EP0695223A4 - Wärmereagierende adhesive - Google Patents

Wärmereagierende adhesive

Info

Publication number
EP0695223A4
EP0695223A4 EP95909229A EP95909229A EP0695223A4 EP 0695223 A4 EP0695223 A4 EP 0695223A4 EP 95909229 A EP95909229 A EP 95909229A EP 95909229 A EP95909229 A EP 95909229A EP 0695223 A4 EP0695223 A4 EP 0695223A4
Authority
EP
European Patent Office
Prior art keywords
substrate
styrene
vinyl
adhesive
acrylic
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
EP95909229A
Other languages
English (en)
French (fr)
Other versions
EP0695223A1 (de
Inventor
Glenn R Magrum
Jack A Stover
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ashland LLC
Original Assignee
Ashland Oil Inc
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 Ashland Oil Inc filed Critical Ashland Oil Inc
Publication of EP0695223A1 publication Critical patent/EP0695223A1/de
Publication of EP0695223A4 publication Critical patent/EP0695223A4/de
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J125/00Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Adhesives based on derivatives of such polymers
    • C09J125/02Homopolymers or copolymers of hydrocarbons
    • C09J125/04Homopolymers or copolymers of styrene
    • C09J125/08Copolymers of styrene
    • C09J125/14Copolymers of styrene with unsaturated esters
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B37/00Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/12Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/06Non-macromolecular additives organic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J123/00Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
    • C09J123/02Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers not modified by chemical after-treatment
    • C09J123/04Homopolymers or copolymers of ethene
    • C09J123/08Copolymers of ethene
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04Homopolymers or copolymers of esters
    • C09J133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/062Copolymers with monomers not covered by C09J133/06
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J5/00Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
    • C09J5/06Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers involving heating of the applied adhesive
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04Homopolymers or copolymers of ethene
    • C08L23/08Copolymers of ethene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
    • C08L25/02Homopolymers or copolymers of hydrocarbons
    • C08L25/04Homopolymers or copolymers of styrene
    • C08L25/08Copolymers of styrene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
    • C08L25/02Homopolymers or copolymers of hydrocarbons
    • C08L25/04Homopolymers or copolymers of styrene
    • C08L25/08Copolymers of styrene
    • C08L25/14Copolymers of styrene with unsaturated esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00Composition 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
    • C08L2666/02Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00Composition 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
    • C08L2666/02Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06Waxes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2423/00Presence of polyolefin
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2425/00Presence of styrenic polymer

