JP6625543B2 - Treatment agent for friction false twisting of synthetic fibers and use thereof - Google Patents

Description

  The present invention relates to a treatment agent for false twisting of synthetic fibers and its use. More specifically, the present invention relates to a friction false twisting treatment agent for synthetic fibers capable of producing high quality false twisted yarn with high efficiency, a synthetic fiber filament yarn using the same, and a method for producing false twisted yarn. Things.

  The false twisted yarn is obtained by heating the yarn with a heating device (heater) and drawing the yarn while twisting the yarn with the false twist device. In recent years, the use of this false twisted yarn has been widened not only for general clothing and clothing, but also for cotton wadding, fabric for resin coating, and the like. Furthermore, the production of special yarns such as fine denier yarns, full dull yarns, and bright irregular cross-section yarns, which have high added value, also tends to increase, and the demand is steadily increasing along with the increase in the world population. For this reason, raising the productivity of high-quality false twisted yarn has become a very important issue.

  However, increasing the productivity, that is, increasing the processing speed, is caused by fiber tension fluctuations (surging) and poor convergence caused by friction generated between fibers and rollers, fibers and guides, fibers and false twist units, and fibers.・ Produce problems such as poor antistatic. If these problems are serious during the false twisting of the fiber, processing defects such as fluff, broken yarn, white powder, and stain spots are caused, and it becomes difficult to obtain a high quality processed yarn. Further, as the processing speed increases, the temperature of the heater for heating the fiber also increases, so that the amount of smoke generated from the fiber treatment agent increases and the working environment deteriorates. In addition, heat degradation products tend to be deposited on the heater, leading to contamination of the yarn path. It is necessary to thoroughly clean the heater that heats the fiber in order to reduce fluff, yarn breaks, white powder, and spots, but since cleaning the heater requires a lot of time and labor, this is also a problem. It was a factor that hindered the improvement of sex.

As a general method of determining the processing speed, a method is adopted in which the speed is reduced by about 100 to 200 m / min with respect to the minimum speed at which abnormal tension is observed (referred to as surging speed). That is, if the surging speed is 1000 m / min, the false twisting speed is set to 800 to 900 m / min.
In view of the above, in order to improve the productivity of false twisted yarn, it is essential to increase the surging speed, and a fiber treatment agent that satisfies this requirement is desired.
For example, a fiber treating agent using a specific polyether compound and a fatty acid potassium salt in combination (for example, Patent Document 1) has been proposed.

  However, even with the fiber treating agent as disclosed in Patent Document 1, the performance for the above-mentioned requirements was insufficient. That is, with respect to the increase in processing speed, satisfactory results have not been obtained in terms of sufficient suppression of fluff, yarn breakage, white powder, and spots, and prevention of stains accumulated on the heater.

Japanese Patent Application Laid-Open No. Hei 2-2697878

  SUMMARY OF THE INVENTION An object of the present invention is to provide a synthetic fiber capable of efficiently producing a high-quality false-twisted yarn with reduced problems of fluff, broken yarn, white powder, and spots, and that can further extend the cleaning cycle of the heater. Another object of the present invention is to provide a friction false twist treating agent, a synthetic fiber filament yarn using the same, and a method for producing false twisted yarn.

  The present inventors have made intensive studies and found that a treatment agent for false false twisting of synthetic fibers containing a specific compound (A) and a polyether compound (B) can solve the above problems, The present invention has been reached.

  That is, the treating agent for false false twisting of synthetic fibers of the present invention contains a compound (A) represented by the following general formula (1) and a polyether compound (B) represented by the following general formula (2). is there.

（但し、Ｒ^１は炭素数３〜２９のアルキル基又はアルケニル基を示す。Ｒ²は炭素数４〜２４のアルキル基又はアルケニル基を示す。ＡＯは炭素数が２又は３のオキシアルキレン基を示す。ｍ及びｎはＡＯの平均付加モル数を示し、ｍ＋ｎが１〜２５を満たす数である。）

(However, R ¹ represents an alkyl group or alkenyl group having 3 to 29 carbon atoms. R ² represents an alkyl group or alkenyl group having 4 to 24 carbon atoms. AO represents an oxyalkylene group having 2 or 3 carbon atoms.) M and n indicate the average number of moles of AO added, and m + n is a number satisfying 1 to 25.)

（但し、Ｒ^３は、水素原子、炭素数１〜３０のアルキル基又は炭素数１〜３０のアルケニル基を示す。アルキル基及びアルケニル基は、直鎖又は分枝鎖のいずれの構造から構成されていてもよい。ＰＯはオキシプロピレン基、ＥＯはオキシエチレン基を示す。ａ及びｂは、各々の平均付加モル数を示し、ａ＝１〜５０、ｂ＝１〜１００である。［（ＰＯ）_a／（ＥＯ）_b］はaモルのＰＯとbモルのＥＯとが付加してなるポリオキシアルキレン基である。ＰＯとＥＯの付加は、ランダム付加、ブロック付加及びランダム付加とブロック付加の組み合わせのいずれでもよく、ブロック付加の場合、ＰＯとＥＯの付加順序は問わない。）

(However, R ³ represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms or an alkenyl group having 1 to 30 carbon atoms. The alkyl group and the alkenyl group each have a linear or branched structure. PO represents an oxypropylene group, EO represents an oxyethylene group, a and b each represent the average number of moles added, and a = 1 to 50 and b = 1 to 100. [(PO ) _a / (EO) _b] is the addition of .PO and EO polyoxyalkylene group formed by added with a mole of PO and b moles of EO is random addition, block addition and random addition and block addition Any combination may be used. In the case of block addition, the order of addition of PO and EO does not matter.)

  The weight ratio (A / B) between the compound (A) and the polyether compound (B) is preferably from 0.1 / 99.9 to 50/50.

  The weight ratio of the compound (A) to the non-volatile content of the treating agent is preferably 0.1 to 50% by weight.

  The weight ratio of the polyether compound (B) to the nonvolatile content of the treating agent is preferably 10 to 90% by weight.

  The polyether compound (B) is preferably a polyether compound in which addition of PO and EO in the general formula (2) is either random addition or block addition. The treating agent of the present invention preferably further contains a polyoxyalkylene alkyl ether (C) represented by the following general formula (3).

（但し、Ｒ^４は炭素数１〜３０のアルキル基又はアルケニル基を示し、直鎖又は分枝鎖のいずれの構造から構成されていてもよい。ＰＯはオキシプロピレン基、ＥＯはオキシエチレン基を示す。ｃ、ｄ及びｅは、各々の平均付加モル数を示し、ｃ＝１〜５０、ｄ＝１〜１００、ｅ＝１〜２０である。［（ＰＯ）_ｃ／（ＥＯ）_ｄ］はｃモルのＰＯとｄモルのＥＯとがランダム付加してなるポリオキシアルキレン基である。）

(However, R ⁴ represents an alkyl group or an alkenyl group having 1 to 30 carbon atoms, and may have a linear or branched structure. PO is an oxypropylene group, and EO is an oxyethylene group. C, d, and e indicate the average number of moles of each, and are c = 1 to 50, d = 1 to 100, and e = 1 to 20. [(PO) _c / (EO) _d ] is It is a polyoxyalkylene group obtained by randomly adding c moles of PO and d moles of EO.)

  The weight ratio of the polyoxyalkylene alkyl ether (C) to the nonvolatile content of the treating agent is preferably 1 to 50% by weight.

  It is preferable that the addition ratio (weight ratio) of PO / EO of the polyoxyalkylene alkyl ether (C) is 1/99 to 50/50, and the weight average molecular weight is 1,000 to 100,000.

  The synthetic fibers are preferably polyester fibers, polyamide fibers or polyolefin fibers.

  The synthetic fiber filament yarn of the present invention is obtained by adhering the above-mentioned treating agent to a raw material synthetic fiber filament yarn.

  The method for producing a false twisted yarn of the present invention includes a step of heating, stretching, and false twisting the above synthetic fiber filament yarn.

  The processing agent for friction false twisting of synthetic fibers of the present invention can efficiently produce a high quality false twisted yarn with reduced problems of fluff, breakage, white powder, and spots, and can extend the cleaning cycle of the heater. . With the synthetic fiber filament yarn to which the treatment agent for friction false twisting of the synthetic fiber of the present invention is applied, false twisted yarn can be produced with high quality and high efficiency. According to the method for producing a false twisted yarn of the present invention, a false twisted yarn can be produced with high quality and high efficiency.

  The present invention is a treating agent for friction false twisting of synthetic fibers, comprising a compound (A) represented by the general formula (1) and a polyether compound (B) represented by the general formula (2). This will be described in detail below.

[Compound (A)]
The compound represented by the general formula (1) is an essential component of the treating agent of the present invention. By using such a compound (A) in combination with a polyether compound (B) to be described later, the extreme pressure lubricity and oil film strength of the treating agent are improved, and fluff and breakage generated in the spinning and processing steps are reduced. Is further possible. The compound (A) mainly improves extreme pressure lubrication, that is, the ability to reduce friction at high contact pressure, and reduces the friction between the fiber and the drawing roller, so that slip in the drawing direction is sufficiently ensured. It is presumed that the yarn tension during false twist is stabilized. When a fatty acid (unneutralized), a metal salt of a fatty acid, or an amine salt of a fatty acid not falling under the general formula (1) is used instead of the compound (A), not only sufficient extreme pressure lubricity cannot be obtained, but also Rather, it can cause various problems. That is, when an unneutralized fatty acid is used, the pH of the treating agent decreases, so that the synthetic fibers are easily hydrolyzed and the strength decreases. In the case of metal salts of fatty acids, metal components fall off and accumulate on rollers and heaters, causing fluff and yarn breakage. If the fatty acid is an amine salt, it is likely to be volatilized during heat treatment, causing smoke. The compound (A) may be used alone or in combination of two or more.

