Silicone release agent composition, release paper and release film

Abstract

To provide a release agent composition showing extremely low peeling force to a silicone adhesive and giving excellent residual adhesive force to the adhesive after peeling.SOLUTION: The release agent composition comprises: (A) a linear or branched organopolysiloxane containing no fluorine-containing groups, which has at least two alkenyl groups and at least one aryl group in one molecule and has specific ranges of a percentage of the number of the alkenyl groups and of a percentage of the number of the aryl groups with respect to the number of groups bonded to a Si atom, by 50 to 99.9 pts.mass; (B) a linear or branched organopolysiloxane, which has at least one alkenyl group and a fluorine-containing group in one molecule and a percentage of 3% to 50% of the total of the fluorine-containing groups with respect to the total of groups bonded to a Si atom, by 50 to 0.1 pts.mass; (C) an organohydrogen polysiloxane containing no fluorine-containing groups, which has a specific range of a ratio of (number of SiH) / (number of alkenyl groups) and has at least three H atoms bonded to a Si atom in one molecule; and (D) a platinum group metal-based catalyst in a catalytic amount.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a silicone release agent composition containing a fluorine-containing silicone and a fluorine-free silicone, and to a release paper and a release film having a cured product of said composition. [Background technology]

[0002] Conventionally, for the purpose of preventing adhesion or sticking between various substrates such as paper, plastic films, and synthetic fiber fabrics and pressure-sensitive adhesive substances, a cured coating of a silicone composition has been formed on the surface of the substrate to impart release properties, and these are generally referred to as release papers and release films.

[0003] Among the above pressure-sensitive adhesive substances, silicone adhesives containing organopolysiloxane as a main component are used in a wide range of applications due to their excellent heat resistance, cold resistance, weather resistance, chemical resistance, electrical insulation, low toxicity, etc. Silicone adhesives also exhibit excellent wettability to a variety of adherends, and are adhesive to silicone resins, polyolefins, fluororesins, silicone rubbers, silicone release papers, etc., which are difficult to adhere to with organic resin adhesives such as acrylic and rubber adhesives.

[0004] To manufacture adhesive tapes using silicone adhesives, the silicone adhesive is applied to a substrate such as a plastic film and cured by a crosslinking reaction to improve adhesive properties. Applications of such adhesive tapes include heat-resistant adhesive tapes, heat-resistant masking tapes, chemical-resistant masking tapes, electrical insulating tapes, and splicing tapes for connecting silicone release papers, all of which are manufactured by applying the silicone adhesive to a heat-resistant substrate.

[0005] However, silicone adhesives also adhere strongly to release papers and films that use silicone-based release agents, which are often used to protect adhesive-processed products. Therefore, to protect the adhesive surface of adhesive tapes coated with silicone adhesives, release agents based on materials containing fluorine are used.

[0006] In Patent Documents 1 to 7, a silicone release agent having a fluorine-containing organic group is cured by hydrosilylation to form a cured coating that has excellent release properties for silicone pressure-sensitive adhesives.

[0007] However, fluorine-containing silicone release agents are more expensive than many common fluorinated materials and silicone release agent materials, so in order to impart release properties more inexpensively, a method has been used in which an organopolysiloxane that does not contain a fluorine-containing organic group is added to the fluorine-containing silicone release agent.

[0008] In Patent Documents 8 and 9, a composition containing an ethylenically unsaturated fluoroorganopolysiloxane polymer and a fluoroorganohydrogenpolysiloxane crosslinking agent, as well as a non-fluorinated organopolysiloxane polymer containing an ethylenically unsaturated organic group and a non-fluorinated organohydrogenpolysiloxane crosslinking agent, is cured by hydrosilylation to impart releasability to a silicone pressure-sensitive adhesive.

[0009] Furthermore, in Patent Document 10, in addition to a functional non-fluorinated silicone polymer and a functional fluorosilicone polymer, a non-functional fluorosilicone polymer is added to improve the release properties.

[0010] In addition, in Patent Documents 11 to 13, the release force is adjusted by adding an organopolysiloxane that has a specific amount of alkenyl groups and does not contain fluoroalkyl to an organopolysiloxane containing a fluoroalkyl group and an alkenyl group, and an organohydrogenpolysiloxane. [Prior art documents] [Patent documents]

[0011] [Patent Document 1] Japanese Patent Application Publication No. 7-18185 [Patent Document 2] JP 2005-060554 A [Patent Document 3] JP 2011-219630 A [Patent Document 4] JP 2012-196846 A [Patent Document 5] WO2016 / 006252 [Patent Document 6] JP 2017-165893 A [Patent Document 7] JP 2017-206594 A [Patent Document 8] Special Publication No. 2013-510921 [Patent Document 9] JP 2015-147935 A [Patent Document 10] Special Publication No. 2017-505361 [Patent Document 11] JP 2016-183291 A [Patent Document 12] JP 2016-182772 A [Patent Document 13] WO2016 / 152992 Summary of the Invention [Problem to be solved by the invention]

[0012] However, the cured coatings of the silicone release agents described in Patent Documents 8 and 9 are not satisfactory in terms of the peel strength against silicone pressure-sensitive adhesives and the residual adhesive strength after peeling. In addition, there is no mention of the peel strength against hydrosilyl addition curing silicone pressure-sensitive adhesive layers. In the composition described in Patent Document 10, the non-functional fluorosilicone polymer bleeds out of the silicone coating and acts as a migrating component, resulting in insufficient peel strength and residual adhesive strength. In addition, there is no mention of the peel strength against hydrosilyl addition curing pressure-sensitive adhesives. The above Patent Documents 11 to 13 describe that the addition of an alkenyl group-containing siloxane that does not contain a fluoroalkyl results in a heavy release, but the low peel strength of conventional fluorosilicones is lost.

[0013] As described above, in the prior art, there is no known release agent for silicone pressure-sensitive adhesives that contains a small amount of fluorine-containing silicone, can be produced inexpensively, has low release strength for a wide range of silicone pressure-sensitive adhesives, including hydrosilylation addition curing types and peroxide curing types, and is capable of forming a release coating with high residual adhesive strength after peeling.

[0014] The present invention has been made in view of the above circumstances, and has an object to provide a release agent composition which contains a small amount of fluorine-containing silicone and can be produced at low cost, which has very low peel strength from silicone pressure-sensitive adhesives despite the small amount of fluorine-containing silicone, and which has excellent residual adhesive strength after release, and to provide a release paper and a release film having a cured product of said composition. [Means for solving the problem]

[0015] As a result of intensive research into achieving the above-mentioned object, the present inventors have found that in an addition reaction curable silicone composition which contains an alkenyl group- and fluorine-containing organopolysiloxane, or an alkenyl group-containing, fluorine-free organopolysiloxane and a fluorine-free organohydrogenpolysiloxane, but does not contain a fluorine-containing organohydrogenpolysiloxane, by specifying the amount of aryl groups in the alkenyl group-containing, fluorine-free organopolysiloxane, it is possible to provide a release layer which has an extremely low peel strength against silicone pressure-sensitive adhesive and which exhibits excellent residual adhesive strength after peeling, even when the amount of fluorine-containing organopolysiloxane is reduced, and which has led to the completion of the present invention.

[0016] That is, the present invention provides a silicone release agent composition which contains the following components (A), (B), (C), and (D), but does not contain (E) an organohydrogenpolysiloxane which has one or more hydrogen atoms bonded to silicon atoms in each molecule and which has a fluorine-containing organic group: (A) 50 to 99.9 parts by mass of a linear organopolysiloxane represented by the following general formula (1), which has at least two alkenyl group-containing organic groups and at least one aryl group-containing organic group in one molecule, in which the proportion of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.05 to 4%, the proportion of the total number of aryl group-containing organic groups is 5% to 30%, and which does not have a fluorine-containing organic group: [ka] (In the formula, R 1 are each independently a hydroxyl group or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms, provided that R 1 At least two of R are C2-10 alkenyl-containing organic groups, 1 at least one of the above is an aryl group-containing organic group having 6 to 10 carbon atoms, a is an integer of 2 or more, b is an integer of 1 or more, c is 0, and d is 0; and 100 a+b+c+d≦20,000 (B) A linear or branched organopolysiloxane represented by the following general formula (6), which has at least one alkenyl-containing organic group and at least one fluorine-containing organic group in one molecule, in which the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.05 to 4%, and the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 7% to 30%: [ka] (In the formula, R 3 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms which does not have an aliphatic unsaturated bond, Y is an alkenyl-containing organic group having 2 to 10 carbon atoms, and Rf is a fluorine-containing organic group. x is an integer of 1 to 3, y is an integer of 0 or greater, z is an integer of 1 or greater, e' is an integer of 0 or greater, and 80≦y+z+e'+2≦3,000. : 50 to 0.1 parts by mass (wherein the total amount of components (A) and (B) is 100 parts by mass), (C) An organohydrogenpolysiloxane having three or more hydrogen atoms bonded to silicon atoms in each molecule and having no fluorine-containing organic groups, which is represented by the following general formula (8): [ka] (In the formula, R 5 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms that does not have an aliphatic unsaturated bond, each h' is independently 0 or 1, i' is an integer of 1 or more, and j' is an integer of 0 or more, provided that 3≦2h'+i' and 10≦i'+j'+2≦500. the ratio of the number of SiH groups in component (C) to the total number of alkenyl groups in components (A) and (B) is 0.5 to 15, and (D) Platinum group metal catalyst: Catalyst amount. The present invention further provides a release paper and a release film having a layer comprising a cured product of the above silicone release agent composition. Effect of the Invention

