EP3867322A1 - Composition pour un revêtement détachable qui présente un faible coefficient de friction et un transfert de silicone limité - Google Patents

Composition pour un revêtement détachable qui présente un faible coefficient de friction et un transfert de silicone limité

Info

Publication number
EP3867322A1
EP3867322A1 EP19786323.6A EP19786323A EP3867322A1 EP 3867322 A1 EP3867322 A1 EP 3867322A1 EP 19786323 A EP19786323 A EP 19786323A EP 3867322 A1 EP3867322 A1 EP 3867322A1
Authority
EP
European Patent Office
Prior art keywords
weight
release
coating composition
composition according
silicone
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP19786323.6A
Other languages
German (de)
English (en)
Inventor
Nikolay BELOV
Tobias Winkler
Birgit Sommer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Tesa SE
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
Publication of EP3867322A1 publication Critical patent/EP3867322A1/fr
Pending legal-status Critical Current

Links

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
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/40—Adhesives in the form of films or foils characterised by release liners
    • C09J7/401—Adhesives in the form of films or foils characterised by release liners characterised by the release coating composition
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions 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; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • 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
    • C08G77/12—Polysiloxanes containing silicon bound to hydrogen
    • 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
    • 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
    • C09J2483/00—Presence of polysiloxane
    • C09J2483/005—Presence of polysiloxane in the release coating

Definitions

  • a composition for a release coating which has a low coefficient of friction and a low silicone transfer
  • the present invention relates to addition-crosslinking silicone compositions which contain at least one linear long-chain alkenyl-functionalized polydimethylsiloxane and which have a reduced coefficient of friction and low silicone transfer.
  • the present invention further relates to a release liner which contains the crosslinked silicone composition.
  • the present invention relates to a composite of an adhesive tape containing at least one PSA and at least one release liner according to the invention, the adhesive tape being covered on one or both sides with the release liner.
  • Adhesive tapes which are coated on one or both sides with adhesives, are usually wound into a roll in the form of an Archimedean spiral at the end of the manufacturing process.
  • various procedures are known in the prior art.
  • adhesive compositions can be used which have differently strong adhesions and can therefore be detached from one another again even after direct contact (see US Pat. No. 6,274,213 B1).
  • the adhesive tapes can be applied to a covering material (also referred to as separating material) before winding, which is wound up together with the adhesive tape.
  • separating material also referred to as separating material
  • liners are also used to cover labels.
  • Adhesive tapes are also possible, in which the liner is not equipped with two liners, but with a single double-sided separator. The Adhesive tape web is then covered on its upper side with one side of a liner equipped with double-sided separation, and its underside with the back of the liner equipped with double-sided separation. This is particularly the case with an adjacent turn on a bale or roll.
  • the liner (release paper, release film) is not part of an adhesive tape or label, but only an aid for its production, storage or for further processing by punching. If a double-sided adhesive tape equipped with a liner is unrolled, it is normally glued to a surface with the open, i.e. liner-free, adhesive side. The other PSA side still adheres to the coated surface of the liner to a sufficient extent to allow handling of the adhesive tape. However, the liner must be peelable from the adhesive tape in order to allow gluing on the second side of the double-sided adhesive tape. Therefore, unlike an adhesive tape carrier, the liner must not be firmly attached to the adhesive layer of the adhesive tape or label.
  • the adhesive strength of the PSA must not be significantly impaired for later use by the liner itself or by peeling off the liner.
  • the stability of the release effect of the liner i.e. the abhesiveness of the release coating, is important over long periods of time in order to ensure the function of this coating and the properties of the PSA covered with the liner.
  • a liner according to the prior art consists of at least one adhesive layer, also referred to as a “release layer”, in order to reduce the tendency of adhesive products to adhere to these surfaces (release-effective function).
  • This layer can be applied to a carrier material.
  • papers or foils can be used as the carrier material of the liner.
  • the films used are preferably those made from biaxially stretched polyethylene terephthalate, polybutene, polypropylene, polyethylene, monoaxially stretched polypropylene, biaxially stretched polypropylene or polyethylene, particularly preferably polyolefin films (polypropylene and polyethylene films) or polyester films. You can also find polymer-coated papers or nonwovens.
  • the material of the adhesive release layer is preferably selected from the group comprising silicones, fluorinated silicones, silicone copolymers, waxes, carbamates, fluoropolymers, acrylates and polyolefins functionalized with non-polar side chains, and mixtures of two or more of the substances mentioned.
  • Crosslinkable silicone systems are often used as the separating layer. These include mixtures of crosslinking catalysts and so-called thermally curable condensation, addition or free radical crosslinking polysiloxanes.
