JPS6342927A - Production of antistaining polyester fiber - Google Patents

Abstract

(57) [Abstract] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a method for producing stain-resistant polyester fibers, and more particularly, a method for producing stain-resistant polyester fibers with improved restaining properties during washing. It is about law.

[Prior art]

Conventionally, polyester fibers have been used in many fields because they have excellent properties such as good dimensional stability, strength, and uniform length that does not wrinkle easily. However, polyester fibers have such excellent properties. Due to the hydrophobic nature of polyester, fibers also tend to have oily stains that are more likely to adhere to them than hydrophilic fibers such as cotton, which are difficult to remove, and that stains tend to re-deposit during washing.

This re-staining property has been developed since polyester fibers were put into practical use.
This is a problem that has always been raised and many methods have been proposed to solve this problem.

For example, a method of immersing a polyester molded article in a solution or dispersion of a copolymer of polyoxyethylene glycol and a polyester resin (see Japanese Patent Publication No. 47-2512), dimethacrylate of polyoxyethylene glycol, etc. A method of steam-treating a hydrophilic 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 ("Polymer' August 1978 issue 904-91)"
Page 2) etc. are known.

However, all of these methods have been proposed as finishing treatments for polyester fiber products, and they have problems in terms of processing, such as being complicated to operate, requiring special equipment, or having poor processing reproducibility. There is a problem, and even underwear,
Clothing that is washed frequently, such as white coats, has the problem that the initial effect gradually disappears as the number of washes increases.Conventionally, polyester fibers that maintain stain resistance even after repeated washing (does not darken due to washing) have been developed. The appearance of this was strongly desired.

On the other hand, it is known that polyoxyethylene glycol is copolymerized for dyeing polyester fibers. Therefore, an attempt was made to copolymerize polyoxyethylene glycol into polyester fibers to make the polymer itself hydrophilic and to prevent oil stains.In order to obtain a sufficient level of stain resistance, the copolymerization amount was 10% by weight. %, preferably 20M amount % or more. However, when such a large amount of polyoxyethylene glycol is copolymerized, the mechanical properties of the resulting fiber are impaired, the shrinkage rate increases, and the light fastness deteriorates, making it unsuitable for practical use, especially in linen supplies. It was impossible to use it for cotton blends for commercial use, and in order to maintain light fastness,
The copolymerization amount of polyoxyethylene glycol is 10% by weight.
In particular, when the content was less than 5% by weight, sufficient antifouling properties could not be obtained.

[Purpose of the invention]

The present inventor aims to provide a polyester fiber that is particularly resistant to darkening caused by washing, and has excellent durability and antifouling properties.

[Structure of the invention]

In order to achieve the above object, the present inventors conducted extensive studies and found that excellent antifouling properties can be achieved by controlling the distribution of hydrophilic groups within the fibers.

In other words, as a result of extensive research into the copolymerization method of polyoxyethylene glycol, which is a hydrophilic polymer, fibers made of modified polyester in which polyoxyethylene glycol blocked at one end was copolymerized at the end of the main chain were produced under specific conditions. Polyester fibers that have been false-twisted with polyester fibers are polyester fibers in which polyoxyethylene glycol copolymerized at the ends of the main chain acts specifically. Compared to fibers made of polyoxyethylene glycol that is end-capped at both ends or polyester in which polyoxyethylene glycol that is insoluble in polyester is mixed into polyester, it has been found that it exhibits significantly improved stain resistance and washing durability. Knew. The present invention was completed as a result of further studies based on this knowledge.

That is, the present invention has the following general formula (1) % formula % () (wherein R1 is a monovalent organic group having no active hydrogen, R2
is an alkylene group, and n is an integer of 20 to 140).
This is a method for producing stain-resistant polyester fibers, which is characterized in that fibers made of a modified polyester copolymerized with 10% by weight are stretched or false-twisted under the following processing conditions a and b.