[0017] The cured product of the release agent composition of the present invention can be produced at low cost because the amount of fluorine-containing silicone is small. Furthermore, it can be peeled off from silicone adhesives with very little force, and the residual adhesive strength after peeling is also high, so that it can provide a release paper and a release film with excellent releasability. In addition, the release agent composition of the present invention does not contain an organohydrogenpolysiloxane having a fluorine-containing organic group, so that it can provide a release film with a lighter peel strength and a better residual adhesive strength to adhesives. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0018] The silicone release composition of the present invention will now be described in detail.

[0019] <Component (A)> In the silicone release agent composition of the present invention, component (A) is a linear or branched organopolysiloxane represented by the following general formula (1), which has at least two alkenyl-containing organic groups and at least one aryl-containing organic group in one molecule, the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.005-5%, the ratio of the total number of aryl-containing organic groups to the total number of groups bonded to silicon atoms is 0.1%-40%, and which does not have a fluorine-containing organic group. The amount of component (A) is 50-99.9 parts by mass, preferably 70-99.7 parts by mass, and more preferably 90-99.5 parts by mass, relative to 100 parts by mass of the total of components (B) and (A) described below. [ka] (In the formula, R 1 are each independently a hydroxyl group or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms, provided that R 1 At least two of R are C2-10 alkenyl-containing organic groups, 1 at least one of the above is an aryl group-containing organic group having 6 to 10 carbon atoms, a is an integer of 2 or more, b is an integer of 1 or more, c is an integer of 0 or more, and d is an integer of 0 or more; and 100 a+b+c+d≦20,000

[0020] The component (A) may be used alone or in combination of two or more kinds.

[0021] In formula (1), R 1 are each independently a hydroxyl group or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms; R 1At least two of the above are alkenyl-containing organic groups having 2 to 10 carbon atoms. The alkenyl-containing organic group has 2 to 10 carbon atoms, preferably 2 to 8 carbon atoms, and may contain an oxygen atom. Examples of the alkenyl-containing monovalent hydrocarbon group that may contain an oxygen atom include alkenyl groups such as vinyl, allyl, hexenyl, and octenyl, and cycloalkenylalkyl groups such as cyclohexenylethyl. Examples of the alkenyl-containing monovalent hydrocarbon group that may contain an oxygen atom include acryloylalkyl groups and methacryloylalkyl groups such as acryloylpropyl, acryloylmethyl, and methacryloylpropyl. The methylene chain may contain an ether bond, and examples of the groups include -(CH2)2-O-CH2-CH=CH2 and -(CH2)3-O-CH2-CH=CH2.

[0022] The amount of alkenyl groups contained in component (A) depends on the amount of groups bonded to silicon atoms in the organopolysiloxane (i.e., R 1 The ratio of the total number of alkenyl group-containing organic groups to the total number of alkenyl groups is preferably 0.005 to 5%, more preferably 0.01 to 4.5%, and even more preferably 0.05 to 4%. If it is less than the lower limit, the curability may decrease. If it is less than the upper limit, the resulting release layer does not become hard, and appropriate substrate adhesion and release properties can be obtained. The amount of alkenyl groups can usually be measured by a known method such as an iodination method (e.g., Hanus method) or an NMR method (hereinafter the same).

[0023] The monovalent hydrocarbon group other than the alkenyl group-containing organic group is a monovalent hydrocarbon group having 1 to 10 carbon atoms and no aliphatic unsaturated bond. Examples of the monovalent hydrocarbon group include alkyl groups having preferably 1 to 6 carbon atoms, such as methyl, ethyl, propyl, and butyl groups, cycloalkyl groups having preferably 5 to 8 carbon atoms, such as cyclohexyl groups, aryl groups having preferably 6 to 10 carbon atoms, such as phenyl and tolyl groups, and aralkyl groups having preferably 7 to 10 carbon atoms, such as benzyl groups, and monovalent hydrocarbon groups having 1 to 10 carbon atoms in which some or all of the hydrogen atoms bonded to the carbon atoms of these groups have been substituted with hydroxy groups, cyano groups, halogen atoms other than fluorine, alkoxysilyl groups, polyoxyalkylene groups, epoxy groups, carboxyl groups, or the like. Among these, a methyl group or a phenyl group is preferred.

[0024] R 1 At least one of the groups bonded to the silicon atom of the organopolysiloxane (i.e., R 1 The ratio of the total number of aryl group-containing organic groups to the total number of aryl groups is 0.1 to 40%, more preferably 3 to 35%, and more preferably 5 to 30%. If the content exceeds the upper limit, the substrate adhesion of the resulting silicone release agent layer may decrease, and if it is less than the lower limit, the desired effect of the aryl group may not be obtained. The aryl group-containing organic group means at least one of an aryl group bonded to a silicon atom and an aralkyl group bonded to a silicon atom.

[0025] By having an aryl group-containing organic group in the above range, the (A) component has low compatibility with the (B) component having a fluorine-containing organic group, which will be described later. As a result, the (B) component is localized in the surface layer portion during the crosslinking reaction to form a film. Therefore, although the present invention is a composition containing fluorine-containing silicone and non-fluorine-containing silicone, the fluorine-containing silicone portion is unevenly distributed in the upper layer portion of the cured film, and the peel strength against the silicone pressure-sensitive adhesive can be reduced.

[0026] In formula (1), a is an integer of 2 or more, preferably an integer of 2 to 3,000, b is an integer of 1 or more, preferably an integer of 100 to 14,500, c is an integer of 0 or more, preferably an integer of 0 to 1,000, and d is an integer of 0 or more, preferably an integer of 0 to 1,000, 100 ≦a+b+c+d≦20,000, and preferably 150≦a+b+c+d≦15,000. If the total number of siloxane units (a+b+c+d) is smaller than the lower limit, the reactivity may decrease or uniform coating may become difficult. If it exceeds the upper limit, the viscosity of the composition may become very high, making it difficult to stir and mix, and the workability may become poor.

[0027] The component (A) may be an oil-like or raw rubber-like organopolysiloxane. If the component (A) is oil-like, the viscosity at 25°C is preferably 100 to 1,000,000 mPa·s, and particularly preferably 500 to 800,000 mPa·s. If the component (A) is raw rubber-like, the viscosity of a solution dissolved in toluene to a concentration of 30% by mass is preferably 1,000 to 200,000 mPa·s, and particularly preferably 3,000 to 100,000 mPa·s. If the viscosity is less than the lower limit, the curability of the release agent composition may decrease or uniform application may be difficult. If the viscosity exceeds the upper limit, the release agent composition may become too viscous, and stirring during production of the composition may be difficult. In the present invention, the viscosity is measured at 25°C using a rotational viscometer (hereinafter the same).

[0028] Examples of component (A) include, but are not limited to, linear or branched organopolysiloxanes represented by the following formulas. In the following formulas, Me, Vi, and Ph represent methyl, vinyl, and phenyl groups, respectively. The bonding order of each siloxane unit shown in parentheses is not limited to the following. In each of the following formulas, the total number of siloxane repeating units is an average value. [ka] ( 100≦2+b1+b2+b3≦20,000, the ratio of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.005 to 5%, and the ratio of the total number of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.1% to 40%.) [ka] ( 100 ≦2+b4+b5+b6≦20,000, the ratio of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.005 to 5%, and the ratio of the total number of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.1% to 40%.) [ka] ( 100 ≦2+b7+b8+b9≦20,000, the ratio of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.005 to 5%, and the ratio of the total number of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.1% to 40%.) [ka] ( 100 ≦2+b10+b11+b12≦20,000, the ratio of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.005 to 5%, and the ratio of the total number of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.1% to 40%.) [ka] ( 100 ≦2+b13+b14+b15≦20,000, the ratio of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.005 to 5%, and the ratio of the total number of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.1% to 40%.) [ka] ( 100≦a1+b16+b17+b18+c1≦20,000, the ratio of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.005 to 5%, and the ratio of the total number of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.1% to 40%.) [ka] ( 100 a2+b19+b20+b21+c2≦20,000, the ratio of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.005 to 5%, and the ratio of the total number of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.1% to 40%. [ka] ( 100 ≦a3+b22+b23+b24+d1≦20,000, the ratio of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.005 to 5%, and the ratio of the total number of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.1% to 40%.) [ka] ( 100 ≦a4+b25+b26+b27+c3+d2≦20,000, the ratio of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.005 to 5%, and the ratio of the total number of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0.1% to 40%.)

