JPH10324887A - Water-soluble working fluid composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a water-soluble working fluid compsn. for metal working which is excellent in resistance to leak and in easiness of separation of a contaminant oil and has properties not degraded for a long term by incorporating a polymer cationic compd. having a specified structure into the same. SOLUTION: The polymer cationic compd. ie represented by formula I [R<1> and R<2> are each 1-12C alkyl, 6-14C aryl, or 7-18C alkaryl; R<3> is CH2 CH2 N<+> (CH3 )3 Cl<-> ; and the ratio of a:b:c is (1:0.05:0.001)-(1:10:1)] and has a mol.wt. of 5,000-800,000. In addition to the cationic compd., this compsn. pref. contains an alicyclic amine (e.g. cyclohexylamine) and/or an arom. amine in a wt. ratio to the cationic compd. of (1:3)-(1:50), a 6-60C monocarboxylic acid and/or a 6-60C dicarboxylic acid, a basic substance (e.g. monoethanolamine), and a polyoxyalkylene glycol represented by formula II [PO is propyleneoxy; EO is ethyleneoxy; k to x are each 3-500; and the ratio of EO/PO is (5:95)-(95-5)].

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a water-soluble oil composition for metal working which can be widely applied to plastic working such as cutting and grinding. Even if other oil leaks or mixes, these other oils are easily separated into the upper layer, and as a result, the oil agent performance does not deteriorate and it can be used stably for a long period of time. The present invention relates to a water-soluble oil composition which does not emit water and sufficiently contributes to the prevention of resource-saving global environmental pollution.

[0002]

2. Description of the Related Art Cutting oils widely used in the field of cutting and grinding are based on mineral oils, and contain water-insoluble cutting oils which are not diluted with water, mineral oils, surfactants, organic amines and the like. There is a water-soluble cutting fluid to be diluted (JIS K
2241 Cutting fluid). However, with the recent increase in productivity, the requirements for machining conditions have become more and more strict, and in the cutting and grinding fields where water-insoluble oils have been applied, problems such as smoke, mist, and ignition have occurred. The water-soluble oil agent has been widely used instead of the water-insoluble oil agent in cutting, drilling, milling, etc. and many grinding fields where water-insoluble oil agent was used in the past. . The composition of such a water-soluble oil agent is of a type in which a surfactant, an organic amine, or the like is added to mineral oil, which is a base oil of a water-insoluble oil agent, so as to be able to be diluted with water in order to maintain cutting and grinding properties. Things (usually called emulsion type) were the main. Indeed, when this oil solution (stock solution) is used by diluting it about 10 to 50 times with water, the problems of smoke, mist, and ignition during machining which have conventionally been problems with water-insoluble oil agents have been solved. However, on the other hand, when this type of oil is used, the used diluent oil (emulsion) is liable to decay (deteriorating, causing a bad smell and worsening the surrounding working environment), and the performance of the diluent oil is quickly deteriorated. In addition, diluent oils must be changed frequently in a short period of time, wasting resources and causing global environmental pollution.

As a countermeasure, an oil agent (usually called a soluble type) containing no mineral oil (base oil of a water-insoluble oil agent), and various types of high-grade polyoxyalkylene glycols having low spoilage as an alternative material for mineral oil Development of fungicides and fungicides to prevent decay of oils containing compounds (usually called synthetic type) and cutting oils (rotation is caused by bacteria growing in diluent oils), and cutting that is hard to rot A new water-soluble cutting fluid (usually called a biostatic type or a bacteriostatic type), which has been developed by combining various raw materials and examining the raw materials of the oil, has been recently widely marketed (Japanese Patent Application Laid-Open No. SHO 51-51). 149460, JP-B-58-59
No. 60, Japanese Patent Publication No. 5-1316, Japanese Patent Publication No. 5-5
No. 3872, Japanese Patent Publication No. 6-31388, etc.).

