KR20050017402A - Mold Releasing Agent Composition for Silicone Adhesive and Mold Releasing Sheet Using the Same - Google Patents

Abstract

PURPOSE: Provided is silicone releasing agent forming curable coating over surface of sheet, laminate or plastic film to remove silicone adhesive while retaining adhesive ability thereof even without fluorine based releasing agent or solvent. CONSTITUTION: The releasing composition for removing silicone adhesive comprises (A) 100 parts by weight of fluoroalkyl-modified polydimethylsiloxane represented by the following formula 1 (wherein R1 is alkenyl group or monovalent hydrocarbon except for alkenyl group, R2 is monovalent fluoroalkyl group, q, r and s each are positive integer, and t and u each are 0 or positive integer) having at least two alkenyl group and at least one fluoroalkyl group in one molecule and amount of alkenyl group in amount of 0.02·0.20 moles/100g and amount of fluoroalkyl group in amount of 0.05-0.50 moles/100g, and 50 to 100,000 mPa of viscosity at 25 deg.C; (B) polyorganohydrogensiloxane having at least three hydrogen atoms bonded to silicon atom in one molecule and moles of hydrogen atoms bonded to silicon atom corresponding to 0.5 to 5 times moles of alkenyl group in (A) component; (C) platinum-based compound in suitable amount as catalyst; (D) 0.01 to 10 parts by weight of reaction controller; and (E) constant amount of organic solvent.

Description

Release agent composition for silicone adhesive and release sheet using same {Mold Releasing Agent Composition for Silicone Adhesive and Mold Releasing Sheet Using the Same}

This invention relates to the addition-curable silicone composition which mix | blended the base polymer containing the siloxane unit which has a fluoroalkyl group as a component which mold-releases a silicone adhesive. Moreover, it is related with the peeling agent for silicone adhesives characterized by the peeling force which is excellent in time-lapse stability while being light peeling by mix | blending the thing of the high vinyl value and the low vinyl value that the base polymer used.

The method of obtaining the material which shows peelability with respect to adhesive substances, such as a pressure-sensitive adhesive agent, has been known for a long time by forming a peelable cured film on the surface of various base materials, such as paper, a plastic film, and a synthetic fiber cloth. As a material which forms such a peelable hardened film, many silicone compositions are used, For example, Unexamined-Japanese-Patent No. 49-26798 and 62-86061 are the alkenyl-group containing organo. The silicone composition which consists of polysiloxane, organohydrogenpolysiloxane, and a platinum type compound is proposed.

Moreover, since the adhesive tape and adhesive label using a silicone adhesive are excellent in heat resistance, cold resistance, weather resistance, electrical insulation, and chemical-resistance, in an acrylic adhesive, a rubber adhesive, a urethane adhesive, an epoxy adhesive, etc., it deteriorates and deteriorates. It can be used under harsh environment. In addition, by adhering to the surface of the silicone-based material, it is also possible to adhere to an article treated with silicone for the purpose of water repellency, release, or the like, and to the silicone-based release paper or silicone rubber.

In manufacturing the adhesive tape etc. which used a silicone adhesive, a silicone adhesive is apply | coated to base materials, such as a plastic film, and it crosslinks and hardens | cures in order to improve adhesive characteristics. Examples of the use of such an adhesive tape include a heat-resistant adhesive tape, a heat-resistant masking tape, a chemical-resistant masking tape, an electrical insulating tape, a splicing tape for connecting silicone release papers, and the like, coated with a silicone adhesive on a heat resistant substrate.

By the way, in order to protect the adhesive surface of the adhesive tape which apply | coated the silicone adhesive, since it is strongly adhered to the release film and release paper which coated the silicone type release agent generally used for the protection of an adhesive processed product, the release film which coated the fluorine release agent, Release paper, a fluororesin sheet, etc. were bonded together (for example, see Unexamined-Japanese-Patent No. 64-74268).

