Title of Invention

AGENT FOR PROCESSING SYNTHETIC FIBERS AND METHOD FOR PROCESSING SYSNTHETIC FIBERS

Abstract To provide an agent for processing synthetic fibers and a method for processing the synthetic fibers, wherein the agent contains a lubricant and a functional agent, and also contains 0.05 to 20 % by weight of a specific phosphoric ester as at least a part of said functional agent, and said phosphoric ester has one to three residual groups obtained by removing all hydroxyl groups from (poly) alkyleneglycol having a (poly) oxyalkylene group composed of 1-50 oxyalkylene units with 2-4 carbon atoms, in the ester molecular.
Full Text FIBERS
BACKGROUND OF THE INVENTION
Field of the Invention
The present invention relates to an agent for
processing synthetic fibers and a method for
processing synthetic fibers. In recent years, high
speed of the process is further advanced remarkably
in a spinning process or a textured process of the
synthetic fibers, so that it tends to generate a fluff
or a yarn break increasingly in accordance with the
high speed. In order to prevent the generation of the
fluff or the yarn break, it has been carried out that
the agent, where the content ratio of a functional
agent is increased for preventing the generation of
the fluff or the yarn break, is used as an agent for
processing synthetic fibers to be adhered to the
synthetic fibers, or the adhesion amount of the agents
for processing synthetic fibers to the synthetic
fibers is increased. However, it still cannot deal
sufficiently with the problems accompanied with the
high speed in recent years. The present invention
relates to the agent for processing synthetic fibers
and the method for processing synthetic fibers, which
are capable of dealing with the problems accompanied
with the high speed in recent years in the spinning
process or the textured process of the synthetic fibers,
so as to prevent the generation of the fluff or the
yarn break sufficiently.
Description of the Conventional Art
Conventionally, as the agent for processing
synthetic fibers, the agent containing a lubricant and
the functional agent has been used in general. As said
agent for processing synthetic fibers, various agents
containing the functional agent for preventing the
generation of the fluff or the yarn break have been
known, (for example, referring to Japanese Patent Laid
-Open No. 310241-1995, Japanese Patent Laid-Open No.
325949-1996, Japanese Patent Laid-Open No. 61646-
1999). However, in these conventional agents for
processing synthetic fibers, there are problems that
the generation of the fluff or the yarn break cannot
be prevented sufficiently in the spinning process or
the textured process with the high speed in recent
years .
The present invention has the object to provide
the agent for processing synthetic fibers and the
method for processing synthetic fibers, which are
capable of dealing with the problems accompanied with
the high speed in recent years in the spinning process
or the textured process of the synthetic fibers, and
preventing the generation of the fluff or the yarn
break sufficiently.
Summary of the Invention
Present inventors have examined in order to solve
the above - described problems and, as a result, it has
been found out that the agent for processing synthetic
fibers, where the predetermined amount of a specified
phosphoric ester is contained as at least a part of
the functional agent, is surely preferable, and
adhering the predetermined amount of said agent for
processing synthetic fibers to the synthetic fibers
is surely preferable.
That is, the present invention relates to the
agent for processing synthetic fibers, where 0.05 to
20 % by weight of the phosphoric ester shown by formula
1 is contained as at least a part of the functional
agent. Moreover, the present invention also relates
to the method for adhering said agents of the present
invention to the synthetic fibers to have 0.1 to 3 %
by weight.
where R1, R2 and R3 are simultaneously the same or
different alkyl group with 1-24 carbon atoms, alkenyl
group with 2-24 carbon atoms or organic group shown
by Formula 2, and at least one of said R1, R2 and R3
is the organic group shown by Formula 2.
[Formula 2]
-A- 0- R4
where R4 is hydrogen atom, alkyl group with 1-24 carbon
atoms or alkenyl group with 2-24 carbon atoms, and A
is a residual group obtained by removing all hydroxyl
groups from (poly) alkyleneglycol having a (poly)
oxyalkylene group composed of 1-50 oxyalkylene units
with 2-4 carbon atoms.
First, the agent for processing synthetic fibers
of the present invention will be explained. The agent
for processing synthetic fibers of the present
invention contains the lubricant and the functional
agent, and also contains the phosphoric ester shown
by Formula 1 as at least a part of said functional
agent.
The phosphoric ester shown by Formula 1 is the
phosphoric ester where R1, R2 and R3 therein are
simultaneously the same or different alkyl group with
1-24 carbon atoms, alkenyl group with 2-24 carbon atoms
or organic group shown by Formula 2, and at least one
of said R1, R2 and R3 is the organic group shown by
Formula 2. As for said phosphoric ester shown by
Formula 1, the following three cases are contained,
that is, (1) the phosphoric ester in the case that all
of the R1, R2 and R3 in Formula 1 are the same organic
group, (2) the phosphoric ester in the case that any
two of R1, R2 and R3 in Formula 1 are the same organic
group and another one is the different organic group,
and (3) the phosphoric ester in the case that all of
R1, R2 and R3 in Formula 1 are the different organic
groups.
When one or two of R1, R2 and R3 in Formula 1 are
the alkyl group with 1-24 carbon atoms, the following
groups can be used as said alkyl group, that is, a
methyl group, an ethyl group, a butyl group, a hexyl
group, a heptyl group, an octyl group, a nonyl group,
a decyl group, undecyl group, a dodecyl group, a
tetradecyl group, a pentadecyl group, a hexadecyl
group, a heptadecyl group, an octadecyl group, a
nonadecyl group, an eicosanyl group, a heneicosanyl
group, a docosanyl group, a tricosanyl group, a
tetracosanyl group, a pentacosanyl group, a
hexacosanyl group. a heptacosanyl group, an
