US5338877A
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Fluoroalkyl group-containing organosilicon oligomer, method for preparing same and surface treating agent
Assignee: NOF Corp
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Filing: 1993-08-24
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Granted: 1994-08-16
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Expires: 2013-08-24
Abstract
Abstract A fluoroalkyl group-containing organosilicon oligomer is represented by the following formula (I) or (IV) of: ##STR1## wherein R, R 1 , R 2 , X and Y each are the same or different groups and stand for an alkyl, alkoxy or alkylcarbonyloxy group having 1 to 10 carbon atoms, n represents an integer of 1 to 3, m 1 and m 3 represent an integer of 1 to 10, m 2 represents an integer of 0 to 10, m 4 represents an integer of 1 to 5 and R F represents ##STR2## where A stands for a hydrogen atom, a fluorine atom or a chlorine atom, n 1 represents an integer of 1 to 10 and n 2 represents an integer of 0 to 8. A surface treating agent contains the oligomer defined by the formula (I) or (IV).
Inventors
- 👤 Hideo Sawada
- 👤 Motohiro Mitani
- 👤 Masaharu Nakayama
- 👤 Takeo Matsumoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 02:27
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1896; C07F7/0803; C07F7/081; C07F7/0834; C07F7/0838; C07F7/1804
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
96 words
A fluoroalkyl group-containing organosilicon oligomer represented by the following formula (IV) of: ##STR38## wherein R 1 and R 2 each are the same or different groups and stand for an alkyl, alkoxy or alkylcarbonyloxy group having 1 to 10 carbon atoms, m 3 represents an integer of 1 to 10, m 4 represents an integer of 1 to 5 and R F stands for ##STR39## where A represents a hydrogen atom, a fluorine atom or a chlorine atom, n 1 represents an integer of 1 to 10, n 2 represents an integer of 0 to 8.
Claim 2
Dependent Claim
96 words
A fluoroalkyl group-containing organosilicon oligomer represented by the following formula (IV) of: ##STR38## wherein R 1 and R 2 each are the same or different groups and stand for an alkyl, alkoxy or alkylcarbonyloxy group having 1 to 10 carbon atoms, m 3 represents an integer of 1 to 10, m 4 represents an integer of 1 to 5 and R F stands for ##STR39## where A represents a hydrogen atom, a fluorine atom or a chlorine atom, n 1 represents an integer of 1 to 10, n 2 represents an integer of 0 to 8.
Claim 3
Dependent Claim
47 words
The organosilicon oligomer defined in claim 1, in which said fluoroalkyl group-containing organosilicon oligomer represented by the formula (IV) is selected from the group consisting of: ##STR40## wherein m 3 represents an integer of 1 to 10 and m 4 represents an integer of 1 to 5.
Claim 4
Dependent Claim
23 words
The organosilicon oligomer defined in claim 1, in which a molecular weight of said oligomer is in a range of 500 to 10,000.
Claim 5
Dependent Claim
115 words
A method for preparing the fluoroalkyl group-containing organosilicon oligomer of claim 1, comprising reacting a fluoroalkanoyl peroxide represented by the following formula (II) of: ##STR41## wherein R F stands for ##STR42## where A represents a hydrogen atom, a chlorine atom or a fluorine atom, n 1 represents an integer of 1 to 10 and n 2 represents an integer of 0 to 8, with a methacryl group-containing organosilicon oligomer represented by the following formula (V) of: ##STR43## wherein R 1 and R 2 each are the same or different groups and stand for an alkyl, alkoxy or alkylcarbonyloxy group having 1 to 10 carbon atoms and m 4 represents an integer of 1 to 5.
Claim 6
Dependent Claim
24 words
The method defined in claim 4, in which said fluoroalkanoyl peroxide is selected from the group consisting of peroxydiperfluoro-2-methyl-3-oxahexanoyl, peroxydiperfluoro-2,5-dimethyl-3,6-dioxanonanoyl, peroxydiperfluoro-2,5,8-trimethyl-3,6,9-trioxadodecanoyl, peroxydiperfluorobutyryl and peroxydiperfluoroheptanoyl.
Claim 7
Dependent Claim
51 words
The method defined in claim 4, in which said methacryl group-containing organosilicon compound is selected from the group consisting of 3-methacryloxypropyl trimethoxy silane, 3-methacryloxypropyl triethoxy silane, 3-methacryloxypropyl diacetyloxymethyl silane, 3-methacryloxypropyl diethoxymethyl silane, 3-methacryloxypropyl triacetyloxy silane, 3-methacryloxypropyl triisopropoxy silane, 3-methacryloxypropyl trimethyl silane, 3-methacryloxypropyl tri-tert-butoxy silane, 3-methacryloxypropyl ethoxydiethyl silane and 3-methacryloxypropyl diethylmethyl silane.
