JP2002038027A - Flame retardant synthetic resin composition - Google Patents

Abstract

(57) [Problem] To provide a flame-retardant synthetic resin composition having good flame retardancy and improved weather resistance. (A) For 100 parts by weight of a synthetic resin,
(B) 0.001 to 10 parts by weight of a triazine-based light stabilizer represented by the following general formula (1) and (C) 0.1 to 50 of a phosphorus-based flame retardant represented by the following general formula (2). A flame-retardant synthetic resin composition formulated by weight. Embedded image Embedded image Embedded image Embedded image Embedded image

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a synthetic resin composition having improved weather resistance, and more particularly, to a synthetic resin containing a triazine-based light stabilizer, which has improved weather resistance even if a flame retardant is blended. And a flame-retardant synthetic resin composition.

[0002]

2. Description of the Related Art Generally, a method of making a synthetic resin, particularly a polycarbonate, an ABS resin, an AS resin, or a mixture thereof flame-retardant, uses various halogen compounds or an antimony compound in combination. It is. However, these flame retardants have poor weather resistance of the resin. In general, as a method of improving the weather resistance of a synthetic resin, a method of adding an ultraviolet absorber or a light stabilizer can be mentioned. However, even if an ultraviolet absorber or a light stabilizer is added to the flame retardant compounded resin, the weather resistance is not improved. It could not be improved and the flame-retardant synthetic resin could not be used outdoors.

[0003] In the invention described in British Patent No. 2290745, a co-extruded polycarbonate molded article containing a triazine light stabilizer in a cover layer is described.
No suggestion was made as to the weather resistance of a resin containing a flame retardant. JP-A-4-214785 describes that a triazine-based light stabilizer is contained in a coating composition. Although light stability and thermal oxidation were observed, there was no description about improving the weather resistance by adding a triazine-based light stabilizer to a resin containing a flame retardant.

Accordingly, it is an object of the present invention to provide a flame-retardant synthetic resin composition having good flame retardancy and improved weather resistance.

[0005]

Means for Solving the Problems As a result of intensive studies, the present inventors have achieved the above object by blending a triazine-based light stabilizer and a phosphorus-based flame retardant having a specific structure with a synthetic resin. It has been found that this can be achieved.

The present invention has been made on the basis of the above findings. (A) 100 parts by weight of a synthetic resin, (B) a triazine-based light stabilizer represented by the following general formula (1) in an amount of 0.00
The present invention provides a flame-retardant synthetic resin composition comprising 1 to 10 parts by weight and (C) 0.1 to 50 parts by weight of a phosphorus-based flame retardant represented by the following general formula (2).

[0007]

Embedded image (Wherein, R ₁ represents an alkyl group having 1 to 17 carbon atoms;
₂ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms;
Represents an integer of 1 to 20)

[0008]

Embedded image (Wherein, R ₃ , R ₄ , R ₆ , and R ₇ are the same or different and each represent an alkyl group having 1 to 10 carbon atoms or an aromatic group represented by the following general formula (3); ₅ represents a divalent aromatic group represented by the following general formula (4) or (5);
Represents 0 to 30)

[0009]

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[0010]

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[0011]

Embedded image (Wherein, A ₁ and A ₂ each independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and A ₃ , A ₄ , A ₅ , A
₆ , A ₇ and A ₈ each independently represent a hydrogen atom,
4 represents an alkyl group, a cycloalkyl group, an aryl group, an alkoxy group, a nitro group, a halogen atom or a cyano group; B is a direct bond, a divalent sulfur, a sulfone group or an alkylidene group having 1 to 5 carbon atoms, an alkylene Indicates a group)

[0012]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the flame-retardant synthetic resin composition of the present invention will be described in detail based on preferred embodiments.

