JP6140039B2 - Polyester fiber - Google Patents

Description

  The present invention relates to a polyester fiber having improved anti-pilling properties.

  Conventionally, polyester fibers having improved anti-pilling properties are known. In the polyester fiber described in Patent Document 1, a phosphorus-containing polymer is dispersed in polyester under specific conditions. Further, in the polyester fiber described in Patent Document 2, a phosphorus compound is copolymerized with polyester. These polyester fibers can easily lower the strength and elongation at the time of dyeing and can exhibit anti-pilling properties.

  However, the polyester fibers described in Patent Document 1 and Patent Document 2 have a problem in dyeability with respect to disperse dyes at normal pressure, and the presence of water at a high temperature of 110 ° C. or higher in order to sufficiently exhibit anti-pilling properties. It was necessary to heat-treat below.

JP 58-186612 A JP-A 61-47818

  The present invention has been made to solve the above-described problems, and an object of the present invention is to provide a polyester fiber excellent in dyeability and anti-pilling property for disperse dyes at normal pressure.

The above-mentioned problem is a polyester fiber in which a dialkyl phosphate is copolymerized in a polyester (A); the polyester (A) mainly comprises a dicarboxylic acid component and a glycol component, and 75.0% of the dicarboxylic acid component. More than mol% is a terephthalic acid component, 2.0-10.0 mol% is a cyclohexane dicarboxylic acid component (a), and 2.0-8.0 mol% is an aliphatic dicarboxylic acid component (b). And the phosphoric acid dialkyl ester represented by the following formula (I) is copolymerized, and the phosphorus atom content derived from the phosphoric acid dialkyl ester is 0.5 to the total acid component constituting the polyester (A). Of the glycol component, 90.0 mol% or more is ethylene glycol, and 1.0-10.0 mol% is diethyleneglycol. A polyester fiber, which is a le, the intrinsic viscosity of the polyester fibers [eta] is solved by providing a polyester fiber is 0.3~0.6dl / g.

[In the above formula (I), R ¹ and R ² each independently represents an alkyl group having 3 to 8 carbon atoms. ]

  Another object of the present invention is to provide a method for producing an anti-pilling fabric characterized by producing a fabric using the polyester fiber and then dyeing the fabric in hot water at 80 to 100 ° C. Solved.

  According to the present invention, it is possible to provide a polyester fiber having excellent dyeability and anti-pilling property for disperse dyes at normal pressure.

  The present invention is a polyester fiber in which a dialkyl phosphate is copolymerized in polyester (A).

  Since the polyester (A) in the present invention is copolymerized with the cyclohexanedicarboxylic acid component (a), the aliphatic dicarboxylic acid component (b), and diethylene glycol, the resulting polyester fiber is dyed for disperse dyes at normal pressure. Excellent in properties. In addition, the polyester fiber of the present invention has the same strength as normal polyester fiber and good workability, but since the dialkyl phosphate is copolymerized in the polyester (A), hydrothermal treatment such as dyeing. When applied, the ester bond of the polyester fiber is cut, the strength is lowered, and excellent anti-pilling properties are exhibited.

  First, the polyester (A) in the polyester fiber of the present invention will be described. In the polyester (A), in addition to the terephthalic acid component of the dicarboxylic acid component, two types of cyclohexane dicarboxylic acid component (a) and aliphatic dicarboxylic acid component (b) are copolymerized, and ethylene is the glycol component. In addition to glycol, it is important that diethylene glycol is copolymerized. The cause is not clear, but the presence of these three components ensures excellent dyeing rate under normal pressure, fastness to washing, fastness to light, and when spinning by high-speed spinning method without stretching However, stable high-speed spinnability can be obtained.

  Among the dicarboxylic acid components, when cyclohexanedicarboxylic acid component (a) is copolymerized with polyethylene terephthalate, it has a characteristic that the disorder of the crystal structure is small. Excellent fibers can be obtained. Here, the cyclohexanedicarboxylic acid component (a) can be introduced into the polyester by copolymerizing cyclohexanedicarboxylic acid or an ester-forming derivative thereof.

