JPH03873A - Treating agent for textile - Google Patents

Abstract

PURPOSE:To provide the subject treating agent containing a carboxylic acid ester of an alkylene oxide adduct of a (hardened) polymerized castor oil and effective in remarkably decreasing the friction between fiber and fiber. CONSTITUTION:The objective textile-treating agent effective in decreasing the friction between fiber and fiber when applied to natural, regenerated or synthetic fiber can be produced by compounding (A) an ester of (a) an alkylene oxide adduct (preferably ethylene oxide adduct) of a polymerized oil produced by polymerizing castor oil in the presence of a peroxide-type catalyst and expressed by formula (X is residue of castor oil fatty acid: n is 2-100) or a hardened oil produced by the hydrogenation of said polymerized oil and (b) a carboxylic acid (preferably lauric acid, adipic acid, etc.), (B) a conventional smoothing agent selected from mineral oil, animal or vegetable oil, fatty acid ester, etc., and (C) a surfactant selected from an alkylene oxide adduct of a higher alcohol or polyhydric alcohol ester. The agent is especially effective in preventing the lowering of the strength of a synthetic fiber in the production of a tire cord with said fiber and that of tire cord caused by the fatigue of the cord in rubber.

Description

[Detailed description of the invention] [Industrial application field] The present invention relates to a treatment agent for fibers.

[Prior Art] Castor oil or an alkylene oxide adduct of hydrogenated castor oil has been known as a fiber treatment agent that lowers the friction between fibers.

[Problems to be Solved by the Invention] However, these materials are insufficient to further lower the friction between fibers and the friction between fibers and metal.

[Means for Solving the Problems] The present inventors aimed to obtain a fiber treatment agent that further lowers the fiber-to-fiber friction of fibers including tire cords, and also lowers the fiber-to-metal friction. As a result of many studies, we have arrived at the present invention.

That is, the present invention comprises polymerized castor oil or a treatment agent for cured fibers, (1) the ester described in M-Gyuhi 1, and (2)
A smoothing agent selected from the group consisting of mineral oils, animal and vegetable oils, fatty acid esters, alkyl ether esters, and waxes, and (3) from the group consisting of alkylene oxide adducts of higher alcohols and alkylene oxide adducts of polyhydric alcohol esters. A fiber processing agent characterized by containing a selected surfactant. In the ester consisting of polymerized castor oil or an alkylene oxide adduct of hardened polymerized castor oil and a carboxylic acid, the polymerized castor oil has the general formula (wherein, X is a castor oil fatty acid residue, and n is 2 to 100. ) can be expressed as

Polymerized castor oil is prepared by combining castor oil with a peroxide catalyst (such as ditertiary-butyl peroxide, benzoyl peroxide, dicumyl peroxide, cumene hydroperoxide, tertiary-butyl hydroperoxide, tertiary-butyl peroxybenzoate, etc.), preferably Usually in the presence of ditert-butyl peroxide) 3
The reaction is carried out at 0 to 200°C, preferably 100 to 180°C, or usually at 250 to 250°C in the presence of other catalysts (concentrated sulfuric acid, anhydrous aluminum chloride, anhydrous zinc chloride, sulfur, etc.).
It can be produced by reacting at 300°C.

The polymerized castor oil that can be used in the present invention has various viscosities depending on the reaction conditions. The viscosity of polymerized castor oil at 25°C is usually i,ooo or more, preferably 1.500 to 2
It is 0.0OOCP. Hydroxyl number is usually 152~
165, and the iodine value is usually 80 to 90.

Hardened polymerized castor oil can be easily produced by hydrogenating polymerized castor oil.

In the alkylene oxide adduct, the addition method of alkylene oxide may be the same as the usual method. As the alkylene oxide, alkylene oxide having 2 to 4 carbon atoms (ethylene oxide, propylene oxide,
1.2-1.3-1.4-2.3-butylene oxide, etc.). Among these, preferred is ethylene oxide or a combination system of ethylene oxide and propylene oxide, and even more preferred is ethylene oxide. The number of moles of alkylene oxide added is usually 6 to 60 moles, preferably 10 to 60 moles per monomer of polymerized castor oil or hardened polymerized castor oil.
The amount is 50 mol, more preferably 15 to 40 mol. The number of moles of alkylene oxide added is 5 per monomer.
If the number of moles is less than 60 moles, it is insufficient for the purpose of lowering the friction between fibers, and if the number of moles added exceeds 60 moles, the compatibility deteriorates.

The alkylene oxide adduct may be one in which alkylene oxide is added to the hydroxyl group of polymerized castor oil or hardened polymerized castor oil, or it may be one in which alkylene oxide is added to the hydroxyl group of esterified glycerin.