In the general formula (1), R ¹ is an alkyl group or an alkenyl group having 3 to 29 carbon atoms, and is a residue obtained by removing a carboxy group from a fatty acid (R ¹ COOH). The carbon number of R ¹ is preferably 5 to 27, more preferably 7 to 21, and still more preferably 7 to 17. If the number of carbon atoms is less than 3, the yarn sway will increase due to poor extreme pressure lubricity. On the other hand, if the number of carbon atoms exceeds 29, the coefficient of kinetic friction increases and causes fluff and breakage.
R ¹ may be either an alkyl group or an alkenyl group, but is preferably an alkenyl group from the viewpoint that the metal has a strong adsorptive orienting force on a metal and does not easily vibrate.

Examples of the above fatty acids (R ¹ COOH) include butyric acid, caproic acid, caprylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, tridecanoic acid, myristic acid, pentadecanoic acid, palmitic acid, palmitoleic acid, and stearic acid. , Isostearic acid, oleic acid, linoleic acid, linolenic acid, arachidic acid, eicosenoic acid, behenic acid, erucic acid, lignoceric acid and the like. These fatty acids may be used alone or in combination of two or more. Specific examples of the fatty acid product include, but are not particularly limited to, a Lunac series (manufactured by Kao). Among these, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, and oleic acid are more preferable from the viewpoints of extreme pressure lubricity, cost, and versatility.

In the general formula (1), R ² represents an alkyl group or an alkenyl group having 4 to 24 carbon atoms. The carbon number of R ² is preferably 6 to 22, more preferably 8 to 20, and still more preferably 8 to 18. If the number of carbon atoms is less than 4, fluff increases due to a weak oil film. On the other hand, if the number of carbon atoms exceeds 24, the coefficient of kinetic friction increases, causing fluff and yarn breakage. R ² may be either an alkyl group or an alkenyl group.

Regarding the oxyalkylene group represented by (AO) _m or (AO) _n , AO represents an oxyalkylene group having 2 or 3 carbon atoms, and the addition form is any of block addition, random addition, and a combination of block addition and random addition. However, there is no particular limitation.

  m and n represent the average number of moles of AO added, and m + n is a number satisfying 1 to 25. m + n is preferably 1 to 20, more preferably 3 to 15, and still more preferably 5 to 10. If m + n is less than 1, the yarn sway becomes large and the running stability decreases. On the other hand, when m + n is more than 25, the dynamic friction coefficient becomes large and causes fluff and yarn breakage.

  The method for producing the compound (A) is not particularly limited, but is obtained, for example, by reacting a fatty acid with a polyoxyalkylene alkylamino ether. The reaction may be performed in a treating agent.

  As the compound (A), for example, (EO1 to 25) octylaminoether, (EO1 to 25) decylaminoether, (EO1 to 25) laurylaminoether, (EO1 to 25) stearylaminoether, (EO1 to 25) Oleylaminoether, (PO1-25) octylaminoether, (PO1-25) decylaminoether, (PO1-25) laurylaminoether, (PO1-25) stearylaminoether, (PO1-25) oleylaminoether, etc. Polyoxyalkylene alkylamino ethers and salts of fatty acids such as caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid and oleic acid (hereinafter referred to as "polyoxyalkylene alkylamino ether / fatty acid salts"). Like Mention may be made of the notation to).

Among them, (EO3 to 10) laurylaminoether / caprylate, (EO3 to 10) laurylaminoether / caprate, (EO3 to 10) laurylaminoether / laurate, (EO3 to 10) laurylamino Ether / myristate, (EO3-10) laurylaminoether / palmitate, (EO3-10) laurylaminoether / stearate, (EO3-10) laurylaminoether / isostearate, (EO3-10) Laurylaminoether / oleate, (EO3-10) stearylaminoether / caprylate, (EO3-10) stearylaminoether / caprate, (EO3-10) stearylaminoether / laurate, (EO3 ~ 10) Stearyl amino ether / Myristate, (EO3-10) stearylaminoether / palmitate, (EO3-10) stearylaminoether / stearate, (EO3-10) stearylaminoether / isostearate, (EO3-10) stearyl Aminoether / oleate, (EO3-10) oleylaminoether / caprylate, (EO3-10) oleylaminoether / caprate, (EO3-10) oleylaminoether / laurate, (EO3-10 ) Oleylaminoether / myristate, (EO3-10) oleylaminoether / palmitate, (EO3-10) oleylaminoether / stearate, (EO3-10) oleylaminoether / isostearate, (EO3 -10) Olay Amino ethers / oleates are preferred, (EO 3-10) lauryl amino ether / caprylate, (EO 3-10) lauryl amino ether / laurate, (EO 3-10) lauryl amino ether / oleate, ( EO3-10) stearylaminoether / caprylate, (EO3-10) stearylaminoether / laurate, (EO3-10) stearylaminoether / oleate, (EO3-10) oleylaminoether / caprylate And (EO3 to 10) oleylaminoether / laurate, and (EO3 to 10) oleylaminoether / oleate are more preferable.
In addition, EO represents an oxyethylene group, and PO represents an oxypropylene group. (EO3) represents a polyoxyethylene group in which m + n is 3 mol. For example, (EO3) laurylaminoether / oleate means that in the general formula (1), R ¹ is an alkenyl group having 17 carbon atoms, R ² is an alkyl group having 12 carbon atoms, and AO is EO. And the compounds in which m + n = 3.

[Polyether compound (B)]
The polyether compound (B) represented by the general formula (2) is an essential component of the treating agent of the present invention. By using such a polyether compound (B) in combination with the compound (A) described above, the effects of the present invention can be exerted. The polyether compound (B) mainly increases the friction reducing ability and can reduce the abrasion that occurs between the fiber and the roller, the fiber and the guide, and the fiber and the false twist unit. For this reason, it is presumed that processing defects such as fluff and thread breakage are reduced.

In the general formula (2), R ³ represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, or an alkenyl group having 1 to 30 carbon atoms. The alkyl group and the alkenyl group may have a linear or branched structure. PO represents an oxypropylene group, and EO represents an oxyethylene group. a and b each represent the average number of moles added, where a = 1 to 50 and b = 1 to 100. [(PO) _a / (EO) _b ] is a polyoxyalkylene group formed by adding a mole of PO and b mole of EO. The addition of PO and EO may be any of random addition, block addition, and a combination of random addition and block addition. In the case of block addition, the order of addition of PO and EO does not matter. The addition of PO and EO is preferably either random addition or block addition (that is, does not include a combination of random addition and block addition).
When R ³ is an alkyl group or an alkenyl group, the number of carbon atoms of R ³ is preferably 1 to 30, more preferably 4 to 22, and still more preferably 8 to 18, from the viewpoint of smoothness as a fiber treatment agent.

  The average number of added moles a in the general formula (2) is preferably 2 to 40 mol, more preferably 5 to 30 mol. When a is 1 to 50 mol, the melting point of the polyoxyalkylene alkyl ether is lowered, and the handleability is excellent. Further, since the polyoxyalkylene alkyl ether is easily thermally decomposed, it leads to a reduction in heater contamination.

  The average number of added moles b in the general formula (2) is preferably 10 to 90 mol, and more preferably 20 to 70 mol. When b is from 1 to 100 mol, the ability to lower friction can be increased and abrasion can be reduced.

  The addition ratio (weight ratio) of PO / EO of the polyether compound (B) is 1/99 to 99/1, preferably 10/90 to 90/10, and particularly preferably 20/80 to 80/20. When the addition ratio (weight ratio) of PO / EO is less than 1/99, the melting point increases, and the handleability deteriorates. If the ratio is more than 99/1, the strength of the oil film is reduced, which may cause fluff and breakage.

The weight average molecular weight of the polyether compound (B) is from 300 to 10,000, preferably from 500 to 5,000, particularly preferably from 1,000 to 3,000. When the weight average molecular weight is less than 300, when heat-treated in the false twisting step, smoke is generated due to the low molecular weight, causing heater contamination, and the oil film strength is insufficient. When the weight average molecular weight is more than 10,000, the coefficient of kinetic friction increases when the treating agent is attached to the synthetic fiber due to an increase in viscosity due to the high molecular weight, which may cause fluff and yarn breakage. In addition, handleability becomes difficult due to an increase in viscosity.
The weight-average molecular weight in the present invention was measured using a high-performance gel permeation chromatography apparatus HLC-8220GPC manufactured by Tosoh Corporation at a sample concentration of 3 mg / cc, and separation columns KF-402HQ and KF-403HQ manufactured by Showa Denko KK. And calculated from the maximum peak value measured by the RI detector.

[Polyoxyalkylene alkyl ether (C)]
It is preferable that the treating agent of the present invention further contains a polyoxyalkylene alkyl ether (C) represented by the general formula (3). The polyether compound (B) containing the polyoxyalkylene alkyl ether (C) may be a polyether compound in which addition of PO and EO in the general formula (2) is either random addition or block addition. preferable. By containing the polyoxyalkylene alkyl ether (C), the oil film strength, that is, the effect of the treatment agent protecting the fibers can be increased, and the abrasion generated between the fibers can be reduced. For this reason, it is presumed that processing defects such as fluff and thread breakage are reduced. The effect of the oil film strength increases as the ratio of ethylene oxide (EO) added increases.

