Method for producing organosilicon compound and filtration device

Abstract

To provide a method for producing an organosilicon compound and a filtration device that enables efficient filtration of by-product salts by a simple process with excellent cost performance.SOLUTION: A method for producing an organosilicon compound, comprises a reaction step of reacting a halosilane compound with an alcohol to obtain a liquid or slurry containing an alkoxysilane, and a filtration step of filtering a salt generated in the reaction step while stirring the liquid or slurry by moving a stirring blade up and down in a containing vessel, wherein the containing vessel comprises, at its bottom portion, a filtration member for filtering the salt and a fixing member for fixing the filtration member to the bottom portion of the containing vessel.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to a method for producing an organosilicon compound and a filtering device. [Background technology]

[0002] Organosilicon compounds are used in a wide range of fields, and have attracted attention as important compounds in fields such as materials engineering, optics, medicine, and agriculture. In the production of organosilicon compounds, it is important to control the structure depending on the application. One method for obtaining organosilicon compounds with a desired structure is a synthesis method using the Grignard reaction. The Grignard reaction is a reaction using a Grignard reagent produced by the reaction of magnesium with an organic halide, and by utilizing this reaction, a desired organic group or the like can be added to the silicon element in the organosilicon compound. For example, Patent Document 1 discloses a method for producing a dialkyldialkoxysilane by reacting dichlorosilane with a Grignard reagent having a specific structure.

[0003] In the production of such organosilicon compounds, a reaction apparatus equipped with a stirring means is usually used to promote the desired reaction and ensure efficient production. One example of a reaction apparatus is that described in Patent Document 2, in which a stirring blade revolves around a rotation axis to stir the liquid inside the reaction apparatus. Furthermore, Patent Document 3 discloses a device that circulates liquid in an agitation layer by ejecting the liquid from a device attached to a rotating shaft. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Publication No. 09-012584 [Patent Document 2] Japanese Patent Application Laid-Open No. 2018-104797 [Patent Document 3] International Publication No. 2002 / 026374 Summary of the Invention [Problem to be solved by the invention]

[0005] However, when producing an organosilicon compound, if the reaction process includes a specific reaction, particularly an alkoxylation reaction, a large amount of by-product salts may be produced, causing the reaction liquid to become a highly viscous liquid or slurry. Therefore, in order to obtain the desired organosilicon compound, the by-product salt must be removed by means of filtration or the like, but from the viewpoints of production efficiency and cost, a simple and efficient filtration means is required. When filtration is performed while stirring with rotary stirring blades (stirring vanes), as in the device described in Patent Document 2, large stirring blades are required to efficiently stir and filter highly viscous liquids or slurries, and the stirring blades and stirring tanks require complex design shapes, leaving room for improvement in terms of manufacturing costs. Furthermore, in the case of a device that circulates liquid by ejecting it, such as the device described in Patent Document 3, the device itself is costly and the stirring efficiency is insufficient, leaving room for improvement. Therefore, an object of the present invention is to provide a cost-effective method for producing an organosilicon compound and a filtration device that enable efficient filtration of by-product salts using a simple method. [Means for solving the problem]

[0006] As a result of extensive research, the present inventors have found that the above-mentioned problems can be solved by performing filtration using a filtration device equipped with a predetermined stirring means.