octacosanyl group, a 2 -methyl-pentyl group, an 2-ethyl
-hexyl group, a 2-propyl-heptyl group, a 2-butyl-octyl
group, a 2-pentyl-nonyl group, a 2-hexyl-decyl group,
a 2-heptyl-undecyl group, an 2-octyl-dodecyl group, a
2-nonyl-tridecyl group, a 2-decyl-tetradecyl group, an
2 -undecyl-pentadecyl group, a 2 - dodecyl-hexadecyl
group or the like. When one or two of R1, R2 and R3 in
Formula 1 are the alkenyl group with 2-24 carbon atoms,
the following groups can be used as the alkenyl group,
that is, an 10-undecenyl group, a 9C-octadecenyl group,
a 9t-octadecenyl group, a 9C, 12C-octadeca- 9, 12-
dienonyl group, a 9C, 12C, 15C-octadeca- 9, 12, 15-
trienonyl group, a 9C-eicocenyl group, a 5, 8, 11, 14
- eicosa tetraenoyl group, 13C - docosenyl group,
13t-docosenyl group or the like.
When one or more than two of R1, R2 and R3 in Formula
1 are the organic group shown by Formula 2, the
following organic groups are contained as said organic
group, that is, (1) the organic group in the case that
R4 in Formula 2 is a hydrogen atom, and A is the residual
group obtained by removing all hydroxyl groups from
alkyleneglycol having one oxyalkylene unit with 2-4
carbon atoms, (2) the organic group in the case that
R4 in Formula 2 is the alkyl group with 1-24 carbon
atoms, and A is the residual group obtained by removing
all hydroxyl groups from alkyleneglycol having one
oxyalkylene unit with 2-4 carbon atoms, (3) the organic
group in the case that R4 in Formula 2 is the alkenyl
group with 2-24 carbon atoms, and A is the residual
group obtained by removing all hydroxyl groups from
alkyleneglycol having one oxyalkylene unit with 2-4
carbon atoms, (4) the organic group in the case that
R4 in Formula 2 is a hydrogen atom, and A is the residual
group obtained by removing all hydroxyl groups from
polyalkyleneglycol having the polyoxyalkylene group
composed of 2-50 oxyalkylene units with 2-4 carbon
atoms, (5) the organic group in the case that R4 in
Formula 2 is the alkyl group with 1-24 carbon atoms,
and A is the residual group obtained by removing all
hydroxyl groups from polyalkyleneglycol having the
polyoxyalkylene group composed of 2-50 oxyalkylene
units with 2-4 carbon atoms, (6) the organic group in
the case that R4 in Formula 2 is the alkenyl group with
2-24 carbon atoms, and A is the residual group obtained
by removing all hydroxyl groups from
polyalkyleneglycol having the polyoxyalkylene group
composed of 2-50 oxyalkylene units with 2-4 carbon
atoms.
R4 in Formula 2 is a hydrogen atom, the alkyl group
with 1-24 carbon atoms or the alkenyl group with 2-24
carbon atoms. As for the alkyl group with 1-24 carbon
atoms and the alkenyl group with 2-24 carbon atoms,
the above description with respect to R1, R2 and R3 is
similarly applied. It is preferable that the
phosphoric ester shown by Formula 1 is the ester where
R4 in Formula 2 is the hydrogen atom.
As A in Formula 2, (1) the residual group obtained
by removing all hydroxyl groups from alkyleneglycol
having one oxyalkylene unit with 2-4 carbon atoms, and
(2) the residual group obtained by removing all
hydroxyl groups from polyalkyleneglycol having the
polyoxyalkylene group composed of 2-50 oxyalkylene
units with 2-4 carbon atoms, are contained as described
above. However, as A in Formula 2, the residual group
obtained by removing all hydroxyl groups from
polyalkyleneglycol having the polyoxyalkylene group
composed of 2-50 oxyalkylene units with 2-4 carbon
atoms, is preferable. As the oxyalkylene unit with 2-4
carbon atoms composing said polyoxyalkylene group,
although oxyethylene unit, oxypropylene unit and
oxybutylene unit can be used, the oxyethylene unit and
the oxypropylene unit are preferable, and the
oxyethylene unit is more preferable. Moreover, it is
preferable that the total number of repeating said
oxyalkylene units is two to fifteen. When the
polyoxyalkylene group is composed with more than two
oxyalkylene units, which are different each other, a
random link or a block link can be used as a linking
means.
Therefore, as the phosphoric ester shown by
Formula 1, the phosphoric ester where A in Formula 2
is the residual group obtained by removing all hydroxyl
groups from polyalkyleneglycol having the
polyoxyalkylene group composed of 2-50 oxyalkylene
units with 2-4 carbon atoms, is preferable, and the
phosphoric ester where A in Formula 2 is the residual
group obtained by removing all hydroxyl groups from
polyalkyleneglycol having the polyoxyalkylene group
composed of 2-15 oxyalkylene units with 2 or 3 carbon
atoms is more preferable, and it is especially
preferable that said polyalkyleneglycol is
polyethyleneglycol .
The above - described phosphoric ester shown by
Formula 1 can be produced by the publicly known method.
For example, one of the methods which can be used is
adding the predetermined amount of a phosphorous
pentoxide to a fatty monovalent alcohol to react them
to obtain a phosphoric ester and thereafter carrying
out an addition reaction of alkyleneoxide to said
phosphoric ester.
The agent for processing synthetic fibers of the
present invention contains the lubricant and the
functional agent, and also contains 0.05 to 20 % by
weight of the above-described phosphoric ester shown
by Formula 1 as at least a part of said functional agent.
However, it is preferable that said agents contains
0.8 to 15 % by weight of said phosphoric ester, and
is more preferable 3 to 12 % by weight.
As the functional agent other than the phosphoric
ester shown by Formula 1, the publicly known agent can
be used. For example, the following agents can be used,
that is, (1) an antistatic agent, such as an anionic
surfactant, i.e. an alkyl sulfonate, an alkyl
carboxylate or the like, a cationic surfactant, i.e.
dodecyltrimethylammonium ethosulfate or the
like, and an amphoteric surfactant, i.e.
octyldimethylammonioacetate or the like, (2) an
oiliness agent, such as an organophosphate, a fatty
acid or the like, (3) a wetting agent, such as a
polyether modified silicone having a
polydimethylsiloxane chain having an average
molecular weight of 1500 to 3000 as a main chain and
polyoxyalkylene chain having an average molecular
weight of 700 to 5000 as a side chain, a surfactant