In the ester from an alkylene oxide adduct and a carboxylic acid, the carboxylic acid is a monocarboxylic acid having 1 to 30 carbon atoms (propionic acid, capric acid, lauric acid, stearic acid, isostearic acid, oleic acid, behenic acid, montane acid, etc.). acids, etc.) and sulfur-containing monocarboxylic acids (alkylthio, propionic acids, such as laurylthiopropionic acid, palmitylthiopropionic acid, oleylthiopropionic acid, stearylthiopropionic acid, instearylthiopropionic acid, etc.). . Among these, preferred are monocarboxylic acids having 10 or more carbon atoms, specifically lauric acid, palmitic acid, stearic acid, isostearic acid, oleic acid, laurylthiopropionic acid and valmitylthiobrobionic acid, particularly Preferred are lauric acid, stearic acid, oleic acid, isostearic acid and laurylthiopropionic acid. It may also be a dicarboxylic acid, and examples of the dicarboxylic acid include aliphatic dicarboxylic acids such as evasuccinic acid, maleic acid, adipic acid, azelaic acid, sebacic acid, dodecanedicarboxylic acid, tridecanedicarboxylic acid, and pentadecanedicarboxylic acid. , aromatic dicarboxylic acids such as phthalic acid, and sulfur-containing thiodipropionic acid. Preferred among these are adipic acid, sebacic acid and thiodipropionic acid. This ester can also be used in combination with a polymerized castor oil or an alkylene oxide adduct of its cured product, which is described in the present patent application dated May 31, 1989 under the title "Fiber Treatment Agent."

The treatment agent of the present invention may contain an ester formed from the above polymerization, an alkylene oxide adduct of castor oil or hardened polymerized castor oil, and a carboxylic acid, either alone or in a mixture.
In addition, known processing agent components such as mineral oil (refined spindle oil, liquid paraffin), animal and vegetable oils (coconut oil,
castor oil, etc.), fatty acid esters (instearyl laurate, oleyl oleate, dioleyl adipate, etc.), alkyl ether esters (laurate, an adduct of 2 moles of ethylene oxide to lauryl alcohol, laurate, a 3 mole adduct of ethylene oxide to tridecyl alcohol, etc.) ) and wax, among which preferred are fatty acid esters and alkyl ether esters. Examples of surfactants include alkylene oxide adducts of higher alcohols (ethylene, propylene oxide adducts, stearyl alcohol adducts of octyl alcohol, etc.), alkylene oxide adducts of poly-4i1fi alcohol esters (25 mol of ethylene oxide of hardening and mustard oil) adducts, ethylene oxide 20 mole adducts of sorbitan trioleate, etc.).

Examples of antistatic agents include phosphates, phosphites, sulfonates, and fatty acid soaps. Furthermore, the processing agent may contain other additives and pH adjusters. Examples of additives include antioxidants, ultraviolet absorbers, silicon compounds, and fluorine compounds. Examples of pH 1m adjusters include alkylene oxide adducts of alkalis and alkylamines. The percentages listed below are
Based on the weight of the total treatment agent.

The content of polymerized castor oil or ester made from an alkylene oxide adduct of hardened polymerized castor oil and carboxylic acid in the total treatment agent is not particularly limited, but is usually 5%.
-100%, preferably 10-70%. If the content of ester from alkylene oxide and carboxylic acid in polymerized castor oil or hardened polymerized castor oil is less than 5%, it is insufficient for the purpose of lowering the friction between fibers.

The content of the smoothing agent is usually 10 to 90%, preferably
It is 15-80%.

The content of surfactant is usually 10 to 70%, preferably 15 to 60%.

The content of the antistatic agent is usually 1 to 20%, preferably 1 to 20%.
It is 15%.

The content of additives is usually 0.2 to 10%, preferably
It is 0.3-8%.

The amount of pH adjuster added is usually 0.02 to 10%, preferably 0.03 to 8%.

The treatment agent of the present invention can be applied to natural fibers (cotton, wool, silk, etc.).
I + raw tam (rayon, acetate, penherg, etc.) and synthetic fibers (polyester, polyamide, polyacrylic, polyethylene, polypropylene, polyvinyl,
aramid, etc.), and is not limited to these materials and the form of their fibers (long fibers, short fibers, thickness, etc.).

The amount of the treatment agent of the present invention attached to fibers depends on the type of fiber,
Although it can be varied depending on the shape, thickness, etc., it is usually 0. 1-5%, preferably 0.
It is 2-3%.

The treatment agent can be used in the same way as usual, such as non-hydrous (
The fiber manufacturing process is carried out by known methods such as roller lubrication, nozzle lubrication, spray lubrication and immersion lubrication in the form of emulsion (diluted with crude oil or low viscosity mineral oil) or emulsified with water. Lubricating can be done at any point during the finishing process. In particular, when used in the manufacturing process of tire knees, oil may be applied either immediately after spinning or after stretching using the above-mentioned oiling method.

[Examples] The present invention will be described below with reference to Examples and Comparative Examples, but the present invention is not limited thereto.

