WO2004081134A1 - Procede pour produire des articles autocollants - Google Patents

Procede pour produire des articles autocollants Download PDF

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Publication number
WO2004081134A1
WO2004081134A1 PCT/EP2004/001671 EP2004001671W WO2004081134A1 WO 2004081134 A1 WO2004081134 A1 WO 2004081134A1 EP 2004001671 W EP2004001671 W EP 2004001671W WO 2004081134 A1 WO2004081134 A1 WO 2004081134A1
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compounds
weight
polymer
polymerization
meth
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PCT/EP2004/001671
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German (de)
English (en)
Inventor
Erich Beck
Wolfgang Paulus
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Basf Aktiengesellschaft
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Publication of WO2004081134A1 publication Critical patent/WO2004081134A1/fr

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    • 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
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers

Definitions

  • the invention relates to a method for producing self-adhesive articles from at least one carrier and a pressure-sensitive adhesive layer applied thereon, characterized in that
  • the carrier is coated with a radiation-curable composition
  • the composition contains compounds A) with a molar average of 1 to 5 free-radically or ionically polymerizable groups (briefly called polymerizable group) and with a weight-average molecular weight below 5000 g / mol, and the polymerization of these groups subsequently is carried out by irradiation with high-energy light, so that the pressure-sensitive adhesive layer forms and at least 10% by weight of the compounds A) are monomers with a polymerizable group and an actual molecular weight below 1000 g / mol (A1 for short).
  • the invention relates to self-adhesive articles, in particular protective films, which can be obtained by this process.
  • Self-adhesive articles such as labels, adhesive tapes or protective films are usually produced by coating the carrier, e.g. made of paper or polymer film, with a pressure sensitive adhesive.
  • a pressure sensitive adhesive An essential component of the pressure sensitive adhesives is a polymer as a binder).
  • the polymer is often an aqueous polymer dispersion. With polymer dispersions of this type, a drying step is required after application to the carrier.
  • Polymers which are free of water or solvents are also used in or as pressure-sensitive adhesives. These polymers must be applied as a melt at high temperatures.
  • a simple process for producing self-adhesive articles is therefore desired. It is known to use radiation-crosslinkable polymers as hotmelt PSAs, for example from EP-A-346788 or EP-A-377199. Here too, however, the coating can only be carried out at high temperatures. Irradiation with high-energy light only results in post-crosslinking. From DE-A-19957900 it is known to use radiation-curable compositions for the production of coatings, the radiation curing being carried out under inert gas.
  • the object of the present invention was therefore a simple method for producing self-adhesive articles, in particular protective films.
  • the self-adhesive articles should have good performance properties and in particular should also be free of low-molecular constituents which diffuse out of the adhesive during later use.
  • the method should be suitable for the production of protective films.
  • the protective films should be able to be removed from surfaces as residue-free as possible; this generally requires a high level of cohesion in the adhesive layer.
  • the carrier is coated with a radiation-curable composition.
  • the radiation-curable composition contains compounds A.
  • Polymerizable group is understood below to mean a radical or ionically preferably radically polymerizable group.
  • Preferred compounds A contain 1 to 4.5, preferably 1 to 3.5 and very particularly preferably 1 to 3 copolymerizable, ethylenically unsaturated double bonds (molar mean) per compound.
  • the weight average molecular weight M w of the compounds A is preferably below 5000, particularly preferably below 3000 g / mol (determined by gel permeation chromatography with polystyrene as standard and tetrahydrofuran as eluent).
  • Compounds A are, for example, (meth) acrylate compounds, ie esters of acrylic acid or methacrylic acid.
  • (Meth) acrylate compounds which may be mentioned are (meth) acrylic esters and in particular acrylic esters of polyfunctional alcohols, in particular those which, in addition to the hydroxyl groups, contain no further functional groups or at most ether groups.
