Polysiloxane-controlled release additive, method of manufacturing the same, and release coating composition

Abstract

Polysiloxane is prepared by the hydrosilylation reaction of a polyorganosilicate resin and a SiH-terminated polydioganosiloxane. Polysiloxane acts as a controlled release additive when formulated into a release coating composition. The release coating composition can be coated and cured on the surface of a substrate to form a release liner.

Description

Technology Field

[0001] Cross-reference with related applications

[0002] This application claims the benefit of U.S. Provisional Application No. 62 / 848822 filed May 16, 2019, under 35 USC §119 (e). U.S. Provisional Application No. 62 / 84882 is incorporated herein by reference.

[0003] Technology field

[0004] Polysiloxane is useful as a controlled release additive for release coating compositions. A release coating composition containing polysiloxane can be coated and cured on a substrate to form a release liner having improved properties. Background Technology

[0005] Silicone release coating compositions can be used to form release liners from which adhesives can be removed. For example, silicone release coating compositions can be used to provide release liners for laminating pressure-sensitive adhesives (e.g., labels or tapes) by coating various substrates such as paper or plastic. Many silicone release coating compositions are hydrosilylation reaction curable.

[0006] Conventional release liners can be formed by the hydrosilylation reaction of a release coating composition containing polyorganosiloxanes and polyorganohydrogensiloxanes having aliphatic unsaturated hydrocarbon groups in the presence of a hydrosilylation reaction catalyst. However, the release force of conventional release liners is often undesirably low. For example, in hand peel applications, low release force often leads to undesirable distribution of the label.

[0007] A polysiloxane and a method for manufacturing the same are disclosed. The polysiloxane is useful as a controlled release additive. A release coating composition containing the polysiloxane is useful for forming a release liner. The release liner comprises a release coating produced by curing the release coating composition on the surface of a substrate. Specific details for implementing the invention

[0008] polysiloxane

[0009] Polysiloxane is M, Q, M U , and D L It contains siloxane units. In polysiloxane,

[0010] M is the chemical formula Represents the unit of, and

[0011] Q is the chemical formula Represents the unit of, and

[0012] M U is the chemical formula Represents the unit of, and

[0013] D L is the chemical formula It represents the unit of. The polysiloxane may optionally additionally include D units and / or silanol functional units.

[0014] D is the chemical formula It represents the unit of. The silanol functional unit is M OH and / or T OH It can be a unit.

[0015] M OH is the chemical formula Represents the unit of, and

[0016] T OH is the chemical formula Represents the units of. Alternatively, polysiloxane is, optionally M OH and / or T OH M, Q, M containing siloxane units U , D LIt can essentially be composed of , and D units. Alternatively, the polysiloxane is optionally M OH and / or T OH M, Q, M containing siloxane units U , D L It consists of , and D units. The polysiloxane is sufficient M to provide a silanol content of 1.7% or less, alternatively 0.3% to 1.7% to the polysiloxane. OH and T OH It can have units.

[0017] In the above units, each R M is an independently selected monovalent hydrocarbon group of 1 to 30 carbon atoms, lacking aliphatic unsaturation. Alternatively, each R M It can have 1 to 12 carbon atoms, or alternatively 1 to 6 carbon atoms. R M Suitable monovalent hydrocarbon groups are alkyl groups, e.g., methyl, ethyl, propyl (e.g., iso-propyl and / or n-propyl), butyl (e.g., isobutyl, n-butyl, tert-butyl and / or sec-butyl), pentyl (e.g., isopentyl, neopentyl and / or tert-pentyl), hexyl, heptyl, octyl, nonyl and decyl, and branched alkyl groups of six or more carbon atoms, cyclopentyl and cyclohexyl; aryl groups, e.g., phenyl, tolyl, xylyl, and naphthyl; and aralkyl groups, e.g., benzyl and phenethyl. Alternatively, each R M It can be an alkyl or aryl. Alternatively, each R M It can be alkyl. Alternatively, each R M It can be methyl.

[0018] Each R U is an independently selected monovalent aliphatic unsaturated hydrocarbon group of 2 to 30 carbon atoms. Alternatively, R UIt may have 2 to 12 carbon atoms, or alternatively 2 to 6 carbon atoms. Suitable monovalent aliphatic unsaturated hydrocarbon groups include alkenyl groups and alkynyl groups. "Alkenyl" means a branched or unbranched monovalent hydrocarbon group having one or more carbon-carbon double bonds. Suitable alkenyl groups are exemplified by vinyl; allyl; propphenyl (e.g., isopropphenyl and / or n-propphenyl); and butenyl, pentenyl, hexenyl and heptenyl (including branched and linear isomers of 4 to 7 carbon atoms); and cyclohexenyl. "Alkynyl" means a branched or unbranched monovalent hydrocarbon group having one or more carbon-carbon triple bonds. Suitable alkynyl groups are exemplified by ethinyl, propynyl, and butynyl (including branched and linear isomers of 2 to 4 carbon atoms). Alternatively, each R U It can be an alkenyl, such as vinyl, allyl, or hexenyl.

[0019] Each R D is an independently selected divalent hydrocarbon group of 2 to 30 carbon atoms. Alternatively, each R D It can have 2 to 18 carbon atoms, alternatively 2 to 12 carbon atoms, and alternatively 2 or 6 carbon atoms. R D Suitable divalent hydrocarbon groups are alkylene groups, e.g., -(CH3)CH-, -CH2-CH2-(ethylene), propylene (including isopropylene and n-propylene), and butylene (including n-butylene, t-butylene, and isobutylene); and pentylene, hexylene, heptylene, octylene (including branched and linear isomers of 5 to 8 carbon atoms); arylene groups, e.g., phenylene, e.g., ortho-phenylene; and alkalalkylene groups, e.g. or It is exemplified by.

[0020] Alternatively, each divalent hydrocarbon group may be ethylene, propylene, butylene, or hexylene. Alternatively, each divalent hydrocarbon group may be ethylene or propylene.

[0021] Polysiloxane has the unit chemical formula M a Q b M U c D L d D e M OH q T OH r Includes, and in the above formula, M, Q, M U , D L , D, M OH , and T OH As previously described, the subscript a is 30 or more, the subscript b is 40 or more, the subscript c is 1 or more, the subscript d is 1 or more, the quantity (c + d) is 1 or more, the subscript e is 0 to 20, the subscript q is 0 or more, and the subscript r is 0 or more, provided that the quantity (q + r) is sufficient to provide a silanol content of 0 to 1.7%, alternatively 0.3% to 1.7% in the polysiloxane. Alternatively, the subscript a may be 30 to 90, alternatively 35 to 90, and alternatively 40 to 90. Alternatively, the subscript b may be 40 to 120, and alternatively 50 to 120. Alternatively, the quantity (c + d) may be 1 to 8, or alternatively 3 to 16. Alternatively, the subscript e may be 2 to 20, or alternatively 2 to 18. Alternatively, the polysiloxane is the unit formula M a Q b M U c D L d D e M OH q T OH rIt is essentially composed of, and alternatively, polysiloxane is unit chemical formula M a Q b M U c D L d D e M OH q T OH r It consists of.

[0022] Method for manufacturing polysiloxane:

[0023] The aforementioned polysiloxane can be manufactured by a method comprising the following steps:

[0024] 1)

[0025] i) Unit chemical formula R M 3SiO 1 / 2 ) f (SiO 4 / 2 ) g (R U R M 2SiO 1 / 2 ) h A polyorganosilicate resin comprising (wherein the above formula, the subscript f is 30 or more, the subscript g is 40 or more, and h is 1 or more);

[0026] ii) Chemical formula As a SiH-terminated polydioganosiloxane (wherein the above formula, the subscript i has a value such that 0 ≤ i ≤ 20),

[0027] The SiH-terminated polydioganosiloxane, wherein material ii) and material i) are present in an amount sufficient to provide a molar ratio of SiH groups to silicon-bonded aliphatic unsaturated hydrocarbon groups (SiH:Vi ratio) of 0.2:1 to 0.7:1;

[0028] iii) hydrosilylation reaction catalyst; and

[0029] Optionally, iv) a step of combining the materials containing a solvent. The materials may be combined by any convenient means, such as mixing. To facilitate mixing, one or more materials, for example, i) a polyorganosilicate resin, iii) a hydrosilylation reaction catalyst, or both, may be dissolved in iv) the solvent. After combining materials i), iii), and iv), and heating, for example, at 25°C to 150°C, material ii) may be added, for example, by a metering device to control the exothermic reaction.

[0030] Material i) Polyorganosilicate resin

[0031] The polyorganosilicate resin used as material i) in the aforementioned method for manufacturing polysiloxane has the unit chemical formula: M f Q g M U h Includes, wherein in the above formula, M, Q, and M U The units are as described above, the subscript f is 30 or more, the subscript g is 40 or more, and the subscript h is 1 or more. Alternatively, the subscript f may be 30 to 45, alternatively 35 to 45, alternatively 35 to 40, and alternatively 40 to 45. Alternatively, the subscript g may be 40 to 60, alternatively 50 to 60, and alternatively 55 to 60. Alternatively, the subscript h may be 1 to 11, alternatively 1 to 8, alternatively 3 to 8, and alternatively 4 to 6. The polyorganosilicate resin is M in an amount sufficient to provide 2% or less, alternatively 1.7% or less, alternatively 1.3% or less, and alternatively 0.3% to 1.7% of silanol groups. OH and / or T OH Units may be additionally included, where M OH and T OHThe units are as described above. The concentration of silanol groups present in polyorganosiloxane can be determined using FTIR spectroscopy according to ASTM standard E-168-16. Polyorganosilicate resins suitable for use as test material i) and methods for manufacturing the same are known in the art, for example, in U.S. Patent No. 9,732,191. Polyorganosilicate resins suitable for test material i) are available for purchase, such as DOWSIL™ 6-3444 INT from Dow Silicones Corporation, Midland, Michigan, USA.

