WO2015062809A1 - Reaktives 2-komponentenklebstoffsystem - Google Patents
Reaktives 2-komponentenklebstoffsystem Download PDFInfo
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- WO2015062809A1 WO2015062809A1 PCT/EP2014/071172 EP2014071172W WO2015062809A1 WO 2015062809 A1 WO2015062809 A1 WO 2015062809A1 EP 2014071172 W EP2014071172 W EP 2014071172W WO 2015062809 A1 WO2015062809 A1 WO 2015062809A1
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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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D5/00—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0091—Complexes with metal-heteroatom-bonds
-
- 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
-
- 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
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
-
- 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
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
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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
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D2203/00—Other substrates
- B05D2203/22—Paper or cardboard
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D2502/00—Acrylic polymers
- B05D2502/005—Acrylic polymers modified
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D2503/00—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
-
- 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
- C09J2433/00—Presence of (meth)acrylic polymer
-
- 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
- C09J2475/00—Presence of polyurethane
Definitions
- the present invention relates to a 2-component adhesive system, preferably in film form, for bonding various materials, e.g. Metal, wood, glass and / or plastic.
- This two-component adhesive system comprises two reactive adhesive components A and B, preferably in film form, each comprising at least one reactive monomer or reactive resin (a), wherein the first adhesive component additionally comprises at least one free-radical initiator (c) and the second adhesive component additionally comprises at least one activator ( b).
- this 2-component adhesive system may comprise two reactive adhesive components A and B, preferably in film form, wherein the first adhesive component comprises (a) at least one reactive monomer and at least one free-radical initiator (c) and the second adhesive component B comprises an activator (b) ,
- the activator used is a manganese (II) complex, an iron (II) complex or a cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of one of these compounds as a ligand ,
- the 2-component adhesive system according to the invention can be used either in the form of adhesives or preferably in film form. If a 2-component adhesive system in film form are used, the two reactive adhesive components A and B, as described above, a polymeric film former matrix is added.
- 2-component adhesive systems have been generally known for years and described in detail in the technical literature. In these systems, a two-component adhesive system is applied to the parts to be bonded, usually two liquid components are used.
- one component consists of the monomer to be polymerized and an activator and the other component of a radical-forming substance (also called hardener or initiator) and the monomer to be polymerized.
- a radical-forming substance also called hardener or initiator
- the radical-forming substance is split by the activator into two radicals and the polymerization reaction of the monomers to be polymerized begins.
- the radical polymerization of the monomer then takes place until a chain termination and the adhesive cures, whereby a permanent bonding of the parts to be bonded is achieved.
- liquid 2-component polymerization adhesive systems Disadvantage of such liquid 2-component polymerization adhesive systems is that their application is often dirty, since the two components usually have to be applied liquid to pasty on the parts to be bonded. This is especially problematic in large area adhesions and / or in those applications where the surfaces are uneven, e.g. inclined, are.
- the activation of the adhesive system typically occurs at elevated temperatures, which is necessary for sensitive substrates such as e.g. anodized aluminum, can be problematic.
- Another disadvantage of such systems is that long curing times may limit the application and the storage stability of the two components may be critical.
- conventional 2-component polymerization adhesive systems, after complete cure are often associated with problems that become apparent only upon impact. So it can come in the systems of the prior art in the field of bonding by strong shocks to cracks or fractures.
- the present invention is based on the object to provide an improved, reactive 2-component adhesive system. Against this background "The present invention proposes a reactive 2-component adhesive system for bonding various materials to obviate the problems of the known liquid 2-component adhesive systems described above.
- a reactive 2-component adhesive system which is easy to handle and ideally already has a pressure-sensitive tack, so that there is no slippage during application to the substrates to be bonded and a more accurate bonding than in the liquid two-component polymerization adhesive systems, which are known in the art, is made possible.
- the present invention relates to a reactive adhesive system comprising at least two reactive adhesive components A and B, wherein the first adhesive component A comprises at least one reactive monomer or reactive resin (a) and a radical initiator (c) and the second adhesive component B at least one reactive monomer or reactive resin ( a) and an activator (b), wherein the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds as a ligand.
- the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds as a ligand.
- a reactive adhesive system comprising at least two reactive adhesive components A and B
- the first adhesive component A comprises at least one reactive monomer or reactive resin (a) and a radical initiator (c) and the second adhesive component B comprises only one activator (b)
- the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds as a ligand ,
- the inventive reactive adhesive system is provided in film form.
- the reactive adhesive system comprising at least two reactive adhesive components (or adhesive films) A and B, wherein the first adhesive component A comprises at least one reactive monomer or reactive resin (a), a radical initiator (c) and a polymeric film former matrix (d). and the second adhesive component B comprises at least one reactive monomer or reactive resin (a), an activator (b) and a polymeric film former matrix (d), wherein the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex each comprising a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any one of these compounds as a ligand.
- the first adhesive component A comprises at least one reactive monomer or reactive resin (a), a radical initiator (c) and a polymeric film former matrix (d).
- the second adhesive component B comprises at least one reactive monomer or reactive resin (a), an activator (b) and a polymeric
- manganese (II) phthalocyanine, iron (II) phthalocyanine or cobalt (II) phthalocyanine as activator (C) in the reactive adhesive systems described here.
- This reactive adhesive system is suitable as a 2-component polymerization adhesive system, preferably in film form, for improved bonding of various materials.
- a reactive adhesive system comprising two reactive adhesive components, preferably two reactive adhesive films, which is characterized in that a specific activator (b), namely a manganese (II) complex, an iron (II ) Complex or a cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- a specific activator namely a manganese (II) complex, an iron (II ) Complex or a cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- a specific activator namely a manganese (II) complex, an iron (II ) Complex or a cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these
- the reactive adhesive system comprises at least two reactive adhesive components A and B, wherein the first adhesive component A comprises at least one reactive monomer or reactive resin (a) and a radical initiator (c) and the second adhesive component at least one reactive monomer or reactive resin (a and an activator (b) and wherein the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of one of these compounds, as a ligand.
- the first adhesive component A comprises at least one reactive monomer or reactive resin (a) and a radical initiator (c)
- the second adhesive component at least one reactive monomer or reactive resin (a and an activator (b)
- the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine
- the reactive adhesive system comprises at least two reactive adhesive components A and B, wherein the first adhesive component A comprises at least one reactive monomer or reactive resin (a) and a radical initiator (c) and the second adhesive component Activator (b) and wherein the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of a of these compounds, as a ligand.
