JPH07216735A - Treating agent for synthetic fiber - Google Patents

Abstract

PURPOSE:To obtain the treating agent without causing the yarn breakage, tar and fouling at high temperatures and high speeds in spinning and drawing steps for synthetic fibers by using a thiodipropionic acid ester and a specific component in combination. CONSTITUTION:This treating agent for synthetic fibers is obtained by blending (A) 40-80wt.% dialkyl thiodipropionate (having an 8-30C alkyl) (preferred example: diisocetyl thiodipropionate or diisostearyl thiodipropionate) with (B) 0.1-5.0wt.% phosphate compound and (C) 0.1-5.0wt.% phenolic antioxidant (e.g. a hindered phenolic antioxidant) and emulsifying the resultant blend. The resultant treating agent is capable of improving the heat resistance, smoothness and extreme-pressure properties manifesting excellent yarn manufacturing properties and remarkably improving especially the heat resistance in producing the fibers by oiling spun yarns such as a polyester or a nylon therewith.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a treating agent for synthetic fibers. More specifically, the present invention relates to a synthetic fiber treating agent which does not impair lubricity and heat resistance even after a fiber treating agent containing a smoothing agent and a nonionic activator as main components is added to synthetic fibers and then heat treated. .

[0002]

2. Description of the Related Art Conventionally, various treating agents have been used according to the purpose in the steps of spinning and drawing synthetic fibers. However, in order to improve productivity and quality, the spinning and drawing speeds have become faster and the processing at high temperature has led to the uniform adhesion, lubricity, heat resistance and extreme pressure performance of the fiber treatment agent. Improvement is strongly desired.

A compound using a dialkyl thiodipropionate (alkyl group having 1 to 30 carbon atoms) ester as a conventional synthetic fiber treating agent, for example, JP-A-52-103590.
The one described in Japanese Patent Publication is known.

Also, a composition obtained by blending thiodipropionic acid dialkyl ester with castor oil or hydrogenated castor oil and an ethylene oxide adduct, for example, JP-A-54-1.
The one described in Japanese Patent No. 47214 is known.

[0005]

These are intended to improve smoke emission and tar by utilizing the antioxidant function of thiodipropionic acid.

However, with these treatment agents, when the winding speed becomes faster and the temperature of the heating roller becomes higher, tar on the roller increases, hard tar remains, and the yarn touches it, resulting in many fluffs and yarn breaks. The problem has arisen.

[0007]

[Means for Solving the Problems] The inventors of the present invention have earnestly studied to obtain an industrial process treatment agent which is excellent in uniform adhesion to a yarn and is excellent in lubricity, extreme pressure and heat resistance even after heat treatment. As a result, the inventors have found the following and reached the present invention. 1. In order to maintain the heat resistance of the treatment agent, thiodipropionic acid diester, which has an antioxidant function, has been used in the past, but as the spinning and drawing speeds increased and the heat roller temperature increased, heat resistance alone Has the drawback of not being able to hold. 2. As a method that does not impair the spinnability, (A1) and (A
The ester of 2) is used, and a specific extreme pressure agent is used to make up for the lack of extreme pressure. 3. By using a specific phosphate compound and an antioxidant together, the heat resistance can be further improved.

That is, the present invention relates to dialkyldithiodipropionate (alkyl group having 8 to 30 carbon atoms) ester (A1) 40 to 80% by weight, phosphate compound (B).
Synthetic fiber treating agent containing 0.1 to 5.0 wt% and phenolic antioxidant (C) 0.1 to 0.5 wt%; and general formula (1) R ² O (AO). _q OC (CH ₂ ) _n S (CH ₂ ) _m CO (OA) _p OR ¹ (1) [wherein OR ¹ is a monohydroxy compound residue, OR ²
Is OH or a monohydroxy compound residue, where q
Is 0, OH or monohydric alcohol residue, q is 1 to
When it is 30, a monohydroxy compound residue), A is an alkylene group having 2 to 4 carbon atoms (a plurality of A may be the same or different), p is 1 to 30, q is 0 or 1 Three
0, m, and n are 1-6. ] The compound (A
2) 40-80 wt%, phosphate compound (B) 0.
1 to 5.0% by weight and phenolic antioxidant (C)
A treatment agent for synthetic fibers, containing 0.1 to 5.0% by weight.

Examples of (A1) used in the present invention include dioctylthiodipropionate, dilaurylthiodipropionate, ditridecylthiodipropionate, diisocetylthiodipropionate, diisostearylthiodipropionate, Examples thereof include esters of thiodipropionic acid with straight-chain or side-chain aliphatic saturated alcohols such as synthetic alcohols (eg, Ziegler alcohol, oxo alcohol). Diisocetyl thiodipropionate and diisostearyl thiodipropionate are preferred.

