# Patent

## Title
Processing agents for synthetic fibers, aqueous liquids thereof, processing methods for synthetic fibers and synthetic fibers

## Abstract

A processing agent containing five specified kinds of components including esters and ethers as required components is used in the production or fabrication process of synthetic fibers such that superior spinning property is maintained and synthetic fibers with superior yarn quality and dyeing property can be obtained. Aqueous liquids of such processing agents, processing methods using such liquids and synthetic fibers obtained by such methods are also presented.

## Background
Priority is claimed on Japanese Patent Applications 2012-215330 filed Sep. 28, 2012 and 2012-281999 filed Dec. 26, 2012.
BACKGROUND OF THE INVENTION
This invention relates to processing agents for synthetic fibers, aqueous liquids of these processing agents, methods of processing synthetic fibers by using such aqueous liquids, and synthetic fibers obtained by methods using such aqueous liquids.
It has been known in the production and fabrication processes of polyester and polyamide synthetic fibers to apply a processing agent for synthetic fibers such as spinning oil either as an aqueous system or as a non-aqueous system. If a processing agent for synthetic fibers is applied as a non-aqueous system, such as in the condition of being diluted with an organic solvent (as described, for example, in Japanese Patent Publications Tokkai 57-199868 and 6-57541), however, problems frequently arise regarding costs, disaster prevention and safety.
If a processing agent for synthetic fibers is applied as a low-concentration aqueous system, such as in the condition of an about 10% emulsion (as described, for example, in Japanese Patent Publication Tokkai 7-216733), on the other hand, the problems regarding costs, disaster prevention and safety can be eliminated but problems frequently arise regarding yarn quality and dyeing property.
It has also been proposed to supply a processing agent for synthetic fibers as an emulsion of a higher concentration such as about 30% or even about 50% (as described, for example, in Japanese Patent Publication Tokkai 6-280160), but the emulsion of the processing agent in such a case would tend to gelate, making it impossible to attach the processing agent to yarns uniformly such that the problem arises as a result that the requested high levels of spinning property, yarn quality and dyeing property cannot simultaneously be attained.
SUMMARY OF THE INVENTION
It is therefore an object of this invention to provide processing agents which can be used in the production and fabrication processes of synthetic fibers so as to attain improved yarn quality and dyeing property while maintaining superior spinning property without causing problems regarding costs, disaster prevention and safety, aqueous liquids thereof, processing methods for synthetic fibers by using such aqueous liquids, and synthetic fibers obtained by such processing methods.
The inventors hereof carried out researches in view of the aforementioned object of the present invention and discovered as a result thereof that processing agents for synthetic fibers containing specified five components at specified ratios should be used and that it is appropriate to form an aqueous liquid of such a processing agent at a concentration in a specified range and to cause it to be adhered to synthetic fibers.


