Stock material or miscellaneous articles – Composite – Of silicon containing
Reexamination Certificate
2001-10-11
2003-07-29
Dawson, Robert (Department: 1712)
Stock material or miscellaneous articles
Composite
Of silicon containing
C428S450000, C428S429000, C427S387000, C427S393400, C525S477000, C528S012000, C528S042000, C106S287270, C106S287140, C556S454000, C556S453000, C556S450000
Reexamination Certificate
active
06599634
ABSTRACT:
The present invention relates to a fluorine-containing organic silicon compound, a water repellent composition containing it, and a surface-treated substrate and a process for its production.
A fluorine-containing organic silicon compound has been applied to various industrial fields, since it is excellent in lubricating properties, water and oil repellency, oil and chemical resistance, etc. For example, when such a fluorine-containing organic silicon compound is used as a surface-treating agent or as an additive to a resin, the above-mentioned various properties can imparted to the surface of a substrate or a molded product of the resin.
On the other hand, various substrates having surface-treated layers are used in many fields. However, adverse effects of water to their surfaces have been problematic. For example, a front glass of an automobile, as an equipment for a transport, has a problem such that the transparency or see-through property decreases by e.g. deposition of raindrops, etc.
Further, such adverse effects brought by water are problematic not only to equipments for transports, but also to equipments to be used in various fields such as equipments for building construction and decoration or equipments for electric or electronic instruments.
Accordingly, it is strongly desired to impart a nature whereby waterdrops tend to hardly deposit on the surface of the substrate or deposited waterdrops can easily be removed (hereinafter referred to simply as a “waterdrop removal property”). In order to impart a waterdrop removal property to the surface, a surface treating agent for treating a substrate surface, has been proposed. For example, a silicone oil made of a silicone wax or an organopolysiloxane, or a surfactant, may be mentioned.
JP-A-7-252472 discloses a treating agent for water repellency containing a cohydrolyzate of a perfluoroalkyl group-containing organic silicon compound and a hydrolyzable group-containing methylpolysiloxane. However, when this treating agent for water repellency is coated on a substrate, before complete drying, the perfluoroalkyl group-containing organic silicon compound having a low surface energy, tends to move outside of the hydrolyzable group-containing methylpolysiloxane having a high surface energy, whereby a desired waterdrop falling property has not been obtained.
Further, conventional surface treatments required pretreatment before coating, in many cases, and also had a problem such that coating irregularities were likely to occur during the coating. Further, the adhesion to the substrate of the treating agent itself was low, whereby the waterdrop removal property did not last in many cases, whereby the application was limited.
Further, it is desired that surface treatment can be applied not only to various substrates to be prepared anew in future but also to various substrates which are already in use. Namely, it is desired that a waterdrop removal property can be imparted simply by directly coating a surface-treating agent at room temperature. For example, when a front glass of an automobile in use is to be treated to have a waterdrop falling property imparted, it is practically impossible to replace the front glass or to carry out calcination after the surface treatment.
A first object of the present invention is to provide a novel fluorine-containing organic silicon compound which is useful as the main component of a water repellent composition.
A second object of the present invention is to provide a water repellent composition which contains such a novel fluorine-containing organic silicon compound as the main component and which, when coated on various substrates for surface treatment, is capable of imparting a waterdrop removal property to the substrate surface and provides excellent abrasion resistance, weather resistance, boiling resistance and chemical resistance, whereby the waterdrop removal property can be maintained for a long period of time.
A third object of the present invention is to provide a surface-treated substrate which has a waterdrop removal property and which is excellent in abrasion resistance, weather resistance, boiling resistance and chemical resistance, whereby such properties can be maintained semipermanently, and to provide a process for its production.
A fourth object of the present invention is to provide an equipment for transports, which has a waterdrop removal property and which is free from a problem such as deterioration of the function due to deposition of water, since such a property lasts for a long period of time.
The present inventors have found a novel fluorine-containing organic silicon compound and have found that a composition containing such a fluorine-containing organic silicon compound as the main component, is effective as a surface-treating agent which, when applied to various substrates, provides an excellent waterdrop removal property (a waterdrop falling property and water repellency) for a long period of time. Further, they have found that such surface treatment can be easily carried out, and various substrates having the surface treatment applied, are very useful as surface-treated substrates having a waterdrop removal property, particularly as equipments for transports. The present invention has been accomplished on the basis of these discoveries.
Namely, the present invention provides a fluorine-containing organic silicon compound of the following formula (1):
wherein R
f
is a fluorine-containing C
1-20
monovalent organic group, X
1
is an alkylene group, n is an integer of from 0 to 100, R is a C
1-5
monovalent hydrocarbon group, X is a hydrolyzable group, and p is 0, 1 or 2.
R
f
is preferably a monovalent polyfluorohydrocarbon group. The “monovalent polyfluorohydrocarbon group” is a group having at least two hydrogen atoms in a monovalent hydrocarbon group substituted by fluorine atoms. The carbon number of R
f
is from 1 to 20, preferably from 4 to 16, particularly preferably from 4 to 12. R
f
is preferably a polyfluoroalkyl group.
The number of fluorine atoms in R
f
is preferably at least 60%, particularly preferably at least 80%, as represented by (the number of fluorine atoms in the polyfluorohydrocarbon group)/(the number of hydrogen atoms in the corresponding hydrocarbon group having the same carbon number as the polyfluorohydrocarbon group)×100(%). R
f
is preferably a perfluorohydrocarbon group (a group having all of hydrogen atoms in a hydrocarbon group substituted by fluorine atoms), particularly preferably a perfluoroalkyl group.
The structure of R
f
may be a linear structure or a branched structure, but a linear structure is preferred.
In the case of a branched structure, it is preferred that the branched portion is a short chain having a carbon number of from about 1 to 3, and the branched portion is located in the vicinity of a terminal of R
f
.
Specific examples of R
f
will be given below. The following examples include structural isomeric groups having the same molecular formulae. Here, s is an integer of from 1 to 17.
C
4
F
9
— (such as F (CF
2
)
4
—, (CF
3
)
2
CFCF
2
—, (CF
3
)
3
C—, or CF
3
CF
2
CF(CF
3
)—), C
5
F
11
— (such as F (CF
2
)
5
—, (CF
3
)
2
CF(CF
2
)
2
—, (CF
3
)
3
CCF
2
—, or CF
3
(CF
2
)
2
CF(CF
3
)—) , 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
—, C
20
F
41
—, and (CF
3
)
2
CF(CF
2
)
s
—.
X
1
is preferably —(CH
2
)
a
— (wherein a is an integer of at least 2), and a is preferably an integer of from 2 to 6, particularly preferably 2 or 3. Namely, X
1
is particularly preferably —CH
2
CH
2
— or —CH
2
CH
2
CH
2
—. n is an integer of from 0 to 100, preferably from 1 to 50, particularly preferably from 2 to 30.
R is a C
1-5
monovalent hydrocarbon group. R is preferably a C
1-5
alkyl group, such as a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group or a s-butyl group.
X is a hydrolyzable group and may, for example, be preferably OR
a
(wherein R
a
is a C
1-6
monovalent hydrocarbon group), a chlorine atom, NCO or an acyloxy grou
Gunji Fumiaki
Hamano Tadashi
Yoneda Takashige
Asahi Glass Company Limited
Dawson Robert
Keehan Christopher M.
Oblon & Spivak, McClelland, Maier & Neustadt P.C.
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