JP2000265371A - Treatment agent for synthetic fiber to be subjected to crimping and treatment of synthetic fiber to be subjected to crimping - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject treatment agent capable of imparting synthetic fibers with touch free from squeaky feeling and excellent wetting characteristics to dyeing solution by including each specific fatty acid ester and polyether. SOLUTION: This treatment agent is obtained by compounding fatty acid ester(s) 15-44 in iodine number consisting of a single product or mixture <10 deg.C in coagulating point prepared by esterification between 18-26C aliphatic monohydric alcohol(s) and aliphatic monocarboxylic acid(s) and a polyether 3,000-20,000 in weight-average molecular weight prepared by a total of 30-420 mol addition of ethylene oxide/propylene oxide in the molar ratio of (15:85) to (85:15) per mol of (hydrogenated) castor oil in the weight ratio of the fatty acid ester(s) to polyether of (100:10) to (100:50). This treatment agent is imparted at 0.05-3 wt.% to e.g. polyamide synthetic fibers to be subjected to crimping.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a treating agent for synthetic fibers subjected to crimping and a method for treating synthetic fibers subjected to crimping. The processing agent is attached to the synthetic fiber, and the synthetic fiber to which the processing agent is attached is subjected to crimping to obtain a bulky synthetic fiber. In this case, assuming that the crimping process itself can be performed smoothly, to impart functionality to the obtained bulky synthetic fiber, for example, to give the resulting bulky synthetic fiber an excellent texture without squeaky feeling, At the same time, it is required to impart excellent wetting characteristics to the dyeing solution. The present invention relates to a treatment agent for synthetic fibers to be subjected to crimping and a method for treating synthetic fibers to be subjected to crimping, which satisfies such demands.

[0002]

2. Description of the Related Art Conventionally, as a treating agent for synthetic fibers, many treating agents containing a lubricant component and an emulsifier component have been proposed. These are roughly classified into 1) a treating agent mainly containing a fatty acid ester as a lubricant component (JP-A-58-220874, JP-A-62-29728, JP-A-3-19968, JP-A-6-158538, USP34).
28560, USP3575856, USP36729
77, USP 3,850,658, US Pat.
USP4103068, USP4105568), 2)
Treatment agents mainly containing polyether or polyetherester as a lubricant component (JP-A-56-91073, JP-A-56-159364, JP-A-59-223368, JP-A-63-235576, JP-A-3-3 871, JP-A-4
-34074 and JP-A-5-148774). However, when these processing agents are subjected to crimping of synthetic fibers to which these processing agents are attached, crimping itself does not cause any problem, but the resulting bulky synthetic fibers have a feeling of creaking. There is a drawback that it is insufficient in giving an unsatisfactory feeling and giving wettability to a dyeing solution.
On the other hand, a treating agent which is attached to a bulky synthetic fiber after crimping and imparts a feeling without squeaky feeling afterwards has been proposed (JP-A-63-120148, JP-A-63-25412).
9, JP-A-2-47366). However, it is inefficient to attach another treatment agent to the bulky synthetic fiber after crimping because the process operation is complicated. It is conceivable that such a treating agent is attached to the synthetic fiber before crimping and then crimped, but in this case, the processability is poor and it is difficult to perform the crimping itself.

[0003]

The problem to be solved by the present invention is that the conventionally proposed treating agents for synthetic fibers, when these are adhered to the synthetic fibers and subjected to crimping, are subjected to crimping. Although it does not cause any problems in itself, it is not sufficient to give the resulting bulky synthetic fibers functionality, in particular to give a feeling without squeaky feeling, and to give wettability to the dyeing solution. That is the point.

[0004]

Means for Solving the Problems Thus, the present inventors have
As a result of research to solve the above-mentioned problems, as a treating agent for synthetic fibers to be subjected to crimping (hereinafter simply referred to as a treating agent), a lubricant component and an emulsifier component are contained and specified as the lubricant component. It has been found that those containing the above fatty acid esters and a specific polyether in a predetermined ratio are correct and suitable.

That is, the present invention comprises a lubricant component and an emulsifier component, and the following fatty acid ester and the following polyether are used as the lubricant component: the fatty acid ester / the polyether = 100 / 10-100 / 50 (weight ratio)
And a treatment method using the same.

Fatty acid esters: fatty acid esters obtained by subjecting an aliphatic monohydric alcohol having 18 to 26 carbon atoms and an aliphatic monocarboxylic acid having 18 to 26 carbon atoms to an ester reaction, or having a freezing point of A single substance or a mixture having a temperature of less than 10 ° C

Polyether: Ethylene oxide / propylene oxide / ethylene oxide / propylene oxide = 1 per mol of castor oil or hydrogenated castor oil
5/85 to 85/15 (molar ratio) in a total of 30 to 4
Weight average molecular weight of 3,000 to 20 after 20 mole addition reaction
000 polyethers

[0008] In the treating agent of the present invention, as a lubricant component,
Fatty acid esters and polyether are used. Such fatty acid esters are a single or mixture of fatty acid esters obtained by subjecting an aliphatic monohydric alcohol having 18 to 26 carbon atoms to an aliphatic monocarboxylic acid having 18 to 26 carbon atoms, and having a freezing point of 10 to 10. It is a single substance or a mixture having a temperature of less than ° C.