Conventionally, as a typical peeling agent used for a silicone adhesive, there exist some based on a fluoropolymer. This is excellent in properties but is problematic in terms of cost and environment in that it is curable and a fluorine-based solvent must be used as the solvent used. In order to generalize a silicone adhesive as an industrial material, it has become a big obstacle. In addition, although other non-silicone peelers may also be used, they are also unsatisfactory both in terms of cost and characteristics.

In addition, a fluorine-containing organic solvent is normally used for coating a base material with a fluorine-based polymer release agent. This is because the fluorine-based polymer cannot be dissolved in the organic solvent containing no fluorine. The fluorine-containing organic solvent has an effect on the destruction of the ozone layer when it leaks in the environment such as the air. Since volatility is high, solvent recovery from a coating apparatus is difficult.

In order to solve these problems, it is proposed that peeling is possible by a combination of a silicone pressure-sensitive adhesive containing a phenyl group and an addition reaction type silicone peeling agent (see, for example, Japanese Unexamined Patent Application Publication No. Hei 10-147758). There existed a problem of peeling force being increased.

An object of this invention is to provide the silicone peeling agent which can be light-peeled without using a fluorine-type peeling agent or a fluorine-type solvent, and the peeling sheet which coated this.

As a result of intensive studies, the present inventors have two or more alkenyl groups and one or more fluoroalkyl groups in one molecule, the alkenyl group content is 0.02 to 0.20 mol / 100 g, and the fluoroalkyl group content is 0.05 to 0.50 mol / 100 g, the cured product of an addition-curable silicone composition based on a fluoroalkyl-modified polydimethylsiloxane having a viscosity of 50 to 100,000 mPa · s at 25 ° C. has a high residual adhesion even without using a fluorine-based release agent, and has a light peel. It has been found that this may be possible and have come to complete the present invention.

That is, the present invention

(A) has two or more alkenyl groups and one or more fluoroalkyl groups in one molecule, the alkenyl group content is 0.02 to 0.20 mol / 100 g, the fluoroalkyl group content is 0.05 to 0.50 mol / 100 g, and 25 ° C. 100 parts by weight of a fluoroalkyl-modified polydimethylsiloxane having a viscosity of 50 to 100,000 mPa · s,

(B) A polyorganohydrogensiloxane having three or more hydrogen atoms (hereinafter referred to as SiH) bonded to a silicon atom in one molecule, wherein the number of moles of hydrogen atoms bonded to the silicon atom is 0.5 of the alkenyl group in the component (A). Parts by weight equivalent to 5 to 5 moles,

(C) a catalytic amount of platinum group compound,

(D) 0.01 to 10 parts by weight of the reaction control agent,

(E) any amount of organic solvent

The cured product of the release agent composition for silicone pressure-sensitive adhesive containing a resin was found to have a high residual adhesion even without using a fluorine-based release agent and to be peelable with stability over time while being lightly peeled, thereby completing the present invention.

Therefore, this invention provides the silicone peeling agent containing the said (A)-(E) component, and the peeling sheet which coats and hardens this.

Best Mode for Carrying Out the Invention

Hereinafter, the present invention will be described in more detail. The fluoroalkyl-modified polydimethylsiloxane as the component (A) used in the present invention has two or more alkenyl groups in one molecule, and one or more fluoroalkyl groups in one molecule. It has an alkenyl group content of 0.02-0.20 mol / 100 g, a fluoroalkyl group content of 0.05-0.50 mol / 100 g, and a viscosity in 25 degreeC is 50-100,000 mPa * s.

As a structure of the fluoroalkyl modified polydimethylsiloxane which is such (A) component, what is represented by following General formula (1) is mentioned, for example.

In formula, R <^1> is monovalent hydrocarbon group except an alkenyl group or an alkenyl group, R <^2> represents monovalent fluoroalkyl group, q, r, s is positive, t, u is 0 or positive.