[0029] The composition of the present invention may contain, as an optional component, a linear or branched organopolysiloxane (A') which has at least two alkenyl group-containing organic groups in one molecule and which has neither an aryl group-containing organic group nor a fluorine-containing organic group.

[0030] There are no particular limitations on the content of organopolysiloxane (A') so long as the properties of the present invention are not impaired; however, it is desirable for the content to be an amount such that the ratio of the total number of aryl group-containing organic groups in component (A) to the total number of groups bonded to silicon atoms in a mixture of components (A) and (A') is 0.1% to 40%, more preferably 3 to 35%, and even more preferably 5 to 30%.

[0031] The organopolysiloxane (A') is, for example, a linear or branched organopolysiloxane represented by the following formula (1'). [ka] (In the formula, R 1 are each independently a hydroxyl group or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms, provided that R 1 ' is not an aryl group-containing organic group, R 1 At least two of a' are alkenyl-containing organic groups having 2 to 10 carbon atoms, a' is an integer of 2 or more, b' is an integer of 1 or more, c' is an integer of 0 or more, d' is an integer of 0 or more, and 100≦a'+b'+c'+d'≦20,000.

[0032] In formula (1'), R 1 are each independently a hydroxyl group or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms; R 1 At least two of the above ' are alkenyl-containing organic groups having 2 to 10 carbon atoms. Examples of the alkenyl-containing organic group include those exemplified for the above formula (1).

[0033] The amount of alkenyl groups contained in component (A') depends on the amount of groups bonded to silicon atoms in the organopolysiloxane (i.e., R 1 The ratio of the total number of alkenyl group-containing organic groups to the total number of alkenyl group-containing organic groups is preferably 0.005 to 5%, more preferably 0.01 to 4.5%, and even more preferably 0.05 to 4%. If it is less than the lower limit, the curability may decrease, whereas if it is less than the upper limit, the resulting release layer does not become hard, and appropriate substrate adhesion and release property can be obtained.

[0034] The monovalent hydrocarbon group other than the alkenyl group-containing organic group is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms that does not have an aliphatic unsaturated bond, but is not an aryl group-containing organic group. For example, R 1 Among these, a methyl group, an ethyl group, and a propyl group are preferable, and a methyl group is particularly preferable.

[0035] In formula (1'), a' is an integer of 2 or more, preferably an integer of 2 to 3,000, b' is an integer of 1 or more, preferably an integer of 100 to 14,500, c' is an integer of 0 or more, preferably an integer of 0 to 1,000, d' is an integer of 0 or more, preferably an integer of 0 to 1,000, and 100≦a'+b'+c'+d'≦20,000, preferably 150≦a'+b'+c'+d'≦15,000. If the total number of siloxane units (a'+b'+c'+d') is less than the lower limit, reactivity may decrease or uniform coating may become difficult, and if it exceeds the upper limit, the viscosity of the composition may become very high, making it difficult to stir and mix, and workability may be poor.

[0036] The component (A') may be used alone or in combination of two or more kinds.

[0037] <(B) component> In the silicone release agent composition of the present invention, component (B) is a linear or branched organopolysiloxane that contains at least one alkenyl-containing organic group and at least one fluorine-containing organic group in each molecule, and in which the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%.

[0038] The component (B) may be used alone or in combination of two or more kinds. The component (B) is preferably a linear or branched organopolysiloxane represented by the following general formula (2). [ka] (In the formula, R 2 are each independently a hydroxyl group, a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms, or a fluorine-containing organic group, provided that R 2 At least one of R is an alkenyl-containing organic group having 2 to 10 carbon atoms; 2 at least one of the above is a fluorine-containing organic group, e is an integer of 2 or more, f is an integer of 1 or more, g is an integer of 0 or more, and h is an integer of 0 or more, and 50≦e+f+g+h≦5,000.

[0039] In formula (2), e is an integer of 2 or more, preferably an integer of 2 to 500, f is an integer of 1 or more, preferably an integer of 50 to 2,500, g is an integer of 0 or more, preferably an integer of 0 to 100, h is an integer of 0 or more, preferably an integer of 0 to 100, and 50≦e+f+g+h≦5,000, preferably 80≦e+f+g+h≦3,000. If the total number of siloxane units (e+f+g+h) is less than the above lower limit or more than the above upper limit, the reactivity may decrease, or the peelability or residual adhesive strength may decrease.

[0040] In formula (2), R 2 are each independently a hydroxyl group, a monovalent hydrocarbon group having 1 to 10 carbon atoms, or a fluorine-containing organic group; R 2 At least one of the above is an alkenyl-containing organic group having 2 to 10 carbon atoms. The alkenyl-containing organic group has 2 to 10 carbon atoms, preferably 2 to 8 carbon atoms, and may contain an oxygen atom. Examples of the alkenyl-containing monovalent hydrocarbon group that may contain an oxygen atom include alkenyl groups such as vinyl, allyl, hexenyl, and octenyl, and cycloalkenylalkyl groups such as cyclohexenylethyl. Examples of the alkenyl-containing monovalent hydrocarbon group that may contain an oxygen atom include acryloylalkyl groups and methacryloylalkyl groups such as acryloylpropyl, acryloylmethyl, and methacryloylpropyl. The methylene chain may contain an ether bond, and examples of the groups include -(CH2)2-O-CH2-CH=CH2 and -(CH2)3-O-CH2-CH=CH2.

[0041] The amount of alkenyl groups contained in component (B) is determined by the ratio of the groups bonded to silicon atoms in the organopolysiloxane (i.e., R 2 The ratio of the total number of alkenyl group-containing organic groups to the total number of alkenyl group-containing organic groups is preferably 0.01 to 5%, more preferably 0.03 to 4.5%, and even more preferably 0.05 to 4%. If it is less than the lower limit, the curability may decrease, whereas if it is less than the upper limit, the resulting release layer does not become hard, and appropriate substrate adhesion and release property can be obtained.

[0042] The monovalent hydrocarbon group is a monovalent hydrocarbon group having 1 to 10 carbon atoms and having no aliphatic unsaturated bonds. Examples of the monovalent hydrocarbon group include alkyl groups having preferably 1 to 6 carbon atoms, such as methyl, ethyl, propyl, and butyl groups, cycloalkyl groups having preferably 5 to 8 carbon atoms, such as cyclohexyl groups, aryl groups having preferably 6 to 10 carbon atoms, such as phenyl and tolyl groups, and aralkyl groups having preferably 7 to 10 carbon atoms, such as benzyl groups, and monovalent hydrocarbon groups having 1 to 10 carbon atoms in which some or all of the hydrogen atoms bonded to the carbon atoms of these groups have been substituted with hydroxyl groups, cyano groups, halogen atoms other than fluorine, alkoxysilyl groups, polyoxyalkylene groups, epoxy groups, carboxyl groups, or the like. R 2 is preferably other than an aryl group or an aralkyl group, and among these, a methyl group is preferred. 2 When R is an aryl group-containing organic group (aryl group and aralkyl group), the group bonded to the silicon atom of the organopolysiloxane (i.e., R 2 The ratio of the total number of aryl group-containing organic groups to the total number of (A) is preferably 0.01 to 20%, more preferably 0.01 to 15%, and even more preferably 0.01 to 10%. If the content exceeds 20%, the compatibility with component (A) increases, and the desired release performance may not be obtained. The aryl group-containing organic group means at least one of an aryl group bonded to a silicon atom and an aralkyl group bonded to a silicon atom.

[0043] The fluorine-containing organic group is represented by, for example, the following structural formulas (3) to (5), with structural formulas (3) and (4) being particularly preferred, and structural formula (3) being more preferred. [ka] (In the formula, i is an integer of 0 to 5, j is an integer of 1 to 10, k is 0 or 1, m is an integer of 0 to 2, n is an integer of 0 to 2, p is an integer of 1 to 5, and X and X' are each independently an oxygen atom or a single bond.) [ka] (In the formula, q is an integer of 1 to 20, r is an integer of 0 to 2, s is an integer of 1 to 6, and X is an oxygen atom or a single bond.) [ka] (In the formula, t is an integer of 1 to 10, u is 0 or 1, v is an integer of 0 to 3, w is an integer of 1 to 12, and X is an oxygen atom or a single bond).

