JPS61254697A - Perfluoroether composition and its preparation - Google Patents

Abstract

PURPOSE:To obtain the titled composition of good storage stability at high temperature with outstanding sealing characteristics for use as high-pressure lubricant, vacuum sealing material, etc., by blending specific perfluoroether compound, fluorine-contg. surfactant and powder of metal, metal oxide or metal sulfide. CONSTITUTION:The objective composition comprising (A) a perfluoroether compound of formula I [Rf and Rf' are each CF3, C2F5 or C3F7; k, l, m, n and p are each a number 0-<100 (where, pnot equal to 0); (k+l+m+N)Xp<200; the order for C4F8O, C3F6O, C2F4O and CF2O being arbitrary], (B) a fluorine-contg. surfactant of formula II [k', l', m', m' and p' are each a number 0-<100; (k'+l'+m'+n')Xp'<200; total number of carbon atom 5-200; X is RfO, COOH, SO3H, SiY3 (Y is OCH3, halogen, etc.), etc.] and (C) metallic powder, metal oxide powder (e.g., magnetite) or metal sulfide powder. The preparation process is as follows: first, the components (A) and (C) are blended so that the weight ratio (A)/(C) falls between 100/1 and 1/10, followed by blending the component (B) so as to 100/1-1/1 for the weight ratio (A)/(B).

Description

DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a perfluoroether composition and a method for producing the same, and more particularly to a perfluoroether composition used as a grease for high-load gears, a vacuum sealing material, or a magnetic fluid. The present invention relates to a system composition and a method for producing the same.

Technical Background and Problems Perfluoroether (hereinafter sometimes abbreviated as PFA) is an oily compound that has excellent high-temperature properties, heat resistance, and chemical resistance unique to fluorine compounds, as well as other hydrocarbons. Because it has no affinity with other compounds, it has recently begun to be used in applications such as sealing fluids and lubricants.

Particularly in recent years, in the field of semiconductor manufacturing such as ICs and LSIs, where contamination is extremely averse, sealing materials made from a par-70 ether-based composition that is chemically inert and has excellent chemical resistance have attracted much attention. are collecting.

However, as mentioned above, this perfluoroether has no affinity with other hydrocarbon compounds, so if it is mixed with other solid substances when used as a sealing fluid or lubricant, it will separate from each other. Therefore, it was difficult to obtain a stable perfluoroether composition. For example, paste-like perfluoroether compositions consisting of perfluoroether and polytetrafluoroethylene have traditionally been used as sealing fluids or lubricants, but this composition tends to cause oil separation over time. The problem was that a stable composition could not be obtained.

The present inventor conducted extensive research in order to obtain a perfluoroether composition that increases the affinity between perfluoroether and solid substances and prevents separation, and found that the composition contains a material having a specific structure. The present invention was completed based on the discovery that the above-mentioned problems could be solved at once by adding a fluorine surfactant.

As mentioned above, the present invention provides a highly stable lubricant, sealing material, or It is an object of the present invention to provide a perfluoroether composition that can be used as a magnetic fluid.

The perfluoroether composition according to the present invention is characterized by containing the following components (a) to (C).

(a) Perfluoro represented by the following general formula [I] [wherein Rf and Rf' are CF3-1C2F5- or C3F
7-, and k,,1! , m, n, pG, t.

or a number less than 100, and (k0g+m+n
)XP<200. However, 104F80, -C3F6o1-C2F4Q, -C in the perfluoroalkyl chain
The order of F20 is arbitrary and P is not O. ] (b) Fluorine-containing surfactant represented by the following general formula [nl: x4 (C4FBOY formula 3F60tC2F40-5F20
? R"fX...[nl [In the formula, ', ρl, m', nl, pj are O or a number less than 100, and (k'
l'+m'+n')xP'<200, the total number of carbon atoms in the perfluoroalkyl chain is 5 to 200, Rf'' is a divalent perfluoroalkyl group, and
is selected from the group below. )
(In the formula, Y is 10C3H6, -0C2 and 15, -0CH1
Or) Wagen. ) (In the formula, R1 is H or an alkyl, aryl, or aralkyl having 4 or less carbon atoms, and R2t is a divalent organic group,
R and R4 are H or alkyl, aryl, or aralkyl having 4 or less carbon atoms. )-RCOOH, -R8O3
H, -RO5O3H (In the formula, R is an alkyl group having 4 or less carbon atoms.) (In the formula, R' is H or an alkyl or aralkyl group having 4 or less carbon atoms.) (In the formula, R1, R2, R3, R4 are the same as above.) These are alkyl, aryl, aralkyl, alcohol, and polyalkylene glycol. ) (C) Metal powder, metal oxide powder or metal sulfide powder.

