Chemistry of hydrocarbon compounds – Product blend – e.g. – composition – etc. – or blending process... – With nonhydrocarbon additive
Reexamination Certificate
2000-02-24
2002-06-25
Wood, Elizabeth D. (Department: 1755)
Chemistry of hydrocarbon compounds
Product blend, e.g., composition, etc., or blending process...
With nonhydrocarbon additive
C585S003000, C585S007000, C585S013000, C585S020000, C585S024000, C568S001000, C568S006000
Reexamination Certificate
active
06410810
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to a handling method of (fluoroaryl)borane compounds, such as tris(fluoroaryl)borane and bis(fluoroaryl)boryl halide, serving as, for example, a useful co-catalyst for a metallocene catalyst (polymeric catalyst) used in a cation complex polymerization reaction, and to a preparing method of a hydrocarbon solution of the (fluoroaryl)borane compound.
BACKGROUND OF THE INVENTION
Tris(fluoroaryl)borane, especially tris(pentafluorophenyl)borane, is a useful compound as a co-catalyst for promoting activity of a metallocene catalyst (polymeric catalyst) used in a cation complex. polymerization reaction, for example. The metallocene catalyst has been receiving considerable attention as a polyolefin polymeric catalyst.
For example, Z. Naturforsch., 20b, 5 (1965) discloses a method of letting pentafluorophenyl magnesium bromide and a boron trifluoride diethyl ether complex undergo a Grignard reaction in a chained ether solvent as a method of obtaining the above tris(pentafluorophenyl) borane.
Generally, the (fluoroaryl)borane compound, such as tris(pentafluorophenyl)borane obtained in the above method, is handled in the form of a hydrocarbon solution.
However, the solubility of the (fluoroaryl)borane compound, such as tris(pentafluorophenyl)borane, in the hydrocarbon solvent, especially an unsaturated hydrocarbon solvent, is relatively small at a normal temperature. Thus, when the (fluoroaryl)borane compound is stored (preserved), transported, transferred, or used, the (fluoroaryl)borane compound is handled in the form of a hydrocarbon solution prepared to have a concentration of the (fluoroaryl)borane compound in a range between 2 wt % and 4 wt %. Therefore, a large vessel or device is required to handle the (fluoroaryl)borane compound, which becomes critical disadvantages in terms of industrial and economical benefits.
To solve the above problems, the (fluoroaryl)borane compound may possibly be handled in the form of a solid (powders).
However, a solid (powders) of the (fluoroaryl)borane compound has a solubility as low as 1 wt % or so in the hydrocarbon solvent, especially an unsaturated hydrocarbon solvent, at a normal temperature. Thus, when a hydrocarbon solution having a suitable concentration for the use as a raw material in producing a catalyst for polyolefin polymerization is prepared as the aforementioned co-catalyst, more specifically, when a hydrocarbon solution having a concentration of 2 wt %-4 wt % is prepared, for example, a solid (powders) of the (fluoroaryl)borane compound is mixed with the hydrocarbon solvent, after which the resulting mixture must be kept at high temperatures over a long period to dissolve the compound into the solvent. Also, since the mixture is heated for a long period to dissolve the (fluoroaryl)borane compound into the solvent at high temperatures, a decomposition reaction, deterioration, quality alternation or the like of the (fluoroaryl)borane compound occurs during the process, thereby lowering the purity of the (fluoroaryl)borane compound.
Further, the presence of water triggers the decomposition reaction of the (fluoroaryl)borane compound. Thus, if moisture in the air enters into a solid (powders) of the (fluoroaryl)borane compound, for example, the purity of the (fluoroaryl)borane compound drops. Moreover, a solid (powders) of the (fluoroaryl)borane compound has poor fluidity. For this reason, a special device or the like is required to handle a solid (powders) of the (fluoroaryl)borane compound while completely removing moisture in the air, for example.
