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WO2018149719A1 - Matière autoadhésive à base de silicone amortissant les vibrations - Google Patents

Matière autoadhésive à base de silicone amortissant les vibrations Download PDF

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Publication number
WO2018149719A1
WO2018149719A1 PCT/EP2018/053144 EP2018053144W WO2018149719A1 WO 2018149719 A1 WO2018149719 A1 WO 2018149719A1 EP 2018053144 W EP2018053144 W EP 2018053144W WO 2018149719 A1 WO2018149719 A1 WO 2018149719A1
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WO
WIPO (PCT)
Prior art keywords
composition according
pressure
composition
sensitive adhesive
organopolysiloxane
Prior art date
Application number
PCT/EP2018/053144
Other languages
German (de)
English (en)
Inventor
Nikolay BELOV
Tobias Winkler
Gero Maatz
Original Assignee
Tesa Se
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 Tesa Se filed Critical Tesa Se
Priority to EP18705118.0A priority Critical patent/EP3583184A1/fr
Priority to CN201880008342.4A priority patent/CN110249018A/zh
Priority to KR1020197023212A priority patent/KR102284815B1/ko
Publication of WO2018149719A1 publication Critical patent/WO2018149719A1/fr

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Classifications

    • 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
    • C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04—Polysiloxanes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups
    • 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
    • C09J2301/312—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 parameters being the characterizing feature
    • 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
    • C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components

Definitions

  • the present invention relates to the technical field of pressure-sensitive adhesives, as they are widely used in the art for temporary or permanent bonding of materials and parts to be joined.
  • the invention relates to silicone-based PSAs, which are characterized by good vibration damping properties.
  • Damping is generally understood to mean the transfer of mechanical energy into so-called lost heat.
  • the acoustic damping is about the irreversible conversion of sound energy into heat.
  • Acoustic damping - or synonymously sound damping or sound absorption - can occur in gaseous, liquid and solid bodies.
  • micro-speakers The generation of sound in mobile phones and smartphones for the reproduction of speech, ringtones, music, etc. is done by small electro-acoustic transducers, so-called micro-speakers.
  • the temperature load on the microspeaker, and in particular its diaphragm increases more and more.
  • the membrane must therefore be made of a material that has a long life and does not crack even at high temperatures and high mechanical loads. At the same time, the membrane material should also have good acoustic properties to give the speaker a good sound quality.
  • the general requirements for the material of a loudspeaker diaphragm are on the one hand high rigidity and low density for generating a high sound pressure and the coverage of a wide frequency range.
  • the material should at the same time have a high internal damping in order to achieve a smooth frequency response worry and minimize distortion. Since the stiffness, light and well-damped properties give a constructive contradiction and can not all be fulfilled simultaneously (the stiffer, the lower the damping and vice versa), compromises in terms of rigidity and damping of the membrane material must generally be made or more rigid for each membrane Materials combined with good damping materials.
  • US Pat. No. 7,726,441 B2 describes a membrane composed of a multilayer composite of two rigid polymer films and a damping adhesive layer lying between these films.
  • US 2014/0017491 A1 describes a silicone adhesive composition which, before curing, comprises a silicone elastomer, a silicone resin, a reaction product of a silicone elastomer and a silicone resin, a silicone hydride crosslinker and a platinum catalyst.
  • a resulting adhesive is used in a transfer tape for connecting brake components, for example for connecting the brake disc and brake pad.
  • EP 1 018 725 A2 describes a method for deadening a sheet metal part, for example a vehicle body part, by producing a screwed, riveted or welded connection of a metal sheet with the sheet metal part to be deconvolved with the interposition of an adhesive layer.
  • a crosslinked silicone adhesive is used as adhesive layer for use in sheet metal parts in the temperature range between -20 ° C and +50 ° C while a polyacrylic acid ester copolymer and for use at higher temperatures in the range of 0 ° C to 100 ° C.
