JP2000234274A - Fiber treating agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a fiber-treating agent having excellent lubricity, water and oil repellency, low reflectance, high softness, etc., by using a copolymer oil composed of a dimethylsiloxane unit and a long-chain perfluoroalkyl- ethylmethylsiloxane, unit thereby controlling various properties of the oil. SOLUTION: The objective fiber treating agent is composed of a fluorosilicone copolymer oil expressed by the formula [Rf is a 4-9C perfluoroalkyl, preferably perfluorobutyl; RF is CH3 or RfCH2CH2; n>=1; m>=1; the ratio of (RfC2H4)(CH3) SiO2/2 unit to the total weight of the (CH3)2SiO2/2 unit in the formula is 50/50 to 10/90] and having a kinetic viscosity of <=10,000 cSt.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a fluorosilicone copolymer oil.

[0002]

2. Description of the Related Art Conventionally, dimethyl silicone oil has been used as a synthetic oil having excellent heat and cold resistance, and fluorosilicone oil having a trifluoropropyl group as one substituent on silicon has been used as a grade having improved oil and solvent resistance. Are known. On the other hand, as the use of silicone oils in the industrial field has expanded in recent years, it is necessary to strictly control the properties of the oil (refractive index, surface tension, solubility in organic solvents, etc.) over a wide range to respond to individual applications. Has arisen.

[0003] The above-mentioned existing oils are basically homopolymers and cannot meet such demands.
Copolymer oils comprising a dimethylsiloxane unit and a trifluoropropylmethylsiloxane unit are also known, but the physical properties of the trifluoropropyl group itself are insufficient and the range in which the oil properties can be changed is small.

Further, Japanese Unexamined Patent Publication No. 59-189933 discloses a defoaming effect when a copolymer comprising a dimethylsiloxane unit and a long-chain perfluoroalkylethylmethylsiloxane unit is used in combination with an organopolysiloxane having an oxyalkylene group and a perfluoroalkyl group. It is described that it has excellent self-emulsifying property, but there is no description about evaluation as a copolymer alone.

[0005]

In recent years, as the field of use of silicone oils in the industry has expanded, it has become necessary to strictly control the properties of the oils over a wide range and to respond to individual uses. An object of the present invention is to meet the above-mentioned requirements by providing a copolymerized oil comprising a dimethylsiloxane unit and a long-chain perfluoroalkylethylmethylsiloxane unit.

[0006]

DISCLOSURE OF THE INVENTION The present invention has been made to solve the above-mentioned problems, and there is provided a fiber treatment agent comprising a fluorosilicone copolymer oil represented by the following formula (1). provide.

In the formula 1, R ^f is a perfluoroalkyl group having 4 to 9 carbon atoms, and R ^F is CH ₃ or R ^f CH ₂ CH
₂ , n ≧ 1, m ≧ 1 and (CH ₃ ) ₂ S in the formula
relative to the total weight of the iO _2/2 units _{^{(R f C 2 H 4)}} (CH 3)
The ratio of the total weight of SiO _2/2 units is 50/50 to 10/90
It is.

[0008]

Embedded image

In the present invention, R ^f in the formula 1 represents 4 carbon atoms.
-9, and R ^F is CH ₃ or R ^f CH ₂ CH ₂ . The presence of such long chain perfluoroalkyl group containing fluorosilicone copolymer oil is usually a chain transfer agent _{^{R F (CH 3) 2 SiOSi}} (CH 3) 2 R F [(R f CH 2 CH 2) (CH ₃ ) Ring-opening polymerization of SiO] ₃ and [(CH ₃ ) ₂ SiO] _p (p is 3 or 4) in the presence of a suitable catalyst.

As R ^f becomes longer, [(R ^f CH ₂ C
Although the production of H ₂ ) (CH ₃ ) SiO] ₃ becomes difficult, R ^f is preferably a perfluorobutyl group. On the other hand, R ^F is particularly preferably a methyl group because of availability of raw materials. n and m are not particularly limited, and are numerical values to be determined according to the use of the present oil.

[0011] The oil produced according to the present invention has a surface tension and a surface tension by changing the copolymer structure as shown below.
Various physical properties such as a refractive index can be accurately changed. Therefore, a fluorosilicone oil having various physical properties in the application field of the finely divided silicone oil can be produced, and can be used without any particular limitation on its use conditions.