- the first adhesive component A comprises at least one reactive monomer or reactive resin (a) and a radical initiator (c) and the second adhesive component Activator (b) and wherein the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of a of these compounds, as a ligand.
- the reactive adhesive system of the present invention is provided in film form:
- this adhesive film system comprises at least two reactive adhesive components or adhesive films A and B, wherein the first adhesive component A comprises at least one reactive monomer or reactive resin (a), a radical initiator (c) and a polymeric film former matrix (d) and the second Adhesive component comprises at least one reactive monomer or reactive resin (a), an activator (b) and a polymeric film former matrix (d) and wherein the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt ( II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- the first adhesive component A comprises at least one reactive monomer or reactive resin (a), a radical initiator (c) and a polymeric film former matrix (d)
- the second Adhesive component comprises at least one reactive monomer or reactive resin (a), an activator (b) and a polymeric film former matrix (d) and wherein the activator
- the reactive adhesive system in film comprises at least two reactive adhesive components A and B, wherein the first adhesive component A comprises an activator (b) and optionally a polymeric film former matrix (d) and the second adhesive component comprises at least one reactive adhesive Monomer or reactive resin (a), a radical initiator (c) and a polymeric film former matrix (d), and wherein the activator (c) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex each comprising a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds as a ligand.
- the activator (c) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex each comprising a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds as a ligand.
- a reactive adhesive component comprising at least one reactive monomer or reactive resin (a) and an activator (b), wherein the activator (b) comprises a manganese (II) complex, iron (II) complex or Cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- the activator (b) comprises a manganese (II) complex, iron (II) complex or Cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- a reactive adhesive component comprising an activator (b)
- the activator (B) a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- Manganese (II) phthalocyanine, iron (II) phthalocyanine or cobalt (II) phthalocyanine is particularly preferably used as activator (b) in the above-described inventive embodiments.
- a process for producing a reactive adhesive system in film form according to the invention comprising the following steps:
- A at least one reactive monomer (a), a radical initiator (b) and a polymeric film former matrix (d); or
- kits for providing the 2-adhesive system of the invention is provided.
- a composite body is disclosed, which is connected by the reactive adhesive system according to the invention or by the kit according to the invention.
- the components of the adhesive components according to the invention, preferably adhesive films, or of the adhesive system according to the invention are described in detail below.
- Reactive monomer or reactive resin (a)
- the reactive monomer or resin (a) is intended to mean a monomer or resin that is capable of radical polymerization in particular.
- a suitable reactive monomer is selected from the group consisting of acrylic acid, acrylic acid esters, methacrylic acid, methacrylic acid esters, diacrylates, dimethacrylates, triacrylates, trimethacrylates, higher functional acrylates, higher functional methacrylates, vinyl compounds and / or oligomeric or polymeric carbon-carbon compounds double bonds.
- the reactive monomer is one or more members selected from the group consisting of: methyl methacrylate (CAS No. 80-62-6), methacrylic acid (CAS No. 79-41-4), cyclohexyl methacrylate (CAS No. 101-43-9), tetrahydrofurfuryl-methacrylate (CAS No. 2455-24-5), 2-phenoxyethyl methacrylate (CAS No. 10595-06-9), hydroxyalkyl methacrylates, especially 2-hydroxyethyl methacrylate (CAS-No 868-77-9), 2-hydroxypropyl methacrylate (CAS Nos. 923-26-2 and 27813-02-1), 4-hydroxybutyl methacrylate (CAS Nos. 29008-35-3 and 997-46-6), Di (ethylene glycol) methyl ether methacrylate (CAS No. 45103-58-0) and / or ethylene glycol dimethacrylate (CAS No. 97-90-5).
- methyl methacrylate CAS No. 80
- the reactive adhesive component comprises a mixture of cyclohexyl methacrylate, tetrahydrofurfuryl methacrylate, methacrylic acid and ethylene glycol dimethacrylate as reactive monomers to be polymerized.
- the reactive adhesive component comprises a mixture of 2-phenoxyethyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate and ethylene glycol dimethacrylate as the reactive monomers to be polymerized.
- the reactive adhesive component comprises a mixture of 2-phenoxyethyl methacrylate, 2-hydroxyethyl methacrylate and ethylene glycol dimethacrylate as the reactive monomers to be polymerized.
- the reactive adhesive component contains 2-phenoxyethyl methacrylate as a reactive monomer to be polymerized.
- the reactive adhesive component comprises a mixture of methyl methacrylate, methacrylic acid and ethylene glycol dimethacrylate as the reactive monomers to be polymerized.
- the reactive adhesive component comprises a mixture of 2-phenoxyethyl methacrylate and ethylene glycol dimethacrylate as the reactive monomers to be polymerized.
- the reactive adhesive component comprises a mixture of di (ethylene glycol) methyl ether methacrylate and ethylene glycol dimethacrylate as the reactive monomers to be polymerized.
- reactive resin (s) it is possible to select oligomeric mono-, di-, tri- and higher-functionalized (meth) acrylates. Very advantageously, these are used in admixture with at least one reactive monomer.
- thermoplastic polyurethane e.g. Desmomelt 530®
- polymeric film former matrix (d) as described below
- the amount of the reactive monomer (s) of the reactive resin (s) is in the range of about 20-80% by weight, preferably about 40-60% by weight, based on the total mixture of the components of the reactive adhesive component. Most preferably, about 40-50% by weight of the reactive monomer (s) / reactive resin (s), based on the total mixture of the reactive adhesive components, is employed.
- the total mixture of the constituents of the reactive adhesive component stands for the total amount of the components used, which include the reactive monomers or reactive resins (a), the activator (b), the radical initiator (c), the polymeric film-forming matrix (d) and / or further optional components which are used as the sum ( in% by weight).
- activator stands for a compound that enables or accelerates the polymerization process even at very low concentrations. Activators can also be called accelerators or accelerators.
- the reactive adhesive component B in a preferred embodiment, the reactive adhesive film B, an activator is added, which is a complex compound having a manganese, iron or cobalt ion as the central atom and a compound containing carbon-nitrogen double bonds as ligands includes.
- the compound containing carbon-nitrogen double bonds is anionic in the complex compound.
- the manganese, iron or cobalt ion is doubly positively charged in the complex compound while the compound containing carbon-nitrogen double bonds is doubly negatively charged.
- the manganese, iron or cobalt ion replaces in the complex compound in each case two hydrogen atoms which the ligand has carried on the nitrogen atoms before the conversion to the complex compound.
- the ligand has a cyclic structure, preferably a porphyrin, porphyrazine or phthalocyanine ring structure. These structures are to be understood as framework structures.
