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US4759983A Expired / Lapsed US ⏱️ 0.0 years remaining

Pressure sensitive adhesives and adhesive articles

Assignee: Rohm and Haas Co
•
Filing: 1986-05-30
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Granted: 1988-07-26
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Expires: 2006-05-30
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Abstract

Abstract Normally tacky, pressure sensitive adhesive compositions comprise one or more polymers containing pendant functional groups attached to a polymer backbone and having the formula: ##STR1## in which R 1 is a divalent organic radical at least 3 atoms in length, and X is organoacyl or cyano, and wherein said polymer is selected from the group consisting of (1) conjugated diolefin polymers comprising at least about 30 weight percent of one or more conjugated diene monomers having 4 to about 8 carbon atoms and 0 to about 70 weight percent of one or more alkenyl-substituted monoaromatic monomers, (2) olefin ester interpolymers comprising at least about 1 weight percent of a monoolefin monomer having up to about 4 carbon atoms and at least about 40 weight percent of an alkenyl or alkenol ester of a saturated carboxylic acid, (3) olefinically unsaturated carboxylic acid ester polymers comprising at least about 40 weight percent polymerized olefinically unsaturated carboxylic acid ester monomers, (4) alkenyl ether polymers comprising at least about 30 weight percent alkenyl ether monomer units, and (5) combinations thereof. Such polymers have improved cohesive strength with little or no detriment to adhesive tack or adhesion, and these improvements are realized without the necessity of incorporating crosslinking monomers such as N-methylolamides or other crosslinking agents. Pressure sensitive adhesive, water-based emulsions, hot melts and solutions containing such polymers and adhesive articles having at least a portion of one surface thereof coated with such adhesives are also provided.

Inventors

  • 👤 Gaylen M. Knutson
  • 👤 Paul J. Steinwand
  • 👤 Joseph J. Wilczynski
  • 👤 Lonnie T. Spada

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 19:21
CPC Classifications
C; C09; C09J; C09J157/00; C09J157/04; C09J7/00; C09J7/30; C09J7/38; C09J7/381; C09J7/385; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10T; Y10T428/00; Y10T428/28; Y10T428/2813; Y10T428/2817; Y10T428/2826; Y10T428/2852; Y10T428/2878; Y10T428/2887; Y10T428/2891

