JPH0585670B2 - - Google Patents

Description

[Detailed description of the invention]

INDUSTRIAL APPLICATION FIELD The present invention relates to an oil agent for producing thermoplastic synthetic fibers, and particularly to an oil agent for producing synthetic fibers that undergoes a heating process and a twisting process. Prior Art and Problems to be Solved by the Invention In order to ensure smooth operation during the manufacturing process, thermoplastic synthetic fibers are coated with lubricating agents to give the fibers lubricating properties, cohesiveness, antistatic properties, etc. be done.
In recent years, fiber threads are often processed at considerably high speeds in order to improve productivity and quality, and the thermal processing conditions are becoming increasingly severe. In particular, fibers for tire cords and the like are stretched at high temperatures and at higher ratios in order to obtain higher strength, so there is a strong demand for lubricating agents that have excellent oil film strength at high temperatures and high contact pressures. In order to strengthen the oil film on metals, components introduced with S groups that have metal adsorption properties (for example, esters derived from thiodipropionic acid and laurylthiopropionic acid) or alkyl phosphates have been used. . In addition, during the spinning process, wax components and polyhydric alcohols are used as components to reduce fiber-to-fiber friction in order to prevent yarn breakage caused by single yarn breakage caused by single yarns overlapping each other and friction between single yarns. Polymer compounds obtained by polycondensation of dibasic acids have been used. Although the spinning properties can be improved to some extent by incorporating appropriate amounts of these components into the processing agent, sufficiently satisfactory spinning properties cannot be obtained under the harsh conditions of recent fiber manufacturing processes. The object of the present invention is to obtain a lubricating agent that can withstand the harsh conditions of modern fiber manufacturing processes and exhibits excellent oil film strength on metals and fibers. Means for Solving the Problems The present invention is based on the fact that a compound obtained by reacting a terminal carboxylic acid of a condensation product of a dibasic acid and a polyhydric alcohol with an alkyl alkanolamide exhibits an excellent effect on the above problems. It is something to put. That is, the present invention is based on the general formula []:

[Formula, X is H, an alkyl group having 1 to 3 carbon atoms, or an alkanol group having 2 to 3 carbon atoms, A ₁ and A ₂
are each independently the same or different carbon number 2 ~
4 alkylene group, A ₃ is an alkylene group having 2 to 3 carbon atoms, R ₁ is an alkyl group having 2 to 35 carbon atoms, R ₂ is a dibasic acid residue having 2 to 10 carbon atoms, and R ₃ is an alkylene group having 2 to 3 carbon atoms. ~
100 polyvalent hydroxy compound residues, m is 0 to 100,
The present invention relates to a fiber processing agent composition containing a polyester compound having a molecular weight of 2,000 to 20,000, where n is 0 to 100 and p is 1 to 50. In the present invention

[Formula] represents an alkylalkanolamide residue. In the formula, R ₁ represents an alkyl group having 2 to 35 carbon atoms and which may have a saturated or unsaturated side chain. When the number of carbon atoms is greater than 35, the melting point becomes too high and emulsifying and dispersing properties deteriorate. X represents hydrogen, an alkyl group having 2 to 3 carbon atoms, or an alkanol residue having 2 to 3 carbon atoms. _A3 is
Indicates an alkanol residue having 2 to 3 carbon atoms. That is,

[Formula] is a group derived from monoethanolamine, diethanolamine, monoisopropanolamine, diisopropanolamine, methylmonoethanolamine, ethylmonoethanolamine, isopropylmonoethanolamine, etc.

