JP2018199875A - Treatment agent for elastic fiber and method for producing elastic fiber - Google Patents

Abstract

To provide a treatment agent for an elastic fiber, which imparts excellent antistatic property and persistent friction characteristics to mainly an elastic fiber, and which provides a yarn with the elastic fiber treatment agent attached thereto, the yarn hardly being colored even when the yarn is stored for a long period of time, and the treatment agent capable of maintaining high stability even when stored for a long period of time, and to provide an elastic fiber to which the treatment agent for the elastic fiber is attached.SOLUTION: The treatment agent for an elastic fiber is provided which contains a smoothing agent and an organic phosphoric ester compound, and in which the smoothing agent is a specific smoothing agent, the organic phosphoric ester compound is a specific organic phosphoric ester compound, the total concentration of an inorganic phosphoric acid and an inorganic phosphate in the treatment agent for the elastic fiber being 1,000 ppm or less.SELECTED DRAWING: None

Description

  The present invention provides elastic fibers with excellent antistatic and long-lasting frictional characteristics, and even when the yarn to which the treatment agent is attached is stored for a long time, the yarn is hardly colored, and the treatment agent is stored for a long time. It is related with the elastic fiber processing agent which can maintain high stability, and the elastic fiber to which this elastic fiber processing agent has adhered.

  Conventionally, as an elastic fiber treatment agent having excellent antistatic properties, an agent containing at least one base component selected from silicone oil, mineral oil and ester oil, and alkyl phosphate ester and / or a salt thereof has been proposed. (For example, refer to Patent Document 1). However, although such a conventional processing agent for elastic fibers has the advantage of being able to impart excellent antistatic properties, 1) friction with a roller that passes when the yarn travels over time 2) The yarn breaks during long-time operation. 2) The long-term storage of the treatment agent causes the precipitation of a gel-like material and makes it difficult to demonstrate the performance of the original treatment agent. If the adhered yarn is stored for a long time, there is also a problem that the yarn is colored over time.

International Publication No. 2016/129357

  The problem to be solved by the present invention is that the elastic fiber is imparted with excellent anti-static properties and durability, and the yarn is not easily colored even if the yarn to which the treatment agent is attached is stored for a long period of time. The present invention provides a treatment agent for elastic fibers that can maintain high stability even when the agent is stored for a long period of time, and an elastic fiber to which the treatment agent for elastic fibers is attached.

  As a result, the present inventors have studied to solve the above problems, and as a result, in the processing agent for elastic fibers containing a smoothing agent and an organic phosphate compound, the smoothing agent is a specific smoothing agent, In addition, the treatment agent for elastic fiber in which the organic phosphate compound is a specific organophosphate compound and the total concentration of inorganic phosphoric acid and inorganic phosphate in the treatment agent for elastic fiber is not more than a specific concentration is correct. It was found to be suitable.

  That is, the present invention relates to a processing agent for elastic fibers comprising a smoothing agent and an organophosphate compound, wherein the smoothing agent is the following smoothing agent, and the organophosphate compound is the following organophosphate compound: And the total concentration of inorganic phosphoric acid and inorganic phosphate in the elastic fiber treatment agent is 1000 ppm or less. The present invention also relates to an elastic fiber to which such a processing agent for elastic fiber is attached.

  Smoothing agent: A smoothing agent containing mineral oil, wherein the mineral oil contains a paraffin content of 40% by mass or more and an aroma content of 10% by mass or less.

  Organic phosphoric ester compound: at least one selected from organic alcohol and a compound obtained by adding 1 to 10 moles of an alkylene oxide having 2 to 4 carbon atoms to 1 mole of organic alcohol, diphosphorus pentoxide or oxyhalogenated Organophosphate obtained by reacting with phosphorus and / or a salt thereof.

  First, the processing agent for elastic fibers according to the present invention (hereinafter referred to as the processing agent of the present invention) will be described. The processing agent of the present invention is a processing agent for elastic fibers comprising a smoothing agent and an organic phosphate compound, wherein the smoothing agent is the smoothing agent, and the organic phosphate compound is the organic phosphoric acid. An elastic fiber treatment agent that is an ester compound and has a total concentration of inorganic phosphoric acid and inorganic phosphate in the treatment agent for elastic fibers of 1000 ppm or less.

  The smoothing agent used in the treatment agent of the present invention is a smoothing agent containing mineral oil, and the mineral oil contains a paraffin content of 40% by mass or more and an aroma content of 10% by mass or less. Especially, what contains 0-80 mass% of silicone and 20-100 mass% of mineral oil is preferable so that the sum total of the content rate of silicone and mineral oil may be 100 mass%.

The qualitative and content of paraffin and aroma in mineral oil can be determined by ring analysis according to the ndM method defined in ASTM D3238. It is synonymous with the value of described C _P %, C _N %.

As the mineral oil used for the smoothing agent, commercially available products can be used. For example, the product name Stomol 40 manufactured by Sonneborn, the product name Carnation manufactured by Sonneborn, and the product name Cosmo Pure manufactured by Cosmo Oil Lubricants Co., Ltd. Spin D, Cosmo Oil Lubricants Cosmo Pure Spin RC, Cosmo Oil Lubricants Cosmo Pure Spin RB, Fuji Kosan Co., Ltd. Fukkor NT-60, Fuji Kosan Co., Ltd. -100, trade name Ultra-S 2 from S-OIL, trade name Ultra-S 3 from S-OIL, trade name YUBASE 3 from SK Lubrants, trade name YUBASE 4 from SK Lubrants, Idemitsu Product name Diana Fresia W8, Idemitsu Product name Diana Fresia W32, manufactured by Kosan Co., Ltd. Product name Diana Fresia G9, manufactured by Idemitsu Kosan Co., Ltd. Product name Diana Fresia K8, manufactured by Idemitsu Kosan Co., Ltd. Product name Cristol N72 manufactured by ExxonMobil Corp. Examples thereof include spindle oil and liquid paraffin having a viscosity of ² to 100 mm ² / s at 25 ° C., such as the name SUN 60N. These may be used alone or in combination of two or more.

As the silicone used as the smoothing agent, a commercially available product can also be used. Examples thereof include trade name KF-96-10cs made by Shin-Etsu Chemical Co., Ltd., trade name KF-96 made by Shin-Etsu Chemical Co., Ltd. -20cs, Shin-Etsu Chemical Co., Ltd. trade name KF-96-50cs, Shin-Etsu Chemical Co., Ltd. trade name KF-96-100cs, Shin-Etsu Chemical Co., Ltd. trade name KF-96-1000cs, Shin-Etsu Chemical Co., Ltd. Product name KF-96-1cs, product name KF-50-100cs made by Shin-Etsu Chemical Co., Ltd. product name KF-4003 made by Shin-Etsu Chemical Co., Ltd. product name KF-4917 made by Shin-Etsu Chemical Co., Ltd., Momentive・ Product name TSF451-10 manufactured by Performance Materials, product name TSF451-20 manufactured by Momentive Performance Materials, Toray Dow Corning Inc. under the trade name SH200-10CS, trade name SH510-100CS etc. manufactured by Dow Corning Toray Co., Ltd., both a viscosity at 25 ° C. for 2 to 100 mm ² / s polydimethylsiloxane, polyalkyl siloxanes, polyalkyl phenyl siloxanes Etc. These may be used alone or in combination of two or more.

  As components that can be used as a smoothing agent, in addition to the mineral oil and silicone described above, esters and other components known as a smoothing agent can be used.

  The organic phosphate ester compound to be used for the treating agent of the present invention is at least one selected from a compound in which an alkylene oxide having 2 to 4 carbon atoms is added at a ratio of 1 to 10 moles with respect to 1 mole of an organic alcohol and an organic alcohol; An organic phosphate ester obtained by reacting diphosphorus pentoxide or phosphorus oxyhalide and / or a salt thereof. Among them, the organic alcohol that forms the organic phosphate ester compound is a branched aliphatic alcohol. Some are preferable, and more preferably, the organic phosphate compound is at least one selected from amine salts and alkaline earth metal salts of organic phosphate esters.

Specific examples of the organic phosphate compound include 1) hexyl phosphate sodium salt, octyl phosphate sodium salt, decyl phosphate sodium salt, dodecyl phosphate sodium salt, tridecyl phosphate sodium salt, tetradecyl phosphate sodium salt Salt, pentadecyl phosphate sodium salt, hexadecyl phosphate sodium salt, heptadecyl phosphate sodium salt, octadecyl phosphate sodium salt, behenyl phosphate sodium salt, trioctacosyl phosphate sodium salt, octa Decenyl phosphate sodium salt, hexyl phosphate potassium salt, octyl phosphate potassium salt, decyl phosphate potassium salt, dodecyl phosphate ester Ter potassium salt, tridecyl phosphate potassium salt, tetradecyl phosphate potassium salt, pentadecyl phosphate potassium salt, hexadecyl phosphate potassium salt, heptadecyl phosphate potassium salt, octadecyl phosphate potassium salt, behenyl phosphorus Acid ester potassium salt, trioctacosanyl phosphate potassium salt, octadecenyl phosphate ester potassium salt, etc., when the organic alcohol is a straight chain alcohol, 2) hexyl phosphate magnesium salt Octyl phosphate magnesium salt, decyl phosphate magnesium salt, dodecyl phosphate magnesium salt, tridecyl phosphate magnesium salt, tetradecyl phosphate magnesium Sodium salt, pentadecyl phosphate magnesium salt, hexadecyl phosphate magnesium salt, heptadecyl phosphate magnesium salt, octadecyl phosphate magnesium salt, behenyl phosphate magnesium salt, trioctacosyl phosphate magnesium salt, Octadecenyl phosphate magnesium salt, hexyl phosphate calcium salt, octyl phosphate calcium salt, decyl phosphate calcium salt, dodecyl phosphate calcium salt, tridecyl phosphate calcium salt, tetradecyl phosphate calcium salt, pentadecyl Phosphate calcium salt, hexadecyl phosphate calcium salt, heptadecyl phosphate calcium salt, octadecyl phosphate S Tercalcium salt, behenyl phosphate calcium salt, trioctacosanyl phosphate calcium salt, octadecenyl phosphate calcium salt and the like, when the organic alcohol is a linear alcohol, phosphate alkaline earth metal salt, 3) Hexyl phosphate octylamine salt, octyl phosphate octylamine salt, decyl phosphate octylamine salt, dodecyl phosphate octylamine salt, tridecyl phosphate octylamine salt, tetradecyl phosphate octylamine salt, pentadecyl phosphorus Acid ester octylamine salt, hexadecyl phosphate octylamine salt, heptadecyl phosphate octylamine salt, octadecyl phosphate octylamine salt, behenyl phosphate ester Octylamine salt, trioctacosanyl phosphate octylamine salt, octadecenyl phosphate octylamine salt, hexyl phosphate dioctylamine salt, octyl phosphate dioctylamine salt, decyl phosphate dioctylamine salt, dodecyl phosphate Dioctylamine salt, tridecyl phosphate dioctylamine salt, tetradecyl phosphate dioctylamine salt, pentadecyl phosphate dioctylamine salt, hexadecyl phosphate dioctylamine salt, heptadecyl phosphate dioctylamine salt, octadecyl phosphate Ester dioctylamine salt, behenyl phosphate dioctylamine salt, trioctacosanyl phosphate dioctylamine salt, octadecenyl amine Acid ester dioctylamine salt, hexyl phosphate dimethyl dodecyl amine salt, octyl phosphate dimethyl dodecyl amine salt, decyl phosphate dimethyl dodecyl amine salt, dodecyl phosphate dimethyl dodecyl amine salt, tridecyl phosphate dimethyl dodecyl amine salt, tetradecyl phosphorus Acid ester dimethyl dodecyl amine salt, pentadecyl phosphate dimethyl dodecyl amine salt, hexadecyl phosphate dimethyl dodecyl amine salt, heptadecyl phosphate dimethyl dodecyl amine salt, octadecyl phosphate dimethyl dodecyl amine salt, behenyl phosphate dimethyl Dodecylamine salt, trioctacosanyl phosphate dimethyl dodecylamine salt, octadecenyl phosphate diester Methyl dodecyl amine salt, hexyl phosphate dibutyl ethanol amine salt, octyl phosphate dibutyl ethanol amine salt, decyl phosphate dibutyl ethanol amine salt, dodecyl phosphate dibutyl ethanol amine salt, tridecyl phosphate dibutyl ethanol amine salt, tetradecyl phosphate Ester dibutyl ethanolamine salt, pentadecyl phosphate dibutyl ethanol amine salt, hexadecyl phosphate dibutyl ethanol amine salt, heptadecyl phosphate dibutyl ethanol amine salt, octadecyl phosphate dibutyl ethanol amine salt, behenyl phosphate dibutyl ethanol Amine salt, trioctacosanyl phosphate dibutyl ethanolamine salt, octadeceni Phosphate dibutylethanolamine salt, hexyl phosphate dodecyl diethanolamine salt, octyl phosphate dodecyl diethanolamine salt, decyl phosphate dodecyl diethanolamine salt, dodecyl phosphate dodecyl diethanolamine salt, tridecyl phosphate dodecyl diethanolamine salt, tetradecyl phosphate dodecyl phosphate Diethanolamine salt, pentadecyl phosphate dodecyl diethanolamine salt, hexadecyl phosphate dodecyl diethanolamine salt, heptadecyl phosphate dodecyl diethanolamine salt, octadecyl phosphate dodecyl diethanolamine salt, behenyl phosphate dodecyl diethanolamine salt, trioctacosanyl phosphorus Acid Este Dodecyl diethanolamine salt, octadecenyl phosphate ester dodecyl diethanolamine salt and the like, when the organic alcohol is a linear alcohol, 4) 2-ethyl-1-hexyl phosphate potassium salt, 6-methyl- 1-hexyl phosphate potassium salt, 7-methyl-1-heptyl phosphate potassium salt, 2,6-dimethyl-4-heptyl phosphate potassium salt, 2-propyl-1-heptyl phosphate potassium salt, 10- Methyl-1-decyl phosphate potassium salt, 2-butyl-1-octyl phosphate potassium salt, 2-butyl-1-decyl phosphate potassium salt, 11-methyl-1-dodecyl phosphate potassium salt, 2-hexyl -1-octyl phosphate potassium Salt, 2-hexyl-1-decyl phosphate potassium salt, 2-hexyl-1-dodecyl phosphate potassium salt, 2-octyl-1-decyl phosphate potassium salt, 2-octyl-1-dodecyl phosphate potassium salt 2-decyl-1-tetradecyl phosphate potassium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate potassium salt, 2- (4- Methylhexyl) -8-methyl-1-decyl phosphate potassium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate potassium salt, 2-ethyl-1-hexyl phosphate ester Sodium salt, 6-methyl-1-hexyl phosphate sodium salt, 7-methyl-1-heptyl phosphate Sodium salt, 2,6-dimethyl-4-heptyl phosphate sodium salt, 2-propyl-1-heptyl phosphate sodium salt, 10-methyl-1-decyl phosphate sodium salt, 2-butyl-1-octyl Phosphate sodium salt, 2-butyl-1-decyl phosphate sodium salt, 11-methyl-1-dodecyl phosphate sodium salt, 2-hexyl-1-octyl phosphate sodium salt, 2-hexyl-1-decyl phosphorus Acid ester sodium salt, 2-hexyl-1-dodecyl phosphate sodium salt, 2-octyl-1-decyl phosphate sodium salt, 2-octyl-1-dodecyl phosphate sodium salt, 2-decyl-1-tetradecyl phosphate Acid ester sodium salt, 2- ( , 3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate sodium salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate sodium salt, 2- ( 1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate sodium salt, etc., where the organic alcohol is a branched alcohol, 5) 2-ethyl-1-hexyl phosphate Ester magnesium salt, 6-methyl-1-hexyl phosphate magnesium salt, 7-methyl-1-heptyl phosphate magnesium salt, 2,6-dimethyl-4-heptyl phosphate magnesium salt, 2-propyl-1- Ptylphosphate magnesium salt, 10-methyl-1-decylphosphate magnesium Um salt, 2-butyl-1-octyl phosphate magnesium salt, 2-butyl-1-decyl phosphate magnesium salt, 11-methyl-1-dodecyl phosphate magnesium salt, 2-hexyl-1-octyl phosphate Magnesium salt, 2-hexyl-1-decyl phosphate magnesium salt, 2-hexyl-1-dodecyl phosphate magnesium salt, 2-octyl-1-decyl phosphate magnesium salt, 2-octyl-1-dodecyl phosphate magnesium salt 2-decyl-1-tetradecyl phosphate magnesium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate magnesium salt, 2- (4- Methylhexyl) -8-methyl-1-decylphosphate Termagnesium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate magnesium salt, 2-ethyl-1-hexyl phosphate calcium salt, 6-methyl-1-hexyl phosphate Calcium salt, 7-methyl-1-heptyl phosphate calcium salt, 2,6-dimethyl-4-heptyl phosphate calcium salt, 2-propyl-1-heptyl phosphate calcium salt, 10-methyl-1-decyl phosphorus Acid ester calcium salt, 2-butyl-1-octyl phosphate calcium salt, 2-butyl-1-decyl phosphate calcium salt, 11-methyl-1-dodecyl phosphate calcium salt, 2-hexyl-1-octyl phosphorus Acid ester calcium salt, 2-hexyl-1-dec Phosphate ester calcium salt, 2-hexyl-1-dodecyl phosphate ester calcium salt, 2-octyl-1-decyl phosphate ester calcium salt, 2-octyl-1-dodecyl phosphate ester calcium salt, 2-decyl-1-tetradecyl Phosphate ester calcium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester calcium salt, 2- (4-methylhexyl) -8-methyl-1 -Phosphate alkaline earth metals when the organic alcohol is a branched alcohol, such as decyl phosphate calcium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate calcium salt Salt, 6) 2-ethyl-1-hexyl phosphate octylamine salt, 6-methyl- 1-hexyl phosphate octylamine salt, 7-methyl-1-heptyl phosphate octylamine salt, 2,6-dimethyl-4-heptyl phosphate octylamine salt, 2-propyl-1-heptyl phosphate octylamine Salt, 10-methyl-1-
Decyl phosphate octylamine salt, 2-butyl-1-octyl phosphate octylamine salt, 2-butyl-1-decyl phosphate octylamine salt, 11-methyl-1-dodecyl phosphate octylamine salt, 2-hexyl -1-octyl phosphate octylamine salt, 2-hexyl-1-decyl phosphate octylamine salt, 2-hexyl-1-dodecyl phosphate octylamine salt, 2-octyl-1-decyl phosphate octylamine salt, 2-octyl-1-dodecyl phosphate octylamine salt, 2-decyl-1-tetradecyl phosphate octylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1 -Octyl phosphate ester octylamine salt, 2- (4 Methylhexyl) -8-methyl-1-decylphosphate octylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate octylamine salt, 2-ethyl-1-hexylline Acid ester dioctylamine salt, 6-methyl-1-hexyl phosphate dioctylamine salt, 7-methyl-1-heptyl phosphate dioctylamine salt, 2,6-dimethyl-4-heptyl phosphate dioctylamine salt, 2- Propyl-1-heptyl phosphate dioctylamine salt, 10-methyl-1-decyl phosphate dioctylamine salt, 2-butyl-1-octyl phosphate dioctylamine salt, 2-butyl-1-decyl phosphate dioctylamine Salt, 11-methyl-1-dodecyl Acid ester dioctylamine salt, 2-hexyl-1-octyl phosphate dioctylamine salt, 2-hexyl-1-decyl phosphate dioctylamine salt, 2-hexyl-1-dodecyl phosphate dioctylamine salt, 2-octyl- 1-decyl phosphate dioctylamine salt, 2-octyl-1-dodecyl phosphate dioctylamine salt, 2-decyl-1-tetradecyl phosphate dioctylamine salt, 2- (1,3,3-trimethylbutyl)- 5,7,7-trimethyl-1-octylphosphate dioctylamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dioctylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dioctyl Amine salt, 2-ethyl-1-hexyl phosphate dimethyl dodecyl amine salt, 6-methyl-1-hexyl phosphate dimethyl dodecyl amine salt, 7-methyl-1-heptyl phosphate dimethyl dodecyl amine salt, 2,6- Dimethyl-4-heptyl phosphate dimethyl dodecyl amine salt, 2-propyl-1-heptyl phosphate dimethyl dodecyl amine salt, 10-methyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-butyl-1-octyl phosphate Ester dimethyl dodecyl amine salt, 2-butyl-1-decyl phosphate dimethyl dodecyl amine salt, 11-methyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-octyl phosphate dimethyl dodecyl amine salt, 2 -F Sil-1-decyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-octyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-octyl-1-dodecyl phosphate dimethyl Dodecylamine salt, 2-decyl-1-tetradecyl phosphate dimethyl dodecyl amine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate dimethyl dodecyl amine Salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dimethyldodecylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate dimethyldodecylamine Salt, 2-ethyl-1-hexyl phosphate Butyl ethanolamine salt, 6-methyl-1-hexyl phosphate dibutyl ethanol amine salt, 7-methyl-1-heptyl phosphate dibutyl ethanol amine salt, 2,6-dimethyl-4-heptyl phosphate dibutyl ethanol amine salt, 2-propyl-1-heptyl phosphate dibutylethanolamine salt, 10-methyl-1-decyl phosphate dibutylethanolamine salt, 2-butyl-1-octyl phosphate dibutylethanolamine salt, 2-butyl-1- Decyl phosphate dibutyl ethanolamine salt, 11-methyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-hexyl-1-octyl phosphate dibutyl ethanol amine salt, 2-hexyl-1-decyl phosphate ester Rudibutyl ethanolamine salt, 2-hexyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-octyl-1-decyl phosphate dibutyl ethanol amine salt, 2-octyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2- Decyl-1-tetradecylphosphate dibutylethanolamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate dibutylethanolamine salt, 2- (4 -Methylhexyl) -8-methyl-1-decylphosphate dibutylethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate dibutylethanolamine salt, 2-ethyl- 1-hexyl phosphate ester dodecyl dieta Amine salt, 6-methyl-1-hexyl phosphate dodecyl diethanolamine salt, 7-methyl-1-heptyl phosphate dodecyl diethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dodecyl diethanolamine salt, 2-propyl-1 -Heptyl phosphate ester dodecyl diethanolamine salt, 10-methyl-1-decyl phosphate ester dodecyl diethanolamine salt, 2-butyl-1-octyl phosphate ester dodecyl diethanolamine salt, 2-butyl-1-decyl phosphate ester dodecyl diethanolamine salt, 11 -Methyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-octyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-decyl phosphorus Ester dodecyl diethanolamine salt, 2-hexyl-1-dodecyl phosphate ester dodecyl diethanol amine salt, 2-octyl-1-decyl phosphate ester dodecyl diethanol amine salt, 2-octyl-1-dodecyl phosphate ester dodecyl diethanol amine salt, 2-decyl-1- Tetradecyl phosphate ester dodecyl diethanolamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester dodecyl diethanolamine salt, 2- (4-methylhexyl) -8 Organic alcohols such as methyl-1-decyl phosphate dodecyl diethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dodecyl diethanolamine salt are branched alcohols. 7) Polyoxyethylene 2 mol addition dodecyl ether phosphate sodium salt, polyoxyethylene 4 mol addition decyl ether phosphate sodium salt, polyoxyethylene 2 mol addition dodecyl ether The organic alcohol is a linear alcohol, such as phosphoric acid ester potassium salt, polyoxyethylene 4 mol addition decyl ether phosphoric acid ester potassium salt, and 1 to 2 moles of alkylene oxide having 1 to 2 carbon atoms per 1 mol of the linear alcohol. Alkali metal salt of phosphate ester starting from 10 moles added, 8) Polyoxyethylene 2-mol addition dodecyl ether phosphate magnesium salt, Polyoxyethylene 4-mol addition decyl ether phosphate magnesium salt , Poly The organic alcohol is a linear alcohol, such as xylethylene 2 mol addition dodecyl ether phosphate calcium salt, polyoxyethylene 4 mol addition decyl ether phosphate calcium salt, and 2 to 4 carbon atoms per 1 mol of the linear alcohol. An alkaline earth metal salt of a phosphate ester obtained by adding 1 to 10 moles of the above alkylene oxide, 9) Polyoxyethylene 2 mol-added dodecyl ether phosphate octylamine salt, polyoxyethylene 4 Mole addition decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition dodecyl ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition Decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 4 mol addition decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition dodecyl ether phosphate dibutyl ethanolamine salt, polyoxyethylene 4 mol addition decyl ether Organic alcohol is a linear alcohol, such as phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition dodecyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 4 mol addition decyl ether phosphate dodecyl diethanolamine salt, and so on Phosphoric acid ester amine salt obtained by adding 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms to 1 mole of linear alcohol ) Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate potassium salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate potassium salt, polyoxyethylene 2 mol addition 2-octyl -1-decyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate potassium salt Polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate potassium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate potassium salt, polyoxyethylene 2 mole addition -Ethyl-1-hexyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate Sodium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate sodium salt, polyoxyethylene 5-mol addition 2 Organic alcohol is a branched alcohol, such as -hexyl-1-decyl ether phosphate sodium salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate sodium salt, 11) Alkali metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms to 1 mole of branched alcohol 11) Polyoxyethylene 2 moles added 2-ethyl -1-hexyl ether phosphate magnesium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate magnesium salt , Polio
Siethylene 2-mole addition 2-hexyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 2-mole addition 2-octyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 5-mole addition 2-hexyl-1- Magnesium decyl ether phosphate, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate Ester calcium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl The organic alcohol is a branched alcohol such as ether phosphate calcium salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate calcium salt, and 1 mol of the branched alcohol Alkaline earth metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms, 12) 2-ethyl-1-hexyl ether added with 2 moles of polyoxyethylene Phosphate octylamine salt, polio Siethylene 2 mol addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-hexyl- 1-dodecyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate octyl Amine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dioctylamine Salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol Addition 2-hexyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl Ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether Acid ester dimethyl dodecyl amine salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate dimethyl dodecyl amine salt Polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 5 mol Addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dimethyl dodecyl amino Salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 Mole addition 2-octyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-octyl- 1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl -1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate ester Dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl acetate The organic alcohol is a branched alcohol such as luric acid ester dodecyl diethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate ester dodecyl diethanolamine salt, Amine salt of phosphate ester obtained by adding 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms, 13) Hexyl phosphate ester, octyl phosphate ester, decyl phosphate ester, dodecyl phosphate ester , Tridecyl phosphate, tetradecyl phosphate, pentadecyl phosphate, hexadecyl phosphate, heptadecyl phosphate, octadecyl phosphate, behenyl phosphate, trioctaco A phosphoric acid ester in the case where the organic alcohol is a linear alcohol, such as nyl phosphoric acid ester and octadecenyl phosphoric acid ester, 14) 2-ethyl-1-hexyl phosphoric acid ester, 6-methyl-1-hexyl phosphoric acid ester, 7 -Methyl-1-heptyl phosphate, 2,6-dimethyl-4-heptyl phosphate, 2-propyl-1-heptyl phosphate, 10-methyl-1-decyl phosphate, 2-butyl-1-octyl Phosphate ester, 2-butyl-1-decyl phosphate ester, 11-methyl-1-dodecyl phosphate ester, 2-hexyl-1-octyl phosphate ester, 2-hexyl-1-decyl phosphate ester, 2-hexyl-1 -Dodecyl phosphate, 2-octyl-1-decyl phosphate, 2-octyl-1 -Dodecyl phosphate, 2-decyl-1-tetradecyl phosphate, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate, 2- (4- Phosphoric acid when the aliphatic alcohol is a branched alcohol, such as methylhexyl) -8-methyl-1-decyl phosphate, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate Examples include esters. These can be used alone or in combination of two or more.

