WO2021124901A1 - Plasticizer for vinyl chloride resins, vinyl chloride resin composition, and molded article and wiring harness each using said vinyl chloride resin composition - Google Patents

Abstract

The present invention provides a plasticizer which imparts a vinyl chloride resin composition with excellent insulating properties. The present invention specifically provides a plasticizer for vinyl chloride resins, said plasticizer being a trimellitic acid ester that uses, as reaction starting materials, a saturated aliphatic alcohol and trimellitic acid, wherein: the saturated aliphatic alcohol contains a linear saturated aliphatic alcohol having from 6 to 10 carbon atoms and a branched saturated aliphatic alcohol having from 7 to 12 carbon atoms; and the ratio (mass ratio) of the linear saturated aliphatic alcohol having from 6 to 10 carbon atoms to the branched saturated aliphatic alcohol having from 7 to 12 carbon atoms, namely (linear saturated aliphatic alcohol having from 6 to 10 carbon atoms)/(branched saturated aliphatic alcohol having from 7 to 12 carbon atoms) is from 3/97 to 49/51.

Description

Plasticizers for vinyl chloride resin, vinyl chloride resin compositions, and molded products and wire harnesses using the vinyl chloride resin compositions.

The present invention relates to a plasticizer for vinyl chloride resin, a vinyl chloride resin composition, and a molded product and a wire harness using the vinyl chloride resin composition.

Vinyl chloride resin (PVC) is one of the typical plastics, and has physical properties such as low cost and excellent heat resistance, so that it has a wide variety of uses. Since the vinyl chloride resin has a hard and brittle property at the time of use, it is usually used by adding a plasticizer to make the vinyl chloride resin flexible.
As a plasticizer used for vinyl chloride resin, higher alkyl esters of polybasic acids such as phthalates, adipates, and trimellitic acids are known, and phthalates are used from the viewpoint of price and performance balance. In many cases, it was reported.

As described above, there are a wide variety of molded processed products using vinyl chloride resin compositions to which a plasticizer has been added, and they are close to phthalates in applications that require heat resistance, etc., which cannot be handled by phthalate ester plasticizers. Trimellitic acid ester plasticizers, which are plasticizers that can be expected to be compatible and have good heat resistance, are often used.
Regarding the trimellitic acid ester plasticizer, those capable of imparting performance other than heat resistance have been developed depending on the use of the vinyl chloride resin composition. For example, a trimellitic acid ester plasticizer having an enhanced coloring effect (Patent Document). 1) has been proposed.

The vinyl chloride resin composition is also used as an electric wire coating material for vehicle wire harnesses because the vinyl chloride resin is nonflammable. Nonflammability and heat resistance have been emphasized for the coating material of wire harnesses, but as the power source of the vehicle is replaced by an electric motor from an internal combustion engine, the amount of current flowing in the wire harness also increases, resulting in high insulation. Is becoming more and more demanding. Although a trimellitic acid ester plasticizer corresponding to this movement has been proposed (Patent Document 2), there is a problem that sufficient compatibility with vinyl chloride resin cannot be obtained.

Japanese Unexamined Patent Publication No. 2016-169336 International Publication 2016/088841

An object to be solved by the present invention is to provide a plasticizer that imparts excellent insulating properties to a vinyl chloride resin composition.

As a result of diligent studies to solve the above problems, the present inventors have made a trimellitic acid ester compound obtained by using a specific raw material a plasticizer that imparts excellent insulating properties to a vinyl chloride resin composition. The present invention was completed.

That is, the present invention is a plasticizer for vinyl chloride resin of trimellitic acid ester using saturated fatty alcohol and trimellitic acid as reaction raw materials, and the saturated aliphatic alcohol is directly composed of 6 to 10 carbon atoms. A chain-saturated fatty alcohol and a branched saturated fatty alcohol having 7 to 12 carbon atoms, and a linear saturated fatty alcohol having 6 to 10 carbon atoms and a branched saturated fatty alcohol having 7 to 12 carbon atoms. Regarding a plasticizer for vinyl chloride resin in which the ratio (mass ratio) is a linear saturated fatty alcohol having 6 to 10 carbon atoms / a branched saturated fatty alcohol having 7 to 12 carbon atoms = 3/97 to 49/51. It is a thing.

INDUSTRIAL APPLICABILITY According to the present invention, it is possible to provide a plasticizer that imparts excellent insulating properties to a vinyl chloride resin composition.

Hereinafter, an embodiment of the present invention will be described. The present invention is not limited to the following embodiments, and can be carried out with appropriate modifications as long as the effects of the present invention are not impaired.

[Plasticizer for vinyl chloride resin]
The plasticizer for vinyl chloride resin of the present invention is a trimellitic acid ester using a saturated fatty alcohol and trimellitic acid as reaction raw materials, and the saturated aliphatic alcohol is a linear saturated fat having 6 to 10 carbon atoms. The ratio of the linear saturated fatty alcohol having 6 to 10 carbon atoms to the fractionally saturated fatty alcohol having 7 to 12 carbon atoms, including the group alcohol and the branched saturated fatty alcohol having 7 to 12 carbon atoms ( The mass ratio) is a linear saturated fatty alcohol having 6 to 10 carbon atoms / a branched saturated fatty alcohol having 7 to 12 carbon atoms = 3/97 to 49/51.
The trimellitic acid ester (hereinafter, may be simply referred to as "trimellitic acid ester of the present invention"), which is a plasticizer for a vinyl chloride resin of the present invention, can impart high electrical insulation to a vinyl chloride resin.

In the trimellitic acid ester of the present invention, the reaction raw materials are trimellitic acid and a saturated fatty alcohol. In the present invention, the "reaction raw material" means a raw material constituting the trimellitic acid ester of the present invention, and for example, components such as a catalyst and a solvent used in producing the trimellitic acid ester that do not constitute the trimellitic acid ester It means that it is not included.
Even when an unsaturated fatty alcohol is used as a starting material and the carbon-carbon unsaturated bond of the unsaturated fatty alcohol is saturated by hydrogenation or the like at any timing, the trimerits obtained can be obtained. Since it is substantially saturated fatty alcohol that constitutes the acid ester, the reaction raw material is saturated fatty alcohol.
Hereinafter, the reaction raw materials will be described.

Trimellitic acid, which is a reaction raw material, means that trimellitic acid anhydride is also included.
Further, the trimellitic acid may be substituted, for example, it may be substituted with an alkyl group having 1 to 6 carbon atoms.