There can be a group R ¹ is a vinyl group, allyl group, butenyl group, pentenyl group, etc. The alkenyl having a carbon number of 2 to 8 in the formula (I), industrially, it is preferable vinyl group. Although it does not specifically limit about monovalent hydrocarbon group except an alkenyl group, As a specific example of a monovalent hydrocarbon group, Alkyl groups, such as a methyl group, an ethyl group, a propyl group, a butyl group, cycloalkyl groups, such as a cyclopentyl group and a cyclohexyl group, a phenyl group, a naph, etc. C1-C12, especially 1-8 monovalent hydrocarbon groups, such as aryl groups, such as a methyl group, are mentioned.

As the fluoroalkyl group of R ² , in the alkyl group having 8 carbon atoms, some or all of its hydrogen is replaced by fluorine. For example, CF ₃ group, CF ₃ CH ₂ CH ₂ group, C ₄ F ₉ CH ₂ CH ₂ And C ₈ F ₁₇ CH ₂ CH ₂ groups. Industrially, a CF ₃ CH ₂ CH ₂ group is preferred.

q, r, s, t, u are selected so that the viscosity at 25 ° C. of this fluoroalkyl-modified polydimethylsiloxane is 50 to 100,000 mPa · s, preferably 100 to 50,000 mPa · s, but this value is If it is less than 50 mPa · s, cratering is liable to occur at the time of coating, and if it exceeds 100,000 mPa · s, the coating property of the composition is also lowered, making it unsuitable for practical use.

As a specific example of the fluoroalkyl modified polydimethylsiloxane which is (A) component, what is represented by the following general formula is mentioned.

The alkenyl group content in the fluoroalkyl-modified polydimethylsiloxane as the component (A) is preferably 0.02 to 0.20 mol / 100 g, more preferably 0.03 to 0.15 mol / 100 g. When the alkenyl content in the fluoroalkyl-modified polydimethylsiloxane is about 0.02 mol / 100 g or less, the degree of crosslinking is insufficient, which may cause curing inconsistency, and the alkenyl content is about 0.20 mol / 100. When it is g or more, since the peeling characteristic of this hardened | cured material may be impaired, it is unpreferable.

The fluoroalkyl content in the fluoroalkyl-modified polydimethylsiloxane as the component (A) is preferably 0.05 to 0.50 mol / 100 g, more preferably 0.05 to 0.30 mol / 100 g. When the fluoroalkyl content in the fluoroalkyl-modified polydimethylsiloxane is 0.05 mol / 100 g or less, it is not preferable because the peeling property with the silicone adhesive is lowered, and the fluoroalkyl content is 0.50 mol / 100 g or more. It is not preferable because the solubility in hydrocarbon solvents is lowered and the cost is also disadvantageous.

The above-mentioned fluoroalkyl-modified polydimethylsiloxane can be used for (A) component individually by 1 type or in combination of 2 or more types.

Fluoroalkyl-modified polydimethylsiloxane (A-) containing 0.1-2.0 mol%, more preferably 0.2-1.0 mol% of siloxane units which have an alkenyl group in 1 molecule of fluoroalkyl modified polydimethylsiloxane (A-component). 1) and a fluoroalkyl-modified polydimethylsiloxane (A-2) containing 4.0 to 15.0 mol%, more preferably 5.0 to 12.0 mol%, of siloxane units having an alkenyl group in a weight ratio of about 20:80 to 80:20 More preferably, it is a mixture containing 40: 60-60: 40.

Alkenyl group content and fluoroalkyl group content contained in (A) component are 0.1-2.0 mol of siloxane units which have an alkenyl group in 1 molecule, even if it is single fluoroalkyl modified polydimethylsiloxane, or as mentioned above. 20:80 to 80% by weight of fluoroalkyl-modified polydimethylsiloxane (A-1) containing% and fluoroalkyl-modified polydimethylsiloxane (A-2) containing 4.0 to 15.0 mol% of siloxane units having alkenyl groups Even in the case where a combination of two kinds of compounds containing: 20 is used, the alkenyl group content included is in the range of 0.01 to 0.20 mol / 100 g, and the fluoroalkyl group content is required to be in the range of 0.05 to 0.50 mol / 100 g.

