JP2003313773A - Fiber finishing oil - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a fiber finishing oil that can reduce defective traverse and cop trouble caused by fluffing and yarn breakage, even when the yarn suitable for the friction false twisting is spun in high speed and can perform stabilized friction false twisting. <P>SOLUTION: This fiber finishing oil contains a composition containing a secondary alcohol or its derivative that has a distribution on substituent addition positions wherein the most numerous single position component is ≤25 wt.%. <P>COPYRIGHT: (C)2004,JPO

Description

Description: TECHNICAL FIELD [0001] The present invention relates to a fiber oil agent.
In particular, high-speed fibers suitable for friction false twisting
When spinning at a high degree, fluff, breakage and spots
It is possible to spin stably without ruling and rolling up.
And without tar or scum,
About fiber oils that can be subjected to friction false twist processing
Things. [0002] Conventionally, fibers, especially polyamides and polys
Ester-based synthetic fibers increase productivity and reduce spinning costs
Consideration is being given to reducing this, and should be considered during false twisting.
Even at high speeds to increase productivity by friction false twisting.
And reduce costs by providing a stable supply.
Studies have been made to obtain false twisted yarns having good yarn quality. [0003] A false twisted yarn with good yarn quality can be obtained.
As a fiber oil agent, polyether compounds (JP-A-Showa 4
9-31996, JP-A-50-155796
, JP-A-4-34088, JP-A-8-3259
No. 49, etc.)
Silicone, polyether-modified siloxane, or fluorine
Combined use of elemental compounds (JP-A-60-181368)
Gazette, JP-A-63-57548, JP-A-6-21
380 publication). [0004] However, in the conventional fiber oils as described above,
Abnormality in running yarn during false twisting at high speed
Tension fluctuations, resulting in fluff and thread breakage.
In addition to causing yarn quality deterioration, such as
Since the heater temperature is high, the fiber oil will decompose and
Tar and scum adhere to the guides and rollers in the
Problem. SUMMARY OF THE INVENTION [0005] The present invention relates to the prior art.
This was done to solve the above problems.
The purpose of Ming is to spin fibers suitable for friction false twisting at high speed.
However, there is little traversing and curling due to fluff and breakage.
Can be stably spun, and the heater
Generates tar or scum on guides and rollers inside
Fiber that can stably perform friction false twisting
The present invention is to provide a deficiency agent. Means for Solving the Problems [0006] The present inventors have determined that a specific security
Composition consisting of kandary alcohol or its derivatives
Lubricity and low lubrication by using fiber oil
Improved hot fluidity and compatibility, as well as thermal stability and friction reduction
High-speed spinning of fibers suitable for friction false twisting
However, there will be no twilling or roll-up due to fluff or breakage.
Spinning can be performed stably, and
No tar or scum on guides and rollers
And found that stable friction false twisting can be performed.
The invention has been completed. That is, the fiber oil agent of the present invention has the following general
Formula (1): (Where R ₁ And R _Two Are each independently
Represents a linear or branched alkyl group having 1 to 15 carbon atoms,
R ₁ And R _Two Has a total number of carbon atoms in the range of 8 to 30. A is
Represents a lower alkylene group, n is an average of 0 to 20
You. However, when n is 2 or more, o represented by AO 2
The type of xyalkylene group is one or more.
The oxyalkylene group may have two or more
In this case, the average number of various oxyalkylene groups is n
To indicate that x represents 0 or 1. R _Three Is hydrogen or
The following general formula (2): R _Four − (C = O) _y −Z (where R _Four Is an alkylene group having 1 to 26 carbon atoms,
Ene group, cycloalkylene group, alkenylene group, cyclo
Represents any of alkenylene groups, y is 0 or 1, Z
Is hydrogen, alkali metal atom, alkaline earth metal atom,
Displays ammonium or alkanol ammonium groups.