[0044] The amount of fluorine-containing organic groups contained in component (B) is determined by the amount of the groups bonded to silicon atoms in the organopolysiloxane (i.e., R 2 The ratio of the total number of fluorine-containing organic groups to the total number of fluorine-containing organic groups is preferably 3 to 50%, more preferably 5 to 40%, and even more preferably 7 to 30%. If it is less than the lower limit, good releasability may not be obtained, and if it exceeds the upper limit, curability may decrease.

[0045] The component (B) may be linear or branched, but is more preferably a compound represented by the following general formula (6). [ka] (In the formula, R 3are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms which does not have an aliphatic unsaturated bond, Y is an alkenyl-containing organic group having 2 to 10 carbon atoms, and Rf is a fluorine-containing organic group. x is an integer of 1 to 3, y is an integer of 0 or greater, z is an integer of 1 or greater, e' is an integer of 0 or greater, and 50≦y+z+e'+2≦5,000.

[0046] In formula (6), R 3 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms and no aliphatic unsaturated bond. For example, R 2 Among these, a methyl group, an ethyl group, and a propyl group are preferable, and a methyl group is particularly preferable.

[0047] Y is an alkenyl-containing organic group having 2 to 10 carbon atoms, preferably 2 to 8 carbon atoms, and may contain an oxygen atom. 2 The alkenyl-containing organic groups are as exemplified above.

[0048] Rf is a fluorine-containing organic group, and is the same as the fluorine-containing organic group exemplified for the above formula (2).

[0049] In formula (6), x's are each independently an integer of 1 to 3. y is an integer of 0 or more, z is an integer of 1 or more, and e' is an integer of 0 or more, provided that 50≦y+z+e'+2≦5,000, and preferably 80≦y+z+e'+2≦3,000.

[0050] The amount of component (B) in the silicone release agent composition of the present invention is 0.1 to 50 parts by mass, preferably 0.3 to 30 parts by mass, more preferably 0.5 to 15 parts by mass, and even more preferably 0.5 to 10 parts by mass, per 100 parts by mass of the total of components (A) and (B), and in particular the upper limit may be less than 5 parts by mass. If the amount of component (B) is less than the above lower limit, the release force may be high.

[0051] More specifically, the component (B) may include, but is not limited to, the following compounds. In the following formulae, Me is a methyl group, Vi is a vinyl group, and Rf is a fluorine-containing organic group. The bonding order of each siloxane unit shown in parentheses is not limited to the following. In each of the following formulae, the total number of siloxane repeating units is an average value. [ka] (50≦2+f1+f2≦5,000, the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%, and the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.01 to 5%). [ka] (50≦1+1+f3+f4≦5,000, the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%, and the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.01 to 5%). [ka] (50≦2+f5+f6+f7≦5,000, the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%, and the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.01 to 5%). [ka] (50≦2+f8+f9+f10≦5,000, the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%, and the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.01 to 5%). [ka] (50≦2+f11+f12+f13≦5,000, the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%, and the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.01 to 5%). [ka] (50≦2+f14+f15+f16≦5,000, the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%, and the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.01 to 5%). [ka] (50≦e1+f17+f18+f19+g1≦5,000, the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%, and the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.01 to 5%). [ka] (50≦e2+f20+f21+f22+h1≦5,000, the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%, and the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.01 to 5%). [ka] (50≦e3+f23+f24+f25+g2+h2≦5,000, the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 3% to 50%, and the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.01 to 5%).

[0052] <(C) component> In the silicone release agent composition of the present invention, component (C) is an organohydrogenpolysiloxane that has three or more hydrogen atoms bonded to silicon atoms in each molecule and does not have a fluorine-containing organic group. The organohydrogenpolysiloxane may be used alone or in combination of two or more. The SiH groups in component (C) undergo an addition reaction with the alkenyl groups in components (A) and (B) to harden and form a coating.

[0053] The amount of component (C) is such that the ratio of the number of SiH groups in component (C) to the total number of alkenyl groups in components (A) and (B) is 0.5 to 15, preferably 0.8 to 10, and more preferably 1 to 7. If the ratio is less than the lower limit, adhesion to the substrate may decrease or curing may decrease. If it is more than the upper limit, the peel force may increase or the usable time of the treatment bath may become shorter.

[0054] The organohydrogenpolysiloxane (C) is preferably represented by the following average composition formula (7): R 4 f’ H g’ SiO (4-f’-g’) / 2 (7) (In the formula, R 4 are each independently a hydroxyl group or a substituted or unsubstituted monovalent hydrocarbon group having no aliphatic unsaturated bonds, f' and g' are positive numbers, and f'+g'≦3.

[0055] Examples of the monovalent hydrocarbon group include alkyl groups preferably having 1 to 6 carbon atoms, such as methyl, ethyl, propyl, and butyl groups, cycloalkyl groups preferably having 5 to 8 carbon atoms, such as cyclohexyl groups, aryl groups preferably having 6 to 10 carbon atoms, such as phenyl and tolyl groups, aralkyl groups preferably having 7 to 10 carbon atoms, such as benzyl groups, and monovalent hydrocarbon groups having 1 to 10 carbon atoms in which some or all of the hydrogen atoms bonded to the carbon atoms of these groups have been substituted with hydroxy groups, cyano groups, halogen atoms other than fluorine, alkoxysilyl groups, polyoxyalkylene groups, epoxy groups, carboxyl groups, or the like. 4An alkyl group and an aryl group are preferred, and from the viewpoint of further improving the addition reaction rate, a methyl group, an ethyl group, a propyl group, and a phenyl group are more preferred.

[0056] R 4 When having an aryl group-containing organic group as R, the total number of hydrogen atoms bonded to the silicon atom and the groups bonded to the silicon atom of the organohydrogenpolysiloxane of formula (7) (that is, the total number of R 4 and SiH groups) is 0.1 to 40%, preferably 5 to 35%, more preferably 10 to 30% for the total number of aryl group-containing organic groups. When the content ratio of the aryl group-containing organic group exceeds the above upper limit value, the curability and the adhesion to the base material may decrease. The aryl group-containing organic group means at least one of an aryl group bonded to a silicon atom and an aralkyl group bonded to a silicon atom.

[0057] In the above formula (7), f' is a real number where f'>0, preferably 0.1 to 2, g' is a real number where g'>0, preferably 0.1 to 2, and 0<f'+g'≦3, particularly 0.5<f'+g'≦2.8 is satisfied.

[0058] (C) The organohydrogenpolysiloxane may be linear, branched, cyclic, or a mixture thereof. Examples of the organohydrogenpolysiloxane include R 4 HSiO 2 / 2 units, HSiO 3 / 2 units, and at least one of R 4 2HSiO 1 / 2 units, and optionally further R 4 2SiO 2 / 2 units, R 4 SiO 3 / 2 units, and R 4 3SiO 1 / 2 units, and polymers or copolymers containing at least one of them. R 4 is as described above. R 4 HSiO 2 / 2 units or R 4 2HSiO 1 / 2It is preferable that the total number of the SiO units is at least 3, and preferably 5 to 300, in one molecule. 4 / 2 The unit may be contained, and the amount may be within a range that does not impair the effects of the present invention.

[0059] The content of SiH groups in one molecule of the organohydrogenpolysiloxane is preferably 3 to 300, and more preferably 5 to 200. If the number of SiH groups is less than the above lower limit or exceeds the above upper limit, the curability may decrease or the peel strength may increase.

[0060] The organohydrogenpolysiloxane preferably has a viscosity of 0.001 to 10 Pa s, and particularly 0.005 to 5 Pa s, at 25° C. If the viscosity is too low, curability and adhesion to substrates may decrease, whereas if the viscosity is too high, workability and adhesion to substrates may decrease.

[0061] The component (C) may be linear, branched, or cyclic, but is more preferably a compound represented by the following general formula (8). [ka]

[0062] In the formula, R 5 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms which does not have an aliphatic unsaturated bond, each h' is independently 0 or 1, i' is an integer of 1 or greater, and j' is an integer of 0 or greater, provided that 3≦2h'+i', 3≦i'+j'+2≦1,000, and preferably 10≦i'+j'+2≦500.