In the general formula (3), R ⁴ represents an alkyl group or an alkenyl group having 1 to 30 carbon atoms, and may have any of a linear or branched structure. PO represents an oxypropylene group, and EO represents an oxyethylene group. c, d, and e each show the average number of moles added, where c = 1 to 50, d = 1 to 100, and e = 1 to 20. [(PO) _c / (EO) _d ] is a polyoxyalkylene group obtained by randomly adding c moles of PO and d moles of EO.
R ⁴ is a residue obtained by removing a hydroxyl group from a monohydric alcohol. The carbon number of R ⁴ is preferably 1 to 30, more preferably 4 to 22, and even more preferably 8 to 18, from the viewpoint of smoothness as a fiber treatment agent.

  The average number of added moles c in the general formula (3) is preferably 5 to 30 mol, and more preferably 5 to 20 mol. When c is 1 to 50 mol, a polyoxypropylene group is randomly added to the polyoxyalkylene group, so that the melting point of the polyoxyalkylene alkyl ether is lowered and the handling property is excellent.

  The average number of added moles d in the general formula (3) is preferably 30 to 90 mol, and more preferably 50 to 80 mol. Random presence of EO at the center of the molecular chain of the polyoxyalkylene alkyl ether increases the oil film strength, thereby improving the abrasion resistance of the synthetic fibers.

  The average number of added moles e in the general formula (3) is preferably 1 to 10 mol, and more preferably 2 to 5 mol. The presence of PO at the end of the molecular chain results in excellent compatibility as a treatment agent for friction false twisting of synthetic fibers, resulting in excellent long-term stability of the product. If the terminal portion is not made of PO, the stability of the treating agent is deteriorated, and the components may be separated depending on the storage conditions. When such a treating agent, that is, a treating agent in a state where components are separated, is attached to the synthetic fiber, the treating agent does not uniformly adhere to the synthetic fiber, which causes problems in the spinning process and the post-processing process. .

  The PO / EO addition ratio (weight ratio) of the polyoxyalkylene alkyl ether (C) is 1/99 to 50/50, preferably 10/90 to 40/60, and particularly preferably 15/85 to 30/70. preferable. When the addition ratio (weight ratio) of PO / EO is less than 1/99, the melting point increases, and the handleability deteriorates. If the ratio is more than 50/50, the oil film strength is reduced, which may cause fluff and breakage.

  The weight average molecular weight of the polyoxyalkylene alkyl ether (C) is from 1,000 to 10,000, preferably from 1,000 to 5,000, and particularly preferably from 2,000 to 4,000. When the weight average molecular weight is less than 1000, when subjected to heat treatment in the false twisting step, smoke is generated due to the low molecular weight, causing contamination of the heater, and insufficient oil film strength. When the weight average molecular weight is more than 10,000, the coefficient of kinetic friction increases when the treating agent is attached to the synthetic fiber due to an increase in viscosity due to the high molecular weight, which may cause fluff and yarn breakage. In addition, handleability becomes difficult due to an increase in viscosity.

[Method for producing polyether compound (B) and polyoxyalkylene alkyl ether (C)]
The method for producing the polyether compound (B) and the polyoxyalkylene alkyl ether (C) is not particularly limited, and a known method can be employed.

Examples of the method for producing the polyether compound (B) include the following.
The starting material alcohol (monohydric alcohol and / or dihydric alcohol) is placed in an autoclave equipped with an alkylene oxide charge tank, a nitrogen supply pipe, and a pressure control valve, which can be stirred and temperature-controlled, and an alkali catalyst (for example, caustic potash or caustic soda) is added. ), And after the inside of the mixed system is replaced with nitrogen, a dehydration operation is performed at 80 to 130 ° C. for 1 to 3 hours. Then, an alkylene oxide (AO) such as ethylene oxide (EO) or propylene oxide (PO) is introduced at a gauge pressure of 0.0 to 0.45 MPa and a reaction temperature of 80 to 180 ° C. so as to obtain a desired ratio (EO). , PO at the same time, a random type, and alternately, a block type) and an addition polymerization reaction. Thereafter, the obtained polyether compound is recovered. Thus, the polyether compound (B) can be synthesized. In order to increase the weight average molecular weight of the polyether compound, the same process as described above may be repeated 2 to 5 times using the recovered polyether compound instead of the starting material alcohol.

The method for producing the polyoxyalkylene alkyl ether (C) can be carried out by the same operation as the method for producing the polyether compound (B). For example, a step of supplying ethylene oxide and propylene oxide at a desired ratio to a monohydric alcohol represented by the following general formula “R ⁴ OH” to perform a random addition reaction (hereinafter referred to as a first stage): The step of supplying only propylene oxide after the first step (hereinafter referred to as the second step) may be continuously performed from the first step to the second step, or the adduct obtained once in each step may be used. You may collect | recover and may perform a reaction continuously.

  As the monohydric alcohol used for producing the polyether compound (B) and the polyoxyalkylene alkyl ether (C), an aliphatic monohydric alcohol is preferable from the viewpoint of cost and reactivity. The monohydric alcohol is preferably a primary alcohol or a secondary alcohol, and more preferably a primary alcohol. The hydrocarbon group, which is a residue obtained by removing a hydroxyl group from a monohydric alcohol, may be linear or branched, and may be saturated or unsaturated. The carbon number of the monohydric alcohol is preferably 1 to 30, more preferably 4 to 22, and still more preferably 8 to 18, from the viewpoint of smoothness as a fiber treatment agent.

Examples of the monohydric alcohol include methanol, ethanol, propanol, butanol, pentanol, hexanol, heptanol, octanol, nonaol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol Straight-chain alcohols such as octanol, octadecanol, nonadecanol, eicosanol, heneicosanol, docosanol, tricosanol, tetracosanol, pentacosanol, hexacosanol, heptacosanol, octacosanol, nonacosanol and triacosanol; 2-ethylhexanol, 2-ethylhexanol, Propylheptanol, 2-butyloctanol, 1-methylheptadecanol, 2-hexyloctanol, 1-hexyl Branched alkanols such as butanol, isodecanol, isotridecanol, 3,5,5-trimethylhexanol; hexenol, heptenol, octenol, nonenol, decenol, undecenol, dodecenol, tridecenol, tetradecenol, pentadecenol, hexadecenol, pentadecenol, hexadecenol, heptadecenol Linear alkenols such as octadecenol, nonadecenol, eisenol, docosenol, tetracosenol, pentacosenol, hexacosenol, heptacosenol, octacosenol, nonacosenol and triaconsenol; isohexenol, 2-ethylhexenol, isotridecenol, 1-methylheptadene Senol, 1-hexylheptenol, isotrideceno Le and branched alkenols such as iso octadecenyl Knoll and the like. These alcohols may be used alone or in combination of two or more. Specific examples of alcohol products are not particularly limited. For example, higher alcohols derived from natural fats and oils such as palm alcohol and palm alcohol, Calcol series (made by Kao), Conol series (made by Shin Nippon Rika), and oxo Cole series (manufactured by Kyowa Hakko Chemical), Neodoll series (manufactured by Shell Chemical), ALFOL series (manufactured by Sasol), EXXAL series (manufactured by Exxon Mobil), and the like. One or more of these higher alcohol products may be used in combination.
Among these, butanol, octanol, nonaol, decanol, dodecanol, tridecanol, tetradecanol, hexadecanol, octadecanol, nonadecanol, octadecenol are preferred, butanol, octanol, decanol, dodecanol, tridecanol, tetradecanol, hexadecanol Nol, octadecanol and octadecenol are preferred.

  Examples of the dihydric alcohol used for producing the polyether compound (B) include alkylene glycols having 2 to 9 carbon atoms such as ethylene glycol, propylene glycol, butylene glycol, and nonanediol; diethylene glycol, triethylene glycol, and dipropylene glycol. And polyalkylene glycols such as tripropylene glycol. Among these, diethylene glycol, triethylene glycol, and propylene glycol are preferred from the viewpoint of easiness of reaction and cost for producing the polyether compound (B).