In the present invention, the above (a) perfluoroether compound and (
C) Separation of oil and solid components is effective by blending a fluorine-containing surfactant with a specific structure shown in (b) into a composition consisting of metal powder, metal oxide powder, or metal sulfide powder. A stable perfluoroether composition can be obtained.

DETAILED DESCRIPTION OF THE INVENTION Each component constituting the perfluoroether composition of the present invention will be described in detail below, focusing on the fluorine-containing surfactant.

The first component used in the perfluoroether composition according to the present invention is (a) a per-70 ether compound represented by the following general formula [I].

Reo+c4FBO+r-+C3F60+X-+C2F
40-) ICF20'h R' f...[I] [In the formula, Rf and Rf' are CF3, C2F5 or C3
F7, and k, Q, m, n, and p are each O or 1
A number less than 00, and (k1, 1! +m+n)
xP<200. However, P is not O. ] In the perfluoroalkyl chain of this perfluoroether compound, -03F601-02F40, -CF2
The order of 0 may be arbitrary.

The second component used in the perfluoroether composition according to the present invention is (b) a fluorine-containing surfactant represented by the following general formula ['II].

X +C4F80)y +4C3F60+r+c2F4
0), -CF201. , 9-a++, -x...
・[II] [In the formula, ', fl', m', n', p' are O or a number less than 100, and (k'-N!'
10m'+n')xP'<200, and the total number of carbon atoms in the perfluoroalkyl chain is 5 to 200, and R
f″ is a divalent per70-roalkyl group, and X is selected from the group below.)
OH, -3O3H, -P (OH)2. -P (OR
'1fOH1Q O (In the formula, R' is an alkyl having 4 or less carbon atoms.) -3i
Y3 (in the formula, Y is -0C3H6, -0C2H5, -0C
H1 or L (in the formula, R1 is H or an alkyl, aryl, or aralkyl having up to 4 carbon atoms; R2 is a divalent organic group; R and R4 are H or an alkyl, aryl, or aralkyl having up to 4 carbon atoms; )-RCOOHl-R3O3H1
-RO3O3H (in the formula, R is an alkyl group having 4 or less carbon atoms) -R-OP-4OR'-)40H), -
R-P-FOR'-)-GOHIo
.

(In the formula, R' is H or alkyl or aralkyl having 4 or less carbon atoms.) (In the formula, R1, R2, R3, R4 are the same as above.) Alkyl, aryl, aralkyl, alcohol, polyalkylene glycol It is. ) -C4F80, -C3 in the perfluoroalkyl chain represented by the IC4Fa trunk "1C3F60rC2Fs 咋1吋CF2O啼b+" in the above fluorine-containing surfactant (b)
F60, -C2F50, -CF20 order is arbitrary,
The total number of carbon atoms in this chain is 5 to 200, preferably 1.
It is preferable that it is 5-100. If the number of carbon atoms in the perfluoroalkyl chain is less than 5, it is not preferable because separation of the oil and solid components of the perfluoroether composition cannot be sufficiently prevented.On the other hand, if the number of carbon atoms in the perfluoroalkyl chain is less than 200 Even if it exceeds the above, the effect per unit weight of component (b) will be small, and furthermore, the manufacturing cost of component (b) will be high, which is not preferable.

Such a fluorine-containing surfactant (b) can be synthesized by various methods. For example, U, S, P,
It is also possible to use the ionic polymerization method disclosed in No. 3,317,484; in this case, it is advantageous for the obtained fluorine-containing surfactant to have one functional group; To obtain a fluorosurfactant, a special 7-mer must be used. The above fluorine-containing surfactant was also synthesized by the photooxidative polymerization method disclosed in Japanese Patent Publication No. 50-28.409.
The above-mentioned fluorine-containing surfactant is also produced by the direct fluorination method disclosed in No. 35. Specific examples of the fluorine-containing surfactant used in the present invention and their synthesis route will be described below.

