Water-repellent detergent

Details Water-repellent detergent Water-repellent detergent

1997-05-20

2001-05-29

Hardee, John (Department: 1751)

Cleaning compositions for solid surfaces, auxiliary compositions

Cleaning compositions or processes of preparing

Specific organic component

Reexamination Certificate

active

06239098

ABSTRACT:

BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to a water-repellent detergent, especially suited as a water-repellent window wash liquid for automobiles.
2. Prior Art
Water-repellent detergents as typified by water-repellent window wash liquids for automobiles are commercially available as automotive chemical parts. Such wash liquids function not only to clean windshields, but also to impart water repellency thereto. Commercial products include Linda by Yokohama Yushi K. K., Glaco Washer Liquid by Soft 99 K. K., and Amenbo Washer by CCI K. K. Since these water-repellent window wash liquids contain polydimethylsiloxane, polymethylphenylsiloxane or amino-modified siloxane as a water-repellent component, they spread water-repellent films which form little or very weak chemical bond with the surface of a substrate to be cleaned and hence, do not durably last. Also the initial water repellency is weak since the basic skeleton of such siloxane is a hydrocarbon chain.
JP-A 179850/1995 discloses a wash liquid comprising a product resulting from hydrolysis of a fluoroalkylsilane with hydrochloric acid or nitric acid. Its initial water repellency is enough since the water-repellent component is a fluoroalkyl group. However, the wash liquid is less stable since the hydrolysate of fluoroalkylsilane is essentially water insoluble. The use of strong acid such-as hydrochloric acid and nitric acid leaves a possibility that rubber blades and painted surfaces of wipers be damaged or corroded.
SUMMARY OF THE INVENTION
Therefore, an object of the present invention is to provide a novel and improved water-repellent detergent which has a satisfactory cleaning ability and forms a durably water repellent film and which is fully shelf stable and less corrosive in solution form.
We have found that a water-soluble reaction product obtained by co-hydrolysis and condensation of (A) a fluorinated alkyl group-containing alkoxysilane and optionally, a fluorine-free monovalent hydrocarbon group-containing alkoxysilane with (B) an amino group-containing alkoxysilane is useful as an active ingredient of a water-repellent detergent. Since the reaction product is in the form that a fluorinated alkyl group-containing silane compound serving as a water-repellent component is given water solubility, it is well soluble in water. Then the detergent is fully shelf stable. Additionally, the detergent imparts high water repellency which lasts long. Since a weak acid is used in co-hydrolysis, corrosive property can be suppressed. Water repellency can be exerted merely by admixing the reaction product in a detergent liquid containing a cleansing component. There is obtained a water-repellent detergent which has eliminated many of the problems of prior art water-repellent detergents.
