EP1383653A2 - Procede de fabrication de feuilles composites a l'aide d'un systeme adhesif exempt de solvant - Google Patents

Procede de fabrication de feuilles composites a l'aide d'un systeme adhesif exempt de solvant

Info

Publication number
EP1383653A2
EP1383653A2 EP02757732A EP02757732A EP1383653A2 EP 1383653 A2 EP1383653 A2 EP 1383653A2 EP 02757732 A EP02757732 A EP 02757732A EP 02757732 A EP02757732 A EP 02757732A EP 1383653 A2 EP1383653 A2 EP 1383653A2
Authority
EP
European Patent Office
Prior art keywords
film
adhesive
composite
composite film
films
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.)
Withdrawn
Application number
EP02757732A
Other languages
German (de)
English (en)
Inventor
Günter GRESCHNER
Friedrich Kurlbaum
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.)
Ludwig Fr Noltemeyer GmbH
Original Assignee
Ludwig Fr Noltemeyer GmbH
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 Ludwig Fr Noltemeyer GmbH filed Critical Ludwig Fr Noltemeyer GmbH
Publication of EP1383653A2 publication Critical patent/EP1383653A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/06Layered 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
    • B32B27/08Layered 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 of synthetic resin
    • 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
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/30Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/304Layered 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
    • 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
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/36Layered products comprising a layer of synthetic resin comprising polyesters
    • 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
    • B32B7/00Layered 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
    • B32B7/04Interconnection of layers
    • B32B7/12Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/73Polyisocyanates or polyisothiocyanates acyclic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/12Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives
    • C08J5/124Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives using adhesives based on a macromolecular component
    • C08J5/128Adhesives without diluent
    • 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
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/06Polyurethanes from polyesters
    • 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
    • B32B38/00Ancillary operations in connection with laminating processes
    • B32B2038/0052Other operations not otherwise provided for
    • B32B2038/0092Metallizing
    • 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
    • B32B2250/00Layers arrangement
    • B32B2250/24All layers being polymeric
    • 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
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/70Other properties
    • B32B2307/724Permeability to gases, adsorption
    • B32B2307/7242Non-permeable
    • B32B2307/7244Oxygen barrier
    • 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
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/70Other properties
    • B32B2307/724Permeability to gases, adsorption
    • B32B2307/7242Non-permeable
    • B32B2307/7246Water vapor barrier
    • 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
    • B32B2327/00Polyvinylhalogenides
    • 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
    • B32B2367/00Polyesters, e.g. PET, i.e. polyethylene terephthalate

