EP0246473A1
Expired / Lapsed
EP
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Acrylic modified reactive urethane hot melt adhesive compositions
Assignee: Ingredion Inc
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Filing: 1987-04-29
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Granted: —
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Expires: 2007-04-29
Abstract
Abstract The addition to urethane prepolymers of low molecular weight polymers formed from ethylenically unsaturated monomers which do not contain active hydrogen provides a hot melt adhesive which can be readily coated at a viscosity of 3000 to 50,000 cps. at 120°C without the need for additinal tackifiers or plasticizers and which has improved initial cohesive strength as well as improved strength after aging of the cured bond. In a preferred embodiment of the invention, the ethylenically unsatured monomers are polymerized in the non-isocyanate containing components of the isocyanate terminated prepolymer.
Inventors
- 👤 Henry Stanley
- 👤 Irwin Davis
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-08 16:24
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/63; C09; C09J; C09J175/00; C09J175/04; C08G2170/00; C08G2170/20; C08L; C08L2666/00; C08L2666/02; C08L2666/04
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
101 words
A solvent-free hot melt polyurethane adhesive composition which is solid at room temperture comprising: a) 5 to 90% by weight of a urethane prepolymer prepared from the condensation polymerization of a polyisocyanate and a polyol and having an isocyanate content of 0.25 to 15% and an isocyanate index greater than 1 and no more than about 2; b) 10 to 95% by weight of a low molecular weight polymer of ethylenically unsaturated monomers containing no active hydrogen; said hot melt adhesive formulation being characterized, in the absence of tackifiers and/or plasticizers, by a viscosity of 3000 to 50,000 cps. at 120°C.
Claim 2
Dependent Claim
101 words
A solvent-free hot melt polyurethane adhesive composition which is solid at room temperture comprising: a) 5 to 90% by weight of a urethane prepolymer prepared from the condensation polymerization of a polyisocyanate and a polyol and having an isocyanate content of 0.25 to 15% and an isocyanate index greater than 1 and no more than about 2; b) 10 to 95% by weight of a low molecular weight polymer of ethylenically unsaturated monomers containing no active hydrogen; said hot melt adhesive formulation being characterized, in the absence of tackifiers and/or plasticizers, by a viscosity of 3000 to 50,000 cps. at 120°C.
Claim 3
Dependent Claim
41 words
The hot melt adhesive composition of Claim 1 wherein the ethylenically unsaturated monomer is selected from the group consisiting of C₁ to C₁₂ esters of acrylic and methacrylic acid, vinyl esters and ethers, fumarates, maleates, styrene, acrylonitrile, ethylene and mixtures thereof.
Claim 4
Dependent Claim
24 words
The hot melt adhesive composition of Claim 1 wherein the urethane prepolymer is prepared from the condensation polymerization of a diol and a diisocyanate.
Claim 5
Dependent Claim
23 words
The hot melt adhesive composition of Claim 1 wherein the ethylenically unsaturated monomers are polymerized to an intrinsic viscosity of 0.1 to 0.4.
Claim 6
Dependent Claim
44 words
The hot melt adhesive composition of Claim 1 wherein the polyol is selected from the group consisting of substituted or unsubstituted polyalkylene ether glycols or polyhydroxy polyalkylene ethers, polyhydroxy polyesters, the ethylene or propylene oxide adducts of polyols and the mono-substituted esters of glycerol.
Claim 7
Dependent Claim
59 words
The hot melt adhesive of Claim 1 wherein the polyisocyanate is selected from the group consisting of ethylene diisocyanate, ethylidene diisocyanate, propylene diisocyanate, butylene diisocyanate, hexamethylene diisocyanate, toluene diisocyanate, cyclopentylene-1,3-diisocyanate, cyclohexylene-1,4-diisocyanate, cyclohexylene-1,2-diisocyanate, 4,4ʹ-diphenylmethane diisocyanate, 2,2-diphenylpropane-4,4ʹ- diisocyanate, p-phenylene diisocyanate, m-phenylene diisocyanate, xylylene diisocyanate, 1,4-naphthylene diisocyanate, 1,5-naphthylene diisocyanate, diphenyl-4,4ʹ-diisocyanate, azobenzene-4,4ʹ-diisocyanate, diphenylsulphone-4,4ʹ-diisocyanate, dichlorohexamethylene diisocyanate, furfurylidene disocyanate, 1-chlorobenzene-2,4-diisocyanate, 4,4ʹ,4ʺ-triisocyanato-triphenylmethane, 1,3,5-triisocyanato-benzene, 2,4,6-triisocyanato-toluene and 4,4ʹ-dimethyldiphenylmethane-2,2ʹ,5,5-tetraisocyanate.
Claim 8
Dependent Claim
16 words
The hot melt adhesive of Claim 1 wherein the free isocyanate content is less than 4%.
Claim 9
Dependent Claim
15 words
The hot-melt adhesive of Claim 7 wherein the free isocyanate content is less than 1%.
Claim 10
Dependent Claim
134 words
A solvent-free hot melt adhesive polyurethane composition which is solid at room temperature comprising an isocyanate terminated polyurethane prepolymer containing polymerized therein a low molecular weight polymer of an ethylenically saturated resin wherein the isocyanate terminated polyurethane prepolymer has an isocyanate content of from 0.25 to 15% and an isocyanate index greater than 1 and no more than about 2; said adhesive prepared by the steps of: 1) combining 2 to 90% by weight of an ethylenically unsaturated monomer containing no active hydrogen and 10 to 98% by weight of a polyol; 2) polymerizing the mixture of (1) using free radical polymerization procedures with chain transfer agents to achieve a low molecular weight polymer; 3) adding thereto sufficient polyisocyanate to yield the desired isocyanate content and isocyanate index and polymerizing using condensation polymerization procedures.
