JPH0345712A - Moisture absorbing polyester fiber - Google Patents

Abstract

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

Description

DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to hygroscopic polyester fibers. More specifically, the present invention relates to a hygroscopic polyester fiber having excellent hygroscopicity and durability, which is obtained by reducing the weight of polyester fiber blended with a special polyoxyethylene polyether.

<Prior Art> Polyester is widely used as a synthetic fiber because it has many excellent properties. However, since polyester fibers are hydrophobic, their use in fields where water absorption and hygroscopicity are required is limited.

Conventionally, the method of imparting water absorbency (the ability to absorb liquid water) to polyester fibers has mainly been in practice by forming a hydrophilic film on the surface of polyester fibers. Proposed methods include subjecting fibers to electrical discharge treatment, graft polymerizing polyester fibers with hydrophilic compounds such as acrylic acid and methacrylic acid, and etching the surface of polyester fibers with chemicals. Furthermore, a method has been proposed in which polyester fibers are made porous to utilize capillarity to improve water absorption.

On the other hand, many studies have been conducted on methods for imparting hygroscopic properties (ability to absorb gaseous water) to polyester fibers, and many proposals have been made, including polyalkylene glycol copolymerization. The effect of improving hygroscopicity is small, and the heat resistance and light resistance are significantly reduced, making it unusable.Also, by graft polymerizing acrylic acid or methacrylic acid to polyester fiber and then converting it into sodium salt, it can absorb moisture equivalent to that of cotton. Hygroscopic polyester fibers have also been proposed, but such fibers have many drawbacks, such as the hygroscopicity of such fibers, which easily decreases when washed, a significant decrease in color fastness, and a hard texture, making them impractical for practical use. I can't stand it.

On the other hand, a hygroscopic polyester fiber having a porous structure with capillary condensation ability obtained by steam-drawing undrawn polyester yarn blended with a specific oxalic acid complex has been proposed (Japanese Patent Laid-Open No. 54-93121). However, since the oxalate complex salt of the polyester fibers obtained in this manner easily dissolves in water, the fibers easily lose their hygroscopicity through high-pressure dyeing or washing, making them unsuitable for practical use.

In addition, in view of the importance of such capillary condensation type hygroscopic polyester fibers, the present inventor has made several proposals (Japanese Patent Application Laid-Open No. 155770/1982,
7969, JP 61-215770, JP 61-231221). However, even with such capillary condensation type polyester fibers, since the micropore-forming agent is water-soluble, it is undeniable that the hygroscopicity decreases due to high-pressure dyeing or washing. There has been a strong desire for the emergence of polyester fibers.

<Objective of the Invention> As is clear from the above, the object of the present invention is to provide polyester fiber with special micropores having capillary condensation ability, thereby achieving excellent hygroscopicity, especially in a high relative humidity atmosphere. Clothing that exhibits excellent moisture absorption properties, has sufficient durability against high-pressure dyeing, repeated washing, etc., exhibits a particularly excellent feeling when worn, and satisfies practical quality. The object of the present invention is to provide a hygroscopic polyester fiber that can be used as a product.

In order to achieve the above-mentioned object, the present inventors have discovered that polyester fibers containing polyoxyalkylene glycol and/or organic sulfonic acid metal salts undergo changes in hygroscopicity due to alkali treatment or amine treatment, and their resistance to high-pressure dyeing and washing. Regarding properties, we used various polyoxyalkylene glycols with different numbers of carbon atoms in alkylene groups, copolymer compositions, average molecular weights, etc., and various organic sulfonates with different chemical structures, cation types, etc. We conducted a thorough study. Conventionally known polyoxyalkylene glycol compounds, namely polyoxyethylene glycol, polyoxypropylene glycol, polyoxybutylene glycol, poly(oxyethylene/oxypropylene) glycol, poly(oxyethylene/oxybutylene) glycol, poly(oxybutylene/ In compounds in which at least one of the terminal hydroxyl groups of the oxypropylene glycol and the above-mentioned polyoxyalkylene glycol is blocked with a non-ester-forming organic group such as an ether bond, or an ester-forming organic group such as an ester bond or a carbonate bond, Those with excellent hydrophilicity are water-soluble;
As water solubility decreases, hydrophilicity is lost,
Until now, there have been no polyoxyalkylene glycol compounds that have the antinomic properties of hydrophilicity and water insolubility.