DETAILED DESCRIPTION OF THE INVENTION
This invention relates to a processing agent for synthetic fibers, characterized as comprising Component A in an amount of 20-70 mass %, Component B in an amount of 5-45 mass %, Component C in an amount of 1-20 mass %, Component D in an amount of 5-35 mass %, and Component E in an amount of 1-20 mass % for a total of 100 mass %, wherein Components A, B, C, D and E are defined as follows.
Component A is an ester oil with a total of 10-100 carbon atoms and/or a mineral oil with kinetic viscosity at 30° C. of 1-500 mm2/s. Component B is one or more selected from the group consisting of compounds shown by R1—X1—R2, compounds shown by R3—X2—Y1—X3—R4, castor oil derivatives obtained by esterifying (poly)oxyethylene castor oil ether having within its molecule (poly)oxyethylene group formed with 1-100 oxyethylene units and aliphatic monocarboxylic acid with 6-22 carbon atoms, and hydrogenated castor oil derivatives obtained by esterifying (poly)oxyethylene hydrogenated castor oil ether having within its molecule (poly)oxyethylene group formed with 1-100 oxyethylene units and aliphatic monocarboxylic acid with 6-22 carbon atoms, where R1 is a residual group obtained by removing hydrogen atom from carboxyl group of aliphatic monocarboxylic acid with 6-22 carbon atoms, X1 is a residual group obtained by removing all hydroxyl groups from (poly)ethylene glycol having within its molecule (poly)oxyethylene group formed with 1-20 oxyethylene units, R2 is a residual group obtained by removing hydrogen atom from carboxyl group of aliphatic monocarboxylic acid with 6-22 carbon atoms, a residual group obtained by removing hydrogen atom from hydroxyl group of aliphatic monoalcohol with 6-22 carbon atoms, or hydroxyl group, R3 and R4 are each a residual group obtained by removing hydrogen atom from carboxyl group of aliphatic monocarboxylic acid with 6-22 carbon atoms, X2 and X3 are each a residual group obtained by removing all hydroxyl groups from (poly)ethylene glycol having within its molecule (poly)oxyethylene group formed with 1-20 oxyethylene units, Y1 is a residual group obtained by removing hydrogen atom from carboxyl group of aliphatic dicarboxylic acid with 3-12 carbon atoms. Component C is an ester of sorbitan and aliphatic monocarboxylic acid with 10-22 carbon atoms. Component D is an ethylene oxide and propylene oxide random adduct of aliphatic alcohol with 2-22 carbon atoms with weight average molecular weight of 100-1500. Component E is one or more selected from the group consisting of fatty acid salts, aliphatic phosphates and aliphatic sulfonates.
This invention also relates to an aqueous liquid of such a processing agent for synthetic fibers comprising such a processing agent as described above in an amount of 40-90 mass % and water in an amount of 10-60 mass % for a total of 100 mass %, being stable as evaluated by a specified method of evaluating stability and having kinetic viscosity of 50-300 mm2/s as measured by a specified method of measuring viscosity. This invention further relates to a processing method of synthetic fibers comprising causing such an aqueous liquid as described above to become adhered to synthetic fibers in an amount of 0.1-5 mass % as processing agent for synthetic fibers. This invention still further relates to synthetic fibers obtained by such a processing method as described above.
Firstly, processing agents for synthetic fibers according to this invention (hereinafter referred to as processing agents of this invention) will be explained. A processing agent of this invention is one that comprises aforementioned Component A in an amount of 20-70 mass %, aforementioned Component B in an amount of 5-45 mass %, aforementioned Component C in an amount of 1-20 mass %, aforementioned Component D in an amount of 5-35 mass % and aforementioned Component E in an amount of 1-20 mass % such that the total would be 100 mass %.
Examples of ester oil with a total of 10-100 carbon atoms in Component A include those obtained by esterifying aliphatic monohydric alcohol such as butyl stearate, octyl stearate, oleyl laurate and oleyl olate with aliphatic monocarboxylic acid, those obtained by esterifying aliphatic polyhydric alcohol such as trimethylol propane monoolate monolaurate and 1,6-hexane diol didecanoate with aliphatic monocarboxylic acid, and those obtained by esterifying aliphatic monohydric alcohol such as diisostearyl tetradecanate, dilauryl adipate and dioleyl azelate with aliphatic polycarboxylic acid. Among the above, however, those obtained by esterifying aliphatic monoalcohol with 6-22 carbon atoms such as octyl stearate, oleyl laurate, oleyl olate and diisostearyl tetradecanate with aliphatic monocarboxylic acid with 6-22 carbon atoms are preferable.
Examples of mineral oil with kinetic viscosity at 30° C. of 1-500 mm2/s in Component A include fluidic paraffin oils, etc., but fluidic paraffin oils with kinetic viscosity at 30° C. in the range of 1-200 mm2/s are preferable.
Examples of compound shown by R1—X1—R2 in Compound B include α-hexyl-ω-hydroxy-polyoxyethylene octirate, α-octyl-ω-hydroxy-polyoxyethylene octirate, α-decyl-co-hydroxy-polyoxyethylene octirate, α-dodecyl-ω-hydroxy-polyoxyethylene octirate, α-tetradecyl-ω-hydroxy-polyoxyethylene octirate, α-hexadecyl-ω-hydroxy-polyoxyethylene octirate, α-octadecyl-ω-hydroxy-polyoxyethylene octirate, α-octadecenyl-ω-hydroxy-polyoxyethylene octirate, α-eicosyl-ω-hydroxy-polyoxyethylene octirate, α-hexyl-ω-hydroxy-polyoxyethylene decanate, α-octyl-ω-hydroxy-polyoxyethylene decanate, α-decyl-ω-hydroxy-polyoxyethylene decanate, α-dodecyl-ω-hydroxy-polyoxyethylene decanate, α-tetradecyl-ω-hydroxy-polyoxyethylene decanate, α-hexadecyl-ω-hydroxy-polyoxyethylene decanate, α-octadecyl-ω-hydroxy-polyoxyethylene decanate, α-octadecenyl-ω-hydroxy-polyoxyethylene decanate, α-eicosyl-ω-hydroxy-polyoxyethylene decanate, α-hexyl-ω-hydroxy-polyoxyethylene dodecanate, α-octyl-ω-hydroxy-polyoxyethylene dodecanate, α-decyl-ω-hydroxy-polyoxyethylene dodecanate, α-dodecyl-ω-hydroxy-polyoxyethylene dodecanate, α-tetradecyl-ω-hydroxy-polyoxyethylene dodecanate, α-hexadecyl-ω-hydroxy-polyoxyethylene dodecanate, α-octadecyl-ω-hydroxy-polyoxyethylene dodecanate, α-octadecenyl-ω-hydroxy-polyoxyethylene dodecanate, α-eicosyl-ω-hydroxy-polyoxyethylene dodecanate, α-hexyl-ω-hydroxy-polyoxyethylene oleate, α-octyl-ω-hydroxy-polyoxyethylene oleate, α-decyl-ω-hydroxy-polyoxyethylene oleate, α-dodecyl-ω-hydroxy-polyoxyethylene oleate, α-tetradecyl-ω-hydroxy-polyoxyethylene oleate, α-hexadecyl-ω-hydroxy-polyoxyethylene oleate, α-octadecyl-ω-hydroxy-polyoxyethylene oleate, α-octadecenyl-ω-hydroxy-polyoxyethylene oleate, α-eicosyl-ω-hydroxy-polyoxyethylene oleate, polyoxyethylene octyrate, polyoxyethylene decanate, polyoxyethylene dodecanate, polyoxyethylene oleate, polyoxyethylene stearate, polyoxyethylene dioctirate, polyoxyethylene didecanate, polyoxyethylene didodecanate, polyoxyethylene dioleate, and polyoxyethylene distearate.
Examples of compound shown by R3—X2—Y1—X3—R4 in Compound B include bis(α-octyl-ω-hydroxy-polyoxyethylene) succinate, bis(α-octyl-ω-hydroxy-polyoxyethylene) adipate, bis(α-octyl-ω-hydroxy-polyoxyethylene) sebacate, bis(α-decyl-ω-hydroxy-polyoxyethylene) succinate, bis(α-decyl-ω-hydroxy-polyoxyethylene) adipate, bis(α-decyl-ω-hydroxy-polyoxyethylene) sebacate, bis(α-dodecyl-ω-hydroxy-polyoxyethylene) succinate, bis(α-dodecyl-ω-hydroxy-polyoxyethylene) adipate, and bis(α-dodecyl-ω-hydroxy-polyoxyethylene) sebacate.
Examples of castor oil derivative obtained by esterifying (poly)oxyethylene castor oil ether having within its molecule (poly)oxyethylene group formed with 1-100 oxyethylene units and aliphatic monocarboxylic acid with 6-22 carbon atoms include partial esters of one mole of (poly)oxyethylene castor oil ether and one mole of aliphatic monocarboxylic acid with 6-22 carbon atoms, partial esters of one mole of (poly)oxyethylene castor oil ether and 2 moles of aliphatic monocarboxylic acid with 6-22 carbon atoms, and partial esters of one mole of (poly)oxyethylene castor oil ether and 3 moles of aliphatic monocarboxylic acid with 6-22 carbon atoms.
Examples of hydrogenated castor oil derivatives obtained by esterifying (poly)oxyethylene hydrogenated castor oil ether having within its molecule (poly)oxyethylene group formed with 1-100 oxyethylene units and aliphatic monocarboxylic acid with 6-22 carbon atoms include partial esters of one mole of (poly)oxyethylene hydrogenated castor oil ether and one mole of aliphatic monocarboxylic acid with 6-22 carbon atoms, partial esters of one mole of (poly)oxyethylene hydrogenated castor oil ether and 2 moles of aliphatic monocarboxylic acid with 6-22 carbon atoms, and partial esters of one mole of (poly)oxyethylene hydrogenated castor oil ether and 3 moles of aliphatic monocarboxylic acid with 6-22 carbon atoms.
R1, R3 and R4 in R1—X1—R2 or R3—X2—Y1—X3—R4 are each a residual group obtained by removing hydrogen atom from carboxylic group of aliphatic monocarboxylic acid with 6-22 carbon atoms such as caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, myristic acid, palmitic acid, oleic acid and stearic acid.