- the ligands may optionally bear substituents in place of the carbon atoms bonded to H atoms. In this case one speaks of derivatives of these connections. Suitable substituents are selected from the group consisting of fluorine, chlorine, bromine, iodine, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, -OH, -NH 2 , -NO 2 .
- a particularly suitable activator includes ferrous phthalocyanine (CAS No. 132-16-1).
- the amount of activator according to the invention is in the range of greater than 0 to about 10 wt.%, Preferably about 0.1 -5.0 wt.%. Most preferred are about 0.2-3.0 % By weight, more preferably 0.5-2.0% by weight of activator, based on the total mixture of the constituents of the reactive adhesive component.
- the total mixture of the constituents of the reactive adhesive component here stands for the total amount of the components used, the reactive monomers or reactive resins (a), the activator (b), the radical initiator (c), the polymeric film former matrix (d) and / or include other optional components, which is obtained as the sum (in% by weight).
- initiator especially free radical initiator or hardener, means a compound that can initiate a polymerization reaction or crosslinking of the adhesive.
- the initiator in particular free-radical initiator, takes part in the reaction process to a very small extent and consequently does not form a polymer component which determines the properties of the bond.
- an initiator in particular a radical initiator, is added to the at least one first reactive adhesive component of the adhesive system.
- radical initiators Preference is given to radical initiators. It can be used all known in the art radical initiators. Preferred free-radical initiators are peroxides, hydroperoxides and azo compounds.
- the radical initiator is an organic peroxide or hydroperoxide.
- ⁇ , ⁇ -dimethylbenzyl hydroperoxide which is also known as cumene hydroperoxide (CAS No. 80-15-9).
- Preference is furthermore given to diisopropylbenzene hydroperoxide (CAS No. 26762-93-6), p-menthane hydroperoxide (CAS No. 26762-92-5) and 1,1,3,3-tetramethylbutyl hydroperoxide (CAS No. 5809) -08-5).
- the amount of radical initiator according to the invention is in the range of about 3-30 wt.%, Preferably about 8-15 wt.%, Based on the total mixture of the components of the reactive adhesive component. Most preferred are about 9-1 1 wt% of free radical initiator, based on the total mixture of the reactive components Adhesive component, used.
- the total mixture of the constituents of the reactive adhesive component here stands for the total amount of the components used, the reactive monomers or reactive resins (a), the activator (b), the radical initiator (c), the polymeric film former matrix (d) and / or other optional components obtained as the sum (in% by weight).
- the adhesive components according to the invention may alternatively consist of a matrix, which is referred to below as the polymeric film-forming matrix in which the reactive monomers to be polymerized and / or reactive resins are contained.
- Such adhesive components are in film form and are therefore also called adhesive films.
- the object of this matrix is to form an inert basic skeleton for the reactive monomers and / or tackifier resins, so that they are not liquid, as in the prior art, and can thus trigger the stated problems, but are incorporated in a film or a film. In this way, easier handling is ensured.
- Suitable film-forming matrices for use in the present invention are preferably selected from the following list: a thermoplastic polymer, e.g. a polyester or copolyester, a polyamide or copolyamide, a polyacrylic acid ester, an acrylic acid ester copolymer, a polymethacrylic acid ester, a methacrylic acid ester copolymer, thermoplastic polyurethanes and chemically or physically crosslinked substances of the abovementioned compounds.
- a thermoplastic polymer e.g. a polyester or copolyester, a polyamide or copolyamide, a polyacrylic acid ester, an acrylic acid ester copolymer, a polymethacrylic acid ester, a methacrylic acid ester copolymer
- thermoplastic polyurethanes e.g. ethylene glycol dimethacrylate, poly(ethylene glycol)-co-co-co-co-co-co-co-co-co-co-co-co
- thermoplastic elastomers are conceivable solely or in admixture as a polymeric film-forming matrix. Preference is given to thermoplastic polymers, in particular semicrystalline.
- thermoplastic polymers with softening temperatures less than 100 ° C.
- softening point stands for Temperature at which the thermoplastic granules stick to themselves.
- component of the polymeric film former matrix is a semicrystalline thermoplastic polymer, it most preferably has a glass transition temperature of at most 25 ° C., preferably at most 0 ° C., in addition to its softening temperature (which is associated with the melting of the crystallites).
- thermoplastic polyurethane In a preferred embodiment of the invention, a thermoplastic polyurethane is used.
- the thermoplastic polyurethane has a softening temperature of less than 100 ° C, especially less than 80 ° C.
- Desmomelt 530® is used as the polymeric film former matrix commercially available from Bayer Material Science AG, 51358 Leverkusen, Germany. Desmomelt 530® is a hydroxyl-terminated, largely linear, thermoplastic, highly crystallizing polyurethane elastomer.
- the amount of the polymeric film-forming agent matrix is in the range of about 20-80% by weight, preferably about 30-50% by weight, based on the total mixture of the constituents of the reactive adhesive component. Most preferably, 35-45% by weight, preferably about 40% by weight, of the polymeric film former matrix, based on the total mixture of the constituents of the reactive adhesive component, is used.
- the total mixture of the constituents of the reactive adhesive component here stands for the entire amount of the components used, the reactive monomers or reactive resins (a), the activator (b), the radical initiator (c), the polymeric film former matrix (d) and / or further optionally present components, which is obtained as a sum (in% by weight).
- crosslinker refers to chemical compounds capable of providing linear molecular chains with reactive functional groups to allow the two-dimensional structures to form three-dimensionally crosslinked structures through the formation of intermolecular bridges.
- crosslinking agents are chemical compounds which contain two or more identical ones within the molecule or at the two molecular ends have different functional groups and thus can crosslink molecules of the same or different structures with each other.
- a crosslinker can react with the reactive monomer or reactive resin as defined above, without resulting in polymerization in the true sense.
- a crosslinker can be incorporated into the polymer network.
- ethylene glycol dimethacrylate (CAS No. 97-90-5) is used as crosslinker and / or reactive monomer (see above).
- Preferred crosslinkers are also diacrylates, dimethacrylates, triacrylates, trimethacrylates, higher functional acrylates and / or higher functional methacrylates.
- the reactive adhesive films of the present invention may optionally contain other additives and / or adjuvants known in the art.
- additives and / or adjuvants known in the art.
