← Back to Patent Explorer
US4820745A Expired / Lapsed US ⏱️ 0.0 years remaining

Pressure-sensitive adhesives based on radiation-curable polyesters containing (meth)acrylic groups

Assignee: Huels Troisdorf AG
•
Filing: 1986-05-07
•
Granted: 1989-04-11
•
Expires: 2006-05-07
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Pressure-sensitive adhesives composed of radiation-cured (meth)acrylic-functional polyesters are prepared from base polyesters, fluid at room temperature, which have molecular weights of 1,000 to 10,000 and branched main chain, and/or from new polyesters having aliphatic side chains bound by ester bridges or, in some cases, ether bridges to the main chain, followed by functionalization of a maximum of 90% of the original hydroxyl groups of the base polyesters by reaction with (meth)acrylate compounds, and crosslinked by electron beam or ultraviolet radiation in a thin coating on a support. The new pressure-sensitive adhesives have the property and the advantage of being cross-linkable by radiation without the use of solvents or diluents.

Inventors

  • 👤 Hartmut Muller
  • 👤 Hans Huber

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 23:57
CPC Classifications
C; C09; C09J; C09J175/00; C09J175/04; C09J175/14; C09J175/16; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/42; C08G18/4291; C08G18/70; C08G18/81; C08G18/8108; C08G18/8116; C08G18/8141; C08G18/815; C08G18/8158; C08G18/8175; C08G63/00; C08G63/02; C08G63/12; C08G63/40; C08G63/42; C08G63/46; C08G63/66; C09J7/00; C09J7/30; C09J7/38; C09J2467/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31565; Y10T428/31786; Y10T428/31794