Specific examples of the trimellitic acid include 1,3,5-benzenetricarboxylic acid, 1,2,4-benzenetricarboxylic acid, 1,2,3-benzenetricarboxylic acid, and 3-methyl-1,2,4-benzene. Examples thereof include tricarboxylic acids, 3,5-dimethyl-1,2,4-benzenetricarboxylic acids, 3,5,6-trimethyl-1,2,4-benzenetricarboxylic acids, and acid anhydrides thereof.
These trimellitic acids may be used alone or in combination of two or more. In addition, commercially available products can be used as these trimellitic acids.

The saturated fatty alcohol as a reaction raw material may include a linear saturated fatty alcohol having 6 to 10 carbon atoms and a branched saturated fatty alcohol having 7 to 12 carbon atoms, and other saturated fatty alcohols may be further added. It may be included.
The saturated fatty alcohol is preferably composed of a linear saturated fatty alcohol having 6 to 10 carbon atoms and a branched saturated fatty alcohol having 7 to 12 carbon atoms.

Here, "consisting of" means that the saturated fatty alcohol is 10 mass by mass of a linear saturated fatty alcohol having 6 to 10 carbon atoms and a saturated fatty alcohol other than a branched saturated fatty alcohol having 7 to 12 carbon atoms. It means that it may be included in% or less.
When the saturated fatty alcohol is composed of a linear saturated fatty alcohol having 6 to 10 carbon atoms and a branched saturated fatty alcohol having 7 to 12 carbon atoms, the linear saturated fatty alcohol having 6 to 10 carbon atoms and the linear saturated fatty alcohol having 6 to 10 carbon atoms are used. The content of the branched saturated fatty alcohol having 7 to 12 carbon atoms in the saturated fatty alcohol is, for example, 90% by mass or more, 95% by mass or more, or 99% by mass or more. The upper limit is not particularly limited, but is, for example, 100% by mass.

The linear saturated aliphatic alcohol is a saturated aliphatic alcohol having a linear carbon chain without branching. The branched saturated aliphatic alcohol is a saturated aliphatic alcohol having a branched carbon chain.
Hereinafter, the linear saturated aliphatic alcohol may be simply referred to as "linear alcohol", and the branched saturated aliphatic alcohol may be simply referred to as "branched alcohol".

Among saturated aliphatic alcohols, the linear alcohol having 6 to 10 carbon atoms is preferably a linear alcohol having 8 or 9 carbon atoms. Heat resistance can be improved by using a linear alcohol having 8 or 9 carbon atoms.

Specific examples of the linear alcohol having 6 to 10 carbon atoms include 1-hexanol, 1-heptanol, 1-octanol, 1-nonanol, 1-decanol and the like, and 1-octanol and 1-nonanol are preferable.
These linear alcohols having 6 to 10 carbon atoms may be used alone or in combination of two or more. Commercially available products can be used as these linear alcohols having 6 to 10 carbon atoms.

Of the saturated aliphatic alcohols, the branched alcohol having 7 to 12 carbon atoms is preferably a branched alcohol having 8 to 10 carbon atoms.

The branched alcohol having 7 to 12 carbon atoms preferably contains a branched alcohol having 8 to 10 carbon atoms represented by the following formula (1).

(In the above formula (1), R is a linear alkyl group having 1 to 6 carbon atoms.
p is an integer of 0 or more, q is an integer of 1 or more, and the total number of carbon atoms of p, q, and R is an integer in the range of 7 to 9. )

By using a branched alcohol having 8 to 10 carbon atoms represented by the formula (1), the trimellitic acid ester of the present invention can obtain high compatibility with a vinyl chloride resin.
When the saturated fatty alcohol is only a branched alcohol having a higher degree of branching (two or more branching points of carbon chains of the alcohol) than the branched alcohol having 8 to 10 carbon atoms represented by the above formula (1). Sufficient compatibility with vinyl chloride resin may not be obtained, and the amount added as a plasticizer may not be increased.

The content of the branched alcohol having 8 to 10 carbon atoms represented by the above formula (1) in the branched alcohol is, for example, 50% by mass or more, preferably 60% by mass or more, and more preferably 70% by mass. That is all. The upper limit of the content of the branched alcohol having 8 to 10 carbon atoms represented by the formula (1) is, for example, 100% by mass or less, preferably 90% by mass or less.

Specific examples of branched alcohols having 7 to 12 carbon atoms include branched alcohols having 8 carbon atoms such as 2-ethyl-1-hexanol and methyl-1-heptanol; 2-nonyl alcohols, 3-nonyl alcohols, and 2,6. -Dimethyl-4-heptanol, 2,4-dimethyl-1-heptanol, 2,2,5-trimethylhexanol, 3,5,5-trimethylhexanol, 2,3,4-trimethyl-2-hexanol, 4,6 -Branched alcohol with 9 carbon atoms such as dimethyl-1heptanol, 2-methyl-2-octanol, 7-methyl-3-octanol; branching with 10 carbon atoms such as 3,5,5-trimethyl-1-heptanol Alcohol and the like can be mentioned.
Among the above, 1-branched alcohol having 9 carbon atoms is preferable, 2-propyl-1-hexanol, 2-ethyl-1-heptanol, 3-ethyl-1-heptanol, 2-methyl-1-octanol, 4-methyl. More preferably, -1-octanol, 5-methyl-1-octanol, 6-methyl-1-octanol and 7-methyl-1-octanol.
These branched alcohols having 7 to 12 carbon atoms may be used alone or in combination of two or more.

Commercially available products can be used as the branched alcohol having 7 to 12 carbon atoms, and examples thereof include Oxocol 900 (manufactured by KH Neochem Co., Ltd.), EXXAL8, EXXAL9, EXXAL10, and EXXAL11 (all manufactured by ExxonMobil Chemical Co., Ltd.). ..
Commercially available branched higher alcohols may be mixtures containing two or more branched alcohols and a small amount of linear alcohol. For example, the oxocol 900 contains monomethyloctyl alcohol and dimethyl heptyl alcohol, which are branched alcohols having 9 carbon atoms, as main components, and also contains a small amount of normal nonyl alcohol, alcohol having 8 carbon atoms, and alcohol having 10 carbon atoms. Alcohol.
When a commercially available branched higher alcohol is used as the branched alcohol, it may be used so as to satisfy the requirement of the mass ratio of the linear alcohol and the branched alcohol of the present invention.

The saturated fatty alcohol contains a linear alcohol having 6 to 10 carbon atoms and a branched alcohol having 7 to 12 carbon atoms, preferably a linear alcohol having 6 to 10 carbon atoms and a branched alcohol having 7 to 12 carbon atoms. Consists of alcohol.
By using a saturated aliphatic alcohol as a mixture of a linear alcohol having 6 to 10 carbon atoms and a branched alcohol having 7 to 12 carbon atoms, it is possible to improve the electrical insulation while ensuring heat resistance.