  The production of the polyether compound (B) and the polyoxyalkylene alkyl ether (C) may be performed in the presence of a catalyst. Examples of the catalyst include, but are not particularly limited to, hydroxides of alkali (earth) metals such as sodium hydroxide, potassium hydroxide, cesium hydroxide, calcium hydroxide, barium hydroxide, and strontium hydroxide; potassium oxide Oxides of alkali (earth) metals such as sodium, sodium oxide, calcium oxide, barium oxide, magnesium oxide and strontium oxide; alkali metals such as metal potassium and sodium sodium; metal hydrides such as sodium hydride and potassium hydride Carbonates of alkali (earth) metals such as sodium carbonate, sodium bicarbonate and potassium carbonate; sulfates of alkali (earth) metals such as sodium sulfate and magnesium sulfate; organics such as methanesulfonic acid and trifluoromethanesulfonic acid Sulfonic acid; sodium paratoluenesulfonate, paratolue Aromatic sulfonates such as pyridinium sulfonate; amine compounds such as monoethanolamine, diethanolamine, monopropanolamine, dipropanolamine, tripropanolamine and triethylamine; iron powder, aluminum powder, antimony powder, aluminum (III) chloride, Aluminum (III) bromide, iron (III) chloride, iron (III) bromide, cobalt (III) chloride, antimony (III) chloride, antimony (V), antimony (III) bromide, tin tetrachloride, Lewis acids such as titanium chloride, boron trifluoride, boron trifluoride diethyl ether; protic acids such as sulfuric acid and perchloric acid; potassium perchlorate, sodium perchlorate, calcium perchlorate, magnesium perchlorate, etc. Alkaline (earth) metal perchlorate; calcium meth Alkoxides of alkaline (earth) metals such as sid, sodium ethoxide and lithium ethoxide; phenoxides of alkaline (earth) metals such as potassium phenoxide and calcium phenoxide; sodium silicate, potassium silicate, sodium aluminosilicate, potassium aluminosilicate; Silicates such as sodium metasilicate, sodium orthosilicate, zeolite, etc .; Al-Mg based composite oxides such as calcined aluminum hydroxide / magnesium, magnesium oxide added with metal ions, calcined hydrotalcite or their surface modified products, lanthanoids Complexes and the like. These catalysts may be used alone or in combination of two or more.

The amount of the catalyst used is not particularly limited, but is preferably 0.001 to 10 parts by weight, more preferably 0.001 to 8 parts by weight, and still more preferably 0.01 to 6 parts by weight with respect to 100 parts by weight of the alcohol. Parts by weight, particularly preferably 0.05 to 5 parts by weight, most preferably 0.05 to 3 parts by weight. If the amount of the catalyst is less than 0.001 part by weight, the addition reaction may not proceed sufficiently. On the other hand, if the amount of the catalyst exceeds 10 parts by weight, the polyoxyalkylene alkyl ether may be easily colored.
In the method for producing the polyether compound (B) and the polyoxyalkylene alkyl ether (C), it is preferable that raw materials such as an alcohol and a catalyst are charged into a reaction vessel, and the reaction vessel is subjected to degassing and dehydration. . The degassing process is performed by, for example, a reduced pressure degassing method, a vacuum degassing method, or the like. The dehydration treatment is performed by, for example, a heating dehydration method, a reduced pressure dehydration method, a vacuum dehydration method, or the like.

In the method for producing the polyether compound (B) and the polyoxyalkylene alkyl ether (C), the production method is not particularly limited, and may be a continuous method or a batch method. The reaction vessel is not particularly limited, and examples thereof include a tank-type reaction vessel equipped with a stirring blade and a microreactor. The stirring blade is not particularly limited, and examples thereof include a max blend blade, a tornado blade, and a full zone blade.
In the method for producing the polyether compound (B) and the polyoxyalkylene alkyl ether (C), the addition reaction may be started from a reduced pressure state, may be started from an atmospheric pressure state, or may be a pressurized state. You may start from. When starting from an atmospheric pressure state or a pressurized state, it is preferable to be performed in an atmosphere of an inert gas. When the addition reaction is performed in an atmosphere of an inert gas, impurities generated due to a side reaction between an alkylene oxide such as ethylene oxide or propylene oxide and oxygen can be sufficiently removed, and safety can be improved. It is useful because it is also useful from the viewpoint of. The inert gas is not particularly limited, and includes, for example, nitrogen gas, argon gas, carbon dioxide gas and the like. One or more of these inert gases may be used in combination. The oxygen concentration in the reaction vessel under an inert gas atmosphere is not particularly limited, but is preferably 10% by volume or less, more preferably 5% by volume or less, further preferably 3% by volume or less, and particularly preferably 1% by volume or less. %, Most preferably 0.5% by volume or less. If the oxygen concentration in the reaction vessel exceeds 10% by volume, impurities may not be sufficiently removed, and may not be preferable from the viewpoint of safety.

  The initial pressure in the reaction vessel is not particularly limited. For example, the gauge pressure is preferably 0 to 0.50 MPa, more preferably 0 to 0.45 MPa, still more preferably 0 to 0.40 MPa, and particularly preferably 0 to 0.40 MPa. ０．３0.35 MPa, most preferably 0０〜0.30 MPa. If the initial pressure in the reaction vessel is less than 0 MPa, the amount of generated impurities may increase. On the other hand, if the initial pressure in the reaction vessel is more than 0.50 MPa, the reaction rate may be slow.

The pressure in the reaction vessel during the addition reaction is affected by the supply rate of ethylene oxide and propylene oxide, the reaction temperature, the amount of catalyst, and the like. The pressure in the reaction vessel during the addition reaction is not particularly limited, but is preferably 0 to 5.0 MPa, more preferably 0 to 4.0 MPa, still more preferably 0 to 3.0 MPa, and particularly preferably 0 to 0 in gauge pressure. It is 2.0 MPa, most preferably 0.1 to 1.0 MPa. If the pressure in the reaction vessel during the addition reaction is less than 0 MPa, the reaction rate may be reduced. On the other hand, when the pressure in the reaction vessel at the time of the addition reaction exceeds 5.0 MPa, production may be difficult.
The reaction temperature of the addition reaction of ethylene oxide and propylene oxide is not particularly limited, but is preferably 70 to 240 ° C, more preferably 80 to 220 ° C, still more preferably 90 to 200 ° C, and particularly preferably 100 to 190 ° C. Most preferably, it is 110-180 degreeC. If the reaction temperature is lower than 70 ° C., the addition reaction may not proceed sufficiently. On the other hand, when the reaction temperature is higher than 240 ° C., coloring of the obtained polyoxyalkylene alkyl ether and decomposition of the polyoxyalkylene group in the polyoxyalkylene alkyl ether may be promoted.

The time required for the addition reaction (reaction time) is not particularly limited, but is preferably 0.1 to 100 hours, more preferably 0.1 to 80 hours, still more preferably 0.1 to 60 hours, and particularly preferably. It is 0.1 to 40 hours, most preferably 0.5 to 30 hours. If the reaction time is less than 0.1 hour, the addition reaction may not proceed sufficiently. On the other hand, if the reaction time exceeds 100 hours, the production efficiency may deteriorate.
When the supply of ethylene oxide and propylene oxide is completed, the internal pressure in the reaction vessel gradually decreases as the ethylene oxide and propylene oxide are consumed. The addition reaction of ethylene oxide and propylene oxide is preferably continued until no change in internal pressure is observed. The addition reaction of ethylene oxide and propylene oxide is terminated when no change in internal pressure is observed for a certain period of time. Unreacted ethylene oxide and propylene oxide may be recovered by performing a heating and decompression operation or the like as necessary.

In the addition reaction of ethylene oxide and propylene oxide, an inert solvent can be used if necessary. For example, when using a solid at room temperature such as triaconsenol as the alcohol, it is preferable to use the alcohol by dissolving it in an inert solvent in advance before the reaction, whereby the reactivity can be more sufficiently improved and the handling property is improved. high. When an inert solvent is used, a heat removal effect can be expected.
The inert solvent is not particularly limited. Examples thereof include ethers such as diethyl ether, ethylene glycol dimethyl ether, dioxane, and tetrahydrofuran; esters such as diethylene glycol methyl ether acetate and propylene glycol methyl ether acetate; acetone, methyl isobutyl ketone, and methyl ethyl ketone. Ketones; sulfones such as sulfolane and dimethyl sulfoxide; halogenated hydrocarbons such as dichloromethane and chloroform; aromatic hydrocarbons such as benzene, toluene and xylene; pentane, hexane, cyclopentane and cyclohexane. Aliphatic hydrocarbons and the like may be mentioned, and one kind or two or more kinds may be used in combination. Among them, aromatic hydrocarbons are preferable, and toluene is more preferable.

The amount of the inert solvent used is not particularly limited, but when used for dissolving alcohol, preferably 10 to 1000 parts by weight, more preferably 10 to 500 parts by weight, per 100 parts by weight of alcohol. Parts, more preferably 10 to 400 parts by weight, particularly preferably 10 to 300 parts by weight, most preferably 10 to 200 parts by weight. If the amount of the inert solvent exceeds 1000 parts by weight based on 100 parts by weight of the alcohol, the addition reaction may not be able to proceed sufficiently. On the other hand, if the amount of the inert solvent is less than 10 parts by weight, the alcohol may not be sufficiently dissolved. When an inert solvent is used, it is preferable to remove it after the addition reaction. By removing the inert solvent, generation of impurities due to the remaining inert solvent can be sufficiently prevented, and a polyoxyalkylene alkyl ether having more excellent physical properties can be obtained. The step of removing the solvent is as described later.
After completion of the addition reaction of ethylene oxide and propylene oxide, it is preferable to neutralize and / or remove the catalyst or remove the inert solvent, if necessary.

The neutralization of the catalyst may be performed by a usual method.For example, when the catalyst is an alkali catalyst, an acid such as hydrochloric acid, phosphoric acid, acetic acid, lactic acid, citric acid, succinic acid, acrylic acid, or methacrylic acid is used. It is preferable to perform the addition.
The neutralization of the catalyst is preferably performed in an atmosphere of an inert gas. The inert gas is not particularly limited, but includes, for example, a nitrogen gas, an argon gas, a carbon dioxide gas, and the like, and one or more of them may be used in combination.