  • condensation-crosslinking silicone systems tin compounds, such as dibutyltin diacetate, are frequently present in bulk as crosslinking catalysts.
  • Silicone-based release coatings based on addition crosslinking can be hardened by hydrosilylation.
  • These separation systems usually comprise the following components: an alkenylated polydiorganosiloxane (in particular linear polymers with terminal alkenyl groups or terminal and chain vinyl groups and branched silicones with terminal vinyl groups), a polyorganohydrogensiloxane crosslinking agent and a hydrosilylation catalyst.
  • Platinum or platinum compounds, such as the Karstedt catalyst [a Pt (0) complex compound] have become established as catalysts for addition-crosslinking silicone systems.
  • photoactive catalysts can also be used in combination with UV-curable, cationically crosslinking siloxanes based on epoxy and / or vinyl ether or UV-curable, free-radically crosslinking siloxanes, such as acrylate-modified siloxanes. It is also possible to use electron-curable silicone acrylates.
  • Corresponding systems can also contain other additives such as stabilizers, pigments, antistatic additives or leveling agents, depending on the intended use. Additives are also used to improve the anchoring of the silicone layer on the carrier material.
  • organopolysiloxane compositions which crosslink by heating or irradiation are also known.
  • Masses such as are described, for example, in DE 600 01 779 T2, which crosslink by addition reaction, namely by heat treatment of a mixture of an organopolysiloxane with hydrogen atoms bonded directly to the silicon atoms and an organopolysiloxane with vinyl groups bonded directly to the silicon atoms in the presence of a hydrosilylation catalyst.
  • Photopolymerizable organopolysiloxane compositions can also be used. Examples include compositions which are crosslinked in the presence of a photosensitizer by the reaction between organopolysiloxanes which have (meth) acrylate groups substituted by (meth) acrylate groups and which are bonded directly to the silicon atoms (see EP 0 168 713 B1 or DE 38 20 294 C1). It is also possible to use compositions in which the crosslinking reaction between organopolysiloxanes which have hydrocarbon substituted with mercapto groups bonded directly to the silicon atoms and organopolysiloxanes with vinyl groups bonded directly to the silicon atoms is brought about in the presence of a photosensitizer. Such masses are described, for example, in US Pat. No. 4,725,630 A1.
  • Organopolysiloxane compositions which have hydrocarbon radicals which are substituted by epoxy groups and are bonded directly to the silicon atoms, the crosslinking reaction is induced by the release of a catalytic amount of acid which is obtained by photodecomposition of added onium salt catalysts.
  • Other organopolysiloxane compositions curable by a cationic mechanism are materials which have, for example, propenyloxysiloxane end groups.
  • silicone systems are polysiloxane block copolymers, for example with urea block, as are offered by Wacker under the trade name Geniomer, or separation systems made of fluorosilicones, which are used in particular in adhesive tapes with silicone adhesives.
  • Waxes, fluorinated or partially fluorinated polymers or polyolefins, in particular polyethylene block copolymers, as described in EP 2 025 07 B1 or WO 2010/022154 A2, and carbamates can also be used as the separating layer.
  • a series of adhesive tapes coated on both sides are unwound and applied with the release liner contained in the product, which covers the second adhesive.
  • the adhesive of the adhesive tape is brought into contact with the surface by hand over the release liner.
  • This painting carried out under pressure there is a strong contact between the release liner of the product and the hand.
  • the release liners mainly used have a blunt surface with a high coefficient of friction due to the release silicone used. In this case, painting the product is uncomfortable to painful - especially if this is done frequently and / or at high speed.
  • Unmodified silicone systems such as those formed by crosslinking solvent-free, functionalized siloxanes, have very good release properties, but a high coefficient of friction.
  • solvent-based addition systems and silicone condensation systems instead of the solvent-free silicone addition systems that are mainly used industrially, the coefficient of friction is lower.
  • the condensation systems use almost exclusively toxic tin catalysts, and the solvent-containing addition silicones are notable for a clear transfer of silicone to the adhesive and, associated therewith, for an undesirable reduction in the adhesive strength of the adhesive tape.
  • the coefficient of friction of separation systems can also be achieved by adding oils or substances that are involved in the crosslinking of the separation system expand the structures formed, are degraded. However, this means that the proportion of migrable substances in the separation system increases. These can reduce their adhesive strength by being deposited on an adhesive that is in contact with the separation system.
  • US 6 569 914 A discloses release liners with a low coefficient of friction based on a silicone release layer.
  • the low coefficient of friction is achieved by adding high molecular weight polysiloxanes, which on average have less than one functional group per polysiloxane. Since these polysiloxanes do not participate in the crosslinking during the production of the silicone release layer, they can migrate to the surface of the silicone release layer and lead to a reduced adhesive force of the PSA of the adhesive tape.