3.160≦t≦230 b, 0.65≦α [Here, t is the temperature of the false twisting heater (°C), α is the twist coefficient, α=T/ (32500/α haze), but T is The number of twists (twists/m) in the heater and De indicate the fineness (denier) of the yarn after false twisting. [Polyester in the present invention has terephthalic acid as the main acid component and at least one selected from alkylene glycols having 2 to 6 carbon atoms, ethylene glycol, trimethylene glycol, tetramethylene glycol, pentamethylene glycol, and hexamethylene glycol. Targets polyesters whose main glycol component is a type of glycol. In such a polyester, a portion of its acid component terephthalic acid may be replaced with another difunctional carboxylic acid. Examples of such other carboxylic acids include difunctional carboxylic 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. aromatic carboxylic acid, sebacic acid,
Difunctional aliphatic carboxylic acids such as adipic acid and oxalic acid, 1
, and difunctional alicyclic carboxylic acids such as 4-cyclohexanedicarboxylic acid. Further, a part of the glycol component of the polyester may be replaced with other glycol components, and such glycol components include the above-mentioned glycols other than the main component and other diol compounds such as cyclohexane-1,4-dimetatool, neopentyl glycol, Examples include aliphatic, alicyclic, and aromatic diol compounds such as bisphenol A1 and bisphenol S, and polyoxyalkylene glycols with both ends unblocked.

Such polyesters can be produced by any method. For example, regarding polyethylene terephthalate, terephthalic acid and ethylene glycol may be directly esterified, a lower alkyl ester of terephthalic acid such as dimethyl terephthalate and ethylene glycol may be transesterified, or terephthalic acid and ethylene glycol may be transesterified. The first stage reaction is to produce a glycol ester of terephthalic acid and/or its low polymer by reacting with oxide, and then the product is heated under reduced pressure to undergo polycondensation reaction until the desired degree of polymerization is achieved. It is easily produced by the second stage reaction.

In the present invention, polyoxyalkylene glycol having one end blocked and represented by the following general formula (1)% is copolymerized at at least a part of the terminal end of the polymer base of the above-mentioned polyester. is necessary.

In this formula, R1 is a monovalent organic group having no active hydrogen, and is preferably a hydrocarbon group, especially an alkyl group,
Cycloalkyl, aryl or alkylaryl groups are preferred. R2 is an alkylene group, usually having 2 carbon atoms.
~4 alkylene groups are preferred. Specific examples include ethylene group, propylene group, and tetramethylene group. It may also be a mixture of two or more types, for example a copolymer having an ethylene group and a propylene group. Further, n indicates an average degree of polymerization, and is in the range of 20 to 140. When attempting to copolymerize polyoxyalkylene glycol with n less than 20, a high copolymerization rate is required to obtain sufficient antifouling properties, and in such cases, the terminals of the polyester are blocked. It is not possible to sufficiently increase the degree of polymerization of the polyester itself, and as a result, the mechanical properties of the resulting fibers cannot be ensured. On the other hand, if n is larger than 140, the reaction between polyoxyalkylene glycol and polyester will not proceed sufficiently, resulting in the same result as if polyoxyalkylene glycol was mixed with polyester, and high antifouling properties would not be obtained. do not have. In particular, the preferred average degree of polymerization is 30 to 80.
exists in a very limited area.

Preferred specific examples of such single end-capped polyoxyalkylene glycols include polyoxyethylene glycol 7-methyl ether, polyoxyethylene glycol monophenyl ether, polyoxyethylene glycol monooctylphenyl ether, polyoxyethylene glycol monononylphenyl ether, Oxyethylene glycol monocetyl ether, polyoxypropylene glycol monophenyl ether, polyoxypropylene glycol monononylphenyl ether, polyoxytetramethylene glycol 7-methyl ether, monomethyl ether of polyoxyethylene glycol/polyoxypropylene glycol copolymer, etc. These ester-forming derivatives can be prepared.

In order to copolymerize the single end-blocked polyoxyalkylene glycol at the end of the polyester chain, it is possible to copolymerize the polyoxyalkylene glycol at the end of the polyester chain at any stage before the synthesis of the polyester described above is completed, such as at the first stage.
It may be added at any stage, such as before the start of a stage reaction, during the reaction, after the end of the reaction, or during the second stage reaction, and the production reaction may be completed after the addition.

In this case, if the amount used is too small, the stain-proofing performance and washing durability of the final polyester fiber obtained will be insufficient, and on the other hand, if it is too large, the degree of polymerization of the polyester will be too low during the polycondensation reaction process. Since the level reaches a plateau, the yarn physical properties such as strength of the polyester fiber finally obtained deteriorate. Furthermore, if a large amount of polyoxyalkylene glycol is contained, the light resistance of the resulting fiber will deteriorate, so it is preferable to keep the amount of copolymerization as small as possible. In the present invention, the copolymerization amount of polyoxyalkylene glycol is 0 relative to the polyester.
．． It should be in the range of 5-10% by weight, especially 2-10% by weight.
A range of 5% by weight is preferred.