The synthetic resin (A) used in the present invention includes polypropylene, high density polyethylene, low density polyethylene, linear low density polyethylene, polybutene-1,
Α-olefin polymers such as poly-3-methylpentene or ethylene-vinyl acetate copolymers, polyolefins such as ethylene-propylene copolymers and copolymers thereof,
Polyvinyl chloride, polyvinylidene chloride, chlorinated polyethylene, chlorinated polypropylene, polyvinylidene fluoride,
Rubber chloride, vinyl chloride-vinyl acetate copolymer, vinyl chloride-ethylene copolymer, vinyl chloride-vinylidene chloride copolymer, vinyl chloride-vinylidene chloride-vinyl acetate terpolymer, vinyl chloride-acrylic acid ester copolymer Polymer,
Halogen-containing resins such as vinyl chloride-maleate copolymers, vinyl chloride-cyclohexylmaleimide copolymers, petroleum resins, coumarone resins, polystyrene, polyvinyl acetate, acrylic resins, styrene and / or α-methylstyrene and other Copolymers with monomers (eg, maleic anhydride, phenylmaleimide, methyl methacrylate, butadiene, acrylonitrile, etc.) (eg, AS resin,
ABS resin, MBS resin, heat-resistant ABS resin, etc.), polymethyl methacrylate, polyvinyl alcohol, polyvinyl formal, polyvinyl butyral, linear polyester such as polyethylene terephthalate and polybutylene terephthalate, polyphenylene oxide, polycaprolactam and polyhexamethylene adipamide, etc. Thermoplastic resins such as polyamides, polycarbonates, polycarbonate / ABS resins, branched polycarbonates, polyacetals, polyphenylene sulfides, polyurethanes, and fibrous resins, and mixtures thereof, or phenolic resins, urea resins, melamine resins, epoxy resins, and unsaturated polyester resins And the like. Further, elastomers such as isoprene rubber, butadiene rubber, acrylonitrile-butadiene copolymer rubber, and styrene-butadiene copolymer rubber may be used. Among these synthetic resins, polyolefins, polycarbonates, ABS resins, and mixtures thereof, which are particularly difficult to be flame retarded, are suitably used as a flame retardant resin composition by adding the flame retardant according to the present invention.

The triazine light stabilizer (B) used in the present invention is a compound represented by the above formula (1). In the light stabilizer represented by the above formula (1), R ₁
Examples of the alkyl group represented by are methyl, ethyl, propyl, isopropyl, butyl, isobutyl, secondary butyl, tertiary butyl, pentyl, secondary pentyl, tertiary pentyl, hexyl, isohexyl, heptyl, 1-ethylpentyl, octyl , Isooctyl, 1,1,3,3-tetramethylbutyl, nonyl, decyl, isodecyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl and the like.

In the light stabilizer represented by the above formula (1), the alkyl group represented by R ₂ is methyl,
Ethyl, propyl, isopropyl, butyl, isobutyl, secondary butyl, tertiary butyl, etc.

In the light stabilizer represented by the above formula (1), n is an integer of 1 to 20, preferably n
Is an integer of 1 to 10.

As the triazine light stabilizer represented by the general formula (1) according to the present invention, more specifically, the following compound No. 1 to No. 8 and the like.

[0018]

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[0019]

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[0020]

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[0021]

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[0022]

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[0023]

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[0024]

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[0025]

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The method for synthesizing the triazine-based light stabilizer represented by the general formula (1) is not particularly limited, and any commonly used method for synthesizing a triaryltriazine compound may be used. For example, Compound No. 1 is 2-
(2-hydroxy-4- (2'-hydroxyethoxy)
The desired product can be obtained by esterifying -4,6-di- (2,4-diphenyl) triazine.

The amount of the triazine-based light stabilizer to be added is 0.001 to 10 parts by weight, preferably 0.05 to 5 parts by weight, based on 100 parts by weight of the synthetic resin. If the amount is less than 0.001 part by weight, a sufficient effect on the light resistance and coloring properties of the synthetic resin cannot be obtained. Conversely, even if the amount exceeds 10 parts by weight, there is a problem such as blooming. No effect can be expected.

