Patent US4510274A successfully refreshed from Google Patents.
US4510274A
Expired / Lapsed
US
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Vinyl acetate-ethylene copolymer emulsion and aqueous emulsion adhesive composition containing the emulsion
Assignee: Denka Co Ltd
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Filing: 1983-01-12
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Granted: 1985-04-09
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Expires: 2003-01-12
Abstract
Abstract An emulsion of a quarterly vinyl acetate-ethylene copolymer emulsified in an aqueous medium, is provided. The quarterly copolymer comprises: 100 parts, by weight, of a vinyl acetate-ethylene copolymer prepared from 95 to 60 parts, by weight, of vinyl acetate monomer (I) and 5 to 40 parts, by weight, of ethylene monomer (II); 0.5 to 7 parts, by weight, of an acid monomer (III) selected from the group consisting of monobasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, dibasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, anhydrides of said dibasic unsaturated carboxylic acids and semi-esters of said dibasic unsaturated carboxylic acids each having an alkyl chain of the alcohol part having 1 to 10 carbon atoms, and mixture thereof; and 0.5 to 15 parts, by weight, of an acrylamide compound (IV) represented by the general formula of: CH 2 ═CHCONHCH 2 OR; wherein R is an alkyl group having 1 to 10 carbon atoms. An aqueous emulsion adhesive is also provided which comprises the quarterly copolymer.
Inventors
- 👤 Haruo Okazaki
- 👤 Takashi Ohkubo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 07:21
CPC Classifications
C; C09; C09J; C09J131/00; C09J131/02; C09J131/04; C08; C08L; C08L2666/00; C08L2666/02; C08L2666/14; C08L63/00; C08L79/00; C08L79/02
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
195 words
An aqueous emulsion adhesive comprising an emulsion of a quarterly vinyl acetate-ethylene copolymer emulsified in an aqueous medium, and containing 100 parts, by weight, based on solid contents, and 0.5 to 20 parts, by weight, of a modifier selected from the group consisting of polyalkylenepolyamines, polyethyleneimines, polyaminepolyamides and mixtures thereof, said quarterly copolymer comprising a formulation of 100 parts, by weight, of a vinyl acetate-ethylene copolymer prepared from 95 to 60 parts, by weight, of vinyl acetate monomer (I) and 5 to 40 parts, by weight, of ethylene monomer (II); 0.5 to 7 parts, by weight, of an acid monomer (III) selected from the group consisting of monobasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, dibasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, anhydrides of said dibasic unsaturated carboxylic acids and semi-esters of said dibasic unsaturated carboxylic acids each having an alkyl chain of the alcohol part having 1 to 10 carbon atoms, and mixtures thereof; and 0.5 to 15 parts, by weight, of an acrylamide compound (IV) represented by the general formula of: CH.sub.2 ═CHCONHCH.sub.2 OR; wherein R is an alkyl group having 1 to 10 carbon atoms.
Claim 2
Dependent Claim
195 words
An aqueous emulsion adhesive comprising an emulsion of a quarterly vinyl acetate-ethylene copolymer emulsified in an aqueous medium, and containing 100 parts, by weight, based on solid contents, and 0.5 to 20 parts, by weight, of a modifier selected from the group consisting of polyalkylenepolyamines, polyethyleneimines, polyaminepolyamides and mixtures thereof, said quarterly copolymer comprising a formulation of 100 parts, by weight, of a vinyl acetate-ethylene copolymer prepared from 95 to 60 parts, by weight, of vinyl acetate monomer (I) and 5 to 40 parts, by weight, of ethylene monomer (II); 0.5 to 7 parts, by weight, of an acid monomer (III) selected from the group consisting of monobasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, dibasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, anhydrides of said dibasic unsaturated carboxylic acids and semi-esters of said dibasic unsaturated carboxylic acids each having an alkyl chain of the alcohol part having 1 to 10 carbon atoms, and mixtures thereof; and 0.5 to 15 parts, by weight, of an acrylamide compound (IV) represented by the general formula of: CH.sub.2 ═CHCONHCH.sub.2 OR; wherein R is an alkyl group having 1 to 10 carbon atoms.
