JPH0156189B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a novel oil for textile treatment and a method for treating fiber yarn using the oil, and more specifically, the present invention relates to a novel oil for treating fibers and a method for treating fiber yarn using the oil. The present invention relates to a truly novel oil agent for fiber treatment that exhibits excellent anti-tarring properties and the like, and a method for treating thermoplastic synthetic fiber threads using the oil agent. polyester, polyamide, polypropylene,
Various thermoplastic synthetic fibers such as polyacrylonitrile, cellulose fibers such as rayon, kyupra, acetate, and even natural fibers are processed through the spinning process.
After various processes such as stretching, false twisting, twisting, and sizing, which may be integrated in some cases, cloth is made into cloth through weaving and knitting processes. is used. By the way, it is well known that such oils for textile treatment are required to exhibit smoothness, antistatic properties, anti-tarring properties, etc., and for this reason, conventionally,
In addition to mineral oils and fatty acid esters, polyoxyalkylene ethers (such as U.S. Patent No.
3338830), esters of polyoxyalkylene ethers and fatty acids (e.g. Japanese Patent Publication No. 53-32438),
Polyoxyalkylene alkyl ether formalized products (for example, JP-A-50-101693 and JP-A-Sho 50-101693)
55-137273) or esters of polyoxyalkylenated bisphenols and fatty acids (e.g.
53-43239) and the like are provided as main components. In relation to the above-mentioned requirements, these textile processing oils meet the following requirements:
While each has its own advantages, each also has its drawbacks. 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, swelling of the rubber material is likely to occur, and furthermore, in the case of the above-mentioned formalized products, the synthetic yield is poor and there is also the problem of removal of the formalizing agent. Therefore, it is desired to develop an improved oil for textile processing that alleviates these drawbacks, etc. On the one hand, it is desirable to increase processing speed to improve manufacturing processing efficiency, and on the other hand, to differentiate products. Nowadays, fiber threads are becoming thinner (fine denier) due to higher quality products and higher quality products, but in any case, there are problems such as breakage of running threads, generation of fluff, static electricity damage, tar adhesion to heating machines, etc. Therefore, the actual situation is to go beyond the improvement of conventional textile treatment oils and to highly satisfy the requirements of smoothness, antistatic properties, and anti-tarring properties. There is an even stronger demand for the emergence of a new textile treatment oil that overcomes the above obstacles. As a result of intensive research to develop a new textile treatment oil that meets these demands, the present inventors found that a carbonate ester group in the molecule ( The present inventors have discovered that a fiber treatment oil agent containing an organic carbonate ester having a carbonate group (carbonate group) as a main component is suitable and that an excellent effect can be achieved when the oil agent is properly applied to fiber yarns, leading to the completion of the present invention. . That is, the present invention provides a novel oil for textile treatment and a method for treating fiber threads using the oil. and a second invention relating to a method of treating thermoplastic synthetic fiber yarn. The first invention relates to a fiber treatment oil containing at least one selected from organic carbonate esters represented by the following general formulas (1) to (3). General formula: (However, R ₁ , R ₂ , R ₃ are alkyl groups, alkenyl groups, or aryl groups having 1 to 30 carbon atoms. _{R 4} , R ₅ ,
R ₆ is an alkyl group, alkenyl group, aryl group, acyl group, dialkylaminoalkyl group or alkylthioalkanoyl group having 1 to 30 carbon atoms. Ra,
Rb and Rc are linear or side chain alkylene groups having 2 to 4 carbon atoms. l, m, n are integers from 1 to 200.