In view of this situation, the present inventor synthesized and tested a number of compounds in order to achieve the above objective by creating a new polyoxyethylene polyether that has the antinomic properties of hydrophilicity and water insolubility. As a result of repeating
It has been found that the above object can be achieved with a polyoxyethylene polyether made water-insoluble by copolymerizing ethylene oxide with a specific higher olefin oxide. In other words, by subjecting a polyester fiber blended with polyoxyethylene polyether, which has both high hydrophilicity and water insolubility, to weight loss treatment with an alkali and/or amine, the hygroscopicity is significantly increased compared to before the treatment. At the same time, we learned that the fibers obtained in this way show a sufficiently small decrease in hygroscopicity even after repeated dyeing and washing, so that they can be used as clothing products with excellent wearing comfort and practical quality. .

The present invention was completed as a result of repeated studies based on this knowledge.

<Structure of the Invention> The present invention provides (a) 100 parts by weight of aromatic polyester (
b) Water-insoluble polyoxyethylene polyether 0.
A hygroscopic polyester obtained by reducing the amount of fiber made of a polyester composition containing 2 to 30 parts by weight with an alkali and/or amine, and having a moisture absorption rate of 3% by weight or more at a temperature of 20°C and a relative humidity of 92%. It is related to fibers.

The aromatic polyester referred to in the present invention is an aromatic polyester having an aromatic ring in the chain unit of the polymer, which is a reaction between a bifunctional aromatic carboxylic acid or its ester-forming derivative and a diol or its ester-forming derivative. This is a polymer obtained by

The difunctional aromatic carboxylic acids mentioned here include terephthalic acid, isophthalic acid, orthophthalic acid, 1,5-naphthalene dicarboxylic acid, 2,5-naphthalene dicarboxylic acid,
2.6-naphthalene cafflebonic acid, 4.4'-biphenylene dicarboxylic acid, 3,3'-biphenylene dicarboxylic acid, 4.4'-diphenyl ether dicarboxylic acid, 4
．． 4'-diphenylmethane dicarboxylic acid, 4,4'-diphenylsulfone dicarboxylic acid, 4,4'-diphenylisopropylidene dicarboxylic acid, 1,2-bis<phenoxy>ethane-4,4'-dicarboxylic acid, 2,5- Anthracenedicarboxylic acid, 2.6-anthracenedicarboxylic acid, 4.4'-p-terphenylenedicarboxylic acid, 2
, 5-pyridinedicarboxylic acid, β-hydroxyethoxybenzoic acid, p-oxybenzoic acid, etc.
Terephthalic acid is particularly preferred.

Two or more of these difunctional aromatic carboxylic acids may be used in combination. In addition, in small amounts, in addition to these difunctional aromatic carboxylic acids, difunctional aliphatic carboxylic acids such as adipic acid, azelaic acid, sebacic acid, and dodecanedioic acid, and difunctional alicyclic carboxylic acids such as cyclohexanedicarboxylic acid can be used. Acid, 5-sodium sulfoisophthalic acid, etc. can be used alone or in combination of two or more.

In addition, diol compounds include ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, neopentyl glycol, 2-methyl-1
Preferred examples include aliphatic diols such as , 3-propanediol, diethylene glycol and trimethylene glycol, alicyclic diols such as 1,4-cyclohexanedimetatool, and mixtures thereof. Further, if the amount is small, polyoxyalkylene glycol whose both ends or one end are unblocked can be copolymerized with these diol compounds.

Furthermore, polycarboxylic acids such as trimellitic acid and pyromellitic acid, polyols such as glycerin, trimethylolpropane, and pentaerythritol can be used as long as the polyester is substantially linear.