  By copolymerizing the cyclohexanedicarboxylic acid component (a), the crystal structure of the polyester fiber is disturbed, and the orientation of the amorphous part is lowered. Therefore, it becomes easy for the disperse dye to penetrate into the fiber, and the atmospheric dyeability of the disperse dye can be improved. Furthermore, since cyclohexanedicarboxylic acid component (a) has less disordered crystal structure than other aliphatic dicarboxylic acid components, it has excellent light fastness.

  In the polyester (A), the copolymerization amount of the cyclohexanedicarboxylic acid component (a) in the dicarboxylic acid component is 2.0 to 10.0 mol%, preferably 5.0 to 10.0 mol%. Among the dicarboxylic acid components, when the copolymerization amount of the cyclohexanedicarboxylic acid component (a) is less than 2.0 mol%, the degree of orientation of the amorphous part inside the fiber is high, and thus the dyeability under normal pressure environment is high. Insufficient and the desired dyeing rate cannot be obtained. Also, among the dicarboxylic acid components, when the copolymerization amount of the cyclohexanedicarboxylic acid component (a) exceeds 10.0 mol%, good quality with respect to dyeing properties such as dyeing rate, washing fastness, light fastness, etc. Can be secured. However, when spinning with high-speed spinning without drawing, the glass transition temperature of the resin is low and the degree of orientation of the amorphous part inside the fiber is low, which stabilizes the occurrence of spontaneous elongation during high-speed winding. High speed spinnability cannot be obtained, and stable fiber properties cannot be obtained.

  The cyclohexanedicarboxylic acid used in the present invention includes three positional isomers such as 1,2-cyclohexanedicarboxylic acid, 1,3-cyclohexanedicarboxylic acid, and 1,4-cyclohexanedicarboxylic acid. Any positional isomer may be copolymerized from the viewpoint of obtaining the effect of the present invention, and a plurality of positional isomers may be copolymerized. Each positional isomer has a cis / trans isomer, but any stereoisomer may be copolymerized, or both cis / trans isomers may be copolymerized. . The same applies to the cyclohexanedicarboxylic acid derivative.

  Similarly to the cyclohexanedicarboxylic acid component (a), the aliphatic dicarboxylic acid component (b) is disturbed in the crystal structure of the polyester fiber, and the orientation of the amorphous part is lowered, so that the disperse dye can penetrate into the fiber. It becomes easy and it becomes possible to improve atmospheric dyeability. Here, the aliphatic dicarboxylic acid component (b) can be introduced into the polyester by copolymerizing an aliphatic dicarboxylic acid or an ester-forming derivative thereof.

  Specifically, when the aliphatic dicarboxylic acid component (b) is copolymerized with polyethylene terephthalate in an amount of 2.0 to 8.0 mol%, the low temperature setting property is also effective. Therefore, when the polyester fiber obtained by the present invention is heat-set for stabilizing the shape after making the woven or knitted fabric, the heat-setting temperature can be lowered. In knit applications, the low temperature setting property is a preferable physical property. When the polyester fiber of the present invention is mixed with a material other than polyester such as wool, cotton, acrylic, polyurethane, etc., the physical property of the material other than polyester is set to the temperature required for heat setting. It is possible to suppress it to such an extent that it does not decrease. In addition, even when polyester fibers are used alone, it is possible to cope with general existing knit equipment, and the use can be expected to expand.

