JPH111616A - Additive for organic resin and organic resin composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an additive which, when added to an organic resin, can give a composition capable of forming moldings having excellent surface properties and mechanical properties, especially impact strength as well as unimpaired appearance and to provide an organic resin composition prepared by adding this additive to an organic resin and being capable of giving moldings having excellent surface properties, mechanical properties, especially excellent impact strength and good appearance. SOLUTION: There are provided an additive for an organic resin, comprising a polydiorganosiloxane (A) and a copolymer (B) of a polydiorganosiloxane macromer (i) having acrylic functional groups with a radical-polymerizable organic monomer (ii), wherein the ratio of the degree of polymerization of component A to that of component (i) is 0.2-5 and an organic resin composition prepared by adding this additive to an organic resin.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an additive for an organic resin and an organic resin composition obtained by blending the additive with the organic resin. More specifically, the present invention relates to a molded article obtained by blending the additive with the organic resin. An additive for an organic resin capable of imparting excellent surface and mechanical properties, particularly excellent impact strength, without impairing the appearance of the resin, and an excellent surface obtained by blending this additive with the organic resin. The present invention relates to an organic resin composition having excellent properties such as characteristics and mechanical properties, particularly excellent impact strength, and capable of obtaining a molded article having a good appearance.

[0002]

2. Description of the Related Art Moldability and releasability of an organic resin composition,
Furthermore, surface properties such as surface lubricity, water repellency, and scratch resistance of a molded article obtained from the organic resin composition,
For the purpose of improving mechanical properties such as impact resistance, an organic resin composition in which a liquid or gum-like polydiorganosiloxane is blended with an organic resin has been studied.In general, polydiorganosiloxane is used for organic resin. Due to poor compatibility, molded articles of the organic resin composition comprising the organic resin and the polydiorganosiloxane are liable to stain due to oozing of the polydiorganosiloxane, and also cause poor appearance such as whitening and delamination. There was a problem.

For this reason, a copolymer comprising an aromatic vinyl compound and an unsaturated aliphatic nitrile compound, a copolymer comprising an aromatic vinyl compound, an unsaturated aliphatic nitrile compound and a diene rubbery polymer, When compounding the polydiorganosiloxane with the organic resin selected from the mixture, in order to improve the compatibility of the polydiorganosiloxane with the organic resin, a copolymer comprising a vinylcarboxylic acid ester compound and an organosiloxane compound is compounded. (Japanese Patent Application Laid-Open Nos. 8-231796 and 8-2) have been proposed.
No. 31797).

[0004] However, even with such an organic resin composition, the appearance of a molded article obtained from the organic resin composition is significantly whitened, the coloring property when a pigment is added is reduced, and the mechanical properties are reduced. Was not enough.

[0005]

DISCLOSURE OF THE INVENTION The present inventors have made intensive studies to solve the above-mentioned problems, and as a result, have reached the present invention. That is, the object of the present invention, by blending the organic resin, without impairing the appearance of the obtained molded product,
Excellent surface properties and mechanical properties, especially additives for organic resins that can provide excellent impact strength, and blending this additive with organic resins, excellent surface properties and mechanical properties, especially An object of the present invention is to provide an organic resin composition having excellent impact strength and capable of obtaining a molded article having a good appearance.

[0006]