(F-2> See Japanese Patent Application Laid-Open No. 60-34.730... (F-3) See Japanese Patent Application Laid-Open No. 59-12.708... (F-4) ・・・・・・(F-5>・・・・・・(F-6>・・・・・・(F-7> ・・・・・・(F-8) ・......(F-9) ......(F-10>...;...(F-11> (F-2) A9 + work 2--→RFCF- work...・・・
(F-13) ...... (F-14> ...... (F-15) ...... (F-16> ...... (F-21) ・...(F-22) Chemical Ab, 96-83715b reference H
+ ......(F-23) See Japanese Patent Application No. 182,429/1982...(F-24> Japanese Patent Application No. 12,708/1982...( F-25> See Japanese Patent Publication No. 50-28.407, C3F6+O--FOC+C3F601eC2F40
-CF201,1, -COForΔ...(P-1> (In the formula, Z is F or CF3.) Reference to JP-A-60-34,730 P-11+H20-+HOOC-4( C, 3F60
vC2F40 Abuse F, 20+ CFZCOOH...
...(P-2) CH2CH20H ......(P-4> See Japanese Patent Publication No. 53-23.271 (P-41+P'2056A(H-OCH and 3F60
-C2F401CF2 discharge CFZCH20P→0812 ...... (P-5> C1, S, P, 4,113,435 fij specification prisoner reference ...... (A-1> J, Org, CC11e, Vol 40.P3271
(1975) Reference... (A-2) L A-11+H2O-→HOOCCF2CF2CF2
0-4CF2CF2CF2CF2 Kano rCF2CF2CF
2COO)l...(A-3) L A -31A9+ X 2→ICF2CF2CF2
o+CF2CF2CF2CF20-)TCF2CF2C
F2 X・・・・・・(A-4> TA-41+c2H4TSIC2H4C%CF2CF2O
→C4F80A CF2CF2CF2C2H41...
...(A-5> (A-51+P (OC2H513-?(C2H501
2-1, C2H4CF2CF2CF2O-+C4F80
JT-CF2CF2CF2-C2H4P-40C2H5
+-? .

(A-6) Similarly, using A-2 as a raw material, l-CH2CH2CF2CF20 → CF2CF2CF2
o+rCF2CF2CH2CH2engineering (A-
7> Patent Application No. 59-50.768 (A-7) + P + oC2H5) 3 7 (C2H501, - to -C2) + 4CF2CP20J
CF2CF2CF201icF2CP2C2H4P4-
QC2H,)... (H-1>) was used as a fluorine-containing surfactant as a comparative example.

The third component used in the perfluoroether composition related to Honmotomachi is (C) metal powder, metal sulfide powder, or metal sulfide powder, and depending on the use of the composition, metal powder, metal oxide, etc. Powders or metal sulfide powders are used.

When the perfluoroether composition according to the present invention is used as an extreme pressure lubricant such as grease for high-load gears or grease for conveyor rolling gears such as steel, molybdenum disulfide (MoS2) is used. is preferred.

Furthermore, when used as a sealing material for flanges in chemical plants, joints of valves, etc., it is preferable to use silicon dioxide (for example, commercially available under names such as Erosil, Celite, and silica gel).

When used in magnetic sealing fluids such as rough vacuum rotary seals and dustproof seals, magnetic shielding sealing fluids, magnetic printing toners, etc., any powder that exhibits magnetism or magnetizable powder may be used. Specifically, iron, manganese, nickel,
Metal powders such as cobalt and chromium, magnetite (Fed-Fe203), iron-zinc ferrite (Fea)
Zn(1-a) O-F e203 > , Manganese
Zinc ferrite (MnbZn O"Fo203>
, -T-'/ke(1-b) Ferrite compounds such as leferrite, cobalt ferrite, nickel zinc ferrite, and barium ferrite are used. When the perfluoroether composition according to the present invention is used for such a magnetic fluid, the viscosity of the composition is preferably 20 to 1000 CpS at room temperature.
It is preferably 0 to 500 cps, and the intrinsic saturation magnetic susceptibility is 50 to 1000 Gauss, preferably 100 to 600 Gauss.
Preferably it is Gaussian.