R2 in R1—X1—R2 is a residual group obtained by removing hydrogen atom from carboxyl group of aliphatic monocarboxylic acid of the kind described above regarding R1, R3 and R4, a residual group obtained hydrogen atom from hydroxyl group of aliphatic monoalcohol with 6-22 carbon atoms, or hydroxyl group.
X1, X2 and X3 in R1—X1—R2 or R3—X2—Y1—X3—R4 are each a residual group obtained by removing all hydroxyl groups from (poly)ethylene glycol having within its molecule (poly)oxyethylene group formed with 1-20 oxyethylene units.
Y1 in R3—X2—Y1—X3—R4 is a residual group obtained by removing hydrogen atom from carboxylic group of aliphatic dicarboxylic acid with 3-12 carbons such as malonic acid, succinic acid, adipic acid, fumaric acid, sebacic acid and azelaic acid.
Examples of Component C include esters of sorbitan and aliphatic monocarboxylic acid with 10-22 carbon atoms such as sorbitan monodecanate, sorbitan monododecanate, sorbitan monolaurate, sorbitan monolaurate, sorbitan monostearate, sorbitan sesquilaurate, sorbitan sesquiolate, sorbitan trilaurate, sorbitan triolate, and sorbitan tristearate.
Examples of Component D include ethylene oxide and propylene oxide random adducts of aliphatic alcohol with 2-22 carbon atoms such as straight-chain aliphatic alcohols such as ethyl alcohol, propyl alcohol, butyl alcohol, hexyl alcohol, octyl alcohol, nonyl alcohol, decyl alcohol, dodecyl alcohol and tridecyl alcohol and branched aliphatic alcohols such as isooctyl alcohol, 2-methyl-pentyl alcohol, 2-ethylhexyl alcohol, 2-methyloctyl alcohol, 2-propylheptyl alcohol, and 2-butyl-octylalcohol, having weight average molecular weight of 100-1500, but those comprising Component D1 which is defined as an ethylene oxide and propylene oxide random adduct of aliphatic monoalcohol with 2-8 carbon atoms, having weight average molecular weight in the range of 600-1200 and Component D2 which is defined as an ethylene oxide and propylene oxide random adduct of aliphatic monoalcohol with 10-18 carbon atoms, having weight average molecular weight in the range of 300-900 such that the mass ratio D1/(D1+D2) is within the range of 0.20-0.60 are preferred.
Examples of Component D1 include ethylene oxide and propylene oxide random adducts of aliphatic monoalcohol with 2-8 carbon atoms such as ethyl alcohol, propyl alcohol, butyl alcohol, hexyl alcohol, and octyl alcohol, having weight average molecular weight in the range of 600-1200.
Examples of Component D2 include ethylene oxide and propylene oxide random adducts of aliphatic monoalcohol with 10-18 carbon atoms such as undecyl alcohol, dodecyl alcohol, tridecyl alcohol, tetradecyl alcohol, pentadecyl alcohol, hexadecyl alcohol, 2-butyl-octyl alcohol, 2-pentyl-nonyl alcohol, and 2-hexyl-decyl alcohol, having weight average molecular weight in the range of 300-900.
Examples of Component E include salts of aliphatic acid such as propionic acid, hexanoic acid, octanoic acid, octylic acid, decanoic acid and lauric acid, aliphatic phophates such as potassium polyoxy lauryl phosphate and potassium polyoxyoleyl phosphate, and aliphatic sulfonates such as sodium decan sulfonate, sodium dodecan sulfonate, lithium tetradecan sulfonate, potassium hexadecane sulfonate, sodium butylbenzene sulfonate, potassium tetradecyl benzene sulfonate, and potassium octadecyl benzene sulfonate.
Processing agents of this invention contains Component A as explained above in an amount of 20-70 mass %, Component B in an amount of 5-45 mass %, Component C in an amount of 1-20 mass %, Component D in an amount of 5-35 mass % and Component E in an amount of 1-20 mass % for a total of 100 mass % but those containing Component A in an amount of 30-60 mass %, Component B in an amount of 15-35 mass %, Component C in an amount of 5-15 mass %, Component D in an amount of 5-20 mass % and Component E in an amount of 5-15 mass % for a total of 100 mass % are preferable.
Processing agents of this invention may include other components such as an antifoaming agent, an antioxidant, an antiseptic agent and an antirust agent, depending on the purpose of use. Their contents, however, should be as small as possible within the limit of not adversely affecting the objects of this invention.
Next, the aqueous liquids of processing agents for synthetic fibers according to this invention (hereinafter referred to as aqueous liquids of this invention) will be explained. An aqueous liquid of this invention is characterized as comprising a processing agent of this invention in an amount of 40-90 mass % and water in an amount of 10-60 mass % for a total of 100 mass %, evaluated as being stable by a specified method of evaluating stability and having kinetic viscosity in the range of 50-300 mm2/s as measured by a specified method of measuring kinetic viscosity.
According to the aforementioned specified method of evaluating stability, aqueous liquids containing a sample processing agent for synthetic fibers in amounts of 40 mass %, 50 mass %, 60 mass %, 70 mass % and 90 mass % are prepared each in an amount of 100 ml and placed in a 200 ml-beaker. Each beaker is left quietly for two weeks at 40° C. with its top open, and the sample is evaluated to be stable if there is no separation.
According to the aforementioned specified method of measuring kinetic viscosity, aqueous liquids containing a sample processing agent for synthetic fibers in amounts of 40 mass %, 50 mass %, 60 mass %, 70 mass % and 90 mass % are prepared each in an amount of 100 ml and the kinetic viscosity of each sample at 30° C. is measured (in units of mm2/s) by the Canon-Fenske method.
Aqueous liquids of this invention are characterized as comprising a processing agent of this invention in an amount of 40-90 mass % and water in an amount of 10-60 mass % for a total of 100 mass % but those comprising a processing agent of this invention in an amount of 40-70 mass % and water in an amount of 30-60 mass % for a total of 100 mass % are preferable.
Next, methods of processing synthetic fibers according to this invention (hereinafter referred to as processing methods of this invention) are explained. The processing methods of this invention comprise causing an aqueous liquid of this invention as explained above to become adhered to synthetic fibers in an amount of 0.1-5 mass % or preferably in an amount of 0.5-2 mass % with respect to synthetic fibers as processing agent of this invention. The process in which an aqueous liquid of this invention becomes adhered may be the spinning process, the drawing process or a process in which spinning and drawing are carried out simultaneously. Examples of method for causing an aqueous liquid of this invention to become adhered to synthetic fibers include the roller oiling method, the guide oiling method using a measuring pump, the immersion oiling method and the spray oiling method. Examples of synthetic fibers include polyester fibers, polyamide fibers, polyolefin fibers and acryl fibers but the effects of the invention are manifested prominently in the case of polyester fibers.
Finally, synthetic fibers related to the present invention are explained. Synthetic fibers according to this invention are those obtained by a processing method of this invention explained above.
The present invention as explained above has the effect of making it possible to apply a processing agent for synthetic fibers as an aqueous system at a high concentration in the production or fabrication process of the synthetic fibers and not only to operate with superior workability but also to obtain synthetic fibers with superior yarn quality and dyeing property.
EXAMPLES
Examples are presented next in order to more clearly demonstrate the details and the effects of the present invention but they are not intended to limit the scope of this invention. In what follows, “parts” will means “mass parts” and “%” will mean “mass %”.
Part 1 Preparation of Processing Agents for Synthetic Fibers
Test Example 1
Processing Agent (P-1) for synthetic fibers was prepared by uniformly mixing together Components (A-1) and (A-2) shown in Table 1 below each in an amount of 22% as Component A, Components (B-1), (B-3), (B-8), (B-9), (B-11) and (B-12) shown in Table 2 below respectively in an amount of 6%, 3%, 3%, 2%, 3% and 6% as Component B, Components (C-1) and (C-2) shown in Table 3 below respectively in an amount of 2% and 5% as Component C, Component (D1-1) shown in Table 4 below and Component (D2-1) shown in Table 5 below respectively in an amount of 5% and 8% as Component D, and Components (E-1), (E-2) and (E-3) shown in Table 6 below respectively in an amount of 3%, 5% and 5% as Component E for a total of 100 mass %.
Test Examples 2-16 and Comparison Examples 1-7
Processing Agents (P-2)-(P-16) for synthetic fibers of Test Examples 2-16 and Processing Agents (R-1)-(R-7) for synthetic fibers of Comparison Examples 1-7 were prepared as done for Test Example 1. The details of the components which were used for their preparation are shown also in Tables 1-6, and the details of the processing agents prepared in these Examples are shown in Tables 7-9.