The temperature at the time of neutralization of the catalyst is not particularly limited, but is preferably 50 to 200 ° C, more preferably 50 to 190 ° C, further preferably 60 to 180 ° C, particularly preferably 60 to 170 ° C, and most preferably. 60-160 ° C. If the temperature during the neutralization of the catalyst is lower than 50 ° C., the time required for the neutralization may be long. On the other hand, when the temperature at the time of neutralization of the catalyst is higher than 200 ° C., coloring of the obtained polyoxyalkylene alkyl ether and decomposition of the polyoxyalkylene group in the polyoxyalkylene alkyl ether may be promoted.
By neutralization of the catalyst, the pH of the reaction product obtained by the above addition reaction is preferably adjusted to 4 to 10, more preferably 5 to 8, particularly preferably 6 to 8. Further, at the time of catalyst neutralization, if necessary, an antioxidant such as quinones or phenols can be used in combination.

The neutralized salt generated by the neutralization may be further subjected to solid-liquid separation. Examples of the method of solid-liquid separation of the neutralized salt generated by the neutralization include filtration and centrifugation. The filtration is performed, for example, using a filter paper, a filter cloth, a cartridge filter, a two-layer filter of cellulose and polyester, a metal mesh type filter, a metal sintered type filter, etc. under reduced pressure or pressurized condition at a temperature of 20 to 140 ° C. It is good to do in. The centrifugation may be performed using a centrifuge such as a decanter or a centrifugal clarifier. If necessary, about 1 to 30 parts by weight of water can be added to 100 parts by weight of the liquid before the solid-liquid separation. In particular, when performing filtration as the solid-liquid separation, it is preferable to use a filter aid since the filtration speed is improved.
The filter aid is not particularly limited. For example, each series of Celite, High Flow Supercell, and Cell Pure (manufactured by Advanced Minerals Corporation), silica # 645, silica # 600H, silica # 600S, silica # 300S, silica # 100F Diatomaceous earth such as Dicalite (manufactured by Glefco); perlite such as RocaHelp (manufactured by Mitsui Mining &Smelting); Topco (manufactured by Showa Chemical); KC Floc (manufactured by Nippon Paper); Cellulose-based filter aids such as Advanced Minerals Corporation; silica gels such as Silopute (manufactured by Fuji Silysia Chemical Ltd.); These filter aids may be used alone or in combination of two or more.

The filter aid may be a pre-coat method in which a filter aid layer is previously formed on a filter surface such as filter paper, a body feed method directly added to the filtrate, or a combination of both. Good. The amount of the filter aid used is preferably 0.01 to 5 parts by weight, more preferably 0.1 to 1.5 parts by weight, based on 100 parts by weight of the liquid before solid-liquid separation. The filtration speed depends on the size of the filter surface, the degree of pressure reduction or pressure, the treatment humidity, etc., but is preferably 100 kg / m ² · hr or more, more preferably 300 kg / m ² · hr or more. And more preferably 500 kg / m ² · hr or more.
Although there is no particular limitation on the removal of the catalyst, for example, a method in which the catalyst is adsorbed by an adsorbent and then subjected to solid-liquid separation is preferable.

Examples of the adsorbent include silicates such as aluminum silicate and magnesium silicate, activated clay, acid clay, silica gel, ion exchange resin and the like. Commercially available adsorbents include, for example, Kyoward 600, 700 (manufactured by Kyowa Chemical Co., Ltd.), Mizuka Life P-1, P-1S, P-1G, F-1G (manufactured by Mizusawa Chemical Co., Ltd.), Tomita-AD600, 700. Silicates (manufactured by Tomita Pharmaceutical), Amberlyst (manufactured by Rohm and Haas), Amberlite (manufactured by Rohm and Haas), Diaion (manufactured by Mitsubishi Chemical), Dowex (Dow Chemical) Ion exchange resin). These adsorbents may be used alone or in combination of two or more.
The amount of the adsorbent used is, for example, preferably 100 to 5000 parts by weight, more preferably 300 to 3000 parts by weight, based on 100 parts by weight of the catalyst.

The condition for removing the catalyst is not particularly limited. For example, the adsorbent is stirred and mixed at a temperature of 20 to 140 ° C. for 5 to 120 minutes under reduced pressure, normal pressure or pressurized condition, and then the catalyst is removed. A method in which the adsorbent adsorbed is separated by the solid-liquid separation method, or a column or the like is filled with the adsorbent in advance, and the catalyst is adsorbed by passing the reaction mixture at a temperature of 20 to 140 ° C. And the like. At this time, if necessary, 1 to 20 parts by weight of a water-soluble solvent such as water or a lower alcohol represented by ethanol may be added to 100 parts by weight of the reaction mixture.
The residual amount after removal of the catalyst is not particularly limited, but is preferably 300 ppm or less, more preferably 200 ppm or less, further preferably 100 ppm or less, particularly preferably 50 ppm or less, and most preferably 20 ppm or less.

The removal of the inert solvent is preferably performed, for example, by distillation.
When the neutralization and / or removal of the catalyst and the removal of the inert solvent are performed, the order of each step is not particularly limited. For example, after neutralization and / or removal of the catalyst, the inert solvent is removed. Removal is preferable because the resulting polyoxyalkylene alkyl ether has excellent purification efficiency.

  In the method for producing the polyether compound (B) and the polyoxyalkylene alkyl ether (C), the content of the unreacted residual alcohol is not particularly limited, but the obtained polyether compound (B) or polyoxyalkylene It is preferably at most 1 part by weight, more preferably at most 0.01 part by weight, further preferably at most 0.001 part by weight, particularly preferably at most 0.0001 part by weight, based on 100 parts by weight of the alkyl ether (C). Preferably it is 0.00001 part by weight or less. When the content of the unreacted residual alcohol exceeds 1 part by weight based on 100 parts by weight of the polyether compound (B) or the polyoxyalkylene alkyl ether (C), odor may be generated.

[Treatment agent for false twisting of synthetic fibers]
By containing the compound (A) and the polyether compound (B), which are essentially contained in the treating agent for friction false twisting of the synthetic fiber of the present invention, the extreme pressure lubricity and the oil film strength of the treating agent are improved. It is possible to further reduce fluff and breakage generated in the yarn making process and the processing process.
When these two components are contained, the weight ratio (A / B) of the compound (A) to the polyether compound (B) is preferably from 0.1 / 99.9 to 50/50, more preferably from 0.5 / 99. 0.5 to 40/60 is more preferable, 1/99 to 35/65 is further preferable, and 5/95 to 20/80 is particularly preferable. When the weight ratio (A / B) is less than 0.1 / 99.9, the extreme pressure lubricity may be insufficient, and when the weight ratio (A / B) is more than 50/50, the oil film strength may be insufficient. Sometimes.

The weight ratio of the compound (A) to the non-volatile content of the treating agent is preferably 0.1 to 50% by weight, more preferably 0.5 to 30% by weight, further preferably 1.0 to 15% by weight. 0 to 10% by weight is most preferred. If the weight ratio is less than 0.1% by weight, extreme pressure lubrication may be insufficient. On the other hand, if the weight ratio exceeds 50% by weight, smoothness and convergence may be poor.
In addition, the non-volatile component in the present invention refers to an absolutely dry component when the treating agent is heat-treated at 105 ° C. to remove volatile components such as a solvent and reaches a constant weight.

  The weight ratio of the polyether compound (B) to the non-volatile content of the treating agent is preferably from 10 to 90% by weight, more preferably from 20 to 85% by weight, further preferably from 30 to 80% by weight, and more preferably from 35 to 70% by weight. Most preferred. If the weight ratio is less than 10% by weight, there is a possibility that the thermally degraded product of the treatment agent becomes tar and contaminates the heater. On the other hand, when the weight ratio is more than 90% by weight, the viscosity of the treating agent may be high and the handling property may be inferior.

  The weight ratio of the polyoxyalkylene alkyl ether (C) to the non-volatile content of the treating agent is preferably 1 to 50% by weight, more preferably 3 to 45% by weight, still more preferably 5 to 40% by weight, and 8 to 35% by weight. % Is most preferred. If the weight ratio is less than 1% by weight, the oil film strength may be insufficient. On the other hand, when the weight ratio is more than 50% by weight, the emulsion viscosity of the treating agent becomes high, and the uniform adhesion to the fiber may be poor.

  When the treating agent contains the polyoxyalkylene alkyl ether (C), the total weight ratio of the polyether compound (B) and the polyoxyalkylene alkyl ether (C) to the non-volatile content of the treating agent is 11 to 90% by weight. Is preferably 25 to 85% by weight, more preferably 40 to 80% by weight, and particularly preferably 55 to 75% by weight.

Generally, a false twisted yarn (Draw Text Yarn; hereinafter abbreviated as DTY) is treated with a friction false twisting agent to produce a partially oriented yarn (hereinafter abbreviated as POY), and then a heating device (hereinafter abbreviated as POY). This is obtained by heating the yarn with a heater) and stretching the yarn while giving a twist to the yarn with a false twisting device.
At this time, the larger the amount of the treatment agent adhered, the more the problem of fluff, broken yarn, white powder, and uneven spots generated in the false twisting process can be suppressed, but the amount of the treatment agent falling onto the heating device (heater) is reduced. Increase. For this reason, the heater is contaminated by the treatment agent, which requires a great deal of time and labor for cleaning the heater, leading to a reduction in productivity. Therefore, while the amount of the treatment agent is usually 1.0% by weight with respect to the (raw material) synthetic fiber, the amount of the treatment agent is designed to be as low as 0.25 to 0.80% by weight. Have been. From the above, it can be understood that since the treatment agent has a small amount of adhesion to the synthetic fiber, the extreme pressure lubricity and the oil film strength of the further fiber are important.