Among these, as the organic phosphate compound, 1) 2-ethyl-1-hexyl phosphate potassium salt, 6-methyl-1-hexyl phosphate potassium salt, 7-methyl-1-heptyl phosphate potassium salt, 2 , 6-Dimethyl-4-heptyl phosphate potassium salt, 2-propyl-1-heptyl phosphate potassium salt, 10-methyl-1-decyl phosphate potassium salt, 2-butyl-1-octyl phosphate potassium salt 2-butyl-1-decyl phosphate potassium salt, 11-methyl-1-dodecyl phosphate potassium salt, 2-hexyl-1-octyl phosphate potassium salt, 2-hexyl-1-decyl phosphate potassium salt, 2-hexyl-1-dodecyl phosphate potassium salt, 2-octyl 1-decyl phosphate potassium salt, 2-octyl-1-dodecyl phosphate potassium salt, 2-decyl-1-tetradecyl phosphate potassium salt, 2- (1,3,3-trimethylbutyl) -5 , 7,7-Trimethyl-1-octyl phosphate potassium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate potassium salt, 2- (1,5-dimethylhexyl) -5, 9-dimethyl-1-decyl phosphate potassium salt, 2-ethyl-1-hexyl phosphate sodium salt, 6-methyl-1-hexyl phosphate sodium salt, 7-methyl-1-heptyl phosphate sodium salt, 2 , 6-Dimethyl-4-heptyl phosphate sodium salt, 2-propyl-1-heptyl phosphate Thorium salt, 10-methyl-1-decyl phosphate sodium salt, 2-butyl-1-octyl phosphate sodium salt, 2-butyl-1-decyl phosphate sodium salt, 11-methyl-1-dodecyl phosphate sodium salt Salt, 2-hexyl-1-octyl phosphate sodium salt, 2-hexyl-1-decyl phosphate sodium salt, 2-hexyl-1-dodecyl phosphate sodium salt, 2-octyl-1-decyl phosphate sodium salt 2-octyl-1-dodecyl phosphate sodium salt, 2-decyl-1-tetradecyl phosphate sodium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1- Octyl phosphate sodium salt, 2- (4-methylhexyl When the organic alcohol is a branched alcohol, such as sodium salt of -8-methyl-1-decyl phosphate ester, sodium salt of 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester 2) 2-ethyl-1-hexyl phosphate magnesium salt, 6-methyl-1-hexyl phosphate magnesium salt, 7-methyl-1-heptyl phosphate magnesium salt, 2,6 -Dimethyl-4-heptyl phosphate magnesium salt, 2-propyl-1-heptyl phosphate magnesium salt, 10-methyl-1-decyl phosphate magnesium salt, 2-butyl-1-octyl phosphate magnesium salt, 2 -Butyl-1-decyl phosphate magnesium salt, 1 -Methyl-1-dodecyl phosphate magnesium salt, 2-hexyl-1-octyl phosphate magnesium salt, 2-hexyl-1-decyl phosphate magnesium salt, 2-hexyl-1-dodecyl phosphate magnesium salt, 2- Octyl-1-decyl phosphate magnesium salt, 2-octyl-1-dodecyl phosphate magnesium salt, 2-decyl-1-tetradecyl phosphate magnesium salt, 2- (1,3,3-trimethylbutyl) -5 , 7,7-Trimethyl-1-octylphosphate ester magnesium salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate magnesium salt, 2- (1,5-dimethylhexyl) -5, 9-dimethyl-1-decyl phosphate magnesium salt, 2 Ethyl-1-hexyl phosphate calcium salt, 6-methyl-1-hexyl phosphate calcium salt, 7-methyl-1-heptyl phosphate calcium salt, 2,6-dimethyl-4-heptyl phosphate calcium salt, 2 -Propyl-1-heptyl phosphate calcium salt, 10-methyl-1-decyl phosphate calcium salt, 2-butyl-1-octyl phosphate calcium salt, 2-butyl-1-decyl phosphate calcium salt, 11 -Methyl-1-dodecyl phosphate calcium salt, 2-hexyl-1-octyl phosphate calcium salt, 2-hexyl-1-decyl phosphate calcium salt, 2-hexyl-1-dodecyl phosphate calcium salt, 2- Octyl-1-decyl phosphate Tercalcium salt, 2-octyl-1-dodecyl phosphate calcium salt, 2-decyl-1-tetradecyl phosphate calcium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl -1-octyl phosphate calcium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate calcium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1- Decyl phosphate alkaline earth metal salts such as decyl phosphate calcium salt when organic alcohol is branched alcohol, 3) 2-ethyl-1-hexyl phosphate octylamine salt, 6-methyl-1-hexyl phosphate Octylamine salt, 7-methyl-1-heptyl phosphate octylamine salt, 2,6-dimethyl 4-heptyl phosphate octylamine salt, 2-propyl-1-heptyl phosphate octylamine salt, 10-methyl-1-decyl phosphate octylamine salt, 2-butyl-1-octyl phosphate octylamine salt, 2-butyl-1-decyl phosphate octylamine salt, 11-methyl-1-dodecyl phosphate octylamine salt, 2-hexyl-1-octyl phosphate octylamine salt, 2-hexyl-1-decyl phosphate octyl Amine salt, 2-hexyl-1-dodecyl phosphate octylamine salt, 2-octyl-1-decyl phosphate octylamine salt, 2-octyl-1-dodecyl phosphate octylamine salt, 2-decyl-1-tetradecyl Phosphate ester octylua Salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate octylamine salt, 2- (4-methylhexyl) -8-methyl-1-decylline Acid ester octylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate octylamine salt, 2-ethyl-1-hexyl phosphate dioctylamine salt, 6-methyl-1 -Hexyl phosphate dioctylamine salt, 7-methyl-1-heptyl phosphate dioctylamine salt, 2,6-dimethyl-4-heptyl phosphate dioctylamine salt, 2-propyl-1-heptyl phosphate dioctylamine salt 10-methyl-1-decyl phosphate dioctylamine salt, 2-butyl-1-octyl Luric acid ester dioctylamine salt, 2-butyl-1-decylphosphoric acid ester dioctylamine salt, 11-methyl-1-dodecylphosphoric acid ester dioctylamine salt, 2-hexyl-1-octylphosphoric acid ester dioctylamine salt, 2-hexyl -1-decyl phosphate dioctylamine salt, 2-hexyl-1-dodecyl phosphate dioctylamine salt, 2-octyl-1-decyl phosphate dioctylamine salt, 2-octyl-1-dodecyl phosphate dioctylamine salt, 2 -Decyl-1-tetradecyl phosphate dioctylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate dioctylamine salt, 2- (4- Methylhexyl) -8-methyl-1-dec Phosphate dioctylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate dioctylamine salt, 2-ethyl-1-hexylphosphate dimethyldodecylamine salt, 6-methyl -1-hexyl phosphate dimethyl dodecyl amine salt, 7-methyl-1-heptyl phosphate dimethyl dodecyl amine salt, 2,6-dimethyl-4-heptyl phosphate dimethyl dodecyl amine salt, 2-propyl-1-heptyl phosphorus Acid ester dimethyl dodecyl amine salt, 10-methyl-1-decyl phosphate ester dimethyl dodecyl amine salt, 2-butyl-1-octyl phosphate ester dimethyl dodecyl amine salt, 2-butyl-1-decyl phosphate ester dimethyl dodecyl amine salt, 11-methyl-1 Dodecyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-octyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-dodecyl phosphate dimethyl dodecyl amine salt 2-octyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-octyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-decyl-1-tetradecyl phosphate dimethyl dodecyl amine salt, 2- (1, 3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate ester dimethyldodecylamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate ester dimethyldodecylamine salt, 2- (1,5-Dimethyl Ruhexyl) -5,9-dimethyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-ethyl-1-hexyl phosphate dibutyl ethanol amine salt, 6-methyl-1-hexyl phosphate dibutyl ethanol amine salt, 7-methyl -1-heptyl phosphate dibutyl ethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dibutyl ethanol amine salt, 2-propyl-1-heptyl phosphate dibutyl ethanol amine salt, 10-methyl-1-decyl phosphorus Acid ester dibutyl ethanolamine salt, 2-butyl-1-octyl phosphate dibutyl ethanolamine salt, 2-butyl-1-decyl phosphate dibutyl ethanolamine salt, 11-methyl-1-dodecyl phosphate dibutyl ester Nolamine salt, 2-hexyl-1-octylphosphate dibutylethanolamine salt, 2-hexyl-1-decylphosphate dibutylethanolamine salt, 2-hexyl-1-dodecylphosphate dibutylethanolamine salt, 2-octyl- 1-decyl phosphate dibutyl ethanolamine salt, 2-octyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-decyl-1-tetradecyl phosphate dibutyl ethanol amine salt, 2- (1,3,3-trimethyl Butyl) -5,7,7-trimethyl-1-octylphosphate dibutylethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dibutylethanolamine salt, 2- (1, 5-dimethylhexyl)- , 9-dimethyl-1-decyl phosphate dibutyl ethanolamine salt, 2-ethyl-1-hexyl phosphate dodecyl diethanolamine salt, 6-methyl-1-hexyl phosphate dodecyl diethanolamine salt, 7-methyl-1-heptyl phosphate Ester dodecyl diethanolamine salt, 2,6-dimethyl-4-heptyl phosphate ester dodecyl diethanol amine salt, 2-propyl-1-heptyl phosphate ester dodecyl diethanol amine salt, 10-methyl-1-decyl phosphate ester dodecyl diethanol amine salt, 2-butyl -1-octyl phosphate dodecyl diethanolamine salt, 2-butyl-1-decyl phosphate dodecyl diethanolamine salt, 11-methyl-1-dodecyl phosphate dodecyl phosphate Diethanolamine salt, 2-hexyl-1-octyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-decyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-octyl-1-decyl phosphorus Acid ester dodecyl diethanolamine salt, 2-octyl-1-dodecyl phosphate ester dodecyl diethanolamine salt, 2-decyl-1-tetradecyl phosphate ester dodecyl diethanolamine salt, 2- (1,3,3-trimethylbutyl) -5,7 , 7-trimethyl-1-octyl phosphate ester dodecyl diethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate ester dodecyl diethanolamine salt, 2- (1,5- Methylhexyl) -5,9-dimethyl-1-decyl phosphate ester dodecyl diethanolamine salt, etc., where the organic alcohol is a branched alcohol, 4) polyoxyethylene 2-mole addition 2-ethyl-1- Hexyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate potassium salt, polyoxy Ethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate potassium salt, polyoxyethylene 5-mol addition 2-hexyl-1- Decyl ether phosphate Steryl potassium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate sodium salt, Polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate sodium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate sodium salt, polyoxyethylene 2 mol addition 2-hexyl- 1-dodecyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate sodium salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate sodium salt, The organic alcohol is a branched alcohol, such as polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate sodium salt, and alkylene having 2 to 4 carbon atoms per 1 mol of the branched alcohol Alkali metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of oxide as raw material 5) Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphoric acid ester magnesium salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate magnesium, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl Ether Phosphate Magnesium Salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 4-mol addition polyoxy Propylene 3 mol addition 2-butyl-1-octyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-hexyl-1- Decyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate calcium salt, poly Xylethylene 2-mole addition 2-octyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 5-mole addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 4-mole addition polyoxypropylene 3-mole addition The organic alcohol, such as 2-butyl-1-octyl ether phosphate calcium salt, is a branched alcohol, and an alkylene oxide having 2 to 4 carbon atoms is added at a ratio of 1 to 10 mol with respect to 1 mol of the branched alcohol. 6) Polyoxyethylene 2-mole-added 2-ethyl-1-hexyl ether phosphate octylamine salt, polyoxyethylene 2-mole-added 2-hexyl-1- Decyl ether phosphate octylamine Salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2- Butyl-1-octyl ether phosphate octylamine salt, polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate dioctylamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate ester Octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 2 Mole addition 2-octyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-hexyl- -Decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate Dimethyldodecylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecylamine salt, poly Oxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate di Butylethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate dibutylethanolamine salt, poly Oxyethylene 2-mole addition 2-hexyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mole addition 2-octyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 5-mole addition 2 -Hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dibutylethanolamine Salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether Phosphate ester dodecyl diethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 4 mol addition poly The organic alcohol is a branched alcohol, such as 2-propyl-1-octyl ether phosphate dodecyl diethanolamine salt added with 3 moles of xylene, and 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms per mole of the branched alcohol. 7) Phosphoric acid ester amine salt using as a starting material, 7) 2-ethyl-1-hexyl phosphoric acid ester, 6-methyl-1-hexyl phosphoric acid ester, 7-methyl-1-heptyl phosphoric acid ester 2,6-dimethyl-4-heptyl phosphate, 2-propyl-1-heptyl phosphate, 10-methyl-1-decyl phosphate, 2-butyl-1-octyl phosphate, 2-butyl-1 -Decyl phosphate, 11-methyl-1-dodecyl phosphate, 2-hexyl -1-octyl phosphate, 2-hexyl-1-decyl phosphate, 2-hexyl-1-dodecyl phosphate, 2-octyl-1-decyl phosphate, 2-octyl-1-dodecyl phosphate, 2- Decyl-1-tetradecyl phosphate, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate, 2- (4-methylhexyl) -8-methyl At least one selected from phosphate esters in the case where the organic alcohol is a branched alcohol, such as -1-decyl phosphate ester and 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester preferable.

Among them, as the organic phosphate compound, 1) 2-ethyl-1-hexyl phosphate octylamine salt, 6-methyl-1-hexyl phosphate octylamine salt, 7-methyl-1-heptyl phosphate octyl Amine salt, 2,6-dimethyl-4-heptyl phosphate octylamine salt, 2-propyl-1-heptyl phosphate octylamine salt, 10-methyl-1-decyl phosphate octylamine salt, 2-butyl-1 -Octyl phosphate octylamine salt, 2-butyl-1-decyl phosphate octylamine salt, 11-methyl-1-dodecyl phosphate octylamine salt, 2-hexyl-1-octyl phosphate octylamine salt, 2 -Hexyl-1-decyl phosphate ester octyl Mine salt, 2-hexyl-1-dodecyl phosphate octylamine salt, 2-octyl-1-decyl phosphate octylamine salt, 2-octyl-1-dodecyl phosphate octylamine salt, 2-decyl-1-tetradecyl Phosphate octylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate octylamine salt, 2- (4-methylhexyl) -8-methyl -1-decyl phosphate octylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate octylamine salt, 2-ethyl-1-hexyl phosphate dioctylamine salt, 6 -Methyl-1-hexyl phosphate dioctylamine salt, 7-methyl-1-heptyluri Acid ester dioctylamine salt, 2,6-dimethyl-4-heptyl phosphate dioctylamine salt, 2-propyl-1-heptyl phosphate dioctylamine salt, 10-methyl-1-decyl phosphate dioctylamine salt, 2- Butyl-1-octyl phosphate dioctylamine salt, 2-butyl-1-decyl phosphate dioctylamine salt, 11-methyl-1-dodecyl phosphate dioctylamine salt, 2-hexyl-1-octyl phosphate dioctylamine Salt, 2-hexyl-1-decyl phosphate dioctylamine salt, 2-hexyl-1-dodecyl phosphate dioctylamine salt, 2-octyl-1-decyl phosphate dioctylamine salt, 2-octyl-1-dodecyl phosphate Geo Cutylamine salt, 2-decyl-1-tetradecylphosphate dioctylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate dioctylamine salt, 2 -(4-Methylhexyl) -8-methyl-1-decyl phosphate dioctylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dioctylamine salt, 2-ethyl -1-hexyl phosphate dimethyl dodecyl amine salt, 6-methyl-1-hexyl phosphate dimethyl dodecyl amine salt, 7-methyl-1-heptyl phosphate dimethyl dodecyl amine salt, 2,6-dimethyl-4-heptyl phosphate Ester dimethyl dodecyl amine salt, 2-propyl-1-heptyl phosphate ester Dimethyldodecylamine salt, 10-methyl-1-decylphosphate ester dimethyldodecylamine salt, 2-butyl-1-octylphosphate ester dimethyldodecylamine salt, 2-butyl-1-decylphosphate ester dimethyldodecylamine salt, 11- Methyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-octyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-dodecyl phosphate Dimethyldodecylamine salt, 2-octyl-1-decylphosphate dimethyldodecylamine salt, 2-octyl-1-dodecylphosphate dimethyldodecylamine salt, 2-decyl-1-tetradecylphosphate dimethyldodeci Amine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester dimethyldodecylamine salt, 2- (4-methylhexyl) -8-methyl-1- Decyl phosphate dimethyl dodecyl amine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-ethyl-1-hexyl phosphate dibutyl ethanolamine salt, 6 -Methyl-1-hexyl phosphate dibutylethanolamine salt, 7-methyl-1-heptyl phosphate dibutylethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dibutylethanolamine salt, 2-propyl-1- Heptyl phosphate dibutylethanolamine salt, 10-methyl -1-decyl phosphate dibutyl ethanolamine, 2-butyl-1-octyl phosphate dibutyl ethanolamine, 2-butyl-1-decyl phosphate dibutyl ethanolamine, 11-methyl-1-dodecyl phosphate dibutyl Ethanolamine salt, 2-hexyl-1-octyl phosphate dibutyl ethanolamine salt, 2-hexyl-1-decyl phosphate dibutyl ethanolamine salt, 2-hexyl-1-dodecyl phosphate dibutyl ethanolamine salt, 2-octyl -1-decyl phosphate dibutyl ethanolamine salt, 2-octyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-decyl-1-tetradecyl phosphate dibutyl ethanol amine salt, 2- (1 3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate dibutylethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dibutylethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dibutylethanolamine salt, 2-ethyl-1-hexyl phosphate dodecyl diethanolamine salt, 6-methyl-1-hexyl phosphate dodecyl Diethanolamine salt, 7-methyl-1-heptyl phosphate dodecyl diethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dodecyl diethanolamine salt, 2-propyl-1-heptyl phosphate dodecyl diethanolamine salt, 10-methyl- -Decyl phosphate dodecyl diethanolamine salt, 2-butyl-1-octyl phosphate dodecyl diethanolamine salt, 2-butyl-1-decyl phosphate dodecyl diethanolamine salt, 11-methyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2- Hexyl-1-octyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-decyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-octyl-1-decyl phosphate dodecyl diethanolamine salt 2-octyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-decyl-1-tetradecyl phosphate dodecyl diethanol amine Min salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester dodecyl diethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphorus Phosphate ester amine salt when the organic alcohol is a branched alcohol, such as acid ester dodecyl diethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester dodecyl diethanolamine salt, 2 ) Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2 -Octyl-1-decyl ether phosphate octyl Mineral salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 5 mol Addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2 -Ethyl-1-hexyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphorus acid Stediodioctylamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol Addition 2-ethyl-1-hexyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2 -Octyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl Ether phosphate dimethyl dodecylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl Ether phosphoric acid ester dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dibutyl ethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether Acid ester dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dibutylethanolamine Salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 4 Mole addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate ester Diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol Addition 2-hexyl-1-dodecyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl Ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dodecyl diethanolo An amine salt of a phosphate ester using, as a raw material, an organic alcohol which is a branched alcohol, such as an amine amine salt, and an alkylene oxide having 2 to 4 carbon atoms added to 1 mol of the branched alcohol at a ratio of 1 to 10 mol 3) 2-ethyl-1-hexyl phosphate magnesium salt, 6-methyl-1-hexyl phosphate magnesium salt, 7-methyl-1-heptyl phosphate magnesium salt, 2,6-dimethyl-4-heptyl phosphate Ester magnesium salt, 2-propyl-1-heptyl phosphate magnesium salt, 10-methyl-1-decyl phosphate magnesium salt, 2-butyl-1-octyl phosphate magnesium salt, 2-butyl-1-decyl phosphate Ester magnesium salt, 11-methyl-1-dodecyl Acid ester magnesium salt, 2-hexyl-1-octyl phosphate magnesium salt, 2-hexyl-1-decyl phosphate magnesium salt, 2-hexyl-1-dodecyl phosphate magnesium salt, 2-octyl-1-decyl phosphate Ester magnesium salt, 2-octyl-1-dodecyl phosphate magnesium salt, 2-decyl-1-tetradecyl phosphate magnesium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl -1-octyl phosphate magnesium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate magnesium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1- Decyl phosphate magnesium salt, 2-ethyl-1-hexyl phosphorus Ester calcium salt, 6-methyl-1-hexyl phosphate calcium salt, 7-methyl-1-heptyl phosphate calcium salt, 2,6-dimethyl-4-heptyl phosphate calcium salt, 2-propyl-1- Putyl phosphate calcium salt, 10-methyl-1-decyl phosphate calcium salt, 2-butyl-1-octyl phosphate calcium salt, 2-butyl-1-decyl phosphate calcium salt, 11-methyl-1-dodecyl phosphorus Acid ester calcium salt, 2-hexyl-1-octyl phosphate calcium salt, 2-hexyl-1-decyl phosphate calcium salt, 2-hexyl-1-dodecyl phosphate calcium salt, 2-octyl-1-decyl phosphate Ester calcium salt, 2-oct Til-1-dodecyl phosphate calcium salt, 2-decyl-1-tetradecyl phosphate calcium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate Ester calcium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate calcium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate calcium salt, etc. And 4) polyoxyethylene 2-mole addition 2-ethyl-1-hexyl ether phosphate magnesium salt, polyoxyethylene 2-mole addition 2- Hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2 Octyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate magnesium Salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate magnesium salt, polyoxy Ethylene 2-mole addition 2-ethyl-1-hexyl ether phosphate calcium salt, polyoxyethylene 2-mole addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2-mole addition 2-octane Ru-1-decyl ether phosphate calcium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate calcium Salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate calcium salt, From an alkaline earth metal salt of an organic phosphate using as a raw material an organic alcohol which is a branched alcohol, and an alkylene oxide having 2 to 4 carbon atoms added to 1 mol of the branched alcohol at a ratio of 1 to 10 mol At least one chosen is more preferred That's right.

  Examples of the organic alcohol that forms the organic phosphate compound include 1) 1-hexanol, 2-hexanol, 1-octanol, 1-decanol, 1-dodecanol, 2-dodecanol, 1-tridecanol, 1-tetradecane 1-pentadecanol, 1-hexadecanol, 1-heptadecanol, 1-octadecanol, 1-eicosanol, 1-docosanol, 1-tetracosanol, 1-trioctacosanol, cis-9-octadecene -1-ol, linear alcohols such as 9Z, 12Z-octadecadien-1-ol (specifically, commercially available products are trade names NACOL6-98 manufactured by sasol, commercial names NACOL8-98 manufactured by sasol, Product name n-octanol manufactured by Kuraray Co., Ltd., product name NACO manufactured by sasol 10-97, trade name 1-decanol, manufactured by Showa Chemical Co., Ltd., trade name Calcoal 1098, manufactured by Kao Corporation, trade name NACOL12-96, manufactured by sasol Co., Ltd., trade name 1-dodecanol, manufactured by Showa Chemical Co., Ltd. Name Calcoal 2098, trade name NACOL 14-95 manufactured by Sasol Corporation, trade name Calcoal 4098 manufactured by Kao Corporation, trade name 1-Hexadecanol manufactured by Hayashi Junyaku Kogyo Co., Ltd., trade name Calcoal 6098 manufactured by Kao Corporation, manufactured by Sasol Corporation Product name NACOL16-95, product name Calcoal 8098 manufactured by Kao Corporation, product name NACOL18-98 manufactured by Sasol, product name NACOL20-95 manufactured by Sasol, product name Calcol 200GD manufactured by Kao Corporation, product manufactured by Sasol Name NACOL22-98, product name Calcoal 220-80 manufactured by Kao Corporation), 2) 2- Tyl-1-hexanol, 2-methyl-1-hexanol, 7-methyl-1-heptanol, 2,6-dimethyl-4-heptanol, 3,5,5-trimethyl-1-hexanol, 2-propyl-1 -Heptanol, 10-methyl-1-decanol, 2-butyl-1-octanol, 2-butyl-1-decanol, 11-methyl-1-dodecanol, 2-hexyl-1-octanol, 2-hexyl-1- Decanol, 2-hexyl-1-dodecanol, 2-octyl-1-decanol, 2-octyl-1-dodecanol, 2-decyl-1-tetradecanol, 2- (1,3,3-trimethylbutyl) -5 , 7,7-trimethyl-1-octanol, 2- (4-methylhexyl) -8-methyl-1-decanol, 2- (1,5-dimethylhexene) Sil) -5,9-dimethyl-1-decanol and other branched alcohols (specifically, as commercial products, trade name 2-ethylhexanol (2EH) manufactured by Mitsubishi Chemical Corporation, trade name 2-ethyl manufactured by Sankyo Chemical Co., Ltd.) Hexanol, trade name Octanol from KH Neochem, trade name Nonanol from KH Neochem, trade name Oxocol 900 from KH Neochem, trade name Tridecanol from KH Neochem, tradename Exxal 13 tridecyl alcohol from ExxonMobil Chemical Product name ISOFOL12 from sasol, product name ISOFOL14T from sasol, product name ISOFOL16 from sasol, product name ISOFOL18T from sasol, product name ISOFOL18E from sasol, product name from sasol SOFOL 20, trade name SAFOL23 Alcohol manufactured by sasol, trade name Fine Oxo Coal 180 manufactured by Nissan Chemical Industries, Ltd., trade name Fine Oxo Coal 180N manufactured by Nissan Chemical Industries, Ltd., trade name Fine Oxo Coal 180T manufactured by Nissan Chemical Industries, Ltd. For example, trade name Fineoxocol 1600 manufactured by Nissan Chemical Industries, trade name Fineoxocol 2000 manufactured by Nissan Chemical Industries, trade name NEODOL23 manufactured by Shell Chemicals, trade name NEODOL45 manufactured by Shell Chemicals, etc.).

  Among these, as the organic alcohol, 1) 2-ethyl-1-hexanol, 2-methyl-1-hexanol, 7-methyl-1-heptanol, 2,6-dimethyl-4-heptanol, 3,5,5- Trimethyl-1-hexanol, 2-propyl-1-heptanol, 10-methyl-1-decanol, 2-butyl-1-octanol, 2-butyl-1-decanol, 11-methyl-1-dodecanol, 2-hexyl -1-octanol, 2-hexyl-1-decanol, 2-hexyl-1-dodecanol, 2-octyl-1-decanol, 2-octyl-1-dodecanol, 2-decyl-1-tetradecanol, 2- ( 1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octanol, 2- (4-methylhexyl) -8-methyl- -Branched aliphatic alcohols such as decanol and 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decanol (specifically, commercially available products are trade names 2-ethylhexanol (manufactured by Mitsubishi Chemical Corporation) 2EH), Sankyo Chemical Co., Ltd., trade name 2-ethylhexanol, KH Neochem, trade name Octanol, KH Neochem, trade name Nonanol, KH Neochem, trade name Oxocol 900, KH Neochem, trade name Tridecanol, trade name Exxal 13 tridecyl alcohol from ExxonMobil Chemical, trade name ISOFOL12 from sasol, trade name ISOFOL14T from sasol, trade name ISOFOL16 from sasol, trade name ISOFOL16 from sasol, trade name ISO from Fol Product name ISOFOL18E, product name ISOFOL20 manufactured by sasol, product name SAFOL23 Alcohol manufactured by sasol, product name Fineoxocol 180 manufactured by Nissan Chemical Industries, Ltd. product name Fineoxocor 180N manufactured by Nissan Chemical Industries, Nissan Chemical Industries Product name Fineoxocol 180T, product name Fineoxocol 1600 manufactured by Nissan Chemical Industries, Ltd. Product name Fineoxocol 2000 manufactured by Nissan Chemical Industries, product name NEODOL23 manufactured by Shell Chemicals, product manufactured by Shell Chemicals Name NEODOL 45 etc.) is preferred.

  Examples of the alkylene oxide having 2 to 4 carbon atoms added to the organic alcohol include ethylene oxide and propylene oxide.

The treatment agent of the present invention has a total concentration of inorganic phosphoric acid and inorganic phosphate in the treatment agent of the present invention of 1000 ppm or less, and in particular, the total concentration of inorganic phosphoric acid and inorganic phosphate is 200 ppm or less. In particular, the total concentration of inorganic phosphoric acid and inorganic phosphate is 5 to 180 ppm. The total concentration of inorganic phosphoric acid and inorganic phosphate can be quantified by measuring phosphate ion (PO ₄ ³⁻ ) obtained by analysis by ion chromatography. In the present invention, inorganic phosphoric acid and inorganic phosphoric acid are used. The total salt concentration is a numerical value obtained by analysis using such an ion chromatograph. Specifically, the total concentration of inorganic phosphoric acid and inorganic phosphate can be determined as follows. 10 g of precisely weighed treatment agent, 50 mL of hexane, 40 mL of isopropanol, 50 mL of methanol, and 5 mL of ultrapure water are added to a separatory funnel, and after sufficiently stirring, the mixture is allowed to stand and be separated. 2 mL of the branched lower layer portion is taken out, passed through an ODS (a silica gel having an octadecyl group chemically bonded) pretreatment cartridge, and the liquid from which the lipophilic substance has been removed is subjected to ion chromatography analysis. Ion chromatography is performed under the following conditions. A detection amount is prepared based on a peak area ratio with respect to a standard solution with a known concentration, and a phosphate ion (PO ₄ ³⁻ ) concentration contained in the treatment agent is obtained.

Ion chromatographic conditions Equipment: Product name IC20 Ion Chromatograph made by Dionex
Analysis column: Dionex IonPac AS4A-SC, inner diameter 4.0 mm × length 250 mm
Guard column: Dionex IonPac AG4A-SC, inner diameter 4.0 mm × length 50 mm
Eluent: 1.8 mmol Na ₂ CO ₃ , 1.7 mmol NaHCO ₃
Flow rate: 1.3ml / min

In the treatment agent of the present invention, examples of the inorganic phosphoric acid include phosphoric acid (H ₃ PO ₄ ), and examples of the inorganic phosphate include tripotassium phosphate (K ₃ PO ₄ ), trisodium phosphate (Na ₃ PO ₄ ), trimagnesium phosphate (Mg ₃ (PO ₄ ) ₂ ), tricalcium phosphate (Ca ₃ (PO ₄ ) ₂ ), and phosphate amine salts. Here, the phosphoric acid amine salt is a salt of the above-described inorganic phosphoric acid and amine, and examples of the amine include octylamine, dioctylamine, dimethyldodecylamine, dibutylethanolamine, dodecyldiethanolamine and the like.

