WO1993020112A1 - Procede de fabrication de matieres auto-adhesives disposees de maniere plane, par polymerisation radicalaire de preparations contenant de l'acide acrylique et/ou des derives d'acide acrylique - Google Patents

Procede de fabrication de matieres auto-adhesives disposees de maniere plane, par polymerisation radicalaire de preparations contenant de l'acide acrylique et/ou des derives d'acide acrylique Download PDF

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Publication number
WO1993020112A1
WO1993020112A1 PCT/EP1993/000766 EP9300766W WO9320112A1 WO 1993020112 A1 WO1993020112 A1 WO 1993020112A1 EP 9300766 W EP9300766 W EP 9300766W WO 9320112 A1 WO9320112 A1 WO 9320112A1
Authority
WO
WIPO (PCT)
Prior art keywords
polymerization
preparation
acrylic acid
radiation
laser
Prior art date
Application number
PCT/EP1993/000766
Other languages
German (de)
English (en)
Inventor
Fritz Herrmann
Zbigniew Czech
Original Assignee
Lohmann Gmbh & Co. Kg
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 Lohmann Gmbh & Co. Kg filed Critical Lohmann Gmbh & Co. Kg
Priority to JP5517082A priority Critical patent/JPH07505425A/ja
Priority to EP93907855A priority patent/EP0635031A1/fr
Publication of WO1993020112A1 publication Critical patent/WO1993020112A1/fr

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C35/00—Heating, cooling or curing, e.g. crosslinking or vulcanising; Apparatus therefor
    • B29C35/02—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould
    • B29C35/08—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould by wave energy or particle radiation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/04—Acids, Metal salts or ammonium salts thereof
    • C08F20/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • 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
    • C09J133/00—Adhesives 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
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C35/00—Heating, cooling or curing, e.g. crosslinking or vulcanising; Apparatus therefor
    • B29C35/02—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould
    • B29C35/08—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould by wave energy or particle radiation
    • B29C35/0805—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould by wave energy or particle radiation using electromagnetic radiation
    • B29C2035/0827—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould by wave energy or particle radiation using electromagnetic radiation using UV radiation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2105/00—Condition, form or state of moulded material or of the material to be shaped
    • B29K2105/0097—Glues or adhesives, e.g. hot melts or thermofusible adhesives
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C