  In recent years, as a type of processed yarn using this method, the production of special yarns such as fine denier yarns, full dull yarns, and bright irregular cross-section yarns with high added value tends to increase. Generally, these special yarns are liable to cause problems such as fluctuation in tension of fibers, poor convergence, poor antistatic, and the like due to friction generated between fibers and rollers, fibers and guides, fibers and false twist units, and fibers. It is known. In such a special yarn brand, a high quality false twisted yarn cannot be obtained with high productivity because fiber waste is easily generated.

  In other words, for brands whose production has increased in recent years, fluff, yarn breaks, white powder, and stain spots are likely to occur, in terms of suppressing sufficient fluff, yarn breaks, white powder, stain spots, and preventing dirt accumulated in the heater. The results were not satisfactory.

  The processing agent for friction false twisting of synthetic fibers of the present invention is capable of improving the extreme pressure lubricity and the oil film strength of the processing agent, so that in the production of false twisted yarns of synthetic fibers, fluff and breakage generated in the false twisting process. It is possible to reduce processing defects of yarn, white powder, and spots, and it is also possible to extend the cleaning cycle of the heater.

  Further, the treating agent of the present invention preferably further contains a polyoxyalkylene alkyl ether ester (D) represented by the following general formula (4).

（但し、式（４）中、Ｒ^５は炭素数１〜３０のアルキル基又はアルケニル基を示し、直鎖又は分枝鎖のいずれの構造から構成されていてもよい。Ｒ^６は炭素数１〜３０のアルキル基又はアルケニル基を示し、直鎖又は分枝鎖のいずれの構造から構成されていてもよい。ＰＯはオキシプロピレン基、ＥＯはオキシエチレン基を示す。ｆ及びｇは、各々の平均付加モル数を示し、ｆ＝１〜５０、ｇ＝１〜１００である。［（ＰＯ）_ｆ／（ＥＯ）_ｇ］はｆモルのＰＯとｇモルのＥＯとが付加してなるポリオキシアルキレン基である。ＰＯとＥＯの付加は、ランダム付加、ブロック及びランダム付加とブロック付加の組み合わせのいずれでもよく、ブロック付加の場合、ＰＯとＥＯの付加順序は問わない。）

(However, in the formula (4), R ⁵ represents an alkyl group or an alkenyl group having 1 to 30 carbon atoms, and may have any of a linear or branched structure. R ⁶ has 1 carbon atom. Represents an alkyl group or an alkenyl group of from 30 to 30 and may have a linear or branched structure, PO represents an oxypropylene group, EO represents an oxyethylene group, and f and g each represent an oxypropylene group. The average number of moles added is f = 1 to 50 and g = 1 to 100. [(PO) _f / (EO) _g ] is a polyoxy obtained by adding f moles of PO and g moles of EO. The addition of PO and EO may be any of random addition, block, and a combination of random addition and block addition, and in the case of block addition, the order of addition of PO and EO does not matter.)

By containing a polyoxyalkylene alkyl ether ester (D) in addition to the compound (A) and the polyether compound (B), the viscosity of the treating agent is reduced, and the treating agent is uniformly attached to the fibers. Can be. As a result, it is possible to further reduce fluff and breakage generated in the yarn making step and the processing step.
When the polyoxyalkylene alkyl ether ester (D) is contained, the weight ratio (B: D) between the polyether compound (B) and the polyoxyalkylene alkyl ether ester (D) is preferably 20:80 to 99: 1. Preferably, 40:60 to 95: 5 is more preferable, and 55:45 to 90:10 is still more preferable.

  When the polyoxyalkylene alkyl ether ester (D) is contained, the weight ratio of the polyoxyalkylene alkyl ether ester (D) to the non-volatile content of the treating agent is preferably 1 to 50% by weight, more preferably 1 to 40% by weight. Preferably, it is 3 to 30% by weight, more preferably 5 to 20% by weight. If the amount is less than 1% by weight, the adhesion and lubricity of the treating agent may be poor. If the amount exceeds 50% by weight, the cloud point of the emulsion of the treating agent may be low, and the treating agent may be separated.

  The polyoxyalkylene alkyl ether ester (D) is a compound having a structure in which the polyether compound (B) represented by the general formula (2) described above is esterified with a fatty acid. Therefore, f and g in the general formula (4) correspond to a and b in the general formula (2), respectively. That is, f corresponds to a and g corresponds to b. The preferred ranges of f and g in the general formula (4) are the same as those in a and b in the general formula (2).

R ⁶ is a residue obtained by removing a carboxyl group from a fatty acid (R ⁶ COOH). The carbon number of R ⁶ is preferably 3 to 23, more preferably 5 to 19, and still more preferably 7 to 17. It is preferably a primary alkyl group or alkenyl group for R ⁶ .

Fatty acids (R ⁶ COOH) for esterifying the polyether compound (B) include, for example, acetic acid, propionic acid, butyric acid, caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid , Stearic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid, behenic acid, erucic acid, lignoceric acid and the like. One or more of these fatty acids may be used in combination. Specific examples of the fatty acid product include, but are not particularly limited to, a Lunac series (manufactured by Kao). Among these, from the viewpoint of lubricity, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, and oleic acid are more preferable.

The method for producing the polyoxyalkylene alkyl ether ester (D) represented by the general formula (4) is not particularly limited, and a known method can be employed. For example, as described above, after the polyether compound (B) is produced, it is esterified with a fatty acid (R ⁶ COOH) according to a known method, so that the polyoxyalkylene represented by the general formula (4) is obtained. An alkyl ether ester (D) can be produced.

  Further, the treating agent for false false twisting of the synthetic fiber of the present invention may contain a lubricant, an emulsifier, a penetrating agent, an antistatic agent and the like as needed, as long as the effects of the present invention are not impaired. The total weight ratio of these lubricants, emulsifiers, penetrants, antistatic agents, and the like to the non-volatile content of the treatment agent is preferably 50% by weight or less from the viewpoint of exhibiting properties such as improvement in fiber convergence and oil film strengthening. , 40% by weight or less, more preferably 30% by weight or less, and most preferably 20% by weight or less.

  The lubricant is not particularly limited, and a known lubricant can be employed. For example, methyl oleate, butyl palmitate, butyl stearate, butyl oleate, isooctyl laurate, isooctyl palmitate, isooctyl stearate, isooctyl oleate, lauryl oleate, isotridecyl stearate, hexadecyl stearate, Fatty acid ester compounds (esters of monohydric alcohol and monocarboxylic acid) such as stearyl oleate, oleyl octanoate, oleyl laurate, oleyl palmitate, oleyl stearate, oleyl oleate; diethylene glycol dilaurate, diethylene glycol dioleate, hexamethylene Glycol dilaurate, hexamethylene glycoldiolate, neopentyl glycol dilaurate, trimethylolpropane tricaprylate, Esters of polyhydric alcohols such as rimethylolpropane trilaurate, trimethylolpropane tripalmitate, trimethylolpropane triolate, glycerin triolate, pentaerythritol tetralaurate, pentaerythritol tetraolate and monohydric carboxylic acids; dioleyl Malate, diisotridecyl adipate, dicetyl adipate, dioleyl adipate, dioctyl sebacate, dilauryl sebacate, distearyl sebacate, dioctyl azelate, distearyl azelate, dioctyl phthalate, trioctyl trimellitate, etc. Ester of polycarboxylic acid and monohydric alcohol; ester of lauric acid with 2 mol of ethylene oxide added to neodol 23 (synthetic alcohol manufactured by Shell) Diester of adipic acid with 2 mol of ethylene oxide added to neodol 23, ester of lauric acid with 2 mol of propylene oxide added to isotridecyl alcohol, block or random copolymerization of ethylene oxide and propylene oxide Examples thereof include a polymer in which both ends or one end of the union is blocked with a carboxylic acid, an ester of an alcohol having an alkylene oxide added thereto and a carboxylic acid, and the like. If necessary, two or more of these lubricants can be used in combination.

  The weight ratio of the lubricant to the non-volatile content of the treating agent is preferably 0 to 10% by weight, more preferably 0 to 5% by weight, further preferably 0 to 3% by weight, and particularly preferably 0% by weight. If the weight ratio is more than 10% by weight, the above-mentioned problem of fuming and furthermore, the heat-deteriorated matter tends to be deposited on the heater in the form of tar or oil drops, leading to contamination of the yarn path. If the treatment agent for false false twisting of synthetic fibers of the present invention, without using a large amount of a lubricant such as an ester compound, fluff, yarn breakage, white powder, and spots generated in the false twisting process can be obtained. Processing defects can be sufficiently reduced, and the cleaning cycle of the heater can be extended.