TABLE 1








Component 
Kinetic viscosity 



Kind
A
at 30° C. (mm2/s)









A-1
Fluidic paraffin oil
47



A-2
Lauryl oleate
—



A-3
Octyl palmitate
—



A-4
Isotridecyl stearate
—


















TABLE 2





Kind
Component B







B-1 
Polyoxyethylene (20 mole) hydrogenated castor oil ether dioleate


B-2 
Polyoxyethylene (15 mole) hydrogenated castor oil ether trioleate


B-3 
Polyoxyethylene (25 mole) hydrogenated castor oil ether trilaurate


B-4 
Polyoxyethylene (12 mole) hydrogenated castor oil ether dioleate


B-5 
Polyoxyethylene (20 mole) hydrogenated castor oil ether trioleate


B-6 
Polyoxyethylene (15 mole) hydrogenated castor oil ether dilaurate


B-7 
Polyoxyethylene (30 mole) hydrogenated castor oil ether dioleate


B-8 
Bis(polyoxyethylene (3 mole) C12, 13 ether) adipate


B-9 
Polyoxyethylene (7 mole) octyl alcohol ether laurate


B-10
Polyoxyethylene (3 mole) lauryl alcohol ether octylate


B-11
Polyoxyethylene glycol (3 mole) monooleate


B-12
Polyoxyethylene glycol (6 mole) dioleate


B-13
Polyoxyethylene glycol (4 mole) dilaurate



















TABLE 3







Kind
Component C









C-1
Sorbitan sesquioleate



C-2
Sorbitan monooleate



C-3
Sorbitan trioleate




















TABLE 4








Weight average




Attachment
molecular weight


Kind
Component D
Form
(Mw)


















D1-1
Polyoxyethylene (9 mole) 
Random
702



polyoxypropylene (4 mole) 





butanol ether




D1-2
Polyoxyethylene (8 mole) 
Random
658



polyoxypropylene





(4 mole) butanol ether




D1-3
Polyoxyethylene (11 mole) 
Random
1080



polyoxypropylene





(9 mole) butanol ether




D1-4
Polyoxyethylene (6 mole) 
Random
512



polyoxypropylene





(3 mole) butanol ether




D1-5
Polyoxyethylene (10 mole) 
Random
1268



polyoxypropylene





(13 mole) butanol ether




D1-6
Polyopxypropylene (5 mole) 
Random
364



butanol ether




d1-1
Polyoxyethylene (9 mole) 
Block
702



polyoxypropylene





(4 mole) butanol ether



















TABLE 5








Weight average




Attachment
molecular weight


Kind
Component D
Form
(Mw)


