[0004] When the above-mentioned water-soluble oil agent is a new liquid, its preservative performance is excellent. However, when used in actual machining, oil-soluble quenching oil and rust-preventive oil, as well as oil-soluble cutting oil used in pre-processing, adhere to the work material used for machining. The soluble oil is always mixed into the diluent (the mixed oil-soluble oil is generally called other oil (Trump oil)). In addition, machine tools (lathes, milling machines, drilling machines, gear cutting machines, cylindrical grinders, surface grinders, etc.) that perform cutting and grinding processes use various oil-soluble lubrication to slide the machine tools accurately. Oil (hydraulic working oil, gear oil, sliding surface oil, etc.) is used, and it is inevitable that these leak or mix into the diluent of the water-soluble oil used. The oil agent that leaks and mixes in this way is also referred to as other oil as described above. The amount of the other oil leaked and mixed usually reaches 1 to 15% by weight in the diluted oil. Conventionally, in order to reduce the amount of other oil, an oil scraper, an oil catcher, or the like is attached to a coolant tank for the diluted oil to separate and collect the other oil in the diluted oil. In addition, when the operation of the machine is stopped for a long period of time, very unproductive measures such as collecting and separating other oil floating in a large amount in a coolant using a large-sized vacuum car have been taken.

[0005] However, even if the other oil in the diluent oil is recovered by an oil scraper, an oil catcher, a vacuum car, or the like, the other oil that has leaked or mixed into the diluent oil must be separated and floated more easily than in the diluent oil. It is difficult or impossible to separate and recover the mixed oil from the diluent. In addition, the mineral oils mentioned above (similar to other oil-soluble oils)
Various surfactants, organic amines, inorganic basic compounds, and high molecular weight polyoxyalkylenes have been incorporated in the composition of water-soluble oils for which various measures have been taken to maintain the properties of the oils. Compounds and the like are contained, and as a result of emulsifying the leaked and mixed other oil, there is a problem that separation of the other oil becomes difficult. Therefore, although a water-soluble oil agent that does not contain mineral oil and is hardly perishable has been developed, when it is actually used as a diluent oil agent, it is inevitable that other oils leak or mix in the diluent oil agent. As a result, the other oil is completely emulsified in the diluent, and the diluent usually rots due to the other oil, and the performance of the diluent decreases in a short period of time.

[0006]

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to easily separate oil-soluble and other oils leaking and mixing into a diluting oil and easily use an oil scraper, an oil catcher or the like installed in a coolant tank. The diluent oil does not always emulsify other oils, preventing the diluent oil from spoiling or deteriorating its performance due to mixing with other oils, and preventing the working environment of machine tool walls or scattered floors from deteriorating. An object of the present invention is to provide a water-soluble oil agent composition that can be used stably for a period, reduces the number of times of discharging a waste liquid, saves resources, and contributes to improving the global environment.

[0007]

SUMMARY OF THE INVENTION The present invention provides a water-soluble oil composition containing a high molecular weight cationic compound represented by the following structural formula (1). Structural formula (1)-[(CH ₂ C (CH ₃ ) COOR ¹ ] a-[(CH ₂ CHCOOR ² ] b-[(CH ₂ C (CH ₃ ) COOR
³ ] c- (R ¹ and R ² represent hydrogen or an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, or an alkylaryl group having 7 to 18 carbon atoms, and R ³ represents CH ₂ CH _{2 ^{N + (CH 3) 3 Cl}} - indicates,
a, b, and c represent integers, and a: b: c is 1: 0.05:
0.001-1: 10: 1, and the molecular weight is 5,000-
800,000. )

The present invention also provides a water-soluble oil composition containing the high molecular weight cationic compound of the above structural formula (1) and an alicyclic and / or aromatic amine. The present invention further provides a polymer cationic compound of the structural formula (1), an alicyclic and / or aromatic amine, a monocarboxylic acid having 6 to 60 carbon atoms, and neutralizing and water-solubilizing the monocarboxylic acid. The present invention provides a water-soluble oil composition containing a basic substance necessary for the above. The present invention also provides a polymer cationic compound of the structural formula (1), an alicyclic and / or aromatic amine,
A monocarboxylic acid having 6 to 60 carbon atoms, a basic substance required for neutralizing and solubilizing the monocarboxylic acid, and an aqueous solution containing a polyoxyalkylene glycol represented by the following structural formulas (2) to (5): The present invention provides a water-soluble oil composition. (2) H- (EO) k- (PO) 1- (EO) m-OH (3) H- (PO) p- (EO) q- (PO) r-OH (4) H- (EO / PO) t-(PO) u-(EO / PO) v-
^{OH (5) R 4 O (} PO) w (EO) x H ( where, R ⁴ is an alkyl group having 1 to 6 carbon atoms, PO represents -C
H ₂ —CH (CH ₃ ) —O— group, EO is —CH ₂ —CH
Represents a _2- O- group, and the molecular weight of each of the structural formulas (2) to (5) is 1,000 to 30,000, and k, l, m, p, q, r, t, u,
v, w, x are integers from 3 to 500. EO in (EO / PO)
And the ratio of PO is 5:95 to 95: 5 (weight ratio). )

