JPS6026865B2 - Lubricating agent for synthetic fibers - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a lubricating agent for synthetic fibers, and particularly to a lubricating agent for synthetic fibers that undergoes a heating process.

Conventionally, when producing synthetic fibers, yarns spun by the fused paper yarn method are heated to draw them or heat-set to improve their properties. In addition, in the case of thermoplastic synthetic fibers that undergo a false twisting process, they are generally heat treated to fix their shape, and synthetic fibers used for industrial materials such as tire cord yarns have high strength. It is customary to draw the yarn under caustic heating conditions to obtain the yarn. In various manufacturing processes, fiber threads are often processed at fairly high speeds, and the lubricating agent that is applied to the fiber threads is highly Heat resistance, smoothness, and antistatic properties are required. In order to satisfy these demands, lubricant components that are blended with emulsifiers, antistatic agents, etc. have traditionally been esters of mineral oils and higher alcohols with fatty acids, and dibasic acids such as adipic acid and sebacic acid. Fatty acid esters of polyhydric alcohols such as esters, trimethylolpropane, and glycerin have been used. However, the lubricating agents that have been used in this industry have good smoothness and are not suitable for synthetic fiber yarns that undergo particularly severe heating processes such as hot drawing and false twisting processes. They do not have sufficient heat resistance, and they emit smoke, which worsens the working environment, and tar-like substances are formed on the heater, causing noticeable dirt in the yarn path, resulting in single yarn wrapping and yarn breakage.

As a result, smooth stretching and false twisting cannot be performed, and the machine must be shut down and cleaned to remove the tar-like substance, causing process troubles and reducing efficiency. On the other hand, as textile oils that do not form tar-like substances on the heater and reduce smoke generation, aromatic polybasic acid esters (Japanese Patent Publication No. 41-16133), oxyalkylene adducts of higher alcohols, and aromatic polybasic acids are used. Esters of basic acids (Samurai Kosho 41-17039 and Samurai Seki 17039-
59516), as well as polyoxyalkylene monobenzyl phenol and polyoxyalkylene monostyryl phenol (1971-15452551-4322)
etc. are disclosed.

The present inventors conducted additional tests on the compounds described in these documents, and found that the heat resistance was considerably improved compared to ordinary fatty acid esters that do not have an aromatic ring. However, we have discovered that there is no material that satisfies the heat resistance requirements. In order to suppress the generation of smoke and tar-like substances during the heating process, the present inventors have conducted further studies and found that a treatment agent containing a compound represented by the following general formula [1] as an active ingredient is substantially The present invention was achieved based on the discovery that virtually no smoke is emitted and no tar-like substances are formed.

Compound [1] in the present invention can be produced by a known method.

For example, alkylene oxide having 2 to 4 carbon atoms is added to trisbenzylphenol or Q-methylstyrylphenol by a conventional method, and then polybasic acids such as maleic acid, phthalic acid, trimellitic acid, and pyromellitic acid are added. Obtained by esterification. In the compound of general formula [1] of the present invention, R is a hydrogen atom or a phenyl group.

In the general formula, R2 is an alkylene group having 1 to 5 carbon atoms, and specific examples thereof include a methylene group, an ethylene group, an isopropylene group, and the like.

Furthermore, in the general formula, R3 is an alkylene group or a mixed alkylene group having 2 to 4 carbon atoms, such as ethylene, propylene, butylene groups, and mixed alkylene groups of ethylene group/propylene group. Preferably, R3 is an ethylene group. In the above monoprotic formula [1], R4 is a hydrocarbon group derived from a dibasic acid or higher polybasic acid, and specific examples of the polybasic acid include maleic acid, phthalic acid, and their like. Acid anhydrides, dibasic acids such as adipic acid and sebacic acid, aromatic polybasic acids such as phthalic acid, trimellitic acid and pyromellitic acid, and furthermore, dimer acids with 21 carbon atoms and dimer acids with 36 carbon atoms. Examples include long silver aliphatic dibasic acids.

In the general formula [1], p is a number from 2 to 5, and when p is 1, the object of the present invention cannot be achieved because a lot of smoke is generated due to heating.

Also, compounds with p of 5 or more are not commercially available. In the general formula [1], n is a number from 1 to 5 or from 1 to 27 as described above, but a value of 50 or more is preferable from the viewpoint of smoke generation and generation of tar-like substances, which are the objectives of the present invention. do not have.

In the general formula [1], m is a number from 2 to 4, and these are defined by the polybasic acid used as one of the raw materials when producing the compound of the general formula [1].

