JPH08284067A - Water-repelling polyester fiber cloth having improved durability of antistatic property and its production - Google Patents

Abstract

PURPOSE: To obtain a polyester fiber cloth having excellent washing resistance and exhibiting antistatic property as well as water repellency by coating a polyester fiber cloth with an antistatic polymer and then with a water-repelling polymer. CONSTITUTION: A water-repelling polyester cloth keeping the water repellency of >=80 point and the frictional electrification voltage of <=1500V after 30 times of washing is produced by padding a cloth composed mainly of polyester fiber in a treating liquid composed of diglycidyl ether and a polycationic compound having polyethylene glycol group, subjecting the padded cloth to squeezing, intermediate drying and heat-treatment to coat the polyester fiber with an antistatic polymer having a water-solubility of <=20% when immersed in water for 24hr at 20 deg.C, soaping the cloth, padding in a treating liquid containing a water-repelling polymer composed of a reactive compound having perfluoroalkyl group and essentially free from antistatic agent and subjecting the padded cloth to squeezing, drying and heat-treatment to form a coating film on the fiber surface.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a polyester fiber cloth having both improved antistatic durability and water repellency.

[0002]

2. Description of the Related Art Heretofore, a method of using an antistatic agent and a water repellent in combination has been widely known as a method of obtaining a polyester fiber cloth having both the antistatic property and the water repellent function.

For example, in JP-A-55-148281, a fluorine-containing compound having a perfluoroalkyl group in a side chain and an acrylate and / or methacrylate of a polyalkylene oxide compound are mixed and attached to a cloth. A method of polymerizing to form a mixed film of a polymer on the surface of the fabric is disclosed.

However, when the water repellent and the antistatic agent are used in combination, the following inconveniences occur, and it is difficult to achieve both functions. Since a hydrophilic antistatic agent and a hydrophobic water repellent agent are mixed, the compatibility of the agents is poor, and scum or the like is likely to occur during the film formation process. The hydrophilic antistatic agent lowers the function of the water repellent, and the durability of water repellency is lowered.

In other words, in the above method, even if the functions of water repellency and antistatic performance can be achieved simultaneously, the antistatic performance will be improved when washing or dry cleaning is repeated many times. The reality was that it would drop significantly.

On the other hand, Japanese Patent Application Laid-Open No. 51-47168 describes that a cloth is repeatedly subjected to a water repellent treatment to enhance the waterproof performance of the cloth. In this method, the same kind of water repellent agent is repeatedly treated. However, it is intended to improve the continuous water resistance, and does not show any concept of achieving both antistatic property and water repellency.

[0007]

SUMMARY OF THE INVENTION It is an object of the present invention to solve the above problems of the prior art and to provide a polyester fiber cloth having improved antistatic durability and water repellency, and a method for producing the same. .

[0008]

Means for Solving the Problems As a result of intensive studies for achieving the above object, the present inventors have found that an antistatic polymer (hereinafter sometimes simply referred to as an antistatic agent) and a water repellent polymer are added to a polyester fiber cloth. Both layers (hereinafter sometimes simply referred to as a water repellent agent) are formed independently, and at that time, when at least a part of the antistatic agent layer is covered with the water repellent agent layer, a desired fabric can be obtained. Investigated.

That is, according to the present invention, there is provided a fabric mainly composed of polyester fibers to which an antistatic polymer having no water repellent mixed therein is fixed, and at least a part of the antistatic polymer is Coated with water repellent polymer, wash 30
A water-repellent polyester fiber cloth having improved antistatic durability, which has a water repellency after rotation of 80 points or more and a frictional electrification voltage after 30 times of washing of 1500 V or less.

Further, according to the present invention, after fixing an antistatic polymer in which a water repellent is not mixed to a cloth mainly composed of polyester fibers, water repellency is further applied to the antistatic polymer. Provided is a method for producing a water-repellent polyester fiber cloth having improved antistatic durability, which is characterized by forming a polymer film.

The cloth mainly composed of polyester fibers used in the present invention means a woven or knitted fabric using only polyester fibers, a non-woven fabric, a mixed product of polyester fibers and nylon fibers, a mixed product of polyester fibers and cotton, 5 polyester fibers such as a mixture of polyester fiber and wool, a mixture of polyester fiber and rayon, etc.
It means one containing 0% or more.