having perfluoroalkyl group, or the like, (4) a
cohennsive agent, such as a polyetherpolyester or the
like, (5) a boundary lubricant, such as an organic
titanium compound, an organic phosphorus compound or
the like, (6) an antioxidant, which has a phenol-type,
a phosphite-type, a thioether-type, an amine-type, or
the like, or (7) a rust preventive or the like.
When the above-described other functional agent
is used, it is preferable that the using amount of said
other functional agent is 0.2 to 15 % by weight in the
agents for processing synthetic fibers, and more
preferably 1 to 12 % by weight.
In the agents for processing synthetic fibers of
the present invention, as the lubricant, the publicly
known agents can be used. For example, (1) a fatty ester,
(2) an aromatic ester, (3) a polyether compound, (4)
a (poly) etherester compound, (5) a mineral oil, (6)
a silicone oil or the like, can be used.
As the above-described fatty ester, the following
compounds can be used, that is, (1) the ester compound,
where the fatty monovalent alcohol is esterified with
a fatty monocarboxylic acid, such as butyl stearate,
octyl stearate, oleyllaurate, oleyloleate,
isopentacosanyl isostearate or the like, (2) the ester
compound, where a fatty polyvalent alcohol is

esterified with the fatty monocarboxylic acid, such
as 1, 6 - hexanedioldidecanoate, trimethylolpropane
monoolate monolaurate or the like, (3) the ester
compound, where the fatty monovalent alcohol is
esterified with a fatty polyvalent carboxylic acid,
such as dilauryladipate, dioleylazelate or the like.
In these compounds, the fatty ester with 17-60 carbon
atoms is preferable, and the fatty ester with 17-60
carbon atoms, where the fatty monovalent alcohol is
esterified with the fatty monocarboxylic acid or the
fatty polyvalent alcohol is esterified with the fatty
mono carboxylic acid, is more preferable.
As the above - described aromatic ester, the
following ester compounds can be used, that is, (1)
the ester compound, where a aromatic alcohol is
esterified with the fatty monocarboxylic acid, such
as benzyl stearate, benzyl laurate or the like, (2)
the ester compound, where the fatty monovalent alcohol
is esterified with the aromatic carboxylic acid, such
as diisostearyl isophthalate, trioctyl trimellitate
or the like. In these esters, the ester where the
fatty monovalent alcohol is esterified with the
aromatic carboxylic acid is preferable.
As the above - described polyether compound, a
polyether monool, a polyether diol, a polyether triol

or the like, all of which have the polyoxyalkylene
group in the molecular, can be used. However, the
polyether compound having the average molecular weight
of 700 to 10000 is preferable. Further, the polyether
compound having the average molecular weight of 700
to 10000, where alkylene oxide with 2-4 carbon atoms
is added in the block state or randomly to a monovalent
to trivalent hydroxy compound with 1-18 carbon atoms,
is more preferable
As the above - described (poly) etherester
compound, the following (poly) ehterester compounds
can be used, that is, (1) the (poly) etherester
compound, where the (poly) ether compound, in which
the alkylene oxide with 2-4 carbon atoms is added to
the monovalent to trivalent fatty alcohol with 4-26
carbon atoms, is esterified with the fatty carboxylic
acid with 4-26 carbon atoms, (2) the (poly) etherester
compound, where the (poly) ether compound, in which
the alkylene oxide with 2-4 carbon atoms is added to
the monovalent to trivalent aromatic alcohol, is
esterified with the fatty carboxylic acid with 4-26
carbon atoms, or (3) the (poly) etherester compound,
where the (poly) ether compound, in which the alkylene
oxide with 2-4 carbon atoms is added to the fatty
alcohol with 4-26 carbon atoms, is esterified with the

aromatic carboxylic acid.
As the above - described mineral oil, various
mineral oils having various viscosities can be used.
In these oils, it is preferable that the mineral oil
has the viscosity of 1X10-6 to 1.3X10-1 m2 / s at 30
°C, and more preferable 1X10-6 to 5X10-5 m2 / s at 30
°C. As such preferable mineral oil, a liquid paraffin
can be used.
As the above - described silicone oil, various
silicone oils having various viscosities can be used.
In these silicone oils, a linear polyorganosiloxane
having the viscosity of 1X10-3 to 1 m2 / s at 30 °C can
be preferably used. As said linear polyorganosi loxane,
a linear polydimethylsiloxane, a linear
polydimethylsiloxane having a modifying group, or the
like, where the viscosity at 30 °C is 1X10-3 to 1 m2
/ s, can be used. In this case, as the modifying group,
a ethyl group, a phenyl group, a fluoropropyl group,
aminopropyl group, a carboxyoctyl group, a
polyoxye thyleneoxypropyl group, a w -
methoxypolyethoxypolypropoxy group or the like can
be used. Among those, the linear polydimethylsiloxane
is more preferable.
As the agent for processing synthetic fibers of
the present invention, it is preferable that the agent

contains 50 to 90 % by weight of the above-described
lubricant and 1 to 30 % by weight of the above-described
functional agent, and also contains 0.05 to 20 % by
weight of the above-described phosphoric ester shown
by Formula 1 as at least a part of said functional agent,
and it is more preferable that the agent contains 0.8
to 15 % by weight of said phosphoric agent shown by
Formula 1.
The agent for processing synthetic fibers of the
present invention can contain the emulsifier further.
As said emulsifier, the publicly known emulsifier can
be used. For example, the following compounds can be
used as the emulsifier, that is, (1) a nonionic
surfactant having the polyoxyalkylene group in the
molecular, such as polyoxyalkylene alkylether,
polyoxyalkylene alkylphenylether, polyoxyalkylene
alkylester, polyoxy castor oil, polyoxyalkylene
alkylamionoether or the like, (2) a polyvalent alcohol
partial ester type nonionic surfactant, such as
sorbitan monolaurate, sorbitan trioleate, glycerin
monolaurate, diglycerin dilaurate or the like, (3) a
polyoxyalkylene polyvalent alcohol fatty acid ester
type nonionic surfactant, such as a compound where
alkyleneoxide is added to a partial ester of a fatty
acid with a trivalent to hexavalent alcohol, a partial

or complete ester of the fatty acid with the trivalent
to hexavalent alcohol being added with alkyleneoxide,
or a compound where alkyleneoxide is added to ester
of a hydroxyl - fatty acid with the trivalent to
hexavalent alcohol. In these surfactants, the
polyoxyalkylene alkylether having the
polyoxyalkylene group, where the number of repeating
the oxyethylene group is 3 to 10, and the alkyl group
with 8-18 carbon atoms in the molecular is preferable.
When the above-described emulsifier is used, it
is preferable that the amount of the emulsifier is 2
to 30 % by weight in the agent for processing synthetic
fibers.
In the case that the agent for processing
synthetic fibers of the present invention contains the
emulsifier, as said agent for processing synthetic
fibers, it is preferable that the agent comprises the
above - described lubricant, functional agent and
emulsifier, contains 50 to 90 % by weight of said
lubricant, 1 to 30 % by weight of said functional agent
and 2 to 30 % by weight of said emulsifier, and also
contains 0.05 to 20 % by weight of the phosphoric ester
shown by Formula 1 as at least a part of said functional
agent. Further, the agents containing 0.8 to 15 % by
weight of the said phosphoric ester is more preferable.