Claim 8
Dependent Claim
30 words
The method defined in claim 4, in which a charging molar ratio of said fluoroalkanoyl peroxide and said methacryl group-containing organosilicon compound is in a range of 1:0.8 to 10.0.
Claim 9
Dependent Claim
29 words
The method defined in claim 4, in which a reaction temperature for preparing said organosilicon oligomer of claim 4 is in a range of -20° C. to +150° C.
Claim 10
Dependent Claim
43 words
The method defined in claim 4, in which said method is carried out in the presence of a halogenated aliphatic solvent selected from the group consisting of methylene chloride, chloroform, 2-chloro-1,2-dibromo-1,1,2-trifluoroethane, 1,2-dibromohexafluoropropane, 1,2-dibromotetrafluoroethane, 1,1-difluorotetrachloroethane, 1,2-difluorotetrachloroethane, fluorotrichloromethane, heptafluoro-2,3,3-trichlorobutane, 1,1,1,3-terachlorotetrafluoropropane, 1,1,1-trichloropentafluoropropane, 1,1,2-trichlorotrifluoroethane and mixtures thereof.
Claim 11
Dependent Claim
37 words
A surface treating agent containing as an effective ingredient a component selected from the group consisting of the fluoroalkyl group-containing organosilicon oligomer of claim 1, a hydrolyzed product thereof, a hydrolyzed condensation product thereof and mixtures thereof.
Claim 12
Dependent Claim
45 words
The surface treating agent defined in claim 10, in which said component is dissolved in a solvent selected from the group consisting of a mixed solvent of a fluorinated chlorohydrocarbon containing water and an alcoholic solvent, an alcoholic solvent containing water and an alcoholic solvent.
Claim 13
Dependent Claim
26 words
The surface treating agent defined in claim 11, in which said fluorinated chlorohydrocarbon is selected from the group consisting of 1,1,2-trichlorotrifluoroethane, 1,2-difluorotetrachloroethane, benzotrifluoride and mixtures thereof.
Claim 14
Dependent Claim
26 words
The surface treating agent defined in claim 11, in which said alcoholic solvent is selected from the group consisting of ethanol, isopropanol, butanol and mixtures thereof.
Claim 15
Dependent Claim
68 words
The surface treating agent defined in claim 10, in which said hydrolyzed product is obtained from the fluoroalkyl group-containing organosilicon oligomer of claim 21 by dissolving the organosilicon oligomer into a solvent and hydrolyzing a resulting solution, said solvent being selected from the group consisting of a mixed solvent of a fluorinated chlorohydrocarbon containing water and an alcoholic solvent, an alcoholic solvent containing water and an alcoholic solvent.
Claim 16
Dependent Claim
26 words
The surface treating agent defined in claim 14, in which said fluorinated chlorohydrocarbon is selected from the group consisting of 1,1,2-trichlorotrifluoroethane, 1,2-difluorotetrachloroethane, benzotrifluoride and mixtures thereof.
Claim 17
Dependent Claim
26 words
The surface treating agent defined in claim 14, in which said alcoholic solvent is selected from the group consisting of ethanol, isopropanol, butanol and mixtures thereof.
Claim 18
Dependent Claim
69 words
The surface treating agent defined in claim 10, in which said hydrolyzed condensation product is obtained from the fluoroalkyl group-containing organosilicon oligomer of claim 1 by dissolving the organosilicon oligomer into a solvent and hydrolytically condensing a resulting solution, said solvent being selected from the group consisting of a mixed solvent of fluorinated chlorohydrocarbon containing water and an alcoholic solvent, an alcoholic solvent containing water and an alcoholic solvent.
Claim 19
Dependent Claim
26 words
The surface treating agent defined in claim 17, in which said fluorinated chlorohydrocarbon is selected from the group consisting of 1,1,2-trichlorotrifluoroethane, 1,2-difluorotetrachloroethane, benzotrifluoride and mixtures thereof.
Claim 20
Dependent Claim
26 words
The surface treating agent defined in claim 17, in which said alcoholic solvent is selected from the group consisting of ethanol, isopropanol, butanol and mixtures thereof.
Claim 21
Dependent Claim
30 words
The surface treating agent defined in claim 11, in which a concentration of said component in the solvent is in a range of 0.005 wt. % to 20 wt. %.
References Cited (Backward Citations)
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