The polyorganohydrogensiloxane which has three or more SiH in 1 molecule which is (B) component of this invention is not specifically limited, A molecular structure may be linear, branched, or cyclic.

The organohydrogenpolysiloxane (component (B)) acts as a crosslinking agent for curing the composition by hydrosilylation with the fluoroalkyl-modified polydimethylsiloxane (component (A)), and 3 in 1 molecule represented by the following average formula (2) Having at least two SiH bonds.

R ³ _x H _y SiO _{(4-xy) / 2}

Wherein R ³ is a monovalent saturated hydrocarbon group, at least 80% or more is a methyl group, x and y are 0.7 ≦ x ≦ 2.1, 0.001 ≦ y ≦ 1.0, and 0.8 ≦ x + y ≦ 2.6, preferably Positive numbers satisfying 0.8 ≦ x ≦ 2, 0.01 ≦ y ≦ 1, and 1 ≦ x + y ≦ 2.4.

Here, R ³ is a monovalent saturated hydrocarbon group, preferably an alkyl group. Moreover, it is preferable that at least 80% or more is a methyl group.

Examples of the organohydrogenpolysiloxane include 1,3,5,7-tetramethylcyclotetrasiloxane, both terminal trimethylsiloxy group blocking methylhydrogenpolysiloxane, both terminal trimethylsiloxy group blocking dimethylsiloxane and methylhydrogensiloxane copolymers, both terminals Dimethylhydrogensiloxy group blocking dimethylpolysiloxane, both terminal dimethylhydrogensiloxy group blocking dimethylsiloxane and methylhydrogensiloxane copolymer, both terminal trimethylsiloxy group blocking methylhydrogensiloxane diphenylsiloxane copolymer, both terminal trimethylsiloxy group blocking Methylhydrogensiloxane, diphenylsiloxane, dimethylsiloxane copolymer, copolymer consisting of (CH ₃ ) ₂ HSiO _1/2 units and SiO _4/2 units, (CH ₃ ) ₂ HSiO _1/2 units and SiO _4/2 and the like units and (C ₆ H ₅₎ copolymer comprising SiO _3/2 units.

The molecular structure of the organohydrogenpolysiloxane may be any of linear, cyclic, branched, and three-dimensional mesh structures, but the number (or degree of polymerization) of silicon atoms in one molecule is 4 to 1000, especially 4 to 300. Can be used.

In addition, the viscosity of the organohydrogenpolysiloxane at 25 ° C. may range from several mPa · s to tens of thousands of mPa · s, preferably 1000 mPa · s or less, more preferably 1 to 400 mPa · s. It is preferable.

The following organopolysiloxane is mentioned as an example of organohydrogenpolysiloxane.

Here, Me is a methyl group, Y and Z are groups represented by the following structural formulas, and a to p are positive integers of the range shown next. a, g is 3 to 500, i, l is 1 to 500, b, c, d, h, j, k, m, n, o, p is 0 to 500. e is 3-8, f is 0-8, and 3 <= e + f <= 8.

The amount of the organohydrogenpolysiloxane as the component (B) is 0.5 to 5 times the total number of moles of the alkenyl groups contained in the component (A), preferably 0.7 to 2 times the molar number of SiH contained. You can do it in such a quantity. If the number of moles of SiH contained in the blending amount of component (B) is less than 0.5 times the total number of moles of alkenyl groups contained in the component (A), the curability of the silicone composition for release paper of the present invention will be insufficient. The increase of is not seen, but rather causes the change of the peelability over time. The compounding weight part in general organohydrogenpolysiloxane is 0.1-20 weight part with respect to 100 weight part of polyorganosiloxane which is (A) component, Preferably it is 0.5-10 weight part.