Next, the method for processing synthetic fibers
of the present invention will be explained. The method
comprises a step of adhering the agent for processing
synthetic fibers of the present invention to the
synthetic fibers to have 0.1 to 3 % by weight,
preferably 0.3 to 1.2 % by weight. As the process for
adhering said agent for processing synthetic fibers
to the synthetic fibers, a spinning process, a process
carrying out a spinning and drawing simultaneously,
or the like, can be used. As the method of adhering
the agent for processing synthetic fiber to the
synthetic fibers, the following methods can be used,
that is, an oiling roller application, an oiling jet
with metering pump, a dip oiling, a spray oiling or
the like. Furthermore, as a condition at the time of
adhering the agent for processing synthetic fibers to
the synthetic fibers, although a neat, an organic
solvent solution, an aqueous solution or the like can
be used, the aqueous solution is preferable. When said
agent for processing synthetic fibers is adhered in
the condition of the aqueous solution, it is also
preferable that the amount of the agent is 0.1 to 3 %
by weight, more preferably 0.3 to 1.2 % by weight.
As the synthetic fibers being applied objects of
the method for processing synthetic fibers of the

present invention, the following fibers can be used,
that is, (1) a polyester fiber, such as polyethylene
terephthalate, polypropylene terephthalate, a poly
(lactic acid) polymers or the like, (2) a polyamide
fiber, such as nylon 6, nylon 66 or the like, (3) a
polyacrylic fiber, such as polyacryl, modaacryl or the
like, (4) a polyolefin fiber, such as polyethylene,
polypropylene or the like or a polyurethane fiber. In
these fibers, when the polyester fiber or polyamide
fiber is used, the present invention has the excellent
effectiveness.
DETAILED DESCRIPTION OF PREFERRED EMBODIMENT
As the preferred embodiment of the agent for
processing synthetic fibers of the present invention,
the following embodiments from (1) to (17) can be used.
(1) The agent for processing synthetic fibers
comprising 85 % by weight of the following lubricant
(A-1) , 5 % by weight of the following phosphoric ester
(B-1) as the functional agent, 5 % by weight of the
following emulsifier (C-1), 2 % by weight of the
following functional agent (D-1) and 3 % by weight of
the following functional agent (E-1) as the other
functional agents, where the total amount is 100 % by
weight.
The lubricant (A-1) : a mixture of polyether

monool comprising, (1) a polyether monool having a
number average molecular weight of 3000 where an
ethylene oxide (hereinafter referred to as EO) and a
propylene oxide (hereinafter referred to as PO) are
added randomly to butyl alcohol to have a weight ratio
EO/PO-50/50, (2) a polyether monool having the number
average molecular weight of 1000, where EO and PO are
added randamly to butyl alcohol to have the weight
ratio EO/PO-50/50, and (3) a polyether monool having
the number average molecular weight of 1000, where EO
and PO are added in the block state to octyl alcohol
to have the weight ratio EO/PO-35/65. In said mixture,
the weight ratio of these polyether monools
(1)/(2)/(3) is 30/50/20.
The phosphoric ester (B - 1) : didodecyl ( w
- hydroxy-polyoxyethylene) phosphate having the
number of repeating the oxyethylene group of 4
(hereinafter referred to as n=4), which is the
phosphoric ester shown by Formula 1, where R1 and -R2
are the dodecyl group, and R3 is the organic group shown
by Formula 2 and is w -hydroxy-polyoxyethylene (n = 4)
group.
The emulsifier (C-1) : a -dodecyl-co - hydroxy -
polyoxyethylene (n=7).
The functional agent (D-1) : a mixture comprising

(1) a potassium decylsulfonate and (2) a potassium
w -dodecyl-trioxyethylene phosphate, wherein the
weight ratio (l)/(2) is 42/58.
The functional agent (E-1) : a mixture comprising
(1) a polyether modified silicone and (2) an
ethyleneglycol, wherein the weight ratio (l)/(2) is
33/67.
(2) The agent for processing synthetic fibers
comprising 84 % by weight of the lubricant (A-1), 5 %
by weight of the following phosphoric ester (B-2) as
the functional agent, 10 % by weight of the emulsifier
(C-1), and 1 % by weight of the following functional
agent (D-2) as the other functional agent, where the
total amount is 100 % by weight.
The phosphoric ester (B-2) : (w
-hydroxy-polyoxyethylene(n-8)) dioctadecyl
phosphate, which is the phosphoric ester shown by
Formula 1, where R1 and R2 are the octadecyl group and
R3 is the organic group shown by Formula 2 and is w
-hydroxy-polyoxyethylene (n-8) group.
The functional agent (D-2) :
tributylmethylammonium = diethyl phosphate.
(3) The agent for processing synthetic fibers
comprising 73 % by weight of the lubricant (A-1) , 5 %
by weight of the following phosphoric ester (B-3) as

the functional agent, 20 % by weight of the emulsifier
(C-1) , 2 % by weight of the functional agent (D-1) as
the other functional agent, where the total amount is
100 % by weight.
The phosphoric ester (B - 3) rdodecyl bis( w
-hydroxy-polyoxyethylene(n = 4) ) phosphate, which is
the phosphoric ester shown by Formula 1, where R1 is
the dodecyl group, and R2 and R3 are the organic group
shown by Formula 2 and are CO -hydroxy-polyoxyethylene
(n-4) group.
(4) The agent for processing synthetic fibers
comprising 73 % by weight of the lubricant (A-1), 5 %
by weight of the following phosphoric ester (B-4) as
the functional agent, 20 % by weight of the emulsifier
(C-1), and 2 % by weight of the functional agent (D
-1) as the other functional agent, where the total
amount is 100 % by weight.
The phosphoric ester (B-4) : bis (w -hydroxy-
polyoxyethylene (n=8)) octadecyl phosphate, which is
the phosphoric ester shown by Formula 1, where R1 is
the dodecyl group, and R2 and R3 are the organic group
shown by Formula 2 and are w -hydroxy-polyoxyethylene
(n-8) group.
(5) The agent for processing synthetic fibers
comprising 85 % by weight of the following lubricant