The alkyl group preferably has 12 to 2 carbon atoms.
It is 6. When the number of carbon atoms of the alkyl group is less than 8, it is not preferable because it is exposed to a high temperature during hot drawing and causes thermal decomposition to generate tar on the hot roller or increase smoke. On the other hand, when the carbon number exceeds 30, it becomes solid and the product stability deteriorates, or the viscosity is high and the friction increases, which is not preferable. Further, the saturated alkyl group is preferable because it has better heat resistance than that containing an unsaturated bond. (A
1) is used as a leveling agent, and is 40 to 80% by weight based on the total weight of the treating agent. If it is less than 40% by weight, the smoothness becomes insufficient and the yarn breaks frequently. When it exceeds 80% by weight, the stability of the oil agent is deteriorated. Preferably 50-70
% By weight. Further, other smoothing agent can be used together with (A1). Other leveling agents include ester type (isostearyl isostearate, isostearyl adipate, trimethylolpropane trilaurate, etc.) mineral oil (liquid paraffin for 100 seconds, etc.). The amount of these other leveling agents is usually 20 based on (A1).
It is not more than 10% by weight, preferably not more than 10% by weight.

(A1) is a known compound and can be produced by various methods. For example, it can be obtained by reacting thiodicarboxylic acid or its lower alkyl ester with alcohol.

In the present invention, (A2) is represented by the general formula (1)
OR ¹ therein is a monohydroxy compound residue (excluding H in the hydroxyl group), and is, for example, a monohydric compound such as an aliphatic alcohol (not including an unsaturated bond), an alicyclic alcohol or an aromatic alcohol. Residues of alcohols and phenols can be mentioned. The number of carbon atoms of these residues is not particularly limited, but is usually 1 to 30, preferably 4 to 26 in consideration of smoke generation and tarring phenomena. Specific examples of the monohydroxy compound forming the above residue include monohydric alcohols such as methyl alcohol, ethyl alcohol, propyl alcohol, n-butyl alcohol, isoamyl alcohol, octyl alcohol, 2-ethylhexyl alcohol and lauryl. Aliphatic saturated alcohols having straight or side chains such as alcohol, tridecyl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, synthetic alcohols (eg Ziegler alcohol, oxo alcohol), fats such as cyclopentanol and cyclohexanol Aromatic alcohols such as cyclic alcohols, benzyl alcohol and cinnamyl alcohol can be mentioned. Examples of phenols include cresol, isopropylphenol, tertiary butylphenol, tertiary amylphenol, secondary octylphenol, tertiary octylphenol, nonylphenol, tetradecylphenol, octadecylphenol, dialkylphenol (for example, dinonylphenol) in addition to phenol. A) and phenols such as alkyl or dialkylphenols. Of these, preferred are monohydric alcohols, and more preferred are aliphatic monohydric alcohols.

OR ² in the general formula (1) is OH or a monohydroxy compound residue, but for the latter, the above description of OR ¹ can be applied as it is. However, when q is 0, OR ² is OH or a monohydric alcohol residue, and the description of monohydric alcohols in the description of OR ² can be applied to the latter.
In the above general formula, A is an alkylene group having 2 to 4 carbon atoms, and examples thereof include ethylene, propylene and butylene groups. When p or q is plural, two or more kinds of these groups may be contained in a block or random form. p is 1 to 30, preferably 5 to 25, and q is 0.
Or 1 to 30, preferably 0 or 5 to 25, m and n are 1 to 6, and preferably 1 to 2. When m and n exceed 6, the heating loss increases and the heat resistance decreases.

The compound represented by the general formula (1) is a known compound and can be produced by various methods. For example, it can be obtained by reacting thiodicarboxylic acid or its lower alkyl ester with a monohydroxy compound and / or its alkylene oxide adduct.

(A2) is used as a leveling agent, and is 40 to 80% by weight based on the total weight of the treating agent. 40% by weight
If it is less than the range, the smoothness becomes insufficient and yarn breakage occurs frequently.
If it exceeds 80% by weight, the stability of the oil agent becomes poor. It is preferably 50 to 70% by weight. Further, other smoothing agent can be used together with (A2). Other leveling agents include ester-based (isostearyl isostearate,
Isostearyl adipate, trimethylolpropane trilaurate, etc.) mineral oil type (liquid paraffin, 100 seconds, etc.). The amount of these other smoothing agents is (A2)
It is usually 20% by weight or less, preferably 10% by weight or less.

The (B) used in the present invention is usually a salt of an alcohol mono- or diphosphoric acid ester. Examples of alcohols include higher alcohols and alkylene oxide adducts thereof. The total carbon number of alcohol is 8-40. Examples of the alkylene oxide include ethylene oxide (EO) or a combination of EO and propylene oxide (PO) (random or block). If the total carbon number of alcohol is less than 8,
Since the molecular weight is small, smoke is increased, which is not preferable. When the carbon number exceeds 40, the molecular weight becomes too large, the friction between the drawing roller and the thread increases, the smoothness is deteriorated, and the oil agent is less likely to be scattered by heat, and remains on the drawing roller to generate tar. Is increased, which is not preferable. Preferred are salts of mono- or diphosphoric acid esters of alcohols having 10 to 32 total carbon atoms.