The ratio (mass ratio) of the linear alcohol having 6 to 10 carbon atoms to the branched alcohol having 7 to 12 carbon atoms in the saturated aliphatic alcohol is linear alcohol / branched alcohol = 3/97 to 49/51. , Preferably linear alcohol / branched alcohol = 3/97 to 38/62.
The ratio (molar ratio) of the linear alcohol having 6 to 10 carbon atoms to the branched alcohol having 7 to 12 carbon atoms in the saturated aliphatic alcohol is, for example, linear alcohol / branched alcohol = 3/97 to 56 /. It is 44, preferably linear alcohol / branched alcohol = 3/97 to 48/52.

The trimellitic acid ester of the present invention can be produced, for example, by subjecting trimellitic acid and a saturated fatty alcohol to an esterification reaction in the presence of an esterification catalyst.
Examples of the esterification catalyst include titanium-based catalysts such as tetraisopropyl titanate and tetrabutyl titanate; tin-based catalysts such as dibutyltin oxide; and organic sulfonic acid-based catalysts such as p-toluenesulfonic acid.
The amount of the esterification catalyst used may be appropriately set, but is usually used in the range of 0.001 to 0.1 parts by mass with respect to 100 parts by mass of the total amount of the reaction raw material.
The esterification catalyst is not essential in the esterification reaction, and the esterification catalyst may not be used.

The reaction temperature and reaction time in the esterification reaction may be appropriately set, and for example, a condition of 2 to 25 hours in a temperature range of 100 to 250 ° C. can be adopted.
Further, the solvent may or may not be used in the esterification reaction. When a solvent is used for the esterification reaction, the solvent is not particularly limited as long as it does not inhibit the esterification reaction, and an aromatic solvent such as toluene and xylene and an ether solvent such as tetrahydrofuran can be used. The amount of the solvent used may be set as appropriate.

The trimellitic acid ester of the present invention is, for example, a mixture of compounds represented by the following formula (A), in which ^{at least one of R 1} , R ² and R ³ is a linear alkyl group having 6 to 10 carbon atoms. Yes, it contains a trimellitic acid ester in which at least one of R ¹ , R ² and R ^{3 is a branched alkyl group having 7 to 12 carbon atoms.} The ratio of the linear alkyl group having 6 to 10 carbon atoms and the branched alkyl group having 7 to 12 carbon atoms ^{of R 1} , R ² and R ^{3 in} the whole mixture is the ratio of the linear alcohol and the branched alcohol in the reaction raw material. It is obtained so as to correspond to.

(In the formula (A),
R ¹ , R ² and R ³ are independently hydrogen atoms, linear alkyl groups having 6 to 10 carbon atoms, or branched alkyl groups having 7 to 12 carbon atoms, respectively. )

[Vinyl chloride resin composition]
The vinyl chloride resin composition of the present invention contains the plasticizer for vinyl chloride resin and the vinyl chloride resin of the present invention. In the present invention, the vinyl chloride resin includes a vinyl chloride homopolymer, a vinylidene chloride homopolymer, a copolymer containing vinyl chloride as an essential component, a copolymer containing vinylidene chloride as an essential component, and the like.
When the vinyl chloride resin is a copolymer containing vinyl chloride as an essential component or a copolymer containing vinylidene chloride as an essential component, examples of the comonomer that can be copolymerized include α- such as ethylene, propylene, and 1-butene. Olefins; conjugated dienes such as butadiene and isoprene; vinyl alcohol, styrene, acrylonitrile, vinyl acetate, vinyl propionate, fumaric acid, fumaric acid ester, maleic acid, maleic acid ester, maleic acid anhydride, acrylic acid, acrylic acid ester, Examples thereof include methacrylic acid, methacrylic acid ester, and isoprenol.

When the vinyl chloride resin is a copolymer containing vinyl chloride as an essential component or a copolymer containing vinylidene chloride as an essential component, the copolymerization form is not particularly limited and may be block or random. Good.

The degree of polymerization of the vinyl chloride resin is usually 300 to 5,000, preferably 400 to 3,500, and more preferably 700 to 3,000. When the degree of polymerization of the vinyl chloride resin is within the above range, a molded product having high heat resistance can be obtained, and a vinyl chloride resin composition having excellent processability can be obtained.

The vinyl chloride resin can be produced by a known method, and examples thereof include suspension polymerization in the presence of an oil-soluble polymerization catalyst, emulsion polymerization in the presence of a water-soluble polymerization catalyst in an aqueous medium, and the like.
As the vinyl chloride resin, a commercially available product may be used.

The content of the plasticizer for vinyl chloride resin of the present invention in the vinyl chloride resin composition of the present invention is 10 to 100 parts by mass with respect to 100 parts by mass of the vinyl chloride resin from the viewpoint of compatibility with the vinyl chloride resin and the like. Preferably, 30 to 100 parts by mass is more preferable, 40 to 80 parts by mass is further preferable, and 50 to 80 parts by mass is particularly preferable.

The vinyl chloride resin composition of the present invention may include the vinyl chloride resin and the plasticizer for vinyl chloride resin of the present invention, and plasticizers other than the plasticizer for vinyl chloride resin of the present invention (other plasticizers) and other additions. It may contain an agent or the like.

Examples of the other plasticizer include benzoic acid esters such as diethylene glycol dibenzoate; dibutyl phthalate (DBP), di-2-ethylhexyl phthalate (DOP), diisononyl phthalate (DINP), and diisodecyl phthalate (DIDP). , Diundesyl phthalate (DUP), ditridecyl phthalate (DTDP) and other phthalates; bis (2-ethylhexyl) terephthalate (DOTP) and other terephthalates; bis isophthalate (2-ethylhexyl) (DOIP) Isophthalic acid esters such as; tetra-2-ethylhexyl pyromellitic acid (TOPM); pyromellitic acid esters such as di-2-ethylhexyl adipate (DOA), diisononyl adipate (DINA), diisodecyl adipate (DIDA) , Lipid dibasic acid esters such as di-2-ethylhexyl sebacate (DOS) and diisononyl sebacate (DINS); phosphate esters such as tri-2-ethylhexyl phosphate (TOP) and tricresyl phosphate (TCP). Classes; alkyl esters of polyhydric alcohols such as pentaerythritol; polyesters with a molecular weight of 800 to 4,000 synthesized by polyesterification of dibasic acids such as adipic acid and glycol; epoxidized soybean oil, epoxidized flaxseed oil Epoxidized esters such as; alicyclic dibasic acids such as hexahydrophthalic acid diisononyl ester; fatty acid glycol esters such as dicapric acid 1.4-butanediol; tributyl acetylcitrate (ATBC); paraffin wax and n -Chlorinated paraffins obtained by chlorinating paraffin; chlorinated fatty acid esters such as chlorinated stearic acid ester; higher fatty acid esters such as butyl oleate, and the like.