The particle size of metal powder, metal oxide powder, or metal sulfide powder is 5 to 0.001 when used as an extreme pressure lubricant.
μ, and when used as a sealing material, 1 to 10-4
μ, and 5 to 0.1 μ when used as a magnetic fluid
It is preferable that

The perfluoroether composition according to the present invention is usually prepared by sufficiently impregnating a solid component such as a metal oxide powder with a fluorine-containing surfactant, then adding an oily perfluoroether compound thereto, and then producing the perfluoroether composition by colloid milling. It can be produced by sufficiently kneading it using a homogenizer, triple roll, etc. In addition, when the solid component is prepared and used by a chemical reaction, a fluorine-containing surfactant may be present in the reaction preparation of the solid component, so that the solid component is sufficiently impregnated with the fluorine-containing surfactant. .

Next, the relationship between each component in the perfluoroether composition according to the present invention will be explained. The perfluoroether as the first component and the fluorine-containing surfactant as the second component are preferably present in a ratio of 100:0.1 to 1:1. Also, what are the first component, perfluoroether, and the third component, metal powder, metal oxide powder, or metal sulfide powder?

The preferred range is 100:1 to 1:]O.

Since the perfluoroether composition according to the present invention contains a fluorine-containing surfactant having a specific structure in addition to solid substances such as perfluoroether oil and metal oxide powder, Even if the composition is kept at high temperatures or stored for a long period of time, the oil and solid substances will not separate. Furthermore, the Par70 ether composition according to the present invention exhibits excellent sealing properties as an extreme pressure lubricant, a vacuum sealing material, or a magnetic fluid.

The present invention will be explained below with reference to Examples, Synthesis Examples, and Comparative Examples, but the present invention is not limited to these Examples.

Synthesis Example 1 A polymer of hexafluoropropylene oxide was prepared by the method disclosed in υ, S, 9.3.317.484. F'3 C3F70-(C3F60+Trf-CFCOOF was obtained. This was hydrolyzed with a large excess of water to obtain further compounds.

The obtained (F-2>500q) was heated to 100°C, and 100Q of iodine was heated and dissolved therein and added dropwise. The mixture was heated and stirred until the gas generation was completed, and then reacted at 200'C for 8 hours. After cooling the obtained product, 0.1 mo, lJ
/, thoroughly washed with 11 sodium thiosulfate and water,
After drying with MClSO4, it was filtered. The amount recovered was 497q. The obtained product has the general formula (F-12>.F-NMR of this compound is CF3
When using the COOH external standard, 251)l)m then convert this (F-12)414cx to C2F3C,l! 3 (Freon-113>1kg, AI
It was charged into an autoclave together with BN4Cl, and 46 g of C2H was press-fitted into the autoclave. 4 at 80°C
After reacting for an hour, the reaction product was taken out and Freon-11
3 was distilled off. The product obtained is C3F70 fcF
cF20 tomb CF-CH2CH2 (F-13
)t-there is. The 11-NMR of this compound was TMS internal standard γi (when closed, 4°C × 2I).

Next 1 This (F-13) II 20Q (0,2mo, Q
) was heated to 150° C. and maintained under reduced pressure of 2 Qtorr. Zinc phosphate triester 166 (11 moρ) called P-+0C2H5)3 was dropped therein, a portion was sampled, and thoroughly washed with water. The NMR of the sampled compound is 1.3p1) when TMS is used as an internal standard.
m and 2.5 to 1.9 pl) m (-C, CH2F-0).

1 for the remaining amount! Add 1 ka of hydrochloric acid and 240 ka under reflux.
Hydrolysis was carried out for a period of time, and the obtained product was thoroughly washed with water. The obtained product is (F-19) having the general formula %. This compound was dissolved in NaOH
When neutralized with 1) H6, 8 and 11. O
had an inflection point.

Other fluorine-containing surfactants are also available.
It was synthesized according to the method taught in Publication No. U, S, P, 4,113,435.

Example 1 Compound 5q represented by F-19 obtained in Synthesis Example 1 above was added to fluorocarbon-1 to magnetite 45q with a flat particle size of 1μ.
After sufficiently impregnating with a solution of Flon-113, Freon-113 was distilled off and dried at 150°C for 24 hours. Next, 100 CI perfluoroether oil (Aflunox #400-Hivac, manufactured by Nippon Mectron) was added, and the mixture was thoroughly kneaded using a colloid mill and a three-roll mill.