Claim 11
Dependent Claim
134 words
A solvent-free hot melt adhesive polyurethane composition which is solid at room temperature comprising an isocyanate terminated polyurethane prepolymer containing polymerized therein a low molecular weight polymer of an ethylenically saturated resin wherein the isocyanate terminated polyurethane prepolymer has an isocyanate content of from 0.25 to 15% and an isocyanate index greater than 1 and no more than about 2; said adhesive prepared by the steps of: 1) combining 2 to 90% by weight of an ethylenically unsaturated monomer containing no active hydrogen and 10 to 98% by weight of a polyol; 2) polymerizing the mixture of (1) using free radical polymerization procedures with chain transfer agents to achieve a low molecular weight polymer; 3) adding thereto sufficient polyisocyanate to yield the desired isocyanate content and isocyanate index and polymerizing using condensation polymerization procedures.
Claim 12
Dependent Claim
41 words
The hot melt adhesive composition of Claim 9 wherein the ethylenically unsaturated monomer is selected from the group consisting of C₁ to C₁₂ esters of acrylic and methacrylic acid, vinyl esters and ethers, fumarates, maleates, styrene acrylonitrile, ethylene and mixtures thereof.
Claim 13
Dependent Claim
24 words
The hot melt adhesive composition of Claim 9 wherein the urethane prepolymer is prepared from the condensation polymerization of a diol and a diisocyanate.
Claim 14
Dependent Claim
23 words
The hot melt adhesive composition of Claim 9 wherein the ethylenically unsaturated monomers are polymerized to an intrinsic viscosity of 0.1 to 0.4.
Claim 15
Dependent Claim
44 words
The hot melt adhesive composition of Claim 9 wherein the polyol is selected from the group consisting of substituted or unsubstituted polyalkylene ether glycols or polyhydroxy polyalkylene ethers, polyhydroxy polyesters, the ethylene or propylene oxide adducts of polyols and the mono-substituted esters of glycerol.
Claim 16
Dependent Claim
58 words
The hot melt adhesives of Claim 9 wherein the polyisocyanate is selected from the group consisting of ethylene diisocyanate, ethylidene diisocyanate, propylene diisocyanate, butylene diisocyanate, hexamethylene diisocyanate, toluene diisocyanate, cyclopentylene-1,3,-diisocyanate, cyclohexylene-1,4-diisocyanate, cyclohexylene-1,2-diisocyanate, 4,4ʹ-diphenylethane diisocyanate, 2,2-diphenylpropane-4,4ʹ-diisocyanate, p-phenylene diisocyanate, m-phenylene diisocyanate, xylylene diisocyanate, 1,4-naphthylene diisocyanate, 1,5-naphthylene diisocyanate, diphenyl-4,4ʹ-diisocyanate, azobenzene-4,4ʹ-diisocyanate, diphenylsulphone-4,4ʹ-diisocyanate, dichlorohexamethylene diisocyanate, furfurylidene disocyanate, 1-chlorobenzene-2,4-diisocyanate, 4,4ʹ,4ʺ-triisocyanato-triphenylmethane, 1,3,5-triisocyanato-benzene, 2,4,6-triisocyanato-toluene and 4,4ʹ-dimethyldiphenylmethane-2,2ʹ,5,5-tetraisocyanate.
Claim 17
Dependent Claim
16 words
The hot melt adhesive of Claim 9 wherein the free isocyanate content is less than 4%.
Claim 18
Dependent Claim
15 words
The hot-melt adhesive of Claim 16 wherein the free isocyanate content is less than 1%.
Claim 19
Dependent Claim
121 words
A process for the production of a solvent-free hot melt polyurethane adhesive composition which is solid at room temperature characterized, in the absence of added tackifiers or plasticizers, by a viscosity of 3000 to 50,000 cps at 120°C, comprising the steps of: 1) combining 2 to 90% by weight of an ethylenically unsaturated monomer containing no active hydrogen and 10 to 98% by weight of a polyol; 2) polymerizing the mixture of (1) using free radical polymerization procedures with chain transfer agents to achieve a low molecular weight polymer; 3) adding thereto sufficient polyisocyanate to yield an isocyanate content of 0.25 to 15% and an isocyanate index greater than 1 and less than about 2 and polymerizing using condensation polymerization procedures.
Claim 20
Dependent Claim
121 words
A process for the production of a solvent-free hot melt polyurethane adhesive composition which is solid at room temperature characterized, in the absence of added tackifiers or plasticizers, by a viscosity of 3000 to 50,000 cps at 120°C, comprising the steps of: 1) combining 2 to 90% by weight of an ethylenically unsaturated monomer containing no active hydrogen and 10 to 98% by weight of a polyol; 2) polymerizing the mixture of (1) using free radical polymerization procedures with chain transfer agents to achieve a low molecular weight polymer; 3) adding thereto sufficient polyisocyanate to yield an isocyanate content of 0.25 to 15% and an isocyanate index greater than 1 and less than about 2 and polymerizing using condensation polymerization procedures.
References Cited (Backward Citations)
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