  The treatment agent of the present invention is not particularly limited in the content ratio of the smoothing agent and the organic phosphate ester compound, but the smoothing agent is 80 to 99.99 mass% so that the total of both content ratios is 100 mass%. And what contains the organic phosphate ester compound in the ratio of 0.01-20 mass% is preferable.

  The treatment agent of the present invention can be used in combination with other components as necessary within the range not impairing the effects of the present invention. Such other components include modified silicone oils and silicones such as amino-modified polydimethylsiloxane, polyether-modified polydimethylsiloxane, carboxy-modified polydimethylsiloxane, epoxy-modified polydimethylsiloxane, mercapto-modified polydimethylsiloxane, and alkyl-modified polydimethylsiloxane. Resin, binders represented by nonionic surfactants and higher alcohols, antistatic agents represented by ionic surfactants, wettability improvers, UV absorbers, antioxidants, preservatives, etc. Known ingredients can be used as the agent.

  Known methods can be applied to the preparation of the treatment agent of the present invention.

  Next, the elastic fiber according to the present invention (hereinafter referred to as the elastic fiber of the present invention) will be described. The elastic fiber of the present invention is an elastic fiber to which the treatment agent of the present invention described above is attached. Although there is no restriction | limiting in particular about the adhesion amount of the processing agent of this invention with respect to an elastic fiber, What adheres in the ratio of 0.1-10 mass% is preferable.

  Examples of the elastic fiber include polyester-based elastic fiber, polyamide-based elastic fiber, polyolefin-based elastic fiber, polyurethane-based elastic fiber, and the like, and polyurethane-based elastic fiber is particularly preferable.

  The treatment agent of the present invention is preferably attached to the elastic fiber by the neat oiling method without diluting in the spinning process of the elastic fiber. As an adhesion method, known methods such as a roller oil supply method, a guide oil supply method, and a spray oil supply method can be applied. The oil supply roller is generally located between the base and the winding traverse, and can be applied to the elastic fiber of the present invention. Among them, the oil supply roller is located between the drawing roller and the drawing roller. When the treatment agent of the present invention is adhered to the polyurethane elastic fiber, the effect is remarkable.

  The elastic fiber of the present invention can be produced by a known method. Examples thereof include a wet spinning method, a melt spinning method, and a dry spinning method. Of these, the dry spinning method is preferable from the viewpoint of the quality of the elastic fiber and the production efficiency.

  According to the present invention described above, the elastic fiber is imparted with excellent antistatic properties and durability, and even when the yarn to which the treatment agent is attached is stored for a long period of time, the yarn is hardly colored. There is an effect that high stability can be maintained even after long-term storage.

  Hereinafter, in order to make the configuration and effects of the present invention more specific, examples and the like will be described. However, the present invention is not limited to these examples. In the following Examples and Comparative Examples, “part” means “part by mass” and “%” means “% by mass”.

Test category 1 (Preparation of organophosphates and organophosphate salts)
-Preparation of organophosphate ester salt (P-1) To a 2 L flask was added 433 g of 3,5,5-trimethyl-1-hexanol (average carbon number 9, carbon number 7-10 and carbon number 9 is the main component). Then, after dehydration under reduced pressure at 70 ° C. with stirring, 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C., followed by aging reaction at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 87 g of magnesium hydroxide was added for neutralization to obtain an organic phosphate ester salt (P-1).

-Preparation of organophosphate ester salt (P-2) To a 2 L flask, 546 g of 2-ethyl-1-hexyl ether added with 2 mol of polyoxyethylene was added, and after dehydration under reduced pressure at 70 ° C with stirring, at 50 to 70 ° C. After gradually adding 284 g of diphosphorus pentoxide, the mixture was aged at 70-80 ° C. for 4 hours. After cooling to room temperature, 739 g of magnesium stearate was added and neutralized to obtain an organic phosphate ester salt (P-2).

-Preparation of organophosphate ester salt (P-3) To a 2 L flask, 811 g of 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octanol was added and stirred at 70 ° C. After dehydration under reduced pressure, 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C., followed by aging reaction at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 520 g of dibutylethanolamine was added for neutralization to obtain an organic phosphate ester salt (P-3).

-Preparation of organophosphate ester salt (P-4) To a 2 L flask, 601 g of 11-methyl-1-dodecanol (average 13 carbon atoms, 10 to 15 carbon atoms and 13 carbon atoms as a main component) was added and stirred. After dehydration under reduced pressure at 70 ° C., 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C., followed by aging reaction at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 111 g of calcium hydroxide was added for neutralization to obtain an organic phosphate ester salt (P-4).

Preparation of organophosphate ester salt (P-5) 746 g of 2-octyl-1-dodecanol was added to a 2 L flask, and after dehydration under reduced pressure at 70 ° C. with stirring, 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C. Then, the mixture was aged at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 73 g of magnesium hydroxide was added for neutralization to obtain an organic phosphate ester salt (P-5).

-Preparation of organophosphate ester salt (P-6) 727 g of 2-hexyl-1-decanol was added to a 2 L flask, and after dehydration under reduced pressure at 70 ° C with stirring, 284 g of diphosphorus pentoxide was gradually added at 50-70 ° C. Then, the mixture was aged at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 640 g of dimethyldodecylamine was added for neutralization to obtain an organic phosphate ester salt (P-6).

Preparation of organophosphate ester salt (P-7) In a 2 L flask, 2-hexyl-1-decanol / 2-octyl-1-decanol / 2-hexyl-1-dodecanol / 2-octyl-1-dodecanol = 5 After adding 676 g of alcohol mixture of / 45/45/5 (mass ratio), dehydrating under reduced pressure at 70 ° C. with stirring, gradually adding 284 g of diphosphorus pentoxide at 50 to 70 ° C., and then adding 4 at 70 to 80 ° C. The reaction was allowed to age for aging. After cooling to room temperature, 684 g of dodecyldiethanolamine was added for neutralization to obtain an organic phosphate ester salt (P-7).

Preparation of organophosphate ester salt (P-8) 727 g of 2-hexyl-1-decanol was added to a 2 L flask, dehydrated under reduced pressure at 70 ° C. with stirring, and 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C. Then, the mixture was aged at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 520 g of dibutylethanolamine was added for neutralization to obtain an organic phosphate ester salt (P-8).

Preparation of organophosphate ester salt (P-9) 518 g of isotridecanol (average carbon number of 13.5, carbon number of 11 to 14 and carbon number of 13 as a main component) was added to a 2 L flask and stirred for 50. After gradually adding 284 g of diphosphorus pentoxide at ˜70 ° C., the mixture was aged at 70-80 ° C. for 4 hours. After cooling to room temperature, 739 g of magnesium stearate was added and neutralized to obtain an organic phosphate ester salt (P-8).

Preparation of organophosphate ester (P-10) In a 2 L flask, 2-hexyl-1-decanol / 2-octyl-1-decanol / 2-hexyl-1-dodecanol / 2-octyl-1-dodecanol = 18 / Add 905 g of compound with an average of 2 moles of ethylene oxide to a 24/28/30 (mass ratio) alcohol mixture, dehydrate under reduced pressure at 70 ° C. with stirring, and gradually add 284 g of diphosphorus pentoxide at 50 to 70 ° C. After that, an aging reaction was performed at 70 to 80 ° C. for 4 hours to obtain an organic phosphate ester (P-10).

Test category 2 (Preparation of treatment agent for elastic fibers)
Example 1
As a smoothing agent, 37 parts of polydimethylsiloxane (L-1: trade name KF-96-10cs manufactured by Shin-Etsu Chemical Co., Ltd.) and mineral oil (L-3: trade name of Diana Fresia manufactured by Idemitsu Kosan Co., Ltd.) W8 ) 60 parts, 3 parts of the phosphate ester salt (P-1) described in Table 2 prepared in Test Category 1 as an organophosphate compound was uniformly mixed to prepare the elastic fiber treatment agent of Example 1 . When this elastic fiber treatment agent was analyzed by ion chromatography as described above, the total concentration of inorganic phosphoric acid and inorganic phosphate obtained from the phosphate ion concentration was 30 ppm.

Examples 2-12, Comparative Examples 1, 4 and 5
In the same manner as in Example 1, the smoothing agent and the organic phosphate ester compound were uniformly mixed at the ratios shown in Table 3 to prepare the elastic fiber treatment agents of Examples 2 to 12, Comparative Examples 1, 4 and 5. The total concentration of inorganic phosphoric acid and inorganic phosphate of these elastic fiber treatment agents was determined.

Comparative example 2
As a smoothing agent, 45 parts of polydimethylsiloxane (L-1: trade name KF-96-10cs made by Shin-Etsu Chemical Co., Ltd.) and mineral oil (L-3: trade name Diana Fresia, manufactured by Idemitsu Kosan Co., Ltd.) W8 ) 50 parts, 5 parts of the phosphate ester salt (P-1) prepared in Test Category 1 as an organophosphate compound and 0.2 parts of phosphoric acid were mixed uniformly to obtain the elasticity of Comparative Example 2 A treating agent for fibers was prepared. When this elastic fiber treating agent was analyzed by ion chromatography as described above, the total concentration of inorganic phosphoric acid and inorganic phosphate obtained from the phosphate ion concentration was 2050 ppm.

Comparative example 3
50 parts of polydimethylsiloxane (L-1: trade name KF-96-10cs manufactured by Shin-Etsu Chemical Co., Ltd.) and mineral oil (L-3: trade name Diana Fresia manufactured by Idemitsu Kosan Co., Ltd.) listed in Table 1 as a smoothing agent ) 50 parts of the mixture were uniformly mixed to prepare the elastic fiber treating agent of Comparative Example 3. When this elastic fiber treating agent was analyzed by ion chromatography as described above, the total concentration of inorganic phosphoric acid and inorganic phosphate obtained from the phosphate ion concentration was 1 ppm or less.

The contents of the smoothing agent used in the preparation of the elastic fiber treatment agent in each of the above examples are shown in Table 1, the contents of the phosphate ester compound in Table 2, and the contents of the elastic fiber treatment agent in each of the further prepared examples. Table 3 summarizes the results.

In Table 1,
L-1: Trade name KF96-10cs manufactured by Shin-Etsu Chemical Co., Ltd.
L-2: Trade name KF96-100cs manufactured by Shin-Etsu Chemical Co., Ltd.
L-3: Trade name Diana Fresia W8 manufactured by Idemitsu Kosan Co., Ltd.
L-4: Trade name Pure Spin RC manufactured by Cosmo Oil Lubricants
L-5: Trade name Ultra S3 manufactured by S-OIL
L-6: Product name Pure Spin RB manufactured by Cosmo Oil Lubricants
L-7: Product name SUN 60N manufactured by Nippon Oil Corporation
l-1: Nippon Sun Oil Co., Ltd. trade name SUN 100N

In Table 2,
Number of moles of EO addition: Number of moles of ethylene oxide added to 1 mole of organic alcohol P-1: 3,5,5-trimethyl-1-hexanol Phosphoric acid ester magnesium salt P-2: Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphoric acid ester magnesium salt P-3: 2- (1,3,3-trimethylbutyl) -5,7, 7-Trimethyl-1-octanol phosphate ester dibutylethanolamine salt P-4: 11-methyl-1-dodecanol (average 13 carbon atoms, 10 to 15 carbon atoms and 13 carbon atoms as the main component) calcium phosphate ester Salt P-5: Phosphate ester magnesium salt of 2-octyl-1-dodecanol P-6: Phosphoric acid ester of 2-hexyl-1-decanol Terdimethyldodecylamine salt P-7: 2-hexyl-1-decanol phosphate dodecyl diethanolamine salt / 2-octyl-1-decanol phosphate dodecyl diethanolamine salt / 2-hexyl-1-dodecanol phosphate Dodecyl diethanolamine salt / 2-octyl-1-dodecanol phosphate ester Dodecyl diethanolamine salt mixture of 5/45/45/5 (mass ratio) P-8: 2-hexyl-1-decanol phosphate ester dibutylethanolamine Salt P-9: Phosphate ester magnesium salt of isotridecanol (average carbon number 13.5, carbon number 11 to 14 and carbon number 13 is main component) P-10: 2-hexyl-1-decanol / 2- Octyl-1-decanol / 2-hexyl-1-dodecano Phosphoric acid esters of Le / 2-octyl-1-dodecanol = 18/24/28/30 compound of ethylene oxide and average 2 mol added to the alcohol mixture (weight ratio)

Test category 3 (Manufacture of elastic fibers)
An N, N-dimethylacetamide solution (35% by mass solution) of polyurethane composed of tetramethylene ether glycol having a molecular weight of 2900, bis- (p-isocyanatephenyl) -methane and ethylenediamine was polymerized to obtain a polymer solution (A).

  Separately, polyurethane (trade name Metachlor (registered trademark) 2462 manufactured by DuPont) formed by reaction of t-butyldiethanolamine and methylene-bis- (4-cyclohexylisocyanate) as an antioxidant, p-cresol, A 2: 1 (mass ratio) mixture with a condensation polymer of divinylbenzene (trade name Metachlor (registered trademark) 2390 manufactured by DuPont) was used, and an N, N-dimethylacetamide solution (35 mass%) of this mixture was used. Solution) was prepared and used as additive solution (B).

  Uniform mixing was performed so that the polymer solution (A) was 96% by mass and the additive solution (B) was 4% by mass to obtain a spinning dope.

  Using the spinning dope thus obtained, a 44 dtex / 3 fil multifilament polyurethane elastic fiber was spun by a dry spinning method used in a known spandex, and between the drawing roller and the drawing roller before winding. The elastic fiber treatment agent of each example prepared in Test Category 2 was roller-fed in a neat state from the oiling roller located. The roller oiled in this way is wound using a surface drive winder through a traverse guide that gives a winding width of 38 mm to a 58 mm long cylindrical paper tube at a winding speed of 600 m / min, and is dry-type A 500 g package of spun polyurethane elastic fibers was obtained. The amount of adhesion of the treatment agent for polyurethane-based elastic fibers was adjusted to 5% by adjusting the number of rotations of the oiling roller. The dry-spun polyurethane elastic fiber package thus obtained was used for the following measurements and evaluations, and the results are summarized in Table 3.

Test Category 4 (Evaluation of Elastic Fiber Treatment Agent and Elastic Fiber)
-Antistatic property A chrome-plated satin pin having a diameter of 1 cm and a surface roughness of 2S is arranged between two free rollers, and the contact angle of the polyurethane elastic fiber drawn from the yarn package is 90 with respect to this chrome-plated satin pin. It was to be a degree. An electrostatic potential measuring device (trade name KSD-0103, manufactured by Kasuga Denki Co., Ltd.) is placed at a position 1 cm below the chrome-plated satin pin, and sent out at 25 ° C. and 60% RH at a speed of 50 m / min. The electricity generated when wound at a speed of 100 m / min was measured and evaluated according to the following criteria.

Antistatic evaluation criteria ○: Generated electricity is less than 100 volts (can be operated stably)
X: Generated electricity is 100 volts or more (yarns close in the warping process, causing problems in operation)

・ Friction characteristics Using a friction meter (trade name SAMPLE Friction Unit Model TB-1 manufactured by Eiko Sokki Co., Ltd.), a chrome-plated satin pin with a surface roughness of 2S and a diameter of 1cm is placed between two free rollers. The contact angle of the polyurethane elastic fiber drawn from each package (500 g winding) obtained in the test category 3 was set to 90 degrees with respect to the plated satin pin. Applying 5g of initial tension (T1) on the inlet side at 25 ° C and 60% RH, measuring the secondary tension (T2) on the outlet side when running at a speed of 100m / min for 120 minutes every second did. At this time, the difference between the average friction coefficient between 1 minute and 2 minutes after the start of measurement and the average friction coefficient between 119 minutes and 120 minutes after the start of measurement was obtained by the following formula 1, and evaluated according to the following criteria.

In Equation 1,
T _1S: Mean value T _2S of T1 tension between the measurement start after 1 to 2 minutes: Mean value T _1E of T2 tension between the measurement start after 1 to 2 minutes: after the start of the measurement 119 minutes to 120 mean values of T1 tension between min T _2E: the average value of T2 tension between the start of measurement after 119 minutes to 120 minutes

Evaluation criteria for friction characteristics ◎: Difference in friction coefficient is less than 0.05 ○: Difference in friction coefficient is 0.05 or more and less than 0.1 ×: Difference in friction coefficient is 0.1 or more

Stability 100 g of the elastic fiber treatment agent of each example prepared in Test Category 3 was placed in a glass bottle and allowed to stand at 25 ° C. for 1 week, and then the stability was evaluated according to the following criteria.

Evaluation criteria for stability ○: There was no gel-like precipitation at the bottom of the glass bottle, and the same state as at the time of preparation was maintained by stirring at 50 rpm.
X: Gel-like precipitation was generated at the bottom of the glass bottle, and it was not restored to the same state as at the time of preparation by stirring at 50 rpm.

-Coloring of thread The end face part of the package (500 g winding) to which the treatment agent for elastic fiber of each example obtained in Test Category 3 was attached was b with a color difference meter (trade name color difference meter CR-300 manufactured by MINOLTA). After measuring the value, it was stored for one week while irradiating with an ultraviolet ray irradiation device. With respect to the package after storage, the b value of the same end face portion measured before the ultraviolet irradiation was measured by the above color difference meter. At this time, the difference in b value before and after storage for 1 month under ultraviolet rays was determined, and the coloring of the yarn was evaluated according to the following criteria.

Evaluation criteria for coloring of yarn ○: Difference in b value is less than 1.
X: The difference of b value is 1 or more.

  As is clear from the results of Table 3 corresponding to Table 1 and Table 2, according to the present invention, the elastic fiber is imparted with excellent antistatic properties and durability and has a treatment agent attached thereto. Even when stored for a long time, coloring of the yarn hardly occurs, and even when the treatment agent is stored for a long time, high stability can be maintained.

  The present invention provides elastic fibers with excellent antistatic and long-lasting frictional characteristics, and even when the yarn to which the treatment agent is attached is stored for a long time, the yarn is hardly colored, and the treatment agent is stored for a long time. It is related with the elastic fiber processing agent which can maintain high stability, and the elastic fiber to which this elastic fiber processing agent has adhered.

  Conventionally, as an elastic fiber treatment agent having excellent antistatic properties, an agent containing at least one base component selected from silicone oil, mineral oil and ester oil, and alkyl phosphate ester and / or a salt thereof has been proposed. (For example, refer to Patent Document 1). However, although such a conventional processing agent for elastic fibers has the advantage of being able to impart excellent antistatic properties, 1) friction with a roller that passes when the yarn travels over time 2) The yarn breaks during long-time operation. 2) The long-term storage of the treatment agent causes the precipitation of a gel-like material and makes it difficult to demonstrate the performance of the original treatment agent. If the adhered yarn is stored for a long time, there is also a problem that the yarn is colored over time.

International Publication No. 2016/129357

  The problem to be solved by the present invention is that the elastic fiber is imparted with excellent anti-static properties and durability, and the yarn is not easily colored even if the yarn to which the treatment agent is attached is stored for a long period of time. The present invention provides a treatment agent for elastic fibers that can maintain high stability even when the agent is stored for a long period of time, and an elastic fiber to which the treatment agent for elastic fibers is attached.

  As a result, the present inventors have studied to solve the above problems, and as a result, in the processing agent for elastic fibers containing a smoothing agent and an organic phosphate compound, the smoothing agent is a specific smoothing agent, In addition, the treatment agent for elastic fiber in which the organic phosphate compound is a specific organophosphate compound and the total concentration of inorganic phosphoric acid and inorganic phosphate in the treatment agent for elastic fiber is not more than a specific concentration is correct. It was found to be suitable.

That is, the present invention relates to a processing agent for elastic fibers comprising a smoothing agent and an organophosphate compound, wherein the smoothing agent is the following smoothing agent, and the organophosphate compound is the following organophosphate compound: And the total concentration of inorganic phosphoric acid and inorganic phosphate in the elastic fiber treatment agent is 200 ppm or less. The present invention also relates to an elastic fiber to which such a processing agent for elastic fiber is attached.

  Smoothing agent: A smoothing agent containing mineral oil, wherein the mineral oil contains a paraffin content of 40% by mass or more and an aroma content of 10% by mass or less.

  Organic phosphoric ester compound: at least one selected from organic alcohol and a compound obtained by adding 1 to 10 moles of an alkylene oxide having 2 to 4 carbon atoms to 1 mole of organic alcohol, diphosphorus pentoxide or oxyhalogenated Organophosphate obtained by reacting with phosphorus and / or a salt thereof.

First, the processing agent for elastic fibers according to the present invention (hereinafter referred to as the processing agent of the present invention) will be described. The processing agent of the present invention is a processing agent for elastic fibers comprising a smoothing agent and an organic phosphate compound, wherein the smoothing agent is the smoothing agent, and the organic phosphate compound is the organic phosphoric acid. An elastic fiber treatment agent that is an ester compound and has a total concentration of inorganic phosphoric acid and inorganic phosphate in the treatment agent for elastic fibers of 200 ppm or less.

  The smoothing agent used in the treatment agent of the present invention is a smoothing agent containing mineral oil, and the mineral oil contains a paraffin content of 40% by mass or more and an aroma content of 10% by mass or less. Especially, what contains 0-80 mass% of silicone and 20-100 mass% of mineral oil is preferable so that the sum total of the content rate of silicone and mineral oil may be 100 mass%.

The qualitative and content of paraffin and aroma in mineral oil can be determined by ring analysis according to the ndM method defined in ASTM D3238. It is synonymous with the value of described C _P %, C _N %.

As the mineral oil used for the smoothing agent, commercially available products can be used. For example, the product name Stomol 40 manufactured by Sonneborn, the product name Carnation manufactured by Sonneborn, and the product name Cosmo Pure manufactured by Cosmo Oil Lubricants Co., Ltd. Spin D, Cosmo Oil Lubricants Cosmo Pure Spin RC, Cosmo Oil Lubricants Cosmo Pure Spin RB, Fuji Kosan Co., Ltd. Fukkor NT-60, Fuji Kosan Co., Ltd. -100, trade name Ultra-S 2 from S-OIL, trade name Ultra-S 3 from S-OIL, trade name YUBASE 3 from SK Lubrants, trade name YUBASE 4 from SK Lubrants, Idemitsu Product name Diana Fresia W8, Idemitsu Product name Diana Fresia W32, manufactured by Kosan Co., Ltd. Product name Diana Fresia G9, manufactured by Idemitsu Kosan Co., Ltd. Product name Diana Fresia K8, manufactured by Idemitsu Kosan Co., Ltd. Product name Cristol N72 manufactured by ExxonMobil Corp. Examples thereof include spindle oil and liquid paraffin having a viscosity of ² to 100 mm ² / s at 25 ° C., such as the name SUN 60N. These may be used alone or in combination of two or more.

As the silicone used as the smoothing agent, a commercially available product can also be used. Examples thereof include trade name KF-96-10cs made by Shin-Etsu Chemical Co., Ltd., trade name KF-96 made by Shin-Etsu Chemical Co., Ltd. -20cs, Shin-Etsu Chemical Co., Ltd. trade name KF-96-50cs, Shin-Etsu Chemical Co., Ltd. trade name KF-96-100cs, Shin-Etsu Chemical Co., Ltd. trade name KF-96-1000cs, Shin-Etsu Chemical Co., Ltd. Product name KF-96-1cs, product name KF-50-100cs made by Shin-Etsu Chemical Co., Ltd. product name KF-4003 made by Shin-Etsu Chemical Co., Ltd. product name KF-4917 made by Shin-Etsu Chemical Co., Ltd., Momentive・ Product name TSF451-10 manufactured by Performance Materials, product name TSF451-20 manufactured by Momentive Performance Materials, Toray Dow Corning Inc. under the trade name SH200-10CS, trade name SH510-100CS etc. manufactured by Dow Corning Toray Co., Ltd., both a viscosity at 25 ° C. for 2 to 100 mm ² / s polydimethylsiloxane, polyalkyl siloxanes, polyalkyl phenyl siloxanes Etc. These may be used alone or in combination of two or more.

  As components that can be used as a smoothing agent, in addition to the mineral oil and silicone described above, esters and other components known as a smoothing agent can be used.

  The organic phosphate ester compound to be used for the treating agent of the present invention is at least one selected from a compound in which an alkylene oxide having 2 to 4 carbon atoms is added at a ratio of 1 to 10 moles with respect to 1 mole of an organic alcohol and an organic alcohol; An organic phosphate ester obtained by reacting diphosphorus pentoxide or phosphorus oxyhalide and / or a salt thereof. Among them, the organic alcohol that forms the organic phosphate ester compound is a branched aliphatic alcohol. Some are preferable, and more preferably, the organic phosphate compound is at least one selected from amine salts and alkaline earth metal salts of organic phosphate esters.