  • alcohols are, for example, bifunctional alcohols, such as ethylene glycol, propylene glycol, and their more highly condensed representatives, such as, for example, diethylene glycol, triethylene glycol, dipropylene glycol, tripropylene glycol etc., butanediol, pentanediol, hexanediol, neopentyl glycol, alkoxylated phenolic compounds, such as ethoxylated and others propoxylated bisphenols, cyclohexanedimethanol, trifunctional and higher functional alcohols, such as glycerol, trimethylolpropane, butanetriol, trimethylolethane, pentaerythritol, ditrimethylolpropane, dipentaerythritol, sorbitol, mannitol and the corresponding alkoxylated, in particular ethoxy- and propoxylated.
  • bifunctional alcohols such as ethylene glycol,
  • the alkoxylation products can be obtained in a known manner by reacting the above alcohols with alkylene oxides, in particular ethylene or propylene oxide.
  • alkylene oxides in particular ethylene or propylene oxide.
  • the degree of alkoxylation per hydroxyl group is 0 to 10, i.e. 1 mol of hydroxyl group can preferably be alkoxylated with up to 10 mol of alkylene oxides.
  • Polyester (meth) acrylates may also be mentioned as (meth) acrylate compounds, which are the (meth) acrylic acid esters of polyesterols.
  • polyesterols e.g. those which can be prepared by esterification of polycarboxylic acids, preferably dicarboxylic acids, with polyols, preferably diols.
  • the starting materials for such hydroxyl-containing polyesters are known to the person skilled in the art.
  • Preferred dicarboxylic acids are succinic acid, glutaric acid, adipic acid, sebacic acid, o-phthalic acid, their isomers and hydrogenation products, and esterifiable derivatives, such as anhydrides or dialkyl esters of the acids mentioned.
  • Maleic acid, fumaric acid, tetrahydrophthalic acid or their anhydrides are also suitable.
  • Suitable polyols are the above-mentioned alcohols, preferably ethylene glycol, propylene glycol-1, 2 and -1, 3, butanediol-1, 4, hexanediol-, 6, neopentyl glycol, cyclohexanedimethanol and polyglycols of the ethylene glycol and propylene glycol type.
  • Polyester (meth) acrylates can be used in several stages or in one stage, e.g. described in EP 279 303, can be prepared from acrylic acid, polycarboxylic acid, polyol.
  • compounds B) can be, for example, epoxy or urethane (meth) acrylates.
  • Epoxy (meth) acrylates are, for example, those which can be obtained by reacting epoxidized olefins or poly- or mono- or diglycidyl ethers, such as bisphenol A diglycidyl ether, with (meth) acrylic acid.
  • Urethane (meth) acrylates are, in particular, reaction products of hydroxyalkyl (meth) acrylates with poly- or diisocyanates (see also R. Holmann, U.V. and E.B. Curing Formulation for Printing Inks and Paints, London 1984).
  • the above (meth) acrylate compounds can each also contain functional groups, e.g. Hydroxyl groups that are not esterified with (meth) acrylic acid
  • connections A are e.g. unsaturated polyesters, which have double bonds in particular due to their maleic acid or fumaric acid content and are copolymerizable.
  • Compounds A) consist of at least 10% by weight of compounds A1.
  • a mixture of compounds A) is particularly preferred which consists of at least 20% by weight, in particular at least 30% by weight, very particularly preferably at least 40% by weight or 50% by weight of compounds A1.
  • Connections A can also consist exclusively of A1.
  • Possible compounds A1 are monomers selected from CC 20 alkyl (meth) acrylates, vinyl esters of carboxylic acids containing up to 20 C atoms, vinyl aromatics with up to 20 C atoms, ethylenically unsaturated nitriles, vinyl ethers of 1 to 10 C atoms containing alcohols.
  • Vinyl esters of carboxylic acids with 1 to 20 carbon atoms are e.g. B. vinyl laurate, stearate, vinyl propionate, vinyl versatic acid and vinyl acetate.
