US5147938A
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US
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Acrylate adhesives containing polymerizable fluorochemical surfactants
Assignee: 3M Co
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Filing: 1991-04-02
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Granted: 1992-09-15
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Expires: 2011-04-02
Abstract
Abstract Pressure-sensitive acrylate-based adhesive copolymers comprising polymerized acrylate units and polymerized fluorochemical surfactant units and a process for preparing same. Also prepolymeric compositions comprising the monomeric components of an acrylate-based pressure-sensitive adhesive and a polymerizable fluorochemical surfactant. The prepolymeric compositions generally have surface energy lower than that of the monomeric components of the acrylate-based pressure sensitive adhesive alone. Also, the adhesive compositions better maintain adhesive properties when aged when compared to corresponding adhesive compositions involving non-polymerizable fluorochemical surfactants.
Inventors
- 👤 Douglas H. Kuller
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 23:57
CPC Classifications
C; C08; C08F; C08F2/00; C08F2/12; C08F2/16; C08F2/22; C08F2/24; C08F290/00; C08F290/08; C08F290/12
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
69 words
A polymeric adhesive composition comprising: (a) a major amount of polymerized units derived from an acrylate-containing mixture comprising the monomeric components of an acrylate-based pressure-sensitive adhesive; and (b) a minor amount of polymerized units derived from a polymerizable, organic-soluble, oligomeric fluorochemical surfactant comprising one or more fluorinated oligomers, each comprising at least two pendent flouroaliphatic groups, at least two organic-solubilizing groups, and at least one pendent polymerizable olefinic group.
Claim 2
Dependent Claim
69 words
A polymeric adhesive composition comprising: (a) a major amount of polymerized units derived from an acrylate-containing mixture comprising the monomeric components of an acrylate-based pressure-sensitive adhesive; and (b) a minor amount of polymerized units derived from a polymerizable, organic-soluble, oligomeric fluorochemical surfactant comprising one or more fluorinated oligomers, each comprising at least two pendent flouroaliphatic groups, at least two organic-solubilizing groups, and at least one pendent polymerizable olefinic group.
Claim 3
Dependent Claim
88 words
An adhesive composition according to claim 1, wherein the fluorinated oligomers comprise an aliphatic backbone having bonded thereto: (i) at least two fluoroaliphatic groups, each having a fully fluorinated terminal group; (ii) at least one organic-solubilizing group, each comprising a plurality of carbon atoms and may contain one or more catenary oxygen atoms; and (iii) at least one polymerizable olefinic group, each fluoroaliphatic group, organic-solubilizing group, and polymerizable olefinic group being independently bonded to the aliphatic backbone through a covalent bond, a heteroatom, or an organic linking group.
Claim 4
Dependent Claim
125 words
An adhesive composition according to claim 1, wherein the polymerizable fluorochemical surfactant comprises oligomers comprising a portion represented by the formula ##STR6## wherein: R 1 , R 2 , and R 3 independently represent polymerized units derived from polymerizable olefinic monomers and together form an aliphatic backbone; each Q independently is a covalent bond, a heteroatom, or an organic linking group; R f is a fluoroaliphatic group containing a fully fluorinated terminal group; R s is an organic-solubilizing group comprising a plurality of carbon atoms and may contain one or more catenary oxygen atoms; R p is a polymerizable olefinic group; and a, b, c, d, and e are whole numbers such that the compound is oligomeric, and each n is independently zero or one.
Claim 5
Dependent Claim
40 words
An adhesive composition according to claim 1, wherein the acrylate-containing mixture comprises a major amount of an alkyl acrylate wherein the alkyl group contains 1 to about 14 carbon atoms and a minor amount of a polar monomer copolymerizable therewith.
Claim 6
Dependent Claim
14 words
An adhesive composition according to claim 4, wherein the polar monomer is strongly polar.
Claim 7
Dependent Claim
28 words
An adhesive composition according to claim 5, wherein the srongly polar monomer is acrylic acid, itaconic acid, a hydroxyalkyl acrylate, a cyanoalkyl acrylate, acrylamide, or a substituted acrylamide.
Claim 8
Dependent Claim
23 words
An adhesive composition according to claim 5 wherein the strongly polar monomer constitutes up to about 25% by weight of the acrylate-containing mixture.
Claim 9
Dependent Claim
14 words
An adhesive composition according to claim 4, wherein the polar monomer is moderately polar.
Claim 10
Dependent Claim
21 words
An adhesive composition according to claim 8, wherein the moderately polar monomer is N-vinyl pyrrolione, acrylonitrile, vinyl chloride, or diallyl phthalate.
Claim 11
Dependent Claim
21 words
An adhesive composition according to claim 8, wherein the moderately polar monomer constitutes up to about 40% of the acrylate-containing mixture.
Claim 12
Dependent Claim
36 words
An adhesive composition according to claim 1, wherein the polymerized units derived from the polymerizable surfactant are present in an amount effective to reduce the surface tension of the composition relative to the acrylate-based pressure-sensitive adhesive.
Claim 13
Dependent Claim
37 words
An adhesive composition according to claim 1, wherein the polymerized units derived from the polymerizable surfactant are present in an amount of about 0.05 to about 2 percent by weight based on the weight of the composition.
Claim 14
Dependent Claim
11 words
An adhesive composition according to claim 1, further comprising hydrophobic silica.
Claim 15
Dependent Claim
22 words
An adhesive composition according to claim 1, further comprising polymeric or glass microspheres having an average diameter of 10 to 200 micrometers.
Claim 16
Dependent Claim
12 words
An adhesive composition according to claim 1, further comprising a hydrocarbon elastomer.
