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EP1544225A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Two-component silylated polyurethane adhesive, sealant, and coating compositions

Assignee: Covestro LLC
•
Filing: 2004-12-07
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Granted: —
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Expires: 2024-12-07
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Abstract

Abstract A two-component adhesive, sealant, or coating composition containing (i) a first component containing a portion of an alkoxysilane-functional urethane and water; and (ii) a second component containing the remaining portion of the alkoxysilane-functional urethane and a catalyst. The alkoxysilane-functional urethane includes the reaction product of (a) the reaction product of a hydroxy functional compound and a polyisocyanate, that contains isocyanate groups; with (b) an amine functional aspartate. The composition is used in a method of bonding a first substrate to a second substrate. The method includes (a) combining component i) and component ii) to form a mixture, applying a coating of the mixture to at least one surface of the first substrate or the second substrate, and contacting a surface of the first substrate with a surface of the second substrate. The method is used make an assembly.

Inventors

  • 👤 Richard R. Roesler
  • 👤 Kurt C. Frisch
  • 👤 Craig E. Jansen
  • 👤 Dinesh Pethiyagoda
  • 👤 Kevan E. Hudson

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-08 11:45
CPC Classifications
C; C08; C08G; C08G77/00; C08G18/00; C08G18/06; C08G18/28; C08G18/2805; C08G18/288; C08G18/289; C08G18/08; C08G18/10; C08G18/82; C09; C09J; C09J175/00; C09J175/04; C08G2190/00; Y; Y10; Y10S; Y10S524/00; Y10S524/906; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31562; Y10T428/31573; Y10T428/31587; Y10T428/31591; Y10T428/31605; Y10T442/00; Y10T442/20; Y10T442/2484; Y10T442/2492; Y10T442/2762; Y10T442/277; Y10T442/2861; Y10T442/291; Y10T442/2918

