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US4786552A Expired / Lapsed US ⏱️ 0.0 years remaining

Curable arcylic/fumaric pressure-sensitive adhesives

Assignee: Avery Dennison Corp
•
Filing: 1986-07-07
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Granted: 1988-11-22
•
Expires: 2006-07-07
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Abstract

Abstract There is provided a curable pressure-sensitive-adhesive layer comprising an interpolymerized hard-monomer system including one alkyl methacrylate present in an amount up to about 25% by weight, based on the total weight of the monomers, and a soft-monomer system present in an amount of from about 50% to about 95% by weight, and comprising at least one alkyl monoester or diester of an unsaturated dicarboxylic acid containing 4 carbon atoms wherein each alkyl group independently contains from 4 to about 8 carbon atoms, the monoester or diester being present in a total amount of up to about 30% by weight, based on the total weight of the monomers, and at least one alkyl acrylate. Cure occurs by electron-beam radiation or by ultraviolet radiation, the former at a dosage of up to 200 kiloGray, after application to a substrate. A multifunctional monomer may be used to enhance radiant-energy cure.

Inventors

  • 👤 Yukihiko Sasaki
  • 👤 Daniel Holguin
  • 👤 Robert Van Ham

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 15:57
CPC Classifications
C; C09; C09J; C09J7/00; C09J7/20; C09J133/00; C09J133/04; C09J133/06; C09J133/08; C09J7/30; C09J7/38; C09J7/381; C09J7/385; C09J2301/00; C09J2301/30; C09J2301/302; Y; Y10; Y10T; Y10T428/00; Y10T428/28; Y10T428/2839; Y10T428/2848; Y10T428/2852; Y10T428/2878; Y10T428/2891

