JPH0444031B2 - - Google Patents

Description

[Detailed description of the invention]

<Industrial Application Field> The present invention relates to an oil agent for treating fibers and a method for treating fiber threads using the oil agent, and more specifically, to an oil agent for treating fibers that imparts a high degree of smoothness to fiber threads and exhibits excellent anti-tarring properties. The present invention relates to an oil agent and a method for treating fiber threads using the oil agent. <Conventional technology and its problems> Polyester, polyamide, polypropylene,
Various thermoplastic synthetic fibers such as polyacrylonitrile, polyaramid fibers, carbon fibers, cellulose fibers such as rayon, kyupra, acetate, and other natural fibers are produced through the spinning process, drawing process,
After various processes such as false twisting, twisting, and sizing, which may be integrated in some cases, cloth is made into cloth through weaving and knitting processes, and various fiber processing oils are used in these processes. ing. By the way, it is well known that such oils for textile treatment are required to exhibit smoothness, anti-tarring properties, etc., and for this reason, polyoxyalkylene ethers have traditionally been used in addition to mineral oils, fatty acid esters, etc. (e.g., U.S. Pat. No. 3,338,830), esters of polyoxyalkylene ethers and fatty acids (e.g., Japanese Patent Publication No. 53-32438), formalized products of polyoxyalkylene alkyl ethers (e.g., JP-A-50-101693 and JP-A-Sho. 55-137273), esters of polyoxyalkylenated bisphenols and fatty acids (e.g. Japanese Patent Publication No. 53-43239), orthosilicate esters (e.g. Japanese Patent Publication No. 48-19920 and
55-90678) or polyether-modified silicone, etc., have been proposed. While each of these fiber treatment oils has its own advantages in relation to the above-mentioned requirements, each also has its own problems. For example, mineral oils and fatty acid esters lack anti-tar properties, polyoxyalkylene ethers and the above-mentioned esters of bisphenol and fatty acids have poor smoothness, and esters of polyoxyalkylene ethers and fatty acids have poor smoothness. In the case of the above-mentioned formalized products, the rubber material is likely to swell, and furthermore, in the case of the above-mentioned formalized products, the synthetic yield is low and there are problems in the removal of the formalizing agent. In addition, ortho-silicate esters have the problem of being easily hydrolyzed in aqueous solutions, and polyether-modified silicones do not have sufficient tar-resistance properties when heated, resulting in a varnish-like appearance derived from polydimethylsiloxane. There is a problem that a large amount of tar is generated. Therefore, it is desired to develop an improved fiber processing oil that alleviates these problems, but on the one hand, processing speeds are increased to improve manufacturing processing efficiency, and on the other hand, product differentiation is required. In today's world, fiber threads are becoming thinner (fine denier) for the purpose of high-quality textiles, etc., but in any case, breakage of running threads, generation of feathers, tar adhesion to heating machines, etc. are encouraged. Therefore, the actual situation is to go beyond the improvement of conventional textile processing oils and to develop new products that highly satisfy the requirements for smoothness and anti-tarring properties and overcome the obstacles mentioned above. There is an even stronger demand for the emergence of a suitable textile treatment oil. <Problems to be Solved by the Invention and Means for Solving the Problems> However, the inventors of the present invention have conducted extensive research in order to solve the above-mentioned conventional problems and to obtain a new oil for textile treatment that meets the needs of the actual situation. As a result, it was found that a fiber treatment oil agent containing a specific higher alkoxy (or alkenoxy) silane compound or higher alkyl (or alkenyl) thiosilane compound (hereinafter, these silane compounds are abbreviated as the compounds of the present invention) as a main component is correctly used. It has been found that the oil agent is suitable for use in fiber yarns, and that even more excellent effects can be achieved when the oil agent is used appropriately for fiber yarns, and the present invention has been completed. That is, the present invention provides a novel oil for textile treatment and a method for treating fiber threads using the oil. The present invention also consists of a second invention relating to a method for treating fiber threads. The first invention relates to a textile treatment oil agent characterized by containing one or more compounds represented by the following general formula () or () as a main component. [R, R', and R'' are alkyl groups or alkenyl groups having 8 to 30 carbon atoms, and may be the same or different. R ₁ to _{R 5} are alkyl groups, cycloalkyl groups, allyl group, phenyl group, alkylphenyl