The (C) phosphorus-based flame retardant used in the present invention is a compound represented by the above general formula (2). In the general formula (2) and the general formula (3) used herein, examples of the alkyl group represented by R ₃ , R ₄ , R ₆ , R ₇ , A ₁ and A ₂ include methyl, ethyl, Propyl,
Isopropyl, butyl, isobutyl, sec-butyl, tertiary
Butyl, amyl, tertiary amyl, hexyl, 2-ethylhexyl, n-octyl, nonyl, decyl and the like. In the general formulas (4) and (5) used in the general formula (2), A ₃ , A ₄ , A ₅ , A ₆ , A ₇ , A ₈
Examples of the alkyl group having 1 to 4 carbon atoms represented by are methyl, ethyl, propyl, butyl, isobutyl, secondary butyl, and tertiary butyl, and examples of the cycloalkyl group include cyclohexyl. Examples of the aryl group include phenyl, cresyl, xylyl, 2,6-xylyl, 2,4,6-trimethylphenyl, butylphenyl, nonylphenyl and the like. Examples of alkoxy groups include methoxy, ethoxy, propoxy, butoxy and the like. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and the like. Examples of the group represented by the general formula (3) include phenyl, cresyl, xylyl, 2,6-xylyl, butylphenyl, and nonylphenyl. Examples of the alkylidene group having 1 to 5 carbon atoms represented by B in the above general formula (5) include ethylidene and isopropylidene, and examples of the alkylene group include methylene, ethylene, trimethylene, and tetramethylene.

In the phosphorus-based flame retardant represented by the general formula (2), m is from 0 to 30, preferably m
Is 1 to 10.

As the phosphorus-based flame retardant represented by the general formula (2) used in the present invention, the following No.
9-No. The following compounds represented by 12 are mentioned.

[0031]

Embedded image (Wherein, m represents a number of 1 to 5)

[0032]

Embedded image (Wherein, m represents a number of 1 to 5)

[0033]

Embedded image (Wherein, m represents a number of 1 to 5)

[0034]

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The phosphorus-based flame retardants may be used alone or in combination of two or more. The addition amount of the phosphorus-based flame retardant is 0.1 to 50 parts by weight, preferably 5 to 30 parts by weight, based on 100 parts by weight of the synthetic resin. If the addition amount of the phosphorus-based flame retardant is less than 0.1 part by weight, there is no flame retardant effect,
If it exceeds 50 parts by weight, there is a problem that the heat distortion temperature is lowered.

The flame-retardant synthetic resin composition of the present invention comprises a light stabilizer represented by the above formula (1) and a light stabilizer represented by the above formula (2)
Usually used additives other than phosphorus-based flame retardants represented by
For example, nucleation of other light stabilizers, heat stabilizers, antioxidants, fillers, pigments, antistatic agents, aluminum p-tert-butylbenzoate, metal salts of aromatic phosphates, dibenzylidene sorbitols, etc. Agents, metal soaps such as calcium stearate, hydrotalcite, triazine ring-containing compounds, metal hydroxides, phosphate-based flame retardants, other inorganic phosphorus, halogen-based flame retardants, silicon-based flame retardants, lubricants,
A foaming agent or the like may be added.

As the other light stabilizer, heat stabilizer and antioxidant, light stabilizers other than the light stabilizer represented by the above general formula (1) of the present invention, phosphorus-based antioxidants, phenol-based Examples include an antioxidant, a sulfur-based antioxidant, a hindered amine-based stabilizer and the like.