When the other plasticizer is used in the vinyl chloride resin composition of the present invention, the content of the other plasticizer is, for example, 10 to 300 parts by mass with respect to 100 parts by mass of the plasticizer for vinyl chloride resin of the present invention. It is preferably 20 to 200 parts by mass.

Examples of the other additives include flame retardants, stabilizers, stabilizing aids, coloring agents, processing aids, fillers, antioxidants (antioxidants), ultraviolet absorbers, light stabilizers, lubricants, and antistatic agents. Examples thereof include an inhibitor, a cross-linking aid, and the like.

Examples of the flame retardant include inorganic compounds such as aluminum hydroxide, antimony trioxide, magnesium hydroxide, and zinc borate; cresyldiphenyl phosphate, trischloroethyl phosphate, trischloropropyl phosphate, and trisdichloropropyl phos. Phosphoric compounds such as fate; halogen compounds such as chlorinated paraffin are exemplified.
When the flame retardant is blended in the vinyl chloride resin composition, the blending amount is usually 0.1 to 20 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the stabilizer include lithium stearate, magnesium stearate, magnesium laurate, calcium ricinolate, calcium stearate, barium laurate, barium ricinolate, barium stearate, zinc octylate, zinc laurate, zinc ricinolate. , Metal soap compounds such as zinc stearate; organic tin compounds such as dimethyltinbis-2-ethylhexylthioglycolate, dibutyltinmaleate, dibutyltinbisbutylmaleate, dibutyltin dilaurate; antimony mercaptide compounds; lanthanum oxide, water Examples thereof include lanthanoid-containing compounds such as lanthanum oxide.
When the stabilizer is blended in the vinyl chloride resin composition, the blending amount is usually 0.1 to 20 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the stabilizing aid include phosphite compounds such as triphenylphosphite, monooctyldiphenylphosphite, and tridecylphosphite; beta-diketone compounds such as acetylacetone and benzoylacetone; glycerin, sorbitol, pentaerythritol, and polyethylene. Examples thereof include polyol compounds such as glycol; perchlorate compounds such as barium perchlorate salt and sodium perchlorate salt; hydrotalcite compounds; zeolite and the like.
When the stabilizing aid is blended in the vinyl chloride resin composition, the blending amount is usually 0.1 to 20 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the colorant include carbon black, lead sulfide, white carbon, titanium white, lithopone, Benigara, antimony sulfide, chrome yellow, chrome green, cobalt blue, molybdenum orange and the like.
When the colorant is blended in the vinyl chloride resin composition, the blending amount is usually 1 to 100 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the processing aid include liquid paraffin, polyethylene wax, stearic acid, stearic acid amide, ethylene bisstearic acid amide, butyl steaerate, calcium stearate and the like.
When the processing aid is blended in the vinyl chloride resin composition, the blending amount is usually 0.1 to 20 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the filler include metal oxides such as calcium carbonate, silica, alumina, clay, talc, diatomaceous earth, and ferrite; fibers and powders such as glass, carbon, and metal; glass spheres, graphite, aluminum hydroxide, and barium sulfate. , Magnesium oxide, magnesium carbonate, magnesium silicate, calcium silicate and the like are exemplified.
When the filler is blended in the vinyl chloride resin composition, the blending amount is usually 1 to 100 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the antioxidant include 2,6-di-tert-butylphenol, tetrakis [methylene-3- (3,5-tert-butyl-4-hydroxyphenol) propionate] methane, and 2-hydroxy-4-methoxy. Phenolic compounds such as benzophenone; sulfur compounds such as alkyldisulfide, thiodipropionic acid ester, benzothiazole; trisnonylphenylphosphite, diphenylisodecylphosphite, triphenylphosphite, tris (2,4-di-tert) -Phenolic compounds such as butylphenyl) phosphite; organic metal compounds such as zinc dialkyldithiophosphate and zinc diaryldithiophosphate are exemplified.
When the antioxidant is blended in the vinyl chloride resin composition, the blending amount is usually 0.2 to 20 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the ultraviolet absorber include salicylate compounds such as phenylsalicylate and p-tert-butylphenylsalicylate; benzophenones such as 2-hydroxy-4-n-octoxybenzophenone and 2-hydroxy-4-n-methoxybenzophenone. System compounds: In addition to benzotriazole-based compounds such as 5-methyl-1H-benzotriazole and 1-dioctylaminomethylbenzotriazole, cyanoacrylate-based compounds and the like are exemplified.
When the ultraviolet absorber is blended in the vinyl chloride resin composition, the blending amount is usually 0.1 to 10 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the light stabilizer include hindered amine-based light stabilizers. Specifically, for example, bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate and methyl 1,2 , 2,6,6-pentamethyl-4-piperidyl sebacate (mixture), bis (1,2,2,6,6-pentamethyl-4-piperidyl) [[3,5-bis (1,1-dimethylethyl) ) -4-Hidricyphenyl] methyl] butylmalonate, bisdecanoate (2,2,6,6-tetramethyl-1 (octyloxy) -4-piperidyl) ester and 1,1-dimethylethylhydroperoxide And octane reaction products, 4-benzoyloxy-2,2,6,6-tetramethylpiperidine, 2,2,6,6-tetramethyl-4-piperidinol and higher fatty acid ester mixture, tetrakis (2,2) , 6,6-tetramethyl-4-piperidyl) -1,2,3,4-butanetetracarboxylate, tetrakis (1,2,2,6,6-pentamethyl-4-piperidyl) -1,2,3 , 4-butanetetracarboxylate, polycondensate of dimethyl succinate and 4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol, poly {(6- (1,1,3,3-) Tetramethylbutyl) amino-1,3,5-triazin-2,4-diyl) {(2,2,6,6-tetramethyl-4-piperidyl) imino} hexamethylene {(2,2,6,6) -Tetramethyl-4-piperidyl) imino}}, dibutylamine 1,3,5-triazine N, N'-bis (2,2,6,6-tetramethyl-4-piperidyl-1,6-hexa) Polycondensate of methylenediamine and N- (2,2,6,6-tetramethyl-4-piperidyl) butylamine, N, N', N'', N'''-tetrakis- (4,6-bis-) (Butyl- (N-methyl-2,2,6,6-tetramethylpiperidine-4-yl) amino) -triazine-2-yl) -4,7-diazadecan-1,10-diamine and the like are exemplified. ..
When the light stabilizer is blended in the vinyl chloride resin composition, the blending amount is usually 0.1 to 10 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the lubricant include fatty acid metal salts such as silicone, liquid paraffin, barafin wax, metal stearate and metal lauric acid; fatty acid amides, fatty acid wax, higher fatty acid wax and the like.
When the lubricant is blended in the vinyl chloride resin composition, the blending amount is usually 0.1 to 10 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the antistatic agent include alkyl sulfonate type, alkyl ether carboxylic acid type or dialkyl sulfosuccinate type anionic antistatic agents; nonionic antistatic agents such as polyethylene glycol derivatives, sorbitan derivatives and diethanolamine derivatives; alkylamide amines. Examples include quaternary ammonium salts such as type and alkyldimethylbenzyl type, cationic antistatic agents such as alkylpyridinium type organic acid salts or hydrochlorides; and amphoteric antistatic agents such as alkylbetaine type and alkylimidazoline type. ..
When the antistatic agent is blended in the vinyl chloride resin composition, the blending amount is usually 0.1 to 10 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