Specific preferred aromatic polyesters include polyethylene terephthalate, polybutylene terephthalate, polyhexylene terephthalate, polyethylene naphthalate, polybutylene naphthalate, and polyethylene-1,2.
-Bis(phenoxy)ethane-4,4'-dicarboxylate, etc., as well as copolymerized polyesters such as polyethylene isophthalate/terephthalate, polybutylene terephthalate/inphthalate, polybutylene terephthalate/decane levoxylate, etc. can. Among these, polyethylene terephthalate and polybutylene terephthalate, which have well-balanced mechanical properties, moldability, etc., are particularly preferred.

Such aromatic polyesters can be synthesized by any method. For example, to explain polyethylene terephthalate, terephthalic acid and ethylene glycol are directly esterified, a lower alkyl ester of terephthalic acid such as dimethyl terephthalate and ethylene glycol are transesterified, or terephthalic acid and ethylene oxide are transesterified. The first stage reaction involves reacting the glycol esters of terephthalic acid and/or their low polymers, and the second stage involves heating the product under reduced pressure to undergo a polycondensation reaction until a desired degree of polymerization is achieved. It is easily produced by step reaction.

In the composition constituting the polyester fiber of the present invention, a water-insoluble polyoxyethylene polyether is blended with the above-mentioned aromatic polyester. In the present invention, water insolubility means that 5 g of a sample is added to 100 g of pure water.
After stirring at 00'C for 60 minutes, the mixture was allowed to cool to room temperature.
It is then subjected to natural filtration using JIS standard 5 A paper, and at that time, 90% by weight or more is filtered out.

As such water-insoluble polyoxyethylene polyether, all polyoxyethylene polyethers that satisfy the above-mentioned water insolubility conditions can be used, but among them, polyoxyethylene represented by the following general formula (1) is preferable. Examples include ethylene polyether.

Z-E(CH2C)bo)-(R'O)-R2]k...
・(1) In the above formula, Z is a residue of an organic compound having 1 to 6 active hydrogen atoms, such as methanol, propatool, butanol, phenol, ethylene glycol, bisphenol A, propylene glycol, butylene glycol, butanediol. , residues of hydroxyl group-containing compounds such as glycerin, trimethylolpropane, triethanolamine, diglycerin, pentaerythritol, and sorbitol, and residues of primary and secondary amines such as ethylenediamine, hexamethylenediamine, and diethylenetriamine. A hydroxyl group-containing compound is preferred. R1 is an alkylene group or substituted alkylene group having 6 or more carbon atoms, and preferably a substituted alkylene group having 6 to 50 carbon atoms. Particularly preferable examples of R1 include cyclohexyl group, phenylethylene group, hexylethylene group, methyl-pentylethylene group, heptylethylene group, methyl-
Examples include hexylethylene group and alkylethylene group having 12 to 40 carbon atoms. Moreover, R1 may be a mixture of two or more of the above.

R2 is a hydrogen atom, a monovalent hydrocarbon group having 1 to 40 carbon atoms, a monovalent hydroxy hydrocarbon group having 2 to 40 carbon atoms, or a monovalent acyl group having 2 to 40 carbon atoms; The hydrocarbon group is preferably an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group, an alkylaryl group or a hydroxyalkyl group. The acyl group is preferably an alkenoyl group, a cycloalkylcarbonyl group, an arylcarbonyl group or an alkylarylcarbonyl group. k is an integer from 1 to 6 corresponding to the number of active hydrogens that the organic compound that is the basis of Z has. D needs to be an integer such that kXfJ is 70 or more, and may be the same or different between or within molecules. kXll
When the value is less than 70, the polyester composition molded product finally obtained will have insufficient hydrophilic alkali durability such as antistatic properties. Furthermore, as the value of kXll increases, hydrophilicity and its durability improve;
If the value exceeds 00, it becomes difficult to notice significant improvement in hydrophilicity and durability, and on the contrary, it tends to become difficult to make the polyoxyethylene polyether insoluble in water. Preferably, it is an integer. A more preferable range of kX and Q is 10
It ranges from 0 to 500. m is an integer of 1 or more, preferably 1 or more and 1lXOj or less, and may be the same or different between or within molecules (provided that k is 2 to 6). If m is O in at most (k-1> branches) bonded to Z, the polyether is water-soluble when m is all ○. Therefore, the effect of the present invention is not achieved,
On the other hand, when m exceeds uxQ, 3, the hydrophobicity becomes too large and the hydrophilicity of the final crystals of the polyester composition obtained tends to be insufficient, which is not preferable. m
is more preferably an integer in the range of 1 to NX0,2.

