US4444933A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Adhesive cyanoacrylate compositions with reduced adhesion to skin
Assignee: Elmers Products Inc
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Filing: 1982-12-02
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Granted: 1984-04-24
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Expires: 2002-12-02
Abstract
Abstract A cyanoacrylate-based adhesive composition comprises 55-92% by weight of a 2-cyanoacrylate ester, preferably the ethyl ester, from 40-30% by weight of a vinyl chloride/vinyl acetate copolymer and not more than 25% by weight of a plasticizer (the plasticizer may be omitted entirely). The copolymer is preferably a vinyl chloride/vinyl acetate/maleic acid terpolymer. The adhesive compositions have greatly reduced adhesion to skin, not forming strong skin bonds for at least 30 seconds, in contrast to conventional cyanoacrylate adhesive compositions which form, within in about one second bonds strong enough to tear skin.
Inventors
- 👤 Peter S. Columbus
- 👤 John Anderson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 08:57
CPC Classifications
C; C09; C09J; C09J4/00; C09J4/06; C08; C08F; C08F259/00; C08F259/02; C08F259/04
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
84 words
An adhesive composition comprising: from about 55 to about 92 percent by weight of a 2-cyanoacrylate ester; from about 4 to about 30 percent by weight of a vinyl chloride/vinyl acetate copolymer dissolved in said 2-cyanoacrylate ester, said copolymer having a molecular weight of at least about 8000 and containing a major proportio by weight of vinyl chloride and a minor proportion, but not less than 5% by weight, of vinyl acetate; and not more than about 25 percent by weight of a plasticizer.
Claim 2
Dependent Claim
84 words
An adhesive composition comprising: from about 55 to about 92 percent by weight of a 2-cyanoacrylate ester; from about 4 to about 30 percent by weight of a vinyl chloride/vinyl acetate copolymer dissolved in said 2-cyanoacrylate ester, said copolymer having a molecular weight of at least about 8000 and containing a major proportio by weight of vinyl chloride and a minor proportion, but not less than 5% by weight, of vinyl acetate; and not more than about 25 percent by weight of a plasticizer.
Claim 3
Dependent Claim
13 words
A composition according to claim 1 wherein said cyanoacrylate ester comprises ethyl 2-cyanoacrylate.
Claim 4
Dependent Claim
20 words
A composition according to claim 2 wherein said ethyl 2-cyanoacrylate has a viscosity of about 5 to about 50 cPS.
Claim 5
Dependent Claim
23 words
A composition according to claim 1 wherein said cyanoacrylate ester comprises from about 75 to about 85 percent by weight of said composition.
Claim 6
Dependent Claim
31 words
A composition according to claim 1 wherein said copolymer comprises about 80 to about 90 percent by weight vinyl chloride and about 10 to about 20 percent by weight vinyl acetate.
Claim 7
Dependent Claim
16 words
A composition according to claim 1 wherein said copolymer comprises a carboxyl-modified vinyl chloride/vinyl acetate copolymer.
Claim 8
Dependent Claim
16 words
A composition according to claim 6 wherein said copolymer comprises a vinyl chloride/vinyl acetate/maleic acid terpolymer.
Claim 9
Dependent Claim
41 words
A composition according to claim 7 wherein said terpolymer comprises about 80 to about 90 percent by weight vinyl chloride, about 10 to about 20 percent by weight vinyl acetate and not more than about 2 percent by weight maleic acid.
Claim 10
Dependent Claim
22 words
A composition according to claim 1 wherein said copolymer comprises from about 10 to about 18 percent by weight of said composition.
Claim 11
Dependent Claim
37 words
A composition according to claim 1 wherein said plasticizer is selected from the group consisting of dipropylene glycol dibenzoate, diethylene glycol dibenzoate, butyl benzyl phthalate, dibutyl phthalate and benzoate esters of di- and poly-hydroxy branched aliphatic compound.
Claim 12
Dependent Claim
22 words
A composition according to claim 1 wherein said plasticizer comprises from about 3 to about 8 percent by weight of said composition.
Claim 13
Dependent Claim
12 words
A composition according to claim 1 further comprising an anionic polymerization inhibitor.
Claim 14
Dependent Claim
14 words
A composition according to claim 12 wherein said anionic polymerization inhibitor comprises sulfur dioxide.
Claim 15
Dependent Claim
28 words
A composition according to claim 1 wherein said sulfur dioxide is present in an amount of from about 0.001 to about 0.5 percent by weight of said composition.
Claim 16
Dependent Claim
23 words
A composition according to claim 1 further comprising from about 0.001 to about 0.05 percent by weight of a free radical polymerization inhibitor.