Light stabilizers other than the light stabilizer represented by the above general formula (1) according to the present invention include, for example, 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy- 4-octoxybenzophenone, 2-hydroxy-4-tert-butyl-
2-hydroxybenzophenones such as 4 '-(2-methacryloyloxyethoxyethoxy) benzophenone and 5,5'-methylenebis (2-hydroxy-4-methoxybenzophenone); 2- (2-hydroxy-5-methylphenyl) Benzotriazole, 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole, 2
-(2-hydroxy-3,5-ditert-butylphenyl)
-5-chlorobenzotriazole, 2- (2-hydroxy-3-tert-butyl-5-methylphenyl) -5-chlorobenzotriazole, 2- (2-hydroxy-3-dodecyl-5-methylphenyl) benzotriazole , 2
- (2-hydroxy-3-tert-butyl -5-C ₇ ~ ₉ mixture alkoxycarbonyl ethylphenyl) triazole, 2- (2-hydroxy-3,5-dicumylphenyl) benzotriazole, 2,2 '- methylenebis (4
2- (2-hydroxyphenyl) benzotriazole such as polyethylene glycol ester of tert-octyl-6-benzotriazolylphenol) and 2- (2-hydroxy-3-tert-butyl-5-carboxyphenyl) benzotriazole And 2- (2-hydroxy-4)
-Hexyloxyphenyl) -4,6-diphenyl-1,
3,5-triazine, 2- (2-hydroxy-4-methoxyphenyl) -4,6-diphenyl-1,3,5-triazine, 2- (2-hydroxy-4-octoxyphenyl) -4,6 -Bis (2,4-dimethylphenyl)-
1,3,5-triazine, 2- (2-hydroxy-4-
2- (2-hydroxyphenyl) -1,3,5- such as acryloyloxyethoxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine
Triazines; phenyl salicylate, resorcinol monobenzoate, 2,4-di-tert-butylphenyl-
3,5-di-tert-butyl-4-hydroxybenzoate,
2,4-di-tert-amylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, hexadecyl-3,5
Benzoates such as -di-tert-butyl-4-hydroxybenzoate; ethyl-α-cyano-β, β-diphenylacrylate, methyl-2-cyano-3-methyl-3-
And cyanoacrylates such as (p-methoxyphenyl) acrylate. In particular, 2,2′-methylenebis (4-tert-octyl-6-benzotriazolylphenol) is preferable because it has a synergistic effect with the triazine-based light stabilizer according to the present invention.

The amount of the light stabilizer is 100
0.001 to 10 parts by weight with respect to parts by weight is preferable,
More preferably, it is 0.05 to 5 parts by weight. If the amount of the light stabilizer is less than 0.001 part by weight, a sufficient effect on the light resistance and coloring property of the synthetic resin cannot be obtained. No further effect can be expected.

As the above-mentioned phosphorus antioxidant, for example,
Triphenyl phosphite, tris (2,4-di-tert-butylphenyl) phosphite, tris (nonylphenyl) phosphite, tris (dinonylphenyl) phosphite, tris (mono, di-mixed nonylphenyl) phosphite, bis (2-tert-butyl-4,6-dimethylphenyl) .ethyl phosphite, diphenyl acid phosphite, 2,2′-methylenebis (4,6-di-tert-butylphenyl) octyl phosphite, diphenyldecyl phosphite, Phenyldiisodecyl phosphite,
Tributyl phosphite, tris (2-ethylhexyl) phosphite, tridecyl phosphite, trilauryl phosphite, dibutyl acid phosphite, dilauryl acid phosphite, trilauryl trithiophosphite, bis (neopentyl glycol) · 1,
4-cyclohexanedimethyldiphosphite, bis (2,
4-di-tert-butylphenyl) pentaerythritol diphosphite, bis (2,6-di-tert-butyl-4-methylphenyl) pentaerythritol diphosphite, bis (2,4-dicumylphenyl) pentaerythritol diphosphite phosphite, distearyl pentaerythritol diphosphite, phenyl-4,4 '- isopropylidenediphenol · pentaerythritol diphosphite, tetra (C ₁₂ - ₁₅ mixed alkyl) -4,4' - isopropylidene diphenyl phosphite, bis [2,2'-methylenebis (4,6-diamylphenyl)]. Isopropylidenediphenylphosphite, hydrogenated-4,4'-isopropylidenediphenol polyphosphite, bis (octylphenyl) bis [4, 4'-n-butylidenebis (2-tert-butyl-5- Chill phenol)] - 1,6
-Hexanediol diphosphite, tetratridecyl 4,4'-butylidenebis (2-tert-butyl-5-
Methylphenol) diphosphite, hexa (tridecyl) .1,1,3-tris (2-methyl-5-tert-butyl-4-hydroxyphenyl) butane.triphosphonite, 9,10-dihydro-9-oxa-10 -Phosphaphenanthrene-10-oxide, 2-butyl-2
-Ethylpropanediol, 2,4,6-tri-tert-butylphenol monophosphite and the like. Among these compounds, particularly, tris (2,4-di-tert-butylphenyl) phosphite, bis (2,4-di-tert-butylphenyl) pentaerythritol diphosphite, tetrakis (2,4-di-tert-butylphenyl) ) Biphenylenediphosphonite, bis (2,6-di-tert-butyl-4-methylphenyl) pentaerythritol diphosphite,
A phosphorus-based antioxidant derived from a phenol having a tertiary butyl group at the ortho position, and is preferably used in combination with the triazine-based light stabilizer according to the present invention because a synergistic effect is brought about.