The antistatic polymer used in the present invention preferably has sufficient antistatic properties and has a solubility in water of 20% or less after being immersed in water at 20 ° C. for 24 hours,
Specific examples include a polymer formed from a polyethylene glycol group-containing polycationic compound and diglycidyl ether, a polymer formed from a polyethylene glycol group-containing reactive urethane, and the like.

When the above-mentioned polymer having a solubility in water of more than 20% is used, when the soaping described below is carried out, the amount of the polymer dropped off may be too large to obtain a sufficient antistatic effect.

The water-repellent polymer used in the present invention is
Preferable examples include reactive compounds containing a perfluoroalkyl group, and specific examples include reactive compounds represented by the following general formula.

[0015]

Embedded image

In the formula, R is hydrogen or a lower alkyl group, R _f
Is a perfluoroalkyl group represented by C _m F _{2m + 1} ,
A group containing at least one group selected from a hydroxyl group, an ester group, an ether group, an amino group and an unsaturated alkyl group, m is an integer of 2 to 21, and n is 10 to 200.
Indicates an integer.

The above polymer is a copolymer composed of two or more kinds of polymers, or a polymerizable compound other than the above polymer and the above polymer, for example, vinyl such as acrylic acid, methacrylic acid, styrene and vinyl chloride. It may be used in the form of a copolymer with a system compound, or may be a blend of an acrylic compound, a vinyl acetate compound, a melamine compound and the like.

Further, for the purpose of enhancing the durability of water repellency,
A polyfunctional aziridine compound represented by the following formula may be used in combination with the above polymer. (However, R represents hydrogen or a methyl group.)

[0019]

[Chemical 4]

The fabric of the present invention is mainly composed of polyester fibers to which an antistatic polymer is fixed, and at least a part of the surface of the antistatic polymer needs to be coated with a water repellent polymer. Is.

Here, the polyester fiber to which the antistatic polymer is fixed is impregnated and adhered with the compound capable of forming the antistatic polymer, and then dried and cured to fix the polymer on the fiber surface. It refers to formed monofilaments or yarns.

That is, in the fabric of the present invention, the two layers of the antistatic polymer layer fixed to the fiber and the water repellent polymer layer coating the surface of the antistatic polymer layer are independently formed. Since they are present, each agent can fully exhibit its function.

As a concrete method for producing the above-mentioned cloth, first, a compound capable of forming an antistatic polymer is impregnated and adhered to a polyester fiber cloth by a pad method, a coating method or a spray method. After drying, the polymer is fixed to the fiber by curing.

At this time, it is necessary to use an antistatic polymer that does not contain a water repellent. Also, the drying condition is 100 to
130 ° C for 1 to 5 minutes, and curing condition is 150
It is preferably employed at ˜180 ° C. for 1 to 3 minutes.

Then, a compound capable of forming a water-repellent polymer is impregnated and adhered to the above-mentioned cloth by a pad method, a coating method, a spray method or the like, and curing is performed after drying. It can be coated with coalescence.

At this time, a small amount of a temporary antistatic agent or the like which does not form a polymer may be mixed in the water-repellent polymer as long as the effect of the present invention is not impaired. It is preferable to use those which are not mixed, because the effects of the present invention are remarkably exhibited.

The drying conditions and curing conditions may be the same as those for the antistatic polymer.

Further, after the antistatic polymer has been fixed, 40 to 80% before the water-repellent polymer is impregnated and adhered to the surface of the antistatic polymer.
It is preferable to perform soaping for 10 to 20 minutes in hot water of ℃. Since the excess antistatic polymer is removed by performing soaping, the above-mentioned independent layer is easily formed when coated with a water repellent, and the effect of the present invention is remarkably exhibited.

The polyester fiber cloth thus obtained has good water repellency and has significantly improved antistatic durability, and is as high as 80 points or more even after washing 30 times. It maintains water repellency and good antistatic property with a frictional electrification voltage of 1500 V or less.

[0030]

In the case of the conventional cloth in which the antistatic agent and the water repellent are mixed and attached, the antistatic agent has a strong hydrophilic property, so that the function of the water repellent is deteriorated, and moreover, it can be washed. Since they easily fall off, both agents cancel each other out, and neither the antistatic property nor the water-repellent function is sufficiently exhibited, and only a fabric having poor durability was obtained.