Definitions

  • the invention relates to a process for the production of pressure sensitive adhesives by radical polymerisation of preparations containing acrylic acid and / or acrylic acid derivatives with the aid of laser beams in the range of 180-400 nm.
  • a certain type of adhesive is referred to as a sticking stick, which is dry (solvent-free) form, aggressive and permanently sticky at room temperature, and with mere contact on a variety of different ones
  • Polyvinyl ether Polyurethanes and silicones, which are often used in combination with additives such as resins, plasticizers, fillers and / or stabilizers.
  • the pressure sensitive adhesives are the result of a poly-reaction in solution or dispersion, whereby their flowable consistency is a prerequisite for further processing.
  • After the surface has been distributed over the desired substrate however, there is a need to remove the solvents or dispersants, which is usually accomplished by supplying heat, which requires expensive drying sections and suction systems.
  • costs arise from the recovery or separation of the solvents in order to avoid environmental pollution.
  • the flammability of most solvents also poses an additional risk.
  • most organic solvents are harmful to the human organism, so that complex protective measures must be taken for the people working in the company.
  • the thickness of the PSA layers to be produced also determines the selection of the method. Layer thickness ⁇ above 100 microns up to several millimeters are represented in the so-called "thick" layers. Your advantages lie in the good adaptability to unevenness of the adhesive
  • Example 26 of US Pat. No. 4,181,752 shows that thick layers can also be polymerized in this way, in which a 1.9 cm thick layer is reacted by irradiation over a period of thirty minutes. The long exposure time makes a practical use out of the question.
  • UV-B ultraviolet-B lamp
  • Example 1 shows the length of a production plant with approximately 18 m and the production speed with approximately 1.50 m-min '1 . From these
  • the aim of the present invention is therefore to provide a method for
  • the lasers to be used according to the invention emit their rays in the wavelength range from 180 to 400 nm. Your energy output is continuous or happens in a pulsed form. Examples of continuous lasers are the ion krypton / argon laser (approx. 350 nm) and the ion helium cadmium laser (325 nm).
  • the pulsed lasers are preferred because they deliver higher pulse powers in the UV range. They include, for example - o - Excimer lasers, which are mainly operated with fluorine or noble gas / halogen mixtures. ArF (193 nm), KrF (248 nm), XeCI (308 nm) and XeF (351 nm) lasers may be mentioned as typical representatives.
  • the pulsed Nd: YAG laser can also be used here, since its emission can be shifted into the UV range (266 and 365 nm) by frequency doubling.
  • the pulse duration for these laser types is in the range of less than half a billionth of a second (50 nanoseconds), with pulse repetition frequencies of up to several hundred Hz being adjustable.
  • the total number of pulses emitted is programmable.
  • the average power of these lasers can be up to 100 watts. In pulsed operation, however, outputs of approximately 20 megawatts are achieved, which results in power densities of over one gigawatt per square centimeter (10 9 watts / cm 2 ).
  • the pulse energy that can be achieved is several hundred mJoules, many times higher than the radiation energy of a UV lamp at the corresponding wavelength.
  • the energy values given for UV lamps in this context always refer to the entire spectral range and not to a single wavelength.
  • the preparations which can be polymerized by the process according to the invention contain olefinically unsaturated monomers, which preferably come from the family of acrylates, which means acrylic acid and all derivatives which differ from acrylic acid by substitution in the 1- and / or 2-position and / or derive from the carboxyl group. All derivatives that lead to homo- or copolymers with a glass transition temperature below -20 ° C are suitable for the production of pressure sensitive adhesives. Esters are preferred
  • Acrylic acid and methacrylic acid of which, for example, butyl, ' n-octyl, Isooctyl, 2-ethylhexyl, nonyl or isononyl acrylate, decyl and dodecyl methacrylate may be mentioned.
  • an olefinically unsaturated carboxylic acid can be polymerized in, which enables crosslinking via the carboxyl groups by reaction with polyisocyanates, metal acid esters, metal chelates, metal alcoholates, epoxy, aziridine, triazidine or melamine formaldehyde resins.
  • suitable acids include ⁇ -acryloyloxypropionic acid, vinyl acetic acid, aconitic acid, trichloracrylic acid, dimethylacrylic acid, crotonic acid, fumaric acid and itaconic acid.
  • acrylic, methacrylic and ß-acryloyl oxypropionic acids have proven particularly useful.
  • polyunsaturated monomers are polymerized with one, so that a network is formed.
  • Members of the acrylate family are also used here.
  • the following compounds may be mentioned by way of example without being exhaustive: ethylene glycol di (meth) acrylate, butanediol di (meth) acrylate, hexanediol di (meth) acrylate, decamethylene diol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate,
  • the following are particularly suitable:
  • the preparation contains further free-radically polymerizable monomers, such as e.g. Vinyl acetate, vinyl propionate, N-vinyl pyrrolidone, vinyl imidazole, vinylidene chloride, 4-butyl styrene,
  • Benzil derivatives benzoin derivatives, dialkoxyacetophenones, hydroxylalkylphenones, ⁇ -acyloxime esters, ⁇ -halogen ketones, thioxanthones, fluorenone derivatives, anthraquinone derivatives, iron-arene complexes, dibenzosuberones and Michler's ketone.
  • the reaction between photoinitiator and UV light can be accelerated by suitable additives (polymerization accelerator).
  • suitable additives for example, amines and salts of 2-ethylhexyl carboxylic acid have proven successful.
  • the preparation can contain one or more other auxiliaries which are compatible with the other constituents and do not appreciably affect the effectiveness of the UV rays.
  • auxiliaries which are compatible with the other constituents and do not appreciably affect the effectiveness of the UV rays.
  • Stabilizers fillers, matting agents, pigments and / or dyes in question.
  • the thickening agents are of particular importance since in many cases they are indispensable for the desired handling of the flowable preparation.
  • the viscosity of the flowable monomer mixtures is often in a range where it is not possible to have a large stable flat distribution on a base without additional auxiliary measures, i.e. the layer dissolves.
  • the possibilities for increasing the viscosity lie in the addition of prepolymers of the same monomer mixture, chemically different oligomers or polymers, which can themselves contain radical-reactive groups, and / or fillers. As examples of this
  • Urethane acrylates with high crosslinking density and carboxyl groups Acrylate oligomers, silicon dioxide and microspheres made of suitable materials.
  • the proportion of monomers in the preparation should be between 15 and 95% by weight and preferably between 30 and 80% by weight.
  • the flowable preparation is distributed over the entire surface or in pattern form, for example by knife coating, rolling, rolling or with the aid of a nozzle, on the substrate in the desired layer thickness.