Specific examples of [Formula] include octyl diethanolamide, lauryl diethanolamide, oleyl diethanolamide, behenyl diethanolamide, dodriacontanediethanolamide, lauryl monoethanolamide, oleyl monoethanolamide, lauryl diisopropanolamide, oleyl diisopropanolamide, and oleyl. Examples include residues such as monoisopropanolamide. Among these, particularly preferred are those having a carbon number of C ₁₂ ~
It is an alkyl alkanolamide having a _C22 alkyl group. The general formula R ₂ of the present invention is a dibasic acid residue having 2 to 10 carbon atoms, and specific examples include residues such as maleic acid, adipic acid, sebacic acid, thiodipropionic acid, terephthalic acid, and isophthalic acid. It will be done. The general formula R ₃ of the present invention is a residue of a polyhydric hydroxy compound having 2 to 100 carbon atoms, and specific examples include ethylene glycol, tetramethylene glycol, trimethylolpropane, glycerin, pentaerythritol, polyglycerin, sorbitan, sorbitol, Esters of the above-mentioned polyhydric hydroxy compounds and fatty acids or hydroxy fatty acids, such as residues of sorbitan monofatty acid ester, pentaerythritol fatty acid ester, fatty acid polyglyceride, hydrogenated castor oil, and castor oil, can be mentioned. Particularly preferred is a polyhydric hydroxy compound consisting of an ester of a higher fatty acid or a hydroxyl fatty acid and a polyhydric hydroxy compound, which has 2 to 3 hydroxyl residues and has a molecular weight of about 500 to 2,000. A particularly preferred polyhydric hydroxy compound is castor oil or hydrogenated castor oil. In the general formula, A ₁ and A ₂ are each independently the same or different alkylene groups or mixed alkylene groups having 2 to 4 carbon atoms, and specific examples include ethylene, propylene, isopropylene, butylene groups, or mixed alkylene groups thereof. can be mentioned. Particularly preferred is an ethylene group. Furthermore, in the general formula [], m and n are each 0 to 100. When it exceeds 100, the reactivity with dibasic acids decreases, making it impossible to obtain a product with a predetermined molecular weight. Particularly preferably 10-50. Also, p is 1 to 50, preferably 1
~30. If it exceeds 50, the viscosity increases and the friction against metal at high speeds increases significantly. The polyester compound in the present invention can be produced by a known method. For example, after reacting a polyoxyalkylene-added polyhydric alcohol and a dibasic acid in a ratio such that a polyester having carboxyl groups at both ends is obtained, the terminal carboxyl groups and the hydroxyl groups of the alkyl alkanolamide are esterified. obtained by. The esterification method may be any known method and is not particularly limited. For example, the reaction may be carried out at 110 to 230°C in the presence of a catalyst such as para-toluenesulfonic acid, hypophosphorous acid, alkyl titanate, or antimony trioxide. The lubricant treatment agent for synthetic fibers of the present invention is obtained by blending the polyester compound represented by the general formula [] with known treatment agent components, and the content of the polyester compound in the treatment agent is determined by 2 to 20% by weight based on total solids is preferred. If the content is less than 2% by weight, the effect of strengthening the oil film will not be sufficient, and if the content exceeds 20% by weight, the viscosity of the processing agent will increase, and the friction against metal will increase significantly at high speeds, causing another problem. It's coming. Known processing agent components include smoothing agents that impart smoothness, such as aliphatic monoesters such as oleyl oleate, isostearyl oleate, and stearyl oleate, and dibasic acids such as dioleyl adipate and dioleyl thiodipropionate. Polyhydric alcohol esters such as diester, neopentyl glycol dioleate, hexanediol dioleate, trimethylolpropane trilaurate, coconut oil, rapeseed oil, etc. Emulsifiers include polyoxyethylene castor oil ether, polyoxyethylene hardened castor Oil ether, polyoxyethylene sorbitan trioleate, polyoxyethylene oleyl ether, etc. Antistatic agents include oleyl phosphate and its salts (Na, K, amines, etc.), polyoxyethylene oleyl phosphate and its salts (Na, K, , amines, etc.), dioctyl sulfosuccinate Na salt, alkanesulfonate Na salt, and the like. The lubricant treatment agent of the present invention is applied in the form of a straight oil agent or an emulsion emulsified with water, and is applied to the fiber yarn by a known lubricating method such as a roller lubricating method in the spinning process in an amount of 0.3 to 2% by weight as a solid content of the treatment agent. Granted. By applying the lubricating agent of the present invention to synthetic fibers, the oil film on the metal and fibers during the spinning process is strengthened, and yarn breakage and fuzz are reduced. In addition, for applications such as tire cords that undergo a twisting and adhesion process, the friction between single yarns is reduced, and a decrease in the strength of the cord can be significantly suppressed. Therefore, by using the lubricating agent for synthetic fibers of the present invention, there are advantages of improved drawing yield and yarn quality, and at the same time, an advantage of improved quality in the final use. The present invention will be explained below with reference to Examples, but the present invention is not limited thereto. Example 1 Polyester used in the present invention (A, B, C,
D) and polyester used as a comparative example (E,
Table 1 shows the configuration of F, G, H, I). Table-1
The oil agent obtained by blending each polyester obtained with the composition shown in Table 2 according to the recipe shown in Table 2 was applied to a 1500 denyl polyester filament that had been continuously degreased with carbon tetrachloride so that the coating amount was 0.8%. . Using this treated filament, we calculated the static friction between fibers and metal under high temperature and high contact pressure as an index of the strength of oil film on metal and the static friction between fiber and fiber under high temperature and high contact pressure as an index of the strength of oil film on fiber. It was measured and comparatively evaluated. In addition, as another way of looking at the strength of the oil film on metal, the metal-to-metal friction under high temperature and high contact pressure was measured using the following method using a Soda pendulum type friction tester using a bulk oil agent, and a comparative evaluation was performed. In addition, kinetic friction between fiber and metal was also compared and evaluated as friction against metal at high speed. (1) Static friction between fiber and metal Using a running friction measuring machine between fiber and metal, measurements were made under the following conditions to determine the friction coefficient. Friction body: φ60mm satin chrome pin Friction body temperature: 200℃ Contact angle: 180゜ Input tension ( _T1 ): 3Kg Thread speed: 0.1m/min The smaller the friction coefficient, the better the oil film strength and lubrication at high temperature and high contact pressure. Excellent performance. (2) Oil film strength on fibers The strength of oil films on fibers was evaluated by static friction between fibers. The measurement method and conditions will be explained using FIG. 1. Fix one end of fiber 1 to U gauge 2, put it on pulley 3, and twist it 3 times to give a load (W) of 3 kg.
Tighten it. Fiber-to-fiber intersection angle (θ)
is set to 20°, and the temperature of the twisted part is set to 20°C (room temperature) and 200°C.
(In this case, the twisted part is heated by the heater plate 4), and the U gauge 2 is pulled at a speed of 3 cm/min. At that time, the tension (T ₂
Measure the static friction force between fibers (Kg): T ₂
- Find 3. The smaller the value, the better the oil film strength and lubricity at high temperature and high contact pressure. (3) Pendulum-type oil-based friction Total load of 300g using Soda-type pendulum-type oil-based friction tester
(maximum stress on contact surface 111Kg/mm ² ), measurement temperature 190℃,
Measured the coefficient of dynamic friction at 230℃. The smaller the friction coefficient, the better the oil film strength and lubrication performance at high temperature and high contact pressure. (4) Fiber-metal dynamic friction Same conditions as fiber-metal static friction measurement, only yarn speed
The friction coefficient was determined by measuring at 300 m/min.

