High purity boron trifluoride monoethylamine complex, process for its preparation and use

Abstract

The application relates to the technical field of boron amine complexes, and discloses 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 to perform a complexation reaction, filtering and washing the filter residue, and drying to obtain the boron trifluoride monoethylamine complex; and the washing agent during the washing process comprises a non-ether alkane solvent and isopropyl ether. Through the technical scheme, the problem of low purity of the boron trifluoride monoethylamine complex in the related art is solved.

Description

TECHNICAL FIELD

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

[0002] The boron trifluoride monoethylamine complex is an important organic compound, when the boron trifluoride monoethylamine complex is prepared, 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 ethyl ether solution of ethylamine, and the boron trifluoride and ethylamine occur complexation reaction to generate the boron trifluoride monoethylamine complex. However, the prepared boron trifluoride monoethylamine complex always has the problem of insufficient purity, this is because impurities in raw materials may participate in the reaction to generate heterocomplexes, which are mixed into the target product, so as to complicate the reaction system and reduce the product purity, meanwhile, the residual unreacted raw materials also affect the purity of the boron trifluoride monoethylamine complex, therefore, how to obtain a high-purity boron trifluoride monoethylamine complex is a technical problem to be solved at present. SUMMARY

[0003] The present application provides a high-purity boron trifluoride monoethylamine complex and 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 scheme of the present application is as follows:

[0005] The present application provides a preparation method of a high-purity boron trifluoride monoethylamine complex, comprising the following steps:

[0006] Passing boron trifluoride into an ethylamine solution to perform complexation reaction, filtering and taking filter residue to perform washing, drying, and obtaining the boron trifluoride monoethylamine complex;

[0007] The washing agent during the washing comprises a non-ether alkane solvent and isopropyl ether.

[0008] As a further technical scheme, the number of carbon atoms of the non-ether alkane solvent is greater than or equal to 5.

[0009] In the present application, the non-ether alkane solvent refers to an alkane solvent without an ether bond.

[0010] In the present application, when washing the boron trifluoride monoethylamine complex, the washing agent uses a non-ether alkane solvent and isopropyl ether, wherein the non-ether alkane solvent has a carbon atom number of 5 or more, a relatively large molecular structure, and can interact with some organic impurities through van der Waals force and the like, selectively remove impurities without chemical reaction with the boron trifluoride monoethylamine complex, greatly reduce the loss of the boron trifluoride monoethylamine complex product, and improve the yield of the boron trifluoride monoethylamine complex when washing with isopropyl ether.

[0011] As a further technical solution, the non-ether alkane solvent includes one or both of cyclopentane and isooctane.

[0012] In the present application, the non-ether alkane solvent is preferably one or both of cyclopentane and isooctane, which improves the yield of the boron trifluoride monoethylamine complex.

[0013] As a further technical solution, the volume ratio of the non-ether alkane solvent to isopropyl ether is 1:9 to 9:1.

[0014] As a further technical solution, in the ethylamine solution, the mass-volume ratio of ethylamine to solvent is 1g:8 to 12mL.

[0015] In the present application, in the ethylamine solution, the mass-volume ratio of ethylamine to solvent is 1g:8 to 12mL, under this dosage relationship, the ethylamine molecules can collide with the introduced boron trifluoride molecules and undergo complexation reaction more fully, effectively reducing the situation of excessive local reaction or insufficient reaction.

[0016] As a further technical solution, the molar ratio of the boron trifluoride to the ethylamine is 1:0.9 to 1.15.

[0017] As a further technical solution, the solvent includes a halogenated alkane solvent with a carbon atom number of 2 to 4.

[0018] In the present application, the solvent in the ethylamine solution uses a halogenated alkane solvent with a carbon atom number of 2 to 4, which improves the yield of the boron trifluoride monoethylamine complex; the halogenated alkane solvent with a carbon atom number of 2 to 4 can be dichloroethane, bromoethane, 1-chlorobutane, 1-bromopropane, 2-bromopropane, etc., and is preferably bromoethane and 1-chlorobutane.

