EP0325038A2
Expired / Lapsed
EP
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Surface priming composition for proteinaceous substrates, method of making and using same
Assignee: OPI Products Inc
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Filing: 1988-12-08
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Granted: —
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Expires: 2008-12-08
Abstract
Abstract An invented composition for promoting the adhesion of adhesives, coatings and/or composites to proteinaceous substrates is disclosed comprising a water-miscible solvent; and an unsaturated carboxylic acid of the general formula: where R₁ is selected from CH=CH, C(CH₃)=C(CH₃), C(CH₃)=CH, CH₂CH₂, or CH₂CH₂CH₂; and R₂ is selected from a terminally mono-, di-, tri-, or multi-unsaturated group. Methods of making the compound and methods of its use are also disclosed.
Inventors
- 👤 Robert Eric Montgomery
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-06 10:47
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/33; A61K8/37; A61Q; A61Q3/00
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
54 words
A pretreatment composition for increasing the adhesion of adhesives, coatings and/or composites to proteinaceous substrates comprising: a) a water-miscible solvent; and b) an unsaturated carboxylic acid of the general formula: where R₁ is selected from CH=CH, C(CH₃)=C(CH₃), C(CH₃)=CH, CH₂CH₂, or CH₂CH₂CH₂; and R₂ is selected from a terminally mono-, di-, tri-, or multi-unsaturated group.
Claim 2
Dependent Claim
54 words
A pretreatment composition for increasing the adhesion of adhesives, coatings and/or composites to proteinaceous substrates comprising: a) a water-miscible solvent; and b) an unsaturated carboxylic acid of the general formula: where R₁ is selected from CH=CH, C(CH₃)=C(CH₃), C(CH₃)=CH, CH₂CH₂, or CH₂CH₂CH₂; and R₂ is selected from a terminally mono-, di-, tri-, or multi-unsaturated group.
Claim 3
Dependent Claim
38 words
The composition set forth in Claim 1 wherein said adduct is selected from (meth)acryloyloxyethyl maleate, (meth)acryloyloxypropyl maleate, (meth)acryloyloxybutyl maleate, (meth)acryloyloxyethyl citraconate, (meth)acryloyloxypropyl citraconate, (meth)acryloyloxybutyl citraconate, (meth)acryloyloxyethyl dimethylmaleate, (meth)acryloyloxypropyl dimethylmaleate, (meth)acryloyloxybutyl dimethylmaleate, (meth)acryloyloxyethyl succinate, (meth)acryloyloxyethyl glutarate and (meth)allyloyloxyethyl maleate.
Claim 4
Dependent Claim
13 words
The composition set forth in Claim 2 wherein said adduct is methacryloyloxyethyl maleate.
Claim 5
Dependent Claim
19 words
The composition set forth in Claim 1 wherein said water-miscible solvent is selected form partially and wholly water-miscible solvents.
Claim 6
Dependent Claim
46 words
The composition set forth in Claim 1 wherein said water-miscible solvent is selected from acetone, ethyl acetate, isopropyl alcohol, ethanol, butyl acetate, n-propyl acetate, isopropyl acetate, cyclohexane, n-hexane, isobutyl acetate, sec-butyl acetate, amyl acetate, isoamyl acetate, butanol, acetonitrile, N- methyl pyrollidone, tetrahydrofuran, butyrolactone, and mixtures thereof.
Claim 7
Dependent Claim
15 words
The composition as set forth in Claim 5 where the water-miscible solvent is ethyl acetate.
Claim 8
Dependent Claim
36 words
The composition of Claim 6 wherein said adduct is selected from (meth)acryloyloxyethyl maleate, (meth)acryloyloxyethyl maleate, (meth)acryloyloxybutyl maleate, (meth)acryloyloxyethyl citraconate, (meth)acryloyloxypropyl citraconate, (meth)acryloyloxybutyl citraconate, (meth)acryloyloxyethyl dimethylmaleate, (meth)acryloyloxypropyl dimethylmaleate, (meth)acryloyloxybutyl dimethylmaleate, (meth)acryloyloxyethyl succinate, (meth)acryloyloxyethyl glutarate and (meth)acryloyloxyethyl maleate.
Claim 9
Dependent Claim
16 words
The composition of Claim 8 wherein said composition comprises 1 to 30% by weight methacryloyloxyethyl maleate.
Claim 10
Dependent Claim
13 words
The composition of Claim 8 comprising 5 - 20% by weight methacryloyloxyethyl maleate.
Claim 11
Dependent Claim
10 words
The composition of Claim 9 comprising 10% by weightmethacryloyloxyethyl maleate.