- the at least one first adhesive component A comprises a mixture of the following constituents: thermoplastic polyurethane, in particular Desmomelt 530®, 2-phenoxyethyl methacrylate, 2-hydroxyethyl methacrylate
- the at least one first adhesive component comprises a mixture of the following constituents: thermoplastic polyurethane, in particular Desmomelt 530®, 2-phenoxyethyl methacrylate, 2-hydroxyethyl methacrylate,
- the at least one first adhesive component A comprises a mixture of the following constituents: phenoxyethyl methacrylate and cumene hydroperoxide.
- the first adhesive component A in a preferred embodiment contains (i) 20-80% by weight of at least one reactive monomer or reactive resin (a) and 2-30% by weight of radical initiator (c), preferably 40-60% by weight of at least one reactive monomer or reactive resin (a) and 8-15% by weight of radical initiator (c) or (ii) 20-80% by weight of polymeric film-forming matrix (d), 20-80% by weight of at least one reactive monomer or reactive resin (a) and 2-30% by weight of radical initiator (c), preferably 30-50% by weight of polymeric film-forming matrix (d), 40-60% by weight of at least one reactive monomer or reactive resin (a) and 8-15% by weight of radical initiator ( c), based on the total mixture of the constituents of the reactive adhesive component.
- the total mixture of the constituents of the reactive adhesive component here stands for the entire amount of the components used, the reactive monomers or reactive resins (a), the activator (b), the radical initiator (c), the polymeric film former matrix (d) and / or further optionally present components, which is obtained as a sum (in% by weight).
- the at least one second adhesive component B comprises a mixture of the following constituents: thermoplastic polyurethane, in particular Desmomelt 530®, 2-phenoxyethyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, ethylene glycol dimethacrylate and iron (II) phthalocyanine.
- the at least one second adhesive component B comprises a mixture of the following constituents: thermoplastic polyurethane, in particular Desmomelt 530®, 2-phenoxyethyl methacrylate, 2-hydroxyethyl methacrylate, ethylene glycol dimethacrylate and iron (II) phthalocyanine.
- the at least one second adhesive component B comprises the following constituents: iron (II) phthalocyanine.
- the second adhesive component contains in a preferred embodiment (i) 0.1-5 wt.% Activator (b), preferably 0.5-2 wt.% Activator (b) or (ii) 20-80 wt.% At least one reactive monomer or reactive resin (a) and 0.1-5% by weight of activator (b), preferably 40-60% by weight of at least one reactive monomer or reactive resin (a) and 0.5-2% by weight of activator (b) or (iii) 20-80% by weight of polymeric film-forming matrix (d), 20-80% by weight of at least one reactive monomer or reactive resin (a) and 0.1-5% by weight of activator (b), preferably 30- 50% by weight of polymeric film-forming matrix (d), 40-60% by weight of at least one reactive monomer or reactive resin (a) and 0.5-2% by weight of activator (b), based on the total mixture of the constituents of the reactive adhesive component ,
- the total mixture of the constituents of the reactive adhesive component here stands for the total amount of the components used,
- the inventive reactive adhesive components A and / or B in film form generally have a layer thickness in the range of about 20-200 ⁇ , preferably about 30-100 ⁇ , more preferably about 40-60 ⁇ and more preferably about 50 ⁇ . For producing larger layer thicknesses, it may be advantageous to laminate several adhesive film layers together.
- the reactive adhesive components A and B according to the invention are characterized in that they preferably have tack-adhesive properties.
- such viscoelastic adhesives are defined as pressure-sensitive adhesives (Rompp Online 2013, document identifier RD-08-00162), whose set, dry film is permanently tacky at room temperature and remains tacky.
- the pressure-sensitive adhesive is applied by light pressure immediately on almost all substrates.
- a light contact pressure here is a contact pressure of greater than 0 bar, which is exercised for a duration of greater than 0 seconds meant.
- the first and second reactive adhesive components are used for a reactive adhesive system, which is characterized in that the first reactive adhesive component A
- the second adhesive component B comprises at least one reactive monomer or reactive resin (a) and an activator (b) and wherein the activator (b) is a manganese (II) - Complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- the activator (b) is a manganese (II) - Complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- the reactive adhesive system is characterized in that it comprises at least two reactive adhesive components A and B, wherein the first adhesive component A comprises at least one reactive monomer or reactive resin (a) and a radical initiator (c) and the second adhesive component comprises an activator (b and wherein the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- the first adhesive component A comprises at least one reactive monomer or reactive resin (a) and a radical initiator (c)
- the second adhesive component comprises an activator (b and wherein the activator (b) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- the reactive adhesive system of the present invention is provided in film form:
- This adhesive film system is characterized in that it comprises at least two reactive adhesive components or adhesive films A and B, wherein the first adhesive component A comprises at least one reactive monomer or reactive resin (a), a radical initiator (c) and a polymeric film former matrix (d) and the second adhesive component comprises at least one reactive monomer or reactive resin (a), an activator (b) and a polymeric film former matrix (d) and wherein the activator (b) comprises a manganese (II) complex, iron (II) Complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative of any of these compounds, as a ligand.
- the first adhesive component A comprises at least one reactive monomer or reactive resin (a), a radical initiator (c) and a polymeric film former matrix (d)
- the second adhesive component comprises at least one reactive monomer or reactive resin (a), an activator (b) and a polymeric film former matrix (d)
- the inventive reactive adhesive system in film form is characterized in that it comprises at least two reactive adhesive components or Adhesive films A and B comprises, wherein the first adhesive component A comprises at least one reactive monomer or reactive resin (a), a radical initiator (c) and a polymeric film former matrix (d) and the second adhesive component comprises an activator (b) and optionally a polymeric film former And wherein the activator (c) comprises a manganese (II) complex, iron (II) complex or cobalt (II) complex, each with a compound selected from porphyrin, porphyrazine or phthalocyanine or a derivative one of these compounds, as a ligand comprises.
- the first adhesive component A comprises at least one reactive monomer or reactive resin (a), a radical initiator (c) and a polymeric film former matrix (d)
- the second adhesive component comprises an activator (b) and optionally a polymeric film former
- the activator (c) comprises a manganese (II) complex, iron (II)
- the invention provides a reactive adhesive system comprising two or more first adhesive components A and second adhesive components B as defined above, and optionally further supports, release papers and / or release liners, wherein the two or more first adhesive components A and second adhesive components B each alternating.
- the first and second reactive adhesive components A and B crosslink and cure as soon as they are brought into contact under moderate pressure, in particular 0.5 to 3 bar, at room temperature (23 ° C.). Optionally, higher or lower temperatures are also possible.
- the said moderate pressure to be achieved in particular by hand.
- the contact time is according to the invention at room temperature for a few seconds to a few minutes, preferably 10 to 60 seconds.