Definitions

  • This invention relates to water-based adhesives for bladder pressing, vacuum pressing and laminating vinyl to wood substrates. BACKGROUND OF THE INVENTION
  • U.S. Patent 4,396,738 Ashland describes a wood-to-wood adhesive made with a vinyl polymer and a partially reacted polyisocyanate.
  • U.S. Patent 4,433,095 Bayer describes a wood-to-wood adhesive made from aromatic isocyanate and an emulsifier made from isocyanate and alcohol.
  • U.S. Patent 4,609,690 Ashland describes a wood laminating adhesive curable at room temperature which combines an aqueous hydroxyl-functional acrylic latex with emulsified multi-isocyanate crosslinking agent. None of these wood-to-wood adhesives makes very strong bonds when used to adhere vinyl substrates to wood substrates. They also suffer from the drawback of having very short pot-lives. Various adhesives especially designed for adhering wood to vinyl have been developed. Because vinyl softens at temperatures around 200°F, these vinyl to wood adhesives must activate or cure below 200°F, they must however be able to withstand high temperatures because the adhered substrates are used in hot kitchens, mobile homes, and automobile interiors where temperatures may climb above 200°F for short time periods.
  • European Patent Application 367120 Air Products describes a water- based adhesive for laminating vinyl substrates to wood which consists essentially of vinyl acetate-ethylene emulsion copolymer and water dispersible polyisocyanate, has a pot life of 6 hours and passes a heat and creep resistant test at 170°F.
  • European Patent Application 444259 Bayer describes a laminating adhesive for PVC or PVC foam and ABS made of polyurethane dispersions forming films below 70°C, copolymers of a,b-unsaturated monomers such as styrene having a softening point above 70°C, and, optionally, dispersible reactive aliphatic polyisocyanate.
  • Ashland describes an adhesive for bonding a vinyl substrate to a rigid wood substrate.
  • the adhesive is an aqueous emulsion of butylacrylate-methylmethacrylate-2 hydroxyethyl acrylate terpolymer, polypropylene glycol and polyisocyanate having a pot life of at least one hour.
  • This adhesive is applied by roll coater to one substrate, the second vinyl substrate is applied immediately.
  • the manufacturer of wood- vinyl laminates uses the bonding adhesive directly and must see that coating equipment spreads the liquid adhesive evenly and completely.
  • This invention is a method of using a heat-activatable adhesive for laminating vinyl sheet to wood substrates.
  • This solvent-free adhesive combines a reactive styrene-acrylic latex emulsion and an ethylene vinyl acetate copolymer emulsion; both having certain glass transition temperatures (Tg) as measured by ASTME 1356.
  • Tg glass transition temperatures
  • one or more of itaconic acid, glyoxal, zinc acetyl acetonate catalyst, and a stable nonreactive aliphatic water-based polyurethane dispersion, also having a specific Tg may be added.
  • the adhesive After applying the adhesive on the vinyl, the adhesive is dried, the coated vinyl is rolled and shipped to the customer.
  • the customer forms or laminates the adhesive coated vinyl on to the customer's wood substrate and the adhesive is heat activated at temperatures of 160°F or 170°F depending on the combination of ingredients in the adhesive. After lamination to a wood substrate the laminate resists temperatures greater than 200°F. DESCRIPTION OF THE PREFERRED EMBODIMENTS
  • Vinyl films which can be used in the present invention include cast, calendered and extruded vinyl films. Suitable vinyl films, include polyvinyl chloride, copolymers of vinyl chloride, such as vinyl chloride-vinyl acetate copolymers, polyvinyl fluoride, polyvinyl formal, polyvinylidene chloride, polyvinyl butyral, polyvinylidene fluoride, and the like.
  • the preferred vinyl film for use in the present invention is a polyvinyl chloride film. Vinyl films of any thickness between 4 and 30 mils may be used in the present invention. It is not necessary to use a primer on vinyl substrates when the "primerless" adhesive of this invention is used. Among other useful flexible substrates are paper and cloth.
  • Suitable substrates for lamination with the adhesive of this invention may be fibrous, non-fibrous, porous and non-porous, metallic and non-metallic, polymeric, leather, cork, wood and glass.
  • the preferred rigid substrate in the practice of this invention is particle board.
  • the first ingredient of the adhesive of this invention is a reactive styrene-acrylic latex emulsion.
  • This emulsion can be made from acrylic acid, methyl methacrylate, styrene, hydroxy ethyl acrylate, butyl acrylate polymer, water and ethyl acrylate.
  • the pH may be 6.5 to 8.
  • Useful reactive styrene- acrylic latex emulsions include: Rohm & Haas 76 RES 1026 emulsion -32°C Tg ⁇ 6°C
  • the most preferred reactive styrene-acrylic latex emulsion is that having a Tg of 45 ⁇ 6°C for making laminates having the best strength at room temperature.
  • the most preferred styrene acrylic has a bimodal Tg distribution of 12 ⁇ 6°C and 48 ⁇ 6°C.
  • the second ingredient of the adhesive of this invention is an ethylene- vinyl acetate copolymer emulsion having a Tg between -5°C and 10°C such as that available from Rohm and Haas, Philadelphia, Pennsylvania as LAM.2 emulsion (Tg 10 ⁇ 10°C) or from Air Products, Allentown, Pennsylvania, as Airflex 465 emulsion (Tg -5°C ⁇ 3°C). From 30 to 70 weight percent ethylene- vinyl acetate copolymer emulsion is used in the adhesive of this invention.