The additive for an organic resin of the present invention comprises (A) a polydiorganosiloxane and (B) (i)
It consists of a copolymer of a polydiorganosiloxane macromer having an acrylic functional group and (ii) a radically polymerizable organic monomer, and the polymerization degree of the polydiorganosiloxane macromer of the component (i) relative to the degree of polymerization of the polydiorganosiloxane of the component (A) The ratio of the degree of polymerization is 0.2 to 5. Further, the organic resin composition of the present invention is characterized in that the organic resin additive is mixed with the organic resin.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION First, the organic resin additive of the present invention will be described in detail. The diorganopolysiloxane of the component (A) is a component for imparting excellent surface properties and mechanical properties to a molded article obtained from the organic resin composition together with the copolymer of the component (B). Examples of the group bonded to the silicon atom of the component (A) include an alkyl group such as a methyl group, an ethyl group, a propyl group and a butyl group; an alkenyl group such as a vinyl group, an allyl group and a pentenyl group; a phenyl group, a tolyl group;
Aryl groups such as xylyl and naphthyl; benzyl;
Aralkyl groups such as phenethyl group; substituted or unsubstituted monovalent hydrocarbon groups such as halogenated alkyl groups such as 3-chloropropyl group and 3,3,3-trifluoropropyl;
An alkoxy group such as a methoxy group and an ethoxy group; a hydroxyl group is exemplified. In particular, a copolymer of the component (B) is obtained by copolymerizing the components (i) and (ii) in the component (A). When it is a monovalent hydrocarbon group, it is preferably a substituted or unsubstituted monovalent hydrocarbon group excluding an alkenyl group. In addition, this (A)
Although the molecular structure of the component is substantially linear, a part of the molecular chain may be branched. Further, the polymerization degree of the component (A) is preferably in the range of 10 to 1,000, more preferably in the range of 20 to 500, and particularly preferably in the range of 40 to 200. Is preferred. This is because, when the degree of polymerization of the component (A) is smaller than the lower limit, if the organic resin is added to the organic resin as an additive, the surface properties and mechanical properties of the resulting molded article tend to be insufficient. On the other hand, when a compound exceeding this upper limit is added to an organic resin as an additive for an organic resin, the appearance of the obtained molded article becomes white or the coloration of a pigment or the like tends to decrease. is there.

As the polydiorganosiloxane of the component (A), polydimethylsiloxane in which both ends of a molecular chain are blocked with a trimethylsiloxy group, one molecular chain having a terminal blocked with a dimethylhydroxysiloxy group, and the other molecular Polydimethylsiloxane with chain ends blocked with trimethylsiloxy groups, polymethylphenylsiloxane with molecular chain ends blocked with trimethylsiloxy groups, and methylphenylsiloxane / dimethylsiloxane with molecular chain ends blocked with trimethylsiloxy groups Polymer, polydiphenylsiloxane in which both ends of molecular chains are blocked with trimethylsiloxy groups, diphenylsiloxane / dimethylsiloxane copolymer in which both ends of molecular chains are blocked with trimethylsiloxy groups, both ends of molecular chains are closed with trimethylsiloxy groups Poly (3) (3,3-trifluoropropyl) methylsiloxane, (3,3,3-trifluoropropyl) methylsiloxane / dimethylsiloxane copolymer in which both ends of the molecular chain are blocked by a trimethylsiloxy group, dimethylhydroxy both ends of the molecular chain Polydimethylsiloxane blocked with siloxy groups, polydimethylsiloxane blocked at both molecular chains with trimethoxysiloxy groups, polymethylphenylsiloxane blocked at both molecular chains at dimethylhydroxysiloxy groups, both molecular chains terminated Methylphenylsiloxane / dimethylsiloxane copolymer blocked with dimethylhydroxysiloxy group, poly (3,
3,3-trifluoropropyl) methylsiloxane, (3,3,3-trifluoropropyl) methylsiloxane / dimethylsiloxane copolymer in which both molecular chain terminals are blocked by dimethylhydroxysiloxy groups, and polydiorganosiloxanes thereof The combination is preferably a polydiorganosiloxane in which both molecular chain terminals are blocked with a triorganosiloxy group.

[0009] The copolymer of the component (B) improves the compatibility of the polydiorganosiloxane of the component (A) with the organic resin composition, and a molded article obtained from the organic resin composition together with the component (A). It is a component for imparting excellent surface characteristics and mechanical characteristics to the polymer, and is a copolymer of (i) a polydiorganosiloxane macromer having an acrylic functional group and (ii) a radical polymerizable organic monomer.