Claim 17
Dependent Claim
36 words
An adhesive composition according to claim 15, wherein the elastomer is present in an amount of about 5 to about 35 parts by weight of the composition based on 100 parts by weight of the composition.
Claim 18
Dependent Claim
20 words
An adhesive transfer tape comprising a low-adhesion carrier with a layer of polymeric adhesive composition according to claim 1 thereon.
Claim 19
Dependent Claim
76 words
A prepolymeric composition comprising: (a) an acrylate-containing mixture comprising the monomeric components of an acrylate-based pressure-sensitive adhesive; and (b) a polymerizable, organic-soluble, oligomeric fluorochemical surfactant composition comprising one or more fluorinated oligomers, each comprising at least two pendent fluoroaliphatic groups, at least two organic-solubilizing groups, and at least one pendent polymerizable olefinic group, the surfactant composition being present in an amount effective to lower the surface tension of the prepolymeric composition relative to the acrylate-containing mixture.
Claim 20
Dependent Claim
76 words
A prepolymeric composition comprising: (a) an acrylate-containing mixture comprising the monomeric components of an acrylate-based pressure-sensitive adhesive; and (b) a polymerizable, organic-soluble, oligomeric fluorochemical surfactant composition comprising one or more fluorinated oligomers, each comprising at least two pendent fluoroaliphatic groups, at least two organic-solubilizing groups, and at least one pendent polymerizable olefinic group, the surfactant composition being present in an amount effective to lower the surface tension of the prepolymeric composition relative to the acrylate-containing mixture.
Claim 21
Dependent Claim
92 words
A prepolymeric composition according to claim 18, wherein the fluorinated oligomers in the surfactant composition comprise an aliphatic backbone having bonded thereto: (i) at least two fluoroaliphatic groups, each having a fully fluorinated terminal group; (ii) at least one organic-solubilizing group, each comprising a plurality of carbon atoms and may contain one or more catenary oxygen atoms; and (iii) at least one polymerizable olefinic group, each fluoroaliphatic group, organic-solubilizing group, and polymerizable olefinic group being independently bonded to the aliphatic backbone through a covalent bond, a heteroatom, or an organic linking group.
Claim 22
Dependent Claim
40 words
A prepolymeric composition according to claim 18, wherein the acrylate-containing mixture comprises a major amount of an alkyl acrylate wherein the alkyl group contains 1 to about 14 carbon atoms and a minor amount of a polar monomer copolymerizable therewith.
Claim 23
Dependent Claim
14 words
A prepolymeric composition according to claim 20, wherein the polar monomer is strongly polar.
Claim 24
Dependent Claim
29 words
A prepolymeric composition according to claim 21, wherein the strongly polar monomer is acrylic acid, itaconic acid, a hydroxyalkyl acrylate, a cyanoalkyl acrylate, an acrylamides, or a substituted acrylamide.
Claim 25
Dependent Claim
23 words
A prepolymeric composition according to claim 21 wherein the strongly polar monomer constitutes up to about 25% by weight of the acrylate-containing mixture.
Claim 26
Dependent Claim
14 words
A prepolymeric composition according to claim 20, wherein the polar monomer is moderately polar.
Claim 27
Dependent Claim
21 words
A prepolymeric composition according to claim 24, wherein the moderately polar monomer is N-vinyl pyrrolione, acrylonitrile, vinyl chloride, or diallyl phthalate.
Claim 28
Dependent Claim
21 words
A prepolymeric composition according to claim 24, wherein the moderately polar monomer constitutes up to about 40% of the acrylate-containing mixture.
Claim 29
Dependent Claim
31 words
A prepolymeric composition according to claim 18, wherein the polymerizable surfactant is present in an amount effective to reduce the surface tension of the prepolymeric composition relative to the acrylate-containing mixture.
Claim 30
Dependent Claim
33 words
A prepolymeric composition according to claim 18, wherein the polymerizable surfactant is present in an amount of about 0.05 to about 2 percent by weight based on the weight of the prepolymeric composition.
Claim 31
Dependent Claim
11 words
A prepolymeric composition according to claim 18, further comprising hydrophobic silica.
Claim 32
Dependent Claim
22 words
A prepolymeric composition according to claim 18, further comprising polymeric or glass microspheres having an average diameter of 10 to 200 micrometers.
Claim 33
Dependent Claim
12 words
A prepolymeric composition according to claim 18, further comprising a hydrocarbon elastomer.
Claim 34
Dependent Claim
34 words
A prepolymeric composition according to claim 31, wherein the elastomer is present in an amount of about 5 to about 35 parts by weight based on 100 parts by weight of the prepolymeric composition.
Claim 35
Dependent Claim
20 words
A prepolymeric composition according to claim 18, partially polymerized to a viscosity of about 500 cps to about 50,000 cps.
Claim 36
Dependent Claim
16 words
A prepolymeric composition according to claim 18, partially polymerized to a viscosity of about 3000 cps.
Claim 37
Dependent Claim
86 words
A process for preparing a pressure-sensitive adhesive composition according to claim 1, comprising the steps of: (i) combining the monomeric components of an acrylate-based pressure-sensitive adhesive and a photoinitiator; (ii) optionally partially photopolymerizing the composition from step (i) in order to increase its viscosity for coating purposes; (iii) combining the polymerizable fluorochemical surfactant with the composition from step (ii) to afford a prepolymeric composition; (iv) coating the prepolymeric composition from step (iii) onto a low adhesion carrier; and (v) photopolymerizing substantially completely in an inert atmosphere.
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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) | 1995-09-15 | 1996-03-16 | 1996-09-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-09-15 | 2000-03-16 | 2000-09-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-09-15 | 2004-03-16 | 2004-09-15 | $7700.00 | Window Closed / Lapsed |