C constituting such polyoxyethylene polyether
The arrangement of H2CH2O units and R2O units may be arbitrary, and each unit may be arranged randomly or each unit may form a block and be arranged in any order. It is particularly preferable to form a block and take an arrangement localized at the end of the polyether molecular chain because it has high hydrophilicity and allows the polyether to be highly water insolubilized by introducing a small amount of RjO units.

In addition, the number of carbon atoms is 3 within the range where the polyoxyethylene polyether has substantially both hydrophilicity and water insolubility.
-5 oxyalkylene units may be copolymerized, and introduction of such oxyalkylene units has the effect of lowering the melting point of the polyether and reducing its melt viscosity, so it may be preferable in handling the polyether. Examples of such oxyalkylene groups having 3 to 5 carbon atoms include oxypropylene groups, oxytetramethylene groups, oxyethylethylene groups, oxypropylethylene groups, and mixtures of two or more thereof.

Such polyoxyethylene polyether contains ethylene oxide, an olefin oxide having 6 or more carbon atoms, and optionally 3 to 5 carbon atoms as an active hydrogen compound.
Among the olefin oxides that can be synthesized by reacting alkylene oxides, nonene oxide, cyclohexene oxide, and α-olefin oxides having 12 to 40 carbon atoms are particularly preferred.

Particularly preferred specific examples of the above polyoxyethylene glycol polyethers are shown in the table below.

The amount of water-insoluble polyoxyethylene polyether blended is in the range of 0.2 to 30 parts by weight based on 100 parts by weight of the aromatic polyester. Preferably 1.0~
The amount is in the range of 20 parts by weight, particularly preferably in the range of 3.0 to 10 parts by weight. When the amount is less than 0.2 parts by weight, hydrophilicity is insufficient and sufficient hygroscopicity cannot be exhibited. Moreover, even if the amount exceeds 30 parts by weight, no improvement in hygroscopicity is observed, and instead the mechanical properties, heat resistance, and light resistance of the resulting composition are impaired.

An organic or inorganic ionic compound can be added to the composition constituting the polyester fiber of the present invention in order to further improve hygroscopicity, and it is preferable to do so. Among them, organic ionic compounds are preferable, and examples of such organic ionic compounds include the following general formula (
Sulfonic acid metal salts and sulfonic acid quaternary phosphonium salts shown in II) and (III) are preferred.

R303M...(I[) In the formula, R represents an alkyl group having 3 to 30 carbon atoms or an aryl group having 7 to 40 carbon atoms, and M represents an alkali metal or an alkaline earth metal. In the above formula (II>), when R is an alkyl group, the alkyl group may be linear or have a branched side chain.M is Na, K,
Alkali metals such as Li or alkaline earth metals such as Mg and Ca are preferred, with LiNa and K being particularly preferred. Such sulfonic acid metal salts may be used alone or in combination of two or more. Preferred specific examples include sodium stearylsulfonate, sodium octylsulfonate, sodium dodecylbenzenesulfonate, a mixture of sodium alkylsulfonates having an average number of carbon atoms of 14, sodium dodecylbenzenesulfonate (hard type, soft type), and dodecylbenzenesulfonate. Examples include lithium benzenesulfonate (hard type, soft type), magnesium dodecylbenzenesulfonate (hard type, soft type), and the like.

