JPH0653984B2 - Method for producing antifouling polyester fiber - Google Patents

Description

TECHNICAL FIELD The present invention relates to a method for producing an antifouling polyester fiber, more specifically, an antifouling polyester fiber having improved redeposition property especially during washing. It is about law.

[Prior art]

Conventionally, polyester fibers are used in many fields because they have many excellent properties such as good dimensional stability, strength, and resistance to wrinkles.
Due to the hydrophobic property of polyester, polyester fibers having such excellent properties are more likely to have oily stains attached to them than hydrophilic fibers such as cotton and are difficult to remove, and stains are likely to reattach during washing. I have a problem.

This redeposition property has been
It is a question that has always been raised and many methods have been proposed to solve this problem.

For example, a method of dipping a polyester molded product in a solution or dispersion of a copolymer of polyoxyethylene glycol and a polyester resin (see Japanese Patent Publication No. 47-2512), hydrophilicity of dioxymethacrylate of polyoxyethylene glycol, etc. A method of steaming a vinyl compound after padding or spraying (see Japanese Patent Publication No. 51-2559) or a method of low temperature plasma treatment of a gas containing oxygen ('Polyme
r'August 1978, pages 904-912) and the like are known. However, all of these methods have been proposed as a finishing process for polyester fiber products, and the operations are complicated, special equipment is required, or the reproducibility of the process is poor. In addition, there is a problem that clothes that are frequently washed such as underwear and white coats gradually lose their initial effect as the number of times of washing is repeated. The appearance of polyester fibers (without darkening) was strongly desired.

On the other hand, it is known to copolymerize polyoxyethylene glycol for easy dyeing of polyester fibers. Therefore, we attempted to prevent the contamination by oil by copolymerizing polyoxyethylene glycol in polyester fiber to make the polymer hydrophilic, and to obtain a sufficient level of antifouling property, the copolymerization amount was 10% by weight. %, Preferably more than
I found out that the amount should be 20% by weight or more. However, when such a large amount of polyoxyethylene glycol is copolymerized, the mechanical properties of the obtained fiber are impaired, the shrinkage ratio becomes high, the light fastness also deteriorates, and it cannot be put to practical use, especially for linen supply. It couldn't be used for the cotton blend. Further, in order to maintain the light fastness, sufficient antifouling property could not be obtained if the copolymerization amount of polyoxyethylene glycol was 10% by weight or less, especially 5% by weight or less.

[Object of the Invention] The present inventor intends to provide a polyester fiber which is improved in blackening due to washing and has excellent durability and stain resistance.

[Structure of Invention]

The inventors of the present invention have made earnest studies to achieve the above object, and have found that particularly by controlling the distribution of hydrophilic groups in the fiber, excellent antifouling property is exhibited.
That is, as a result of extensive studies on a copolymerization method of polyoxyethylene glycol, which is a hydrophilic polymer, a fiber made of a modified polyester obtained by copolymerizing one end-blocked polyoxyethylene glycol at the end of the main chain was used under a specific condition. The false twisted polyester fiber may be because the polyoxyethylene glycol copolymerized at the ends of the main chain acts specifically, or a polyester obtained by copolymerizing polyoxyethylene glycol not blocked at both ends into the polyester main chain, We know that it exhibits significantly improved antifouling properties and its wash durability compared to fibers made of polyester in which both ends are blocked and polyoxyethylene glycol insoluble in polyester is mixed. It was The present invention has been completed as a result of further studies based on such findings.