[0007] That is, the gist of the present invention is specifically as follows. <1> A method for producing an organosilicon compound, comprising: a reaction step of reacting a halogenated silicon compound with an alcohol to obtain a liquid or slurry containing an alkoxysilane, a filtering step of filtering the salt produced in the reaction step while stirring the liquid or slurry by moving a stirring blade up and down in a container; The storage container has a filtering member at its bottom for filtering the salt, and a fixing member for fixing the filtering member to the bottom of the storage container. A method for producing organosilicon compounds. <2> The stirring blade has a substantially disc shape or a substantially conical shape. <1> 2. A method for producing the organosilicon compound according to claim 1. <3> The area of ​​the lower surface of the stirring blade located at the lowest position in the storage container is 30% to 90% of the bottom area of ​​the storage container. <1> or <2> 2. A method for producing the organosilicon compound according to claim 1. <4> In the filtration step, the stirring blade moves up and down at a cycle of 0.2 / s or more and 4.0 / s or less. <1> ~ <3> 10. The method for producing an organosilicon compound according to claim 9, wherein the organic silicon compound is a silicon dioxide. <5> The stirring blade has a substantially conical shape, and the angle between the bottom surface of the stirring blade and the generating line is 1° or more and 30° or less. <1> ~ <4> 10. The method for producing an organosilicon compound according to claim 9, wherein the organic silicon compound is a silicon dioxide. <6> The stirring blade is attached to a shaft, and the shaft is driven by gas. <1> ~ <5> 10. The method for producing an organosilicon compound according to claim 9, wherein the organic silicon compound is a silicon dioxide. <7> the fixing member is made up of two or more plate-like members each having a through hole formed therethrough in the thickness direction, The two or more plate-shaped members sandwich the filtering member from above and below. <1> ~ <6> 10. The method for producing an organosilicon compound according to claim 9, wherein the organic silicon compound is a silicon dioxide. <8> The opening ratio of the fixing member is 20% or more and 80% or less. <7> 2. A method for producing the organosilicon compound according to claim 1. <9> The fixing member has a substantially circular disk shape, and the amount of deflection of the fixing member at a radius of 500 mm is 10.0 mm or less. <1> ~ <8> 10. The method for producing an organosilicon compound according to claim 9, wherein the organic silicon compound is a silicon dioxide. <10> The fixing member is formed of at least one material selected from the group consisting of a metal material and a resin-coated metal material. <1> ~ <9> 10. The method for producing an organosilicon compound according to claim 9, wherein the organic silicon compound is a silicon dioxide. <11> The filtering member is a filter paper having a particle retention capacity of 1 μm or more and 20 μm or less. <1> ~ <10> 10. The method for producing an organosilicon compound according to claim 9, wherein the organic silicon compound is a silicon dioxide. <12> The method further includes a recovery step of recovering the filtrate that has passed through the filtration member in a recovery container, The method further includes a re-supply step of supplying the filtrate recovered in the recovery step to the storage container when the volume of the liquid or slurry in the storage container becomes 50% or less of the volume of the storage container. <1> ~ <11> 10. The method for producing an organosilicon compound according to claim 9, wherein the organic silicon compound is a silicon dioxide. <13> a container for containing a liquid or a slurry; Stirring blade, a filter member provided at the bottom of the container; and a fixing member for fixing the filtering member to the bottom of the container; The filtration device is capable of stirring the liquid or slurry by the up and down movement of the stirring blade in the container. <14> The stirring blade has a substantially disc shape or a substantially conical shape. <13> The filtration device according to claim 1. <15> The area of ​​the lower surface of the stirring blade located at the lowest position in the storage container is 30% to 90% of the bottom area of ​​the storage container. <13> or <14> The filtration device according to claim 1. <16> The stirring blade moves up and down at a cycle of 0.2 / s or more and 4.0 / s or less, <1 3>~ <15> The filtration device according to any one of the preceding items. <17> The stirring blade has a substantially conical shape, and the angle between the bottom surface of the stirring blade and the generating line is 1° or more and 30° or less. <13> ~ <16> The filtration device according to any one of the preceding items. <18> The stirring blade is attached to a shaft, and the shaft is driven by gas. <13> ~ <17> The filtration device according to any one of the preceding items. <19> the fixing member is made up of two or more plate-like members each having a through hole formed therethrough in the thickness direction, The two or more plate-shaped members sandwich the filtering member from above and below. <13> ~ <18> The filtration device according to any one of the preceding items. <20> The opening ratio of the fixing member is 20% or more and 80% or less. <19> The filtration device according to claim 1. <21> The fixing member has a substantially circular disk shape, and the amount of deflection of the fixing member at a radius of 500 mm is 10.0 mm or less. <13> ~ <20> The filtration device according to any one of the preceding items. <22> The fixing member is formed of at least one material selected from the group consisting of a metal material and a resin-coated metal material. <13> ~ <21> The filtration device according to any one of the preceding items. <23> The filtering member is a filter paper having a particle retention capacity of 1 μm or more and 20 μm or less. <13> ~ <22> The filtration device according to any one of the preceding items. <24> a collection vessel for collecting the filtrate that has passed through the filtration member; The apparatus further includes a supply device that resupplies the filtrate recovered in the recovery container to the storage container when the volume of the liquid or slurry in the storage container becomes 50% or less of the volume of the storage container. <13> ~ <23> The filtration device according to any one of the preceding items. [Effects of the Invention]

[0008] According to one embodiment of the present invention, there is provided a cost-effective method for producing an organosilicon compound, which allows for efficient filtration of by-product salts using a simple method. Furthermore, according to one embodiment of the present invention, a cost-effective filtering device is provided that is capable of efficiently filtering by-product salt using a simple method. [Brief explanation of the drawings]

[0009] [Figure 1] FIG. 1 is a cross-sectional view showing an example of a filtration device according to one embodiment of the present invention. [Figure 2] FIG. 2 is a schematic diagram of a shaft and agitator blade according to one embodiment of the present invention. [Figure 3] FIG. 3 is a cross-sectional view illustrating the shape of an agitating blade according to one embodiment of the present invention. [Figure 4] FIG. 4 is a schematic diagram of an example of a filtering member according to one embodiment of the present invention, viewed from a vertical direction. DETAILED DESCRIPTION OF THE INVENTION

[0010] Although the embodiments of the present invention will be described in detail below, the present invention is not limited to these details as long as they do not deviate from the gist of the invention. Furthermore, the present invention can be implemented by making any modifications within the scope of the gist of the invention. Furthermore, when a numerical range is described in stages, the upper and lower limits of each numerical range can be combined arbitrarily. Furthermore, the expression "A or B" in this specification may be read as "at least one selected from the group consisting of A and B." Furthermore, the expression "amount of B relative to amount of A" in this specification means "amount of B / amount of A." Furthermore, although a number of embodiments are described in this specification, various conditions in each embodiment may be applied to each other to the extent that they are applicable.

[0011] In this specification, a numerical range expressed using "to" means a range that includes the numerical values ​​written before and after "to" as the lower and upper limits, and "A to B" means A or more and B or less.

[0012] One embodiment of the present invention is a method for producing an organosilicon compound, comprising the steps of: a reaction step of reacting a halogenated silicon compound with an alcohol to obtain a liquid or slurry containing an alkoxysilane, a filtering step of filtering the salt produced in the reaction step while stirring the liquid or slurry by moving a stirring blade up and down in a container; The storage container has a filtering member at its bottom for filtering the salt, and a fixing member for fixing the filtering member to the bottom of the storage container. A method for producing an organosilicon compound.