Table 1 shows the characteristic values of the alkylene oxide adduct of polymerized castor oil or hardened polymerized castor oil used in the ester ANE of the present invention described in Examples. In Table-1,
Component A1 Component B1 Component C is an ethylene oxide adduct of polymerized castor oil (viscosity 4500 cp), Component D1 Component E is an ethylene oxide adduct of hardened polymerized castor oil.

Component A1 Component B1 Component C1 and Component E
The number of moles of ethylene oxide added per weight of polymerized castor oil or hardened polymerized castor oil is 10.25.35.
25 mol and 35 mol.

Table 1 (1) Table 1 The esters of Examples were synthesized using the components A1, B1, C1, and E described above.

Ester A: Oleic acid ester of component A Ester B:
Oleic acid ester ester of component B: Oleic acid ester ester of component C: Oleic acid ester ester of component C: Oleic acid ester ester of component E: Oleic acid ester of component E, acid ester Both esters are polymerized castor oil or alkylene oxide of hardened polymerized castor oil. The molar ratio of oleic acid to the weight of the adduct was 1:2.5.

The percentages in the examples are based on the weight of the total treatment agent unless otherwise specified.

In the examples, EO represents ethylene oxide and PO represents propylene oxide.

Hardened castor? Eh(EO)25 indicates a 25 molar adduct of EO.

Example 1 (Treatment agent of the present invention) Dioleyl adipate 60% octyl alcohol PO1 Adduct hydrogenated castor oil (EO) 25 Ester A Example 2 (Treatment agent of the present invention) Dioleyl adipate octyl alcohol PO1 Adduct hydrogenated castor oil (EO)25 Ester B Example 3 (Treatment agent of the present invention) Dioleyl adipate octyl alcohol PO1 Adduct hydrogenated castor oil (EO)25 Ester C Example 4 (Treatment agent of the present invention) EO 10% 10% 09A 60 % 10% 10% 20% 60% 10% 10% 20% Dioleyl adipate octyl alcohol PO1EO (EO) adduct hydrogenated castor oil (EO) 25 Ester D Example 5 (Treatment agent of the present invention) Dioleyl adipate octyl alcohol PO, EO Adduct hydrogenated castor oil (EO) 25 Ester E Comparative example 1 (comparative treatment agent) Dioleyl adipate octyl alcohol PO, EO Adduct castor oil (EO) 35 Comparative example 2 (comparative treatment agent) 60% 10% 10% 20% 60% 10% 10% 20% Dioleyl adipate 60% octyl alcohol PO, EO 10% Adduct hardened castor oil (EO) 25 30% Test Example 1 Examples 1 to 5 on polyester filament and polyester tire cord yarn The treatment agents shown in Comparative Examples 1 and 2 were added to the oil at a concentration of 1.0% by weight.

Fiber-to-fiber friction and fiber-to-metal friction were measured for this oiled yarn. The results are shown in Table-2.

60% 09A 30% Table 2 (IitlI constant conditions) Fiber-fiber friction coefficient (F/Fμs) Sample yarn: Polyester filament < 7 S de
.

! Hot water washed yarn Bf Oil adhesion amount = 1.0% by weight Measuring device: Du Pont type interfiber friction measuring device (load f [3 g1 yarn speed 0.016 mm/sec) Measurement temperature and humidity: 20°C, 85% RH Fiber -Metal friction (F/Mμd) Sample yarn: Polyester tire cord yarn (!500 de
.

288fl) hot water washing thread oil agent adhesion amount = 1. O weight % Measuring device: High load friction measuring device Initial tension TI = 3000 g Friction body: Satin chrome bar Friction body temperature: 200'C The smaller the value of T2g, the lower the fiber-metal friction.

From the results in Table 2, all of the processing agents of the present invention have significantly lower fiber-to-fiber friction and fiber-to-metal friction compared to the comparative examples.

"Effect of the invention] The processing agent of the present invention has the following effects.

1) Lower the fiber-to-fiber friction of natural fibers, recycled fibers, and synthetic fibers.

2) Prevention of strength loss during the twisting process when manufacturing tire cords made of synthetic fibers such as polyester, polyamide and aramid fibers, and prevention of strength loss of tire cords or fabrics treated with adhesives; It also prevents the strength of the tire cord from decreasing due to fatigue in the rubber.

Claims (1)

[Scope of Claims] 1. A fiber treatment agent characterized by containing an ester of polymerized castor oil or an alkylene oxide adduct of hardened polymerized castor oil and a carboxylic acid. 2. The processing agent according to claim 1, wherein the polymerized oil is obtained by polymerizing castor oil in the presence of a peroxide catalyst. 3. (1) the ester according to claim 1; (2) mineral oil;
A smoothing agent selected from the group consisting of animal and vegetable oils, fatty acid esters, alkyl ether esters, and waxes;
) A fiber treatment agent characterized by containing a surfactant selected from the group consisting of alkylene oxide adducts of higher alcohols and alkylene oxide adducts of polyhydric alcohol esters.