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US4100141A Expired / Lapsed US ⏱️ 0.0 years remaining

Stabilized adhesive and curing compositions

Assignee: Henkel Loctite Ireland Ltd
•
Filing: 1976-07-02
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Granted: 1978-07-11
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Expires: 1996-07-02
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Abstract

Abstract Stabilized, curable compositions formed from known free radical-polymerizable monomers (e.g., acrylates, stryene, etc.), and free radical initiators (e.g., peroxides, hydroperoxides, ultraviolet-sensitive compounds) by dissolving therein compounds containing the combination of allyl, lower alkoxyl and hydroxyl groups. All the groups may be present in one molecule, or the allyl group may occur in a separate molecule. Concentration of each compound may be in the range of about 0.01 to about 5 percent by weight of the total composition.

Inventors

  • 👤 Denis Joseph O'Sullivan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 22:38
CPC Classifications
C; C09; C09J; C09J4/00

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 117 words
A stabilized, curable composition comprising: a. a free radical-polymerizable monomer selected from the group consisting of aromatic and alkyl vinyl compounds, halogen-substituted vinyl compounds, alkyl and aromatic acrylates and methacrylates, and urethane-acrylates and -methacrylates; b. an effective amount for initiation of a peroxy or photo-sensitive initiator; and c. an effective amount for stabilization of the composition of an inhibitor system selected from the group consisting of an allyl alkoxyl hydroquinone and the combination of a compound containing the allyl group CH 2 ═CH--CH 2 --, but no inorganic group of the reducing type, with an alkoxyl hydroquinone, said alkoxyl hydroquinone group containing 1 to about 4 carbon atoms and said inhibitor system being dissolved in the monomer.
Claim 2
Dependent Claim 117 words
A stabilized, curable composition comprising: a. a free radical-polymerizable monomer selected from the group consisting of aromatic and alkyl vinyl compounds, halogen-substituted vinyl compounds, alkyl and aromatic acrylates and methacrylates, and urethane-acrylates and -methacrylates; b. an effective amount for initiation of a peroxy or photo-sensitive initiator; and c. an effective amount for stabilization of the composition of an inhibitor system selected from the group consisting of an allyl alkoxyl hydroquinone and the combination of a compound containing the allyl group CH 2 ═CH--CH 2 --, but no inorganic group of the reducing type, with an alkoxyl hydroquinone, said alkoxyl hydroquinone group containing 1 to about 4 carbon atoms and said inhibitor system being dissolved in the monomer.
Claim 3
Dependent Claim 12 words
A composition of claim 1 wherein the monomer is a vinyl compound.
Claim 4
Dependent Claim 12 words
A composition of claim 1 wherein the monomer is an acrylate ester.
Claim 5
Dependent Claim 12 words
A composition of claim 3 wherein the monomer is a methacrylate ester.
Claim 6
Dependent Claim 12 words
A composition of claim 1 wherein the monomer is a urethane-acrylate adduct.
Claim 7
Dependent Claim 25 words
A composition of claim 5 wherein the monomer is an adduct of bisphenol-A or hydrogenated bisphenol-A and an aromatic polyisocyanate capped with a hydroxyalkyl methacrylate.
Claim 8
Dependent Claim 98 words
A composition of claim 3 wherein the monomer has the formula ##STR7## wherein R 6 represents a radical selected from the group consisting of hydrogen, lower alkyl of 1-4 carbon atoms, hydroxyalkyl of 1-4 carbon atoms, and ##STR8## R 4 is a radical selected from the group consisting of hydrogen, halogen, and lower alkyl of 1-4 carbon atoms; R 5 is a radical selected from the group consisting of hydrogen, --OH and ##STR9## m is an integer equal to at least 1; and n is an integer equal to at least 1; and p is 0 or 1.
Claim 9
Dependent Claim 65 words
A composition of claim 5 wherein the monomer is a polymerizable monomer prepared by reacting at a temperature between about 10° C. and about 175° C.: (i) an organic polyisocyanate; and (ii) an acrylate ester containing a hydroxy or amino group in the non-acrylate portion thereof, the ester being used in sufficient amount to react with substantially all of the isocyanate groups of the polyisocyanate.
Claim 10
Dependent Claim 12 words
A composition of claim 1 wherein the initiator is an organic peroxide.
Claim 11
Dependent Claim 12 words
A composition of claim 1 wherein the initiator is an organic hydroperoxide.
Claim 12
Dependent Claim 11 words
A composition of claim 1 wherein the initiator is a perester.
Claim 13
Dependent Claim 53 words
A composition of claim 1 wherein the inhibitor system is a mixture of a compound containing the allyl group CH 2 ═CH--CH 2 --, but no inorganic group of the reducing type, and a hydroquinone compound of the formula ##STR10## where R is an alkyl group having 1 to about 4 carbon atoms.
Claim 14
Dependent Claim 9 words
A composition of claim 12 wherein R is methyl.
Claim 15
Dependent Claim 29 words
A composition of claim 1 wherein the inhibitor system is a compound having the formula ##STR11## wherein R is an alkyl group having 1 to about 4 carbon atoms.
Claim 16
Dependent Claim 9 words
A composition of claim 14 wherein R is methyl.
Claim 17
Dependent Claim 19 words
A composition of claim 13 wherein the inhibitor system is a mixture of hydroquinone monoethyl ether and triallyl phosphate.
Claim 18
Dependent Claim 11 words
A composition of claim 15 wherein the inhibitor system is 4-allyl-2-methoxy-phenol.

References Cited (Backward Citations)

US3502629A Cited
US3479246A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-07-10 1982-01-09 1982-07-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-07-10 1986-01-09 1986-07-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-07-10 1990-01-09 1990-07-11 $7700.00 Window Closed / Lapsed

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