According to the invention, there is provided a water-repellent detergent comprising a cleansing component and as an active ingredient a water-soluble reaction product obtained by co-hydrolysis and condensation of (A) a fluorinated alkyl group-containing alkoxysilane with (B) an amino group-containing alkoxysilane. Also useful is a water-soluble reaction product obtained by co-hydrolysis and condensation of (A) a mixture of a fluorinated alkyl group-containing alkoxysilane and a fluorine-free monovalent hydrocarbon group-containing alkoxysilane with (B) an amino group-containing alkoxysilane.
DETAILED DESCRIPTION OF THE INVENTION
The fluorinated alkyl group-containing alkoxysilane used herein as reactant (A) is preferably a silane of the following general formula (1) though not limited thereto.
Rf is a fluoroalkyl group represented by C
n
F
2n+1
wherein n is an integer of 1 to 20; X is a linking group selected from the group consisting of —(CH
2
)y——CH
2
O—, —NR
3
—, —CO
2
—, —CONR
3
—, —S—, —SO
3
and —SO
2
NR— and mixtures thereof wherein R
3
is hydrogen or an alkyl group having 1 to 8 carbon atoms and letter y is an integer of 1 to 3; R
1
is an alkyl group having 1 to 4 carbon atoms; R is an alkyl group having 1 to 4 carbon atoms; letter
a
is an integer of 0 to 3,
b
is an integer of 1 to 3, and
c
is equal to 0 or 1.
More particularly, Rf is C
n
F
2n+1
wherein n is an integer of 1 to 20, for example, CF
3
—, C
2
F
5
—, C
3
F
7
—, C
4
F
9
—, C
6
F
13
—, C
8
F
17
—, C
10
F
21
—, C
12
F
25
—, C
14
F
29
—, C
16
F
33
—, C
18
F
37
—, and C
20
F
41
—.
Illustrative, non-limiting, examples of the silane of the general formula (1) are given below.
silanes of formula (1) wherein X=CH
2
, a=0, and b=1 to 3, that is, silanes of Rf(CH
2
)
x
SiR
2
c
(OR)
3−c
wherein x is 2 to 4:
Rf(CH
2
)
2
Si(OCH
3
)
3
,
Rf(CH
2
)
2
Si(OC
2
H
5
)
3
,
Rf(CH
2
)
2
Si(OCH (CH
3
)
2
)
3,
Rf(CH
2
)
2
SiCH
3
(OCH
3
)
2,
Rf(CH
2
)
2
SiCH
3
(OC
2
H
5
)
2
,
Rf(CH
2
)
2
SiCH
3
(OCH(CH
3
)
2
)
2
,
Rf(CH
2
)
3
Si(OCH
3
)
3
,
Rf(CH
2
)
3
SiCH
3
(OCH
3
)
2
silanes of formula (1) wherein X=NH and a=0, that is, silanes of RfNH(CH
2
)
b
SiR
2
c
(OR
1
)
3−c
:
RfNH(CH
2
)
2
Si(OCH
3
)
3
,
RfNH(CH
2
)
2
Si (OC
2
H
5
)
3
,
RfNH(CH
2
)
2
Si(OCH(CH
3
)
2
)
3
,
RfNH(CH
2
)
2
SiCH
3
(OCH
3
)
2
,
RfNH(CH
2
)
2
SiCH
3
(OC
2
H
5
)
2
,
RfNH(CH
2
)
2
SiCH
3
(OCH(CH
3
)
2
)
2
,
RfNH(CH
2
)
3
Si(OCH
3
)
3
,
RfNH(CH
2
)