R ₁ to R ₆ , Ra to Rc, and l to n may be the same or different within their respective ranges. ) The second invention is a thermoplastic synthetic fiber manufacturing process, in which the fiber processing oil according to the first invention is applied to the thermoplastic synthetic fiber threads in a step before the stretching and orientation of the synthetic fiber threads is completed. It relates to a method for treating thermoplastic synthetic fiber yarns, which is applied in the form of an aqueous solution or emulsion to a proportion of 3.0% by weight to lubricate the synthetic fiber yarns. The organic carbonate ester in the present invention can be selected from among the above general formulas (1) to (3) depending on the type of fiber to be applied, the stage of the processing process, the degree of heat treatment conditions, etc. for the fiber treatment oil containing it. One or more types are selected from the above, but those having a molecular weight of 250 or more are preferred from the viewpoint of scattering properties during thread-like running. Further, l, m, and n in the general formula are each within a practical range of up to 200, but are preferably integers in the range of 1 to 100. Further, the number of carbon atoms in R ₁ to _{R 6} in the general formula is in the range of 1 to 30, preferably 1 to 24. The organic carbonate ester that constitutes the core of the present invention can be synthesized as follows. That is, 1.1 to 1.2 moles of dimethyl carbonate or diethyl carbonate and 2 moles of a monovalent hydroxyl compound are charged into a reaction vessel made of glass or stainless steel, and the mixture is stirred to be uniform. Next, an alkali catalyst such as alkali hydroxide or alkali metal alcoholate is added in an amount of 0.1 to 0.5% by weight based on the total weight of the raw materials, and the temperature is gradually raised while stirring is continued. 80~100
At ℃, by-product methanol or ethanol begins to distill out. By gradually letting this out of the reaction system, the transesterification reaction proceeds. The temperature continues to rise gradually, and when it finally reaches 160-170°C, almost no distillate is produced. After this, cool to 120-130℃,
The reaction system is reduced in pressure to completely remove a small amount of unreacted dimethyl carbonate or diethyl carbonate. Then, the alkaline catalyst is neutralized with an inorganic acid (phosphoric acid, sulfuric acid, hydrochloric acid, etc.) or adsorbed with an adsorbent. Monovalent hydroxyl compounds used in the above synthesis include octyl alcohol, decyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol,
Alcohols derived from natural fatty acids such as oleyl alcohol and behenyl alcohol, 2-ethylhexanol, isocetyl alcohol (e.g. ND-Ecol 160B, manufactured by Shin Nihon Rika Co., Ltd.), isostearyl alcohol (e.g. Diadol)
Aldol condensation type synthetic alcohols such as 18G (manufactured by Mitsubishi Kasei Corporation), isotridecanol, oxo-method synthetic alcohols such as mixed alcohols of linear and iso forms (e.g. Dovanol, manufactured by Mitsubishi Yuka Co., Ltd.), methanol, Lower alcohols such as ethanol and butanol, higher alcohols such as those mentioned above, fatty acids, alkylthiopropionic acids, and dialkylamines are combined with ethylene oxide, 1,2-propylene oxide, and 1,2-butylene oxide alone or in combination. Examples include alkylene oxide adducts. Specific examples of the organic carbonate esters synthesized in this manner and used in the present invention are as follows, but the present invention is not limited to these. (A) Dioctyl carbonate (molecular weight 286) (B) Diisotridecyl carbonate (molecular weight 426) (C) Dioleyl carbonate (molecular weight 562) (D) Dilauryl carbonate (molecular weight 398) (E) Bis-[polyoxyethylene (3 moles) lauryl ether] carbonate (molecular weight 662. The number of moles appended hereto represents the average number of moles of the corresponding group.
Same below) (F) Bis-[polyoxyethylene (2 mol) butyl ether] carbonate (molecular weight 350) (G) Bis-[polyoxyethylene (5 moles) octyl ether] carbonate (molecular weight 726) (H) Bis-(ethylene glycol monononyl phenyl ether) carbonate (molecular weight 554) (I) Bis-[polyoxyethylene (7 mol) benzyl phenyl phenol ether] carbonate (molecular weight 1162) (J) Equimolar mixture of the following compounds (i) to (iii) (i) Oleyl/lauryl carbonate (molecular weight
480) (ii) Dilauryl carbonate (molecular weight 398) (iii) Dioleyl carbonate (molecular weight 562) (K) Equimolar mixture of the following compounds (i) to (iii) (i) Bis-[lauryl/polyoxyethylene (5 mol) lauryl ether] carbonate (molecular weight 618) (ii) Dilauryl carbonate (molecular weight 398) (iii) Bis-[polyoxyethylene (5 mol) lauryl ether] carbonate (molecular weight 838) (L) Bis-[polyoxyethylene (6 moles) polyoxypropylene (4 moles) ethyl ether]
Carbonate (molecular weight 1112. However, R in the formula means that the copolymerization form of ethylene oxide and propylene oxide is a random addition type. The same applies below) (M) Bis-[polyoxyethylene (11 mol) polyoxypropylene (8 mol) butyl ether] carbonate (molecular weight 2070) (N) Bis-[polyoxyethylene (100 mol) polyoxypropylene (80 mol) octyl ether] carbonate (molecular weight 1836) (O) Bis-[polyoxyethylene (25 mol) polyoxypropylene (20 mol) stearyl ether] carbonate (molecular weight 5086. However, in the formula B