[0013] Another embodiment of the present invention includes a container for containing a liquid or a slurry; Stirring blade, a filter member provided at the bottom of the container; and a fixing member for fixing the filtering member to the bottom of the container; The filtering device is capable of stirring the liquid or slurry by the up and down movement of the stirring blade in the container.

[0014] The manufacturing method and filtration device according to the present embodiment will be described below with reference to the drawings, but the present invention is not limited to these embodiments. Furthermore, the dimensions, materials, shapes, and relative positions of the components described in the descriptions and drawings of each embodiment are merely examples.

[0015] <Method for producing organosilicon compounds> The method for producing an organosilicon compound according to one embodiment of the present invention is not particularly limited as long as it comprises a reaction step of reacting a halogenated silicon compound with an alcohol to obtain a liquid or slurry containing alkoxysilane (hereinafter also referred to simply as "reaction liquid"), and a step of filtering using the above-mentioned specific device and a specific method, and known methods can be appropriately adopted depending on the desired organosilicon compound.In addition, the compound may be produced through multiple reactions other than the above-mentioned reaction step.

[0016] [Reaction process] <Halogenated silicon compounds> There are no particular limitations on the silicon halide compound, so long as it can produce the desired alkoxysilane upon reaction with an alcohol, and any known silicon halide compound can be used.

[0017] The silicon halide compound can be represented by the following formula (1). SiR 1 a X 4-a (1) In the above formula (1), R 1 each independently represents a hydrogen atom or a monovalent organic group; each X independently represents a halogen atom; and a represents an integer of 0 to 3.

[0018] R 1are not particularly limited as long as they are each independently a hydrogen atom or a monovalent organic group, and may be a hydrogen atom or a monovalent hydrocarbon group, but are preferably a hydrogen atom from the viewpoint of reactivity. The monovalent organic group may have a straight-chain structure, a branched-chain structure, a ring structure (alicyclic structure and / or aromatic ring structure), or an unsaturated bond. R 1 The monovalent hydrocarbon group is not particularly limited, but from the viewpoint of reactivity, the hydrocarbon group preferably has 1 to 10 carbon atoms, more preferably 1 to 5 carbon atoms, and even more preferably 1 or 2 carbon atoms.

[0019] There are no particular limitations on X, so long as each X is independently a halogen atom, and X may be any of a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0020] There are no particular limitations on a, provided that it is an integer of 0 to 3.

[0021] Specific examples include monohalosilanes such as chlorosilane, bromosilane, iodosilane, methylchlorosilane, methylbromosilane, methylchlorosilane, methylbromosilane, ethylchlorosilane, ethylbromosilane, dimethylchlorosilane, dimethylbromosilane, trimethylchlorosilane, and triethylchlorosilane; dihalosilanes such as dichlorosilane, dibromosilane, diiodosilane, methyldichlorosilane, methyldibromosilane, ethyldichlorosilane, ethyldibromosilane, dimethyldichlorosilane, and dimethyldibromosilane; trihalosilanes such as trichlorosilane, tribromosilane, triiodosilane, methyltrichlorosilane, methyltribromosilane, ethyltrichlorosilane, and ethyltribromosilane; and tetrahalosilanes such as tetrachlorosilane, tetrabromosilane, and tetraiodosilane.

[0022] Silicon halide compounds may also be synthesized by Grignard reactions depending on the desired end product. For example, the above-mentioned silicon halide compounds (SiR 1X3), organic halides (R 2 Y2;R 2 is any organic group, Y is a halogen atom) and magnesium (Mg). First, a Grignard reagent (R 2 (Y)MgY), and then the Grignard reagent is reacted with a silicon halide compound, and at least some of the X in the silicon halide compound is converted to R 2 to obtain a halogenated silicon compound (hereinafter also referred to as compound (2)) having a structure represented by the following formula (2). [ka] Furthermore, the reaction of compound (2) with magnesium affords a Grignard reagent (YMgR 2 Si(R 1 )(X)2) is produced, and then the reaction between the Grignard reagent and a halogenated silicon compound or compound (2) is repeated multiple times to produce an organosilicon compound having a structure represented by the following formula (3) (hereinafter also referred to as compound (3)): [ka] In formula (3), n represents the number of repetitions and is an integer of 2 or more.

[0023] <Alcohol> The alcohol reacts with the silicon halide compound to give the desired alkoxysilane. There are no particular restrictions as long as it is possible to The alcohol can be represented by the following formula (4): R 3 OH (4) In the above formula (4), R 3 represents an alkyl group.

[0024] R 3 is not particularly limited as long as it is an alkyl group, and the alkyl group may have a linear structure or a branched structure. R 3 The alkyl group in the above is not particularly limited, but from the viewpoint of reactivity, the number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 or 2.

[0025] Specific examples include methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, 2-methyl-1-propanol, and 2-methyl-2-propanol.

[0026] <Liquid or slurry containing alkoxysilane> Alkoxysilanes are produced by reacting the above-mentioned silicon halide compounds with alcohols. During this reaction, by-product salts are produced during the series of reaction steps, causing the reaction mixture to become a highly viscous liquid or slurry. The composition of the by-product salt is uncertain because it depends on the silicon halide compound, alcohol, and other compounds contained in the raw materials, but it is presumed that hydrogen halide is generated by the reaction of the silicon halide compound with the alcohol, and the hydrogen halide reacts with the compounds in the reaction solution to produce the by-product salt. The reaction solution in the series of reaction steps may contain a basic compound in advance for the purpose of neutralization, etc. Therefore, the by-product salt may include a salt of the basic compound and hydrogen halide. The basic compound is preferably an alkylamine, more preferably triethylamine.