That is, in the present invention, the following general formula (1) R ¹ O (R ² On ... (1) (in the formula, R ¹ has active hydrogen) is provided at least at a part of the terminal of the polyester having alkylene terephthalate as a main constituent unit. A monovalent organic group, R ² is an alkylene group, and n is an integer of 20 to 90) and a fiber made of a modified polyester obtained by copolymerizing a polyoxyalkylene glycol component represented by It is a process for producing an antifouling polyester fiber, which comprises drawing false twisting or false twisting under the processing conditions of b.

a. 160 ≦ t ≦ 230 b. 0.65 ≦ α [where t is the temperature (° C.) of the false twist heater, α is the twist coefficient, However, T represents the number of twists (turns / m) in the heater, and De represents the fineness (denier) of the yarn after false twisting. The polyester referred to in the present invention contains terephthalic acid as a main acid component and has at least one selected from alkylene glycols having 2 to 6 carbon atoms, that is, ethylene glycol, trimethylene glycol, tetramethylene glycol, pentamethylene glycol and hexamethylene glycol. The target is polyesters whose main glycol component is the above-mentioned glycol. In such polyester, a part of its acid component, terephthalic acid, may be replaced with another difunctional carboxylic acid. Examples of such other carboxylic acids include difunctional acids such as isophthalic acid, 5-sodium sulfoisophthalic acid, naphthalene dicarboxylic acid, diphenyl dicarboxylic acid, diphenoxyethane dicarboxylic acid, β-oxyethoxybenzoic acid and p-oxybenzoic acid. Examples thereof include bifunctional aliphatic carboxylic acids such as aromatic carboxylic acids, sebacic acid, adipic acid and oxalic acid, and bifunctional alicyclic carboxylic acids such as 1,4-cyclohexanedicarboxylic acid. Further, a part of the glycol component of the polyester may be replaced with another glycol component, and the glycol component other than the main component and other diol compounds such as cyclohexane-1,4-dimethanol and neopentyl glycol may be used as the glycol component. Examples thereof include aliphatic, alicyclic and aromatic diol compounds such as bisphenol A and bisphenol S, and polyoxyalkylene glycol whose both ends are unblocked.

Such polyester can be produced by any method. For example, polyethylene terephthalate can be described by direct esterification reaction of terephthalic acid and ethylene glycol, transesterification reaction of lower alkyl ester of terephthalic acid such as dimethyl terephthalate with ethylene glycol, or terephthalic acid and ethylene glycol. A first-stage reaction for forming a glycol ester of terephthalic acid and / or a low polymer thereof by reacting with oxide, and then heating the product under reduced pressure to a polycondensation reaction until a desired degree of polymerization is obtained. It is easily produced by the second step reaction.

In the present invention, at least a part of the polymer chain of the polyester is copolymerized with polyoxyalkylene glycol having one end blocked by the following general formula (1) R ¹ O (R ² On ... (1)). Must have been done.

In this formula, R ¹ is a monovalent organic group having no active hydrogen, particularly preferably a hydrocarbon group, among which an alkyl group,
A cycloalkyl group, an aryl group or an alkylaryl group is preferable. R ² is an alkylene group and usually has 2 to 2 carbon atoms.
An alkylene group of 4 is preferred. Specifically, ethylene group,
Examples thereof include a propylene group and a tetramethylene group. Also,
It may be a mixture of two or more kinds, for example, a copolymer having an ethylene group and a propylene group. Further, n represents the average degree of polymerization and is in the range of 20 to 90. When polyoxyalkylene glycol having n less than 20 is to be copolymerized, a high copolymerization rate is required to obtain sufficient antifouling property, and in such a case, the ends of the polyester are blocked. The degree of polymerization of the polyester itself cannot be raised sufficiently,
Consequently, the mechanical properties of the obtained fiber cannot be secured. On the other hand, when n is larger than 90, the reaction between the polyoxyalkylene glycol and the polyester does not proceed sufficiently, and the result is the same as when the polyoxyalkylene glycol is mixed with the polyester, and high antifouling property is obtained. Absent. In particular, the preferred average degree of polymerization lies in the very limited region of 30-80.

Preferred specific examples of such a single-end blocked polyoxyalkylene glycol include polyoxyethylene glycol monomethyl ether, polyoxyethylene glycol monophenyl ether, polyoxyethylene glycol monooctyl phenyl ether, polyoxyethylene glycol monononyl phenyl ether and polyoxy. Ethylene glycol monocetyl ether, polyoxypropylene glycol monophenyl ether, polyoxypropylene glycol monononylphenyl ether, polyoxytetramethylene glycol monomethyl ether, polyoxyethylene glycol / polyoxypropylene glycol copolymer monomethyl ether, and the like. The ester-forming derivative can be increased.