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, the high molecular weight cationic compound (component (a)) has a molecular weight of 5,000 to 80.
000, preferably 30,000-500,
A range of 000 is desirable. If the molecular weight is less than 5,000,
Separation effect of other oil leaking and mixing into the diluent oil is reduced. On the other hand, when the molecular weight exceeds 800,000, the effect of separating other oils does not increase any more, the solubility of the compound in water decreases, and the viscosity of the oil agent (stock solution) remarkably increases. Further, the amount of the compound to be added is suitably in the range of 0.01 to 15% by weight in the oil solution (stock solution), preferably
0.1 to 5% by weight is desirable. If the compound is less than 0.01% by weight, the effect of separating other oils is inferior. If it exceeds 15% by weight, the effect of increasing the amount is not exhibited and the cost becomes high, and the oil agent (stock solution) shows a very thickening. , There is a problem in handling.

The alicyclic and / or aromatic amine used in the present invention includes alicyclic amines such as cyclohexylamine, dicyclohexylamine and 1,3-bismethylaminocyclohexane, aniline, o-alkylaniline,
Aromatic amines such as m-xylene diamine and the like can be mentioned. These amines are auxiliaries for improving the oil separation effect of the above-mentioned high molecular weight cationic compound in addition to the high molecular weight cationic compound. Can be significantly improved. The addition amount of these alicyclic and / or aromatic amines to the water-soluble oil (stock solution) is suitably 0.5 to 15% by weight, and when it is 0.5% by weight or less, it is used in combination with a high molecular weight cationic compound. In this case, the effect of other oil separation may not be sufficiently exerted. If the amount exceeds 15% by weight, the effect of other oil separation is saturated, the cost becomes extremely high, and the solubility in water is further increased. Will also be lower. Therefore, the content is preferably 1.0 to 10.0% by weight. The weight ratio of the amine compound to the high molecular weight cationic compound is 1: 3.
A range of １ ： 1: 50 is desirable.

Further, the number of carbon atoms used in the present invention is from 6 to 6 carbon atoms.
Specific examples of monocarboxylic acid and / or dicarboxylic acid of 0 include caproic acid, caprylic acid, nonanoic acid, lauric acid, stearic acid, oleic acid, ricinoleic acid, 1
2-hydroxy fatty acids, arachinic acid, behenic acid, melicic acid and isononanoic acid, neodecanoic acid, isostearic acid, soybean fatty acids extracted from fats and oils, coconut fatty acids,
Rapeseed oil fatty acids, naphthenic acid extracted from petroleum, etc .;
Adipic acid, sebacic acid, dodecane diacid, mono- or dihydroxyarachinic acid; and synthetic fatty acids such as dimers and trimers such as oleic acid, ricinoleic acid, ricinoleic acid and 12-hydroxy fatty acid. The use amount of these carboxylic acids is suitably 1 to 30% by weight in the stock solution.

It is desirable that the composition of the present invention further contains a basic substance necessary for neutralizing and rendering the carboxylic acid water-soluble. Examples of such a basic substance include an organic alkanolamine, an aliphatic amine, an amine derivative obtained by adding 1 to 5 mol of ethylene oxide to the amine, and / or an alkali metal hydroxide. These basic substances improve the cutting property, the grinding property, the rust prevention property, and the like. The amount of these basic substances used is
1-40% by weight is suitable. As organic alkanolamines, monoethanolamine, diethanolamine, triethanolamine, monopropanolamine,
Dipropanolamine, tripropanolamine, N,
N-dimethylethanolamine, N, N-diethylethanolamine, N-aminoethylethanolamine, N
-Methylethanolamine, N-methyl-diethanolamine and the like, and the aliphatic amine has 8 carbon atoms.
~ 18 primary and secondary alkylamines (e.g. 2
-Ethylhexylamine, laurylamine, stearylamine, oleylamine and the like), synthetic amines obtained by adding 1 to 5 mol of ethylene oxide to these amines, and furthermore isodecylamine and isostearylamine. Examples of the inorganic basic compound include a hydroxide of an alkali metal belonging to Group 1A of the periodic table (lithium hydroxide, sodium hydroxide, potassium hydroxide). The use amount of these basic substances may be any amount as long as it is necessary to neutralize the above mono- and / or dicarboxylic acids. If the amount of the basic substance used is smaller than the amount of neutralization of the carboxylic acid, the carboxylic acid will not be sufficiently soluble in water. The total amount of the used amount of the carboxylic acid and the used amount of the basic substance is preferably 2 to 7 in the stock solution.
0% by weight, and more preferably 5 to 50% by weight. If it is less than 2% by weight, its characteristic effects may not be sufficiently exhibited, and if it exceeds 70% by weight, the basicity is strong,
Dermatitis may occur to the user who uses it, and leakage or mixing of other oils may be completely emulsified, which may cause a decrease in oil separation properties of the oil agent.