[0063] In formula (8), R 5 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms and no aliphatic unsaturated bond. For example, R 4 Among these, a methyl group, an ethyl group, a propyl group, and a phenyl group are preferable, and a methyl group and a phenyl group are particularly preferable.

[0064] The component (C) more preferably contains both the following components (C-1) and (C-2). (C-1) An organohydrogenpolysiloxane having at least one aryl-containing organic group having 6 to 10 carbon atoms, the ratio of the number of the aryl-containing organic groups to the total number of hydrogen atoms bonded to silicon atoms and groups bonded to silicon atoms being 0.1% to 40%, preferably 5 to 35%, and more preferably 10 to 30%. (C-2) Organohydrogenpolysiloxane having 6 to 10 carbon atoms and no aryl-containing organic group

[0065] The (C) component preferably contains both the (C-1) component and the (C-2) component, so that the curing property between the (A) component and the (B) component becomes good, and the adhesive can obtain an appropriate peel strength and residual adhesive strength. The (C-1) component is preferably 20 to 99.99 parts by mass, preferably 30 to 99.9 parts by mass, and more preferably 40 to 99 parts by mass in a total of 100 parts by mass of the (C) component.

[0066] Examples of component (C) include, but are not limited to, those represented by the following formulas. In the following formulas, Me and Ph represent a methyl group and a phenyl group, respectively. The bonding order of each siloxane unit shown in parentheses is not limited to the following. In each of the following formulas, the total number of siloxane repeating units is an average value. [ka] (m'1 is an integer of 0 or more, m'2 is an integer of 0 or more, and n'1 is an integer of 3 to 300, and the ratio of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0% to 40%). [ka] (m'3 is an integer of 0 or more, m'4 is an integer of 0 or more, and n'2 is an integer of 3 to 300, and the ratio of the aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0% to 40%). [ka] (m'5 is an integer of 0 or more, m'6 is an integer of 0 or more, and n'3 is an integer of 1 to 298, and is a number satisfying that the ratio of aryl group-containing organic groups to the total number of groups bonded to silicon atoms is 0% to 40%). [ka] (k'1 is an integer of 2 or more, m'7 is an integer of 0 or more, m'8 is an integer of 0 or more, n'4 is an integer of 3 to 300, and p'1 is an integer of 0 or more, and the ratio of the aryl group-containing organic group to the total number of groups bonded to silicon atoms is 0% to 40%.) [ka] (k'2 is an integer of 2 or more, m'9 is an integer of 0 or more, m'10 is an integer of 0 or more, n'5 is an integer of 3 to 300, and q'1 is an integer of 0 or more, and the ratio of the aryl group-containing organic group to the total number of groups bonded to silicon atoms is 0% to 40%). [ka] (k'3 is an integer of 2 or more, m'11 is an integer of 0 or more, m'12 is an integer of 0 or more, n'6 is an integer of 3 to 300, p'2 is an integer of 0 or more, and q'2 is an integer of 0 or more, and the ratio of the aryl group-containing organic group to the total number of groups bonded to silicon atoms is 0% to 40%.)

[0067] [(D) component] The component (D) is a catalyst for promoting the addition reaction between the above-mentioned components (A) and (B) and the component (C). Any catalyst that promotes the so-called hydrosilylation reaction may be used, and a known platinum group metal catalyst may be used. Examples of the platinum group metal catalyst include platinum, palladium, rhodium, ruthenium, and iridium catalysts, and among these, platinum catalysts are particularly preferred. Examples of the platinum catalyst include chloroplatinic acid, alcoholic or aldehyde solutions of chloroplatinic acid, reaction products of chloroplatinic acid and alcohol, complexes of chloroplatinic acid or platinum with various olefins or vinylsiloxanes, etc.

[0068] The amount of component (D) to be blended may be a catalytic amount. The catalytic amount is an effective amount for promoting the addition reaction between components (A) and (B) and component (C). To obtain a good cured coating, the amount is 1 to 5,000 ppm, preferably 5 to 500 ppm, and particularly preferably 10 to 200 ppm, calculated as the mass of platinum group metal relative to the total mass of components (A), (B), and (C). If the amount is less than 1 ppm, the curability may decrease or the adhesion to the substrate may decrease. If the amount exceeds 5,000 ppm, the usable time of the treatment bath may be shortened.

[0069] <(E) component> The silicone release agent composition of the present invention does not contain (E) an organohydrogenpolysiloxane having one or more silicon-bonded hydrogen atoms per molecule and a fluorine-containing organic group. By not containing component (E), appropriate release strength and residual adhesive strength can be obtained.

[0070] In the present invention, the SiH group in component (C) reacts with the alkenyl group in components (A) and (B) to cure and form a film. During this curing, the fluorine-containing silicone moiety derived from component (B) is unevenly distributed in the upper layer due to the low compatibility between component (A) having the specific amount of aryl group-containing organic groups described above and component (B) having fluorine-containing organic groups. If the composition further contains organohydrogenpolysiloxane having fluorine-containing organic groups (E), the component (E) is also localized in the surface layer along with the crosslinking reaction. As a result, many SiH groups are present in the surface layer after curing, and the peeling force against the adhesive increases, resulting in heavy peeling. The silicone release agent composition of the present invention does not contain component (E), and therefore can provide a release paper and release film that can be peeled off from the adhesive with less force and has high residual adhesive strength after peeling.

[0071] The structure of the organohydrogenpolysiloxane having one or more hydrogen atoms bonded to silicon atoms in one molecule and having a fluorine-containing organic group is not particularly limited. Examples of the fluorine-containing organic group include those represented by the structural formulas (3) to (5) exemplified for the component (B) above. The component (E) is, for example, a compound represented by the following general formula (9). [ka] In the formula, R 6 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms that does not have an aliphatic unsaturated bond, Rf is a fluorine-containing organic group, r' are each independently 0 or 1, s' is an integer of 1 or more, t' is an integer of 1 or more, and u' is an integer of 0 or more, provided that 3≦2r'+s', 4≦s'+t'+u'+2≦1,000, and preferably 8≦s'+t'+u'+2≦500. 6 R in formula (7) of the above component (C) 4 Examples of the groups exemplified for the above are given.

[0072] <(F) Component> The silicone release agent composition of the present invention may further contain the inhibitor of the curing by the above-mentioned addition reaction as an optional component.This component functions to prevent the treatment liquid containing the release agent composition from thickening or gelling before heat curing, for example, when preparing the silicone release agent composition or when applying the release agent composition to a substrate.Any known inhibitor may be used, and examples thereof include various organic nitrogen compounds, organic phosphorus compounds, organic silicon compounds, acetylene compounds, unsaturated carboxylic acid esters, oxime compounds, and organic chloro compounds.

[0073] For example, acetylene alcohols such as 3-methyl-1-butyn-3-ol, 3,5-dimethyl-1-hexyne-3-ol, 3-methyl-1-penten-3-ol, phenylbutynol, and 1-ethynylcyclohexanol, acetylene compounds such as 3-methyl-3-1-penten-1-yne and 3,5-dimethyl-1-hexyne-3-yne, reaction products of these acetylene compounds with alkoxysilanes or siloxanes or hydrogensilanes, vinylsiloxanes such as tetramethylvinylsiloxane cyclics, unsaturated carboxylic acid esters such as diallyl maleate, dimethyl maleate, diallyl fumarate, and diethyl fumarate, organic nitrogen compounds such as benzotriazole, and other organic phosphorus compounds, oxime compounds, and organic chloro compounds can be mentioned. The reaction inhibitor may be used alone or in combination of two or more types.

[0074] The amount of component (F) is 0 to 10 parts by mass per 100 parts by mass of the total of components (A), (B), and (C). When component (F) is included, the lower limit is preferably 0.05 parts by mass. More preferably, it is 0.1 to 5 parts by mass. If the amount of reaction inhibitor exceeds the upper limit, the curability of the resulting composition may decrease.

[0075] In addition to the above components (A) to (D), the silicone release composition can further contain other components within limits that do not impair the objects and effects of the present invention. For example, non-reactive organopolysiloxanes such as polydimethylsiloxane and polydimethyldiphenylsiloxane; antioxidants such as phenol-based, quinone-based, amine-based, phosphorus-based, phosphite-based, sulfur-based, and thioether-based antioxidants; light stabilizers such as triazole-based and benzophenone-based; flame retardants such as phosphate ester-based, halogen-based, phosphorus-based, and antimony-based; antistatic agents such as cationic surfactants, anionic surfactants, and nonionic surfactants; dyes; pigments; defoamers; fillers; leveling agents; adhesion improvers; thickeners; photopolymerization initiators; and reactive diluents.