Claims Analysis

Total Claims: 39
Claim 1
Independent Claim 194 words
A pressure-sensitive adhesive which is a cured pressure sensitive adhesive-layer interpolymer formed on a substrate comprising a pressure-sensitive adhesive polymer having a weight average molecular weight of at least about 100,000 and formed of an interpolymerized amount of a hard-monomer system comprising at least one monomer selected from the group consisting of methacrylate, and alkyl methacrylate containing from 1 to about 6 carbon atoms in alkyl group, an unsaturated carboxylic acid and mixtures thereof, said hard-monomer system being present in an amount up to about 25% by weight, based on the total weight of the monomers; and a soft-monomer system being present in an amount of from about 50% to about 95% by weight, based on the total weight of the monomers, and comprising at least one ester compound selected from alkyl monoesters and diesters of an unsaturated dicarboxylic acid containing 4 carbon atoms wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the ester compound is present in a total amount of up to about 30% by weight, based on the total weight of the monomers, said soft-monomer system further comprising at least one alkyl acrylate.
Claim 2
Dependent Claim 194 words
A pressure-sensitive adhesive which is a cured pressure sensitive adhesive-layer interpolymer formed on a substrate comprising a pressure-sensitive adhesive polymer having a weight average molecular weight of at least about 100,000 and formed of an interpolymerized amount of a hard-monomer system comprising at least one monomer selected from the group consisting of methacrylate, and alkyl methacrylate containing from 1 to about 6 carbon atoms in alkyl group, an unsaturated carboxylic acid and mixtures thereof, said hard-monomer system being present in an amount up to about 25% by weight, based on the total weight of the monomers; and a soft-monomer system being present in an amount of from about 50% to about 95% by weight, based on the total weight of the monomers, and comprising at least one ester compound selected from alkyl monoesters and diesters of an unsaturated dicarboxylic acid containing 4 carbon atoms wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the ester compound is present in a total amount of up to about 30% by weight, based on the total weight of the monomers, said soft-monomer system further comprising at least one alkyl acrylate.
Claim 3
Dependent Claim 27 words
A pressure-sensitive adhesive as claimed in claim 1 in which the adhesive layer is formed by application to a substrate as a hot-melt adhesive prior to cure.
Claim 4
Dependent Claim 32 words
A pressure-sensitive adhesive as claimed in claim 2 in which there is present a multifunctional monomer in an amount from ahout 1% up to about 8% by weight of the total monomers.
Claim 5
Dependent Claim 25 words
A pressure-sensitive adhesive as claimed in claim 3 in which the multifunctional monomer is selected from the group consisting of pentaerythritol triacrylate and tetraethyleneglycol dimethacrylate.
Claim 6
Dependent Claim 43 words
A pressure-sensitive adhesive as claimed in claim 1 in which there is present an unsaturated carboxylic acid containing from 2 to about 8 carbon atoms in a positive amount up to about 10% by weight, based on the total weight of the monomers.
Claim 7
Dependent Claim 17 words
A pressure-sensitive adhesive as claimed in claim 5 in which the unsaturated carboxylic acid is acrylic acid.
Claim 8
Dependent Claim 33 words
A pressure-sensitive adhesive as claimed in claim 1 in which there is present a multifunctional monomer in a positive amount from about 1% up to about 8% by weight of the total monomers.
Claim 9
Dependent Claim 25 words
A pressure-sensitive adhesive as claimed in claim 7 in which the multifunctional monomer is selected from the group consisting of pentaerythritol triacrylate and tetraethyleneglycol dimethacrylate.
Claim 10
Dependent Claim 247 words
A pressure-sensitive-adhesive construction comprising a face material having thereon a cured pressure sensitive adhesive comprising, based on the total weight of electron-beam-irradiated interpolymerized monomers, from about 50% to ahout 95% by weight soft monomers having a homopolymerization glass-transition temoerature of less than about -25° C., of which from about 5% to about 30% by weight, based on the total weight of the monomers, is at least one alkyl diester of unsaturated dicarboxylic acid containing 4 carbon atoms, wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the balance of soft monomers is an alkyl acrylate containing from 2 to ahout 10 carbon atoms, the balance of the monomer system required to form 100 parts-by-weight monomer being comprised of hard monomers having a homopolymerization glass-transition temperature of greater than about -25° C. and selected from methyl acrylate and an alkyl methacrylate containing from 1 to about 6 carbon atoms in the alkyl group and present in an amount up to 25% by weight, based on the total weight of the monomers, and including at least one unsaturated carboxylic acid containing from about 2 to about 8 carbon atoms and present in a positive amount of up to 10% by weight, based on the total weight of the monomers, and a multifunctional monomer present in a positive amount up to about 8% by weight, based on the weight of the monomers, said polymer having a weight-average molecular-weight of at least about 100,000.
Claim 11
Dependent Claim 247 words
A pressure-sensitive-adhesive construction comprising a face material having thereon a cured pressure sensitive adhesive comprising, based on the total weight of electron-beam-irradiated interpolymerized monomers, from about 50% to ahout 95% by weight soft monomers having a homopolymerization glass-transition temoerature of less than about -25° C., of which from about 5% to about 30% by weight, based on the total weight of the monomers, is at least one alkyl diester of unsaturated dicarboxylic acid containing 4 carbon atoms, wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the balance of soft monomers is an alkyl acrylate containing from 2 to ahout 10 carbon atoms, the balance of the monomer system required to form 100 parts-by-weight monomer being comprised of hard monomers having a homopolymerization glass-transition temperature of greater than about -25° C. and selected from methyl acrylate and an alkyl methacrylate containing from 1 to about 6 carbon atoms in the alkyl group and present in an amount up to 25% by weight, based on the total weight of the monomers, and including at least one unsaturated carboxylic acid containing from about 2 to about 8 carbon atoms and present in a positive amount of up to 10% by weight, based on the total weight of the monomers, and a multifunctional monomer present in a positive amount up to about 8% by weight, based on the weight of the monomers, said polymer having a weight-average molecular-weight of at least about 100,000.