  • the layer thicknesses are between 5 and 5000 ⁇ m and preferably between
  • All flat structures are suitable as a base.
  • the material of the preferably sheet-like underlay it is possible, for example, to resort to polymers such as polyethylene, polypropylene, polyester and polyamides or to paper if their surface is, for example, by
  • Siliconization are set to be adhesive-repellent.
  • the underlay can also consist of metals or textile fabrics. Without special treatment, polytetrafluoroethylene and polyvinyl chloride are also suitable.
  • the laser beam can trigger the polymerization in the entire area by pivoting movements perpendicular to the direction of travel of a base sheet.
  • the point-specific concentration of its radiation energy inherent in the laser requires special procedural measures in the case of a locally fixed laser beam and a base sheet moving beneath it. They consist in the attachment of optical devices in the laser beam, by means of which the laser beam is spread apart in at least one direction, preferably perpendicular to the direction of movement of the base sheet.
  • the polymerizing layer heats up, but this does not lead to negative side effects in the process. Since the usual IR radiation components are missing for UV lamps, cooling is not necessary in most cases. However, special attention should be paid to the oxygen content of the air, since that
  • the oxygen molecule reacts with radicals at a rate which, depending on the monomer, is 10,000 to 1,000,000 times faster than the actual polymerization reaction.
  • the oxygen also absorbs UV rays below 200 nm.
  • the exclusion of oxygen by choosing an inert atmosphere, e.g. Nitrogen, or by vacuum, is therefore always indicated when short reaction times are desired or when the radiation is to be carried out at a wavelength below 200 nm.
  • a useful protection in this direction can also be achieved by covering the substrate to be irradiated with a UV-transparent film.
  • the base is designed in the form of a web, so that the possible web speed determines the amount of PSA material produced in the unit of time.
  • the web speed is dependent on a number of parameters, of which the composition of the preparation, the layer thickness of the preparation and the irradiation time have the greatest influence. Since effective Bestrahlungsze ⁇ ten are possible with the pulsed lasers under one second, on the other hand, thick layers require for the polymerization longer irradiation times, the times in the inventive method are 10 '9 to 10 3 seconds, with a preferred range of from 10 "2 to 3 • 10 2 In terms of production, the radiation times that are most interesting for the continuous driving style are less than 1 second, since then train speeds change in the meter range.
  • a spatially offset double radiation can also be achieved by dividing the primary beam into two partial radiators, which are directed onto the preparation layer at a fixed distance.
  • the longer irradiation times of more than 1 second are particularly suitable when the method is carried out batchwise.
  • the irradiation can also take place from the underside of the base, for which purpose the laser beam can be brought into the appropriate position with the aid of glass fiber optics.
  • This radiation can be before, during or after the radiation on the
  • the turnover in this process is at least 90%.
  • the resulting surface pressure-sensitive adhesive material if the base is a continuous endless conveyor belt, is transferred from this to another removable base and fed to the desired packaging, for example strips (strips) or sections.
  • the strips can be wrapped in themselves if the underside of the underlay is also made to be adhesive-repellent. Otherwise, an adhesive-repellent cover layer must be used.
  • an adhesive-repellent cover layer must be used.
  • the present invention is applicable in the pressure sensitive adhesive industry or any other industry for sealing, fastening or other purposes, e.g. for fastening molded body parts and trim strips to the vehicle body, thereby avoiding the usual perforation of the body necessary for fastening.
  • the invention is further illustrated by the following examples.
  • the excimer laser type LPX 210 (LAMBDA-Physic) with the following parameters is used in all examples:
  • Photoinitiator Irgacure R 184 (1-hydroxy-cyclohexyl-phenyl-ketone) is placed at room temperature in a pan made of polytetrafluoroethylene (PTFE) with a planar bottom, so that the layer thickness achieved is 100 ⁇ m.
  • the size of the bowl is chosen so that the available cross section of the laser beam of 1.4 x 3 cm completely covers the preparation layer.
  • the preparation layer is subjected to radiation under the following conditions:
  • the layer from the preparation then became pressure-sensitive and is removed from the shell for further examination.
  • Example 1 The preparation according to Example 1 is distributed in a layer thickness of 1000 ⁇ m in the PTFE shell and then irradiated with the following settings:
  • the flowable preparation layer has subsequently been converted into a cohesive pressure-sensitive adhesive layer, the usefulness of which is determined by organoleptic tests.
  • Example 2 The repetition of Example 2, the preparation additionally comprising a polymerization accelerator in the form of the Sn (II) -2-ethylhexanoate (20% of the Amount of photoinitiator) leads to a necessary irradiation time of 40 s (pulse number 200). A pressure-sensitive adhesive layer is again obtained, which after organoleptic testing does not differ from the product according to Example 2.
  • Example 1 The formulation of Example 1 is modified in that it contains 0.5% of a crosslinking agent in the form of Al acetylacetonate. 1000 ⁇ m is selected as the layer thickness and the irradiation conditions correspond to those in Example 2.
  • the pressure-sensitive adhesive layer obtained is highly cohesive and has a peel strength of 5.9 N / 1.4 cm. _ 1 g.
  • the layer thickness of the preparation is 1000 ⁇ m.
  • the composition and the measured peel strength are shown in Table 1.
  • Ebecryl R 230 oligomeric urethane acrylate; Fa.UCB
  • the preparation After mixing, the preparation has a viscosity of 1.5 Pa-s (Brookfield viscometer) and can be distributed over a surface without causing it to flow.
  • Irradiation of a 1000 ⁇ m thick layer is carried out under the following conditions:
  • the pressure-sensitive adhesive layer obtained is fully polymerized and has a useful peel strength of 5.8 N / 1.4 cm.
  • Example 14 With the preparation recipe of Example 14, a layer of 1000 ⁇ m is continuously produced on a siliconized polyester film 100 ⁇ m thick and 30 cm wide with the aid of a coating box, which layer can be passed under the radiation source at defined speeds.
  • the laser beam is spread by an optical device in such a way that it assumes a width of 30 cm perpendicular to the direction of movement of the web to be irradiated.
  • the radiation conditions are as follows:
  • a layer of pressure-sensitive adhesive is produced, which can be further processed by cutting into sections or rolls.
  • the production speed is of course strongly dependent on the layer thickness, but can be adjusted by changing the recipe, e.g. Increase the addition of a polymerization accelerator.
  • Working in an inert atmosphere also works in this direction.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Toxicology (AREA)
  • Physics & Mathematics (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Thermal Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)