D2-1
Polyoxyethylene (3 mole) 
Random
492



polyoxypropylene





(3 mole) lauryl ether




D2-2
Polyoxyethylene (2 mole) 
Random
390



polyoxypropylene





(2 mole) lauryl ether




D2-3
Polyoxyethylene (12 mole) 
Random
1236



polyoxypropylene





(9 mole) lauryl ether




D2-4
Polyoxyethylene (8 mole) 
Random
1016



polyoxypropylene





(8 mole) isotridecanol ether




d2-1
Polyoxyethylene (3 mole) 
Block
492



polyoxypropylene





(3 mole) lauryl ether




d2-2
Polyopxypropylene (2 mole) 
Block
302



lauryl ether




d2-3
Polyoxyethylene (15 mole) 
Random
1716



polyoxypropylene





(15 mole) lauryl ether



















TABLE 6







Kind
Component E









E-1
Potassium octylate



E-2
Sodium pentadecan sulfonate



E-3
Polyoxyethylene (4 mole) lauryl phosphate ester =




polyoxyethylene (4 mole) lauryl aminoether






















TABLE 7








Component A
Component B
Component C
Component D
Component E























TE
Kd
*1
*2
*3
*1
*2
*3
*1
*2
*3
*1
*2
*3
*1
*2
*3


























1
P-1
A-1
22
44
B-1
6
23
C-1
2
7
D1-1
5
13
E-1
3
13




A-2
22

B-3
3

C-2
5

D2-1
8

E-2
5








B-8
3







E-3
5








B-9
2

















B-11
3

















B-12
6












2
P-2
A-1
13
50
B-1
6
23
C-1
2
7
D1-1
2
5
E-1
5
15




A-2
37

B-3
3

C-2
5

D2-1
3

E-2
5








B-8
3







E-3
5








B-9
2

















B-11
3

















B-13
6












3
P-3
A-2
48
48
B-1
7
24
C-1
4
9
D1-2
3
9
E-2
5
10







B-2
3

C-2
5

D2-1
6

E-3
5








B-9
2

















B-10
3

















B-11
3

















B-13
6












4
P-4
A-1
20
45
B-2
5
22
C-1
3
9
D1-1
4
13
E-1
1
11




A-2
25

B-4
4

C-2
6

D2-2
9

E-2
5








B-8
3







E-3
5








B-9
3

















B-11
3

















B-12
4












5
P-5
A-1
23
44
B-1
6
23
C-1
2
7
D1-3
5
13
E-1
3
13




A-2
21

B-4
3

C-2
5

D2-1
8

E-2
5








B-8
3







E-3
5








B-9
2

















B-11
3

















B-12
6












6
P-6
A-1
19
41
B-4
6
23
C-1
3
11
D1-1
4
12
E-1
3
13




A-2
22

B-6
3

C-2
8

D2-1
8

E-2
5








B-8
3







E-3
5








B-9
2

















B-11
3

















B-12
6












7
P-7
A-1
20
41
B-5
5
23
C-2
4
10
D1-1
6
13
E-1
3
13




A-2
21

B-7
4

C-3
6

D2-2
7

E-2
5








B-8
3







E-3
5








B-9
2

















B-11
3

















B-12
6












8
P-8
A-1
20
42
B-3
5
21
C-1
3
9
D1-1
6
15
E-1
3
13




A-2
22

B-6
2

C-2
6

D2-1
9

E-2
5








B-8
3







E-3
5








B-9
2

















B-11
3

















B-12
6





















TABLE 8








Component A
Component B
Component C
Component D
Component E























TE
Kd
*1
*2
*3
*1
*2
*3
*1
*2
*3
*1
*2
*3
*1
*2
*3


























9
P-9
A-1
20
44
B-2
5
24
C-2
6
9
D1-2
5
10
E-1
3
13




A-2
24

B-5
3

C-3
3

D2-1
5

E-2
5








B-8
5







E-3
5








B-9
3

















B-11
2

















B-12
6












10
P-10
A-1
10
40
B-1
6
23
C-1
4
11
D1-1
6
16
E-2
5
10




A-3
30

B-2
4

C-2
7

D2-1
10

E-3
5








B-8
3

















B-9
2

















B-10
3

















B-12
5












11
P-11
A-1
23
35
B-1
5
30
C-1
4
12
D1-2
5
9
E-1
4
14




A-4
12

B-2
6

C-2
8

D2-1
4

E-2
5








B-8
3







E-3
5








B-9
4

















B-11
6

















B-12
6












12
P-12
A-1
25
50
B-1
5
18
C-2
5
5
D1-1
6
15
E-1
2
12




A-2
25

B-2
3




D2-1
9

E-2
5








B-9
2







E-3
5








B-11
3

















B-12
5












13
P-13
A-1
23
46
B-1
3
22
C-1
3
9
D1-5
5
12
E-1
1
11




A-2
23

B-2
4

C-2
6

D2-4
7

E-2
5








B-8
3







E-3
5








B-9
3

















B-11
3

















B-12
6












14
P-14
A-1
23
46
B-1
6
20
C-1
4
9
D1-6
6
15
E-2
5
10




A-2
23

B-2
3

C-2
5

D2-3
9

E-3
5








B-8
3

















B-9
2

















B-11
3

















B-12
3












15
P-15
A-1
27
54
B-1
11
24
C-2
4
4
D2-1
7
7
E-2
6
11




A-2
27

B-2
3







E-3
5








B-9
3

















B-11
3

















B-12
4












16
P-16
A-1
20
42
B-1
7
23
C-1
6
13
D1-6
2
12
E-2
5
10




A-2
22

B-2
3

C-2
7

D2-3
10

E-3
5








B-8
3

















B-9
3

















B-11
3

















B-13
4





















TABLE 9








Component A
Component B
Component C
Component D
Component E























CE
Kd
*1
*2
*3
*1
*2
*3
*1
*2
*3
*1
*2
*3
*1
*2
*3


























1
R-1
A-1
24
48
B-1
7
29
C-1
3
9



E-1
4
14




A-2
24

B-2
4

C-2
6




E-2
5








B-8
4







E-3
5








B-9
2

















B-11
5

















B-12
7












2
R-2
A-1
23
46
B-1
6
23
C-1
2
7
d1-1
11
11
E-1
3
13




A-2
23

B-3
3

C-2
5




E-2
5








B-8
3







E-3
5








B-9
2

















B-11
3

















B-13
6












3
R-3
A-1
23
46
B-2
6
24
C-1
4
10
d2-1
9
9
E-1
1
11




A-2
23

B-4
4

C-2
6




E-2
5








B-8
3







E-3
5








B-9
2

















B-11
3

















B-12
6












4
R-4
A-1
29
62
B-2
6
24



d2-1
9
9
E-1
1
5




A-2
33

B-4
4







E-2
2








B-8
3







E-3
2








B-9
2

















B-11
3

















B-12
6












5
R-5
A-1
20
42
B-3
6
25
C-1
4
10
d1-1
6
13
E-1
2
10




A-2
22

B-4
4

C-2
6

d2-2
7

E-2
3








B-8
3