  • No. 5,468,815 A describes addition-crosslinked silicone compositions with a low coefficient of friction, which is achieved by adding a linear polysiloxane rubber functionalized with higher alkenyl groups.
  • the object of the present invention was accordingly to provide a release layer composition and release layers produced therefrom, the release layers having a low coefficient of friction and being said to show only a slight reduction in the adhesive force by transferring some components of the release coating to the adhesive after contact.
  • these separating layers should be toxicologically safe and easy to handle in terms of process technology.
  • the present invention is intended to overcome the disadvantages of the prior art.
  • a release coating composition in particular for finishing a release liner, comprising: a) at least one branched polydimethylsiloxane, which has at least two
  • Structural units (R 1 R 2 R 3 SiOi / 2 ), at least one structural unit (R 4 SiC> 3/2 ), at least one structural unit (R 5 R 6 SiC> 2/2 ) and optionally at least one structural unit (S1O 4/2 ) in which the radical R 1 is an alkenyl group and the radicals R 2 to R 6 are an alkyl group or an alkenyl group,
  • the object is further achieved by a release liner containing a crosslinked release coating composition according to the invention as the release layer.
  • the object is achieved by a composite of an adhesive tape containing at least one PSA and at least one release liner according to the invention, the adhesive tape being covered on one or both sides with the release liner.
  • release liner release layers made of solvent-free silicone coatings which are generally based on higher-functionalized polymers with a lower molecular weight and a lower content of non-functionalized silicones, only have a low migration of constituents of the silicone coating onto the PSA of the adhesive tape and thus have only a slight reduction in the adhesive force (adhesive force depression, KKD).
  • the surface of these separating layers has a high coefficient of friction, so that painting the adhesive tape on the surface is uncomfortable to painful - especially if this is done frequently and / or at high speed.
  • the coefficient of friction can be reduced.
  • the addition of these long-chain silicone compounds leads to the amounts of non-functionalized cyclic compounds contained therein Polydimethylsiloxanes and the inertness of these silicone compounds to an undesirable reduction in adhesive strength.
  • the invention is based on the knowledge that the addition of very small amounts of a linear, high-molecular silicone polymer with a low coefficient of friction to a branched polydimethylsiloxane with a high coefficient of friction is sufficient to greatly reduce the coefficient of friction of the release coating without the low silicone transfer tendency of the branched polydimethylsiloxane to influence.
  • the composition according to the invention contains at least one branched polydimethylsiloxane a) which has at least two
  • Structural units (R 1 R 2 R 3 SIOI / 2), at least one structural unit (R 4 SiC> 3/2), at least one structural unit (R 5 R 6 SiC> 2/2) and optionally at least one structural unit (S1O4 / 2) contains.
  • the radicals R 1 to R 6 stand for certain groups.
  • a preferred embodiment of the first subject of the invention is therefore characterized in that the radical R 1 stands for a vinyl group, the radicals R 2 and R 3 stand for a methyl group and the radicals R 4 to R 6 , in each case independently of one another, for a methyl group or a Vinyl group stand.
  • the composition according to the invention contains at least one linear organopolysiloxane b) which contains at least one
  • the organopolysiloxane b) is preferably a mixture of linear, terminally vinyl-functionalized polydimethylsiloxane and linear, terminally and chain-linked vinyl-functionalized polydimethylsiloxane.
  • Long-chain linear organopolysiloxanes are preferably used as component b). It is therefore preferred according to the invention if a 30% by weight solution of the organopolysiloxane b) in toluene has a viscosity at 25 ° C. of 10,000 to 80,000 mPa * s, in particular from 22,000 to 26,000 mPa * s. The viscosity can be determined, for example, with a digital viscometer.
  • the coefficient of friction of the cross-linked composition can be adapted to the respective requirements by varying the ratio of components a) and b).
  • the surface friction can be reduced by increasing the proportion of linear organopolysiloxane b), but without increasing the silicone transfer from the composition. In this way, a simple adaptation of the composition to the surface friction required for the respective application is possible.
  • the proportion of component b) in the total amount of components a) and b) is therefore preferably at least 5% by weight, preferably at least 10% by weight, in particular at least 20% by weight.
  • the proportion of component b) in the total amount of components a) and b) is preferably at most 80% by weight, preferably at most 70% by weight, in particular at most 65% by weight.
  • the composition comprises component a) in a total amount of 30 to 78 parts by weight, component b) in a total amount of 20 to 68 parts by weight and component c) in a total amount of 2 to 11 parts by weight based on the sum of components a), b) and c) of 100 parts by weight.