[0027] Alkoxysilane can be represented by the following formula (5). Si(R 1 ) a (OR 3 ) 4-a (5) In the above formula (5), R 1 and a are derived from the halogenated silicon compound used as the raw material and are the same as in the above formula (1); R 3 is derived from alcohol and is the same as formula (4) above. 1 or R 3 When there are a plurality of, they are independent and may be different from each other.

[0028] Specific examples of monoalkoxysilanes include methoxy-based silanes such as methoxysilane, methylmethoxysilane, ethylmethoxysilane, propylmethoxysilane, butylmethoxysilane, vinylmethoxysilane, phenylmethoxysilane, dimethylmethoxysilane, methylethylmethoxysilane, and diethylmethoxysilane; ethoxy-based silanes such as ethoxysilane, methylethoxysilane, ethylethoxysilane, propylethoxysilane, butylethoxysilane, vinylethoxysilane, phenylethoxysilane, dimethylethoxysilane, methylethylethoxysilane, and diethylethoxysilane; and propoxy-based silanes such as propoxysilane, methylpropoxysilane, ethylpropoxysilane, propylpropoxysilane, butylpropoxysilane, vinylpropoxysilane, phenylpropoxysilane, dimethylpropoxysilane, methylethylpropoxysilane, and diethylpropoxysilane.

[0029] Specific examples of dialkoxysilanes include dimethoxysilanes such as dimethoxysilane, methyldimethoxysilane, ethyldimethoxysilane, propyldimethoxysilane, butyldimethoxysilane, vinyldimethoxysilane, phenyldimethoxysilane, dimethyldimethoxysilane, methylethyldimethoxysilane, and diethyldimethoxysilane. silanes; diethoxy-based silanes such as diethoxysilane, methyldiethoxysilane, ethyldiethoxysilane, propyldiethoxysilane, butyldiethoxysilane, vinyldiethoxysilane, phenyldiethoxysilane, dimethyldiethoxysilane, methylethyldiethoxysilane, and diethyldiethoxysilane; or dipropoxy-based silanes such as dipropoxysilane, methyldipropoxysilane, ethyldipropoxysilane, propyldipropoxysilane, butyldipropoxysilane, vinyldipropoxysilane, phenyldipropoxysilane, dimethyldipropoxysilane, methylethyldipropoxysilane, and diethyldipropoxysilane.

[0030] Specific examples of trialkoxysilanes include trimethoxy-based silanes such as trimethoxysilane, methyltrimethoxysilane, ethyltrimethoxysilane, vinyltrimethoxysilane, and phenyltrimethoxysilane; triethoxy-based silanes such as triethoxysilane, methyltriethoxysilane, ethyltriethoxysilane, vinyltriethoxysilane, and phenyltriethoxysilane; and tripropoxy-based silanes such as tripropoxysilane, methyltrippropoxysilane, ethyltrippropoxysilane, vinyltrippropoxysilane, and phenyltrippropoxysilane.

[0031] Specific examples of tetraalkoxysilane include tetramethoxysilane, tetraethoxysilane, and tetrapropoxysilane.

[0032] Alternatively, the compound (3) may be reacted with an alcohol to produce an alkoxysilane represented by the following formula (6). [ka] In formula (6), R 1 ~R 3 is the same as in formulas (1) to (5), and n represents the number of repetitions and is an integer of 2 or more.

[0033] The amounts and concentrations of the silicon halide compound and alcohol used in the reaction step are not particularly limited and may be adjusted appropriately depending on the structure of each raw material, the structure of the target alkoxysilane, etc. As an example, a liquid or slurry containing alkoxysilane can be obtained by reacting 0.01 to 5.0 mol / L of a silicon halide compound with 0.1 to 25 mol / L of alcohol.

[0034] The method for carrying out the alkoxylation reaction is not particularly limited and can be carried out by a known method. The reaction conditions are also not particularly limited, and the reaction temperature may be, for example, 10 to 80°C or 20 to 50°C, the reaction time may be, for example, 1 to 24 hours or 1 to 4 hours, and the reaction atmosphere may be, for example, air or an inert gas.

[0035] (Other ingredients) In the reaction step, components (other components) other than the above-mentioned halogenated silicon compound and alcohol may be used, for example, a solvent, an additive, etc., as long as the effects of the present invention are not impaired. In addition, a neutralization step of adding an alkylamine (e.g., triethylamine) to neutralize the reaction solution may be included.

[0036] <Filtration process / filtration equipment> In the method for producing an organosilicon compound according to one embodiment of the present invention, the by-product salt is filtered while stirring using a filtering device according to another embodiment of the present invention, which will be described below (filtration step). FIG. 1 is a cross-sectional view showing an example of a filtration device according to one embodiment of the present invention. 1 has a container 101 for containing a liquid or a slurry, and two stirring blades 103 attached to a shaft 102. A filtering member 105 is fixed to the bottom of the container 101 by a fixing member 104. The filtration device 100 preferably has an outlet (not shown) for recovering the reaction liquid (filtrate) filtered by the filtration member 105.

[0037] [Containment Container] The shape of the storage vessel 101 is not particularly limited, and may be cylindrical or pot-shaped. The size (capacity) of the storage vessel 101 is also not particularly limited, and may be selected appropriately depending on the production scale. For example, it is 1 to 10 L on a lab scale and 10 to 500 L on an industrial scale. Furthermore, the container 101 may have a structure that allows it to be pressurized.