[0032] Sample material ii) SiH-terminated polydioganosiloxane

[0033] The chemical formula for material ii) is:

[0034] having, and in the above formula, R M...is as described above, and the subscript i is 0 to 20, alternatively 0 to 18, and alternatively 2 to 18. Examples of suitable SiH-terminated polydioganosiloxanes include SiH-terminated polydimethylsiloxane, SiH-terminated poly(dimethyl / methylphenyl)siloxane, SiH-terminated polymethylphenylsiloxane, and combinations thereof. SiH-terminated polydioganosiloxanes are commercially available, for example, hydride-terminated polydimethylsiloxanes, e.g. DMS-H03 and DMS-H05, are available for purchase from Gelest Inc., Morrisville, Pennsylvania, USA. SiH-terminated polymethylphenylsiloxanes, e.g. PMS-H03, are also available for purchase from Gelest. 1,1,3,3-tetramethyldisiloxane is available from Dow Silicons Corporation as a Dowsil™ 3-7010 intermediate. Dowsil™ Q2-5057S is a SiH-terminated polydimethylsiloxane also available from Dow Silicons Corporation. Materials i) and ii) may be present in sufficient amounts to provide a SiH:Vi ratio of 0.2:1 to 0.7:1, or alternatively 0.2:1 to 0.5:1.

[0035] Materials iii) Hydrosilylation reaction catalyst

[0036] Hydrosilylation reaction catalysts are known in the art and are available for purchase. Hydrosilylation reaction catalysts include platinum group metal catalysts. Such hydrosilylation reaction catalysts may be metals selected from platinum, rhodium, ruthenium, palladium, osmium, and iridium; Alternatively, the hydrosilylation reaction catalyst may be a compound of such metal, for example, chloridotris(triphenylphosphane)rhodium(I) (Wilkinson's Catalyst), rhodium diphosphine chelate, for example, [1,2-bis(diphenylphosphino)ethane]dichlorodirodium or [1,2-bis(diethylphosphino)ethane]dichlorodirodium, chloroplatinic acid (Speier's Catalyst), chloroplatinic acid hexahydrate, platinum dichloride, and a complex of said compounds with a low molecular weight organopolysiloxane, or a platinum compound microencapsulated within a matrix or core-shell type structure. Complexes of platinum with low molecular weight organopolysiloxanes include 1,3-diethenyl-1,1,3,3-tetramethyldisiloxane complexes with platinum (Karstedt's Catalyst). Such complexes may be microencapsulated within a resin matrix. Alternatively, a hydrosilylation reaction catalyst may include 1,3-diethenyl-1,1,3,3-tetramethyldisiloxane complexes with platinum. Exemplary hydrosilylation reaction catalysts are U.S. Patents No. 3,159,601; No. 3,220,972; No. 3,296,291; No. 3,419,593; No. 3,516,946; No. 3,814,730; No. 3,989,668; No. 4,784,879; Microencapsulated hydrosilylation reaction catalysts and methods for producing the same are known in the art as exemplified in U.S. Patents No. 4,766,176 and No. 5,017,654.Hydrosilylation reaction catalysts are available for purchase, for example, SYL-OFF™ 4000 catalyst and SYL-OFF™ 2700 are available from Dow Silicons Corporation.

[0037] The amount of hydrosilylation reaction catalyst used in the present invention will be determined by various factors including the selection of material i) and material ii), the respective content of silicon-bonded hydrogen atoms and aliphatic unsaturated groups of these materials, and the content of platinum group metal in the catalyst selected as material iii), but the amount of hydrosilylation reaction catalyst is sufficient to catalyze the hydrosilylation reaction of SiH and aliphatic unsaturated groups, or alternatively, the amount of catalyst is sufficient to provide 1 ppm to 1000 ppm based on the total weight of material i), material ii), and material iii); alternatively, 1 ppm to 100 ppm of platinum group metal based on the same basis.

[0038] Materials iv) Solvent

[0039] Material iv) is a solvent. Suitable solvents include organic liquids exemplified but not limited to aromatic hydrocarbons, aliphatic hydrocarbons, alcohols, aldehydes, ketones, amines, esters, ethers, glycols, glycol ethers, alkyl halides, and aromatic halides. Hydrocarbons include benzene, toluene, xylene, hexane, heptane, octane, isododecane, isohexadecane, isopar L (C11-C13), isopar H (C11-C12), and hydrogenated polydecene. Suitable alcohols include but are not limited to methanol, ethanol, isopropanol, butanol, or n-propanol. Suitable ketones include but are not limited to acetone, methyl ethyl ketone, or methyl isobutyl ketone. Ethers and esters include isodecyl neopentanoate, neopentyl glycol heptanoate, glycol distearate, dicaprylyl carbonate, diethylhexyl carbonate, propylene glycol n-propyl ether, propylene glycol n-butyl ether, ethyl-3 ethoxypropionate, propylene glycol methyl ether acetate, tridecyl neopentanoate, propylene glycol methyl ether acetate (PGMEA), propylene glycol methyl ether (PGME), dipropylene glycol methyl ether, or ethylene glycol n-butyl ether, octyldodecyl neopentanoate, diisobutyl adipate, diisopropyl adipate, propylene glycol dicaprylate / dicaprate, octyl ether, and octyl palmitate. Alternatively, the solvent may be selected from polyalkylsiloxane, alcohol, ketone, glycol ether, tetrahydrofuran, mineral spirit, naphtha, tetrahydrofuran, mineral spirit, naphtha, or a combination thereof.Polyalkylsiloxanes having a suitable vapor pressure may be used as solvents, and include hexamethyldisiloxane, octamethyltrisiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, hexadecamethylheptasiloxane, heptamethyl-3-{(trimethylsilyl)oxy)}trisiloxane, hexamethyl-3,3, bis{(trimethylsilyl)oxy}trisiloxane, pentamethyl{(trimethylsilyl)oxy}cyclotrisiloxane, and combinations thereof. Low molecular weight polyalkylsiloxanes, for example, 0.5 to 1.5 cSt polydimethylsiloxanes, are known in the art and are available as Dowsil™ 200 Fluids and Dowsil™ OS Fluids, which are available from Dow Silicons Corporation.

[0040] The amount of solvent will depend on various factors including the type of solvent selected and the amount and type of other source material selected. However, the amount of solvent may be 0% to 99%, alternatively 0% to 98%, alternatively 0% to 70%, and alternatively 2% to 50% based on the weight of all source materials used in the method for manufacturing polysiloxane. The solvent may be added during the manufacture of polysiloxane, for example, to aid in mixing and delivery. Certain source materials, such as i) polyorganosilicate resins and / or iii) hydrosilylation reaction catalysts, may be delivered in the solvent.

[0041] Release coating composition

[0042] The aforementioned polysiloxane is useful for release coating compositions. The release coating composition

[0043] (A) The aforementioned polysiloxane;

[0044] (B) Polyorganohydrogensiloxane having two or more silicon-bonded hydrogen atoms per molecule;

[0045] (C) Hydrosilylation reaction catalyst; and

[0046] (D) Includes polyorganosiloxane having two or more silicon-bonded aliphatic unsaturated groups per molecule.

[0047] The release coating composition may optionally include one or more additional materials. The additional materials may be selected from the group consisting of (E) a solvent, (F) a hydrosilylation reaction inhibitor, (G) an anchorage additive, (H) an anti-mist additive, and (I) two or more of (E), (F), (G), and (H).

[0048] Poetry materials (B)

[0049] The source material (B) in the release coating composition is a polyorganohydrogensiloxane having an average of at least two silicon-bonded hydrogen atoms per molecule. Alternatively, the polyorganohydrogensiloxane may have at least three silicon-bonded hydrogen atoms per molecule. The silicon-bonded hydrogen atoms may be at terminal positions, pendant positions, or both terminal and pendant positions within the polyorganohydrogensiloxane. The polyorganohydrogensiloxane may include any of the following siloxy units containing silicon-bonded hydrogen atoms, optionally in combination with any siloxy units not containing silicon-bonded hydrogen atoms: (R 5 2HSiO 1 / 2 ), (R 5 H2SiO 1 / 2 ), (H3SiO 1 / 2 ), (R 5 HSiO 2 / 2 ), (H2SiO 2 / 2 ), and / or (HSiO 3 / 2 )(here, R 5 is independently a monovalent hydrocarbon group or a monovalent halogenated hydrocarbon group).

[0050] Each R 5is a monovalent hydrocarbon group or a monovalent halogenated hydrocarbon group independently selected as described above, and may be linear, branched, cyclic, or a combination thereof. Cyclic hydrocarbon groups include aryl groups as well as saturated or non-conjugated cyclic groups. Aryl groups may be monocyclic or polycyclic. Linear and branched hydrocarbon groups may be independently saturated or unsaturated. Suitable monovalent hydrocarbon groups are R M and R U As described above, it can be exemplified by alkyl, alkenyl, alkynyl, aryl, and aralkyl groups. Suitable monovalent halogenated hydrocarbon groups are exemplified by alkyl halogenated groups, for example, 3-chloropropyl, 2-bromoethyl, fluoromethyl, 2-fluoropropyl, and 3,3,3-trifluoropropyl, 4,4,4-trifluorobutyl, 4,4,4,3,3-pentafluorobutyl, 5,5,5,4,4,3,3-heptafluoropentyl, 6,6,6,5,5,4,4,3,3-nonafluorohexyl, and 8,8,8,7,7-pentafluorooctyl, 2,2-difluorocyclopropyl, 2,3-difluorocyclobutyl, 3,4-difluorocyclohexyl, and 3,4-difluoro-5-methylcycloheptyl, chloromethyl, 2-dichlorocyclopropyl, and 2,3-dichlorocyclopentyl. R 5 The aryl halide group for is exemplified by, but is not limited to, chlorobenzyl and fluorobenzyl. Alternatively, each R 5 It may be a monovalent hydrocarbon group selected independently.

