JP4483414B2 - Animal-like acrylic fiber with excellent processability - Google Patents

Description

The present invention relates to an acrylic fiber having an animal hair-like slim texture and excellent workability.

It is well known that knitted fabrics made of animal hair fibers such as wool, cashmere, Angola eyelashes, etc. have an excellent texture based on a unique slimy feeling. Synthetic fibers such as acrylic fibers also have such animal hair fibers. A method of imparting a specific texture has been proposed. As such a method, there has been proposed a method in which an amino-modified organopolysiloxane is applied to an acrylic synthetic fiber in a gel-swollen state in an emulsified liquid state having a specific composition, followed by drying and densification, and then a spinning oil is applied. (Patent Document 1) Further, water is added while mixing and stirring an emulsifier selected from the group of POE = (n ′) alkylphenyl phosphates with a specific silicone resin to form a weakly acidic emulsion, and wet spinning. A method has been proposed in which the emulsion is adhered to the swollen gel acrylic fiber obtained in this manner, and then immediately dried, and then a spinning oil is further applied. (Patent Document 2). By adopting such a method, it is possible to give a slimy feeling, flexibility and shrinkage resistance similar to animal hair fiber products, but in such means, a two-stage treatment with two baths of silicone treatment and spinning oil agent is essential, and it is not necessarily industrial It is difficult to say that it is a preferable method, and further improvement has been desired.

There has also been proposed a method in which a specific softening agent that is stably dispersed in an aqueous medium is attached to acrylic fibers and then heat-treated. (Patent Document 3) In such a method, acrylic fibers having an animal hair-like texture are obtained by a one-step treatment. In particular, fibers having fineness and irregular cross-section that are likely to generate static electricity are spun in the spinning process. It was inferior in workability, such as sticking.
JP 7-238423 A Japanese Patent Publication No.51-2556 JP 62-45789 A

An object of the present invention is to provide an acrylic fiber that solves the problems of the prior art, has excellent processability, and has an animal hair-like texture. As a result of earnest research on acrylic fibers that satisfy both the durable animal hair-like texture and the processability such as spinnability, the present inventor has obtained specific imidazolinium compounds, fatty acid amides, amino-modified polyorganosiloxanes, and nonionic interfaces. By selecting the activator and adhering the treatment agent coexisting at a specific ratio to the fiber to be treated, there is no problem in the spinning process such as yarn breakage and scoring even with fineness and irregularly shaped fibers, and the texture The present inventors have found that an acrylic fiber satisfying both processability can be obtained and reached the present invention.

（化４において、
Ｒ^１：炭素数１６〜２２の脂肪酸からカルボン酸基を除いた残基
Ｒ^２：メチル基、エチル基又はベンジル基
Ｒ^３：下記の化５で示される有機基
Ｘ：炭素数１又は２のアルキル硫酸基、又はハロゲン原子）
（化５）
−（ＣＨ_２）_２−Ｒ^４
（化５において、
Ｒ^４：炭素数１〜４のアルキル基で置換された置換アミノ基、又は炭素数２〜２２の脂肪酸アミド基）
脂肪酸アミド誘導体:下記の化６で示されるポリエチレンポリアミンの窒素原子に結合した水素原子のうち２又は３個の水素原子を炭素数１６〜２２の脂肪族アシル基で置換した脂肪酸アミド、該脂肪酸アミドを酸で中和した脂肪酸アミド塩から選ばれる一つ又は二つ以上、
（化６）
ＮＨ_２−（Ｃ_２Ｈ_４ＮＨ）_ｑ−Ｃ_２Ｈ_４−ＮＨ_２
（化６において、ｑ：１又は２)
アミノ変性ポリオルガノシロキサン:アミノ当量１５００〜４０００の線状アミノ変性ポリオルガノシロキサン。
That is, the above object of the present invention is to provide 2 to 12% by weight of an imidazolinium compound represented by the following chemical formula 4, 10 to 35% by weight of the following fatty acid amide derivative, and 10 to 50% by weight of the following amino-modified polyorganosiloxane. % And a nonionic surfactant in an amount of 8 to 25% by weight, and a total amount of 40% by weight or more of the above-mentioned fiber treatment agent, based on the dry weight of the fiber, This is achieved by an acrylic fiber having an animal hair-like slimy texture excellent in processability, characterized by being adhered by 0.1 to 2.0% by weight as a solid content.