You. )) Or secondary alcohol
Is a composition comprising a derivative thereof;
The compound represented by the general formula
-O- (AO) in (1) _n − (C = O) _X -R _Three Represented by
Base R ₁ -CR _Two At the position of addition to the alkyl chain represented by
And the largest single position component is 2
Fiber oil containing a composition of not more than 5% by weight
You. DETAILED DESCRIPTION OF THE INVENTION The present invention provides a compound represented by the above general formula (1).
The secondary alcohol or its derivatives
Characterized by containing a composition consisting of
Fiber oil agent. Examples of the secondary alcohol include:
For example, the following general formula (3): (The symbols in the formula have the same definitions as in the general formula (1).
Is a secondary alcohol represented by
You. Further, the secondary alcohol derivative
Is, for example, a compound represented by the following general formula (4): (The symbols in the formula have the same definitions as in the general formula (1).
Is a secondary alcohol alkoxy represented by
Rates. Further, the secondary alcohol derivative and
For example, the following general formula (5): (The symbols of the formula have the same definitions as in the general formula (1).
Secondary alcohol esterified compound represented by
Is mentioned. The secondary alcohol alcohol
Examples of the silate derivative include, for example, the following general formula (6): (The symbols of the formulas have the same definitions as in the general formula (1).
Secondary alcohol)
And esterified products of the salt. The fiber oil agent set represented by the general formula (1)
The raw material of the product is, for example, represented by the general formula (3).
Higher alcohol consisting of secondary alcohol
You can. The carbon number of this secondary alcohol is
R in general formula (3) _1, R _Two Represented by the total number of carbon atoms
₁ , R _Two Has a total number of carbon atoms of 8 to 30, preferably 9 to 2
0, more preferably 11 to 14 alkyl groups.
R ₁ , R _Two If the total number of carbon atoms in is less than 8,
Since the alkyl group is too short, lubricity becomes insufficient and winding during spinning
Reduced scraping, reduced workability during friction false twisting, and
There is a problem because it causes a decrease in yarn quality. ₁ ,
R _Two When the total number of carbon atoms of
The lubricating performance and low-temperature fluidity deteriorate due to too long
-It is necessary to generate tar and scum on the guides and rollers inside
There is an underlying problem. This secondary alcohol addition position is
The position of the hydroxyl group counted from the carbon at the terminal of the alkyl group
For example, if the secondary alcohol has 12 carbon atoms,
For example, there are 2, 3, 4, 5, and 6 positions. Preferred hydroxyl
As the distribution of the added positions of the groups, the maximum amount of the single position component is 2
5% by weight or less, more preferably 20% by weight or less
You. This is due to the addition of the hydroxyl group of the secondary alcohol.
Indicates that the hydroxyl groups are added uniformly.
By making the position uniform, low-temperature fluidity, lubricity,
Friction reduction and compatibility are improved, and fray and breakage
Stable spinning without falling and winding
Requirements for enhancing the usefulness of textile oils
I can say. In addition, the secondary alcohol
2 to 20% by weight of a polyol such as
5%, more preferably 4 to 10% fiber
It is preferable because the effect as an oil agent is improved. In addition, the effect as a fiber oil agent is not impaired.
Alkoxy this secondary alcohol in the range
You can rate it. This secondary alcohol
Surface activity by alkoxylating
Improves the compatibility in the fiber to some extent
It is also possible. This secondary alcohol alkoxylate
As the sheet, for example, represented by the general formula (4),
Oxyalkylenes in alcoholic alkoxylates
The group is represented by AO in the general formula (1) or (4).
Having 2 to 8 carbon atoms, preferably 2 to 4 carbon atoms.
Represents a lower alkylene group. Alkyl with 9 or more carbon atoms
In the case of a rene group, the production cost is high and the hydrophobicity is too strong
Sliding performance and compatibility are reduced, and guides and rollers in the heater
It is preferable because it causes tar and scum
Absent. Therefore, the oxyalkylene group represented by AO 2
For example, oxyethylene group, oxypropylene
Group, oxybutylene group, oxypentylene group, oxy
Xylene group, oxyheptylene group, oxyoctylene
Group, and oxyphenylethylene, preferably
Xyethylene, oxypropylene and oxybutyl
And a len group. In addition, AO in the above general formula 1
As defined, these oxyalkylene groups are one type
Or two or more types
It may be. With two or more oxyalkylene groups
When constituted, two or more oxyalkylene groups
May be arranged at random, each block
May be arranged in a circle. For example, an oxyethylene group
With a configuration in which a part of the long chain is an oxypropylene group
There may be. The number of moles of the oxyalkylene group added is
It is represented by n in the general formula (1) or (4), where n is
On average 1-20, preferably 1-15, more preferably 1
10 to 10. When n exceeds 20, the fluidity is low.