The platinum group-based compound as the component (C) used in the composition of the present invention is used to promote the so-called addition reaction of the component (A) and the component (B) to form a cured film. Examples of such catalysts for addition reaction include platinum black, chloroplatinic acid, chloroplatinic acid-olefin complexes, chloroplatinic acid-alcohol coordination compounds, rhodium, rhodium-olefin complexes and the like. The catalyst for the addition reaction comprises a cured film that is sufficient to blend 5 to 1000 ppm (weight ratio) as the amount of metal with respect to the total weight of the polyorganosiloxane as component (A) and the organohydrogenpolysiloxane as component (B). Although preferred for forming, it can be appropriately increased or decreased depending on the reactivity of the component or the desired curing rate.

As the component (D) of the composition of the present invention, those known as control agents for the above reaction can be used. For example, acetylene alcohols, such as 3-methyl-1-butyn-3-ol, 3,5-dimethyl-1-hexyn-3-ol, 3-methyl-1-penten-3-ol, and phenylbutinol Acetylene compounds such as 3-methyl-3-1-pentene-1-yne, 3,5-dimethyl-1-hexyn-3-yne, these acetylene compounds, alkoxysilanes or siloxanes or hydrogensilanes or siloxanes; And organic nitrogen compounds such as reactants and vinylsiloxanes such as tetramethylvinylsiloxane cyclic compounds and benzotriazoles, and other organophosphorus compounds, oxime compounds, and organic chromium compounds.

The compounding quantity of (D) component can be an amount which can acquire favorable process bath stability, and generally 0.01-10 weight part with respect to 100 weight part of (A) component, Preferably it is 0.05-5 weight part.

In the composition of this invention, the organic solvent which is (E) component can be used as an arbitrary component for the purpose of the process bath storage stability, the improvement of the coating property with respect to various base materials, the coating amount, and the adjustment of the process bath viscosity. As such (E) component, the organic solvent which can melt | dissolve the composition of this invention uniformly, such as toluene, xylene, ethyl acetate, acetone, methyl ethyl ketone, hexane, can be used, for example. It may not be used depending on the component of another composition chosen, or a coating method.

The composition of the present invention can be easily produced by uniformly mixing the components of (A), (B), (C) and (E) as necessary. In this mixing, after dissolving (A), (B), and (D) component uniformly in (E) component, it is advantageous to mix (C) component. In addition, in order to ensure sufficient pot life, (C) component needs to be added and mixed just before manufacturing release paper etc.

In the composition of this invention, you may mix | blend an inorganic filler, such as a silica, or a pigment further as needed.

When producing release paper or the like using the composition of the present invention, after diluting the composition of the present invention directly or with a suitable organic solvent, a bar coater, a roll coater, a reverse coater, a gravure coater, an air knife coater, and a thin film The coating is applied to a substrate such as paper by a known coating method such as a high precision offset coater or a multi-stage roll coater.

Although the application amount to the base material of the composition of this invention changes also with the kind of material of the base material to apply | coat, The range of 0.1-2.0 g / m <^2> is preferable as quantity of solid content. By heating the substrate coated with the composition of the present invention as described above for about 5 to about 60 seconds at 80 to 180 ° C., a cured film can be formed on the surface of the composition, and a release sheet having desired peel strength, residual adhesive strength, and the like can be obtained. have.

<Example>

Hereinafter, although an Example and a comparative example are shown and this invention is demonstrated concretely, this invention is not limited to a following example. In addition, in the following example, a part represents a weight part. In addition, the evaluation method used by the following example is as follows.

A. Evaluation of Silicone Composition and Cured Film Properties

The evaluation results are shown in Table 1 below. Evaluation of each item and display of the result were based on the following method.