On the other hand, in the polyester fiber cloth of the present invention, the two layers of the antistatic polymer layer fixed to the fiber and the water repellent polymer layer coating the antistatic polymer layer are independent. Since each agent can sufficiently exhibit its function, the antistatic polymer can be prevented from falling off by washing and the like, and the durability of antistatic performance can be remarkably improved.

Although the details of the reason are not clear, the fabric was first formed with an antistatic polymer layer by the method described above, and then the antistatic polymer layer was coated with a water repellent polymer layer. At this time, when viewed microscopically, a part where the antistatic agent layer is fixed to the fiber surface (sea) and a part where the antistatic agent layer is further covered with a water repellent layer (island) are formed in a sea-island shape. , The former mainly exerts an antistatic effect, and the latter mainly exerts an antistatic polymer layer fall-off preventing effect, and macroscopically, the resistance to water wetting of the fabric surface (water repellency) is It is presumed that the water repellent polymer layer exerts the effect.

Even if the antistatic polymer layer is entirely covered with the water-repellent polymer layer and the sea-island state is not exhibited, there is an extremely thin portion of the water-repellent polymer layer,
It is considered that the electric breakdown effect is exerted by the dielectric breakdown of the portion.

[0034]

The present invention will be described in more detail with reference to the following examples. In addition, each physical property in an Example was measured by the following method.

(1) Water repellency The water repellency (spray test) test method of JIS L-1092 5.2 was used.

(2) Antistatic property According to JIS L-1094 B method, a friction static voltage in an atmosphere of temperature of 20 ° C. and humidity of 40% RH with a cotton cloth as a target cloth was measured by using a rotary static tester of Kyodai Kaken type. It was measured.

(3) Laundry A household washing machine was used, and Zab (manufactured by Kao Corporation) was used as a detergent, and the following steps 1 to 5 were repeated once and repeated a predetermined number of times. 2g / l detergent was used, and the bath ratio was 1:30 at 40 ° C, 1
Wash for 0 minutes. After dehydration, it is washed with water at a bath ratio of 1:30 at room temperature for 2 minutes. Repeat this twice. After dehydration, air dry.

[Example 1] The warp was 114 denier / 16
A woven fabric having a basis weight of 200 g / m ² comprising 8 filaments and a polyester multifilament having 114 denier / 168 filaments as wefts was scoured, preset, dyed, washed with water and dried by a conventional method.

The woven fabric was padded with a treatment liquid having the following composition, squeezed at a pick-up rate of 70%, dried at 130 ° C. for 3 minutes, and then heat-treated at 170 ° C. for 45 seconds.

<Treatment liquid composition> A 7.0% by weight solution of a polycationic compound (Nissuka F-9160, manufactured by Nika Kagaku Co., Ltd.) Diglycidyl ether (NK Assist, manufactured by Nika Kagaku Co., Ltd.) EP) 0.5% by weight solution

The treatment solution was evaporated to dryness on a polyester film, heat-treated at 170 ° C. for 1 minute to prepare a film, and then immersed in water at 20 ° C. for 24 hours. The solubility was 1.2%.

Subsequently, the above woven fabric was washed with hot water at 80 ° C. for 20 minutes, padded with a treating liquid of the following composition containing a temporary antistatic agent that does not form a polymer, squeezed at a pick-up rate of 70%, and 130 ° C. After being dried for 3 minutes at 170 ° C., heat treatment was performed at 170 ° C. for 45 seconds.

<Treatment liquid composition> Fluorine-based water repellent (Asahi Guard LS, manufactured by Asahi Glass Co., Ltd.)
-317) 10.0 wt% solution-Melamine resin (Sumitomo Chemical Co., Ltd., Sumitex Resin M-3) 0.3 wt% solution-Catalyst (Sumitomo Chemical Co., Ltd., Sumitex Accelerator ACX) 0.3% by weight solution of ・ A temporary antistatic agent (manufactured by Meisei Chemical Co., Ltd., AG Accel 7
00) 1.0 wt% solution

Table 1 shows the water repellency and antistatic performance of the resulting woven fabric.

Example 2 The same woven fabric as used in Example 1 was padded with a treating solution having the following composition, squeezed with a 70% pickup, dried at 130 ° C. for 3 minutes, and then at 170 ° C. for 45 minutes.
Heat treatment was performed for a second.