It is difficult to handle because of lowering, lubricity,
Because the effect as a fiber oil agent such as friction reduction is reduced
Not preferred. Also, the number of added moles n of this AO was changed.
To some extent control the compatibility in the fiber
It is also possible to optimize according to various fibers
It can be said that it is more preferable to determine an appropriate number of added moles. What
When n is 2 or more, the oxy group represented by AO 2
Even if the kind of the alkylene group is one kind or two or more kinds
Often, when the oxyalkylene group is two or more,
Is an average of n various oxyalkylene groups
And [0029] Such secondary alcohol and its
Examples of the alkoxylate include C12-14 sec.
Dally alcohol (trade name SOFTANOL manufactured by Nippon Shokubai)
A), C12-14 secondary alcohol ethoxyle
(Made by Nippon Shokubai under the trade name SOFTANOL-30)
I can do it. As a method for producing a secondary alcohol,
Can be obtained by oxidizing saturated aliphatic hydrocarbons.
Reaction conditions are not particularly limited, for example, saturated aliphatic carbon
Put hydrogen hydride together with metaboric acid into the reactor, 100 ~ 250 ℃
Oxygen gas is blown under the temperature condition of
U. Then, hydrolysis, saponification, and distillation purification
The desired secondary alcohol can be obtained. Secondary alcohol alkoxylate
The production method of the above secondary alcohol
An alkylene oxide may be added. This archire
The method of adding the oxide is not particularly limited.
For example, the above secondary alcohol is reacted at a reaction temperature of 50 to
250 ° C, reaction pressure from normal pressure to 20 kg / cm ² Range of
By reacting with alkylene oxide under the conditions
Obtain the desired secondary alcohol alkoxylate
be able to. When the above reaction temperature is less than 50 ° C
Can suppress decomposition and increase of by-products,
The degree becomes slow. On the other hand, if the temperature exceeds 250 ° C,
Reaction rate is faster, but decomposition and by-products increase.
Is not preferred. In addition, the secondary
BF3 etc. when adding alkylene oxide to
Using acid catalysts and alkali catalysts such as NaOH and KOH
Is also good. These acid catalysts and alkali catalysts can be used as powders or granules.
Or in the form of an aqueous solution. [0032] The fiber oil composition of the present invention comprises
Dally alcohol or secondary alcohol
Lucoxylate and an alkyl group having 1 to 26 carbon atoms,
Reel group, cycloalkyl group, alkenyl group, cycloa
Esterification reaction with a carboxylic acid having a lucenyl group
Carboxylic acid ester derivatives can also be used. The
As the carboxylic acid ester derivative, for example, the above-mentioned general formula
It is represented by (5) or (6). The above carboxylic acid is a monocarboxylic acid,
Dicarboxylic acids, polycarboxylic acids, and anhydrides thereof;
Specifically, alkyl carboxylic acid, aryl carboxy
Acid, cycloalkylcarboxylic acid, alkenylcarboxylic acid
Acids, cycloalkenyl carboxylic acids and their dica
Examples thereof include rubonic acid and polycarboxylic acid. A
Examples of alkyl carboxylic acids include lauric acid, myristic
Acid, palmitic acid, stearic acid, etc.