RS OsP RxR2R3R4”・(II[) In the formula, R is the same as the definition of R in the above formula (I[),
R1, R2, R3 and M are alkyl groups or aryl groups, with lower alkyl groups, phenyl groups or benzyl groups being preferred. Such quaternary phosphonium sulfonic acid salts may be used alone or in combination of two or more. Preferred specific examples include tetrabutylphosphonium alkylsulfonate having an average number of carbon atoms of 14, tetraphenylphosphonium alkylsulfonate having an average number of carbon atoms of 14, and tetraphenylphosphonium alkylsulfonate having an average number of carbon atoms of 1.
4, butyltriphenylphosphonium alkylsulfonate, tetrabutylphosphonium dodecylbenzenesulfonate (hard type, soft type), tetraphenylphosphonium dodecylbenzenesulfonate (hard type, soft type), benzyltriphenylphosphonium dodecylbenzenesulfonate ( hard type, soft type), etc.

Inorganic ionic compounds include potassium iodide, sodium chloride, calcium chloride, sodium thiocyanate,
Preferred examples include potassium thiocyanate, lithium thiocyanate, and cesium thiocyanate.

Such organic or inorganic ionic compounds may be one or two types.
More than one species may be used in combination. The blending amount is preferably in the range of 0.05 to 10 parts by weight per 100 parts by weight of the aromatic polyester. If it is less than 0.05 parts by weight, the effect of improving hygroscopicity is small, and if it exceeds 10 parts by weight, the mechanical properties of the fibers will be impaired. Among these, a range of 0.5 to 7 parts by weight is particularly preferable.

Any method may be used to blend the water-insoluble polyoxyethylene polyether and, if necessary, the organic and/or inorganic ionic compound, and both may be combined with the aromatic polyester at the same time or in any order. It can be blended with.

That is, at any stage until the bottom shape of the aromatic polyester is completed, for example, before the start of the polycondensation reaction of the aromatic polyester, during the polycondensation reaction, at the end of the polycondensation reaction and still in a molten state, the powder In the grain state, spinning stage, etc., both may be added after being melt-mixed in advance, or they may be added in two or more divided doses. You can. Furthermore, when added before the middle stage of the polycondensation reaction, it may be added after being dissolved or dispersed in a solvent such as glycol.

Note that an antioxidant and an ultraviolet absorber may be added to the composition constituting the polyester fiber of the present invention, and it is preferable to do so. In addition, flame retardants, optical brighteners, matting agents, colorants, and other additives may be added as necessary.

In order to make fibers from the polyester composition of the present invention, any spinning conditions can be employed without any problem. For example, a method of melt spinning at a speed of 500 to 2500 m7 minutes, drawing and heat treatment, a method of melt spinning at a speed of 1500 to 5000 m7 minutes, and carrying out drawing and false twisting simultaneously or sequentially, a method of 5000 m/min. Any spinning conditions may be adopted, such as melt spinning at high speed and omitting the stretching step depending on the application.

The fiber of the present invention thus obtained may be a solid fiber without a hollow portion or a hollow fiber with a hollow portion, and the outer shape and the shape of the hollow portion in the cross section of the fiber may be circular. Although the fibers may have irregular shapes, it is preferable to use irregular cross-sectional fibers having a cross-sectional deformation ratio of 50007IT or more, especially since the moisture absorption rate becomes high. Here, the cross-sectional deformation ratio (c
m-1) is the value obtained by dividing the length (Cm) of the contour line in the cross section of the fiber by the cross-sectional area of the cross section of the fiber (d), where d indicates the single fiber denier. Further, in the case of hollow fibers, the length of the contour line in the fiber cross section is calculated as the total length of the outer peripheral contour line and the inner peripheral contour line of the hollow portion.

Furthermore, the fiber of the present invention may be a core-sheath type composite fiber having a polyester composition blended with the water-insoluble polyoxyethylene polyether described above as a sheath component and an unmodified polyester as a core component. Even if it is a core-sheath type conjugate fiber that has a polyester as a core component and an unmodified polyester as a sheath component, a side-pie-side type conjugate fiber with two or more layers of the above composition and an unmodified polyester. It may be.