  • the above-mentioned components a), b) and c) are crosslinked by hydrosilylation reaction between the branched polydimethylsiloxane (component a)), the linear, alkenyl-functionalized organopolysiloxane ((component b)) and the corresponding SiH-functionalized organopolysiloxanes (component c)) .
  • this hydrosilylation reaction is accelerated by the use of catalysts.
  • Platinum or rhodium catalysts are used in particular as catalysts.
  • the platinum or Rhodium catalyst is preferably used in a total amount of 40 to 500 ppm, calculated as platinum or rhodium metal and based on the sum of components a), b) and c) of 100 parts by weight.
  • the crosslinking reaction is preferably carried out at elevated temperatures of 90 to 200 ° C.
  • a silicone resin (component e)) can be added in order to increase the separation values of the crosslinked composition according to the invention or to adapt them to the particular application.
  • These resins are polydisperse mixtures of different lengths and optionally differently substituted linear or cyclic siloxane chains.
  • the residues on the silicon atom can be saturated with organic groups or other siloxane compounds, which results in branched silicone resins.
  • the siloxane units are abbreviated with the symbols M, D, T and Q.
  • M stands for a R3SiOi / 2 unit, D for R 2 SiC> 2/2 unit, T for a RSiC> 3/2 unit, and Q for a SiC> 4/2-unit.
  • R independently represents a substituted or unsubstituted monovalent hydrocarbon group.
  • component e preference is given to using silicone resins which are composed of MQ, MTQ, TQ, MT or MDT units.
  • the composition additionally contains a silicone resin (component e)) with a weight-average molecular weight M w of 500 to 40,000 g / mol, the silicone resin having at least one structural unit (R 7 R 8 R 9 SiOi / 2), (R 7 SiC> 3/2) or (R 7 R 8 SiC> 2/2), comprising wherein at least one of the radicals R 7, R 8 or R 9 represents an alkenyl group and wherein the weight average molecular weight M w by gel permeation chromatography in toluene at 23 ° C and a flow rate of 1.0 ml / min is determined using a modified styrene-divinylbenzene copolymer network as the column material and polydimethylsiloxane as the internal standard.
  • the increase in the separation value by adding component e) does not lead to a negative influence on the low coefficient of friction and the good silicone transfer properties of the crosslinked composition.
  • Component e) is preferably used in certain quantitative ranges. It is therefore advantageous according to the invention if the composition contains the silicone resin (component e)) in a total amount of 8 to 80 parts by weight, based on the sum of components a), b), c) and e), of 100 parts by weight.
  • the composition according to the invention can also contain further additives.
  • additives are chosen in particular in such a way that the separation values achieved and the surface friction of the crosslinked composition and the adhesive force depression resulting from the silicone transfer are not adversely affected.
  • the following additives can be used, for example:
  • - fillers such as silicon dioxide, glass (ground or in the form of spheres), aluminum oxides and zinc oxides,
  • Plasticizers such as liquid resins, plasticizer oils or low-molecular liquid polymers (low-molecular silicone oils with weight-average molecular weights M w of less than 1,500 g / mol),
  • Another object of the invention is a release liner containing a crosslinked composition according to the invention as a separating layer.
  • This separating layer is preferably applied to a carrier material (TS), it being possible to use all coating processes familiar to the person skilled in the art. After the composition has been applied to the carrier material, the composition is crosslinked at elevated temperatures.
  • TS carrier material
  • the carrier material (TS) can be coated on one or both sides with the composition according to the invention as a separating layer. Liners coated on both sides are particularly suitable for an adjacent winding on a bale or a roll.
  • any layer which is known to the person skilled in the art for use in layer composites, in particular adhesive tapes can be used as the carrier material (TS).
  • papers or foils are used as the carrier material (TS).
  • the films used are preferably those made from polyether sulfones, polysulfones, polyolefins and polyesters, in particular from biaxially stretched polyethylene terephthalate, polybutene, polypropylene, polyethylene, monoaxially stretched polypropylene and biaxially stretched polypropylene or polyethylene.
  • polyolefin films polypropylene and polyethylene films
  • polyester films as the carrier material (TS).
  • Polymer-coated papers or nonwovens can also be used.
  • the separating layer has a layer thickness of 0.1 to 5.0 pm, preferably 0.2 to 2.5 pm, in particular 0.4 to 2.0 pm.
  • the separating layer In order to enable the releasability of the release liner from the PSA of an adhesive tape, the separating layer must have a low surface energy. Therefore, the release properties or the cohesion must be matched to the adhesive properties of the PSA of the adhesive tape.
  • the separating force serves as the central parameter that describes the detachment behavior. In order to achieve adequate adhesion of the release liner release layer during handling of the adhesive tape, release forces of at least 2 cN / cm are required. If the separating forces are lower, the liner may unintentionally detach during manufacture, storage and handling. On the other hand, however, to ensure that the release liner is easily detached from the PSA, the release force must not be too high.
