GB1601033A - Heat-resistant polyurethane latex compositions - Google Patents

Heat-resistant polyurethane latex compositions Download PDF

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Publication number
GB1601033A
GB1601033A GB19755/78A GB1975578A GB1601033A GB 1601033 A GB1601033 A GB 1601033A GB 19755/78 A GB19755/78 A GB 19755/78A GB 1975578 A GB1975578 A GB 1975578A GB 1601033 A GB1601033 A GB 1601033A
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adhesive
weight
parts
composition
latex
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Lord Corp
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Lord Corp
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/04—Layered products comprising a layer of synthetic resin as impregnant, bonding, or embedding substance
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/304—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising vinyl halide (co)polymers, e.g. PVC, PVDC, PVF, PVDF
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/0838—Manufacture of polymers in the presence of non-reactive compounds
    • C08G18/0842—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
    • C08G18/0861—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers
    • C08G18/0866—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers the dispersing or dispersed phase being an aqueous medium
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/7806—Nitrogen containing -N-C=0 groups
    • C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
    • C08G18/7831—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing biuret groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
    • B32B2037/1276—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives water-based adhesive
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2327/00—Polyvinylhalogenides
    • B32B2327/06—PVC, i.e. polyvinylchloride
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2170/00—Compositions for adhesives
    • C08G2170/80—Compositions for aqueous adhesives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2170/00—Compositions for adhesives
    • C08G2170/90—Compositions for adhesives used in footwear

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polyurethanes Or Polyureas (AREA)