(In chemical formula 4,
R ¹ : a residue obtained by removing a carboxylic acid group from a fatty acid having 16 to 22 carbon atoms R ² : a methyl group, an ethyl group or a benzyl group R ³ : an organic group X represented by the following chemical formula 5: a C 1 or 2 carbon group Alkyl sulfate group or halogen atom)
(Chemical formula 5)
- _{(CH 2) 2} -R ⁴
(In chemical formula 5,
R ⁴ : a substituted amino group substituted with an alkyl group having 1 to ⁴ carbon atoms , or a fatty acid amide group having 2 to 22 carbon atoms)
Fatty acid amide derivative: Fatty acid amide in which 2 or 3 hydrogen atoms bonded to nitrogen atoms of polyethylene polyamine represented by the following chemical formula 6 are substituted with an aliphatic acyl group having 16 to 22 carbon atoms, the fatty acid amide One or more selected from fatty acid amide salts neutralized with an acid,
(Chemical formula 6)
_{NH 2 - (C 2 H 4} NH) q -C 2 H 4 -NH 2
(In Chemical Formula 6, q: 1 or 2)
Amino-modified polyorganosiloxane: A linear amino-modified polyorganosiloxane having an amino equivalent of 1500 to 4000.

Further, the imidazolinium compound represented by Chemical Formula 3 is 3 to 10% by weight, the fatty acid amide derivative is 15 to 25% by weight, the amino-modified polyorganosiloxane is 25 to 45% by weight, and the nonionic surfactant is 15 to 25% by weight. 0.1 to 2.0% by weight as a total solid content of the fiber treatment agent, containing a total of 70% by weight or more of the fiber treatment agent, based on the dry weight of the fiber. 2. The acrylic fiber having excellent processability and animal hair-like slimness according to claim 1, which is adhered, is better achieved.

Since the acrylic fiber of the present invention has a durable animal hair-like slime texture, it can be made into napped products and clothing such as piles and bores with a texture very close to animal hair. . In addition, in the spinning process, the texture of the fiber to be treated can be improved without deriving troubles such as yarn breakage and scoring. Furthermore, even a one-stage treatment can provide a sufficient effect and is industrially advantageous.

The fiber treating agent to be applied to the acrylic fiber of the present invention contains the imidazolinium compound represented by the chemical formula 4, the fatty acid amide derivative, the amino-modified polyorganosiloxane and the nonionic surfactant. is there. Such an imidazolinium compound is obtained by quaternizing an imidazoline compound obtained from an aliphatic monocarboxylic acid and N-substituted ethylenediamine with a quaternizing agent.

Examples of the aliphatic monocarboxylic acid used for the synthesis of the imidazolinium compound include fatty acids having 16 to 22 carbon atoms such as palmitic acid, stearic acid, isostearic acid, and behenic acid.

In the N-substituted ethylenediamine, one hydrogen atom of one amino group of ethylenediamine is substituted with an organic group represented by Chemical Formula 5. In the organic group represented by Chemical Formula 5, R ⁴ in the formula is 1) a substituted amino group substituted with a lower alkyl group such as a methylamino group, an ethylamino group, a propylamino group, a dimethylamino group, or a diethylamino group 2) Fatty acid amide groups having 2 to 22 carbon atoms such as acetamide group, propanamide group, butanamide group, pentadecanamide group, hexadecanamide group, heptadecanamide group, octadecanamide group, nonadecanamide group, eicosanamide group, etc. It is done.

  Specific examples of such N-substituted ethylenediamine include N- (N-methyl-2-aminoethyl) ethylenediamine, N- (N-ethyl-2-aminoethyl) ethylenediamine, N- (N-propyl-2-aminoethyl). ) Ethylenediamine, N- (N-butyl-2-aminoethyl) ethylenediamine, N- (2-acetamidoethyl) ethylenediamine, N- (2-propanamidoethyl) ethylenediamine, N- (2-heptadecanamidoethyl) ethylenediamine, N- (2-octadecanamidoethyl) ethylenediamine, N- (2-nonadecanamidoethyl) ethylenediamine, N- (2-eicosanamidoethyl) ethylenediamine, N- (2-heneicosanamidoethyl) ethylenediamine and the like It is done.