[0051] Alternatively, polyorganohydrogensiloxane has the following average chemical formula:

[0052] (R 6 3SiO 1 / 2 ) hh (R 5 2SiO 2 / 2 ) ii (R 5 HSiO 2 / 2 ) jjIt can have, and in the above formula, each R 6 is independently hydrogen or R 5 and, each R 5 is as previously stated, and the subscript hh is 2 or more, the subscript ii is 0 or more, and the subscript jj is 2 or more. Alternatively, the subscript hh is 2 to 10, alternatively 2 to 8, and alternatively 2 to 6. Alternatively, the subscript ii is 0 to 1,000, alternatively 1 to 500, and alternatively 1 to 200. Alternatively, the subscript jj is 2 to 500, alternatively 2 to 200, and alternatively 2 to 100. Alternatively, each R 6 is R 5 am.

[0053] Alternatively, polyorganohydrogensiloxane is

[0054] (R 6 3SiO 1 / 2 ) hh (R 5 2SiO 2 / 2 ) ii (R 5 HSiO 2 / 2 ) jj (R 5 SiO 3 / 2 ) kk ,

[0055] (R 6 3SiO 1 / 2 ) hh (R 5 2SiO 2 / 2 ) ii (R 5 HSiO 2 / 2 ) jj (SiO 4 / 2 ) mm ,

[0056] (R 6 3SiO 1 / 2 ) hh (R 5 2SiO 2 / 2 ) ii (R 5 HSiO 2 / 2 ) jj (SiO4 / 2 ) mm (R 5 SiO 3 / 2 ) kk It may have an average chemical formula selected from , and a combination of two or more of these; wherein, in the above formula, each R 6 , R 5 , and subscripts hh, ii, and jj are as defined above, subscript kk is greater than or equal to 0, and subscript mm is greater than or equal to 0. Alternatively, 1 ≥ kk ≥ 0 and 1 ≥ mm ≥ 0.

[0057] Alternatively, polyorganohydrogensiloxanes can be linear and may contain pendant silicon-bonded hydrogen atoms. Such polyorganohydrogensiloxanes have the following average chemical formula:

[0058] (CH3)3SiO[(CH3)2SiO] ii [(CH3)HSiO] jj It may be a dimethyl, methyl-hydrogen polysiloxane having Si(CH3)3, and

[0059] In the above formula, the subscript ii and subscript jj are defined above.

[0060] Alternatively, polyorganohydrogensiloxanes can be linear and may contain terminal silicon-bonded hydrogen atoms. Polyorganohydrogensiloxanes have the following average chemical formula:

[0061] H(CH3)2SiO[(CH3)2SiO] ii It may be a SiH-terminated dimethyl polysiloxane having Si(CH3)2H, and

[0062] In the above formula, the subscript ii is as defined above. SiH-terminated dimethyl polysiloxane may be used alone or in combination with the dimethyl, methyl-hydrogen polysiloxane disclosed immediately prior. When a mixture is used, the relative amounts of each organohydrogen siloxane in the mixture may vary.

[0063] Alternatively, polyorganohydrogensiloxanes may contain both pendant and terminal silicon-bonded hydrogen atoms. Alternatively, polyorganohydrogensiloxanes are generally defined by the chemical formula (R 6 2SiO) nn (R 5 HSiO) oo It may include an alkyl hydrogen cyclosiloxane or an alkyl hydrogen dialkyl cyclosiloxane copolymer represented by, wherein R 6 and R 5 is as defined above, where the subscript nn is an integer from 0 to 7 and the subscript oo is an integer from 3 to 10. Specific examples of suitable organohydrogensiloxanes of this type include (OSiMeH)4, (OSiMeH)3(OSiMeC6H 13 ), (OSiMeH)2(OSiMeC6H 13 )2, and (OSiMeH)(OSiMeC6H 13 )3 is included, where Me represents methyl (-CH3).

[0064] Other examples of suitable polyorganohydrogensiloxanes are those having two or more SiH-containing cyclosiloxane rings within one molecule. Such organohydrogensiloxanes may be any organopolysiloxane having two or more cyclosiloxane rings and one or more silicon-bonded hydrogen (SiH) atoms on each siloxane ring. The cyclosiloxane rings may contain three or more siloxy units (i.e., the minimum unit required to form a siloxane ring) and may be any combination of monofunctional, difunctional, trifunctional, and / or tetrafunctional siloxy units forming a cyclic structure, provided that at least one of the cyclic siloxy units on each siloxane ring contains one SiH unit, which may be a monofunctional siloxy unit, a difunctional siloxy unit, and / or a trifunctional siloxy unit. These siloxy units, when the substituent other than hydrogen is methyl, for example, each (MeHSiO 1 / 2), (MeHSiO 2 / 2 ), and (HSiO 3 / 2 It can be displayed in units of the Annals.

[0065] Alternatively, the precursor material (B) may be a crosslinker having an average of at least 3 silicon-bonded hydrogen atoms per molecule, and the curable composition may be a release coating composition. The crosslinker may be present in the release coating composition in an amount sufficient to provide a molar ratio of silicon-bonded hydrogen atoms to aliphatic unsaturated groups (SiH:Vi ratio) of greater than 1:1 to 5:1, alternatively 1.2:1 to 2:1. The crosslinker has the following unit chemical formula (BI): (R 5 3SiO 1 / 2 )2(R 5 2SiO 2 / 2 ) pp (R 5 HSiO 2 / 2 ) qq It may be a polyorganohydrogensiloxane crosslinking agent, and in the above formula, R 5 As described above, the subscript pp is 0 or greater, the subscript qq is greater than 0, and the quantity (pp + qq) is 8 to 400. The subscripts pp and qq may have values ​​selected such that the polyorganohydrogensiloxane crosslinker has a viscosity of 5 to 1000 mPa·s at 25°C, or alternatively 10 to 350 mPa·s.

[0066] Polyorganohydrogensiloxanes having an average of 3 or more silicon-bonded hydrogen atoms per molecule for the sample material (B) are exemplified as follows:

[0067] B-1) Trimethylsiloxy-terminated poly(dimethyl / methylhydrogen)siloxane,

[0068] B-2) Trimethylsiloxy-terminated polymethylhydrogensiloxane,

[0069] B-3) Dimethylhydrogensiloxy-terminated poly(dimethyl / methylhydrogen)siloxane,

[0070] B-4) Dimethylhydrogensiloxy-terminated polymethylhydrogensiloxane, and

[0071] B-5) A combination of two or more of B-1) to B-4). The crosslinking agent may be a single polyorganohydrogensiloxane crosslinking agent, or a combination of two or more crosslinking agents having different characteristics selected from molecular weight, structure, siloxane unit, and sequence.

[0072] Alternatively, the source material (B) in the release coating composition may comprise a cluster-type functional polyorganohydrogensiloxane. The cluster-type functional polyorganohydrogensiloxane has the following unit chemical formula: (R 5 2HSiO 1 / 2 ) aa (R 5 HSiO 2 / 2 ) bb (R 5 2SiO 2 / 2 ) cc (R 5 SiO 3 / 2 ) dd (SiO 4 / 2 ) ee ((R 5 ff )O (3-ff) / 2 SiD 1 SiR 5 ff O (3-ff) / 2 ) gg .

[0073] In this unit chemical formula, R 5 is as previously stated, and each D 1 It independently represents a divalent hydrocarbon group of 2 to 18 carbon atoms. D 1 The divalent hydrocarbon group suitable for is R D It is exemplified by the aforementioned path.

[0074] In the above unit chemical formula, the subscript aa is 0 or more, the subscript bb is 0 or more, the quantity (aa + bb) is 4 or more, the subscript cc is greater than 0, the subscript dd is 0 or more, the subscript ee is 0 or more, the subscript ff is 0, 1, or 2, and the subscript gg is 2 or more. Alternatively, the quantity (aa + bb) may be 6 or more. Alternatively, the quantity (aa + bb) may be 8 or more. The term "clustered functional polyorganohydrogensiloxane" means that such compounds have a linear or branched siloxane backbone structure and silicon-bonded hydrogen atoms at the terminal and / or pendant positions of the clustered functional polyorganohydrogensiloxane are spatially close to each other. Cluster-type functional polyorganohydrogensiloxanes may have a total of four or more silicon-bonded hydrogen atoms per molecule, two or more of which are very close to each other, meaning they are "cluster-type".

[0075] Alternatively, cluster-type functional polyorganohydrogensiloxanes may have the following chemical formula:

[0076]

[0077] In the above equation, R 5 , and D 1...is as previously described. The subscript j is 0 to 2,000,000, and each subscript k is independently 1 to 12 (i.e., each ring has 4 to 15 silicon atoms). Alternatively, the subscript j is 5 to 500,000, alternatively 5 to 100,000, alternatively 5 to 50,000, alternatively 10 to 50,000, alternatively 10 to 10,000, alternatively 10 to 5,000, alternatively 20 to 2,000. Alternatively, the subscript k is 1 to 8, alternatively 1 to 6, alternatively 1 to 4, alternatively 1 to 2, and alternatively k is 1. Alternatively, B) cluster-type functional polyorganohydrogensiloxane is the chemical formula It can have, and in the above formula, R 5 , D 1 , and subscripts j and k are as described above.

[0078] The cluster-type functional polyorganohydrogensiloxane used in this specification is

[0079] a) a polyorganosiloxane having an average of two or more silicon-bonded aliphatic unsaturated groups per molecule; and

[0080] b) May be a hydrosilylation reaction product of materials comprising an organohydrogensiloxane having an average of 4 to 15 silicon atoms per molecule, wherein:

[0081] However, the molar ratio of aliphatic unsaturated groups in material a) to silicon-bonded hydrogen atoms in material b) is 1 to 3 to 1 to 20. Cluster-type functional polyorganohydrogensiloxanes and methods for producing the same are disclosed in U.S. Patent Application Publication No. 2016 / 0009865; U.S. Patent No. 7,378,482; U.S. Patent No. 7,429,636; U.S. Patent No. 7,432,338; U.S. Patent No. 7,449,536; and U.S. Patent No. 7,906,605.

[0082] The sample material (B) may comprise a combination of two or more different polyorganohydrogensiloxanes with one or more different properties, such as structure, molecular weight, monovalent groups bonded to silicon atoms, and SiH content. Review this extensive description of crosslinking agents for release coating compositions.