Specific examples of the organic phosphate compound include 1) hexyl phosphate sodium salt, octyl phosphate sodium salt, decyl phosphate sodium salt, dodecyl phosphate sodium salt, tridecyl phosphate sodium salt, tetradecyl phosphate sodium salt Salt, pentadecyl phosphate sodium salt, hexadecyl phosphate sodium salt, heptadecyl phosphate sodium salt, octadecyl phosphate sodium salt, behenyl phosphate sodium salt, trioctacosyl phosphate sodium salt, octa Decenyl phosphate sodium salt, hexyl phosphate potassium salt, octyl phosphate potassium salt, decyl phosphate potassium salt, dodecyl phosphate ester Ter potassium salt, tridecyl phosphate potassium salt, tetradecyl phosphate potassium salt, pentadecyl phosphate potassium salt, hexadecyl phosphate potassium salt, heptadecyl phosphate potassium salt, octadecyl phosphate potassium salt, behenyl phosphorus Acid ester potassium salt, trioctacosanyl phosphate potassium salt, octadecenyl phosphate ester potassium salt, etc., when the organic alcohol is a straight chain alcohol, 2) hexyl phosphate magnesium salt Octyl phosphate magnesium salt, decyl phosphate magnesium salt, dodecyl phosphate magnesium salt, tridecyl phosphate magnesium salt, tetradecyl phosphate magnesium Sodium salt, pentadecyl phosphate magnesium salt, hexadecyl phosphate magnesium salt, heptadecyl phosphate magnesium salt, octadecyl phosphate magnesium salt, behenyl phosphate magnesium salt, trioctacosyl phosphate magnesium salt, Octadecenyl phosphate magnesium salt, hexyl phosphate calcium salt, octyl phosphate calcium salt, decyl phosphate calcium salt, dodecyl phosphate calcium salt, tridecyl phosphate calcium salt, tetradecyl phosphate calcium salt, pentadecyl Phosphate calcium salt, hexadecyl phosphate calcium salt, heptadecyl phosphate calcium salt, octadecyl phosphate S Tercalcium salt, behenyl phosphate calcium salt, trioctacosanyl phosphate calcium salt, octadecenyl phosphate calcium salt and the like, when the organic alcohol is a linear alcohol, phosphate alkaline earth metal salt, 3) Hexyl phosphate octylamine salt, octyl phosphate octylamine salt, decyl phosphate octylamine salt, dodecyl phosphate octylamine salt, tridecyl phosphate octylamine salt, tetradecyl phosphate octylamine salt, pentadecyl phosphorus Acid ester octylamine salt, hexadecyl phosphate octylamine salt, heptadecyl phosphate octylamine salt, octadecyl phosphate octylamine salt, behenyl phosphate ester Octylamine salt, trioctacosanyl phosphate octylamine salt, octadecenyl phosphate octylamine salt, hexyl phosphate dioctylamine salt, octyl phosphate dioctylamine salt, decyl phosphate dioctylamine salt, dodecyl phosphate Dioctylamine salt, tridecyl phosphate dioctylamine salt, tetradecyl phosphate dioctylamine salt, pentadecyl phosphate dioctylamine salt, hexadecyl phosphate dioctylamine salt, heptadecyl phosphate dioctylamine salt, octadecyl phosphate Ester dioctylamine salt, behenyl phosphate dioctylamine salt, trioctacosanyl phosphate dioctylamine salt, octadecenyl amine Acid ester dioctylamine salt, hexyl phosphate dimethyl dodecyl amine salt, octyl phosphate dimethyl dodecyl amine salt, decyl phosphate dimethyl dodecyl amine salt, dodecyl phosphate dimethyl dodecyl amine salt, tridecyl phosphate dimethyl dodecyl amine salt, tetradecyl phosphorus Acid ester dimethyl dodecyl amine salt, pentadecyl phosphate dimethyl dodecyl amine salt, hexadecyl phosphate dimethyl dodecyl amine salt, heptadecyl phosphate dimethyl dodecyl amine salt, octadecyl phosphate dimethyl dodecyl amine salt, behenyl phosphate dimethyl Dodecylamine salt, trioctacosanyl phosphate dimethyl dodecylamine salt, octadecenyl phosphate diester Methyl dodecyl amine salt, hexyl phosphate dibutyl ethanol amine salt, octyl phosphate dibutyl ethanol amine salt, decyl phosphate dibutyl ethanol amine salt, dodecyl phosphate dibutyl ethanol amine salt, tridecyl phosphate dibutyl ethanol amine salt, tetradecyl phosphate Ester dibutyl ethanolamine salt, pentadecyl phosphate dibutyl ethanol amine salt, hexadecyl phosphate dibutyl ethanol amine salt, heptadecyl phosphate dibutyl ethanol amine salt, octadecyl phosphate dibutyl ethanol amine salt, behenyl phosphate dibutyl ethanol Amine salt, trioctacosanyl phosphate dibutyl ethanolamine salt, octadeceni Phosphate dibutylethanolamine salt, hexyl phosphate dodecyl diethanolamine salt, octyl phosphate dodecyl diethanolamine salt, decyl phosphate dodecyl diethanolamine salt, dodecyl phosphate dodecyl diethanolamine salt, tridecyl phosphate dodecyl diethanolamine salt, tetradecyl phosphate dodecyl phosphate Diethanolamine salt, pentadecyl phosphate dodecyl diethanolamine salt, hexadecyl phosphate dodecyl diethanolamine salt, heptadecyl phosphate dodecyl diethanolamine salt, octadecyl phosphate dodecyl diethanolamine salt, behenyl phosphate dodecyl diethanolamine salt, trioctacosanyl phosphorus Acid Este Dodecyl diethanolamine salt, octadecenyl phosphate ester dodecyl diethanolamine salt and the like, when the organic alcohol is a linear alcohol, 4) 2-ethyl-1-hexyl phosphate potassium salt, 6-methyl- 1-hexyl phosphate potassium salt, 7-methyl-1-heptyl phosphate potassium salt, 2,6-dimethyl-4-heptyl phosphate potassium salt, 2-propyl-1-heptyl phosphate potassium salt, 10- Methyl-1-decyl phosphate potassium salt, 2-butyl-1-octyl phosphate potassium salt, 2-butyl-1-decyl phosphate potassium salt, 11-methyl-1-dodecyl phosphate potassium salt, 2-hexyl -1-octyl phosphate potassium Salt, 2-hexyl-1-decyl phosphate potassium salt, 2-hexyl-1-dodecyl phosphate potassium salt, 2-octyl-1-decyl phosphate potassium salt, 2-octyl-1-dodecyl phosphate potassium salt 2-decyl-1-tetradecyl phosphate potassium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate potassium salt, 2- (4- Methylhexyl) -8-methyl-1-decyl phosphate potassium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate potassium salt, 2-ethyl-1-hexyl phosphate ester Sodium salt, 6-methyl-1-hexyl phosphate sodium salt, 7-methyl-1-heptyl phosphate Sodium salt, 2,6-dimethyl-4-heptyl phosphate sodium salt, 2-propyl-1-heptyl phosphate sodium salt, 10-methyl-1-decyl phosphate sodium salt, 2-butyl-1-octyl Phosphate sodium salt, 2-butyl-1-decyl phosphate sodium salt, 11-methyl-1-dodecyl phosphate sodium salt, 2-hexyl-1-octyl phosphate sodium salt, 2-hexyl-1-decyl phosphorus Acid ester sodium salt, 2-hexyl-1-dodecyl phosphate sodium salt, 2-octyl-1-decyl phosphate sodium salt, 2-octyl-1-dodecyl phosphate sodium salt, 2-decyl-1-tetradecyl phosphate Acid ester sodium salt, 2- ( , 3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate sodium salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate sodium salt, 2- ( 1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate sodium salt, etc., where the organic alcohol is a branched alcohol, 5) 2-ethyl-1-hexyl phosphate Ester magnesium salt, 6-methyl-1-hexyl phosphate magnesium salt, 7-methyl-1-heptyl phosphate magnesium salt, 2,6-dimethyl-4-heptyl phosphate magnesium salt, 2-propyl-1- Ptylphosphate magnesium salt, 10-methyl-1-decylphosphate magnesium Um salt, 2-butyl-1-octyl phosphate magnesium salt, 2-butyl-1-decyl phosphate magnesium salt, 11-methyl-1-dodecyl phosphate magnesium salt, 2-hexyl-1-octyl phosphate Magnesium salt, 2-hexyl-1-decyl phosphate magnesium salt, 2-hexyl-1-dodecyl phosphate magnesium salt, 2-octyl-1-decyl phosphate magnesium salt, 2-octyl-1-dodecyl phosphate magnesium salt 2-decyl-1-tetradecyl phosphate magnesium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate magnesium salt, 2- (4- Methylhexyl) -8-methyl-1-decylphosphate Termagnesium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate magnesium salt, 2-ethyl-1-hexyl phosphate calcium salt, 6-methyl-1-hexyl phosphate Calcium salt, 7-methyl-1-heptyl phosphate calcium salt, 2,6-dimethyl-4-heptyl phosphate calcium salt, 2-propyl-1-heptyl phosphate calcium salt, 10-methyl-1-decyl phosphorus Acid ester calcium salt, 2-butyl-1-octyl phosphate calcium salt, 2-butyl-1-decyl phosphate calcium salt, 11-methyl-1-dodecyl phosphate calcium salt, 2-hexyl-1-octyl phosphorus Acid ester calcium salt, 2-hexyl-1-dec Phosphate ester calcium salt, 2-hexyl-1-dodecyl phosphate ester calcium salt, 2-octyl-1-decyl phosphate ester calcium salt, 2-octyl-1-dodecyl phosphate ester calcium salt, 2-decyl-1-tetradecyl Phosphate ester calcium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester calcium salt, 2- (4-methylhexyl) -8-methyl-1 -Phosphate alkaline earth metals when the organic alcohol is a branched alcohol, such as decyl phosphate calcium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate calcium salt Salt, 6) 2-ethyl-1-hexyl phosphate octylamine salt, 6-methyl- 1-hexyl phosphate octylamine salt, 7-methyl-1-heptyl phosphate octylamine salt, 2,6-dimethyl-4-heptyl phosphate octylamine salt, 2-propyl-1-heptyl phosphate octylamine Salt, 10-methyl-1-decyl phosphate octylamine salt, 2-butyl-1-octyl phosphate octylamine salt, 2-butyl-1-decyl phosphate octylamine salt, 11-methyl-1-dodecyl phosphate Ester octylamine salt, 2-hexyl-1-octyl phosphate octylamine salt, 2-hexyl-1-decyl phosphate octylamine salt, 2-hexyl-1-dodecyl phosphate octylamine salt, 2-octyl-1 -Decyl phosphate octylami Salt, 2-octyl-1-dodecyl phosphate octylamine salt, 2-decyl-1-tetradecyl phosphate octylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl -1-octyl phosphate octylamine salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate octylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl- 1-decyl phosphate octylamine salt, 2-ethyl-1-hexyl phosphate dioctylamine salt, 6-methyl-1-hexyl phosphate dioctylamine salt, 7-methyl-1-heptyl phosphate dioctylamine salt, 2 , 6-Dimethyl-4-heptyl phosphate dioctylamine salt, 2-propyl-1-hept Luric acid ester dioctylamine salt, 10-methyl-1-decylphosphoric acid ester dioctylamine salt, 2-butyl-1-octylphosphoric acid ester dioctylamine salt, 2-butyl-1-decylphosphoric acid ester dioctylamine salt, 11-methyl -1-dodecyl phosphate dioctylamine salt, 2-hexyl-1-octyl phosphate dioctylamine salt, 2-hexyl-1-decyl phosphate dioctylamine salt, 2-hexyl-1-dodecyl phosphate dioctylamine salt, 2-octyl-1-decyl phosphate dioctylamine salt, 2-octyl-1-dodecyl phosphate dioctylamine salt, 2-decyl-1-tetradecyl phosphate dioctylamine salt, 2- (1,3,3- Trimethylbutyl) -5 , 7,7-Trimethyl-1-octylphosphate dioctylamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dioctylamine salt, 2- (1,5-dimethylhexyl)- 5,9-dimethyl-1-decyl phosphate dioctylamine salt, 2-ethyl-1-hexyl phosphate dimethyl dodecyl amine salt, 6-methyl-1-hexyl phosphate dimethyl dodecyl amine salt, 7-methyl-1- Ptyl phosphate dimethyl dodecylamine salt, 2,6-dimethyl-4-heptyl phosphate dimethyl dodecyl amine salt, 2-propyl-1-heptyl phosphate dimethyl dodecyl amine salt, 10-methyl-1-decyl phosphate dimethyl dodecyl Amine salt, 2-butyl-1-octyluri Acid ester dimethyl dodecyl amine salt, 2-butyl-1-decyl phosphate dimethyl dodecyl amine salt, 11-methyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-octyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-octyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-octyl-1-dodecyl phosphate Ester dimethyl dodecyl amine salt, 2-decyl-1-tetradecyl phosphate dimethyl dodecyl amine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate dimethyl Dodecylua Salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate ester dimethyldodecylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate ester dimethyldodecyl Amine salt, 2-ethyl-1-hexyl phosphate dibutylethanolamine salt, 6-methyl-1-hexyl phosphate dibutylethanolamine salt, 7-methyl-1-heptyl phosphate dibutylethanolamine salt, 2,6- Dimethyl-4-heptyl phosphate dibutyl ethanolamine salt, 2-propyl-1-heptyl phosphate dibutyl ethanolamine salt, 10-methyl-1-decyl phosphate dibutyl ethanolamine salt, 2-butyl-1-octyl phosphate Ester dibutyl ethanolamine salt 2-butyl-1-decylphosphate dibutylethanolamine salt, 11-methyl-1-dodecylphosphate dibutylethanolamine salt, 2-hexyl-1-octylphosphate dibutylethanolamine salt, 2-hexyl-1- Decyl phosphate dibutyl ethanolamine salt, 2-hexyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-octyl-1-decyl phosphate dibutyl ethanol amine salt, 2-octyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-decyl-1-tetradecylphosphate dibutylethanolamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate dibutylethanolamine salt, 2- (4- Tilhexyl) -8-methyl-1-decylphosphate dibutylethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate dibutylethanolamine salt, 2-ethyl-1- Hexyl phosphate dodecyl diethanolamine salt, 6-methyl-1-hexyl phosphate dodecyl diethanolamine salt, 7-methyl-1-heptyl phosphate dodecyl diethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dodecyl diethanolamine salt, 2 -Propyl-1-heptyl phosphate dodecyl diethanolamine salt, 10-methyl-1-decyl phosphate dodecyl diethanolamine salt, 2-butyl-1-octyl phosphate dodecyl diethanolamine 2-butyl-1-decyl phosphate dodecyl diethanolamine salt, 11-methyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-octyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-decyl phosphate ester Dodecyl diethanolamine salt, 2-hexyl-1-dodecyl phosphate dodecyl diethanol amine salt, 2-octyl-1-decyl phosphate dodecyl diethanol amine salt, 2-octyl-1-dodecyl phosphate dodecyl diethanol amine salt, 2-decyl-1-tetra Decyl phosphate ester dodecyl diethanolamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester dodecyl diethanol amine Min salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate ester dodecyl diethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester dodecyl diethanolamine salt 7) Phosphoric ester amine salt when organic alcohol is branched alcohol, etc. 7) Polyoxyethylene 2 mol addition dodecyl ether phosphate sodium salt, polyoxyethylene 4 mol addition decyl ether phosphate sodium salt, polyoxy Organic alcohols such as ethylene 2-mol addition dodecyl ether phosphate potassium salt and polyoxyethylene 4-mol addition decyl ether phosphate potassium salt are linear alcohols, and the number of carbon atoms is 2 to 4 with respect to 1 mol of the linear alcohol. Alkylene oxa 8) Alkali metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of phosphine, 8) Polyoxyethylene 2-mol addition dodecyl ether phosphate magnesium salt, Polyoxyethylene 4-mol addition decyl ether phosphorus Organic alcohol is a linear alcohol such as acid ester magnesium salt, polyoxyethylene 2 mol addition dodecyl ether phosphate calcium salt, polyoxyethylene 4 mol addition decyl ether phosphate calcium salt, and 1 mol of such linear alcohol Alkaline earth metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms to 9), 9) polyoxyethylene 2 moles added dodecyl ether phosphoric acid ester octyl Amine salt, polyoxyethylene Mole addition decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition dodecyl ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition dodecyl ether phosphorus Acid ester dimethyl dodecyl amine salt, polyoxyethylene 4 mol addition decyl ether phosphate ester dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition dodecyl ether phosphate dibutyl ethanolamine salt, polyoxyethylene 4 mol addition decyl ether phosphate ester Dibutylethanolamine salt, polyoxyethylene 2 mol addition dodecyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 4 mol addition decyl An organic alcohol such as ether phosphate ester dodecyl diethanolamine salt is a straight-chain alcohol, and a raw material obtained by adding 1 to 10 moles of an alkylene oxide having 2 to 4 carbon atoms to 1 mole of the straight-chain alcohol 10) polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate potassium salt, Polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate potassium salt, Polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate potassium salt, Polyoxyethylene 2-mol addition 2-octyl- 1-dodecyl ether phosphate potassium Salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate potassium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate potassium salt, poly Oxyethylene 2-mole addition 2-ethyl-1-hexyl ether phosphate sodium salt, polyoxyethylene 2-mole addition 2-hexyl-1-decyl ether phosphate sodium salt, polyoxyethylene 2-mole addition 2-octyl-1 -Decyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate sodium salt, polyoxy ester Branched organic alcohols such as sodium 5 mol addition 2-hexyl-1-decyl ether phosphate sodium salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate sodium salt An alkali metal salt of a phosphate ester obtained by adding 1 to 10 moles of an alkylene oxide having 2 to 4 carbon atoms to 1 mole of such a branched alcohol; 11) 2 moles of polyoxyethylene Addition 2-ethyl-1-hexyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphorus Acid ester magnesium salt, polyoxy Ethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 5 mol addition 2-hexyl-1- Magnesium decyl ether phosphate, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate Ester calcium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate calcium salt, polyoxyethylene Mole addition 2-hexyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether Organic alcohol is a branched alcohol, such as phosphoric acid ester calcium salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate calcium salt, and carbon per mol of the branched alcohol 12) Alkaline earth metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of alkylene oxide of 2-4, 12) Polyoxyethylene 2-mol 2-ethyl-1-hexyl ether phosphorus Acid ester octylamine salt, polyoxy Ethylene 2 mol addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-hexyl- 1-dodecyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate octyl Amine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dioctylamine Salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether Phosphoric acid ester dioctylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate ester dioctylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphorus Ester dimethyldodecylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dimethyl dodecyl amine salt, Polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dimethyl dodecyl amine Polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol Addition 2-octyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1 -Dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl- 1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dodecyl Diethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 5-mol addition 2-hexyl-1-decylate Organic alcohol is a branched alcohol such as phosphate ester dodecyl diethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate ester dodecyl diethanolamine salt, Amine salt of phosphate ester obtained by adding 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms, 13) Hexyl phosphate ester, octyl phosphate ester, decyl phosphate ester, dodecyl phosphate ester , Tridecyl phosphate, tetradecyl phosphate, pentadecyl phosphate, hexadecyl phosphate, heptadecyl phosphate, octadecyl phosphate, behenyl phosphate, trioctacosa When the organic alcohol is a linear alcohol, such as luric acid ester and octadecenyl phosphoric acid ester, 14) 2-ethyl-1-hexyl phosphoric acid ester, 6-methyl-1-hexyl phosphoric acid ester, 7 -Methyl-1-heptyl phosphate, 2,6-dimethyl-4-heptyl phosphate, 2-propyl-1-heptyl phosphate, 10-methyl-1-decyl phosphate, 2-butyl-1-octyl Phosphate ester, 2-butyl-1-decyl phosphate ester, 11-methyl-1-dodecyl phosphate ester, 2-hexyl-1-octyl phosphate ester, 2-hexyl-1-decyl phosphate ester, 2-hexyl-1 -Dodecyl phosphate, 2-octyl-1-decyl phosphate, 2-octyl-1- Dodecyl phosphate, 2-decyl-1-tetradecyl phosphate, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate, 2- (4-methyl) Hexyl) -8-methyl-1-decyl phosphate, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate, etc., where the aliphatic alcohol is a branched alcohol Is mentioned. These can be used alone or in combination of two or more.

Among these, as the organic phosphate compound, 1) 2-ethyl-1-hexyl phosphate potassium salt, 6-methyl-1-hexyl phosphate potassium salt, 7-methyl-1-heptyl phosphate potassium salt, 2 , 6-Dimethyl-4-heptyl phosphate potassium salt, 2-propyl-1-heptyl phosphate potassium salt, 10-methyl-1-decyl phosphate potassium salt, 2-butyl-1-octyl phosphate potassium salt 2-butyl-1-decyl phosphate potassium salt, 11-methyl-1-dodecyl phosphate potassium salt, 2-hexyl-1-octyl phosphate potassium salt, 2-hexyl-1-decyl phosphate potassium salt, 2-hexyl-1-dodecyl phosphate potassium salt, 2-octyl 1-decyl phosphate potassium salt, 2-octyl-1-dodecyl phosphate potassium salt, 2-decyl-1-tetradecyl phosphate potassium salt, 2- (1,3,3-trimethylbutyl) -5 , 7,7-Trimethyl-1-octyl phosphate potassium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate potassium salt, 2- (1,5-dimethylhexyl) -5, 9-dimethyl-1-decyl phosphate potassium salt, 2-ethyl-1-hexyl phosphate sodium salt, 6-methyl-1-hexyl phosphate sodium salt, 7-methyl-1-heptyl phosphate sodium salt, 2 , 6-Dimethyl-4-heptyl phosphate sodium salt, 2-propyl-1-heptyl phosphate Thorium salt, 10-methyl-1-decyl phosphate sodium salt, 2-butyl-1-octyl phosphate sodium salt, 2-butyl-1-decyl phosphate sodium salt, 11-methyl-1-dodecyl phosphate sodium salt Salt, 2-hexyl-1-octyl phosphate sodium salt, 2-hexyl-1-decyl phosphate sodium salt, 2-hexyl-1-dodecyl phosphate sodium salt, 2-octyl-1-decyl phosphate sodium salt 2-octyl-1-dodecyl phosphate sodium salt, 2-decyl-1-tetradecyl phosphate sodium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1- Octyl phosphate sodium salt, 2- (4-methylhexyl When the organic alcohol is a branched alcohol, such as sodium salt of -8-methyl-1-decyl phosphate ester, sodium salt of 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester 2) 2-ethyl-1-hexyl phosphate magnesium salt, 6-methyl-1-hexyl phosphate magnesium salt, 7-methyl-1-heptyl phosphate magnesium salt, 2,6 -Dimethyl-4-heptyl phosphate magnesium salt, 2-propyl-1-heptyl phosphate magnesium salt, 10-methyl-1-decyl phosphate magnesium salt, 2-butyl-1-octyl phosphate magnesium salt, 2 -Butyl-1-decyl phosphate magnesium salt, 1 -Methyl-1-dodecyl phosphate magnesium salt, 2-hexyl-1-octyl phosphate magnesium salt, 2-hexyl-1-decyl phosphate magnesium salt, 2-hexyl-1-dodecyl phosphate magnesium salt, 2- Octyl-1-decyl phosphate magnesium salt, 2-octyl-1-dodecyl phosphate magnesium salt, 2-decyl-1-tetradecyl phosphate magnesium salt, 2- (1,3,3-trimethylbutyl) -5 , 7,7-Trimethyl-1-octylphosphate ester magnesium salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate magnesium salt, 2- (1,5-dimethylhexyl) -5, 9-dimethyl-1-decyl phosphate magnesium salt, 2 Ethyl-1-hexyl phosphate calcium salt, 6-methyl-1-hexyl phosphate calcium salt, 7-methyl-1-heptyl phosphate calcium salt, 2,6-dimethyl-4-heptyl phosphate calcium salt, 2 -Propyl-1-heptyl phosphate calcium salt, 10-methyl-1-decyl phosphate calcium salt, 2-butyl-1-octyl phosphate calcium salt, 2-butyl-1-decyl phosphate calcium salt, 11 -Methyl-1-dodecyl phosphate calcium salt, 2-hexyl-1-octyl phosphate calcium salt, 2-hexyl-1-decyl phosphate calcium salt, 2-hexyl-1-dodecyl phosphate calcium salt, 2- Octyl-1-decyl phosphate Tercalcium salt, 2-octyl-1-dodecyl phosphate calcium salt, 2-decyl-1-tetradecyl phosphate calcium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl -1-octyl phosphate calcium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate calcium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1- Decyl phosphate alkaline earth metal salts such as decyl phosphate calcium salt when organic alcohol is branched alcohol, 3) 2-ethyl-1-hexyl phosphate octylamine salt, 6-methyl-1-hexyl phosphate Octylamine salt, 7-methyl-1-heptyl phosphate octylamine salt, 2,6-dimethyl 4-heptyl phosphate octylamine salt, 2-propyl-1-heptyl phosphate octylamine salt, 10-methyl-1-decyl phosphate octylamine salt, 2-butyl-1-octyl phosphate octylamine salt, 2-butyl-1-decyl phosphate octylamine salt, 11-methyl-1-dodecyl phosphate octylamine salt, 2-hexyl-1-octyl phosphate octylamine salt, 2-hexyl-1-decyl phosphate octyl Amine salt, 2-hexyl-1-dodecyl phosphate octylamine salt, 2-octyl-1-decyl phosphate octylamine salt, 2-octyl-1-dodecyl phosphate octylamine salt, 2-decyl-1-tetradecyl Phosphate ester octylua Salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate octylamine salt, 2- (4-methylhexyl) -8-methyl-1-decylline Acid ester octylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate octylamine salt, 2-ethyl-1-hexyl phosphate dioctylamine salt, 6-methyl-1 -Hexyl phosphate dioctylamine salt, 7-methyl-1-heptyl phosphate dioctylamine salt, 2,6-dimethyl-4-heptyl phosphate dioctylamine salt, 2-propyl-1-heptyl phosphate dioctylamine salt 10-methyl-1-decyl phosphate dioctylamine salt, 2-butyl-1-octyl Luric acid ester dioctylamine salt, 2-butyl-1-decylphosphoric acid ester dioctylamine salt, 11-methyl-1-dodecylphosphoric acid ester dioctylamine salt, 2-hexyl-1-octylphosphoric acid ester dioctylamine salt, 2-hexyl -1-decyl phosphate dioctylamine salt, 2-hexyl-1-dodecyl phosphate dioctylamine salt, 2-octyl-1-decyl phosphate dioctylamine salt, 2-octyl-1-dodecyl phosphate dioctylamine salt, 2 -Decyl-1-tetradecyl phosphate dioctylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate dioctylamine salt, 2- (4- Methylhexyl) -8-methyl-1-dec Phosphate dioctylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate dioctylamine salt, 2-ethyl-1-hexylphosphate dimethyldodecylamine salt, 6-methyl -1-hexyl phosphate dimethyl dodecyl amine salt, 7-methyl-1-heptyl phosphate dimethyl dodecyl amine salt, 2,6-dimethyl-4-heptyl phosphate dimethyl dodecyl amine salt, 2-propyl-1-heptyl phosphorus Acid ester dimethyl dodecyl amine salt, 10-methyl-1-decyl phosphate ester dimethyl dodecyl amine salt, 2-butyl-1-octyl phosphate ester dimethyl dodecyl amine salt, 2-butyl-1-decyl phosphate ester dimethyl dodecyl amine salt, 11-methyl-1 Dodecyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-octyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-dodecyl phosphate dimethyl dodecyl amine salt 2-octyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-octyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-decyl-1-tetradecyl phosphate dimethyl dodecyl amine salt, 2- (1, 3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate ester dimethyldodecylamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate ester dimethyldodecylamine salt, 2- (1,5-Dimethyl Ruhexyl) -5,9-dimethyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-ethyl-1-hexyl phosphate dibutyl ethanol amine salt, 6-methyl-1-hexyl phosphate dibutyl ethanol amine salt, 7-methyl -1-heptyl phosphate dibutyl ethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dibutyl ethanol amine salt, 2-propyl-1-heptyl phosphate dibutyl ethanol amine salt, 10-methyl-1-decyl phosphorus Acid ester dibutyl ethanolamine salt, 2-butyl-1-octyl phosphate dibutyl ethanolamine salt, 2-butyl-1-decyl phosphate dibutyl ethanolamine salt, 11-methyl-1-dodecyl phosphate dibutyl ester Nolamine salt, 2-hexyl-1-octylphosphate dibutylethanolamine salt, 2-hexyl-1-decylphosphate dibutylethanolamine salt, 2-hexyl-1-dodecylphosphate dibutylethanolamine salt, 2-octyl- 1-decyl phosphate dibutyl ethanolamine salt, 2-octyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-decyl-1-tetradecyl phosphate dibutyl ethanol amine salt, 2- (1,3,3-trimethyl Butyl) -5,7,7-trimethyl-1-octylphosphate dibutylethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dibutylethanolamine salt, 2- (1, 5-dimethylhexyl)- , 9-dimethyl-1-decyl phosphate dibutyl ethanolamine salt, 2-ethyl-1-hexyl phosphate dodecyl diethanolamine salt, 6-methyl-1-hexyl phosphate dodecyl diethanolamine salt, 7-methyl-1-heptyl phosphate Ester dodecyl diethanolamine salt, 2,6-dimethyl-4-heptyl phosphate ester dodecyl diethanol amine salt, 2-propyl-1-heptyl phosphate ester dodecyl diethanol amine salt, 10-methyl-1-decyl phosphate ester dodecyl diethanol amine salt, 2-butyl -1-octyl phosphate dodecyl diethanolamine salt, 2-butyl-1-decyl phosphate dodecyl diethanolamine salt, 11-methyl-1-dodecyl phosphate dodecyl phosphate Diethanolamine salt, 2-hexyl-1-octyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-decyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-octyl-1-decyl phosphorus Acid ester dodecyl diethanolamine salt, 2-octyl-1-dodecyl phosphate ester dodecyl diethanolamine salt, 2-decyl-1-tetradecyl phosphate ester dodecyl diethanolamine salt, 2- (1,3,3-trimethylbutyl) -5,7 , 7-trimethyl-1-octyl phosphate ester dodecyl diethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate ester dodecyl diethanolamine salt, 2- (1,5- Methylhexyl) -5,9-dimethyl-1-decyl phosphate ester dodecyl diethanolamine salt, etc., where the organic alcohol is a branched alcohol, 4) polyoxyethylene 2-mole addition 2-ethyl-1- Hexyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate potassium salt, polyoxy Ethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate potassium salt, polyoxyethylene 5-mol addition 2-hexyl-1- Decyl ether phosphate Steryl potassium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate sodium salt, Polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate sodium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate sodium salt, polyoxyethylene 2 mol addition 2-hexyl- 1-dodecyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate sodium salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate sodium salt, The organic alcohol is a branched alcohol, such as polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate sodium salt, and alkylene having 2 to 4 carbon atoms per 1 mol of the branched alcohol Alkali metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of oxide as raw material 5) Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphoric acid ester magnesium salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate magnesium, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl Ether Phosphate Magnesium Salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 4-mol addition polyoxy Propylene 3 mol addition 2-butyl-1-octyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-hexyl-1- Decyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate calcium salt, poly Xylethylene 2-mole addition 2-octyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 5-mole addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 4-mole addition polyoxypropylene 3-mole addition The organic alcohol, such as 2-butyl-1-octyl ether phosphate calcium salt, is a branched alcohol, and an alkylene oxide having 2 to 4 carbon atoms is added at a ratio of 1 to 10 mol with respect to 1 mol of the branched alcohol. 6) Polyoxyethylene 2-mole-added 2-ethyl-1-hexyl ether phosphate octylamine salt, polyoxyethylene 2-mole-added 2-hexyl-1- Decyl ether phosphate octylamine Salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2- Butyl-1-octyl ether phosphate octylamine salt, polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate dioctylamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate ester Octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 2 Mole addition 2-octyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-hexyl- -Decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate Dimethyldodecylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecylamine salt, poly Oxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate di Butylethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate dibutylethanolamine salt, poly Oxyethylene 2-mole addition 2-hexyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mole addition 2-octyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 5-mole addition 2 -Hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dibutylethanolamine Salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether Phosphate ester dodecyl diethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 4 mol addition poly The organic alcohol is a branched alcohol, such as 2-propyl-1-octyl ether phosphate dodecyl diethanolamine salt added with 3 moles of xylene, and 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms per mole of the branched alcohol. 7) Phosphoric acid ester amine salt using as a starting material, 7) 2-ethyl-1-hexyl phosphoric acid ester, 6-methyl-1-hexyl phosphoric acid ester, 7-methyl-1-heptyl phosphoric acid ester 2,6-dimethyl-4-heptyl phosphate, 2-propyl-1-heptyl phosphate, 10-methyl-1-decyl phosphate, 2-butyl-1-octyl phosphate, 2-butyl-1 -Decyl phosphate, 11-methyl-1-dodecyl phosphate, 2-hexyl -1-octyl phosphate, 2-hexyl-1-decyl phosphate, 2-hexyl-1-dodecyl phosphate, 2-octyl-1-decyl phosphate, 2-octyl-1-dodecyl phosphate, 2- Decyl-1-tetradecyl phosphate, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate, 2- (4-methylhexyl) -8-methyl At least one selected from phosphate esters in the case where the organic alcohol is a branched alcohol, such as -1-decyl phosphate ester and 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester preferable.