  • a crosslinked silicone adhesive is used.
  • the energy of the oscillating sheet metal part is conducted to a high degree in the sandwich of at least one adhesive layer and at least one metal sheet, so that the sandwich is able to convert a high vibrational energy fraction into heat.
  • EP 1 035 345 A2 describes a damping plate for attachment to a carrier plate of a brake shoe of a disc brake which has a self-adhesive damping layer on the inner side facing the brake shoe.
  • the object of the present invention is to provide an easily applicable pressure-sensitive adhesive with good vibration-damping properties which are available over a wide temperature range.
  • a first, general subject of the invention is a composition for producing a pressure-sensitive adhesive which a) at least one organopolysiloxane containing several Si-bonded alkyl groups, containing at least two Si-bonded alkenyl groups;
  • c) contains at least one radical generator.
  • a pressure sensitive adhesive Under a PSA or synonymous a pressure sensitive adhesive according to the invention, as common in common usage, a substance understood that - especially at room temperature - permanently sticky and sticky.
  • a characteristic of a pressure-sensitive adhesive is that it can be applied by pressure to a substrate and adhere there, whereby the pressure to be applied and the duration of this pressure are generally not specified. In some cases, depending on the precise nature of the pressure-sensitive adhesive, the temperature and humidity, as well as the substrate, the action will be a short-term minimum pressure that does not exceed a light touch for a brief moment to achieve the adhesion effect. In other cases, a long-term exposure time of high pressure may be necessary. Pressure-sensitive adhesives have special, characteristic viscoelastic properties which lead to permanent tackiness and adhesiveness.
  • Characteristic of them is that when they are mechanically deformed, it comes both to viscous flow processes as well as to build elastic restoring forces. Both processes are in a certain ratio with regard to their respective proportions, depending on the exact composition, the structure and the degree of crosslinking of the pressure-sensitive adhesive as well as on the speed and duration of the deformation and on the temperature.
  • the proportional viscous flow is necessary to achieve adhesion.
  • the viscous components caused by macromolecules with relatively high mobility, allow good wetting and a good flow onto the substrate to be bonded.
  • a high proportion of viscous flow leads to a high pressure tack (also referred to as tack or surface tackiness) and thus often also to a high bond strength.
  • Strongly crosslinked systems, crystalline or glassy solidified polymers are usually not or at least only slightly tacky due to the lack of flowable components.
  • the proportional elastic restoring forces are necessary to achieve cohesion. They are caused for example by very long-chained and strongly entangled as well as by physically or chemically crosslinked macromolecules and allow the transmission of forces acting on an adhesive bond forces. They result in an adhesive bond being able to withstand a sustained load acting on it, for example in the form of a permanent shearing load, to a sufficient extent over a relatively long period of time.
  • G ' storage modulus
  • G " loss modulus
  • G " is a measure of the viscous portion of a substance. Both quantities depend on the deformation frequency and the temperature.
  • the sizes can be determined with the help of a rheometer.
  • the material to be examined is exposed to a sinusoidal oscillating shear stress in a plate-and-plate arrangement, for example.
  • shear stress controlled devices the deformation as a function of time and the time lag of this deformation are compared with the introduction of the shear stress measured. This time offset is referred to as the phase angle ⁇ .
  • a substance is generally considered to be pressure sensitive and is defined as tacky if, at room temperature, here by definition at 23 ° C, in the deformation frequency range of 10 ° to 10 1 rad / sec G 'at least partially in the range of 10 3 to 10 7 Pa and if G "is also at least partially within this range.”
  • Partially means that at least a portion of the G 'curve lies within the window defined by the deformation frequency range of 10 ° to 10 inclusive 1 rad / sec (abscissa) and the range of G 'values of from 10 3 to 10 7 Pa inclusive (ordinate) is spanned. For G "this applies accordingly.