[0083] Poetry (C)

[0084] The source material (C) in the release coating composition is a hydrosilylation reaction catalyst. The hydrosilylation reaction catalyst suitable for the source material (C) is as described above for source material iii). The hydrosilylation reaction catalyst for the release coating composition may be the same as that used as source material iii). Alternatively, a different hydrosilylation reaction catalyst may be used in the release coating composition.

[0085] Poetry materials (D)

[0086] The source material (D) in the release coating composition is a polyorganosiloxane containing two or more silicon-bonded aliphatic unsaturated groups per molecule; alternatively, it is a polyorganosiloxane having terminal aliphatic unsaturations and having an average of two or more silicon-bonded groups per molecule. The polyorganosiloxane may be linear, branched, partially branched, cyclic, resinous (i.e., having a three-dimensional network), or may comprise a combination of different structures. In the above formula, the polyorganosiloxane is an average formula R 4 s SiO (4-s) / 2 It can have, and in the above equation, each R 4 is independently selected from monovalent hydrocarbon groups or monovalent halogenated hydrocarbon groups, provided that in each molecule, two or more R 4 contains terminal aliphatic unsaturates, and the subscript s is selected such that 0 < s ≤ 3.2. The above average chemical formula for polyorganosiloxane is alternatively (R 4 3SiO 1 / 2 )t (R 4 2SiO 2 / 2 ) u (R 4 SiO 3 / 2 ) v (SiO 4 / 2 ) w It may be written as, wherein the subscripts t, u, v, and w are each independently mole fractions having a value of 0 to 1, provided that the quantity (t + u + v + w) is 1. Those skilled in the art understand how such units and their mole fractions affect the subscript s of the above average formula. Trifunctional units (indicated by the subscript v), tetrafunctional units (indicated by the subscript w), or both are typically present in polyorganosiloxane resins, whereas difunctional units (indicated by the subscript u) are typically present in polydioorganosiloxane polymers (and may also be present in polyorganosiloxane resins).

[0087] Each R 4 As described above, it is independently selected and may be linear, branched, cyclic, or a combination thereof. Cyclic hydrocarbon groups include aryl groups as well as saturated or non-conjugated cyclic groups. Aryl groups may be monocyclic or polycyclic. Linear and branched hydrocarbon groups may independently be saturated or unsaturated.

[0088] A halogenated hydrocarbon group is a hydrocarbon group in which one or more hydrogen atoms are replaced (i.e., substituted) by halogen atoms such as chlorine, fluorine, bromine, or iodine. R 4 The monovalent hydrocarbon group and monovalent halogenated hydrocarbon group suitable for R 5 As previously stated.

[0089] (D) In ​​each molecule of polyorganosiloxane, two or more R 4 includes aliphatic unsaturates. Each R containing aliphatic unsaturates 4can be independently selected from alkenyl groups and alkynyl groups. R 4 The alkenyl group for is exemplified by vinyl, allyl, and hexenyl, but is not limited thereto. The alkenyl group may have 2 to 30 carbon atoms, alternatively 2 to 24 carbon atoms, alternatively 2 to 20 carbon atoms, alternatively 2 to 12 carbon atoms, alternatively 2 or 10 carbon atoms, or alternatively 2 to 6 carbon atoms. Alkynyl is exemplified by ethinyl, propynyl, and butynyl, but is not limited thereto. The alkynyl group may have 2 to 30 carbon atoms, alternatively 2 to 24 carbon atoms, alternatively 2 to 20 carbon atoms, alternatively 2 to 12 carbon atoms, alternatively 2 or 10 carbon atoms, or alternatively 2 to 6 carbon atoms. Alternatively, (D) polyorganosiloxane may contain two or more silicon-bonded alkenyl groups per molecule and may be absent from silicon-bonded alkenyl groups.

[0090] Alternatively, (D) polyorganosiloxanes can be substantially linear or alternatively linear. A substantially linear polyorganosiloxane has an average chemical formula: R 4 s' SiO (4-s') / 2 It can have, and in the above equation, each R 4 is as defined above, and the subscript s' is selected such that 1.9 ≤ s' ≤ 2.2.

[0091] At RT, substantially linear polyorganosiloxane may be a fluid liquid or may have the form of uncured rubber. The substantially linear polyorganosiloxane may have a viscosity of 10 mPa·s to 30,000,000 mPa·s at 25°C, alternatively 10 mPa·s to 10,000 mPa·s, alternatively 100 mPa·s to 1,000,000 mPa·s, and alternatively 100 mPa·s to 100,000 mPa·s. Viscosity may be measured using a Brookfield LV DV-E viscometer according to ASTM standard D4287.

[0092] Alternatively, (D) if the polyorganosiloxane is substantially linear or linear, the polyorganosiloxane has the following average chemical formula:

[0093] (R 4" 3SiO 1 / 2 ) m (R 4" 2SiO 2 / 2 ) n (R 4' R 4" SiO 2 / 2 ) o (R 4" 2R 4' SiO 1 / 2 ) p having, and in the above formula, each R 4" is independently selected from a monovalent hydrocarbon group lacking aliphatic unsaturation or a monovalent halogenated hydrocarbon group lacking aliphatic unsaturation, and each R 4' is, R 4As defined above, it is independently selected from a monovalent aliphatic unsaturated hydrocarbon group or a monovalent halogenated aliphatic unsaturated hydrocarbon group, and the subscript m is 0 or more, the subscript n is 0 or more, the subscript o is 2 or more, and the subscript p is 0 or more, provided that the quantity (m + p) is 2 or more. Alternatively, m is 0 to 10, alternatively 2 to 10, alternatively 2 to 8, and alternatively 2 to 6. Alternatively, the subscript n is 0 to 1,000, alternatively 1 to 500, and alternatively 1 to 200. Alternatively, the subscript o is 2 to 500, alternatively 2 to 200, and alternatively 2 to 100. Alternatively, p is 0 to 10, alternatively 2 to 10, alternatively 2 to 8, and alternatively 2 to 6.

[0094] (D) When the polyorganosiloxane is substantially linear, or alternatively linear, two or more aliphatic unsaturated groups may be bonded to silicon atoms at pendant positions, terminal positions, or both pendant and terminal positions. As a specific example of a polyorganosiloxane having pendant silicon-bonded aliphatic unsaturated groups, the sample material (D) has an average unit chemical formula:

[0095] [(CH3)3SiO]2[(CH3)2SiO] n [(CH3)ViSiO] o It has, wherein the subscripts n and o are defined above. In relation to this average formula, any methyl group may be replaced with a different monovalent hydrocarbon group (e.g., alkyl or aryl), and any vinyl group may be replaced with a different aliphatic unsaturated monovalent hydrocarbon group (e.g., allyl or hexenyl). Alternatively, as a specific example of a polyorganosiloxane having (D) a terminal silicon-bonded aliphatic unsaturated group, the sample material (D) has the average formula: Vi(CH3)2SiO[(CH3)2SiO] nIt may have Si(CH3)2Vi, wherein the subscript n is as defined above. Dimethyl polysiloxanes terminated by silicon-bonded vinyl groups may be used alone or in combination with the dimethyl, methyl-vinyl polysiloxane disclosed immediately prior. With respect to this average formula, any methyl group may be replaced with a different monovalent hydrocarbon group, and any vinyl group may be replaced with any aliphatic unsaturated monovalent hydrocarbon group. Since two or more silicon-bonded aliphatic unsaturated groups may be present at both the pendant and the terminal, (D) polyorganosiloxane is alternatively average unit formula: [Vi(CH3)2SiO]2[(CH3)2SiO] n [(CH3)ViSiO] o SiVi may have, and in the above formula, the subscript n and the subscript o are defined above.

[0096] Substantially linear polyorganosiloxanes include dimethylpolysiloxane with both molecular ends capped with dimethylvinylsiloxy groups, methylphenylpolysiloxane with both molecular ends capped with dimethylvinylsiloxy groups, copolymers of methylphenylsiloxane and dimethylsiloxane with both molecular ends capped with dimethylvinylsiloxy groups, copolymers of methylvinylsiloxane and methylphenylsiloxane with both molecular ends capped with dimethylvinylsiloxy groups, copolymers of methylvinylsiloxane and diphenylsiloxane with both molecular ends capped with dimethylvinylsiloxy groups, copolymers of methylvinylsiloxane, methylphenylsiloxane, and dimethylsiloxane with both molecular ends capped with dimethylvinylsiloxy groups, and methylvinylsiloxane with both molecular ends capped with trimethylsiloxy groups. Examples may include a copolymer of methylphenylsiloxane, a copolymer of methylvinylsiloxane and diphenylsiloxane with both molecular ends capped with trimethylsiloxy groups, and a copolymer of methylvinylsiloxane, methylphenylsiloxane, and dimethylsiloxane with both molecular ends capped with trimethylsiloxy groups.

[0097] The base materials (A), base materials (B), base materials (C), and base materials (D) may be added in amounts sufficient to make the release coating composition curable and to form a release coating. The release coating composition may contain (A) a controlled release additive in an amount of 1% to 75%, alternatively 5% to 25%, based on the total weight of base materials (A), base materials (B), base materials (C), and base materials (D). The base material (B) polyorganohydrogensiloxane may be present in an amount of 0.1% to 5%, alternatively 0.2% to 5%, based on the total weight of base materials (A), base materials (B), base materials (C), and base materials (D). The base material (C) hydrosilylation reaction catalyst is present in a catalytically effective amount. The catalytically effective amount is sufficient to catalyze the hydrosilylation reaction and may be sufficient to provide 5 ppm to 300 ppm, alternatively 5 ppm to 100 ppm of platinum group metal based on the total weight of material (A), material (B), material (C), and material (D). An organopolysiloxane having two or more silicon-bonded aliphatic unsaturated groups per molecule of material (D) may be present in an amount of 20% to 98%, alternatively 75% to 90%, based on the total weight of material (A), material (B), material (C), and material (D). The source materials can be added in an amount sufficient to provide a molar ratio of silicon-bonded hydrogen atoms to silicon-bonded aliphatic unsaturated groups of the combined source material (A), source material (B), source material (C), and source material (D) of 1:1 to 2.5:1, alternatively 1.3:1 to 1.5:1 (total SiH:Vi ratio).