Claim 17
Dependent Claim
83 words
An adhesive composition comprising: from about 75 to about 85 percent by weight of ethyl 2-cyanoacrylate; from about 10 to about 18 percent by weight of a vinyl chloride/vinyl acetate copolymer dissolved in said 2-cyanoacrylate ester, said copolymer having a molecular weight of at least about 8000 and comprising about 80 to about 90 percent by weight vinyl chloride and about 10 to about 20 percent by weight vinyl acetate; and from about 3 to about 8 percent by weight of a plasticizer.
Claim 18
Dependent Claim
83 words
An adhesive composition comprising: from about 75 to about 85 percent by weight of ethyl 2-cyanoacrylate; from about 10 to about 18 percent by weight of a vinyl chloride/vinyl acetate copolymer dissolved in said 2-cyanoacrylate ester, said copolymer having a molecular weight of at least about 8000 and comprising about 80 to about 90 percent by weight vinyl chloride and about 10 to about 20 percent by weight vinyl acetate; and from about 3 to about 8 percent by weight of a plasticizer.
Claim 19
Dependent Claim
20 words
A composition according to claim 16 wherein said ethyl 2-cyanoacrylate has a viscosity of about 5 to about 50 cPs.
Claim 20
Dependent Claim
16 words
A composition according to claim 16 wherein said copolymer comprises a carboxyl-modified vinyl chloride/vinyl acetate copolymer.
Claim 21
Dependent Claim
94 words
An adhesive composition comprising: from about 75 to about 85 percent by weight of ethyl 2-cyanoacrylate; from about 10 to about 18 percent by weight of a vinyl chloride/vinyl acetate/maleic acid terpolymer dissolved in said 2-cyanoacrylate ester, said terpolymer having a molecular weight of at least about 8000 and comprising about 80 to about 90 percent by weight vinylchloride, from about 10 to about 20 percent by weight vinyl acetate and not more than about 2 percent by weight maleic acid; and from about 3 to about 8 percent by eight of a plasticizer.
Claim 22
Dependent Claim
94 words
An adhesive composition comprising: from about 75 to about 85 percent by weight of ethyl 2-cyanoacrylate; from about 10 to about 18 percent by weight of a vinyl chloride/vinyl acetate/maleic acid terpolymer dissolved in said 2-cyanoacrylate ester, said terpolymer having a molecular weight of at least about 8000 and comprising about 80 to about 90 percent by weight vinylchloride, from about 10 to about 20 percent by weight vinyl acetate and not more than about 2 percent by weight maleic acid; and from about 3 to about 8 percent by eight of a plasticizer.
Claim 23
Dependent Claim
20 words
A composition according to claim 19 wherein said ethyl 2-cyanoacrylate has a viscosity of about 5 to about 50 cPs.
Claim 24
Dependent Claim
31 words
A composition according to claim 19 wherein said terpolymer comprises about 83% by weight vinyl chloride, about 16 percent by weight vinyl acetate and about 1 percent by weight maleic acid.
Claim 25
Dependent Claim
97 words
A process for forming an adhesive composition, which comprises: forming a stabilized cyanoacrylate ester composition comprising a 2-cyanoacrylate ester and an anionic polymerization inhibitor; and dissolving a pulverulent vinyl chloride/vinyl acetate copolymer having a molecular weight of at least about 8000 in said cyanoacrylate composition at a temperature of about 70° to about 85° C. until said copolymer is completely dissolved in said cyanoacrylate composition, such that the adhesive composition formed comprises from about 55 to about 92 percent by weight of said cyanoacrylate ester and about 4 to about 30 percent by weight of said copolymer.
Claim 26
Dependent Claim
97 words
A process for forming an adhesive composition, which comprises: forming a stabilized cyanoacrylate ester composition comprising a 2-cyanoacrylate ester and an anionic polymerization inhibitor; and dissolving a pulverulent vinyl chloride/vinyl acetate copolymer having a molecular weight of at least about 8000 in said cyanoacrylate composition at a temperature of about 70° to about 85° C. until said copolymer is completely dissolved in said cyanoacrylate composition, such that the adhesive composition formed comprises from about 55 to about 92 percent by weight of said cyanoacrylate ester and about 4 to about 30 percent by weight of said copolymer.
Claim 27
Dependent Claim
42 words
A process according to claim 22 wherein there is also dissolved in said cyanoacrylate composition a plasticizer in such an amount that said plasticizer is present in said adhesive composition in an amount of not more than about 25 percent by weight.
References Cited (Backward Citations)
US2794788A
Cited
US2804073A
Cited
US2784127A
Cited
US3223083A
Cited
US3667472A
Cited
GB1123360A
Cited
US3507822A
Cited
US3564078A
Cited
US3654239A
Cited
US4038345A
Cited
US3832334A
Cited
US4196271A
Cited
US4102945A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-04-24 | 1987-10-24 | 1988-04-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-04-24 | 1991-10-24 | 1992-04-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-04-24 | 1995-10-24 | 1996-04-24 | $7700.00 | Window Closed / Lapsed |