【table】

[Table] Shown.

【table】

[Table] As shown in Table 2, the polyester of the present invention significantly reduces fiber-metal static friction, fiber-fiber friction, and pendulum oil friction. The polyester of E~ is reacted with the terminal carboxyl group by using other components instead of the alkyl alkanolamide.
Polyesters A to D of the present invention in which alkyl alkanolamide is reacted with terminal carboxyl groups are It is clear that it has a special and excellent effect. Example 2 The oil agent listed in Table 3 containing compounds A and B of the present invention tested in Table 1 and conventionally used oil film reinforcing components on metals and oil film reinforcing components on fibers was tested in the same manner as in Example 1. A comparative evaluation was made.

[Table] As shown in Table 3, conventionally used oil film strengthening agents are only effective on either metal or fiber, but polyester A and polyester B of the present invention are effective on fiber-to-metal and fiber-to-fiber surfaces. The friction between fibers and the pendulum oil friction coefficient are more significantly reduced, and the effect is obvious. Example 3 Spinning polyethylene terephthalate filament yarn of 1500 denier and 288 filaments Example 2
A 20% by weight water emulsion-type oil agent of the treatment agent shown in is applied by the roller touch method so that the amount of oil adhesion is 0.8%, and then directly stretched at 230°C at a stretching ratio of 6.2 times, and the yarn breakage and fluff of the drawn yarn were observed. A comparative evaluation was made. The results are shown in Table-4.

[Table] As is clear from the results in Table 4, it is clear that the treatment agent of the present invention significantly reduces yarn breakage and fuzz during yarn spinning, and significantly improves yarn spinning performance. Example 4 Two yarns obtained in Example 3 were first twisted at 40T/10
cm, a raw cord with a twist count of 40T/10cm was made and its strength was measured, and the strength before twisting of the two raw yarns was 100
It is expressed as an index (strong utilization rate) when

[Table] As shown in the above results, the processing agent of the present invention can also significantly improve the intensive utilization rate of raw cord. Effects of the Invention The first feature of the fiber treatment composition of the present invention is that it can strengthen the oil film on the metal and fibers during the spinning process and reduce yarn breakage and fuzz, leading to improved drawing yield and yarn quality. Very effective. The second feature of the fiber treatment composition of the present invention is that the fiber-to-fiber friction can be extremely reduced and the strength utilization rate of the cord can be improved, so it is very effective in improving the quality in the final use. In other words, seat belts, tire cords, etc. are made by twisting 2 or 3 raw yarns by first twisting and final twisting, so the degree of freedom between the single yarns is reduced, and stress is concentrated at the extreme parts, making them strong. is generally lower than the yarn strength. By treating with this compound, the friction between the single yarns is reduced, the stress is dispersed, and each single yarn shares the stress evenly, which reduces the decrease in strength.

[Brief explanation of the drawing]

FIG. 1 is a diagram schematically showing a method for measuring the static friction force between fibers. 1...Fiber, 2...U gauge, 3...Pulley, 4...
heater.

Claims (1)

[Claims] 1 General formula []: [Chemical formula] [In the formula, X is H, an alkyl group having 1 to 3 carbon atoms, or an alkanol group having 2 to 3 carbon atoms, A ₁ and A ₂
are each independently the same or different carbon number 2 ~
4 alkylene group, A ₃ is an alkylene group having 2 to 3 carbon atoms, R ₁ is an alkyl group having 2 to 35 carbon atoms, R ₂ is a dibasic acid residue having 2 to 10 carbon atoms, and R ₃ is an alkylene group having 2 to 3 carbon atoms. ~
100 polyvalent hydroxy compound residues, m is 0 to 100,
n represents 0 to 100 and p represents 1 to 50] A fiber treatment agent composition comprising a polyester compound represented by the following formula and having an overall molecular weight of 2000 to 20000. 2. The fiber treatment composition according to item 1, wherein R ₃ in the general formula [] is castor oil or a hydrogenated castor oil residue. 3. The fiber treatment composition according to item 1, wherein the content of the polyester compound represented by the general formula [] is 2 to 20% by weight of the total solid content.