  • composition according to the invention can be used-essentially by removing the solvent and crosslinking the composition-to prepare pressure-sensitive adhesives which have very good damping properties, in particular acoustic, over a wide temperature range.
  • compositions according to the invention or pressure-sensitive adhesives prepared therefrom can advantageously be used wherever damping must be effected even at high and / or varying temperatures. They are particularly well suited for bonding foils for loudspeaker membranes and for gluing components of brake systems.
  • composition of the invention contains as component a) at least one organopolysiloxane, as it is generally referred to as silicone.
  • An organopolysiloxane according to the invention is preferably a) a polymer having a composition of the organosiloxane units according to the general formula (1)
  • the organopolysiloxane is preferably a) a linear polymer of the general formula (2) (2) R'3Si-O- (R'2Si-O) m-SiR'3, in which the radicals R 'are each independently alkyl, phenyl - or alkenyl radicals and to 0 to 1 0%, based on the number of all radicals R ', are OH groups, where at least two radicals R' are alkyl groups and at least two radicals R 'are alkenyl groups; and m stands for a natural number of 2,000 to 6,000.
  • the radicals R ' can be distributed over the linear silicone in all conceivable and chemically possible constellations. For example, polydimethylsiloxanes, poly (methylphenyl) siloxanes and
  • the radicals R 'in the general formula (2) independently of one another represent methyl, ethyl, phenyl or alkenyl radicals, where at least two radicals R' are alkenyl radicals.
  • the silicone is particularly preferably a) a polydimethylsiloxane, a poly (methylphenyl) siloxane or a dimethylsiloxane-diphenylsiloxane copolymer.
  • the organopolysiloxane of component a) is a polydimethylsiloxane.
  • the formula (2) is a structural formula, so also the linkage of the siloxane units with each other again.
  • the at least one organopolysiloxane of component a) contains at least two alkenyl groups.
  • Crosslinking is usually enabled via the alkenyl groups in such silicones by adding to the composition another organopolysiloxane containing several Si-H groups. It then comes to an addition of the Si-H functions to the alkenyl groups and in this way to build a crosslinked silicone.
  • the alkenyl groups of the silicone a) preferably contain 2-10 C atoms.
  • the alkenyl groups of the organopolysiloxane of component a) are particularly preferably selected independently of one another from the group consisting of vinyl, propenyl, allyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl and decenyl groups. These groups are particularly reactive and thus enable efficient networking.
  • the alkenyl groups of the organopolysiloxane of component a) comprise vinyl groups.
  • the alkenyl groups of the organopolysiloxane of component a) are vinyl groups.
  • composition of the invention is designed so that the organopolysiloxane of component a) is not crosslinked as usual via a compound containing Si-H groups, but instead untypical of a radical mechanism.
  • Component a) is evidently included in the crosslinking of component b) designed from the outset for radical crosslinking.
  • the composition according to the invention is therefore preferably free of substances which contain one or more Si-H groups.
  • the composition of the invention is free of substances containing one or more Si-H groups.
  • the weight-average molar mass Mw of the organopolysiloxane of component a) is preferably 31,000-2,000,000 g / mol, more preferably 45,000-1,000,000 g / mol.
  • One or more organopolysiloxanes of component a) are preferably contained in the composition according to the invention to a total of 10 to 90 wt .-%, based on the solids content of the composition. It is thus possible for an organopolysiloxane of component a) or a mixture of different organopolysiloxanes of component a) to be present. Organopolysiloxanes of component a) are more preferably contained in the composition according to the invention to a total of 20 to 80 wt .-%, in particular to a total of 30 to 60 wt .-%, each based on the solids content of the composition.
  • composition according to the invention contains as component b) at least one organopolysiloxane having several Si-bonded aryl groups and containing at least two free-radically crosslinkable substituents. Preference is given to an organopolysiloxane according to the invention b) a polymer having a composition of the organosiloxane units of the general formula (3)
  • the organopolysiloxane b) is preferably a linear polymer of the general formula (4)
  • polydiphenylsiloxanes, poly (methylphenyl) siloxanes and poly (dimethylsiloxane / diphenylsiloxane) copolymers are known.