- the print can be applied by machine or manually.
- adhesive component A may first be applied to the first substrate to be bonded and applied to adhesive component A adhesive component B. Subsequently, the second substrate to be bonded is then applied to adhesive component B.
- the reactive adhesive system of the invention may comprise further films, layers, adhesives, and permanent and / or temporary supports.
- Suitable support materials are known to a person skilled in the art.
- films polymers (polyester, PET, PE, PP, BOPP, PVC, polyimides), nonwovens, foams, fabrics and / or fabric films can be used as permanent substrates.
- Temporary supports should be provided with a release layer, wherein the release layer is usually made of a silicone release varnish or a fluorinated release varnish or has polyolefinic character (HDPE, LDPE).
- the surfaces of the substrates to be bonded may be bonded by a physical, chemical and / or physico-chemical process.
- the application of a primer or a primer composition is advantageous.
- Suitable substrates which are suitable for bonding via the reactive adhesive system according to the invention are metals, glass, wood, concrete, stone, ceramic, textile and / or plastics.
- the substrates to be bonded may be the same or different.
- the reactive adhesive system according to the invention is used for the bonding of metals, glass and plastics.
- polycarbonates and anodized aluminum are bonded.
- the metal substrates to be bonded can generally be made from all common metals and metal alloys.
- metals such as aluminum, stainless steel, steel, magnesium, zinc, nickel, brass, copper, titanium, ferrous metals and alloys are used.
- the parts to be bonded can also be made of different metals.
- Suitable plastic substrates include acrylonitrile-butadiene-styrene copolymers (ABS), polycarbonates (PC), ABS / PC blends, PMMA, polyamides, glass fiber reinforced polyamides, polyvinyl chloride, polyvinyl fluoride, cellulose acetate, cycloolefin copolymers, liquid crystal polymers (LCP), polylactide , Polyether ketones, polyetherimide, polyethersulfone, polymethacrylmethylimide, polymethylpentene, polyphenyl ether, polyphenylene sulfide, polyphthalamide, polyurethanes, polyvinyl acetate, styrene acrylonitrile copolymers, polyacrylates or polymethacrylates, polyoxymethylene, acrylic ester-styrene-acrylonitrile copolymers, polyethylene, polystyrene, polypropylene and / or polyesters, such as For example, polybutylene terephthal
- the substrates to be bonded may take any form required for the use of the resulting composite. In the simplest form, the substrates are flat. In addition, three-dimensional substrates, e.g. are inclined to be bonded with the reactive adhesive system according to the invention.
- the substrates to be bonded can also assume a wide variety of functions, such as, for example, housings, viewing windows, stiffening elements, etc.
- the reactive adhesive films (adhesive components in film form) according to the invention are prepared by the process described below:
- a first step the ingredients in one or more solvent (s) and / or water are dissolved or finely distributed.
- solvent s
- Suitable solvents are known in the art, preferably solvents are used in which at least one of the ingredients has a good solubility. Particularly preferred is acetone.
- the term ingredient comprises either at least one reactive monomer (a), a free radical initiator (b) and a polymeric film former matrix (d) or at least one reactive monomer (a), an activator (b) and a polymeric film former.
- the dissolved or finely divided ingredients are mixed in a second step.
- conventional stirring devices are used. If necessary, the solution is also heated. Possibly. the ingredients are dissolved or dispersed at the same time and mixed.
- the first step and the second step can also take place in one step, ie the ingredients are simultaneously dissolved and / or finely distributed.
- a release paper, a carrier material or a pressure-sensitive adhesive is coated with the mixture of the dissolved or finely divided ingredients after step 2.
- the coating is done by the usual techniques known in the art.
- the solvent is removed by evaporation in a fourth step.
- the reactive adhesive film can be wound into a roll in a further step.
- the reactive adhesive films according to the invention are covered with a release liner or paper.
- the reactive adhesive films according to the invention are prepared solvent-free and anhydrous by extrusion, hotmelt die coating or calendering.
- kits for providing a reactive 2-component adhesive system, preferably in film form.
- This kit comprises at least a first reactive adhesive component A which contains an initiator, in particular free-radical initiator, as described above, and at least one second reactive adhesive component B which contains an activator, as described above.
- kit according to the invention is used as follows:
- the at least one first adhesive component A is applied to a surface of a substrate to be bonded.
- the at least one second adhesive component B is applied to a surface of a second substrate to be bonded.
- Adhesive component A and adhesive component B are contacted and kept in contact for a few seconds to several minutes at room temperature (23 ° C) for press times, thereby starting the polymerization reaction and curing the adhesive.
- the at least one second adhesive component B can also be applied to the first adhesive component A are applied and only then the surface of a second substrate to be bonded are applied thereto.
- the above-described method may be repeated so as to achieve adhesion of the layers of substrate A-B-A-B substrate or substrate B-A-B substrate or substrate A-B-A substrate, etc.
- This can be advantageous if different pronounced adhesive properties between the substrates to be bonded and the first and second adhesive components A and B are given.
- a 20% acetone solution of the film-forming polymer is prepared by first weighing 120 g of Desmomelt 530® and 480 g of acetone into a screw jar and closing the screw jar. By rolling the jar several times on a roll bar, the Desmomelt 530® is completely dissolved. Depending on the rolling speed, the process takes about one to seven days.
- the acetone solution can also be prepared by stirring the Desmomelt 530® granules in acetone with a commercial laboratory stirrer.
- Component B1 is iron (II) phthalocyanine in powder form (quality: Sigma-Aldrich, purity about 90%).
- Component A-P1 Component A-P1:
- component A-P2 The percentage composition of component A-P2 is listed in the following table together with the described initial weights: Component A-P2
- component B-P3 The percentage composition of component B-P3 is listed in the following table together with the described initial weights: Component B-P3
- Component A-P1 is spread with a doctor blade on a siliconized polyester film (release film) with the aid of a commercially available laboratory coating table (for example from SMO (Sondermaschinen Oschersleben GmbH)). Subsequently, the acetone is evaporated at 60 ° C in a convection oven for 10 minutes. The gap width during spreading is adjusted so that after evaporation of the solvent, a 50 ⁇ thick film is obtained. The adhesive-tacky reactive adhesive film KF-A-P1 obtained is covered and stored with a second siliconized polyester film until it is adhesively bonded.
