WO1995019403A2 - Pellicule adhesive hautes performances - Google Patents

Pellicule adhesive hautes performances Download PDF

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Publication number
WO1995019403A2
WO1995019403A2 PCT/US1995/000277 US9500277W WO9519403A2 WO 1995019403 A2 WO1995019403 A2 WO 1995019403A2 US 9500277 W US9500277 W US 9500277W WO 9519403 A2 WO9519403 A2 WO 9519403A2
Authority
WO
WIPO (PCT)
Prior art keywords
film
terpene
polyurethane
polyamide
adhesive
Prior art date
Application number
PCT/US1995/000277
Other languages
English (en)
Other versions
WO1995019403A3 (fr
Inventor
Thomas J. Carrig
Philip K. So
Original Assignee
Bemis Associates
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bemis Associates filed Critical Bemis Associates
Priority to AU15617/95A priority Critical patent/AU1561795A/en
Publication of WO1995019403A2 publication Critical patent/WO1995019403A2/fr
Publication of WO1995019403A3 publication Critical patent/WO1995019403A3/fr

Links

Classifications

    • 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
    • C09J177/00—Adhesives based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Adhesives based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L65/00—Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes

Definitions

  • the present invention relates to adhesive films, and in particular to a novel, versatile heat-sealable film composition that is capable of withstanding high temperatures following application.
  • Adhesives have traditionally been applied to such substrates in liquid form, by spraying, ejection or brushing. This form of application presents numerous disadvantages, including limited pot life, long queue times, grain rise and attraction of dust particles during curing (both of which can undesirably roughen the surface of the finished product), poor control of deposition (and, therefore, inconsistent performance), unwanted spreading, and the need for adequate ventilation to minimize toxicity risks.
  • adhesive films as replacements for liquid compositions. Being solid, such films are easily handled and applied. They can be stored for long periods and applied to specific areas of construction without risk of spreading or leakage. Typically, the film is introduced into a joint or between exposed surfaces and then subjected to heat and pressure, which activate bonding properties.
  • heat-sealable adhesive films have proven useful in a variety of furniture and cabinetry applications, some environments impose greater stress than others.
  • kitchen cabinets which may be located near sources of intense heat such as stoves, ovens, or dishwashers, tend to experience high thermal stress.
  • a useful film must be susceptible to thermal activation at a low enough temperature to facilitate convenient application and avoid damage to cabinet components.
  • the bondd adhesive film fails to tolerate exposure to ambient temperatures that are likely to exceed the thermal bonding temperature, the adhesive will fail. This type of failure, unfortunately, is common with ordinary thermoplastic adhesive films employed in kitchen cabinetry construction.
  • the present invention is a heat-sealable film that exhibits substantial thermal tolerance following bonding.
  • film includes stand-alone sheets, sheets that have been laminated onto a substrate, and pre-applied coatings that have been extruded directly onto a substrate.
  • bonding connotes entry into a tacky state capable of adhesion to a substrate when subjected to applied pressure (e.g., by physical adhesion to the interstices of a board); it expressly excludes so-called “melt and flow” adhesion mechanisms, which are incompatible with the heat-resistance properties of the present invention.
  • the invention comprises three components, namely, a thermoplastic polyurethane, a polyamide (preferably a copolyamide) , and a terpene-phenolic resin and is especially (although by no means exclusively) useful in bonding fiber board to polyvinylchloride (PVC) sheets in the manufacture of kitchen cabinets.
  • a thermoplastic polyurethane a polyamide (preferably a copolyamide)
  • a terpene-phenolic resin terpene-phenolic resin
  • the three components combine to create a film having unique and highly desirable properties.
  • the composition becomes sufficiently soft to permit adhesion to certain substrates (such as fiber board and PVC), but retains enough elastic structural integrity to avoid creep or dissipation of adhesive strength.
  • substrates such as fiber board and PVC
  • These structural and adhesive qualities are maintained through a range of higher temperatures up to the maximum tolerance temperature, above which adhesion begins to degrade.
  • the polyurethane is preferably a polyester-based thermoplastic polyurethane with a molecular weight greater than 100,000 (and most preferably around 160,000) but exhibiting a maximum Brookfield viscosity that does not exceed 5000 (and most preferably does not exceed 3800) centipoises (measured by dissolving the polyurethane at 15% by weight in tetrahydrofuran, equilibrating the solution for 1 hour at 23 °C and tested using a #2 spindle).
  • the polyurethane component is elastomeric at room temperature, conferring flexibility to the film, but exhibits plastic flow at high temperatures.
  • a suitable polyurethane has an activation temperature below the bonding temperature of the invention, but retains elasticity (i.e., softens but does not become fully plastic) and substantial viscosity over a wide range of temperatures up to and including the maximum tolerance temperature of the finished product.