  The polyester (A) has a copolymerization amount of the aliphatic dicarboxylic acid component (b) of the dicarboxylic acid component of 2.0 to 8.0 mol%, preferably 2.5 to 7.0 mol%, More preferably, it is 3.0-6.0 mol%. Among the dicarboxylic acid components, when the copolymerization amount of the aliphatic dicarboxylic acid component (b) is less than 2.0 mol%, the dyeability of the disperse dye under the normal pressure environment is insufficient, and the desired dyeing rate is obtained. Absent. Further, among the dicarboxylic acid components, when the copolymerization amount of the aliphatic dicarboxylic acid component (b), particularly the adipic acid component, exceeds 8.0 mol%, the dyeing rate increases, but the high-speed spinning technique does not involve stretching. When the yarn is produced with, the degree of orientation of the amorphous part inside the fiber becomes low. For this reason, stable high-speed spinnability cannot be obtained due to remarkable spontaneous elongation during high-speed winding, and stable fiber properties cannot be obtained.

  Preferred examples of the aliphatic dicarboxylic acid component (b) include aliphatic dicarboxylic acid components such as an adipic acid component, a sebacic acid component, and a decanedicarboxylic acid component. These may be used alone or in combination of two or more.

  As long as the normal pressure dyeability and quality of the polyester fiber of the present invention are not deteriorated, other dicarboxylic acid components other than the terephthalic acid component, the cyclohexanedicarboxylic acid component, and the aliphatic dicarboxylic acid component may be copolymerized. Also good. Specifically, you may copolymerize aromatic dicarboxylic acid components, such as an isophthalic acid component and a naphthalene dicarboxylic acid component, individually or in multiple types in the range of 10.0 mol% or less in total.

  However, copolymerization of these components not only makes the transesterification reaction and polycondensation reaction complicated, but if the copolymerization amount exceeds an appropriate range, washing fastness may be reduced. Specifically, if the isophthalic acid component exceeds 10 mol% with respect to the dicarboxylic acid component, even if the constituent requirements of the present invention are satisfied, the fastness to washing may be reduced. The use in the following is desirable, and it is more desirable that it is 0 mol% (no copolymerization).

  Next, the dialkyl phosphate represented by the following formula (I) copolymerized in the polyester (A) will be described.

In said formula (I), R < ¹ > and R < ² > represents a C3-C8 alkyl group each independently. Here, R ¹ and R ² are selected from a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, and an octyl group. The alkyl group may be a linear alkyl group or a branched alkyl group, but is preferably a linear alkyl group. R ¹ and R ² may be the same alkyl group or different alkyl groups.

  Specific examples of the dialkyl phosphate represented by the above formula (I) include di-n-propyl phosphate, di-n-butyl phosphate, di-t-butyl phosphate, di-n-pentyl phosphate, di-n- Hexyl phosphate, di-n-heptyl phosphate, di-n-octyl phosphate, (n-propyl) (n-butyl) phosphate, (n-propyl) (n-pentyl) phosphate, (n-propyl) (n-hexyl) ) Phosphate, (n-propyl) (n-heptyl) phosphate, (n-propyl) (n-octyl) phosphate, (n-butyl) (n-pentyl) phosphate, (n-butyl) (n-hexyl) phosphate , (N-butyl) (n-heptyl) phosphate, (n-butyl) (n-octyl) phosphate , (N-pentyl) (n-hexyl) phosphate, (n-pentyl) (n-heptyl) phosphate, (n-pentyl) (n-octyl) phosphate, (n-hexyl) (n-heptyl) A phosphate, (n-hexyl) (n-octyl) phosphate, (n-heptyl) (n-octyl) phosphate, etc. can be mentioned. Further, in the phosphoric acid dialkyl ester represented by the above formula (I), one or both of the two alkyl groups forming the phosphoric acid ester is a branched alkyl group instead of an n-alkyl group. Of course, dialkyl esters can also be used. The polyester (A) may be modified by one kind of the above-described dialkyl phosphate ester or may be modified by two or more kinds.