1) Curability

The catalyst-added silicone composition was coated with 0.2 g / m ² as a solid on a polyethylene laminate (basic basis weight 100 g / m ² ), heated in a hot air circulation dryer at 100 ° C. for 30 seconds to form a cured film, and a curable measurement sample. Was prepared. The surface of the cured film of the sample was rubbed with a finger, and the presence or absence of cloudiness and dropping off of the surface was observed and evaluated according to the following criteria.

(Double-circle): There is no cloudiness and fall-off in 100 degreeC x 15 second heating.

(Circle): There is no cloudiness and fall-off in 100 degreeC x 30 second heating.

(Triangle | delta): A blur or fallout arises slightly.

×: Cloudiness and dropout occur.

2) peeling force

The catalyst-added silicone composition was applied to polyethylene laminated paper (base weight: 100 g / m ² ) as a solid content of 0.2 g / m ² , and heated in a hot air circulation dryer at 140 ° C. for 30 seconds to form a cured film. After the silicone adhesive [KR-3700 (manufactured by Shin-Etsu Chemical Co., Ltd.)] was coated on the surface of the cured coating film with a 25 μm thick and 25 mm wide polyester film substrate using an applicator such that the thickness after curing was 30 μm, It apply | coated and heat-processed at 130 degreeC for 1 minute. Subsequently, the said peeling property evaluation sample was bonded to this process surface, and it reciprocally crimped with a 2 kg roller, and aged at 25 degreeC for 20 hours, and peeling rate 0.3m / min by 180 degree angle using a tensile tester. The force (N) required for pulling and peeling the paper bonded together was measured. Furthermore, after mating for 7 days at 50 ° C. after bonding, a force (N) required to stretch and peel the paper bonded at a peel rate of 0.3 m / min at an angle of 180 ° using a tensile tester was measured.

3) residual adhesion rate

The adhesive sheet after peeling force measurement was stuck to the stainless plate, and it crimped | bonded by 1 reciprocating the rubber-coated 2 kg roller. After standing at room temperature for about 3 hours, the force (N / 25 mm) required to peel the adhesive sheet from the stainless plate was measured using a tensile tester at a speed of 300 mm / minute and an angle of 180 °. The adhesive sheet was bonded to the sheet made of polytetrafluoroethylene, and the ratio with respect to this force of the adhesive force after leaving it for about 3 hours at room temperature was made into residual adhesive rate.

<Example 1>

100 parts of the fluoroalkyl-modified polydimethylsiloxane represented by the following general formula and symbol 1 of Table 1 as (A) component, and the unit represented by MeHSiO2 _{/ 2} by the both ends of the molecular chain as a component (B) sealed by trimethylsilyl group 23 parts of methylhydrogenpolysiloxane having a viscosity of 25 mPa · s, 2-part of 3-methyl-1-butyn-3-ol as component (D), and toluene and heptane in a weight ratio of 1: 1 The mixture was diluted to 900 parts. Immediately before coating the substrate, 100 ppm of a platinum salt and a vinylsiloxane complex salt were added as a component (C) to prepare a composition. The results of treatment of the composition under the above-described conditions are shown in Table 2 below.

<Example 2>

(A) 50 parts of fluoroalkyl-modified polydimethylsiloxane represented by the following general formula and symbol 2-1 of Table 1, and 50 parts of fluoroalkyl-modified polydimethylsiloxane represented by the following formula and symbol 2-2 of Table 1 4 parts of methylhydrogenpolysiloxane whose viscosity is 25 mPa * s containing 95 mol% of the units represented by MeHSiO2 _{/ 2} , the both ends of a molecular chain are blocked by a trimethylsilyl group as (B) component, (D) component 2 parts of 3-methyl-1-butyn-3-ol was diluted to 900 parts which mixed 1: 1 with toluene and heptane by weight ratio as (E) component. Immediately before coating the substrate, 100 ppm of a platinum salt and a vinylsiloxane complex salt were added as a component (C) to prepare a composition. Table 2 shows the results of treatment of the composition under the above-described conditions.