The imidazoline compound used for the synthesis of the imidazolinium compound represented by Chemical Formula 4 is obtained by a known synthesis method using the above-described aliphatic monocarboxylic acid and N-substituted ethylenediamine. For example, 1 mol of an aliphatic monocarboxylic acid and 1 mol of an N-substituted ethylenediamine are heated at 180 to 220 ° C., dehydrated, amidated and cyclized.

The imidazolinium compound represented by Chemical Formula 4 can be obtained by quaternizing the imidazoline compound obtained as described above with a quaternizing agent. Examples of such quaternizing agents include 1) monohalogenated alkyls having 1 to 4 carbon atoms such as methyl chloride, ethyl bromide and butyl iodide, 2) benzyl halides such as benzyl chloride and benzyl bromide, 3) dimethyl sulfate and diethyl sulfate. Examples thereof include dialkyl sulfuric acid having 1 to 4 carbon atoms in the alkyl group, among which dimethyl sulfuric acid and diethyl sulfuric acid are preferable.

The imidazolinium compound represented by Chemical Formula 4 can be obtained by a known synthesis method. For example, 1 mol of 1- (2-aminoethyl) -2-heptadecyl-2-imidazoline obtained from 1 mol of stearic acid and 1 mol of diethylenetriamine and 1 mol of diethyl sulfate are reacted at 80 ° C. to give 1- (2 A method for obtaining (aminoethyl) -1-ethyl-2-heptadecyl-2-imidazolinium ethyl sulfate is mentioned.

In the fatty acid amide derivative used for the fiber treating agent employed in the present invention, 1) 2 or 3 hydrogen atoms among the hydrogen atoms bonded to the nitrogen atom of the polyethylene polyamine represented by Chemical formula 6 are 16 to 16 carbon atoms. Fatty acid amides substituted with 22 aliphatic acyl groups, 2) Fatty acid amide salts obtained by neutralizing the fatty acid amides with acids are included.

The fatty acid amide can be obtained by subjecting 1 mol of polyethylene polyamine represented by Chemical Formula 6 to amidation reaction of 2 or 3 mol of fatty acid having 16 to 22 carbon atoms.
The polyethylene polyamine represented by the formula 6 used for the synthesis of the fatty acid amide is 1) diethylenetriamine, triethylenetetramine, and tetraethylenepentamine.

Examples of fatty acids used for the synthesis of fatty acid amides include fatty acids having 16 to 22 carbon atoms such as palmitic acid, palmitoleic acid, stearic acid, oleic acid, isostearic acid, arachidic acid, and behenic acid. Such fatty acid amides can be obtained by known synthesis methods. For example, it can be obtained by heating 2 mol of an aliphatic monocarboxylic acid and 1 mol of polyethylene polyamine to 180 to 220 ° C. to carry out an amidation reaction.

The fatty acid amide salt is obtained by neutralizing part or all of the amino group in the fatty acid amide described above with an organic acid or an inorganic acid. Examples of organic acids used for neutralization include 1) aliphatic monocarboxylic acids having 2 to 6 carbon atoms such as acetic acid, propionic acid and caproic acid, and 2) fats having 2 to 4 carbon atoms such as glycolic acid, lactic acid and malic acid. Group hydroxy monocarboxylic acids. Moreover, hydrochloric acid, phosphoric acid, phosphorous acid, boric acid etc. are mentioned as an inorganic acid used for neutralization.

The amino-modified polyorganosiloxane used for the fiber treating agent employed in the present invention is a linear amino-modified polyorganosiloxane having an amino equivalent of 1500 to 4000, preferably 1600 to 2500. Such amino-modified polyorganosiloxane is a linear polyorganosiloxane having a dimethylsiloxane group as an essential constituent group in the molecule and a siloxane group having an amino-modified group. Here, examples of the amino-modified group include a 2-aminoethyl group, a 3-aminopropyl group, a 4-aminobutyl group, and an N- (2-aminoethyl) -3-aminopropyl group.