<Treatment liquid composition> A 7.0% by weight solution of a polycationic compound (Nissuka F-9160, manufactured by Nika Kagaku Co., Ltd.) Diglycidyl ether (NK assist, manufactured by Nika Kagaku Co., Ltd.) EP) 0.5% by weight solution

The treatment solution was evaporated to dryness on a polyester film, heat-treated at 170 ° C. for 1 minute to prepare a film, and then immersed in water at 20 ° C. for 24 hours. The solubility was 1.2%.

Subsequently, the above woven fabric was washed with hot water at 80 ° C. for 20 minutes, padded with a treating liquid having the following composition substantially free of an antistatic agent, and squeezed with a pickup rate of 70%.
After drying at 0 ° C. for 3 minutes, heat treatment was performed at 170 ° C. for 45 seconds.

<Treatment liquid composition> Fluorine-based water repellent (Asahi Guard LS, manufactured by Asahi Glass Co., Ltd.)
-317) 6.0 wt% solution-Melamine resin (Sumitomo Chemical Co., Ltd., Sumitex Resin M-3) 0.3 wt% solution-Catalyst (Sumitomo Chemical Co., Ltd., Sumitex Accelerator ACX) 0.3 wt% solution of

Table 1 shows the water repellency and the antistatic performance of the obtained woven fabric.

[Example 3] The same fabric as used in Example 1 was padded with a treating solution having the following composition, squeezed with a 70% pickup, dried at 130 ° C for 3 minutes, and then at 170 ° C for 45 minutes.
Heat treatment was performed for a second. The treatment liquid was evaporated to dryness on a polyester film and heat-treated at 170 ° C. for 1 minute to prepare a film of the antistatic agent, which was then immersed in water at 20 ° C. for 24 hours, and then the water of the antistatic agent obtained from the change in weight was obtained. Was 6.4%.

<Treatment liquid composition> 5.0% by weight solution of reactive urethane (Elastron W-11-P manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) Catalyst (Elastron manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) 0.3% by weight solution of catalyst 64)

The woven fabric was subjected to the following composition at 80 ° C. for 20
After soaping for a minute, washing with water was performed.

<Composition> Soda ash 1.0 g / l Hydrosulfite 1.0 g / l

Further, a water-repellent treatment liquid having the following composition was padded, squeezed with a pick-up 70%, dried at 130 ° C. for 3 minutes and then 17
Heat treatment was performed at 0 ° C. for 45 seconds.

<Treatment liquid composition> Fluorine-based water repellent (Asahi Guard AG, manufactured by Asahi Glass Co., Ltd.)
-710) 10.0% by weight solution-Melamine resin (Sumitomo Chemical Co., Ltd., Sumitex Resin M-3) 0.3% by weight solution-Catalyst (Sumitomo Chemical Co., Ltd., Sumitex Accelerator ACX) 0.3 wt% solution of

Table 1 shows the water repellency of the obtained woven fabric and the washing durability of the antistatic property.

[Comparative Example 1] The same fabric used in Example 1 was padded with a treatment liquid having the following composition in which an antistatic agent and a water repellent were mixed in the same bath, and squeezed with a pickup of 70% to 130 ° C. In 3
It was dried for 1 minute and then heat-treated at 170 ° C. for 45 seconds.

Table 1 shows the water repellency and antistatic performance of the resulting fabrics as washed.

<Treatment liquid composition> -Fluorine-based water repellent (Asahi Guard LS, manufactured by Asahi Glass Co., Ltd.)
-317) 6.0 wt% solution-Melamine resin (Sumitomo Chemical Co., Ltd., Sumitex Resin M-3) 0.3 wt% solution-Catalyst (Sumitomo Chemical Co., Ltd., Sumitex Accelerator ACX) Solution of polycationic compound (Nisshua Chemical Co., Ltd., Nicepol F-9160) at 7.0% by weight solution • Diglycidyl ether (Nikaka Chemical Co., Ltd., NK Assist EP) ) 0.5 wt% solution

[Comparative Example 2] The same fabric as used in Example 1 was padded with a treatment liquid having the following composition in which an antistatic agent and a water repellent were mixed in the same bath, and the liquid was squeezed with a pickup of 70% at 130 ° C. It was dried for 3 minutes and then heat-treated at 170 ° C. for 45 seconds.