Examples of salts include metal salts and amine salts. Examples of the metal salt include potassium, sodium and lithium salts. Preferred are potassium and sodium salts. Examples of the amine salt include alkylolamines such as monoethanolamine, diethanolamine and triethanolamine, alkylamines such as laurylamine, stearylamine and oleylamine, laurylamine ethylene oxide adduct, stearylamine ethylene oxide adduct, oleylamine ethylene. Examples thereof include salts of alkylamine ethylene oxide adducts such as oxide adducts. Preferred are salts of alkyl amines and alkyl amine ethylene oxide adducts.

Specific examples of (B) include oleyl alcohol phosphate potassium salt, lauryl alcohol ethylene oxide 2 mol adduct phosphate sodium salt,
Examples thereof include isostearyl alcohol phosphate triethanolamine salt. The amount of (B) is usually 0.1 to 5.0% by weight, preferably 0.5 to 3.0% by weight, based on the total weight of the treating agent. If it is less than 0.1%, the heat resistance is insufficient, and if it exceeds 5%, deposits increase on the drawing roller, which causes yarn breakage.

Examples of (C) include hindered phenolic antioxidants, and examples thereof include triethylene glycol-bis [3- (3-t-butyl-5-methyl-4-methyl-4-bis-4-methyl-5-methyl-4-
Hydroxyphenyl) propionate], pentaerythrityl-tetrakis [3- (3,5-di-t-butyl-
4-hydroxyphenyl) propionate], 2,2-thio-diethylenebis [3- (3,5-di-t-butyl-
4-Hydroxyphenyl) propionate], N, N '
-Hexamethylenebis (3,5-di-t-butyl-4-
Hydroxy-hydrocinnamamide), 1,3,5-trimethyl-2,4,6-tris (3,5-di-t-butyl-4-hydroxy) benzene and the like. Preferred is triethylene glycol-bis [3- (3-
t-butyl-5-methyl-4-hydroxyphenyl) propionate], pentaerythrityl-tetrakis [3
-(3,5-di-t-butyl-4hydroxyphenyl)
Propionate]. The amount of (C) is usually 0.1 to 5.0% by weight, preferably 0.5 to 3.0% by weight, based on the total weight of the treating agent. If it is less than 0.1%, the heat resistance is insufficient, and if it exceeds 5%, the friction is increased and the compatibility with other components is poor, and it is not preferable because it precipitates and precipitates at low temperatures.

The treatment agent of the present invention further comprises an emulsifier component (D).
(Nonionic activators, anionic activators, N-containing compounds, etc.)
Can be used.

Among the nonionic activators (D), hydrogenated castor oil ethylene oxide adducts, higher alcohol alkylene oxide adducts, alkylphenol ethylene oxide adducts, PEG esters, polyhydric alcohol ester ethylene oxide adducts, Examples thereof include esters of polyhydric alcohol ethylene oxide adducts.

Examples of the anion activator include fatty acid soap (oleic acid soap, erucic acid soap, etc.), sulfonate (lauryl sulfonate Na salt, dodecylbenzene sulfonic acid Na salt, etc.) and the like.

Examples of the N-containing compound include aliphatic alkanolamides (lauric acid diethanolamide, oleic acid diethanolamide, etc.) and aliphatic amine ethylene oxide adducts (laurylamine ethylene oxide adduct, oleylamine ethylene oxide adduct, etc.). The amount of (D) used is usually 10 to 50% by weight based on the total weight of the treating agent.

In the melt spinning process of synthetic fibers, the treating agent of the present invention is treated in a non-hydrated state or treated in the state of an emulsion emulsified with water and fed to the spun yarn.

In the case of a non-hydrous treatment agent, crude oil is used as it is or diluted with a diluent (low-viscosity mineral oil etc.) before use.
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.

The method of refueling is not particularly limited, and nozzle refueling, roller refueling and the like can be applied.

The amount of the oil agent attached is usually 0.
3 to 2.0% by weight, preferably 0.5 to 1.5% by weight

Examples of synthetic fibers that can be applied include polyester and nylon. The yarn brand is not particularly limited, but is suitable as a raw yarn for industrial material applications of 500 denier or more.