Known nonionic surfactants to be used for the fiber treating agent employed in the present invention can be applied. Examples thereof include 1) polyoxyalkylene alkyl (or alkenyl) ether, polyoxyalkylene alkyl phenyl ether, polyoxyalkylene ether having a polyoxyalkylene group composed of oxyethylene units and / or oxypropylene units in the molecule. Nonionic surfactants such as oxyalkylene alkyl (or alkenyl) esters, polyoxyalkylene castor oil, polyoxyalkylene hydrogenated castor oil, and 2) many sorbitan monolaurate, sorbitan trioleate, glycerin monolaurate, diglycerin dilaurate, etc. Nonhydric alcohol partial ester type nonionic surfactant, 3) all having a polyoxyalkylene group composed of oxyethylene units and / or oxypropylene units and a nitrogen atom in the molecule Amino ether type nonionic surfactants such as alkyl (or alkenyl) amino ethers and polyether polyamines, 4) all of which have a polyoxyalkylene group composed of oxyethylene units and / or oxypropylene units in the molecule and a nitrogen atom Examples thereof include amide ether type nonionic surfactants such as polyoxyalkylene fatty acid amides.

The fiber treating agent employed in the present invention is 2 to 12% by weight of an imidazolinium compound represented by Chemical Formula 4 as described above, 10 to 35% by weight of a fatty acid amide derivative, and 10 of amino-modified polyorganosiloxane. -50% by weight and 8-25% by weight of a nonionic surfactant, and a total of 40% by weight or more. If it is outside this range, the stability of the processing agent is poor, or the texture is good, but there is a problem in workability, the workability is good but there is a problem in texture, etc. Difficult to get fiber. The imidazolinium compound represented by Chemical Formula 3 is 3 to 10% by weight, the fatty acid amide derivative is 15 to 25% by weight, the amino-modified polyorganosiloxane is 25 to 45% by weight, and the nonionic surfactant is 15 to 25% by weight. It is preferable that they are contained and that they are contained in a total of 70% by weight or more.

As described above, the fiber treatment agent employed in the present invention comprises, as essential components, an imidazolinium compound, a fatty acid amide derivative, an amino-modified polyorganosiloxane, and a nonionic surfactant. As long as it does not impair the texture of the tone, the processability, or the stability of the treatment agent, known antibacterial agents, fungicides, deodorants, antifoaming agents, spinning oils and the like may be added as other components. In particular, it is preferable to add a spinning oil to fibers with fineness and fibers with irregular cross sections that are prone to static electricity and are inferior in workability during spinning and the like. The spinning oil agent can be added separately after applying the fiber treatment agent employed in the present invention to the fiber, but if added to the fiber treatment agent employed in the present invention, It is preferable because the process can be performed with

  The spinning oil is not particularly limited as long as it is a spinning oil generally used for acrylic fibers, and both anionic and cationic surfactants can be used, but from the viewpoint of bath stability. Cationic surfactants are preferred. Such surfactants include stearyl, amide, propyl, dimethyl, hydroxyethyl, ammonium nitrate, stearyl, amide, propyl, dimethyl, ethoxyethyl, ammonium ethyl sulfate, cetyl, amide, propyl, dimethyl, hydroxyethyl, and ammonium. Nitrate, lauryl, amide, propyl, dimethyl, hydroxyethyl, ammonium nitrate, stearyl, amide, propyl, dimethyl, ethyl, ammonium nitrate, stearyl, amide, propyl, dimethyl, ethyl, ammonium ethyl sulfate, stearyl・ Amido-propyl-trimethyl-ammonium methyl sulfate, lauryl-amido-propyl-dimethyl-ethyl-ammonium nitrate, lauric・ Amido-propyl-dimethyl-ethyl-ammonium ethyl sulfate, lauryl-amide-propyl-trimethyl-ammonium methyl sulfate, stearyl-amide-propyl-diethyl-methyl-ammonium methyl sulfate, stearyl-dimethyl-ethyl-ammonium ethyl sulfate, stearyl・ Quaternary ammonium such as trimethyl / ammonium methyl sulfate, lauryl / dimethyl / ethyl / ammonium ethyl sulfate, lauryl / trimethyl / ammonium methyl sulfate, oleyl / dimethyl / ethyl / ammonium ethyl sulfate, oleyl / dimethyl / methyl / ammonium methyl sulfate Salt, the counter ion of the quaternary ammonium salt is an alkyl having 2 to 12 carbon atoms. It is replaced by phosphate, polyoxyethylene alkyl amine salt type cationic compound, an alkylamine salt, and the like.