  • the separating layer has a separating force of 2 to 80 cN / cm, preferably of 2 to 60 cN / cm, in particular of 2 to 50 cN / cm, the separating force on a PE carrier plate by a Tensile test (machine speed 300 mm / min, pull-off angle 90 °, reference adhesive tape tesa® 7475) is determined.
  • the separation force is determined as described in the example section.
  • the separating layer of the release liner according to the invention preferably has a low coefficient of friction.
  • a particularly preferred embodiment of the second subject of the invention is therefore characterized in that the separating layer has a static coefficient of friction of 0.19 to 0.15, determined in accordance with DIN EN ISO 8295: 2004.
  • the previously mentioned low static friction coefficients allow a pleasant application, even if this is carried out frequently and / or at high speed, of an adhesive tape covered with the release liner according to the invention on a substrate.
  • Another object of the present invention is a composite of an adhesive tape containing at least one PSA and at least one release liner according to the invention, the adhesive tape being covered on one or both sides with the release liner.
  • adhesive tape encompasses all flat structures such as foils or foil sections which are expanded in two dimensions, tapes with extended length and limited width, tape sections, labels, die cuts and the like.
  • the adhesive tape according to the invention can be designed to be strapless or with at least one carrier material. If a backing material is present, it can be provided with the PSA on one or preferably both sides or consist of it.
  • the carrier material comprises all flat structures, for example foils or foil sections extended in two dimensions, tapes with extended length and limited width, tape sections, die cuts (for example in the form of borders or boundaries of an (opto) electronic arrangement), multilayer arrangements and the like.
  • substrates such as foils, fabrics, nonwovens and papers can be combined with the adhesives for different applications.
  • paper, polymer films, film composites or films or film composites provided with organic and / or inorganic layers are preferably used as the carrier material of the adhesive tape.
  • Such films / film composites can consist of all common plastics used for film production; Examples include: polyethylene, polypropylene - in particular the oriented polypropylene (OPP) produced by mono- or biaxial stretching, cyclic olefin copolymers (COC), polyvinyl chloride (PVC), polyester - in particular polyethylene terephthalate (PET) and polyethylene naphthalate (PEN), ethylene vinyl alcohol (EVOH), polyvinylidene chloride (PVDC), polyvinylidene fluoride (PVDF), polyacrylonitrile (PAN), polycarbonate (PC), polyamide (PA), polyether sulfone (PES) or polyimide (PI).
  • OPP oriented polypropylene
  • PVDC polyvinyl chloride
  • PET polyethylene terephthalate
  • PEN
  • the carrier can also be combined with organic or inorganic coatings or layers. This can be done using conventional methods such as painting, printing, vapor deposition, sputtering, co-extrusion or lamination. Examples include oxides or nitrides of silicon and aluminum, indium tin oxide (ITO) or sol-gel coatings.
  • organic or inorganic coatings or layers This can be done using conventional methods such as painting, printing, vapor deposition, sputtering, co-extrusion or lamination. Examples include oxides or nitrides of silicon and aluminum, indium tin oxide (ITO) or sol-gel coatings.
  • ITO indium tin oxide
  • a pressure-sensitive adhesive is present in the adhesive tape as an adhesive, so that there is a single-sided adhesive tape in which the coating acts as a release agent.
  • Pressure-sensitive adhesives are adhesives that allow a permanent bond with the primer even under relatively weak pressure and can be removed from the primer after use, essentially without residue.
  • Pressure-sensitive adhesives have a permanent pressure-sensitive adhesive at room temperature, that is to say they have a sufficiently low viscosity and high tack, so that they wet the surface of the adhesive base in question even with slight pressure.
  • the adhesiveness of the adhesives is based on their adhesive properties and the releasability on their cohesive properties.
  • Various connections can be used as the basis for PSAs. The following may be mentioned as examples of PSAs as being advantageous in the sense of this invention: acrylate, silicone, natural rubber, synthetic rubber,
  • elastomer block made of unsaturated or hydrogenated polydiene blocks (polybutadiene, polyisoprene, copolymers of both and other elastomer blocks known to the person skilled in the art) and further pressure-sensitive adhesive compositions which are known to the person skilled in the art, for which in particular silicone-containing release coatings can be used.
  • pressure-sensitive adhesives based on acrylate are mentioned, then pressure-sensitive adhesives based on methacrylates and based on acrylates and methacrylates are included without explicit mention, unless expressly described otherwise.
  • the carrier of the adhesive tape is coated on one side with the preferred pressure sensitive adhesive from solution or dispersion or 100% (for example melt) or by coextrusion. Alternatively, coating by transfer of an adhesive layer by lamination is possible.