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 189 words
A foliar material having a permanently tacky pressure-sensitive adhesive surface, said adhesive comprising (a) base polyesters which are hydroxyl polyesters liquid at room temperature having hydroxyl numbers of 10 to 100, acid numbers lower than 5, a glass transition temperature lower than 0° C., and average molecular weight of from 2,000 to 5,000, said polyesters being fluid at 20° C. and having straight-chain alkyl or branched alkyl side chains of 4 to 36 carbon atoms directly bound through ester bonds or ether bonds of at least one trifunctional of polyfunctional carboxylic acids, triols or polyfunctional polyols and hydroxydicarboxylic acids along the main chain of the polyesters, the molar ratio of ester segments of the main chain to the alkyl side chains ranging from 1:0.2 to 1:2.0, and in which 10 to 90% of the hydroxyl groups of said polyesters have been reacted with (b) acrylate compounds or methacrylate compounds having additional reactive groups capable of reacting with the hydroxyl groups of said polyesters, (c) the resultant (meth)acrylated polyester being spread as a thin coating on said foliar material and then crosslinked by means of electron beams or ultraviolet radiation.
Claim 2
Dependent Claim 189 words
A foliar material having a permanently tacky pressure-sensitive adhesive surface, said adhesive comprising (a) base polyesters which are hydroxyl polyesters liquid at room temperature having hydroxyl numbers of 10 to 100, acid numbers lower than 5, a glass transition temperature lower than 0° C., and average molecular weight of from 2,000 to 5,000, said polyesters being fluid at 20° C. and having straight-chain alkyl or branched alkyl side chains of 4 to 36 carbon atoms directly bound through ester bonds or ether bonds of at least one trifunctional of polyfunctional carboxylic acids, triols or polyfunctional polyols and hydroxydicarboxylic acids along the main chain of the polyesters, the molar ratio of ester segments of the main chain to the alkyl side chains ranging from 1:0.2 to 1:2.0, and in which 10 to 90% of the hydroxyl groups of said polyesters have been reacted with (b) acrylate compounds or methacrylate compounds having additional reactive groups capable of reacting with the hydroxyl groups of said polyesters, (c) the resultant (meth)acrylated polyester being spread as a thin coating on said foliar material and then crosslinked by means of electron beams or ultraviolet radiation.
Claim 3
Dependent Claim 18 words
The foliar material according to claim 1 in which the crosslinking occurs with the aid of a photoinitiator.
Claim 4
Dependent Claim 21 words
The foliar material according to claim 1 in which the crosslinking is done by radiation of from 2 to 5 Mrad.
Claim 5
Dependent Claim 96 words
The foliar material of claim 1 in which the acrylate compounds of methacrylate compounds are selected from the group consisting of (b1) isocyanatoalkylacrylate or isocyanatoalkylmethacrylate, (b2) adducts of di- or tri-isocyanates or polyisocyanates or isocyanato prepolymers of polyesters or polyethers of low molecular weight with hydroxyalkylacrylates or hydroxyalkylmethacrylates, (b3) methacrylamidoglycolate methyl ethers, (b4) the reaction product of glycidylacrylate or glycidylmethacrylate with carbonyl groups formed by the reaction of the hydroxyl groups of the polyesters with a dicarboxylic acid, a tricarboxylic acid or their anhydrides, (b5) methacrylic acid or acrylic acid or their derivatives, and mixtures thereof.
Claim 6
Dependent Claim 25 words
The foliar material of claim 1, wherein 30 to 70% of the hydroxyl groups of the polyesters are reacted with acrylate compounds or methacrylate compounds.
Claim 7
Dependent Claim 31 words
The foliar material of claim 1, wherein the portion of the hydroxyl groups of the polyesters that has not reacted with acrylate compounds or methacrylate compounds is preserved as hydroxyl groups.
Claim 8
Dependent Claim 15 words
The foliar material of claim 1, further containing tackifying resins, pigments, anti-aging agents or fillers.
Claim 9
Dependent Claim 37 words
The foliar material of claim 4, in which the acrylate compounds or methacrylate compounds are adducts of di- or tri-isocyanates or polyisocyanates or isocyanato prepolymers of polyesters or polyethers of low molecular weight with hydroxyalkylacrylates or hydroxyalkylmethacrylates.
Claim 10
Dependent Claim 27 words
The foliar material of claim 8, in which the acrylate compounds of methacrylate compounds are prepared from substantially equivalent amounts of isocyanate compounds and hydroxylalkylacrylates or hydroxyalkylmethacrylates.
Claim 11
Dependent Claim 26 words
The foliar material according to claim 9, in which the isocyanate compounds is selected from the group consisting of toluylene diisocyanate, methylenediphenyl-4,4'-diisocyanate, hexamethylenediisocyanate, benzene-1,4-diisopropylisocyanate, and isophoronediisocyanate.
Claim 12
Dependent Claim 18 words
The foliar material according to claim 10, in which the acrylate compound is prepared from isophoronediisocyanate and 2-hydroxyethylacrylate.
Claim 13
Dependent Claim 19 words
The foliar material according to claim 10, in which the acrylate compound is prepared from toluylene diisocyanate and 2-hydroxyethylacrylate.
Claim 14
Dependent Claim 18 words
The foliar material of claim 1, wherein the base polyesters have glass transition temperatures lower than -20° C.
Claim 15
Dependent Claim 20 words
The foliar material of claim 1, wherein the base polyesters bear alkyl side chains of 4 to 18 carbon atoms.
Claim 16
Dependent Claim 20 words
The foliar material of claim 14, wherein the base polyesters bear alkyl side chains of 8 to 18 carbon atoms.
Claim 17
Dependent Claim 17 words
The foliar material of claim 14, wherein the alkyl side chains of the base polyesters are branched.
Claim 18
Dependent Claim 24 words
The foliar material of claim 1, wherein the base polyesters, prior to the reaction with acrylate compounds, have hydroxyl numbers from 20 to 60.
Claim 19
Dependent Claim 31 words
The foliar material of claim 1, wherein, in the polyesters, the molar ratio of the ester segments of the main chain to the alkyl side chains ranges from 1:0.05 to 1:1.0.
Claim 20
Dependent Claim 35 words
The foliar material of claim 18, wherein the alkyl side chains are the alkyl groups of aliphatic monoalcohol partial esters of tri or polycarboxylic acids said esters having an average of two polyester-forming carboxyl groups.
Claim 21
Dependent Claim 14 words
The foliar material of claim 19, wherein partial esters are monoester of tricarboxylic acid.
Claim 22
Dependent Claim 33 words
The foliar material of claim 18, wherein the alkyl side chains are the alkyl groups of aliphatic monocarboxylic acid partial esters of polyols, said esters having an average of two polyester-forming hydroxyl groups.
Claim 23
Dependent Claim 17 words
The foliar material of claim 21, wherein the partial esters are glycidyl monoesters of trimethylol propane monoesters.
Claim 24
Dependent Claim 32 words
The foliar material of claim 18, wherein the alkyl side chains are the alkyl groups of aliphatic monoalcohol partial ethers of polyols, said ethers having an average of two polyester-forming hydroxyl groups.
Claim 25
Dependent Claim 14 words
The foliar material of claim 23, wherein the partial ethers are monoether of triol.
Claim 26
Dependent Claim 18 words
The foliar material of claim 18, in which the base polyester is prepared from trimellitic acid tri-2-ethylhexyl ester.
Claim 27
Dependent Claim 18 words
The foliar material of claim 18, in which the base polyester is prepared from trimethylolpropane mono-2-ethylhexanic acid ester.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-04-10 1992-10-10 1993-04-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-04-10 1996-10-10 1997-04-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-04-10 2000-10-10 2001-04-11 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag