# US 2014/0150947 A1 · Dynamically Vulcanized Thermoplastic Elastomer Laminates > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2014/0150947 A1 - Document ID: US20140150947A1 - Status: Published application - Kind: A1 - Application number: 14/004,062 - Filed: 2011-03-29 - Published: 2014-06-05 - Earliest claimed: 2011-03-29 - Assignees: ExxonMobil Chemical Patents Inc. - Inventors: Porter C. Shannon; Jay K. Keung; Peter William Manders; Dennis E. McGee - Web page: https://patentgrep.com/patent/US20140150947A1 ## CPC - B60C 1/0008: {Compositions of the inner liner} - B29D 30/0681: {Parts of pneumatic tyres; accessories, auxiliary operations} - B60C 5/14: with impervious liner or coating on the inner wall of the tyre - C08J 5/124: {using adhesives based on a macromolecular component} - C08J 7/0427: {with only one layer of a composition containing a polymer binder (with more layers C08J7/042)} - C08J 7/043: Improving the adhesiveness of the coatings per se, e.g. forming primers (adhesives in the form of films or foils characterised by the primer layers between the polymer carriers and the adhesives C09J7/50) - C09J 7/25: based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds - B60C 2005/145: {made of laminated layers} - C08J 2321/00: Characterised by the use of unspecified rubbers - C08J 2461/00: Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers - C08J 2479/00: Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen, or carbon only, not provided for in groups C08J2461/00 - C08J2477/00 - Y10T 428/265: 1 mil or less - B60C: VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES - B29D: PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE (making granules B29B9/00; making preforms B29B11/00) - C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29) - C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H) - Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION ## Abstract Disclosed herein is a process to produce a laminate comprises coating at least an outer surface of a dynamically vulcanized alloy film with an adhesive composition to produce the laminate, wherein the adhesive layer has a thickness of less than or equal to about 5 microns, wherein the dynamically vulcanized alloy film comprises a thermoplastic elastomer composition containing a thermoplastic resin as a continuous phase, and a rubber composition dispersed therein, as a dispersed phase. A laminate and a pneumatic tire comprising the laminate are also disclosed. ## Claims ### Claim 1 A process to produce a laminate comprising: coating at least an outer surface of a dynamically vulcanized alloy film with an adhesive composition to produce the laminate, wherein the adhesive layer has a thickness of less than or equal to about 10 microns, wherein the dynamically vulcanized alloy film comprises a thermoplastic elastomer composition containing a thermoplastic resin as a continuous phase, and a rubber composition dispersed therein, as a dispersed phase. ### Claim 2 (depends on 1) The process according to claim 1, wherein the dynamically vulcanized alloy film is a blown film comprising an infinite number of sides. ### Claim 3 (depends on 1) The process according to claim 1, wherein the coating of the dynamically vulcanized alloy film comprises gravure coating, reverse roll coating, knife over roll coating, metering rod coating, slot die coating, dip coating, curtain coating, air knife coating, or a combination thereof. ### Claim 4 (depends on 1) The process according to claim 1, wherein the adhesive layer is deposited on the surface of the dynamically vulcanized alloy film at a rate of less than or equal to about 5 g/m2. ### Claim 5 (depends on 1) The process according to claim 1, wherein the laminate has a Mocon air permeation coefficient of less than or equal to about 25×10−12 cc cm/cm2 sec cm Hg at 30° C. ### Claim 6 (depends on 1) The process according to claim 1, wherein the adhesive layer has a Picma tack to an unvulcanized diene-based rubber of greater than or equal to about 5 N/cm. ### Claim 7 (depends on 1) The process according to claim 1, wherein the adhesive layer has a Picma tack to an unvulcanized diene-based rubber of greater than or equal to about 10 to about 50 N/cm. ### Claim 8 (depends on 1) The process according to claim 1, wherein the thermoplastic resin of the continuous phase comprises a polyamide and wherein