In the present invention, the reason for using the polyester (A) modified with a phosphoric acid dialkyl ester in which R ¹ and R ² are alkyl groups having 3 to 8 carbon atoms is that R ¹ and R ² are methyl groups This is because, in the case of an ethyl group, the dialkyl phosphate is very easily decomposed and cannot be effectively used for modifying polyester. On the other hand, when the polyester is modified using a phosphoric acid dialkyl ester in which R ¹ and R ² are alkyl groups having 9 or more carbon atoms, the polyester obtained by modification becomes yellowish and the color tone becomes poor. It is not preferable.

  And in polyester (A), content of the phosphorus atom derived from the phosphoric acid dialkyl ester shown by said Formula (I) is 0.5-2.5 mol with respect to all the acid components which comprise polyester (A). %. When the content of phosphorus atoms derived from the dialkyl phosphate represented by the above formula (I) is less than 0.5 mol% based on the total acid components, fibers and fabrics having excellent anti-pilling properties can be obtained. Absent. The content of phosphorus atoms derived from the dialkyl phosphate represented by the above formula (I) is preferably 0.8 mol% or more based on the total acid components constituting the polyester (A), and 0.9 More preferably, it is at least mol%. On the other hand, if it exceeds 2.5 mol%, the anti-pilling property can be imparted, but it becomes difficult to adjust the degree of polymerization when producing the polyester (A), or the hydrolysis during the fiber production process becomes remarkable, resulting in a lot The difference between the two becomes large, and the mechanical properties of the resulting fiber decrease. As a result, damage in the process of spinning the fiber or making it into a fabric becomes significant, which is not preferable. The content of phosphorus atoms derived from the dialkyl phosphate represented by the above formula (I) is preferably 1.5 mol% or less with respect to the total acid component constituting the polyester (A), and 1.3 More preferably, it is at most mol%.

Next, diethylene glycol copolymerized in the glycol component will be described.

In addition to modifying the dicarboxylic acid component with cyclohexanedicarboxylic acid and aliphatic dicarboxylic acid, the polyester (A) of the present invention needs to contain 1.0 to 10.0 mol% of diethylene glycol among the glycol components. It is. In polyester, since the linear part copolymerized with diethylene glycol is amorphous, heating to the glass transition point (Tg) or higher facilitates penetration of disperse dyes due to structural changes due to orientation relaxation, even at low temperature conditions. Good dyeability can be obtained. When the copolymerization amount of diethylene glycol is less than 1.0 mol%, it is not preferable because it leads to a decrease in heat resistance and a decrease in light resistance, and low-temperature dyeability deteriorates. On the other hand, the copolymerization amount of diethylene glycol is 10.0 mol. If the ratio exceeds 50%, the spinning tone is deteriorated due to a decrease in melt viscosity and thermal deterioration, and the light resistance and heat resistance of the obtained raw cotton are also unfavorable. Therefore, in order to satisfy the effect of the present invention, it is necessary that the amount of copolymerized diethylene glycol is 1.0 to 10 mol% among the glycol components in the polyester (A), and 2.0 to 8.0 mol. % Is more preferable.

  The intrinsic viscosity [η] of the polyester fiber of the present invention is 0.30 to 0.60 dl / g when measured using an Ubbelohde viscometer at 30 ° C. in an equal weight mixed solvent of phenol and tetrachloroethane. It is preferable that it is 0.35 to 0.58 dl / g. An intrinsic viscosity [η] of less than 0.30 dl / g is not preferable because melt spinnability is deteriorated. On the other hand, if the intrinsic viscosity [η] exceeds 0.60 dl / g, the anti-pilling properties of a fabric formed from the fiber, a sewn product formed from the fabric, and the like are not preferable.

  Further, the polyester (A) has a matting agent such as titanium oxide, barium sulfate or zinc sulfide, a heat stabilizer such as phosphoric acid or phosphorous acid, or a surface treatment such as a light stabilizer, antioxidant or silicon oxide. An agent or the like may be included as an additive. By using silicon oxide, the resulting fiber can give fine irregularities to the fiber surface after weight loss processing. Furthermore, thermal decomposition during heat melting or subsequent heat treatment can be suppressed by using a heat stabilizer. Moreover, the light resistance at the time of use of a fiber can be improved by using a light stabilizer, and it is also possible to improve dyeability by using a surface treating agent.