Claims Analysis

Total Claims: 41
Claim 1
Independent Claim 216 words
A pressure-sensitive adhesive article coated on at least a portion of one surface thereof with a normally tacky and pressure sensitive adhesive composition comprising a polymer containing at least one polymerizable functional monomer of the formula: ##STR9## in which R 1 is a divalent organic radical at least 3 atoms in length, R 5 and R 6 are independently selected from hydrogen, hydroxy, halo, thio, amino or monovalent organic radicals, and X is --CO--R 4 or --CN wherein R 4 is hydrogen or a monovalent organic radical, wherein said polymer is selected from the group consisting of (1) conjugated diolefin polymers comprising at least about 30 weight percent of one or more conjugated diene monomers having 4 to about 8 carbon atoms and 0 to about 70 weight percent of one or more alkenyl-substituted monoaromatic monomers, (2) olefin ester interpolymers comprising at least about 1 weight percent of a monoolefin monomer having up to about 4 carbon atoms and at least about 40 weight percent of an alkenyl or alkenol ester of a saturated carboxylic acid, (3) olefinically unsaturated carboxylic acid ester polymers comprising at least about 40 weight percent polymerized olefinically unsaturated carboxylic acid ester monomers, (4) alkenyl ether polymers comprising at least about 30 weight percent alkenyl ether monomer units, and (5) combinations thereof.
Claim 2
Dependent Claim 216 words
A pressure-sensitive adhesive article coated on at least a portion of one surface thereof with a normally tacky and pressure sensitive adhesive composition comprising a polymer containing at least one polymerizable functional monomer of the formula: ##STR9## in which R 1 is a divalent organic radical at least 3 atoms in length, R 5 and R 6 are independently selected from hydrogen, hydroxy, halo, thio, amino or monovalent organic radicals, and X is --CO--R 4 or --CN wherein R 4 is hydrogen or a monovalent organic radical, wherein said polymer is selected from the group consisting of (1) conjugated diolefin polymers comprising at least about 30 weight percent of one or more conjugated diene monomers having 4 to about 8 carbon atoms and 0 to about 70 weight percent of one or more alkenyl-substituted monoaromatic monomers, (2) olefin ester interpolymers comprising at least about 1 weight percent of a monoolefin monomer having up to about 4 carbon atoms and at least about 40 weight percent of an alkenyl or alkenol ester of a saturated carboxylic acid, (3) olefinically unsaturated carboxylic acid ester polymers comprising at least about 40 weight percent polymerized olefinically unsaturated carboxylic acid ester monomers, (4) alkenyl ether polymers comprising at least about 30 weight percent alkenyl ether monomer units, and (5) combinations thereof.
Claim 3
Dependent Claim 33 words
The adhesive article defined in claim 1 wherein said polymer has a T g of about 0° C. or less and comprises about 0.1 to about 40 weight percent of said functional monomer.
Claim 4
Dependent Claim 22 words
The adhesive article defined in claim 1 wherein said polymer comprises about 0.1 to about 10 weight percent of said functional monomer.
Claim 5
Dependent Claim 34 words
The adhesive article defined in claim 1 wherein said polymer comprises about 0.1 to about 10 weight percent of a member selected from the group consisting of acetoacetoxyethyl methacrylate, acetoacetoxyethyl acrylate, and combinations thereof.
Claim 6
Dependent Claim 20 words
The adhesive article defined in claim 1 wherein said polymer comprises less than about 1 weight percent of an N-methylolamide.
Claim 7
Dependent Claim 15 words
The adhesive article defined in claim 1 wherein said polymer is substantially free of N-methylolamides.
Claim 8
Dependent Claim 16 words
The adhesive article defined in claim 1 wherein said polymer comprises a polymerizable carboxylic acid monomer.
Claim 9
Dependent Claim 49 words
The adhesive article defined in claim 1 wherein said polymer further comprises at least about 0.1 weight percent of a polymerizable acid selected from the group consisting of olefinically unsaturated carboxylic acids having up to about 10 carbon atoms, sulfoalkyl esters of said olefinically unsaturated acids, and combinations thereof.
Claim 10
Dependent Claim 21 words
The article defined in claim 1 wherein said polymer comprises about 0.1 to about 5 weight percent of said functional monomer.
Claim 11
Dependent Claim 39 words
The article defined in claim 1 comprising a flexible backing and having a shear holding value of at least about 50 minutes at 75° F. and a loop tack value of at least about 0.8 pound per half inch.