  • the polyurethane contributes to adhesion but only secondarily; as discussed below, primary adhesive characteristics derive from the phenolic component.
  • Polyester polyurethane products have been found to serve well in the present invention.
  • This class of polyurethane is synthesized from one or more diisocyanates, one or more polyester-containing polyol components, and one or more low- molecular-weight diol chain extenders.
  • the polyesters generally have molecular weights in the range 1000-3000 and bear hydroxyl groups at their termini; these groups participate in the urethane reaction with isocyanate moieties.
  • polyester polyurethane resin is the ESTANE 5713 product marketed by BFGoodrich Company, Cleveland, OH. This material has an activation temperature of 130 °F but a heat resistance of 200 °F.
  • other commercial products exhibiting the characteristics described above can be used advantageously instead. These include the MORTHANE products marketed by Morton International, Seabrook, NH; the PELETHANE materials marketed by Dow Chemical, Midland, MI; the ELASTOLAN products sold by BASF, yandotte, MI; the PEAKLTHANE product line marketed by Merquinsa, Barcelona, Spain; the TEXIN product line produced by Miles Chemicals, Pittsburgh, PA; and the thermoplastic polyurethanes sold by Sunkyoung Industries, Seoul, South Korea.
  • the primary adhesive component of the present invention is the terpene-phenolic resin, which develops a pronounced tackiness, leading to strong adhesive bonds, upon exposure to the relatively low bonding temperatures as required by the present invention.
  • Terpene-phenolic resins are prepared by reacting a phenol with one or more unsaturated terpene compounds of relatively high molecular weight.
  • compositions of the present invention preferably develop adhesive bonds at temperatures below 200 °F, and more preferably at or below 180 ⁇ F.
  • the resin sold by Arizona Chemical, Panama City FL under the trade name NIREZ V-2040HM has been found to fulfill this requirement in combination with the other two components.
  • Other suitable terpene-phenolic resins include the PICOFIN products marketed by Hercules, Wilmington, DE.
  • the terpene-phenolic resin can be replaced with a terpene-hydrocarbon resin, such as one of the Hercules PICOLET products.
  • Rosin-modified phenolic esters in which a phenolic resin such as a resol is reacted with rosin and then esterified (e.g., with glycerol or pentaerythritol) , can also serve as replacements for the terpene-phenolic resin.
  • Suitable rosin esters are sold by Hercules; Union Camp, Wayne, NJ; and Schenectedy Chemical, Schenectedy, NY.
  • the polyamide component of the present invention primarily serves to confer heat resistance (i.e., the ability to withstand relatively high temperatures without viscosity reduction leading to creep or loss of adhesion), but must also develop sufficient softness and tackiness at tearing temperatures to permit activation of the bulk composition. It is preferably a type 6/6.6/12 terpolymer. The combination mediates between the need for adhesion (best manifested by the polyamide #12 segment, which provides good adhesive characteristics), good heat resistance and relatively low- temperature activation to a pliable plastic state.
  • the preferred polyamide is the GRILTEX 1G copolyamide product marketed by Ems American Grilon, Sumter, SC.
  • useful alternatives include the products marketed by Atochem under the trade names PLATAMID; the VESTAMELT 350 product sold by Huls, Piscataway, NJ; the MYBOND product sold by Mydrin, South Yorkshire, UK, and polyamide copolymers marketed by Bostik, Middleton, MA.
  • additives can be incorporated to improve bulk or processing characteristics. For example, block copolymers, in which a sequence of monomers repeats along the polymer chain, when added in suitable amounts render the final compositions more amenable to processing by improving blending characteristics; the result is extrusion of a more uniform film.
  • Useful block copolymers include styrene-butadiene-styrene, styrene-isoprene- styrene, and styrene-ethylene-butylene- ⁇ tyrene varieties.
  • a composition comprising 32.5 wt% ESTANE 5713, 15 wt% NIREZ V-2040HM, and 52.5 wt% GRILTEX 1, all in solid form, are combined and compounded into a plastic pellet, which is then extruded into a film using techniques well-known in the art.
  • the resulting product forms adhesive strong bonds between fiber board and PVC at a temperature 180 °F (as actually experienced by the adhesive), and has been found to withstand ambient temperatures of 200 °F without failure. Analytical tests suggest that the composition will remain stable up to about 250 °F.
  • the products can be combined by dry blending and fed directly into film-forming equipment, or can be cast from a solvent.
  • the present invention provides adhesive-film compositions that may be used to great advantage in high-temperature environments.
  • the terms and expressions which have been employed are used as terms of description and not of limitation, and there is no intention, in the use of such terms and expressions, of excluding any equivalents of the features shown and described or portions thereof, but it is recognized that various modifications are possible within the scope of the invention claimed.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

