JPH1161646A - Treating agent for synthetic fiber - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a treating agent for a synthetic fiber, hardly causing the decomposition, smoking and tar formation, capable of imparting smoothness and carrying out smooth continuous heat-treating operations for a long period and excellent in heat resistance by including a carboxylic acid ester of a specific alicyclic ring-containing diol. SOLUTION: This treating agent for a synthetic fiber contains preferably 40-80 wt.% carboxylic acid ester of an clicyclic ring-containing diol represented by formula I [R<1> and R<2> are each H or a 1-10C alkyl; A is ethylene or propylene; (m) and (n) are each 1-10; p1 and q1 are each 0-20]. The alicyclic ring-containing diol is preferably a dimer diol represented by formula II (p2 and q2 are each 0-20) or an alkylene oxide adduct thereof. Furthermore, the treating agent for the synthetic fiber preferably contains one or more of other lubricants, a surfactant and an antistatic agent.

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, and more particularly to a treating agent for synthetic fibers having good heat resistance used in the production and processing steps of fibers involving a heating step. It is.

[0002]

2. Description of the Related Art Conventionally, various processing agents have been used in the spinning and drawing steps of synthetic fibers according to the purpose. However, today, as the spinning and drawing speeds are increased and the processing is performed at a high temperature in order to improve productivity and quality, it is strongly desired to improve the lubricity and heat resistance performance of the fiber treatment agent. .

[0003] Conventionally, lubricating components of synthetic fiber treating agents include higher grade paraffinic hydrocarbons such as mineral oil, lauryl oleate, neopentyl dilaurate, oleyl oleate, dioleyl adipate, and alkylene oxide adducts of bisphenol A. Fatty acid esters are known.

[0004] Conventionally, as a lubricant component of a fiber treatment agent, it has a low decomposition, smoke and tar content, and it is known as JP-B-47-29.
No. 474 proposes an ester of a bisphenolalkylene oxide adduct.

[0005]

However, the heat resistance of these treating agents belongs to a fairly good class, but they are inferior in smoothness, winding of single yarns during drawing, yarn breakage, or generation of fluff during high-speed twisting. , Tend to happen,
It is not enough to obtain a high-strength yarn of higher quality.

[0006]

SUMMARY OF THE INVENTION The present inventors have developed a technique for imparting a high degree of smoothness to synthetic fiber yarns, and decomposing, smoking, and producing heat even when subjected to severe heat treatment required in recent fiber production and processing steps.
As a result of repeated studies for the purpose of obtaining a fiber smoothing agent which has excellent heat resistance with less tarring and enables smooth continuous heat treatment for a long period of time, the present invention has been achieved. 1. Conventionally, higher fatty acid esters such as lauryl oleate and oleyl oleate have been used to impart smoothness to the treatment agent.However, in the heat treatment step at a high temperature to obtain a high-strength yarn, heat resistance is insufficient. Tar-like substances such as hot plates tend to be generated,
Not only does this cause thread breakage and the like, but the oily agent emits smoke, which significantly deteriorates the working environment. 2. Further, in order to maintain the heat resistance of the treating agent, those having an aromatic skeleton such as bisphenol are used. However, when the spinning and drawing speed are increased, the disadvantage that the smoothness between the fiber and the metal cannot be maintained. Has arisen. 3. The carboxylic acid ester of the alicyclic diol represented by the general formula (1) has an extremely low melting point and a low viscosity in spite of having a high carbon number as compared with a normal diol ester. By the cyclohexane skeleton,
It has been found that it is a fiber treatment agent having excellent heat resistance and decomposition resistance.

That is, the present invention is a treating agent for synthetic fibers, which comprises a carboxylic acid ester compound of an alicyclic diol represented by the following general formula (1).

[0008]

Embedded image

Wherein R ¹ and R ² are each independently a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; A is an ethylene group and / or a propylene group; m and n are each independently 1 to 10 Integers; p1 and q1 are each independently 0 or an integer of 1 to 20)

In the present invention, R ¹ in the general formula (1),
R ² is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms having a straight or side chain, preferably 6 to 8 carbon atoms.
It is. Specific examples include an alkyl group having a straight or side chain such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group.

In the general formula (1), A generally includes an ethylene group and a propylene group. The repetition of AO may be the same or different. When an oxyethylene group and an oxypropylene group are used in combination, the mode of addition may be random addition or block addition.

In the general formula (1), m and n are each independently an integer of 1 to 10, and preferably 6 to 8.
At 0, it is difficult to exhibit the effect of smoothness, and at 10
When the viscosity exceeds 1, the viscosity of the entire oil agent may be significantly increased, and a problem such as thread breakage may occur when spinning fine denier yarn.

