Compositions – Durable finishes for textile materials – or processes of... – Oil or water repellent or soil resistant or retardant
Reexamination Certificate
2001-12-19
2003-06-24
Dawson, Robert (Department: 1712)
Compositions
Durable finishes for textile materials, or processes of...
Oil or water repellent or soil resistant or retardant
C252S008610, C252S008630, C008S115640, C524S588000, C524S837000, C524S838000, C528S033000, C528S034000, C528S036000, C528S038000
Reexamination Certificate
active
06582620
ABSTRACT:
This invention relates to a water-soluble, water/oil repellent treating composition which is used to treat substrates, especially fibrous items such as clothes, non-woven fabrics, rainwear, carpets, sofas, leather and paper, to impart all of water/oil repellency, stain proofing and softness thereto, and a method for preparing the same. More particularly, it relates to such a water-soluble, water/oil repellent treating composition with which substrates can be treated in a simple manner without detrimental influence on the environment.
BACKGROUND OF THE INVENTION
Water repellent sprays are one class of convenient commodity capable of imparting water repellency to fibrous items including clothes and leather. Typical water repellent sprays use fluoro-resins as the repellent. The solvent in which the repellent is dissolved has been switched from fluorocarbons to petroleum hydrocarbon solvents since environmental problems including ozone layer protection recently became of great concern. However, the petroleum hydrocarbon solvents often give rise to problems like intoxication accidents of ordinary consumers. It would be desirable from the health and environment factors to have a safer water repellent spray which does not use organic solvents.
From this standpoint, Japanese Patent No. 2,960,304 proposes a repellent composition comprising a silicone acrylic graft copolymer as a base component and an alcoholic solvent. This composition, however, is not so water repellent as the fluoro-resin systems and cannot impart oil repellency. The solvent which is alcohol is low toxic, but is not completely odorless. Among aqueous systems, those of fluorinated acrylic polymer emulsion type are often used. This emulsion has the problems that unreacted toxic monomer is often left after polymerization, and fibers treated therewith are less soft.
The inventors proposed in JP-A 9-249748 a fiber or fabric treating agent which is water soluble, fully water/oil repellent and low yellowing. Regrettably, when fibrous items are treated therewith, the softness which is requisite to fibrous items is sometimes impaired.
SUMMARY OF THE INVENTION
Therefore, an object of the invention is to provide a water-soluble, water/oil repellent treating composition which is dissolvable in water to clear the safety requirement, and possesses water/oil repellency, stain proofing, softness, and storage stability.
It has been found that when the reaction product obtained by cohydrolysis and condensation of (A) a fluorinated alkyl-bearing alkoxysilane of the general formula (1) and/or a partial hydrolyzate thereof, (B) an amino-bearing alkoxysilane of the general formula (2) and/or a partial hydrolyzate thereof, and (C) an alkoxysilyl-bearing polyorganosiloxane of the general formula (3) and/or a partial hydrolyzate thereof is used as an active ingredient in a water/oil repellent treating composition (the formulae are defined below), there is obtained a water-soluble, water/oil repellent treating composition. The reaction product is readily dissolvable in water because the fluorinated alkyl-bearing silane compound serving as a water repellent component itself is endowed with water solubility. The composition remains stable during shelf storage and imparts high water repellency, which remains durable after treatment. The alkoxysilyl-bearing polyorganosiloxane can impart softness inherent to silicone. After treatment with the composition, fiber surfaces are endowed with water/oil repellency and softness. The inventive composition overcomes the problems of prior art water/oil repellent agents. It has also been found that the cohydrolytic condensation reaction product can be prepared in a consistent and reliable manner by effecting (partial) cohydrolysis on components (A) and (C) to form a (partial) cohydrolysate, and effecting condensation reaction of the (partial) cohydrolysate with component (B).
According to one aspect, the invention provides a water-soluble, water/oil repellent treating composition comprising the reaction product obtained by cohydrolysis and condensation of (A) a fluorinated alkyl-bearing alkoxysilane of the following general formula (1) and/or a partial hydrolyzate thereof, (B) an amino-bearing alkoxysilane of the following general formula (2) and/or a partial hydrolyzate thereof, and (C) an alkoxysilyl-bearing polyorganosiloxane of the following general formula (3) and/or a partial hydrolyzate thereof, the reaction product being dissolved in water.