You. As cycloalkyl carboxylic acids, cyclopentane
Carboxylic acid, cyclohexanecarboxylic acid, cyclopentane
And carboxylic acid. Alkenylcal
Representative examples of boric acid include acrylic acid, methacrylic acid,
Maleic acid and the like can be mentioned. Cycloalkenyl
Representative examples of carboxylic acids include dimer acid and trimer acid
And the like. Also, aryl carbo
Typical examples of the acid include benzoic acid and phthalic acid.
be able to. As the anhydride, the above carboxylic acid
Anhydrides, typical examples of which are acetic anhydride,
Succinic acid, maleic anhydride, phthalic anhydride, etc.
be able to. The above secondary alcohol and SECA
Of Dalley alcohol alkoxylate with carboxylic acid
The esterification reaction conditions are not particularly limited, and a known method may be used.
For example, a catalyst such as an acid or a base can be used.
The method used, the transesterification method and the like can be mentioned. Preferred
Sulfuric acid, p-toluenesulfonic acid, hydrogen
Sodium hydride, potassium hydride, sodium methyla
Oxidation of metals such as titanium, tin, lead, zirconium, etc.
And organic metal complexes. Use of catalyst
The amount is usually the secondary alcohol alkoxylate
And 10 to 10% by weight based on the total amount of
Range. The reaction temperature is usually in the range of 50 to 220 ° C.
Enclosures are preferred. The reaction pressure can be either reduced pressure or normal pressure.
In addition, it can be determined as needed. Reaction solvent
Is free to use, but to promote dehydration esterification
Use of toluene, xylene, cyclohexane, etc.
it can. In addition, secondary esterification reaction
The ratio of alcohol alkoxylate to carboxylic acid
However, there is no particular limitation, and it can be determined as appropriate.
For example, secondary alcohol alkoxylates and
In the case of esterification with carboxylic acid, both are usually almost
Equimolar amounts may be used. The fiber oil agent of the present invention is represented by the general formula (1):
Fiber oil composition may be composed of only one type.
In addition, two or more types may be used. For example,
Secondary alcohol and secondary alcohol
Coxilate may be combined, secondary
Coal and carboxylic acid ester derivatives
May be used. Ratio when two or more types are combined
There are no particular restrictions on the group within a range that does not substantially interfere.
Can be combined. Especially lubricating property of fiber oil, low temperature
Improves fluidity, compatibility, thermal stability, friction reduction, etc.
In making the secondary alcohol and secondary
-Preferably contains alcohol alkoxylate
Secondary alcohol in the fiber oil composition and
The content of the secondary alcohol alkoxylate is
Preferably in the range of 50 to 95% by weight, more preferably 7%.
It is in the range of 0 to 85% by weight. The above-mentioned fiber oil agent is preferably contained in the fiber in an amount of 0.1 to 0.5%.
1 to 10% by weight, more preferably 0.5 to 5% by weight.
It is preferred that it adheres in an enclosure. Less than 0.1
In such cases, the sizing and lubricating properties of
Winding properties at the time of yarn, workability at the time of friction false twisting, and yarn products
Causes poor quality. Also, when it exceeds 10% by weight
Causes coal or scum during friction false twisting.
No stable yarn quality can be maintained. The fiber oil agent of the present invention is represented by the above general formula (1).
In addition to the expressed fiber oil composition, it is used for ordinary fiber oil
Lubricant, surfactant, antistatic agent, antioxidant
You may contain in the range which does not have a trouble. As a lubricant, a polyether compound, a fat or the like can be used.
Aliphatic ester compounds, aromatic ester compounds, (poly)
Examples include ether ester compounds and mineral oils. As the polyether compound, a polyether compound
Polyether monooh having a lioxyalkylene group
, Polyether diol, polyether triol, etc.