Definitions

  • the present invention relates to a method for producing composite films by means of a solvent-free adhesive system, in particular composite films with barrier properties, and to composite films obtainable by this method.
  • packaging materials with a wide variety of property profiles are required in the packaging industry.
  • the packaging material used may be permeable to gases such as, for example, oxygen, nitrogen, carbon dioxide and moisture, or to have a reduced permeability or impermeability.
  • Packaging materials with barrier properties should in particular be able to preserve the atmosphere contained or intended in the packaging, for example a nitrogen protective gas atmosphere, in order to be able to guarantee the quality of the packaging goods even over a longer period of time.
  • Such materials are also intended to prevent the penetration of oxygen and / or moisture into the packaging, which could spoil the goods.
  • packaging materials used should be as inexpensive as possible. This requires corresponding economic manufacturing processes.
  • BESTATIGUNGSKOPIE In order to increase the barrier properties of films, two or more films are glued together to form a composite film, an adhesive with barrier properties being used as the adhesive. Thus, according to the invention, double, triple, quadruple composite films and composite films with more than 4 films can be obtained.
  • Adhesive systems which are preferably used are solvent-free, since the energy-intensive removal of solvents, which requires additional work steps and is therefore expensive, is eliminated, as is the case in conventional solvent-based adhesive systems.
  • a solvent-free adhesive system based on polyurethane for the production of composite films with barrier properties, which comprises a polyester resin with hydroxyl groups as the first adhesive component and a diisocyanate as the second hardener component.
  • the polyester resin having hydroxyl groups is obtained by reacting a linear aliphatic diol having two to ten carbon atoms with a linear dicarboxylic acid, n-butanediol and N-hexanediol being the preferred diols and adipic acid being the preferred dicarboxylic acid.
  • the polyester resin used is in crystalline form at room temperature and has a melting point of about 80 ° or less, with lower melting polyester resins being preferred.
  • the number average molecular weight of the polyester component is between 300 and 5,000, preferably between 500 and 2,000.
  • the hydroxyl number of the polyester resin component is stated to be about 20 to about 350, preferably about 100 to about 250. Due to the low melting point of the polyester resin, the adhesive system can also be used at the low temperatures that are required to prevent deformation or other impairment of the polymer films due to the high temperature.
  • Aliphatic, preferably linear, but also aromatic diisocyanates are mentioned as the diisocyanate component.
  • the two components of the adhesive system are heated to the lamination temperature and applied to the first film immediately before the second film is laminated on. To fully harden the composite film obtained, it is recommended to store it for at least one week afterwards.
  • the films described in the working examples show good barrier properties with regard to oxygen permeability and, in one case, for moisture permeability.
  • aromatic diisocyanates as adhesive components or to replace them with aliphatic ones.
  • US 4,496,417 describes a laminating device for connecting a plastic film to a reinforcing material made of paper.
  • the adhesive is simultaneously applied to both the plastic film and the paper web during the lamination process, the lamination process also being able to take place with cooling.
  • the method according to the invention enables the post-curing time of the finished composite films to be shortened.
  • the object of the invention is achieved by a method for producing composite films by gluing a first film to a second film by means of a solvent-free adhesive system, the adhesive system being preheated to the application temperature in a first stage, in a second stage, the adhesive system preheated to the application temperature, if appropriate after mixing individual adhesive system components, is applied to the first film, and in a third step the first film coated with the adhesive system is connected to an incoming second film with cooling.
  • adhesive systems based on aliphatic, in particular aliphatic linear, diisocyanates can be used to obtain composite films with excellent barrier properties economically and without problems.
  • this process can shorten the curing time of the films to a few days.
  • Temperature logistics has proven to be a decisive factor for the method according to the invention, in particular adequate preheating of the adhesive system or its components, ensuring the application of the adhesive system to the first film at the application temperature required for the materials used, and cooling of the first film during the lamination of the second film.
  • the total amount of the adhesive system that is applied to the first film should have a temperature that is as constant and uniform as possible.
  • the individual adhesive components are therefore preheated over a period of time which is sufficient to ensure that the temperature of the components used is as uniform as possible.
  • the accuracy and uniformity of the application temperature achieved by the above measures guarantees the accuracy of the viscosity of the adhesive system and thus a uniform quality of the adhesive application.
  • the risk of nonsense is avoided, that is to say the spraying of adhesive system applied to the film.
  • the second film is bonded to the first film provided with the adhesive system while cooling the first film.
  • the laminating roller, over which the first film runs during the connection is preferably cooled.
  • the temperature by which the first film is cooled is about 15 ° C. or more below the temperature at which the adhesive system is applied to the first film.
  • a temperature difference of at least 20 ° and particularly preferably of at least 25 ° is preferably selected.