In order to impart hygroscopic properties to the polyester fibers thus obtained, the fibers are subjected to stretching heat treatment or false twisting as necessary, or after being made into a fabric, they are subjected to weight reduction treatment with an alkali and/or amine.

The alkalis mentioned here include sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide,
Refers to substances that hydrolyze polyester fibers, such as sodium carbonate and potassium carbonate. Among these, sodium hydroxide and potassium hydroxide are particularly preferred. Further, alkaline weight loss accelerators such as cetyltrimethylammonium bromide, lauryldimethylbenzylammonium chloride, etc. can be used as appropriate. The alkali weight loss treatment can be easily carried out by immersion treatment in the aqueous alkali solution or by pad/steam treatment of the aqueous alkali solution. The concentration of such an aqueous alkali solution varies depending on the type of alkali, processing conditions, etc., but is usually preferably in the range of 0.01 to 40% by weight, particularly 0.1 to 40% by weight.
A range of 30% by weight is preferred. Processing temperature is room temperature to 160℃
A range of 0.degree. C. is preferred.

In addition, the amine mentioned here may be any amine that has the property of decomposing polyester fibers, but
Typical examples include alkylamines such as monomethylamine, monoethylamine, n-propylamine, n-butylamine, i-butylamine, ethylenediamine, and monoethanolamine; aromatic amines such as aniline; It is typified by hydrazine hydrate and the like, including drazine. These amines can be preferably used normally as an aqueous solution or an aqueous dispersion, and the concentration thereof may be adjusted as appropriate depending on the composition of the target polyester fiber. It is preferable that the treatment temperature is usually 10 to 50°C. Generally, amines have a low boiling point, so the treatment temperature cannot be raised, and when the temperature is high, the decomposition rate tends to become too fast, which tends to cause problems in reproducibility.

The weight loss rate due to such alkali and/or amine treatment may be appropriately selected so as to obtain the desired moisture absorption rate.
It is preferable that the total weight loss rate is in the range of 2% by weight or more based on the weight of the fibers.

Furthermore, in the present invention, alkali treatment and amine treatment can be used together, and in this case, it is particularly preferable to carry out the alkali treatment after the amine treatment. The reason for this is that with amine treatment, amine decomposition progresses almost uniformly to the inside of the fiber due to the amine diffusing into the surface and inside of the fiber, whereas with alkaline treatment.

The theory is that alkaline decomposition proceeds sequentially from the surface of the fiber. Therefore, by performing an alkali treatment after creating some voids on the fiber surface and inside the fiber to increase the surface area by the amine treatment, the efficiency of the alkali treatment can be significantly improved, and the effect of increasing the moisture absorption rate can be more significantly obtained.

The polyester fiber of the present invention can be made to have a moisture absorption rate of 3% by weight or more at a temperature of 20°C and a relative humidity of 92%, thereby achieving the comfortable wearing feeling that is the objective of the present invention. can do. When the moisture absorption rate is less than 1% by weight, it is impossible to obtain clothing products that are comfortable to wear.

<Effects of the Invention> The hygroscopic polyester fiber of the present invention is made of a polyester composition blended with water-insoluble polyoxyethylene polyether, and the polyoxyethylene polyether has the antinomic properties of being highly hydrophilic and water-insoluble. By reducing the amount of fiber with alkali and/or amine, it is possible to not only make the fiber highly hygroscopic, but also to have sufficient durability against high-pressure dyeing, repeated washing, etc. has. Although there is no sufficient evidence as to why Gagaru's excellent durable hygroscopicity develops, a large number of fine pores with capillary condensation ability are formed by the above-mentioned weight loss treatment with alkali and/or amine, and the pore walls of Gagaru are It is presumed that this is because it is mainly composed of the above-mentioned polyoxyethylene polyether. Therefore, the polyester fiber of the present invention not only exhibits excellent durable moisture absorption properties, but also maintains the quick drying properties and easy care properties that are characteristic of polyester fibers, so it also has excellent moisture release properties.

As a result, water in a gaseous state moves smoothly from inside the clothing to the outside world through the moisture absorption-moisture release mechanism, and as a result, the humidity inside the clothing is kept low, resulting in an extremely comfortable wearing feeling.