Among them, as the organic phosphate compound, 1) 2-ethyl-1-hexyl phosphate octylamine salt, 6-methyl-1-hexyl phosphate octylamine salt, 7-methyl-1-heptyl phosphate octyl Amine salt, 2,6-dimethyl-4-heptyl phosphate octylamine salt, 2-propyl-1-heptyl phosphate octylamine salt, 10-methyl-1-decyl phosphate octylamine salt, 2-butyl-1 -Octyl phosphate octylamine salt, 2-butyl-1-decyl phosphate octylamine salt, 11-methyl-1-dodecyl phosphate octylamine salt, 2-hexyl-1-octyl phosphate octylamine salt, 2 -Hexyl-1-decyl phosphate ester octyl Mine salt, 2-hexyl-1-dodecyl phosphate octylamine salt, 2-octyl-1-decyl phosphate octylamine salt, 2-octyl-1-dodecyl phosphate octylamine salt, 2-decyl-1-tetradecyl Phosphate octylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate octylamine salt, 2- (4-methylhexyl) -8-methyl -1-decyl phosphate octylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate octylamine salt, 2-ethyl-1-hexyl phosphate dioctylamine salt, 6 -Methyl-1-hexyl phosphate dioctylamine salt, 7-methyl-1-heptyluri Acid ester dioctylamine salt, 2,6-dimethyl-4-heptyl phosphate dioctylamine salt, 2-propyl-1-heptyl phosphate dioctylamine salt, 10-methyl-1-decyl phosphate dioctylamine salt, 2- Butyl-1-octyl phosphate dioctylamine salt, 2-butyl-1-decyl phosphate dioctylamine salt, 11-methyl-1-dodecyl phosphate dioctylamine salt, 2-hexyl-1-octyl phosphate dioctylamine Salt, 2-hexyl-1-decyl phosphate dioctylamine salt, 2-hexyl-1-dodecyl phosphate dioctylamine salt, 2-octyl-1-decyl phosphate dioctylamine salt, 2-octyl-1-dodecyl phosphate Geo Cutylamine salt, 2-decyl-1-tetradecylphosphate dioctylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate dioctylamine salt, 2 -(4-Methylhexyl) -8-methyl-1-decyl phosphate dioctylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dioctylamine salt, 2-ethyl -1-hexyl phosphate dimethyl dodecyl amine salt, 6-methyl-1-hexyl phosphate dimethyl dodecyl amine salt, 7-methyl-1-heptyl phosphate dimethyl dodecyl amine salt, 2,6-dimethyl-4-heptyl phosphate Ester dimethyl dodecyl amine salt, 2-propyl-1-heptyl phosphate ester Dimethyldodecylamine salt, 10-methyl-1-decylphosphate ester dimethyldodecylamine salt, 2-butyl-1-octylphosphate ester dimethyldodecylamine salt, 2-butyl-1-decylphosphate ester dimethyldodecylamine salt, 11- Methyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-octyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-dodecyl phosphate Dimethyldodecylamine salt, 2-octyl-1-decylphosphate dimethyldodecylamine salt, 2-octyl-1-dodecylphosphate dimethyldodecylamine salt, 2-decyl-1-tetradecylphosphate dimethyldodeci Amine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester dimethyldodecylamine salt, 2- (4-methylhexyl) -8-methyl-1- Decyl phosphate dimethyl dodecyl amine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-ethyl-1-hexyl phosphate dibutyl ethanolamine salt, 6 -Methyl-1-hexyl phosphate dibutylethanolamine salt, 7-methyl-1-heptyl phosphate dibutylethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dibutylethanolamine salt, 2-propyl-1- Heptyl phosphate dibutylethanolamine salt, 10-methyl -1-decyl phosphate dibutyl ethanolamine, 2-butyl-1-octyl phosphate dibutyl ethanolamine, 2-butyl-1-decyl phosphate dibutyl ethanolamine, 11-methyl-1-dodecyl phosphate dibutyl Ethanolamine salt, 2-hexyl-1-octyl phosphate dibutyl ethanolamine salt, 2-hexyl-1-decyl phosphate dibutyl ethanolamine salt, 2-hexyl-1-dodecyl phosphate dibutyl ethanolamine salt, 2-octyl -1-decyl phosphate dibutyl ethanolamine salt, 2-octyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-decyl-1-tetradecyl phosphate dibutyl ethanol amine salt, 2- (1 3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate dibutylethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dibutylethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dibutylethanolamine salt, 2-ethyl-1-hexyl phosphate dodecyl diethanolamine salt, 6-methyl-1-hexyl phosphate dodecyl Diethanolamine salt, 7-methyl-1-heptyl phosphate dodecyl diethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dodecyl diethanolamine salt, 2-propyl-1-heptyl phosphate dodecyl diethanolamine salt, 10-methyl- -Decyl phosphate dodecyl diethanolamine salt, 2-butyl-1-octyl phosphate dodecyl diethanolamine salt, 2-butyl-1-decyl phosphate dodecyl diethanolamine salt, 11-methyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2- Hexyl-1-octyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-decyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-octyl-1-decyl phosphate dodecyl diethanolamine salt 2-octyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-decyl-1-tetradecyl phosphate dodecyl diethanol amine Min salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester dodecyl diethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphorus Phosphate ester amine salt when the organic alcohol is a branched alcohol, such as acid ester dodecyl diethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester dodecyl diethanolamine salt, 2 ) Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2 -Octyl-1-decyl ether phosphate octyl Mineral salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 5 mol Addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2 -Ethyl-1-hexyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphorus acid Stediodioctylamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol Addition 2-ethyl-1-hexyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2 -Octyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl Ether phosphate dimethyl dodecylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl Ether phosphoric acid ester dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dibutyl ethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether Acid ester dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dibutylethanolamine Salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 4 Mole addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate ester Diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol Addition 2-hexyl-1-dodecyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl Ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dodecyl diethanolo An amine salt of a phosphate ester using, as a raw material, an organic alcohol which is a branched alcohol, such as an amine amine salt, and an alkylene oxide having 2 to 4 carbon atoms added to 1 mol of the branched alcohol at a ratio of 1 to 10 mol 3) 2-ethyl-1-hexyl phosphate magnesium salt, 6-methyl-1-hexyl phosphate magnesium salt, 7-methyl-1-heptyl phosphate magnesium salt, 2,6-dimethyl-4-heptyl phosphate Ester magnesium salt, 2-propyl-1-heptyl phosphate magnesium salt, 10-methyl-1-decyl phosphate magnesium salt, 2-butyl-1-octyl phosphate magnesium salt, 2-butyl-1-decyl phosphate Ester magnesium salt, 11-methyl-1-dodecyl Acid ester magnesium salt, 2-hexyl-1-octyl phosphate magnesium salt, 2-hexyl-1-decyl phosphate magnesium salt, 2-hexyl-1-dodecyl phosphate magnesium salt, 2-octyl-1-decyl phosphate Ester magnesium salt, 2-octyl-1-dodecyl phosphate magnesium salt, 2-decyl-1-tetradecyl phosphate magnesium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl -1-octyl phosphate magnesium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate magnesium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1- Decyl phosphate magnesium salt, 2-ethyl-1-hexyl phosphorus Ester calcium salt, 6-methyl-1-hexyl phosphate calcium salt, 7-methyl-1-heptyl phosphate calcium salt, 2,6-dimethyl-4-heptyl phosphate calcium salt, 2-propyl-1- Putyl phosphate calcium salt, 10-methyl-1-decyl phosphate calcium salt, 2-butyl-1-octyl phosphate calcium salt, 2-butyl-1-decyl phosphate calcium salt, 11-methyl-1-dodecyl phosphorus Acid ester calcium salt, 2-hexyl-1-octyl phosphate calcium salt, 2-hexyl-1-decyl phosphate calcium salt, 2-hexyl-1-dodecyl phosphate calcium salt, 2-octyl-1-decyl phosphate Ester calcium salt, 2-oct Til-1-dodecyl phosphate calcium salt, 2-decyl-1-tetradecyl phosphate calcium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate Ester calcium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate calcium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate calcium salt, etc. And 4) polyoxyethylene 2-mole addition 2-ethyl-1-hexyl ether phosphate magnesium salt, polyoxyethylene 2-mole addition 2- Hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2 Octyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate magnesium Salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate magnesium salt, polyoxy Ethylene 2-mole addition 2-ethyl-1-hexyl ether phosphate calcium salt, polyoxyethylene 2-mole addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2-mole addition 2-octane Ru-1-decyl ether phosphate calcium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate calcium Salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate calcium salt, From an alkaline earth metal salt of an organic phosphate using as a raw material an organic alcohol which is a branched alcohol, and an alkylene oxide having 2 to 4 carbon atoms added to 1 mol of the branched alcohol at a ratio of 1 to 10 mol At least one chosen is more preferred That's right.

  Examples of organic alcohols that form an organic phosphate compound include 1) 1-hexanol, 2-hexanol, 1-octanol, 1-decanol, 1-dodecanol, 2-dodecanol, 1-tridecanol, 1-tetradecane 1-pentadecanol, 1-hexadecanol, 1-heptadecanol, 1-octadecanol, 1-eicosanol, 1-docosanol, 1-tetracosanol, 1-trioctacosanol, cis-9-octadecene -1-ol, linear alcohols such as 9Z, 12Z-octadecadien-1-ol (specifically, commercially available products are trade names NACOL6-98 manufactured by sasol, commercial names NACOL8-98 manufactured by sasol, Product name n-octanol manufactured by Kuraray Co., Ltd., product name NACO manufactured by sasol 10-97, trade name 1-decanol, manufactured by Showa Chemical Co., Ltd., trade name Calcoal 1098, manufactured by Kao Corporation, trade name NACOL12-96, manufactured by sasol Co., Ltd., trade name 1-dodecanol, manufactured by Showa Chemical Co., Ltd. Name Calcoal 2098, trade name NACOL 14-95 manufactured by Sasol Corporation, trade name Calcoal 4098 manufactured by Kao Corporation, trade name 1-Hexadecanol manufactured by Hayashi Junyaku Kogyo Co., Ltd., trade name Calcoal 6098 manufactured by Kao Corporation, manufactured by Sasol Corporation Product name NACOL16-95, product name Calcoal 8098 manufactured by Kao Corporation, product name NACOL18-98 manufactured by Sasol, product name NACOL20-95 manufactured by Sasol, product name Calcol 200GD manufactured by Kao Corporation, product manufactured by Sasol Name NACOL22-98, product name Calcoal 220-80 manufactured by Kao Corporation), 2) 2- Tyl-1-hexanol, 2-methyl-1-hexanol, 7-methyl-1-heptanol, 2,6-dimethyl-4-heptanol, 3,5,5-trimethyl-1-hexanol, 2-propyl-1 -Heptanol, 10-methyl-1-decanol, 2-butyl-1-octanol, 2-butyl-1-decanol, 11-methyl-1-dodecanol, 2-hexyl-1-octanol, 2-hexyl-1- Decanol, 2-hexyl-1-dodecanol, 2-octyl-1-decanol, 2-octyl-1-dodecanol, 2-decyl-1-tetradecanol, 2- (1,3,3-trimethylbutyl) -5 , 7,7-trimethyl-1-octanol, 2- (4-methylhexyl) -8-methyl-1-decanol, 2- (1,5-dimethylhexene) Sil) -5,9-dimethyl-1-decanol and other branched alcohols (specifically, as commercial products, trade name 2-ethylhexanol (2EH) manufactured by Mitsubishi Chemical Corporation, trade name 2-ethyl manufactured by Sankyo Chemical Co., Ltd.) Hexanol, trade name Octanol from KH Neochem, trade name Nonanol from KH Neochem, trade name Oxocol 900 from KH Neochem, trade name Tridecanol from KH Neochem, tradename Exxal 13 tridecyl alcohol from ExxonMobil Chemical Product name ISOFOL12 from sasol, product name ISOFOL14T from sasol, product name ISOFOL16 from sasol, product name ISOFOL18T from sasol, product name ISOFOL18E from sasol, product name from sasol SOFOL 20, trade name SAFOL23 Alcohol manufactured by sasol, trade name Fine Oxo Coal 180 manufactured by Nissan Chemical Industries, Ltd., trade name Fine Oxo Coal 180N manufactured by Nissan Chemical Industries, Ltd., trade name Fine Oxo Coal 180T manufactured by Nissan Chemical Industries, Ltd. For example, trade name Fineoxocol 1600 manufactured by Nissan Chemical Industries, trade name Fineoxocol 2000 manufactured by Nissan Chemical Industries, trade name NEODOL23 manufactured by Shell Chemicals, trade name NEODOL45 manufactured by Shell Chemicals, etc.).

  Among these, as the organic alcohol, 1) 2-ethyl-1-hexanol, 2-methyl-1-hexanol, 7-methyl-1-heptanol, 2,6-dimethyl-4-heptanol, 3,5,5- Trimethyl-1-hexanol, 2-propyl-1-heptanol, 10-methyl-1-decanol, 2-butyl-1-octanol, 2-butyl-1-decanol, 11-methyl-1-dodecanol, 2-hexyl -1-octanol, 2-hexyl-1-decanol, 2-hexyl-1-dodecanol, 2-octyl-1-decanol, 2-octyl-1-dodecanol, 2-decyl-1-tetradecanol, 2- ( 1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octanol, 2- (4-methylhexyl) -8-methyl- -Branched aliphatic alcohols such as decanol and 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decanol (specifically, commercially available products are trade names 2-ethylhexanol (manufactured by Mitsubishi Chemical Corporation) 2EH), Sankyo Chemical Co., Ltd., trade name 2-ethylhexanol, KH Neochem, trade name Octanol, KH Neochem, trade name Nonanol, KH Neochem, trade name Oxocol 900, KH Neochem, trade name Tridecanol, trade name Exxal 13 tridecyl alcohol from ExxonMobil Chemical, trade name ISOFOL12 from sasol, trade name ISOFOL14T from sasol, trade name ISOFOL16 from sasol, trade name ISOFOL16 from sasol, trade name ISO from Fol Product name ISOFOL18E, product name ISOFOL20 manufactured by sasol, product name SAFOL23 Alcohol manufactured by sasol, product name Fineoxocol 180 manufactured by Nissan Chemical Industries, Ltd. product name Fineoxocor 180N manufactured by Nissan Chemical Industries, Nissan Chemical Industries Product name Fineoxocol 180T, product name Fineoxocol 1600 manufactured by Nissan Chemical Industries, Ltd. Product name Fineoxocol 2000 manufactured by Nissan Chemical Industries, product name NEODOL23 manufactured by Shell Chemicals, product manufactured by Shell Chemicals Name NEODOL 45 etc.) is preferred.

  Examples of the alkylene oxide having 2 to 4 carbon atoms added to the organic alcohol include ethylene oxide and propylene oxide.

As a reference example, a total concentration of inorganic phosphoric acid and inorganic phosphate in the treatment agent is 1000 ppm or less . In the treatment agent of the present invention, the total concentration of inorganic phosphoric acid and inorganic phosphate in the treatment agent of the present invention is 200 ppm or less . Furthermore, the total concentration of inorganic phosphoric acid and inorganic phosphate is more preferably 5 to 180 ppm. The total concentration of inorganic phosphoric acid and inorganic phosphate can be quantified by measuring phosphate ion (PO ₄ ³⁻ ) obtained by analysis by ion chromatography. In the present invention, inorganic phosphoric acid and inorganic phosphoric acid are used. The total salt concentration is a numerical value obtained by analysis using such an ion chromatograph. Specifically, the total concentration of inorganic phosphoric acid and inorganic phosphate can be determined as follows. 10 g of precisely weighed treatment agent, 50 mL of hexane, 40 mL of isopropanol, 50 mL of methanol, and 5 mL of ultrapure water are added to a separatory funnel, and after sufficiently stirring, the mixture is allowed to stand and be separated. 2 mL of the branched lower layer portion is taken out, passed through an ODS (a silica gel having an octadecyl group chemically bonded) pretreatment cartridge, and the liquid from which the lipophilic substance has been removed is subjected to ion chromatography analysis. Ion chromatography is performed under the following conditions. A detection amount is prepared based on a peak area ratio with respect to a standard solution with a known concentration, and a phosphate ion (PO ₄ ³⁻ ) concentration contained in the treatment agent is obtained.

Ion chromatographic conditions Equipment: Product name IC20 Ion Chromatograph made by Dionex
Analysis column: Dionex IonPac AS4A-SC, inner diameter 4.0 mm × length 250 mm
Guard column: Dionex IonPac AG4A-SC, inner diameter 4.0 mm × length 50 mm
Eluent: 1.8 mmol Na ₂ CO ₃ , 1.7 mmol NaHCO ₃
Flow rate: 1.3ml / min

In the treatment agent of the present invention, examples of the inorganic phosphoric acid include phosphoric acid (H ₃ PO ₄ ), and examples of the inorganic phosphate include tripotassium phosphate (K ₃ PO ₄ ), trisodium phosphate (Na ₃ PO ₄ ), trimagnesium phosphate (Mg ₃ (PO ₄ ) ₂ ), tricalcium phosphate (Ca ₃ (PO ₄ ) ₂ ), and phosphate amine salts. Here, the phosphoric acid amine salt is a salt of the above-described inorganic phosphoric acid and amine, and examples of the amine include octylamine, dioctylamine, dimethyldodecylamine, dibutylethanolamine, dodecyldiethanolamine and the like.

  The treatment agent of the present invention is not particularly limited in the content ratio of the smoothing agent and the organic phosphate ester compound, but the smoothing agent is 80 to 99.99 mass% so that the total of both content ratios is 100 mass%. And what contains the organic phosphate ester compound in the ratio of 0.01-20 mass% is preferable.

  The treatment agent of the present invention can be used in combination with other components as necessary within the range not impairing the effects of the present invention. Such other components include modified silicone oils and silicones such as amino-modified polydimethylsiloxane, polyether-modified polydimethylsiloxane, carboxy-modified polydimethylsiloxane, epoxy-modified polydimethylsiloxane, mercapto-modified polydimethylsiloxane, and alkyl-modified polydimethylsiloxane. Resin, binders represented by nonionic surfactants and higher alcohols, antistatic agents represented by ionic surfactants, wettability improvers, UV absorbers, antioxidants, preservatives, etc. Known ingredients can be used as the agent.

  Known methods can be applied to the preparation of the treatment agent of the present invention.

  Next, the elastic fiber according to the present invention (hereinafter referred to as the elastic fiber of the present invention) will be described. The elastic fiber of the present invention is an elastic fiber to which the treatment agent of the present invention described above is attached. Although there is no restriction | limiting in particular about the adhesion amount of the processing agent of this invention with respect to an elastic fiber, What adheres in the ratio of 0.1-10 mass% is preferable.

  Examples of the elastic fiber include polyester-based elastic fiber, polyamide-based elastic fiber, polyolefin-based elastic fiber, polyurethane-based elastic fiber, and the like, and polyurethane-based elastic fiber is particularly preferable.

  The treatment agent of the present invention is preferably attached to the elastic fiber by the neat oiling method without diluting in the spinning process of the elastic fiber. As an adhesion method, known methods such as a roller oil supply method, a guide oil supply method, and a spray oil supply method can be applied. The oil supply roller is generally located between the base and the winding traverse, and can be applied to the elastic fiber of the present invention. Among them, the oil supply roller is located between the drawing roller and the drawing roller. When the treatment agent of the present invention is adhered to the polyurethane elastic fiber, the effect is remarkable.

  The elastic fiber of the present invention can be produced by a known method. Examples thereof include a wet spinning method, a melt spinning method, and a dry spinning method. Of these, the dry spinning method is preferable from the viewpoint of the quality of the elastic fiber and the production efficiency.

  According to the present invention described above, the elastic fiber is imparted with excellent antistatic properties and durability, and even when the yarn to which the treatment agent is attached is stored for a long period of time, the yarn is hardly colored. There is an effect that high stability can be maintained even after long-term storage.

Hereinafter, in order to make the configuration and effects of the present invention more specific, examples and the like will be described. However, the present invention is not limited to these examples. In the following Examples , Reference Examples and Comparative Examples, “part” means “part by mass” and “%” means “% by mass”.

Test category 1 (Preparation of organophosphates and organophosphate salts)
-Preparation of organophosphate ester salt (P-1) To a 2 L flask was added 433 g of 3,5,5-trimethyl-1-hexanol (average carbon number 9, carbon number 7-10 and carbon number 9 is the main component). Then, after dehydration under reduced pressure at 70 ° C. with stirring, 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C., followed by aging reaction at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 87 g of magnesium hydroxide was added for neutralization to obtain an organic phosphate ester salt (P-1).

-Preparation of organophosphate ester salt (P-2) To a 2 L flask, 546 g of 2-ethyl-1-hexyl ether added with 2 mol of polyoxyethylene was added, and after dehydration under reduced pressure at 70 ° C with stirring, at 50 to 70 ° C. After gradually adding 284 g of diphosphorus pentoxide, the mixture was aged at 70-80 ° C. for 4 hours. After cooling to room temperature, 739 g of magnesium stearate was added and neutralized to obtain an organic phosphate ester salt (P-2).

-Preparation of organophosphate ester salt (P-3) To a 2 L flask, 811 g of 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octanol was added and stirred at 70 ° C. After dehydration under reduced pressure, 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C., followed by aging reaction at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 520 g of dibutylethanolamine was added for neutralization to obtain an organic phosphate ester salt (P-3).

-Preparation of organophosphate ester salt (P-4) To a 2 L flask, 601 g of 11-methyl-1-dodecanol (average 13 carbon atoms, 10 to 15 carbon atoms and 13 carbon atoms as a main component) was added and stirred. After dehydration under reduced pressure at 70 ° C., 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C., followed by aging reaction at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 111 g of calcium hydroxide was added for neutralization to obtain an organic phosphate ester salt (P-4).

Preparation of organophosphate ester salt (P-5) 746 g of 2-octyl-1-dodecanol was added to a 2 L flask, and after dehydration under reduced pressure at 70 ° C. with stirring, 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C. Then, the mixture was aged at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 73 g of magnesium hydroxide was added for neutralization to obtain an organic phosphate ester salt (P-5).

-Preparation of organophosphate ester salt (P-6) 727 g of 2-hexyl-1-decanol was added to a 2 L flask, and after dehydration under reduced pressure at 70 ° C with stirring, 284 g of diphosphorus pentoxide was gradually added at 50-70 ° C. Then, the mixture was aged at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 640 g of dimethyldodecylamine was added for neutralization to obtain an organic phosphate ester salt (P-6).

Preparation of organophosphate ester salt (P-7) In a 2 L flask, 2-hexyl-1-decanol / 2-octyl-1-decanol / 2-hexyl-1-dodecanol / 2-octyl-1-dodecanol = 5 After adding 676 g of alcohol mixture of / 45/45/5 (mass ratio), dehydrating under reduced pressure at 70 ° C. with stirring, gradually adding 284 g of diphosphorus pentoxide at 50 to 70 ° C., and then adding 4 at 70 to 80 ° C. The reaction was allowed to age for aging. After cooling to room temperature, 684 g of dodecyldiethanolamine was added for neutralization to obtain an organic phosphate ester salt (P-7).

Preparation of organophosphate ester salt (P-8) 727 g of 2-hexyl-1-decanol was added to a 2 L flask, dehydrated under reduced pressure at 70 ° C. with stirring, and 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C. Then, the mixture was aged at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 520 g of dibutylethanolamine was added for neutralization to obtain an organic phosphate ester salt (P-8).

Preparation of organophosphate ester salt (P-9) 518 g of isotridecanol (average carbon number of 13.5, carbon number of 11 to 14 and carbon number of 13 as a main component) was added to a 2 L flask and stirred for 50. After gradually adding 284 g of diphosphorus pentoxide at ˜70 ° C., the mixture was aged at 70-80 ° C. for 4 hours. After cooling to room temperature, 739 g of magnesium stearate was added and neutralized to obtain an organic phosphate ester salt (P-8).

Preparation of organophosphate ester (P-10) In a 2 L flask, 2-hexyl-1-decanol / 2-octyl-1-decanol / 2-hexyl-1-dodecanol / 2-octyl-1-dodecanol = 18 / Add 905 g of compound with an average of 2 moles of ethylene oxide to a 24/28/30 (mass ratio) alcohol mixture, dehydrate under reduced pressure at 70 ° C. with stirring, and gradually add 284 g of diphosphorus pentoxide at 50 to 70 ° C. After that, an aging reaction was performed at 70 to 80 ° C. for 4 hours to obtain an organic phosphate ester (P-10).

Test category 2 (Preparation of treatment agent for elastic fibers)
Example 1
As a smoothing agent, 37 parts of polydimethylsiloxane (L-1: trade name KF-96-10cs manufactured by Shin-Etsu Chemical Co., Ltd.) and mineral oil (L-3: trade name of Diana Fresia manufactured by Idemitsu Kosan Co., Ltd.) W8 ) 60 parts, 3 parts of the phosphate ester salt (P-1) described in Table 2 prepared in Test Category 1 as an organophosphate compound was uniformly mixed to prepare the elastic fiber treatment agent of Example 1 . When this elastic fiber treatment agent was analyzed by ion chromatography as described above, the total concentration of inorganic phosphoric acid and inorganic phosphate obtained from the phosphate ion concentration was 30 ppm.

Examples 2 to 11, Reference Example 12, Comparative Examples 1, 4 and 5
In the same manner as in Example 1, the smoothing agent and the organic phosphate ester compound were uniformly mixed in the proportions described in Table 3, and the elastic fiber treatments of Examples 2 to 11, Reference Example 12, Comparative Examples 1, 4, and 5 were performed. The agent was prepared, and the total concentration of inorganic phosphoric acid and inorganic phosphate of these elastic fiber treatment agents was determined.

Comparative example 2
As a smoothing agent, 45 parts of polydimethylsiloxane (L-1: trade name KF-96-10cs made by Shin-Etsu Chemical Co., Ltd.) and mineral oil (L-3: trade name Diana Fresia, manufactured by Idemitsu Kosan Co., Ltd.) W8 ) 50 parts, 5 parts of the phosphate ester salt (P-1) prepared in Test Category 1 as an organophosphate compound and 0.2 parts of phosphoric acid were mixed uniformly to obtain the elasticity of Comparative Example 2 A treating agent for fibers was prepared. When this elastic fiber treating agent was analyzed by ion chromatography as described above, the total concentration of inorganic phosphoric acid and inorganic phosphate obtained from the phosphate ion concentration was 2050 ppm.

Comparative example 3
50 parts of polydimethylsiloxane (L-1: trade name KF-96-10cs manufactured by Shin-Etsu Chemical Co., Ltd.) and mineral oil (L-3: trade name Diana Fresia manufactured by Idemitsu Kosan Co., Ltd.) listed in Table 1 as a smoothing agent ) 50 parts of the mixture were uniformly mixed to prepare the elastic fiber treating agent of Comparative Example 3. When this elastic fiber treating agent was analyzed by ion chromatography as described above, the total concentration of inorganic phosphoric acid and inorganic phosphate obtained from the phosphate ion concentration was 1 ppm or less.

  Table 1 shows the contents of the smoothing agent used in the preparation of the elastic fiber treatment agent in each of the above examples, Table 2 shows the contents of the phosphate ester compound, and the contents of the elastic fiber treatment agent in each example prepared further. Table 3 summarizes the results.