  • Suitable vinyl aromatic compounds are vinyl toluene a- and p-methylstyrene, a-butylstyrene, 4-n-butylstyrene, 4-n-decylstyrene and preferably styrene.
  • nitriles are acrylonitrile and methacrylonitrile.
  • vinyl ethers include B. vinyl methyl ether or vinyl isobutyl ether. Vinyl ethers of alcohols containing 1 to 4 carbon atoms are preferred.
  • Preferred compounds A1 are generally (meth) acrylate compounds and in particular the d- to C 10 -alkyl acrylates and methacrylates, in particular d- to C 8 -alkyl acrylates and methacrylates.
  • Methyl acrylate, ethyl acrylate, n-butyl acrylate, n-hexyl acrylate, octyl acrylate and 2-ethylhexyl acrylate, and mixtures of these monomers are very particularly preferred.
  • polar monomers with isocyanate, amino, amide, epoxy, hydroxyl or acid groups are also suitable as compounds A1.
  • Monomers with carboxylic acid, sulfonic acid or phosphonic acid groups e.g. vinylphosphonic acid.
  • Carboxylic acid groups are preferred.
  • monomers are, for example, also monomers containing hydroxyl groups, in particular dC 10 -hydroxyalkyl (meth) acrylates, (meth) acrylamide and monomers containing ureido groups, such as ureido (meth) acrylates.
  • Mono (meth) acrylates of dihydric or polyhydric alcohols may also be mentioned as further monomers A1, e.g. Monoacrylic acid esters or monomethacrylic acid esters of ethylene glycol or propylene glycol.
  • Phenyloxyethyl glycol mono- (meth) acrylate, glydidyl acrylate, glycidyl methacrylate, amino (meth) acrylates such as 2-aminoethyl (meth) acrylate may also be mentioned as further monomers.
  • N-vinylpyrrolidone, N-vinylcaprolactam and N-vinylformamide are also particularly suitable.
  • Compounds A1 which may also be mentioned are (Merh) acrylic acid esters of long-chain fatty alcohols, for example having 8 to 30 carbon atoms, or (meth) acrylic acid esters of alkoxylated, in particular ethoxylated, fatty alcohols.
  • Compounds A1 preferably have a molecular weight of less than 500 g / mol, particularly preferably less than 300 g / mol.
  • compounds A1 are polar monomers or polar monomers are used in a mixture with other monomers, the proportion of these polar monomers preferably does not exceed a value by 10% by weight, based on the total weight of compounds A) and polymers B).
  • the radiation-curable composition preferably consists of at least 5% by weight, particularly preferably at least 10% by weight, very particularly preferably at least 20% by weight and in particular at least 30 or 40% by weight of compounds A.
  • the radiation-curable composition can furthermore contain polymers B) which are obtainable by free-radical or ionic, preferably free-radical, polymerization.
  • Polymer B is preferably composed of compounds (monomers) which can be polymerized by free radicals.
  • the polymer preferably consists of at least 40% by weight, particularly preferably at least 60% by weight, very particularly preferably at least 80% by weight, of so-called main monomers.
  • the main monomers are selected from C 1 -C 20 -alkyl (meth) acrylates, vinyl esters of carboxylic acids containing up to 20 C atoms, vinyl aromatics with up to 20 C atoms, ethylenically unsaturated nitriles, vinyl halides, vinyl ethers of 1 to 10 C atoms containing alcohols, aliphatic hydrocarbons with 2 to 8 carbon atoms and 1 or 2 double bonds or mixtures of these monomers.
  • (meth) acrylic acid alkyl ester with a d-do-alkyl radical such as methyl methacrylate, methyl acrylate, n-butyl acrylate, ethyl acrylate and 2-ethylhexyl acrylate.
  • Vinyl esters of carboxylic acids with 1 to 20 carbon atoms are e.g. B. vinyl laurate, stearate, vinyl propionate, vinyl versatic acid and vinyl acetate.
