US4605465A
Expired / Lapsed
US
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UV and thermally curable, thermoplastic-containing compositions
Assignee: WR Grace and Co Conn
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Filing: 1984-10-04
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Granted: 1986-08-12
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Expires: 2004-10-04
Abstract
Abstract A UV and thermally curable composition comprising (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR1## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of substituted or unsubstituted pinacols, azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR2## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4). The exposure of the composition to UV radiation under atmospheric conditions and heat in seriatim results in a cured solid product which can be utilized as adhesives, coatings, gaskets, sealants, resists and the like.
Inventors
- 👤 Charles R. Morgan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 03:11
CPC Classifications
C; C09; C09D; C09D4/00; C09D4/06; B; B32; B32B; B32B37/00; B32B37/12; C08; C08F; C08F2/00; C08F2/46; C08F283/00; C08F283/10; C09J; C09J4/00; C09J4/06; B32B2305/00; B32B2305/72; B32B2310/00; B32B2310/08; B32B2310/0806; B32B2310/0831
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
189 words
A process for adhering two substrates which consists of applying to at least one of said substrates an adhesive composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR11## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR12## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region for a time sufficient to partially cure the adhesive in situ, contacting the substrates with the partially cured adhesive therebetween and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a fully cured solid adhesive.
Claim 2
Dependent Claim
189 words
A process for adhering two substrates which consists of applying to at least one of said substrates an adhesive composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR11## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR12## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region for a time sufficient to partially cure the adhesive in situ, contacting the substrates with the partially cured adhesive therebetween and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a fully cured solid adhesive.
Claim 3
Dependent Claim
183 words
A process for sealing two substrates which consists of contacting said substrates, applying to the substrates at a line of contact a sealant composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR13## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR14## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region to obtain a tack-free skin cure of the sealant composition and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a fully cured solid sealant.
Claim 4
Dependent Claim
183 words
A process for sealing two substrates which consists of contacting said substrates, applying to the substrates at a line of contact a sealant composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR13## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR14## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region to obtain a tack-free skin cure of the sealant composition and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a fully cured solid sealant.
Claim 5
Dependent Claim
185 words
A process for encapsulating an article which consists of coating said article with a UV and thermally curable composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR15## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR16## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region to obtain a tack-free partial cure of said coating sufficient to hold it in situ and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a fully cured, tack-free solid encapsulating coating.
Claim 6
Dependent Claim
185 words
A process for encapsulating an article which consists of coating said article with a UV and thermally curable composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR15## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR16## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region to obtain a tack-free partial cure of said coating sufficient to hold it in situ and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a fully cured, tack-free solid encapsulating coating.
Claim 7
Dependent Claim
172 words
The process of forming a cured coating on a substrate which consists of applying to a substrate a UV and thermally curable composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR17## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR18## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a cured solid, tack-free product.
Claim 8
Dependent Claim
172 words
The process of forming a cured coating on a substrate which consists of applying to a substrate a UV and thermally curable composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR17## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR18## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a cured solid, tack-free product.
Claim 9
Dependent Claim
167 words
The process of forming a cured product which consists of admixing a UV and thermally curable composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR19## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR20## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a fully cured solid, tack-free product.
Claim 10
Dependent Claim
167 words
The process of forming a cured product which consists of admixing a UV and thermally curable composition consisting essentially of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR19## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR20## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4), exposing said composition in air to UV radiation having an intensity in the range 0.0004 to 60.0 watts/cm 2 in the 200-400 nanometer region and, thereafter, heating the composition to a temperature in the range 80°-200° C. for a time sufficient to obtain a fully cured solid, tack-free product.
Claim 11
Dependent Claim
9 words
The product obtained by the process of claim 5.
Claim 12
Dependent Claim
106 words
A UV and thermally curable composition consisting of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR21## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR22## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4).
Claim 13
Dependent Claim
106 words
A UV and thermally curable composition consisting of (1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR21## wherein R is H or CH 3 , R 1 is an organic moiety and n is at least 2, (2) a thermal initiator for (1) selected from the group consisting of azo compounds, thiurams, organic peroxides and mixtures thereof, (3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR22## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone, (4) a thermoplastic material, and (5) a non-polymerizable plasticizer for (4).
Claim 14
Dependent Claim
25 words
The composition of claim 7 wherein (2) is an organic peroxide, (3) is 2-hydroxy-2-methyl-1-phenylpropan-1-one, (4) is polyvinyl chloride and (5) is an adipate polyester plasticizer.
Claim 15
Dependent Claim
28 words
The composition of claim 7 wherein (2) is an organic peroxide, (3) is 2-hydroxy-2-methyl-1-phenylpropan-1-one, (4) is a vinyl acetate-vinyl chloride copolymer and (5) is an adipate polyester plasticizer.
Claim 16
Dependent Claim
29 words
The composition of claim 7 wherein (2) is an organic peroxide, (3) is 2-hydroxy-2-methyl-1-phenylpropan-1-one, (4) is a methyl methacrylate, butyl methacrylate and vinyl imidazole terpolymer and (5) is diisononylphthalate.
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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) | 1989-08-11 | 1990-02-10 | 1990-08-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-08-11 | 1994-02-10 | 1994-08-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-08-11 | 1998-02-10 | 1998-08-12 | $7700.00 | Window Closed / Lapsed |