Further, the polyester fiber of the present invention has yarn physical properties such as strength and fibril resistance at a level necessary for practical use, and has improved pill resistance.

Note that the polyester fiber of the present invention can be subjected to appropriate post-hydrophilization processing, etc., if necessary.

Such post-hydrophilic treatment includes, for example, a method of treatment with an aqueous dispersion of a polyester polyether block copolymer consisting of terephthalic acid and/or isophthalic acid or their lower alkyl esters, lower alkylene glycol, and polyalkylene glycol; , a method of graft polymerizing a hydrophilic heptamer such as methacrylic acid and then converting it into a sodium salt can be preferably employed.

<Example> Examples will be given below for further explanation. Parts and % in the examples indicate parts by weight and % by weight, respectively, and the washing treatment for measuring the moisture absorption rate and examining the durability of the obtained polyester 411 fibers was carried out by the following method.

(1) Moisture absorption measurement method Moisture absorption was determined from the absolute dry weight of the sample and the weight at a predetermined temperature and relative humidity using the following formula.

Moisture absorption rate = (Weight at given temperature and relative humidity 11 - (absolutely dry weight)
(2) Laundry treatment Using a domestic washing machine (National NA-68OL+), 2 g/Jll solution of New Enzyme Zabu (manufactured by Kao) was added for 30 summers (bath ratio 1
:30) Add the sample and wash at 40°C for 10 minutes in an automatic swirling water stream. After that, dehydrate and use 40℃ warm water 3.
01 (bath ratio 1:30) for 5 minutes and dehydration, followed by overflow water washing for 10 minutes and dehydration. The above washing was treated as one time, and this was repeated as many times as necessary.

Examples 1-4 100 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. ) was charged into a transesterification reactor, and the temperature was raised from 140°C to 220°C over 4 hours under a nitrogen gas atmosphere, and the resulting methanol was distilled out of the system to carry out the transesterification reaction. After completion of the transesterification reaction, 0.058 part of trimethyl phosphate (0.080 mol % based on dimethyl terephthalate) as a stabilizer and 0.024 part of dimethylpolysiloxane as an antifoaming agent were added. Then, after 10 minutes, 0.04 part of antimony trioxide was added. (
0.027 mol % based on dimethyl terephthalate) was added, the temperature was raised to 240°C while simultaneously expelling excess ethylene glycol, and the mixture was transferred to a polymerization vessel. Next, the following chemical CJH2,+1 ÷ CH2CHO-CH, H CJ H2J+1 (However, j is an integer from 20 to 28, and 1 is approximately 1 as an average value.
15, m is about lO as an average value).
Add the amount listed in the table and continue to increase the temperature at 760 mmH for 1 hour.
The pressure was reduced from g to 1 mm) Ig, and at the same time the temperature was raised from 240°C to 280°C over 1 hour and 30 minutes. 1 mm) 1
After further polymerization for 2 hours at a polymerization temperature of 280°C under reduced pressure of less than
Made by American Cyanamid Co., Ltd.〉0.1 part and mark AO-412S (made by Adeka Argus Chemical Co., Ltd.) 0
．． 3 parts were added under vacuum and then polymerized for an additional 30 minutes.

The intrinsic viscosity of the obtained polymer was 0.640 to 0.648.
The softening point was in the range of 261 to 262°C. This polymer was made into chips using a conventional method.

The chips were dried by a conventional method, melt-spun at 285°C using a spinneret with 24 circular spinning holes with a hole diameter of Ojmm, and then spun so that the elongation of the drawn yarn was 30%. A drawn yarn of 75 denier/24 filaments was obtained by drawing heat treatment using a heating roller at a drawing ratio of 80°C and a plate heater at 160°C.

The obtained drawn yarn was made into a knitted fabric, which was scoured and preset (180° C. x 45 seconds) by a conventional method to obtain silk fabric A.

Further, a knitted fabric B having a weight loss rate of 20% was obtained by treating with preset f&3.5% sodium hydroxide aqueous solution at boiling temperature.

