CN108409768B - A kind of preparation method of boron trifluoride benzylamine complex compound - Google Patents
A kind of preparation method of boron trifluoride benzylamine complex compound Download PDFInfo
- Publication number
- CN108409768B CN108409768B CN201810453653.3A CN201810453653A CN108409768B CN 108409768 B CN108409768 B CN 108409768B CN 201810453653 A CN201810453653 A CN 201810453653A CN 108409768 B CN108409768 B CN 108409768B
- Authority
- CN
- China
- Prior art keywords
- benzylamine
- boron trifluoride
- complex compound
- preparation
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 52
- YRZFHTRSHNGOSR-UHFFFAOYSA-N phenylmethanamine;trifluoroborane Chemical compound FB(F)F.NCC1=CC=CC=C1 YRZFHTRSHNGOSR-UHFFFAOYSA-N 0.000 title claims abstract description 49
- 238000002360 preparation method Methods 0.000 title claims abstract description 27
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 claims abstract description 99
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims abstract description 59
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 48
- 238000006243 chemical reaction Methods 0.000 claims abstract description 48
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims abstract description 43
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 34
- 229910015900 BF3 Inorganic materials 0.000 claims abstract description 27
- 150000001412 amines Chemical class 0.000 claims abstract description 4
- 239000000047 product Substances 0.000 claims description 22
- 239000007788 liquid Substances 0.000 claims description 18
- 238000000926 separation method Methods 0.000 claims description 17
- 239000012265 solid product Substances 0.000 claims description 13
- 239000003599 detergent Substances 0.000 claims description 12
- 238000005406 washing Methods 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 239000012535 impurity Substances 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 5
- 238000010521 absorption reaction Methods 0.000 abstract description 4
- 239000002994 raw material Substances 0.000 abstract description 3
- 238000003756 stirring Methods 0.000 description 26
- 239000000843 powder Substances 0.000 description 17
- 239000013078 crystal Substances 0.000 description 11
- 239000002002 slurry Substances 0.000 description 10
- 238000002425 crystallisation Methods 0.000 description 7
- 230000008025 crystallization Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- 239000012046 mixed solvent Substances 0.000 description 5
- 238000001556 precipitation Methods 0.000 description 5
- 230000003068 static effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000001035 drying Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- JHFNJRVFKOQALR-UHFFFAOYSA-N 1-prop-2-enylpyrrole Chemical compound C=CCN1C=CC=C1 JHFNJRVFKOQALR-UHFFFAOYSA-N 0.000 description 2
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 206010023126 Jaundice Diseases 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- LVZGQWKTUCVPBQ-UHFFFAOYSA-N acetic acid;trifluoroborane Chemical compound CC(O)=O.FB(F)F LVZGQWKTUCVPBQ-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- ZQDLQWCJBPLLRB-UHFFFAOYSA-N boron;phenylmethanamine Chemical compound [B].NCC1=CC=CC=C1 ZQDLQWCJBPLLRB-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- -1 chloromethanes Alkane Chemical class 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- JBXYCUKPDAAYAS-UHFFFAOYSA-N methanol;trifluoroborane Chemical compound OC.FB(F)F JBXYCUKPDAAYAS-UHFFFAOYSA-N 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000013042 solid detergent Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/022—Boron compounds without C-boron linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention provides a kind of preparation methods of boron trifluoride benzylamine complex compound, comprising the following steps: mixes benzylamine and chloromethane, obtains benzylamine solution；Boron trifluoride is filled in benzylamine solution, complex reaction is carried out with benzylamine, obtains boron trifluoride benzylamine complex compound.Preparation method provided by the invention avoids bringing into for etherate, and the solvent selected in the preparation method of we's invention offer is not involved in the reaction of any raw material, does not generate any new impurity, and it is high to be not easy the moisture absorption, fusing point for products obtained therefrom purity is high；Further, the present invention washs product using the mixed liquor of chloroform and acetone, other amine complex compounds except the mixed liquor alternative removal boron trifluoride benzylamine complex compound of chloroform and acetone, so that boron trifluoride benzylamine complex compound purity is higher.