In particular, a C1-18 monovalent trivalent hydroxylation
Block alkylene oxides with 2 to 4 carbon
Alternatively, a randomly added polyether compound is preferable.
is there. As the aliphatic ester compound, butyls
Tearate, octyl stearate, oleyl laurele
, Oleyl oleate, isopentacosanyl isostate
Aliphatic monohydric alcohol such as allate and aliphatic monocarbo
Acid ester, 1,6-hexanediol didecanoe
, Trimethylolpropane monooleate monolaure
Polyhydric alcohols such as salts and aliphatic monocarboxylic acids
With esters, dilauryl adipate, dioleylaze
Monohydric alcohols such as fatty acids and aliphatic polyhydric alcohols
And an ester with the same. Especially fatty acid monovalent alcohol
Of fatty acid and aliphatic monocarboxylic acid, aliphatic polyvalent
Esters of alcohols and aliphatic monocarboxylic acids are preferred
It is. As the aromatic ester compound, benzyl
Aromatic alcohols such as stearate and benzyl laurate
Of fatty acid and aliphatic monocarboxylic acid, diisostea
Ryl isophthalate, trioctyl trimellitate, etc.
Ester of aliphatic monohydric alcohol and aromatic carboxylic acid
Is mentioned. In particular, aliphatic monohydric alcohols and aromatic
Esters with boric acid are preferred. As a (poly) ether ester compound
Is the aliphatic ester or aromatic ester described above.
Has a structure in which a (poly) ether moiety is introduced into the compound
It is. As the (poly) ether ester compound,
4- to 26-carbon mono- to tri-valent fatty alcohols with 2- to 4-carbon
(Poly) etherification with alkylene oxide
Ester of the compound with an aliphatic carboxylic acid having 4 to 26 carbon atoms,
Alkyl with 2 to 4 carbon atoms in aliphatic alcohols with 4 to 26 carbon atoms
(Poly) ether compounds and aromatics with lenoxide
Esters with carboxylic acids are mentioned. The mineral oil is not particularly limited.
Viscosity at 1 × 10 ⁻⁶ ~ 1 × 10 ⁻² m ^Two / S
Those having a raffin component ratio of 60% by weight or more are exemplified.
Particularly, liquid paraffin is preferable. Among the above lubricants, especially polyethers
Compounds and (poly) etherester compounds are preferred
Yes, the lubricant content in fiber oils is not particularly limited.
But preferably in the range of 50-95% by weight, more preferably
Or in the range of 70 to 85% by weight. As the surfactant, an alcohol having 7 to 18 carbon atoms is used.
Kill group, alkenyl group having 7 to 18 carbon atoms,
(Poly) oxyalkyl having 2 to 4 carbon atoms in the alkylaryl group
Those having a ren group added are preferably used.
Luphenol, octylphenol, primary alcohol
Alkyls such as ethylene oxide and propylene oxide
Blocked or randomly added lenoxide
(Poly) oxyalkylene ether compounds
You. Average addition mode of (poly) oxyalkylene groups to be added
The number is preferably in the range of 3 to 50, more preferably 7 to
A range of 20 is preferred. Inclusion of surfactant in fiber oil
The amount is preferably in the range of 1.0 to 30% by weight, more preferably
Preferably, it is contained in the range of 5 to 20% by weight.
is there. As antistatic agents, aliphatic dibasic acid salts and
Fatty acid phosphate salts and the like. Aliphatic 2 bases
As the acid salt, an alkyl group having 8 to 22 carbon atoms or
Those having a kenyl group are preferred, and particularly those having 12 to 18 carbon atoms.
Alkali metal salts of fatty acid dibasic acids having an alkenyl group
Alternatively, a fatty acid dibasic acid organic amine salt is preferable. Fat
Fatty acid phosphate salts include alkyls having 8 to 22 carbon atoms.
And those having an alkenyl group are preferred,
In particular, fatty acid phosphoric acid having an alkenyl group having 12 to 18 carbon atoms
Ester alkali metal salt or fatty acid phosphate
Organic amine salts are preferred. Antistatic agent in fiber oil
The amount is preferably in the range from 0.1 to 3.0% by weight, more preferably
More preferably, it is contained in the range of 0.1 to 1.0% by weight.