For example, heat resistance, lubricity, oxidation stability,
Utilizing properties such as inertness against rubber and plastics, oil for vacuum pumps can be used for heat resistance, cold resistance, lubrication,
Hydraulic oil such as traction oil, brake oil, coupling oil, anti-vibration oil such as instrument and player pickup for automobiles and aircraft, dash bot damper and shock absorber utilizing good viscosity temperature characteristics For lubricating and other damper oils, lubricating properties of thermal transfer recording receivers, magnetic recording media, magnetic heads, impregnated bearings, etc. Water-repellent, oil-repellent, low surface tension, low reflectivity, and flexibility to mold agents, roll compositions for copiers and electrophotographic machines or their surface coating agents, film blocking inhibitors for thermal transfer recording ink sheets, and liquid crystal compositions・ Makeup cosmetics, lipsticks, hair cosmetics, antiperspirants, deodorants, and other cosmetic oils, hair dyes, shampoos, rinses, etc. Raw materials for softening agents using oil replenishment, low reflectivity, flexibility, lubricity, etc. for oils formulated into gel-like composition using oxygen supply capability for oils formulated in hair treatment agents・ Fiber treatment agents such as water repellent raw materials, deep color processing agents, sewing thread lubrication agents, etc. In addition, it is used as a heat carrier by utilizing its excellent heat resistance and oxidation resistance and low vapor pressure, etc., and as a leveling agent, an anti-blocking agent, an anti-color unevenness agent, and a yuzu skin inhibitor by utilizing its unique surface characteristics. Additives to polymer materials such as plastics and paints, heat resistance, cold resistance, oxidation stability, lubricity,
Defoams by utilizing heat resistance, chemical and physiological inertness, and insolubility to many other substances, etc. in rubber and resin plasticizers and modifiers using flexibility etc. Grease and compound base oils using heat resistance, chemical resistance, water resistance, lubricity, etc., as well as differential pressure gauge liquids of various measuring instruments, foam stabilizers,
Oil compounded into wax, toner treatment agent, oil sealant,
It can be used as a rust inhibitor, antistatic agent, antifogging agent, cooling oil, additive to pharmaceuticals, polishing agent, surface treatment agent for glass, ceramics, powder, etc.

The fluorosilicone copolymer oil of the present invention can be applied to various uses as described above, but preferably has a viscosity of about 10,000 cSt or less.
If the viscosity is too high, the fluidity, particularly the fluidity at a low temperature, decreases, which is not preferable.

[0014]

In the present invention, the long-chain perfluoroalkyl group imparts various properties (oil resistance / solvent resistance, low surface tension, low refractive index) derived from fluorine to oil. Then (R ^f C
H ₂ CH ₂ ) (CH ₃ ) SiO _2/2 and (CH ₃ ) ₂ SiO _2/2
By changing the copolymerization ratio of the oil, various properties of the oil can be strictly controlled over a wide range, and the oil can be used for various applications.

[0015]

EXAMPLES (Production Example 1) A four-necked flask equipped with a stirrer, a reflux condenser, and a thermometer was purged with argon.
_{[(C 4 F 9 C 2} H 4) (CH 3) SiO] 3 of 15 g,
15 g of [(CH ₃ ) ₂ SiO] ₃ , (CH ₃ ) ₃ SiOS
1 g of i (CH ₃ ) ₃ was charged. The internal temperature was raised to 75 ° C., and 48 mg of trifluoromethanesulfonic acid was introduced into the flask with a micro syringe.

After 6 hours, it was confirmed that the monomer was completely consumed. The product was washed successively with 5% aqueous sodium bicarbonate and water, then low boiling components were removed at 200 ° C.
27.9 g (90%) of fluorosilicone oil from St
I got The oil was confirmed to have the following structure by ¹ H-NMR and IR.

[0017]

Embedded image

(Production Example 2) [(C ₄ F ₉ C ₂ H ₄ ) (C
H ₃₎ SiO] ₃ of _{6.1g, [(CH 3) 2} SiO] 3 of _{14.1g, (CH 3) 3 SiOSi} (CH 3) 3 0.8
18.7 g (88.9%) of a fluorosilicone oil having a viscosity of 104 cSt was obtained in the same manner as in Production Example 1 except that 5 g and trifluoromethanesulfonic acid were changed to 26 mg. The oil was confirmed to have the following structure by ¹ H-NMR and IR.