  • Suitable vinyl aromatic compounds are vinyl toluene a- and p-methylstyrene, a-butylstyrene, 4-n-butylstyrene, 4-n-decylstyrene and preferably styrene.
  • nitriles are acrylonitrile and methacrylonitrile.
  • the vinyl halides are chlorine, fluorine or bromine-substituted ethylenically unsaturated compounds, preferably vinyl chloride and vinylidene chloride.
  • vinyl ethers examples include B. vinyl methyl ether or vinyl isobutyl ether. Vinyl ethers of alcohols containing 1 to 4 carbon atoms are preferred.
  • hydrocarbons with 2 to 8 carbon atoms and one or two olefinic double bonds butadiene, isoprene and chloroprene, ethylene or propylene may be mentioned.
  • Preferred main monomers are the d- to C 10 -alkyl acrylates and methacrylates, in particular d- to C 8 -alkyl acrylates and methacrylates, the acrylates being particularly preferred in each case.
  • Methyl acrylate, ethyl acrylate, n-butyl acrylate, n-hexyl acrylate, octyl acrylate and 2-ethylhexyl acrylate and mixtures of these monomers are very particularly preferred.
  • the polymer may contain other monomers, e.g. B. monomers with carboxylic acid, sulfonic acid or phosphonic acid groups.
  • Carboxylic acid groups are preferred. May be mentioned for. As acrylic acid, methacrylic acid, itaconic acid, maleic acid or fumaric acid.
  • hydroxyl-containing monomers especially dC 10 -hydroxyalkyl (meth) acrylates, (meth) acrylic amide and ureido-containing monomers such as ureido (meth) acrylates.
  • Phenyloxyethyl glycol mono- (meth) acrylic lat, glydidyl acrylate, glycidyl methacrylate, amino (meth) acrylates such as 2-aminoethyl (meth) acrylate may also be mentioned as further monomers.
  • Monomers which carry other functional groups in addition to the double bond e.g. Isocyanate, amino, hydroxy, amide or glycidyl, e.g. B. improve the adhesion to substrates.
  • Cyclic lactams such as N-vinylpyrrolidone or N-vinylcaprolactam are also particularly suitable.
  • the polymer is particularly preferably at least 40% by weight, particularly preferably at least 60% by weight and very particularly preferably at least 80% by weight built up from C 1 -C 20 alkyl (meth) acrylates, in particular the above-mentioned alkyl (meth) acrylates.
  • polymer B) is a crosslinkable polymer, which e.g. at higher temperatures, a thermally induced crosslinking reaction or a crosslinking reaction stimulated by high-energy light occurs.
  • polymer B can contain the above functional groups.
  • External crosslinkers which react with these functional groups can be added for the crosslinking reaction.
  • amino compounds with at least 2 amino groups for example, the addition of amino compounds with at least 2 amino groups to polymers with isocyanate groups or to polymers with epoxy groups is suitable.
  • the polymer is correspondingly crosslinkable e.g. when hydrogen protons can be separated from the main polymer chain photochemically, in particular also using a photoinitiator or by electron beams, so that a radical is formed which can undergo further chemical reactions.
  • a photoinitiator is bound to polymer A).
  • the photoinitiator preferably contains an acrylic or (meth) acrylic group.
  • Suitable copolymerizable photoinitiators are acetophenone or benzophenone derivatives which contain at least one, preferably one, ethylenically unsaturated group.
  • the ethylenically unsaturated group is preferably an acrylic or methacrylic group.
  • the ethylenically unsaturated group can be bonded directly to the phenyl ring of the acetophenone or benzophenone derivative. Generally there is a spacer group between the phenyl ring and the ethylenically unsaturated group.
  • the spacer group can contain up to 100 carbon atoms, for example.
  • Suitable acetophenone or benzophenone derivatives are described, for example, in EP-A-346 734, EP-A-377199 (1st claim), DE-A-4 037 079 (1st claim) and DE-A-3 844 444 (1st claim ) and are also disclosed in this application by this reference.