(A-2), 3 % by weight of the phosphoric ester (B-1),
2 % by weight of the phosphoric ester (B-3) as the
functional agents, 5 % by weight of the emulsifier (C
-1), 2 % by weight of the functional agent (D-1) and
3 % by weight of the functional agent (E-1) as the other
functional agents, where the total amount is 100 % by
weight.
The lubricant (A-2) : a mixture comprising, (1)
a ester where a -butyl-w -hydroxy-polyoxyethylene
(n=8) is esterified with dodecanoic acid, (2) the
polyether monool having the number average molecular
weight of 3000, where EO and PO are added randomly to
butyl alcohol to have the weight ratio EO/PO=50/50,
and (3) the polyether monool having the number average
molecular weight of 1000, where EO and PO are added
in the block state to octyl alcohol to have the weight
ratio EO/PO=35/65. In said mixture, the weight ratio
of these compounds (l)/(2)/(3) is 18/29/53.
(6) The agent for processing synthetic fibers
comprising 84 % by weight of the lubricant (A-2) , 2.5 %
by weight of the phosphoric ester (B-2) , 2.5 % by weight
of the phosphoric ester (B-4) as the functional agents,
10 % by weight of the emulsifier (C-1) , and 1 % by weight
of the functional agent (D-2) as the other functional
agent, where the total amount is 100 % by weight.

(7) The agent for processing synthetic fibers
comprising 58 % by weight of the following lubricant
(A-3) , 12 % by weight of the following phosphoric ester
(B-5) as the functional agent, 23 % by weight of the
following emulsifier (C-2), 4 % by weight of the
functional agent (D-1) and 3 % by weight of the
following functional agent (E - 2) as the other
functional agents, wherein the total amount is 100 %
by weight.
The lubricant (A-3) : a mixture comprising (1)
lauryloctanate and (2) the mineral oil having the
viscosity of 1.3X10-5 m2 / s at 30°C , wherein the weight
ratio (1) / (2) is 69/31 .
The phosphoric ester (B-5) : tris ( CO -hydroxy-
polyoxyethylene (n=4)) phosphate, which is the
phosphoric ester shown by Formula 1, where the R1 R2
and R3 are the organic group shown by Formula 2 and
are w -hydroxy-polyoxyethylene (n-4) group.
The emulsifier (C-2) : a mixture comprising (1)
an agent, where 20 mol EO is added to a hydrogenated
caster oil, and (2) diester, where 1 mol
polyethyleneglycol having the average molecular
weight of 600 is esterified with 2 mol lauric acid.
In said mixture, the weight ratio of the agent and
diester (l)/(2) is 80/20.

The functional agent (E-2) : a mixture comprising
(1) an oleic acid and (2) propyleneglycol , wherein the
weight ratio (l)/(2) is 80/20.
(8) The agent for processing synthetic fibers
comprising 68 % by weight of the lubricant (A-2) , 15 %
by weight of the following phosphoric ester (B-6) as
the functional agent, 15 % by weight of the emulsifier
(C-1) , 2 % by weight of the following functional agent
(D-3) as the other functional agent, where the total
amount is 100 % by weight.
The phosphoric ester (B - 6) : dodecenyl ( w
-hydroxy-polyoxyethylene(n=4)) octyl phosphate,
which is the phosphoric ester shown by Formula 1, where
R1 is the octyl group, R2 is the dodecenyl group and
R3 is the organic group shown by Formula 2 and is w
-hydroxy-polyoxyethylene (n = 4) group.
D-3 : oleic acid tetraethylammonium salt.
(9) The agent for processing synthetic fibers
comprising 75 % by weight of the lubricant (A-2) , 10 %
by weight of the following phosphoric ester (B-7) as
the functional agent, 10 % by weight of the emulsifier
(C-1) , 2 % by weight of the functional agent (D-1) and
3 % by weight of the functional agent (E-1) as the other
functional agents, where the total amount is 100 % by
weight.

The phosphoric ester (B - 7) : (w
-hydroxy-polyoxypropylene) dioctyl phosphate having
the number of repeating the oxypropylene group of 5
(hereinafter referred to as m=5), which is the
phosphoric ester shown by Formula 1, where R1 and R2
are the octyl group, and R3 is the organic group shown
by Formula 2 and is CO -hydroxy-polyoxypropylene (m=5)
group.
(10) The agent for processing synthetic fibers
comprising 73 % by weight of the lubricant (A-2) , 10 %
by weight of the following phosphoric ester (B-8) as
the functional agent, 15 % by weight of the emulsifier
(C-1), and 2 % by weight of the functional agent (D
-1) as the other functional agent, where the total
amount is 100 % by weight.
The phosphoric ester (B - 8) rdidodecyl ( CO
-hydroxy-polyoxyethylene (n-2) polyoxypropylene
(m-5)) phosphate, which is the phosphoric ester shown
by Formula 1, where R1 and R2 are the dodecyl group,
and R3 is the organic group shown by Formula 2 and is
CO -hydroxy-polyoxyethylene (n=2) polyoxypropylene
(m= 5 ) group.
(11) The agent for processing synthetic fibers
comprising 59 % by weight of the lubricant (A-3) , 10 %
by weight of the following phosphoric ester (B-9) as

the functional agent, 20 % by weight of the emulsifier
(C-2) , 6 % by weight of the functional agent (D-1) and
5 % by weight of the functional agent (E-2) as the other
functional agents, where the total amount is 100 % by
weight.
The phosphoric ester (B - 9) :dibutyl ( w
-hydroxy-polyoxyethylene (n=20)) phosphate, which is
the phosphoric ester shown by Formula 1, where R1 and
R2 are the butyl group, and R3 is the organic group shown
by Formula 2 and is CO -hydroxy-polyoxyethylene (n = 20)
group.
(12) The agent for processing synthetic fibers
comprising 78 % by weight of the lubricant (A-1) , 10 %
by weight of the following phosphoric ester (B-10) as
the functional agent, 10 % by weight of the emulsifier
(C-1), and 2 % by weight of the functional agent (D
-2) as the other functional agent, where the total
amount is 100 % by weight.
The phosphoric ester (B - 10) :butyl ( w
-hydroxy-polyoxyethylene(n=46)) octyl phosphate,
which is the phosphoric ester shown by Formula 1, where
R1 is the butyl group, R2 is the octyl group, and R3
is the organic group shown by Formula 2 and is w -
hydroxy-polyoxyethylene (n=46) group.
(13) The agent for processing synthetic fibers