In the general formula (1), p1 and q1 are each independently 0 or an integer of 1 to 20.

The carboxylic acid forming the ester with the alicyclic diol represented by the general formula (1) includes a monovalent carboxylic acid and a polyvalent carboxylic acid. Monovalent carboxylic acids are
A carboxylic acid having a saturated or unsaturated branch having 6 to 30 carbon atoms, more preferably 8 to 24 carbon atoms, or a carboxylic acid having an aromatic ring or a carboxylic acid containing sulfur is exemplified. Examples of preferred monovalent fatty acids include aliphatic carboxylic acids such as capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, erucic acid, isostearic acid, benzoic acid, methylbenzoic acid, (3,5- Tert-butyl-4-hydroxyphenyl) propionate, aromatic carboxylic acids such as mercaptobenzimidazole fatty acid and mercaptobenzthiazole fatty acid, and sulfur-containing carboxylic acids such as laurylthiocarboxylic acid, stearylthiocarboxylic acid, and isostearylthiocarboxylic acid. Of these, lauric acid, stearic acid, oleic acid and isostearic acid are particularly preferred.

Preferred polycarboxylic acids include:
Aliphatic dicarboxylic acids such as malonic acid, maleic acid, succinic acid, fumaric acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, citraconic acid, mesaconic acid, phthalic acid, isophthalic acid, terephthalic acid And aromatic carboxylic acids such as trimellitic acid, resorcin carboxylic acid and dimer acid, and sulfur-containing dicarboxylic acids such as thiodipropionic acid.

In the esterification reaction, the ratio of carboxylic acid to alcohol is such that alcoholic hydroxyl equivalent / carboxyl equivalent is usually 1.3 to 0.7, preferably 1.1.
0.9. The reaction is usually carried out in the presence of a catalyst in the range of 100 to 2
The reaction is carried out at a temperature of 00 ° C., preferably 130 to 170 ° C., and can be carried out under normal pressure, reduced pressure or increased pressure. The reaction time is usually 2 to 10 hours. Examples of the catalyst include those commonly used in esterification reactions, for example, paratoluenesulfonic acid, methanesulfonic acid, sulfuric acid, and metal-containing compounds (dibutyltin oxide, zinc acetate). The compound of the present invention can be obtained usually by purification using an adsorbent.

The alicyclic diol represented by the general formula (1) and the carboxylic acid constituting the ester may be used as a mixture of two or more carboxylic acids.

The treating agent of the present invention may be used alone or as a mixture of two or more carboxylic acid ester compounds of the general formula (1). Further, it may further contain at least one of other leveling agents, surfactants and antistatic agents.

Other leveling agents include mineral oils (refined spindle oil, liquid paraffin), animal and vegetable oils (coconut oil, castor oil, etc.), fatty acid esters (isostearyl laurate, oleyl oleate, dioleyl adipate, etc.), Alkyl ether esters (such as laurate, an adduct of lauryl alcohol with 3 moles of ethylene oxide),
And waxes, among which preferred are fatty acid esters and alkyl ether esters.

Examples of the surfactant include alkylene oxide adducts of higher alcohols (ethylene oxide and / or propylene oxide of octyl alcohol,
And ethylene oxide and / or propylene oxide adducts of stearyl alcohol), alkylene oxide adducts of polyhydric alcohol esters (25 mol of ethylene oxide of hydrogenated castor oil, 20 mol of ethylene oxide of sorbitan trioleate). .

Examples of the antistatic agent include phosphate, phosphite, fatty acid soap and the like.

Further, the treating agent includes other additives and p
An H adjuster may be contained. Examples of the additive include an antioxidant, an ultraviolet absorber, a silicon compound, and a fluorine compound. Examples of the pH adjuster include an alkali metal and an alkylamine oxide adduct of an alkylamine.

Although the content of the carboxylic acid ester of the general formula (1) in the entire treating agent is not particularly limited, it is usually selected from the viewpoints of preventing the desired high speed and maintaining the smoothness between the fiber and the metal during drawing. 10 to 90% by weight, preferably
The content is 10 to 80% by weight, particularly preferably 40 to 80% by weight.

The content of the other leveling agent is usually 10 to 90% by weight, preferably 15 to 80% by weight. The content of the surfactant is usually 10 to 70% by weight, preferably 15% by weight.
６０60% by weight. The content of the antistatic agent is usually 1 to 20.
% By weight, preferably 1 to 15% by weight. The content of the additive is usually 0.2 to 10% by weight, preferably 0.1 to 10% by weight.
3 to 8% by weight. The amount of the pH adjuster added is usually 0.1.
It is from 02 to 10% by weight, preferably from 0.03 to 8% by weight.