  • a conventional laminating mill can be used to carry out the method according to the invention.
  • the first film can be cooled by cooling the laminating roller itself, over which the film runs during the lamination with the second film.
  • any other cooling device with the same effect can also be provided, such as a cooling channel through which the first film runs.
  • the web speed of the films is typically selected in the range from 200 to 300 m / min., Preferably from 200 to 250 m / min., For the process according to the invention.
  • the amount of adhesive system applied depends on the type of film to be laminated and the type of adhesive system itself.
  • the application amount is usually between 1.5 to 4 g / m 2 , preferably 2.0 to 3.0 g / m 2 and in particular 2.5 to 2.7 g / m 2 .
  • the web tension should be regulated so that a uniform tension is exerted both on the two individual films and on the laminated film composite. This measure increases the overall product quality. This also promotes the quality of the adhesive and the winding of the film.
  • any solvent-free adhesive system can be used for the method according to the invention.
  • These adhesive systems contain as an adhesive component a polyester resin with hydroxyl end groups, which is the reaction product of a linear aliphatic diol with 2 to 10 carbon atoms and a linear dicarboxylic acid.
  • the polyester resin is crystalline at room temperature and has a melting point of about 80 ° C or less, with lower melting polyester resins being preferred.
  • the number average molecular weight (M n ) is from about 300 to about 5,000 and the OH number is from about 20 to 350, with from about 100 to about 250 being preferred.
  • aliphatic, preferably linear, or aromatic diisocyanate is used as the hardener component.
  • aliphatic diisocyanates as can also be used in a suitable manner according to the invention, are polymeric hexamethylene diisocyanate and dicyclohexylmethane 4,4'-diisocyanate.
  • aromatic diisocyanates are methylene diphenyl diisocyanate and toluene diisocyanate.
  • polyester resins are the reaction products of C 3 -C 6 diols, in particular n-butanediol and n-hexanediol, with adipic acid, azelaic acid and sebacic acid, with adipic acid being preferred.
  • aliphatic hardeners in particular can also advantageously be processed with the method according to the invention.
  • the use of aliphatic hardeners can be particularly advantageous for composite films that are intended for the food sector due to their health and ecological safety.
  • Adhesive layers obtained with aliphatic hardener components are also lightfast, that is to say in contrast to adhesive layers obtained with aromatic hardener components, they do not yellow under the influence of light such as daylight.
  • composite films obtained by the process according to the invention with aliphatic hardeners are ready for further processing after a post-curing time of approximately three days.
  • an aliphatic adhesive system is used for the present invention, which contains a polyester resin as adhesive component, which is sold by Rohm and Haas (formerly Morton) under the name Mor-Free VP 130-01, and polymeric hexamethylene as hardener components -Diisocyanate, which is marketed by Rohm and Haas under the name Mor-Free VP 200 C.
  • the ratio of adhesive component to hardener component can vary depending on the type of film to be connected and is typically chosen according to the manufacturer's instructions.
  • a suitable mixing ratio for the process according to the invention can be selected in a range from preferably 100: 55 to 100: 70 (adhesive: hardener).
  • the proportion of hardener can be increased as required without impairing the barrier properties of the composite films obtained.
  • aliphatic and aromatic diisocyanates can be used for the hardener component.
  • the properties of the adhesive layer and thus of the composite film also depend on the type of the individual adhesive system components used, such as the hardener components used, certain properties of the composite film obtained can be modified as required by the use of such systems.
  • aromatic hardener components can improve the barrier resistance of the composite film against moist gases.
  • the proportion of aromatic monomers in the hardener component is in principle not subject to any restrictions, the proportion of aromatic monomers in the hardener component should be chosen such that no free aromatic diisocyanates are detectable in the adhesive layer obtained after the hardening time of the composite film. In other words, after the curing time, the total amount of aromatic hardeners should have reacted with the adhesive component.
  • the proportion of free aromatic monomers is selected in a range of approximately 0.1%. It has been shown that with a proportion of approximately 0.1% of aromatic monomer, the aromatic monomer in the composite film obtained can no longer be detected after seven days.
  • a suitable example of a hardener component which contains approximately 0.1% of aromatic diisocyanates are hardeners, such as those sold by Rohm and Haas under the names Mor-Free VP 413 A / S and Mor-Free VP 413 A. ,
  • the method according to the invention is suitable for laminating any materials known per se for the production of composite films, such as plastic films, metallized plastic films with a thin metal coating, for example an aluminum coating, or also for laminating plastic films on paper.
  • plastic films are films made of polyolefins such as polyethylene and polypropylene, polyesters such as polyethylene terephythalate, polyamide such as PA6 and co-extruded films.
  • the number of foils that make up the composite foil is in principle not subject to any particular restriction.
  • the composite film can therefore contain two, three, four or more films.
  • Such films are also the subject of the invention.
  • a barrier layer made of an adhesive system that the reaction product of a polyester resin with hydroxyl end groups as the adhesive component and an aliphatic or aromatic diisocyanant as the hardness component
  • water vapor transmission rates of less than 1 g / (m 2 xd), and preferably of less than 1, 5 g / (m 2 xd) are obtained.