comprising 78 % by weight of the lubricant (A-1) , 10 %
by weight of the following phosphoric ester (B-11) as
the functional agent, 10 % by weight of the emulsifier
(C-1), and 2 % by weight of the functional agent (D
-2) as the other functional agent, where the total
amount is 100 % by weight.
The phosphoric ester (B - 11) : dihexyl ( w
-hydroxy-polyoxybutylene) phosphate having the
number of repeating the oxybutylene group of 3,
(hereinafter referred to as p=3), which is the
phosphoric ester shown by Formula 1 where R1 and R2 are
the hexyl group, and R3 is the organic group shown by
Formula 2 and is w -hydroxy-polyoxybutylene (p=3)
group.
(14) The agent for processing synthetic fibers
comprising 68 % by weight of the lubricant (A-2) , 20 %
by weight of the following phosphoric ester (B-12) as
the functional agent, 10 % by weight of the emulsifier
(C-l), and 2 % by weight of the functional agent (D
-4) as the other functional agent, where the total
amount is 100 % by weight.
The phosphoric ester (B - 12) : ( to
-methyloxy-polyoxyethylene (n=4)) dioctyl phosphate,
which is the phosphoric ester shown by Formula 1, where
R1 and R2 are the octyl group, and R3 is the organic

group shown by Formula 2 and is w - methyloxy -
polyoxyethylene (n = 4) group.
D-4 : lauryldimethyl betaine.
(15) The agent for processing synthetic fibers
comprising 78 % by weight of the lubricant (A-1), 5 %
by weight of the following phosphoric ester (B-13) as
the functional agent, 15 % by weight of the emulsifier
(C-1), and 2 % by weight of the functional agent (D
-1) as the other functional agent, where the total
amount is 100 % by weight.
The phosphoric ester (B - 13) rdioctyl ( w
-vinyloxy-polyoxyethylene (n=4)) phosphate, which is
the phosphoric ester shown by Formula 1 where R1 and
R2 are the octyl group, and R3 is the organic group shown
by Formula 2 and is 0) -vinyloxy-polyoxyethylene (n=4)
group.
(16) The agent for processing synthetic fibers
comprising 70 % by weight of the lubricant (A-l) , 20 %
by weight of the following phosphoric ester (B-14) as
the functional agent, 5 % by weight of the emulsifier
(C-1) , 2 % by weight of the functional agent (D-1) and
3 % by weight of the functional agent (E-1) as the other
functional agents, where the total amount is 100 % by
weight.
The phosphoric ester (B - 14) :2 -hydroxyethyl

dioctyl phosphate, which is the phosphoric ester shown
by Formula 1, where R1 and R2 are the octyl group, and
R3 is the organic group shown by Formula 2 and is 2
-hydroxyethylethyl group.
(17) The agent for processing synthetic fibers
comprising 78 % by weight of the lubricant (A-1) , 5 %
by weight of the following phosphoric ester (B-15) as
the functional agent, 15 % by weight of the emulsifier
(C-1), and 2 % by weight of the functional agent (D
-1) as the other functional agent, where the total
amount is 100 % by weight.
The phosphoric ester (B - 15) :bis
(2-hydroxyethyl) octyl phosphate, which is the
phosphoric ester shown by Formula 1, where R1 is the
octyl group, and R2 and R3 are the organic group shown
by Formula 2 and are 2-hydroxyethyl group.
Furthermore, as the preferred embodiment of the
method for processing synthetic fibers of the present
invention, the following embodiment (18) can be used.
(18) The method for processing synthetic fibers
comprising steps of making any one of the agents for
processing synthetic fibers (1) to (17) into the
aqueous solution, and adhering the aqueous solution
to the spun polyethylene terephthalate fiber as the
agents for processing synthetic fibers to have 0.5 %

by weight or 0.9 % by weight.
Hereinafter, although examples will be described
in order to explain the constitution and effect of the
present invention more concretely, the present
invention is not limited to these examples. In addition,
in the following examples, a part means a weight part,
and % means % by weight.
Examples
Examination Classification 1 (Synthesis of the
phosphoric ester shown by Formula 1)
Synthesis of the phosphoric ester (B-1)
434 g (1 mol) of a didodecyl hydrogen phosphate
was charged into an autoclave, and the inside of the
autoclaves was replaced by a nitrogen gas and heated
at 80 °C. Then, 176 g (4 mol) of ethylene oxide was
entered with pressure to be reacted. After one hour
reaction, the reactant was obtained. When the obtained
reactant was analyzed, the reactant was the phosphoric
ester (B-l) shown by Formula 1, where R1 and R2 were
the dodecyl group, and R3 was the w - hydroxy -
polyoxyethylene (n=4) group.
Synthesis of phosphoric esters (B-2) to (B-15) and
(b-1)
Phosphoric esters (B-2) to (B-15) and (b-1) were
synthesized like the phosphoric ester (B-l) . These

contents were shown in Table 1 collectively

Examination Classification 2 (Preparation of the
agents for processing synthetic fibers)
Example 1
The agent for processing synthetic fibers
(example 1) was prepared by uniformly mixing 85 parts
of the lubricant (A-1) described in Table 2, 5 parts
of the phosphoric ester (B - 1) prepared in the
examination classification 1 as the functional agent,
5 parts of the emulsifier (C-1) described in Table 2,
and 2 parts of the functional agent (D-1) and 3 part
of the functional agent (E-1), which were described
in Table 2, as the other functional agents, the total
amount being 100 weight parts.
• Examples 2 to 17 and Comparison examples 1 to 3
The agent for processing synthetic fibers of
examples 2 to 17 and comparison examples 1 to 3 were
prepared like Example 1. The content of the agent for
processing synthetic fibers prepared in each example
including Example 1 were shown in Table 2 collectively.