[0010] The polydiorganosiloxane macromer of the component (i) is a polydiorganosiloxane having an acrylic functional group, preferably a polydiorganosiloxane having an acrylic functional group at a molecular chain terminal.
The acrylic functional group of the component (i) includes an acryloxy group, a methacryloxy group, a 3-acryloxypropyl group, a 3-methacryloxypropyl group, a 4-acryloxybutyl group, a 4-methacryloxybutyl group, A methacrylamidopropyl group is exemplified. This (i)
Examples of the group bonded to a silicon atom other than the acrylic functional group of the component include the same substituted or unsubstituted monovalent hydrocarbon group as the component (A); an alkoxy group; and a hydroxyl group, and particularly exclude an alkenyl group. It is preferably a substituted or unsubstituted monovalent hydrocarbon group. The molecular structure of the component (i) is substantially linear, but a part of the molecular chain may be branched. Further, the ratio of the degree of polymerization of the polydiorganosiloxane macromer of the component (i) to the degree of polymerization of the polydiorganosiloxane of the component (A) must be in the range of 0.2 to 5, and is preferably It is in the range of 0.5 to 5, particularly preferably in the range of 0.5 to 2. This is because a molded article obtained from an organic resin composition in which the ratio of the degree of polymerization is smaller than the lower limit contains an additive for an organic resin, has a remarkably white appearance, and in particular, does not develop color when a pigment or the like is added. On the other hand, a molded article obtained from an organic resin composition containing an organic resin additive that exceeds this upper limit has a sufficient surface property and mechanical property. This is because they tend to disappear.

The polydiorganosiloxane macromer of component (i) is a polydiorganosiloxane macromer having one molecular chain terminal blocked with a 3-acryloxypropyldimethylsiloxy group and the other molecular chain terminal blocked with a trimethylsiloxy group. Dimethylsiloxane, one of the molecular chain ends blocked with a 3-methacryloxypropyldimethylsiloxy group, and the other molecular chain terminal closed with a trimethylsiloxy group, polydimethylsiloxane, and one of the molecular chain ends is 3-methacryloxypropyldimethyl Polydimethylsiloxane blocked with a siloxy group and the other molecular chain terminal blocked with a dimethylhydroxysiloxy group, one molecular chain terminal blocked with a 3-methacrylic amide propyldimethylsiloxy group, and the other molecular chain terminal with a trimethyl group Polydimethyes blocked by siloxy groups Siloxanes, one molecular chain terminal 3
Polymethylphenylsiloxane blocked with a methacryloxypropyldimethylsiloxy group and the other molecular chain end blocked with a trimethylsiloxy group, one molecular chain terminal blocked with a 3-methacryloxypropyldimethylsiloxy group and the other molecule A methylphenylsiloxane / dimethylsiloxane copolymer whose chain ends are blocked with a trimethylsiloxy group, one molecular chain end is blocked with a 3-methacryloxypropyldimethylsiloxy group, and the other molecular chain end is blocked with a trimethylsiloxy group. Polydiphenylsiloxane, poly (3,3,3) having one molecular chain terminal blocked with a 3-methacryloxypropyldimethylsiloxy group and the other molecular chain terminal blocked with a trimethylsiloxy group.
(3-trifluoropropyl) methylsiloxane, one molecular chain terminal of which is blocked with a 3-methacryloxypropyldimethylsiloxy group and the other molecular chain terminal of which is blocked with a trimethylsiloxy group (3,3,3-trifluoropropyl ) Polydiorganosiloxane having an acrylic functional group only at one terminal of a molecular chain such as a methylsiloxane-dimethylsiloxane copolymer; polydimethylsiloxane having both molecular terminals blocked with a 3-acryloxypropyldimethylsiloxy group; Polydimethylsiloxane having both chain ends capped with 3-methacryloxypropyldimethylsiloxy group, polydimethylsiloxane having both molecular chain terminals capped with 3-methacrylicamidopropyldimethylsiloxy group, and one molecular chain terminal having 3-methacryloxypropyldimethylsiloxy group Methacryloxypropyldimethylsiloxy A polydimethylsiloxane in which the other molecular chain end is capped with a 3-methacryloamidopropyldimethylsiloxy group, a polymethylphenylsiloxane in which both molecular chain terminals are capped with a 3-methacryloxypropyldimethylsiloxy group, a molecule Methylphenylsiloxane / dimethylsiloxane copolymer having both chain ends capped with 3-methacryloxypropyldimethylsiloxy group, polydiphenylsiloxane having both molecular chain terminals capped with 3-methacryloxypropyldimethylsiloxy group, Methylphenylsiloxane / dimethylsiloxane copolymer end-blocked with 3-methacryloxypropyldimethylsiloxy group, poly (3,3,3-trifluoro) having both molecular chain ends blocked with 3-methacryloxypropyldimethylsiloxy group Lopro (1) Methyl siloxane, both ends of molecular chains such as (3,3,3-trifluoropropyl) methyl siloxane / dimethyl siloxane copolymer in which both ends of molecular chain are blocked with 3-methacryloxypropyldimethylsiloxy group are acrylic Examples are polydiorganosiloxanes having functional groups, and combinations of two or more of these polydiorganosiloxanes,
Preferably, it is composed of a polydiorganosiloxane macromer having an acrylic functional group only at one end of the molecular chain and a polydiorganosiloxane macromer having an acrylic functional group at both molecular chain ends. When the weight ratio of the organosiloxane is 1:
Preferably it is such that it is in the range of 9-9: 1, more preferably this ratio is in the range of 1: 8-8: 1, and in particular this ratio is 1:
Preferably it is such that it is in the range of 4 to 8: 1. This is because the weight of the polydiorganosiloxane having an acrylic functional group at both molecular chain ends exceeds the upper limit of this range with respect to the weight of the polydiorganosiloxane having an acrylic functional group at only one end of the molecular chain. When a suitable mixture is used, the fluidity of the obtained copolymer at the time of melting is reduced, the fluidity at the time of melting of the organic resin composition is deteriorated, or in extreme cases, the copolymer itself is used. On the other hand, when a mixture smaller than the lower limit of this range is used, the obtained copolymer sufficiently improves the compatibility of the polydiorganosiloxane of the component (A) with the organic resin. Can no longer do
This is because the component (A) may ooze out from a molded article of the obtained organic resin composition.