Description

(54) HEAT-RESISTANT POLYURETHANE LATEX COMPOSITIONS (71) We, LORD CORPORATION, a corporation organised and existing under the laws of the State of Pennsylvania, United States of America, located at 1635 West 12th Street, Erie, State of Pennsylvania, United States of America, do hereby declare the invention for which we pray that a patent may be granted to us and the method by which it is to be performed to be particularly described in and by the following statement:- This invention relates to polyurethane latex compositions. More particularly, the invention relates to polyurethane latex compositions which are adaptable for use as laminating adhesives and coatings and which are characterized by improved service temperature resistance.
Because of environmental health, safety, energy, material availability and cost considerations, there has developed an increasing demand for adhesive and coating systems which contain, at most, minimal amounts of organic solvents, but which can match the performance qualities of solvent-based systems. Among the systems which have been proposed to meet this demand are urethane latices as coatings for substrates, particularly flexible substrates, such as films and fibrous natural and synthetic materials, and as laminating adhesives, for bonding polymeric films to fabric and foam substrates, and for bonding leather and vinyl shoe soles and uppers. Notwithstanding their excellent promise, urethane latices are not without problems. One particularly vexing problem is poor service temperature resistance which is characterized by failure of the adhesive or coating bond at temperatures encountered in normal service.
It has been proposed to improve the service temperature resistance of polyurethane latex adhesives and coating compositions by incorporating into such compositions cross-linking agents such as melamine-formaldehyde, ureaformaldehyde resins. blocked isocyanates and other reacting resins. Such watersoluble or water-dispersible materials do improve service temperature resistance but introduce their own problems, including poor shelf-stability and unduly stringent cure conditions, e.g.. lengthy cure cycle at room temperature, temperature cure cycle above 100"C and .the like. The common aromatic isocyanates, such as 2.4-tolyene diisocyanate, have also been investigated as crosslinking agents for aqueous latex adhesive and coating systems but have been generally unsuccessful because of rapid reaction with the aqueous phase and attendant gelation and/or foaming. There remains a need for additional means for improving service temperature resistance of polyurethane latices in order to more adequately meet the demand for water-based adhesive and coating compositions.
It is an object of the present invention to improve polyurethane latex-based adhesive and coating systems.
More particularly, in accordance with the present invention, there is provided a water-based composition comprising at least one polyurethane latex from 0.1 to 10.
preferably 0.1 to 2.5. parts by weight of at least one hydrophobic polyisocyanate compound selected from aliphatic and cycloalipatic polyisocyanates having at least 6 carbon atoms and at least two free isocyanate groups and which are normally liquid at room temperature. per 100 parts by weight of total latex composition, i.e., total weight of polyurethane, emulsifier (when present) and water. As used herein, the term "hydrophobic means substantially water-insoluble but otherwise waterreactive. The invention further provides composite structures comprising the same or different materials bonded to each other by means of the herein-described water-based composition. The invention further provides articles coated with the herein-described composition. In still other embodiments, the invention provides a method for bonding the same or different materials to each other and a method for coating a diversity of substrates.
The polyurethane latices which are employed in the practice of the present invention can be generally broadly described as film-forming, predominantly linear thermoplastic polyurethanes which are prepared by the chain-extension of isocyanate-functional prepolymers employing at least one difunctional chainextending compound. Substantially any known difunctional compound conventionally employed to chain-extend isocyanate-functional compounds, such as water, glycols, diols and amines can be used, although it is presently preferred to employ at least one difunctional chain-extending compound selected from the group consisting of diamines, dihydrazides, hydrazines, and substituted hydrazines in water in the presence of a suitable emulsifying agent. Such latices which are capable of forming tough, continuous films are well-known in the art and need not be discussed herein in great detail. Representative methods of preparing such polyurethane latices are disclosed in U.S. Patents Nos. 2,968,575 and 3,826,768.
The hydrophobic polyisocyanates which are suitable for use in the practice of the present invention are selected from aliphatic and cycloaliphatic isocyanate compounds which (i) are normally liquid at room temperature, (ii) have at least six carbon atoms, and (iii) are characterized by the presence of at least two isocyanate groups. The aliphatic and cycloaliphatic polyisocyanates must be fluid, essentially non-volatile, and are employed in the range of from 0.1 to 10, preferably 0.1 to 1.0, parts by weight per 100 parts by weight of total polyurethane latex composition, including linear polyurethane, emulsifier (when present), and water. One-package adhesive and coating systems having excellent shelf life can be achieved by employing said at least are polyisocyanate compound in the range from 0.1 to about 1.0 parts by weight. At levels above 1.0 parts by weight of polyisocyanate, it is preferred to utilize the herein-described compositions as two-package systems, i.e., the polyisocyanate is added to the latex composition just prior to use.
Representative polyisocyanates include hexamethylene diisocyanate biuret, 4,4' methylene - bis(cyclohexyl isocyanate), 1,6 - hexamethylene diisocyanate, 1,10 decane diisocyanate, 1,4 - cyclohexane diisocyanate, dimeryl diisocyanate (a diisocyanate derived from dimerized fatty acids containing 18 carbon atoms), isophorone diisocyanate and, low molecular weight adducts and prepolymers of such polyisocyanates.
The herein-described coating and adhesive compositions are readily prepared by conventional means. Generally, the method involves blending the hydrophopic polyisocyanate in the already prepared polyurethane latex composition. Blending is most readily accomplished when the viscosities of the polyisocyanate and latex composition are about the same: to achieve this condition may require addition of suitable thickening agents or viscosity adjusting materials, generally always to the latex composition. When a single-package system is desired, the amount of polyisocyanate will generally not exceed about 1.0 part by weight, if one desires appreciable shelf-stability. The stability of such compositions is generally in excess of 2 months. Compositions having a polyisocyanate content in excess of 1.0 weight percent are preferably provided as two-package systems, with addition of the polyisocyanate to the latex composition being effected at the time of use. An exemplary method of preparing the one-package systems is by masterbatching. In this technique, a masterbatch is formed by blending polyisocyanate into latex at an approximate 1:1 weight ratio. The masterbatch is then blended into larger quantities of latex composition to afford an aqueous composition having a free isocyanate content within the ranges previously recited. The use of high molecular weight monomeric and polymeric plasticizers, such as tributyl phosphate , dioctyl phthalate, diisooctyl phthalate, dimethyl phthalate, dibutyl phthalate, di(2-ethnl hexyl) adipate, di(N-octyl N-decyl) adipate, dihexyl azelate, diisooctyl azelate, tricresyl phosphate, cresyl diphenyl phosphate, triphenyl phosphate, linear polyesters made from dibasic acids, such as adipic or azelaic, reacted with glycols, such as propylene glycol and epoxidized soya oils and tallates, as a carrier for the hydrophobic polyisocyanate has been found to be advantageous in blending the polyisocyanate into the latex composition.