Examples of the phenolic antioxidants include 2,6-di-tert-butyl-p-cresol, 2,6
-Diphenyl-4-octadecyloxyphenol, stearyl (3,5-di-tert-butyl-4-hydroxyphenyl) propionate, distearyl (3,5-di-tert-butyl-4-hydroxybenzyl) phosphonate, tridecyl-3 , 5-ditert-butyl-4-hydroxybenzylthioacetate, thiodiethylenebis [(3,5-ditert-butyl-4-hydroxyphenyl) propionate], 4,4'-thiobis (6-tert-butyl- m-cresol), 2-octylthio-4,6-di (3,5-ditert-butyl-4-hydroxyphenoxy) -s-triazine, 2,2'-methylenebis (4-methyl-6-tert-butylphenol) ), Bis [3,3-bis (4-hydroxy-3-tert-butylphenyl) butyric acid]
Glycol ester, 4,4′-butylidenebis (2-
Butyl-5-methylphenol), 2,2′-ethylidenebis (4,6-ditert-butylphenol), 1,1,
3-tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane, bis [2-tert-butyl-4-methyl-6- (2-hydroxy-3-tert-butyl-5-methylbenzyl) ) Phenyl] terephthalate, 1,3,5
-Tris (2,6-dimethyl-3-hydroxy-4-tert-butylbenzyl) isocyanurate, 1,3,5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate, 1, 3,5-Tris (3,5-
Di-tert-butyl-4-hydroxybenzyl) -2,4,6
-Trimethylbenzene, 1,3,5-tris [(3,5
-Di-tert-butyl-4-hydroxyphenyl) propionyloxyethyl] isocyanurate, tetrakis [methylene-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] methane, 2-tert-butyl-4
-Methyl-6- (2-acryloyl-3-tert-butyl-5-methylbenzyl) phenol, 3,9-bis [
2- (3-tert-butyl-4-hydroxy-5-methylhydrocinnamoyloxy) -1,1-dimethylethyl]
-2,4,8,10-tetraoxaspiro [5.5] undecane], triethylene glycol bis [β- (3-
Tert-butyl-4-hydroxy-5-methylphenyl) propionate], 2-tert-butyl-6- (3'-tert-butyl-5'-methyl-2'-hydroxybenzyl) -4
-Methylphenyl acrylate, 2,4-di-t-amyl-6-[(3,5-di-t-amyl-2-hydroxyphenyl) ethyl] phenyl acrylate, 2,2′-
Ethylidenebis (4-sec-butyl-6-butylphenol) and the like. Among these, tetrakis [
Methylene-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] methane is preferred because it provides a synergistic effect with the light stabilizer according to the present invention.

As the sulfur-based antioxidant, for example,
Dialkylthiodipropionates such as dilauryl, dimyristyl, myristylstearyl and distearyl esters of thiodipropionic acid; and β-alkylmercaptopropionic esters of polyols such as pentaerythritol tetra (β-dodecylmercaptopropionate). No.