As described above, in the present invention, since the amount of copolymerization of polyoxyalkylene glycol can be suppressed to a small amount, the obtained fiber can also maintain sufficient light resistance.

If necessary, stabilizers, matting agents, antioxidants, flame retardants, antistatic agents, fluorescent brighteners, catalysts, color inhibitors, heat resistant agents, colorants, inorganic particles, etc. may be used in combination. good. In particular, when polyoxyalkylene glycol is left at high temperatures such as under melt-spinning conditions, it is easily oxidized and can cause problems such as a decrease in the degree of polymerization and coloring. Combination use is often preferred.Furthermore, if an ionic antistatic agent is used in combination with the modified polyester of the present invention, fibers with excellent antistatic properties can be obtained, and the field of use thereof will further expand.

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

In the present invention, the fibers thus obtained are further subjected to a false twisting process under specific conditions, and by doing so, polyester fibers having sufficient stain resistance and durability can be obtained. The resulting fibers subjected to this false twisting process are
Even if the yarn is melt-spun at a low speed and then stretched, it is undrawn yarn with a relatively high birefringence that is melt-spun at a relatively high speed, or it is a yarn with a high birefringence that is spun at an even higher speed. In particular, it is preferable to use fibers with a birefringence index of 0.025 or more that are melt-spun at a take-up speed of 2,500 m/min or more, since better stain resistance and durability can be obtained. Birefringence obtained by spinning 0.0
Particularly preferred are those with a value of 7 or more.

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

8.160≦t≦230 b, 0.65≦α Here, t is the temperature of the false twisting heater (°C), α is the twisting coefficient, α-T/ (32500/■1), where T is the temperature of the heater De indicates the number of twists (twists/m) within the yarn, and De indicates the fineness (denier) of the yarn after false twisting.When the temperature of the false twisting heater is below 160℃, it is difficult to obtain sufficient stain resistance. , 160℃
The temperature should be above 185°C, particularly preferably 185°C or above. However, if the temperature exceeds 230°C, fusion between fibers will begin, which is not suitable. The twist coefficient must be 0.65 or more, and 0.65 or more.
A range of 85 to 1.0 is particularly preferred. Twist coefficient is 0.65
When this is not achieved, it becomes difficult to obtain sufficient antifouling properties.

It is easy to adhere a hydrophilic resin film to the surface of the antifouling polyester fiber obtained in this way, and thereby the antifouling performance can be further improved. As long as the hydrophilic resin used here can form a film exhibiting hydrophilic properties, there is no particular need to add rain, but when combined with the modified polyester fiber mentioned above, the antifouling performance and washing durability of A film made of a polyether resin is particularly preferred since it has the effect of increasing the overall performance.

[Effect]

The reason why the antifouling properties of the antifouling polyester fibers obtained in this way are at a superior level compared to conventional materials is not fully understood, but it is thought to be due to the following mechanism. Presumed.

It is well known that polyester is lipophilic (
hydrophobic). Therefore, it has an affinity for oil-based stains and is easily adsorbed into the fibers, and even when washed (i.e., the stains are removed with water), the oil-based components are not pushed out of the fibers, causing stains and even dark spots. It will remain in the fiber. However, oil-based stains are not uniformly adsorbed onto fibers. For example, since the crystalline portion of polyester has short intermolecular distances and is compact, it is impossible for oily components to penetrate between the several A crystal lattices.

On the other hand, in the amorphous parts and the gaps between crystal micelles, the density of polyester molecules is low, and combined with the lipophilic nature of polyester, oily components can easily penetrate between the fibers. Therefore, we have come to believe that the key to preventing oily components from penetrating into the fibers is to make the gaps between these amorphous parts and crystalline micelles hydrophilic as efficiently as possible.

Therefore, we have repeatedly investigated the presence of polyoxyalkylene glycol, a hydrophilic component, in polyester.