Table 1 shows the water repellency and the antistatic performance of the resulting woven fabric.

<Treatment liquid composition> -Fluorine-based water repellent (Asahi Guard LS, manufactured by Asahi Glass Co., Ltd.)
-317) 10.0 wt% solution-Melamine resin (Sumitomo Chemical Co., Ltd., Sumitex Resin M-3) 0.3 wt% solution-Catalyst (Sumitomo Chemical Co., Ltd., Sumitex Accelerator ACX) Solution of reactive urethane (Daiichi Kogyo Seiyaku Co., Ltd., Elastron W-11-P) 5.0% by weight solution ・ Catalyst (Daiichi Kogyo Seiyaku Co., Ltd., Elastron Catalyzer) List 64) 0.3% by weight solution

Comparative Example 3 The same fabric used in Example 1 was padded with a treatment liquid of the following composition prepared by mixing a temporary antistatic agent that does not form a polymer and a water repellent in the same bath, and picked up 7
Squeeze at 0%, dry at 130 ° C for 3 minutes, then 170 ° C
And heat treatment was performed for 45 seconds.

Table 1 shows the water repellency and antistatic performance of the resulting woven fabric.

<Treatment liquid composition> Fluorine-based water repellent (Asahi Guard LS, manufactured by Asahi Glass Co., Ltd.)
-317) 6.0 wt% solution-Melamine resin (Sumitomo Chemical Co., Ltd., Sumitex Resin M-3) 0.3 wt% solution-Catalyst (Sumitomo Chemical Co., Ltd., Sumitex Accelerator ACX) 0.3% by weight solution of ・ A temporary antistatic agent (manufactured by Meisei Chemical Co., Ltd., AG Accel 7
00) 1.0 wt% solution

Comparative Example 4 The same fabric as used in Example 1 was padded with a treatment liquid having the following composition, squeezed with a pickup 70%, dried at 130 ° C. for 3 minutes, and then at 170 ° C. for 45 minutes.
Heat treatment was performed for a second. The treatment liquid was evaporated to dryness on a polyester film and heat-treated at 170 ° C. for 1 minute to prepare a film of the antistatic agent, which was then immersed in water at 20 ° C. for 24 hours, and then the water of the antistatic agent obtained from the change in weight was obtained. Was 99.7%.

<Treatment liquid composition> • Temporary antistatic agent (manufactured by Meisei Chemical Co., Ltd., AG Axel 7)
00) 1.0% by weight solution The fabric was soaped at 80 ° C. for 20 minutes under the following composition, and then washed with water.

<Composition> Soda ash 1.0 g / l Hydrosulfite 1.0 g / l

A water repellent treatment solution having the following composition was padded on the woven fabric, squeezed with a pickup of 70%, dried at 130 ° C. for 3 minutes, and then heat-treated at 170 ° C. for 45 seconds.

<Treatment liquid composition> Fluorine-based water repellent (Asahi Guard LS, manufactured by Asahi Glass Co., Ltd.)
-317) 6.0 wt% solution-Melamine resin (Sumitomo Chemical Co., Ltd., Sumitex Resin M-3) 0.3 wt% solution-Catalyst (Sumitomo Chemical Co., Ltd., Sumitex Accelerator ACX) 0.3% by weight solution of the
Shown in the table.

[0072]

[Table 1]

[Comparative Example 5] The same fabric used in Example 1 was padded with a treatment liquid having the following composition, and the pickup rate was 7
Squeeze at 0%, dry at 130 ° C for 3 minutes, and then at 170 ° C for 45 minutes.
Heat treatment was performed for a second.

<Treatment liquid composition> Fluorine-based water repellent (Asahi Guard LS, manufactured by Asahi Glass Co., Ltd.)
-317) 6.0 wt% solution-Melamine resin (Sumitomo Chemical Co., Ltd., Sumitex Resin M-3) 0.3 wt% solution-Catalyst (Sumitomo Chemical Co., Ltd., Sumitex Accelerator ACX) 0.3 wt% solution of

Subsequently, after the above fabric was washed with hot water at 80 ° C. for 20 minutes, an attempt was made to pad a treatment liquid having the following composition, but there was almost no pickup, and padding was impossible. -<Treatment liquid composition> -7.0 wt% solution of polycationic compound (Nissuka Chemical Co., Ltd., Nicepol F-9160) -Diglycidyl ether (Nikaka Chemical Co., Ltd., NK Assist EP) 0.5 wt% solution of

[0076]

EFFECTS OF THE INVENTION According to the present invention, a polyester fiber cloth having both antistatic performance with improved durability against washing and good water repellency can be obtained, and it is widely used not only for general clothing but also for various sports clothing. Can be used.