Claim 12
Dependent Claim 18 words
The article defined in claim 1 wherein said polymer is substantially free of polyvalent metals, compounds and complexes.
Claim 13
Dependent Claim 27 words
The article defined in claim 1 wherein R 1 is a divalent organic radical 3 to about 40 atoms in length, and X is --CO--R 4 .
Claim 14
Dependent Claim 60 words
The article defined in claim 1 wherein said polymer comprises about 0.1 to about 10 weight percent of a member selected from the group consisting of acetoacetoxyethyl methacrylate, acetoacetoxyethyl acrylate, and combinations thereof, and said adhesive composition comprises at least about 20 weight percent of said conjugated diolefin polymer containing at least about 5 weight percent of said monoaromatic monomer.
Claim 15
Dependent Claim 48 words
The article defined in claim 1 wherein said polymer further comprises at least about 0.5 weight percent of a polymerizable acid selected from the group consisting of olefinically unsaturated carboxylic acids having up to about 10 carbon atoms, sulfoalkyl esters of said olefinically unsaturated acids, and combinations thereof.
Claim 16
Dependent Claim 68 words
The adhesive article defined in claim 1 comprising (a) said conjugated diolefin polymer comprising at least about 50 weight percent of said conjugated diolefin monomer, at least about 5 weight percent of said alkenyl substituted monoaromatic monomer, about 0.1 to about 10 weight percent of said functional monomer, and a member selected from the group consisting of acrylic acid, itaconic acid, and combinations thereof, and (b) a tackifier.
Claim 17
Dependent Claim 25 words
The adhesive article defined in claim 1 wherein said adhesive composition has a shear holding value of at least about 50 minutes at 75° F.
Claim 18
Dependent Claim 56 words
The adhesive article defined in claim 1 wherein said polymer has a T g of about 0° C. or less and said composition comprises at least about 20 weight percent of said conjugated diolefin polymer comprising at least 5 weight percent of said monoaromatic monomer and at least about 0.1 weight percent of said functional monomer.
Claim 19
Dependent Claim 36 words
The article defined in claim 17 wherein said aromatic monomer comprises styrene, said conjugated diolefin comprises a member selected from the group consisting of butadiene, isoprene and combinations thereof, and said composition further comprises a tackifier.
Claim 20
Dependent Claim 34 words
The article defined in claim 17 wherein said polymer further comprises about 0.2 to about 10 weight percent of a member selected from the group consisting of acrylic acid, itaconic acid, and combinations thereof.
Claim 21
Dependent Claim 26 words
The article defined in claim 1 wherein said polymer further comprises a member selected from the group consisting of acrylic acid, itaconic acid, and combinations thereof.
Claim 22
Dependent Claim 35 words
The adhesive article defined in claim 20 having a shear holding value of at least about 500 minutes at 75° F. and a loop tack value of at least about 0.8 pound per half inch.
Claim 23
Dependent Claim 76 words
The adhesive article defined in claim 1 wherein said polymer comprises at least about 0.1 weight percent of at least one functional monomer having the formula: ##STR10## wherein R 4 , R 5 , and R 6 are as defined in claim 1, R 3 is a divalent organic radical, Y and Z are independently selected from the group consisting of O, S, and NR 7 , and R 7 is H or monovalent organic radical.
Claim 24
Dependent Claim 59 words
The adhesive article defined in claim 22 wherein R 4 is hydrogen or alkyl having up to about 8 carbon atoms, R 3 is a divalent organic radical at least 2 atoms in length, and said composition comprises at least about 20 weight percent of said conjugated diolefin polymer containing at least 5 weight percent of said monoaromatic monomer.
Claim 25
Dependent Claim 15 words
The adhesive article defined in claim 16 wherein each of Y and Z is 0.
Claim 26
Dependent Claim 15 words
The article defined in claim 1 wherein said polymer is substantially free of crosslinking agents.
Claim 27
Dependent Claim 20 words
The adhesive article defined in claim 25 having a shear holding value of at least 50 minutes at 75° F.
Claim 28
Dependent Claim 188 words