[0019]

Embedded image

Proof that the physical properties of the oil can be controlled by changing the copolymer composition The oil of the present invention comprises (R ^f CH ₂ CH ₂ ) (CH ₃ ) SiO _2/2 and (CH ₃ ) ₂ S
The physical properties of the oil can be controlled over a wide range by changing the copolymerization ratio of iO _2/2. R ^f to C ₄ F
Table 1 shows the relationship between the copolymer composition and the physical properties in the case of ₉ .

[0021]

[Table 1]

<Application Examples> -Application to Hydraulic Oil- The hydraulic oil is desired to have a good balance of heat resistance, low temperature fluidity, and lubricity. The oil of the present invention is excellent in these balances, and in particular, is C ₄ F ₉ C ₂ H ₄ CH ₃
SiO _2/2 / (CH ₃ ) ₂ SiO _2/2 = 50/50 (wt /
(wt.) has a low viscosity coefficient of 0.73, and has a small change in viscosity with respect to temperature change. Therefore, the oil is suitable as a hydraulic oil such as a brake oil or a coupling oil. On the other hand, dimethyl silicone oil has difficulty in lubricating properties, and trifluoropropyl fluorosilicone oil has disadvantages of poor heat resistance and high viscosity coefficient. - Application to the release agent _{- C 4 F 9 C 2 H} 4 SiCH 3 O 2/2 / (CH 3) 2 SiO 2/2 =
A 50/50 (wt / wt) oil, a trifluoropropyl fluorosilicone oil, and a 5% trichlorotrifluoroethane solution of dimethyl silicone oil were prepared.
The brush was applied to the mold. Next, Table 2 shows the results when 10,000 rubbers made of butyl rubber were molded using this mold.

[0023]

[Table 2]

The fluorosilicone oil of the present invention has a low surface tension, so that it has excellent releasability, the mold flow of the rubber material is improved, and almost no small product is produced. On the other hand, trifluoropropyl fluorosilicone oil cannot be used as a release agent because of its high surface tension.

-Application to cosmetics- A hand cream having the following composition was produced. (1) Liquid paraffin 20.0% (2) Solid paraffin 5.0% (3) Microcrystalline wax 4.0% (4) C ₄ F ₉ C ₂ H ₄ CH ₃ SiO _2/2 / (CH ₃ ) ₂ SIO _2/2 = oil consisting of 20/80 (wt / wt) 65.0% (5) Isopropyl myristate 6.0% This hand cream, when applied to the skin due to the water repellent effect of R ^f , is water It had good repellency and could protect the skin for a long time. On the other hand, the case where (4) was changed to trifluoropropyl silicone oil oil / dimethyl silicone oil oil was easily washed away with water and had no protective effect.

-Application to fiber treatment agent- An emulsion for fiber treatment having the following composition was prepared. (1) 30 parts of oil composed of (C ₄ F ₉ C ₂ H ₄ ) (CH ₃ ) SiO _2/2 / (CH ₃ ) ₂ SiO _2/2 = 10/90 (wt / wt); (2) 3 parts of polyoxyethylene nonylphenyl ether, (3) 67 parts of water.

Next, 3 parts of this emulsion was diluted with 2000 parts of water to obtain a fiber treatment liquid. The polyester fiber was immersed in this treatment liquid for 120 minutes, squeezed, and dried at 105 ° C. for 10 minutes. As a comparative example, the same operation was carried out for the case where (1) was changed to trifluoropropyl fluorosilicone oil (Comparative Example 1) and dimethyl silicone oil (Comparative Example 2), and the water repellency of the treated cloth was evaluated by shower water repellency. The results shown in Table 3 were obtained.

[0028]

[Table 3]

-Application to Insulating Oil-Dimethyl silicone oil is conventionally used as the insulating oil.
However, this material easily absorbs moisture and the electrical properties are deteriorated.
Had the disadvantage of doing so. Therefore, of the oil of the present invention
C with excellent electrical properties_FourF₉C_TwoH_FourSiCH_ThreeO_2/2/
(CH_Three)_TwoSiO _2/2= 20/80 (wt / wt)
Equilibrium water content of methyl silicone oil at 80% RH
When the ratio was measured, the results shown in Table 4 were obtained.