Suitable. As the antioxidant, triethylene glycol
Rubis [3- (3-tert-butyl-5-methyl-4-hydro
Xyphenyl) propionate, 2,4-bis- (n-O
Octylthio) -6- (4-hydroxy-3,5-di-t-butyl
Tyl-4-hydroxyphenyl) propionate, 2,2-
Thio-diethylenebis [3- (3-tert-butyl-5-methyl
-4-Hydroxyphenyl) propionate, octade
Sil-3- (3,5-di-t-butyl-4-hydroxyphene
Nyl) propionate, 3,5-di-t-butyl-4-hydride
Roxybenzylphosphonate-diethyl ester, 1,
3,5-tris (4-tert-butyl-3-hydroxy-2,6-di
Methyl) isocyanurate and the like. Especially 1,3,5
-Tris (4-tert-butyl-3-hydroxy-2,6-dimethyl
Chill) isocyanurate is preferred, and
The amount is preferably in the range of 0.1-8.0% by weight, more preferably
Preferably, it is contained in the range of 0.1 to 5.0% by weight.
It is suitable. As fibers to which the fiber oil agent of the present invention is applied
Is not particularly limited, but synthetic fibers are preferable, and synthetic fibers
Polyester fiber, polyamide fiber,
Reacrylic fiber, polyolefin fiber, polyurethane
Fiber and the like, particularly polyester fiber and
Suitable for polyamide fibers. When attaching the fiber oil agent of the present invention to fibers
Known forms such as neat, organic solvent, aqueous liquid, etc.
Applicable to all types, adheres the above fiber oil to the fiber
Methods include roller lubrication, guide lubrication, and immersion lubrication.
Applicable to all known lubrication methods such as the oil method and spray lubrication method.
Wear. EXAMPLES The lubricant of the present invention will now be described in more detail with reference to Examples.
However, the present invention is not limited to this.
Absent. In the examples, parts and% are unless otherwise specified.
Based on weight. [0051] Synthetic product (1) Trade name: SOFTANOL-A (SOFT-A)
A straight-chain secondary alcohol having 12 to 14 carbon atoms manufactured by this catalyst company
The carbon distribution is C12 / 13/14 = 20/5
5/25, additional position distribution is 2/3/4 in GC area ratio
/ 5/6/7 position = 18/18/18/19/19/8
(Hydroxyl value 280 mg KOH / g) of synthetic product (1)
And The addition position is the position of the carbon at the terminal of the alkyl group.
This is represented by the position of addition of the hydroxyl group counted from the above. the above
The method of analyzing the addition position is gas chromatography (G
Gas chromatogram: Shimadzu GC-17A
Column: DB-5HT (Length: within 30m, manufactured by J & W Scientific)
Diameter; 0.25mm thickness; 0.1μm) Temperature condition 50 ° C
(Held for 10 minutes) → 5 ° C / min → 350 ° C (held for 40 minutes)
Sample injection volume: Analyzed under the condition of 1 μL.
It was calculated from the area ratio of the chart. The result is NMR
It is in good agreement with the results of analysis at two positions. Synthetic product (2) Product name: SOFTANOL-D (SOFT-D)
The main component of this catalyst company is a diol having 12 to 14 carbon atoms.
Polyhydric secondary alcohol with a hydroxyl value of 440 mg KOH
/ G) was designated as synthetic product (2). Its carbon distribution and said
The addition position distribution is the same as that of the synthetic product (1). (Synthesis Example 1) Synthetic product (1) (second fraction SOFT-A (water
Acid value 280mgKOH / g)) and synthetic product (2) (polyvalent
Secondary alcohol (hydroxyl value 440mgKOH / g)
At a 94/6 weight ratio, and a stirrer, thermometer,
Stainless steel 3L auto with Tylene oxide introduction tube
1 kg was charged into the clave and purged with nitrogen. After that,
Boron fluoride etherate catalyst (BF3-Et, boron trifluoride
Element concentration: 46-49%), and initial nitrogen pressure
Ethylene oxide at 0.05MPa, 55 ± 5 ℃
660 g (abbreviated as EO) was fed and added. afterwards
The reaction solution was washed at 90 ° C.