A pressure-sensitive adhesive article coated on at least a portion of one surface thereof with a normally tacky and pressure sensitive adhesive composition comprising a polymer containing pendant functional groups of the formula: ##STR11## wherein R 1 is a divalent organic radical at least 3 atoms in length, and R 4 is H or a monovalent organic radical, and wherein said polymer is selected from the group consisting of: (1) conjugated diolefin polymers comprising at least about 30 weight percent of one or more conjugated diene monomers having 4 to about 8 carbon atoms and 0 to about 70 weight percent of one or more alkenyl-substituted monoaromatic monomers, (2) olefin ester interpolymers comprising at least about 1 weight percent of a monoolefin monomer having up to about 4 carbon atoms and at least about 40 weight percent of an alkenyl or alkenol ester of a saturated carboxylic acid, (3) olefinically unsaturated carboxylic acid ester polymers comprising at least about 40 weight percent polymerized olefinically unsaturated carboxylic acid ester monomers, (4) alkenyl ether polymers comprising at least about 30 weight percent alkenyl ether monomer units, and (5) combinations thereof.
Claim 29
Dependent Claim 188 words
A pressure-sensitive adhesive article coated on at least a portion of one surface thereof with a normally tacky and pressure sensitive adhesive composition comprising a polymer containing pendant functional groups of the formula: ##STR11## wherein R 1 is a divalent organic radical at least 3 atoms in length, and R 4 is H or a monovalent organic radical, and wherein said polymer is selected from the group consisting of: (1) conjugated diolefin polymers comprising at least about 30 weight percent of one or more conjugated diene monomers having 4 to about 8 carbon atoms and 0 to about 70 weight percent of one or more alkenyl-substituted monoaromatic monomers, (2) olefin ester interpolymers comprising at least about 1 weight percent of a monoolefin monomer having up to about 4 carbon atoms and at least about 40 weight percent of an alkenyl or alkenol ester of a saturated carboxylic acid, (3) olefinically unsaturated carboxylic acid ester polymers comprising at least about 40 weight percent polymerized olefinically unsaturated carboxylic acid ester monomers, (4) alkenyl ether polymers comprising at least about 30 weight percent alkenyl ether monomer units, and (5) combinations thereof.
Claim 30
Dependent Claim 19 words
The adhesive article defined in claim 27 wherein said polymer is substantially free of crosslinking agents and residues thereof.
Claim 31
Dependent Claim 35 words
The adhesive article defined in claim 27 wherein R 1 is an ethylene radical, R 4 is a methyl radical, and said polymer comprises about 0.1 to about 10 weight percent of said functional monomer.
Claim 32
Dependent Claim 26 words
The adhesive article defined in claim 27 wherein said polymer further comprises at least about 0.1 weight percent of a polymerizable, olefinically unsaturated carboxylic acid monomer.
Claim 33
Dependent Claim 22 words
The adhesive article defined in claim 27 wherein said polymer comprises at least about 0.1 weight percent of said pendant functional groups.
Claim 34
Dependent Claim 21 words
The adhesive article defined in claim 31 having a sheer holding value of at least about 1,000 minutes at 75° F.
Claim 35
Dependent Claim 54 words
The adhesive article defined in claim 27 wherein R 1 is of the formula: ##STR12## wherein Y and Z are independently selected from the group consisting of oxygen, sulfur, and NR 7 , R 3 is a divalent organic radical at least about 2 atoms in length, and R 7 is H or hydrocarbyl.
Claim 36
Dependent Claim 26 words
The adhesive article defined in claim 33 wherein R 3 is selected from the group consisting of substituted and unsubstituted alkylene, alkylene-oxy, alkyleneimine and alkylene-thio radicals.
Claim 37
Dependent Claim 194 words
A pressure-sensitive adhesive article coated on at least a portion of one surface thereof with a normally tacky and pressure sensitive adhesive composition comprising a polymer which contains at least about 0.1 weight percent pendant functional groups of the formula: ##STR13## wherein R 3 is a divalent organic radical at least 2 atoms in length, and R 4 is hydrogen or an organic radical, and wherein said polymer is selected from the group consisting of (1) conjugated diolefin polymers comprising at least about 30 weight percent of one or more conjugated diene monomers having 4 to about 8 carbon atoms and 0 to about 70 weight percent of one or more alkenyl-substituted monoaromatic monomers, (2) olefin ester interpolymers comprising at least about 1 weight percent of a monoolefin monomer having up to about 4 carbon atoms and at least about 40 weight percent of an alkenyl or alkenol ester of a saturated carboxylic acid, (3) olefinically unsaturated carboxylic acid ester polymers comprising at least about 40 weight percent polymerized olefinically unsaturated carboxylic acid ester monomers, (4) alkenyl ether polymers comprising at least about 30 weight percent alkenyl ether monomer units, and (5) combinations thereof.