  • Such composite films obtained according to the invention also show particularly low values for the oxygen permeability and nitrogen and carbon dioxide permeability.
  • composite foils can be obtained from metallized plastic foils, the composite foils obtained being virtually impermeable to water vapor and the gases mentioned.
  • a PVDC-coated polyester film as is commercially available, is preferably used, such as, for example, a PVDC-coated PET film with a thickness of 12 ⁇ m.
  • FIG. 1 schematically shows a laminating device as can be used for the method according to the invention.
  • the adhesive system components preheated to the application temperature are in a mixing tube 1, for example in the vortex process mixed and sprayed into a gap 9 between a pre-metering 2 and metering roller 3 and applied to the first film A via an application roller 4.
  • the coating of the coated first film A with the second film B is preferably carried out immediately after the adhesive has been applied, in that the coated first film A is passed over a cooled laminating roller 5 for cooling and simultaneous laminating. As the coated first film A runs over the cooled laminating roller 5, the adhesive system applied to the first film A is subjected to immediate cooling, similar to a quenching.
  • the cooling roller 5 is typically cooled to 15 ° C to 25 ° C.
  • the device shown is additionally provided with pressure rollers (called impression roller) 6 and 7 and a supporting pressure roller (called impression roller) 8.
  • impression roller pressure rollers
  • impression roller a supporting pressure roller
  • the pressure roller 6 is applied above the application roller 4 and the pressure roller 7 provides the necessary pressure for the incoming second foil B to be laminated onto the coated first foil.
  • the laminated film composite leaves the laminating roller 5 in the direction of the arrow shown in FIG. 1 and reaches a winding (not shown in the figure).
  • the composite film is preferably subjected to a second cooling again before winding.
  • the composite film can be passed over a second cooling roller (not shown).
  • This second chill roll is also typically cooled to 15 ° C to 25 ° C.
  • the individual components of the adhesive system i.e. the adhesive component and the hardener component, are heated to the application temperature for a sufficiently long period of time before mixing and applying to the first film in order to achieve a homogeneous heating of the amount of adhesive and the amount of hardener.
  • the individual components can be placed in heat containers.
  • the individual components of the adhesive system are preferably kept under a protective gas atmosphere, such as a nitrogen atmosphere.
  • the films to be laminated can be subjected to a corona treatment before laminating, in order to improve the wettability with adhesive, in order to achieve an improvement in the bond strength.
  • Foil composites that have been subjected to a corona pretreatment tend to have electrostatic attraction effects. Corona pretreatment should therefore be avoided for applications in which such side effects can interfere.
  • the tension that is exerted on the individual foils A and B and on the foil composite is to be coordinated with one another so that a uniform tension is exerted on the foils or the foil composite.
  • the general product quality can be increased and tension-free film composites can be obtained.
  • the winding of the film composite is also supported and a uniform winding is obtained.
  • the foils were laminated using a Variocoater LF laminating machine manufactured by Windmöller & Hölscher (W&H).
  • a polyester resin with hydroxyl end groups was used as the adhesive component
  • Rohm and Haas is sold under the product name Mor-Free VP 200 C.
  • the adhesive system components were preheated in heat containers under a nitrogen atmosphere to the application temperature of 60 ° C.
  • the temperature control was carried out for an adhesive system quantity of 400 kg for 24 hours.
  • the supply lines for the adhesive components to the metering gap 9 between the front metering roller 2 and metering roller 3 were made via heated supply systems.
  • the application quantity was between approx. 2.6 to 3.0 g / m 2 and the production speed was 200 m / min.
  • the temperature of the laminating roller was set at 20 ° to 25 ° C.
  • a second chill roll was provided before winding, which also had a temperature of 20 ° to 25 ° C.
  • a polyester resin was used as the adhesive component, which is sold by Rohm and Haas under the product name Mor-Free XVP PE 130-01.
  • a hardener component with aromatic diisocyanate was used, as is also marketed by Rohm and Haas under the product name Mor-Free 413 A with a proportion of free toluene diisocyanate (TDI) of less than 0.1%.
  • TDI free toluene diisocyanate
  • Mor-Free VP 200C with hexamethylene-1, 6-diisocyanate from Rohm and Haas was used as the hardener component.
  • the application rate for Examples 7 and 9 was between 2.8-2.9 g / m 2 or between 2.6-2.8 g / m 2 and for Example 8 between 2.5-2.6 g / m 2 ,
  • PP means polypropylene, PE polyethylene, PA polyamide, PET polyethylene terephthalate, LDPE low density polyethylene, LLDPE linear low density PE, met.PP or met.PET metallized PP or metallized PET, C (reproduced) a co-extruded Foil with a second thin layer of polyethylene, U (prefixed) an unoriented foil and O (prefixed) an oriented foil, and X (repositioned) a coating with PVDC (polyvinyl dichloride).
  • PVDC polyvinyl dichloride
  • test conditions were:
  • Determination of the oxygen permeability The determination was made according to DIN 53 380. The test conditions were
  • the lower detection limit of the test method used is
  • test conditions were:
  • test conditions were:
  • the lower detection limit of the test method used is
  • OPP C 20 // white PE 30 to 100 PET 12 // met. OPP C 20
  • OPP 20 // met.
  • OPP 15 to 20 // PE 30 to 100 PET 12 // met.
  • OPP 15 to 20 // PE 30 to 100 PET 12 // met.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Laminated Bodies (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)