[0076] The silicone release agent composition of the present invention is preferably dissolved in a solvent before use. This improves the coating workability when applying the release agent composition to a substrate. Examples of the solvent include aromatic hydrocarbon solvents such as toluene and xylene, aliphatic hydrocarbon solvents such as hexane, heptane, octane, isooctane, decane, cyclohexane, methylcyclohexane, and isoparaffin, industrial gasoline (rubber volatile oil, etc.), petroleum benzine, and solvent naphtha, ketone solvents such as acetone, methyl ethyl ketone, 2-pentanone, 3-pentanone, 2-hexanone, 2-heptanone, 4-heptanone, methyl isobutyl ketone, diisobutyl ketone, acetonylacetone, and cyclohexanone, ester solvents such as ethyl acetate, propyl acetate, isopropyl acetate, butyl acetate, and isobutyl acetate, ether solvents such as diethyl ether, dipropyl ether, diisopropyl ether, dibutyl ether, 1,2-dimethoxyethane, and 1,4-dioxane, and 2-methoxyethyl ether. Examples of the solvent include solvents having an ester and an ether moiety, such as propylene glycol monomethyl ether acetate, 2-ethoxyethyl acetate, and 2-butoxyethyl acetate; siloxane-based solvents, such as hexamethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, tris(trimethylsiloxy)methylsilane, and tetrakis(trimethylsiloxy)silane; fluorine-modified aromatic hydrocarbon-based solvents, such as m-xylene hexafluoride and benzotrifluoride; fluorine-modified ether-based solvents, such as methyl perfluorobutyl ether, ethyl perfluorobutyl ether, and perfluoro(2-butyltetrahydrofuran); fluorine-modified alkylamine-based solvents, such as perfluorotributylamine and perfluorotripentylamine; and mixed solvents thereof. Among these, aliphatic hydrocarbon solvents, ketone solvents, ester solvents, ether solvents, fluorine-modified aromatic hydrocarbon solvents, and fluorine-modified ether solvents are preferred, and aliphatic hydrocarbon solvents, ketone solvents, ester solvents, and ether solvents are particularly preferred, with hexane, heptane, methyl ethyl ketone, methyl isobutyl ketone, ethyl acetate, and diisopropyl ether being most preferred.These can be used alone or in combination of two or more.

[0077] The amount of the solvent is not particularly limited, but is preferably an amount that results in a solution of the silicone release agent composition with a viscosity of 100 mPa·s or less. This improves the coating workability of the solution obtained by dissolving the silicone release agent composition, and makes it easier to control the coating amount and coating thickness. For example, the amount of the solvent is preferably 250,000 to 100,000 parts by mass, more preferably 100 to 10,000 parts by mass, per 100 parts by mass of the total of the above components (A) to (C).

[0078] In the silicone release agent composition of the present invention, it is desirable to premix the above components (A) to (C) and any optional components uniformly, and then add component (D) immediately before use.

[0079] The substrate to which the silicone release agent composition is applied may be selected from paper, plastic film made of plastic, glass, metal, cloth, etc. Examples of paper include fine paper, coated paper, art paper, glassine paper, polyethylene laminated paper, craft paper, Japanese paper, synthetic paper, etc. Examples of plastic films include polyethylene film, polypropylene film, polyester film, polyimide film, polyamide film, polyvinyl chloride film, polyvinylidene chloride film, polyvinyl alcohol film, polycarbonate film, polytetrafluoroethylene film, polystyrene film, ethylene-vinyl acetate copolymer film, ethylene-vinyl alcohol copolymer film, triacetyl cellulose film, polyether ether ketone film, polyphenylene sulfide film, etc. There are no particular limitations on the thickness or type of glass, and it may be one that has been chemically strengthened, etc. In addition, glass fiber can also be applied, and the glass fiber may be used alone or in combination with other resins. Examples of cloth include natural fiber cloth, synthetic fiber cloth, and artificial leather, and examples of metals include aluminum foil, copper foil, gold foil, silver foil, nickel foil, etc. Among these, paper and plastic films are preferred, and polyester films are particularly preferred.

[0080] In order to further improve the adhesion between the substrate and the release layer, the substrate may be subjected to a primer treatment, a corona treatment, an etching treatment, or a plasma treatment.

[0081] The coating method may be performed using a known coating method, such as a comma coater, lip coater, roll coater, die coater, knife coater, blade coater, rod coater, bar coater, kiss coater, gravure coater, spin coater, spray coater, screen coating, dip coating, cast coating, etc.

[0082] The coating amount of the release agent composition can be selected so that the thickness of the release layer after curing is 0.03 to 5 μm, particularly 0.05 to 3.0 μm. The curing conditions may be, but are not limited to, room temperature or a heating temperature of 50 to 200° C. for 20 seconds to 10 minutes.

[0083] The silicone release agent composition is applied to one or both sides of various substrates and then cured under specified conditions to obtain release liners such as release paper and release film having a release layer on one or both sides. A release liner having a release layer on both sides can be obtained by first applying the release agent composition to one side of a substrate and curing it, and then applying it to the other side and curing it.

[0084] Uses of a release liner using the release agent composition of the present invention include applications in which a release liner is laminated to an adhesive sheet having an adhesive substance coated on a substrate, thereby protecting the adhesive surface of the adhesive substance; applications in which an adhesive substance is coated on a release liner, and then the adhesive surface is laminated to a substrate to transfer the adhesive; applications in which an adhesive substance is coated on the side of the release liner opposite to the side coated with the silicone release agent composition to form a laminate with the adhesive; and applications as a double-sided adhesive sheet consisting of a laminate having a first release liner, an adhesive substance laminated on the first release liner, and a second release liner layer laminated on the adhesive layer.

[0085] Examples of the adhesive substance include various adhesives such as acrylic resin adhesives, rubber adhesives, and silicone adhesives, and various adhesives such as acrylic resin adhesives, synthetic rubber adhesives, silicone adhesives, epoxy resin adhesives, and polyurethane adhesives. Other examples include asphalt, sticky foods such as mochi, glue, and chicken mochi.

[0086] Of the above adhesive substances, silicone-based adhesives are preferred, particularly addition-curable silicone adhesives or peroxide-curable silicone adhesives, and most preferably addition-reaction-curable silicone adhesives. The release layer made of the cured product of the silicone release agent composition of the present invention can be peeled off with little force from both addition-curable silicone adhesives and peroxide-curable silicone adhesives, and also has high residual adhesive strength after peeling.

[0087] The silicone-based adhesive is not particularly limited as long as it is a conventionally known adhesive composition, for example, an adhesive composition containing the following components (G) and (H). (G) Linear or branched polydiorganosiloxane: 25 to 80 parts by mass per 100 parts by mass of the combined total of components (G) and (H), (H)R 7 3SiO 1 / 2 Units and SiO 4 / 2 (wherein R 7 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms), (R 7 3SiO 1 / 2 Unit) / (SiO 4 / 2 Organopolysiloxane which may optionally have hydroxyl groups or alkoxy groups bonded to silicon atoms, in which the molar ratio, represented by the molar ratio (unit) is 0.5 to 1.5, and which is 75 to 20 parts by mass per 100 parts by mass of the combined total of components (G) and (H). Examples of the pressure-sensitive adhesive composition include addition-curable and peroxide-curable silicone compositions.

[0088] The addition-curable silicone pressure-sensitive adhesive is preferably a pressure-sensitive adhesive composition containing the following components (G1) to (J). (G1) Linear or branched polydiorganosiloxane having two or more alkenyl groups per molecule: 25 to 80 parts by mass per 100 parts by mass of the combined total of components (G1) and (H1) (H1)R 7 3SiO 1 / 2 Units and SiO 4 / 2 (wherein R 7 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms), (R 7 3SiO 1 / 2 Unit) / (SiO 4 / 2 Organopolysiloxane which may optionally have hydroxyl groups or alkoxy groups bonded to silicon atoms, in which the molar ratio, represented by the unit) is 0.5 to 1.5: 75 to 20 parts by mass per 100 parts by mass of the combined total of components (G1) and (H1). (I) an organohydrogenpolysiloxane containing three or more SiH groups per molecule: an amount such that the ratio of the number of SiH groups in component (I) to the number of alkenyl groups in component (G1) is 0.5 to 20; (J) Platinum group metal catalyst: Catalyst amount

[0089] The peroxide-curable silicone pressure-sensitive adhesive is preferably a pressure-sensitive adhesive composition containing the following components (G2) to (K). (G2) Linear or branched polydiorganosiloxane: 25 to 80 parts by mass per 100 parts by mass of the combined total of the components (G2) and (H2) (H2)R 7 3SiO 1 / 2 Units and SiO 4 / 2 (wherein R 7 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms), (R 7 3SiO 1 / 2 Unit) / (SiO 4 / 2 Organopolysiloxane which may optionally have hydroxyl groups or alkoxy groups bonded to silicon atoms, in which the molar ratio, represented by the molar ratio (represented by units) is 0.5 to 1.5, and which is 75 to 20 parts by mass per 100 parts by mass of the combined total of components (G2) and (H2). (K) Organic peroxide curing agent: 0.1 to 10 parts by mass per 100 parts by mass of the total of the components (G2) and (H2)

[0090] The cured layer made of the silicone release agent composition of the present invention has excellent release properties against the adhesive layer, and is therefore used for laminates containing an adhesive layer, such as process paper, adhesive packaging paper, adhesive tape and adhesive label.Furthermore, it is also used as a protective sheet used in the manufacture, processing and transportation of various members such as metal plates, resin plates and glass plates, optical components such as polarizing plates and light diffusion plates and various displays, and as a release film for dielectric ceramic layer molding materials. EXAMPLES

[0091] The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited to the following examples. In the following, parts indicate parts by mass, and property values ​​indicate values ​​measured by the following test methods. In each example, Me represents a methyl group, Vi represents a vinyl group, and Ph represents a phenyl group. The bonding order of each siloxane unit shown in parentheses is not limited to the following.