E-3
5








B-9
4

















B-10
3

















B-12
5












6
R-6
A-1
9
18
B-2
9
39
C-1
4
10
d1-1
7
17
E-1
5
16




A-2
9

B-4
6

C-2
6

D2-2
10

E-2
6








B-8
5







E-3
5








B-9
6

















B-10
5

















B-12
8












7
R-7
A-1
16
31
B-2
4
22
C-1
10
25
d2-3
9
9
E-1
3
13




A-2
15

B-5
4

C-2
15




E-2
5








B-8
3







E-3
5








B-9
2

















B-10
3

















B-12
6









In Tables 7, 8 and 9:

    TE: Test Example
    CE: Comparison Example
    Kd: Kind of processing agent for synthetic fibers
    *1: Kind
    *2: Ratio
    *3: Sum of ratios (%)


Part 2 Preparation of Aqueous Liquids of Processing Agents for Synthetic Fibers
Test Example 17
Aqueous liquids of processing agents for synthetic fibers with concentrations 40%, 50%, 60%, 70% and 90% were prepared by uniformly mixing specified amounts of Processing Agent (P-1) for synthetic resin prepared in Part 1 and specified amounts of ion exchange water. A sample of 100 ml was taken from each of these prepared aqueous liquids of processing agents for synthetic fibers, left quietly for 2 weeks at 40° C. in a 200 ml-beaker, and evaluated for its stability, those without separation being evaluated as stable (∘) and those with separation being evaluated as unstable (x). Another sample of 100 ml was also taken from each of the aqueous liquids and the kinetic viscosity of each of these samples at 30° C. was also measured in units of (mm2/s) by the Canon-Finske method. The results of the measurement are shown in Table 10.
Test Examples 18-32 and Comparison Examples 8-14
Aqueous liquids of Test Examples 18-32 and Comparison Examples 8-14 of processing liquids for synthetic fibers were prepared as done for Test Example 17. Their stability was evaluated and their kinetic viscosity was measured. These results are also shown in Table 10.










TABLE 10








Kind of





processing
Evaluation of stability
Kinetic viscosity (mm2/s)



















agent
40%
50%
60%
70%
90%
40%
50%
60%
70%
90%





















TE-17
P-1
∘
∘
∘
∘
∘
120
140
140
150
100


TE-18
P-2
∘
∘
∘
∘
∘
60
70
90
80
70


TE-19
P-3
∘
∘
∘
∘
∘
130
160
160
130
95


TE-20
P-4
∘
∘
∘
∘
∘
140
150
160
140
110


TE-21
P-5
∘
∘
∘
∘
∘
150
160
160
170
115


TE-22
P-6
∘
∘
∘
∘
∘
85
95
105
110
90


TE-23
P-7
∘
∘
∘
∘
∘
180
200
190
200
140


TE-24
P-8
∘
∘
∘
∘
∘
150
160
170
140
120


TE-25
P-9
∘
∘
∘
∘
∘
130
160
150
120
100


TE-26
P-10
∘
∘
∘
∘
∘
100
110
120
120
85


TE-27
P-11
∘
∘
∘
∘
∘
120
150
160
140
90


TE-28
P-12
∘
∘
∘
∘
∘
120
190
200
160
100


TE-29
P-13
∘
∘
∘
∘
∘
150
270
290
200
150


TE-30
P-14
∘
∘
∘
∘
∘
110
240
230
200
140


TE-31
P-15
∘
∘
∘
∘
∘
260
280
290
270
165


TE-32
P-16
∘
∘
∘
∘
∘
180
260
280
220
145


CE-8
R-1
x
x
x
x
∘
*5
2500
*4
*5
110


CE-9
R-2
x
x
x
x
∘
*5
*4
1500
350
130


CE-10
R-3
∘
x
x
x
∘
80
*5
*5
430
100


CE-11
R-4
x
x
x
x
x
*5
*5
*5
*5
80


CE-12
R-5
x
x
x
∘
∘
90
*5
*5
850
80


CE-13
R-6
x
∘
x
x
∘
40
540
620
350
100


CE-14
R-7
x
∘
∘
x
∘
190
340
450
320
160





In Table 10:


TE: Test Example


CE: Comparison Example


*4: Measurement could not be taken because of the gelation of the aqueous liquid


*5: Measurement could not be taken because the aqueous liquid did not emulsify and was either non-uniform or separated






Part 3 Production and Evaluation of Synthetic Fibers Having Aqueous Liquid of Processing Agent Applied
Test Example 33
Aqueous liquid of processing agent with concentration of 55% was prepared by uniformly mixing 55 parts of Processing Agent (P-1) for synthetic fibers prepared in Part 1 and 45 parts of ion exchange water. Polyester fibers of 83.3 decitex (75 denier) 36-filament were produced by drying chips of polyethylene terephthalate having intrinsic viscosity 0.64 and containing 0.2% of titanium oxide, thereafter using an extruder for spinning at 295° C., pushing out from the mouthpiece to cool and solidify, thereafter using a guide oiling method which makes use of a metering pump to cause the aforementioned aqueous liquid of processing agent for synthetic fibers to adhere to running yarns at a rate of 1.0% with respect to the running yarns as processing agent for synthetic fibers, thereafter collecting them by means of a guide, taking them up by an adopt roller heated to 90° C. with a speed of 1400 m/minute, and thereafter drawing them at a rate of 3.2 times between the adopt roller and a draw roller which rotates at a rate of 4800 m/minute. The mass of deposit, spinning property, yarn quality and dyeing property as polyester fibers are thus produced were measured and evaluated as follows. The results of the measurements and evaluations are shown in Table 11.
Measurement of Mass of Deposit
A 2 g-mass of the produced polyester fibers was accurately weighed and subjected to an extraction process with 10 ml of a liquid mixture of n-hexane/ethanol=7/3 (volume ratio), and after the extracted liquid was dried for 5 minutes at 100° C. on an accurately weighed aluminum tray, its mass was measured to calculate the agent mass of deposit by the following formula:

(Mass of Deposit in %)=100×(B−A)/S 

where A is the weight of the aluminum tray, B is the weight of the aluminum tray inclusive of the extracted agent, and S is the weight of the fibers used for the extraction.