[0038] The filtration step may be performed by introducing a reaction solution containing a by-product salt, which has been produced in a separate reaction vessel, into storage vessel 101, but filtration device 100 may also serve as a reaction device. That is, after the Grignard reaction or alkoxylation reaction is carried out in storage vessel 101, the reaction solution in storage vessel 101 may be filtered as is. Therefore, filtration device 100 may be equipped with other devices or functions necessary for the reaction, such as a thermometer, a cooling means, a gas introduction pipe, etc. The filtration step may be repeated multiple times as necessary, which can improve the yield and purity of the desired organosilicon compound.

[0039] [shaft] The shaft 102 is not particularly limited as long as it can be fitted with the stirring blade 103 and driven. The shape and size of shaft 102 are not particularly limited, but an example is a rod shape with a thickness of 20 to 100 mm and a length of 200 to 2000 mm, and the cross section may be circular, elliptical, polygonal, or the like. From a cost perspective, the shaft 102 is preferably gas driven, and more preferably compressed air driven.

[0040] [Mixing blade] The stirring blade 103 is attached to the shaft 102 and moves up and down as the shaft 102 is driven, thereby stirring the reaction liquid in the container 101 . 2 shows a schematic diagram of the shaft 102 and the stirring blade 103. The shape of the stirring blade 103 is not particularly limited and may be a plate shape, a disk shape, a cone shape, or the like, but from the viewpoint of stirring efficiency, a substantially disk shape or a substantially cone shape is preferable. When the stirring blade is in the shape of a plate or a disk, its thickness is preferably 3 to 30 mm. Furthermore, when the stirring blade 103 has a substantially conical shape as shown in Fig. 3, the angle θ formed by the bottom surface of the stirring blade 103 and the generating line B is preferably 1 to 30°. When the angle θ is within the above range, the liquid resistance during stirring is reduced, allowing for efficient stirring. Furthermore, it is possible to prevent the reaction liquid from remaining on the stirring blade 103 after the filtration step. The angle θ is more preferably 3 to 20°, and particularly preferably 5 to 10°. Furthermore, in order to prevent the reaction liquid from remaining on the stirring blade 103, the stirring blade 103 may have through-holes that penetrate through it in the thickness direction.

[0041] The number of stirring blades 103 may be one or more. From the viewpoint of the balance between stirring efficiency and the cost of the device itself, the number is preferably one to two. When there are multiple stirring blades 103, the blades may be different in shape, size, material, etc. The position where the stirring blade 103 is attached to the shaft 102 is not particularly limited, but it is preferable that the blade located at the bottom of the container 101 be attached so that it can move up and down within a range of 5 to 75% of the height from the bottom of the container 101.

[0042] The size of the stirring blade 103 is not particularly limited, but the area of ​​the lower surface of the blade located lowest in the storage vessel 101 is preferably 30 to 90%, more preferably 40 to 80%, and particularly preferably 50 to 70% of the bottom area of ​​the storage vessel 101. When the size of the stirring blade 103 is within the above range, efficient stirring and filtration can be performed even if the reaction liquid is a highly viscous liquid or slurry. In the above calculation, if the stirring blade 103 has a through-hole, it is treated as if it does not have a through-hole, and if the bottom surface of the storage container 101 is curved, the cross-sectional area at the position where the uppermost fixing member 104 is located is treated as the bottom area of ​​the storage container 101. When the stirring blade 103 has through-holes, the opening ratio of the stirring blade 103 (the ratio of the area of ​​the through-holes to the area of ​​the bottom surface of the stirring blade 103) is preferably 5 to 40%, more preferably 10 to 25%. When the opening ratio is within the above range, the reaction liquid can be sufficiently prevented from remaining on the stirring blade 103.

[0043] In the filtration step, the stirring blade 103 preferably moves up and down at a speed of 50 to 1000 mm / s. By keeping the speed of the stirring blade 103 within the above range, the reaction liquid can be efficiently stirred and filtered without placing an excessive load on the apparatus. A speed of 70 to 500 mm / s is more preferred, and a speed of 100 to 300 mm / s is particularly preferred.

[0044] The stroke width of the up and down movement of the stirring blade 103 is not particularly limited and depends on the size and shape of the storage container 101, but if the storage container 101 is cylindrical with an inner diameter of 500 mm and a height of 600 mm, it is preferably 150 to 420 mm, and more preferably 200 to 300 mm.

[0045] The stroke period of the up-and-down movement of the stirring blade 103 is preferably 0.2 to 4.0 / s. By keeping the stroke period of the up-and-down movement of the stirring blade 103 within the above range, the reaction liquid can be efficiently stirred and filtered without placing an excessive load on the apparatus. A stroke period of 0.4 to 3.0 / s is more preferable, and a stroke period of 0.6 to 2.0 / s is particularly preferable.

[0046] [Filtering material] The filtering member 105 is provided at the bottom of the container 101 and filters out salts produced in the reaction step. The filtering member 105 is not particularly limited as long as it has a filtering function, and examples thereof include filter paper and filter cloth. Among these, filter paper is preferred from the viewpoints of filtering efficiency and cost. Furthermore, filter paper having a particle retention capacity of 1 μm to 20 μm is more preferred, and filter paper having a particle retention capacity of 2 μm to 10 μm is particularly preferred.

[0047] The filtering member 105 may be a single member or multiple members, for example, multiple sheets of filter paper may be stacked, or different members may be combined.

