High-purity boron trifluoride monoethylamine complex as well as preparation method and application thereof

Abstract

The invention relates to the technical field of boron-amine complexes, and provides a high-purity boron trifluoride monoethylamine complex as well as a preparation method and application thereof. The preparation method of the high-purity boron trifluoride monoethylamine complex comprises the following steps: introducing boron trifluoride into an ethylamine solution, carrying out complex reaction, filtering, taking filter residues, washing and drying to obtain the boron trifluoride monoethylamine complex; a detergent for washing comprises a non-ether alkane solvent and isopropyl ether. According to the technical scheme, the problem of low purity of the boron trifluoride monoethylamine complex in related technologies is solved.

Description

Technical Field

[0001] The present invention relates to the technical field of boron amine complexes, and in particular to a high-purity boron trifluoride monoethylamine complex, a preparation method thereof, and an application thereof. Background Art

[0002] Boron trifluoride monoethylamine complex is an important organic compound. When preparing boron trifluoride monoethylamine complex, a commonly used method is to pass boron trifluoride gas into an organic solvent solution of ethylamine. For example, boron trifluoride gas is passed into an ether solution of ethylamine, and boron trifluoride and ethylamine undergo complex reaction to generate boron trifluoride monoethylamine complex. However, the boron trifluoride monoethylamine complex prepared always has the problem of insufficient purity. This is because impurities in the raw materials may participate in the reaction, generate heterocomplexes, and mix into the target product, causing the reaction system to become complicated and reducing product purity. Simultaneously, unreacted raw materials remain and also can affect the purity of boron trifluoride monoethylamine complex. Therefore, how to obtain a highly purified boron trifluoride monoethylamine complex is a technical barrier that remains to be solved. Summary of the Invention

[0003] The present invention provides a high-purity boron trifluoride monoethylamine complex, a preparation method and application thereof, and solves the problem of low purity of the boron trifluoride monoethylamine complex in the related art.

[0004] The technical solutions of the present invention are as follows: The present invention provides a method for preparing a high-purity boron trifluoride monoethylamine complex, comprising the following steps: Boron trifluoride is introduced into an ethylamine solution to carry out a complex reaction, and the residue is filtered, washed, and dried to obtain a boron trifluoride monoethylamine complex; The detergent used in the washing process includes a non-ether alkane solvent and isopropyl ether.

[0005] As a further technical solution, the number of carbon atoms of the non-ether alkane solvent is ≥5.

[0006] In the present invention, the non-ether alkane solvent refers to an alkane solvent that does not contain an ether bond.

[0007] In the present invention, a non-ether alkane solvent and isopropyl ether are used as detergents for washing the boron trifluoride monoethylamine complex. The non-ether alkane solvent has ≥5 carbon atoms and a relatively large molecular structure, and can interact with some organic impurities through van der Waals forces, etc., thereby selectively removing impurities without chemically reacting with the boron trifluoride monoethylamine complex, greatly reducing the loss of the boron trifluoride monoethylamine complex product. The non-ether alkane solvent is combined with isopropyl ether during washing to improve the yield of the boron trifluoride monoethylamine complex. The non-ether alkane solvent can be cyclohexane, n-heptane, n-hexane, isooctane, methylcyclohexane, etc.

[0008] As a further technical solution, the non-ether alkane solvent includes one or both of cyclopentane and isooctane.

[0009] In the present invention, the non-ether alkane solvent is preferably one or both of cyclopentane and isooctane, which improves the yield of the boron trifluoride monoethylamine complex.

[0010] As a further technical solution, the volume ratio of the non-ether alkane solvent to isopropyl ether is 1:9 to 9:1.

[0011] As a further technical solution, in the ethylamine solution, the mass volume ratio of ethylamine to solvent is 1g:8~12mL.

[0012] In the present invention, the mass volume ratio of ethylamine to solvent in the ethylamine solution is 1 g:8-12 mL. Under this dosage relationship, the ethylamine molecules can more fully collide with the introduced boron trifluoride molecules and undergo a complexation reaction, effectively reducing the situation where the local reaction is too intense or the reaction is insufficient.

[0013] As a further technical solution, the molar ratio of the boron trifluoride to the ethylamine is 1:0.9~1.15.

[0014] As a further technical solution, the solvent includes a halogenated alkane solvent having 2 to 4 carbon atoms.

[0015] In the present invention, the solvent in the ethylamine solution is a halogenated alkane solvent with 2 to 4 carbon atoms, which improves the yield of the boron trifluoride monoethylamine complex; the halogenated alkane solvent with 2 to 4 carbon atoms can be dichloroethane, ethyl bromide, 1-chlorobutane, 1-bromopropane, 2-bromopropane, etc., preferably ethyl bromide or 1-chlorobutane.