Evaluation of Spinning Property

Yarn breakage frequency for one ton of yarns at the time of the production of polyester fibers was measured ten times and their average was evaluated as follows:
A: Yarn breakage frequency was less than 0.5 times
B: Yarn breakage frequency was between 0.5 times and 1.0 time
C: Yarn breakage frequency was between 1.0 time and less than 2.0 times
D: Yarn breakage frequency was 2.0 times or more
Evaluation of Yarn Quality
Evenness U % of produced polyester fibers was evaluated by using USTER TESTER UT-5 (produced by USTER Co., Ltd.) at yarn speed of 200 m/minute. Similar evaluations were repeated five times and evaluations were made as follows from each result:
A: Evenness U % was 1.0 or less in all five results
B: Evenness U % was 1.0 or greater in one of the five results
C: Evenness U % was 1.0 or greater in two of the five results
D: Evenness U % was 1.0 or greater in three or more of the five results
Evaluation of Dyeing Property
Fabrics of diameter 70 mm and length 1.2 mm were prepared from the produced polyester fibers by using a knitting machine. Each fabric was dyed by a high-pressure dyeing method by using a disperse dye Kayalon polyester Blue ENL-E (tradename) produced by Nippon Kayaku Co., Ltd. Each dyed fabric was washed with water by a regular method and was set, after being subjected to a reduction cleaning process and dried, to an iron cylinder with diameter 70 mm and length 1.0 mm. Densely dyed spots on the fabric surface were examined by visual observation and their number was counted for evaluation. Similar evaluations were repeated five times and the average value of the numbers of densely dyed spots was evaluated as follows:
A: There was no densely dyed spot
B: There were 1-2 densely dyed spots
C: There were 3-6 densely dyed spots
D: There were 7 or more densely dyed spots.
Test Examples 34-51 and Comparison Examples 15-22
Aqueous liquids of processing agents for synthetic fibers with various concentrations for Test Examples 34-51 and Comparison Examples 15-22 were prepared as done for Test Example 33, polyester fibers were produced, and their spinning property, yarn quality and dyeing property were evaluated. The results are shown in Table 11.













TABLE 11






Kind of
Concentra-







Proces-
tion of
Mass of


Dyeing



sing
Aqueous
Deposit
Spinning
Yarn
Prop-



Agent
Liquid (%)
(%)
Property
Quality
erty







TE-33
P-1
55
1.0
A
A
A


TE-34
P-1
65
1.0
A
A
A


TE-35
P-2
70
1.1
A
A
A


TE-36
P-1
45
0.8
A
A
A


TE-37
P-2
50
0.9
A
A
A


TE-38
P-3
60
0.9
A
A
A


TE-39
P-4
50
1.0
A
A
A


TE-40
P-5
40
1.2
A
A
A


TE-41
P-6
60
0.8
A
A
A


TE-42
P-7
50
0.9
A
A
A


TE-43
P-8
50
1.0
A
A
A


TE-44
P-9
55
1.0
A
A
A


TE-45
P-10
50
0.8
A
A
A


TE-46
P-11
40
1.0
A
A
A


TE-47
P-12
70
0.9
A
A
A


TE-48
P-13
60
0.8
B
A
A


TE-49
P-14
40
1.0
A
A
B


TE-50
P-15
50
1.1
A
B
B


TE-51
P-16
40
0.9
A
B
B


CE-15
R-1
60
1.0
*6
—
—


CE-16
R-1
10
1.0
A
C
D


CE-17
R-2
40
0.8
C
D
C


CE-18
R-3
40
0.9
C
C
C


CE-19
R-4
70
1.0
C
D
B


CE-20
R-5
60
1.1
C
D
C


CE-21
R-6
40
1.0
D
—
—


CE-22
R-7
60
0.9
C
C
C





In Table 11:


TE: Test Example


CE: Comparison Example


Mass of Deposit: Mass of deposit as processing agent for synthetic fibers with respect to polyester fibers


*6: Application could not be made because the viscosity of the aqueous liquid of processing agent for synthetic fibers was too high






Table 11 shows clearly that the present invention makes it possible not only to apply processing agents for synthetic fibers as an aqueous liquid system with high concentration in the production or fabrication process of synthetic fibers but also to operate with superior spinning property and to obtain synthetic fibers with superior yarn quality and dyeing property.