Was washed to 7 or less. Then, the oil phase is 3 L
Into a three-necked flask, and a distillation column (packed packing theoretical plate number)
3-stage Dickson packing, inner diameter 40mm, length 200
mm) and the average number of moles added by distillation
3 moles of ethoxylate adduct per mole of hydroxyl group (total
A product (3)) was obtained. The carbon distribution and the
The additive position distribution is the same as that of the synthetic product (1). (Synthesis Example 2) The ethylene oxide used in Synthesis Example 1
Propylene oxide 87 instead of 660 g of oxide
The same operation as in Synthesis Example 1 was performed except that 0 g was used.
3 moles of propoxy per 1 mole of hydroxyl groups
A silate adduct (synthetic product (4)) was obtained. The charcoal
The elementary distribution and the additional position distribution are the same as those of the synthetic product (1).
It is. (Synthesis Example 3) Synthetic product obtained in Synthesis Example 1
(3) 332 g (1.00 mol) and lauric acid 300 g
(1.5 mol), 5 g of p-toluenesulfonic acid and
A reflux condenser with a drain tube, a thermometer, and nitrogen
A glass reactor equipped with a blowing tube and a stirrer
And heated at the reflux temperature while blowing in nitrogen.
The reaction was carried out for 5 hours while draining the water. After the reaction,
Add an aqueous solution of sodium carbonate, add catalyst and excess
After extracting the phosphoric acid into the aqueous phase and separating the oil layer,
Removal of the ene, the desired lauric ester compound
(Synthetic product (5)) was obtained. In addition, its carbon distribution and
The additional position distribution is the same as that of the synthetic product (1). (Synthesis Example 4) Lauric acid used in Synthesis Example 3
Other than using 427 g of stearic acid instead of 300 g,
By performing the same operation as in Example 3, the desired steer
An acid ester compound (synthetic product (6)) was obtained. In addition,
The carbon distribution and the additional position distribution of
Is the same. (Comparative Synthesis Example 1) 1680 g of 1-dodecene
, 1860 g of monoethylene glycol and PQ
BEA type zeolite (trade name CP811E-22)
206 g were weighed to 5000 with a stirrer and reflux condenser.
in a glass reactor, and put under nitrogen atmosphere for 15 minutes.
The reaction was performed at 0 ° C. for 10 hours. After the reaction is completed,
Cool to temperature and separate the upper separated dodecene layer,
Batch distillation was performed. Unreacted isomerized dodecene (N
Analysis results by MR 1-dodecene in dodecene was 7
Mol%) was distilled off, and the degree of vacuum was 3 mmHg.
276 g of a fraction at 135 to 137 ° C. was recovered by the above method. This
Fraction recovered from secondary dodecanol monoethoxylate
And the secondary dodecanol monoethoxylate 1
00. 0 g, potassium hydroxide 0. 3g to 500ml
Into a stirred stainless steel autoclave,
After the replacement, raise the temperature to 110 ° C and 1 hour at 50 mmHg.
Dehydrated for a while. Next, the temperature was raised to 150 ° C.
Average by feeding and adding 38.2 g of id
3 moles per mole of hydroxyl group added (ethylene glycol
Including the number of
Ethoxylate (comparative synthetic product (1)). This
Position Distribution of Secondary Dodecanol Ethoxylate in Rice
Is 60% at 2 positions in the area ratio of GC and 40 at other positions.
%Met. (Comparative Synthesis Example 2) Synthetic product used in Synthesis Example 4
(3) The ratio obtained in Comparative Synthesis Example 1 instead of 332 g
The same as Synthesis Example 4 except that 318 g of comparative synthetic product (1) was used.
Perform the desired stearic acid esterification
A compound (comparative synthetic product (2)) was obtained. In addition, the second-class Dodeca
Addition position distribution of nor ethoxylate is comparative synthetic product
Same as (1). (Examples 1 to 7, Comparative Examples 1 to 5)
Then, the synthetic products (1) to (6) were compared as a comparative example.
Synthetic product (1), comparative synthetic product (2), ordinary fiber oil agent
PPG (polypropylene glycol, flat
Average molecular weight 1000), lauryl alcohol (carbon atom
(Number 12 primary alcohols) and mineral oil
By adjusting the composition ratio as shown in Table 1,
Various fiber oils were obtained. As antioxidants, 1,3,5-
Lis (4-t-butyl-3-hydroxy-2,6-dimethyl)
), As a surfactant, a linear alkyl having 12 carbon atoms.