Claim 12
Dependent Claim 27 words
A pressure-sensitive-adhesive construction as claimed in claim 9 in which the adhesive is applied as a hot-melt adhesive and is cured by electron-beam radiation or ultraviolet radiation.
Claim 13
Dependent Claim 25 words
A pressure-sensitive-adhesive construction as claimed in claim 9 in which the multifunctional monomer is selected from the group consisting of pentaerythritol triacrylate and tetraethyleneglycol dimethacrylate.
Claim 14
Dependent Claim 52 words
A pressure-sensitive-adhesive construction as claimed in claim 9 in which the unsaturated carboxylic-acid content of the polymer is from about 2% to about 10% by weight based on the total weight of the monomers, the carboxylic acid is acrylic acid, and the polymer has a weight-average molecular-weight of at least about 140,000.
Claim 15
Dependent Claim 36 words
A pressure-sensitive-adhesive construction as claimed in claim 12 in which there is present a multifunctional monomer in an amount of from about 1% to about 8% by weight based on the total weight of the monomers.
Claim 16
Dependent Claim 192 words
A curable pressure-sensitive adhesive comprising a pressure-sensitive adhesive polymer having a weight average molecular weight of at least about 100,000 and formed of an interpolymerized amount of a hard-monomer system comprising at least one monomer which will homopolymerize to form a polymer having a glass transition temperature greater than about -25° C., said hard-monomer system being present in an amount up to about 25% by weight, based on the total weight of the monomers; and a soft-monomer system being present in an amount of from about 50% to about 95% by weight, based on the total weight of the monomers, and comprising at least one ester compound selected from alkyl monesters and diesters of an unsaturated dicarboxylic acid containing 4 carbon atoms wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the diester of the unsaturated dicarboxylic acid is present in a total amount of up to about 30% by weight based on the total weight of the monomers, said soft-monomer system further comprising at least one additional soft-monomer which will homopolymerize to form a polymer having a glass transition temperature less than -25° C.
Claim 17
Dependent Claim 192 words
A curable pressure-sensitive adhesive comprising a pressure-sensitive adhesive polymer having a weight average molecular weight of at least about 100,000 and formed of an interpolymerized amount of a hard-monomer system comprising at least one monomer which will homopolymerize to form a polymer having a glass transition temperature greater than about -25° C., said hard-monomer system being present in an amount up to about 25% by weight, based on the total weight of the monomers; and a soft-monomer system being present in an amount of from about 50% to about 95% by weight, based on the total weight of the monomers, and comprising at least one ester compound selected from alkyl monesters and diesters of an unsaturated dicarboxylic acid containing 4 carbon atoms wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the diester of the unsaturated dicarboxylic acid is present in a total amount of up to about 30% by weight based on the total weight of the monomers, said soft-monomer system further comprising at least one additional soft-monomer which will homopolymerize to form a polymer having a glass transition temperature less than -25° C.
Claim 18
Dependent Claim 30 words
A pressure-sensitive adhesive as claimed in claim 14 in which there is present a multifunctional monomer in a positive amount up to about 8% by weight of the total monomers.
Claim 19
Dependent Claim 43 words
A pressure-sensitive adhesive as claimed in claim 14 in which there is present an unsaturated carboxylic acid containing from 2 to about 8 carbon atoms in a positive amount up to about 10% by weight, based on the total weight of the monomers.
Claim 20
Dependent Claim 17 words
A pressure-sensitive adhesive as claimed in claim 16 in which the unsaturated carboxylic acid is acrylic acid.
Claim 21
Dependent Claim 126 words
A pressure-sensitive adhesive which is an electron-beam-cured adhesive-layer interpolymer comprising an interpolymerized hard-monomer system comprising at least one alkyl methacrylate containing from 1 to about 6 carbon atoms in the alkyl group, said hard-monomer system being present in an amount up to about 25% by weight, based on the total weight of the monomers, and comprising at least one ester compound selected from alkyl monoesters and diesters of an unsaturated dicarboxylic acid containing 4 carbon atoms wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the ester compound is present in a total amount of up to about 30% by weight, based on the total weight of the monomers, said soft-monomer system further comprising at least one alkyl acrylate.
Claim 22
Dependent Claim 126 words
A pressure-sensitive adhesive which is an electron-beam-cured adhesive-layer interpolymer comprising an interpolymerized hard-monomer system comprising at least one alkyl methacrylate containing from 1 to about 6 carbon atoms in the alkyl group, said hard-monomer system being present in an amount up to about 25% by weight, based on the total weight of the monomers, and comprising at least one ester compound selected from alkyl monoesters and diesters of an unsaturated dicarboxylic acid containing 4 carbon atoms wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the ester compound is present in a total amount of up to about 30% by weight, based on the total weight of the monomers, said soft-monomer system further comprising at least one alkyl acrylate.