The polyurethane latex compositions of the present invention are particularly adaptable for use as adhesives for bonding plastics film, such as poly(vinyl chloride), acrylic, polyester, nylon and cellulosic films, to flexible and non-flexible substrates, including polyurethane foam, vinyl shoe uppers and soles, fibrous materials including nylon, rayon, cotton and Aramid (Registered Trade Mark) fibers and fabrics, polycarbonate, ABS resin, acrylic sheets and films, polyester, vinyl flooring, leather, and wood. The systems can be applied to the chosen substrate bv any conventional method such as by dipping, roller-coating and spraying. If desired, the adhesive layer can be dried before being contacted with the plastics film. In this regard. the use of the previously mentioned plasticizer compounds such as tributyl phosphate as a carrier fluid for the polyisocyanate.
supra, not only facilitates the blending operation but also provides an initially tacky adhesive film, a desirable characteristic for laminating adhesives. and one not normally found with water-based adhesive systems. The adhesive systems cure to a thermoset state while yet remaining flexible, at temperatures ranging from about room temperature to about 125"C. Such moderate temperatures are particularly desirable for laminating plastics films to the mentioned substrates.
Similarly, the compositions can be employed as a surface coating for any of the previously mentioned substrates. The coatings can be applied by any conventional manner and cure at room temperatures to tough, flexible, inpact resistant protective films. Heating to temperatures of about 125"C can augment film properties.
The following examples is illustrative of the present invention. Unless otherwise noted, all amounts are in parts by weight. The 82.2"C dead load test is a static-mass test in which a force of 100 g is applied through an angle of 90" to the bond line by means of gravity acting on the force. The test specimen is prepared by bonding a portion of two separate strips of film or fabric of identical length to the desired substrate material which has a thickness of one inch. The unbonded ends of the strips are separated and the end of one strip is affixed to the test machine. The 100 g weight is freely suspended from the end of the other strip with the bonded portion being maintained in such a manner as to keep the glue line in a horizontal mode using a plate, if necessary, to ensure a 900 pull.
EXAMPLE A polyurethane latex is prepared by reacting to form an isocyanate-functional polyurethane prepolymer 1 mol polyoxyethylene glycol having an approximate 1000 molecular weight, 4.4 mols polycaprolactone diol having an approximate 2000 molecular weight and 9 mols 4,4' - methylene - bis(cyclohexane isocyanate). The prepolymer (1000; solids) is chain extended with 3.8 parts isophorone diamine per 100 parts prepolymer in the presence of an emulsifying system consisting essentially of alkylphenol polyoxyethylene nonionic surfactant and alkyl sulfosuccinate anionic surfactant to afford a pale blue stable emulsion.
To the thus-prepared emulsion there is added, respectively, 1,3 and 6 parts hexamethylene diisocyanate biuret per 100 parts emulsion. Nylon fabric is impregnated with the thus-prepared adhesive systems and a poly(vinyl chloride) film is bonded to the adhesive-coated nylon fabric at room temperature for 72 hours. The resulting laminated structures are tested for 1800 peel strength, resistance to delamination, and 82.2"C dead load test. The results are as follows: Adhesive A B C D Polyurethane latex, Ex. 100 100 100 100 Hexamethylene diisocyanate biuret 0 1 3 6 Peel Strength pounds/linear Dead Load Test, Adhesive inch 82.2"C A Stock break Failed in 10 min.
B Stock break Very slight creep after 24 hrs.
C Stock break Pass substantially no creep.
D Stock break Pass after 16 hrs.
The data is demonstrative of the improved heat resistance of the adhesIve systems of this invention. The dead load test measures the creep of the adhesive system and is a measure of the performance of the adhesive system under use conditions.
WHAT WE CLAIM IS:- 1. A water-based composition comprising: 100 parts by weight of at least one polyurethane latex: and 0.1 to 10 parts by weight of at least one hydrophobic polyisocyanate compound selected from aliphatic and cycloaliphatic polyisocyanates having at least 6 carbon atoms and at least two free isocyanate groups and which are normally liquid at room temperature.
2. A composition according to claim 1, wherein said polyisocyanate is hexamethylene diisocyanate biuret.
3. A composition according to claim 1 or 2, wherein the amount of said at least one hydrophobic polyisocyanate compound is in the range from 0.1 to 2.5 parts by weight.
4. A two-package water-based composition comprising: in said first package, 100 parts by weight of at least one polyurethane latex: and in said second package, from 0.1 to 10 parts by weight of at least one hydrophobic polyisocyanate compound selected from aliphatic and cycloaliphatic polyisocyanates having at least 6 carbon atoms and at least two free isocyanate groups and which are normally liquid at room temperature.
said first and second packages, when combined, being effective to afford an aqueous polyurethane-based composition suitable for use as an adhesive or coating composition.
5. A composition according to claim 4, wherein said polyisocyanate is hexamethylene diisocyanate biuret.
6. A composition according to claim 4 or 5, wherein the amount of said at least one hydrophobic polyisocyanate compound is in the range from 0.1 to 2.5 parts by weight.
7. A laminated structure comprising a substrate; and a poly(vinyl chloride) film; said poly(vinyl chloride) film being adhered to said substrate through a cured adhesive composition having, in its uncured condition, a composition according to claim 1, 2, 3 or 4.
8. A method for improving the service temperature resistance of an aqueous adhesive comprising at least one polyurethane latex, said method comprising incorporating into said latex from 0.1 to 10 parts by weight of at least one hydrophobic polyisocyanate compound selected from aliphatic and cycloaliphatic polyisocyanates having at least 6 carbon atoms and at least two free isocyanate groups and which are normally liquid at room temperature, per 100 parts by weight of said latex.
9. A method for bonding poly(vinyl chloride) film to a substrate comprising contacting at least one surface of the substrate with an aqueous adhesive having a composition as claimed in claim 1, 2, 3 or 4, contacting such adhesive-coated surface of said substrate with a film of poly(vinyl chloride), and curing said adhesive.
10. A composition as claimed in claim 1 to 4, substantially as hereinbefore described.
11. A laminated structure as claimed in claim 7, substantially as hereinbefore described.
**WARNING** end of DESC field may overlap start of CLMS **.