To copolymerize the above-mentioned one-end-capped polyoxyalkylene glycol to the end of the polyester chain, any step before the completion of the above-mentioned polyester synthesis, for example, the first step
It may be added at any stage such as before the reaction in the stage, during the reaction, after the reaction, during the reaction in the second stage, and the production reaction may be completed after the addition.

If the amount used in this case is too small, the antifouling performance and the washing durability of the finally obtained polyester fiber will be insufficient, and conversely, if it is too large, the degree of polymerization of the polyester will be too low in the process of the polycondensation reaction. Since the level is reached at the level, yarn properties such as strength of the finally obtained polyester fiber are deteriorated. Further, when the polyoxyalkylene glycol is contained in a large amount, the light resistance of the obtained fiber is deteriorated, and therefore the copolymerization amount is preferably made as small as possible. In the present invention, the copolymerization amount of polyoxyalkylene glycol is 2 with respect to polyester.
Should be in the range of ~ 5% by weight. As described above, in the present invention, the copolymerization amount of polyoxyalkylene glycol can be suppressed to a small amount, and thus the obtained fiber can also retain sufficient light resistance.

In addition, if necessary, a stabilizer, a matting agent, an antioxidant, a flame retardant, an antistatic agent, a fluorescent whitening agent, a catalyst, an anti-coloring agent, a heat-resistant agent, a colorant, inorganic particles, etc. may be used in combination. Good. In particular, when polyoxyalkylene glycol is left at a high temperature such as under melt spinning conditions, it easily oxidizes to cause problems such as a decrease in the degree of polymerization and coloration. Combined use is often preferred. Furthermore, by using an ionic antistatic agent in combination with the modified polyester of the present invention, it is possible to obtain a fiber having excellent antistatic property, and the field of use thereof is further expanded.

The degree of polymerization of the modified polyester thus obtained is
In order to exhibit sufficient fiber characteristics, the intrinsic viscosity is preferably 0.58 or more, particularly preferably 0.6 or more. Such modified polyester is fiberized by a melt spinning method. Here, even if the fiber to be spun is a solid fiber without a hollow portion,
It may be a hollow fiber having a hollow portion. Further, the outer shape of the fiber to be spun in cross section and the shape of the hollow portion may be circular or irregular.

In the present invention, the fiber thus obtained is subjected to false twisting under specific conditions, whereby a polyester fiber having sufficient antifouling property and its durability is obtained. The fiber to be used for this false twisting process is
Even if it is melt-spun at a low speed and then stretched, it may be melt-spun at a relatively high speed or unstretched yarn having a relatively high birefringence, or even if it is spun at a higher speed and has a higher birefringence. May be. In particular, it is preferable to use a fiber having a birefringence index of 0.025 or more, which is melt-spun at a take-up speed of 2500 m / min or more, because more excellent antifouling property and its durability can be obtained. Those having a refractive index of 0.07 or more are particularly preferable.

The false twisting process may be performed simultaneously with the drawing, but it is necessary to satisfy the following conditions a and b.

a. 160 ≦ t ≦ 230 b. 0.65 ≦ α where t is the temperature (° C.) of the false twist heater, α is the twist coefficient, However, T represents the number of twists (turns / m) in the heater, and De represents the fineness (denier) of the yarn after false twisting. When the temperature of the false twist heater is lower than 160 ° C, it is difficult to obtain sufficient antifouling property, and the temperature should be 160 ° C or higher, particularly preferably 185 ° C or higher. However, if the temperature exceeds 230 ° C, fusion between fibers will start, which is not suitable. The twist coefficient must be 0.65 or more, and the range of 0.85 to 1.0 is particularly preferable. If the twisting coefficient does not reach 0.65, it becomes difficult to obtain sufficient antifouling property.