[0016] As a further technical solution, the introduction rate is 8-16 kg / h; the temperature of the complexation reaction is 1-5° C., and the time is 2.5-3.5 h.

[0017] In the present invention, the introduction rate of boron trifluoride is 8 to 16 kg / h, which avoids the uneven distribution of reactant concentrations in the reaction system caused by an excessively fast or slow introduction rate, enables boron trifluoride and ethylamine to react more fully and evenly, and improves the structural stability of the boron trifluoride monoethylamine complex.

[0018] The present invention also provides a high-purity boron trifluoride monoethylamine complex, which is prepared by the preparation method.

[0019] The present invention also proposes the use of the boron trifluoride monoethylamine complex prepared by the preparation method or the high-purity boron trifluoride monoethylamine complex in organic synthesis or resin curing agent.

[0020] In the present invention, high-purity boron trifluoride monoethylamine complex can be used as a highly efficient catalyst. For example, in the reaction of aromatic hydrocarbons with halogenated hydrocarbons or acyl halides, boron trifluoride monoethylamine complex can promote the formation of carbon-carbon bonds; in certain esterification reactions, it can increase the reaction rate and yield. Compared with other catalysts, high-purity boron trifluoride monoethylamine complex has the advantages of high catalytic activity and good selectivity, and can catalyze the synthesis of organic compounds. Boron trifluoride monoethylamine complex can also be used as a curing agent for epoxy resins. When mixed with epoxy resins, the boron trifluoride monoethylamine complex initiates crosslinking between epoxy resin molecules, turning the epoxy resin into a cured product with good mechanical properties and chemical stability, which can be used in fields such as electronic packaging and coatings.

[0021] The working principle and beneficial effects of the present invention are: In the present invention, boron trifluoride is introduced into an ethylamine solution to carry out a complex reaction. After the complex reaction is completed, some unreacted substances and generated impurities will exist in the system. The reaction product can be preliminarily separated by filtration to obtain a filter residue containing a boron trifluoride monoethylamine complex. Washing is a key step in improving the purity of the product. The detergent used in the washing of the present invention adopts a non-ether alkane solvent and isopropyl ether, which can effectively and selectively remove impurities in the filter residue, thereby improving the purity of the boron trifluoride monoethylamine complex. DETAILED DESCRIPTION

[0022] The following will be combined with the embodiments of the present invention to clearly and completely describe the technical solutions in the embodiments of the present invention. Obviously, the embodiments described are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without making any creative efforts are within the scope of protection of the present invention.

[0023] Example 1 The preparation method of high-purity boron trifluoride monoethylamine complex comprises the following steps: Ethylamine and chloromethane were mixed at a mass volume ratio of 1 g:8 mL to obtain an ethylamine solution; Boron trifluoride was introduced into the ethylamine solution at a rate of 8 kg / h, and the complexation reaction was carried out at 5°C for 2.5 hours. The residue was filtered, washed, and dried to obtain a boron trifluoride monoethylamine complex; The detergent during washing is chloroform and isopropyl ether in a volume ratio of 1:9, and the molar ratio of boron trifluoride and ethylamine is 1:0.9.

[0024] Example 2 The preparation method of high-purity boron trifluoride monoethylamine complex comprises the following steps: Ethylamine and chloromethane were mixed at a mass volume ratio of 1 g:12 mL to obtain an ethylamine solution; Boron trifluoride was introduced into the ethylamine solution at a rate of 16 kg / h, and the complexation reaction was carried out at 1°C for 3.5 hours. The residue was filtered, washed, and dried to obtain a boron trifluoride monoethylamine complex; The detergent during washing is chloroform and isopropyl ether in a volume ratio of 9:1, and the molar ratio of boron trifluoride and ethylamine is 1:1.15.

[0025] Example 3 The preparation method of high-purity boron trifluoride monoethylamine complex comprises the following steps: Ethylamine and chloromethane were mixed at a mass volume ratio of 1 g:10 mL to obtain an ethylamine solution; Boron trifluoride was introduced into the ethylamine solution at a rate of 12 kg / h, and the complexation reaction was carried out at 3°C ​​for 3 hours. The residue was filtered, washed, and dried to obtain a boron trifluoride monoethylamine complex; The detergent during washing is chloroform and isopropyl ether in a volume ratio of 5:1, and the molar ratio of boron trifluoride and ethylamine is 1:0.98.

[0026] Example 4 The difference between this embodiment and embodiment 3 is only that chloroform is replaced by cyclopentane.