La présente invention concerne des compositions pour pellicules thermosoudables présentant essentiellement une bonne tolérance à la chaleur après collage. Les compositions assemblent les trois composants suivants: un polyuréthane thermoplastique, un polyamide, et de préférence une résine à base terpénique. Ces compositions conviennent particulièrement, dans l'industrie du meuble, au collage des panneaux de fibres sur feuilles de chlorure de polyvinyle (PVC).
PCT/US1995/000277 1994-01-13 1995-01-09 Pellicule adhesive hautes performances WO1995019403A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU15617/95A AU1561795A (en) 1994-01-13 1995-01-09 High-performance adhesive film

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US18064394A 1994-01-13 1994-01-13
US08/180,643 1994-01-13

Publications (2)

Publication Number Publication Date
WO1995019403A2 true WO1995019403A2 (fr) 1995-07-20
WO1995019403A3 WO1995019403A3 (fr) 1995-09-08

Family

ID=22661203

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1995/000277 WO1995019403A2 (fr) 1994-01-13 1995-01-09 Pellicule adhesive hautes performances

Country Status (2)

Country Link
AU (1) AU1561795A (fr)
WO (1) WO1995019403A2 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6306942B1 (en) 2000-04-05 2001-10-23 3M Innovative Properties Company Low temperature thermally activated water-dispersed adhesives
US6310125B1 (en) 2000-04-05 2001-10-30 3M Innovative Properties Company Water-dispersed adhesive compositions
US6444737B1 (en) 2000-04-05 2002-09-03 3M Innovative Properties Company Water-dispersed polymer stabilizer
US6541550B1 (en) 2000-04-05 2003-04-01 3M Innovative Properties Company Low temperature thermally activated water-dispersed adhesive compositions

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3776869A (en) * 1973-04-09 1973-12-04 Nat Starch Chem Corp Improved urethane adhesives comprising a blend of a castor oil based isocya-nate prepolymer with a terepene phe-nolic resin
FR2208785A1 (en) * 1972-12-01 1974-06-28 Nat Distillers Chem Corp Laminated thermoplastic product for packaging - with thermoplastic polymer layer bonded to layer of olefin in polymer and terpene polymer
DE3545033A1 (de) * 1984-12-21 1986-07-03 Ems-Inventa AG, Zürich Thermoplastisch verarbeitbare masse

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2208785A1 (en) * 1972-12-01 1974-06-28 Nat Distillers Chem Corp Laminated thermoplastic product for packaging - with thermoplastic polymer layer bonded to layer of olefin in polymer and terpene polymer
US3776869A (en) * 1973-04-09 1973-12-04 Nat Starch Chem Corp Improved urethane adhesives comprising a blend of a castor oil based isocya-nate prepolymer with a terepene phe-nolic resin
DE3545033A1 (de) * 1984-12-21 1986-07-03 Ems-Inventa AG, Zürich Thermoplastisch verarbeitbare masse

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6306942B1 (en) 2000-04-05 2001-10-23 3M Innovative Properties Company Low temperature thermally activated water-dispersed adhesives
US6310125B1 (en) 2000-04-05 2001-10-30 3M Innovative Properties Company Water-dispersed adhesive compositions
US6444737B1 (en) 2000-04-05 2002-09-03 3M Innovative Properties Company Water-dispersed polymer stabilizer
US6541550B1 (en) 2000-04-05 2003-04-01 3M Innovative Properties Company Low temperature thermally activated water-dispersed adhesive compositions

Also Published As

Publication number Publication date
AU1561795A (en) 1995-08-01
WO1995019403A3 (fr) 1995-09-08

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