The aliphatic monohydric alcohol having 18 to 26 carbon atoms used as a raw material for obtaining the fatty acid ester includes 1) carbons such as octadecanol, icosanol, docosanol, tetracosanol, pentacosanol, hexacosanol and the like. Linear aliphatic monohydric alcohol of the formulas 18 to 26, 2) 2-octyldecanol, 2-octyldodecanol, 2-octyltetradecanol, 2-decyldodecanol, 2-decyltetradecanol, 2-decyl Pentadecanol, 2-undecyltetradecanol,
18-26 carbon atoms such as 2-undecylpentadecanol
3) cis-6-octadecenol, cis-9-octadecenol, cis-
9-eicosenol, cis-11-eicosenol,
Examples thereof include unsaturated aliphatic monohydric alcohols having 18 to 26 carbon atoms such as cis-13-docosenol, cis-15-tetracosenol, and cis-17-hexacosenol, among which branched fatty acids having 20 to 26 carbon atoms. Group monohydric alcohols are preferred.

The aliphatic monocarboxylic acids having 18 to 26 carbon atoms used for obtaining fatty acid esters include 1)
Linear saturated monocarboxylic acids such as octadecanoic acid, eicosanoic acid, docosanoic acid, tetracosanoic acid, hexacosanoic acid,
2) cis-9-octadecenoic acid, trans-9-octadecenoic acid, cis-9-eicosenoic acid, cis-1
1-eicosenoic acid, cis-11-docosenoic acid, cis
Monovalent linear aliphatic monoenoic acid such as -13-docosenoic acid,
3) cis-9, cis-12-octadecadienoic acid,
Examples thereof include monovalent linear aliphatic polyenoic acids such as cis-9, cis-12, cis-15-octadecatrienoic acid, among which octadecanoic acid, cis-9-octadecenoic acid, cis-13-docosene Acids are preferred.

Specific examples of the fatty acid ester obtained by subjecting an aliphatic monohydric alcohol and an aliphatic monocarboxylic acid to an ester reaction as exemplified above include 1) 2-octyldodecyl octadecanoate, 2-octyldodecyl eicosanoate,
Branched saturated fatty acid esters such as 2-decyltetradecyl octadecanoate, 2-decylpentadecyl octadecanoate, 2-undecatetradecyl octadecanoate, and 2-undecylpentadecyl octadecanoate; 2) cis-9-
2-octyldodecyl octadecenoate, cis-13
2-octyldodecyl docosenoate, 2-decyltetradecyl cis-9-octadecenoate, 2-decyltetradecyl cis-13-docosenoate, 2-decylpentadecyl cis-9-octadecenoate, cis-13-docosenoic acid 2 -Decylpentadecyl, 2-undecyltetradecyl cis-9-octadecenoate, 2-undecyltetradecyl cis-13-docosenoate, 2-undecylpentadecyl cis-9-octadecenoate, cis-13
-Branched monoene fatty acid esters such as 2-undecylpentadecyl docosenoate, 3) cis-9, cis-12
2-octyldodecyl octadecadienoate, cis-
9, cis-12-cis-decadedienoate 2-decyltetradecyl, cis-9, cis-12, cis-15
Examples thereof include branched polyene fatty acid esters such as 2-octyldodecyl octadecatrienoate, among which 2-octyldodecyl octadecanoate, 2-decyltetradodecyl cis-9-octadecenoate, and 2-octyl cis-9-octadecenoate. Dodecyl, 2-octyldodecyl cis-13-docosenoate is preferred.

The fatty acid ester used in the present invention is a single or mixture of the above-described fatty acid esters, and has a freezing point of 10 ° C. or less. In the present invention, the freezing point is JIS-K8004
This is a value measured by the method described in (Reagent General Test Method). When a mixture of fatty acid esters is used, the ratio of each fatty acid ester to be mixed can be appropriately determined so that the freezing point is 10 ° C. or lower.

The fatty acid esters used in the present invention preferably have an iodine value of 15 to 44. This is because the obtained bulky synthetic fibers can be imparted with better wettability to the dyeing solution. Fatty acid esters having an iodine value of 15 to 44 include cis-13-docosenoic acid 2-
Decyltetradecyl, cis-13-docosenoic acid 2-decylpentadecyl, cis-13-docosenoic acid 2-undecyltetradecyl, cis-13-docosenoic acid 2-undecylpentadecyl, cis-9-octadecenoic acid 2
-Octyldodecyl / 2-octyldodecyl octadecanoate = 1/1 (weight ratio) mixed fatty acid ester, cis-
2-octyldodecyl 9-octadecenoate / cis-9
-2-decyltetradecyl octadecenoate = 1/4 (weight ratio) mixed fatty acid ester, etc., among which cis-9-octadecenoate 2-decyltetradodecyl, octadecanoate 2-octyldodecyl / cis-9
A mixed fatty acid ester of 2-octyldodecyl octadecenoate = 1/2 (weight ratio), 2-octyldodecyl cis-13-docosenoate / cis-9-octadecenoic acid 2
A mixed fatty acid ester of -decyltetradecyl = 1/1 (weight ratio) is preferred.