  These additives may be added in advance to the polymerization system when the polyester (A) is obtained by polymerization. In general, however, it is preferable to add an antioxidant or the like at the end of the polymerization, and it is particularly preferable to adversely affect the polymerization system or when the additive is deactivated under the polymerization conditions. On the other hand, matting agents, heat stabilizers, and the like are preferably added at the time of polymerization because they are easily dispersed uniformly in the resin polymer.

  The manufacturing method of the polyester fiber of this invention is not specifically limited, It can manufacture by the method described in detail in the above-mentioned patent document 2. That is, it consists of a dicarboxylic acid component and a glycol component, and among the dicarboxylic acid components, 75.0 mol% or more is a terephthalic acid component, and 2.0 to 10.0 mol% is a cyclohexanedicarboxylic acid component (a). 2.0 to 8.0 mol% is the aliphatic dicarboxylic acid component (b), and among the glycol components, 90.0 mol% or more is ethylene glycol, and 1.0 to 10.0 mol% is Using a raw material that is diethylene glycol, a prepolymer is produced by performing an esterification reaction or a transesterification reaction (first stage reaction), and then the prepolymer obtained by the first stage reaction is subjected to reduced pressure. At any point in the stage of heating and polycondensation to produce the final polyester (second stage reaction), the dialkyl phosphate represented by the above formula (I) is converted to By adding to the reaction system, it is possible to obtain a polyester copolymerized with phosphoric acid dialkyl ester (A).

  The polyester (A) can be melt-kneaded using, for example, a single-screw extruder or a twin-screw extruder, and fibers can be obtained using a normal melt spinning apparatus. In addition, it is possible to arbitrarily set the cross-sectional shape and the diameter of the obtained fiber depending on the shape and size of the die.

  The method for drawing the polyester fiber melt-spun in this way is not particularly limited. The undrawn yarn may be produced once and then heated and drawn, or drawn at a high speed and drawn simultaneously with spinning. The obtained drawn yarn may be either a filament or a staple, but from the viewpoint of requiring anti-pilling properties, there is a great advantage in using the polyester fiber of the present invention when it is a staple. Fabrics such as woven fabrics and knitted fabrics are produced using the polyester fibers thus obtained.

  It is preferable to produce a fabric using the polyester fiber of the present invention and then dye the fabric in hot water. Although you may dye | stain at the temperature of 100-110 degreeC, it is more preferable to dye | stain in 80-100 degreeC hot water from a viewpoint of energy consumption suppression. If the temperature of the hot water is less than 80 ° C., there is a possibility that excellent anti-pilling properties may not be obtained. The temperature of hot water is more preferably 90 ° C. or higher. On the other hand, if the temperature of the hot water treatment exceeds 100 ° C., it cannot be dyed under normal pressure, which may be disadvantageous in terms of cost in terms of apparatus and energy consumption.

  As for the dyeing rate of the disperse dye of the polyester fiber of the present invention, the dyeing rate at 90 ° C. is preferably 80% or more, and the dyeing rate at 95 ° C. is preferably 85% or more. Below these dyeing rates, it is not preferable because a sufficient dyeing rate cannot be obtained even with easy dyes of medium to low molecular weight dyes (SE to E type). Furthermore, even if knitting and weaving with materials other than polyester, such as wool, cotton, acrylic, and polyurethane, it may be difficult to obtain sufficient dyeability in a normal pressure environment.

  The polyester fiber of the present invention preferably has a wash fastness of 4th grade or more due to discoloration, attached contamination, and liquid contamination. It is not preferable from the viewpoint of handleability when any one of the fastness to washing of discoloration, attached contamination, and liquid contamination is grade 3 or less.