In Table 2,
A-1 : the mixture comprising, (1) the polyether
monool having the number average molecular weight of
3000, where EO and PO were added randomly to butyl
alcohol to have a weight ratio EO/PO=50/50, (2) the
polyether monool having the number average molecular
weight of 1000, where EO and PO were added randomly
to butyl alcohol to have the weight ratio EO/PO=50/50,
and (3) the polyether monool having the number average
molecular weight of 1000, where EO and PO were added
in the block state to octyl alcohol to have the weight
ratio EO/PO=35/65; In said mixture, the weight ratio
of these polyether monools (l)/(2)/{3) was 30/50/20.
A-2 : the mixture comprising, (1) the ester, where
a - butyl - w - hydroxy - polyoxyethylene (n = 8) was
esterified with dodecanoic acid, (2) the polyether
monool having the number average molecular weight of
3000, where EO and PO were added randomly to butyl
alcohol to have the weight ratio EO/PO-50/50, and (3)
the polyether monool having the number average
molecular weight of 1000, where EO and PO were added
in the block state to octyl alcohol to have the weight
ratio EO/PO=35/65. In said mixture, the weight ratio
of these compounds (l)/(2)/(3) was 18/29/53.
A-3 : the mixture comprising (1) lauryloctanate
and (2) the mineral oil having the viscosity of 1.3
X10-5 m2 / s at 30 °C, wherein the weight ratio (l)/(2)
was 69/31.
B-1 toB-15 andb-1 : phosphoric esters, whichwere
synthesized in the examination classification 1 and

described in Table 1.
C - 1 : a - dodecyl - w - hydroxy - polyoxye thylene
(n-7) .
C-2 : the mixture comprising (1) the agent, where
20 mol EO was added to the hydrogenated caster oil,
and (2) a diester, where 1 mol polyethyleneglycol
having the average molecular weight of 600 was
esterified with 2 mol lauric acid. In said mixture,
the weight ratio (l)/(2) was 80/20.
D-1 : the mixture comprising, (1) potassium
decylsulfonate and (2) potassium w
- dodecyl-trioxyethylene phosphate, wherein the
weight ratio(l)/(2) was 42/58.
D-2 : tributylmethylammonium diethyl phosphate.
D-3 : tetraethylammonium oleate.
D-4 : dodecyldimethylammonioacetate.
E-1 : the mixture comprising, (1) the polyether
modified silicone having the polydimethylsiloxane
chain having the average molecular weight of 2300 as
a main chain and the polyoxyalkylene chain having the
average molecular weight of 3000 as the side chain,
and (2) ethy1eneglycol. In said mixture, the weight
ratio (l)/(2) was 33/67.
E-2 : the mixture comprising, (1) oleic acid and
(2) propyleneglycol, wherein the weight ratio (l}/(2)

was 67/33.
Examination Classification 3 (Adhesion of the agent
for processing synthetic fibers to the synthetic
fibers, False-twisting process and Evaluation)
• Adhesion of the agent for processing synthetic
fibers to the synthetic fibers.
The agent for processing synthetic fibers
prepared in the examination classification 2 and
dilution water were uniformly mixed to make 10 %
aqueous solution. After drying polyethylene
terephthalate chip having an intrinsic viscosity of
0.64 and 0.2 % content of titanium oxide by the general
method, said polyethylene terephthalate chip was spun
by using an extruder at 295 degree C, and extruded from
a spinneret to be solidified to make a traveling yarn
by cooling. After adhering the prepared 10 % aqueous
solution to the traveling yarn to have the adhesion
amount described in Table 3 as the agents for
processing synthetic fibers by the oiling jet with
metering pump, the yarn was bundled by the guide, and
wound at the speed of 3000 m / minute without causing
elongation mechanically . Then, a par tial or i en ted yarn
of a 128 decitex 36 filament was obtained as a 10kg
cake .
• False-twisting process
The false-twisting process was carried out under
the following conditions by a contact type False-
twisting Apparatus, by using said cake.
• • Conditions of the False-twisting process by the
contact type False-twisting Apparatus :
By using the contact type False - twisting
Apparatus (SDS 1200 of Teijin Seiki Co., Ltd.), the
false - twisting process was carried out with a
continuous operation for 25 days under the following
conditions, that is, a yarn speed was 800 m / minute,
a draw ratio was 1.652, a twisting method was a friction
disc method, which had one inlet side guide disc, one
outlet side guide disc and seven rigid polyurethane
discs, a length of a primary heater was 2.5 m, an
surface temperature of said primary heater was 210 °C,
there was no secondary heater, and a target twist
number was 3300 T / m.
• Evaluation of fluff
In said false-twisting process, the number of
fluff per hour was measured by a Fray counter (DT-
105 of Toray Engineering Co., Ltd.), before winding
the false-twisting processed yarn, and said number was
evaluated with the following basis. These results were
shown in Table 3.
AAA : The number of measured fluff was 0.

AA : The number of measured fluff was 1.
A : The number of measured fluff was 2 to 5.
B : The number of measured fluff was 6 to 9.
C : The number of measured fluff was more than
10 .
• Evaluation of the yarn break
In said false -twisting process, the number of
times of the yarn break generated during the continuous
operation for 25 days was converted to the number of
times per hour, and evaluated with the following basis.
These results were shown in Table 3.
AAA : The number of times of the generated yarn
break was 0 .
AA : The number of times of the generated yarn
break was less than 1, (but excluding 0).
A : The number of times of the generated yarn break
was not less than 1 but less than 2.
B : The number of times of the generated yarn break
was not less than 2 but less than 3.
C : The number of times of the generated yarn break
was not less than 3.