First, when a polyoxyalkylene glycol whose both ends were blocked with groups not having active hydrogen was mixed with polyester, its antifouling effect was confirmed. However, wearing
After repeated washing, its performance deteriorated rapidly, and it was discovered that there was a problem with its durability. In order to clarify the mechanism, polyoxyethylene glycol in washing water and high-pressure boiling water was analyzed, and it was found that polyoxyalkylene glycol was easily extracted by water. - When polyoxyethylene glycol having a group having active hydrogen at both terminals was blended into polyester, copolymerization easily occurred and the antifouling properties were poor. The reason for the poor stain resistance is presumed to be that the polyoxyalkylene glycol was completely copolymerized into the polyester, so that the polyoxyalkylene glycol could not be effectively collected in the amorphous portion.

Recently, block copolymers and graft copolymers (
The use of polymers in which the constituent components are blocked into two poles is being considered. For example, as described in "Surface" Vol. 22, No. 6, p. 297 (1984) and "Industrial Materials", Vol. 33, No. 12, p. 46, these polymers can be applied to polymer activators and polymer surface modification. There has been a growing amount of research aimed at this.

Block copolymerization of hydrophilic polyoxyalkylene glycol and lipophilic polyester, that is, polyoxyalkylene in which one end is a group having active hydrogen and the other end is blocked with a group not having active hydrogen. When glycol (PAG) and polyester (PE) are copolymerized, PAG-PE-PAG or PAG-PE molecules exist in a large amount of PE. This shows that PAG molecules tend to aggregate in PAG and are therefore likely to be localized in two regions of the polymer, one containing a large amount of polyoxyalkylene glycol and the other containing a large amount of polyester (polymer activator micelle structure). This can also be understood from the polymer properties shown in the following table.

(This page, the following margins) Table 1 PET: Polyethylene terephthalate PEG: Polyoxyethylene glycol (This page, the following margins) Here, Tg and Tm are the glass transition point and melting temperature measured by DSC (differential calorific value needle). As shown, PE of N11.2
The glass transition point of PET copolymerized with G is 63° C., which allows molecular movement at low temperatures, and the glass transition point of polyester with NIIL 3.4 is different from that of the blend. P
Considering that EG (molecular weight 2000) is in a liquid state at room temperature, it is presumed that the low Tg is due to copolymerization of polyoxyethylene glycol. On the other hand, looking at the melting temperature Tm, only Nl1l is low at 247°C, and the others are high at 253°C. In particular, PET copolymerized with PEG having an active hydrogen at only one end of the second term exists in the form of a component that moves at low temperatures and a polyester completely separated into two. In other words, it can be said that it is a polymer that easily forms a polymer active agent micelle structure. Using a modified polyester copolymerized with a polyoxyalkylene glycol in which one end has a group with active hydrogen and the other end is blocked with a group without active hydrogen, false twisting is performed under specific conditions. It was discovered that by processing it, it was possible to obtain stain-resistant polyester fibers with a high degree of durability that could not be expected in the past, and this led to the present invention. In order 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 with a molecular weight of 500 to 5,000 is liquid or waxy even at room temperature and has poor quality. Therefore, in order to separate the two components and create a micelle structure, it is preferable to crystallize the polyester component.

Heat treatment is effective as a means for this, but surprisingly it has been found that false twisting under specific conditions is even more effective for the modified polymer of the present invention.
It was found that a synergistic effect of modified polymer and false twisting works. That is, when polymers with the same intrinsic viscosity were spun under the same conditions and the fiber structures of polymers 1 to 4 in Table 1 were compared, it was found that the polymer of the present invention, that is, PEG (polyoxy Fibers made from polyethylene terephthalate (PET), which is copolymerized with ethylene glycol), have a high degree of crystallinity and large crystal size, and the birefringence Δn, which indicates the degree of orientation, and specific gravity are rather small. From these values, it can be seen that the structure is largely divided into a large, highly complete PET crystal and a fairly disordered amorphous part. On the other hand, false twisting usually means crimping, but when the modified polymer in the present invention is subjected to false twisting,
It is believed that in addition to the crimping process, additional effects on the modified polymer act. False twisting refers to heat setting in a state in which the yarn is twisted on a heater maintained at a high temperature. It is thought that heat promotes crystallization of the polyester portion, the polyalkylene glycol component is collected in the amorphous portion, and that this concentration effect acts synergistically by twisting. For false twisting, it is effective to use yarn that has gone through a spinning-drawing process, but
Preferably, the partially oriented yarn (POY) spun at a speed of 1/200 min is subjected to drawing and false twisting processes at the same time. It is thought that this is because POY has an incomplete structure (that is, it is soft), and its fiber cross section is greatly deformed by the false twisting process, which causes the above-mentioned concentration effect to be large.