- a commercially available laboratory coating table for example from SMO (Sondermaschinen Oschersleben GmbH)
- Adhesive film KF-A-P2 Adhesive film KF-A-P2:
- Component A-P2 is spread with a doctor blade on a siliconized polyester film (release film) with the aid of a commercially available laboratory coating table (for example from SMO (Sondermaschinen Oschersleben GmbH)). Subsequently, the acetone is evaporated at 60 ° C in a convection oven for 10 minutes. The gap width during spreading is adjusted so that after evaporation of the solvent, a 50 ⁇ thick film is obtained. The adhesive-tacky reactive adhesive film KF-A-P2 obtained is covered and stored with a second siliconized polyester film until it is adhesively bonded.
- a commercially available laboratory coating table for example from SMO (Sondermaschinen Oschersleben GmbH)
- Adhesive film KF-B-P1 Adhesive film KF-B-P1:
- Component B-P1 is spread with a doctor blade on a siliconized polyester film (release film) with the aid of a commercially available laboratory coating table (for example from SMO (Sondermaschinen Oschersleben GmbH)). Subsequently, the acetone is evaporated at 60 ° C in a convection oven for 10 minutes. The gap width during spreading is adjusted so that after evaporation of the solvent, a 50 ⁇ thick film is obtained.
- the adhesive-tacky reactive adhesive film KF-B-P1 obtained is covered and stored with a second siliconized polyester film until it is bonded.
- Adhesive film KF-B-P2 Adhesive film KF-B-P2:
- Component B-P2 is spread on a siliconized polyester film (release film) with the aid of a commercially available laboratory coating table (for example from SMO (Sondermaschinen Oschersleben GmbH)) using a doctor blade. Subsequently, the acetone is evaporated at 60 ° C in a convection oven for 10 minutes. The gap width during spreading is adjusted so that after evaporation of the solvent, a 50 ⁇ thick film is obtained. The adhesive-tacky reactive adhesive film KF-B-P2 obtained is covered and stored with a second siliconized polyester film until it is adhesively bonded.
- a commercially available laboratory coating table for example from SMO (Sondermaschinen Oschersleben GmbH)
- Adhesive film KF-B-P3 Adhesive film KF-B-P3:
- Component B-P3 is spread with a doctor blade on a siliconized polyester film (release film) with the aid of a commercially available laboratory coating table (for example from SMO (Sondermaschinen Oschersleben GmbH)). Subsequently, the acetone is evaporated at 60 ° C in a convection oven for 10 minutes. The gap width during spreading is adjusted so that after evaporation of the solvent, a 50 ⁇ thick film is obtained. The adhesive-tacky reactive adhesive film KF-B-P3 obtained is covered and stored with a second siliconized polyester film until it is adhesively bonded.
- a commercially available laboratory coating table for example from SMO (Sondermaschinen Oschersleben GmbH)
- Adhesive film KF-B-P4 Adhesive film KF-B-P4:
- Component B-P4 is spread with a doctor blade on a siliconized polyester film (release film) with the aid of a commercially available laboratory coating table (for example from SMO (Sondermaschinen Oschersleben GmbH)). Subsequently, the acetone is evaporated at 60 ° C in a convection oven for 10 minutes. The gap width during spreading is adjusted so that after evaporation of the solvent, a 50 ⁇ thick film is obtained. The adhesive-tacky reactive adhesive film KF-B-P4 obtained is covered and stored with a second siliconized polyester film until it is adhesively bonded.
- a commercially available laboratory coating table for example from SMO (Sondermaschinen Oschersleben GmbH)
- Adhesive KM-A-P1 is obtained by kneading the adhesive film KF-A-P1. The kneading is done by hand. It can also be used in a commercial kneader (for example a laboratory kneader from Haake). Alternatively, the adhesive KM-A-P1 can also be obtained in the extrusion process from the component A-P1, after the component is first removed from the solvent, for example in a vented extruder. All processes for the preparation of the adhesive KM-A-P1 are carried out in the temperature range between room temperature (23 ° C) and a maximum of 50 ° C.
- Adhesive KM-B-P1 is obtained by kneading the adhesive film KF-B-P1. The kneading is done by hand. It can also be done in a commercial kneader (for example, a laboratory kneader from Haake). Alternatively, the adhesive KM-B-P1 can also be obtained in the extrusion process from the component B-P1, after the component is first removed from the solvent, for example in a vented extruder. All processes for the production of adhesive KM-B-P1 are carried out in the temperature range between room temperature (23 ° C) and a maximum of 50 ° C.
- the diecuts KF-B-P1 were placed with the uncovered side each on the adhering to the disc diecut KF-A-P1, so that the diecuts KF-B-P1 each adhered to the diecuts KF-A-P1.
- the diecuts KF-B-P2 were placed with the uncovered side each on the adhering to the disc diecut KF-A-P2, so that the diecuts KF-B-P2 each adhered to the diecuts KF-A-P2 .
- the last remaining release liner still remaining on the diecuts KF-B-P1 and KF-B-P2 was removed, so that the diecuts KF-B-P1 and KF-B-P2 were in each case open.
- the open diecut KF-B-P1 again laid off the release liner deburred punching KF-A-P1, so that the die-cut order KF-A-P1 / KF-B-P1 / KF-A-P1 was present.
- the second substrate was a square perforated plate made of either polycarbonate (PC), glass or steel (see table); Side lengths of 40 mm each, with a centrally located round hole (hole diameter 9 mm) in the square plate.
- KF-A-P1 and KF-B-P1 which adhere together, and KF-A-P2 and KF-B-P2, which adhere to one another, and the test pieces that adhere to each other with the self-adhesive die-cut parts KF-A- P1, KF-B-P1 and KF-A-P1 were positioned on the perforated plate with the exposed side of the diecuts so that the center of the round specimen and the center of the hole of the perforated plate were superimposed.
- the push-out test provides information on the bond strength of a double-sided adhesive in the direction of the adhesive layer normal.
- a mandrel clamped in a tensile tester it was pressed through the hole in the perforated plate at a constant speed of 10 mm / min perpendicularly to the round test piece ("disc") (ie parallel to the normal vector on the test specimen plane, centered on the center of the hole centered) until the adhesion, as much dissolved, that a pressure drop of 50% was registered.
- the applied immediately before the pressure drop pressure is the maximum pressure P max.
- This value corresponds to the indicated in Table push out value [N / mm 2] All measurements were carried out in an air-conditioned room at 23 ° C and 50% relative humidity.
- KF-A-P1, KF-A-P2, KF-B-P1, KF-B-P2, KF-B-P3 and KF-B-P4 which were each covered on both sides with a release paper, rectangular diecuts measuring 25.0 mm x 12.5 mm were punched out. The release papers were then each deducted from one side of a stamped product.