Claim 12
Dependent Claim
29 words
A pretreatment composition for increasing the adhesion of adhesives, coatings and/or composites to proteinaceous substrates comprising: a) a water-miscible solvent; and b) an unsaturated carboxylic acid of the formula:
Claim 13
Dependent Claim
29 words
A pretreatment composition for increasing the adhesion of adhesives, coatings and/or composites to proteinaceous substrates comprising: a) a water-miscible solvent; and b) an unsaturated carboxylic acid of the formula:
Claim 14
Dependent Claim
45 words
The composition set forth in Claim 11 wherein said water-miscible solvent is selected from acetone, ethyl acetate, isopropyl alcohol, ethanol, butyl acetate, n-propyl acetate, isopropyl acetate, cyclohexane, n-hexane, isobutyl acetate, sec-butyl acetate, amyl acetate, isoamyl acetate, butanol, acetonitrile, N-methyl pyrollidone, tetrahydrofuren, butyrolactone, and mixtures thereof.
Claim 15
Dependent Claim
15 words
The composition as set forth in Claim 8 wherein the water-miscible solvent is ethyl acetate.
Claim 16
Dependent Claim
19 words
The composition as set forth in Claim 13 wherein said composition comprises 1 to 30% by weight methacryloyloxyethyl maleate.
Claim 17
Dependent Claim
19 words
The composition as set forth in Claim 14 wherein said composition comprises 5 to 20% by weight methacryloyloxyethyl maleate.
Claim 18
Dependent Claim
17 words
The composition as set forth in Claim 15 wherein said composition comprises 10% by weight methacryloyloxyethyl maleate.
Claim 19
Dependent Claim
26 words
A pretreatment composition for increasing the adhesion of adhesives, coatings and/or composites to proteinaceous substrates comprising: a) ethyl acetate; and b) 10% by weight methacryloyloxyethyl maleate.
Claim 20
Dependent Claim
26 words
A pretreatment composition for increasing the adhesion of adhesives, coatings and/or composites to proteinaceous substrates comprising: a) ethyl acetate; and b) 10% by weight methacryloyloxyethyl maleate.
Claim 21
Independent Claim
91 words
A method of making a composition for promoting the adhesion of adhesives, coatings and/or composites to proteinaceous substrates comprising the steps of: a) providing a cyclic anhydride; b) providing a hydroxyl-containing, terminally unsaturated reactant; c) reacting said cyclic anhydride with said hydroxyl containing terminally unsaturated reactant to form an unsaturated carboxylic acid of the general formula: where R₁ is selected from CH=CH, C(CH₃)=C(CH₃), C(CH₃)=CH, CH₂CH₂, or CH₂CH₂CH₂; and R₂ is selected from a terminally mono-, di-, tri-, or multi-unsaturated group; d) dissolving said adduct of step c in a water-miscible solvent.
Claim 22
Independent Claim
91 words
A method of making a composition for promoting the adhesion of adhesives, coatings and/or composites to proteinaceous substrates comprising the steps of: a) providing a cyclic anhydride; b) providing a hydroxyl-containing, terminally unsaturated reactant; c) reacting said cyclic anhydride with said hydroxyl containing terminally unsaturated reactant to form an unsaturated carboxylic acid of the general formula: where R₁ is selected from CH=CH, C(CH₃)=C(CH₃), C(CH₃)=CH, CH₂CH₂, or CH₂CH₂CH₂; and R₂ is selected from a terminally mono-, di-, tri-, or multi-unsaturated group; d) dissolving said adduct of step c in a water-miscible solvent.
Claim 23
Dependent Claim
23 words
The method of Claim 18 wherein said cyclic anhydride is selected from maleic anhydride, dimethylmaleic anhydride, succinic anhydride, glutaric anhydride and citraconic anydride.
Claim 24
Dependent Claim
31 words
The method of Claim 18 wherein said hydroxyl containing terminally unsaturated reactant is selected from 2-hydroxyethyl (meth)acrylate, 2- hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, allyl alcohol, pentaerythritol tri(meth)acrylate, N-2-hydroxyethyl (meth)acrylamide and methallyl alcohol.
Claim 25
Dependent Claim
21 words
The method of Claim 18 wherein the cyclic anhydride is maleic anhydride and the hydroxyl containing terminally unsaturated reactants 2-hydroxyethyl methacrylate.
Claim 26
Dependent Claim
43 words
The method of Claim 18 wherein said water-miscible solvent is selected from acetone, ethyl acetate, isopropyl alcohol, ethanol, butyl acetate, n-propyl acetate, isopropyl acetate, cyclohexane, n-hexane, isobutyl acetate, sec-butyl acetate, amyl acetate, isoamyl acetate, butanol, acetonitrile, N-methyl pyrollidone, tetrahydrofuran, butyrolactone, and mixtures thereof.
Claim 27
Dependent Claim
11 words
The method of Claim 22 wherein said solvent is ethyl acetate.
Claim 28
Independent Claim
31 words
A method of treating proteinaceous substrate to improve adhesion thereto comprising applying to said substrate the composition of any of Claims 1-17 and allowing said composition to dry on said substrate.
References Cited (Backward Citations)
No citation records indexed.
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