  The polyester fiber of the present invention preferably has a light fastness of 4 or higher. When light fastness is 3rd grade or less, it is not preferable from the viewpoint of handleability.

  According to the present invention, it is possible to perform dyeing with excellent darkness and fastness in dyeing under an atmospheric pressure environment, and stable quality and processability even in a direct spinning drawing method or other general melt spinning methods. Can be obtained. In addition, good dyeability and yarn quality can be secured even for mixed fibers with materials other than polyester fibers that require atmospheric dyeability. Furthermore, since the phosphoric acid dialkyl ester represented by the above formula (I) is copolymerized, the ester bond is cleaved by hot water treatment by dyeing, the strength is lowered, and excellent anti-pilling properties are exhibited.

  Here, as for the polyester fiber of this invention, it is preferable that the strength after dyeing is 4.6 cN or less, More preferably, it is 4.0 cN or less. When the strength exceeds 4.6 cN, it is not preferable from the viewpoint of anti-pilling property. In addition, the said strength shows the value measured by the method described in the Example mentioned later.

  Hereinafter, the present invention will be described more specifically with reference to examples. The amount of copolymerization of dicarboxylic acid component and glycol component, fineness, strength / strength, elongation, intrinsic viscosity, spinnability, dyeing method, dyeing rate, dyeing concentration (K / S), fastness to washing, fastness to light The degree of anti-pilling property was evaluated according to the following method.

<Copolymerization amount of dicarboxylic acid and glycol component>
The copolymerization amount is obtained by dissolving polyester (A) in a heavy trifluoroacetic acid solvent at a concentration of 0.5 g / L and using a 500 MHz ¹ H-NMR (JEOL nuclear magnetic resonance apparatus LA-500) apparatus at 50 ° C. Measured.

<Fineness>
Evaluation was made according to JIS L1015 “Testing method for chemical fiber staples (8.5.1)”.

<Strength / Strength>
The evaluation was made according to JIS L1015 “Testing method for chemical fiber staples (8.7.1)”.

<Elongation>
The evaluation was made according to JIS L1015 “Testing method for chemical fiber staples (8.7.1)”.

<Intrinsic viscosity dl / g>
Measurement was performed using a mixed solvent of phenol / tetrachloroethane (volume ratio 1/1) as a solvent at 30 ° C. using an Ubbelohde viscometer (HRK-3 type, manufactured by Hayashi Seisakusho).

<Spinnability>
Spinnability was evaluated according to the following criteria.
A: In continuous spinning for 24 hours, no yarn breakage occurred and the spinnability was good.
Δ: In continuous spinning for 24 hours, slight breakage occurred during spinning.
X: In continuous spinning for 24 hours, many yarn breaks occurred during spinning, and spinning could not be performed.

<Dyeing method>
The obtained fiber knitted fabric was scoured and dyed with a disperse dye under the following conditions.
(Dispersion dyeing)
Dye: Dianix NavyBlue SPH conc 5.0% omf
Auxiliary agent: Disper TL: 1.0 cc / l
ULTRA MT-N2: 1.0cc / L
Bath ratio: 1/50
Dyeing temperature x time: 90 ° C x 40 minutes or 95 ° C x 40 minutes (reduction washing)
Sodium hydroxide: 1.0 g / L
Hydrosulfite sodium: 1.0 g / L
Amiradine D: 1.0 g / L
Bath ratio: 1/50
Reduction cleaning temperature x time: 80 ° C x 20 minutes

<Dyeing rate>
In the above staining method, the stock solution before dyeing and the residual solution after dyeing are each diluted with acetone water (acetone / water = 1/1 mixed solution) at any same magnification, and after measuring the respective absorbances, they are shown below. The dyeing rate was calculated from the formula.
Absorbance meter: spectrophotometer HITACHI
HITACHI Model 100-40
Spectrophotometer
Dyeing rate = (A−B) / A × 100 (%)
Here, A and B in the above formulas respectively represent the following.
A: Absorbance of stock solution (acetone water diluted solution) B: Absorbance of dyeing residual solution (acetone water diluted solution)