Claim 38
Dependent Claim 194 words
A pressure-sensitive adhesive article coated on at least a portion of one surface thereof with a normally tacky and pressure sensitive adhesive composition comprising a polymer which contains at least about 0.1 weight percent pendant functional groups of the formula: ##STR13## wherein R 3 is a divalent organic radical at least 2 atoms in length, and R 4 is hydrogen or an organic radical, and wherein said polymer is selected from the group consisting of (1) conjugated diolefin polymers comprising at least about 30 weight percent of one or more conjugated diene monomers having 4 to about 8 carbon atoms and 0 to about 70 weight percent of one or more alkenyl-substituted monoaromatic monomers, (2) olefin ester interpolymers comprising at least about 1 weight percent of a monoolefin monomer having up to about 4 carbon atoms and at least about 40 weight percent of an alkenyl or alkenol ester of a saturated carboxylic acid, (3) olefinically unsaturated carboxylic acid ester polymers comprising at least about 40 weight percent polymerized olefinically unsaturated carboxylic acid ester monomers, (4) alkenyl ether polymers comprising at least about 30 weight percent alkenyl ether monomer units, and (5) combinations thereof.
Claim 39
Dependent Claim 35 words
The adhesive article defined in claim 35 wherein said polymer comprises at least about 0.1 weight percent of a polymerizable, olefinically unsaturated carboxylic acid monomer and has a Tg of about 0° C. or less.
Claim 40
Dependent Claim 201 words
A pressure-sensitive adhesive article coated on at least a portion of one surface thereof with a normally tacky and pressure sensitive adhesive composition comprising a polymer containing pendant functional groups attached to the polymer backbone having the formula: ##STR14## in which R 1 is a divalent organic radical at least 3 atoms in length, and X is --CO--R 4 or --CN wherein R 4 is hydrogen or a monovalent organic radical, and wherein said polymer is selected from the group consisting of (1) conjugated diolefin polymers comprising at least about 30 weight percent of one or more conjugated diene monomers having 4 to about 8 carbon atoms and 0 to about 70 weight percent of one or more alkenyl-substituted monoaromatic monomers, (2) olefin ester interpolymers comprising at least about 1 weight percent of a monoolefin monomer having up to about 4 carbon atoms and at least about 40 weight percent of an alkenyl or alkenol ester of a saturated carboxylic acid, (3) olefinically unsaturated carboxylic acid ester polymers comprising at least about 40 weight percent polymerized olefinically unsaturated carboxylic acid ester monomers, (4) alkenyl ether polymers comprising at least about 30 weight percent alkenyl ether monomer units, and (5) combinations thereof.
Claim 41
Dependent Claim 201 words
A pressure-sensitive adhesive article coated on at least a portion of one surface thereof with a normally tacky and pressure sensitive adhesive composition comprising a polymer containing pendant functional groups attached to the polymer backbone having the formula: ##STR14## in which R 1 is a divalent organic radical at least 3 atoms in length, and X is --CO--R 4 or --CN wherein R 4 is hydrogen or a monovalent organic radical, and wherein said polymer is selected from the group consisting of (1) conjugated diolefin polymers comprising at least about 30 weight percent of one or more conjugated diene monomers having 4 to about 8 carbon atoms and 0 to about 70 weight percent of one or more alkenyl-substituted monoaromatic monomers, (2) olefin ester interpolymers comprising at least about 1 weight percent of a monoolefin monomer having up to about 4 carbon atoms and at least about 40 weight percent of an alkenyl or alkenol ester of a saturated carboxylic acid, (3) olefinically unsaturated carboxylic acid ester polymers comprising at least about 40 weight percent polymerized olefinically unsaturated carboxylic acid ester monomers, (4) alkenyl ether polymers comprising at least about 30 weight percent alkenyl ether monomer units, and (5) combinations thereof.

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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) 1991-07-26 1992-01-25 1992-07-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-07-26 1996-01-25 1996-07-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-07-26 2000-01-25 2000-07-26 $7700.00 Window Closed / Lapsed

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