The polyether used in the present invention includes 1) a polyether obtained by addition reaction of castor oil with ethylene oxide and propylene oxide, and 2) a polyether obtained by addition reaction of hydrogenated castor oil with ethylene oxide and propylene oxide. Included.

In such a polyether, the ratio of ethylene oxide to propylene oxide to be added to castor oil or hydrogenated castor oil is ethylene oxide / propylene oxide = 15/85 to 85/15 (molar ratio). It is preferably 75 to 60/40 (molar ratio). If the ratio of ethylene oxide / propylene oxide is lower than 15/85 (molar ratio), the resulting bulky synthetic fibers will be insufficient to impart a feeling without squeaky feeling. Conversely, if the ratio of ethylene oxide / propylene oxide is higher than 85/15 (molar ratio),
Insufficient in imparting wettability to the dyeing solution to the obtained bulky synthetic fiber. These addition forms of ethylene oxide and propylene oxide may be block addition or random addition.

The polyether used in the present invention has a weight average molecular weight of 3,000 to 20,000.
It is preferably 2000. Weight average molecular weight of 300
If it is lower than 0, the resulting bulky synthetic fibers will be insufficient in imparting wettability to a dyeing solution. Conversely, if the weight average molecular weight is higher than 20,000, a problem arises in the crimping of the synthetic fiber to which such a treating agent is attached.

In the present invention, the ratio of the fatty acid ester to the polyether as described above is defined as fatty acid ester / polyether = 100/10 to 100/50 (weight ratio). / 40 (weight ratio)
It is preferred that If the fatty acid ester / polyether ratio is higher than 100/10 (weight ratio), the resulting bulky synthetic fibers will be insufficient to impart a feeling without squeaky feeling. Conversely, fatty acid esters / polyethers are 100 /
If the ratio is less than 50 (weight ratio), the obtained bulky synthetic fiber will be insufficient in imparting wettability to a dyeing solution.

The treating agent of the present invention contains a lubricant component and an emulsifier component, and contains the fatty acid ester and the polyether as described above in a predetermined ratio as the lubricant component. It is preferable that the lubricant further contains the following polyetherester as a lubricant component. This is because the obtained bulky synthetic fibers can be imparted with better wettability to the dyeing solution.

Polyetherester: The following structural unit A
And a structural unit B described below, wherein the structural unit A / the structural unit B = 100 / 75-
Polyetherester having a weight average molecular weight of 5,000 to 50,000 having a ratio of 100/150 (molar ratio) Structural unit A: ethylene oxide and propylene oxide are converted to ethylene per mole of a divalent or tetravalent polyhydroxy compound having 3 to 6 carbon atoms. Oxide / propylene oxide = 12/88 to 93/7 (molar ratio) for a total of 13
Weight average molecular weight of 1000 to 450 mol
Structural unit formed from 20,000 polyether polyol Structural unit B: Structural unit formed from an aromatic dicarboxylic acid having 6 to 10 carbon atoms, formed from an ester-forming derivative of an aromatic dicarboxylic acid having 6 to 10 carbon atoms Constituent units,
A structural unit selected from a structural unit formed from an aliphatic dicarboxylic acid having 4 to 22 carbon atoms and a structural unit formed from an ester-forming derivative of an aliphatic dicarboxylic acid having 4 to 22 carbon atoms

The above-mentioned polyetherester can be obtained by subjecting a compound capable of forming the structural unit A and a compound capable of forming the structural unit B to a condensation reaction. The compound that forms the structural unit A is a polyether polyol obtained by adding ethylene oxide and propylene oxide to a divalent or tetravalent polyhydroxy compound having 3 to 6 carbon atoms. Examples of such polyhydroxy compounds include 1) ethylene glycol, propylene glycol, 1,2-butanediol, 1,4-butanediol, neopentyl glycol, and 3-methyl-1,5.
A dihydroxy compound having 3 to 6 carbon atoms such as pentanediol, 1,6-hexanediol, diethylpropanediol, butylethylpropanediol, 2) glycerin, trimethylolethane, trimethylolpropane,
Tri- or tetrahydroxy compounds having 3 to 6 carbon atoms, such as pentaerythritol, may be mentioned. Among them, glycerin, trimethylolpropane and pentaerythritol are preferred. The ratio of the addition reaction of ethylene oxide and propylene oxide to such a polyhydroxy compound is from 13 to 450 mol in total of ethylene oxide and propylene oxide per mol of the polyhydroxy compound, but preferably from 40 to 200 mol. . The ratio of ethylene oxide to propylene oxide is such that ethylene oxide / propylene oxide = 12
/ 88 to 93/7 (molar ratio), but 30/70 to 8
It is preferably 0/20 (molar ratio). The addition form of ethylene oxide and propylene oxide may be block addition or random addition. The weight average molecular weight of the polyether polyol obtained by adding ethylene oxide and propylene oxide to the polyhydroxy compound is 1
000 to 20,000, preferably 3,000 to 10,000. In any case, if it is out of the above range, the obtained bulky synthetic fiber will be insufficient in imparting a feeling without squeaky feeling or in imparting wettability to a dyeing solution.