[0030]

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

Examples 1 to 5 and Comparative Examples 1 to 5 Treatment agents having the compositions shown in Table 1 were prepared. The contents of the oil agent components indicated by symbols in Table 1 are as follows. In addition, the mixing ratio of each component indicates pure weight%. A1-1 Diisostearyl thiodipropionate A1-2 Diisocetyl thiodipropionate A2-1 C ₁₂ H ₂₅ OC (C ₃ H ₆ ) OC (CH ₂ ) ₂ S (CH ₂ ) ₂ CO (C ₂ H ₄ O) ₂ O
_{C 12 H 25 A2-2 C 16 H} 33 OC (C 2 H 4) OC (CH 2) 2 S (CH 2) 2 CO (C 2 H 4 O) 2 O
_{C 16 H 33 A2-3 C 12 H} 25 OC (C 2 H 4) OC (CH 2) 2 S (CH 2) 2 CO (C 3 H 6 O) 2 O
C ₈ H ₁₇ A3-1 Neopentylglycoldiolate A3-2 Dioleyl adipate A3-3 Trimethylolpropane trilaurate A3-4 Rapeseed oil B-1 Isotridecyl phosphate K salt B-2 Oleyl alcohol EO3 mol adduct Phosphate Na salt C-1 Triethyleneglycol-Vise [3- (3-t-butyl-5-methyl-4-human-oxyphenyl) propionate] C-2 pentaerythrityl-tetrakis [3- (3,5-di- t-Butyl-4 human oxyphenyl) propionate] C-3 N, N'-hexamethylene bis (3,5-di-t-butyl-4-human benzyl-human rosin namamido) D-1 Addition of 10 mol of EO hydrogenated castor oil D-2 hydrogenated castor oil EO 20 mol adduct D-3 trimethylolpropane EO 20 mol adduct distearate D 4 trimethylolpropane EO20 mole adduct dilaurate D-5 sorbitan trioleate EO20 mole adduct D-6-octyl alcohol POEO adduct molecular weight of 15
00 D-7 Stearyl alcohol POEO adduct Molecular weight 1
500

[0032]

[Table 1]

Next, using a 20% emulsion of each treating agent, 1500 denier 28 by a spin draw system (spinning speed: 2000 m / min, take-up speed: 4000 m / min).
Eight filament polyester fibers were spun. At this time, each emulsion was applied immediately after spinning by a nozzle oiling method. The amount of emulsion applied was 5% with respect to the fiber weight. The number of times of yarn breakage during spinning (per hour), and the dirt (tar) on the hot plate and hot roller and the ease of removing tar were measured. The results are shown in Tables 2 and 3.

<Evaluation> Dirt (tar): Hot roller during spinning and drawing,
The condition of dirt on the hot plate was visually observed. ◎: No dirt ○: Almost no dirt ×: Lots of dirt Ease of removing tar: Hot roller during spinning and drawing,
Checking the ease of wiping off tar formed on the hot plate ◎: Easy to remove ○: Slightly difficult to remove ×: Difficult to remove Extreme pressure: The treating agent was subjected to a load test by a shell four-ball test. Rotation speed: 1200 RPM Unit Kg

[0035]

[Table 2]

[0036]

[Table 3]

As is clear from Tables 2 and 3, this Example 1
In Nos. 5 to 5, the stretching roller was less contaminated, and the extreme pressure of the treating agent was excellent, so the number of yarn breakages during spinning was small. In addition, this treatment agent is more excellent in heat resistance as compared with the comparative example, because tar can be easily removed.

[0038]

The synthetic fiber treating agent according to the present invention is excellent in heat resistance, smoothness and extreme pressure at the time of production, and exhibits excellent spinnability during melt spinning and drawing of polyester or nylon. In particular, heat resistance can be remarkably improved by adding the treatment agent of the present invention.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI technical display location D06M 101: 34

Claims (3)

[Claims] 1. Dialkyl thiodipropionate (alkyl group having 8 to 30 carbon atoms) ester (A1) 40 to 80% by weight, phosphate compound (B) 0.1 to 5.0% by weight
And a treating agent for synthetic fibers, which comprises 0.1 to 5.0% by weight of a phenolic antioxidant (C). 2. The synthetic fiber treating agent according to claim 1, wherein the alkyl group of (A1) is saturated. 3. The general formula (1) R ² O (AO) _q OC (CH
₂ ) _n S (CH ₂ ) _m CO (OA) _p OR ¹ (1) [wherein OR ¹ is a monohydroxy compound residue and OR ² is OH
Alternatively, a monohydroxy compound residue (however, OH or a monohydric alcohol residue when q is 0, a monohydroxy compound residue when q is 1 to 30), and A is a carbon number of 2 to 4
Alkylene group (a plurality of A may be the same or different), p is 1 to 30, q is 0 or 1 to 30,
m and n are 1 to 6. ] The compound (A2) 4 represented by
0 to 80% by weight, phosphate compound (B) 0.1 to
5.0 wt% and phenolic antioxidant (C) 0.1
A treatment agent for synthetic fibers, which contains ˜5.0% by weight.