US4038345A
Expired / Lapsed
US
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High viscosity cyanoacrylate adhesive compositions, and process for their preparation
Assignee: Henkel Loctite Ireland Ltd
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Filing: 1975-07-02
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Granted: 1977-07-26
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Expires: 1995-07-02
Abstract
Abstract Stable cyanoacrylate adhesive compositions having viscosities greater than about 200 centipoise are prepared by incorporating therein, as a thickening agent, a soluble acrylic polymer having a reduced viscosity of about 5 or greater, and a content of free radical polymerization initiator less than 1% by weight. These properties are obtained by subjecting the thickening agent to temperatures of about 140°-180° C. for about 30-180 minutes prior to incorporating it in the cyanoacrylate.
Inventors
- 👤 Denis J. O'Sullivan
- 👤 Bernard J. Bolger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 11:02
CPC Classifications
C; C08; C08F; C08F222/00; C08F222/30; C08F222/32; C08F222/321; C08F222/322; C08F265/00; C08F265/04; C09; C09J; C09J4/00; C09J4/06
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
170 words
The process for preparing an improved cyanoacrylate adhesive composition which comprises heating an acrylate polymer which has a reduced viscosity of substantially less than 5 and a content of free radical polymerization initiator of at least about 1% by weight, at a temperature of about 140° to about 180° centigrade and for about 30 to about 180 minutes and thereby increasing the reduced viscosity to at least about 5 and reducing the content of free radical polymerization initiator to less than about 0.5% by weight, said acrylate polymer having the repeating unit ##STR5## wherein R 1 is hydrogen, ethyl or methyl and R 2 is a C 1 to C 4 alkyl or alkenyl group; and dissolving a quantity of the polymer so treated into a mixture of a monomeric ester of 2-cyanoacrylic acid and about 0.0005% to about 10% by weight of an inhibitor of anionic polymerization, the quantity of polymer being sufficient to produce a cyanoacrylate adhesive composition with a viscosity between about 500 and about 20,000 centipoise.
Claim 2
Dependent Claim
170 words
The process for preparing an improved cyanoacrylate adhesive composition which comprises heating an acrylate polymer which has a reduced viscosity of substantially less than 5 and a content of free radical polymerization initiator of at least about 1% by weight, at a temperature of about 140° to about 180° centigrade and for about 30 to about 180 minutes and thereby increasing the reduced viscosity to at least about 5 and reducing the content of free radical polymerization initiator to less than about 0.5% by weight, said acrylate polymer having the repeating unit ##STR5## wherein R 1 is hydrogen, ethyl or methyl and R 2 is a C 1 to C 4 alkyl or alkenyl group; and dissolving a quantity of the polymer so treated into a mixture of a monomeric ester of 2-cyanoacrylic acid and about 0.0005% to about 10% by weight of an inhibitor of anionic polymerization, the quantity of polymer being sufficient to produce a cyanoacrylate adhesive composition with a viscosity between about 500 and about 20,000 centipoise.
Claim 3
Dependent Claim
56 words
The process of claim 1 wherein R 1 is hydrogen or methyl, R 2 is methyl or ethyl, and the ester of 2-cyanoacrylic acid has the formula ##STR6## wherein R represents a C 1 to C 16 alkyl or alkenyl, cyclohexyl, phenyl or furfuryl radical, and the mixture additionally contains an inhibitor of free radical polymerization.
Claim 4
Dependent Claim
18 words
The process of claim 1 wherein the cyanoacrylate adhesive composition additionally contains an inhibitor of free radical polymerization.
Claim 5
Dependent Claim
33 words
The process of claim 1 wherein the acrylate polymer has a reduced viscosity between about 6.5 and about 10, and a content of free radical initiator of less than about 0.5% by weight.
Claim 6
Dependent Claim
20 words
The process of claim 3 wherein the cyanoacrylate adhesive composition has a viscosity between about 750 and about 10,000 centipoise.
Claim 7
Dependent Claim
145 words
The process for preparing a cyanoacrylate adhesive composition which comprises at least one monomeric ester of 2-cyanoacrylic acid, about 0.0005 to about 10% by weight of an inhibitor of anionic polymerization and about 1 to about 15% by weight of a polyacrylate thickener having the repeating unit ##STR7## wherein R 1 is hydrogen, ethyl or methyl and R 2 is a C 1 to C 4 alkyl or alkenyl group, the improvement comprising heating the polyacrylate thickener at a temperature of about 140° to about 180° centigrade and for about 30 to about 180 minutes and thereby increasing its reduced viscosity to greater than about 5 and reducing its content of free radical polymerization initiator to less than about 1% by weight, and thereafter adding said polyacrylate thickener to the adhesive composition thereby increasing the viscosity of said composition to at least about 500 centipoise.
Claim 8
Dependent Claim
145 words
The process for preparing a cyanoacrylate adhesive composition which comprises at least one monomeric ester of 2-cyanoacrylic acid, about 0.0005 to about 10% by weight of an inhibitor of anionic polymerization and about 1 to about 15% by weight of a polyacrylate thickener having the repeating unit ##STR7## wherein R 1 is hydrogen, ethyl or methyl and R 2 is a C 1 to C 4 alkyl or alkenyl group, the improvement comprising heating the polyacrylate thickener at a temperature of about 140° to about 180° centigrade and for about 30 to about 180 minutes and thereby increasing its reduced viscosity to greater than about 5 and reducing its content of free radical polymerization initiator to less than about 1% by weight, and thereafter adding said polyacrylate thickener to the adhesive composition thereby increasing the viscosity of said composition to at least about 500 centipoise.
Claim 9
Dependent Claim
18 words
The process of claim 6 wherein the cyanoacrylate adhesive composition additionally contains an inhibitor of free radical polymerization.
Claim 10
Dependent Claim
34 words
The process of claim 6 wherein the polyacrylate thickener has a reduced viscosity between about 6.5 and about 10 and a content of free radical polymerization initiator of less than about 0.5% by weight.
Claim 11
Dependent Claim
19 words
The process of claim 8 wherein the cyanoacrylate adhesive composition has a viscosity between about 750 and 10,000 centipoise.
Claim 12
Dependent Claim
45 words
The process of claim 7 wherein R 1 is hydrogen or methyl, R 2 is methyl or ethyl, and the ester of 2-cyanoacrylic acid has the formula ##STR8## wherein R represents a C 1 to C 16 alkyl or alkenyl, cyclohexyl, phenyl or furfuryl radical.
References Cited (Backward Citations)
US3178379A
Cited
US3354128A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-07-25 | 1981-01-24 | 1981-07-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-07-25 | 1985-01-24 | 1985-07-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-07-25 | 1989-01-24 | 1989-07-26 | $7700.00 | Window Closed / Lapsed |