3
SiCH
3
(OCH
3
)
2
silanes of formula (1) wherein X=NH, (CH
2
)y and NH, and a=0, that is, silanes of RfNH(CH
2
)
y
NH(CH
2
)
b
SiR
2
c
(OR
1
)
3−c
:
RfNH(CH
2
)
2
NH(CH
2
)
2
Si(OCH
3
)
3
,
RfNH(CH
2
)
2
NH(CH
2
)
2
Si(OC
2
H
5
)
3
,
RfNH(CH
2
)
2
NH(CH
2
)
2
Si(OCH(CH
3
)2)
3
,
RfNH(CH
2
)2NH (CH
2
)
2
SiCH
3
(OCH
3
)
2
,
RfNH(CH
2
)
2
NH (CH
2
)
2
SiCH
3
(OC2H
5
)
2
RfNH(CH
2
)
2
NH(CH
2
)
2
SiCH
3
(OCH(CH
3
)
2
)
2
,
RfNH(CH
2
)
2
NH(CH
2
)
3
Si(OCH
3
)
3
,
RfNH(CH
2
)
2
NH(CH
2
)
3
SiCH
3
(OCH
3
)
2
silanes of formula (1) wherein X=CONH and a=0, that is, silanes of RfCONH(CH
2
)
b
SiR
2
c
(OR
1
)
3−c
:
RfCONH(CH
2
)
2
Si(OCH
3
)
3
,
RfCONH(CH
2
)
2
Si(OC
2
H
5
)
3
,
RfCONH(CH
2
)
2
Si(OCH(CH
3
)
2
)
3
,
RfCONH (CH
2
)
2
SiCH
3
(OCH
3
)
2
,
RfCONH(CH
2
)
2
SiCH
3
(OC2H
5
)
2
,
Rf CONH (CH
2
)
2
SiCH
3
(OCH (CH
3
)
2
)
2
,
RfCONH(CH
2
)
3
Si(OCH
3
)
3
,
RfCONH(CH
2
)
3
Si(OCH(CH
3
)
2
)
3
,
RfCONH (CH
2
)
3
SiCH
3
(OCH
3
)
2
silanes of formula (1) wherein X=CO
2
and NH, that is, silanes of Rf(CH
2
)
a
OCONH(CH
2
)
b
SiR
2
c
(OR
1
)
3−c
:
Rf(CH
2
)
20
CONH(CH
2
)
2
Si(OCH
3
)
3
,
Rf(CH
2
)
20
CONH(CH
2
)
2
Si(OC
2
H
5
)
3
,
Rf(CH
2
)
20
CONH(CH
2
)
2
Si(OCH(CH
3
)
2
)
3
,
Rf(CH
2
)
20
CONH(CH
2
)
2
SiCH
3
(OCH
3
)
2
,
Rf(CH
2
)
20
CONH(CH
2
)
3
Si(OCH
3
)
3
,
Rf (CH
2
)
2
OCONH (CH
2
)
3
SiCH
3
(OCH
3
)
2
silanes of formula (1) wherein X=SO
2
NR and a=0, that is, silanes of RfSO
2
NR
3
(CH
2
)
b
SiR
2
c
(OR
1
)
3−c
:
RfSO
2
NH (CH
2
)
2
Si(OCH
3
)
3
,
RfSO
2
NH (CH
2
)
2
Si(OC
2
H
5
)
3
,
RfSO
2
NH (CH
2
)
2
Si(OCH (CH
3
) 2)
3
,
Rf SO
2
NH (CH
2
)
2
SiCH
3
(OCH
3
)
2
,
RfSO
2
NH(CH
2
)
2
SiCH
3
(OC
2
H
5
)
2
,
RfSO
2
NH(CH
2
)
2
SiCH
3
(OCH(CH
3
)
2
)
2
,
RfSO
2
NH(CH
2
)
3
Si(OCH
3
)
3
,
RfSO
2
NH(CH
2
)
3
Si(OCH(CH
3
)
2
)
3
,
RfSO
2
NH (CH
2
)
3
SiCH
3
(OCH
3
)
2
,
RfSO
2
N(CH
3
) (CH
2
)
2
Si(OCH
3
)
3
,
RfSO
2
N(CH
3
) (CH
2
)
2
Si(OCH(CH
3
)
2
)
3
,
RfSO
2
N(CH
3
) (CH
2
)
2
SiCH
3
(OCH
3
)
2
,
RfSO
2
N (CH
3
) (CH
2
)
2
SiCH
3
(OC
2
H
5
)
2
,
RfSO
2
N (CH
3
) (CH
2
)
2
SiCH
3
(OCH (CH
3
)
2
)
2
,
RfSO
2
N(CH
3
) (CH
2
)
3
Si(OCH
3
)
3
,
RfSO
2
N (CH
3
) (CH
2
)
3
SiCH
3
(OCH
3
)
2
silanes of formula (1) wherein X=SO
2
, NH, (CH
2
)
y
and CONH and a=0, that is, silanes of
RfSO
2
NH(CH
2
)
y
CONH(CH
2
)
b
SiR
2
c
(OR
1
)
3−c
:
RfSO
2
NH (CH
2
)
2
CONH(CH
2
)
3
Si (OCH
3
)
3
,
RfSO
2
NH (CH
2
)
2
CONH (CH
2
)
3
Si (OC
2
H
5
)
3
,
RfSO
2
NH(CH
2
)
2
CONH (CH
2
)
3
Si (OCH(CH
3
)
2
)
3
,
RfSO
2
NH (CH
2
)
2
CONH (CH
2
) 3SiCH
3
(OCH
3
)
2
,
RfSO
2
NH (CH
2
)
3
CONH (CH
2
)
3
Si (OCH
3
)
3
,
RfSO
2
NH (CH
2
)
3
CONH ( CH
2
) 3SiCH
3
(OCH
3
)
2
Preferred among these are those silanes having a C
8
F
17
group, for example, C
8
F
17
(CH
2
)
2
Si(OCH
3
)
3
, C
8
F
17

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