In Table 1,
L-1: Trade name KF96-10cs manufactured by Shin-Etsu Chemical Co., Ltd.
L-2: Trade name KF96-100cs manufactured by Shin-Etsu Chemical Co., Ltd.
L-3: Trade name Diana Fresia W8 manufactured by Idemitsu Kosan Co., Ltd.
L-4: Trade name Pure Spin RC manufactured by Cosmo Oil Lubricants
L-5: Trade name Ultra S3 manufactured by S-OIL
L-6: Product name Pure Spin RB manufactured by Cosmo Oil Lubricants
L-7: Product name SUN 60N manufactured by Nippon Oil Corporation
l-1: Nippon Sun Oil Co., Ltd. trade name SUN 100N

In Table 2,
Number of moles of EO addition: Number of moles of ethylene oxide added to 1 mole of organic alcohol P-1: 3,5,5-trimethyl-1-hexanol Phosphoric acid ester magnesium salt P-2: Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphoric acid ester magnesium salt P-3: 2- (1,3,3-trimethylbutyl) -5,7, 7-Trimethyl-1-octanol phosphate ester dibutylethanolamine salt P-4: 11-methyl-1-dodecanol (average 13 carbon atoms, 10 to 15 carbon atoms and 13 carbon atoms as the main component) calcium phosphate ester Salt P-5: Phosphate ester magnesium salt of 2-octyl-1-dodecanol P-6: Phosphoric acid ester of 2-hexyl-1-decanol Terdimethyldodecylamine salt P-7: 2-hexyl-1-decanol phosphate dodecyl diethanolamine salt / 2-octyl-1-decanol phosphate dodecyl diethanolamine salt / 2-hexyl-1-dodecanol phosphate Dodecyl diethanolamine salt / 2-octyl-1-dodecanol phosphate ester Dodecyl diethanolamine salt mixture of 5/45/45/5 (mass ratio) P-8: 2-hexyl-1-decanol phosphate ester dibutylethanolamine Salt P-9: Phosphate ester magnesium salt of isotridecanol (average carbon number 13.5, carbon number 11 to 14 and carbon number 13 is main component) P-10: 2-hexyl-1-decanol / 2- Octyl-1-decanol / 2-hexyl-1-dodecano Phosphoric acid esters of Le / 2-octyl-1-dodecanol = 18/24/28/30 compound of ethylene oxide and average 2 mol added to the alcohol mixture (weight ratio)

Test category 3 (Manufacture of elastic fibers)
An N, N-dimethylacetamide solution (35% by mass solution) of polyurethane composed of tetramethylene ether glycol having a molecular weight of 2900, bis- (p-isocyanatephenyl) -methane and ethylenediamine was polymerized to obtain a polymer solution (A).

  Separately, polyurethane (trade name Metachlor (registered trademark) 2462 manufactured by DuPont) formed by reaction of t-butyldiethanolamine and methylene-bis- (4-cyclohexylisocyanate) as an antioxidant, p-cresol, A 2: 1 (mass ratio) mixture with a condensation polymer of divinylbenzene (trade name Metachlor (registered trademark) 2390 manufactured by DuPont) was used, and an N, N-dimethylacetamide solution (35 mass%) of this mixture was used. Solution) was prepared and used as additive solution (B).

  Uniform mixing was performed so that the polymer solution (A) was 96% by mass and the additive solution (B) was 4% by mass to obtain a spinning dope.

  Using the spinning dope thus obtained, a 44 dtex / 3 fil multifilament polyurethane elastic fiber was spun by a dry spinning method used in a known spandex, and between the drawing roller and the drawing roller before winding. The elastic fiber treatment agent of each example prepared in Test Category 2 was roller-fed in a neat state from the oiling roller located. The roller oiled in this way is wound using a surface drive winder through a traverse guide that gives a winding width of 38 mm to a 58 mm long cylindrical paper tube at a winding speed of 600 m / min, and is dry-type A 500 g package of spun polyurethane elastic fibers was obtained. The amount of adhesion of the treatment agent for polyurethane-based elastic fibers was adjusted to 5% by adjusting the number of rotations of the oiling roller. The dry-spun polyurethane elastic fiber package thus obtained was used for the following measurements and evaluations, and the results are summarized in Table 3.

Test Category 4 (Evaluation of Elastic Fiber Treatment Agent and Elastic Fiber)
-Antistatic property A chrome-plated satin pin having a diameter of 1 cm and a surface roughness of 2S is arranged between two free rollers, and the contact angle of the polyurethane elastic fiber drawn from the yarn package is 90 with respect to this chrome-plated satin pin. It was to be a degree. An electrostatic potential measuring device (trade name KSD-0103, manufactured by Kasuga Denki Co., Ltd.) is placed at a position 1 cm below the chrome-plated satin pin, and sent out at 25 ° C. and 60% RH at a speed of 50 m / min. The electricity generated when wound at a speed of 100 m / min was measured and evaluated according to the following criteria.

Antistatic evaluation criteria ○: Generated electricity is less than 100 volts (can be operated stably)
X: Generated electricity is 100 volts or more (yarns close in the warping process, causing problems in operation)

・ Friction characteristics Using a friction meter (trade name SAMPLE Friction Unit Model TB-1 manufactured by Eiko Sokki Co., Ltd.), a chrome-plated satin pin with a surface roughness of 2S and a diameter of 1cm is placed between two free rollers. The contact angle of the polyurethane elastic fiber drawn from each package (500 g winding) obtained in the test category 3 was set to 90 degrees with respect to the plated satin pin. Applying 5g of initial tension (T1) on the inlet side at 25 ° C and 60% RH, measuring the secondary tension (T2) on the outlet side when running at a speed of 100m / min for 120 minutes every second did. At this time, the difference between the average friction coefficient between 1 minute and 2 minutes after the start of measurement and the average friction coefficient between 119 minutes and 120 minutes after the start of measurement was obtained by the following formula 1, and evaluated according to the following criteria.

In Equation 1,
T _1S: Mean value T _2S of T1 tension between the measurement start after 1 to 2 minutes: Mean value T _1E of T2 tension between the measurement start after 1 to 2 minutes: after the start of the measurement 119 minutes to 120 mean values of T1 tension between min T _2E: the average value of T2 tension between the start of measurement after 119 minutes to 120 minutes

Evaluation criteria for friction characteristics ◎: Difference in friction coefficient is less than 0.05 ○: Difference in friction coefficient is 0.05 or more and less than 0.1 ×: Difference in friction coefficient is 0.1 or more

Stability 100 g of the elastic fiber treatment agent of each example prepared in Test Category 3 was placed in a glass bottle and allowed to stand at 25 ° C. for 1 week, and then the stability was evaluated according to the following criteria.

Evaluation criteria for stability ○: There was no gel-like precipitation at the bottom of the glass bottle, and the same state as at the time of preparation was maintained by stirring at 50 rpm.
X: Gel-like precipitation was generated at the bottom of the glass bottle, and it was not restored to the same state as at the time of preparation by stirring at 50 rpm.

-Coloring of thread The end face part of the package (500 g winding) to which the treatment agent for elastic fiber of each example obtained in Test Category 3 was attached was b with a color difference meter (trade name color difference meter CR-300 manufactured by MINOLTA). After measuring the value, it was stored for one week while irradiating with an ultraviolet ray irradiation device. With respect to the package after storage, the b value of the same end face portion measured before the ultraviolet irradiation was measured by the above color difference meter. At this time, the difference in b value before and after storage for 1 month under ultraviolet rays was determined, and the coloring of the yarn was evaluated according to the following criteria.

Evaluation criteria for coloring of yarn ○: Difference in b value is less than 1.
X: The difference of b value is 1 or more.

  As is clear from the results of Table 3 corresponding to Table 1 and Table 2, according to the present invention, the elastic fiber is imparted with excellent antistatic properties and durability and has a treatment agent attached thereto. Even when stored for a long time, coloring of the yarn hardly occurs, and even when the treatment agent is stored for a long time, high stability can be maintained.

The present invention provides elastic fibers with excellent antistatic and long-lasting friction characteristics, and even when the yarn to which the treatment agent is attached is stored for a long time, the yarn is hardly colored, and the treatment agent is stored for a long time. and a method of manufacturing a elastic fibers adhering manufacturing method and according elastic fiber-processing agent of the elastic fiber-processing agent which can maintain high stability.

  Conventionally, as an elastic fiber treatment agent having excellent antistatic properties, an agent containing at least one base component selected from silicone oil, mineral oil and ester oil, and alkyl phosphate ester and / or a salt thereof has been proposed. (For example, refer to Patent Document 1). However, although such a conventional processing agent for elastic fibers has the advantage of being able to impart excellent antistatic properties, 1) friction with a roller that passes when the yarn travels over time 2) The yarn breaks during long-time operation. 2) The long-term storage of the treatment agent causes the precipitation of a gel-like material and makes it difficult to demonstrate the performance of the original treatment agent. If the adhered yarn is stored for a long time, there is also a problem that the yarn is colored over time.

International Publication No. 2016/129357

The problem to be solved by the present invention is that the elastic fiber is imparted with excellent antistatic properties and durability, and the coloring of the yarn hardly occurs even when the yarn with the treatment agent attached is stored for a long period of time. The present invention provides a method for producing an elastic fiber treatment agent that can maintain high stability even when the agent is stored for a long period of time, and a method for producing an elastic fiber to which such an elastic fiber treatment agent is attached.

As a result, the present inventors have studied to solve the above problems, and as a result, in the method for producing a treating agent for elastic fibers obtained by mixing a smoothing agent and an organic phosphate compound, the smoothing agent is a specific smoothing agent. In addition, the organic phosphate ester compound is an organic phosphate ester compound obtained by a specific production method , and the total concentration of inorganic phosphoric acid and inorganic phosphate in the elastic fiber treatment agent is less than a specific concentration It has been found that the method for producing the elastic fiber treatment agent is correctly suitable.

That is, the present invention provides a method of manufacturing a smoothing agent and an organic phosphoric acid ester compound and comprising a mixture of elastic fiber-processing agent, a smoothing agent is smooth agents described below, also organic phosphoric acid ester compound given below an organic phosphoric acid ester compound obtained by the process, and the total concentration of inorganic phosphate and inorganic phosphate in the elastic fiber-processing agent according to the method for manufacturing the acoustic fiber-processing agent is 200ppm or less. Further, the present invention takes the elastic fiber-processing agent, according to the manufacturing method of elastic fibers comprising the step of Ru is further attached to the elastic fibers.

  Smoothing agent: A smoothing agent containing mineral oil, wherein the mineral oil contains a paraffin content of 40% by mass or more and an aroma content of 10% by mass or less.

Organic phosphate ester compound: After dehydrating at least one compound selected from the compounds obtained by adding 1 to 10 moles of an organic oxide and an alkylene oxide having 2 to 4 carbon atoms with respect to 1 mole of the organic alcohol, oxide diphosphorus or by reacting oxyhalide potash down by organic phosphoric acid esters obtained and / or a salt thereof.

First, the manufacturing method of the processing agent for elastic fibers which concerns on this invention (henceforth the manufacturing method of the processing agent of this invention) is demonstrated. The method of treatment agent preparation present invention is a method of manufacturing a smoothing agent and an organic phosphoric acid ester compound and comprising a mixture of elastic fiber-processing agent, a smoothing agent is said lubricating agents, also organic phosphoric acid ester compound Is an organic phosphate compound obtained by the above specific production method , and the total concentration of inorganic phosphoric acid and inorganic phosphate in the elastic fiber treatment agent is 200 ppm or less . It is a manufacturing method .

The smoothing agent used in the method for producing the treating agent of the present invention is a smoothing agent containing mineral oil, wherein the mineral oil contains a paraffin content of 40% by mass or more and an aroma content of 10% by mass or less. However, among these, those containing 0 to 80% by mass of silicone and 20 to 100% by mass of mineral oil are preferable so that the total content of silicone and mineral oil is 100% by mass.

The qualitative and content of paraffin and aroma in mineral oil can be determined by ring analysis according to the ndM method defined in ASTM D3238. It is synonymous with the value of described C _P %, C _N %.

As the mineral oil used for the smoothing agent, commercially available products can be used. For example, the product name Stomol 40 manufactured by Sonneborn, the product name Carnation manufactured by Sonneborn, and the product name Cosmo Pure manufactured by Cosmo Oil Lubricants Co., Ltd. Spin D, Cosmo Oil Lubricants Cosmo Pure Spin RC, Cosmo Oil Lubricants Cosmo Pure Spin RB, Fuji Kosan Co., Ltd. Fukkor NT-60, Fuji Kosan Co., Ltd. -100, trade name Ultra-S 2 from S-OIL, trade name Ultra-S 3 from S-OIL, trade name YUBASE 3 from SK Lubrants, trade name YUBASE 4 from SK Lubrants, Idemitsu Product name Diana Fresia W8, Idemitsu Product name Diana Fresia W32, manufactured by Kosan Co., Ltd. Product name Diana Fresia G9, manufactured by Idemitsu Kosan Co., Ltd. Product name Diana Fresia K8, manufactured by Idemitsu Kosan Co., Ltd. Product name Cristol N72 manufactured by ExxonMobil Corp. Examples thereof include spindle oil and liquid paraffin having a viscosity of ² to 100 mm ² / s at 25 ° C., such as the name SUN 60N. These may be used alone or in combination of two or more.

As the silicone used as the smoothing agent, a commercially available product can also be used. Examples thereof include trade name KF-96-10cs made by Shin-Etsu Chemical Co., Ltd., trade name KF-96 made by Shin-Etsu Chemical Co., Ltd. -20cs, Shin-Etsu Chemical Co., Ltd. trade name KF-96-50cs, Shin-Etsu Chemical Co., Ltd. trade name KF-96-100cs, Shin-Etsu Chemical Co., Ltd. trade name KF-96-1000cs, Shin-Etsu Chemical Co., Ltd. Product name KF-96-1cs, product name KF-50-100cs made by Shin-Etsu Chemical Co., Ltd. product name KF-4003 made by Shin-Etsu Chemical Co., Ltd. product name KF-4917 made by Shin-Etsu Chemical Co., Ltd., Momentive・ Product name TSF451-10 manufactured by Performance Materials, product name TSF451-20 manufactured by Momentive Performance Materials, Toray Dow Corning Inc. under the trade name SH200-10CS, trade name SH510-100CS etc. manufactured by Dow Corning Toray Co., Ltd., both a viscosity at 25 ° C. for 2 to 100 mm ² / s polydimethylsiloxane, polyalkyl siloxanes, polyalkyl phenyl siloxanes Etc. These may be used alone or in combination of two or more.

  As components that can be used as a smoothing agent, in addition to the mineral oil and silicone described above, esters and other components known as a smoothing agent can be used.

The organic phosphate ester compound used in the method for producing the treating agent of the present invention is at least selected from compounds obtained by adding 1 to 10 moles of an alkylene oxide having 2 to 4 carbon atoms to 1 mole of an organic alcohol and an organic alcohol. after vacuum dehydration one compound is a phosphorus pentoxide or reacting the oxyhalide potash down by organic phosphoric acid esters obtained and / or a salt thereof, to form inter alia organic phosphoric acid ester compound The organic alcohol is preferably a branched aliphatic alcohol, and the organic phosphate compound is more preferably at least one selected from amine salts and alkaline earth metal salts of organic phosphate esters.

Specific examples of the organic phosphate compound include 1) hexyl phosphate sodium salt, octyl phosphate sodium salt, decyl phosphate sodium salt, dodecyl phosphate sodium salt, tridecyl phosphate sodium salt, tetradecyl phosphate sodium salt Salt, pentadecyl phosphate sodium salt, hexadecyl phosphate sodium salt, heptadecyl phosphate sodium salt, octadecyl phosphate sodium salt, behenyl phosphate sodium salt, trioctacosyl phosphate sodium salt, octa Decenyl phosphate sodium salt, hexyl phosphate potassium salt, octyl phosphate potassium salt, decyl phosphate potassium salt, dodecyl phosphate ester Ter potassium salt, tridecyl phosphate potassium salt, tetradecyl phosphate potassium salt, pentadecyl phosphate potassium salt, hexadecyl phosphate potassium salt, heptadecyl phosphate potassium salt, octadecyl phosphate potassium salt, behenyl phosphorus Acid ester potassium salt, trioctacosanyl phosphate potassium salt, octadecenyl phosphate ester potassium salt, etc., when the organic alcohol is a straight chain alcohol, 2) hexyl phosphate magnesium salt Octyl phosphate magnesium salt, decyl phosphate magnesium salt, dodecyl phosphate magnesium salt, tridecyl phosphate magnesium salt, tetradecyl phosphate magnesium Sodium salt, pentadecyl phosphate magnesium salt, hexadecyl phosphate magnesium salt, heptadecyl phosphate magnesium salt, octadecyl phosphate magnesium salt, behenyl phosphate magnesium salt, trioctacosyl phosphate magnesium salt, Octadecenyl phosphate magnesium salt, hexyl phosphate calcium salt, octyl phosphate calcium salt, decyl phosphate calcium salt, dodecyl phosphate calcium salt, tridecyl phosphate calcium salt, tetradecyl phosphate calcium salt, pentadecyl Phosphate calcium salt, hexadecyl phosphate calcium salt, heptadecyl phosphate calcium salt, octadecyl phosphate S Tercalcium salt, behenyl phosphate calcium salt, trioctacosanyl phosphate calcium salt, octadecenyl phosphate calcium salt and the like, when the organic alcohol is a linear alcohol, phosphate alkaline earth metal salt, 3) Hexyl phosphate octylamine salt, octyl phosphate octylamine salt, decyl phosphate octylamine salt, dodecyl phosphate octylamine salt, tridecyl phosphate octylamine salt, tetradecyl phosphate octylamine salt, pentadecyl phosphorus Acid ester octylamine salt, hexadecyl phosphate octylamine salt, heptadecyl phosphate octylamine salt, octadecyl phosphate octylamine salt, behenyl phosphate ester Octylamine salt, trioctacosanyl phosphate octylamine salt, octadecenyl phosphate octylamine salt, hexyl phosphate dioctylamine salt, octyl phosphate dioctylamine salt, decyl phosphate dioctylamine salt, dodecyl phosphate Dioctylamine salt, tridecyl phosphate dioctylamine salt, tetradecyl phosphate dioctylamine salt, pentadecyl phosphate dioctylamine salt, hexadecyl phosphate dioctylamine salt, heptadecyl phosphate dioctylamine salt, octadecyl phosphate Ester dioctylamine salt, behenyl phosphate dioctylamine salt, trioctacosanyl phosphate dioctylamine salt, octadecenyl amine Acid ester dioctylamine salt, hexyl phosphate dimethyl dodecyl amine salt, octyl phosphate dimethyl dodecyl amine salt, decyl phosphate dimethyl dodecyl amine salt, dodecyl phosphate dimethyl dodecyl amine salt, tridecyl phosphate dimethyl dodecyl amine salt, tetradecyl phosphorus Acid ester dimethyl dodecyl amine salt, pentadecyl phosphate dimethyl dodecyl amine salt, hexadecyl phosphate dimethyl dodecyl amine salt, heptadecyl phosphate dimethyl dodecyl amine salt, octadecyl phosphate dimethyl dodecyl amine salt, behenyl phosphate dimethyl Dodecylamine salt, trioctacosanyl phosphate dimethyl dodecylamine salt, octadecenyl phosphate diester Methyl dodecyl amine salt, hexyl phosphate dibutyl ethanol amine salt, octyl phosphate dibutyl ethanol amine salt, decyl phosphate dibutyl ethanol amine salt, dodecyl phosphate dibutyl ethanol amine salt, tridecyl phosphate dibutyl ethanol amine salt, tetradecyl phosphate Ester dibutyl ethanolamine salt, pentadecyl phosphate dibutyl ethanol amine salt, hexadecyl phosphate dibutyl ethanol amine salt, heptadecyl phosphate dibutyl ethanol amine salt, octadecyl phosphate dibutyl ethanol amine salt, behenyl phosphate dibutyl ethanol Amine salt, trioctacosanyl phosphate dibutyl ethanolamine salt, octadeceni Phosphate dibutylethanolamine salt, hexyl phosphate dodecyl diethanolamine salt, octyl phosphate dodecyl diethanolamine salt, decyl phosphate dodecyl diethanolamine salt, dodecyl phosphate dodecyl diethanolamine salt, tridecyl phosphate dodecyl diethanolamine salt, tetradecyl phosphate dodecyl phosphate Diethanolamine salt, pentadecyl phosphate dodecyl diethanolamine salt, hexadecyl phosphate dodecyl diethanolamine salt, heptadecyl phosphate dodecyl diethanolamine salt, octadecyl phosphate dodecyl diethanolamine salt, behenyl phosphate dodecyl diethanolamine salt, trioctacosanyl phosphorus Acid Este Dodecyl diethanolamine salt, octadecenyl phosphate ester dodecyl diethanolamine salt and the like, when the organic alcohol is a linear alcohol, 4) 2-ethyl-1-hexyl phosphate potassium salt, 6-methyl- 1-hexyl phosphate potassium salt, 7-methyl-1-heptyl phosphate potassium salt, 2,6-dimethyl-4-heptyl phosphate potassium salt, 2-propyl-1-heptyl phosphate potassium salt, 10- Methyl-1-decyl phosphate potassium salt, 2-butyl-1-octyl phosphate potassium salt, 2-butyl-1-decyl phosphate potassium salt, 11-methyl-1-dodecyl phosphate potassium salt, 2-hexyl -1-octyl phosphate potassium Salt, 2-hexyl-1-decyl phosphate potassium salt, 2-hexyl-1-dodecyl phosphate potassium salt, 2-octyl-1-decyl phosphate potassium salt, 2-octyl-1-dodecyl phosphate potassium salt 2-decyl-1-tetradecyl phosphate potassium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate potassium salt, 2- (4- Methylhexyl) -8-methyl-1-decyl phosphate potassium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate potassium salt, 2-ethyl-1-hexyl phosphate ester Sodium salt, 6-methyl-1-hexyl phosphate sodium salt, 7-methyl-1-heptyl phosphate Sodium salt, 2,6-dimethyl-4-heptyl phosphate sodium salt, 2-propyl-1-heptyl phosphate sodium salt, 10-methyl-1-decyl phosphate sodium salt, 2-butyl-1-octyl Phosphate sodium salt, 2-butyl-1-decyl phosphate sodium salt, 11-methyl-1-dodecyl phosphate sodium salt, 2-hexyl-1-octyl phosphate sodium salt, 2-hexyl-1-decyl phosphorus Acid ester sodium salt, 2-hexyl-1-dodecyl phosphate sodium salt, 2-octyl-1-decyl phosphate sodium salt, 2-octyl-1-dodecyl phosphate sodium salt, 2-decyl-1-tetradecyl phosphate Acid ester sodium salt, 2- ( , 3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate sodium salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate sodium salt, 2- ( 1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate sodium salt, etc., where the organic alcohol is a branched alcohol, 5) 2-ethyl-1-hexyl phosphate Ester magnesium salt, 6-methyl-1-hexyl phosphate magnesium salt, 7-methyl-1-heptyl phosphate magnesium salt, 2,6-dimethyl-4-heptyl phosphate magnesium salt, 2-propyl-1- Ptylphosphate magnesium salt, 10-methyl-1-decylphosphate magnesium Um salt, 2-butyl-1-octyl phosphate magnesium salt, 2-butyl-1-decyl phosphate magnesium salt, 11-methyl-1-dodecyl phosphate magnesium salt, 2-hexyl-1-octyl phosphate Magnesium salt, 2-hexyl-1-decyl phosphate magnesium salt, 2-hexyl-1-dodecyl phosphate magnesium salt, 2-octyl-1-decyl phosphate magnesium salt, 2-octyl-1-dodecyl phosphate magnesium salt 2-decyl-1-tetradecyl phosphate magnesium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate magnesium salt, 2- (4- Methylhexyl) -8-methyl-1-decylphosphate Termagnesium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate magnesium salt, 2-ethyl-1-hexyl phosphate calcium salt, 6-methyl-1-hexyl phosphate Calcium salt, 7-methyl-1-heptyl phosphate calcium salt, 2,6-dimethyl-4-heptyl phosphate calcium salt, 2-propyl-1-heptyl phosphate calcium salt, 10-methyl-1-decyl phosphorus Acid ester calcium salt, 2-butyl-1-octyl phosphate calcium salt, 2-butyl-1-decyl phosphate calcium salt, 11-methyl-1-dodecyl phosphate calcium salt, 2-hexyl-1-octyl phosphorus Acid ester calcium salt, 2-hexyl-1-dec Phosphate ester calcium salt, 2-hexyl-1-dodecyl phosphate ester calcium salt, 2-octyl-1-decyl phosphate ester calcium salt, 2-octyl-1-dodecyl phosphate ester calcium salt, 2-decyl-1-tetradecyl Phosphate ester calcium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester calcium salt, 2- (4-methylhexyl) -8-methyl-1 -Phosphate alkaline earth metals when the organic alcohol is a branched alcohol, such as decyl phosphate calcium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate calcium salt Salt, 6) 2-ethyl-1-hexyl phosphate octylamine salt, 6-methyl- 1-hexyl phosphate octylamine salt, 7-methyl-1-heptyl phosphate octylamine salt, 2,6-dimethyl-4-heptyl phosphate octylamine salt, 2-propyl-1-heptyl phosphate octylamine Salt, 10-methyl-1-decyl phosphate octylamine salt, 2-butyl-1-octyl phosphate octylamine salt, 2-butyl-1-decyl phosphate octylamine salt, 11-methyl-1-dodecyl phosphate Ester octylamine salt, 2-hexyl-1-octyl phosphate octylamine salt, 2-hexyl-1-decyl phosphate octylamine salt, 2-hexyl-1-dodecyl phosphate octylamine salt, 2-octyl-1 -Decyl phosphate octylami Salt, 2-octyl-1-dodecyl phosphate octylamine salt, 2-decyl-1-tetradecyl phosphate octylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl -1-octyl phosphate octylamine salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate octylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl- 1-decyl phosphate octylamine salt, 2-ethyl-1-hexyl phosphate dioctylamine salt, 6-methyl-1-hexyl phosphate dioctylamine salt, 7-methyl-1-heptyl phosphate dioctylamine salt, 2 , 6-Dimethyl-4-heptyl phosphate dioctylamine salt, 2-propyl-1-hept Luric acid ester dioctylamine salt, 10-methyl-1-decylphosphoric acid ester dioctylamine salt, 2-butyl-1-octylphosphoric acid ester dioctylamine salt, 2-butyl-1-decylphosphoric acid ester dioctylamine salt, 11-methyl -1-dodecyl phosphate dioctylamine salt, 2-hexyl-1-octyl phosphate dioctylamine salt, 2-hexyl-1-decyl phosphate dioctylamine salt, 2-hexyl-1-dodecyl phosphate dioctylamine salt, 2-octyl-1-decyl phosphate dioctylamine salt, 2-octyl-1-dodecyl phosphate dioctylamine salt, 2-decyl-1-tetradecyl phosphate dioctylamine salt, 2- (1,3,3- Trimethylbutyl) -5 , 7,7-Trimethyl-1-octylphosphate dioctylamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dioctylamine salt, 2- (1,5-dimethylhexyl)- 5,9-dimethyl-1-decyl phosphate dioctylamine salt, 2-ethyl-1-hexyl phosphate dimethyl dodecyl amine salt, 6-methyl-1-hexyl phosphate dimethyl dodecyl amine salt, 7-methyl-1- Ptyl phosphate dimethyl dodecylamine salt, 2,6-dimethyl-4-heptyl phosphate dimethyl dodecyl amine salt, 2-propyl-1-heptyl phosphate dimethyl dodecyl amine salt, 10-methyl-1-decyl phosphate dimethyl dodecyl Amine salt, 2-butyl-1-octyluri Acid ester dimethyl dodecyl amine salt, 2-butyl-1-decyl phosphate dimethyl dodecyl amine salt, 11-methyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-octyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-octyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-octyl-1-dodecyl phosphate Ester dimethyl dodecyl amine salt, 2-decyl-1-tetradecyl phosphate dimethyl dodecyl amine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate dimethyl Dodecylua Salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate ester dimethyldodecylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate ester dimethyldodecyl Amine salt, 2-ethyl-1-hexyl phosphate dibutylethanolamine salt, 6-methyl-1-hexyl phosphate dibutylethanolamine salt, 7-methyl-1-heptyl phosphate dibutylethanolamine salt, 2,6- Dimethyl-4-heptyl phosphate dibutyl ethanolamine salt, 2-propyl-1-heptyl phosphate dibutyl ethanolamine salt, 10-methyl-1-decyl phosphate dibutyl ethanolamine salt, 2-butyl-1-octyl phosphate Ester dibutyl ethanolamine salt 2-butyl-1-decylphosphate dibutylethanolamine salt, 11-methyl-1-dodecylphosphate dibutylethanolamine salt, 2-hexyl-1-octylphosphate dibutylethanolamine salt, 2-hexyl-1- Decyl phosphate dibutyl ethanolamine salt, 2-hexyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-octyl-1-decyl phosphate dibutyl ethanol amine salt, 2-octyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-decyl-1-tetradecylphosphate dibutylethanolamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate dibutylethanolamine salt, 2- (4- Tilhexyl) -8-methyl-1-decylphosphate dibutylethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate dibutylethanolamine salt, 2-ethyl-1- Hexyl phosphate dodecyl diethanolamine salt, 6-methyl-1-hexyl phosphate dodecyl diethanolamine salt, 7-methyl-1-heptyl phosphate dodecyl diethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dodecyl diethanolamine salt, 2 -Propyl-1-heptyl phosphate dodecyl diethanolamine salt, 10-methyl-1-decyl phosphate dodecyl diethanolamine salt, 2-butyl-1-octyl phosphate dodecyl diethanolamine 2-butyl-1-decyl phosphate dodecyl diethanolamine salt, 11-methyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-octyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-decyl phosphate ester Dodecyl diethanolamine salt, 2-hexyl-1-dodecyl phosphate dodecyl diethanol amine salt, 2-octyl-1-decyl phosphate dodecyl diethanol amine salt, 2-octyl-1-dodecyl phosphate dodecyl diethanol amine salt, 2-decyl-1-tetra Decyl phosphate ester dodecyl diethanolamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester dodecyl diethanol amine Min salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate ester dodecyl diethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester dodecyl diethanolamine salt 7) Phosphoric ester amine salt when organic alcohol is branched alcohol, etc. 7) Polyoxyethylene 2 mol addition dodecyl ether phosphate sodium salt, polyoxyethylene 4 mol addition decyl ether phosphate sodium salt, polyoxy Organic alcohols such as ethylene 2-mol addition dodecyl ether phosphate potassium salt and polyoxyethylene 4-mol addition decyl ether phosphate potassium salt are linear alcohols, and the number of carbon atoms is 2 to 4 with respect to 1 mol of the linear alcohol. Alkylene oxa 8) Alkali metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of phosphine, 8) Polyoxyethylene 2-mol addition dodecyl ether phosphate magnesium salt, Polyoxyethylene 4-mol addition decyl ether phosphorus Organic alcohol is a linear alcohol such as acid ester magnesium salt, polyoxyethylene 2 mol addition dodecyl ether phosphate calcium salt, polyoxyethylene 4 mol addition decyl ether phosphate calcium salt, and 1 mol of such linear alcohol Alkaline earth metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms to 9), 9) polyoxyethylene 2 moles added dodecyl ether phosphoric acid ester octyl Amine salt, polyoxyethylene Mole addition decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition dodecyl ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition dodecyl ether phosphorus Acid ester dimethyl dodecyl amine salt, polyoxyethylene 4 mol addition decyl ether phosphate ester dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition dodecyl ether phosphate dibutyl ethanolamine salt, polyoxyethylene 4 mol addition decyl ether phosphate ester Dibutylethanolamine salt, polyoxyethylene 2 mol addition dodecyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 4 mol addition decyl An organic alcohol such as ether phosphate ester dodecyl diethanolamine salt is a straight-chain alcohol, and a raw material obtained by adding 1 to 10 moles of an alkylene oxide having 2 to 4 carbon atoms to 1 mole of the straight-chain alcohol 10) polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate potassium salt, Polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate potassium salt, Polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate potassium salt, Polyoxyethylene 2-mol addition 2-octyl- 1-dodecyl ether phosphate potassium Salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate potassium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate potassium salt, poly Oxyethylene 2-mole addition 2-ethyl-1-hexyl ether phosphate sodium salt, polyoxyethylene 2-mole addition 2-hexyl-1-decyl ether phosphate sodium salt, polyoxyethylene 2-mole addition 2-octyl-1 -Decyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate sodium salt, polyoxy ester Branched organic alcohols such as sodium 5 mol addition 2-hexyl-1-decyl ether phosphate sodium salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate sodium salt An alkali metal salt of a phosphate ester obtained by adding 1 to 10 moles of an alkylene oxide having 2 to 4 carbon atoms to 1 mole of such a branched alcohol; 11) 2 moles of polyoxyethylene Addition 2-ethyl-1-hexyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphorus Acid ester magnesium salt, polyoxy Ethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 5 mol addition 2-hexyl-1- Magnesium decyl ether phosphate, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate Ester calcium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate calcium salt, polyoxyethylene Mole addition 2-hexyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether Organic alcohol is a branched alcohol, such as phosphoric acid ester calcium salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate calcium salt, and carbon per mol of the branched alcohol 12) Alkaline earth metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of alkylene oxide of 2-4, 12) Polyoxyethylene 2-mol 2-ethyl-1-hexyl ether phosphorus Acid ester octylamine salt, polyoxy Ethylene 2 mol addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-hexyl- 1-dodecyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate octyl Amine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dioctylamine Salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether Phosphoric acid ester dioctylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate ester dioctylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphorus Ester dimethyldodecylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dimethyl dodecyl amine salt, Polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dimethyl dodecyl amine Polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol Addition 2-octyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1 -Dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl- 1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dodecyl Diethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 5-mol addition 2-hexyl-1-decylate Organic alcohol is a branched alcohol such as phosphate ester dodecyl diethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate ester dodecyl diethanolamine salt, Amine salt of phosphate ester obtained by adding 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms, 13) Hexyl phosphate ester, octyl phosphate ester, decyl phosphate ester, dodecyl phosphate ester , Tridecyl phosphate, tetradecyl phosphate, pentadecyl phosphate, hexadecyl phosphate, heptadecyl phosphate, octadecyl phosphate, behenyl phosphate, trioctacosa When the organic alcohol is a linear alcohol, such as luric acid ester and octadecenyl phosphoric acid ester, 14) 2-ethyl-1-hexyl phosphoric acid ester, 6-methyl-1-hexyl phosphoric acid ester, 7 -Methyl-1-heptyl phosphate, 2,6-dimethyl-4-heptyl phosphate, 2-propyl-1-heptyl phosphate, 10-methyl-1-decyl phosphate, 2-butyl-1-octyl Phosphate ester, 2-butyl-1-decyl phosphate ester, 11-methyl-1-dodecyl phosphate ester, 2-hexyl-1-octyl phosphate ester, 2-hexyl-1-decyl phosphate ester, 2-hexyl-1 -Dodecyl phosphate, 2-octyl-1-decyl phosphate, 2-octyl-1- Dodecyl phosphate, 2-decyl-1-tetradecyl phosphate, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate, 2- (4-methyl) Hexyl) -8-methyl-1-decyl phosphate, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate, etc., where the aliphatic alcohol is a branched alcohol Is mentioned. These can be used alone or in combination of two or more.