the rubber composition of the dispersed phase comprises a halogenated copolymer of isobutylene and paramethylstyrene. ### Claim 9 (depends on 1) The process according to claim 1, subject to the proviso that the adhesive composition does not include an epoxidized styrene-butadiene-based block copolymer. ### Claim 10 (depends on 1) The process according to claim 1, wherein the thermoplastic elastomer composition comprises plasticizer, and wherein prior to coating of the dynamically vulcanized alloy film with the adhesive composition, the thermoplastic elastomer composition is treated to reduce the amount of plasticizer present in the thermoplastic elastomer composition or on a surface thereof. ### Claim 11 (depends on 1) The process according to claim 1, wherein the thermoplastic elastomer composition comprises butylbenzylsulfonamide (BBSA), poly(isobutylene succinic anhydride), or a combination thereof, and wherein prior to coating of the dynamically vulcanized alloy film with the adhesive composition, the thermoplastic elastomer composition is heated to a temperature and for a period of time sufficient to reduce the amount of BBSA, poly(isobutylene succinic anhydride), or a combination thereof, present in the thermoplastic elastomer composition relative to the amount of BBSA, poly(isobutylene succinic anhydride), or a combination thereof, present in the thermoplastic elastomer composition prior to said heating. ### Claim 12 (depends on 1) The process according to claim 1, wherein the thermoplastic elastomer composition comprises butylbenzylsulfonamide (BBSA), poly(isobutylene succinic anhydride), or a combination thereof, and wherein prior to coating of the dynamically vulcanized alloy film with the adhesive composition, the thermoplastic elastomer composition is contacted with a solvent for a period of time, and in an amount sufficient to reduce the amount of BBSA, poly(isobutylene succinic anhydride), or a combination thereof, present in the thermoplastic elastomer composition relative to the amount of BBSA, poly(isobutylene succinic anhydride), or a combination thereof, present in the thermoplastic elastomer composition prior to said contact with the solvent. ### Claim 13 (depends on 1) The process of claim 1, wherein the adhesive composition comprises a polyethyleneimine. ### Claim 14 (depends on 1) The process of claim 1, wherein the adhesive composition comprises a polyethyleneimine polymer functionalized with an ethenically unsaturated moiety selected from the group consisting of acrylic, methacrylic, enamine, and a combination thereof. ### Claim 15 (depends on 1) The process of claim 1, wherein the adhesive composition comprises a polyethyleneimine polymer functionalized with an ethenically unsaturated moiety selected from the group consisting of 2-hydroxy-3-chloropropylacrylate, glycidyl methacrylate, glycidyl acrylate, acetoacetoxyethyl methacrylate, and a combination thereof. ### Claim 16 (depends on 1) The process of claim 1, wherein the adhesive composition comprises a functionalized amino-functional polymer which is a condensation product of a reaction between an amino-functional polymer comprising reactive amine hydrogens with a functionalizing agent selected from the group consisting of a halo-functional monomer, a halo-functional oligomer, a carbonyl-functional monomer, a carbonyl-functional oligomer, an epoxy-functional monomer, an epoxy-functional oligomer, a poly-functional acrylic monomer, a poly-functional acrylic oligomer, a poly-functional methacrylic monomer, a poly-functional methacrylic oligomer, and combinations thereof. ### Claim 17 (depends on 1) The process of claim 1, wherein the adhesive composition comprises a functionalized amino-functional polymer which is a condensation product of a reaction between an amino-functional polymer comprising reactive amine hydrogens with a functionalizing agent selected from the group consisting of 2-hydroxy-3-chloropropylacrylate, glycidyl methacrylate, glycidyl acrylate, acetoacetoxyethyl methacrylate, and combinations thereof. ### Claim 18 (depends on 1) The process of claim 1, further comprising incorporating the laminate into a tire as an innerliner. ### Claim 19 (depends on 1) A laminate comprising the laminate produced according to the process of claim 1. ### Claim 20 (depends on 19) A pneumatic tire comprising the laminate of claim 19.