[0048] [Fixed part] In this embodiment, the liquid in the storage container 101 is stirred by the up and down movement of the stirring blade 103, so that a force in the up and down direction (vertical direction) is more likely to act on the filtering member 105 than when stirring is performed by a rotary stirring blade. Therefore, the filtering member 105 is fixed to the bottom of the storage container 101 by a fixing member 104. The shape and size of the fixing member 104 are not particularly limited, and may be adjusted as appropriate according to the shape and size of the bottom of the storage container 101. The fixing member 104 is, for example, a plate-shaped member or a ring-shaped member having a shape similar to the cross section of the bottom of the container 101. The fixing member 104 is preferably in the shape of a substantially circular disk.

[0049] From the viewpoint of firmly fixing the filtration member 105, the fixing member 104 is preferably made of two or more plate-like members that sandwich the filtration member 105 from above and below to fix the filtration member 105. Furthermore, from the viewpoint of not impairing the filtration efficiency, it is preferable that the fixing member 104 has a through-hole formed therethrough in the thickness direction. Fig. 4 is a schematic diagram of an example of a filtering member 105 viewed from the vertical direction. In the example shown in Fig. 4, the filtering member 105 has a disk shape and has a plurality of hexagonal through holes 106 formed therein. However, the number, shape, and size of the through holes 106 are not limited, and for example, the through holes 106 may be circular or any polygonal shape. Furthermore, when there are a plurality of fixing members 104, the respective members may all be the same or may be different from one another.

[0050] When the fixing member 104 has through-holes 106, the aperture ratio thereof is preferably 20 to 80%, more preferably 30 to 70%, and particularly preferably 40 to 60%. When the aperture ratio is within the above range, a good balance is achieved between fixing the filtering member 105 and filtering efficiency. The opening ratio (%) of the fixing member 104 is calculated by dividing the sum of the total area of ​​the through holes in the fixing member by the bottom area of ​​the container x 100.

[0051] The thickness of fixing member 104 is not particularly limited as long as it can sufficiently fix filtering member 105, but is, for example, 2 to 15 mm, and preferably 3 to 7 mm.

[0052] Furthermore, when the fixing member 104 has a disk shape, the deflection amount of the fixing member 104 with respect to a radius of 500 mm is preferably 10.0 mm or less. There is no lower limit to the deflection amount, but it is usually 0 mm or more. The deflection amount is preferably 0 to 10.0 mm, more preferably 0.1 to 5.0 mm, and particularly preferably 0.1 to 3.0 mm. When the deflection amount is within the above range, the filtering member 105 is easily fixed sufficiently even when stress caused by stirring is applied. The deflection amount can be kept within the above range by using the material of the fixing member 104 as described below, or by appropriately adjusting the thickness of the fixing member 104 and the through-holes 106. The amount of deflection of the fixing member 104 is a value measured by the following procedure. <Deflection measurement method> The fixed member is placed on a flat surface plate, and the height from the surface plate (excluding the thickness of the fixed member) is measured at any point on the periphery of the fixed member. Measurements are taken at four points rotated 90° from the first measurement point, and this is done on both the front and back sides of the fixed member for a total of eight points, and the maximum value of these is used as the amount of deflection.

[0053] The materials of the container 101, shaft 102, stirring blade 103, and fixing member 104 are not particularly limited, but from the viewpoint of heat resistance and corrosion resistance, they are preferably made of at least one selected from the group consisting of metal materials and materials in which metal is coated with resin. Examples of metal materials include iron, stainless steel, and aluminum. Examples of resins that coat metals include polytetrafluoroethylene (PTFE), ethylene tetrafluoroethylene (ETFE), and perfluoroalkoxyalkane (PFA). Among these, from the viewpoint of firmly fixing the filtering member 105, it is preferable that the fixing member 104 be made of the above materials. The shaft 102 and the stirring blade 103 may be made of a material consisting of a simple resin such as polytetrafluoroethylene (PTFE), ethylene tetrafluoroethylene (ETFE), or perfluoroalkoxyalkane (PFA).

[0054] <Recovery process and resupply process> In the method for producing an organosilicon compound according to this embodiment, the filtrate that has passed through the filter member 105 is collected. It is preferable that the method further includes a recovery step of recovering the filtrate in a container, and a re-supply step of supplying the filtrate recovered in the recovery step to the container 101 when the volume of the liquid or slurry in the container 101 becomes 50% or less (more preferably 30% or less) of the volume of the container 101. The filtration device 100 preferably further has a collection container for collecting the filtrate that has passed through the filtration member 105, and further has a supply device for re-supplying the filtrate collected in the collection container to the storage container 101 when the volume of the liquid or slurry in the storage container 101 becomes 50% or less (more preferably 30% or less) of the volume of the storage container 101.

[0055] By providing such a recovery step and re-supply step, the filtrate can be filtered again, thereby increasing the purity of the target recovered product. In addition, multiple filtration steps can be performed using a single filtration device, thereby reducing the costs of the device and operation.

[0056] The collection container is not particularly limited as long as it is a container that can contain a liquid, and for example, a container made of the same material as the storage container 101 and the fixing member 104 can be used.

[0057] The supply device is not particularly limited as long as it can transfer the filtrate in the collection container to the storage container 101, but an example is a method in which a pipe is connected from the collection container to the top of the storage container 101 and the filtrate in the collection container is transferred using pressurized nitrogen gas or a pump. [Example]

[0058] Examples of the present invention will be described below, but the present invention is not limited to the following examples.