It is easy to fix the hydrophilic resin film on the surface of the antifouling polyester fiber thus obtained, and by doing so, the antifouling performance can be further enhanced. The hydrophilic resin used here is not particularly limited as long as it can form a film exhibiting hydrophilicity, but when combined with the modified polyester fiber,
A film made of a polyether resin is particularly preferable because it has an antifouling property and an effect of specifically increasing its washing durability.

[Action]

The reason why the antifouling property of the antifouling polyester fiber thus obtained is at an excellent level as compared with the conventional material, although the whole is not clarified, it is due to the following mechanism. Presumed.

It is well known that polyester is lipophilic (hydrophobic). Therefore, it exerts an affinity for oily stains, is easily adsorbed in the fibers, and even if it is washed (that is, the stains are removed with water), the oily components are not pushed out of the fibers, resulting in stains and darkening. It will remain in the fiber. By the way, oily stains are not uniformly adsorbed on the fibers. For example, the crystalline portion of polyester has a short intermolecular distance and is compact, so that an oily component cannot enter between crystal lattices of several Å.

On the other hand, in the amorphous portion and the gap portion between the crystalline micelles, the molecular density of the polyester is low, and the oily component can easily penetrate between the fibers in combination with the lipophilicity of the polyester. Therefore, in order to prevent the infiltration of the oily component into the fiber, it has been thought that how to efficiently hydrophilize the gaps between these amorphous portions and crystalline micelles.

Therefore, the state of existence of polyoxyalkylene glycol, which is a hydrophilic component, in polyester was repeatedly examined.
First, when a polyoxyalkylene glycol having both ends blocked with a group having no active hydrogen was mixed with polyester, its antifouling effect was confirmed. Where I wear it,
The performance deteriorated rapidly with repeated washing, and it was found that there was a problem in terms of durability. In order to clarify the mechanism, polyoxyethylene glycol was analyzed in washing water and further in high-pressure boiling water, and it was found that polyoxyalkylene glycol was easily extracted by water. On the other hand, when polyoxyethylene glycol having a group having active hydrogen at both ends was blended into polyester, copolymerization easily occurred, resulting in poor antifouling property. It is presumed that the reason why the antifouling property is inferior is that the polyoxyalkylene glycol was completely copolymerized in the polyester, so that the polyoxyalkylene glycol could not be effectively collected in the amorphous part.

Recently, use of a polymer in which its constituent components are blocked into two poles, such as a block copolymer or a graft copolymer, has been studied. For example, “Surface” Vol. 22, No. 6, page 297 (19
84) and “Industrial Materials”, Vol. 33, No. 12, p. 46, research has been actively conducted to apply these polymers to polymer activators and polymer surface modification. Came. Copolymerizing a hydrophilic polyoxyalkylene glycol and a lipophilic polyester in a block, that is, a polyoxyalkylene in which one end has a group having active hydrogen and the other end is blocked with a group having no active hydrogen. When glycol (PAG) and polyester (PE) are copolymerized, PAG-PE-PAG or PAG-PE
Molecule is present in a large amount of PE. It is shown that the PAG molecules are likely to be assembled in PAG and thus are easily localized in the polymer-rich region and the polyester-rich region in the polymer (polymeric active agent micelle structure). This can also be seen from the polymer properties shown in the table below.