Next, knitted fabric A and knitted fabric B were soaked in pure water at 130'C for 60 minutes.
After hot water treatment (model for dyeing treatment) for a minute, final setting (160° C. x 45 seconds) was performed according to a conventional method.

The obtained knitted fabric A and knitted fabric B were washed 0 times (LO
(referred to as L25) and repeated washing 25 times (referred to as L25)
The subsequent hygroscopicity was evaluated at a temperature of 20° C. and a relative humidity of 92%. The results are shown in Table 1.

Example 5 In place of the water-insoluble polyoxyethylene polyether used in Example 3, the following chemical formula % formula % (where j is an integer from 10 to 12, and in summer the average value is about 1
The same procedure as in Example 3 was carried out except that a water-insoluble polyoxyethylene polyether represented by 80 and m is about 20 as an average value was used, and the results shown in Table 1 were obtained.

Example 6 In place of the water-insoluble polyoxyethylene polyether used in Example 3, the following chemical formula (% formula %) (where j is an integer from 12 to 14, and 1 is an average value of about 1
Example 3 was carried out in the same manner as in Example 3, except that a water-insoluble polyether of the following formula was used. The results were as shown in Table 1.

Example 7 In Example 2, 2 parts of sodium alkylsulfonate having a carbon atom number of 8 to 20 and an average carbon atom number of 14 as a new ionic compound were added to a vacuum degree of 3 mmHg during the depressurization process of the polymerization reaction. The same procedure as in Example 3 was carried out except that the addition was carried out under vacuum 10 minutes after reaching the point. The results are shown in Table 1.

Example 8 The same procedure as in Example 7 was performed except that tetrabutylphosphonium dodecylbenzenesulfonate was used in place of the sodium alkylsulfonate used as the ionic compound in Example 7, and the results shown in Table 1 were obtained.

Example 9 Instead of the alkali reduction treatment performed in Example 8, 40
Amine reduction treatment with 3% monoethylamine aqueous solution
The same procedure as in Example 8 was performed except that the test was carried out at a constant temperature of 0°C. The results are shown in Table 1.

Example 10 Instead of the alkali weight loss treatment performed in Example 8, first, the weight loss rate was made 5% by amine treatment in a 40% monoethylamine aqueous solution at a constant temperature of 30°C, followed by sufficient water washing and subsequent treatment. The same procedure as in Example 8 was carried out, except that the alkali treatment was carried out with a 1.0% aqueous sodium hydroxide solution at boiling temperature so that the total weight loss rate was 20. The results are shown in Table 1.

Comparative Example 1 In place of the water-insoluble polyoxyethylene polyether used in Example 8, a water-soluble average molecule fL 80
The same procedure as in Example 8 was conducted except that 00 polyoxyethylene glycol was used. The results were as shown in Table 1.

hand Continued Ne01 Positive book October 72, 1999

Claims (2)

[Claims] (1) (a) 100 parts by weight of aromatic polyester (b)
Water-insoluble polyoxyethylene polyether 0.2~
A hygroscopic polyester fiber obtained by subjecting a fiber made of a polyester composition containing 30 parts by weight to a weight reduction treatment with an alkali and/or amine, and having a moisture absorption rate of 3% by weight or more at a temperature of 20° C. and a relative humidity of 92%. (2) Water-insoluble polyoxyethylene polyether has the following general formula (I) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ ... (I) (wherein, Z is an organic compound having 1 to 6 active hydrogens) Residue, R^1 is an alkylene group or substituted alkylene group having 6 or more carbon atoms, R^2 is a hydrogen atom, having 1 to 4 carbon atoms
0 monovalent hydrocarbon group, a monovalent hydroxy hydrocarbon group having 2 to 40 carbon atoms, or a monovalent acyl group having 2 to 40 carbon atoms, k is an integer of 1 to 6, l is k×l The hygroscopic polyester fiber according to claim (1), which is a polyoxyethylene polyether represented by m is an integer of 70 or more, and m is an integer of 1 or more.