<Dyeing concentration (K / S)>
The dyeing density (K / S) was determined from the Kubelka-Munk equation shown below by measuring the reflectance R at the maximum absorption wavelength of the sample knitted fabric after dyeing (95 ° C. × 40 minutes).
Spectral reflectometer: spectrophotometer HITACHI
C-2000S Color Analyzer
K / S = (1-R) ² / 2R

<Washing fastness>
It measured based on the measuring method of JISL-0844 using the said sample fabric after dyeing | staining.

<Light fastness>
It measured based on the measuring method of JIS L-0842 using the said dyed sample knitted fabric.

<Anti-pilling properties>
The anti-pilling property of the dyed sample knitted fabric is measured according to JIS L-1076.6.1. Measurement was performed according to Method A (method using an ICI type tester).

Example 1
Of the dicarboxylic acid component, 89.0 mol% is terephthalic acid (hereinafter sometimes abbreviated as TA), and 5.0 mol of 1,4-cyclohexanedicarboxylic acid (hereinafter also abbreviated as CHDA). %, Among the total carboxylic acid component and glycol component each containing 5.0 mol% adipic acid (hereinafter sometimes abbreviated as ADA), 95.0 mol% is ethylene glycol, After transesterification with a glycol component in which mol% is diethylene glycol, polycondensation reaction was performed by adding 1.0 mol% of di-n-butyl phosphate to the total acid component. A polyester (A) having the composition described above was obtained.

  This polyester (A) was supplied to a melt spinning apparatus using a 40φ extruder and spun from a spinneret having a round spinning hole. The obtained yarn is stretched 2.5 times by a water bath two-stage stretching method, and then mechanically crimped and cut into 38 mm fibers to obtain a single fineness of 1.5 dtex, a single fiber strength of 6.0 cN, and a single fiber strength. A staple having 4.0 cN / T and a single fiber elongation of 20% was produced.

  The obtained staple was used as a spun yarn of 40th cotton for warp and weft yarns to produce a 2/2 twill fabric. No trouble occurred in the spinning process and weaving process. The resulting fabric was dyed with a disperse dye. The physical properties of the resulting fabric are shown in Table 2. The dyeing rate of the obtained woven fabric was 92% at 90 ° C., 96% at 95 ° C., and the dyeing density (K / S) was 28, showing good atmospheric pressure dyeability. The quality without any problems with respect to fastness to washing and fastness to light. Further, the strength of the single fiber after dyeing at 95 ° C. was lowered to 4.20 cN, and the anti-pilling property of the woven fabric was also good.

Examples 2-9
A woven fabric was obtained in the same manner as in Example 1 except that the polyester fiber was produced by changing the spinning conditions as shown in Table 1. The dyeing rate and dyeing density (K / S) of the resulting fabric showed good atmospheric pressure dyeability without any problems. The quality without any problems with respect to fastness to washing and fastness to light. Moreover, the anti-pilling property was also good.

Example 10
A woven fabric was prepared in the same manner as in Example 1 except that di-n-butyl phosphate was changed to di-n-hexyl phosphate. The physical properties of the resulting fabric are shown in Table 2. There were no problems with regard to atmospheric dyeability, fastness to washing, and fastness to light. Moreover, the anti-pilling property was also good.

Example 11
A woven fabric was produced in the same manner as in Example 1 except that adipic acid was changed to sebacic acid (hereinafter sometimes abbreviated as SBA). The physical properties of the resulting fabric are shown in Table 2. There were no problems with regard to atmospheric dyeability, fastness to washing, and fastness to light. Moreover, the anti-pilling property was also good.