- the diecuts KF-A-P1 and KF-A-P2 were placed on the end of a first test piece (substrate) with the dimensions 100.0 mm x 25.0 mm x 3.0 mm.
- the diecuts KF-A-P1 and KF-A-P2 now each adhered to this test piece.
- specimens were prepared with first test specimens of polycarbonate, glass and steel (see table). Subsequently, the release paper still remaining on the diecuts KF-A-P1 and KF-A-P2 was peeled off. These first specimens were now equipped with either KF-A-P1 or KF-A-P2.
- the diecuts KF-B-P1, KF-B-P3 and KF-B-P4 were placed with the uncovered side each on the adhering to the first specimen die KF-A-P1, so that the diecuts KF-B-P1 , KF-B-P3 and KF-B-P4 each adhered to the diecuts KF-A-P1.
- the diecuts KF-B-P2 were placed with the uncovered side each on the adhering to the first specimen punched product KF-A-P2, so that the diecuts KF-B-P2 each on the stamped bodies KF-A-P2 adhered.
- the last remaining release liner still remaining on the diecuts KF-B-P1, KF-B-P2, KF-BP3 and KF-B-P4 was removed, so that the diecuts KF-B-P1, KF- B-P2, KF-B-P3 and KF-B-P4 were each open.
- the punched product KF-A-P1 freed from the release liner, was again placed on the open diecut KF-B-P1 so that the die-cut order KF-A-P1 / KF-B-P1 / KF-A-P1 was present . From the diecut KF-A-P1, the remaining release liner was removed again so that die-cut KF-A-P1 lay open and a bond of first test pieces / KF-A-P1 / KF-B-P1 / KF-A-P1 / second Test specimen could be produced (see table).
- components B1 and B2 were also used for sample preparation.
- the first test specimens equipped with KF-A-P1 and those equipped with KF-A-P2 were each uniformly sprinkled with component B1 so that component B1 was uniformly distributed on the surface of KF-A-P1 or KF-A-P2 but the surface did not cover.
- KF-A-P1 and KF-A-P2 were brushed thin with Component B2. After sprinkling or brushing, the subsequent bonding with the second specimen must take place within a maximum of one hour.
- the liquid components A1, A-P1 and A-P2 were also used for sample preparation.
- the liquid component A1, A-P1 and A-P2 was brushed onto the end of a first test specimen measuring 100.0 mm x 25.0 mm x 3.0 mm, so that an area of at least 25.0 mm x 12.5 mm was covered with the respective component. Wait five minutes for the solvent of components A-P1 and A-P2 to evaporate. Subsequently, component B1 was uniformly scattered onto A1, A-P1 and A-P2 so that component B1 was uniformly distributed on the surface of A1, A-P1 and A-P2, respectively, but did not cover the surface.
- A-P1 was brushed thin with solvent B-P1 after evaporation of the solvent.
- A-P2 was brushed thin after evaporation of the solvent with component B-P2. It was five minutes again waited until the solvent of components B-P1 and B-P2 had evaporated. After sprinkling or brushing, the subsequent bonding with the second specimen must take place within a maximum of one hour.
- the adhesive KM-A-P1 was used for sample preparation. This was placed on the end of a first test specimen measuring 100.0 mm x 25.0 mm x 3.0 mm so that it adhered to it and covered an area of at least 25.0 mm x 12.5 mm. The thickness of adhesive KM-A-P1 was about 0.5 mm. Subsequently, Component B1 was scattered evenly on KM-A-P1 so that Component B1 was uniformly distributed on the surface of KM-A-P1 but did not cover the surface.
- the adhesive KM-B-P1 present in a layer thickness of about 0.5 mm was placed on KM-A-P1 so that both adhesives adhered to each other.
- the subsequent bonding with the second test specimen must take place within a maximum of one hour.
- the second test specimens were in each case aligned flush with the respectively chemically reacting adhesive system of the prepared samples as described in the last chapter so that, as described in DIN EN 1465, in each case an overlapping bond resulted.
- the overlap length was 12.5 mm in each case.
- the overlap area was 300 mm 2 in each case.
- the overlapping composites of the first specimen / reactive adhesive system / second specimen were placed on a table. On the second specimen in each case a weight of 2 kg was provided.
- the composite was subjected to the permanent pressure of the weight a) for 10 seconds and in a second series of tests b) for 60 seconds each at room temperature (pressing time). Then the weight was removed.
- the composite was then stored for 24 hours at 23 ° C and 50% relative humidity.
- the determination of the tensile shear strength of overlap bonds allows statements about the shear resilience of a double-sided adhesive product.
- the determination was carried out according to DIN EN 1465 by means of a tensile testing machine. The test speed was 10 mm / min. All measurements were carried out in an air-conditioned room at 23 ° C and 50% relative humidity.
- the reactive adhesive system according to the invention enables improved bonding with simultaneously improved applicability. It is not necessary to mix two components before bonding.