[0092] The components (A) to (E) for the silicone release agent composition used in the following examples and comparative examples are as follows. (A-1) [ka] (The ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 3.2%, and the ratio of the total number of aryl-containing organic groups is 29.0%) (A-2) [ka] (The ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.9%, and the ratio of the total number of aryl-containing organic groups is 9.8%)

[0093] (A-3 for comparative example) [ka] (The ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.8%, and does not include aryl-containing organic groups.)

[0094] (B-1) [ka] (The ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 17.3%, and the ratio of the total number of alkenyl-containing organic groups is 0.2%) (B-2) [ka] (The ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 17.3%, and the ratio of the total number of alkenyl-containing organic groups is 2.4%) (B-3) [ka] (The ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 14.0%, and the ratio of the total number of alkenyl-containing organic groups is 0.7%) (B-4) [ka] (The ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 11.0%, and the ratio of the total number of alkenyl-containing organic groups is 0.5%) (B-5) [ka] (The ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 16.4%, and the ratio of the total number of alkenyl-containing organic groups is 0.4%)

[0095] (C-1) [ka] (The ratio of the total number of aryl-containing organic groups to the total number of groups bonded to silicon atoms is 19.8%) (C-2-1) [ka] (The ratio of the total number of aryl-containing organic groups to the total number of groups bonded to silicon atoms is 0%) (C-2-2) [ka] (The ratio of the total number of aryl-containing organic groups to the total number of groups bonded to silicon atoms is 0%)

[0096] (D-1) A toluene solution containing 0.5% by weight of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum(0) complex

[0097] (E-1) [ka] (The ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 23.1%) (E-2) [ka] (The ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 11.8%)

[0098] (F) 1-Ethynylcyclohexanol

[0099] <Preparation of Silicone Release Composition> The blending amounts of components (A), (B), (C), and (E) and the solvent shown in Table 1 or Table 2 below, and component (F) were placed in a 0.5 part by mass flask and dissolved by stirring. To the resulting solution, component (D) was added in the blending amount shown in Table 1 or Table 2, and mixed by stirring to prepare a silicone release agent composition. This silicone release agent composition was used to produce a coated product (release film) by the method described below, and evaluated.

[0100] <Preparation of silicone release film> [Examples 1 to 3, Comparative Example 1] The obtained silicone release agent composition was applied to a 38 μm thick PET film using a bar coater in a coating amount of 1.0 g / m2 (solid content). 2 The coating was then heated and cured in a hot air dryer at 120° C. for 40 seconds to form a release layer, thereby producing a release film. [Examples 4 to 8, Comparative Examples 2 to 9] The obtained silicone release agent composition was applied to a PET film having a thickness of 38 μm using a bar coater in a coating amount of 0.3 g / m2 (solid content). 2 The coating was then heated and cured in a hot air dryer at 140° C. for 30 seconds to form a release layer, thereby producing a release film.

[0101] <Preparation of adhesive tape for evaluation> (Adhesive tape A) The silicone adhesive composition for producing adhesive tape A was prepared as follows. (G1) 36 parts by mass of dimethylpolysiloxane represented by the following formula: [ka] (H1)Me3SiO 0.5 Polysiloxane (MeSiO 0.5 106.7 parts by mass of a 60% by mass toluene solution of SiO2 (molar ratio / SiO2 unit = 0.85, weight average molecular weight 4,000), (I) 0.32 parts by mass of a methylhydrogenpolysiloxane represented by the following formula: [ka] 0.25 parts by mass of 1-ethynylcyclohexanol was mixed and diluted with toluene to obtain a composition with an active ingredient content of 60% by mass. To 100 parts by mass of the obtained composition, 50 parts by mass of toluene was added, and 0.5 parts by mass of a toluene solution containing 0.5 mass% platinum of (J) 1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum(0) complex was added and further mixed to prepare silicone pressure-sensitive adhesive composition I. Silicone pressure-sensitive adhesive composition I was applied using an applicator to a polyimide film 25 μm thick and 25 mm wide so that the thickness after curing would be 30 μm, and then it was heated and cured at 130° C. for 1 minute to produce pressure-sensitive adhesive tape A.

[0102] (Adhesive tape B) The silicone adhesive composition for producing adhesive tape B was prepared as follows. (G2) 38 parts by mass of a dimethylpolysiloxane represented by the following formula: [ka] (H2)Me3SiO 0.5 Polysiloxane (MeSiO 0.5 The mixture was mixed with 103.3 parts by mass of a 60% by mass toluene solution of SiO2 (molar ratio / SiO2 unit = 0.80, weight average molecular weight 3,000) and diluted with toluene to obtain a composition with an active ingredient of 60% by mass. To 100 parts by mass of the obtained composition, 50 parts by mass of toluene was added, and (K) a 40% by mass xylene solution of benzoyl peroxide (3.0 parts) was added and further mixed to prepare silicone pressure sensitive adhesive composition solution II. Silicone pressure-sensitive adhesive composition II was applied using an applicator to a polyimide film 25 μm thick and 25 mm wide so that the thickness after curing would be 40 μm, and then it was heated and cured at 165° C. for 2 minutes to produce pressure-sensitive adhesive tape B.

[0103] For the release films obtained from the silicone release agent compositions of the Examples and Comparative Examples, the peel strength from the adhesive tape and the residual adhesion rate after peeling were measured according to the following methods.

[0104] <Peeling force> Adhesive tape A or adhesive tape B was attached to the release film, and aged by pressing it back and forth once with a 2 kg roller, and the peel force (N / 25 mm) was measured when the adhesive tape was peeled from the release film in a 180° direction at a speed of 0.3 m / min using a tensile tester. The aging was performed under the following two conditions. 70g at 25℃ c m 2 of load Leave it for a day 20g at 70℃ c m 2 of load Leave it for 7 days

[0105] <Residual adhesion rate> The adhesive tape (25 μm thick PI film and adhesive layer) after peeling off the release film by the above method was attached to a stainless steel plate, pressed by rolling once back and forth with a 2 kg roller, and left to stand at room temperature for 2 hours, and then the force required to peel off the adhesive tape from the stainless steel plate in a 180° direction at a speed of 0.3 m / min using a tensile tester was determined as adhesive strength 1 (N / 25 mm). In addition, for comparison, unused adhesive tape A or adhesive tape B was attached to a stainless steel plate, pressed by rolling once back and forth with a 2 kg roller, and adhesive strength 2 (N / 25 mm) was measured in the same manner as above. The degree of adhesive strength remaining in the adhesive tape after peeling off the release film compared to unused adhesive tape (residual adhesion rate) was calculated by the following formula. (Residual adhesion rate)=(Adhesion 1) / (Adhesion 2)×100(%)

[0106] [Table 1]

[0107] [Table 2] *1: The peeling layer transfers to the adhesive.

[0108] As shown in Table 2, the release films made of the silicone release agent compositions of Comparative Examples 1 and 2, which do not contain any fluorine-containing silicone, have a high peeling force against the adhesive layer, and a part of the release layer is transferred to the adhesive. The release films made of the silicone release agent compositions of Comparative Examples 3 and 4, which contain a fluorine-containing organohydrogenpolysiloxane, are hard to peel at 70°C for 7 days, and the residual adhesion rate of the adhesive layer is low. The release films made of the silicone release agent compositions of Comparative Examples 5 to 7, in which the fluorine-free organopolysiloxane does not have an aryl group, have a small amount of fluorine-containing silicone blended, so that the light peeling effect is small, and the release force against the adhesive layer is high. In addition, the release films made of the silicone release agent compositions of Comparative Examples 8 and 9, which do not contain a fluorine-free organopolysiloxane, have low reactivity, so that uncrosslinked components remain, and the residual adhesion rate is slightly reduced.