Examples of the cross-linking aid include polyfunctional monomers such as tetraethylene glycol dimethacrylate, divinylbenzenediallyl phthalate, triallyl isocyanurate, trimethylolpropane trialilate, tetramethylolmethanetetramethacrylate, and trimethoxyethoxyvinylsilane.
When the cross-linking aid is blended in the vinyl chloride resin composition, the blending amount is usually 0.5 to 30 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.

The vinyl chloride resin composition of the present invention can be produced by a known method.
For example, the vinyl chloride resin composition of the present invention contains a vinyl chloride resin, a plasticizer for vinyl chloride resin of the present invention, an optional component (the other plasticizer and the other additive), a blender, a planetary mixer, a Banbury mixer, or the like. It can be prepared by mixing using a kneader.

A molded product can be obtained by molding the vinyl chloride resin composition of the present invention by a known molding method such as vacuum molding, compression molding, extrusion molding, calender molding, press molding, blow molding, powder molding and the like.

Molded products obtained by using the vinyl chloride resin composition of the present invention include, for example, insulating tapes, insulating sheets, wiring connectors, wire coating materials, pipes such as water pipes, joints for pipes, and gutters such as rain gutters. , Window frame siding, flat plates, corrugated sheets, automobile underbody coats, dashboards, instrument panels, consoles, door seats, undercarpets, trunk seats, door trims and other automobile fixtures, various leathers, decorative sheets, for agriculture Films, food packaging films, various foam products, hoses, medical tubes, food tubes, gaskets for refrigerators, packings, wallpaper, flooring, boots, curtains, soles, gloves, water stop plates, toys, veneers , Blood bag, infusion bag, tarpaulin, mats, impermeable sheet, civil engineering sheet, roofing, waterproof sheet, industrial tape, glass film, erasing, etc.

The molded product obtained from the vinyl chloride resin composition of the present invention can exhibit excellent electrical insulation by the plasticizer for vinyl chloride resin of the present invention, and in particular, a conductor and an insulating coating layer formed by coating the conductor. It can be suitably used for the insulating coating layer of the provided higher harness.

Hereinafter, the present invention will be specifically described with reference to Examples and Comparative Examples. In the example, unless otherwise specified, "part" and "%" are based on mass. The acid value, hydroxyl value, and viscosity were measured according to the following methods.

In the examples of the present application, the acid value, the hydroxyl value and the viscosity are the values evaluated by the following methods.
<Measurement method of acid value>
It was measured by a method according to JIS K0070-1992.
<Measurement method of hydroxyl value>
It was measured by a method according to JIS K0070-1992.
<Viscosity measurement method>
It was measured by a method according to JIS K6901-1986.

Example 1
(Preparation of trimellitic acid ester plasticizer)
211 g (1.10 mol) of trimellitic acid anhydride, 158 g (1.21 mol) of n-octanol, 349 g (2.42 mol, mainly composed of isononyl alcohol, manufactured by KH Neochem Co., Ltd.), esterification of oxocol 900 As a catalyst, 0.144 g of tetraisopropyl titanate was placed in a four-necked flask having an internal volume of 1 liter equipped with a thermometer, a stirrer and a reflux condenser. The temperature is gradually raised to 230 ° C. with stirring under a nitrogen stream, and heating is continued at 230 ° C. until the acid value of the reaction solution becomes 2 or less, and water to be purified is continuously removed to obtain the ester compound (1). (Acid value 0.03, hydroxyl value 0.00, viscosity 163 mPa · s) was obtained in an amount of 527 g.
The mass ratio of the linear alcohol having 6 to 10 carbon atoms to the branched alcohol having 7 to 12 carbon atoms in the alcohol used for producing the ester compound in the above is linear alcohol / branched alcohol = 36:64.

Regarding the obtained ester compound (1), the mass ratio of the linear alcohol having 6 to 10 carbon atoms forming the ester with the trimellitic acid to the branched alcohol having 7 to 12 carbon atoms is the linearity in the reaction raw material. It was confirmed by gas chromatography (hereinafter abbreviated as GC), gas chromatograph mass analysis (hereinafter abbreviated as GCMS) and nuclear magnetic resonance (hereinafter abbreviated as NMR) that it corresponds to the ratio of alcohol to branched alcohol. Specifically, the obtained ester compound (1) is hydrolyzed and subjected to GC measurement, GCMS measurement and NMR measurement under the following conditions to form an ester with trimellitic acid having 6 to 10 carbon atoms. The mass ratio of the chain alcohol to the branched alcohol having 7 to 12 carbon atoms was evaluated. As a result, it was confirmed that the mass ratio of the linear alcohol and the branched alcohol forming the ester with the trimellitic acid corresponds to the ratio of the linear alcohol and the branched alcohol in the reaction raw material.
[GC measurement conditions]
Measuring device: Gas chromatograph GC-2010 (manufactured by Shimadzu Corporation)
Detector: FID
Column: Capillary column ZB-5 (0.25 mm x 30 m, 0.25 μm)
Column temperature: 50 ° C → 300 ° C (heating rate 10 ° C / min) → (5 min Hold)
Carrier gas: Helium [GC-MS measurement conditions]
Measuring device: Gas chromatograph mass spectrometer GCMS-QP2010Plus (manufactured by Shimadzu Corporation)
Column: Capillary column ZB-5 (0.25 mm x 30 m, 0.25 μm)
Column temperature: 50 ° C → 300 ° C (10 ° C / min) → (5min Hold)
Carrier gas: Helium [NMR measurement conditions]
Equipment: ECA 500 manufactured by JEOL Ltd.
Measurement mode: Deuterated chloroform solvent with reverse gate: Deuterated chloroform Pulse angle: 30 ° Pulse sample concentration: 30 wt%
Accumulation number: 2000

The electrical resistance of the obtained ester compound (1) was evaluated according to JIS C2320 using an electrode for a liquid sample (SME-8330, manufactured by Hioki Denki Co., Ltd.).
As a result, the electrical resistance of the ester compound (1) was 3.03 × 10 ¹² Ω · cm.