Compounds which form the structural unit B include: 1) phthalic acid, isophthalic acid, terephthalic acid,
2,6-naphthalenedicarboxylic acid, 2,3-naphthalenedicarboxylic acid, 1,4-naphthalenedicarboxylic acid and the like,
Aromatic dicarboxylic acid having 6 to 10 carbon atoms, 2) dimethyl phthalate, dimethyl isophthalate, dimethyl terephthalate, ethyl phthalate, ethyl isophthalate, ethyl terephthalate, dimethyl 2,6-naphthalenedicarboxylate,
Ester-forming derivatives of aromatic dicarboxylic acids having 6 to 10 carbon atoms, such as dimethyl 2,3-naphthalenedicarboxylate and dimethyl 1,4-naphthalenedicarboxylate; 3) succinic acid, maleic acid, fumaric acid, adipic acid; Aliphatic dicarboxylic acids having 4 to 22 carbon atoms, such as sebacic acid and azelaic acid, 4) dimethyl succinate, dimethyl maleate,
Dimethyl fumarate, dimethyl adipate, dimethyl sebacate, dimethyl azelate, ethyl succinate, ethyl maleate, diethyl fumarate, ethyl adipate,
4 carbon atoms such as ethyl sebacate and ethyl azelate
To 22 aliphatic dicarboxylic acid ester-forming derivatives, etc., of which isophthalic acid, dimethyl isophthalate and diethyl isophthalate are preferred.

In the polyetherester compound used in the present invention, the ratio of the structural unit A to the structural unit B is 100/75 to 100/150.
(Molar ratio), structural unit A / structural unit B = 100
/ 85 to 100/145 (molar ratio). The weight average molecular weight of the polyetherester compound used in the present invention is 5,000 to 50,000.
It is preferably from 000 to 30,000.

When a polyetherester as described above is used as a lubricant component, the proportion of the polyetherester is as follows:
The amount is 10 to 50 parts by weight, preferably 15 to 40 parts by weight, per 100 parts by weight of the fatty acid esters.

The treating agent of the present invention does not particularly limit the ratio of the lubricant component in the treating agent, and is usually 40 to 85% by weight in the treating agent, but is preferably 45 to 70% by weight. Is preferred.

The type of the emulsifier component used in the present invention is not particularly limited, and known emulsifiers can be used. For example, 1) the oxyalkylene group comprises an oxyethylene group and / or an oxypropylene group,
Nonionic surfactants having a polyoxyalkylene group, such as polyoxyalkylene alkyl ether, polyoxyalkylene alkyl phenyl ether, polyoxyalkylene alkyl ester, and polyoxyalkylene alkyl amino ether; 2) sorbitan monolaurate, sorbitan trio Nonionic surfactants of the polyhydric alcohol ester type, such as acrylate, glycerin monolaurate, diglycerin dilaurate, 3) anionic surfactants such as alkyl sulfonate salts, alkyl phosphate ester salts, and fatty acid salts, 4) Cationic surfactants such as alkyltrimethylammonium salts, alkyldimethylethylammonium salts, alkylimidazolinium salts,
5) Amphoteric surfactants such as alkyldimethylbetaine compounds and alkylimidazolinium betaine compounds.

In the treatment method of the present invention, the treatment agent of the present invention described above is added to the synthetic fiber subjected to crimping at 0.05%.
To 3.0% by weight, preferably 0.1 to 1.5% by weight. The method of attaching the treating agent of the present invention to the synthetic fibers is not particularly limited, and such attaching methods include known methods such as a roller oiling method, a guide oiling method using a metering pump, an immersion oiling method, and a spray oiling method. However, a roller lubrication method or a guide lubrication method using a metering pump is preferable.

In attaching the treating agent of the present invention to synthetic fibers subjected to crimping, the treating agent may be used in the form of an aqueous emulsion thereof, an organic solvent solution thereof or as it is. Is preferred. When attaching the treating agent to the synthetic fiber, other components such as an antioxidant, a rust inhibitor, an antibacterial agent, etc. can be used in combination, but the amount used is as small as possible. Is preferred.