Examples of the hindered amine light stabilizer include 2,2,6,6-tetramethyl-4-piperidyl stearate, 1,2,2,6,6-pentamethyl-4-piperidyl stearate, , 2,6,6-tetramethyl-4-piperidylbenzoate, bis (2,
2,6,6-tetramethyl-4-piperidyl) sebacate, bis (2,2,6,6-tetramethyl-N-oxyl-4-piperidyl) sebacate, bis (1,2,2)
6,6-pentamethyl-4-piperidyl) sebacate,
Bis (1-octoxy-2,2,6,6-tetramethyl-4-piperidyl) sebacate, tetrakis (2,2
6,6-tetramethyl-4-piperidyl) -1,2,2
3,4-butanetetracarboxylate, tetrakis (1,2,2,6,6-pentamethyl-4-piperidyl) -1,2,3,4-butanetetracarboxylate, bis (2,2,6,6 -Tetramethyl-4-piperidyl) bis (tridecyl) -1,2,3,4-butanetetracarboxylate, bis (1,2,2,6,6-
Pentamethyl-4-piperidyl) bis (tridecyl)
-1,2,3,4-butanetetracarboxylate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) -2-butyl-2- (3,5-di-tert-butyl-4) −
Hydroxybenzyl) malonate, 1- (2-hydroxyethyl) -2,2,6,6-tetramethyl-4-piperidinol / diethyl succinate polycondensate, 1,6-bis (2,2,6,6- Tetramethyl-4-piperidylamino) hexane / dibromoethane polycondensate, 1,6-bis (2,2,6,6-tetramethyl-4-piperidylamino) hexane / 2,4-dichloro-6-morpholino- s
-Triazine polycondensate, 1,6-bis (2,2,6,6
-Tetramethyl-4-piperidylamino) hexane /
2,4-dichloro-6-tert-octylamino-s-triazine polycondensate, 1,5,8,12-tetrakis [2,
4-bis (N-butyl-N- (2,2,6,6-tetramethyl-4-piperidyl) amino) -s-triazine-
6-yl] -1,5,8,12-tetraazadodecane,
1,5,8,12-tetrakis [2,4-bis (N-butyl-N- (1,2,2,6,6-pentamethyl-4-
Piperidyl) amino) -s-triazin-6-yl]-
1,5,8,12-tetraazadodecane, 1,6,11
-Tris [2,4-bis (N-butyl-N- (2,2,
6,6-tetramethyl-4-piperidyl) amino-s-
Triazin-6-ylamino] undecane, 1,6,1
1-tris [2,4-bis (N-butyl-N- (1,
2,2,6,6-pentamethyl-4-piperidyl) amino-s-triazin-6-ylamino] undecane,
3,9-bis [1,1-dimethyl-2- {tris (2,
2,6,6-tetramethyl-4-piperidyloxycarbonyloxy) butylcarbonyloxy {ethyl]-
2,4,8,10-tetraoxaspiro [5.5] undecane, 3,9-bis [1,1-dimethyl-2-ditris (1,2,2,6,6-pentamethyl-4-piperidyl) Oxycarbonyloxy) butylcarbonyloxy
Ethyl] -2,4,8,10-tetraoxaspiro [5.5] undecane.

The amount of the above-mentioned phosphorus-based antioxidant, phenol-based antioxidant, sulfur-based antioxidant or hindered amine-based light stabilizer is 0.1 to 100 parts by weight of the synthetic resin.
001 to 5 parts by weight, more preferably 0.01 to 5 parts by weight.
３3 parts by weight. If the amount is less than 0.001 part by weight, a sufficient effect on the light resistance and the colorability of the synthetic resin cannot be obtained. Conversely, if the amount exceeds 5 parts by weight, there is a problem such as bleeding. No effect can be expected.

The method for producing the flame-retardant synthetic resin composition of the present invention is not limited, and a usual method can be appropriately employed. However, a melt mixing method is generally preferred. The use of small amounts of solvents is possible but generally not necessary. Examples of the apparatus include an extruder, a Banbury mixer, a roller, a kneader, and the like. The operation of these devices can be performed palindromically or continuously. The order of mixing the components is not particularly limited.

The flame-retardant synthetic resin composition of the present invention is suitably used for applications such as food packaging containers, interior and exterior materials for automobiles, various molded products such as various precision machines, and building materials.

[0047]

EXAMPLES The present invention will be described below with reference to examples, but the present invention is not limited to these examples. In addition, all the compounding ratios in the table are based on "parts by weight".