  The amount of the spinning oil added to the fiber treating agent should be set as appropriate in consideration of processability such as spinning, but is generally 3 to 60% by weight, preferably 4 to 50% by weight, More preferably, it is 5 to 30% by weight.

The acrylic fiber according to the present invention is composed of acrylonitrile alone or a copolymer of acrylonitrile and other vinyl monomers in an amount of 60% or more, preferably 80% or more by weight, and according to a conventional method, wet spinning, dry spinning or A generic term for fibers obtained by dry and wet spinning. As such a fiber, as long as it passes through the coagulation and water washing steps, even if it is an intermediate product in the production process, it can be appropriately employed. In particular, the fiber before heat treatment in the gel-swollen state that has undergone the solidification, water washing, and stretching processes, and the fiber that has undergone the heat treatment process before drying, and the fiber treatment agent is adhered to the fibers, thereby allowing subsequent dry heat treatment or drying. Depending on the process, fixing heat treatment of an amino-modified polyorganosiloxane as a fiber treating agent can be performed at the same time, which is desirable.

In addition, as a heat treatment method for the acrylic fiber to which the fiber treatment agent is adhered, any method can be adopted as long as the amino-modified polyorganosiloxane of the fiber treatment agent can be fixed to the fiber surface. It is industrially preferable to employ a temperature condition of 60 to 150 ° C., more preferably 80 to 130 ° C. in a dry heat atmosphere. Needless to say, such heat treatment can also serve as a subsequent step such as drying as described above.

  When the fiber treatment agent according to the present invention is attached to the acrylic fiber, a high-concentration aqueous solution having a fiber treatment agent concentration of about 5 to 30% by weight is usually prepared in advance. Is attached to the acrylic fiber as a low-concentration aqueous solution of about 0.5 to 3.0% by weight. The adhesion amount of the fiber treatment agent should be appropriately set in consideration of the desired texture and the like, but includes the essential components of the fiber treatment agent based on the dry weight of the acrylic fiber to be treated. It is desirable that the solid content is set within a range of about 0.1 to 2.0% by weight, preferably 0.15 to 1.5% by weight, more preferably 0.2 to 1.0% by weight. If the lower limit of the adhesion amount is not exceeded, a sufficient slime texture cannot be imparted to the fiber to be treated, and if the upper limit of the range is exceeded, bonding between single fibers, a card in the spinning process This is not preferable because it causes problems such as tacking on the taker-in roller, and cracking on the top roller of gil / stripe or spinning.

EXAMPLES In order to further facilitate understanding of the present invention, representative examples will be described below, but the gist of the present invention is not limited by the description of these examples. Unless otherwise specified, all parts and percentages are based on weight. Note that the slimeness, post-boil and post-wash slimeness, flexibility and spinnability were measured by the following methods.

(1) Raw cotton sliminess The sensory evaluation was performed on the dried test raw cotton. The criteria for sensory evaluation are as follows: ◎ is particularly good, ◯ is good, Δ is slightly good, and x is poor.
(2) Post-boil sliminess Test raw cotton was free-boiled for 40 minutes under the following conditions, and sensory evaluation was performed after dehydration and drying.
Boil treatment conditions Acetic acid 3.0% o. w. f
Sodium acetate 0.5% o. w. f
Bath ratio 1:50
(3) Slimming property after washing The test raw cotton was free-boiled under the above-described boil conditions, then washed according to JIS-L0217-1995 method 103 and dehydrated. This was repeated 10 times and then dried (at 60 ° C. for 40 minutes) for sensory evaluation. The detergent used was an attack made by Kao Corporation.