The high-temperature stability and storage stability of the obtained paste-like perfluoroether composition were evaluated using the following rankings.

A: Uniform and stable even when kept at 150'C for 168 hours.

8-...If kept at 150°C for 168 hours, oil will separate into a thin upper layer.

B+...If kept at 100'C for 168 hours, oil will separate into a thin upper layer.

B: When kept at 100°C for 168 hours, some separation of solid content and oil is observed.

C: Separation of solid content and oil is observed when kept at 100'C for 168 hours.

D: Separation of solid content and oil is observed when kept at room temperature for 168 hours.

E: Separation of solid content and oil is observed when kept at room temperature for 24 hours.

F: Separation of solids and oil is observed when kept at room temperature for 3 hours.

The stability at high temperatures and storage stability of the paste-like perfluoroether composition of Example 1 is A″'C.
-I got it.

Examples 2 to 24 Perfluoroether compositions were prepared in the same manner as in Example 1, except that the compounds shown in Table 1 were used instead of the fluorine-containing surfactant denoted by F-19. We prepared and ranked examples of its high temperature stability and storage stability. The results are shown in Table 1.

Comparative Examples 1 to 5 Examples except that in Example 1, no surfactant was used at all or a compound as shown in Table 1 was used instead of the fluorine-containing surfactant represented by F-19. 1
Perfluoroether compositions were prepared in the same manner as above, and their high temperature stability and storage stability were ranked. The results are shown in Table 1.

Examples 25 to 30 In Example 1, instead of magnetite, flat grain size 1
A perfluoroether composition was prepared in the same manner as in Example 1, except that 50Cl of μ iron powder was used and the compound shown in Table 2 was used instead of the fluorine-containing surfactant shown by F-19. , and ranked examples of its high temperature stability and storage stability. The results are shown in Table 2.

X Healing Five Once Yu Two Dan A In Example 1, magnetite was replaced with
．． A perfluoroether composition was prepared in the same manner as in Example 1, except that 75 g of 1μ silicon dioxide powder (Erosil) was used and the compounds shown in Table 3 were used instead of the fluorine-containing surfactant shown by F-19. A product was prepared, and an example of its high temperature stability and storage stability was ranked. The results are shown in Table 3.

In Examples 31 to 34, no surfactant was used at all or a compound as shown in Table 3 was used instead of the fluorine-containing surfactant shown in Table 3. Perfluoroether compositions were prepared in the same manner as Examples 31 to 34, and their high temperature stability and storage stability were ranked.

The results are shown in Table 3.

Examples 35-37 In Example 1, instead of magnetite, an average particle size of 1
A perfluoroether composition was prepared in the same manner as in Example 1, except that 45 g of μm molybdenum disulfide was used and the compound shown in Table 4 was used instead of the fluorine-containing surfactant shown by F-19. An example of the ranking of its high temperature stability and storage stability was conducted. The results are shown in Table 4.

Comparative Examples 9-10 In Examples 35-37, no surfactant was used at all or a compound as shown in Table 4 was used instead of the fluorine-containing surfactant shown in Table 4. Perfluoroether compositions were prepared in the same manner as Examples 35 to 37, and their high temperature stability and storage stability were ranked.

The results are shown in Table 4.

Example 38 Aqueous solution of 1 mol/g each of ferrous sulfate and ferric sulfate 20
0rrl was added with 6N NaOH until the pH reached 11.5, stirred at 60'C for 0.5 hour, and left to stand to prepare magnetite colloid.

Compound 6 obtained in Synthesis Example 1, separately represented by F-19
g of 6N NaOH solution was prepared. Add this solution to the above magnetite colloid and heat to 90'C for 1 hour without stirring.
．． It was left for 5 hours. After cooling, I)H in 3NHC, IJ
was set to 5.5, and the magnetite particles were agglomerated. The obtained precipitate was washed 10 times by decantation, filtered through the mouth, and the furnace slag was thoroughly dried at 80'C.

To this was added 100 CI perfluoroether oil (Aflunox #400-H1vac, manufactured by Nippon Mektron), and the mixture was sufficiently stirred and mixed in a colloid mill and homogenized using three rolls.