Furthermore, higher spinning speed than poy (for example, spinning speed of 5000
When using yarn spun at an ultra-high speed of ~7000 m/min, the yarn itself has a two-layer structure consisting of a crystalline polyester portion and an amorphous portion containing polyalkylene glycol. It has high performance, and by false-twisting it, an even higher level of stain resistance can be obtained.

On the other hand, when unblocked polyoxyalkylene glycol is used, it is copolymerized into the main chain of the polyester, making it impossible to polarize the constituent components. The particles cannot be collected in the amorphous part, and sufficient antifouling properties cannot be obtained. By using the above-mentioned modified polyester and performing false twisting under specific conditions, phase separation of the polyester crystal-polyoxyalkylene glycol amorphous and polymer in the fiber, that is, a micelle structure can be efficiently formed. I can do it. Therefore, when oil-based dirt components try to penetrate into polyester fibers, they are blocked by the hydrophilic polyoxyalkylene glycol components present in the amorphous portion, and a mechanism works in which they are easily separated from the fibers by washing with water. . Due to this fibrous structure, when hydrophilic components adhere to the fibers and further penetrate into the amorphous parts or the interstices of crystalline micelles, they become difficult to separate due to their affinity for each other. Post-processed antifouling agents used for polyester fibers are generally hydrophilic polymers or polymers that contain a large amount of hydrophilic polymers, so when the antifouling polyester fibers of the present invention are subjected to antifouling treatment, the interaction between them will be reduced. Therefore, it was found that the effectiveness of the present invention is extremely high, as the antifouling level is synergistically improved.

〔Effect of the invention〕

The stain-resistant polyester fiber of the present invention exhibits its characteristics particularly when used in frequently washed clothing such as underwear and white coats, and maintains its stain-resistant properties no matter how many times it is washed. No darkening caused by washing. Therefore, the stain-resistant polyester fiber of the present invention is particularly useful in the linen supply field.

Furthermore, the antifouling polyester fiber of the present invention can be mixed, knitted, or woven with natural fibers such as cotton and wool, recycled fibers such as rayon and acetate, and synthetic fibers other than the polyester fiber of the present invention, if necessary. used.

〔Example〕

The present invention will be further explained with reference to Examples below.

Parts and % in Examples indicate 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 veneration method.

Further, the birefringence Δn was measured by a method using a Senalmo compensator using a polarizing microscope, and a sodium lamp (wavelength 589 mμ) was used as a light source.

In the examples, the following method is used for contamination treatment and determination of contamination rate.

(1) Contamination treatment Put 300 cc of washing liquid with the following composition into the pot of Colorpet dyeing tester (manufactured by Nippon Senzo Kikai), immerse the 10CIIIX13CII+ fabric held in the holder in the pot, and stir at 50°C for 100 minutes. did.

Artificial dirt liquid 1%・Motor oil (Dia 99.335% by weight Queen
Motor Oil M-2 manufactured by Mitsubishi Motors Corporation) ・B heavy oil 0.634 ffi amount%・
A carbon blank mixed with 0.031 M% is used.

Alkylbenzenesulfonic acid sorter 0.02% Sodium sulfate 0.03% Sodium tripolyphosphate 0.02% After being lightly washed with water, the sample was sandwiched between filter papers to remove excess contaminated liquid. Next, wash the contaminated sample with Marcel soap for 2 minutes in a home washing machine on gentle conditions.
It was washed for 10 minutes in a hot vortex at 40°C containing g/l.

It was then air-dried.

These staining and washing treatments constituted one cycle, and this cycle was repeated eight times. Next, the contamination rate of the fabric was determined by the following method.

(2) How to find the contamination rate Macbeth MS-2020 (Instrumenta
l Color Systems (manufactured by Lim1ted)
Using a CIE colorimeter, L* was determined by a conventional method, and the contamination rate was calculated as follows.