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Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
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JP2016527189A JP6513651B2 (ja) | 2013-11-01 | 2014-10-02 | 2成分反応型接着剤系 |
US15/033,244 US9834707B2 (en) | 2013-11-01 | 2014-10-02 | Reactive 2-component adhesive system |
KR1020167014393A KR102236284B1 (ko) | 2013-11-01 | 2014-10-02 | 반응성 2-성분 접착제 시스템 |
EP14781153.3A EP3063243B1 (de) | 2013-11-01 | 2014-10-02 | Reaktives 2-komponentenklebstoffsystem |
CA2926519A CA2926519A1 (en) | 2013-11-01 | 2014-10-02 | Reactive 2-component adhesive system |
CN201480060886.7A CN105705601B (zh) | 2013-11-01 | 2014-10-02 | 反应性双组分胶粘剂体系 |
MX2016005110A MX2016005110A (es) | 2013-11-01 | 2014-10-02 | Sistema adhesivo de dos componentes reactivo. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE102013222278.5 | 2013-11-01 | ||
DE201310222278 DE102013222278A1 (de) | 2013-11-01 | 2013-11-01 | Reaktives 2-Komponentenklebstoffsystem |
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WO2015062809A1 true WO2015062809A1 (de) | 2015-05-07 |
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PCT/EP2014/071172 WO2015062809A1 (de) | 2013-11-01 | 2014-10-02 | Reaktives 2-komponentenklebstoffsystem |
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Country | Link |
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US (1) | US9834707B2 (de) |
EP (1) | EP3063243B1 (de) |
JP (1) | JP6513651B2 (de) |
KR (1) | KR102236284B1 (de) |
CA (1) | CA2926519A1 (de) |
DE (1) | DE102013222278A1 (de) |
MX (1) | MX2016005110A (de) |
TW (1) | TWI649390B (de) |
WO (1) | WO2015062809A1 (de) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102015009764A1 (de) | 2015-07-31 | 2017-02-02 | Tesa Se | Reaktives Klebstofffilm-System zur Verklebung unpolarer Oberflächen |
KR20180095044A (ko) * | 2015-12-18 | 2018-08-24 | 테사 소시에타스 유로파에아 | 필름 형태의 반응성 2-성분 접착제 시스템 및 결합 방법 |
DE102017220861A1 (de) | 2017-11-22 | 2019-05-23 | Tesa Se | Reaktiver Klebstofffilm mit verbesserter Verklebungsfestigkeit |
DE102020208059A1 (de) | 2020-06-29 | 2021-12-30 | Tesa Se | Lagerstabiles reaktives haftklebeband |
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CN111500570A (zh) * | 2014-03-05 | 2020-08-07 | 国立大学法人神户大学 | 特异性转变靶向dna序列的核酸碱基的基因组序列的修饰方法、及其使用的分子复合体 |
JP7087273B2 (ja) * | 2017-04-12 | 2022-06-21 | 大日本印刷株式会社 | 接着シートセットおよび物品の製造方法 |
DE102019200736A1 (de) | 2019-01-22 | 2020-07-23 | Tesa Se | Reaktives 2-Komponentenklebesystem in Filmform auf Basis von geruchsneutralen Acrylmonomeren |
DE102019209513A1 (de) | 2019-06-28 | 2020-12-31 | Tesa Se | UV-härtender reaktiver Klebstoff |
KR102340842B1 (ko) * | 2019-08-02 | 2021-12-17 | 주식회사 엘지화학 | 접착제 조성물 |
DE102019215766A1 (de) | 2019-10-14 | 2021-04-15 | Tesa Se | Reaktiver Klebstofffilm mit guter Feuchtwärmebeständigkeit, insbesondere zum Verkleben von Polyamid |
DE102021125429A1 (de) | 2021-09-30 | 2023-03-30 | Tesa Se | Lichthärtender reaktiver Klebstofffilm |
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US20100062260A1 (en) * | 2007-03-14 | 2010-03-11 | Tadashi Takano | Composition Containing Porphyrin to Improve Adhesion |
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US20050214497A1 (en) * | 2004-03-29 | 2005-09-29 | Bilodeau Wayne L | Anaerobic activator film and labels made therefrom |
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2013
- 2013-11-01 DE DE201310222278 patent/DE102013222278A1/de not_active Withdrawn
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- 2014-10-02 US US15/033,244 patent/US9834707B2/en active Active
- 2014-10-02 CA CA2926519A patent/CA2926519A1/en not_active Abandoned
- 2014-10-02 WO PCT/EP2014/071172 patent/WO2015062809A1/de active Application Filing
- 2014-10-02 KR KR1020167014393A patent/KR102236284B1/ko active IP Right Grant
- 2014-10-02 MX MX2016005110A patent/MX2016005110A/es unknown
- 2014-10-02 EP EP14781153.3A patent/EP3063243B1/de active Active
- 2014-10-02 JP JP2016527189A patent/JP6513651B2/ja active Active
- 2014-10-21 TW TW103136269A patent/TWI649390B/zh active
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US4898899A (en) * | 1987-12-25 | 1990-02-06 | Toagosei Chemical Industry Co. | Adhesive composition |
JPH02263880A (ja) * | 1989-04-04 | 1990-10-26 | Daiabondo Kogyo Kk | 接着剤組成物 |
US20100062260A1 (en) * | 2007-03-14 | 2010-03-11 | Tadashi Takano | Composition Containing Porphyrin to Improve Adhesion |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
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DE102015009764A1 (de) | 2015-07-31 | 2017-02-02 | Tesa Se | Reaktives Klebstofffilm-System zur Verklebung unpolarer Oberflächen |
KR20180095044A (ko) * | 2015-12-18 | 2018-08-24 | 테사 소시에타스 유로파에아 | 필름 형태의 반응성 2-성분 접착제 시스템 및 결합 방법 |
CN108779368A (zh) * | 2015-12-18 | 2018-11-09 | 德莎欧洲股份公司 | 膜形式的反应性双组分胶粘剂体系和胶粘粘合的方法 |
KR102112488B1 (ko) | 2015-12-18 | 2020-05-19 | 테사 소시에타스 유로파에아 | 필름 형태의 반응성 2-성분 접착제 시스템 및 결합 방법 |
US10907076B2 (en) | 2015-12-18 | 2021-02-02 | Tesa Se | Reactive two-component adhesive system in the form of a film and bonding method |
CN108779368B (zh) * | 2015-12-18 | 2021-08-24 | 德莎欧洲股份公司 | 膜形式的反应性双组分胶粘剂体系和胶粘粘合的方法 |
DE102017220861A1 (de) | 2017-11-22 | 2019-05-23 | Tesa Se | Reaktiver Klebstofffilm mit verbesserter Verklebungsfestigkeit |
WO2019101728A1 (de) | 2017-11-22 | 2019-05-31 | Tesa Se | Reaktiver klebstofffilm mit verbesserter verklebungsfestigkeit |
DE102020208059A1 (de) | 2020-06-29 | 2021-12-30 | Tesa Se | Lagerstabiles reaktives haftklebeband |
EP3992260A1 (de) | 2020-06-29 | 2022-05-04 | tesa SE | Lagerstabiles reaktives haftklebeband |
US11926769B2 (en) | 2020-06-29 | 2024-03-12 | Tesa Se | Storage-stable, reactive, pressure-sensitive adhesive tape |
Also Published As
Publication number | Publication date |
---|---|
KR102236284B1 (ko) | 2021-04-02 |
CN105705601A (zh) | 2016-06-22 |
US20160264823A1 (en) | 2016-09-15 |
TW201529787A (zh) | 2015-08-01 |
CA2926519A1 (en) | 2015-03-07 |
EP3063243B1 (de) | 2020-07-29 |
TWI649390B (zh) | 2019-02-01 |
MX2016005110A (es) | 2016-08-03 |
JP2016539218A (ja) | 2016-12-15 |
KR20160082526A (ko) | 2016-07-08 |
JP6513651B2 (ja) | 2019-05-15 |
DE102013222278A1 (de) | 2015-05-07 |
US9834707B2 (en) | 2017-12-05 |
EP3063243A1 (de) | 2016-09-07 |
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