EP0615983A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Pressure-sensitive adhesives having improved adhesion to acid-rain resistant automotive parts
Assignee: 3M Co
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Filing: 1994-03-15
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Granted: —
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Expires: 2014-03-15
Abstract
Abstract The present invention provides a pressure-sensitive adhesive composition and tape prepared therefrom which has excellent ability to adhere to acidic surfaces such as acid-rain resistant automotive paints. The adhesive comprises a crosslinked copolymer comprising certain (meth)acrylate esters, certain nitrogen containing basic monomers copolymerizable therewith, optional copolymerizable acidic monomer, and crosslinker.
Inventors
- 👤 C/O Minnes. Min. & Manuf. Co. Everaerts Albert I.
- 👤 Peter A. C/O Minnes. Mining And Manuf. Co. Stark
- 👤 Satoshi C/O Minnes. Mining And Manuf. Co. Takeda
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-27 07:36
CPC Classifications
C; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/12; C08F220/16; C08F220/18; C08F220/1808; C09; C09J; C09J133/00; C09J133/04; C09J133/06; C09J133/062; C09J7/00; C09J7/30; C09J7/38; C09J7/381; C09J7/385; C08F220/1804; C09J2203/00; C09J2203/306; C09J2301/00; C09J2301/30; C09J2301/302; Y; Y10; Y10T; Y10T428/00; Y10T428/28; Y10T428/2852; Y10T428/2874; Y10T428/31504; Y10T428/31855; Y10T428/31909; Y10T428/31913; Y10T428/3192; Y10T428/31928
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
370 words
A pressure-sensitive adhesive comprising: a crosslinked copolymer of 100 parts by weight of monomer of elements (a), (b), and (c) wherein the copolymer comprises (a) about 60 to about 90 parts by weight of at least one monomer selected from the group consisting of monofunctional unsaturated (meth)acrylate esters of non-tertiary alkyl alcohols, and mixtures thereof, the alkyl groups of which comprise from about 4 to about 12 carbon atoms which as homopolymers have glass transition temperatures below about -20°C; (b) correspondingly, about 40 to about 10 parts by weight of a basic copolymerizable monomer having the formula wherein a represents an integer of 0 to 1; b represents an integer of 0 to 1; R is selected from the group consisting of H- and CH₃-; X is selected from the group consisting of -O- and -NH-; Y is a divalent linking group comprising 1 to 5 carbon atoms; Z is a non-sterically hindered group wherein R¹ is selected from the group consisting of -H, an electron donating group, and a radical which completes a ring structure including Y to form a heterocycle; R² is selected from the group consisting of -H, an electron donating group, and a radical which completes a ring structure including Y to form a heterocycle; wherein when a = b, Z must not represent -NH₂; and further wherein when b = 0 and a = 1, R¹ may also represent R² may also represent wherein R³ is an alkyl group comprising about 1 to about 6 carbon atoms provided that R¹ and R₂ cannot both simultaneously represent and further wherein when b = 0 and a = 1, Z may also comprise a monovalent aromatic radical comprising 1 to 3 ring structures, wherein at least 1 aromatic ring structure contains a basic nitrogen atom as a member of the ring structure itself; (c) about 0 to about 3 parts by weight an acidic monomer copolymerizable with the monomers of elements (a) and (b) wherein when the acidic monomer is included, the basic copolymerizable monomer should be present in a molar excess; and (d) about 0.05 to about 1 percent by weight of a crosslinking agent, based upon the total weight of (a) plus (b) plus (c).
Claim 2
Dependent Claim
178 words
A pressure-sensitive adhesive comprising: a crosslinked copolymer of 100 parts by weight of monomer of elements (a), (b), and (c) wherein the copolymer comprises (a) about 70 to about 90 parts by weight of at least one monomer selected from the group consisting of monofunctional unsaturated (meth)acrylate esters of non-tertiary alkyl alcohols, and mixtures thereof, the alkyl groups of which comprise from about 4 to about 12 carbon atoms which as homopolymers have glass transition temperatures below about -20°C; (b) correspondingly, about 30 to about 10 parts by weight of a strongly basic copolymerizable monomer selected from the group consisting of N,N-(dimethylamino)ethyl acrylate, N,N-(dimethylamino)ethyl methacrylate, N,N-(dimethylamino)propyl acrylate, N,N-(dimethylamino)propyl methacrylate, 3-(3-pyridinyl)propyl acrylate, and mixtures thereof; (c) about 0 to about 3 parts by weight an acidic monomer copolymerizable with the monomers of elements (a) and (b) wherein when the acidic monomer is included, the basic copolymerizable monomer should be present in a molar excess; and (d) about 0.05 to about 1 percent by weight of a crosslinking agent, based upon the total weight of (a) plus (b) plus (c).