Claims (11)

**WARNING** start of CLMS field may overlap end of DESC **. The data is demonstrative of the improved heat resistance of the adhesIve systems of this invention. The dead load test measures the creep of the adhesive system and is a measure of the performance of the adhesive system under use conditions. WHAT WE CLAIM IS:-
1. A water-based composition comprising: 100 parts by weight of at least one polyurethane latex: and 0.1 to 10 parts by weight of at least one hydrophobic polyisocyanate compound selected from aliphatic and cycloaliphatic polyisocyanates having at least 6 carbon atoms and at least two free isocyanate groups and which are normally liquid at room temperature.
2. A composition according to claim 1, wherein said polyisocyanate is hexamethylene diisocyanate biuret.
3. A composition according to claim 1 or 2, wherein the amount of said at least one hydrophobic polyisocyanate compound is in the range from 0.1 to 2.5 parts by weight.
4. A two-package water-based composition comprising: in said first package, 100 parts by weight of at least one polyurethane latex: and in said second package, from 0.1 to 10 parts by weight of at least one hydrophobic polyisocyanate compound selected from aliphatic and cycloaliphatic polyisocyanates having at least 6 carbon atoms and at least two free isocyanate groups and which are normally liquid at room temperature.
said first and second packages, when combined, being effective to afford an aqueous polyurethane-based composition suitable for use as an adhesive or coating composition.
5. A composition according to claim 4, wherein said polyisocyanate is hexamethylene diisocyanate biuret.
6. A composition according to claim 4 or 5, wherein the amount of said at least one hydrophobic polyisocyanate compound is in the range from 0.1 to 2.5 parts by weight.
7. A laminated structure comprising a substrate; and a poly(vinyl chloride) film; said poly(vinyl chloride) film being adhered to said substrate through a cured adhesive composition having, in its uncured condition, a composition according to claim 1, 2, 3 or 4.
8. A method for improving the service temperature resistance of an aqueous adhesive comprising at least one polyurethane latex, said method comprising incorporating into said latex from 0.1 to 10 parts by weight of at least one hydrophobic polyisocyanate compound selected from aliphatic and cycloaliphatic polyisocyanates having at least 6 carbon atoms and at least two free isocyanate groups and which are normally liquid at room temperature, per 100 parts by weight of said latex.
9. A method for bonding poly(vinyl chloride) film to a substrate comprising contacting at least one surface of the substrate with an aqueous adhesive having a composition as claimed in claim 1, 2, 3 or 4, contacting such adhesive-coated surface of said substrate with a film of poly(vinyl chloride), and curing said adhesive.
10. A composition as claimed in claim 1 to 4, substantially as hereinbefore described.
11. A laminated structure as claimed in claim 7, substantially as hereinbefore described.
GB19755/78A 1977-05-25 1978-05-16 Heat-resistant polyurethane latex compositions Expired GB1601033A (en)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4433095A (en) * 1981-03-27 1984-02-21 Bayer Aktiengesellschaft Aqueous adhesives containing water-dispersible polyisocyanate preparations
USRE34093E (en) * 1982-05-24 1992-10-06 Aqueous adhesive compositions
US5155163A (en) * 1990-08-06 1992-10-13 Uniroyal Adhesives And Sealants, Inc. Aqueous polyurethane dispersion synthesis for adhesive thermoforming applications
US5387642A (en) * 1991-01-19 1995-02-07 Bayer Aktiengesellschaft Aqueous binder composition and a process for its preparation
FR2738839A1 (en) * 1995-09-20 1997-03-21 Gemplus Card Int METHOD OF HANGING A POLYURETHANE SURFACE ON A VINYL POLYCHLORIDE SURFACE