Test Example 1 (Examples 1 to 15) 80 parts by weight of polycarbonate, AB
20 parts by weight of S resin, polytetrafluoroethylene (PT
FE) 0.3 part by weight, phosphorus-based flame retardant (see Tables 1 and 2) 15 parts by weight, triazine-based light stabilizer (Tables 1 and 2)
), Various additives (see Table 2),
The mixture was kneaded with a 30 mm twin-screw extruder set at 15-rpm to produce pellets. Set the pellets at a set temperature of 25.
Injection molding was performed at 0 ° C. and a mold temperature of 60 ° C., and the obtained molded product was evaluated for flame retardancy and weather resistance by the following test methods. The results are shown in Tables 1 and 2.

<Flame Retardancy Test> UL-94V Combustion Test Compliant (Thickness: 1/16 inch) <Weather Resistance Test> ASTM D1
925, the yellowness index (YI) was measured. Furthermore, YI was measured by a reflection method using a sunshine weather meter (with rain) after irradiation with ultraviolet rays at a black panel temperature of 83 ° C. and precipitation for 18 minutes / 2 hours for 1000 hours, and ΔYI was determined.

[0050]

[Table 1]

[0051]

[Table 2]

(Comparative Examples 1 to 10) Molded articles were obtained in the same manner as in the above-mentioned Examples, using the formulations shown in Tables 3 and 4 below. The obtained molded article was evaluated for flame retardancy and weather resistance according to the examples. The results are shown in Tables 3 and 4.

[0053]

[Table 3]

[0054]

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[0055]

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[0056]

[Table 4]

Test Example 2 (Examples 16 to 25 and Comparative Examples 11 to 12) The polycarbonate and ABS resin in Test Example 1 were replaced with polypropylene, and the following Tables 5 and 6 were used with respect to 100 parts by weight of the polypropylene. Was added. The performance evaluation method was performed according to Test Example 1. However, UL-94V
As the test conditions, the thickness of the test piece was 1/8 inch.

[0058]

[Table 5]

[0059]

[Table 6]

From the results of Tables 1 to 6, Examples 1 to 25 using a triazine light stabilizer having a specific structure in addition to the phosphorus flame retardant show that the polycarbonate / ABS resin or the polypropylene has the flame retardancy. It was confirmed that the weather resistance was improved without lowering. However, in Comparative Examples 8 to 10 in which a halogen-based flame retardant was used as a flame retardant in a polycarbonate / ABS resin, it was confirmed that sufficient weather resistance was not obtained even when a specific triazine-based light stabilizer was used. It was confirmed that when the triazine-based light stabilizer was used in combination with a phosphorus-based flame retardant, excellent weather resistance was obtained.
Furthermore, in addition to specific triazine light stabilizers, other benzotriazole light stabilizers (LA-31), phosphorus antioxidants (PEP-36), and phenolic antioxidants (AO-60) are specified. By adding them together, a synergistic effect on weather resistance was confirmed (Examples 9 to 15).

On the other hand, when a triazine-based light stabilizer having no ester structure is used, the flame retardancy is the same, but the weather resistance has a problem as compared with the examples, and the ester structure has an ester structure. However, when a triazine-based light stabilizer having a different number of substituents was used, there was a problem in weather resistance (Comparative Examples 1 to 7).

Therefore, when the triazine-based light stabilizer having the above specific structure was contained in the polycarbonate / ABS resin (Examples 1 to 15), the case where the conventionally known triazine-based light stabilizer was used (comparative example) It is clear that the weather resistance is remarkably superior to Examples 1 to 7).

[0063]

Industrial Applicability The flame-retardant synthetic resin composition of the present invention has good flame retardancy and improved weather resistance.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification code FI Theme coat ゛ (Reference) C08K 5/523 C08K 5/523 5/526 5/526 C08L 23/00 C08L 23/00 55/02 55 / 02 69/00 69/00 // (C08L 101/00 (C08L 101/00 71:02) 71:02) (C08L 101/00 (C08L 101/00 85:02) 85:02) F-term (reference) 4J002 AC031 AC061 AC081 AC121 BA011 BB031 BB061 BB101 BB121 BB141 BB151 BB171 BB241 BC021 BC031 BC071 BC091 BD021 BD041 BD061 BD081 BD091 BD101 BE021 BF031 BG061 BK001 BN121 BN151 CB001 CC031 CD001 CE001 CF061 CG001 CH053 CK021 CL011 CN011 CQ014 EJ060 EU178 EU186 EW047 EW069 FD043 FD046 FD048 FD070 FD134 FD137 FD139