  • the radicals R '' in the general formula (4) are preferably, independently of one another, methyl, ethyl or phenyl radicals or OH groups, where at least two radicals R '' 'represent phenyl groups and at least two radicals R' '' represent methyl groups
  • the Si-bonded aryl groups of the organopolysiloxane of component b) are particularly preferably phenyl groups, silicone b) being most preferably a polydiphenylsiloxane, a poly (methylphenyl) siloxane or a dimethylsiloxane-diphenylsiloxane copolymer, in particular the organopolysiloxane is Component b) a poly (methylphenyl) siloxane or a dimethylsiloxane-diphenylsiloxane copolymer
  • the formula (4) is a structural formula, ie it also represents the linkage of the siloxane units
  • the at least one organopolysiloxane of component b) contains at least two free-radically crosslinkable substituents.
  • Such groups usually allow cross-linking via these groups by adding a free-radical generator to the composition. It then comes to the formation of radicals that cause the construction of a crosslinked silicone by recombination.
  • Preferred are the Radically crosslinkable substituents of the organopolysiloxane of component b) methyl groups.
  • the organopolysiloxane of component b) is preferably free of Si-bonded alkenyl groups, more preferably free of any alkenyl groups.
  • the weight-average molar mass Mw of the organopolysiloxane of component b) is preferably 31,000-1,500,000 g / mol, more preferably 45,000-1,200,000 g / mol, in particular 50,000-1,000,000 g / mol.
  • One or more organopolysiloxanes of component b) are preferably present in the composition according to the invention to a total of 10 to 90 wt .-%, based on the solids content of the composition. It is therefore possible for an organopolysiloxane of component b) or a mixture of different organopolysiloxanes of component b) to be present. Organopolysiloxanes of component b) are more preferably contained in the composition according to the invention to a total of 20 to 80 wt .-%, in particular to a total of 40 to 70 wt .-%, each based on the solids content of the composition.
  • the weight ratio of the organopolysiloxanes of component a) to the organopolysiloxanes of component b) of the composition according to the invention is preferably from 1: 4 to 3: 1, more preferably from 1: 3 to 7: 3, in particular from 3: 7 to 3: 2.
  • silicones of components a) and b) may be present in the composition according to the invention which contain neither alkenyl nor aryl groups nor OH groups. These may be, for example, pure polydimethylsiloxanes.
  • the composition according to the invention contains at least one radical generator.
  • the radical generator is preferably a peroxide.
  • the radical generator is selected from the group consisting of di (4-methylbenzoyl) peroxide, dibenzoyl peroxide, di (2,4-dichlorobenzoyl) peroxide, dicumyl peroxide, di- (4-tert-butylcyclohexyl) peroxydicarbonate, dilauroyl peroxide, Dicetyl peroxydicarbonate, tert-butyl peroxybenzoate, tert-butyl cumyl peroxide, di-tert-butyl peroxide, di- (tert-butylperoxyisopropyl) benzene, 2,5-dimethyl-2,5-di (tert-butylperoxy) hexyn-3 and 3,3,
  • Radical formers are in the composition according to the invention preferably to a total of 0.3 to 6 wt .-%, more preferably to a total of 0.5 to 4 wt .-%, in particular to a total of 1 to 3 wt .-%, each based on the solids content of Composition, included.
  • the composition of the invention preferably contains at least one silicone resin.
  • the silicone resin is preferably selected from MQ, MTQ, TQ, MT and MDT resins. According to the invention, it is also possible for mixtures of different silicone resins to be present in the composition, in particular mixtures of the abovementioned silicone resins. Most preferably, the silicone resin is an MQ resin. MQ silicone resins are readily available and are characterized by very good stability. If a plurality of silicone resins are present in the composition according to the invention, all silicone resins of the composition according to the invention are very particularly preferably MQ resins.