The step of attaching the treating agent of the present invention to synthetic fibers is a step before subjecting the synthetic fibers to crimping. As such a step, there are known steps such as a step after spinning until winding into a package and a step until twisting the wound package with a twisting machine, but a step until winding into a package after spinning is preferable. .

As the synthetic fibers to which the treating agent and the treating method of the present invention are applied, 1) polyester having ethylene terephthalate as a main constituent unit, 2) polyamide such as nylon 6, nylon 66, 3) polyacryl, modacrylic, etc. And 4) polyolefins such as polyethylene and polypropylene. Among them, polyolefins are particularly effective when applied to polyamides. C. The effect is higher when applied to a synthetic fiber for a crimped polyamide yarn represented by F (bulk-contained filament).

[0030]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Embodiments of the processing agent and the processing method of the present invention include the following 1) to 10). still,
The details of fatty acid esters, polyethers, polyether esters, and emulsifier components as lubricant components used in the following embodiments were described in detail in Examples below. 1) 60% by weight of a lubricant component and 40% by weight of an emulsifier component, and the fatty acid ester (A-
2) / polyether (B-1) = 50/10 (weight ratio)
(T-2).

2) 60% by weight of lubricant component and emulsifier component 4
0% by weight, and as the lubricant component, fatty acid esters (A-5) / polyether (B-1) = 50/1
A treating agent (T-3) containing 0 (weight ratio).

3) 60% by weight of lubricant component and emulsifier component 4
0% by weight, and fatty acid esters (A-6) / polyether (B-1) = 50/1 as the lubricant component.
A treating agent (T-4) containing 0 (weight ratio).

4) 70% by weight of lubricant component and emulsifier component 3
0% by weight, and as the lubricant component, fatty acid esters (A-2) / polyether (B-1) = 50/2
A treating agent (T-6) containing 0 (weight ratio).

5) 60% by weight of lubricant component and emulsifier component 4
0% by weight, and fatty acid esters (A-5) / polyether (B-3) = 50/1 as the lubricant component.
A treating agent (T-7) containing 0 (weight ratio).

6) 67.5% by weight of a lubricant component and 32.5% by weight of an emulsifier component, wherein the lubricant component includes fatty acid esters (A-2) / polyether (B-1) /
Polyetherester (D-1) = 50/10 / 7.5
(T-9): a treating agent (T-9) which is contained at a ratio of (weight ratio).

7) 75% by weight of lubricant component and emulsifier component 2
5% by weight, and as the lubricant component, fatty acid esters (A-2) / polyether (B-1) / polyetherester (D-1) = 50/10/15 (weight ratio)
(T-10).

8) 70% by weight of lubricant component and emulsifier component 3
0% by weight, and as the lubricant component, fatty acid esters (A-5) / polyether (B-3) / polyetherester (D-2) = 50/10/10 (weight ratio)
(T-12).

9) 80% by weight of lubricant component and emulsifier component 2
0% by weight, and as the lubricant component, fatty acid esters (A-6) / polyether (B-1) / polyetherester (D-3) = 50/20/10 (weight ratio)
(T-13).

10) The treatment agent of the above 1) to 9) is added to the polyamide synthetic fiber to be subjected to crimping to 0.4 to 1.2.
A method for treating synthetic fibers to be attached so as to be in a weight%.

[0040]

EXAMPLES Hereinafter, the structure and effects of the present invention will be more specifically described with reference to examples and comparative examples, but the present invention is not limited to the examples. In the following Examples and Comparative Examples, “parts” means “parts by weight” and “%” means “% by weight” unless otherwise specified.

Test Category 1 (Synthesis and Preparation of Fatty Acid Esters) Preparation of Fatty Acid Esters (A-1) 284 g (1 mol) of octadecanoic acid and 2-
After 298 g (1 mol) of octyldodecyl alcohol was charged and melted at 75 ° C. under nitrogen gas, 0.6 g of paratoluenesulfonic acid was added and reacted at 120 ° C. under a reduced pressure of 2 mmHg for 4 hours. Then, the pressure was returned to normal pressure at 105 ° C. under nitrogen gas, and the adsorbent was added to treat the catalyst. And 90
The mixture was filtered at ℃ to obtain fatty acid esters (A-1). Fatty acid esters (A-1) had a freezing point of -5 ° C and an iodine value of 0.

Fatty acid esters (A-2) to (A-
4) Synthesis of (a-1) to (a-4) Fatty acid esters (A-2) to (A-4) and (a-1) in the same manner as in the case of fatty acid esters (A-1). ) ~
(A-4) was obtained.

Fatty acid esters (A-5), (A-
Preparation of 6) 50 parts of the fatty acid ester (A-1) and 100 parts of the fatty acid ester (A-3) were mixed at room temperature to prepare a fatty acid ester (A-5). Similarly, a fatty acid ester (A-6) was prepared from the fatty acid ester (A-2) and the fatty acid ester (A-4). Fatty acid esters (A-1) to (A-6) and (a-1) to (a-4)
Are summarized in Table 1.