  • Optional ingredients for addition to the adhesive of this invention include a stable non-reactive aliphatic water based urethane having an ionic charge such as Q-Thane QW-16 urethane available from K.J. Quinn, Seabrook, New Hampshire, having a Tg -26°C ⁇ 11 °C, a polyether based aliphatic polyurethane. From 16 to 35 weight percent aliphatic water based urethane may be used ' ⁇ - he adhesive of this invention.
  • Glyoxal is another optional ingredient. Glyoxal is available from Aldrich Chemical, Milwaukee, Wisconsin. Up to 6 weight percent glyoxal may be used.
  • Itaconic acid, acrylic acid and methacry c acid are other optional ingredients and are available from Aldrich Chemical. Up to 6 weight percent acid may be used in the adhesive of this invention.
  • Zinc acetyl acetonate catalyst is a further optional ingredient, 0.01 to 0.5 weight percent may be used in the adhesive of this invention.
  • this invention is a method of making a heat stable laminate of a flexible substrate and a solid substrate adhered together by the dried residue of a heat activatable 55 to 65 weight percent reactive styrene- acrylic emulsion, 35 to 45 weight percent ethylene-vinylacetate emulsion and 1 to 3 percent itaconic acid.
  • the adhesive of this invention is prepared by first admixing the urethane and other optional ingredients with the ethylene-vinyl acetate copolymer. To this mixture the styrene-acrylic copolymer is added. These are mixed for 30 minutes. The adhesive can then be used immediately or stored for at least two months without detrimental effects on its bonding capability. If a higher viscosity product is desired, cellulosic and urethane based thickening agents can be added. Silica based products and extenders can also be added at this point.
  • the adhesive of this invention is used by coating the adhesive by any of a variety of common coating methods onto a vinyl or paper substrate and drying.
  • the coated substrate is then heat reactivated at temperatures greater than 150°F (65°C) and pressed onto the second substrate of choice, which may be wood, steel, glass or foam.
  • Bladder pressing, nip rolling, and vacuum pressing are common methods for accomplishing this.
  • Match metal presses, roller presses and platen presses may also be used.
  • peel strengths means pounds per linear inch at room temperature and at 180°F (82°C) of vinyl-wood laminates.
  • Preheated means heated to 71 °C for 3 minutes, cooled, then applied to wood substrate RT is room temperature
  • Example 1 and Table 1 show that a laminating adhesive activated at 170°F (77°C), strong at room temperature and 180°F (82°C) testing can be made by combining styrene-acrylic latex and ethylene vinyl acetate. Addition of one or more of zinc acetyl acetonate catalyst, glyoxal, or itaconic acid improves the strength of the vinyl to wood bond at room temperature and at 180°F (82°C) testing.
  • Example 2 describes formulations displaying the ability to be activated
  • Example 2 and Table 2 show that a laminating adhesive activatable at 160°F (71 °C) can be prepared by combining ethylene vinyl acetate, styrene acrylic with Tg 35°C - 48°C and aliphatic water based urethane (footnote 4).
  • An adhesive activatable at 160°F (71 °C) can also be prepared by combining
  • Example 3 compares peel strength and substrate fiber tear of laminating adhesives of this invention made with RES 1026 styrene acrylic having a Tg
  • LAM 2 10°C (LAM 2) at different levels of water based urethane.
  • the vinyl to particle board laminates were made at 160°F (71 °C), using 2 atmospheres pressure for 3 minutes. Fiber tear was tested at room temperature.
  • Table 3 shows that optimum levels of water based urethane are 25 to 30 percent and that ethylene vinyl acetate polymers having Tg of -5 ⁇ 3°C and 10°C ⁇ 10°C are effective in the laminating adhesive of this invention.
  • Styrene acrylic emulsions having various glass transition temperatures are combined with ethylene vinyl acetate and different levels of aliphatic water based urethane.
  • urethane are 35 to 30 percent and that styrene acrylic emulsion having Tg from -32°C to +50°C are effective in the laminating adhesive of this invention.
  • the most preferred laminating adhesive for strong bonds between vinyl and wood when tested at room temperature is a mixture of a styrene acrylic latex emulsion having a Tg of 45 ⁇ 6°C, an ethylene-vinyl acetate copolymer having a Tg of 10 ⁇ 10°C and a stable non-reactive aliphatic water based urethane.
  • the most preferred laminating adhesive for strong bonds between vinyl and wood when tested at higher temperatures such as 180°F (82°C) is a mixture of a styrene acrylic latex emulsion having a bimodal glass transition temperature distribution of 12 ⁇ 6°C and 48 ⁇ 6°C, an ethylene vinyl acetate
  • copolymer having a Tg of 10 ⁇ 10°C, glyoxal, itaconic acid, and, optionally, zinc acetyl acetonate catalyst.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Laminated Bodies (AREA)
EP95909229A 1994-01-12 1995-01-11 Wärmereagierende adhesive Ceased EP0695223A4 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US18093794A 1994-01-12 1994-01-12
US180937 1994-01-12
PCT/US1995/000418 WO1995019231A1 (en) 1994-01-12 1995-01-11 Heat reactivatable adhesive