[0030]

[Table 4]

Since the product of the present invention has a low equilibrium water content, the electrical properties did not decrease. On the other hand, trifluoropropyl fluorosilicone oil was unsuitable as an insulating oil due to poor initial electrical properties. -Application to paint- Acrylic polyol resin / acrylic DIC [manufactured by Dainippon Ink and Chemicals, Inc.] 100 parts, isocyanate-based curing agent
The following silicone oils A to 75 were added to a urethane-based paint consisting of 15 parts of Pernock 750 (manufactured by the company) and 4 parts of thinner.
C was mixed in the amounts shown in Table 5 to prepare coating compositions 1 to 3 and applied to printed plywood, and the performance was evaluated. The results shown in Table 5 were obtained. _{A: C 4 F 9 C 2} H 4 SiCH 3 O 2/2 / (CH 3) 2 SiO
_2/2 = 30/70 (wt / wt) B: trifluoropropyl silicone oil C: dimethyl silicone oil

[0032]

[Table 5]

When a pressure-sensitive adhesive tape / cellotape (manufactured by Nichiban Co., Ltd.) is pressure-bonded to the surface of a coating film under a load of 1 kg, and then rapidly peeled off at the same place until the coating film is broken repeatedly. The number of times is shown. From Table 5, it can be seen that the printed plywood coated with the paint to which the oil of the present invention was added was excellent in slipperiness and blocking prevention. -Application to resin modifier- Using a small kneader, 100 parts of polyacetal resin (manufactured by Polyplastic) and 1 part of oil as shown in Table 6 below were used.
After melt-kneading at a temperature of 200 ° C. for 10 minutes, a temperature of 200
Compressed under the conditions of ° C and a pressure of 100 kg / cm ² to a thickness of 2
mm sheet was prepared. When the appearance, the coefficient of friction, and the fluidity of this sheet were examined, the results shown in Table 6 were obtained. Appearance: Observed with the naked eye Friction coefficient: Measured using a HEIDEN-14 type measuring instrument under the conditions of a load of 100 g, a speed of 50 mm / min, and a temperature of 25 ° C. Fluidity: The outflow rate was measured using a Koka flow tester under the conditions of 200 ° C., a load of 10 kg, and L / D = 1 mm / 1 mm.

[0034]

[Table 6]

Table 6 shows that the product of the present invention is excellent in resin modification. -Application to antifoaming agent- (Defoaming test) Organic solvent (toluene, perchloroethylene) 20
cc, Surflon S-382 (made by Asahi Glass Co.) 0.5wt
%, Organopolysiloxanes A to C shown below at 50P
When PM was charged and the amount of foaming after shaking 50 times was examined, the results shown in Tables 7 and 8 were obtained. A: C ₄ F ₉ C ₂ H ₄ SiCH ₃ O / (CH ₃ ) ₂ SiO = 3
0/70 (wt / wt) B: trifluoropropyl silicone oil C: dimethyl silicone oil

[0036]

[Table 7]

[0037]

[Table 8]

[0038] - Application to Grease oil _{- C 4 F 9 C 2 H} 4 SiCH 3 O / (CH 3) 2 SiO = 50 /
A grease was manufactured by kneading 100 parts of 50 (wt / wt) (250 cSt) oil and 50 parts of PTFE powder (manufactured by Asahi Glass Co., Ltd.) using a small kneader. When the performance of this product was evaluated, the results shown in Table 9 were obtained. (Lubricity) Wear marks were measured by a quaternary test under the following test conditions under a load of 50 kg, 100 kg, and 200 kg. Test conditions Rotation speed 1500 rpm Test time 1 minute Temperature Room temperature Test ball 1/2 inch ball bearing steel ball The results of the test are shown in Table 9.

[0039]

[Table 9]

* Base oil: trifluoropropyl silicone oil (manufactured by Shin-Etsu Chemical Co., Ltd.) * Base oil: dimethyl silicone oil (manufactured by Shin-Etsu Chemical Co., Ltd.) The grease using the oil of the present invention as a base oil has excellent heat resistance and lubricity. You can see that there is.

[0041]

The oil of the present invention has excellent heat resistance and lubricity due to the presence of the perfluoroalkyl group. Further, by adjusting the copolymerization ratio with dimethyl silicone, it is also recognized that various physical properties of the oil can be controlled.

[Procedure amendment]

[Submission date] March 16, 2000 (200.3.1.1)
6)

[Procedure amendment 1]

[Document name to be amended] Statement

[Correction target item name] Detailed description of the invention

[Correction method] Change

[Correction contents]

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a fiber treating agent comprising a fluorosilicone copolymer oil.