[0044]

[Table 1]

In Table 1, the freezing point of fatty acid esters was measured in accordance with JIS-K8004 (General Test Method for Reagents) and indicated according to the following criteria. ◎: Freezing point is less than 0 ° C. ：: Freezing point is 0 ° C. or more and less than 10 ° C. ×: 10 ° C. or more Iodine value of fatty acid esters: Measured according to JIS-K0070.

Test Category 2 (Synthesis of polyether) Synthesis of polyether (B-1) 938 g (1 mol) of hydrogenated castor oil and 10 g of sodium hydroxide were charged into an autoclave, purged with nitrogen gas, and heated to 120 ° C. Warm, ethylene oxide 1214.
4 g (27.6 mol) of propylene oxide 284
A mixed solution obtained by mixing 7.8 g (49.1 mol) with the mixture was injected and reacted. After aging for 1 hour, the catalyst was removed by treatment with an adsorbent and filtered to obtain a reaction product. When the obtained reaction product was analyzed, it was a polyether (B-1) having a weight average molecular weight of 5,000, which was added at a ratio of ethylene oxide / propylene oxide = 36/64 (molar ratio).

The polyethers (B-3) and (b-
3) Synthesis of (b-4) Polyethers (B-3) and (b-3), (b-4) were obtained in the same manner as in the case of polyether (B-1).

Synthesis of polyether (B-2) Castor oil 932 g (1 mol) and sodium hydroxide 7 g
Was charged into an autoclave and purged with nitrogen gas.
The mixture was heated to 0 ° C., and 770 g of ethylene oxide (17.5 g) was added.
Mol) were injected and reacted. After further aging for 1 hour, 1798 g (31 mol) of propylene oxide was injected and reacted. After aging for 1 hour, the catalyst was removed by treatment with an adsorbent and filtered to obtain a reaction product. When the obtained reaction product was analyzed, it was a polyether (B-2) having a weight average molecular weight of 3500 and having a weight average molecular weight of 3500 added at a ratio of ethylene oxide / propylene oxide = 36/64 (molar ratio).

Synthesis of polyethers (b-1) and (b-2) Polyethers (b-1) and (b-2) were obtained in the same manner as in the case of polyether (B-2). Polyether (B
Table 2 summarizes the contents of (-1), (B-2) and (b-1) to (b-4).

[0050]

[Table 2]

In Table 2, the number of moles of ethylene oxide added, the number of moles of propylene oxide added: The number of moles of ethylene oxide or propylene oxide added per mole of hydrogenated castor oil or castor oil Total: ethylene oxide per mole of hydrogenated castor oil or castor oil Total number of moles added with propylene oxide Addition form: B is block addition, R is random addition

Test Category 3 (Synthesis of Polyetherester) Synthesis of Polyetherester (D-1) Polyetherpolyol (TMP) ｛Ethylene oxide / propylene oxide per mole of trimethylolpropane: ethylene oxide / propylene oxide = 800 g (0.1 mol) of a polyether polyol having a weight average molecular weight of 8000 subjected to an addition reaction in a ratio of 60/40 (molar ratio) of 8000, 17.46 g (0.09 mol) of dimethyl isophthalate, and zinc acetate 2 Water salt 0.
35 g and 0.1 g of antimony trioxide were charged into a reaction vessel and reacted at 140 to 220 ° C. for 6 hours while distilling methanol under a nitrogen atmosphere. When almost the theoretical amount of methanol was distilled, 0.25 g of phosphorous acid was added. Was added. Then, at 220-250 ° C. for 60 minutes under reduced pressure of 20 mmHg, and further at 250-280 ° C. under reduced pressure of 0.8-0.6 mmHg.
A condensation reaction was performed for 0 minutes to obtain a reaction product. An analysis of this reaction product revealed that the weight average molecular weight of the residue of polyether polyol (TMP) corresponding to structural unit A / the residue of isophthalic acid corresponding to structural unit B = 100/90 (molar ratio). It was 30,000 polyetheresters (D-1).

Polyetheresters (D-2) to (D-2)
Synthesis of -4) In the same manner as in the case of polyetherester (D-1),
Polyetheresters (D-2) to (D-4) were synthesized. Table 3 summarizes the contents of the polyetheresters (D-1) to (D-4).

[0054]

[Table 3]

In Table 3, the number of moles of ethylene oxide added (E), the number of moles of propylene oxide added (P): the number of moles of ethylene oxide or propylene oxide added per mole of polyhydroxy compound Total: the number of moles added per mole of polyhydroxy compound Total number of moles added of ethylene oxide and propylene oxide Addition form: B is block addition, R is random addition TMP: trimethylolpropane GLY: glycerin PET: pentaerythritol EG: ethylene glycol

Test Category 4 (Preparation of Treatment Agent) Preparation of Treatment Agent (T-1) 50 Parts of Fatty Acid Esters (A-1) Synthesized in Test Category 1 as a Lubricant Component and Polyether Synthesized in Test Category 2 (B-1) 10 parts (a total of 60 parts) and a compound obtained by adding 12 mol of ethylene oxide to hydrogenated castor oil as an emulsifier component (hereinafter referred to as POE (12 mol) hydrogenated castor oil) {25 parts, polyoxyethylene ( Number of moles of ethylene oxide added: 4, hereinafter n = 4) 10 parts of lauryl ether and potassium salt of isotridecyl phosphate 5
(Total 40 parts) to prepare a treating agent (T-1).