  • Preferred acetophenone and benzophenone derivatives are those of the formula
  • R 11 stands for an organic radical with up to 30 C atoms, R21 for a H atom or a methyl group and R 3 for an optionally substituted phenyl group or a CrC 4 alkyl group.
  • R 11 particularly preferably represents an alkylene group, in particular a C 2 -C 8 alkylene group.
  • R 31 particularly preferably represents a methyl group or a phenyl group.
  • the polymer B) preferably has a K value of 10 to 90, in particular 30 to 80, particularly preferably 40 to 60, measured in tetrahydrofuran (1% strength solution, 21 ° C.).
  • the Fikentscher K value is a measure of the molecular weight and viscosity of the polymer.
  • the molecular weight associated with the above K value range is far higher than the molecular weight of the compounds A).
  • the weight-average molecular weight of the polymer B) is generally at least twice, in particular at least 10 times as high as that of the compounds A).
  • the glass transition temperature (Tg) of the polymer is preferably -60 to + 10 ° C, particularly preferably -55 to 0 ° C, very particularly preferably -55 to -10 ° C.
  • the glass transition temperature of the polymer can be determined by conventional methods such as differential thermal analysis or differential scanning calorimetry (see, for example, ASTM 3418/82, so-called "midpoint temperature").
  • Polymers B) can be prepared by copolymerizing the monomeric components using the customary polymerization initiators and, if appropriate, regulators, at the usual temperatures in bulk, in emulsion, e.g. polymerized in water or liquid hydrocarbons, or in solution.
  • the polymers are preferably obtained by polymerizing the monomers in solvents (solution polymerization), in particular in solvents having a boiling range from 50 to 1500 ° C., preferably from 60 to 120 ° C., using the customary amounts of polymerization initiators, which are generally 0.01 to 10, especially 0.1 to 4 wt .-%, based on the total weight of the monomers.
  • Particularly suitable solvents are alcohols, such as methanol, ethanol, n- and iso-propanol, n- and iso-butanol, preferably isopropanol and / or isobutanol, and hydrocarbons such as toluene and in particular gasolines with a boiling range from 60 to 120 ° C.
  • alcohols such as methanol, ethanol, n- and iso-propanol, n- and iso-butanol, preferably isopropanol and / or isobutanol
  • hydrocarbons such as toluene and in particular gasolines with a boiling range from 60 to 120 ° C.
  • ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and esters
  • acetone methyl ethyl ketone
  • methyl isobutyl ketone and esters can be used in the case of ethyl acetate and mixtures of solvents of the type mentioned, mixtures of isopropanol and / or isobutanol in amounts of 5 to 95, in particular 10 to 80, preferably from 25 to 60% by weight, based on the solution mixture used, are preferred.
  • Ais polymerization initiators are suitable for solution polymerization, for example azo compounds, ketone peroxides and alkyl peroxides.
  • the solvents can, if appropriate, be removed under reduced pressure, operating at elevated temperatures, for example in the range from 100 to 150 ° C.
  • the polymers can then be in a solvent-free state, i.e. used as melts.
  • the radiation-curable compositions can contain further constituents.
  • Crosslinkers for polymer B) are particularly suitable. Both the polymerization of the compounds A) and the crosslinking of the polymers B) can be stimulated by photoinitiators.
  • the photoinitiator can e.g. are so-called ⁇ -splitters, which are photoinitiators in which a chemical bond is split, so that 2 radicals are formed which initiate the further crosslinking or polymerization reactions.
  • Acylphosphine oxides (Lucirin® brands from BASF), hydroxyalkylphenones (e.g. Irgacure® 184), benzoin derivatives, benzene derivatives, dialkyloxyacetophenones.
  • H-abstractors which detach a hydrogen atom from the polymer chain, e.g. these are photoinitiators with a carbonyl group. This carbonyl group shifts into a C-H bond to form a C-C-O-H group.