(3) Spinnability of test raw cotton in the usual wool or short fiber spinning process, cardability, roller or gill or kneading roller, roller spinning in spinning machine, thread breakage, etc. Was evaluated. The evaluation criteria are as follows: ◎ is particularly good, ◯ is good, Δ is slightly good, and x is poor.

Preparation of fiber processing agents (fiber processing agents A to I)
An imidazolinium compound, a fatty acid amide derivative, an amino-modified polyorganosiloxane, and a nonionic surfactant were mixed in water at 30 ° C. so as to have the composition shown in Table 1. The details of each component are as follows.
・ Imidazolinium compound: R ¹ in Chemical Formula 4 and Chemical Formula 5: C ₁₇ H ₃₅ R ² : C ₂ H ₅
R ³ : R ^{4 in} Chemical Formula 5 is C ₁₇ H ₃₅ CONH
X : C ₂ H ₅ OSO ₃
Fatty acid amide: acetate of a reaction product of 1 mol of q having 2 in formula 6 and 2 mol of behenic acidAmino-modified polyorganosiloxane: linear amino-modified polyorganosiloxane having an amino equivalent of 2000 Nonionic surfactant : Equivalent mixture of polyoxyethylene C18 unsaturated alkylamide ether and polyoxyethylene C12 alkylamino ether

Example 1
A polymer obtained by copolymerizing 90% acrylonitrile, 9.8% methyl acrylate, and 0.2% sodium methallylsulfonate (intrinsic viscosity [η]: 1.4 in dimethylformamide at 30 ° C.) at a concentration of 50% A spinning stock solution having a polymer concentration of 12% was prepared by dissolving in an aqueous solution of Rhodan soda, and the spinning solution was spun into a 15% Rhodan soda aqueous solution at −3 ° C. using a round nozzle. A fiber tow was prepared by washing with water, stretching, heat treatment and the like according to the method.
Next, after the fiber tow was immersed in the treatment agent diluted with the fiber treatment agent A shown in Table 1 so that the total component concentration (total solid content) was 1.2% by weight, the amount of the treatment agent adhered was the fiber. The fiber was squeezed to 50% with respect to the dry weight, then dried under hot air at 125 ° C. for 15 minutes, then cut unequally into a range of 76 to 127 mm and a test fiber having a single fiber fineness of 3.3 dtex ( 1) was produced. Table 2 shows the evaluation results of the test fiber (1).

Example 2
Test fibers (2 to 7) were produced in the same manner as in Example 1 except that the fiber treating agents B to G shown in Table 1 were used. The evaluation results are also shown in Table 1.

  As is clear from Table 2, in the fibers No. 1 to 4, 6 and 7 using the fiber treating agent employed in the present invention, the fibers No. 4 and 7 were excellent in both texture and spinnability. It was. Fibers No. 1, 2, 3 and 6 with slightly less amino-modified polyorganosiloxane are slightly inferior in sliminess, and fiber No. 3 to which no spinning oil is added is slightly inferior in spinnability, but is sufficiently practical. It was possible. On the other hand, fiber No. 5 using a treatment agent that does not contain an imidazolinium compound and a fatty acid amide contains a large amount of amino-modified polyorganosiloxane, so that it is excellent in sliminess, but at the time of spinning. It was inferior in spinnability, such as the occurrence of wrinkling.

Example 3
A polymer obtained by copolymerizing 90% acrylonitrile, 9.8% methyl acrylate, and 0.2% sodium methallylsulfonate (intrinsic viscosity [η]: 1.4 in dimethylformamide at 30 ° C.) at a concentration of 50% A spinning stock solution having a polymer concentration of 12% was prepared by dissolving in an aqueous solution of Rhodan soda, and the spinning solution was spun into a 15% Rhodan soda aqueous solution at −3 ° C. using a round nozzle hole shape. A fiber tow was prepared by washing with water, stretching, heat treatment and the like.
Next, after the fiber tow is immersed in a treatment agent diluted with the fiber treatment agent F shown in Table 1 so that the total component concentration (total solid content) is 1.2% by weight, the amount of the treatment agent adhered is the fiber. The fiber was squeezed to 50% with respect to the dry weight, then dried under hot air at 125 ° C. for 20 minutes, and then cut to 51 mm to prepare a test fiber (8) having a single fiber fineness of 1.0 dtex. The evaluation results of the test fiber (8) are shown in Table 3.