means that the copolymerization form of ethylene oxide and propylene oxide is a block addition type. Same below) (P) Bis-[polyoxybutylene (20 mol) polyoxyethylene (25 mol) methyl ether] carbonate (molecular weight 5170. However, in the formula
_C4H8O is 1,2- _butylene oxide. ) (Q) Bis-[polyoxyethylene (3 mol) laurate] carbonate (molecular weight 690) (R) Bis-[polyoxyethylene (3 mol) methyl lauryl amino ether] carbonate (molecular weight 720) (S) Bis-[polyoxyethylene (3 mol) laurylthiopropionate] carbonate (molecular weight 838) The content of these organic carbonate esters in the textile treatment oil of the present invention is not particularly limited as long as the effects of the present invention can be obtained, but usually
It is 10% by weight or more. In addition to the organic carbonate ester, the oil for textile treatment of the present invention may appropriately contain other smoothing agents, nonionic surfactants, emulsification regulators, wetting agents, antifungal agents, and/or antirust agents. It is something. Such smoothing agents include refined mineral oils, fatty acid esters, aliphatic ether esters, and polyethers. For example, refined mineral oil has a kinematic viscosity of 40 to 500 at 30°C.
Synthetic fatty acid esters include esters of aliphatic monobasic acids and aliphatic monohydric alcohols, polyhydric alcohols such as ethylene glycol, diethylene glycol, neopentyl glycol, trimethylolpropane, glycerin, and pentaerythritol. Esters of aliphatic monobasic acids or esters of aliphatic dibasic acids and aliphatic monohydric alcohols are used. Specific examples of such synthetic fatty acid esters include butyl stearate, n-octyl palmitate, 2-ethylhexyl palmitate, oleyl laurate, isohexadecyl laurate, isostearyl laurate, dioctyl sebacate, diisotridecyl adipate, These include ethylene glycol diolate, trimethylolpropane trioctanoate, and pentaerythritol tetraoctanoate. In addition, as aliphatic ether esters, polyoxyethylene (5 mol) ester of lauryl ether and lauric acid, polyoxyethylene (5 mol) diester of decyl ether and adipic acid, polyoxyethylene (2 mol) polyoxy An ester of propylene (1 mol) octyl ether and palmitic acid is used. Furthermore, polyethers include those obtained by random or block addition polymerization of propylene oxide and ethylene oxide to methanol, ethanol, butanol, octanol, lauryl alcohol, stearyl alcohol, etc.
Those of various molecular weights are used, such as those produced by random or block addition polymerization of propylene oxide and ethylene oxide to polyhydric alcohols such as propylene glycol, trimethylolpropane, glycerin, pentaerythritol, and sorbitol. Examples of the above-mentioned nonionic surfactants include polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene alkyl ester, and partial alkyl ester of polyhydric alcohol. The fiber treatment oil of the present invention is applied to fibers as a spinning oil or oil replenisher to exhibit its effects, but it can be used as an aqueous emulsion, as an organic solvent solution, or as an oil ( It can be applied to fibers by straight oiling). At this time, the amount of the oil attached to the fibers is usually 0.25 to 0.25 when applied as a spinning oil.
1.5% by weight, 0.5 to 3.0 when applied as an oil adder
Weight%. The fiber treatment oil agent of the present invention described above can be applied to thermoplastic synthetic fibers such as polyester, polyamide, polypropylene, and polyacrylonitrile, cellulose fibers such as rayon, Kyupra, and acetate, and various natural fibers. Demonstrates the effect of In other words, the above-mentioned organic carbonate ester, which is the core of the oil agent, provides excellent smoothness, antistatic properties, and anti-tarring properties when compared with conventionally known smoothing agents and other components thereof. It is. Moreover, this organic carbonate ester is easy to synthesize, and it is also easy to remove unreacted raw materials, and even if some unreacted raw materials remain, it is not as toxic as formalin, so it is easy to synthesize. and has many advantages in use. In particular, when applied in the process of manufacturing thermoplastic synthetic fibers such as polyester, polyamide, polybrobylene, polyacrylonitrile, etc., the above-mentioned fiber treatment oil is applied in the process before the drawing and orientation of the synthetic fiber yarn is completed. Unless it is attached to the synthetic fiber yarn in an amount of 0.1 to 3.0% by weight, preferably 0.2 to 2.0% by weight, the above-mentioned effect will not be exhibited during all subsequent steps (including the heating step). It's remarkable. However, in this case, the oil agent is applied to the thermoplastic synthetic fiber yarn using its aqueous liquid or emulsion. Next, in order to make the structure and effects of the present invention more specific, we will discuss a synthesis example of an organic carbonate ester (hereinafter simply abbreviated as O=C→) in the fiber treatment oil agent of the present invention and a comparative example. Examples will be listed, including their performance evaluations. Furthermore, O=C→(A)～