[0002]

2. Description of the Related Art Conventionally, dimethyl silicone oil has been used as a synthetic oil having excellent heat and cold resistance, and a methyl group bonded to a silicon atom has been developed as a grade having improved oil and solvent resistance .
Fluorosilicone oils having one trifluoropropyl group are known. On the other hand , as the field of use of silicone oils in the industry has expanded in recent years, various properties of the oils (refractive index, surface tension, solubility in organic solvents, etc.)
Need to be strictly controlled over a wide range to respond to individual applications.

[0003] The existing oil was bought essentially et response for a homopolymer such demands Lena. Copolymer oils composed of dimethylsiloxane units and trifluoropropylmethylsiloxane units are also known,
Since the physical properties of the trifluoropropyl group itself were insufficient, the range in which the oil physical properties could be changed was small.

Further, Japanese Unexamined Patent Publication No. 59-189933 discloses a defoaming effect when a copolymer comprising a dimethylsiloxane unit and a long-chain perfluoroalkylethylmethylsiloxane unit is used in combination with an organopolysiloxane having an oxyalkylene group and a perfluoroalkyl group. It is described that it has excellent self-emulsifying property, but there is no description about evaluation as a copolymer alone.

[0005]

In recent years, as the field of use of silicone oils in the industrial field has expanded, it has become necessary to strictly control the properties of the oils over a wide range to respond to individual uses. An object of the present invention is to meet the above-mentioned demand by providing a fiber treating agent comprising a copolymerized oil comprising a dimethylsiloxane unit and a long-chain perfluoroalkylethylmethylsiloxane unit.

[0006]

DISCLOSURE OF THE INVENTION The present invention has been made to solve the above-mentioned problems, and there is provided a fiber treatment agent comprising a fluorosilicone copolymer oil represented by the following formula (1). provide.

In the formula 1, R ^f is a perfluoroalkyl group having 4 to 9 carbon atoms, and R ^F is CH ₃ or R ^f CH ₂ CH
₂ , n ≧ 1, m ≧ 1 and (CH ₃ ) ₂ S in the formula
relative to the total weight of the iO _2/2 units _{^{(R f C 2 H 4)}} (CH 3)
The ratio of the total weight of SiO _2/2 units is 50/50 to 10/90
It is.

[0008]

Embedded image

In the present invention, R ^f in the formula 1 represents 4 carbon atoms.
-9, and R ^F is CH ₃ or R ^f CH ₂ CH ₂ . Such long-chain perfluoroalkyl group containing fluorosilicone copolymer oil, passing <br/> normal, R ^F (CH ₃₎ a chain transfer agent ₂ SiOSi (C
In the presence of _{^{H 3) 2 R F, [}} (R f CH 2 CH 2) (CH 3)
SiO] ₃ and _{[(CH 3) 2 SiO]} p (p is 3 or 4) is produced by ring-opening polymerization using an appropriate catalyst.

As R ^f becomes longer, [(R ^f CH ₂ C
A preferable R ^f is a perfluorobutyl group because production of H ₂ ) (CH ₃ ) SiO] ₃ becomes difficult. On the other hand , R ^F is particularly preferably a methyl group because of availability of raw materials. n, m
Is n ≧ 1, m ≧ 1 and (CH ₃ ) ₂ S in the formula
(R ^f C ₂ H ₄ ) (CH ₃ ) based on the total weight of iO _2/2 units
The ratio of the total weight of SiO _2/2 units is 50/50 to 10/90
It is.

[0011] oils of this invention, by varying the copolymerization <br/> sets formed as shown later, can be changed accurately physical properties such as surface tension, refractive index. Therefore, to manufacture a fluorosilicone oil having various physical properties corresponding to the Field of subdivided silicone oil,
It can be used as a fiber treatment agent without any particular limitation on its use conditions.

That is, a fiber finishing agent such as a raw material for a softening agent, a raw material for a water repellent agent, a deep-color processing agent, a lubricating agent for sewing thread, etc., utilizing water repellency, oil repellency, low reflection, flexibility, lubricity, etc. It can be used <br/> as.

The kinematic viscosity of the fluorosilicone copolymer oil of the present invention is preferably about 10,000 cSt or less. If the kinematic viscosity is too high, fluidity,
Particularly, the fluidity at a low temperature is unfavorably reduced.