Among these, as the organic phosphate compound, 1) 2-ethyl-1-hexyl phosphate potassium salt, 6-methyl-1-hexyl phosphate potassium salt, 7-methyl-1-heptyl phosphate potassium salt, 2 , 6-Dimethyl-4-heptyl phosphate potassium salt, 2-propyl-1-heptyl phosphate potassium salt, 10-methyl-1-decyl phosphate potassium salt, 2-butyl-1-octyl phosphate potassium salt 2-butyl-1-decyl phosphate potassium salt, 11-methyl-1-dodecyl phosphate potassium salt, 2-hexyl-1-octyl phosphate potassium salt, 2-hexyl-1-decyl phosphate potassium salt, 2-hexyl-1-dodecyl phosphate potassium salt, 2-octyl 1-decyl phosphate potassium salt, 2-octyl-1-dodecyl phosphate potassium salt, 2-decyl-1-tetradecyl phosphate potassium salt, 2- (1,3,3-trimethylbutyl) -5 , 7,7-Trimethyl-1-octyl phosphate potassium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate potassium salt, 2- (1,5-dimethylhexyl) -5, 9-dimethyl-1-decyl phosphate potassium salt, 2-ethyl-1-hexyl phosphate sodium salt, 6-methyl-1-hexyl phosphate sodium salt, 7-methyl-1-heptyl phosphate sodium salt, 2 , 6-Dimethyl-4-heptyl phosphate sodium salt, 2-propyl-1-heptyl phosphate Thorium salt, 10-methyl-1-decyl phosphate sodium salt, 2-butyl-1-octyl phosphate sodium salt, 2-butyl-1-decyl phosphate sodium salt, 11-methyl-1-dodecyl phosphate sodium salt Salt, 2-hexyl-1-octyl phosphate sodium salt, 2-hexyl-1-decyl phosphate sodium salt, 2-hexyl-1-dodecyl phosphate sodium salt, 2-octyl-1-decyl phosphate sodium salt 2-octyl-1-dodecyl phosphate sodium salt, 2-decyl-1-tetradecyl phosphate sodium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1- Octyl phosphate sodium salt, 2- (4-methylhexyl When the organic alcohol is a branched alcohol, such as sodium salt of -8-methyl-1-decyl phosphate ester, sodium salt of 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester 2) 2-ethyl-1-hexyl phosphate magnesium salt, 6-methyl-1-hexyl phosphate magnesium salt, 7-methyl-1-heptyl phosphate magnesium salt, 2,6 -Dimethyl-4-heptyl phosphate magnesium salt, 2-propyl-1-heptyl phosphate magnesium salt, 10-methyl-1-decyl phosphate magnesium salt, 2-butyl-1-octyl phosphate magnesium salt, 2 -Butyl-1-decyl phosphate magnesium salt, 1 -Methyl-1-dodecyl phosphate magnesium salt, 2-hexyl-1-octyl phosphate magnesium salt, 2-hexyl-1-decyl phosphate magnesium salt, 2-hexyl-1-dodecyl phosphate magnesium salt, 2- Octyl-1-decyl phosphate magnesium salt, 2-octyl-1-dodecyl phosphate magnesium salt, 2-decyl-1-tetradecyl phosphate magnesium salt, 2- (1,3,3-trimethylbutyl) -5 , 7,7-Trimethyl-1-octylphosphate ester magnesium salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate magnesium salt, 2- (1,5-dimethylhexyl) -5, 9-dimethyl-1-decyl phosphate magnesium salt, 2 Ethyl-1-hexyl phosphate calcium salt, 6-methyl-1-hexyl phosphate calcium salt, 7-methyl-1-heptyl phosphate calcium salt, 2,6-dimethyl-4-heptyl phosphate calcium salt, 2 -Propyl-1-heptyl phosphate calcium salt, 10-methyl-1-decyl phosphate calcium salt, 2-butyl-1-octyl phosphate calcium salt, 2-butyl-1-decyl phosphate calcium salt, 11 -Methyl-1-dodecyl phosphate calcium salt, 2-hexyl-1-octyl phosphate calcium salt, 2-hexyl-1-decyl phosphate calcium salt, 2-hexyl-1-dodecyl phosphate calcium salt, 2- Octyl-1-decyl phosphate Tercalcium salt, 2-octyl-1-dodecyl phosphate calcium salt, 2-decyl-1-tetradecyl phosphate calcium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl -1-octyl phosphate calcium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate calcium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1- Decyl phosphate alkaline earth metal salts such as decyl phosphate calcium salt when organic alcohol is branched alcohol, 3) 2-ethyl-1-hexyl phosphate octylamine salt, 6-methyl-1-hexyl phosphate Octylamine salt, 7-methyl-1-heptyl phosphate octylamine salt, 2,6-dimethyl 4-heptyl phosphate octylamine salt, 2-propyl-1-heptyl phosphate octylamine salt, 10-methyl-1-decyl phosphate octylamine salt, 2-butyl-1-octyl phosphate octylamine salt, 2-butyl-1-decyl phosphate octylamine salt, 11-methyl-1-dodecyl phosphate octylamine salt, 2-hexyl-1-octyl phosphate octylamine salt, 2-hexyl-1-decyl phosphate octyl Amine salt, 2-hexyl-1-dodecyl phosphate octylamine salt, 2-octyl-1-decyl phosphate octylamine salt, 2-octyl-1-dodecyl phosphate octylamine salt, 2-decyl-1-tetradecyl Phosphate ester octylua Salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate octylamine salt, 2- (4-methylhexyl) -8-methyl-1-decylline Acid ester octylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate octylamine salt, 2-ethyl-1-hexyl phosphate dioctylamine salt, 6-methyl-1 -Hexyl phosphate dioctylamine salt, 7-methyl-1-heptyl phosphate dioctylamine salt, 2,6-dimethyl-4-heptyl phosphate dioctylamine salt, 2-propyl-1-heptyl phosphate dioctylamine salt 10-methyl-1-decyl phosphate dioctylamine salt, 2-butyl-1-octyl Luric acid ester dioctylamine salt, 2-butyl-1-decylphosphoric acid ester dioctylamine salt, 11-methyl-1-dodecylphosphoric acid ester dioctylamine salt, 2-hexyl-1-octylphosphoric acid ester dioctylamine salt, 2-hexyl -1-decyl phosphate dioctylamine salt, 2-hexyl-1-dodecyl phosphate dioctylamine salt, 2-octyl-1-decyl phosphate dioctylamine salt, 2-octyl-1-dodecyl phosphate dioctylamine salt, 2 -Decyl-1-tetradecyl phosphate dioctylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate dioctylamine salt, 2- (4- Methylhexyl) -8-methyl-1-dec Phosphate dioctylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decylphosphate dioctylamine salt, 2-ethyl-1-hexylphosphate dimethyldodecylamine salt, 6-methyl -1-hexyl phosphate dimethyl dodecyl amine salt, 7-methyl-1-heptyl phosphate dimethyl dodecyl amine salt, 2,6-dimethyl-4-heptyl phosphate dimethyl dodecyl amine salt, 2-propyl-1-heptyl phosphorus Acid ester dimethyl dodecyl amine salt, 10-methyl-1-decyl phosphate ester dimethyl dodecyl amine salt, 2-butyl-1-octyl phosphate ester dimethyl dodecyl amine salt, 2-butyl-1-decyl phosphate ester dimethyl dodecyl amine salt, 11-methyl-1 Dodecyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-octyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-dodecyl phosphate dimethyl dodecyl amine salt 2-octyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-octyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-decyl-1-tetradecyl phosphate dimethyl dodecyl amine salt, 2- (1, 3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate ester dimethyldodecylamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate ester dimethyldodecylamine salt, 2- (1,5-Dimethyl Ruhexyl) -5,9-dimethyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-ethyl-1-hexyl phosphate dibutyl ethanol amine salt, 6-methyl-1-hexyl phosphate dibutyl ethanol amine salt, 7-methyl -1-heptyl phosphate dibutyl ethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dibutyl ethanol amine salt, 2-propyl-1-heptyl phosphate dibutyl ethanol amine salt, 10-methyl-1-decyl phosphorus Acid ester dibutyl ethanolamine salt, 2-butyl-1-octyl phosphate dibutyl ethanolamine salt, 2-butyl-1-decyl phosphate dibutyl ethanolamine salt, 11-methyl-1-dodecyl phosphate dibutyl ester Nolamine salt, 2-hexyl-1-octylphosphate dibutylethanolamine salt, 2-hexyl-1-decylphosphate dibutylethanolamine salt, 2-hexyl-1-dodecylphosphate dibutylethanolamine salt, 2-octyl- 1-decyl phosphate dibutyl ethanolamine salt, 2-octyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-decyl-1-tetradecyl phosphate dibutyl ethanol amine salt, 2- (1,3,3-trimethyl Butyl) -5,7,7-trimethyl-1-octylphosphate dibutylethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dibutylethanolamine salt, 2- (1, 5-dimethylhexyl)- , 9-dimethyl-1-decyl phosphate dibutyl ethanolamine salt, 2-ethyl-1-hexyl phosphate dodecyl diethanolamine salt, 6-methyl-1-hexyl phosphate dodecyl diethanolamine salt, 7-methyl-1-heptyl phosphate Ester dodecyl diethanolamine salt, 2,6-dimethyl-4-heptyl phosphate ester dodecyl diethanol amine salt, 2-propyl-1-heptyl phosphate ester dodecyl diethanol amine salt, 10-methyl-1-decyl phosphate ester dodecyl diethanol amine salt, 2-butyl -1-octyl phosphate dodecyl diethanolamine salt, 2-butyl-1-decyl phosphate dodecyl diethanolamine salt, 11-methyl-1-dodecyl phosphate dodecyl phosphate Diethanolamine salt, 2-hexyl-1-octyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-decyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-octyl-1-decyl phosphorus Acid ester dodecyl diethanolamine salt, 2-octyl-1-dodecyl phosphate ester dodecyl diethanolamine salt, 2-decyl-1-tetradecyl phosphate ester dodecyl diethanolamine salt, 2- (1,3,3-trimethylbutyl) -5,7 , 7-trimethyl-1-octyl phosphate ester dodecyl diethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate ester dodecyl diethanolamine salt, 2- (1,5- Methylhexyl) -5,9-dimethyl-1-decyl phosphate ester dodecyl diethanolamine salt, etc., where the organic alcohol is a branched alcohol, 4) polyoxyethylene 2-mole addition 2-ethyl-1- Hexyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate potassium salt, polyoxy Ethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate potassium salt, polyoxyethylene 5-mol addition 2-hexyl-1- Decyl ether phosphate Steryl potassium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate potassium salt, polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate sodium salt, Polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate sodium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate sodium salt, polyoxyethylene 2 mol addition 2-hexyl- 1-dodecyl ether phosphate sodium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate sodium salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate sodium salt, The organic alcohol is a branched alcohol, such as polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate sodium salt, and alkylene having 2 to 4 carbon atoms per 1 mol of the branched alcohol Alkali metal salt of phosphoric acid ester obtained by adding 1 to 10 moles of oxide as raw material 5) Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphoric acid ester magnesium salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate magnesium, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl Ether Phosphate Magnesium Salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 4-mol addition polyoxy Propylene 3 mol addition 2-butyl-1-octyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-hexyl-1- Decyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate calcium salt, poly Xylethylene 2-mole addition 2-octyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 5-mole addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 4-mole addition polyoxypropylene 3-mole addition The organic alcohol, such as 2-butyl-1-octyl ether phosphate calcium salt, is a branched alcohol, and an alkylene oxide having 2 to 4 carbon atoms is added at a ratio of 1 to 10 mol with respect to 1 mol of the branched alcohol. 6) Polyoxyethylene 2-mole-added 2-ethyl-1-hexyl ether phosphate octylamine salt, polyoxyethylene 2-mole-added 2-hexyl-1- Decyl ether phosphate octylamine Salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2- Butyl-1-octyl ether phosphate octylamine salt, polyoxyethylene 2-mol addition 2-ethyl-1-hexyl ether phosphate dioctylamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate ester Octylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 2 Mole addition 2-octyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-hexyl- -Decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate Dimethyldodecylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecylamine salt, poly Oxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate di Butylethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate dibutylethanolamine salt, poly Oxyethylene 2-mole addition 2-hexyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mole addition 2-octyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 5-mole addition 2 -Hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dibutylethanolamine Salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dodecyl diethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether Phosphate ester dodecyl diethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 4 mol addition poly The organic alcohol is a branched alcohol, such as 2-propyl-1-octyl ether phosphate dodecyl diethanolamine salt added with 3 moles of xylene, and 1 to 10 moles of alkylene oxide having 2 to 4 carbon atoms per mole of the branched alcohol. 7) Phosphoric acid ester amine salt using as a starting material, 7) 2-ethyl-1-hexyl phosphoric acid ester, 6-methyl-1-hexyl phosphoric acid ester, 7-methyl-1-heptyl phosphoric acid ester 2,6-dimethyl-4-heptyl phosphate, 2-propyl-1-heptyl phosphate, 10-methyl-1-decyl phosphate, 2-butyl-1-octyl phosphate, 2-butyl-1 -Decyl phosphate, 11-methyl-1-dodecyl phosphate, 2-hexyl -1-octyl phosphate, 2-hexyl-1-decyl phosphate, 2-hexyl-1-dodecyl phosphate, 2-octyl-1-decyl phosphate, 2-octyl-1-dodecyl phosphate, 2- Decyl-1-tetradecyl phosphate, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate, 2- (4-methylhexyl) -8-methyl At least one selected from phosphate esters in the case where the organic alcohol is a branched alcohol, such as -1-decyl phosphate ester and 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester preferable.

Among them, as the organic phosphate compound, 1) 2-ethyl-1-hexyl phosphate octylamine salt, 6-methyl-1-hexyl phosphate octylamine salt, 7-methyl-1-heptyl phosphate octyl Amine salt, 2,6-dimethyl-4-heptyl phosphate octylamine salt, 2-propyl-1-heptyl phosphate octylamine salt, 10-methyl-1-decyl phosphate octylamine salt, 2-butyl-1 -Octyl phosphate octylamine salt, 2-butyl-1-decyl phosphate octylamine salt, 11-methyl-1-dodecyl phosphate octylamine salt, 2-hexyl-1-octyl phosphate octylamine salt, 2 -Hexyl-1-decyl phosphate ester octyl Mine salt, 2-hexyl-1-dodecyl phosphate octylamine salt, 2-octyl-1-decyl phosphate octylamine salt, 2-octyl-1-dodecyl phosphate octylamine salt, 2-decyl-1-tetradecyl Phosphate octylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate octylamine salt, 2- (4-methylhexyl) -8-methyl -1-decyl phosphate octylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate octylamine salt, 2-ethyl-1-hexyl phosphate dioctylamine salt, 6 -Methyl-1-hexyl phosphate dioctylamine salt, 7-methyl-1-heptyluri Acid ester dioctylamine salt, 2,6-dimethyl-4-heptyl phosphate dioctylamine salt, 2-propyl-1-heptyl phosphate dioctylamine salt, 10-methyl-1-decyl phosphate dioctylamine salt, 2- Butyl-1-octyl phosphate dioctylamine salt, 2-butyl-1-decyl phosphate dioctylamine salt, 11-methyl-1-dodecyl phosphate dioctylamine salt, 2-hexyl-1-octyl phosphate dioctylamine Salt, 2-hexyl-1-decyl phosphate dioctylamine salt, 2-hexyl-1-dodecyl phosphate dioctylamine salt, 2-octyl-1-decyl phosphate dioctylamine salt, 2-octyl-1-dodecyl phosphate Geo Cutylamine salt, 2-decyl-1-tetradecylphosphate dioctylamine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate dioctylamine salt, 2 -(4-Methylhexyl) -8-methyl-1-decyl phosphate dioctylamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dioctylamine salt, 2-ethyl -1-hexyl phosphate dimethyl dodecyl amine salt, 6-methyl-1-hexyl phosphate dimethyl dodecyl amine salt, 7-methyl-1-heptyl phosphate dimethyl dodecyl amine salt, 2,6-dimethyl-4-heptyl phosphate Ester dimethyl dodecyl amine salt, 2-propyl-1-heptyl phosphate ester Dimethyldodecylamine salt, 10-methyl-1-decylphosphate ester dimethyldodecylamine salt, 2-butyl-1-octylphosphate ester dimethyldodecylamine salt, 2-butyl-1-decylphosphate ester dimethyldodecylamine salt, 11- Methyl-1-dodecyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-octyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-hexyl-1-dodecyl phosphate Dimethyldodecylamine salt, 2-octyl-1-decylphosphate dimethyldodecylamine salt, 2-octyl-1-dodecylphosphate dimethyldodecylamine salt, 2-decyl-1-tetradecylphosphate dimethyldodeci Amine salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester dimethyldodecylamine salt, 2- (4-methylhexyl) -8-methyl-1- Decyl phosphate dimethyl dodecyl amine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dimethyl dodecyl amine salt, 2-ethyl-1-hexyl phosphate dibutyl ethanolamine salt, 6 -Methyl-1-hexyl phosphate dibutylethanolamine salt, 7-methyl-1-heptyl phosphate dibutylethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dibutylethanolamine salt, 2-propyl-1- Heptyl phosphate dibutylethanolamine salt, 10-methyl -1-decyl phosphate dibutyl ethanolamine, 2-butyl-1-octyl phosphate dibutyl ethanolamine, 2-butyl-1-decyl phosphate dibutyl ethanolamine, 11-methyl-1-dodecyl phosphate dibutyl Ethanolamine salt, 2-hexyl-1-octyl phosphate dibutyl ethanolamine salt, 2-hexyl-1-decyl phosphate dibutyl ethanolamine salt, 2-hexyl-1-dodecyl phosphate dibutyl ethanolamine salt, 2-octyl -1-decyl phosphate dibutyl ethanolamine salt, 2-octyl-1-dodecyl phosphate dibutyl ethanol amine salt, 2-decyl-1-tetradecyl phosphate dibutyl ethanol amine salt, 2- (1 3,3-trimethylbutyl) -5,7,7-trimethyl-1-octylphosphate dibutylethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decylphosphate dibutylethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate dibutylethanolamine salt, 2-ethyl-1-hexyl phosphate dodecyl diethanolamine salt, 6-methyl-1-hexyl phosphate dodecyl Diethanolamine salt, 7-methyl-1-heptyl phosphate dodecyl diethanolamine salt, 2,6-dimethyl-4-heptyl phosphate dodecyl diethanolamine salt, 2-propyl-1-heptyl phosphate dodecyl diethanolamine salt, 10-methyl- -Decyl phosphate dodecyl diethanolamine salt, 2-butyl-1-octyl phosphate dodecyl diethanolamine salt, 2-butyl-1-decyl phosphate dodecyl diethanolamine salt, 11-methyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2- Hexyl-1-octyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-decyl phosphate dodecyl diethanolamine salt, 2-hexyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-octyl-1-decyl phosphate dodecyl diethanolamine salt 2-octyl-1-dodecyl phosphate dodecyl diethanolamine salt, 2-decyl-1-tetradecyl phosphate dodecyl diethanol amine Min salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate ester dodecyl diethanolamine salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphorus Phosphate ester amine salt when the organic alcohol is a branched alcohol, such as acid ester dodecyl diethanolamine salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate ester dodecyl diethanolamine salt, 2 ) Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2 -Octyl-1-decyl ether phosphate octyl Mineral salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate octylamine salt, polyoxyethylene 5 mol Addition 2-hexyl-1-decyl ether phosphate octylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate octylamine salt, polyoxyethylene 2 mol addition 2 -Ethyl-1-hexyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphorus acid Stediodioctylamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dioctylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dioctylamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dioctylamine salt, polyoxyethylene 2 mol Addition 2-ethyl-1-hexyl ether phosphate dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2 -Octyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-hexyl-1-dodecyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl Ether phosphate dimethyl dodecylamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl ether phosphate dimethyl dodecyl amine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl Ether phosphoric acid ester dimethyl dodecylamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate dibutyl ethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether Acid ester dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-octyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate dibutylethanolamine Salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate dibutylethanolamine salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate dibutylethanolamine salt, polyoxyethylene 4 Mole addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dibutylethanolamine salt, polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphate ester Diethanolamine salt, polyoxyethylene 2 mol addition 2-hexyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-decyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol Addition 2-hexyl-1-dodecyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 2 mol addition 2-octyl-1-dodecyl ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 5 mol addition 2-hexyl-1-decyl Ether phosphate ester dodecyl diethanolamine salt, polyoxyethylene 4 mol addition polyoxypropylene 3 mol addition 2-butyl-1-octyl ether phosphate dodecyl diethanolo An amine salt of a phosphate ester using, as a raw material, an organic alcohol which is a branched alcohol, such as an amine amine salt, and an alkylene oxide having 2 to 4 carbon atoms added to 1 mol of the branched alcohol at a ratio of 1 to 10 mol 3) 2-ethyl-1-hexyl phosphate magnesium salt, 6-methyl-1-hexyl phosphate magnesium salt, 7-methyl-1-heptyl phosphate magnesium salt, 2,6-dimethyl-4-heptyl phosphate Ester magnesium salt, 2-propyl-1-heptyl phosphate magnesium salt, 10-methyl-1-decyl phosphate magnesium salt, 2-butyl-1-octyl phosphate magnesium salt, 2-butyl-1-decyl phosphate Ester magnesium salt, 11-methyl-1-dodecyl Acid ester magnesium salt, 2-hexyl-1-octyl phosphate magnesium salt, 2-hexyl-1-decyl phosphate magnesium salt, 2-hexyl-1-dodecyl phosphate magnesium salt, 2-octyl-1-decyl phosphate Ester magnesium salt, 2-octyl-1-dodecyl phosphate magnesium salt, 2-decyl-1-tetradecyl phosphate magnesium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl -1-octyl phosphate magnesium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate magnesium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1- Decyl phosphate magnesium salt, 2-ethyl-1-hexyl phosphorus Ester calcium salt, 6-methyl-1-hexyl phosphate calcium salt, 7-methyl-1-heptyl phosphate calcium salt, 2,6-dimethyl-4-heptyl phosphate calcium salt, 2-propyl-1- Putyl phosphate calcium salt, 10-methyl-1-decyl phosphate calcium salt, 2-butyl-1-octyl phosphate calcium salt, 2-butyl-1-decyl phosphate calcium salt, 11-methyl-1-dodecyl phosphorus Acid ester calcium salt, 2-hexyl-1-octyl phosphate calcium salt, 2-hexyl-1-decyl phosphate calcium salt, 2-hexyl-1-dodecyl phosphate calcium salt, 2-octyl-1-decyl phosphate Ester calcium salt, 2-oct Til-1-dodecyl phosphate calcium salt, 2-decyl-1-tetradecyl phosphate calcium salt, 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octyl phosphate Ester calcium salt, 2- (4-methylhexyl) -8-methyl-1-decyl phosphate calcium salt, 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decyl phosphate calcium salt, etc. And 4) polyoxyethylene 2-mole addition 2-ethyl-1-hexyl ether phosphate magnesium salt, polyoxyethylene 2-mole addition 2- Hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2 mol addition 2 Octyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate magnesium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate magnesium Salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate magnesium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate magnesium salt, polyoxy Ethylene 2-mole addition 2-ethyl-1-hexyl ether phosphate calcium salt, polyoxyethylene 2-mole addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 2-mole addition 2-octane Ru-1-decyl ether phosphate calcium salt, polyoxyethylene 2-mol addition 2-hexyl-1-dodecyl ether phosphate calcium salt, polyoxyethylene 2-mol addition 2-octyl-1-dodecyl ether phosphate calcium Salt, polyoxyethylene 5-mol addition 2-hexyl-1-decyl ether phosphate calcium salt, polyoxyethylene 4-mol addition polyoxypropylene 3-mol addition 2-butyl-1-octyl ether phosphate calcium salt, From an alkaline earth metal salt of an organic phosphate using as a raw material an organic alcohol which is a branched alcohol, and an alkylene oxide having 2 to 4 carbon atoms added to 1 mol of the branched alcohol at a ratio of 1 to 10 mol At least one chosen is more preferred That's right.

