JPH0581616B2 - - Google Patents

Description

[Detailed description of the invention]

[Industrial Application Field] The present invention relates to a solid organic phosphite composition with excellent hydrolysis resistance, and more specifically, a solid organic phosphite composition with excellent hydrolysis resistance, which is obtained by adding a small amount of a long-chain aliphatic carboxylic acid amide compound to a solid organic phosphite compound. The present invention relates to organic phosphite compositions with improved hydrolyzability. [Prior Art] Solid organic phosphite compounds are stabilizers with relatively excellent antioxidant ability and are widely used to prevent synthetic resins such as polyethylene, polypropylene, and polyvinyl chloride from deteriorating due to the effects of heat and light. It is used. However, its major drawback is that it hydrolyzes rapidly during storage, especially in humid air, and its effectiveness as a stabilizer is significantly reduced. For this reason, various attempts have been made to improve the hydrolyzability of solid organic phosphite compounds. For example, JP-A-51-37136 discloses a method for improving fluidity by combining a solid organic phosphite with a low molecular weight polyolefin or a higher aliphatic ketone, and JP-A-52-225 discloses a method for improving fluidity by combining a solid organic phosphite with a low molecular weight polyolefin or a higher aliphatic ketone. A method of using metal salts of organic acids to improve the hydrolyzability of
No. 22042 discloses a composition with improved storage stability consisting of dialkyl pentaerythritol diphosphite or polyalkyl bisphenol A polyphosphite and triisopropanolamine, and JP-A-55-14572 discloses a composition containing bis(2) ，
A hydrolytically stable composition comprising 4-dialkyl phenyl) pentaerythritol diphosphite and triisopropanolamine is disclosed. [Problems to be Solved by the Invention] However, these methods have short-term effects, and when triisopropanolamine is used, unpleasant discoloration may occur. [Means for Solving the Problems] As a result of various studies, the present inventors have found that by combining 100 parts by weight of a solid organic phosphite compound and 0.01 to 5 parts by weight of a long-chain aliphatic carboxylic acid amide compound, a solid organic phosphite can be obtained. It has been found that the hydrolysis of the compound is significantly prevented, and furthermore, the stabilizing effect in synthetic resins is significantly increased. Next, the present invention will be explained in detail. As the solid organic phosphite compound used in the present invention, for example, tris(2,4-di-t-
butylphenyl) phosphite, bis(2,4-
di-t-butylphenyl) pentaerythritol diphosphite, bis(2,6-di-t-butyl-4-methylphenyl) pentaerythritol diphosphite, distearyl pentaerythritol diphosphite, bis[2,2'-methylenebis (4,6-di-t-butylphenyl)]-3,9-
Bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5,
5] Examples include undecane diphosphite. Examples of the long-chain aliphatic carboxylic acid amide compound used in the present invention include palmitic acid amide, stearic acid amide, oleic acid amide, erucic acid amide, methylene bis stearic acid amide, and ethylene bis stearic acid amide. The mixing ratio of the solid organic phosphite compound and the long-chain aliphatic carboxylic acid amide compound is 100 parts by weight of the solid organic phosphite compound.
The amount is 0.01 to 5 parts by weight, preferably 0.1 to 2 parts by weight. Synthetic resins stabilized by the solid organic phosphite composition of the present invention include polyethylene,
α-olefin polymers or copolymers such as polypropylene, polybutene, poly-3-methylbutene, ethylene-vinyl acetate copolymer, ethylene-propylene copolymer, polyvinyl chloride, polyvinylidene chloride, chlorinated polyethylene, chlorinated Polypropylene, polyvinylidene fluoride, rubber chloride, vinyl chloride-vinyl acetate copolymer, vinyl chloride-ethylene copolymer, vinyl chloride-propylene copolymer,
Halogen-containing synthetic resins such as vinyl chloride-styrene copolymer, vinyl chloride-vinylidene chloride-vinyl acetate terpolymer, polystyrene, polyvinyl acetate, acrylic resin, styrene and other monomers (e.g. maleic anhydride, butadiene, acrylonitrile, etc.), acrylonitrile-butadiene-styrene copolymers, methacrylate ester-butadiene-styrene copolymers, methacrylate resins such as polymethyl methacrylate,
polyvinyl alcohol, polyvinyl formal,
Examples include polyvinyl butyral, linear polyester, polyamide, polycarbonate, polyacetal, polyphenylene oxide, polyurethane, cellulose resin, phenolic resin, urea resin, melamine resin, unsaturated polyester resin, and silicone resin. Furthermore, rubbers such as isoprene rubber, butadiene rubber, acrylonitrile-butadiene copolymer rubber, styrene-ztadiene copolymer rubber, and blends of these resins may also be used. Also included are crosslinked synthetic resins such as crosslinked polyethylene crosslinked with peroxide or radiation, and foamed synthetic resins foamed with a foaming agent. [Example] Next, the present invention will be explained in more detail with reference to Examples. However, the invention is not limited to the examples listed below. Example 1 100 g of bis(2,4-di-t-butylphenyl) pentaerythritol diphosphite was
The additives shown in the table were added, melted and mixed, then cooled to solidify and pulverized. Next, 5 g of the mixture was placed in a shear dish, left indoors, and the rate of weight increase due to moisture absorption was measured. The results are shown in Table 1.

[Table] Example 2 100 g of distearyl pentaerythritol diphosphite was melted, and the additives shown in Table 2 were added thereto. After mixing, the mixture was cooled to solidify and pulverized. Next, 5 g of the mixture was placed in a shear dish, left indoors, and the number of days until the weight increased by 5% was measured. The results are shown in Table 2.

[Table] Example 3 Stearamide (additive A), ethylene bis(stearamide) (additive B), or triisopropanolamine (additive C) was added to 100 g of the organic phosphite compound shown in Table 3.
0.5g was added and mixed uniformly. Next, 5 g of the mixture was placed in a shear dish, left indoors for one week, and the rate of increase in weight was measured. The results are shown in Table 3.

[Table] Example 4 The following compound was kneaded with a mixing roll at 180°C for 5 minutes, and then compression molded at 180°C and 250 kg/cm ² for 5 minutes to prepare a test piece with a thickness of 1 mm. Using this test piece, a thermal stability test was conducted in a gear oven at 160°C. In addition, the yellowness of the test piece after 72 hours of fluorescent light irradiation was measured using a Hunter colorimeter.
The results are shown in Table 4. (Formulation) Parts by weight Unstabilized polypropylene 100 Calcium stearate 0.05 Pentaerythritol tetrakis (3,5-di-t-butyl-4-hydroxyphenyl) propionate 0.1 Bis(2,4-di-t-butyl phenyl) pentaerythritol di Phosphite (see Table 4 for processing conditions, etc.) 0.1

【table】

[Table] In addition, the organic phosphite composition of the present invention can be used for polyethylene, polycarbonate, polystyrene,
It showed good performance when used as a stabilizer for ABS and polyphenylene oxide.

Claims (1)

[Claims] 1 0.01 to 100 parts by weight of a solid organic phosphite compound to 100 parts by weight of a long-chain aliphatic carboxylic acid amide compound
An organic phosphite composition containing 5 parts by weight.