Herein Rf is a perfluoroalkyl group represented by C
n
F
2n+1
or a perfluoropolyether group represented by
X is at least one linking group selected from among —CH
2
—, —CH
2
O—, —NR
3
—, —CO
2
—, —CONR
3
—, —S—, —SO
3
— and —SO
2
NR
3
—, R
1
is an alkyl group having 1 to 4 carbon atoms, R
2
is an alkyl group having 1 to 4 carbon atoms, R
3
is hydrogen or an alkyl group having 1 to 8 carbon atoms, “a” is an integer of 0 to 3, “b” is an integer of 1 to 3, “c” is 0 or 1, n is an integer of 1 to 20, and m is an integer of at least 1.
Herein R
3
and R
4
each are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an aminoalkyl group having 1 to 15 carbon atoms, R
5
is a divalent hydrocarbon group having 1 to 18 carbon atoms, R
6
is an alkyl group having 1 to 4 carbon atoms, R
7
is an alkyl group having 1 to 4 carbon atoms, and “d” is 0 or 1.
Herein R
8
to R
10
each are an alkyl group having 1 to 6 carbon atoms, R
11
is an oxygen atom or an alkylene group having 1 to 4 carbon atoms, and “e” is 0 to 50.
The composition is typically used in the treatment of fibrous items for imparting water and oil repellency.
Another aspect of the invention provides a method for preparing a water-soluble, water repellent, oil repellent treating composition, comprising the steps of effecting (partial) cohydrolysis on components (A) and (C) to form a (partial) cohydrolysate, and effecting condensation reaction of the (partial) cohydrolysate with component (B) to form the cohydrolytic condensation reaction product.
DESCRIPTION OF THE PREFERRED EMBODIMENT
Component (A) used herein is a fluorinated alkyl-bearing alkoxysilane of the general formula (1).
Herein Rf is a perfluoroalkyl group represented by C
n
F
2n+1
wherein n is an integer of 1 to 20, preferably 1 to 12, or a perfluoropolyether group represented by
wherein m is an integer of at least 1, preferably 1 to 20. X is at least one linking group selected from among —CH
2
—, —CH
2
O—, —NR
3
—, —CO
2
—, —CONR
3
—, —S—, —SO
3
— and —SO
2
NR
3
—, wherein R
3
is hydrogen or an alkyl group having 1 to 8 carbon atoms. R
1
is an alkyl group having 1 to 4 carbon atoms, R
2
is an alkyl group having 1 to 4 carbon atoms, the subscript “a” is an integer of 0 to 3, “b” is an integer of 1 to 3, and “c” is 0 or 1.
Rf stands for perfluoroalkyl groups which may contain at least one ether bond, of which perfluoropolyether groups are exemplified below.
Illustrative, non-limiting, examples of the silane of formula (1) are given below.
CF
3
C
2
H
4
Si(OCH
3
)
3
CF
3
C
2
H
4
Si(OC
2
H
5
)
3
C
4
F
9
C
2
H
4
Si(OCH
3
)
3
C
4
F
9
C
2
H
4
Si(OC
2
H
5
)
3
C
8
F
17
C
2
H
4
Si(OCH
3
)
3
C
8
F
17
C
2
H
4
Si(OC
2
H
5
)
3
CF
3
C
3
H
6
Si(OCH
3
)
3
CF
3
C
3
H
6
Si (OC
2
H
5
)
3
C
4
F
9
C
3
H
6
Si(OCH
3
)
3
C
4
F
9
C
3
H
6
Si(OC
2
H
5
)
3
C
8
F
17
C
3
H
6
Si(OCH
3
)
3
C
8
F
17
C
3
H
6
Si(OC
2
H
5
)
3
C
8
F
17
CONHC
2
H
4
Si(OCH
3
)
3
C
8
F
17
CONHC
2
H
4
Si(OC
2
H
5
)
3
Of the above-illustrated compounds, C
8
F
17
C
2
H
4
Si(OCH
3
)
3
and C
8
F
17
C
3
H
6
Si(OCH
3
)
3
are especially preferred.
As component (A), a partial hydrolyzate of the silane may be used as well as the silane. The hydrolyzate must have at least one hydrolyzable group left therein. If desired, component (A) may be either a mixture of silanes or a hydrolyzate of mixed silanes.
Component (C) is an alkoxysilyl-bearing polyorganosiloxane of the following general formula (3).
Herein R
8
to R
10
each are an alkyl group having 1 to 6 carbon atoms, R
11
is an oxygen atom or an alkylene group having 1 to 4 carbon atoms, and “e” is 0 to 50,
Matsumura Kazuyuki
Miyadai Shinji
Yamamoto Akira
Birch & Stewart Kolasch & Birch, LLP
Dawson Robert
Robertson Jeffrey B.
Shin-Etsu Chemical Co. , Ltd.
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