Claim 3
Dependent Claim
184 words
An aqueous emulsion adhesive comprising an emulsion of a quarterly vinyl acetate-ethylene copolymer emulsified in an aqueous medium, and containing 100 parts, by weight, based on solid contents, and 5 to 60 parts, by weight, of an epoxy resin, said quarterly copolymer comprising a formulation of 100 parts, by weight, of a vinyl acetate-ethylene copolymer prepared from 95 to 60 parts, by weight, of vinyl acetate monomer (I) and 5 to 40 parts, by weight, of ethylene monomer (II); 0.5 to 7 parts, by weight, of an acid monomer (III) selected from the group consisting of monobasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, dibasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, anhydrides of said dibasic unsaturated carboxylic acids and semi-esters of said dibasic unsaturated carboxylic acids each having an alkyl chain of the alcohol part having 1 to 10 carbon atoms, and mixtures thereof; and 0.5 to 15 parts, by weight, of an acrylamide compound (IV) represented by the general formula of: CH.sub.2 ═CHCONHCH.sub.2 OR; wherein R is an alkyl group having 1 to 10 carbon atoms.
Claim 4
Dependent Claim
184 words
An aqueous emulsion adhesive comprising an emulsion of a quarterly vinyl acetate-ethylene copolymer emulsified in an aqueous medium, and containing 100 parts, by weight, based on solid contents, and 5 to 60 parts, by weight, of an epoxy resin, said quarterly copolymer comprising a formulation of 100 parts, by weight, of a vinyl acetate-ethylene copolymer prepared from 95 to 60 parts, by weight, of vinyl acetate monomer (I) and 5 to 40 parts, by weight, of ethylene monomer (II); 0.5 to 7 parts, by weight, of an acid monomer (III) selected from the group consisting of monobasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, dibasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, anhydrides of said dibasic unsaturated carboxylic acids and semi-esters of said dibasic unsaturated carboxylic acids each having an alkyl chain of the alcohol part having 1 to 10 carbon atoms, and mixtures thereof; and 0.5 to 15 parts, by weight, of an acrylamide compound (IV) represented by the general formula of: CH.sub.2 ═CHCONHCH.sub.2 OR; wherein R is an alkyl group having 1 to 10 carbon atoms.
Claim 5
Dependent Claim
205 words
An aqueous emulsion adhesive comprising an emulsion of a quarterly vinyl acetate-ethylene copolymer emulsified in an aqueous medium, and containing 100 parts, by weight, based on solid contents, 2.5 to 30 parts, by weight, of a nitrogen-containing resin selected from the group consisting of polyamine-polyamides, polyethyleneimines and mixtures thereof, and 2.5 to 50 parts, by weight, of an epoxy resin, said quarterly copolymer comprising a formulation of 100 parts, by weight, of a vinyl acetate-ethylene copolymer prepared from 95 to 60 parts, by weight, of vinyl acetate monomer (I) and 5 to 40 parts, by weight, of ethylene monomer (II); 0.5 to 7 parts, by weight, of an acid monomer (III) selected from the group consisting of monobasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, dibasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, anhydrides of said dibasic unsaturated carboxylic acids and semi-esters of said dibasic unsaturated carboxylic acids each having an alkyl chain of the alcohol part having 1 to 10 carbon atoms, and mixtures thereof; and 0.5 to 15 parts, by weight, of an acrylamide compound (IV) represented by the general formula of: CH.sub.2 ═CHCONHCH.sub.2 OR; wherein R is an alkyl group having 1 to 10 carbon atoms.
Claim 6
Dependent Claim
205 words
An aqueous emulsion adhesive comprising an emulsion of a quarterly vinyl acetate-ethylene copolymer emulsified in an aqueous medium, and containing 100 parts, by weight, based on solid contents, 2.5 to 30 parts, by weight, of a nitrogen-containing resin selected from the group consisting of polyamine-polyamides, polyethyleneimines and mixtures thereof, and 2.5 to 50 parts, by weight, of an epoxy resin, said quarterly copolymer comprising a formulation of 100 parts, by weight, of a vinyl acetate-ethylene copolymer prepared from 95 to 60 parts, by weight, of vinyl acetate monomer (I) and 5 to 40 parts, by weight, of ethylene monomer (II); 0.5 to 7 parts, by weight, of an acid monomer (III) selected from the group consisting of monobasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, dibasic unsaturated carboxylic acids each having 3 to 17 carbon atoms, anhydrides of said dibasic unsaturated carboxylic acids and semi-esters of said dibasic unsaturated carboxylic acids each having an alkyl chain of the alcohol part having 1 to 10 carbon atoms, and mixtures thereof; and 0.5 to 15 parts, by weight, of an acrylamide compound (IV) represented by the general formula of: CH.sub.2 ═CHCONHCH.sub.2 OR; wherein R is an alkyl group having 1 to 10 carbon atoms.