The preferred polyoxyalkylene glycol used in the composition of the present invention is the above (2)
(5), and by adding these compounds, the cutting property and the grinding property of the oil agent can be further improved. However, these compounds emulsify leaked and mixed other oils and adversely affect the separation of oils from other oils. Therefore, the amount of addition is preferably 1 to 50% by weight, more preferably 1 to 50% by weight, in the stock solution. 3 to 30
% By weight. If the amount is less than 1% by weight, it does not contribute to the improvement of the cutting property and grindability of the oil, and if it exceeds 50% by weight, the oil separation property of the oil decreases, and the improvement of the cutting and grinding properties is saturated. This results in increased oiling costs.

The oil composition (stock solution) of the present invention is 10 to 20 times water (distilled water, deionized water, tap water, industrial water, etc.).
It is generally diluted to 0-fold and used as a diluent oil in metal working such as cutting, grinding, pressing, rolling, and forging.

[0015]

EXAMPLES Hereinafter, the water-soluble oil agent of the present invention will be described in more detail with reference to Examples of Table 1 and Comparative Examples of Table 2. The oil compositions exemplified in Tables 1 and 2 are obtained by diluting this stock solution 30-fold with tap water, similarly to the case where the oil compositions are used in actual machining sites of factories. A performance test was performed.

Leakage / mixing / other oil separation test A lubricating oil for machine tools (lubricating oil for both sliding surface and gear oil: Bakutra No.
2) Take 20 ml of the mixture into a 720 ml mixer for household appliances (manufactured by Toshiba), operate at 9000 rpm for 1 minute, and then immediately transfer the lubricating oil-containing diluent to a 100 ml graduated cylinder for 24 hours at room temperature (25 ° C. ± 3 ° C.). The lubricating oil was allowed to stand, and the separated state was visually observed. Judgment A: The lubricating oil was almost completely separated into the upper layer in 30 minutes (the lubricating oil-diluent was completely separated), and the appearance of the lower diluent was transparent or translucent. B: The lubricating oil was almost completely separated into the upper layer in 3 hours, and the appearance of the lower diluent was transparent or translucent. C: The lubricant was almost completely separated into the upper layer in 8 hours, and the appearance of the lower diluent was transparent or translucent. D: After 24 hours, the lubricating oil separates into the upper layer only about 10 to 50% of the mixing amount, and the diluent oil in the lower layer emulsifies the lubricating oil, so that its appearance is cloudy (emulsified). .

Defoaming test: 400 ml of a 30-fold diluted oil was collected in a 720 ml mixer for home electric appliances (manufactured by Toshiba) and operated at 9000 rpm for 3 minutes. Thereafter, the diluted oil was immediately transferred to a 500 ml measuring cylinder.
Measure the time until the bubbles disappear. Grinding test 50L of 30-fold diluted oil is placed in the coolant tank of a cylindrical grinder, and a grinding experiment is carried out under the following grinding conditions in the same manner as in actuality to determine how many materials can be ground when the grinding wheel is dressed once (sharpening). . The power value when the power consumption of the grinding machine is 30% higher than the power consumption value of the motor of the grinding machine when the first material is ground is defined as the life of the grinding wheel, and the quality of the oil agent is determined based on the number of processed materials to be ground up to that time.