The synthetic fiber lubricant treatment agent of the present invention as described above generates little smoke or tar-like substances and has excellent heat resistance, but another feature is that the treatment agent itself has emulsifying properties, In particular, it is capable of forming a good emulsion by itself without adding any other component as an emulsifier.

Furthermore, when an oxyalkylene group is introduced into a heat-resistant compound, its heat resistance generally decreases. However, in the compound of the present invention, even if the number of added moles (n) of oxyalkylene in the general formula [1] is increased, as long as the number of moles is up to about 50 moles, the heat resistance of the compound of the general formula [1] is almost never decreases. Therefore, depending on the purpose of use, this compound can be used as a processing agent with an emulsifier even if the number of moles of oxyalkylene added is relatively large.
When used in combination with other emulsifiers, the number of moles of oxyalkylene added can be reduced to create a processing agent that focuses on improving heat resistance. The synthetic fiber lubricating agent used in the present invention may optionally include a known lubricant (for example, aliphatic monoesters such as lauryl oleate and isotridecyl stearate, dioleyl adipate, etc.) in addition to the compound of general formula [1]. dibasic acid esters such as dioctyl phthalate, polyhydric alcohol esters such as trimethylolethane trilaurate and glycerin triolate), polyoxyethylene sorbitan esters, and ethylene oxide addition of hydrogenated castor oil. Emulsifiers such as alkyl phosphate potassium salts, potassium oleate, imidazoline type amphoteric active agents, betaine type amphoteric active agents, etc. can be blended as antistatic agents. Therefore, the lubricant composition of the present invention can be emulsified in water to form an aqueous emulsion or dissolved in a low viscosity diluent solvent by a conventional method.
By oiling roller method, spray method, etc., 0.2 to 2. % by weight is refueled. Synthetic fibers treated with the lubricating agent composition of the present invention exhibit extremely excellent heat resistance, and do not emit smoke and deteriorate the working environment when placed on a heater plate heated to 160 to 250 qo, or do not smoke when placed on a heater plate. It does not generate tar-like substances and reduce work efficiency.

The effects of the present invention will be explained below with reference to Examples.

Example 1 Table 1 shows compounds A, B, C, D, E of the present invention.
Table 2 shows the compositions of compounds F and G that have the same structure as the compound of the present invention but are outside the scope of the present invention.
The results of testing the heat resistance of the described compound and known lubricating components are shown.

Table I Table 2 As can be seen from Tables 1 and 2, the compounds of the present invention exhibit superior heat resistance and are substantially lubricating components compared to compounds that are outside the scope of the present invention and known lubricating components, although they have compositions equal to or higher than those of the present invention. It is clear that there is almost no smoke or blackening.

Incidentally, the amount of smoke generation and the rate of tar formation were measured as follows, and a number of 4 indicates that the product is moderately good.

(Amount of smoke) Place the sample into a metal container for 0.1 hour, 25
The smoke generated from the sample when heated to 0oo was introduced into a spectrometer, and the value obtained by integrating the light attenuation rate for 5 minutes was defined as the smoke amount. (Tarui G rate) Collect 0.5 ta of sample in a commercially available aluminum dish and put it in hot air dryer for 250 min.
qo, take out after heating for 6 hours.

After leaving to room temperature, wash the aluminum dish with acetone. Generally, the residue that does not dissolve in acetone is a black resinous substance, and the larger the amount, the higher the rate of tar formation. The tar rate was calculated using the following formula. Tarring rate (%) Weight of acetone-insoluble remaining sample (example 2)
shows the results of testing the heat resistance of the compounds listed in Table 3 and known lubricating components.

Table 4 shows that the compounds of the present invention have excellent thermal stability, and do not substantially cause smoke to deteriorate the environment or turn into tar, which reduces operability. Table 3 Table 4 The amount of smoke generated and the rate of tar formation were measured by the same method as in Example 1.

Claims (1)

[Scope of Claims] 1. A lubricating agent for synthetic fibers, characterized by containing a compound represented by the following general formula [I] as an active ingredient. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ Here, R_1 is a hydrogen atom or a phenyl group R_2 is an alkylene group having 1 to 5 carbon atoms R_3 is an alkylene group having 2 to 4 carbon atoms or a mixed alkylene group R_4 is a hydrocarbon group p is a number from 2 to 5, m is a number from 2 to 4, and n is a number from 1 to 50, 2. The treatment agent for synthetic fibers according to claim 1, wherein in the general formula [I], R_3 is ethylene. 3. The synthetic fiber processing agent according to claim 1, wherein in the general formula [I], n is 1 to 27.