The radically polymerizable organic monomer of the component (ii) is a component that copolymerizes with the acrylic functional group of the component (i). The radical polymerizable organic monomer of the component (ii) is not particularly limited as long as it can be copolymerized with the component (i). For example, unsaturated aliphatic carboxylic acid compounds such as acrylic acid and methacrylic acid; Acrylate, ethyl acrylate, propyl acrylate, n-butyl acrylate, isobutyl acrylate, amyl acrylate, hexyl acrylate, 2-ethylhexyl acrylate, cyclohexyl acrylate, n-octyl acrylate, glycidyl acrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl Acrylate, 2,2,3,3-tetrafluoropropyl acrylate, octafluoropentyl acrylate, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, isoptyl me Tacrylate, 2-ethylhexyl methacrylate, lauryl methacrylate, tridecyl methacrylate, benzyl methacrylate, cyclohexyl methacrylate, tetrahydrofurfuryl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, glycidyl methacrylate, 2-methoxyethyl methacrylate, 2-methoxyethyl (Meth) acrylic acid ester compounds such as ethoxyethyl methacrylate and octafluoropentyl methacrylate or unsaturated aliphatic carboxylic acid ester compounds; unsaturated aliphatic carboxylic acid amides such as acrylamide, methacrylamide, N-methylolacrylamide Compounds: unsaturated aliphatic nitrile compounds such as acrylonitrile and methacrylonitrile; vinyl acetate, propylene Unsaturated aliphatic compounds such as Nsan vinyl; maleic acid,
4-methacryloxyethyl trimellitic anhydride (4-
Unsaturated carboxylic anhydrides such as META); vinyl chloride,
Halogenated vinyl compounds such as vinyl fluoride; aromatic vinyl compounds such as styrene, methylstyrene, vinyltoluene and vinylpyridine; aliphatic diene compounds such as butadiene and isoprene; combinations of two or more of these radically polymerizable organic monomers It is particularly preferable to use at least a (meth) acrylate compound.

The mixing amount of the radical polymerizable organic monomer (ii) and the polydiorganosiloxane monomer (i) is not limited, but the weight ratio of the component (i) to the component (ii) is 1: 9-9. : 1, preferably in the range of 1: 9 to 9: 3. This is because a copolymer in which the weight ratio of the component (ii) to the component (i) exceeds the upper limit of this range is difficult to improve the compatibility of the polydiorganosiloxane of the component (A) with the organic resin. On the other hand, a copolymer having a weight ratio smaller than the lower limit tends to have poor compatibility with an organic resin.