group, or benzyl group, each of which may be the same or different. X and Y are oxygen or sulfur atoms. This invention relates to a method for treating fiber yarns, in which the fiber treatment oil according to the first invention is applied to the fiber yarns in a proportion of 0.1 to 3.0% by weight to lubricate the fiber yarns. The compound is produced, for example, as follows: 1 mole of a higher aliphatic monohydric alcohol or mercaptan having 8 to 30 carbon atoms is reacted with a substituted silane compound represented by the following general formula () or (). [About 1 mol in case of general formula (), about 0.5 mol in case of general formula ()]. [R ₁ to _{R 5} are the same as in general formula () or (). In addition, X' and Y' are halogen atoms or carbon atoms of 1 to
4 alkoxy group. ] Higher aliphatic monohydric alcohols used in the above production method include 2-ethylhexanol, dodecanol, stearyl alcohol, oleyl alcohol, etc., and higher aliphatic mercaptans include n-octyl mercaptan, n- Examples include dodecyl mercaptan and t-dodecyl mercaptan. All of these are used having 8 to 30 carbon atoms, and the carbon chain may be straight or have a side chain, and may be saturated or unsaturated. . And, as the substituted silane compound represented by the general formula () or (),
Examples include dimethylhydrodienechlorosilane, trimethylchlorosilane, dimethyldichlorosilane, diphenyldichlorosilane, dimethyldimethoxysilane, and trimethylmethoxysilane. Specific examples of the thus obtained compounds of the present invention are as follows, but they are not limited thereto. A: Oleyloxytrimethylsilane [R is CH ₃ (CH ₂ ) ₇ CH=CH (CH ₂ ) ₈ −] B: Isotetracosanyloxytrimethylsilane [R is iso- _C24H49- ] C: _{dioleyloxydimethylsilane} [R is CH ₃ (CH ₂ ) ₇ CH=CH (CH ₂ ) ₈ −] D: lauryloxyoleyloxydimethylsilane [R ₁ is CH ₃ (CH ₂ ) ₇ CH=CH (CH ₂ ) ₈ −R ₂ is
CH ₃ (CH ₂ ) ₁₁ −] E: Dioctylthiodimethylsilane [R is CH ₃ (CH ₂ ) ₇ −] F: laurylthiotrimethylsilane [R is CH ₃ (CH ₂ ) ₁₁ −] The compounds of the present invention exemplified above are not hydrolyzed by water, so they can be used as stable emulsions, and conventionally they have excellent smoothness. It significantly lowers the friction coefficient of fiber threads when applied to fiber threads to the same or higher level as fatty acid esters, which are said to be the same as fatty acid esters, and surprisingly has excellent anti-tarring properties, which were lacking in the case of mineral oils and fatty acid esters. ing. In other words, the accumulation of tar in the heater of the fiber yarn manufacturing machine (for example, drawing machine or false twisting machine) is extremely reduced. Although there is no evidence as to why tarring is significantly reduced, one reason is thought to be that the silyl group in the compound of the present invention exerts a suppressive effect on the generation of radicals or the chain transfer reaction thereof. The content of the compound of the present invention in the fiber treatment oil according to the present invention may be within a range that allows the desired effects of the present invention to be obtained, and is usually 20% by weight or more, preferably 30% by weight or more. In addition to the above-mentioned compounds of the present invention, the fiber treatment oil according to the present invention may contain other smoothing agents, antistatic agents, nonionic surfactants, emulsification regulators, wetting agents, antifungal agents, and/or It may contain a rust preventive agent and the like as appropriate. Such smoothing agents include refined mineral oil, fatty acid esters, aliphatic ether esters, or
There are polyethers derived from ethylene oxide and propylene oxide. Antistatic agents include anionic surfactants such as sulfonate salts, phosphate salts, and carboxylates, cationic surfactants of quaternary ammonium salt type, and amphoteric surfactants of imidazoline type, betaine type, and sulfobetaine type. There is. Examples of the above-mentioned nonionic surfactants include polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene alkyl ester,
Examples include partial alkyl esters of polyhydric alcohols. The fiber treatment oil agent according to the present invention explained above is as follows:
Thermoplastic synthetic fibers such as polyester, polyamide, polypropylene, and polyacrylonitrile, as well as polyaramid fibers, carbon fibers, rayon,
It is highly effective when applied to cellulose fibers such as Kyupura and acetate, and various other natural fibers. That is, the compound of the present invention as described above, which is the core of the oil agent, can provide excellent smoothness and anti-tarring properties when compared with conventionally known smoothing agents and other components thereof. Moreover, the compound of the present invention has many advantages during synthesis, such as easy synthesis and easy removal of unreacted raw materials. The fiber treatment oil according to the present invention is applied to fibers as a spinning oil or a processing oil and exhibits its effects, but when using it,