  • the weight-average molar mass Mw of the at least one silicone resin is preferably 500 - ⁇ 30,000 g / mol.
  • the resin may contain alkenyl groups.
  • Suitable silicone resins are, for example, DC 2-7066 from Dow Corning; MQ Resin VSR6201 from Chenguang Fluoro & Silicone Elastomers Co., Ltd .; MQ-RESIN POWDER 803 TF from Wacker Silicones; SR 545 from Momentive Performance Materials or SilmerVQ9XYL and Silmer Q9XYL from Siltech.
  • the proportion of the totality of all silicone resins in the totality of all silicones a) and b) and of all silicone resins is at most 90% by weight.
  • the proportion of the totality of all silicone resins in the totality of all silicones a) and b) and of all silicone resins is at least 30% by weight. In a further embodiment of the invention, the proportion of the totality of all silicone resins in the entirety of all silicones a) and b) and of all silicone resins is at least 45% by weight. In particular, silicone resins are included in total 30 to 80 wt .-%, based on the total weight of all organopolysiloxanes and all silicone resins of the composition in the composition of the invention.
  • the composition according to the invention preferably contains at least one solvent.
  • the solvent is preferably selected from aromatic and aliphatic hydrocarbons, in particular from toluene, xylene and gasoline, from aprotic carbonyl compounds, in particular from ketones, esters and ethers and from inert protic solvents, in particular isopropanol.
  • the composition according to the invention may contain further constituents in the sense of auxiliaries and adjuvants, e.g. Anchorage aids; organic and / or inorganic pigments; Fillers such as carbon black, graphite or carbon nanotubes and organic and / or inorganic particles (e.g., polymethyl methacrylate (PMMA), barium sulfate or titanium oxide (.02)) may be included.
  • auxiliaries and adjuvants e.g. Anchorage aids
  • organic and / or inorganic pigments e.g., Fillers such as carbon black, graphite or carbon nanotubes and organic and / or inorganic particles (e.g., polymethyl methacrylate (PMMA), barium sulfate or titanium oxide (.02)
  • PMMA polymethyl methacrylate
  • barium sulfate titanium oxide
  • the composition of the invention independently contains 0.1 to 5 parts by weight of one or more anchoring aids and / or one or more pigments and / or 0.1 to 50 parts by weight of one or more fillers, each based on 100 parts by weight of the total on base polymer (s) and silicone resin (s).
  • the composition according to the invention is free of any constituents which go beyond the previously mentioned components.
  • Another object of the invention is a process for the preparation of a pressure-sensitive adhesive composition comprising the thermal crosslinking of a composition according to the invention.
  • Another object of the invention is a pressure-sensitive adhesive which is obtainable by thermal crosslinking of a composition according to the invention.
  • thermal crosslinking is meant here the crosslinking under the influence of heat that is obtainable under the respective present, in particular from the composition of the composition and the resulting theoretically available attachment sites, otherwise corresponding to the conditions usual for the crosslinking of silicone adhesive compositions .
  • the temperature at which the quotient of loss modulus (G ") and storage modulus (G ') (tan ⁇ ) of the pressure-sensitive adhesive of the invention reaches its maximum value can be adjusted by varying the resin content
  • Temperature at which the quotient of loss modulus (G ") and storage modulus (G ') (tan ⁇ ) of a pressure-sensitive adhesive obtainable by thermal crosslinking of a composition containing at least one silicone resin according to the invention reaches its maximum value ( Ta n 5 max), where T ta n 5 max is set by changing the silicone resin concentration with otherwise constant proportions.
  • silicone resin concentration is understood to mean, of course, the total concentration of silicone resins 80 wt .-%, more preferably from 20 to 50 wt .-%, each based on the total amount of silicones and silicone resins of the composition.