[0059] <Mixing test: mixing impeller diameter and speed> <Reference example 1> The agitator used was equipped with a cylindrical container with an inner diameter of 400 mm and a height of 300 mm, a shaft, and an agitator blade. The container was a stainless steel container designed in-house, with the inner surface coated with polytetrafluoroethylene (PTFE) resin. The air cylinder was a CDM2B32-100Z manufactured by SMC Corporation, and the shaft and agitator blade were aluminum designed in-house and coated with polytetrafluoroethylene (PTFE) resin. The agitator blade was approximately disc-shaped, with a diameter 0.5 times the inner diameter of the bottom of the container, and one blade was attached to the shaft so that it was 50 mm above the bottom of the container.

[0060] A liquid containing 20,000 mL of water and 200 g of glass beads with a diameter of approximately 1 mm was placed in a container to simulate a reaction liquid containing by-product salts. The liquid in the container was stirred by driving the air cylinder under the following conditions to move the stirring blades up and down. <Stirring conditions> Stirring blade up and down stroke width: 100 mm -Agitator blade up and down speed: 100mm / s Air cylinder operating pressure: 0.4MPa

[0061] The stirring state was visually observed through a viewing window provided at the top of the container, and the stirring property was evaluated according to the following criteria. <Mixability evaluation criteria> Rank A: The glass beads in the container are thoroughly stirred. Rank B: The glass beads in the container are stirred, but the stirring performance is inferior to that of Rank A.

[0062] <Reference example 2> A stirring test was carried out in the same manner as in Reference Example 1, except that the diameter of the stirring blade was set to 0.7 times the inner diameter of the bottom of the container.

[0063] <Reference example 3> A stirring test was carried out in the same manner as in Reference Example 1, except that the diameter of the stirring blade was set to 0.9 times the inner diameter of the bottom of the container.

[0064] <Reference example 4> A stirring test was carried out in the same manner as in Reference Example 1, except that the diameter of the stirring blade was set to 0.6 times the inner diameter of the bottom of the container.

[0065] <Reference example 5> The stirring test was carried out in the same manner as in Reference Example 4, except that the speed of the up and down movement of the stirring blades was set to 50 mm / s.

[0066] <Reference example 6> The stirring test was carried out in the same manner as in Reference Example 4, except that the speed of the stirring blades moving up and down was set to 200 mm / s. The results of Reference Examples 1 to 6 are shown in Table 1.

[0067] [Table 1]

[0068] <Mixing test: Mixing blade shape> <Reference example 7> A stirring test was conducted in the same manner as in Reference Example 4, except that the shape of the stirring blade was an approximately conical shape with a bottom diameter of 0.6 times the inner diameter of the bottom of the container, a height of 15 mm, and an angle between the bottom and the generating line (taper angle) of 5°. After the stirring test was carried out for 10 minutes, the stirring blade was stopped, the liquid in the container was collected, and the condition of the upper surface of the stirring blade was visually observed and evaluated according to the following criteria.

[0069] <Droplet evaluation criteria> Rank A: Almost no droplets remain on the top surface of the stirring blade. Rank B: Many droplets remain on the top surface of the stirring blade.

[0070] <Reference example 8> A stirring test was conducted in the same manner as in Reference Example 7, except that the shape of the stirring blade was an approximately conical shape with a bottom diameter of 0.6 times the inner diameter of the bottom of the container, a height of 75 mm, and an angle of 30° between the bottom and the generating line. The results of Reference Examples 4, 7 and 8 are shown in Table 2.

[0071] [Table 2]

[0072] <Filtration test> Example 1 The filtration device used was the same as that used in Reference Example 7, and a filtration member and a fixing member were provided at the bottom of the container. The fixing member was a circular punched plate with an inner diameter of 400 mm and a thickness of 3 mm, coated with PTFE resin. The fixing member had multiple hexagonal through-holes, with an opening rate of 40% and a deflection of 1 mm per a radius of 500 mm. The filtering member used was ADVANTEC (registered trademark) No. 2 (trade name, manufactured by Advantec Toyo Kaisha, Ltd.), which was fixed by being sandwiched between two of the above-mentioned fixing members.

[0073] First, 279 g of magnesium particles and 9960 g of tetrahydrofuran were placed in a reaction flask, and then a mixed solution of 1453 g of 1,3-dibromopropane, 1075 g of methyltrichlorosilane, and 1038 g of tetrahydrofuran was gradually added. Then, a Grignard reaction was carried out under reflux conditions to obtain a halogenated silicon compound having a structure represented by formula (3).

[0074] The entire amount of the obtained silicon halide compound was placed in the container of a filtration device. Next, a mixture of 1,457 g of triethylamine, 971 g of tetrahydrofuran, and 461 g of methanol was added under stirring under the conditions of Reference Example 1, and an alkoxylation reaction was carried out to obtain a reaction solution containing an alkoxysilane having a structure represented by formula (6). During this process, a by-product salt was generated, and the reaction solution became a slurry. After the addition, the thickness of the by-product salt in a stationary state was approximately 70 mm. After stirring was stopped, filtration was carried out for 15 minutes while the container was pressurized at a maximum differential pressure of 50 kPa.