The copolymer of component (B) comprises component (i) and component (ii)
It is prepared by copolymerizing the components by addition polymerization such as a radical reaction or an ionic reaction. However, since this copolymer can be easily prepared, it is generally preferable to use a method by a radical reaction. In the radical polymerization reaction of the component (i) and the component (ii), a method similar to a usual radical polymerization reaction is applied, and a method in which this polymerization reaction is performed in a solution is particularly preferable. Further, as an initiator of this radical polymerization reaction, 2,2′-azobis (isobutyronitrile),
2,2′-azobis (2-methylbutyronitrile), 2,
Azobis compounds such as 2′-azobis (2,4-dimethylvaleronitrile), benzoyl peroxide, lauroyl peroxide, tert-butylperoxybenzoate, ter
Organic peroxides such as t-butylperoxy-2-ethylhexanoate and combinations of two or more of these are exemplified. The amount of the initiator is preferably in the range of 0.1 to 5 parts by weight based on 100 parts by weight of the total of the components (i) and (ii). Organic solvents that can be used when performing a radical polymerization reaction in a solution include: aliphatic hydrocarbons such as hexane, octane, decane, and cyclohexane; aromatic hydrocarbons such as toluene and xylene; diethyl ether; Ethers such as butyl ether, tetrahydrofuran and dioxane; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and diisobutyl ketone; esters such as methyl acetate, butyl acetate and isobutyl acetate; and aromatics such as toluene and xylene. Preferably, it is a hydrocarbon.

The additive for an organic resin of the present invention comprises a copolymer of the component (A) polydiorganosiloxane and the component (B). The preparation method is as follows. A method in which the coalesced mixture is heated and mixed with the polyhyorganosiloxane of the component (A).
(A) a method of mixing with the above-mentioned organic solvent together with the polydiorganosiloxane of the component, and then removing the solvent, in the component (A),
Component (B) is formed by copolymerizing component (i) and component (ii). In particular, component (A) and component (i)
It is preferably prepared by a method of forming the component (B) by copolymerizing the component i). In the additive for an organic resin of the present invention, the compounding amount of the component (A) and the component (B) is not limited, but the weight ratio of the component (A) to the component (B) is 1: 9 to
It is preferably 9: 1, in particular this is from 1: 4 to
Preferably it is in the range of 4: 1. This is because a molded product obtained by blending an organic resin with an organic resin additive such that the weight ratio of the component (B) to the component (A) exceeds the upper limit of this range has poor surface and mechanical properties. On the other hand, an additive for an organic resin that is smaller than the lower limit cannot sufficiently improve the compatibility of the polydiorganosiloxane of the component (A) with the organic resin. This is because the component (A) may ooze out from the molded article of the resin composition.

Next, the organic resin composition of the present invention will be described in detail. The organic resin composition of the present invention is characterized by containing the above-mentioned additive for organic resin. This organic resin is not limited, for example, polypropylene resin, polyethylene resin, (meth) acrylic resin, polystyrene resin,
Thermoplastic organic resins such as polyamide resins and polyester resins; thermosetting organic resins such as epoxy resins, phenolic resins and maleimide resins, in particular, vinyl monomers including (meth) acrylic ester monomers Is more preferably an organic resin obtained by polymerizing As the vinyl monomer containing the (meth) acrylate monomer, one or two or more (meth) acrylate compounds, or a vinyl monomer excluding this and (meth) acrylate compound It is a mixture with a system monomer, and examples thereof include the same radically polymerizable organic monomers as the component (ii). Examples of the method of blending the organic resin additive with the organic resin include a method of melt-kneading them, a method of mixing them in the above organic solvent, and a method of removing the solvent,
Generally, the former method is adopted.

In the organic resin composition of the present invention, the amount of the additive for the organic resin is not limited. The compounding amount of the organic resin additive is 0.1 to
It is preferably in the range of 99.9% by weight, more preferably in the range of 1 to 80% by weight, and particularly preferably in the range of 2 to 60% by weight. This is because, in the organic resin composition, a molded article obtained from the organic resin composition in which the compounding amount of the organic resin additive is smaller than the lower limit of this range tends to have insufficient surface properties and mechanical properties. On the other hand, a molded article obtained from an organic resin composition having this compounding amount exceeding the upper limit of this range tends to have insufficient mechanical strength.