  • the latter method according to the invention makes it possible to adjust the silicone PSA obtainable from the composition to the temperature range expected for the intended use.
  • Simple test series can be used to produce a mass with optimal damping properties, which are most pronounced in the tan ⁇ maximum.
  • the maximum value of the quotient of loss modulus (G ") and storage modulus (G ') (tan ⁇ max, measured at 10 rad / s) of the pressure-sensitive adhesive of the invention in the temperature range between -60 ° C. and 170 ° C. is preferably from 0.5 to 2 In particular, it is equal to or greater than 0.8, most preferably equal to or greater than 1. In this range, excellent - in particular acoustic - damping properties are obtained. Also preferably, the temperature range within the range of - 60 ° C to 170 ° C, in which tan ⁇ of the pressure-sensitive adhesive of the invention is at least 0.5, at least 80 K, more preferably at least 150 K.
  • the temperature range within the range of - 60 ° C to 170 ° C, in the tan ⁇ of the pressure-sensitive adhesive of the invention at least 1, 0, at least 40 K, more preferably at least 50 K.
  • Compositions according to the invention or obtainable from pressure-sensitive adhesives can advantageously for bonding of acoustic membranes, such as speaker membranes in mobile phones, laptops, televisions and others with Equipped with loudspeakers and for gluing brake system components in Vehicles are used.
  • the PSA is preferably coated in a layer thickness of 5 to 30 ⁇ on a film, for example by means of direct coating or lamination, and then the other film is applied to the free adhesive mass side.
  • Another object of the invention is a multi-layer composite
  • polypropylene PP
  • PET polyethylene terephthalate
  • PBT polybutylene terephthalate
  • PC polycarbonate
  • PU polyurethane
  • TPU thermoplastic polyurethane
  • PEN polyethylene naphthalate
  • PPS Polyphenylene sulfide
  • PI polyimide
  • PES polyethersulfone
  • PSU polyetherimide
  • PEI polyarylate
  • PAR polyetheretherketone
  • PAEK polyaryletherketone
  • PAEK polyaryletherketone
  • Such a multilayer composite can be used particularly advantageously as an acoustic membrane in the above sense.
  • the main component of the two films is particularly preferably a polyetheretherketone.
  • compositions according to the invention or the pressure-sensitive adhesives obtainable therefrom are adhesions to ceilings and floors of house and façade elements (eg doors, windows); further bonding (beyond loudspeaker membranes) in electronic devices such as mobile phones, laptops, televisions; Bonding to movable furniture elements such as drawers; Bonding of the interior lining of vehicles and aircraft; Bonding in kitchen appliances (eg mixers); Bonding of moving parts in printers; Adhesions in mass memories or drives of computers; further bonding in vehicles such as from and in oil pans, dashboards, body panels, door panels, vehicle floors, vehicle roofs, trunk lids and tailgates and vehicle windows; in particular, the noise reduction in bonnet hinges in vehicles; the noise reduction in washing machines and dryer drums; the squeal protection between window clamping rings and body of vehicles; Bonding of thick metal substrates in shipbuilding, for example, bonding of ship walls and decks; also bonding of metal plates in locomotives, train trailers and trucks; Bonding of
  • the determination of the bond strength steel was carried out at a test climate of 23 ° C +/- 1 ° C temperature and 50% +/- 5% rel. Humidity.
  • the tape samples were cut to 20 mm width and adhered to a steel plate.
  • the steel plate was cleaned and conditioned before measurement. For this purpose, the plate was first wiped with acetone and then left in the air for 5 minutes to allow the solvent to evaporate.
  • the side of the adhesive tape pattern facing away from the test substrate was then covered with a 50 ⁇ m aluminum foil, which prevented the pattern from stretching during the measurement.
  • the test pattern was rolled up on the steel substrate.