Examples 12 and 13
A woven fabric was produced in the same manner as in Example 1 except that the intrinsic viscosity was changed by adjusting the polymerization reaction time. The physical properties of the resulting fabric are shown in Table 2. There were no problems with regard to atmospheric dyeability, fastness to washing, and fastness to light. Moreover, the anti-pilling property was also good.

Comparative Examples 1-6
A woven fabric was obtained in the same manner as in Example 1 except that the polyester fiber was produced by changing the spinning conditions as shown in Table 1. The physical properties of the resulting fabric are shown in Table 2.

  In Comparative Example 1, the anti-pilling property was inferior because the amount of copolymerization of the dialkyl phosphate in the polyester (A) was small. In Comparative Example 2, the spinnability was poor because the amount of the dialkyl phosphate in the polyester (A) was large. In Comparative Examples 3 and 5, since the cyclohexanedicarboxylic acid component or the aliphatic dicarboxylic acid component is not copolymerized, the dyeing rate, the dyeing concentration is insufficient, and the fiber physical properties do not show atmospheric pressure dyeability. On the other hand, in Comparative Examples 4 and 6, since the amount of copolymerization of the cyclohexanedicarboxylic acid component or the aliphatic dicarboxylic acid component was large, the spinnability deteriorated and the fiber was not obtained.

Comparative Examples 7 and 8
In Comparative Example 7, the amount of diethylene glycol copolymerization in the glycol component is small, so that the dyeing rate and concentration are insufficient. On the other hand, in Comparative Example 8, the amount of diethylene glycol copolymerization is large and the spinnability is deteriorated. However, the fiber was not obtained.

Comparative Example 9
Except for changing di-n-butyl phosphate to di-n-ethyl phosphate, an attempt was made in the same manner as in Example 1, but the yarn was frequently broken due to severe decomposition of the dialkyl phosphate in the spinning process. Spinnability was extremely poor.

Comparative Examples 10 and 11
A woven fabric was produced in the same manner as in Example 1 except that the intrinsic viscosity was changed by adjusting the polymerization reaction time. The physical properties of the resulting fabric are shown in Table 2. In Comparative Example 10, since the intrinsic viscosity was too low in the spinning process, yarn breakage occurred frequently, and the spinnability was extremely poor. In Comparative Example 11, the anti-pilling property was poor because the intrinsic viscosity was too high.

The polyester fiber of the present invention can be effectively used in a wide variety of general clothing such as formal or casual fashion clothing for men and women, sports use, uniform use, and the like. Furthermore, the present invention can be effectively used for general material applications, for example, interior material applications such as automobiles and airplanes, living material applications such as shoes and bags, and industrial material applications such as curtains and carpets.

Claims (2)

Polyester fiber in which dialkyl phosphate is copolymerized in polyester (A);
The polyester (A) is mainly composed of a dicarboxylic acid component and a glycol component. Among the dicarboxylic acid components, 75.0 mol% or more is a terephthalic acid component, and 2.0 to 10.0 mol% is a cyclohexanedicarboxylic acid component ( a), 2.0 to 8.0 mol% of the aliphatic dicarboxylic acid component (b), and a dialkyl phosphate represented by the following formula (I) is copolymerized to form the dialkyl phosphate The content of phosphorus atoms derived from is 0.5 to 2.5 mol% with respect to the total acid component constituting the polyester (A), and 90.0 mol% or more of the glycol component is ethylene glycol. There, a polyester fiber characterized by 1.0 to 10.0 mol% of diethylene glycol, the intrinsic viscosity of the polyester fibers [eta] is 0.3 to 0 Polyester fiber is a 6dl / g.

[In the above formula (I), R ¹ and R ² each independently represents an alkyl group having 3 to 8 carbon atoms. ] A method for producing an anti-pilling fabric, comprising producing a fabric using the polyester fiber according to claim 1 and then dyeing the fabric in hot water at 80 to 100 ° C.