Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...
Reexamination Certificate
2000-11-07
2002-05-14
Dawson, Robert (Department: 1712)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
At least one aryl ring which is part of a fused or bridged...
C528S014000, C528S015000, C528S031000, C528S032000, C528S025000, C524S261000, C524S081000, C524S588000, C525S478000, C525S479000, C525S100000, C523S340000, C568S673000
Reexamination Certificate
active
06388005
ABSTRACT:
CROSS-REFERENCE TO RELATED APPLICATIONS
Not applicable.
STATEMENT REGARDING FEDERALLY SPONSORED RESEARCH OR DEVELOPMENT
Not applicable.
REFERENCE TO A MICROFICHE APPENDIX
Not applicable.
FIELD OF THE INVENTION
This invention is directed to an emulsion of a silicone oil or organic oil, a process for preparing the emulsion, and a process for preparing a silicone oil composition or organic oil composition. More particularly, the invention relates to emulsions which have excellent stability comprising cross-linked particles in drops of silicone or organic oil dispersed in water, and oil compositions with excellent viscoelastic properties and good dispersibility of the cross-linked particles in silicone or organic oils.
BACKGROUND OF THE INVENTION
Japanese Patent Application Sho 64-81,856 and U.S. Pat. No. 4,980,167 describe a process for preparing cross-linked silicone particles containing a silicone oil by dispersing in water, a cross-linkable silicone composition containing a non-crosslinkable silicone oil, and then carrying out a cross-linking reaction. In another process described in U.S. Pat. No. 4,990,556, cross-linked silicone particles containing an organic oil are produced by dispersing in water, and then cross-linking, a cross-linkable silicone composition which contains a non-crosslinkable organic oil. These methods, however, do not obtain an emulsion of silicone oil or organic oil containing cross-linked particles in drops of silicone oil or organic oil dispersed in water.
Japanese Patent Application Hei 3-271,211 and U.S. Pat. No. 5,760,109, on the other hand describe a process in which an emulsion with cross-linked silicone particles and silicone oil drops in water, is obtained by combining cross-linked silicone particles with a silicone oil emulsion prepared by dispersing silicone oil drops in water. In another known process, an emulsion with organic oil drops and cross-linked silicone particles dispersed in water is produced by combining cross-linked silicone particles with an organic oil emulsion prepared by dispersing organic oil drops in water. In these methods, however, the silicone or organic oil drops and the cross-linked silicone particles are dispersed in water independently from each other, and therefore such methods do not obtain a silicone oil or organic oil emulsion in which cross-linked particles are contained in drops of the silicone oil or organic oil.
Japanese Patent Applications Sho 63-152,308, Hei1 -165,509, and Hei 1-207,354, U.S. Pat. No. 4,987,169, and 7-330,537, describe a silicone oil composition with cross-linked silicone particles dispersed in a silicone oil. Japanese Application Hei 9-136,813 describes an organic oil composition containing cross-linked silicone particles dispersed in an organic oil. This oil composition is produced by mixing a silicone oil with cross-linked silicone particles, or by subjecting a cross-linked product of a cross-linkable silicone composition that contains a non-crosslinkable silicone oil to the action of shearing force. These methods, however, do not obtain a silicone oil composition or an organic oil composition containing cross-linked particles with good dispersibility in the silicone or organic oil.
BRIEF SUMMARY OF THE INVENTION
It is therefore an object of the invention to provide (i) a silicone oil or an organic oil emulsion which possesses excellent stability, and which comprises cross-linked particles in drops of silicone oil or organic oil dispersed in water, (ii) a process for preparing such an emulsion, and (iii) a process for preparing an oil composition with excellent viscoelastic properties and good dispersibility of the cross-linked particles in the silicone oil or organic oil.
These and other features of the invention will become apparent from a consideration of the detailed description.
BRIEF DESCRIPTION OF THE SEVERAL VIEWS OF THE DRAWING
Not applicable.