Claim 3
Dependent Claim
176 words
A pressure-sensitive adhesive comprising: a crosslinked copolymer of 100 parts by weight of monomer of elements (a), (b), and (c) wherein the copolymer comprises (a) about 60 to about 80 parts by weight of at least one monomer selected from the group consisting of monofunctional unsaturated (meth)acrylate esters of non-tertiary alkyl alcohols, and mixtures thereof, the alkyl groups of which comprise from about 4 to about 12 carbon atoms which as homopolymers have glass transition temperatures below about -20°C; (b) correspondingly, about 40 to about 20 parts by weight of a moderately basic copolymerizable monomer selected from the group consisting of N,N-dimethyl acrylamide, N,N-dimethyl methacrylamide, N,N-diethyl acrylamide, N,N-diethyl methacrylamide and mixtures thereof; (c) about 0 to about 3 parts by weight an acidic monomer copolymerizable with the monomers of elements (a) and (b) wherein when the acidic monomer is included, the basic copolymerizable monomer should be present in a molar excess; and (d) about 0.05 to about 1 percent by weight of a crosslinking agent, based upon the total weight of (a) plus (b) plus (c).
Claim 4
Dependent Claim
174 words
A pressure-sensitive adhesive comprising: a crosslinked copolymer of 100 parts by weight of monomer of elements (a), (b), and (c) wherein the copolymer comprises (a) about 60 to about 70 parts by weight of at least one monomer selected from the group consisting of monofunctional unsaturated (meth)acrylate esters of non-tertiary alkyl alcohols, and mixtures thereof, the alkyl groups of which comprise from about 4 to about 12 carbon atoms which as homopolymers have glass transition temperatures below about -20°C; (b) correspondingly, about 40 to about 30 parts by weight of a weakly basic copolymerizable monomer selected from the group consisting of N-hexyl acrylamide, N-methyl acrylamide, N-ethyl acrylamide, and mixtures thereof; (c) about 0 to about 3 parts by weight an acidic monomer copolymerizable with the monomers of elements (a) and (b) wherein when the acidic monomer is included, the basic copolymerizable monomer should be present in a molar excess; and (d) about 0.05 to about 1 percent by weight of a crosslinking agent, based upon the total weight of (a) plus (b) plus (c).
Claim 5
Dependent Claim
419 words
A pressure-sensitive adhesive comprising: a crosslinked copolymer comprising 100 parts by weight of monomer of elements (a), (b), and (c) wherein the copolymer comprises (a) about 60 to about 90 parts by weight of at least one monomer selected from the group consisting of n-butyl acrylate, n-butyl methacrylate, isobutyl acrylate, 2-methyl butyl acrylate, 2-ethylhexyl acrylate, n-octyl acrylate, isooctyl acrylate, isooctyl methacrylate, isononyl acrylate, isodecyl acrylate, and mixtures thereof; (b) correspondingly, about 40 to about 10 parts by weight of a basic copolymerizable monomer having the formula wherein a represents an integer of 0 to 1; b represents an integer of 0 to 1; R is selected from the group consisting of H- and CH₃-; X is selected from the group consisting of -O- and -NH-; Y is a divalent linking group comprising 1 to 5 carbon atoms; Z is a non-sterically hindered group wherein R¹ is selected from the group consisting of H-, an electron donating group, and a radical which completes a ring structure including Y to form a heterocycle; R² is selected from the group consisting of H-, an electron donating group, and a radical which completes a ring structure including Y to form a heterocycle; wherein when a = b, Z must not represent -NH₂; and further wherein when b = 0 and a = 1, R¹ may also represent R² may also represent wherein R³ is an alkyl group comprising about 1 to about 6 carbon atoms provided that R¹ and R² cannot both simultaneously represent and further wherein when b = 0 and a = 1, Z may also comprise a monovalent aromatic radical comprising 1 to 3 aromatic ring structures, wherein at least 1 aromatic ring structure contains a basic nitrogen atom as a member of the ring itself; (c) about 1 to about 3 parts by weight of an acidic monomer selected from the group consisting of acrylic acid, methacrylic acid, itaconic acid, fumaric acid, crotonic acid, citraconic acid, maleic acid, β-carboxyethyl acrylate, sulfoethyl methacrylate, and mixtures thereof copolymerizable with the monomers of elements (a) and (b) wherein when the acidic monomer is included, the basic copolymerizable monomer should be present in a molar excess; and (d) about 1 to about 0.05 percent by weight of a crosslinking agent selected from the group consisting of multifunctional acrylates, substituted triazines, mono-ethylenically unsaturated aromatic ketones, mono-ethylenically unsaturated monoalkoxy silane compounds, dialkoxy silane compounds and trialkoxy silane compounds, and heat activated copolymerizable crosslinking agents, based upon the total weight of (a) plus (b) plus (c).
Claim 6
Dependent Claim
21 words
A coated sheet material comprising a substrate having the pressure-sensitive adhesive of any one of claims 1 to 5 coated thereon.
Claim 7
Dependent Claim
22 words
A double sided tape having the pressure-sensitive adhesive of any one of claims 1 to 5 coated on at least one side.
Claim 8
Dependent Claim
19 words
A composite comprising a solid acidic surface coated with the adhesive of any one of claims 1 to 5.
Claim 9
Dependent Claim
22 words
The composite of claim 8 wherein said solid acidic surface is selected from the group consisting of polyvinylchloride and a paint coating.
Claim 10
Dependent Claim
22 words
A composite comprising an article bonded to a solid acidic surface via the adhesive of any one of claims 1 to 5.
Claim 11
Dependent Claim
20 words
The composite of claim 10 wherein said article is selected from the group consisting of emblems, moldings, decals, and films.
References Cited (Backward Citations)
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