Claim 23
Dependent Claim 25 words
A pressure-sensitive adhesive as claimed in claim 18 in which the alkyl acrylate is selected from the group consisting of 2-ethylhexyl acrylate and butyl acrylate.
Claim 24
Dependent Claim 33 words
A pressure-sensitive adhesive as claimed in claim 18 in which there is present acrylic acid in a positive amount up to about 10% by weight based on the total weight of the monomers.
Claim 25
Dependent Claim 16 words
A pressure-sensitive adhesive as claimed in claim 18 in which the alkyl methacrylate is methyl methacrylate.
Claim 26
Dependent Claim 43 words
A pressure-sensitive adhesive as claimed in claim 18 in which there is present an unsaturated carboxylic acid containinc from 2 to about 8 carbon atoms in a positive amount up to about 10% by weight, based on the total weight of the monomers.
Claim 27
Dependent Claim 17 words
A pressure-sensitive adhesive as claimed in claim 22 in which the unsaturated carboxylic acid is acrylic acid.
Claim 28
Dependent Claim 34 words
A pressure-sensitive adhesive as claimed in claim 18 in which there is present during cure, a multifunctional monomer in an amount from aoout 1% up to about 8% by weight of the total monomers.
Claim 29
Dependent Claim 25 words
A pressure-sensitive adhesive as claimed in claim 24 in which the multifunctional monomer is selected from the group consisting of pentaerythritol triacrylate and tetraethyleneglycol dimethacrylate.
Claim 30
Dependent Claim 28 words
A pressure-sensitive adhesive as claimed in claim 18 in which the adhesive layer is formed by aoplication to a substrate as a hot-melt adhesive prior to electron-beam cure.
Claim 31
Dependent Claim 16 words
A pressure-sensitive adhesive as claimed in claim 26 in which the alkyl methacrylate is methyl methacrylate.
Claim 32
Dependent Claim 138 words
A pressure-sensitive adhesive which comprises an electron-beam-cured pressure-sensitive adhesive-layer interpolymer having a weight average molecular weight of at least about 100,000 comprising an interpolymerized hard-monomr system comprising at least one alkyl methacrylate containing from 1 to about 6 carbon atoms in the alkyl group, said hard-monomer system being present in an amount up to about 25% by weight, based on the total weight of the monomers, and comprising at least one ester compuund selected from alkyl monoesters and diesters of an unsaturated dicarboxylic acid containing 4 carbon atoms wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the ester compound is present in a total amount of up to about 30% by weight, based on the total weight of the monomers, said soft-monomer system further comprising at least one alkyl acrylate.
Claim 33
Dependent Claim 138 words
A pressure-sensitive adhesive which comprises an electron-beam-cured pressure-sensitive adhesive-layer interpolymer having a weight average molecular weight of at least about 100,000 comprising an interpolymerized hard-monomr system comprising at least one alkyl methacrylate containing from 1 to about 6 carbon atoms in the alkyl group, said hard-monomer system being present in an amount up to about 25% by weight, based on the total weight of the monomers, and comprising at least one ester compuund selected from alkyl monoesters and diesters of an unsaturated dicarboxylic acid containing 4 carbon atoms wherein each alkyl group independently contains from 4 to about 8 carbon atoms, and in which the ester compound is present in a total amount of up to about 30% by weight, based on the total weight of the monomers, said soft-monomer system further comprising at least one alkyl acrylate.
Claim 34
Dependent Claim 25 words
A pressure-sensitive adhesive as claimed in claim 28 in which the alkyl acrvlate is selected from the group consisting of 2-ethylhexyl acrylate and butyl acrylate.
Claim 35
Dependent Claim 95 words
An electron-beam-cured pressure-sensitive adhesive comprising a pressure-sensitive adhesive polymer having a weight average molecular weight of at least about 100,000 and containing, on an interpolymerized basis and based on the total weight of the monomers, from about 5% to about 30% by weight of dibutyl fumarate, from about 55% to about 95% by weight of an alkyl acrylate selected from the group consisting of butyl acrylate and 2-ethylhexyl acrylate, methyl methacrylate in a positive amount of up to about 20% by weight, and acrylic acid in an amount of up to about 10% by weight.
Claim 36
Dependent Claim 95 words
An electron-beam-cured pressure-sensitive adhesive comprising a pressure-sensitive adhesive polymer having a weight average molecular weight of at least about 100,000 and containing, on an interpolymerized basis and based on the total weight of the monomers, from about 5% to about 30% by weight of dibutyl fumarate, from about 55% to about 95% by weight of an alkyl acrylate selected from the group consisting of butyl acrylate and 2-ethylhexyl acrylate, methyl methacrylate in a positive amount of up to about 20% by weight, and acrylic acid in an amount of up to about 10% by weight.
Claim 37
Dependent Claim 41 words
A pressure-sensitive-adhesive construction as claimed in claim 30 in which the unsaturated carboxylic-acid content of the polymer is from about 2% to about 10% by weight, based on the total weight of the monomers, and the carboxylic acid is acrylic acid.
Claim 38
Dependent Claim 36 words
A pressure-sensitive-adhesive construction as claimed in claim 31 in which there is present a multifunctional monomer in an amount of from about 1% to about 8% by weight hased on the total weight of the monomers.
Claim 39
Dependent Claim 25 words
A pressure-sensitive adhesive-construction as claimed in claim 32 in which the multifunctional monomer is selected from the group consisting of pentaerythritol triacrylate and tetraethyleneglycol dimethacrylate.

References Cited (Backward Citations)

US2544692A Cited
US2642414A Cited
US3725115A Cited
US4069123A Cited
US4220744A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-11-22 1992-05-23 1992-11-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-11-22 1996-05-23 1996-11-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-11-22 2000-05-23 2000-11-22 $7700.00 Window Closed / Lapsed

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