Treatment agents (T-2) to (T-8) and (t-
Preparation of 1) to (t-10) In the same manner as in the case of the treatment agent (T-1), the treatment agent (T-
2) to (T-8) and (t-1) to (t-10) were prepared.

Preparation of treating agent (T-9) As a lubricant component, 50 parts of fatty acid esters (A-2) synthesized in test section 1, 10 parts of polyether (B-1) synthesized in test section 2 and test 7.5 parts of polyetherester (D-1) synthesized in Category 3 (total 67.5 parts)
And 20 parts of POE (12 mol) hydrogenated castor oil as emulsifier components, 10 parts of polyoxyethylene (n = 4) lauryl ether, and 2.5 parts of potassium isotridecyl phosphate (total 32.5 parts). , Treatment agent (T-
9) was prepared.

Preparation of treating agents (T-10) to (T-14) In the same manner as in the case of treating agent (T-9), treating agent (T-1)
0) to (T-14) were prepared. Treatment agent (T-1)-
Table 4 summarizes the contents of (T-14), and Table 5 summarizes the contents of the treatment agents (t-1) to (t-10).

Test Category 5 (Attachment of treatment agent to synthetic fiber subjected to crimping and its evaluation)-Attachment of treatment agent to synthetic fiber subjected to crimping Treatment agent prepared in Test Category 4 and ion-exchanged water Was mixed to prepare an aqueous emulsion having a treating agent concentration of 10%. Synthetic fiber obtained by melt-spinning nylon 6 by a conventional method,
The prepared aqueous emulsion was applied as a treating agent to a synthetic fiber at a predetermined ratio by a roller oiling method. The synthetic fiber to which the treating agent was attached was stretched without being wound up, crimped, cooled, and wound up.
A bulky synthetic fiber of 1,000 denier and 68 filaments was obtained. The amounts of adhesion are shown in Tables 4 and 5.

Preparation of Sample for Evaluation 5 g of the bulky synthetic fiber obtained above was rolled to produce a spherical fiber ball. 10 fibrous balls similarly prepared were put into a container filled with 1 liter of ion-exchanged water at 80 ° C., immersed for 30 seconds, dehydrated with a centrifugal dehydrator, and left in an atmosphere of 65% RH at 25 ° C. for 12 hours. This was used as a sample for evaluating the feeling of creaking and the wettability to the dyeing solution.

Evaluation of squeakiness Ten panelists were selected, and the presence or absence of squeakiness felt when each paneler grips the evaluation sample with one hand was counted and evaluated according to the following criteria. The results are summarized in Tables 4 and 5. ◎: All 10 people did not feel squeaky ○: 8 to 9 people did not feel squeaky 感: 4 to 7 people did not feel squeaky ：: 7 or more people felt squeaky

Evaluation of Wetting Properties for Dyeing Solution (Dyeing Property) A 1% aqueous dye solution of Nylosan Rubine 5BL (acid dye manufactured by Sando Co., Ltd.) was prepared at 25 ° C., and a sample for evaluation was gently placed on the surface of the staining solution. And the time required for all the samples to sink into the liquid was measured and evaluated according to the following criteria.
The results are summarized in Tables 4 and 5. ：: Sedimentation time of less than 5 seconds, extremely excellent in wetting characteristics to the staining solution 液 to ：: Sedimentation time of 5 seconds to less than 10 seconds, excellent in wetting characteristics of the staining solution ○: Sedimentation time of 10 seconds to less than 20 seconds ×, good wettability to dyeing solution ×: sedimentation time 20 seconds or more, problematic in wettability to dyeing solution

[0064]

[Table 4]

[0065]

[Table 5]