  • Acetophenone, benzophenone and their derivatives may be mentioned here in particular.
  • Both classes of photoinitiators can be used alone or in a mixture.
  • the photoinitiator or at least one of the photoinitiators, if a mixture is used, is bound to the polymer A) (see above).
  • Dual-cure systems are also particularly suitable, i.e. e.g. a photochemical polymerization of the compounds A) and a thermal crosslinking of the polymers B).
  • the radiation-curable composition consists of
  • Water or other organic solvents are preferably contained in small amounts, in particular not at all.
  • the content of water or other organic solvents is therefore preferably below 5% by weight, in particular below 2% by weight or below 0.5% by weight or 0% by weight.
  • Preferred radiation-curable compositions consist of
  • the radiation-curable composition is preferably liquid at 21 ° C., 1 bar. In particular, it has a viscosity of less than 20 Pascal seconds (Pas), in particular less than 10 Pas, particularly preferably less than 5-Pas and in particular less than 2 or less
  • the viscosity is determined according to DIN 51562.
  • carriers are coated with the radiation-curable composition.
  • the carriers can in particular be paper or plastic films, e.g. act from polyolefins or polyester.
  • the application amount is generally 0.5 to 500 g / m 2 .
  • the photochemical polymerization and optionally photochemical crosslinking is preferably carried out with the exclusion of oxygen or with a reduced oxygen content.
  • the volume fraction of oxygen in the surrounding gas mixture can in particular be less than 15% by volume, particularly preferably less than 10 or 15% by volume.
  • Nitrogen, carbon dioxide, combustion gas mixtures etc. come into consideration as inert gas.
  • the coated carrier can be covered with a transparent film which is transparent to the high-energy radiation.
  • UV light or electron radiation is particularly suitable as high-energy radiation. With electron radiation, no photoinitiators are required in the composition.
  • coated supports are used as self-adhesive articles, in particular as labels, adhesive tapes or protective films.
  • the self-adhesive articles can be produced using the simple method described.
  • the radiation-curable composition is liquid at room temperature and is therefore easy to handle. After the polymerization, crosslinking, essentially all of the monomers are polymerized.
  • the content of volatile components is generally below 1% by weight, in particular below 0.5 or 0.2% by weight and very particularly preferably below 0.05% by weight after the polymerization.
  • the method according to the invention is particularly suitable for the production of protective films.
  • the protective films can be removed from the surfaces to be protected without leaving any residue, but still have good adhesion to these surfaces.
  • the protective films are generally used to protect objects, e.g. Motor vehicles or electronic devices used during transportation and storage.
  • acResin® 3532 solvent-free UV-crosslinkable hot melt pressure sensitive adhesive from BASF, copolymer of acrylic monomers and a copolymerized one
  • Laromer® LR 8887 trimethylolpropane formal monoacrylate
  • Lucirin® TPO-L Acylphosphine oxide derivative (photo initiator)
  • Tripropylene glycol diacrylate TPGDA ethyl hexyl acrylate: EHA
  • compositions Z1-Z4 were produced by mixing the specified constituents (numbers given are weight data in grams) at a temperature of 23 ° C.
  • compositions were applied at an application rate of 35 g / m 2 on a 30 ⁇ m-thick film made of oriented polypropylene (OPP).
  • OPP oriented polypropylene
  • the coated OPP film was placed on a conveyor belt, which was carried out 5 times under a UV lamp at a speed of 10 m / min.
  • the coated carrier was cut into 25 mm wide test strips. To determine the shear strength, the test strips with a bonded area of 25 mm 2 were glued to a V2A steel sheet, rolled up once with a 1 kg roll, stored for 10 minutes (in standard climate, 50% relative atmospheric humidity 1 bar, 23 ° C) ) and then suspended with a 1 kg weight (in a normal climate). The measure of the shear strength was the time until the weight dropped; the average of 5 measurements was calculated. The test was also carried out at 50 ° C (see table).