  Examples of the organic alcohol that forms the organic phosphate compound include 1) 1-hexanol, 2-hexanol, 1-octanol, 1-decanol, 1-dodecanol, 2-dodecanol, 1-tridecanol, 1-tetradecane 1-pentadecanol, 1-hexadecanol, 1-heptadecanol, 1-octadecanol, 1-eicosanol, 1-docosanol, 1-tetracosanol, 1-trioctacosanol, cis-9-octadecene -1-ol, linear alcohols such as 9Z, 12Z-octadecadien-1-ol (specifically, commercially available products are trade names NACOL6-98 manufactured by sasol, commercial names NACOL8-98 manufactured by sasol, Product name n-octanol manufactured by Kuraray Co., Ltd., product name NACO manufactured by sasol 10-97, trade name 1-decanol, manufactured by Showa Chemical Co., Ltd., trade name Calcoal 1098, manufactured by Kao Corporation, trade name NACOL12-96, manufactured by sasol Co., Ltd., trade name 1-dodecanol, manufactured by Showa Chemical Co., Ltd. Name Calcoal 2098, trade name NACOL 14-95 manufactured by Sasol Corporation, trade name Calcoal 4098 manufactured by Kao Corporation, trade name 1-Hexadecanol manufactured by Hayashi Junyaku Kogyo Co., Ltd., trade name Calcoal 6098 manufactured by Kao Corporation, manufactured by Sasol Corporation Product name NACOL16-95, product name Calcoal 8098 manufactured by Kao Corporation, product name NACOL18-98 manufactured by Sasol, product name NACOL20-95 manufactured by Sasol, product name Calcol 200GD manufactured by Kao Corporation, product manufactured by Sasol Name NACOL22-98, product name Calcoal 220-80 manufactured by Kao Corporation), 2) 2- Tyl-1-hexanol, 2-methyl-1-hexanol, 7-methyl-1-heptanol, 2,6-dimethyl-4-heptanol, 3,5,5-trimethyl-1-hexanol, 2-propyl-1 -Heptanol, 10-methyl-1-decanol, 2-butyl-1-octanol, 2-butyl-1-decanol, 11-methyl-1-dodecanol, 2-hexyl-1-octanol, 2-hexyl-1- Decanol, 2-hexyl-1-dodecanol, 2-octyl-1-decanol, 2-octyl-1-dodecanol, 2-decyl-1-tetradecanol, 2- (1,3,3-trimethylbutyl) -5 , 7,7-trimethyl-1-octanol, 2- (4-methylhexyl) -8-methyl-1-decanol, 2- (1,5-dimethylhexene) Sil) -5,9-dimethyl-1-decanol and other branched alcohols (specifically, as commercial products, trade name 2-ethylhexanol (2EH) manufactured by Mitsubishi Chemical Corporation, trade name 2-ethyl manufactured by Sankyo Chemical Co., Ltd.) Hexanol, trade name Octanol from KH Neochem, trade name Nonanol from KH Neochem, trade name Oxocol 900 from KH Neochem, trade name Tridecanol from KH Neochem, tradename Exxal 13 tridecyl alcohol from ExxonMobil Chemical Product name ISOFOL12 from sasol, product name ISOFOL14T from sasol, product name ISOFOL16 from sasol, product name ISOFOL18T from sasol, product name ISOFOL18E from sasol, product name from sasol SOFOL 20, trade name SAFOL23 Alcohol manufactured by sasol, trade name Fine Oxo Coal 180 manufactured by Nissan Chemical Industries, Ltd., trade name Fine Oxo Coal 180N manufactured by Nissan Chemical Industries, Ltd., trade name Fine Oxo Coal 180T manufactured by Nissan Chemical Industries, Ltd. For example, trade name Fineoxocol 1600 manufactured by Nissan Chemical Industries, trade name Fineoxocol 2000 manufactured by Nissan Chemical Industries, trade name NEODOL23 manufactured by Shell Chemicals, trade name NEODOL45 manufactured by Shell Chemicals, etc.).

  Among these, as the organic alcohol, 1) 2-ethyl-1-hexanol, 2-methyl-1-hexanol, 7-methyl-1-heptanol, 2,6-dimethyl-4-heptanol, 3,5,5- Trimethyl-1-hexanol, 2-propyl-1-heptanol, 10-methyl-1-decanol, 2-butyl-1-octanol, 2-butyl-1-decanol, 11-methyl-1-dodecanol, 2-hexyl -1-octanol, 2-hexyl-1-decanol, 2-hexyl-1-dodecanol, 2-octyl-1-decanol, 2-octyl-1-dodecanol, 2-decyl-1-tetradecanol, 2- ( 1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octanol, 2- (4-methylhexyl) -8-methyl- -Branched aliphatic alcohols such as decanol and 2- (1,5-dimethylhexyl) -5,9-dimethyl-1-decanol (specifically, commercially available products are trade names 2-ethylhexanol (manufactured by Mitsubishi Chemical Corporation) 2EH), Sankyo Chemical Co., Ltd., trade name 2-ethylhexanol, KH Neochem, trade name Octanol, KH Neochem, trade name Nonanol, KH Neochem, trade name Oxocol 900, KH Neochem, trade name Tridecanol, trade name Exxal 13 tridecyl alcohol from ExxonMobil Chemical, trade name ISOFOL12 from sasol, trade name ISOFOL14T from sasol, trade name ISOFOL16 from sasol, trade name ISOFOL16 from sasol, trade name ISO from Fol Product name ISOFOL18E, product name ISOFOL20 manufactured by sasol, product name SAFOL23 Alcohol manufactured by sasol, product name Fineoxocol 180 manufactured by Nissan Chemical Industries, Ltd. product name Fineoxocor 180N manufactured by Nissan Chemical Industries, Nissan Chemical Industries Product name Fineoxocol 180T, product name Fineoxocol 1600 manufactured by Nissan Chemical Industries, Ltd. Product name Fineoxocol 2000 manufactured by Nissan Chemical Industries, product name NEODOL23 manufactured by Shell Chemicals, product manufactured by Shell Chemicals Name NEODOL 45 etc.) is preferred.

  Examples of the alkylene oxide having 2 to 4 carbon atoms added to the organic alcohol include ethylene oxide and propylene oxide.

As a reference example, a total concentration of inorganic phosphoric acid and inorganic phosphate in the treatment agent is 1000 ppm or less. Method for producing a treatment agent of the present invention, the total concentration of inorganic phosphate and inorganic phosphate in such processing agent is 200ppm or less. Furthermore, the total concentration of inorganic phosphoric acid and inorganic phosphate is more preferably 5 to 180 ppm. The total concentration of inorganic phosphoric acid and inorganic phosphate can be quantified by measuring phosphate ion (PO ₄ ³⁻ ) obtained by analysis by ion chromatography. In the present invention, inorganic phosphoric acid and inorganic phosphoric acid are used. The total salt concentration is a numerical value obtained by analysis using such an ion chromatograph. Specifically, the total concentration of inorganic phosphoric acid and inorganic phosphate can be determined as follows. 10 g of precisely weighed treatment agent, 50 mL of hexane, 40 mL of isopropanol, 50 mL of methanol, and 5 mL of ultrapure water are added to a separatory funnel, and after sufficiently stirring, the mixture is allowed to stand and be separated. 2 mL of the branched lower layer portion is taken out, passed through an ODS (a silica gel having an octadecyl group chemically bonded) pretreatment cartridge, and the liquid from which the lipophilic substance has been removed is subjected to ion chromatography analysis. Ion chromatography is performed under the following conditions. A detection amount is prepared based on a peak area ratio with respect to a standard solution with a known concentration, and a phosphate ion (PO ₄ ³⁻ ) concentration contained in the treatment agent is obtained.

Ion chromatographic conditions Equipment: Product name IC20 Ion Chromatograph made by Dionex
Analysis column: Dionex IonPac AS4A-SC, inner diameter 4.0 mm × length 250 mm
Guard column: Dionex IonPac AG4A-SC, inner diameter 4.0 mm × length 50 mm
Eluent: 1.8 mmol Na ₂ CO ₃ , 1.7 mmol NaHCO ₃
Flow rate: 1.3ml / min

In the method for producing the treatment agent of the present invention, examples of the inorganic phosphoric acid include phosphoric acid (H ₃ PO ₄ ), and examples of the inorganic phosphate include tripotassium phosphate (K ₃ PO ₄ ) and triphosphate Examples include sodium (Na ₃ PO ₄ ), trimagnesium phosphate (Mg ₃ (PO ₄ ) ₂ ), tricalcium phosphate (Ca ₃ (PO ₄ ) ₂ ), and phosphate amine salts. Here, the phosphoric acid amine salt is a salt of the above-described inorganic phosphoric acid and amine, and examples of the amine include octylamine, dioctylamine, dimethyldodecylamine, dibutylethanolamine, dodecyldiethanolamine and the like.

Although the manufacturing method of the processing agent of this invention does not have a restriction | limiting in particular in the content rate of a smoothing agent and an organic phosphate ester compound, 80-99. What mixes 99 mass% and organophosphate ester compound in the ratio of 0.01-20 mass% is preferable.

In the method for producing the treatment agent of the present invention, other components can be mixed as necessary within a range not impairing the effects of the present invention. Examples of such other components include amino-modified polydimethylsiloxane, polyether-modified polydimethylsiloxane, carboxy-modified polydimethylsiloxane, epoxy-modified polydimethylsiloxane, mercapto-modified polydimethylsiloxane, and alkyl-modified polydimethylsiloxane. Resin, binders represented by nonionic surfactants and higher alcohols, antistatic agents represented by ionic surfactants, wettability improvers, UV absorbers, antioxidants, preservatives, etc. Known ingredients can be used as the agent.

Known methods can be applied to the preparation of the treatment agent of the present invention other than those described above .

Next, the elastic fiber manufacturing method according to the present invention (hereinafter referred to as the elastic fiber manufacturing method of the present invention) will be described. The method for producing an elastic fiber of the present invention is characterized by further comprising a step of attaching the treatment agent for elastic fiber obtained by the method for producing the treatment agent of the present invention described above to the elastic fiber . No particular limitation is imposed on the adhesion amount of the processing agent to the elastic fibers, preferably those that are deposited at a rate of 0.1 to 10 mass%.

  Examples of the elastic fiber include polyester-based elastic fiber, polyamide-based elastic fiber, polyolefin-based elastic fiber, polyurethane-based elastic fiber, and the like, and polyurethane-based elastic fiber is particularly preferable.

The treatment agent is preferably attached to the elastic fiber in the spinning process of the elastic fiber by a neat oiling method without dilution. As an adhesion method, known methods such as a roller oil supply method, a guide oil supply method, and a spray oil supply method can be applied. The oiling roller is generally located between the base and the winding traverse, and can be applied to the method for producing the elastic fiber of the present invention, but in particular, located between the drawing roller and the drawing roller. The expression of the effect is remarkable when the above-mentioned treatment agent is adhered to the polyurethane elastic fiber with an oiling roller.

The elastic fiber applied to the present invention can be produced by a known method. Examples thereof include a wet spinning method, a melt spinning method, and a dry spinning method. Of these, the dry spinning method is preferable from the viewpoint of the quality of the elastic fiber and the production efficiency.

  According to the present invention described above, the elastic fiber is imparted with excellent antistatic properties and durability, and even when the yarn to which the treatment agent is attached is stored for a long period of time, the yarn is hardly colored. There is an effect that high stability can be maintained even after long-term storage.

  Hereinafter, in order to make the configuration and effects of the present invention more specific, examples and the like will be described. However, the present invention is not limited to these examples. In the following Examples, Reference Examples and Comparative Examples, “part” means “part by mass” and “%” means “% by mass”.

Test category 1 (Preparation of organophosphates and organophosphate salts)
-Preparation of organophosphate ester salt (P-1) To a 2 L flask was added 433 g of 3,5,5-trimethyl-1-hexanol (average carbon number 9, carbon number 7-10 and carbon number 9 is the main component). Then, after dehydration under reduced pressure at 70 ° C. with stirring, 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C., followed by aging reaction at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 87 g of magnesium hydroxide was added for neutralization to obtain an organic phosphate ester salt (P-1).

-Preparation of organophosphate ester salt (P-2) To a 2 L flask, 546 g of 2-ethyl-1-hexyl ether added with 2 mol of polyoxyethylene was added, and after dehydration under reduced pressure at 70 ° C with stirring, at 50 to 70 ° C. After gradually adding 284 g of diphosphorus pentoxide, the mixture was aged at 70-80 ° C. for 4 hours. After cooling to room temperature, 739 g of magnesium stearate was added and neutralized to obtain an organic phosphate ester salt (P-2).

-Preparation of organophosphate ester salt (P-3) To a 2 L flask, 811 g of 2- (1,3,3-trimethylbutyl) -5,7,7-trimethyl-1-octanol was added and stirred at 70 ° C. After dehydration under reduced pressure, 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C., followed by aging reaction at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 520 g of dibutylethanolamine was added for neutralization to obtain an organic phosphate ester salt (P-3).

-Preparation of organophosphate ester salt (P-4) To a 2 L flask, 601 g of 11-methyl-1-dodecanol (average 13 carbon atoms, 10 to 15 carbon atoms and 13 carbon atoms as a main component) was added and stirred. After dehydration under reduced pressure at 70 ° C., 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C., followed by aging reaction at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 111 g of calcium hydroxide was added for neutralization to obtain an organic phosphate ester salt (P-4).

Preparation of organophosphate ester salt (P-5) 746 g of 2-octyl-1-dodecanol was added to a 2 L flask, and after dehydration under reduced pressure at 70 ° C. with stirring, 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C. Then, the mixture was aged at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 73 g of magnesium hydroxide was added for neutralization to obtain an organic phosphate ester salt (P-5).

-Preparation of organophosphate ester salt (P-6) 727 g of 2-hexyl-1-decanol was added to a 2 L flask, and after dehydration under reduced pressure at 70 ° C with stirring, 284 g of diphosphorus pentoxide was gradually added at 50-70 ° C. Then, the mixture was aged at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 640 g of dimethyldodecylamine was added for neutralization to obtain an organic phosphate ester salt (P-6).

Preparation of organophosphate ester salt (P-7) In a 2 L flask, 2-hexyl-1-decanol / 2-octyl-1-decanol / 2-hexyl-1-dodecanol / 2-octyl-1-dodecanol = 5 After adding 676 g of alcohol mixture of / 45/45/5 (mass ratio), dehydrating under reduced pressure at 70 ° C. with stirring, gradually adding 284 g of diphosphorus pentoxide at 50 to 70 ° C., and then adding 4 at 70 to 80 ° C. The reaction was allowed to age for aging. After cooling to room temperature, 684 g of dodecyldiethanolamine was added for neutralization to obtain an organic phosphate ester salt (P-7).

Preparation of organophosphate ester salt (P-8) 727 g of 2-hexyl-1-decanol was added to a 2 L flask, dehydrated under reduced pressure at 70 ° C. with stirring, and 284 g of diphosphorus pentoxide was gradually added at 50 to 70 ° C. Then, the mixture was aged at 70 to 80 ° C. for 4 hours. After cooling to room temperature, 520 g of dibutylethanolamine was added for neutralization to obtain an organic phosphate ester salt (P-8).

Preparation of organophosphate ester salt (P-9) 518 g of isotridecanol (average carbon number of 13.5, carbon number of 11 to 14 and carbon number of 13 as a main component) was added to a 2 L flask and stirred for 50. After gradually adding 284 g of diphosphorus pentoxide at ˜70 ° C., the mixture was aged at 70-80 ° C. for 4 hours. After cooling to room temperature, 739 g of magnesium stearate was added and neutralized to obtain an organic phosphate ester salt (P-8).

Preparation of organophosphate ester (P-10) In a 2 L flask, 2-hexyl-1-decanol / 2-octyl-1-decanol / 2-hexyl-1-dodecanol / 2-octyl-1-dodecanol = 18 / Add 905 g of compound with an average of 2 moles of ethylene oxide to a 24/28/30 (mass ratio) alcohol mixture, dehydrate under reduced pressure at 70 ° C. with stirring, and gradually add 284 g of diphosphorus pentoxide at 50 to 70 ° C. After that, an aging reaction was performed at 70 to 80 ° C. for 4 hours to obtain an organic phosphate ester (P-10).

Test category 2 (Preparation of treatment agent for elastic fibers)
Example 1
As a smoothing agent, 37 parts of polydimethylsiloxane (L-1: trade name KF-96-10cs manufactured by Shin-Etsu Chemical Co., Ltd.) and mineral oil (L-3: trade name of Diana Fresia manufactured by Idemitsu Kosan Co., Ltd.) W8 ) 60 parts, 3 parts of the phosphate ester salt (P-1) described in Table 2 prepared in Test Category 1 as an organophosphate compound was uniformly mixed to prepare the elastic fiber treatment agent of Example 1 . When this elastic fiber treatment agent was analyzed by ion chromatography as described above, the total concentration of inorganic phosphoric acid and inorganic phosphate obtained from the phosphate ion concentration was 30 ppm.

Examples 2 to 11, Reference Example 12, Comparative Examples 1, 4 and 5
In the same manner as in Example 1, the smoothing agent and the organic phosphate ester compound were uniformly mixed in the proportions shown in Table 3, and the elastic fiber treatments in Examples 2 to 11, Reference Example 12, Comparative Examples 1, 4, and 5 were performed. The agent was prepared, and the total concentration of inorganic phosphoric acid and inorganic phosphate of these elastic fiber treatment agents was determined.

Comparative example 2
As a smoothing agent, 45 parts of polydimethylsiloxane (L-1: trade name KF-96-10cs made by Shin-Etsu Chemical Co., Ltd.) and mineral oil (L-3: trade name Diana Fresia, manufactured by Idemitsu Kosan Co., Ltd.) W8 ) 50 parts, 5 parts of the phosphate ester salt (P-1) prepared in Test Category 1 as an organophosphate compound and 0.2 parts of phosphoric acid were mixed uniformly to obtain the elasticity of Comparative Example 2 A treating agent for fibers was prepared. When this elastic fiber treating agent was analyzed by ion chromatography as described above, the total concentration of inorganic phosphoric acid and inorganic phosphate obtained from the phosphate ion concentration was 2050 ppm.

Comparative example 3
50 parts of polydimethylsiloxane (L-1: trade name KF-96-10cs manufactured by Shin-Etsu Chemical Co., Ltd.) and mineral oil (L-3: trade name Diana Fresia manufactured by Idemitsu Kosan Co., Ltd.) listed in Table 1 as a smoothing agent ) 50 parts of the mixture were uniformly mixed to prepare the elastic fiber treating agent of Comparative Example 3. When this elastic fiber treating agent was analyzed by ion chromatography as described above, the total concentration of inorganic phosphoric acid and inorganic phosphate obtained from the phosphate ion concentration was 1 ppm or less.

  Table 1 shows the contents of the smoothing agent used in the preparation of the elastic fiber treatment agent in each of the above examples, Table 2 shows the contents of the phosphate ester compound, and the contents of the elastic fiber treatment agent in each example prepared further. Table 3 summarizes the results.

In Table 1,
L-1: Trade name KF96-10cs manufactured by Shin-Etsu Chemical Co., Ltd.
L-2: Trade name KF96-100cs manufactured by Shin-Etsu Chemical Co., Ltd.
L-3: Trade name Diana Fresia W8 manufactured by Idemitsu Kosan Co., Ltd.
L-4: Trade name Pure Spin RC manufactured by Cosmo Oil Lubricants
L-5: Trade name Ultra S3 manufactured by S-OIL
L-6: Product name Pure Spin RB manufactured by Cosmo Oil Lubricants
L-7: Product name SUN 60N manufactured by Nippon Oil Corporation
l-1: Nippon Sun Oil Co., Ltd. trade name SUN 100N

In Table 2,
Number of moles of EO addition: Number of moles of ethylene oxide added to 1 mole of organic alcohol P-1: 3,5,5-trimethyl-1-hexanol Phosphoric acid ester magnesium salt P-2: Polyoxyethylene 2 mol addition 2-ethyl-1-hexyl ether phosphoric acid ester magnesium salt P-3: 2- (1,3,3-trimethylbutyl) -5,7, 7-Trimethyl-1-octanol phosphate ester dibutylethanolamine salt P-4: 11-methyl-1-dodecanol (average 13 carbon atoms, 10 to 15 carbon atoms and 13 carbon atoms as the main component) calcium phosphate ester Salt P-5: Phosphate ester magnesium salt of 2-octyl-1-dodecanol P-6: Phosphoric acid ester of 2-hexyl-1-decanol Terdimethyldodecylamine salt P-7: 2-hexyl-1-decanol phosphate dodecyl diethanolamine salt / 2-octyl-1-decanol phosphate dodecyl diethanolamine salt / 2-hexyl-1-dodecanol phosphate Dodecyl diethanolamine salt / 2-octyl-1-dodecanol phosphate ester Dodecyl diethanolamine salt mixture of 5/45/45/5 (mass ratio) P-8: 2-hexyl-1-decanol phosphate ester dibutylethanolamine Salt P-9: Phosphate ester magnesium salt of isotridecanol (average carbon number 13.5, carbon number 11 to 14 and carbon number 13 is main component) P-10: 2-hexyl-1-decanol / 2- Octyl-1-decanol / 2-hexyl-1-dodecano Phosphoric acid esters of Le / 2-octyl-1-dodecanol = 18/24/28/30 compound of ethylene oxide and average 2 mol added to the alcohol mixture (weight ratio)

Test category 3 (Manufacture of elastic fibers)
An N, N-dimethylacetamide solution (35% by mass solution) of polyurethane composed of tetramethylene ether glycol having a molecular weight of 2900, bis- (p-isocyanatephenyl) -methane and ethylenediamine was polymerized to obtain a polymer solution (A).

  Separately, polyurethane (trade name Metachlor (registered trademark) 2462 manufactured by DuPont) formed by reaction of t-butyldiethanolamine and methylene-bis- (4-cyclohexylisocyanate) as an antioxidant, p-cresol, A 2: 1 (mass ratio) mixture with a condensation polymer of divinylbenzene (trade name Metachlor (registered trademark) 2390 manufactured by DuPont) was used, and an N, N-dimethylacetamide solution (35 mass%) of this mixture was used. Solution) was prepared and used as additive solution (B).

  Uniform mixing was performed so that the polymer solution (A) was 96% by mass and the additive solution (B) was 4% by mass to obtain a spinning dope.

  Using the spinning dope thus obtained, a 44 dtex / 3 fil multifilament polyurethane elastic fiber was spun by a dry spinning method used in a known spandex, and between the drawing roller and the drawing roller before winding. The elastic fiber treatment agent of each example prepared in Test Category 2 was roller-fed in a neat state from the oiling roller located. The roller oiled in this way is wound using a surface drive winder through a traverse guide that gives a winding width of 38 mm to a 58 mm long cylindrical paper tube at a winding speed of 600 m / min, and is dry-type A 500 g package of spun polyurethane elastic fibers was obtained. The amount of adhesion of the treatment agent for polyurethane-based elastic fibers was adjusted to 5% by adjusting the number of rotations of the oiling roller. The dry-spun polyurethane elastic fiber package thus obtained was used for the following measurements and evaluations, and the results are summarized in Table 3.

Test Category 4 (Evaluation of Elastic Fiber Treatment Agent and Elastic Fiber)
-Antistatic property A chrome-plated satin pin having a diameter of 1 cm and a surface roughness of 2S is arranged between two free rollers, and the contact angle of the polyurethane elastic fiber drawn from the yarn package is 90 with respect to this chrome-plated satin pin. It was to be a degree. An electrostatic potential measuring device (trade name KSD-0103, manufactured by Kasuga Denki Co., Ltd.) is placed at a position 1 cm below the chrome-plated satin pin, and sent out at 25 ° C. and 60% RH at a speed of 50 m / min. The electricity generated when wound at a speed of 100 m / min was measured and evaluated according to the following criteria.

Antistatic evaluation criteria ○: Generated electricity is less than 100 volts (can be operated stably)
X: Generated electricity is 100 volts or more (yarns close in the warping process, causing problems in operation)

・ Friction characteristics Using a friction meter (trade name SAMPLE Friction Unit Model TB-1 manufactured by Eiko Sokki Co., Ltd.), a chrome-plated satin pin with a surface roughness of 2S and a diameter of 1cm is placed between two free rollers. The contact angle of the polyurethane elastic fiber drawn from each package (500 g winding) obtained in the test category 3 was set to 90 degrees with respect to the plated satin pin. Applying 5g of initial tension (T1) on the inlet side at 25 ° C and 60% RH, measuring the secondary tension (T2) on the outlet side when running at a speed of 100m / min for 120 minutes every second did. At this time, the difference between the average friction coefficient between 1 minute and 2 minutes after the start of measurement and the average friction coefficient between 119 minutes and 120 minutes after the start of measurement was obtained by the following formula 1, and evaluated according to the following criteria.

In Equation 1,
T _1S: Mean value T _2S of T1 tension between the measurement start after 1 to 2 minutes: Mean value T _1E of T2 tension between the measurement start after 1 to 2 minutes: after the start of the measurement 119 minutes to 120 mean values of T1 tension between min T _2E: the average value of T2 tension between the start of measurement after 119 minutes to 120 minutes

Evaluation criteria for friction characteristics ◎: Difference in friction coefficient is less than 0.05 ○: Difference in friction coefficient is 0.05 or more and less than 0.1 ×: Difference in friction coefficient is 0.1 or more

Stability 100 g of the elastic fiber treatment agent of each example prepared in Test Category 3 was placed in a glass bottle and allowed to stand at 25 ° C. for 1 week, and then the stability was evaluated according to the following criteria.

Evaluation criteria for stability ○: There was no gel-like precipitation at the bottom of the glass bottle, and the same state as at the time of preparation was maintained by stirring at 50 rpm.
X: Gel-like precipitation was generated at the bottom of the glass bottle, and it was not restored to the same state as at the time of preparation by stirring at 50 rpm.

-Coloring of thread The end face part of the package (500 g winding) to which the treatment agent for elastic fiber of each example obtained in Test Category 3 was attached was b with a color difference meter (trade name color difference meter CR-300 manufactured by MINOLTA). After measuring the value, it was stored for one week while irradiating with an ultraviolet ray irradiation device. With respect to the package after storage, the b value of the same end face portion measured before the ultraviolet irradiation was measured by the above color difference meter. At this time, the difference in b value before and after storage for 1 month under ultraviolet rays was determined, and the coloring of the yarn was evaluated according to the following criteria.

Evaluation criteria for coloring of yarn ○: Difference in b value is less than 1.
X: The difference of b value is 1 or more.

  As is clear from the results of Table 3 corresponding to Table 1 and Table 2, according to the present invention, the elastic fiber is imparted with excellent antistatic properties and durability and has a treatment agent attached thereto. Even when stored for a long time, coloring of the yarn hardly occurs, and even when the treatment agent is stored for a long time, high stability can be maintained.

Claims (7)

In the processing agent for elastic fibers comprising a smoothing agent and an organophosphate compound, the smoothing agent is the following smoothing agent, and the organophosphate compound is the following organophosphate compound, and A treating agent for elastic fibers, wherein the total concentration of inorganic phosphoric acid and inorganic phosphate in the treating agent for elastic fibers is 1000 ppm or less.
Smoothing agent: A smoothing agent containing mineral oil, wherein the mineral oil contains a paraffin content of 40% by mass or more and an aroma content of 10% by mass or less.
Organic phosphoric ester compound: at least one selected from organic alcohol and a compound obtained by adding 1 to 10 moles of an alkylene oxide having 2 to 4 carbon atoms to 1 mole of organic alcohol, diphosphorus pentoxide or oxyhalogenated Organophosphate obtained by reacting with phosphorus and / or a salt thereof.   The treatment agent for elastic fibers according to claim 1, wherein the organic alcohol that forms the organic phosphate compound is a branched aliphatic alcohol.   The processing agent for elastic fibers according to claim 2, wherein the organic phosphate compound is at least one selected from an amine salt of an organic phosphate ester and an alkaline earth metal salt.   The smoothing agent contains 0 to 80% by mass of silicone and 20 to 100% by mass of mineral oil so that the total content of silicone and mineral oil is 100% by mass. The processing agent for elastic fibers according to any one of the above.   The total concentration of inorganic phosphoric acid and inorganic phosphate is 200 ppm or less, The processing agent for elastic fibers according to any one of claims 1 to 4.   It contains 80 to 99.99% by mass of the smoothing agent and 0.01 to 20% by mass of the organic phosphate compound so that the total content of the smoothing agent and the organic phosphate compound is 100% by mass. The processing agent for elastic fibers according to any one of claims 1 to 5.   An elastic fiber, to which the treatment agent for elastic fiber according to any one of claims 1 to 6 is attached.