Contamination rate (ΔL*) = L* before contamination - L after treatment Examples 1 to 6 and Comparative Examples 1 to 3 100 parts of dimethyl terephthalate, 6 parts of ethylene glycol
0 parts, 0.06 parts of calcium acetate monohydrate (0.066 mol % based on dimethyl terephthalate), and 0.009 parts of cobalt acetate tetrahydrate (0.007 mol based on dimethyl terephthalate) as a coloring agent. %) in a transesterification tank and heated from 140°C to 220°C over 4 hours under nitrogen gas atmosphere.
The transesterification reaction was carried out while the methanol produced by raising the temperature to ℃ was distilled out of the system.

After the transesterification reaction, add 0.058 parts of trimethyl phosphate (0.0 parts to dimethyl terephthalate) as a stabilizer.
80 mol%) was added. Then, after 10 minutes, 0.04 part of antimony dioxide (0.02 part for dimethyl terephthalate) was added.
7 mol%) was added, the temperature was raised to 240"C while expelling excess ethylene glycol, and the mixture was transferred to a polymerization can. After adding the amount of polyoxyethylene glycol listed in Table 2 to the polymerization can, , 760mmH over 1 hour
The pressure was reduced from g to 1 mmHg, and at the same time the temperature was raised from 240°C to 280°C over 1 hour and 30 minutes. l mm
Irganox 1010 was added as an antioxidant after further polymerization for 2 hours at a polymerization temperature of 280°C under reduced pressure below HG.
(manufactured by Ciba Geigy) was added under vacuum, and then polymerized for an additional 30 minutes. The intrinsic viscosity of the obtained polymer was [η
] and softening points are shown in Table 2. The obtained polymer was made into chips according to a conventional method.

This chip was 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. Table 2 shows the Δn of the obtained POY yarn.

Next, using this POY, false twisting was performed at a stretching ratio of 1.6 times and under the false twisting conditions listed in Table 2.

The obtained processed yarn (50 denier/24 filaments) was used to knit a circular knitted fabric. After scouring and heat treatment using a conventional method, the mixture was heated at 130°C for 30 minutes in a treatment bath containing 2% owf of old kawhite ATN (manufactured by Mitsubishi Chemical Corporation) as a fluorescent dye.
A fluorescent dyed product was obtained by dyeing for 0 minutes. The obtained sample was subjected to a contamination treatment, and the contamination rate ΔL* was determined. A passing contamination rate is 30 or less, preferably 20 or less.

(This page, blank space below) Examples 7 to 10 and Comparative Examples 4 to 11 The chips of Example 2 and Comparative Example 2.3 were dried in a conventional manner, and 24 circular spinning holes with a hole diameter of 0.3a+a+ were bored. Melt spinning was carried out at 290° C. using the spinneret provided, and spinning was carried out at the spinning speed shown in Table 3. Δn of the obtained raw yarn is the third
Shown in the table. Next, the processed yarn (
Plain weave using 75 denier/24 filament!
I did @l11i. Mikawhite ATN (Mitsubishi Kasei 11
) was dyed at 130° C. for 30 minutes in a treatment bath containing 2% owf to obtain a fluorescent dyed product.

(This page, margins below)

Claims (4)

[Claims] (1) The following general formula (1) R^1O(R_2O)_n...(1) (wherein, R^1 is active hydrogen Monovalent organic group without -R
" is an alkylene group, n is an integer from 20 to 140)" is a polyoxyalkylene glycol component represented by 0.5
A method for producing stain-resistant polyester fibers, which comprises stretching or false-twisting fibers made of modified polyester copolymerized to 10% by weight under the following processing conditions a and b. a, 160≦t≦230 b, 0.65≦α [Here, t is the temperature of the false twisting heater (℃), α is the twist coefficient, α=T/[32500/√(De)] However, T
represents the number of twists in the heater (twists/m), and De represents the fineness (denier) of the yarn after false twisting. (2) The stain-resistant polyester according to claim 1, wherein the fibers to be subjected to false twisting are modified polyester fibers having a birefringence of 0.025 or more and melt-spun at a take-up speed of 2,500 m/min or more. Fiber manufacturing method. (3) The method for producing stain-resistant polyester fibers according to claim 1 or 2, wherein the polyoxyalkylene glycol component is a polyoxyethylene glycol component. (4) Claim 1 in which the polyester is a polyester whose main structural unit is ethylene terephthalate.
A method for producing an antifouling polyester fiber according to any one of Items 1 to 3.