DETAILED DESCRIPTION OF THE INVENTION
The silicone oil or the organic oil emulsion of the invention comprises cross-linked particles which have an average diameter in the range of 0.05 to 100 &mgr;m. The particles are cross-linked by hydrosilylating a liquid cross-linkable composition comprising (A) an organic compound having in its molecule at least two aliphatic unsaturated bonds; (B) a silicon-containing organic compound having in its molecule at least two silicon-bonded hydrogen atoms; and (C) a hydrosilylation reaction catalyst. If desired, the liquid cross-linkable composition may also contain D) an organopolysiloxane having at least one alkenyl group in its molecule. The cross-linked particles are contained in drops of silicone oil or organic oil with an average diameter in the range of 0.1 to 500 &mgr;m, which in turn are dispersed in water. The diameter of the cross-linked particles is smaller than the diameter of the drops.
The process for preparing emulsions which contain a non-crosslinkable silicone oil or organic oil are obtained by (i) dispersing in water, a liquid cross-linkable composition comprising (A) an organic compound having at least two aliphatic unsaturated bonds in its molecule; (B) a silicon-containing organic compound having at least two silicon-bonded hydrogen atoms in its molecule; (C) a hydrosilylation reaction catalyst; optionally (D) an organopolysiloxane having at least one alkenyl group in its molecule; and a non-crosslinkable silicone oil or organic oil in an amount exceeding the amount of oil that can be held by the product of cross-linking of the liquid cross-linkable composition; and (ii) subjecting the liquid cross-linkable composition to a hydrosilylation reaction. The oil composition is obtained by removing water from the emulsion of silicone oil or organic oil containing the cross-linked particles in drops of the silicone or organic oil.
The emulsion of silicone oil or organic oil comprises cross-linked particles in drops of a silicone oil or organic oil dispersed in water. There are no limitations regarding the type of silicone oil that can be used in the emulsion. For example, the silicone oil may have a linear, partially branched linear, cyclic, or branched molecular structure. A linear or a cyclic molecular structure is preferred. The silicone oil is a material that does not contribute to the hydrosilylation reaction used in forming the cross-linked particles, and some representative oils are dimethylpolysiloxanes having both molecular terminals capped with trimethylsiloxy groups, methylphenylpolysiloxanes having both molecular terminals capped with trimethylsiloxy groups, copolymers of methylphenylsiloxane and dimethylsiloxane having both molecular terminals capped with trimethylsiloxy groups, copolymers of methyl (3,3,3-trifluoropropyl)siloxane and dimethylsiloxane having both molecular terminals capped with trimethylsiloxy groups, cyclic dimethylsiloxanes, cyclic methylphenylsiloxanes, silicone oils having polyether groups, long-chain alkyl groups, epoxy groups, carboxylic groups, ester groups, amido groups, amino groups, or mercapto groups.
There are also no limitations with regard to the type of organic oil used in the emulsion, but it is preferred to use oil compatible with the liquid cross-linkable composition used to form the cross-linked particles. The organic oil may be an aromatic oil or an aliphatic oil having a linear, partially branched linear, cyclic, or branched molecular structure. Organic oils having linear or cyclic molecular structures are particularly preferred. The organic oils may be volatile. The oils should not take part in the hydrosilylation reaction used for forming the cross-linked particles. Some representative organic oils are hexane, heptane, paraffin, isoparaffin, or similar alkanes; toluene, xylene, or similar aromatic compounds; methylisobutylketone or similar ketones; undecyl alcohol or similar alcohols; dibutyl ether or similar ethers; isopropyl laurate, isopropyl palmitate, or similar esters. Volatile alkanes are particularly preferred.
The silicone oil and organic oil can be used in combinations with each other, or they can be used with other components di
Kobayashi Kazuo
Morita Yoshitsugu
Dawson Robert
DeCesare James L.
Dow corning Toray Silicone Co., Ltd.
Peng Kuo-Liang
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