[0098] Materials (E) Solvent

[0099] The precursor material (E) is a solvent as described above for the precursor material v). The polysiloxane can be prepared in the solvent of the precursor material v) and can be delivered to a release coating composition in a solution having said solvent. The precursor material (E), which is the solvent used in the release coating composition, may be the same as the solvent selected for the precursor material (v). Alternatively, the solvent may be a different solvent from that described in the preparation of the polysiloxane and may be added to said solvent for the precursor material v). The amount of solvent in the release coating composition depends on various factors including the type and amount of selected material (A) to material (D), whether any additional material is added to the composition, and the amount of material v) used to deliver material (A), but the amount of solvent may be 99% or less, alternatively 20% to 99%, alternatively 50% to 95%, alternatively 70% to 90%, and alternatively 80% to 90% based on the total weight of material (A) to material (E) in the release coating composition.

[0100] Material F) Hydrosilylation reaction inhibitor

[0101] Material F) is a hydrosilylation reaction inhibitor (inhibitor) that can be selectively used to change the reaction rate of the silicon-bonded hydrogen atom of material B and the aliphatic unsaturated hydrocarbon group of material A, compared to the reaction rates of identical materials but without the inhibitor. Inhibitors are acetylene alcohols, such as methyl butynol, ethinyl cyclohexanol, dimethyl hexinol, and 3,5-dimethyl-1-hexin-3-ol, 1-butin-3-ol, 1-propin-3-ol, 2-methyl-3-butin-2-ol, 3-methyl-1-butin-3-ol, 3-methyl-1-pentin-3-ol, 3-phenyl-1-butin-3-ol, 4-ethyl-1-octin-3-ol, 3,5-dimethyl-1-hexin-3-ol, and 1-ethynyl-1-cyclohexanol, and combinations thereof; Cycloalkenylsiloxanes, e.g., 1,3,5,7-tetramethyl-1,3,5,7-tetravinylcyclotetrasiloxane, 1,3,5,7-tetramethyl-1,3,5,7-tetrahexenylcyclotetrasiloxane, and methylvinylcyclosiloxanes exemplified by combinations thereof; ene-yne ​​compounds, e.g., 3-methyl-3-pentene-1-phosphorus, 3,5-dimethyl-3-hexene-1-phosphorus, and combinations thereof; triazoles, e.g., benzotriazole; phosphine; mercaptan; hydrazine; amines, e.g., tetramethylethylenediamine, 3-dimethylamino-1-propine, n-methylpropagylamine, propargylamine, and 1-ethynylcyclohexylamine; Dialkyl fumarates, e.g., diethyl fumarate; dialkenyl fumarates, e.g., diallyl fumarate; diallkoxyalkyl fumarates; maleates, e.g., diallyl maleate and diethyl maleate; nitriles; ethers; carbon monoxide; alkenes, e.g., cyclooctadiene, divinyltetramethyldisiloxane; alcohols, e.g., benzyl alcohol; and combinations thereof are exemplified.

[0102] Alternatively, the sample material iv) may be a silylated acetylene compound. Without being bound by theory, it is thought that the addition of a silylated acetylene compound reduces the yellowing of the reaction product produced from the hydrosilylation reaction when compared to the reaction product from a sample material that does not contain a silylated acetylene compound or contains an organic acetylene alcohol inhibitor such as those described above.

[0103] Silylated acetylene compounds include (3-methyl-1-butyn-3-oxy)trimethylsilane, ((1,1-dimethyl-2-propynyl)oxy)trimethylsilane, bis(3-methyl-1-butyn-3-oxy)dimethylsilane, bis(3-methyl-1-butyn-3-oxy)silanemethylvinylsilane, bis((1,1-dimethyl-2-propynyl)oxy)dimethylsilane, methyl(tris(1,1-dimethyl-2-propynyloxy))silane, methyl(tris(3-methyl-1-butyn-3-oxy))silane, (3-methyl-1-butyn-3-oxy)dimethylphenylsilane, (3-methyl-1-butyn-3-oxy)dimethylhexenylsilane, (3-methyl-1-butyn-3-oxy)triethylsilane, Examples include bis(3-methyl-1-butyn-3-oxy)methyltrifluoropropylsilane, (3,5-dimethyl-1-hexine-3-oxy)trimethylsilane, (3-phenyl-1-butyn-3-oxy)diphenylmethylsilane, (3-phenyl-1-butyn-3-oxy)dimethylphenylsilane, (3-phenyl-1-butyn-3-oxy)dimethylvinylsilane, (3-phenyl-1-butyn-3-oxy)dimethylhexenylsilane, (cyclohexyl-1-etyn-1-oxy)dimethylhexenylsilane, (cyclohexyl-1-etyn-1-oxy)dimethylvinylsilane, (cyclohexyl-1-etyn-1-oxy)diphenylmethylsilane, (cyclohexyl-1-etyn-1-oxy)trimethylsilane, and combinations thereof. Alternatively, silylated acetylene compounds are exemplified by methyl(tris(1,1-dimethyl-2-propynyloxy))silane, ((1,1-dimethyl-2-propynyl)oxy)trimethylsilane, or combinations thereof. Silylated acetylene compounds useful as inhibitors in the present invention may be prepared by methods known in the art, for example, U.S. Patent No. 6,677,740 discloses silylating the aforementioned acetylene alcohol by reacting it with a chlorosilane in the presence of an acid acceptor.

[0104] The amount of inhibitor added in this specification will depend on various factors including the desired reaction rate, the specific inhibitor used, and the selection and amount of the precursor materials (A) and (B). However, where present, the amount of inhibitor may be in the range of greater than 0% to 1%, alternatively greater than 0% to 5%, alternatively 0.001% to 1%, alternatively 0.01% to 0.5%, alternatively 0.002% to 0.15%, and alternatively 0.0025% to 0.025% based on the total weight of all precursor materials used to produce the polysiloxane.

[0105] Ingredients (G) Anchorage Additive

[0106] The source material (G) is an anchorage additive that may be optionally added to a release coating composition. Suitable anchorage additives are exemplified by the reaction product of a vinyl alkoxysilane and an epoxy-functional alkoxysilane; the reaction product of a vinyl acetoxysilane and an epoxy-functional alkoxysilane; and combinations of a polyorganosiloxane having one or more aliphatic unsaturated hydrocarbon groups and one or more hydrolyzable groups per molecule and an epoxy-functional alkoxysilane (e.g., combinations of a hydroxy-terminated vinyl functional polydimethylsiloxane and a glycidoxypropyltrimethoxysilane) (e.g., physical blends and / or reaction products). Suitable anchorage additives and methods for their preparation are, for example, U.S. Patent No. 9,562,149; U.S. Patent Application Publications No. 2003 / 0088042, No. 2004 / 0254274, and No. 2005 / 0038188; and disclosed in European Patent No. 0 556 023. The exact amount of the anchorage additive depends on various factors including the type of substrate and whether a primer is used, but the amount of the anchorage additive in the release coating composition may be 0 to 2 parts by weight per 100 parts by weight of the base material (D). Alternatively, the amount of the anchorage additive may be 0.01 to 2 parts by weight per 100 parts by weight of the base material (D).

[0107] Material (H) Anti-mist additive

[0108] The preparatory material (H) is a mist-preventing additive that can be added to a release coating composition to reduce or suppress silicon mist formation, particularly in a coating process using high-speed coating equipment. The mist-preventing additive may be an organohydrogen silicon compound, an oxyalkylene compound, or an organalkenylsiloxane having three or more silicon-bonded alkenyl groups per molecule, and the reaction product of a suitable catalyst. Suitable mist-preventing additives are disclosed, for example, in U.S. Patent Application Publication No. 2011 / 0287267; U.S. Patent No. 8,722,153; U.S. Patent No. 6,586,535; and U.S. Patent No. 5,625,023. The amount of the mist-preventing additive will depend on various factors, including the amount and type of other preparatory materials selected for the release coating composition. However, the amount of the anti-mist additive may be 0% to 10%, or alternatively 0.1% to 3%, based on the weight of all materials in the release coating composition.

[0109] The release coating composition may further include one or more optional additives, e.g., colorants, dyes, pigments, fillers, e.g., silica, quartz, or chalk, reactive diluents, preservatives, and / or fragrances. Alternatively, the release coating may be free of particulates (e.g., fillers) or contain only a limited amount of particulates, e.g., 0 to 30 weight percent of the release coating composition. Without being bound by theory, it is thought that fillers may aggregate or otherwise adhere to the coating equipment used to apply the release coating. If optical transparency is required, this may impair the optical properties, e.g., transparency, of the release coating and the release liner formed using it. Particulates may be detrimental to the adhesion of the substrate (e.g., adhesive tape or label).

[0110] Since the specified materials described herein may have more than one function, the types of materials may overlap when selecting materials for a release coating composition. Specific fine particles, e.g., carbon black, may be useful as fillers, as pigments, and even as flame retardants. When additional materials are added to the composition, the additional materials are distinct from materials (A) through (D) and are separate from each other. Alternatively, the release coating composition may consist only of materials (A) through (D), alternatively only of materials (A) through (E), and alternatively, of materials (A) through (F). Alternatively, the release coating composition may consist only of materials (A) through (D) and one or both of materials (G) and / or materials (H). Alternatively, the release coating composition may consist only of base materials (A) to base materials (E) and one or both of base materials (G) and / or base materials (H). Alternatively, the release coating composition may consist only of base materials (A) to base materials (F) and one or both of base materials (G) and / or base materials (H).

[0111] Fluoroorganosilicon compounds may be absent from the release coating composition. During curing, the fluorocompound can rapidly migrate to the interface between the coating composition and the substrate, for example, the polyorganosiloxane release coating composition / PET film interface, due to its low surface tension, and is believed to prevent the adhesion of the release coating (prepared by curing the release coating composition) to the substrate by creating a fluorine-containing barrier. By creating a barrier, the fluorocompound prevents any component from reacting at the interface. Furthermore, fluorosilicon compounds are usually expensive.