Claims (12)

[Claims] (A) For 100 parts by weight of a synthetic resin,
(B) 0.001 to 10 parts by weight of a triazine-based light stabilizer represented by the following general formula (1) and (C) 0.1 to 50 of a phosphorus-based flame retardant represented by the following general formula (2). A flame-retardant synthetic resin composition formulated by weight. Embedded image (Wherein, R ₁ represents an alkyl group having 1 to 17 carbon atoms;
₂ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms;
Represents an integer of 1 to 20) (In the formula, R ₃ , R ₄ , R ₆ , and R ₇ may be the same or different and represent an alkyl group having 1 to 10 carbon atoms or an aromatic group represented by the following general formula (3). R ₅ represents a divalent aromatic group represented by the following general formula (4) or (5); m represents 0 to 30) Embedded image Embedded image (Wherein A ₁ and A ₂ each independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and A ₃ , A ₄ , A ₅ ,
A ₆ , A ₇ , and A ₈ each independently represent a hydrogen atom or a carbon atom
Represents an alkyl group, a cycloalkyl group, an aryl group, an alkoxy group, a nitro group, a halogen atom or a cyano group; B represents a direct bond, divalent sulfur, a sulfone group or an alkylidene group having 1 to 5 carbon atoms, Represents an alkylene group) 2. The flame-retardant synthetic resin composition according to claim 1, wherein in the general formula (1), n is 1, R ₁ is 1-ethylpentyl, and R ₂ is a hydrogen atom. 3. In the general formula (2), m is 1 to 1.
The flame-retardant synthetic resin composition according to claim 1, wherein the value is 0. 4. In the general formula (2), R ₃ ,
R ₄ , R ₆ , and R ₇ are each a general formula (3), R ₅ is a general formula (4), and A ₁ , A ₂ , A ₃ , and A ₄ are each a phosphoric ester having a hydrogen atom. The flame-retardant synthetic resin composition according to claim 3. 5. In the general formula (2), R ₃ ,
R ₄ , R ₆ , and R ₇ each represent the general formula (3), R ₅ represents the general formula (4), A ₁ and A ₂ each represent methyl,
_3. A phosphoric ester wherein A ₄ is a hydrogen atom.
The flame-retardant synthetic resin composition according to the above. 6. In the general formula (2), R_Three,
R_Four, R₆, R₇Is a group represented by the general formula (3)
R_FiveIs the general formula (5), and A₁, A_Two, A _Five, A
₆, A₇, A₈Are hydrogen atoms, and B is isopropyl
4. The flame retardant according to claim 3, which is a phosphate ester which is a lidene.
Synthetic resin composition. 7. The benzotriazole-based light stabilizer represented by the following formula (6) is further contained in an amount of 0.001 to 5 parts by weight based on 100 parts by weight of the synthetic resin (A).
7. The flame-retardant synthetic resin composition according to any one of 6. Embedded image 8. The composition according to claim 1, further comprising 0.001 to 5 parts by weight of a phosphorus-based antioxidant represented by the following formula (7) based on 100 parts by weight of the synthetic resin (A). A flame-retardant synthetic resin composition according to any one of the above. Embedded image 9. The composition according to claim 1, further comprising 0.001 to 5 parts by weight of a phenolic antioxidant represented by the following formula (8) based on 100 parts by weight of the synthetic resin (A). A flame-retardant synthetic resin composition according to any one of the above. Embedded image 10. The flame-retardant synthetic resin composition according to claim 1, wherein the synthetic resin is a polycarbonate. 11. The flame-retardant synthetic resin composition according to claim 1, wherein the synthetic resin is a mixture of a polycarbonate and an ABS resin. 12. The flame-retardant synthetic resin composition according to claim 1, wherein the synthetic resin is a polyolefin.