Using 7 moles of ethylene oxide added to
Was. [Table 1] (Example of adhesion of fiber oil and false twisting)
Degree 0.64, containing 0.2% of titanium oxide as a matting agent
Polyethylene terephthalate chips
After drying, a discharge hole with a diameter of 0.4 mm and a land length of 0.8 mm
Melts and discharges at a temperature of 295 ° C from 36 caps and cools
After solidification, each fiber oil agent listed in Table 1 was measured using a metering pump.
Adhered to the fiber at 2.0% by weight using the guide lubrication method
I let you. Each of the fiber oil agents shown in Table 1 was mixed with dilution water.
And used as a 10% aqueous solution. After that, spinning speed 4500m
/ Minute, 7kg of partially oriented yarn of 120de / 36fil
Rolled cheese. The obtained fiber was treated with a polyurethane disc.
3-axis circumscribed friction system, radiant heat high temperature heater
(Upper 500 ° C, Lower 450 ° C) Temporary stretching at processing speed 1100m / min
Twist processing was performed. Examples 1 to 5 and Comparative Examples 1 to 5 described in Table 1
About the sample obtained using each fiber oil agent of No. 4,
Fiber abrasion resistance cutting test and spinning take-up test described below
Test, fluff test, and scum generation confirmation test. The result
The results are shown in Table 2. (Fibre abrasion resistance test) Residual elongation of sample yarn becomes 30%
Thread is cut using a fiber-type friction binding tester
The number of times to perform was measured. Evaluation temperature is 25 ℃, load is extended
0.7g / de, stroke 50m based on fineness of drawn yarn
m, speed 60 strokes / min, 3 turns, intersection angle 30 ° C
Performed under conditions. (Spinning take-up test) 30 cheese rolls
Was visually checked, and evaluated in five stages. (Fuzz test) The number of fluff per 50m of the spun yarn after false twisting
It was measured visually and the number of fluffs per meter was determined. (Number of scum generated) Heaters that perform the above false twisting for one week
-Check that scum is not adhered to the guides and rollers inside
It was visually confirmed and evaluated in three stages. [Table 2] As is clear from Table 2, the fibers of the present invention
By using oil, fiber suitable for friction false twisting
Even when spun at high speed, twill drop due to generation of fluff and breakage,
There is little unwinding, stable spinning, and
And tar and scum on the guides and rollers in the heater
It is possible to stably perform friction false twisting without generating
Can be.

Claims (1)

[Claim 1] The following general formula (1): (Wherein, R ₁ and R ₂ each independently represent 1 to 1 carbon atoms)
5 represents a linear or branched alkyl group, and the total number of carbon atoms of R ₁ and R ₂ is in the range of 8 to 30. A represents a lower alkylene group, and n ranges from 0 to 20 on average. Where n
Is 2 or more, the type of the oxyalkylene group represented by AO 2 may be one or more,
When the number of the oxyalkylene groups is two or more, it indicates that the number of the various oxyalkylene groups is n on average.
x represents 0 or 1. R ₃ is hydrogen or the following general formula (2): R ₄ — (C ＝ O) _y —Z (wherein, R ₄ is an alkylene group having 1 to 26 carbon atoms, an arylene group, a cycloalkylene group, an alkenylene group) , Represents a cycloalkenylene group, y is 0 or 1, Z
Represents hydrogen, an alkali metal atom, an alkaline earth metal atom, an ammonium group or an alkanolammonium group. A) a composition comprising a secondary alcohol or a derivative thereof represented by the formula (1), wherein the secondary alcohol or a derivative thereof is -O- (AO) _n- (C = O) X- in the general formula (1). The group represented by R ₃ has a distribution with respect to the position of addition to the alkyl chain represented by R ₁ -C-R ₂ , and the most single-position component is 25.
A fibrous oil composition containing the composition in an amount of not more than% by weight.