JPS608710B2 - Acrylonitrile-butadiene-styrene resin composition with improved weather resistance and cold resistance - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an acrylonitrile-butadiene-styrene resin composition with improved weather resistance and cold resistance.

Acrylonitrile-butadiene-styrene resin (hereinafter abbreviated as ABS resin).

) is widely used, but it has the disadvantage of being inferior in heat resistance and superiority resistance, and has also become a problem in terms of cold resistance. In recent years, research has been carried out to improve this point, but nothing is yet satisfactory. The present inventors have completed the present invention as a result of intensive research on stabilizing this ABS resin.

That is, the present invention is based on the general formula {a] (wherein R1 and R2 each represent an alkyl group having 1 to 4 carbon atoms).

) or the compound (1) and the general formula (wherein R1 and R2 have the same meanings as above).

) When compound (1) = 1, a mixture (melon) in which compound (D) is less than 1, 'b} Thiodialkanoate compound W), [c} General formula (in the formula, R3 has 1 carbon number
~18 alkyl groups.

) (V and {d} general formula (wherein, R4 represents an alkoxy group having 1 to 18 carbon atoms).

) or the compound (W) represented by the general formula (wherein R
5 and R6 each represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and x represents a hydrogen atom or a halogen atom.

) The mixing ratio of the compound (W') represented by weight ratio is expressed as follows: If (W)〈 is (W') 1, then 0<(
m) SI, OS(W) SI, and an acrylonitrile-butadiene-styrene resin composition with improved weather resistance and cold resistance, characterized by containing a mixture of 0<(V)≦0, 5.

Compound (1) is generally used as an antioxidant in Amo resin, but it has the disadvantage of discoloring the resin upon heat processing, and does not improve weather resistance at all when used alone.

The present inventors have conducted various studies to improve the weather resistance and cold resistance of ABS resin using this compound (1) as a base material, and have found that the above-mentioned composition of the present invention exhibits extremely outstanding effects. Ta. When compound (0) is used in combination, it exhibits the characteristics of softening the color development of compound (1) and not reducing weather resistance and cold resistance. Compound (1) includes 212-methylenebis(4-methyl-6-tertiary butylphenol), 202-methylenebis(4-ethyl-
The compound (0) is 4,4-butylidenebis(3-methyl-6-tert-butylphenol), and the compound (W) is distearylthiodipropionate, dipropionate, etc. Myristylthiodipropionate, dilaurylthiodipropionate, etc. are used as the compound (V), distearyl bentaerythritol diphosphite, etc., and the compound (V) is 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone, etc.
-Hydroxy-4-octyloxybenzophenone, etc., as compound (W'), 2-(2-hydroxy-5
-methylphenyl)penzotriazole, 2-(2-hydroxy-3,5-ditertiary-butylphenyl)-15-chlorobenzotriazole, and the like.

The amount of the composition of the present invention added to the ABS resin is appropriately selected depending on the properties of the ABS resin, but is 0.1 to 5.0% by weight, preferably 0.5 to 1.5% by weight.

The composition of the present invention may contain any known filler. The method of blending into the ABS resin is arbitrary; for example, it may be mixed on a heated roll, mixed in a suitable romantic device, or added at the end of polymerization.
Next, the effects of the present invention will be specifically explained using examples. Example 1 A stabilizer compound shown in Table 1 was thickened with an ABS resin using a hot roll at 180 mm for 5 minutes, and then press-molded at 180 mm for 5 minutes to make a board with a thickness of 3 skins.

This 3-thick skin plate test piece was stored at -3000°C, and the Izod impact strength after 20 field hours was determined to measure cold resistance.
Separately, it was press-molded at 180 qo for 5 minutes to a thickness of 0.
5 Create a test piece of willow board and punch it into a dumbbell shape.
/120) to measure the weather resistance by determining the tensile strength after 5 field hours and 20 wind hours. Furthermore, the degree of coloring of the test piece before the test and after 20 feeding hours is determined by visual judgment. Each symbol in Table 1 represents the following compound.

a,: 2,2-methylenepis (4-methyl-6-tertiary butylphenol) b: 4,4''butylidenepis (3-
methyl-6-tert-butylphenol) c,: distearylthiodibropionate d: sostearyl. Pentaerythritol.

diphosphite el:2 hydroquine-4-octyloxonoxonophenone e2:2-(2-hydroquine-5
-methylphenyl)penzotriazole e3:2-(2
-Hydroquine m3,5-di-tert-butylphenyl)-5
-chlorobenzotriazole f: ethyl 2-ene ano-
3,3-diphenylacrylate g: 4-penzoyluoquine-2,2,6,6-tetramethylpiveridine h: 4'Tertiary butylphenyl salicylate i: [2
,2'-thiobis(4-tertiary octylphenolate)
] Butylamin Nikkakari-Di: Tris(nonylphenyl) phosphite Looking at these experimental results, it can be seen that the composition of the present invention is superior in weather resistance, cold resistance, and coloring resistance when compared with the reference example. . Example 2 A stabilizer shown in Table 2 is added to and mixed with ABS resin using the same method as in Example 1, and the weather resistance, cold resistance, and coloring resistance of the prepared test piece are measured.

Table 2 Each symbol in the table represents the following compound.

However, a,,b,c,,d and e. is the same as in Example 1. a2: 2,2”methylenepis(4-ethyl-
6-tertiary butylphenol) c2: dimyristylthiisopropionate c3: dilaurylthiodipropionate k: tetrakis[methylene-3-(3,5-so-tert-butyl-4-hydroxyphenyl)propionate ] Methanum: Stearyl (3,5-di-tert-butyl-4)
-Hydroxyphenyl)propionate m: 1,3,5
-trimethyl-2,4,6-tris(3,5-ditert-butyl-4-hydroquinbenzyl)'penzetenn:
4,4'' Thiopis (3-methyl-6-tertiary butylphenol) The above experimental results show that the compositions of the present invention are superior in film resistance, cold resistance, and coloring resistance compared to the reference examples. .

Claims (1)

[Claims] 1 (a) Represented by the general formula ▲There are numerical formulas, chemical formulas, tables, etc.▼ (In the formula, R^1 and R^2 each represent an alkyl group having 1 to 4 carbon atoms.) Compound (I) or compound (I) represented by the general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, R^1 and R^2 have the same meanings as above.) In terms of weight ratio, when compound (I) = 1, compound (II) is less than 1 (b) thiodialkanoic acid ester compound (IV), (c
) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, R^3 represents an alkyl group having 1 to 18 carbon atoms.) Compound (V) represented by (d) General formula ▲ Numerical formula , chemical formulas, tables, etc. ▼ (In the formula, R^4 represents an alkoxy group having 1 to 18 carbon atoms.) Compound (VI) or general formula ▲ Numerical formulas, chemical formulas, tables, etc. ▼ ( In the formula, R^5 and R^6 each represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and X represents a hydrogen atom or a halogen atom. When expressed as a weight ratio, when (VI) or (VI') = 1, 0 < (
III) Acrylonitrile-butadiene-styrenic resin composition with improved weather resistance and cold resistance, characterized by containing a mixture of ≦1, 0≦(IV)≦1 and 0<(V)≦0, 5. .