  • the adhesive layer (s) can be cross-linked by heat or high-energy radiation.
  • the self-adhesive used can preferably be mixed with one or more additives such as tackifiers (resins), plasticizers, fillers, pigments, UV absorbers, light stabilizers, anti-aging agents, crosslinking agents, crosslinking promoters or elastomers.
  • additives such as tackifiers (resins), plasticizers, fillers, pigments, UV absorbers, light stabilizers, anti-aging agents, crosslinking agents, crosslinking promoters or elastomers.
  • the amount of the adhesive layer is preferably 10 to 120 g / m 2 , preferably 25 to 100 g / m 2 (what is meant is the amount after a possible removal of water or solvent; the numerical values also correspond approximately to the thickness in pm).
  • a physical pretreatment of the carrier side to be coated with PSA is advantageous in order to improve the adhesion, for example by flame, plasma or Corona treatment.
  • a primer layer in particular solvent-free, for example by coextrusion, can be applied to the carrier before the pressure-sensitive adhesive layer is applied, so that a primer layer is located between the carrier layer and a pressure-sensitive adhesive layer.
  • the known dispersion and solvent systems can be used as primers, for example based on isoprene- or butadiene-containing rubbers and / or cyclo-rubbers. Isocyanates or epoxy resins as additives improve the adhesion and in some cases also increase the shear strength of the pressure sensitive adhesive. Physical surface treatments such as flame treatment, corona or plasma or coextrusion layers are also suitable for improving the adhesion.
  • the PSA in the composite according to the invention has an adhesive strength depression (KKD) of 0 to 40%, preferably 0 to 35%, in particular 0 to 30%, the adhesive strength depression (KKD) a steel surface against a reference sample by a tensile test (machine speed 300 mm / min, pull angle 180 °) using the following formula is determined.
  • KKD adhesive strength depression
  • the reference sample is a PSA which, prior to determining the adhesive strength by means of a tensile test, was not in contact with the release coating of the release liner according to the invention.
  • the present invention relates to a
  • Release coating composition in particular for finishing a release liner, containing:
  • At least one branched polydimethylsiloxane which at least two structural units (R 1 R 2 R 3 SIOI / 2), at least one structural unit (R 4 SiC> 3/2), at least one structural unit (R 5 R 6 SiC> 2/2) and optionally contains at least one structural unit (S1O4 / 2), in which the radical R 1 is an alkenyl group and the radicals R 2 to R 6 are an alkyl group or an alkenyl group,
  • the present invention relates to a
  • the present invention relates to a
  • the present invention relates to a
  • Release coating composition according to one of the preceding embodiments, characterized in that a 30% by weight solution of the organopolysiloxane b) in toluene has a viscosity at 25 ° C. of 10,000 to 80,000 mPa * s, in particular of 22,000 to 26,000 mPa * s.
  • the present invention relates to a
  • Release coating composition according to one of the preceding embodiments, characterized in that the proportion of component b) in the total amount of components a) and b) is at least 5% by weight, preferably at least 10% by weight, in particular at least 20% by weight, is.
  • the present invention relates to a
  • Release coating composition according to one of the preceding embodiments, characterized in that the composition comprises component a) in a total amount of 30 to 78 parts by weight, component b) in a total amount of 20 to 68 parts by weight and component c) in a total amount of 2 to 1 1 part by weight, based on the sum of components a), b) and c) of 100 parts by weight.
  • the present invention relates to a
  • Release coating composition according to one of the preceding embodiments, characterized in that the catalyst is selected from platinum or rhodium catalysts and preferably in a total amount of 40 to 500 ppm, calculated as platinum or rhodium metal and based on the sum of components a), b) and c) of 100 parts by weight is used.
  • the catalyst is selected from platinum or rhodium catalysts and preferably in a total amount of 40 to 500 ppm, calculated as platinum or rhodium metal and based on the sum of components a), b) and c) of 100 parts by weight is used.
  • the present invention relates to a
  • the composition additionally contains a silicone resin (component e)) with a weight-average molecular weight M w of 500 to 40,000 g / mol, wherein the silicone resin comprises at least one structural unit (R 7 R 8 R 9 SiOi / 2), (R 7 SiC> 3/2) or (R 7 R 8 SiC> 2/2), wherein at least one of the radicals R 7 , R 8 or R 9 represents an alkenyl group, the weight-average molecular weight M w being determined by gel permeation chromatography in toluene at 23 ° C. and a flow rate of 1.0 ml / min using a modified styrene-divinylbenzene copolymer network as the column material and polydimethylsiloxane as the internal standard becomes.