(S) are all added to the above O=C→ (A)~
This falls under (S). ●Synthesis Example 1 (Synthesis of O=C→B) 400 g (2.0 mol) of oxo-synthesized alcohol (isotridecanol) with an average carbon number of 13 and 142 g (1.2 mol) of diethyl carbonate were added to 1 glass reaction vessel (stirring tool and After stirring to make the mixture homogeneous, 0.5 g of flaky potassium hydroxide (0.1% by weight based on the raw material) was added as a catalyst.
While stirring, gradually raise the temperature to 80-90℃.
The ethanol produced by the reaction began to distill out.
The reaction was carried out while continuing to reflux at the same temperature for 2 to 3 hours, and then a sample tube was attached between the reflux condenser and the reaction vessel to remove the produced ethanol from the reaction system. The temperature is gradually raised to gradually distill out ethanol, and when the temperature of the reaction system reaches 160°C, heating is stopped and the reaction system is cooled to 120°C, and the pressure of the reaction system is reduced to remove a small amount of unreacted diethyl. Carbonate was removed. When no more diethyl carbonate was distilled out, an alkali adsorbent (diatomaceous earth) was added and thoroughly stirred to adsorb potassium hydroxide. The contents were filtered to obtain a reaction product in the form of a transparent liquid at room temperature. In the IR spectrum of this reaction product, a strong and sharp characteristic absorption band due to the carbonyl structure of the carbonate group was observed at 1750 cm ^-1 , a hydroxyl value was 6.5, and a kinematic viscosity at 30°C was 16.8 cst. ●Synthesis Example 2 (Synthesis of O=C→E) Synthesis was carried out in the same manner as in Synthesis Example 1 using the following raw materials. Polyoxyethylene (3 mol) lauryl ether = 636 g (2.0 mol) Diethyl carbonate = 142 g (1.2 mol) Potassium hydroxide = 0.8 g The obtained reaction product had the same characteristic absorption band as Synthesis Example 1, The hydroxyl value was 0.65, and the kinematic viscosity at 30°C was 32.5 cst. ●Synthesis Example 3 (Synthesis of O=C→M) Using the following raw materials, synthesis was carried out in the same manner as in Synthesis Example 1 (however, a 3-volume reaction vessel was used). Polyoxyethylene polyoxypropylene random adduct [PO/EO=50/50 (weight ratio), average molecular weight
1000] = 2000g (2 mol) Diethyl carbonate = 142g (1.2 mol) Potassium hydroxide = 2.1g The obtained reaction product had the same characteristic absorption band as in Synthesis Example 1, and the results of molecular weight measurement by GPC were as follows. It was confirmed that the average molecular weight was 2000, almost twice that of the raw material, the hydroxyl value was 5.4, and the kinematic viscosity at 30°C was 193.7 cst. ●Examples 1 to 4, proportion a to c: Examples 1 to 4 and comparative examples a to c shown in Table 1 were blended and adjusted. A commercially available nylon filament (semidal) that has been degreased with cyclohexane and dried is added to a 10% emulsion of each of these fiber treatment oils.
A 70 denier 24 filament) was immersed, and 0.8 to 1.0% by weight of the oil agent was applied to the filament. Then, the running yarn friction coefficient was measured for the nylon filament, and the tar rate was measured for the oil agent. The results are shown in Table 1. The results in Table 1 also show that the fiber treatment oil of the present invention has a lower coefficient of friction and a lower rate of tarring than conventional oils. The performance evaluation listed in Table 1 was 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 = iron cylinder with a diameter of 25 mm with a chromium-matte finish on the surface, thread-friction body contact angle = 90 degrees, initial tension (T ₁ )
= 20g, running speed = 300m/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 = αlnT ₂ /T ₁ (Note) α = coefficient determined by contact angle, ln = natural logarithm. The smaller the running yarn friction coefficient, the greater the smoothness. ●●Measurement of tar rate Stainless steel shear (diameter 8cm, depth 8mm)
Precisely weigh out 3 g of oil, heat in a heated oven at 230°C for 48 hours, and leave to cool in a dry desiccator.
The mixture was accurately weighed again, and the residue ratio relative to the active ingredient of the original oil agent was determined to measure the tar conversion rate. ●●Evaluation criteria