[0019] As a further technical solution, the introduction rate is 8 to 16 kg / h; the complexation reaction temperature is 1 to 5℃, and the time is 2.5 to 3.5h.

[0020] In the present application, the boron trifluoride is introduced at a rate of 8-16 kg / h, thereby avoiding uneven distribution of reactant concentration in the reaction system caused by too fast or too slow introduction rate, and enabling the boron trifluoride and ethylamine to be sufficiently and uniformly contacted for reaction, thereby improving the structural stability of the boron trifluoride monoethylamine complex.

[0021] The present application also provides a high-purity boron trifluoride monoethylamine complex prepared by the preparation method.

[0022] The present application also provides 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.

[0023] In the present application, the high-purity boron trifluoride monoethylamine complex can be used as an efficient catalyst, for example, in the reaction of aromatic hydrocarbons with halogenated hydrocarbons or acyl halides, the boron trifluoride monoethylamine complex can promote the formation of carbon-carbon bonds; in some esterification reactions, the reaction rate and yield can be improved. Compared with other catalysts, the high-purity boron trifluoride monoethylamine complex has the advantages of high catalytic activity and good selectivity, and can catalyze the synthesis of organic compounds; the boron trifluoride monoethylamine complex can also be used as a curing agent for epoxy resin. When mixed with epoxy resin, the boron trifluoride monoethylamine complex initiates intermolecular crosslinking of the epoxy resin, so that the epoxy resin becomes a cured product with good mechanical properties and chemical stability, and is further applied in the fields of electronic packaging, coatings, etc.

[0024] The working principle and beneficial effects of the present application are as follows:

[0025] In the present application, the boron trifluoride is introduced into the ethylamine solution for complexation reaction. After the completion of the complexation reaction, some unreacted substances and impurities are present in the system. The reaction product can be preliminarily separated by filtration to obtain filter residue containing the boron trifluoride monoethylamine complex. Washing is a key link for improving the purity of the product. In the present application, the non-ether alkane solvent and isopropyl ether are used as the washing agent during washing, which can effectively and selectively remove the impurities in the filter residue, thereby improving the purity of the boron trifluoride monoethylamine complex. DETAILED DESCRIPTION

[0026] The technical solutions in the embodiments of the present application will be clearly and completely described below with reference to the embodiments of the present application. Obviously, the described embodiments are only part of the embodiments of the present application, rather than all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those of ordinary skill in the art without creative labor are within the scope of protection of the present application.

[0027] Example 1

[0028] A method for preparing high-purity boron trifluoride monoethylamine complex, comprising the following steps:

[0029] Ethylamine and methyl chloride are mixed at a mass-volume ratio of 1 g:8 mL to obtain an ethylamine solution;

[0030] The boron trifluoride is introduced into the ethylamine solution at a rate of 8 kg / h, and the complexation reaction is carried out at 5°C for 2.5 h; the filter residue is filtered, washed, and dried to obtain the boron trifluoride monoethylamine complex;

[0031] The washing agent used in the washing is trichloromethane and isopropyl ether at a volume ratio of 1:9, and the molar ratio of boron trifluoride to ethylamine is 1:0.9.

[0032] Example 2

[0033] A method for preparing high-purity boron trifluoride monoethylamine complex, comprising the following steps:

[0034] Ethylamine and methyl chloride are mixed at a mass-volume ratio of 1 g:12 mL to obtain an ethylamine solution;

[0035] The boron trifluoride is introduced into the ethylamine solution at a rate of 16 kg / h, and the complexation reaction is carried out at 1°C for 3.5 h; the filter residue is filtered, washed, and dried to obtain the boron trifluoride monoethylamine complex;

[0036] The washing agent used in the washing is trichloromethane and isopropyl ether at a volume ratio of 9:1, and the molar ratio of boron trifluoride to ethylamine is 1:1.15.