In Tables 4 and 5, * 1: part of polyether with respect to 100 parts of fatty acid esters * 2: part of polyether ester with respect to 100 parts of fatty acid esters * 3: total (parts) of lubricant components 1: emulsifier component consisting of 25 parts of POE (12 mol) hydrogenated castor oil, 10 parts of polyoxyethylene (n = 4) lauryl ether and 5 parts of potassium isotridecyl phosphate S-2: POE (12 mol) hydrogenated castor oil An emulsifier component comprising 30 parts, 10 parts of polyoxyethylene (n = 4) lauryl ether and 5 parts of potassium isotridecyl phosphate S-3: 20 parts of POE (12 mol) hydrogenated castor oil, polyoxyethylene (n = 4) Emulsifier component S-4: POE comprising 5 parts of lauryl ether and 5 parts of potassium isotridecyl phosphate Emulsifier component consisting of 20 parts of hydrogenated castor oil (12 mol), 10 parts of polyoxyethylene (n = 4) lauryl ether and 2.5 parts of potassium isotridecyl phosphate S-5: POE (12 mol) hydrogenated castor oil 15 Emulsifier component consisting of 5 parts of polyoxyethylene (n = 4) lauryl ether and 5 parts of isotridecyl phosphate potassium salt S-6: 15 parts of POE (12 mol) hydrogenated castor oil, polyoxyethylene (n = 4) Emulsifier component consisting of 5 parts of lauryl ether and 5 parts of potassium isotridecyl phosphate S-7: 20 parts of hydrogenated castor oil of POE (12 mol), 5 parts of polyoxyethylene (n = 4) lauryl ether and potassium isotridecyl phosphate Emulsifier component consisting of 5 parts of salt

[0067]

As is apparent from the above description, the present invention described above provides a bulky synthetic fiber having a feeling without squeaky feeling and a dyeing solution by attaching the synthetic fiber to a synthetic fiber to be subjected to crimping. This has the effect that excellent wettability can be imparted to the substrate.

Claims (8)

[Claims] 1. A treating agent for synthetic fibers to be subjected to crimping, comprising a lubricant component and an emulsifier component, wherein the lubricant component comprises the following fatty acid esters and the following polyether as the fatty acid: Esters / the polyether = 100 /
A treating agent characterized in that it is contained in a ratio of 10 to 100/50 (weight ratio). Fatty acid esters: A single or mixture of fatty acid esters obtained by subjecting an aliphatic monohydric alcohol having 18 to 26 carbon atoms to an aliphatic monocarboxylic acid having 18 to 26 carbon atoms, and having a freezing point of less than 10 ° C. Polyether: Ethylene oxide / propylene oxide / ethylene oxide / propylene oxide = 15 / 85-8 per mol of castor oil or hydrogenated castor oil
A polyether having a weight average molecular weight of 3,000 to 20,000, subjected to an addition reaction in a ratio of 5/15 (molar ratio) in a total of 30 to 420 mol. 2. Fatty acid esters having an iodine value of 15 to 44.
The treatment agent according to claim 1, wherein 3. The following polyetherester is further added as a lubricant component in an amount of 10 per 100 parts by weight of fatty acid esters.
The treating agent according to claim 1, wherein the treating agent is contained in a proportion of ５０50 parts by weight. Polyetherester: a polyetherester composed of the following structural unit A and the following structural unit B,
Structural unit A / Structural unit B = 100/75 to 100/15
Weight average molecular weight of 5,000 having a ratio of 0 (molar ratio)
50,000 polyetheresters Structural unit A: ethylene oxide / propylene oxide / ethylene oxide / propylene oxide = 12 / 88-93 / 7 (molar ratio) per mole of a di- or tetravalent polyhydroxy compound having 3 to 6 carbon atoms 13 in total
Weight average molecular weight of 1000 to 450 mol
Structural unit formed from 20,000 polyether polyol Structural unit B: Structural unit formed from an aromatic dicarboxylic acid having 6 to 10 carbon atoms, formed from an ester-forming derivative of an aromatic dicarboxylic acid having 6 to 10 carbon atoms Constituent units,
A structural unit selected from a structural unit formed from an aliphatic dicarboxylic acid having 4 to 22 carbon atoms and a structural unit formed from an ester-forming derivative of an aliphatic dicarboxylic acid having 4 to 22 carbon atoms 4. A polyether ester having a weight average molecular weight of 3,000 to 10,000 obtained by adding ethylene oxide and propylene oxide to a trivalent and / or tetravalent polyhydroxy compound having a structural unit A having 3 to 6 carbon atoms. A structural unit formed from a polyether polyol and having a weight average molecular weight of 100
4. The treating agent according to claim 3, wherein the treating agent is from 00 to 30,000. 5. A polyether ester obtained by subjecting a structural unit A to an addition reaction of a polyhydroxy compound with ethylene oxide and propylene oxide in a ratio of ethylene oxide / propylene oxide of 36/64 to 76/24 (molar ratio). 5. The treating agent according to claim 3, wherein the structural unit is a structural unit formed from an ether polyol, and the structural unit B is a structural unit formed from isophthalic acid and / or an ester-forming derivative of isophthalic acid. . 6. The treating agent according to claim 1, wherein the lubricant component is contained in a ratio of 40 to 85% by weight. 7. A method for treating a synthetic fiber subjected to crimping, wherein the treating agent according to claim 1, 2, 3, 4, 5, or 6 is added to the synthetic fiber subjected to crimping by 0.05%. A processing method characterized in that it is applied so as to have a ratio of 3% by weight. 8. The processing method according to claim 7, wherein the synthetic fiber subjected to the crimping process is a polyamide synthetic fiber.