Claims (15)

[Claims] 1. A cloth mainly composed of polyester fibers to which an antistatic polymer having no water repellent mixed therein is fixed, at least a part of which is coated with a water repellent polymer. A water-repellent polyester fiber fabric having improved antistatic durability, which has a water repellency of 80 points or more after 30 washings and a friction electrification voltage of 1500V or less after 30 washings. 2. A water-repellent polyester fiber cloth with improved anti-static durability according to claim 1, wherein the water-repellent polymer coating the anti-static polymer is a polymer containing substantially no anti-static agent. . 3. The antistatic durability according to claim 1 or 2, wherein the antistatic polymer is a polymer having a solubility in water of 20% or less after being immersed in water at 20 ° C. for 24 hours. Water repellent polyester fiber cloth. 4. The water-repellent polyester fiber with improved antistatic durability according to claim 3, wherein the antistatic polymer is a polymer formed from a polyethylene glycol group-containing polycationic compound and diglycidyl ether. Cloth. 5. The water repellent polyester fiber fabric with improved antistatic durability according to claim 3, wherein the antistatic polymer is a polymer formed from a reactive urethane containing a polyethylene glycol group. 6. The water repellent polymer coating the antistatic polymer is a polymer formed from a reactive compound having a perfluoroalkyl group, 1, 2, 3, 4 or 5.
A water-repellent polyester fiber cloth with improved antistatic durability as described. 7. The water-repellent polyester fiber cloth with improved antistatic durability according to claim 6, wherein the reactive compound containing a perfluoroalkyl group is a reactive compound represented by the following general formula. Embedded image (In the formula, R is hydrogen or a lower alkyl group, and R _f is C _m F
A perfluoroalkyl group represented by _{2m + 1} and a hydroxyl group,
It represents a group containing at least one kind of group selected from an ester group, an ether group, an amino group and an unsaturated alkyl group, m is an integer of 2 to 21, and n is an integer of 10 to 200. ) 8. A water-repellent polymer film is further formed on a fabric composed mainly of polyester fibers, after fixing an antistatic polymer in which a water repellent is not mixed, to the fabric. A method for producing a water-repellent polyester fiber cloth having improved antistatic durability. 9. The water-repellent polyester fiber cloth with improved antistatic durability according to claim 8, wherein the water-repellent polymer coating the antistatic polymer is a polymer containing no antistatic agent. 10. The method for producing a water repellent polyester fiber cloth with improved antistatic durability according to claim 8 or 9, wherein the cloth is soaped prior to forming the water repellent polymer film. 11. The antistatic polymer is 24
The method for producing a water-repellent polyester fiber cloth with improved antistatic durability according to claim 8, 9 or 10, which is a polymer having a solubility in water of 20% or less after being immersed for a long time. 12. The water repellent polyester fiber with improved antistatic durability according to claim 11, wherein the antistatic polymer is a polymer formed from a polycationic compound containing a polyethylene glycol group and diglycidyl ether. Fabric manufacturing method. 13. The method for producing a water repellent polyester fiber fabric with improved antistatic durability according to claim 11, wherein the antistatic polymer is a polymer formed from a polyethylene glycol group-containing reactive urethane. 14. The water-repellent polymer coating the antistatic polymer is a polymer formed from a reactive compound having a perfluoroalkyl group, 8, 9, 10, 11.
12. A water-repellent polyester fiber cloth having improved antistatic durability according to 12 or 13. 15. The production of a water-repellent polyester fiber fabric with improved antistatic durability according to claim 14, wherein the reactive polymer containing a perfluoroalkyl group is a reactive polymer represented by the following general formula. Method. Embedded image (In the formula, R is hydrogen or a lower alkyl group, R _f is C _m F
A perfluoroalkyl group represented by _{2m + 1} and a hydroxyl group,
It represents a group containing at least one kind of group selected from an ester group, an ether group, an amino group and an unsaturated alkyl group, m is an integer of 2 to 21, and n is an integer of 10 to 200. )