【table】

[Table] ●Examples 5 to 14, Comparative Examples d to f Examples 5 to 14 and Comparative Examples d to f shown in Table 2 were blended and adjusted. A commercially available polyester filament (Semidal 75 denier 36 filament), which had been degreased with cyclohexane and dried, was immersed in a 10% by weight emulsion of each of these oils for fiber treatment, and 0.4 to 0.6% by weight of the oil was adhered to the filament.
Then, as in the case of Table 1 above, the running yarn friction coefficient and tarring rate were measured. The results are shown in Table 2. The results in Table 2 also show that the fiber treatment oil of the present invention has a lower coefficient of friction and a lower rate of tarring than conventional oils. The performance evaluation listed in Table 2 was performed in the following manner.

【table】

【table】

[Table] ●Examples 15-17, Comparative Examples g and h Examples 15-17 and Comparative Examples g and h shown in Table 3
The mixture was adjusted. Commercially available acetate filament (Bright 75 denier 20 filament) prepared by degreasing each of these fiber treatment oils with diethyl ether.
was supplied with straight oil to deposit 1.5 to 2.0% by weight of the oil. Then, the running yarn friction coefficient was measured in the same manner as in Table 1 above, and the performance was evaluated based on the following criteria. The results are shown in Table 3. The results in Table 3 also show that the textile treatment oil of the present invention is a mineral oil (O=
It is clear that the coefficient of friction is lower than that of C→ (which has the same level of viscosity as C→).

【table】

【table】

[Table] ●Examples 18-20, Comparative Examples i and j Examples 18-20 and Comparative Examples i and j shown in Table 4
The mixture was adjusted. Using each of these fiber treatment oils, partially oriented yarn (hereinafter abbreviated as POY) is produced by the following method.
Using the POY, stretch and false twist the POY,
Four items were evaluated: POY running friction coefficient, fluff of drawn false twisted yarn, and heater tar. The results are shown in Table 4. The results in Table 4 also show that, according to the fiber treatment oil of the present invention, no sagging of POY, no tar adhesion to the heater during POY drawing false twisting, no fluffing of the drawn false twisting yarn, and no POY It is clear that the running friction coefficient is also low. Production of ●●POY Immediately after melt-spinning polyethylene terephthalate, oil is applied using a 10% oil emulsion using the roller touch method, and the yarn is wound at a speed of 3500 m/min.
I got a 12Kg rolled cake of POY with 115 denier 36 filament. The amount of oil adhered was 0.4 to 0.5% by weight based on POY. ●● Stretched false twisting Twisting method = 3-axis friction method (hard urethane rubber disc), Yarn running speed = 600 m/min, Stretching ratio = 1518, Twisting side heater = 2 m long, surface temperature 220°C, Untwisting Side heater = none, target number of twists = 3200T/
m, ●●Evaluation of POY slippage It was visually observed whether the filament protruded in a straight line from the end surface of the POY cake. This phenomenon causes yarn breakage when the POY is unwound during stretching and twisting. ●●Evaluation of running friction coefficient of POY The coefficient of friction was measured in the same manner as in Table 1 except that polyester POY was used as the sample yarn, and evaluated according to the following criteria. 〇 = Coefficient of friction less than 0.35 △ = Coefficient of friction 0.35 or more ●●Evaluation of fluff of drawn false twisted yarn The presence or absence of fluff on the end face of the obtained false twisted yarn cheese (2 kg roll) was visually observed. ●●Evaluation of heater tar After continuous operation for 10 days under the above-mentioned stretching false twisting conditions, the presence or absence of tar generation in the yarn path of the twisting side heater was visually observed and evaluated based on the following criteria. 〇=Almost no tar adhesion is observed.△=Some tar adhesion is observed.