## Claims

1. A processing agent for synthetic fibers, said processing agent containing Component A in an amount of 20-70 mass %, Component B in an amount of 5-45 mass %, Component C in an amount of 1-20 mass %, Component D in an amount of 5-35 mass %, and Component E in an amount of 1-20 mass % for a total of 100 mass %; wherein
said Component A is an ester oil with a total of 10-100 carbon atoms and/or a mineral oil with kinetic viscosity at 30° C. of 1-500 mm2/s;
said Component B is one or more selected from the group consisting of compounds shown by R1—X1—R2, compounds shown by R3—X2—Y1—X3—R4, castor oil derivatives obtained by esterifying (poly)oxyethylene castor oil ether having within its molecule (poly)oxyethylene group formed with 1-100 oxyethylene units and aliphatic monocarboxylic acid with 6-22 carbon atoms, and hydrogenated castor oil derivatives obtained by esterifying (poly)oxyethylene hydrogenated castor oil ether having within its molecule (poly)oxyethylene group formed with 1-100 oxyethylene units and aliphatic monocarboxylic acid with 6-22 carbon atoms, where R1 is a residual group obtained by removing hydrogen atom from carboxyl group of aliphatic monocarboxylic acid with 6-22 carbon atoms, X1 is a residual group obtained by removing all hydroxyl groups from (poly)ethylene glycol having within its molecule (poly)oxyethylene group formed with 1-20 oxyethylene units, R2 is a residual group obtained by removing hydrogen atom from carboxyl group of aliphatic monocarboxylic acid with 6-22 carbon atoms, a residual group obtained by removing hydrogen atom from hydroxyl group of aliphatic monoalcohol with 6-22 carbon atoms, or hydroxyl group, R3 and R4 are each a residual group obtained by removing hydrogen atom from carboxyl group of aliphatic monocarboxylic acid with 6-22 carbon atoms, X2 and X3 are each a residual group obtained by removing all hydroxyl groups from (poly)ethylene glycol having within its molecule (poly)oxyethylene group formed with 1-20 oxyethylene units, Y1 is a residual group obtained by removing hydrogen atom from carboxyl group of aliphatic dicarboxylic acid with 3-12 carbon atoms;
said Component C is an ester of sorbitan and aliphatic monocarboxylic acid with 10-22 carbon atoms;
said Component D is an ethylene oxide and propylene oxide random adduct of aliphatic alcohol with 2-22 carbon atoms with weight average molecular weight of 100-1500; and
said Component E is one or more selected from the group consisting of fatty acid salts, aliphatic phosphates and aliphatic sulfonates.

2. The processing agent of claim 1 wherein the ester oil in said Component A is obtained by esterifying aliphatic monoalcohol with 6-22 carbon atoms and aliphatic monocarboxylic acid with 6-22 carbon atoms.

3. The processing agent of claim 2 wherein the mineral oil in said Component A is fluidic paraffin oil with kinetic viscosity at 30° C. of 1-200 mm2/s.

4. The processing agent of claim 1 wherein Component D consists of Component D1 which is an ethylene oxide and propylene oxide random adduct of aliphatic monoalcohol with 2-8 carbon atoms having weight average molecular weight in the range of 600-1200 and Component D2 which is an ethylene oxide and propylene oxide random adduct of aliphatic monoalcohol with 10-18 carbon atoms having weight average molecular weight in the range of 300-900 such that the mass ratio of Component D1 with respect to the sum of Component D1 and Component D2 is in the range of 0.20-0.60.

5. The processing agent of claim 3 wherein Component D consists of Component D1 which is an ethylene oxide and propylene oxide random adduct of aliphatic monoalcohol with 2-8 carbon atoms having weight average molecular weight in the range of 600-1200 and Component D2 which is an ethylene oxide and propylene oxide random adduct of aliphatic monoalcohol with 10-18 carbon atoms having weight average molecular weight in the range of 300-900 such that the mass ratio of Component D1 with respect to the sum of Component D1 and Component D2 is in the range of 0.20-0.60.

6. An aqueous liquid of processing agent for synthetic fibers comprising a processing agent of claim 1 for synthetic fibers in an amount of 40-90 mass % and water in an amount of 10-60 mass % for a total of 100 mass %, being evaluated to be stable by a specified evaluation method and having kinetic viscosity of 50-300 mm2/s as measured by a specified measurement method;
said specified evaluation method comprising the steps of preparing sample aqueous liquids of 100 ml each with concentrations of said processing agent respectively 40 mass %, 50 mass %, 60 mass %, 70 mass % and 90 mass %, leaving each of said sample aqueous liquids quietly in a 200 ml beaker with an open top for 2 weeks at 40° C., and evaluating as stable those of said samples without separation; and
said specified measurement method comprising the steps of preparing sample aqueous liquids of 100 ml each with concentrations of said processing agent respectively 40 mass %, 50 mass %, 60 mass %, 70 mass % and 90 mass %, and measuring kinetic viscosity at 30° C. of each of said sample aqueous liquids by a Canon-Finske method in units of mm2/s.

7. An aqueous liquid of processing agent for synthetic fibers comprising a processing agent of claim 3 for synthetic fibers in an amount of 40-90 mass % and water in an amount of 10-60 mass % for a total of 100 mass %, being evaluated to be stable by a specified evaluation method and having kinetic viscosity of 50-300 mm2/s as measured by a specified measurement method;
said specified evaluation method comprising the steps of preparing sample aqueous liquids of 100 ml each with concentrations of said processing agent respectively 40 mass %, 50 mass %, 60 mass %, 70 mass % and 90 mass %, leaving each of said sample aqueous liquids quietly in a 200 ml beaker with an open top for 2 weeks at 40° C., and evaluating as stable those of said samples without separation; and
said specified measurement method comprising the steps of preparing sample aqueous liquids of 100 ml each with concentrations of said processing agent respectively 40 mass %, 50 mass %, 60 mass %, 70 mass % and 90 mass %, and measuring kinetic viscosity at 30° C. of each of said sample aqueous liquids by a Canon-Finske method in units of mm2/s.

8. A processing method of synthetic fibers comprising the step of depositing an aqueous liquid of claim 6 to become adhered to said synthetic fibers in an amount of 0.1-5 mass % as processing agent with respect to said synthetic fibers.

9. A processing method of synthetic fibers comprising the step of depositing an aqueous liquid of claim 7 to become adhered to said synthetic fibers in an amount of 0.1-5 mass % as processing agent with respect to said synthetic fibers.

10. The processing method of claim 8 wherein said aqueous liquid comprises said processing agent in an amount of 40-70 mass % and water in an amount of 30-60 mass % for a total of 100 mass %.

11. The processing method of claim 9 wherein said aqueous liquid comprises said processing agent in an amount of 40-70 mass % and water in an amount of 30-60 mass % for a total of 100 mass %.

12. Synthetic fibers obtained by the processing method of claim 8.

13. Synthetic fibers obtained by the processing method of claim 9.

14. Synthetic fibers obtained by the processing method of claim 10.

15. Synthetic fibers obtained by the processing method of claim 11.