The organic resin composition of the present invention may further comprise any other components as long as the object of the present invention is not impaired.
For example, fillers such as glass fiber, carbon fiber, mica, talc, and silica fine powder; molding processability improvers such as organic lubricants, flame retardants, antistatic agents, coloring agents such as pigments, magnetic powders,
An ultraviolet absorber and an antibacterial agent can be blended.

[0019]

EXAMPLES The organic resin additive of the present invention and the organic resin composition containing the additive will be described in detail with reference to examples. In addition, the viscosity in an Example is a value in 25 degreeC. The polydiorganosiloxane used in the examples and comparative examples is as follows. Polydimethylsiloxane (A-1)

Embedded image (In the formula, m represents the degree of polymerization.) Polydimethylsiloxane macromer (i-1)

Embedded image (In the formula, n indicates the degree of polymerization.) Polydimethylsiloxane macromer (i-2)

Embedded image (In the formula, p indicates the degree of polymerization.) The radically polymerizable organic monomers used in Examples and Comparative Examples are as follows. Methyl methacrylate (hereinafter, referred to as MMA) Styrene (hereinafter, referred to as St) Acrylonitrile (hereinafter, referred to as AN)

Examples 1 to 7 A 200 ml four-necked flask equipped with a stirrer, a thermometer and a reflux condenser was charged with (A-
4.5 g of polydimethylsiloxane of component (1), (i-1)
The polydimethylsiloxane macromer of the component, the polydimethylsiloxane macromer of the component (i-2), and the radically polymerizable organic monomer were charged in the amounts shown in Table 1 and 105 g of toluene, and heated to 70 ° C. while stirring under a nitrogen atmosphere. Heated. Then, 2,2'-
0.45 g of azobis (isobutyronitrile) was added, and the mixture was heated and stirred for 6 hours to cause a radical polymerization reaction. Next, by heating and stirring the reaction mixture under reduced pressure with an aspirator to remove a part of toluene, the toluene solution was transferred to a stainless steel dish, and dried under reduced pressure.
An additive for an organic resin was prepared. Table 1 shows the appearance of these organic resin additives.

[0021]

[Table 1]

Examples 8 to 15 5.0 g of the organic resin additive prepared in Examples 1 to 7, polymethyl methacrylate (in Table 2, PMMA: Acrypet VM manufactured by Mitsubishi Rayon) as an organic resin, Acrylonitrile-styrene copolymer resin (in Table 2, AS resin: Acrypet SAN-C manufactured by Mitsubishi Monsanto), methyl methacrylate-styrene copolymer resin (in Table 2, MS resin: M manufactured by Mitsubishi Rayon)
S-600) and polybutylene terephthalate (PBT in Table 2, PBT: 1401X04 manufactured by Toray) were uniformly mixed with 20.0 to prepare an organic resin composition. The appearance, lubricating properties, scratch resistance, and impact strength of the molded articles of these organic resin compositions were evaluated. The evaluation results are shown in Table 2. The organic resin composition was prepared by kneading the additive for organic resin and the organic resin by heating and kneading at 220 to 250 ° C. and 100 rpm for 10 minutes using a laboplast mill. The method for evaluating the appearance, lubricating properties, scratch resistance, and impact strength of a molded article of the organic resin composition is as follows. [Appearance] The appearance of a molded article of the organic resin composition was visually observed, and the molded state, oil bleed, hue, and the like were evaluated. [Lubrication property] The organic resin composition was formed into a disk-shaped molded product by an injection molding machine. A friction coefficient was measured by a thrust friction and wear tester using a cylindrical molded product made of this and a separately prepared polymethyl methacrylate (Acrypet VM manufactured by Mitsubishi Rayon). [Scratch resistance] The organic resin composition was formed into a disc-shaped molded product by a ramming molding machine. A cylindrical molded product made of polymethyl methacrylate (Acrypet VM manufactured by Mitsubishi Rayon), which was prepared separately, was covered with a nylon cloth and rubbed with each other, and the surface of the disk-shaped molded product was damaged. Was observed. Rubbing was performed using a thrust friction and wear tester. [Impact Strength] A test piece for an Izod test was prepared from an organic resin composition using an injection molding machine. The test piece was notched, cooled sufficiently to −30 ° C. in a refrigerator, taken out, and immediately measured for impact strength.