【table】

[Table] Using a fiber treatment oil with the following composition (Example 21), polyester was prepared in the same manner as in Table 4.
Manufactured POY. O=C→L 45% by weight Isooctyl palmitate 10 〃 C ₁₂ H ₂₅ O [(C ₃ H ₆ O) ₂₀ (C ₂ H ₄ O) ₁₈ 〃 _B H40 〃 Alkyl sulfonate Na 5 〃 The POY is used as the fourth Stretching and false twisting was carried out in the same manner as in the table above, and immediately before winding, 1.5 to 2.0% by weight of a fiber treatment oil (Example 22) having the following composition was added as an oil adder. O=C→D 60% by weight 60 seconds re-double mineral oil 30 〃 Sorbitan monooleate 5 〃 POE (5 mol) nonylphenyl ether 4 〃 10 cst/30℃ dimethyl silicone 1 〃 The false twisted yarn was put on a waterjet loom , Good weaving was possible without any problems.

Claims (1)

[Scope of Claims] 1. An oil agent for textile treatment, characterized by containing at least one type selected from organic carbonate esters represented by the following general formulas (1) to (3). general formula (However, R ₁ , R ₂ , R ₃ are alkyl groups, alkenyl groups, or aryl groups having 1 to 30 carbon atoms. _{R 4} , R ₅ ,
R ₆ is an alkyl group, alkenyl group, aryl group, acyl group, dialkylaminoalkyl group or alkylthioalkanoyl group having 1 to 30 carbon atoms, Ra,
Rb and Rc are linear or side chain alkylene groups having 2 to 4 carbon atoms. l, m, n are integers from 1 to 200.
R ₁ to R ₆ , Ra to Rc, and l to n may be the same or different within their respective ranges. ) 2 The oil agent for treating fibers according to claim 1, wherein l, m, and n in the general formula are all integers selected from 1 to 100. 3. The oil agent for fiber treatment according to claim 1 or 2, wherein _R1 to _R6 in the general formula each have 1 to 24 carbon atoms. 4 Claims 1 to 4, wherein the organic carbonate represented by the general formula has a molecular weight of 240 or more.
The oil agent for fiber treatment according to any one of Item 3. 5. A fiber processing oil containing at least one selected from organic carbonate esters represented by the following general formula, which is used in the process of producing thermoplastic synthetic fibers, before the drawing and orientation of the synthetic fiber yarns is completed. 0.1 to 3.0% by weight of thermoplastic synthetic fiber yarn
1. A method for treating thermoplastic synthetic fiber threads, characterized in that the synthetic fiber threads are lubricated by applying the synthetic fiber threads in the form of an aqueous solution or emulsion at a ratio of . General formula: (However, R ₁ , R ₂ , R ₃ are alkyl groups, alkenyl groups, or aryl groups having 1 to 30 carbon atoms, R ₄ , R ₅ ,
R ₆ is an alkyl group, alkenyl group, aryl group, acyl group, dialkylaminoalkyl group or alkylthioalkanoyl group having 1 to 30 carbon atoms, Ra,
Rb and Rc are linear or side chain alkylene groups having 2 to 4 carbon atoms. l, m, n are integers from 1 to 200.
R ₁ to R ₆ , Ra to Rc, and l to n may be the same or different within their respective ranges. ) 6 The oil agent for treating fibers according to claim 5, wherein l, m, and n in the general formula are all integers selected from 1 to 100. 7. The oil agent for fiber treatment according to claim 5 or 6, wherein R ₁ to _{R 6} in the general formula each have 1 to 24 carbon atoms. 8 Claims 5 to 8, wherein the organic carbonate represented by the general formula has a molecular weight of 240 or more.
The oil agent for fiber treatment according to any one of Item 7.