  Emulsifiers and penetrants may also be used to emulsify the treatment, to aid in adhesion to the fibers, or to enable the treatment to be washed from the fibers with the treatment attached. Good. The emulsifier and penetrant are not particularly limited, and known ones can be employed. For example, polyoxyethylene lauryl ether, polyoxyethylene oleyl ether, polyoxyethylene nonylphenyl ether and the like having a weight average molecular weight of 300 or more and less than 1000 can be mentioned. Furthermore, polyoxyethylene lauryl amino ether, polyethylene glycol monolaurate, polyethylene glycol dilaurate, polyethylene glycol monooleate, polyethylene glycol dioleate, glycerin monooleate, sorbitan monooleate, polyoxyethylene glycerin monolaurate, polyoxyethylene sorbitan trio Nonionic surfactants such as polyoxyethylene castor oil ether and polyoxyethylene hardened castor oil ether, and nitrogen-containing nonionic surfactants such as oleic acid diethanolamide and polyoxyethylene lauric acid monoethanolamide Agents and the like. These emulsifiers and penetrants can be used alone or in combination of two or more, if necessary. The weight ratio of the emulsifier and the penetrant to the non-volatile content of the treating agent is not particularly limited, but is preferably 0.1 to 40% by weight, and more preferably 0.1 to 30% by weight. These emulsifiers and penetrants may be used for imparting antistatic properties to the fiber yarns, or for imparting lubricity or bunching properties.

  The antistatic agent is not particularly limited, and a known one can be used. For example, an anionic surfactant such as a metal salt / or amine salt of an alkyl phosphate ester (hereinafter abbreviated as phosphate), a metal salt / or amine salt of polyoxyethylene alkyl phosphate, or an alkane sulfonate; Cationic surfactants such as alkyl imidazolinium salts and quaternary ammonium salts; amphoteric surfactants such as lauryl dimethyl betaine and stearyl dimethyl betaine; and the like. These antistatic agents can be used alone or in combination of two or more, if necessary. The weight ratio of the antistatic agent to the non-volatile content of the treating agent is not particularly limited, but is preferably 0.1 to 10% by weight, and more preferably 0.1 to 5% by weight.

  In addition to the components such as the lubricant, emulsifier, penetrant, and antistatic agent described above, components such as an antioxidant, a preservative, a rust inhibitor, and an antifoaming agent may be used as necessary.

  In general, the treating agent of the present invention is transferred to a plant to be applied to a synthetic fiber filament as a treating agent in which the weight ratio of non-volatile components in the treating agent is 80% by weight or more from the viewpoint of transportation cost and stability of the treating agent. Is done. The treating agent of the present invention has very good treating agent stability and can prevent poor appearance and separation of components. As a result, the treating agent uniformly adheres to the synthetic fibers, and the problem that occurs in the spinning and processing steps can be significantly improved.

  It is preferable that the treating agent of the present invention further contains an appearance modifier. The appearance modifier can improve the stability of the treating agent. The appearance modifier is a component that is volatilized and removed by heat treatment in a synthetic fiber manufacturing process. The weight ratio of the appearance modifier to the entire treatment agent is preferably 0.1 to 20% by weight, and more preferably 0.1 to 10% by weight. When the weight ratio of the appearance modifier is more than 20% by weight, the performance as a fiber treatment agent deteriorates, and in the production of false twisted yarn of synthetic fiber, fluff, broken yarn, white powder, and the like generated in the false twisting process. It is not possible to reduce processing defects of dyed spots, but rather there is a possibility that processing defects increase.

  The appearance modifier is not particularly limited, and a known one can be used. Appearance modifiers include water and lower alcohols. For example, water, ethylene glycol, propylene glycol, isopropyl alcohol, glycerin, butyl diglycol and the like can be mentioned. Among them, water, ethylene glycol and glycerin are preferred. The appearance modifiers can be used alone or in combination of two or more as needed.

The treating agent of the present invention may be composed of the above-mentioned components consisting only of a nonvolatile component, may be composed of a nonvolatile component and an appearance modifier, or may be a component obtained by diluting the nonvolatile component with a low-viscosity mineral oil. Alternatively, an aqueous emulsion in which nonvolatile components are emulsified in water may be used. In the case of an aqueous emulsion in which nonvolatile components are emulsified in water, the concentration of the nonvolatile components is preferably 5 to 20% by weight, more preferably 6 to 15% by weight, and still more preferably 8 to 12% by weight.
The method for producing the treating agent of the present invention is not particularly limited, and a known method can be employed. The treating agent is usually manufactured by mixing the constituents described above in an arbitrary order.

[Synthetic fiber filament yarn]
The synthetic fiber filament yarn of the present invention is obtained by attaching a treating agent for friction false twisting of the synthetic fiber of the present invention in the form of a (raw material) synthetic fiber filament yarn. Processing defects such as fluff, broken yarn, white powder, and spots generated in the twisting process can be reduced, and the cleaning cycle of the heater can be extended. The amount of the non-volatile component attached to the treating agent is preferably from 0.1 to 0.8% by weight, more preferably from 0.2 to 0.7% by weight, and more preferably from 0.3 to 0% by weight, based on the (raw material) synthetic fiber filament. 0.6% by weight is more preferred.
(Raw material) There is no particular limitation on the method of applying the synthetic fiber filament treatment agent for friction false twisting of the synthetic fiber of the present invention, and a known method can be employed. Usually applied to the synthetic fiber filament in the spinning or drawing step, the (raw material) synthetic fiber filament is treated with a non-volatile component only, a non-volatile component diluted with a low-viscosity mineral oil, or a non-volatile component in water. And a method in which a water-based emulsion treating agent emulsified by oil is supplied by roller oiling, guide oiling, or the like.

  The treatment agent of the present invention is particularly suitable for false twist processing of synthetic fibers such as polyester fibers, polyamide fibers, and polyolefin fibers. As the polyester fiber, polyester (PET) mainly composed of ethylene terephthalate, polyester (PTT) mainly composed of trimethyleneethylene terephthalate, polyester (PBT) mainly composed of butylene ethylene terephthalate, and lactic acid are mainly used. Polyester (PLA) or the like as a structural unit is exemplified, and polyamide fibers include nylon 6, nylon 66, and the like, and polyolefin fibers include polypropylene and the like.

[Production method of false twisted yarn]
The method for producing a false twisted yarn of the present invention includes a step of heating, stretching, and false twisting the synthetic fiber filament yarn to which the above-described treatment agent for friction false twisting of the synthetic fiber of the present invention is applied. It is possible to reduce processing defects such as fluff, broken yarn, white powder, and spots generated in the process of false twisting, and it is possible to extend the cleaning cycle of the heater. The method of false twisting is not particularly limited, and a known method can be employed. For example, the method described in WO2009 / 034692 can be used.
The conditions of the false twist processing are not particularly limited, but from the point that the effect can be more effectively exerted, the false twist processing of a contact type (hot plate contact heating method) in which the synthetic fiber filament yarn is brought into direct contact with the hot plate of the heat source and heated. It is preferable to perform false twisting using a machine. Such a hot-plate contact heating type false twisting machine is one in which a heater temperature is 160 to 230 ° C., a heater length is 150 to 250 cm, and a synthetic fiber filament thread runs in contact with the surface of the heater plate. is there. The processing speed is generally from 500 to 1000 m / min, preferably from 600 to 800 m / min, but by using the treatment agent of the present invention, the processing speed can be improved.

Hereinafter, the present invention will be described in detail with reference to examples, but the present invention is not limited to the examples described here. Examples 1 to 6, 9, 12 to 15 are reference examples. The percentages (%) shown in the text and in the tables indicate "% by weight" unless otherwise specified. In Examples and Comparative Examples, each evaluation was performed based on the following method.

(Example 1)
The components shown in Table 5 were mixed and stirred to prepare a treating agent for false false twisting of the synthetic fibers of Example 1. Next, water was added to the prepared treating agent to prepare an aqueous emulsion having a nonvolatile content of 10% by weight. Next, the polyethylene terephthalate furdar yarn having a titanium oxide content of 2.5%, which was discharged from a die with an extruder and cooled and solidified, was subjected to a guide oiling method using a metering pump device to remove the nonvolatile component of the treating agent. An aqueous emulsion was applied so that the amount of adhering to 0.6% by weight, POY of 89 dtex / 72 filaments was spun and wound at a speed of 2800 m / min to obtain a 10 kg wound cheese. Next, using the obtained POY, in a false twist processing machine of a hot plate contact heating method, under the following false twist processing conditions, stretch false twist processing is performed continuously for 10 days, and the false twisted yarn is obtained. (DTY) was obtained. The following methods were used to evaluate the surging speed, false twist processing yarn breakage, contact heater contamination, white powder generation amount, knitted fabric dyeing spot, and smoke generation amount. Table 5 shows the results.

<Tempering conditions>
Stretching false twisting condition of the false twisting machine which is a hot plate contact heating system False twisting machine: HTS-15V manufactured by Teijin Machinery Co., Ltd.
Processing speed: 800m / min
Stretch ratio (DR): 1.60
Twisting device: triaxial disk friction method 1-5-1
(1 guide disk-5 working (polyurethane) disks-1 guide disk)
Disk speed / yarn speed (D / Y): 1.75
Overfeed rate: 3%
First heater (twist side) temperature: 210 ° C
Second heater (untwisting side) Temperature: Room temperature Processing days: 10 days

<Surging speed>
Starting from the initial stretching false twist processing speed of 800 m / min, the processing speed was increased by 30 m at a time of 10 minutes (800 → 830 → 860 m / min). The processing speed when an abnormality was observed on the monitor for measuring the tension was defined as the surging speed. The higher the surging speed, the more efficiently high-quality false twisted yarn can be produced.

<False twisted yarn>
After performing the draw false twisting, the number of times of yarn breakage was evaluated as follows. As the number of times of thread breakage increases, fluff is more likely to occur.
：: 0 times ○: 1-2 times △: 3-4 times ×: 5 times or more

<Contact heater contamination>
After performing the stretch false twisting, the contamination status of the heater was visually evaluated as follows.
A: The heater is not dirty.
：: Only part of the heater is dirty.
Δ: Heater is about half dirty.
×: All heaters are dirty.