Here, Tg and Tm represent a glass transition point and a melting temperature measured by DSC (differential calorimeter). PE of No.1 and 2
The glass transition point of PET copolymerized with G is 63 ° C., and molecular movement is possible at a low temperature, and the polyesters of Nos. 3 and 4 are different from the glass transition point of the blend. PEG
Considering also that (molecular weight 2000) is in a liquid state at room temperature, it is estimated that the low Tg is due to the copolymerization of polyoxyethylene glycol. On the other hand, the melting temperature T
Looking at m, only No. 1 had a low 247 ℃, and others had a high 253 ℃. In particular, the PET of No. 2 in which PEG having active hydrogen only at one end is copolymerized exists in a form in which the component that moves easily at low temperature and the polyester are completely separated into two. That is, it can be said that the polymer easily forms a polymeric surfactant micelle structure. Using a modified polyester obtained by copolymerizing a polyoxyalkylene glycol having one end having a group having active hydrogen and the other end having a group having no active hydrogen, false twisting under specific conditions. The present invention has been found out that by processing, it is possible to obtain an antifouling polyester fiber having high durability, which has not been expected in the past. To collect the polyester component in the crystal block and the polyoxyalkylene glycol component in the amorphous part,
It is effective to promote crystallization of the polyester component.
On the other hand, polyoxyalkylene glycol has a molecular weight of 500-
Crystallization of the polyester component is preferred to separate the two components to form a micellar structure because 5000 is liquid or waxy even at room temperature and amorphous. It is effective to perform heat treatment as this means, but surprisingly, it was found that the false twisting under the specific conditions worked more effectively in the modified polymer of the present invention. It was found that the synergistic result of processing worked.
That is, when a polymer having the same intrinsic viscosity was spun under the same conditions and the fiber structures of the polymers 1 to 4 in Table 1 were compared, the polymers in the present invention, that is, PEG (polyoxy) having active hydrogen only at one end A fiber using polyethylene terephthalate (PET) copolymerized with ethylene glycol) has a structurally high crystallinity, a large crystal size, and a birefringence index Δ showing an orientation degree.
On the contrary, n and the specific gravity have small values, and it can be seen from these that the structure is largely divided into a highly complete PET crystal and a considerably disordered amorphous part. on the other hand,
The false twisting usually means crimping, but the false twisting of the modified polymer in the present invention is considered to have an additional action on the modified polymer in addition to the crimping. The false twisting means heat setting in a state where the yarn is twisted on a heater maintained at a high temperature. It is considered that the crystallization of the polyester portion proceeds due to heat, the polyalkylene glycol component is collected in the amorphous portion, and the twisting causes the concentration effect to act synergistically.
For the false twisting process, it is effective to use the raw yarn that has been subjected to the spinning and drawing process, but it is preferable to simultaneously perform the drawing and false twisting process for the partially oriented yarn (POY) spun at 2500 to 4000 m / min. . It is considered that since the structure of POY is incomplete (that is, soft), the fiber cross section is largely deformed by the false twisting process, and thus the above concentration effect is exerted. Furthermore, the spinning speed is higher than that of POY (for example, the spinning speed is 50
When a yarn spun at ultra-high speed of 00 to 7000 m / min is used, the yarn itself has a two-layer structure consisting of a crystalline portion of polyester and an amorphous portion containing polyalkylene glycol. Has a high performance, and by performing false twisting on this, a higher level of antifouling property can be obtained.

On the other hand, if polyoxyalkylene glycol with both ends blocked is copolymerized in the main chain of the polyester, the constituent components cannot be polarized, and therefore a small amount of polyoxyalkylene glycol is sufficient for the hydrophilic part. Cannot be collected in the amorphous part and sufficient antifouling property cannot be obtained. Thus, by using the modified polyester and performing false twisting under a specific condition, phase separation of the polyester crystal-polyoxyalkylene glycol amorphous and the polymer in the fiber, that is, a micelle structure is efficiently formed. Can be done. Therefore, when the oily stain component tries to penetrate into the polyester fiber, the hydrophilic polyoxyalkylene glycol component existing in the amorphous portion prevents the oily stain component from entering the polyester fiber, and the mechanism of easily separating from the fiber by washing with water works. . Due to this fiber structure, when the hydrophilic component adheres to the fiber and further penetrates into the amorphous part or the crystalline micelle gap, it becomes difficult to be released due to the mutual affinity. The post-processing antifouling agent used for the polyester fiber is generally a polymer containing a large amount of a hydrophilic polymer or a portion thereof, and therefore, when the antifouling processing is applied to the antifouling polyester fiber of the present invention, the interaction between Therefore, it was found that the effectiveness of the present invention is very high, such as synergistically improving the antifouling level.