In Table 3 , the adhesion amount was the adhesion %
of the agent for processing synthetic fibers to the
synthetic fibers.
The above - explained present invention has, as
clearly shown above, effects capable of dealing with
the problem accompanied with the high speed in the
spinning process or the textured process of the
synthetic fibers in recent years, and preventing the
generation of the fluff or the yarn break sufficiently.
We claim:
1. An agent for processing synthetic fibers characterized in that, the agent comprises
a lubricant, a functional agent as defined herein under and also an emulsifier, such as
herein described wherein
(a) the contents of the lubricant, the functional agent and the emulsifier are 50 to 90
% by weight, 1 to 30 % by weight and 2 to 30 % by weight respectively,
(b) the said lubricant is one or more than two lands selected from a fatty ester
compound having 17-60 carbon atoms, a polyether compound having an average
molecular weight of 700 to 10000, and a mineral oil having viscosity of 1 X 10-6 to 5
X10-5m2/sat30°C,and
(c) 0.05 to 20 % by weight of a phosphoric compound shown by following Formula
1 is contained as at least a part of the functional agent,
[Formula 1]
where R1, R2 and R3 are simultaneously the same or different alkyl group having 1 to
24 carbon atoms, alkenyl group having 2 to 24 carbon atoms or organic group shown
by following Formula 2, and at least one of said R1, R2 and R3 is the organic group
shown by following Formula 2,
[Formula 2]
-A-O-H
where A is a residual group obtained by removing all hydroxyl groups from (poly)
alkyleneglycol having a (poly) oxyalkylene group composed of total 1 to 50
oxyalkylene units having 2 to 4 carbon atoms.
2. The agent for processing synthetic fibers as claimed in claim 1, wherein the
phosphoric compound shown by Formula 1 is such mat A in Formula 2 is the
residual group obtained by removing all hydroxyl groups from polyalkyleneglycol
having a polyoxyalkylene group composed of 2 to 15 oxyalkylene units having 2 or
3 carbon atoms.
3. The agent for processing synthetic fibers as claimed in claim 2, wherein the
polyalkyleneglycol is polyethyleneglycol.
4. The agent for processing synthetic fibers as claimed in claim 1, wherein the agent
contains 0.8 to 15 % by weight of the phosphoric compound shown by Formula 1.
5. A method for processing synthetic fibers characterized in: that the method
comprises a step of adhering an agent for processing synthetic fibers defined
hereunder to running spun synthetic fiber yarns at a synthetic fiber spinning process
to have 0.1 to 3 % by weight of the agent with respect to the running synthetic fiber
yams,
that the agent for processing synthetic fibers contains a lubricant, a functional agent
and an emulsifier defined hereunder,
that contents of the lubricant, the functional agent and the emulsifier are 50 to 90 %
by weight, 1 to 30 % by weight and 2 to 30 % by weight respectively,
that the lubricant is one or more than two kinds selected from a fatty ester compound
having 17-60 carbon atoms, a polyether compound having an average molecular
weight of 700 to 10000, and a mineral oil having viscosity of 1 X 10-6 to 5 X 10-5
m2/s at 30 oC, and
that 0.05 to 20 % by weight of a phosphoric compound shown by following Formula
1 is contained as at least a part of the functional agent,

where R1, R2 and R3 are simultaneously the same or different alkyl group having 1to
24 carbon atoms, alkenyl group having 2 to 24 carbon atoms or organic group shown
by following Formula 2, and at least one of said R1, R2 and R3 is the organic group
shown by following Formula 2,.
[Formula 2]
-A-O-H
where A is a residual group obtained by removing all hydroxyl groups from (poly)
alkyleneglycol having a (poly) oxyalkylene group composed of total I to 50
oxyalkylene units having 2 to 4 carbon atoms.
6. The method for processing synthetic fibers as claimed in claim 5, wherein the
agent for processing synthetic fibers contains such a phosphoric compound that A in
Formula 2 is the residual group obtained by removing all hydroxyl groups from
polyalkyleneglycol having a polyoxyalkylene group composed of 2 to 15
oxyalkylene units having 2 or 3 carbon atoms.
7. The method for processing synthetic fibers as claimed in claim 5, wherein the
agent for processing synthetic fibers contains 0.8 to 15 % by weight of the
phosphoric compound shown by Formula 1.
8. The method for processing synthetic fibers as claimed in claim 7, wherein the
method comprising steps of making an aqueous solution of the agent for processing
synthetic fibers and adhering said aqueous solution to the running synthetic fiber
yarns to have 0.1 to 3 % by weight of the agents for processing synthetic fibers.
9. The method for processing synthetic fibers as claimed in claim 8, wherein the
synthetic fibers are polyester fibers or polyamide fibers.

To provide an agent for processing synthetic
fibers and a method for processing the synthetic fibers,
wherein the agent contains a lubricant and a functional
agent, and also contains 0.05 to 20 % by weight of a
specific phosphoric ester as at least a part of said
functional agent, and said phosphoric ester has one
to three residual groups obtained by removing all
hydroxyl groups from (poly) alkyleneglycol having a
(poly) oxyalkylene group composed of 1-50 oxyalkylene
units with 2-4 carbon atoms, in the ester molecular.

Documents:

138-KOL-2004-CORRESPONDENCE.pdf

138-kol-2004-granted-abstract.pdf

138-kol-2004-granted-assignment.pdf

138-kol-2004-granted-claims.pdf

138-kol-2004-granted-correspondence.pdf

138-kol-2004-granted-description (complete).pdf

138-kol-2004-granted-examination report.pdf

138-kol-2004-granted-form 1.pdf

138-kol-2004-granted-form 13.pdf

138-kol-2004-granted-form 18.pdf

138-kol-2004-granted-form 2.pdf

138-kol-2004-granted-form 3.pdf

138-kol-2004-granted-form 5.pdf

138-kol-2004-granted-gpa.pdf

138-kol-2004-granted-priority document.pdf

138-kol-2004-granted-reply to examination report.pdf

138-kol-2004-granted-specification.pdf

138-kol-2004-granted-translated copy of priority document.pdf

138-KOL-2004-OTHERS.pdf


Patent Number 234006
Indian Patent Application Number 138/KOL/2004
PG Journal Number 18/2009
Publication Date 01-May-2009
Grant Date 29-Apr-2009
Date of Filing 23-Mar-2004
Name of Patentee TAKEMOTO YUSHI KABUSHIKI KAISHA
Applicant Address 2-5 MINATO-MACHI, GAMAGORI-SHI, AICHI-KEN
Inventors:
# Inventor's Name Inventor's Address
1 SAKURABA SHIGEHIKO C/O TAKEMOTO YUSHI KABUSHIKI KAISHA, 2-5 MINATO-MACHI, GAMAGORI-SHI, AICHI-KEN
2 MAKIHARA TAIKI C/O TAKEMOTO YUSHI KABUSHIKI KAISHA, 2-5 MINATO-MACHI, GAMAGORI-SHI, AICHI-KEN
PCT International Classification Number D06M 13/46
PCT International Application Number N/A
PCT International Filing date
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 2003-199718 2003-07-22 Japan