(Preparation of vinyl chloride resin composition)
Vinyl chloride resin (degree of polymerization 1300, ZEST1300, manufactured by Shin Daiichi PVC Co., Ltd.) 100 parts by mass, plasticizer (ester compound (1)) 50 parts by mass, filler (Greg MP-677D (calcium / zinc-based composite stabilizer) ), 5 parts by mass of Nittatsu Trading Co., Ltd.) to obtain a vinyl chloride resin composition (1).
The following evaluation was performed using the produced vinyl chloride resin composition (1).

(Evaluation of plasticizer plasticization performance)
After kneading the vinyl chloride resin composition (1) prepared by two rolls heated to 170 ° C. for 10 minutes, a molded product having a thickness of 1.0 mm can be obtained from the kneaded vinyl chloride resin composition (1). Molding was performed using a mold (1.0 mm thick mold) and a press machine heated to 170 ° C. to prepare a 1.0 mm thick sheet.

The obtained sheet was evaluated for 100% modulus (tensile stress at 100% elongation) and elongation at break according to JIS K6251. Specifically, a tensile test was carried out under the following conditions using a sheet having a thickness of 1.0 mm, and 100% modulus and elongation at break were evaluated. The results are shown in Table 1.
The elongation at break is expressed as a percentage by dividing the value obtained by subtracting the initial inter-chuck distance of 20 mm from the inter-chuck distance when the 1.0 mm thick sheet is tensilely fractured by the inter-chuck distance of 20 mm.
Measuring equipment: Tensilon universal material testing machine (manufactured by Orientec Co., Ltd.)
Sample shape: Dumbbell-shaped No. 3 type Chuck distance: 20 mm
Tensile speed: 200 mm / min Measurement atmosphere: Temperature 23 degrees, humidity 50%

The lower the value of 100% modulus, the higher the effect of plasticizing the vinyl chloride resin. Further, it is shown that the higher the elongation at break, the higher the effect of plasticizing the vinyl chloride resin.

(Evaluation of heat resistance performance of molded products)
After kneading the vinyl chloride resin composition (1) prepared by two rolls heated to 170 ° C. for 10 minutes, a molded product having a thickness of 1.0 mm can be obtained from the kneaded vinyl chloride resin composition (1). Molding was performed using a mold (1.0 mm thick mold) and a press machine heated to 170 ° C. to prepare a 1.0 mm thick sheet. From the prepared 1.0 mm thick sheet, a dumbbell-shaped No. 3 dumbbell test piece was prepared according to JIS K6251.

The prepared dumbbell test piece was subjected to a heat aging test at 158 ° C. for 120 hours according to JIS K6257. The masses of the dumbbell test pieces before and after the heat aging test were measured, and the weight loss rate ((mass before the heat aging test-mass after the heat aging test) / mass before the heat aging test) was calculated. The results are shown in Table 1.
The smaller the weight loss rate, the more the ester compound (1) remains in the molded product even after the heat aging test, and the heat resistance effect of the ester compound (1) can be expected.

The prepared dumbbell test piece was subjected to a tensile test before and after the heat aging test according to the conditions of JISK6251, and the elongation rate of the dumbbell test piece before and after the heat aging test was measured, respectively, and the residual elongation rate (after the heat aging test). Elongation rate / Elongation rate before heat aging test) was calculated. The results are shown in Table 1.
The higher the elongation residual ratio, the more the plasticizing effect can be maintained even after the heat aging test, and it can be said that the vinyl chloride resin composition has excellent heat resistance.

For the dumbbell test piece after the heat aging test, 100% modulus was evaluated in the same manner as in the evaluation of the plasticizing effect. The results are shown in Table 1.

(Evaluation of insulation performance of molded products)
After kneading the vinyl chloride resin composition (1) prepared by two rolls heated to 170 ° C. for 10 minutes, a molded product having a thickness of 1.0 mm can be obtained from the kneaded vinyl chloride resin composition (1). Molding was performed using a mold (1.0 mm thick mold) and a press machine heated to 170 ° C. to prepare a 1.0 mm thick sheet.
The 1.0 mm-thick sheet produced was evaluated for volume resistivity at 30 ° C. in accordance with JIS K6723. The results are shown in Table 1.

Example 2
211 g (1.10 mol) of trimellitic anhydride, 222 g (1.71 mol) of n-octanol, 277 g (1.92 mol, mainly composed of isononyl alcohol, manufactured by KH Neochem Co., Ltd.), esterification catalyst As a result, 0.142 g of tetraisopropyl titanate was placed in a four-necked flask having an internal volume of 1 liter and having a thermometer, a stirrer and a reflux condenser. The temperature is gradually raised to 230 ° C. with stirring under a nitrogen stream, and heating is continued at 230 ° C. until the acid value of the reaction solution becomes 2 or less, and water to be purified is continuously removed to obtain the ester compound (2). (Acid value 0.03, hydroxyl value 0.20, viscosity 142 mPa · s) was obtained in an amount of 529 g.
The mass ratio of the linear alcohol having 6 to 10 carbon atoms to the branched alcohol having 7 to 12 carbon atoms in the alcohol used for producing the ester compound in the above is linear alcohol / branched alcohol = 48:52. .. When the mass ratio of the linear alcohol and the branched alcohol forming the ester with trimellitic acid was evaluated for the obtained ester compound (2) by the same method as in Example 1, the linear alcohol and the branched alcohol in the reaction raw material were evaluated. It was confirmed that it corresponds to the ratio.

The electrical resistance of the obtained ester compound (2) was evaluated according to JIS C2320 using an electrode for a liquid sample (SME-8330, manufactured by Hioki Denki Co., Ltd.).
As a result, the electrical resistance of the ester compound (2) was 2.83 × 10 ¹² Ω · cm.