The obtained perfluoroether composition remained stable, with no separation of oil and solid components observed even after being left at 150'C for 168 hours.

Example 39 The fluid of Example-9, the fluid of Example-17, and the fluid of Comparative Example-3 were used in the sealing part of the vacuum stirring device (see FIG. 2) as shown in FIG. A cycle of rotating for 10 minutes and stopping for 5 minutes was defined as one cycle, and this cycle was repeated to measure the decrease in the degree of vacuum. The results are shown in Figure 3.

This result shows that the magnetic fluid according to the present invention has excellent sealing properties.

Example 40 Sealing property test of vacuum sealing material Using a ground glass vacuum test container as shown in Figure 4, the vacuum sealing material of Example 31 and the vacuum sealing of Example 33 were applied to the ground glass part of the container. The vacuum sealing material of Comparative Example 7 was applied to each sample, and it was examined how the degree of vacuum decreased over time. The results are shown in Figure 5.

From this result, the vacuum sealing material according to the present invention has excellent
It can be seen that it has sealing properties.

Using a push-out four-ball tester, the room temperature of the high-load grease of Example-35 and the high-load grease of Comparative Example-10,
The maximum value of a passing cart for four-ball bearings over 8 hours was determined.

Passing load Example-354,5kMcm2 Comparative example - 103,0k (1/cm2

[Brief explanation of the drawing]

FIG. 1 is a schematic explanatory diagram of an apparatus used in a magnetic fluid sealing test according to the present invention, FIG. 2 is a cross-sectional explanatory diagram of the sealing part thereof, and FIG. FIG. 4 is a diagram showing the results of a fluid sealing test, FIG. 4 is a schematic diagram of an apparatus used for testing the sealing property of a vacuum sealing material according to the present invention, and FIG. It is a figure which shows the result of the sealing property test of a sealing material. DESCRIPTION OF SYMBOLS 1... Rotating shaft, 2... Housing, 3... Ball bearing, 4... Permanent magnet, 5... Yoke, 6...
...0-ring, 7...magnetic fluid, 8...bolt for flange tightening, 9...protrusion for spigot 7 langage. Patent applicant: Nippon Mectron Co., Ltd. 7. t
s'=,';'+-'lNo 1 work) Fig. 2 Fig. 3 Number of cycles (N) Fig. 4 Fig. 5 Fig. r

Claims (1)