Abstract

L'invention concerne un procédé de fabrication d'auto-adhésifs disposés de manière plane, par polymérisation radicalaire de préparations coulantes, exemptes de solvant, photopolymérisables et contenant de l'acide acrylique et/ou des dérivés d'acide acrylique, à l'aide de rayons ultra-violets de l'ordre de 180 à 400 nm. Cette invention se caractérise en ce que l'énergie requise pour la polymérisation est acheminée par le rayonnement monochromatique d'un laser.
PCT/EP1993/000766 1992-04-06 1993-03-30 Procede de fabrication de matieres auto-adhesives disposees de maniere plane, par polymerisation radicalaire de preparations contenant de l'acide acrylique et/ou des derives d'acide acrylique WO1993020112A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP5517082A JPH07505425A (ja) 1992-04-06 1993-03-30 アクリル酸および／またはアクリル酸誘導体含有調合物のラジカル重合でシート状配給の感圧接着剤材料を製造する方法
EP93907855A EP0635031A1 (fr) 1992-04-06 1993-03-30 Procede de fabrication de matieres auto-adhesives disposees de maniere plane, par polymerisation radicalaire de preparations contenant de l'acide acrylique et/ou des derives d'acide acrylique

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4211448.9 1992-04-06
DE4211448A DE4211448A1 (de) 1992-04-06 1992-04-06 Verfahren zur Herstellung von Haftklebematerialien in flächiger Verteilung durch radikalische Polymerisation von Acrylsäure und/oder Acrylsäurederivate enthaltenden Zubereitungen

Publications (1)

Publication Number Publication Date
WO1993020112A1 true WO1993020112A1 (fr) 1993-10-14