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 210 words
A two-component adhesive, sealant, or coating composition comprising an alkoxysilane-functional urethane comprising the reaction product of a) the reaction product of a hydroxy functional compound and a polyisocyanate, the reaction product containing isocyanate functional groups; with b) a compound corresponding to formula I: wherein X represents identical or different groups selected from C 1 -C 10 linear or branched alkyl groups and C 1 -C 10 linear or branched alkoxy groups with the proviso that at least two occurrences of X are alkoxy and if one or two X groups are methoxy, at least one X group must be a C 1 -C 10 linear or branched alkyl group, Y represents a C 1 -C 8 linear or branched alkylene group, R 2 and R 5 are identical or different and represent organic groups which are inert to isocyanate groups at a temperature of 100°C or less, and R 3 and R 4 are identical or different and represent hydrogen or organic groups which are inert towards isocyanate groups at a temperature of 100°C or less, wherein the two-component composition comprises (i) a first component comprising a portion of the alkoxysilane-functional urethane and water; and (ii) a second component comprising the remaining portion of the alkoxysilane-functional urethane and a catalyst.
Claim 2
Dependent Claim 15 words
The composition of Claim 1, wherein the hydroxy functional compound in a) is a polyol.
Claim 3
Dependent Claim 15 words
The composition of Claim 1, wherein the hydroxy functional compound in a) is a diol.
Claim 4
Dependent Claim 48 words
The composition of Claim 1, wherein the hydroxy functional compound is selected from the group consisting of polyester monools, diols, polyols and mixtures thereof, (meth)acrylic monools, diols, polyols and mixtures thereof, polyether monools, diols, polyols and mixtures thereof, hydrocarbon monools, diols, polyols and mixtures thereof, and mixtures thereof.
Claim 5
Dependent Claim 23 words
The composition of Claim 1, wherein the compound of formula I is the reaction product of an N-(trialkoxysilylalkyl) amine and a dialkyl maleate.
Claim 6
Dependent Claim 53 words
The composition of Claim 5, wherein the N-(trialkoxysilylalkyl) amine has a structure according to formula (II): NH 2 -R 1 -Si(-O-R 6 ) 3 wherein R 1 is a C 1 -C 8 linear or branched alkylene group; and R 6 is independently selected from C 2 -C 10 linear or branched alkyls.
Claim 7
Dependent Claim 15 words
The composition of Claim 1, wherein the polyisocyanate contains from 2 to 6 isocyanate groups.
Claim 8
Dependent Claim 46 words
The composition of Claim 1, wherein the polyisocyanate has a structure according to formula (III): OCN-R 7 -NCO wherein R 7 is selected from C 2 to C 24 linear, branched, and cyclic alkylene, arylene, and aralkylene, which may optionally contain one or more isocyanate groups.
Claim 9
Dependent Claim 64 words
The composition of Claim 1, wherein the polyisocyanate is selected from the group consisting of 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, 2,2,4-trimethyl-1,6-hexamethylene diisocyanate, 1,12-dodecamethylene diisocyanate, cyclohexane-1,3- and -1,4-diisocyanate, 1-isocyanato-2-isocyanatomethyl cyclopentane, 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl-cyclohexane, bis-(4-isocyanatocyclohexyl)-methane, 2,4'-dicyclohexyl-methane diisocyanate, 1,3- and 1,4-bis-(isocyanatomethyl)-cyclohexane, bis-(4-isocyanato-3-methyl-cyclohexyl)-methane, α,α,α',α'-tetramethyl-1,3- diisocyanate, α,α,α',α'-1,4-xylylene diisocyanate, 1-isocyanato-1-methyl-4(3)-isocyanatomethyl cyclohexane, 2,4-hexahydrotoluylene diisocyanate, 2,6-hexahydrotoluylene diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,4-toluylene diisocyanate, 2,6-toluylene diisocyanate, 2,4- diphenyl-methane diisocyanate, 4,4'-diphenyl-methane diisocyanate, 1,5-diisocyanato naphthalene and mixtures thereof.
Claim 10
Dependent Claim 52 words
The composition of Claim 1, further comprising, in either or both of I) and ii), one or more materials selected from the group consisting of leveling agents, wetting agents, flow control agents, antiskinning agents, antifoaming agents, fillers, adhesion promoters, viscosity regulators, plasticizers, pigments, dyes, UV absorbers, thermal stabilizers, antioxidants, and mixtures thereof.
Claim 11
Dependent Claim 34 words
The composition of Claim 1, wherein the reactive silane groups of the compound corresponding to formula I are incorporated as the reaction product of an isocyanate group and the -NH- group of formula I.
Claim 12
Dependent Claim 32 words
The composition of Claim 1, wherein the catalyst in ii) is one or more selected from the group consisting of paratoluene sulfonic acid, dibutyl tin dilaurate, dibutyltin acetoacetonate, triethylamine, and triethylene diamine.
Claim 13
Dependent Claim 16 words
The composition of Claim 1, wherein component i) and component ii) are both stable at 50°C.
Claim 14
Dependent Claim 30 words
The composition of Claim 1, wherein the equivalent ratio of hydroxyl groups in the hydroxy functional compound to isocyanate groups in the polyisocyanate in a) is from 1:10 to 1:1.
Claim 15
Dependent Claim 40 words
The composition of Claim 1, wherein the reaction product a) is present at from 50 to 99 percent by weight and the amine functional aspartate b) is present at from 1 to 50 percent by weight of the alkoxysilane-functional urethane.
Claim 16
Dependent Claim 35 words
The composition of Claim 1, wherein the component i) is present at from 10 to 90 percent by weight and component ii) is present at from 10 to 90 percent by weight of the composition.
Claim 17
Dependent Claim 19 words
The composition of Claim 4, wherein the polyether has a number average molecular weight of from 500 to 15,000.
Claim 18
Dependent Claim 19 words
A method of applying a composition to a substrate comprising mixing component i) and component ii) of Claim 1.
Claim 19
Dependent Claim 72 words
A method of bonding a first substrate to a second substrate comprising combining component i) and component ii) of Claim 1 to form a mixture, applying a coating of the mixture to at least one surface of the first substrate or the second substrate, and contacting a surface of the first substrate with a surface of the second substrate, wherein at least on of the contacting surfaces has the coating applied thereto.
Claim 20
Dependent Claim 36 words
The method of Claim 19, wherein one or both of the first substrate and the second substrate comprises a substrate selected from the group consisting of wood, metals, plastics, paper, canvas, ceramics, stone, glass, and concrete.
Claim 21
Dependent Claim 12 words
The method of Claim 20, wherein the metal comprises iron or aluminum.
Claim 22
Dependent Claim 22 words
The method of Claim 20, wherein the plastic is selected from the group consisting of poly(ethylene), poly(propylene), poly(ethylene terephthalate), and mixtures thereof.
Claim 23
Dependent Claim 33 words
The method of Claim 20, wherein the canvas comprises one or more fibers selected from the group consisting of cotton fibers, nylon fibers, poly(ethylene) fibers, poly(propylene) fibers, poly(ethylene terephthalate) fibers, and mixtures thereof.
Claim 24
Dependent Claim 23 words
The method of Claim 19, wherein the first substrate and the second substrate are contacted at a temperature of from 0°C to 150°C.
Claim 25
Dependent Claim 25 words
The method of Claim 19, wherein the first substrate and the second substrate are contacted at a pressure of from atmospheric pressure to 500 psi.
Claim 26
Dependent Claim 19 words
An assembly made according to Claim 19 comprising at least the first substrate and the second substrate bonded together.
Claim 27
Dependent Claim 24 words
A method of coating a substrate comprising applying the composition of Claim 1 to at least a portion of a surface of the substrate.
Claim 28
Dependent Claim 11 words
A coated substrate prepared according to the method of Claim 27.

References Cited (Backward Citations)

EP0994138A1 Cited
US6265517B1 Cited
EP1256595A1 Cited
US20030229192A1 Cited

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