It is possible to apply it to the fibers as an aqueous emulsion, as a solution in an organic solvent or as an oil (straight oiling). The amount of the oil attached to the fiber thread is 0.1 to 3.0 with respect to the fiber thread.
It is best to apply it in a proportion of % by weight, especially polyester, polyamide, polypropylene,
When applied in the process of manufacturing thermoplastic synthetic fibers such as polyacrylonitrile, the above-mentioned fiber processing oil is applied to the synthetic fiber yarns at a rate of 0.1% in the process before the stretching and orientation of the synthetic fiber yarns is completed. ~
If it is deposited at a concentration of 3.0% by weight, preferably 0.2 to 2.0% by weight, the above-mentioned effects will be significantly exhibited throughout all subsequent steps (including the heating step). <Examples, etc.> Finally, in order to make the structure and effects of the present invention more specific, we will explain the synthesis of the compound of the present invention (hereinafter abbreviated as Si-AL→) in the fiber treatment oil according to the present invention. Examples and comparative examples will be listed, including their performance evaluations. In addition, Si-AL→A
-F all correspond to A to F added to the above-mentioned compounds of the present invention. ●Synthesis example 1 (Synthesis of Si-AL → A) 500 g (1.8 mol) of oleyl alcohol was placed in a glass reaction vessel (equipped with a stirrer and reflux condenser), 140 g (1.8 mol) of pyridine was added, and stirred uniformly. After that, 195.5 g (1.8 mol) of trimethylchlorosilane was gradually added from the dropping funnel at a reaction temperature of 30 to 40°C. After the dropwise addition was completed, the reaction was continued for 2 to 3 hours while maintaining the temperature at 30 to 40°C. Pyridine hydrochloride precipitates as the reaction progresses, but after the reaction is complete, the system is reduced in pressure and heated to approximately 100°C to distill off a small amount of unreacted pyridine and trimethylchlorosilane from the system. The hydrochloride salt was filtered off to obtain the compound of the present invention. Analysis by proton nuclear magnetic resonance (hereinafter abbreviated as NMR) and silicon quantitative analysis (colorimetric analysis, hereinafter the same) showed that the reaction rate was about 95%. ●Synthesis Example 2 (Synthesis of Si-AL→C) 500 g (1.8 mol) of oleyl alcohol and 106.4 g (0.9 mol) of dimethyldimethoxysilane were placed in a glass reaction vessel (equipped with a stirrer and reflux condenser), and hydroxylated. 1.5 g of potassium was added, heated to about 100° C. with stirring, and heated under reflux for about 3 hours to react. After the reaction was completed, methanol was removed, the product was cooled to 50° C. or lower and taken out from the reaction vessel, and potassium hydroxide was adsorbed and filtered using an alkali adsorbent to obtain the compound of the present invention. Analysis by NMR and silicon quantitative analysis showed that the reaction rate was about 90%. ●Examples 1 to 6, Comparative Examples 1 to 12 The oils of Examples 1 to 6 shown in Table 1 and the oils of Comparative Examples 1 to 12 shown in Table 2 were mixed and adjusted. A 10% by weight emulsion of each of these fiber treatment oils was applied to a commercially available nylon filament (Semidal 70 denier 24 filament), which had been degreased with cyclohexane and dried, using an oiling roller to deposit 0.8 to 1.0% by weight of the oil. Ta. and,
The running thread friction coefficient of the nylon filament was measured, and the taring rate of the oil agent was measured.
The results are shown in Tables 1 and 2. The results in Tables 1 and 2 also show that the fiber treatment oil according to the present invention has a lower coefficient of friction than conventional oils.
It can be seen that the rate of tar formation is also low. The performance evaluations listed in Tables 1 and 2 were performed in the following manner. ●●Measurement of running yarn friction coefficient Using a nylon sample yarn treated with an oil agent, it was measured with a μ meter (manufactured by Eiko Sokki Co., Ltd.) under the following conditions. Friction body = 25mm diameter with chromed surface and matte finish
mm iron cylinder, thread-friction body contact angle = 90 degrees, initial tension (T ₁ ) = 20 g, running speed = 300 m/min, atmosphere = 25
℃×65%RH. Measure the yarn tension (T ₂ ) immediately after passing through the friction body,
The friction coefficient was calculated using the following formula. Friction coefficient = 1.466logT ₂ /T ₁ The smaller the running yarn friction coefficient, the better the smoothness. ●●Measurement of tar rate
Weigh 3g of oil into a tube (mm) and place it in a heated oven for 230cm.
C. for 48 hours, left to cool in a drying desiccator, and then accurately weighed again to determine the residual ratio relative to the active ingredients of the original oil agent to measure the tar conversion rate. ●●Evaluation criteria