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3123355A1 (en) * 1981-06-12 1982-12-30 J.H. Benecke Gmbh, 3000 Hannover Thermoformable plastic sheet
US4762880A (en) * 1987-05-05 1988-08-09 Uniroyal Plastics Co., Inc. Water-based thermoforming adhesives
GB8913644D0 (en) * 1989-06-14 1989-08-02 Ici America Inc Aqueous dispersions
DE3930352A1 (en) * 1989-09-12 1991-03-21 Renia Gmbh Bonding shoe parts, esp. for shoe repair - by applying solvent-free polyurethane dispersion adhesive and drying in microwave oven before bringing parts together
DE4001841A1 (en) * 1990-01-23 1991-07-25 Bollig & Kemper METHOD FOR PRODUCING POLYURETHANE DISPERSIONS
DE4111392A1 (en) * 1991-01-19 1992-10-15 Bayer Ag USE OF BINDER COMBINATIONS AND A METHOD FOR PRODUCING COATINGS
DE4215608A1 (en) * 1992-05-12 1993-11-18 Huels Chemische Werke Ag Multi-layer plastic pipe
DE4215609A1 (en) * 1992-05-12 1993-11-18 Huels Chemische Werke Ag Thermoplastic multilayer composites
DE4321534A1 (en) * 1993-06-29 1995-01-12 Herberts Gmbh Process for multi-layer painting
US5594065A (en) * 1995-05-09 1997-01-14 Air Products And Chemicals, Inc. Two component waterborne crosslinkable polyurethane/acrylate-hybrid systems
DE19618389A1 (en) * 1996-05-08 1997-11-13 Basf Ag Aqueous dispersions containing a polyurethane, a polyisocyanate and a tertiary alkanolamine

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4433095A (en) * 1981-03-27 1984-02-21 Bayer Aktiengesellschaft Aqueous adhesives containing water-dispersible polyisocyanate preparations
USRE34093E (en) * 1982-05-24 1992-10-06 Aqueous adhesive compositions
US5155163A (en) * 1990-08-06 1992-10-13 Uniroyal Adhesives And Sealants, Inc. Aqueous polyurethane dispersion synthesis for adhesive thermoforming applications
US5387642A (en) * 1991-01-19 1995-02-07 Bayer Aktiengesellschaft Aqueous binder composition and a process for its preparation
FR2738839A1 (en) * 1995-09-20 1997-03-21 Gemplus Card Int METHOD OF HANGING A POLYURETHANE SURFACE ON A VINYL POLYCHLORIDE SURFACE
WO1997011137A1 (en) * 1995-09-20 1997-03-27 Gemplus Method for attaching a polyurethane surface to a polyvinyl chloride surface
US6045918A (en) * 1995-09-20 2000-04-04 Gemplus S.C.A. Method for attaching a polyurethane surface to a polyvinyl chloride surface

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DE2822394A1 (en) 1978-11-30
JPS53145862A (en) 1978-12-19

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