〔The invention's effect〕

The antifouling polyester fiber of the present invention exhibits its characteristics particularly when it is made into clothes that are frequently washed, such as underwear and a white coat, and the antifouling property is retained even if it is repeatedly washed. Blackening does not occur. Therefore, the antifouling polyester fiber of the present invention is particularly useful in the field of linen supply.

Furthermore, the antifouling polyester fiber of the present invention may be used for blending, knitting, weaving, etc. with natural fibers such as cotton and wool, regenerated fibers such as rayon and acetate, and synthetic fibers other than the polyester fibers of the present invention, if necessary. used.

〔Example〕

 The present invention will be further described below with reference to examples.

Parts and% in the examples mean parts by weight and% by weight, respectively. The intrinsic viscosity [η] of the polymer was determined from the value measured with an orthochlorophenol solution at 35 ° C, and the softening point (SP) was measured by the penetration method. The birefringence index Δn was measured by a method using a Senarmo compensator using a polarization microscope, and a sodium lamp (wavelength: 589 mμ) was used as a light source.

The following methods are used for the pollution treatment and the method of obtaining the contamination rate in the examples.

(1) Contamination treatment Put 300 cc of the washing liquid of the following composition into the pot of a color pet dyeing tester (manufactured by Nippon Dyeing Machine), immerse the 10 cm × 13 cm woven fabric sandwiched in the holder in this pot for 100 minutes at 50 ° C. Stirred.

After lightly washing with water, the sample was sandwiched between filter papers to remove excess contaminated liquid. Next, the contaminated sample was washed for 10 minutes in warm water of 40 ° C. containing 2 g / mL of Marcel soap under mild conditions in a home washing machine. Then air dried. These stain and washing treatments were set as one cycle, and this cycle was repeated 8 times. Then, the stain rate of the woven fabric was determined by the following method.

(2) Determining the pollution rate Macbeth MS-2020 (Instrumental Color Systems Li
mined) was used to determine L * of the CIE colorimeter by a conventional method, and the contamination rate was calculated as follows.

Contamination ratio (ΔL *) = L * before contamination-L * after treatment Examples 1 to 7 and Comparative Examples 1 to 7 100 parts dimethyl terephthalate, 60 ethylene glycol
Parts, calcium acetate monohydrate 0.06 parts (0.066 mol% based on dimethyl terephthalate) and cobalt acetate tetrahydrate 0.009 parts (0.007 mol% based on dimethyl terephthalate) as a color matching agent. Was charged in a transesterification can, and the transesterification reaction was performed while distilling out the methanol produced by raising the temperature from 140 ° C. to 220 ° C. over 4 hours in a nitrogen gas atmosphere to the outside of the system. After the completion of the transesterification reaction, 0.058 part of trimethyl phosphate (0.080 mol% based on dimethyl terephthalate) was added as a stabilizer. Then 10
After 4 minutes, 0.04 part of antimony trioxide (0.027 mol% with respect to dimethyl terephthalate) was added, and at the same time, the temperature was raised to 240 ° C. while removing excess ethylene glycol, and then transferred to a polymerization vessel. After the polyoxyethylene glycol shown in Table 2 was added to the polymerization vessel in the amount shown in the table, the pressure was reduced from 760 mmHg to 1 mmHg over 1 hour, and at the same time, the temperature was raised from 240 ° C to 280 ° C over 1 hour and 30 minutes. Irganox 1010 (manufactured by Ciba-Geigy) as an antioxidant at the time of polymerization for 2 hours at a polymerization temperature of 280 ° C under reduced pressure of 1 mmHG
0.4 part was added under vacuum, and then the mixture was polymerized for another 30 minutes. The intrinsic viscosity [η] and the softening point of the obtained polymer are shown in Table 2. The obtained polymer was made into chips according to a conventional method.