[0075] The filtration rate at each time point was measured by the following procedure, and the results are shown in Table 3. <Filtration rate measurement> After pressurizing the container to 50 kPa, the valve at the bottom of the container was opened to start filtration. After the start of filtration, the pressure inside the container was adjusted to about 50 kPa while filtration was continued. The filtration rate was calculated from the change in the mass of the filtrate before and after a specified time using the following formula. Filtration rate = change in mass of filtrate (g) / filtration area (cm 2 ) / filtration time (s). For example, the filtration rate for a filtration time of 3 minutes was calculated as follows: Change in filtrate mass = filtrate mass 3 minutes after the start of filtration - filtrate mass 1 minute after the start of filtration (g) Filtration area = total area of ​​through holes in the fixing member (cm 2 ) Filtration time = 3 - 1 = 2 (min) = 120 (sec)

[0076] [Table 3]

[0077] As can be seen from the above results, by producing an organosilicon compound using the filtration apparatus according to one embodiment of the present invention, it is possible to efficiently filter even a reaction solution containing by-product salts, and further, since filtration can be performed using a simple reaction apparatus, it is advantageous in terms of cost. [Explanation of symbols]

[0078] 100 Filtration equipment 101 Containment Container 102 Shaft 103 Stirring blade 104 Fixing member 105 Filtration element 106 Through hole B busbar θ angle

Claims

1. A method for producing an organosilicon compound, comprising: a reaction step of reacting a halogenated silicon compound with an alcohol to obtain a liquid or slurry containing an alkoxysilane, a filtering step of filtering the salt produced in the reaction step while stirring the liquid or slurry by moving a stirring blade up and down in a container; The storage container has a filtering member at its bottom for filtering the salt, and a fixing member for fixing the filtering member to the bottom of the storage container. A method for producing organosilicon compounds.

2. 2. The method for producing an organosilicon compound according to claim 1, wherein the stirring blade has a substantially disc shape or a substantially conical shape.

3. 2. The method for producing an organosilicon compound according to claim 1, wherein the area of ​​the lower surface of the stirring blade located at the lowest position in the container is 30% to 90% of the area of ​​the bottom of the container.

4. 2. The method for producing an organosilicon compound according to claim 1, wherein in the filtering step, the stirring blade moves up and down at a cycle of 0.2 / s or more and 4.0 / s or less.

5. 2. The method for producing an organosilicon compound according to claim 1, wherein the stirring blade has a substantially conical shape, and the angle formed between the base of the stirring blade and a generatrix is ​​1° or more and 30° or less.

6. 2. The method for producing an organosilicon compound according to claim 1, wherein the stirring blade is attached to a shaft, and the shaft is driven by a gas.

7. the fixing member is made of two or more plate-like members each having a through hole formed therethrough in the thickness direction, The method for producing an organosilicon compound according to claim 1 , wherein the two or more plate-like members sandwich the filtering member from above and below.

8. The method for producing an organosilicon compound according to claim 7 , wherein the fixing member has an opening ratio of 20% or more and 80% or less.

9. 2. The method for producing an organosilicon compound according to claim 1, wherein the fixing member has a substantially circular disk shape and the amount of deflection of the fixing member relative to a radius of 500 mm is 10.0 mm or less.

10. 2. The method for producing an organosilicon compound according to claim 1, wherein the fixing member is made of at least one material selected from the group consisting of a metal material and a resin-coated metal material.

11. 2. The method for producing an organosilicon compound according to claim 1, wherein the filtering member is filter paper having a particle retention capacity of 1 μm or more and 20 μm or less.

12. The method further includes a recovery step of recovering the filtrate that has passed through the filtration member in a recovery container, The method for producing an organosilicon compound according to any one of claims 1 to 11, further comprising a re-supply step of supplying the filtrate recovered in the recovery step to the storage vessel when the volume of the liquid or slurry in the storage vessel becomes 50% or less of the volume of the storage vessel.

13. a container for containing a liquid or a slurry; Stirring blade, a filter member provided at the bottom of the container; and a fixing member for fixing the filtering member to the bottom of the container; The filtration device is capable of stirring the liquid or slurry by the up and down movement of the stirring blade in the container.

14. The filtration device according to claim 13 , wherein the stirring blade has a substantially disk shape or a substantially conical shape.

15. 14. The filtering device according to claim 13, wherein the area of ​​the lower surface of the stirring blade located at the lowest position in the storage container is 30% to 90% of the bottom area of ​​the storage container.

16. The filtration device according to claim 13, wherein the stirring blade moves up and down at a cycle of 0.2 / s or more and 4.0 / s or less.

17. 14. The filtration device according to claim 13, wherein the agitating blade has a substantially conical shape, and an angle formed between a base of the agitating blade and a generatrix thereof is 1° or more and 30° or less.

18. 14. The filtering device of claim 13, wherein the impeller is mounted on a shaft, the shaft being gas driven.

19. the fixing member is made of two or more plate-like members each having a through hole formed therethrough in the thickness direction, The filtering device according to claim 13 , wherein the two or more plate-like members sandwich the filtering member from above and below.

20. 20. The filtering device according to claim 19, wherein the opening ratio of the fixing member is 20% or more and 80% or less.

21. 14. The filtration device according to claim 13, wherein the fixing member has a substantially circular disk shape, and the amount of deflection of the fixing member relative to a radius of 500 mm is 10.0 mm or less.

22. 14. The filtration device according to claim 13, wherein the fixing member is made of at least one material selected from the group consisting of a metal material and a resin-coated metal material.

23. 14. The filtering device according to claim 13, wherein the filtering member is filter paper having a particle retention capacity of 1 μm or more and 20 μm or less.

24. a collection vessel for collecting the filtrate that has passed through the filtration member; The filtration device according to any one of claims 13 to 23, further comprising a supply device that re-supplies the filtrate recovered in the recovery container to the storage container when the volume of the liquid or slurry in the storage container becomes 50% or less of the volume of the storage container.

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