[0112] Preparation of a release coating composition

[0113] A release coating composition can be prepared by combining the base materials comprising (A), (B), (C), and (D) with any optional additional base materials, e.g., (E), (F), (G), and / or (H), in any order of addition, optionally as a master batch, and optionally under shear. The release coating composition can be prepared by mixing the base materials together, for example, to prepare a one-part composition. However, it may be preferable to prepare the release coating composition as a multi-part composition in which base material (B) and base material (C) are stored as separate parts until the parts are combined at use (e.g., immediately before application to a substrate).

[0114] For example, a multi-part composition

[0115] Part ( A ): (D) a polyorganosiloxane having an aliphatic unsaturation and having an average of two or more silicon-bonded hydrocarbon groups per molecule, and (C) a hydrosilylation reaction catalyst, and a base part comprising, if present, one or more of (E) a solvent, (F) an inhibitor, (G) an anchorage additive, and (H) an anti-mist additive, and

[0116] Part ( B ): (D) a polyorganosiloxane having an aliphatic unsaturated group and having an average of two or more silicon-bonded hydrocarbon groups per molecule, and (B) a polyorganohydrogensiloxane, and, if present, (F) an inhibitor, (G) an anchorage additive, (E) a solvent, or may include a curing agent part comprising two or more of (E), (F), and (G).

[0117] The sample material (A), which is a controlled release additive, is part ( A ), part ( B It can be added to ), or both. Part ( A ) and parts ( B) is a weight ratio of 1:1 to 10:1, alternatively 1:1 to 5:1, and alternatively 1:1 to 2:1 ( A ):( B It can be combined into ). Part ( A ) and parts ( B ) may be provided in the kit along with instructions on, for example, a method of combining parts to prepare a release coating composition, a method of applying the release coating composition to a substrate, and a method of curing the release coating composition.

[0118] Alternatively, if an anchorage additive is present, the anchorage additive is part ( A ) or part ( B It may be incorporated into any one of the following, or added to a separate (third) part.

[0119] The present invention also provides a method for manufacturing a release liner using a release coating composition. The method comprises the step of applying a release coating composition onto the surface of a substrate. The method further comprises the step of curing the release coating composition to form a release coating on the surface of the substrate.

[0120] A method for manufacturing a release liner may further include a step of treating the surface of a substrate before applying a release coating composition to the surface of the substrate. The treatment of the substrate may be performed by any convenient means, such as plasma treatment or corona discharge treatment. Alternatively, the substrate may be treated by applying a primer. In certain cases, if the substrate is treated before coating, the anchorage of the release coating may be improved.

[0121] A method for forming a release liner may further include a step of removing a solvent, which can be performed by any conventional means, such as heating at 50°C to 100°C for a time sufficient to remove all or part of the solvent after applying the release coating composition to the surface of a substrate and before and / or during curing the release coating composition. The method further includes a step of curing the release coating composition to form a release coating on the surface of a substrate. Curing may be performed by providing a release liner by heating at an elevated temperature, for example, 50°C to 200°C, alternatively 50°C to 180°C, alternatively 50°C to 120°C, and alternatively 50°C to 90°C. A person skilled in the art may select an appropriate temperature depending on various factors, including the selection of an optional substrate material in the release coating composition and the substrate material of the structure. Alternatively, curing may be performed by heating at 100°C to 200°C.

[0122] Under production coating machine conditions, curing can be achieved at an air temperature of 120°C to 150°C for 1 to 6 seconds, or alternatively, for a residence time of 1.5 to 3 seconds. Heating for the solvent removal and curing steps can be performed in an oven, for example, an air circulation oven or a tunnel furnace, or by passing the coated substrate around a heated cylinder.

[0123] The release coating composition may be applied (e.g., placed or dispensed) onto the surface of a substrate in any suitable manner. Typically, the release coating composition is applied in a wet form via a wet coating technique. Alternatively, the release coating composition may be applied by i) spin coating; ii) brush coating; iii) drop coating; iv) spray coating; v) dip coating; vi) roll coating; vii) flow coating; viii) slot coating; ix) gravure coating; x) Meyer bar coating; or xi) any combination of i) to x). Alternatively, the release coating composition may be applied to the surface of a substrate by means selected from the group consisting of spraying, doctor blade, dipping, and screen printing, or by a roll coater, e.g., an offset web coater, a kiss coater, or an etched cylinder coater.

[0124] The substrate is not limited and may be any substrate suitable for forming a release liner. The release coating (formed by curing the release coating composition) may be physically and / or chemically bonded to the substrate depending on the choice of substrate. The substrate may have an integrated hot plate or an integrated or standalone furnace for curing the deposit. The substrate may optionally have continuous or discontinuous shapes, sizes, dimensions, surface roughness, and other features. Alternatively, the substrate may have a softening point temperature at elevated temperatures. However, the release coating composition and method are not so limited.

[0125] The substrate may include a plastic that may be thermosetting and / or thermoplastic. However, the substrate may alternatively be glass, metal, paper, cardboard, paperboard, silicone, or a polymer material, or a combination thereof.

[0126] Specific examples of suitable substrates include paper substrates, e.g., Kraft paper, and polyethylene-coated Kraft paper (PEK-coated paper); polymer substrates such as polyamide (PA); polyesters, e.g., polyethylene terephthalate (PET), polybutylene terephthalate (PET), polytrimethylene terephthalate (PTT), polyethylene naphthalate (PEN), and liquid crystal polyester; polyolefins, e.g., polyethylene (PE), polypropylene (PP), and polybutylene; styrene resin; polyoxymethylene (POM); polycarbonate (PC); polymethylene methacrylate (PMMA); polyvinyl chloride (PVC); polyphenylene sulfide (PPS); polyphenylene ether (PPE); polyimide (PI); polyamideimide (PAI); polyetherimide (PEI); polysulfone (PSU); polyethersulfone; polyketone (PK); polyetherketone; Polyvinyl alcohol (PVA); polyetheretherketone (PEEK); polyetherketoneketone (PEKK); polyarylate (PAR); polyethernitrile; phenolic resin; phenoxy resin; cellulose, e.g., triacetylcellulose, diacetylcellulose, and cellophane; fluorinated resin, e.g., polytetrafluoroethylene; thermoplastic elastomers, e.g., polystyrene type, polyolefin type, polyurethane type, polyester type, polyamide type, polybutadiene type, polyisoprene type, and fluoro type; and copolymers, modifications, and combinations thereof are included. Alternatively, the substrate may comprise a polymer film substrate selected from the group consisting of polyester, in particular polyethylene terephthalate (PET), polyethylene, polypropylene, or polystyrene films; The substrate may include a paper substrate including plastic-coated paper, for example, polyethylene-coated paper, glassine, super calender paper, or clay-coated kraft paper.The release coating composition may alternatively be applied to a metal foil substrate, for example, aluminum foil. Alternatively, the substrate may be PET.

[0127] The release coating composition or wet deposit on the substrate may be cured at an elevated temperature for a specified period. The period is typically sufficient to achieve curing of the release coating composition. Alternatively, the period is greater than 0 to 8 hours, alternatively greater than 0 to 2 hours, alternatively greater than 0 to 1 hour, alternatively greater than 0 to 30 minutes, alternatively greater than 0 to 15 minutes, alternatively greater than 0 to 10 minutes, alternatively greater than 0 to 5 minutes, alternatively greater than 0 to 2 minutes. The period depends on various factors including whether an elevated temperature is used, the temperature selected, the desired film thickness, and the presence or absence of any water or carrier vehicle in the curable composition.

[0128] The step of curing the release coating composition typically has a residence time of 0.1 to 50 seconds; alternatively, 1 to 10 seconds; and alternatively, 0.5 to 30 seconds. The selected residence time may depend on the substrate selection, the selected temperature, and the line speed. As used herein, the residence time refers to the time during which the release coating composition or the wet deposit is exposed to the rising temperature. Since curing can proceed even after the release coating composition, the wet deposit, or its partially cured reaction intermediate is no longer exposed to the rising temperature that typically initiates curing, the residence time is distinguished from the curing time. Alternatively, the coated substrate is manufactured on a conveyor belt inside an oven, and the residence time can be calculated by dividing the length of the oven (e.g., in meters) by the line speed of the conveyor belt (e.g., in meters / second).

[0129] The duration may be divided into curing cycles, for example, first curing and post-curing, where the first curing is for example 1 hour and the post-curing is for example 3 hours. The temperature increase may be independently selected from any temperature exceeding room temperature in such cycles and may be the same in each cycle.

[0130] Depending on the thickness and other dimensions of the film of the release coating composition and the coated substrate, the coated substrate may be formed through a repetitive process. For example, a first deposit may be formed and exposed to a first elevated temperature for a first period to provide a partially cured deposit. Subsequently, a second deposit may be placed on the partially cured deposit and exposed to a second elevated temperature for a second period to provide a second partially cured deposit. The partially cured deposit will also be further cured while exposed to a second elevated temperature for a second period. A third deposit may be placed on the second partially cured deposit and exposed to a third elevated temperature for a third period to provide a third partially cured deposit. The second partially cured deposit will also be further cured while exposed to a second elevated temperature for a second period. By repeating this process, for example, 1 to 50 times, the coated article may be made as desired. The composite of the partially cured layer may undergo final post-curing, for example, with the aforementioned elevated temperature and period. Each heating and duration may be selected independently and may be the same or different from one another. If the article is formed through a repeating process, each deposition may also be selected independently and may differ in terms of the selected starter material in the curable composition, the amount thereof, or both. Alternatively, each repeating layer may be fully cured rather than only partially cured in such a repeating process.

[0131] Alternatively, the deposit includes a wet film. The iterative process may be wet-on-wet depending on the curing state of the partially cured layer. Alternatively, the iterative process may be wet-on-dry.