<Amount of white powder generated>
After performing the stretch false twisting, the false twist disk and the amount of white powder generated around it were visually evaluated as follows.
◎: No white powder after processing for 10 days.
：: Some white powder is present after processing for 10 days.
Δ: White powder was generated and accumulated after processing for 5 days.
×: White powder is generated and deposited from the start of processing.

<Knitting dyeing group>
After performing the stretch false twisting, the obtained processed yarn was formed into a tubular knit by a circular knitting machine manufactured by Koike Machinery Co., Ltd., and the polyester knitted fabric was dyed. The dyeability of the obtained knitted fabric was evaluated as follows.
◎: No staining spots ○: One or two stain spots are present △: Three or more spots are found ×: Many staining spots are found, and stained streaks are also found

<Smoke generation>
Under the false twisting processing conditions (processing speed 800 m / min) described above, the amount of smoke per minute (Count per minute; CPM) discharged from the outlet side of the first heater was measured by a digital dust meter manufactured by Shibata Kagaku Co., Ltd. (Fume Counter) five times, and the average value was calculated. The smaller the value, the smaller the amount of smoke generated.

(Examples 2 to 18, Comparative Examples 1 to 12)
Evaluation was carried out in the same manner as in Example 1 except that the treatment components for friction false twisting of synthetic fibers were prepared by changing to the compounding components of the respective examples shown in Tables 5 to 7. The results are shown in Tables 5 to 7.

Table 1 shows details of the compounds (A) A-1 to A-7 shown in Tables 5 to 7. Table 1 shows R ¹ , R ² , AO, and m + n of the compound (A) represented by the general formula (1).

As the polyether compounds (B) B-1 to B-5 shown in Tables 5 to 7, those obtained in the following Production Examples B-1 to B-5 were used.
<Production Example B-1>
In a 2 L autoclave equipped with an alkylene oxide charge tank, a nitrogen supply pipe, and a pressure control valve, which can be stirred and controlled in temperature, 190 g of SAFOL23 (synthetic alcohol manufactured by SASOL) as raw material alcohol and caustic potash as an alkali catalyst. 5 g was charged. After the atmosphere in the autoclave was replaced with nitrogen, a dehydration operation was performed at 100 to 110 ° C. for 1 hour with stirring. Next, a mixture of 638 g of propylene oxide and 660 g of ethylene oxide is charged at a gauge pressure of 0.0 to 0.45 MPa and a reaction temperature of 140 to 150 ° C. so as to have a desired molar ratio, and the addition polymerization reaction is performed for about 10 hours. went. Thereafter, the obtained polyoxyalkylene alkyl ether was neutralized with 2.3 g of lactic acid and recovered. Thus, the polyether compound (B) B-1 was obtained.
<Production Examples B-2 to B-5>
In the same manner as in Production Example 1, except that the raw material alcohols of each example described in Table 2 and the number of moles and the method of addition of ethylene oxide and propylene oxide were changed, B-2 to B-2 to polyether compound (B) were used. B-5 was obtained.
Incidentally, R ³ of Table 2 shows the number of carbon atoms of the alkyl group in the case of using a monohydric alcohol starting alcohol. When a dihydric alcohol is used as the raw material alcohol, R ³ is a hydrogen atom.

Moreover, as C-1 to C-10 which are polyoxyalkylene alkyl ethers (C) shown in Tables 5 to 7, those obtained in the following Production Examples C-1 to C-10 were used.
<Production Example C-1>
130 g of octanol as a raw material alcohol and 5.9 g of caustic potash as an alkali catalyst were charged into a 4 L autoclave capable of stirring and controlling the temperature and having an alkylene oxide charge tank, a nitrogen supply pipe, and a pressure control valve. After the atmosphere in the autoclave was replaced with nitrogen, a dehydration operation was performed at 100 to 110 ° C. for 1 hour with stirring. Next, a mixture of 580 g of propylene oxide and 2640 g of ethylene oxide was used as a first stage, 116 g of propylene oxide was used as a second stage, a gauge pressure of 0.0 to 0.45 MPa, and a reaction temperature of 140 were set so as to obtain a desired molar ratio. At about 150 ° C., the addition polymerization reaction was carried out for about 14 hours. Thereafter, the obtained polyoxyalkylene alkyl ether was neutralized with 8.3 g of lactic acid and recovered. Thus, C-1 which was a polyoxyalkylene alkyl ether (C) was obtained.
<Production Examples C-2 to C-10>
In the same manner as in Production Example 1, except that the raw material alcohols in each of the examples shown in Tables 3 and 4 and the addition moles of ethylene oxide and propylene oxide were changed, C-polyoxyalkylene alkyl ether (C) was used. 2-C-10 were obtained.

Details of D-1 to D-6, which are polyoxyalkylene alkyl ether esters (D) shown in Table 6, are shown below. Hereinafter, R ⁵ , f, g of the polyoxyalkylene alkyl ether ester (D) represented by the general formula (4) and the fatty acid (R ⁶ COOH) used for the esterification are shown in order.
^{D-1: R 5 = 12,13} , f = 2, g = 6, lauric acid ^{D-2: R 5 = 8} , f = 2, g = 6, caprylic ^{D-3: R 5 = 10} , f = 3, g = 5, oleic acid ^{D-4: R 5 = 12,13} , f = 2, g = 6, caprylic ^{D-5: R 5 = 8} , f = 3, g = 9, isostearic acid D ^{-6: R 5 = 18, f} = 2, g = 7, lauric acid

As can be seen from Tables 5 to 7, in Examples 1 to 18 using the treating agent of the present invention containing the compound (A) and the polyether compound (B), the surging speed during false twisting can be increased, Low false twisting yarn breakage, contact heater contamination, white powder generation, knitted fabric spots and smoke generation, and excellent yarn production.
On the other hand, in Comparative Examples 1 to 12, since the compound (A) and the polyether compound (B) are not contained, the effects obtained in the examples cannot be obtained.

  The processing agent for false false twisting of synthetic fibers of the present invention is excellent in extreme pressure lubricity and oil film strength exerted on the fibers, so that during the production of filaments for synthetic fibers, the surging speed is increased and high quality with less fluff and breakage Fiber can be obtained.

Claims (10)

Compound represented by the following general formula (1) (A), containing a polyoxyalkylene alkyl ether (C) represented by the polyether compound represented by the following general formula (2) (B) and the following general formula (3) A treating agent for false twisting of synthetic fibers, wherein the polyether compound (B) has a weight average molecular weight of 300 to 3,000 .

(However, R ¹ represents an alkyl group or alkenyl group having 11 to 29 carbon atoms. R ² represents an alkyl group or alkenyl group having 4 to 24 carbon atoms. AO represents an oxyalkylene group having 2 or 3 carbon atoms.) M and n represent the average number of moles of AO added, and m + n is a number satisfying 3 to 25.)

(Wherein, R ³ is the. Alkyl and alkenyl groups an alkyl group or alkenyl group having 1 to 30 carbon atoms having 1 to 30 carbon atoms, be composed of any of the structures of the linear or branched PO represents an oxypropylene group, EO represents an oxyethylene group, a and b each represent the average number of moles added, a = 1 to 50, b = 1 to 100. [(PO) _a / (EO) _b] is the addition of .PO and EO polyoxyalkylene group formed by added with a mole of PO and b moles of EO may be either random addition and block addition, in the case of block addition, The order of addition of PO and EO does not matter.)

(However, R ⁴ represents an alkyl group or an alkenyl group having 1 to 30 carbon atoms, and may have a linear or branched structure. PO is an oxypropylene group, and EO is an oxyethylene group. C, d, and e indicate the average number of moles of each, and are c = 1 to 50, d = 1 to 100, and e = 1 to 20. [(PO) _c / (EO) _d ] is It is a polyoxyalkylene group obtained by randomly adding c moles of PO and d moles of EO.)   The treating agent according to claim 1, wherein a weight ratio (A / B) between the compound (A) and the polyether compound (B) is 0.1 / 99.9 to 50/50.   The treating agent according to claim 1 or 2, wherein the weight ratio of the compound (A) to the nonvolatile content of the treating agent is 0.1 to 50% by weight.   The treatment agent according to any one of claims 1 to 3, wherein the weight ratio of the polyether compound (B) to the nonvolatile content of the treatment agent is 10 to 90% by weight. The treating agent according to any one of claims 1 to 4, wherein the weight ratio of the polyoxyalkylene alkyl ether (C) to the nonvolatile content of the treating agent is 1 to 50% by weight . The treating agent according to any one of claims 1 to 5, wherein the weight ratio of the polyoxyalkylene alkyl ether (C) to the nonvolatile content of the treating agent is 1 to 50% by weight. The additional ratio of PO / EO polyoxyalkylene alkyl ether (C) (weight ratio) is 1/99 to 50/50, weight average molecular weight from 1,000 to 100,000, to any one of claims 1 to 6 The treating agent according to the above.   The treatment agent according to any one of claims 1 to 7, wherein the synthetic fiber is a polyester fiber, a polyamide fiber, or a polyolefin fiber.   A synthetic fiber filament yarn obtained by adhering the treating agent according to any one of claims 1 to 8 to a raw synthetic fiber filament yarn.   A method for producing a false twisted yarn, comprising a step of heating, stretching and false twisting the synthetic fiber filament yarn according to claim 9.