As has been discussed above, when the (fluoroaryl)borane compound is made into a solid (powders), its handling becomes too complicated and there arises a problem that the handling is critically disadvantageous in terms of industrial and economical benefits. Thus, there has been an increasing need for a handling method of the (fluoroaryl)borane compound, with which the (fluoroaryl)borane compound can be handled in an industrially and economically advantageous manner, and a preparing method of a hydrocarbon solution of the (fluoroaryl)borane compound, with which the hydrocarbon solution can be prepared readily and quickly without lowering the purity of the (fluoroaryl)borane compound.
SUMMARY OF THE INVENTION
It is therefore an object of the present invention to provide a handling method of the (fluoroaryl)borane compound, with which the (fluoroaryl)borane compound can be handled in an industrially and economically advantageous manner, and a preparing method of a hydrocarbon solution of the (fluoroaryl)borane compound, with which the hydrocarbon solution can be prepared readily and quickly without lowering the purity of the (fluoroaryl)borane compound.
The inventors of the present invention conducted an assiduous study on the handling method of the (fluoroaryl)borane compound and the preparing method of the hydrocarbon solution. In due course, the inventors discovered that, when the (fluoroaryl)borane compound is handled in the form of slurry made with a hydrocarbon solvent A, a smaller vessel or device can be used compared with a case of handling the same in the form of a solution, thereby making it possible to handle the (fluoroaryl)borane compound in an industrially and economically advantageous manner. Also, the inventors achieved the present invention when they discovered that a hydrocarbon solution having a concentration of the (fluoroaryl)borane compound in a range between 1 wt % and 10 wt % can be readily and quickly prepared without lowering the purity of the (fluoroaryl)borane compound by dissolving the above slurry into a hydrocarbon solvent B in a virtually air-tight vessel.
To achieve the above and other objects, a handling method of the (fluoroaryl)borane compound of the present invention is characterized in that a (fluoroaryl)borane compound expressed by General Formula (1) below is handled in the form of slurry made with a hydrocarbon solvent A:
where each of R
1
, R
2
, R
3
, R
4
, and R
5
independently represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group provided that at least one of R
1
-R
5
represents a fluorine atom, X represents a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom, and n represents 2 or 3.
According to the above method, compared with a case of handling the (fluoroaryl)borane compound in the form of a solution, a smaller vessel or device can be used by handling the same in the form of the slurry. Consequently, it has become possible to handle the (fluoroaryl)borane compound in an industrially and economically advantageous manner. Further, for example, when the hydrocarbon solution is filtered at a temperature at which the (fluoroaryl)borane compound does not crystallize undissolved components (impurities), such as magnesium halide, contained in the hydrocarbon solution can be separated/removed as the filtration residue. Therefore, the (fluoroaryl)borane compound can be handled in the form of pure slurry.
Also, to achieve the above and other objects, the preparing method of the hydrocarbon solution of the (fluoroaryl)borane compound of the present invention is characterized in that a hydrocarbon solution having a concentration of the (fluoroaryl)borane compound in a range between 1 wt % and 10 wt % is prepared by dissolving the above slurry into a hydrocarbon solvent B in a virtually air-tight vessel.
According to the above method, since the (fluoroaryl)borane compound has been already made into the slurry with the hydrocarbon solvent A, the (fluoroaryl)borane compound dissolves into the hydrocarbon solvent B quickly. In other words, it is not necessary to heat the mixture for a long period to dissolve the (fluoroaryl)borane compound into the solvent at high temperatures. Consequently, it has become possible to prepare a hydrocarbon solution having a concentration of the (fluoroaryl)borane compound in a range between 1 wt % and 10 wt % readily and quickly without lowering the purity of the (fluoroaryl)borane compound.
The present invention includes, in p
Hirano Naoko
Ikeno Ikuyo
Mitsui Hitoshi
Ueno Tsunemasa
Birch & Stewart Kolasch & Birch, LLP
Nippon Shokubai Co. , Ltd.
Wood Elizabeth D.
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