The plasticizing effect, the heat resistance of the molded product, and the insulating property of the molded product were evaluated in the same manner as in Example 1 except that the ester compound (2) was used as the plasticizer instead of the ester compound (1). .. The results are shown in Table 1.

Example 3
211 g (1.10 mol) of trimellitic anhydride, 191 g (1.21 mol) of 2-propylheptanol, 349 g (2.42 mol, mainly composed of isononyl alcohol, manufactured by KH Neochem Co., Ltd.), ester 0.144 g of tetraisopropyl titanate as an esterification catalyst was placed in a four-necked flask having an internal volume of 1 liter equipped with a thermometer, a stirrer and a reflux condenser. The temperature is gradually raised to 230 ° C. with stirring under a nitrogen stream, and heating is continued at 230 ° C. until the acid value of the reaction solution becomes 2 or less, and water to be purified is continuously removed to obtain the ester compound (3). (Acid value 0.02, hydroxyl value 0.00, viscosity 234 mPa · s) was obtained in 571 g.
The mass ratio of the linear alcohol having 6 to 10 carbon atoms to the branched alcohol having 7 to 12 carbon atoms in the alcohol used for producing the ester compound in the above is linear alcohol / branched alcohol = 5:95. .. When the mass ratio of the linear alcohol and the branched alcohol forming the ester with trimellitic acid was evaluated for the obtained ester compound (3) by the same method as in Example 1, the linear alcohol and the branched alcohol in the reaction raw material were evaluated. It was confirmed that it corresponds to the ratio.

The electrical resistance of the obtained ester compound (3) was evaluated according to JIS C2320 using an electrode for a liquid sample (SME-8330, manufactured by Hioki Denki Co., Ltd.).
As a result, the electrical resistance of the ester compound (3) was 11.9 × 10 ¹² Ω · cm.

The plasticizing effect, the heat resistance of the molded product, and the insulating property of the molded product were evaluated in the same manner as in Example 1 except that the ester compound (3) was used as the plasticizer instead of the ester compound (1). .. The results are shown in Table 1.

Example 4
672 g (3.50 mol) of trimellitic anhydride, 16.7 g (0.116 mol) of n-nonanol, 501 g (3.85 mol) of n-octanol, 13.5 g (0.116 mol) of n-heptanol, and oxocol 900. 1110 g (7.70 mol, main component of isononyl alcohol, manufactured by KH Neochem Co., Ltd.), aliphatic saturated alcohol mixture (manufactured by Exxon Mobile, product name: EXXAL8) 15.1 g, tetraisopropyl titanate as esterification catalyst 0. 458 g was placed in a 1 liter four-necked flask with an internal volume of a thermometer, a stirrer and a reflux condenser. The temperature was gradually raised to 230 ° C. with stirring under a nitrogen stream, and heating was continued at 230 ° C. until the acid value of the reaction solution became 2 or less, and water to be purified was continuously removed to obtain the ester compound (4). (Acid value 0.02, hydroxyl value 0.02, viscosity 162 mPa · s) was obtained in an amount of 1858 g.
The mass ratio of the linear alcohol having 6 to 10 carbon atoms to the branched alcohol having 7 to 12 carbon atoms in the alcohol used for producing the ester compound in the above is linear alcohol / branched alcohol = 37:63. .. When the mass ratio of the linear alcohol and the branched alcohol forming the ester with trimellitic acid was evaluated for the obtained ester compound (4) by the same method as in Example 1, the linear alcohol and the branched alcohol in the reaction raw material were evaluated. It was confirmed that it corresponds to the ratio.

The electrical resistance of the obtained ester compound (4) was evaluated according to JIS C2320 using an electrode for a liquid sample (SME-8330, manufactured by Hioki Denki Co., Ltd.).
As a result, the electrical resistance of the ester compound (4) was 2.97 × 10 ¹² Ω · cm.

The plasticizing effect, the heat resistance of the molded product, and the insulating property of the molded product were evaluated in the same manner as in Example 1 except that the ester compound (4) was used as the plasticizer instead of the ester compound (1). .. The results are shown in Table 1.

Example 5
403 g (2.10 mol) of trimellitic anhydride, 365 g (2.31 mol) of 2-propylheptanol, 666 g of oxocol 900 (4.62 mol, main component of isononyl alcohol, manufactured by KH Neochem Co., Ltd.), 2 -10.0 g (0.0693 mol) of ethylhexanol and 0.287 g of tetraisopropyl titanate as an esterification catalyst were placed in a four-necked flask having an internal volume of 1 liter equipped with a thermometer, a stirrer and a reflux condenser. The temperature is gradually raised to 230 ° C. with stirring under a nitrogen stream, and heating is continued at 230 ° C. until the acid value of the reaction solution becomes 2 or less, and water to be purified is continuously removed to obtain the ester compound (5). (Acid value 0.01, hydroxyl value 0.30, viscosity 227 mPa · s) was obtained in 1121 g.
The mass ratio of the linear alcohol having 6 to 10 carbon atoms to the branched alcohol having 7 to 12 carbon atoms in the alcohol used for producing the ester compound in the above is linear alcohol / branched alcohol = 4: 96. .. When the mass ratio of the linear alcohol and the branched alcohol forming the ester with trimellitic acid was evaluated for the obtained ester compound (5) by the same method as in Example 1, the linear alcohol and the branched alcohol in the reaction raw material were evaluated. It was confirmed that it corresponds to the ratio.

The electrical resistance of the obtained ester compound (5) was evaluated according to JIS C2320 using an electrode for a liquid sample (SME-8330, manufactured by Hioki Denki Co., Ltd.).
As a result, the electrical resistance of the ester compound (5) was 11.7 × 10 ¹² Ω · cm.

The plasticizing effect, the heat resistance of the molded product, and the insulating property of the molded product were evaluated in the same manner as in Example 1 except that the ester compound (5) was used as the plasticizer instead of the ester compound (1). .. The results are shown in Table 1.

Example 6
211 g (1.10 mol) of trimellitic anhydride, 523 g of oxocol 900 (3.63 mol, main component of isononyl alcohol, manufactured by KH Neochem Co., Ltd.), 0.147 g of tetraisopropyl titanate as an esterification catalyst, and a thermometer. , A four-necked flask having an internal volume of 1 liter and having a stirrer and a reflux condenser. The temperature was gradually raised to 230 ° C. with stirring under a nitrogen stream, and heating was continued at 230 ° C. until the acid value of the reaction solution became 2 or less, and water to be purified was continuously removed to obtain the ester compound (6). (Acid value 0.02, hydroxyl value 0.30, viscosity 215 mPa · s) was obtained in an amount of 575 g.
The mass ratio of the linear alcohol having 6 to 10 carbon atoms to the branched alcohol having 7 to 12 carbon atoms in the alcohol used for producing the ester compound in the above is linear alcohol / branched alcohol = 7:93. .. When the mass ratio of the linear alcohol and the branched alcohol forming the ester with trimellitic acid was evaluated for the obtained ester compound (6) by the same method as in Example 1, the linear alcohol and the branched alcohol in the reaction raw material were evaluated. It was confirmed that it corresponds to the ratio.