  • a silicone resin component e
  • the silicone resin comprises at least one structural unit (R 7 R 8 R 9 SiOi / 2), (R 7 SiC> 3/2) or (R 7 R 8 SiC>
  • the present invention relates to a release coating composition according to one of the preceding embodiments, characterized in that the composition comprises the silicone resin (component e)) in a total amount of 8 to 80 parts by weight, based on the sum of components a), b), c) and e) of 100 parts by weight.
  • the present invention relates to a release liner containing a crosslinked release coating composition according to at least one of the preceding embodiments as a release layer.
  • the present invention relates to a release liner according to embodiment 10, characterized in that the separating layer has a layer thickness of 0.1 to 5.0 pm, preferably 0.2 to 2.5 pm, in particular 0.4 to 2 , 0 pm.
  • the present invention relates to a release liner according to one of embodiment 10 or 11, characterized in that the separating layer has a separating force (machine speed 300 mm / min, take-off angle 90 °; reference adhesive tape: tesa® 7475) from 2 to 80 cN / cm, preferably from 2 to 60 cN / cm, in particular from 2 to 50 cN / cm.
  • a separating force machine speed 300 mm / min, take-off angle 90 °; reference adhesive tape: tesa® 7475
  • the present invention relates to a release liner according to one of the embodiments 10 to 12, characterized in that the separating layer has a static friction coefficient of 0.19 to 0.15, determined according to DIN EN ISO 8295: 2004.
  • the present invention relates to a composite of an adhesive tape containing at least one PSA and at least one release liner according to one of the embodiments 10 to 13, the adhesive tape being covered on one or both sides with the release liner.
  • the present invention relates to a composite according to embodiment 14, characterized in that the PSA has an adhesive strength depression (KKD) of 0 to 40%, preferably 0 to 35%, in particular 0 to 30%, the Adhesive force depression (KKD) on a steel surface compared to a reference sample by means of a tensile test (machine speed 300 mm / min, peel angle 180 °) using the following formula
  • Release liners were produced on a polypropylene substrate by applying the release coating compositions specified below via a laboratory coating system.
  • the coating weight was 1.0 g / m 2 .
  • the separation systems were crosslinked in a forced air oven at 120 ° C. for 30 s.
  • the release liners produced in this way were examined with regard to their surface friction, the adhesive force depression and the separating force (tesa® 7475).
  • the tesa® 7475 test tape is a 40 ⁇ m thick PVC carrier that is coated with 95 g / m 2 of a resin-modified acrylate PSA.
  • a tensile testing machine BZ2.5 / TN1 S, from Zwick
  • the samples coated with the separation system were evaluated in a direct comparison by five test subjects.
  • the basis for the evaluation is the feeling on the skin when the liner coated with the separating system is touched by hand under greater pressure - in other words the usual methods for applying pressure-sensitive adhesives known to the person skilled in the art.
  • the rating scale goes from 1 to 10, with a higher score meaning a more pleasant feeling on the skin.
  • Each test person should rate the sample with the most pleasant skin feeling with 10 and the one with the most unpleasant skin feeling with 1. All other samples are evaluated relative to these according to the respective skin feel. For the evaluation, the average of the ratings of the various test subjects was calculated.
  • the static coefficient of friction was determined using a friction value tester in accordance with DIN EN ISO 8295: 2004. For this purpose, three horizontal strips with a width of 6.5 cm were cut from the release liner for each release liner produced and stored for 2 hours in an air-conditioned measuring room at 23 ° C. and 50% relative atmospheric humidity. Each sample was then wrapped around the square part of the test device and fixed with the tesa® 7475 adhesive tape. The static coefficient of friction was measured at a speed of 100 mm / min, the coefficient of friction being determined at least twice for each sample and the mean value being formed therefrom.
  • the weight-average molecular weights (M w ) of the silicone resins used can be determined by means of GPC. The following settings were made for the determination used: eluent toluene; Measuring temperature 23 ° C; Guard column PSS-SDV, 5 pm, 10 2 A (10 nm), ID 8.0 mm x 50 mm; Separation: columns PSS-SDV, 5 pm, 10 2 A (10 nm), as well as 10 3 A (100 nm), and 10 6 A (10 5 nm), each with ID 8.0 mm x 300 mm; Sample concentration 3 g / l, flow rate 1.0 ml per minute; Polydimethylsiloxane standards (14-point calibration in the Mp ea range from 400 to 2,300,000 g / mol).
  • Syl-Off SL 100 Branched polydimethylsiloxane with (Me2SiC> 2/2) -, (MeSi03 / 2) - and
  • Polydimethylsiloxane and linear, terminally and chain-linked vinyl-functionalized polydimethylsiloxane in toluene (30% by weight silicone solids content, viscosity at 25 ° C. 24,000 mPa * s)
  • silicone system which comprises a solvent-free, branched PDMS-based release base polymer (component a) - Syl-Off SL 100), an Si-H crosslinker (component c) - Syl-Off 7672) and a platinum - Catalyst (component d) - Syl-Off 4000) contains.