[0109] In contrast, as shown in Table 1, the release film made of the silicone release agent composition of the present invention, which contains a specific amount of aryl groups and a fluorine-containing silicone, can be peeled off from the hydrosilyl addition curing type pressure-sensitive adhesive tape A and the peroxide curing type pressure-sensitive adhesive tape B with a very low force, even though the blending ratio of the fluorine-containing silicone to the fluorine-free silicone is small. In addition, the release film made of the silicone release agent composition of the present invention maintains its low peeling force even after aging at 70°C for 7 days. This low peeling force is equivalent to that of the release film obtained from the compositions of Comparative Examples 8 and 9, which contain only fluorine-containing silicone. In other words, the release agent composition of the present invention can have a light peeling force equivalent to that of a release agent composition containing a large amount of fluorine-containing silicone, despite the low blending ratio of the fluorine-containing silicone. This is presumably because the fluorine-containing silicone is localized in the surface layer portion in the silicone release agent composition of the present invention. Furthermore, while the silicone release agent composition of the present invention has a light peeling force, it can maintain a high residual adhesion rate both after 1 day at 25°C and after 7 days at 70°C, compared to the compositions of Comparative Examples 8 and 9. [Industrial Applicability]

[0110] The cured product of the release agent composition of the present invention can be produced at low cost because it contains a small amount of fluorine-containing silicone.Furthermore, it can be peeled off from silicone pressure-sensitive adhesives with a very small force and has a high residual adhesive rate after peeling, so that it is possible to provide release paper and release film with excellent releasability.

Claims

1. A silicone release agent composition comprising the following components (A), (B), (C) and (D), and not comprising (E) an organohydrogenpolysiloxane having one or more hydrogen atoms bonded to silicon atoms in each molecule and having a fluorine-containing organic group: (A) 50 to 99.9 parts by mass of a linear organopolysiloxane represented by the following general formula (1), which has in one molecule at least two alkenyl group-containing organic groups and at least one aryl group-containing organic group, the proportion of the total number of alkenyl group-containing organic groups to the total number of groups bonded to silicon atoms being 0.05 to 4%, the proportion of the total number of aryl group-containing organic groups being 5% to 30%, and which does not have a fluorine-containing organic group: 【Chemistry 1】 (In the formula, R １ are each independently a hydroxyl group or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms, provided that R １ At least two of R are alkenyl-containing organic groups having 2 to 10 carbon atoms; １ at least one of the above is an aryl group-containing organic group having 6 to 10 carbon atoms, a is an integer of 2 or more, b is an integer of 1 or more, c is 0, d is 0, and 100≦a+b+c+d≦20,000. (B) A linear or branched organopolysiloxane represented by the following general formula (6), which has at least one alkenyl-containing organic group and at least one fluorine-containing organic group in one molecule, in which the ratio of the total number of alkenyl-containing organic groups to the total number of groups bonded to silicon atoms is 0.05 to 4%, and the ratio of the total number of fluorine-containing organic groups to the total number of groups bonded to silicon atoms is 7% to 30%: 【Chemistry 2】 (In the formula, R ３ are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms that does not have an aliphatic unsaturated bond, Y is an alkenyl-containing organic group having 2 to 10 carbon atoms, and Rf is a fluorine-containing organic group. x is an integer of 1 to 3, y is an integer of 0 or greater, z is an integer of 1 or greater, e' is an integer of 0 or greater, and 80≦y+z+e'+2≦3,000. : 50 to 0.1 parts by mass (however, the total amount of components (A) and (B) is 100 parts by mass), (C) An organohydrogenpolysiloxane represented by the following general formula (8), which has three or more hydrogen atoms bonded to silicon atoms in each molecule and does not have a fluorine-containing organic group: 【Chemistry 6】 (In the formula, R ５ are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms that does not have an aliphatic unsaturated bond, each h' is independently 0 or 1, i' is an integer of 1 or more, and j' is an integer of 0 or more, provided that 3≦2h'+i' and 10≦i'+j'+2≦500 are satisfied. : an amount such that the ratio of the number of SiH groups in component (C) to the total number of alkenyl groups in components (A) and (B) is 0.5 to 15, and (D) Platinum group metal catalyst: catalyst amount.

2. 2. The silicone release agent composition according to claim 1, further comprising: (F) a reaction inhibitor in an amount of 0.05 to 10 parts by weight per 100 parts by weight of the total of the components (A), (B) and (C).

3. 3. The silicone release agent composition according to claim 1, wherein the mass ratio of component (A) to component (B) is from 90 / 10 to 99.5 / 0.

5.

4. The silicone release agent composition according to any one of claims 1 to 3, wherein the fluorine-containing organic group in component (B) is represented by the following structural formula (3), (4) or (5): 【Chemistry 3】 (In the formula, i is an integer of 0 to 5, j is an integer of 1 to 10, k is 0 or 1, m is an integer of 0 to 2, n is an integer of 0 to 2, p is an integer of 1 to 5, and X and X' are each independently an oxygen atom or a single bond.) 【Chemistry 4】 (In the formula, q is an integer of 1 to 20, r is an integer of 0 to 2, s is an integer of 1 to 6, and X is an oxygen atom or a single bond.) 【Chemistry 5】 (In the formula, t is an integer of 1 to 10, u is 0 or 1, v is an integer of 0 to 3, w is an integer of 1 to 12, and X is an oxygen atom or a single bond).

5. 5. The silicone release agent composition according to claim 4, wherein the fluorine-containing organic group in component (B) is represented by the above structural formula (3).

6. The silicone release agent composition according to any one of claims 1 to 5, which contains the following components (C-1) and (C-2) as component (C): (C-1) An organohydrogenpolysiloxane having at least one aryl-containing organic group having 6 to 10 carbon atoms, the total number of said aryl-containing organic groups being 0.1% to 40% of the total number of hydrogen atoms bonded to silicon atoms and groups bonded to silicon atoms. (C-2) An organohydrogenpolysiloxane having 6 to 10 carbon atoms and no aryl-containing organic group.

7. The silicone release agent composition according to claim 6, wherein in component (C-1), the ratio of the number of said aryl group-containing organic groups to the total number of hydrogen atoms bonded to silicon atoms and groups bonded to silicon atoms is 10% to 30%.

8. A release paper or film comprising a substrate and a layer comprising a cured product of the silicone release agent composition according to any one of claims 1 to 7 laminated on at least one surface of the substrate.

9. A laminate comprising the release paper or film according to claim 8 and a silicone adhesive layer in contact with at least a portion of at least one surface of the cured product.

10. 10. The laminate according to claim 9, wherein the adhesive layer is made of a silicone adhesive composition comprising the following components (G) and (H): (G) Linear or branched polydiorganosiloxane: 25 to 80 parts by mass per 100 parts by mass of the combined total of the component (G) and the component (H) described below (H) R ７ ３ SiO １／２ Units and SiO ４／２ (wherein R ７ are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms), (R ７ ３ SiO １／２ Unit) / (SiO ４／２ Organopolysiloxane having a molar ratio of 0.5 to 1.5 and which may optionally have hydroxyl groups or alkoxy groups bonded to silicon atoms: 75 to 20 parts by mass per 100 parts by mass of the combined total of components (G) and (H).

11. The laminate according to claim 10, wherein the silicone pressure-sensitive adhesive composition is an addition-curable silicone pressure-sensitive adhesive composition comprising the following components (G1), (H1), (I), and (J): (G1) Linear or branched polydiorganosiloxane having two or more alkenyl groups per molecule: 25 to 80 parts by mass per 100 parts by mass of the component (G1) and the component (H1) described below (H1)R ７ ３ SiO １／２ Units and SiO ４／２ (wherein R ７ are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms), (R ７ ３ SiO １／２ Unit) / (SiO ４／２ Organopolysiloxane having a molar ratio of 0.5 to 1.5 (units) and which may optionally have hydroxyl groups or alkoxy groups bonded to silicon atoms: 75 to 20 parts by mass per 100 parts by mass of the combined total of components (G1) and (H1). (I) an organohydrogenpolysiloxane containing three or more SiH groups per molecule: an amount such that the ratio of the number of SiH groups in component (I) to the number of alkenyl groups in component (G1) is 0.5 to 20; and (J) Platinum group metal catalyst: catalyst amount.

Images