[0014]

In the present invention, the long-chain perfluoroalkyl group imparts various properties (oil resistance / solvent resistance, low surface tension, low refractive index) derived from fluorine to oil. Then (R ^f C
H ₂ CH ₂ ) (CH ₃ ) SiO _2/2 and (CH ₃ ) ₂ SiO _2/2
By changing the copolymerization ratio of the oil, various properties of the oil can be strictly controlled over a wide range, and the oil can be used for various applications.

[0015]

EXAMPLES (Production Example 1) A four-necked flask equipped with a stirrer, a reflux condenser, and a thermometer was purged with argon.
_{[(C 4 F 9 C 2} H 4) (CH 3) SiO] 3 of 15 g,
15 g of [(CH ₃ ) ₂ SiO] ₃ , (CH ₃ ) ₃ SiOS
1 g of i (CH ₃ ) ₃ was charged. The internal temperature was raised to 75 ° C., and 48 mg of trifluoromethanesulfonic acid was introduced into the flask with a micro syringe.

After 6 hours, it was confirmed that the monomer was completely consumed. After the product was washed successively with 5% aqueous sodium bicarbonate solution and water, to remove low boiling components at 200 ° C., a kinematic viscosity 11
27.9 g ( yield 90%) of a 2 cSt fluorosilicone oil was obtained. This oil has ¹ H-NMR and IR
Has confirmed that it has the following structure.

[0017]

[Formula 3]

(Production Example 2) [(C_FourF₉C_TwoH_Four) (C
H_Three) SiO]_Three To6.1gTo, [(CH_Three)_TwoSiO] _Three
To14.1gTo, (CH_Three)_ThreeSiOSi (CH_Three)_Three To
0.85gTo, Trifluoromethanesulfonic acid 26m
Same as Production Example 1 except that gMrTo, DynamicViscosity 1
18.7 g of 04 cSt fluorosilicone oil (Income
rate88.9%). This oil is¹H-NMR and
And IR confirmed that it had the following structure.

[0019]

[Of 4]

The oil of the present invention is (R ^f CH ₂ CH ₂ ) (C
H ₃₎ can control the physical properties of the oil over a wide range by varying the SiO _2/2 and (CH _{3) 2} The copolymerization ratio of SiO _2/2. Table 1 shows the relationship between the copolymer composition and the physical properties when R ^f is C ₄ F ₉ .

[0021]

[ Table 1 ]

[0022 ]

[0023 ]

[0024 ]

[0025 ]

<Application Example> An emulsion for fiber treatment having the following composition was prepared. (1) 30 parts of oil consisting of (C ₄ F ₉ C ₂ H ₄ ) (CH ₃ ) SiO _2/2 / (CH ₃ ) ₂ SiO _2/2 = _10/90 ( weight / weight ); (2) 3 parts of polyoxyethylene nonylphenyl ether, (3) 67 parts of water.

Next , 3 parts of this emulsion was mixed with 2000 parts of water.
And the mixture was diluted to give a fiber treatment solution. The polyester fiber is immersed in this treatment liquid for 120 minutes, squeezed, and then
Dried for minutes. As a comparative example, the same operation was carried out for the case where (1) was changed to trifluoropropyl fluorosilicone oil (Comparative Example 1) and dimethyl silicone oil (Comparative Example 2), and the water repellency of the treated cloth was evaluated by shower water repellency. The results shown in Table 2 were obtained.

[0028]

[Table 2 ]

[ 0029 ]

[Effect of the Invention] oil of the present invention is superior in present in by profit slipping like perfluoroalkyl group. By further adjusting the copolymerization ratio of dimethyl silicone, effect that can properties of the oil controls also observed.

Claims (3)

[Claims] 1. A fiber treating agent comprising a fluorosilicone copolymer oil represented by the following formula 1. However, in the formula 1, R ^f is a perfluoroalkyl group having 4 to 9 carbon atoms, R ^F is CH ₃ or R ^f CH ₂ CH ₂ , n ≧ 1, m
Is ≧ 1, _{and, (CH 3) 2 SiO 2} /2 (R f C 2 H 4) relative to the total weight of the unit (CH ₃₎ total weight ratio of SiO _2/2 units in the formula is 50/50 〜１０10 / 90. Embedded image 2. The fiber treating agent according to claim 1, wherein R ^F is CH ₃ . 3. The fiber treating agent according to claim 1, wherein R ^f is a perfluorobutyl group.