  • component b) - Syl-Off SB 7458 Different proportions of solvent-containing, linear, vinyl-functionalized polydimethylsiloxane (component b) - Syl-Off SB 7458) were added to this system (see Table 1) and the resulting mixtures were homogenized.
  • silicone system which comprises a solvent-free, branched, PDMS-based release base polymer (component a) - Syl-Off SL 100), an Si-H crosslinker (component c) - Syl-Off 7672) and one Platinum catalyst (component d) - Syl-Off 4000) contains.
  • a solvent-free, branched, PDMS-based release base polymer component a) - Syl-Off SL 100
  • Si-H crosslinker component c
  • 7672 Si-H crosslinker
  • Platinum catalyst Component d
  • the results listed in Table 2 show that the release value of the release liners can be increased by adding the silicone resin, but without negatively affecting the low coefficient of friction and the low adhesive force depression.
  • the release value of the release layer composition according to the invention can thus be adapted to the particular application by adding silicone resins, but without adversely affecting the high smoothness and low adhesive strength depression achieved by the addition of the linear, long-chain vinyl-functionalized polydimethylsiloxane.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Adhesive Tapes (AREA)

Abstract

La présente invention concerne des compositions de silicone à réticulation par addition qui contiennent au moins un polydiméthylsiloxane à fonction alcényle linéaire et qui présentent un coefficient de friction réduit ainsi qu'un transfert de silicone limité. La présente invention concerne en outre une pellicule de protection qui contient la composition de silicone réticulée. Pour finir, la présente invention concerne un composite constitué d'un ruban adhésif, contenant au moins une masse auto-adhésive, ainsi qu'une pellicule de protection selon l'invention, le ruban adhésif étant recouvert de la pellicule protectrice selon l'invention sur une face ou sur deux faces.
EP19786323.6A 2018-10-15 2019-10-08 Composition pour un revêtement détachable qui présente un faible coefficient de friction et un transfert de silicone limité Pending EP3867322A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102018217567.5A DE102018217567A1 (de) 2018-10-15 2018-10-15 Zusammensetzung für eine Trennbeschichtung, welche einen niedrigen Reibungskoeffizienten und einen geringen Silikonübertrag aufweist
PCT/EP2019/077266 WO2020078780A1 (fr) 2018-10-15 2019-10-08 Composition pour un revêtement détachable qui présente un faible coefficient de friction et un transfert de silicone limité

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EP3867322A1 true EP3867322A1 (fr) 2021-08-25

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4576999A (en) 1982-05-06 1986-03-18 General Electric Company Ultraviolet radiation-curable silicone release compositions with epoxy and/or acrylic functionality
DE3426087C1 (de) 1984-07-14 1986-03-06 Th. Goldschmidt Ag, 4300 Essen acrylsaeureestermodifizierte Organopolysiloxangemische,deren Herstellung und Verwendung als abhaesive Beschichtungsmassen
US4641825A (en) 1985-05-22 1987-02-10 Harris Graphics Corporation Collator with moveable stitcher over saddle conveyor system
US4725630A (en) 1987-06-01 1988-02-16 Wacker Silicones Corporation α, β-unsaturated carbonyl-functional silicone compositions
DE3820294C1 (fr) 1988-06-15 1989-10-05 Th. Goldschmidt Ag, 4300 Essen, De
US5468815A (en) 1994-01-12 1995-11-21 Minnesota Mining And Manufacturing Low coefficient of friction silicone release formulations incorporating higher alkenyl-functional silicone gums
JP3500307B2 (ja) 1998-06-29 2004-02-23 ソニーケミカル株式会社 両面粘着テープ
GB9917372D0 (en) 1999-07-23 1999-09-22 Dow Corning Silicone release coating compositions
US6569914B2 (en) 2001-04-27 2003-05-27 Wacker Silicones Corporation Additive for modifying the coefficient of friction of silicone release coatings and having low extractable silicone
DE102008002364A1 (de) * 2008-06-11 2009-12-17 Wacker Chemie Ag Ru-Solfoxid-Komplexe, deren Herstellung und Verwendung
US20110143134A1 (en) 2008-08-19 2011-06-16 3M Innovative Properties Company Release materials
JP6864114B2 (ja) * 2016-12-23 2021-04-21 ダウ （シャンハイ） ホールディング カンパニー リミテッド ポリオルガノシロキサン剥離コーティングならびにその調製および使用方法

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DE102018217567A1 (de) 2020-04-16

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