  • the adhesive tape was rolled over with a 2 kg roller 5 times back and forth at a winding speed of 10 m / min.
  • the steel plate was slid into a special fixture which allowed the pattern to be withdrawn vertically at an angle of 90 °.
  • the bond strength was measured with a Zwick tensile testing machine.
  • the measurement results are given in N / cm and are averaged out of three measurements.
  • BPO dicyclohexyl phthalate - benzoyl peroxide
  • DC 7956 was admixed with the respectively indicated amounts of DC 7657 and optionally DC 7066. The mixture was homogenized for 2 h with a magnetic stirrer. Subsequently, the indicated amount of BPO in 5 ml of toluene was added and mixed by stirring for an additional 1 hour.
  • the resulting mixture was applied in the form of a layer of 50 g / m 2 (for measurements of bond strength) or 500 g / m 2 (for dynamic mechanical analysis) on a fluorosilicone PET liner and 2 min at 90 ° C and 5 min at 170 ° C crosslinked.
  • Table 1 lists the formulations.
  • Table 1 Compositions for the production of pressure-sensitive adhesives
  • the resulting mixtures were applied in the form of a layer of 50 g / m 2 (for measurements of bond strength) or 500 g / m 2 (for dynamic mechanical analysis) on a fluorosilicone PET liner and 2 min at 90 ° C and below Crosslinked at 170 ° C for 5 min.
  • the bond strength to steel and the tan ⁇ values in the temperature range from -60 ° C. to 165 ° C. were determined at 15 K intervals. From the latter, the values contained in Table 4 were obtained by applying appropriate curves against the temperature of the temperature range in which tan ⁇ in each case at least 0.5 or at least 0.7 or 1, 0 was.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'invention vise à mettre au point une matière autoadhésive facile à utiliser présentant de bonnes propriétés d'amortissement des vibrations, ces propriétés se manifestant sur un large spectre de températures. Cet objectif est atteint grâce à une composition pour fabriquer une matière autoadhésive qui contient a) au moins un organopolysiloxane présentant plusieurs groupes alkyle liés au Si et contenant au moins deux groupes alcényle liés au Si, b) au moins un organopolysiloxane présentant plusieurs groupes aryle liés au Si et contenant au moins deux substituants pouvant être réticulés par voie radicalaire, et c) au moins un générateur de radicaux. L'invention concerne également une matière autoadhésive pouvant être obtenue par réticulation thermique d'une composition selon l'invention.
PCT/EP2018/053144 2017-02-17 2018-02-08 Matière autoadhésive à base de silicone amortissant les vibrations WO2018149719A1 (fr)

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EP18705118.0A EP3583184A1 (fr) 2017-02-17 2018-02-08 Matière autoadhésive à base de silicone amortissant les vibrations
CN201880008342.4A CN110249018A (zh) 2017-02-17 2018-02-08 振动阻尼硅酮胶粘剂物质
KR1020197023212A KR102284815B1 (ko) 2017-02-17 2018-02-08 진동-감쇠 실리콘 접착제 화합물

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DE102017202623.5A DE102017202623A1 (de) 2017-02-17 2017-02-17 Vibrationsdämpfende Silikon-Haftklebmasse
DE102017202623.5 2017-02-17

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EP3694943A4 (fr) * 2017-10-09 2021-06-16 3M Innovative Properties Company Couches adhésives d'amortissement pour diaphragmes de micro-haut-parleurs

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WO2024130669A1 (fr) * 2022-12-23 2024-06-27 Dow Silicones Corporation Article électronique ayant une couche adhésive intercouche ayant une fonction d'amortissement/d'absorption des chocs

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TWI675897B (zh) 2019-11-01
EP3583184A1 (fr) 2019-12-25
TW201833288A (zh) 2018-09-16
KR20190101462A (ko) 2019-08-30
CN110249018A (zh) 2019-09-17
DE102017202623A1 (de) 2018-08-23

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