<Example 3>

100 parts of the fluoroalkyl-modified polydimethylsiloxane represented by the following general formula and symbol 3 of Table 1 as (A) component, and the unit represented by MeHSiO2 _{/ 2} by the both ends of the molecular chain as a component (B) sealed by trimethylsilyl group 23 parts of methylhydrogenpolysiloxane having a viscosity of 25 mPa · s, 2-part of 3-methyl-1-butyn-3-ol as component (D), and toluene and heptane in a weight ratio of 1: 1 Mixed. Immediately before coating the substrate, 100 ppm of a platinum salt and a vinylsiloxane complex salt were added as a component (C) to prepare a composition. Table 2 shows the results of treatment of the composition under the above-described conditions.

<Example 4>

(A) 25 parts of fluoroalkyl-modified polydimethylsiloxane represented by the following general formula and symbol 4-1 of Table 1, 75 parts of fluoroalkyl-modified polydimethylsiloxane represented by the following formula and symbol 4-2 of Table 1 And (B) 7 parts of methylhydrogenpolysiloxane whose both ends of a molecular chain are sealed with the trimethylsilyl group and contain 95 mol% of units represented by MeHSiO2 _{/ 2} , and the viscosity is 25 mPa * s, (D) component 2 parts of 3-methyl-1-butyn-3-ol was diluted to 900 parts which mixed 1: 1 with toluene and heptane by weight ratio as (E) component. Immediately before coating the substrate, 100 ppm of a platinum salt and a vinylsiloxane complex salt were added as a component (C) to prepare a composition. Table 2 shows the results of treatment of the composition under the above-described conditions.

Comparative Example 1

A 1% toluene solution of a long chain alkyl pendant polymer, pyroyl 1010 (manufactured by Ibosha Yushi Kogyo Co., Ltd.) was applied to the substrate so as to be 0.1 g / m ² , and dried at 120 ° C. for 30 seconds. Table 2 shows the results of treatment in the same manner as in the above Example with respect to this substrate.

Comparative Example 2

As the component (A), 100 parts of phenyl-modified polydimethylsiloxane represented by the following chemical formula and symbol 5 in Table 1, and (B) component, both ends of the molecular chain were sealed with a trimethylsilyl group, and a unit represented by MeHSiO _2/2 was 95. 4 parts of methylhydrogenpolysiloxane containing mol% and having a viscosity of 25 mPa · s, 2-part of 3-methyl-1-butyn-3-ol as component (D), and toluene and heptane as component (E) in weight ratio 1 The mixture was mixed to 1: 1 and diluted to 900 parts. Immediately before coating the substrate, 100 ppm of a platinum salt and a vinylsiloxane complex salt were added as a component (C) to prepare a composition. Table 2 shows the results of treatment of the composition under the above-described conditions.

Comparative Example 3

100 parts of the fluoroalkyl-modified polydimethylsiloxane represented by the following general formula and symbol 6 of Table 1 as (A) component, and the unit represented by MeHSiO _2/2 by the both ends of the molecular chain as a component (B) sealed by trimethylsilyl group 2 parts of methylhydrogenpolysiloxane having a viscosity of 25 mPa · s, 2-part of 3-methyl-1-butyn-3-ol as component (D), and toluene and heptane in a weight ratio of 1: 1 The mixture was diluted to 900 parts. Immediately before coating the substrate, 100 ppm of a platinum salt and a vinylsiloxane complex salt were added as a component (C) to prepare a composition. Table 2 shows the results of treatment of the composition under the above-described conditions.

<Comparative Example 4>

A 10% FR thinner (fluorine-based solvent) solution of fluorine-based mold release agent and X-70-201 (Shin-Etsu Chemical Co., Ltd. product name) was applied to the substrate so as to be 0.2 g / m ² , and dried at 150 ° C. for 60 seconds. The results for this description are shown in Table 2.