[Claims] 1. A perfluoroether composition characterized by containing the following components (a) to (c): (a) a perfluoroether compound represented by the following general formula [I]; : ▲There are mathematical formulas, chemical formulas, tables, etc.▼...[I] [In the formula, R_f and R_f' are CF_3-, C_2F_
5- or C_3F_7-, k, l, m, n, p
is 0 or a number less than 100, and (k+l+m
+n)×P<200. However, -C_4F_8O, -C_3F_6O, -C_ in the perfluoroalkyl chain
The order of 2F_4O, -CF_2O is arbitrary, and P is 0
isn't it. ] (b) Fluorine-containing surfactant represented by the following general formula [II]: ▲There are mathematical formulas, chemical formulas, tables, etc.▼... [II] [In the formula, k', l', m', n', p ' is 0 or 100
is a number less than or equal to (k'+l'+m'+n')×
P'<200 and the total number of carbon atoms in the perfluoroalkyl chain is 5 to 200, R''_f is a divalent perfluoroalkyl group, and X is selected from the following group.) X: R_fO- (In the formula, R_f is the same as above.)▲
There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, R' is an alkyl having 4 or less carbon atoms.) -S_
iY_3 (in the formula, Y is -OC_3H_6, -OC_2H_
5, -OCH_3, or halogen. )▲Formula,
There are chemical formulas, tables, etc. ▼ (In the formula, R_1 is H or alkyl, aryl, or aralkyl with 4 or less carbon atoms, R_2 is a divalent organic group, R_3 and R_4 are H or alkyl with 4 or less carbon atoms, Aryl, aralkyl.)RCOOH, -R
SO_3H, -ROSO_3H (In the formula, R is an alkyl group with 4 or less carbon atoms.) ▲ Numerical formulas, chemical formulas, tables, etc. are available. ▼ (In the formula, R' is H or alkyl or aralkyl with 4 or less carbon atoms.) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R_1, R_2, R_3, R_4 are the same as above.) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R_5 and R_6 are H or the number of carbon atoms. (C) Metal powder, metal oxide powder or metal sulfide powder. 2. The perfluoroether according to claim 1, wherein the weight ratio of the perfluoroether compound (a) to the fluorine-containing surfactant (b) is within the range of 100:0.1 to 1:1. system composition. 3. Claim 1, wherein the weight ratio of the perfluoroether compound (a) to the metal powder, metal oxide powder, or metal sulfide powder (c) is within the range of 100:1 to 1:10. The perfluoroether composition described in . 4. The perfluoroether composition according to claim 1, wherein the metal sulfide powder is molybdenum disulfide. 5. The perfluoroether composition according to claim 1, wherein the metal oxide powder is silicon dioxide. 6. The perfluoroether composition according to claim 1, wherein the metal oxide powder or metal powder is a magnetic particle. 7. The magnetic particles are magnetite, iron-zinc ferrite,
The perfluoroether composition according to claim 6, which is a ferrite such as manganese zinc ferrite and goethite. 8. A fluorine-containing surfactant (b) represented by the following general formula [II] is brought into contact with a metal powder, metal oxide powder, or metal sulfide powder (c) to form component (b) into component (c). ) and then mixing a perfluoroether compound (a) represented by the following general formula [I]: (a) perfluoroether compound represented by the general formula [I] Ether compound: ▲
There are mathematical formulas, chemical formulas, tables, etc.▼ [In the formula, R_f and R_f' are CF_3-, C_2F_
5- or C_3F_7-, k, L, m, n, p
is O or a number less than 100, and (k+l+m
+n)×P<200. However, -C_4F_8O, -C_3F_6O, -C_ in the perfluoroalkyl chain
The order of 2F_4O, -CF_2O is arbitrary, and P is O
isn't it. ] (b) Fluorine-containing surfactant represented by the following general formula [II]: ▲There are mathematical formulas, chemical formulas, tables, etc.▼... [II] [In the formula, k', l', m', n', p ' is O or 100
is a number less than or equal to (k'+l'+m'+n')×
P′<200 and the total number of carbon atoms in the perfluoroalkyl chain is 5 to 200, R_f″ is a divalent perfluoroalkyl group, and X is selected from the following group.) X: R_fO - (In the formula, R_f is the same as above.)▲
There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, R' is an alkyl having 4 or less carbon atoms.) -S_
iY_3 (in the formula, Y is -OC_3H_6, -OC_2H_
5, -OCH_3, or halogen. )▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R_1 is H or alkyl, aryl, or aralkyl having 4 or less carbon atoms, R_2 is a divalent organic group, and R_3 and R_4 are H or 4 carbon atoms. The following alkyl, aryl, aralkyl) -RCOOH, -
RSO_3H, -ROSO_3H (In the formula, R is an alkyl group with 4 or less carbon atoms.) ▲ Numerical formulas, chemical formulas, tables, etc. are available ▼ (In the formula, R' is H or alkyl or aralkyl with 4 or less carbon atoms.) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R_1, R_2, R_3, R_4 are the same as above.) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R_5 and R_6 are H or the number of carbon atoms. 4 or less alkyl, aryl, aralkyl, alcohol, polyalkylene glycol.) 9. The weight ratio of the perfluoroether compound (a) and the fluorine-containing surfactant (b) is 100:0.1 to 1:1. A method for producing a perfluoroether composition according to claim 8, which falls within the scope of claim 8. 10, perfluoroether compound (a) and metal powder,
The perfluoroether composition according to claim 8, wherein the weight ratio to the metal oxide powder or metal sulfide powder (c) is within the range of 100:1 to 1:10. 11. The perfluoroether composition according to claim 8, wherein the metal sulfide powder is molybdenum disulfide. 12. The perfluoroether composition according to claim 8, wherein the metal oxide powder is silicon dioxide. 13. The perfluoroether composition according to claim 8, wherein the metal oxide powder or metal powder is a magnetic particle. 14. The perfluoroether composition according to claim 13, wherein the magnetic particles are ferrites such as magnetite, iron-zinc ferrite, manganese zinc ferrite, and goethite.