Claim 7
Dependent Claim
189 words
An aqueous emulsion adhesive comprising an emulsion of a quarterly vinyl acetate-ethylene copolymer emulsified in an aqueous medium, and containing 100 parts, by weight, based on solid contents, 2.5 to 30 parts, by weight, of a nitrogen-containing resin, said nitrogen-containing resin being polycondensation products of polyalkylenepolyamines and the polymerization products of the mixture substantially obtained from oleic acid, linoleic acid and tall oil, said polycondensation products and polymerization products having the amine values of from 20 to 900, and 2.5 to 50 parts, by weight, of an epoxy resin, said quarterly copolymer comprising a formulation of 100 parts, by weight, of a vinyl acetate-ethylene copolymer prepared from 95 to 60 parts, by weight, of vinyl acetate monomer (I) and 5 to 40 parts, by weight, of ethylene monomer (II); 0.5 to 7 parts, by weight, of an acid monomer (III) selected from the group consisting of acrylic acid monomer, methacrylic acid monomer, itaconic acid monomer, maleic acid monomer, and fumaric acid monomer, and mixtures thereof; and 0.5 to 15 parts, by weight, of a water-insoluble acrylamide compound (IV) selected from the group consisting of N-N-butoxymethylacrylamide, N-isobutoxymethylacrylamide, and N-methylolacrylamide-2-ethylhexyl ether.
Claim 8
Dependent Claim
189 words
An aqueous emulsion adhesive comprising an emulsion of a quarterly vinyl acetate-ethylene copolymer emulsified in an aqueous medium, and containing 100 parts, by weight, based on solid contents, 2.5 to 30 parts, by weight, of a nitrogen-containing resin, said nitrogen-containing resin being polycondensation products of polyalkylenepolyamines and the polymerization products of the mixture substantially obtained from oleic acid, linoleic acid and tall oil, said polycondensation products and polymerization products having the amine values of from 20 to 900, and 2.5 to 50 parts, by weight, of an epoxy resin, said quarterly copolymer comprising a formulation of 100 parts, by weight, of a vinyl acetate-ethylene copolymer prepared from 95 to 60 parts, by weight, of vinyl acetate monomer (I) and 5 to 40 parts, by weight, of ethylene monomer (II); 0.5 to 7 parts, by weight, of an acid monomer (III) selected from the group consisting of acrylic acid monomer, methacrylic acid monomer, itaconic acid monomer, maleic acid monomer, and fumaric acid monomer, and mixtures thereof; and 0.5 to 15 parts, by weight, of a water-insoluble acrylamide compound (IV) selected from the group consisting of N-N-butoxymethylacrylamide, N-isobutoxymethylacrylamide, and N-methylolacrylamide-2-ethylhexyl ether.
Claim 9
Dependent Claim
42 words
An aqueous emulsion adhesive according to claim 1 wherein said polyalkylenepolyamines are those represented by the following general formula of: NH.sub.2 --(CH.sub.2).sub.m NH].sub.n H; wherein m is an integer of 2 to 10 and n is an integer of 1 to 10.
Claim 10
Dependent Claim
27 words
An aqueous emulsion adhesive according to claim 1, wherein said polyalkylenepolyamines are selected from the group consisting of ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, 3,3-imino-bis-propylamine and mixture thereof.
Claim 11
Dependent Claim
58 words
An aqueous emulsion adhesive according to claim 1, wherein said polyethyleneimines are selected from the group consisting of linear and non-linear polymers of ethylene and mixtures thereof, said linear and non-linear polymers of ethylene being represented by the following general formulae of: --CH.sub.2 --CH.sub.2 --NH); wherein X is an integer; and ##STR3## wherein x and y are integers.
Claim 12
Dependent Claim
31 words
An aqueous emulsion adhesive according to claim 1, wherein said polyaminepolyamides are polycondensation products of said polyalkylenepolyamines and polymerized fatty acids and have the amine values of from 20 to 900.
Claim 13
Dependent Claim
39 words
An aqueous emulsion adhesive accoridng to claim 8, wherein said polymerized fatty acids are selected from the group consisting of drying oils, non-drying oils free fatty acids and polymerization products of lower alcohol esters of said free fatty acids.
Claim 14
Dependent Claim
30 words
An aqueous emulsion adhesive according to claim 9, wherein said polymerized fatty acids are the polymerization products of the mixture substantially obtianed from oleic acid, linoleic acid and tall oil.
