions comprising treating said substrate with a solution consisting essentially of from about 0.85 to about 40 parts by weight of a partial urethane adduct in 60 to 100 parts by weight of a low boiling, inert organic solvent, and from about 0.3 to about 10%, by weight, based on the weight of the solution, of a terephthalate polyester formed from the reaction of an organic polyol and terephthalic acid or terephthalic anhydride, said partial urethane adduct being the reaction product of from about 0.1 to about 0.7 molar equivalent weight of a hydroxy functional monomer and 1 molar equivalent weight of polyisocyanate of tri or higher functionality; applying an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group to said treated substrate and curing said adhesive.
Claim 6
Independent Claim
239 words
The method for improving the adhesion between an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group and a substrate selected from the group consisting of solid polyester and other solid thermoplastic compositions comprising treating said substrate with a solution consisting essentially of from about 0.85 to about 40 parts by weight of a first partial urethane adduct and a second partial urethane adduct in 60 to 100 parts of a low boiling, inert organic solvent, and from about 0.3 to about 10%, by weight, based on the weight of the solution, of a tetephthalate polyester formed from the reaction of an organic polyol and terephthalic acid or terephthalic anhydride, said first partial urethane adduct being the reaction product of from about 0.1 to about 0.7 molar equivalent weight of a hydroxy functional monomer and 1 molar equivalent weight of polyisocyanate of tri or higher functionality, said second partial urethane adduct being the reaction product of from about 0.05 to about 0.35 molar equivalent weight of a hydroxylated butadiene polymer or copolymer and 1 molar equivalent weight of a polyisocyanate of tri or higher functionality, said first and second partial urethane adducts being combined in said solution in a proportion ranging from 1:0.2 to 0.2:1; applying an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group to said substrate and curing said adhesive.
Claim 7
Independent Claim
239 words
The method for improving the adhesion between an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group and a substrate selected from the group consisting of solid polyester and other solid thermoplastic compositions comprising treating said substrate with a solution consisting essentially of from about 0.85 to about 40 parts by weight of a first partial urethane adduct and a second partial urethane adduct in 60 to 100 parts of a low boiling, inert organic solvent, and from about 0.3 to about 10%, by weight, based on the weight of the solution, of a tetephthalate polyester formed from the reaction of an organic polyol and terephthalic acid or terephthalic anhydride, said first partial urethane adduct being the reaction product of from about 0.1 to about 0.7 molar equivalent weight of a hydroxy functional monomer and 1 molar equivalent weight of polyisocyanate of tri or higher functionality, said second partial urethane adduct being the reaction product of from about 0.05 to about 0.35 molar equivalent weight of a hydroxylated butadiene polymer or copolymer and 1 molar equivalent weight of a polyisocyanate of tri or higher functionality, said first and second partial urethane adducts being combined in said solution in a proportion ranging from 1:0.2 to 0.2:1; applying an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group to said substrate and curing said adhesive.
Claim 8
Independent Claim
136 words
A method for improving the adhesion between an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group and a substrate selected from the group consisting of solid polyester and other solid thermoplastic compositions comprising treating said substrate with a solution containing about 0.85 to about 40 parts, by weight, of a partial urethane adduct in 60 to 100 parts of a low boiling, inert organic solvent, said partial urethane adduct being the reaction product of from about 0.1 to about 0.7 molar equivalent weight of a hydroxy functional monomer and 1 molar equivalent weight of polyisocyanate of tri or higher functionality, applying an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group to said treated substrate and curing said adhesive.
Claim 9
Independent Claim
136 words
A method for improving the adhesion between an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group and a substrate selected from the group consisting of solid polyester and other solid thermoplastic compositions comprising treating said substrate with a solution containing about 0.85 to about 40 parts, by weight, of a partial urethane adduct in 60 to 100 parts of a low boiling, inert organic solvent, said partial urethane adduct being the reaction product of from about 0.1 to about 0.7 molar equivalent weight of a hydroxy functional monomer and 1 molar equivalent weight of polyisocyanate of tri or higher functionality, applying an adhesive of the class of polymerizable liquid ethylenically unsaturated compounds containing a single terminal >C=CH 2 group to said treated substrate and curing said adhesive.
Claim 10
Dependent Claim
16 words
The method of claim 5 wherein said solution is a 12% solids solution in methylene chloride.
Claim 11
Dependent Claim
11 words
The method of claim 5 wherein said polyisocyanate is polymethylene polyphenylisocyanate.
Claim 12
Dependent Claim
23 words
The method of claim 5 wherein said hydroxy functional monomer is a member of the group consisting of hydroxyethyl methacrylate and hydroxypropyl methacrylate.
Claim 13
Dependent Claim
45 words
The method of claim 5 wherein said low boiling, inert organic solvent is a member selected from the group consisting of methylene chloride, styrene, vinyl toluene, toluene, cellosolve acetate, trichloroethylene, methylisobutyl ketone, xylene and mixtures of two or more of said solvents in any proportion.
Claim 14
Dependent Claim
14 words
The method of claim 5 wherein said solid polyester is glass fiber reinforced polyester.
Claim 15
Dependent Claim
32 words
The method of claim 5 wherein said solid thermoplastic is a member selected from the group consisting of solid acrylonitrile-butadiene-styrene, styrene-acrylonitrile, polyacrylic esters, polyvinyl chloride, polyvinyl chloride-acrylic blends and polyphenylene oxide thermoplastic.
References Cited (Backward Citations)
US2958704A
Cited
US3297745A
Cited
US3425988A
Cited
US3509234A
Cited
US3455857A
Cited
US3642943A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-06-08 | 1979-12-08 | 1980-06-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-08 | 1983-12-08 | 1984-06-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-08 | 1987-12-08 | 1988-06-08 | $7700.00 | Window Closed / Lapsed |