  • a 2.5 cm wide test strip was glued to a steel test specimen and rolled once with a 1 kg roller. After one minute or after 24 hours (see table), it was clamped with one end in the upper jaws of a tensile strain test apparatus.
  • the adhesive strip was peeled from the test surface at 300 mm / min at a 180 ° angle, i.e. the adhesive strip was bent over and pulled off parallel to the test plate and the force required was measured.
  • the measure for the peel strength was the force in N / 2.5 cm, which resulted from the average of five measurements.
  • the test was also carried out in a standard atmosphere.
  • the loop was lowered onto a steel sheet until it came into flat contact and then the force required to detach it was determined.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

La présente invention concerne un procédé pour produire des articles autocollants constitués d'au moins un support et d'une couche auto-adhésive appliquée sur ce support. Ce procédé est caractérisé en ce qu'il consiste à appliquer une composition durcissable par exposition à des rayonnements sur le support, ladite composition contenant des composés A) qui présentent, en moyenne molaire, de 1 à 5 groupes polymérisables par voie radicalaire ou ionique (abrégés en groupes polymérisables) et un poids moléculaire moyen en poids inférieur à 5000 g/mol, puis à effectuer la polymérisation de ces groupes en les exposant à une lumière à grande énergie, de façon à former la couche auto-adhésive. Au moins 10 % en poids des composés A) sont des monomères qui présentent des groupes polymérisables et un poids moléculaire réel inférieur à 1000 g/mol (abrégés en A1).
PCT/EP2004/001671 2003-03-11 2004-02-20 Procede pour produire des articles autocollants WO2004081134A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10310881.5 2003-03-11
DE2003110881 DE10310881A1 (de) 2003-03-11 2003-03-11 Verfahren zur Herstellung von selbstklebenden Artikeln

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WO2004081134A1 true WO2004081134A1 (fr) 2004-09-23

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4243500A (en) * 1978-12-04 1981-01-06 International Coatings, Co., Inc. Pressure sensitive adhesives
EP0397440A2 (fr) * 1989-05-12 1990-11-14 Minnesota Mining And Manufacturing Company Adhésif sensible à la pression, durcissable par irradiation, adhérant mieux aux substrats vinyliques
EP0600428A1 (fr) * 1992-11-30 1994-06-08 Nitto Denko Corporation Adhésive sensible à la pression et feuille adhésive utilisant le même
DE4303183C1 (de) * 1993-02-04 1994-07-21 Lohmann Gmbh & Co Kg Verfahren zur Herstellung von dicken Haftklebeschichten, insbesondere für die Herstellung von selbstklebenden Hochleistungsklebstoffartikeln
US6358606B1 (en) * 1999-03-02 2002-03-19 Sliontec Corporation Pressure-sensitive adhesive double coated tape or sheet, non-substrate pressure-sensitive adhesive transfer tape or sheet and method for manufacturing the same

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4243500A (en) * 1978-12-04 1981-01-06 International Coatings, Co., Inc. Pressure sensitive adhesives
EP0397440A2 (fr) * 1989-05-12 1990-11-14 Minnesota Mining And Manufacturing Company Adhésif sensible à la pression, durcissable par irradiation, adhérant mieux aux substrats vinyliques
EP0600428A1 (fr) * 1992-11-30 1994-06-08 Nitto Denko Corporation Adhésive sensible à la pression et feuille adhésive utilisant le même
DE4303183C1 (de) * 1993-02-04 1994-07-21 Lohmann Gmbh & Co Kg Verfahren zur Herstellung von dicken Haftklebeschichten, insbesondere für die Herstellung von selbstklebenden Hochleistungsklebstoffartikeln
US6358606B1 (en) * 1999-03-02 2002-03-19 Sliontec Corporation Pressure-sensitive adhesive double coated tape or sheet, non-substrate pressure-sensitive adhesive transfer tape or sheet and method for manufacturing the same

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