The chemical formula of the fluoroalkyl-modified polydimethylsiloxane used in the examples is as follows.

The structure of the fluoroalkyl-modified polydimethylsiloxane used in the examples is shown in Table 1 below.

The formulation and properties of the silicone composition are shown in Table 2 below.

The composition of the present invention is rapidly cured by applying a paper, a laminated paper, a plastic film or the like and heat curing, thereby forming a cured film having an appropriate peeling force with respect to various silicone pressure-sensitive adhesives. The formed cured film shows favorable adhesiveness with respect to various base materials, without reducing the adhesive force of an adhesive. In addition, the shelf life and pot life is good, the workability is excellent, it is possible to use a hydrocarbon solvent. The composition of the present invention can be used more preferably than the conventional silicone pressure-sensitive adhesive composition by blending a fluoroalkyl-modified polydimethylsiloxane having a specific structure.

Claims (6)

(A) has two or more alkenyl groups and one or more fluoroalkyl groups in one molecule, the alkenyl group content is 0.02 to 0.20 mol / 100 g, the fluoroalkyl group content is 0.05 to 0.50 mol / 100 g, and 25 ° C. 100 parts by weight of a fluoroalkyl-modified polydimethylsiloxane having a viscosity of 50 to 100,000 mPa · s, (B) A polyorganohydrogensiloxane having three or more hydrogen atoms bonded to a silicon atom in one molecule, wherein the number of moles of hydrogen atoms bonded to the silicon atom corresponds to 0.5 to 5 times the mole of the alkenyl group in the component (A). Weight, (C) a catalytic amount of platinum group compound, (D) 0.01 to 10 parts by weight of the reaction control agent, (E) any amount of organic solvent Release agent composition for silicone pressure-sensitive adhesive containing a. The fluoroalkyl-modified polydimethylsiloxane (A-1) and egg according to claim 1, wherein the fluoroalkyl-modified polydimethylsiloxane as the component (A) contains 0.1 to 2.0 mol% of siloxane units having an alkenyl group in one molecule. Release agent composition for silicone pressure sensitive adhesive containing 20:80 to 80:20 by weight ratio of fluoroalkyl-modified polydimethylsiloxane (A-2) containing 4.0-15.0 mol% of siloxane units which have a kenyl group. The mold release agent composition for silicone pressure sensitive adhesive of Claim 1 or 2 whose fluoroalkyl modified polydimethylsiloxane which is (A) component is a compound represented by following formula (1). <Formula 1> In formula, R <^1> is monovalent hydrocarbon group except an alkenyl group or an alkenyl group, R <^2> represents monovalent fluoroalkyl group, q, r, s is positive, t, u is 0 or positive. The release agent composition for silicone pressure sensitive adhesive of Claim 1 in which the organohydrogensiloxane which is (B) component has three or more hydrogen atoms couple | bonded with the silicon atom in 1 molecule represented by following General formula (2). <Formula 2> R ³ _x H _y SiO _{(4-xy) / 2} Provided that R ³ is a monovalent hydrocarbon group excluding an alkenyl group, at least 80% or more is a methyl group, x and y are 0.7 ≦ x ≦ 2.1, 0.001 ≦ y ≦ 1.0, and 0.8 ≦ x + y ≦ 2.6 Preferably, it is a positive number satisfying 0.8 ≦ x ≦ 2, 0.01 ≦ y ≦ 1, and 1 ≦ x + y ≦ 2.4. The release agent composition for silicone pressure sensitive adhesive according to any one of claims 1 to 3, wherein the fluoroalkyl group of the fluoroalkyl-modified polydimethylsiloxane as the component (A) is a 3,3,3-trifluoropropyl group. The release sheet which processed the release agent composition for silicone adhesives of any one of Claims 1-5 to base materials, such as a paper and a plastic film.