[0132] A release liner comprising a release coating formed from a release coating composition on the surface of a substrate may have various dimensions including the relative thickness of the release coating and the substrate. The release coating has a thickness that may vary depending on its end-use application. The release coating may have a thickness greater than 0 to 4,000 μm, alternatively greater than 0 to 3,000 μm, alternatively greater than 0 to 2,000 μm, alternatively greater than 0 to 1,000 μm, alternatively greater than 0 to 500 μm, or alternatively greater than 0 to 250 μm. However, other thicknesses, for example, 0.1 μm to 200 μm, are considered. For example, the thickness of the release coating may be 0.2 μm to 175 μm; alternatively 0.5 μm to 150 μm; alternatively 0.75 μm to 100 μm; or alternatively 1 to 75 μm. Alternatively, it may be 2 to 60 μm; alternatively, 3 to 50 μm; alternatively, 4 to 40 μm; alternatively, any one of 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 15, 20, 25, 30, 35, 40, 45, 50, 60, 70, 75, 80, 90, 100, 150, 175, and 200 μm. If the substrate is plastic, the release coating may have a thickness greater than 0 to 200 μm, alternatively greater than 0 to 150 μm, or alternatively greater than 0 to 100 μm.

[0133] The release liner manufactured as described above is useful for tapes or adhesives, including any pressure-sensitive adhesive, such as acrylic resin-type pressure-sensitive adhesive, rubber-type pressure-sensitive adhesive, and silicone-type pressure-sensitive adhesive, as well as acrylic resin-type adhesive, synthetic rubber-type adhesive, silicone-type adhesive, epoxy resin-type adhesive, and polyurethane-type adhesive. Each main surface of the substrate may have a release coating placed on top for adhesive or double-sided tape.

[0134] Examples

[0135] These examples are intended to illustrate the invention to those skilled in the art and should not be interpreted as limiting the scope of the invention as described in the claims. The materials of Table 1 were used in these examples.

[0136] [Table 1]

[0137]

[0138] DowSeal™ and Seal-Off™ materials are available from Dow Silicons Corporation.

[0139] Reference Example 1 - Preparation of Polysiloxane

[0140] A mixture was formed by combining the following materials: 100 copies of MQM Vi A resin, 5 parts of solvent 1, and catalyst 1 sufficient to provide 1 to 2 ppm of platinum group metal to the mixture. The resulting mixture was heated to 80°C. An amount of SiH-terminated oligomer or SiH-terminated PDMS sufficient to provide a SiH / Vi ratio greater than 0.2 to 0.3 was weighed into the mixture over a period of 1 hour. The prepared samples are summarized in Table 2 below. The amounts of the materials are in parts by weight.

[0141] [Table 2]

[0142]

[0143] The generated sample was a polysiloxane dissolved in a solvent.

[0144] Reference Example 2 - Preparation of Release Coating Composition

[0145] Release coating compositions were prepared. Comparative Bath 1 served as a control and did not contain a controlled release additive. Comparative Baths 2 and 3 contained polyorganosilicate resin as a comparative controlled release additive. Baths 4 through 11 contained polysiloxanes from Table 2 used as controlled release additives (CRA). Release coating compositions were prepared by mixing the controlled release additive (if present), base polymer 1, inhibitor 1, crosslinking agent 1, and catalyst 1 in the amounts shown in Table 3 (Comparative Example) and Table 4 (Example) below. The amounts of each material were in parts by weight. Each bath had a SiH / Vi ratio of 1.5:1.

[0146] [Table 3]

[0147]

[0148] [Table 4]

[0149]

[0150] Reference Example 3 - Manufacture and Testing of Release Liners

[0151] The release coating compositions of Tables 3 and 4 were coated onto a PET substrate using a Mayer Bar #5. The resulting coated substrate was heated at 130°C for 10 seconds to remove the solvent and cure the release coating composition, thereby forming a release liner with a release coating on the surface of the PET substrate. The sample was aged. Subsequently, a 1-inch Tesa™ 7475 tape was adhered to the release coating. After aging the sample, the release strength was measured by a 180-degree peel test by peeling at 0.3 m / min using an AR-1000 from Cheminstrument Company. In Table 5 below, 1R-1R indicates that the sample was aged at room temperature for 1 day after coating, followed by measuring the release strength with Tesa™ 7475 tape after 1 day at room temperature; 1R-1H indicates that the release force was measured using Tesa™ 7475 tape after the sample was coated, left at room temperature for 1 day, and then at a high temperature (50°C) for 1 day; 34R-1R indicates that the release force was measured using Tesa™ 7475 tape after the sample was coated, aged at room temperature for 34 days, and then at room temperature for 1 day; and 34R-1H indicates that the release force was measured using Tesa™ 7475 tape after the sample was coated, left at room temperature for 34 days, and then at a high temperature (50°C) for 1 day. Each sample was tested three times, and the results were averaged. The averages are shown in Table 5.

[0152] [Table 5]

[0153]

[0154] When comparing the release force results for Bath #2 (containing 2 parts of vinyl functional polyorganosilicate resin described as an example of material i instead of polysiloxane prepared as described in this specification) with Baths #4, Bath #6, Bath #8, and Bath #10, each containing 2 parts of polysiloxane prepared as described in this specification, it was found that when tested after the same aging conditions, each release liner containing a release coating prepared from Baths #4, Bath #6, Bath #8, and Bath #10 on PET had a higher release force than a comparative release coating not containing polysiloxane prepared as described in this specification. In addition, when comparing the release force results for Bath #3 (containing 4 parts of vinyl functional polyorganosilicate resin described as an example of material i instead of polysiloxane prepared as described in this specification) with Baths #5, Bath #7, Bath #8, and Bath #11, each containing 4 parts of polysiloxane prepared as described in this specification, it was found that when tested after the same aging conditions, each release liner containing a release coating prepared from Baths #5, Bath #7, Bath #8, and Bath #11 on PET had a higher release force than a comparative release coating not containing polysiloxane prepared as described in this specification.

[0155] Comparative Example 4

[0156] MQM as a raw material Vi Polyorganosiloxanes were prepared by the condensation reaction method of U.S. Patent No. 8,933,177 using a resin and a hydroxyl-terminated polydimethylsiloxane having a DP of 100 or more. These comparative polysiloxanes were formulated into release coating compositions, which are summarized in Table 5 below. Each bath had a SiH / Vi ratio of 1.5:1.

[0157] [Table 5]

[0158]

[0159] A release liner was prepared and tested according to the method of Reference Example 3, but using the comparative release coating composition of Table 5. The results are shown in Table 6 below.

[0160] [Table 6]

[0161]

[0162] 'NA' means that these test results are not available.

[0163] Reference Example 5 - Transfer and Curing

[0164] The release coating prepared as described above was evaluated for sustained adhesion strength (SAS). SAS was evaluated by rubbing a finger on the release coating to check the amount of smear and the rub off of the release coating from the substrate. The results are shown in Table 7 below.

[0165] [Table 7]

[0166]

[0167] When comparing the SAS values ​​for the release coating produced from comparison bath 12 with the release coatings produced from baths 4, 6, 8, and 10, it was found that each of baths 4, 6, 8, and 10 produced a release coating with a better (higher) SAS value than comparison bath 12. When comparing the SAS values ​​for the release coating produced from comparison bath 13 with the release coatings produced from baths 5, 7, 9, and 11, it was found that each of baths 5, 7, 9, and 11 produced a release coating with a better SAS value than comparison bath 13.

[0168] Industrial applicability

[0169] The above examples and comparative examples demonstrated that a release coating composition containing the novel polysiloxane described herein as a controlled release additive produced a release coating on PET with higher release strength than the control group (Bath #1) containing no controlled release additive and the comparative examples (Baths #2 and #3) containing different amounts of vinyl functional MQ resin, after aging at both room temperature and elevated temperature under the conditions of Reference Example 3. Furthermore, after aging for 34 days, the release coating produced from the release coating composition containing the novel controlled release additive also had higher release strength than the comparative examples. The release coating produced from the release coating composition containing the novel controlled release additive described herein produced a release coating with superior sustained adhesive strength compared to the comparative release coating containing the comparative controlled release additive disclosed in U.S. Patent No. 8,933,177. Without being constrained by theory, it is assumed that customers desire release coatings having higher sustained adhesive strength (SAS) values ​​for specific applications. The present invention provides the advantage that a release coating with a SAS of 94% or more, alternatively 95% or more, and alternatively 96% or more can be achieved while maintaining a desirable release force even after aging.

[0170] Definition and Usage of Terms

[0171] All quantities, ratios, and percentages in this specification are by weight unless otherwise indicated. The contents and summary of the invention are incorporated herein by reference. The terms “comprising” or “comprising” are used in this specification in the broadest sense to mean and encompass the concepts of “comprising,” “comprising,” “essentially made up,” and “made up.” The use of “e.g.,” “e.g.,” “like,” and “including” to enumerate exemplary examples is not limited to the examples enumerated. Accordingly, “e.g.” or “like” means “e.g., but not limited thereto” or “like, but not limited thereto,” and encompasses other similar or equivalent examples. Abbreviations used in this specification have the definitions in Table 6.

[0172] [Table 6]

[0173]

[0174] The invention has been described in an exemplary manner, and it should be understood that the terms used are intended to be descriptive rather than restrictive by their nature. With respect to any Markush group required herein to describe a particular feature or aspect, different, particular, and / or unexpected results may be obtained from each member of an individual Markush group independently of all other Markush members. Each member of a Markush group may be required individually and / or in combination and provides appropriate support for specific embodiments within the scope of the appended claims.

[0175] Furthermore, any ranges and subranges required in describing the present invention are understood to be independently and collectively included within the scope of the appended claims and to describe and consider all ranges (including integer and / or fractional values ​​within said ranges, even if such values ​​are not explicitly stated in this specification). Those skilled in the art will readily recognize that the enumerated ranges and subranges sufficiently describe and enable various embodiments of the present invention, and that such ranges and subranges may be further subdivided into related halves, 1 / 3, 1 / 4, 1 / 5, etc. As merely one example, the range “2 to 20” may be further subdivided into a lower 1 / 3, i.e., 2 to 8, a middle 1 / 3, i.e., 8 to 14, and an upper 1 / 3, i.e., 14 to 20, which are individually and collectively included within the scope of the appended claims and are individually and / or collectively required and may provide appropriate support for specific embodiments within the scope of the appended claims. In addition, with respect to language that limits or modifies a range, e.g., "greater than or equal to," "greater than," "less than," "less than or equal to," etc., such language must be understood to include a sub-range and / or an upper or lower limit.