[0027] Example 5 The difference between this embodiment and embodiment 3 is only that chloroform is replaced by cyclohexane.

[0028] Example 6 The only difference between this embodiment and embodiment 3 is that chloroform is replaced by isooctane.

[0029] Example 7 The only difference between this embodiment and embodiment 6 is that methyl chloride is replaced by 1-chloropentane.

[0030] Example 8 The only difference between this embodiment and embodiment 6 is that methyl chloride is replaced by ethyl bromide.

[0031] Example 9 The only difference between this embodiment and embodiment 6 is that monochloromethane is replaced by 1-chlorobutane.

[0032] Comparative Example 1 The only difference between this comparative example and Example 3 is that the detergent used in the washing is chloroform.

[0033] Comparative Example 2 The only difference between this comparative example and Example 3 is that the detergent used during washing is isopropyl ether.

[0034] Experimental Example 1 The boron trifluoride monoethylamine complexes prepared in Examples 1 to 3 and Comparative Examples 1 to 2 were tested for purity, and the results are shown in Table 1 below.

[0035] Table 1 Purity test results of the boron trifluoride monoethylamine complexes of Examples 1 to 3 and Comparative Examples 1 to 2

[0036] Compared with Comparative Examples 1-2, the purity of the boron trifluoride monoethylamine complex prepared in Examples 1-3 reached 99.80% or above, indicating that the use of a non-ether alkane solvent and isopropyl ether to wash the boron trifluoride monoethylamine complex improves the purity of the boron trifluoride monoethylamine complex.

[0037] Experimental Example 2 The yields of the boron trifluoride monoethylamine complexes obtained in Examples 1 to 9 are shown in Table 2 below.

[0038] Table 2 Yields of boron trifluoride monoethylamine complexes of Examples 1 to 9

[0039] Compared with Example 3, the yield of the boron trifluoride monoethylamine complex prepared in Examples 4 to 9 is higher, indicating that the washing detergent is a composite of a non-ether alkane solvent with a carbon number ≥ 5 and isopropyl ether, and the solvent in the ethylamine solution is a halogenated alkane solvent with a carbon number of 2 to 4, which improves the yield of the boron trifluoride monoethylamine complex.

[0040] At the same time, the purity of the boron trifluoride monoethylamine complexes obtained in Examples 4 to 9 was all above 99.85%.

[0041] The above are only preferred embodiments of the present invention and are not intended to limit the present invention. Any modifications, equivalent replacements, improvements, etc. made within the spirit and principles of the present invention should be included in the scope of protection of the present invention.

Claims

1. A method for preparing a high-purity boron trifluoride monoethylamine complex, characterized in that: The following steps are involved: Passing boron trifluoride into an ethylamine solution to carry out a complex reaction, filtering out the residue, washing it, and drying it to obtain a boron trifluoride monoethylamine complex; The detergent used in the washing process includes a non-ether alkane solvent and isopropyl ether.

2. The method for preparing a high-purity boron trifluoride monoethylamine complex according to claim 1, characterized in that: The non-ether alkane solvent has ≥5 carbon atoms.

3. The method for preparing a high-purity boron trifluoride monoethylamine complex according to claim 2, characterized in that: The non-ether alkane solvent includes one or both of cyclopentane and isooctane.

4. The method for preparing a high-purity boron trifluoride monoethylamine complex according to claim 1, characterized in that: The volume ratio of the non-ether alkane solvent to isopropyl ether is 1:9-9:

1.

5. The method for preparing a high-purity boron trifluoride monoethylamine complex according to claim 1, characterized in that: In the ethylamine solution, the mass volume ratio of ethylamine to solvent is 1g:8-12mL.

6. The method for preparing a high-purity boron trifluoride monoethylamine complex according to claim 5, characterized in that: The molar ratio of the boron trifluoride to the ethylamine is 1:0.9-1.

15.

7. The method for preparing a high-purity boron trifluoride monoethylamine complex according to claim 5, characterized in that: The solvent includes a halogenated alkane solvent having 2 to 4 carbon atoms.

8. The method for preparing a high-purity boron trifluoride monoethylamine complex according to claim 1, characterized in that: The rate of introduction is 8-16 kg / h; The temperature of the complex reaction is 1-5°C and the time is 2.5-3.5h.

9. A high-purity boron trifluoride monoethylamine complex, characterized in that: Prepared by the preparation method according to any one of claims 1 to 8.

10. Use of the boron trifluoride monoethylamine complex prepared by the preparation method according to any one of claims 1 to 8 or the high-purity boron trifluoride monoethylamine complex according to claim 9 in organic synthesis or resin curing agent.

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