(Grinding specifications) Machine tool: Toyoda Koki cylindrical grinder Gup-32 Grinding wheel: WA100K (405 mmφ) Work material: Bearing steel (50 mmφ × 10 mm width) Grinding condition: Grinding wheel peripheral speed: 2700 m / min Depth of cut : 2mm / min Allowance: 1mm Measurement item: Grinder motor power (kw) Coolant tank: 60L

Cutting performance test 70 L of a 30-fold diluent was placed in a coolant tank of a machining center machine, and a cutting test (rolling tap test) was performed under the following cutting conditions, and a number of tap holes were formed before the rolling tap was broken. The quality of the oil agent is determined depending on the temperature. (Machining specifications) Machine tool: Mori Seiki machining center machine Processing method: Tapping Tool: Rolled tap (8mmφ) Material: Aluminum alloy (AC4B 300 x 400 x 30mm) Prepared hole: 7.2mm reamer finish (blind hole) ) Measurement items: Number of holes drilled before the rolled tap breaks Coolant tank: 100L

[0020]

Table 1 Example 1 2 3 4 5 6 7 8 High molecular cationic compound 1) Molecular weight 5000 2.0 ---1.0---2) Molecular weight 300,000-0.5 0.5 1.0-2.0 1.0 1.0 Amine 1) Dicyclohexylamine--- 5 − 3 − − 2) − 5 5 5 − 3 3 − 3) Metaxylenediamine − − − − 3 − − 3 Carboxylic acid 1) Caprylic acid 5 5 5 5 5 5 5 5 10 2) Lauric acid − − − 5 2 5 − − 3) Oleic acid − − − − 3 − 5 − 4) Dodecane diacid 5 5 5 − 5 − − 5 Basic substance 1) Diethanolamine 30 30 20 20 40 30 25 35 2) 50% KOH aqueous solution − − 35 − 55 − 55 Polyoxyalkylene glycol 1) − − − − 20 − − 52 2) − − − − − 20 − 53 3) − − − − − − 205 Water (total 100 parts by weight) Amount) Properties of 30-fold diluted solution Separation of other oils B A A A A A A A A Defoaming property A A A A B A A A A Cutting property ---CB---Grinding property − − C − − B A A

[0021]

Table 2 Comparative Example 1 2 3 4 5 6 High-molecular cationic compound 1) Molecular weight 5000 ------2) Molecular weight 300,000------ Amine 1) Dicyclohexylamine----5 -2)- 5 5 5 − − 3) Metaxylene diamine − − − − − − Carboxylic acid 1) Caprylic acid 10 5 5 5 − 5 2) Lauric acid 10 − − 3 5 5 3) Oleic acid − − 5 − 5 − 4) Dodecane diacid 5 5 −5 −5 Basic substance 1) Diethanolamine 40 30 30 30 20 30 2) 50% KOH aqueous solution 5 −5 −10 10 Polyoxyalkylene glycol 1) − − − 30 − − 2) − − − −30 − 3) − − − − − 30 Water (total amount of 100 parts by weight) Properties of 30-fold diluted liquid Separation of other oils DC to DDDD Antifoaming properties CACCBA Cutting --B A-- Grindability B---B A

Amine 2): 1,3-bismethylamino-cyclohexane polyoxyalkylene glycol 1): HO- (CH ₂ CH ₂ O) k- [CH ₂ CH (CH ₃ ) O] l- (CH ₂ CH) ₂ O) mH (Sanyo Chemical New Pole PE64 molecular weight: 2000) 2): Pluronic (UCC America) 3): RIP 428 (Nippon Oil & Fats molecular weight: 2000) "-" in Tables 1 and 2 includes the corresponding components Indicates that there is no measurement or that the measurement of the corresponding item was not performed.

As can be seen from the results of the examples of Table 1 and the comparative examples of Table 2, the water-soluble oil compositions (stock solutions) of Examples 1 to 8 of the present invention were obtained by removing and mixing other oils leaking into the diluent oil. It can be seen that it is very excellent in separability, further contributes to improvement in machinability and grindability, which should be provided as a performance of cutting oil, and also excellent in defoaming property. On the other hand, the oil agent composition of Comparative Example not containing the high molecular weight cationic compound was leaked,
The separation of the mixed oil is poor, and the diluent is emulsified by the other oil, resulting in cloudiness (emulsion).