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PCT/EP1993/000766 WO1993020112A1 (fr) 1992-04-06 1993-03-30 Procede de fabrication de matieres auto-adhesives disposees de maniere plane, par polymerisation radicalaire de preparations contenant de l'acide acrylique et/ou des derives d'acide acrylique

Country Status (4)

Country Link
EP (1) EP0635031A1 (fr)
JP (1) JPH07505425A (fr)
DE (1) DE4211448A1 (fr)
WO (1) WO1993020112A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994014853A1 (fr) * 1992-12-21 1994-07-07 Lohmann Gmbh & Co. Kg Procede de reticulation d'adhesifs pour autocollants a l'aide de lasers
EP0670338A2 (fr) * 1994-03-03 1995-09-06 Lohmann GmbH & Co. KG Procédé de préparation de hydrogels auto adhésifs
AU689512B2 (en) * 1993-12-21 1998-04-02 Hoechst Aktiengesellschaft Process for the preparation of polyloefins
EP0964003A2 (fr) * 1998-06-11 1999-12-15 3M Innovative Properties Company Procédé de polymérisation par radicaux libres utilisant un rayonnement monochromatique

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4316317C2 (de) * 1993-05-15 1996-09-05 Lohmann Gmbh & Co Kg Trägerlose Haftklebebänder mit unterschiedlicher Haftung auf beiden Seiten und Verfahren zu ihrer Herstellung sowie ihre Verwendung
DE19820366C2 (de) 1998-05-07 2000-08-17 Lohmann Gmbh & Co Kg Verfahren und Vorrichtung zum Herstellen von segmentierten Haftklebeschichten und Anbringen an einem Substrat
DE10053563A1 (de) 2000-10-27 2002-05-02 Tesa Ag Verfahren zur Herstellung von Acrylathaftklebemassen
DE10359630A1 (de) * 2003-12-18 2005-07-21 Coroplast Fritz Müller Gmbh & Co. Kg Technisches Klebeband und Verfahren zu seiner Herstellung
DE102019101582A1 (de) 2019-01-23 2020-07-23 Adhesive Polymers International GmbH & Co. KG Vorrichtung und Verfahren zur Herstellung von Haftklebebändern mit strahlungsinduzierter Polymerisation der Haftklebemasse

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0426198A2 (fr) * 1989-11-02 1991-05-08 Adco Products, Inc. Photopolymérisation ultraviolette par radiations de compositions adhésives sensibles par pression

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US3405045A (en) * 1965-01-11 1968-10-08 Union Carbide Corp Method for inducing chemical reactions with lasers
DE3828400A1 (de) * 1988-08-20 1990-03-08 Basf Ag Strahlenvernetzbare haftklebegemische
DE3935097A1 (de) * 1989-10-21 1991-04-25 Lohmann Gmbh & Co Kg Verfahren zur herstellung von dicken haftklebeschichten
JP3347142B2 (ja) * 1990-04-23 2002-11-20 ミネソタ マイニング アンド マニュファクチャリング カンパニー 感圧接着剤組成物およびそれを光重合するための多重光開始方法

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0426198A2 (fr) * 1989-11-02 1991-05-08 Adco Products, Inc. Photopolymérisation ultraviolette par radiations de compositions adhésives sensibles par pression

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994014853A1 (fr) * 1992-12-21 1994-07-07 Lohmann Gmbh & Co. Kg Procede de reticulation d'adhesifs pour autocollants a l'aide de lasers
AU689512B2 (en) * 1993-12-21 1998-04-02 Hoechst Aktiengesellschaft Process for the preparation of polyloefins
EP0670338A2 (fr) * 1994-03-03 1995-09-06 Lohmann GmbH & Co. KG Procédé de préparation de hydrogels auto adhésifs
EP0670338A3 (fr) * 1994-03-03 1995-12-06 Lohmann Gmbh & Co Kg Procédé de préparation de hydrogels auto adhésifs.
EP0964003A2 (fr) * 1998-06-11 1999-12-15 3M Innovative Properties Company Procédé de polymérisation par radicaux libres utilisant un rayonnement monochromatique
EP0964003A3 (fr) * 1998-06-11 2001-05-09 3M Innovative Properties Company Procédé de polymérisation par radicaux libres utilisant un rayonnement monochromatique

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Publication number Publication date
DE4211448A1 (de) 1993-10-07
JPH07505425A (ja) 1995-06-15
EP0635031A1 (fr) 1995-01-25

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