[0176] Embodiments of the present invention

[0177] In the first embodiment, the release coating composition is

[0178] (A) Unit chemical formula: M a Q b M U c D L de M OH q T OH r(In the above formula, subscript a is 30 or more, subscript b is 40 or more, subscript c is 1 or more, subscript d is 1 or more, quantity (c + d) is 1 or more, subscript e is 0 to 20, subscript q is 0 or more, and subscript r is 0 or more, provided that the quantity (q + r) is sufficient to provide a silanol content of 0 to 1.7% in the polysiloxane;

[0179] M is the chemical formula Represents the unit of, and

[0180] Q is the chemical formula Represents the unit of, and

[0181] M U is the chemical formula Represents the unit of, and

[0182] D L is the chemical formula Represents the unit of, and

[0183] D is the chemical formula Represents the unit of, and

[0184] M OH is the chemical formula Represents the unit of, and

[0185] T OH is the chemical formula Represents the unit of;

[0186] Each R M is an independently selected monovalent hydrocarbon group of 1 to 30 carbon atoms, absent from aliphatic unsaturations, and each R U is an independently selected monovalent aliphatic unsaturated hydrocarbon group having 2 to 30 carbon atoms, and each R D A polysiloxane comprising (which is an independently selected divalent hydrocarbon group having 2 to 30 carbon atoms);

[0187] (B) Polyorganohydrogensiloxane having two or more silicon-bonded hydrogen atoms per molecule;

[0188] (C) Hydrosilylation reaction catalyst;

[0189] (D) Polyorganosiloxane having two or more silicon-bonded aliphatic unsaturated groups per molecule;

[0190] (E) solvent; and

[0191] (F) Includes a hydrosilylation reaction inhibitor.

[0192] In the second embodiment, (A) in the polysiloxane, each R M is an alkyl group having 1 to 6 carbon atoms, and each R U is an alkenyl group of 2 to 6 carbon atoms, and each R D is an alkylene group with 2 to 6 carbon atoms, and the subscripts have values ​​such that 30 ≥ a ≥ 90, 40 ≥ b ≥ 120, 16 ≥ (c + d) ≥ 1, and 18 ≥ e ≥ 2.

[0193] In the third embodiment, the hydrosilylation reaction inhibitor comprises acetylene alcohol, for example, methyl butynol.

[0194] In the fourth embodiment, the solvent comprises an aromatic hydrocarbon, an aliphatic hydrocarbon, or a combination thereof.

[0195] In the fifth embodiment, the polyorganohydrogensiloxane having two or more silicon-bonded hydrogen atoms per molecule has an average chemical formula (R 6 3SiO 1 / 2 ) hh (R 5 2SiO 2 / 2 ) ii (R 5 HSiO 2 / 2 ) jj having, and in the above formula, each R 5 is an independently selected monovalent hydrocarbon group or a monovalent halogenated hydrocarbon group, and each R 6 is independently hydrogen or R 5And, subscript hh is 2 to 10 (alternatively 2), subscript ii is 0 to 1000 (alternatively 0), and subscript jj is 2 to 500 (alternatively 2 to 100).

[0196] In the sixth embodiment, the hydrosilylation reaction catalyst comprises a complex of platinum and an organopolysiloxane.

[0197] In the seventh embodiment, the polyorganosiloxane having two or more silicon-bonded aliphatic unsaturated groups per molecule has an average chemical formula (R 4" 3SiO 1 / 2 ) m (R 4" 2SiO 2 / 2 ) n (R 4' R 4" SiO 2 / 2 ) o (R 4" 2R 4' SiO 1 / 2 ) p having, and in the above formula, each R 4" is independently selected from a monovalent hydrocarbon group lacking aliphatic unsaturation or a monovalent halogenated hydrocarbon group lacking aliphatic unsaturation, and each R 4' is, R 4 As defined above, it is independently selected from a monovalent aliphatic unsaturated hydrocarbon group or a monovalent halogenated aliphatic unsaturated hydrocarbon group, the subscript m is 0 to 10 (alternatively 0), the subscript n is 0 to 1,000, the subscript o is 2 to 500, and the subscript p is 2 to 10 (alternatively 2), provided that the quantity (m + p) is 2 or more.

[0198] In the eighth embodiment, the release coating composition of one of the aforementioned embodiments further comprises (G) an anchorage additive; (H) a mist-preventing additive; and (I) an additional material selected from the group consisting of both (G) and (H).

[0199] In the ninth embodiment, any one of the aforementioned embodiments has, based on the total weight of each of the base materials (A), base material (B), base material (C), base material (D), base material (E) and base material (F), 1 wt% to 75 wt% of (A) polysiloxane, 0.1 wt% to 5 wt% of (B) polyorganohydrogensiloxane, and a catalytically effective amount of (C) hydrosilylation reaction catalyst sufficient to provide 5 ppmw to 300 ppmw of platinum group metal to the base coating composition; and 20 wt% to 98 wt% of (D) organopolysiloxane having two or more silicon-bonded aliphatic unsaturated groups per molecule, 0 to 70 wt% of (E) solvent, and 0.002 wt% to 0.15 wt% of (F) hydrosilylation reaction inhibitor.

[0200] In the 10th embodiment, the method for forming a release liner

[0201] 1) A step of applying a release coating composition of any one of the aforementioned embodiments onto the surface of a substrate;

[0202] Optionally, 2) a step of treating the substrate before applying the release coating composition;

[0203] Optionally, 3) a step of removing all or part of the solvent, and

[0204] 4) The step of curing the release coating composition to form a release coating on a substrate.

[0205] In the 11th embodiment, the manufactured release liner is manufactured by the method of the 10th embodiment.

[0206] In the 11th embodiment, the substrate of the release liner comprises PET.

Claims

Claim 1 (A) Polysiloxane comprising the following unit chemical formula: (In the above formula, each R M is an independently selected monovalent hydrocarbon group of 1 to 30 carbon atoms, lacking aliphatic unsaturation, and each R U is an independently selected monovalent aliphatic unsaturated hydrocarbon group having 2 to 30 carbon atoms, and each R D is an independently selected divalent hydrocarbon group having 2 to 30 carbon atoms, subscript a is 30 or more, subscript b is 40 or more, subscript c is 1 or more, subscript d is 1 or more, subscript e is 20 or less, subscript q is 0 or more, subscript r is 0 or more, and the quantity (q + r) is sufficient to provide a silanol content of 1.7 wt% or less in the polysiloxane); (B) a polyorganohydrogensiloxane having 2 or more silicon-bonded hydrogen atoms per molecule; (C) a hydrosilylation reaction catalyst; (D) a polyorganosiloxane having 2 or more silicon-bonded aliphatic unsaturated groups per molecule; optionally, (E) a solvent; and (F) a hydrosilylation reaction inhibitor; based on the total weight of each of the sample materials (A), (B), (C), (D), (E) and (F), (A) the polysiloxane is present in an amount of 1 wt% to 75 wt%; (B) the polyorganohydrogensiloxane is present in an amount of 0.1 wt% to 5 wt%; (C) the hydrosilylation reaction catalyst is present in a catalytically effective amount sufficient to catalyze the hydrosilylation reaction; (D) the polyorganosiloxane having two or more silicon-bonded aliphatic unsaturated groups per molecule is present in an amount of 20 wt% to 90 wt%; (E) the solvent is present in an amount of 0 to 70 wt%; and (F) the hydrosilylation reaction inhibitor is present in an amount of 0.002 wt% to 0.15 wt%, Release coating composition. Claim 2 In paragraph 1, each R M is an alkyl group having 1 to 6 carbon atoms, and each R U is an alkenyl group of 2 to 6 carbon atoms, and each R D A release coating composition having values ​​such that is an alkylene group having 2 to 6 carbon atoms, and the subscripts are 90 ≥ a ≥ 30, 120 ≥ b ≥ 40, 16 ≥ (c + d) ≥ 3, and 18 ≥ e ≥ 2. Claim 3 A release coating composition according to claim 1, wherein the hydrosilylation reaction inhibitor comprises acetylene alcohol. Claim 4 In claim 1, the polyorganohydrogensiloxane having two or more silicon-bonded hydrogen atoms per molecule has an average chemical formula (R 6 3SiO 1 / 2 ) hh (R 5 2SiO 2 / 2 ) ii (R 5 HSiO 2 / 2 ) jj having, and in the above formula, each R 5 is an independently selected monovalent hydrocarbon group or a monovalent halogenated hydrocarbon group, and each R 6 is independently hydrogen or R 5 A release coating composition in which the subscript hh is 2 to 10, the subscript ii is 0 to 1000, and the subscript jj is 2 to 500. Claim 5 A release coating composition according to claim 1, further comprising (G) an anchorage additive; (H) an anti-mist additive; and an additional material selected from the group consisting of combinations of (G) and (H). Claim 6 A release coating composition according to claim 5, wherein the solvent comprises an aromatic hydrocarbon, an aliphatic hydrocarbon, or a combination thereof. Claim 7 A release coating composition according to claim 1, wherein the molar ratio of silicon-bonded hydrogen atoms to silicon-bonded aliphatic unsaturated groups of the combined base material (A), base material (B), base material (C), and base material (D) is 1:1 to 2.5:

1. Claim 8 A method for forming a release liner, comprising: 1) applying a release coating composition of any one of claims 1 to 7 onto the surface of a substrate; optionally, 2) treating the substrate before applying the release coating composition; 3) removing all or part of the solvent; and 4) heating the release coating composition to cure the release coating composition and forming a release coating on the substrate. Claim 9 A release liner manufactured by the method of claim 8.

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