Publications (2)

Publication Number Publication Date
EP0695223A1 EP0695223A1 (de) 1996-02-07
EP0695223A4 true EP0695223A4 (de) 1997-12-10

Family

ID=22662256

Family Applications (1)

Application Number Title Priority Date Filing Date
EP95909229A Ceased EP0695223A4 (de) 1994-01-12 1995-01-11 Wärmereagierende adhesive

Country Status (3)

Country Link
EP (1) EP0695223A4 (de)
AU (1) AU1726095A (de)
WO (1) WO1995019231A1 (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6180244B1 (en) 1998-02-17 2001-01-30 3M Innovative Properties Company Waterbased thermoforming adhesives
CN101802083A (zh) * 2007-07-12 2010-08-11 陶氏环球技术公司 包含(甲基)丙烯酸类聚合物和乙酸乙烯酯聚合物的水分散体
CN115678462A (zh) * 2021-07-30 2023-02-03 德莎欧洲股份公司 一种水基丙烯酸粘合剂及包含其的可移除胶带

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3380582A (en) * 1965-09-03 1968-04-30 Daubert Chemical Co Insulating article and method
US3690936A (en) * 1970-02-02 1972-09-12 Phillips Petroleum Co Adhesive material for bonding vinyl chloride polymers to substrates
JPS58162645A (ja) * 1982-03-19 1983-09-27 Dainippon Ink & Chem Inc 多孔質基材用接着剤
US4396738A (en) * 1982-05-24 1983-08-02 Ashland Oil, Inc. Aqueous adhesive compositions
US5190997A (en) * 1985-07-10 1993-03-02 Sequa Chemicals, Inc. Adhesive composition
JPH05117611A (ja) * 1991-10-31 1993-05-14 Chuo Rika Kogyo Kk 接着剤組成物

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
No further relevant documents disclosed *
See also references of WO9519231A1 *

Also Published As

Publication number Publication date
EP0695223A1 (de) 1996-02-07
WO1995019231A1 (en) 1995-07-20
AU1726095A (en) 1995-08-01

Similar Documents

Publication Publication Date Title
US5837089A (en) Heat reactivatable adhesive
US6281298B1 (en) Water-based pressure sensitive adhesives having enhanced characteristics
US4199646A (en) Heat-activatable, pressure-sensitive adhesive tape or sheet
US4618390A (en) Method for preparing laminated articles
JP5146712B2 (ja) アクリル系粘着剤組成物及び該組成物の製造方法
US5726242A (en) Two-pack aqueous adhesive
JPH08507818A (ja) 貼合わせ用分散剤
US4853061A (en) Polyurethane adhesive thermoforming lamination process employing water-based
US4762880A (en) Water-based thermoforming adhesives
JPH10140126A (ja) 接着剤組成物、それを用いた接着方法ならびに化粧シート被覆材料の製造方法
EP0695223A4 (de) Wärmereagierende adhesive
JP3974684B2 (ja) 加熱剥離性粘着剤組成物、加熱剥離性粘着製品およびその使用方法
JP4910257B2 (ja) ポリウレタン−ビニル重合体複合樹脂エマルジョン及び感熱性粘着剤ならびに感熱性粘着シート又はラベル
JP3846471B2 (ja) 粘着剤及び該粘着剤を用いてなる粘着加工品
US12043710B2 (en) Two-component, water-based lamination adhesive and use of the same to bond substrates and foams
JP2769103B2 (ja) ガス非透過性素材の貼合方法
JP3221285B2 (ja) 感熱接着性樹脂塗装金属板およびその製造方法
JP3041079B2 (ja) 溶液接着剤およびプリントラミネーション用接着剤
MXPA95000455A (es) Adhesivo reactivable por calor
CN113150477B (zh) 一种高稳定性吸塑胶及其制备方法
US4271230A (en) Foamed urethane composite
JP2525405B2 (ja) 接着剤組成物
JP3253988B2 (ja) ポリオレフィン樹脂素材用水性接着剤
JP3066176B2 (ja) ラミネート貼合方法
JPH07179839A (ja) 複合パネル用反応性ホットメルト 接着剤

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19951208

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): DE ES FR GB IT NL SE

A4 Supplementary search report drawn up and despatched

Effective date: 19971021

AK Designated contracting states

Kind code of ref document: A4

Designated state(s): DE ES FR GB IT NL SE

17Q First examination report despatched

Effective date: 19990714

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN REFUSED

18R Application refused

Effective date: 20010710