【table】

【table】

【table】

[Table] Oil agents of Examples 7 to 12 and Comparative Example 13 shown in Table 3
~15 oils were mixed and adjusted. A 10% by weight emulsion of each of these fiber treatment oils was applied to a commercially available polyester filament (semi-dull 75 denier 36 filament) that had been degreased with cyclohexane and dried using an oiling roller.
The amount was 0.4 to 0.6% by weight. Then, as in the case of Tables 1 and 2 above, the running yarn friction coefficient and tarring rate were measured. The results are shown in Table 3. The results in Table 3 also show that the fiber treatment oil according to the present invention has a lower coefficient of friction and a lower rate of tarring than conventional oils.

[Table] The oil agent of Example 13 and the oil agent of Comparative Example 16 shown in Table 4 were blended and adjusted. A 10% by weight emulsion of each of these fiber treatment oils was supplied from an oiling roller, and a polyester fiber spinning test was conducted by applying 0.6 to 0.8% by weight of the oil (semi-dull 75 denier 24 filament). Direct spinning drawing method, spinning speed = 1300 m/min, drawing winding speed = 4000 m/min, first godet roller temperature = 85
℃, second godet roller temperature = 200℃. The results are shown in Table 4. From the results in Table 4, it can be seen that the fiber treatment oil according to the present invention causes less dirt on the godet roller and has better operability than the conventional oil.

【table】

[Table] <Effects of the Invention> As is already clear, the present invention described above has excellent smoothness and tar-resistance in response to today's demands for faster processing speeds and thinner fibers. It has the effect of exhibiting chemical properties.

Claims (1)

[Scope of Claims] 1. An oil agent for textile treatment, characterized by containing one or more compounds represented by the following general formula () or () as a main component. [R, R', and R'' are alkyl groups or alkenyl groups having 8 to 30 carbon atoms, and may be the same or different. R ₁ to _{R 5} are alkyl groups, cycloalkyl groups, allyl group, phenyl group, alkylphenyl group, or benzyl group, which may be the same or different. X and Y are oxygen or sulfur atoms.] 2 In the fiber manufacturing process, the following general formula ( )
Or, a fiber treatment oil agent containing one or more of the compounds shown in parentheses as a main component is applied to the fiber yarn in a proportion of 0.1 to 3.0% by weight to treat the fiber yarn. 1. A method for processing fiber threads, characterized by lubricating the fiber threads. [R, R', and R'' are alkyl groups or alkenyl groups having 8 to 30 carbon atoms, and may be the same or different. R ₁ to _{R 5} are alkyl groups, cycloalkyl groups, allyl group, phenyl group, alkylphenyl group, or benzyl group, each of which may be the same or different. X and Y are oxygen or sulfur atoms.]