Claim 15
Dependent Claim
24 words
An aqueous emulsion adhesive according to claim 9, wherein said polymerized fatty acids are dimer acids represented by the following general formula of: ##STR4##
Claim 16
Dependent Claim
22 words
An aqueous emulsion adhesive according to claim 1, wherein said polyaminepolyamides are complexes blocked by monoglycidyl compounds, isocyanates and BF 3 .
Claim 17
Dependent Claim
75 words
An aqueous emulsion adhesive according to claim 2, wherein said epoxy resin is a condensation product of a compound having epoxy groups and a compound having active hydrogen atoms in the form of phenolic --OH group, --COOH group of carboxylic acid and --NH 2 group of amine, said epoxy resin being a liquid resin or a solid resin capable of being emulsified by hot melting, and having an epoxide equivalent of from 100 to 7,000.
Claim 18
Dependent Claim
53 words
An aqueous emulsion adhesive according to claim 13, wherein said compound having active hydrogen atoms is selected from the group consisting of bis-phenol series compounds, polyfunctional phenols, aromatic dicarboxylic acids, hydroxycarboxylic acids, aromatic amino compounds and homo- and hetero-polymers of epoxy group-containing vinyl compounds polymerized in the presence of a chain transfer agent.
Claim 19
Dependent Claim
30 words
An aqueous emulsfion adhesive according to claim 3, wherein said polyaminepolyamides are polycondensation products of polyalkylenepolyamines and polymerized fatty acids and have the amine values of from 20 to 900.
Claim 20
Dependent Claim
39 words
An aqueous emulsion adhesion according to claim 15, wherein said polymerized fatty acids are selected from the group consisting of drying oils, non-drying oils, free fatty acids and polymerization products of lower alcohol esters of said free fatty acids.
Claim 21
Dependent Claim
30 words
An aqueous emulsion adhesive according to claim 16, wherein said polymerized fatty acids are the polymerization products of the mixture substantially obtained from oleic acid, linoleic acid and tall oil.
Claim 22
Dependent Claim
42 words
An aqueous emulsion adhesive according to claim 15, wherein said polyalkylenepolyamines are those represented by the following general formula of: NH.sub.2 --(CH.sub.2).sub.m NH].sub.n H; wherein m is an integer of 2 to 10 and n is an integer of 1 to 10.
Claim 23
Dependent Claim
27 words
An aqueous emulsion adhesive according to claim 15, wherein said polyalkylenepolyamines are selected from the group consisting of ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, 3,3-imino-bis-propylamine and mixtures thereof.
Claim 24
Dependent Claim
59 words
An aqueous emulsion adhesive according to claim 3, wherein said polyethyeleneimines are selected from the group consisting of linear and non-linear polymers of ethyelene and mixtures thereof, said linear and non-linear polymers of ethylene being represented by the following general formulae of: (CH.sub.2 --CH.sub.2 --NH).sub.x ; wherein x is an integer; and ##STR5## wherein x and y are integers.
Claim 25
Dependent Claim
74 words
An aqueous emulsion adhesive according to claim 3, wherein said epoxy resin is a condensation product of a compound having epoxy groups and a compound having active hydrogen atoms in the form of phenolic --OH group, --COOH group of carboxylic acid and --NH 2 group of amine, said epoxy resin being liquid resin or a solid resin capable of being emulsified by hot melting, and having an epoxide evuivalent of from 100 to 7,000.
Claim 26
Dependent Claim
75 words
An aqueous emulsion adhesive according to claim 3, wherein the adhesive comprises a first liquid containing said emulsion of said quarterly vinyl acetate-ethylene copolymer and said nitrogen-containing resin in a ratio, by weight, of the former to the latter of 100 to 5-60, and a second liquid containing said emulsion of said quarterly viny acetate-ethylene copolymer and said epoxy resin in a ratio, by weight, of the former to the latter of 100 to 5-100.
Claim 27
Dependent Claim
63 words
An aqueous emulsion adhesive accoridng to claim 3, wherein each of said nitrogen-containing resin and said epoxy resin is mixed with said emulsion of said quarterly vinyl acetate-ethylene copolymer in the form of a solution in an organic solvent, the solution being composed of 1 part, by weight, based on solid contents and 0.1 to 10 parts, by weight, of said organic solvent.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-04-08 | 1988-10-08 | 1989-04-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-04-08 | 1992-10-08 | 1993-04-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-04-08 | 1996-10-08 | 1997-04-09 | $7700.00 | Window Closed / Lapsed |