The chips were dried by a conventional method, melt-spun at 285 ° C. using a spinneret having 24 circular spinning holes with a hole diameter of 0.3 mm, and wound at a speed of 3300 m / min. The obtained POY
The Δn of the raw yarn is shown in Table 2. Next, using this POY, a false-twisting process was performed under a false-twisting condition shown in Table 2 at a draw ratio of 1.6 times.

The obtained textured yarn (50 denier / 24 filament) was used to knit into a circular knit. After scouring and heat treatment by conventional methods,
2% of Mikawhite ATN (manufactured by Mitsubishi Kasei) as a fluorescent dye
It was dyed in a treatment bath containing owf at 130 ° C. for 30 minutes to obtain a fluorescent dyed product. The obtained sample was treated for contamination and the contamination rate ΔL * was obtained. The contamination rate passes 30 or less, preferably 20 or less.

Examples 7 to 12 and Comparative Examples 9 to 11 POY raw yarns obtained by the same spinning using the chips of Example 2 were drawn at a draw ratio of 1.6 times, and the false twist conditions shown in Table 3 were also drawn. False twisted with. Using the obtained processed yarn (50 denier / 24 filament), it is knitted into a circular knit, scoured and heat-treated by a conventional method, and then used as a fluorescent dye, Mikawhite AT
130 ℃ in a treatment bath containing 2% owf of N (manufactured by Mitsubishi Kasei)
It was dyed for 30 minutes to obtain a fluorescent dyed product. The above-mentioned contamination treatments were sought and are shown in Table 3.

Examples 13 to 16 and Comparative Examples 12 to 19 Using the chips of Example 3 and Comparative Examples 7 and 8, the chips were dried by a conventional method, and a spinneret having 24 circular spinning holes with a hole diameter of 0.3 mm was used. Melt spinning at 290 ° C. and winding at the spinning speed shown in Table 4. Table 4 shows Δn of the obtained yarn. Then, false twisting was performed under the conditions of the draw ratio, heater temperature and twisting coefficient shown in Table 4, and the obtained processed yarn (75
A plain weave was woven using denier / 24 filaments. Mika as a fluorescent dye after scouring and heat treatment by the usual method
White ATN (manufactured by Mitsubishi Kasei) was dyed in a treatment bath containing 2% owf at 130 ° C. for 30 minutes to obtain a fluorescent dyed product. The above-mentioned contamination treatment was carried out, and the contamination rate was determined and shown in Table 4.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Shigenobu Kobayashi 3-4-1 Mihara, Ibaraki-shi, Osaka Inside Textile Processing Laboratory, Teijin Limited (56) References JP-A-56-43321 (JP, A) Kai 48-31940 (JP, A) JP 60-167902 (JP, A) JP 57-49048 (JP, B2)

Claims (4)

[Claims] 1. A polyester represented by the following general formula (1) R ¹ O (R ³ On (1) (in the formula, R ¹ has no active hydrogen) at least at a part of the terminal of a polyester containing alkylene terephthalate as a main constituent unit. Monovalent organic group, R ²
Is an alkylene group, and n is an integer of 20 to 90), and a fiber made of a modified polyester obtained by copolymerizing a polyoxyalkylene glycol component represented by
A method for producing an antifouling polyester fiber, comprising drawing false twisting or false twisting under the processing conditions of b and b. a. 160 ≦ t ≦ 230 b. 0.65 ≦ α [where t is the temperature (° C.) of the false twist heater, α is the twist coefficient, However, T represents the number of twists (turns / m) in the heater, and De represents the fineness (denier) of the yarn after false twisting. ] 2. The antifouling property according to claim 1, wherein the fiber used for false twisting is a modified polyester fiber having a birefringence of 0.025 or more melt-spun at a take-up speed of 2500 m / min or more. For producing water-soluble polyester fiber. 3. The method for producing an antifouling polyester fiber according to claim 1, wherein the polyoxyalkylene glycol component is a polyoxyethylene glycol component. 4. The method for producing an antifouling polyester fiber according to any one of claims 1 to 3, wherein the polyester is a polyester having ethylene terephthalate as a main structural unit.