Next, the oil of Example 7 of the present invention and a commercially available oil containing no mineral oil (JIS K2241, W-2)
(Soluble type) will be described by way of an example in which an actual machine test was performed at a factory. [Example of on-site actual machine test] Processed parts: Automotive parts (engine valves) Processing method: Centerless processing (grinding) Machine tools: Centerless grinder (manufactured by Nippon Sangyo) Cutting oil agent: Water-soluble oil agent of Example 7 Commercially available water-soluble Oil agent (does not contain mineral oil; JIS K2241 W-2 type) Dilution ratio: 30 times Coolant tank: 3000 L (with oil schema) Number of machines: 8 Others: Oil-soluble cutting oil and quenching oil in the previous process are used for processing parts The oil-soluble lubricating oil used in machine tools leaks and mixes into the diluent coolant tank.

The results are shown in Table 3.

[0026]

[Table 3] Commercially available water-soluble oil agent of Example 7 Water-soluble oil agent (W-2 type soluble type) Other oil mixed amount after one month 0.5% or less 8.0% Appearance Almost transparent and cloudy as in the initial stage Emulsion (clear at first .) Properties of diluent after one month use Liquid is smooth and liquid becomes slightly viscous, work environment is good and floor where this liquid is scattered is sticky. Was. G (work environment deteriorated). Good grindability (100 pcs / deterioration (from 70 pcs / dress to (number of processed) 1 dress) reduced to 50 pcs / dress) Others One year without trouble Use after 2 months, diluent oil is considerably used. The coolant tank became viscous, and the diluent oil scattered was replaced in a year with stickiness to remove chips that had accumulated around. The business environment has been extremely degraded, and at the same time, odor (rot) has been generated. Moreover, the rust-prevention, Ken-cutting also because of reduced, replacing the diluted oil not unavoidable.

[0027]

The water-soluble metalworking oil composition of the present invention comprises:
It has excellent separability of leaked and mixed oil, and its performance does not deteriorate for a long time.

Continued on the front page (51) Int.Cl. ⁶ Identification code FI C10M 133: 10 133: 12 129: 32 129: 40 145: 34 145: 36) C10N 30:00 40:22

Claims (4)

[Claims] 1. A water-soluble oil composition containing a high molecular weight cationic compound represented by the following structural formula (1). Structural formula (1)-[(CH ₂ C (CH ₃ ) COOR ¹ ] a-[(CH ₂ CHCOOR ² ] b-[(CH ₂ C (CH ₃ ) COOR
³ ] c- (R ¹ and R ² represent hydrogen or an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, or an alkylaryl group having 7 to 18 carbon atoms, and R ³ represents CH ₂ CH _{2 ^{N + (CH 3) 3 Cl}} - indicates,
a, b, and c represent integers, and a: b: c is 1: 0.05:
0.001-1: 10: 1, and the molecular weight is 5,000-
800,000. ) 2. A water-soluble oil composition comprising the high molecular weight cationic compound of the structural formula (1) according to claim 1 and an alicyclic and / or aromatic amine. 3. A high molecular weight cationic compound of the structural formula (1) according to claim 1, an alicyclic and / or aromatic amine, a monocarboxylic acid having 6 to 60 carbon atoms and neutralizing the monocarboxylic acid. A water-soluble oil composition containing a basic substance required for water-solubilization. 4. A high molecular weight cationic compound of the structural formula (1) according to claim 1, an alicyclic and / or aromatic amine, a monocarboxylic acid having 6 to 60 carbon atoms and neutralizing the monocarboxylic acid. A water-soluble oil composition comprising a basic substance necessary for water-solubilization and a polyoxyalkylene glycol represented by the following structural formulas (2) to (5). (2) H- (EO) k- (PO) 1- (EO) m-OH (3) H- (PO) p- (EO) q- (PO) r-OH (4) H- (EO / PO) t-(PO) u-(EO / PO) v-
^{OH (5) R 4 O (} PO) w (EO) x H ( where, R ⁴ is an alkyl group having 1 to 6 carbon atoms, PO represents -C
H ₂ —CH (CH ₃ ) —O— group, EO is —CH ₂ —CH
Represents a _2- O- group, and the molecular weight of each of the structural formulas (2) to (5) is 1,000 to 30,000, and k, l, m, p, q, r, t, u,
v, w, x are integers from 3 to 500. EO in (EO / PO)
And the ratio of PO is 5:95 to 95: 5 (weight ratio). )