Comparative Example 1 A 200 ml four-necked flask equipped with a stirrer, a thermometer, and a reflux condenser was charged with the following formula:

Embedded image 20 g of a polydimethylsiloxane macromer represented by
20 g of methyl methacrylate and 80 g of toluene were charged and heated to 65 ° C. under a nitrogen atmosphere. Then, 2,2'-azobis (isobutyronitrol) was added to this system.
0.1 g was added, and the mixture was heated and stirred at 65 ° C. for 24 hours to cause a radical polymerization reaction. Next, the reaction mixture was poured into a large excess of isopropyl alcohol for precipitation. The precipitate was washed with a large amount of isopropyl alcohol, and further dried under vacuum to prepare a white copolymer. .

Subsequently, an acrylonitrile-styrene copolymer resin (Acrypet SAN-C manufactured by Mitsubishi Monsanto)
19g, viscosity is 10 million centistokes,
formula:

Embedded image Using a laboplast mill, 1 g of polydimethylsiloxane represented by
After heating and kneading at 100 ° C. and 100 rpm for 10 minutes, the mixture was cooled to prepare a white solid organic resin composition. The appearance, lubrication properties, scratch resistance, and appearance of the molded article of this organic resin composition,
And the impact strength was evaluated in the same manner as above. Table 2 shows the results of these evaluations.

Comparative Example 2 In Comparative Example 1, the viscosity was 1
Instead of polydimethylsiloxane being 10 million centistokes, the viscosity is 10,000 centistokes,
formula:

Embedded image A white solid organic resin composition was prepared in the same manner as in Comparative Example 1 except that 1 g of the polydimethylsiloxane represented by the formula was blended. The appearance, lubricating properties, scratch resistance, and impact strength of the molded article of this organic resin composition were evaluated in the same manner as described above. Table 2 shows the results of these evaluations.

[0026]

[Table 2]

[0027]

The additive for an organic resin of the present invention can be mixed with an organic resin to obtain excellent surface properties and mechanical properties without impairing the appearance of the obtained molded article,
It is characterized by being able to impart excellent impact strength, and the organic resin composition of the present invention contains such additives in an organic resin, so that excellent surface properties and mechanical properties, In particular, there is a feature that a molded article having excellent impact strength and having a good appearance can be obtained.

 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Hiroshi Ueki 2-2 Chikusa Beach, Ichihara City, Chiba Prefecture Toray Dow Corning Silicone Co., Ltd. No. 2 Toray Dow Corning Silicone Co., Ltd. Research and Development Division

Claims (7)

[Claims] 1. A polydiorganosiloxane (A), and
(B) an additive for an organic resin comprising a copolymer of (i) a polydiorganosiloxane macromer having an acrylic functional group and (ii) a radically polymerizable organic monomer,
(A) To the degree of polymerization of the polydiorganosiloxane of the component
(i) An additive for an organic resin, wherein the ratio of the degree of polymerization of the polydiorganosiloxane macromer of the component is 0.2 to 5. 2. The polydiorganosiloxane macromer of component (i) comprises a polydiorganosiloxane macromer having an acrylic functional group only at one end of a molecular chain and a polydiorganosiloxane macromer having an acrylic functional group at both molecular chain ends. 2. The method according to claim 1, further comprising:
The additive for an organic resin as described above. 3. In the component (i), the weight ratio of a polydiorganosiloxane macromer having an acrylic functional group only at one terminal of a molecular chain to a polydiorganosiloxane macromer having an acrylic functional group at both molecular chain terminals is 1 or more. : 9 ~
The organic resin additive according to claim 2, wherein the ratio is 9: 1. 4. The component (A) is a diorganopolysiloxane that does not substantially copolymerize with the component (i) or the component (ii), and the copolymer of the component (B) is contained in the component (A). (i) component and
The additive for an organic resin according to claim 1, wherein the component (ii) is obtained by copolymerizing the component. 5. The organic resin additive according to claim 1, wherein the component (ii) is a (meth) acrylate compound. 6. An organic resin composition comprising the organic resin and the additive for an organic resin according to claim 1. 7. The amount of the organic resin additive is 0.1 to 99.9% by weight based on the total amount of the organic resin and the organic resin additive in the organic resin composition. Do
The organic resin composition according to claim 6.