[0037] Example 3

[0038] A method for preparing high-purity boron trifluoride monoethylamine complex, comprising the following steps:

[0039] Ethylamine and methyl chloride are mixed at a mass-volume ratio of 1 g:10 mL to obtain an ethylamine solution;

[0040] The boron trifluoride is introduced into the ethylamine solution at a rate of 12 kg / h, and the complexation reaction is carried out at 3°C for 3 h; the filter residue is filtered, washed, and dried to obtain the boron trifluoride monoethylamine complex;

[0041] The washing agent used in the washing is trichloromethane and isopropyl ether at a volume ratio of 5:1, and the molar ratio of boron trifluoride to ethylamine is 1:0.98.

[0042] Example 4

[0043] The difference between this example and Example 3 is that the trichloromethane is replaced with cyclopentane.

[0044] Example 5

[0045] The difference between this example and Example 3 is that chloroform is replaced by cyclohexane.

[0046] Example 6

[0047] The difference between this example and Example 3 is that chloroform is replaced by isooctane.

[0048] Example 7

[0049] The difference between this example and Example 6 is that monochloromethane is replaced by 1-chloropentane.

[0050] Example 8

[0051] The difference between this example and Example 6 is that monochloromethane is replaced by bromoethane.

[0052] Example 9

[0053] The difference between this example and Example 6 is that monochloromethane is replaced by 1-chlorobutane.

[0054] Comparative Example 1

[0055] The difference between this comparative example and Example 3 is that the washing agent during washing is chloroform.

[0056] Comparative Example 2

[0057] The difference between this comparative example and Example 3 is that the washing agent during washing is isopropyl ether.

[0058] Experimental Example 1

[0059] The purity of the boron trifluoride monoethylamine complex prepared in Examples 1-3 and Comparative Examples 1-2 was detected, and the results are shown in Table 1 below.

[0060] Table 1 Purity detection results of boron trifluoride monoethylamine complex of Examples 1-3 and Comparative Examples 1-2

[0061]

[0062] Compared with Comparative Examples 1-2, the purity of the boron trifluoride monoethylamine complex prepared in Examples 1-3 reached 99.80% and above, indicating that washing the boron trifluoride monoethylamine complex with non-ether alkane solvent and isopropyl ether together improved the purity of the boron trifluoride monoethylamine complex.

[0063] Experimental Example 2

[0064] The yield of the boron trifluoride monoethylamine complex prepared in Examples 1-9 is shown in Table 2 below.

[0065] Table 2 Yield of boron trifluoride monoethylamine complex of Examples 1-9

[0066]

[0067] Compared with example 3, the yield of the boron trifluoride monoethylamine complex prepared in examples 4-9 is higher, which indicates that the non-ether alkane solvent with carbon atom number ≥5 and isopropyl ether are used for the washing agent, and the halogenated alkane solvent with carbon atom number 2-4 is used for the solvent in the ethylamine solution, so that the yield of the boron trifluoride monoethylamine complex is improved.

[0068] Meanwhile, the purity of the boron trifluoride monoethylamine complex prepared in examples 4-9 is all above 99.85%.

[0069] The above only describes the preferred embodiments of the present application and should not be used to limit the present application, and any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present application should be included in the protection scope of the present application.

Claims

1. A process for the preparation of a boron trifluoride monoethylamine complex, characterized in that, The method comprises the following steps: The trifluoroboron is introduced into an ethylamine solution to perform a complexation reaction, the filter residue is taken out and washed, and dried to obtain a trifluoroboron monoethylamine complex; The washing agent during the washing is a non-ether solvent and isopropyl ether; The non-ether solvent is one or both of cyclopentane and isooctane; In the ethylamine solution, the mass-volume ratio of ethylamine and solvent is 1g:8-12mL; the solvent is a halogenated alkane solvent with 2-4 carbon atoms.

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

1.

3. The method for preparing a boron trifluoride monoethylamine complex according to claim 1, characterized in that, The molar ratio of the trifluoroboron and the ethylamine is 1:0.9-1.

15.

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

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