Abstract

Procédé de fabrication de feuilles composites à l'aide d'un système adhésif exempt de solvant, de préférence à l'aide d'un système adhésif comportant une résine polyester à groupes terminaux hydroxyle en tant que constituant adhésif et un diisocyanate, en particulier aliphatique, en tant que constituant durcisseur, et feuilles composites ainsi obtenues.
EP02757732A 2001-03-30 2002-03-29 Procede de fabrication de feuilles composites a l'aide d'un systeme adhesif exempt de solvant Withdrawn EP1383653A2 (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
DE10116065 2001-03-30
DE10116065 2001-03-30
DE10153959 2001-11-06
DE10153959 2001-11-06
PCT/EP2002/003558 WO2002079304A2 (fr) 2001-03-30 2002-03-29 Procede de fabrication de feuilles composites a l'aide d'un systeme adhesif exempt de solvant

Publications (1)

Publication Number Publication Date
EP1383653A2 true EP1383653A2 (fr) 2004-01-28

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP02757732A Withdrawn EP1383653A2 (fr) 2001-03-30 2002-03-29 Procede de fabrication de feuilles composites a l'aide d'un systeme adhesif exempt de solvant

Country Status (4)

Country Link
EP (1) EP1383653A2 (fr)
AU (1) AU2002308113A1 (fr)
DE (1) DE10214006A1 (fr)
WO (1) WO2002079304A2 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10258431B4 (de) * 2002-12-13 2008-03-06 National Starch & Chemical Gmbh & Co. Kg Haus- oder Wohnungseingangstür
WO2007027423A2 (fr) * 2005-08-29 2007-03-08 Exopack-Technology, Llc Sac a fond pince, a fermeture adhesive et impermeable aux graisses, fermeture adhesive pour sac et procedes associes
US9056697B2 (en) 2008-12-15 2015-06-16 Exopack, Llc Multi-layered bags and methods of manufacturing the same
DE102009003473A1 (de) * 2009-02-12 2010-09-23 Fsd Folienservice Deutschland Gmbh Kaschierverfahren sowie Kaschiervorrichtung
CN108162559B (zh) * 2017-12-20 2020-01-07 浙江科达包装机械厂 一种编织袋四辊复合装置

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4496417A (en) * 1982-11-12 1985-01-29 Adolph Coors Company Control stretch laminating device
NZ331408A (en) * 1997-09-17 1999-10-28 Morton Int Inc Solvent free urethane adhesive composition containing a mixture of hydroxy-terminated polyester and diisocyanate
JP4524463B2 (ja) * 1999-07-27 2010-08-18 三井化学株式会社 ガスバリア性ポリウレタン樹脂及びこれを含むガスバリア性フィルム

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO02079304A2 *

Also Published As

Publication number Publication date
WO2002079304A3 (fr) 2003-03-27
WO2002079304A2 (fr) 2002-10-10
AU2002308113A1 (en) 2002-10-15
DE10214006A1 (de) 2002-10-24

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