The treating agent of the present invention has excellent heat resistance,
Fibers that are used in the manufacturing and processing of fibers, but require a severe thermal process, such as high-strength filament yarns for industrial materials and false twisted yarns made of thermoplastic synthetic fibers such as nylon and polyester. Suitable for the manufacturing process.

The oil agent of the present invention is treated in a non-water-containing state or in a state of an emulsion emulsified with water in a melt-spinning step of a synthetic fiber, and then supplied to a spun yarn.
In the case of a non-water-containing treating agent, it is used as crude oil or diluted with a diluent (such as a low-viscosity mineral oil). The dilution ratio is usually 20 to 80% by weight, preferably 30 to 70% by weight. The concentration of the emulsion is usually 5 to 30% by weight, preferably 10 to 25% by weight.

There is no particular limitation on the oiling method, and nozzle oiling and roller oiling can be applied. The amount of the oil agent is usually 0.3 to 2.0% by weight, preferably 0.5 to 1.5% by weight, based on the fiber.

[0028]

The present invention will be described below with reference to examples, but the present invention is not limited to these examples.

Example 1 The compounds (Nos. 1 to 3) in the present invention shown in Table 1 and the conventional treating component (Nos.
Tarification after standing in a circulating air dryer at 4 ° C for 4 hours, and 2
The fuming properties when dropped on a hot plate at 40 ° C., and the results of measuring the coefficient of friction against metal by the running yarn method by attaching 1% to a sample yarn obtained by drying a commercially available 1260 denier nylon filament yarn at the tip of a wick, were measured. It is shown in Table 2.

[0030]

[Table 1]

[0031]

[Table 2]

Example 2 The following treating agents (Nos. A to C) and comparative treating agents (Nos. D and E) were tarified after being left in a circulating drier at 240 ° C. for 4 hours, and 1% on a sample yarn obtained by washing and drying a commercially available 1260 denier nylon filament yarn with hot water and drying.
Table 3 shows the results of measuring the coefficient of friction against metal with the Toray-type high-load friction measuring machine after the adhesion.

(Treatment Agent A of the Present Invention) 1 60% by weight hydrogenated castor oil (EO) ₂₅ 25% by weight Octyl alcohol (PO) ₁₀ (EO) ₂₀ block adduct 15% by weight (Treatment agent B of the present invention) 2 40% by weight Dioleyl adipate 20% by weight Hardened castor oil (EO) ₂₅ 25% by weight Octyl alcohol (PO) ₁₀ (EO) ₂₀ block adduct 15% by weight (Treatment agent C of the present invention) 3 40% by weight Oleyl oleate 20% by weight Hardened castor oil (EO) ₂₅ 25% by weight Octyl alcohol (PO) ₁₀ (EO) ₂₀ block adduct 15% by weight (Comparative treating agent D) Dioleyl adipate 60% by weight Hardened castor Oil (EO) ₂₅ 25% by weight Octyl alcohol (PO) ₁₀ (EO) ₂₀ block adduct 15% by weight (Comparative treating agent E) Bisphenol (EO) ₂ dilaurate 60% by weight Hardened castor oil (EO) ₂₅ 25% by weight octyl Alcohol (PO) ₁₀ (EO) ₂₀ block adduct 15 wt% In the above notation, E in the components represents an ethylene group, and P represents a propylene group.

[0034]

[Table 3]

Evaluation: Evaluation of tar formation な し: No tar formation ○: Slight tar formation ×: Tar conversion Smoke evaluation ○: Almost none △ ∼ ○: Slightly present △: Slightly present △ ∼ ×: Fairly present ×: Violent smoke generation

[0036]

The treating agent for synthetic fibers according to the present invention is excellent in heat resistance, smoke-generating property and smoothness at the time of production, and exhibits excellent spinning properties when melt-spun or drawn of polyester or nylon. In particular, by applying the treating agent of the present invention, not only heat resistance but also smoothness can be significantly improved.

Claims (3)

[Claims] 1. A synthetic fiber treating agent comprising a carboxylic acid ester of an alicyclic diol represented by the following general formula (1). Embedded image (Wherein, R ¹ and R ² are each independently a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; A is an ethylene group and / or a propylene group; m and n are each independently an integer of 1 to 10; p 1 , Q1 are each independently 0 or an integer of 1 to 20) 2. The alicyclic-containing diol is represented by the following general formula (2):
The synthetic fiber treating agent according to claim 1, which is a dimer diol represented by the formula or an alkylene oxide adduct thereof. Embedded image (Wherein p2 and q2 are each independently 0 or an integer of 1 to 20) 3. The synthetic fiber treating agent according to claim 1, further comprising at least one of other leveling agents, surfactants, and antistatic agents.