The electrical resistance of the obtained ester compound (6) was evaluated according to JIS C2320 using an electrode for a liquid sample (SME-8330, manufactured by Hioki Denki Co., Ltd.).
As a result, the electrical resistance of the ester compound (6) was 8.20 × 10 ¹² Ω · cm.

Comparative Example 1
211 g (1.10 mol) of trimellitic anhydride, 473 g (3.30 mol) of n-octanol, 0.137 g of tetraisopropyl titanate as an esterification catalyst, 1 liter of internal volume having a thermometer, agitator and a reflux condenser It was charged in a four-necked flask. The temperature is gradually raised to 230 ° C. with stirring under a nitrogen stream, and heating is continued at 230 ° C. until the acid value of the reaction solution becomes 2 or less, and the water to be purified is continuously removed to remove the ester compound (1'). ) (Oxidation 0.06, hydroxyl value 0.10, viscosity 90 mPa · s (25 ° C.)) was obtained in 511 g.

The electrical resistance of the obtained ester compound (1') was evaluated according to JIS C2320 using an electrode for a liquid sample (SME-8330, manufactured by Hioki Denki Co., Ltd.).
As a result, the electrical resistance of the ester compound (1') was 0.91 × 10 ¹² Ω · cm.

The plasticizing effect, the heat resistance of the molded product, and the insulating property of the molded product were evaluated in the same manner as in Example 1 except that the ester compound (1') was used as the plasticizer instead of the ester compound (1). did. The results are shown in Table 1.

Comparative Example 2
211 g (1.10 mol) of trimellitic anhydride, 315 g (2.42 mol) of n-octanol, 174 g of oxocol 900 (1.21 mol, main component of isononyl alcohol, manufactured by KH Neochem Co., Ltd.), esterification catalyst As a result, 0.140 g of tetraisopropyl titanate was placed in a four-necked flask having an internal volume of 1 liter and having a thermometer, a stirrer and a reflux condenser. The temperature is gradually raised to 230 ° C. with stirring under a nitrogen stream, and heating is continued at 230 ° C. until the acid value of the reaction solution becomes 2 or less, and the water to be purified is continuously removed to remove the ester compound (2'). ) (Acid value 0.03, hydroxyl value 0.10, viscosity 123 mPa · s) was obtained in an amount of 520 g.
The mass ratio of the linear alcohol having 6 to 10 carbon atoms to the branched alcohol having 7 to 12 carbon atoms in the alcohol used for producing the ester compound in the above is linear alcohol / branched alcohol = 67:33. ..

The electrical resistance of the obtained ester compound (2') was evaluated according to JIS C2320 using an electrode for a liquid sample (SME-8330, manufactured by Hioki Denki Co., Ltd.).
As a result, the electrical resistance of the ester compound (2') was 2.71 × 10 ¹² Ω · cm.

The plasticizing effect, the heat resistance of the molded product, and the insulating property of the molded product were evaluated in the same manner as in Example 1 except that the ester compound (2') was used as the plasticizer instead of the ester compound (1). did. The results are shown in Table 1.

Claims (10)

1. A plasticizer for vinyl chloride resin, which is a trimellitic acid ester using saturated fatty alcohol and trimellitic acid as reaction raw materials.
   The saturated fatty alcohol contains a linear saturated fatty alcohol having 6 to 10 carbon atoms and a branched saturated fatty alcohol having 7 to 12 carbon atoms.
   The ratio (mass ratio) of the linear saturated fatty alcohol having 6 to 10 carbon atoms to the branched saturated fatty alcohol having 7 to 12 carbon atoms is the linear saturated fatty alcohol having 6 to 10 carbon atoms / A plasticizer for vinyl chloride resin having a branched saturated fatty alcohol having 7 to 12 carbon atoms = 3/97 to 49/51.
2. The plasticizer for vinyl chloride resin according to claim 1, wherein the branched saturated fatty alcohol having 7 to 12 carbon atoms contains a branched saturated fatty alcohol having 8 to 10 carbon atoms represented by the following formula (1).
   

   

   (In the above formula (1), R is a linear alkyl group having 1 to 6 carbon atoms.
   p is an integer of 0 or more, q is an integer of 1 or more, and the total number of carbon atoms of p, q, and R is an integer in the range of 7 to 9. )
3. According to claim 1 or 2, the saturated fatty alcohol comprises a linear saturated fatty alcohol having 6 to 10 carbon atoms and a branched saturated fatty alcohol having 8 to 10 carbon atoms represented by the formula (1). The plasticizer for vinyl chloride resin described.
4. The plasticizer for vinyl chloride resin according to any one of claims 1 to 3, wherein the linear saturated fatty alcohol having 6 to 10 carbon atoms is a linear saturated fatty alcohol having 8 or 9 carbon atoms.
5. The branched saturated fatty alcohol having 7 to 12 carbon atoms is 2-propyl-1-hexanol, 2-ethyl-1-heptanol, 3-ethyl-1-heptanol, 2-methyl-1-octanol, 4-methyl. Claims 1 to one or more branched saturated fatty alcohols selected from the group consisting of -1-octanol, 5-methyl-1-octanol, 6-methyl-1-octanol and 7-methyl-1-octanol. 4. The plasticizing agent for vinyl chloride resin according to any one of 4.
6. Any of claims 1 to 5, wherein the linear saturated fatty alcohol having 6 to 10 carbon atoms is one or more linear saturated fatty alcohols selected from the group consisting of 1-octanol and 1-nonanol. The plasticizer for vinyl chloride resin described.
7. A vinyl chloride resin composition containing the plasticizer for vinyl chloride resin and the vinyl chloride resin according to any one of claims 1 to 6.
8. The vinyl chloride resin composition according to claim 7, wherein the content of the plasticizer for vinyl chloride resin is 10 to 100 parts by mass with respect to 100 parts by mass of the vinyl chloride resin.
9. A molded product of the vinyl chloride resin composition according to claim 7 or 8.
10. A wire harness provided with a conducting wire and an insulating coating layer covering the conducting wire.
    A wire harness in which the insulating coating layer contains the vinyl chloride resin composition according to claim 7 or 8.