  Test fibers (9 to 11) were produced in the same manner as in Example 3 except that the fiber treatment agents G to I shown in Table 1 were used. The evaluation results are also shown in Table 3.

Example 4
The single fiber fineness is 3.3 dtex and the ratio of short axis to long axis is 4 in substantially the same manner as in Example 1 except that the fiber processing agent H shown in Table 1 is used and a nozzle having a flat nozzle hole shape is used. A test fiber (12) having a flat cross section was prepared. The evaluation results of the test fiber (12) are also shown in Table 3.

  From Table 3, fiber Nos. 8 to 10 and 12 using the fiber treatment agent employed in the present invention, both fineness and fiber having an irregular cross section, are both slime and spinnable. It was excellent. On the other hand, fiber No. 11 using a treatment agent that does not contain an imidazolinium compound and that does not contain a spinning oil was inferior in spinnability, such as sticking during spinning.

Example 5
A fiber having a different amount of fiber treatment agent applied in the same manner as in Example 1 except that the fiber treatment agent G was used and the total component concentration (total solid content) of the fiber treatment agent was changed as described in Table 4. (13 to 16) were produced. The evaluation results are shown in Table 4.

  As is apparent from Table 4, among the fibers No. 7, 13 and 14 of the present invention, the fiber No. 7 and the fiber No. 14 with a little amount of adhesion are excellent in both slimeness and spinnability. Slightly less fiber No. 13 was slightly inferior in slimness but at a level causing no practical problems. On the other hand, fiber No. 16 having a large amount of adhesion of the treating agent for fibers was excellent in slimness, but was poor in spinning property, and fiber No. 15 having a small amount of adhesion was also inferior in sliminess.

Claims (2)

2-12% by weight of an imidazolinium compound represented by the following chemical formula 1, 10-35% by weight of the following fatty acid amide derivative, 10-50% by weight of the following amino-modified polyorganosiloxane, and 8 nonionic surfactants. To 25% by weight and a total amount of 40% by weight or more of the fiber treatment agent is 0.1 to 2 as the total solid content of the fiber treatment agent with respect to the dry weight of the fiber. An acrylic fiber having an animal hair-like slimy texture excellent in processability, characterized by being adhered by 0.0% by weight.

(In chemical formula 1,
R ¹ : a residue obtained by removing a carboxylic acid group from a fatty acid having 16 to 22 carbon atoms R ² : a methyl group, an ethyl group, or a benzyl group R ³ : an organic group X represented by the following chemical formula 2 X: having 1 or 2 carbon atoms Alkyl sulfate group or halogen atom)
(Chemical formula 2)
- _{(CH 2) 2} -R ⁴
(In chemical formula 2,
R ⁴ : a substituted amino group substituted with an alkyl group having 1 to ⁴ carbon atoms , or a fatty acid amide group having 2 to 22 carbon atoms)
Fatty acid amide derivative: Fatty acid amide obtained by substituting 2 or 3 hydrogen atoms with an aliphatic acyl group having 16 to 22 carbon atoms among hydrogen atoms bonded to nitrogen atoms of polyethylene polyamine represented by the following chemical formula 3, and the fatty acid One or more selected from fatty acid amide salts obtained by neutralizing an amide with an acid.
(Chemical formula 3)
_{NH 2 - (C 2 H 4} NH) q -C 2 H 4 -NH 2
(In chemical formula 3, q: 1 or 2)
Amino-modified polyorganosiloxane: linear amino-modified polyorganosiloxane having an amino equivalent of 1500 to 4000
3 to 10% by weight of an imidazolinium compound represented by Chemical Formula 1, 15 to 25% by weight of a fatty acid amide derivative, 25 to 45% by weight of an amino-modified polyorganosiloxane, and 15 to 25% by weight of a nonionic surfactant. And a total of 70% by weight or more of the fiber treatment agent is added in an amount of 0.1 to 2.0% by weight as the total solid content of the fiber treatment agent with respect to the dry weight of the fiber. 2. An acrylic fiber having excellent processability and an animal hair-like slime texture according to claim 1.