Description
Technical field
The present invention relates to the technical field of organic synthesis, in particular to a kind of preparation side of boron trifluoride benzylamine complex compound
Method.
Background technique
Boron trifluoride benzylamine complex compound is the catalyst and a kind of epoxy curing agent of a kind of organic synthesis.It is close several
Year, offshore company utilized boron trifluoride benzylamine complex compound to obtain important breakthrough in high-temperature resistance plastice and degradation plastic field, wherein
High-temperature resistance plastice highest tolerable temperature reaches 500 DEG C, and Ka Delai chemical company, the U.S. is successfully developed using it directly to be contacted
The degradable packing material of food.Boron trifluoride benzylamine complex compound safer, actual effect, the new material of environmental protection research and development in terms of
Play very important effect.
The conventional production methods of boron trifluoride benzylamine complex compound are the addition benzylamine liquid into boron trifluoride etherate,
Benzylamine and boron trifluoride reaction generate boron trifluoride benzylamine complex compound, and it is solid to obtain boron trifluoride benzylamine complex compound for re-evaporation ether
Body.It but include a large amount of etherate impurity, products therefrom purity in the boron trifluoride benzylamine complex compound of this method preparation
It is low, fusing point is low, be easy to happen the moisture absorption and hardened.
Summary of the invention
In view of this, it is an object of that present invention to provide a kind of preparation method of new boron trifluoride benzylamine complex compound, this hair
The preparation method of bright offer avoids bringing into for etherate, products therefrom purity is high, avoid impurity it is excessive caused by production
Product fusing point is low, the easy moisture absorption and is easy to happen hardened phenomenon.
In order to achieve the above-mentioned object of the invention, the present invention the following technical schemes are provided:
A kind of preparation method of boron trifluoride benzylamine complex compound, comprising the following steps:
Benzylamine and chloromethane are mixed, benzylamine solution is obtained；
Boron trifluoride is filled in benzylamine solution, complex reaction is carried out with benzylamine, obtains boron trifluoride benzylamine complex compound.
Preferably, the chloromethane includes monochloro methane and/or chloroform.
Preferably, the mass ratio of the benzylamine and chloromethane is 1:7~10.
Preferably, the mixing temperature of the benzylamine and chloromethane is 0~5 DEG C.
Preferably, the mass ratio of the material of the benzylamine and boron trifluoride is 1:0.95~1.05.
Preferably, the rate that is filled with of the boron trifluoride is 10~30kg/h.
Preferably, the temperature of the complex reaction is 0~5 DEG C.
Preferably, further include product separation after the complex reaction, product separation the following steps are included:
Reaction solution obtained by complex reaction is separated by solid-liquid separation, solid product is obtained；
The solid product is washed, boron trifluoride benzylamine complex compound is obtained；The washing is chloroform with detergent
With the mixed liquor of acetone.
Preferably, the volume ratio of chloroform and acetone is 18~22:1 in the detergent.
The present invention provides a kind of preparation methods of boron trifluoride benzylamine complex compound, comprising the following steps:
Benzylamine and chloromethane are mixed, benzylamine solution is obtained；Boron trifluoride is filled in benzylamine solution, is carried out with benzylamine
Complex reaction obtains boron trifluoride benzylamine complex compound.Preparation method provided by the invention avoids bringing into for etherate, and
The solvent selected in the preparation method that we's invention provides is not involved in the reaction of any raw material, does not generate any new impurity,
Products obtained therefrom purity is higher, and it is high to be not easy the moisture absorption, fusing point.
Further, the present invention separates product using the mixed liquor of chloroform and acetone, the mixing of chloroform and acetone
Liquid alternative removes other amine complex compounds except boron trifluoride benzylamine complex compound, so that boron trifluoride benzylamine complex compound is pure
Du Genggao.
Embodiment the result shows that, the boron trifluoride benzylamine complex compound of preparation method provided by the invention preparation is white crystals
Property powder, product purity can achieve 95~98% when not washed, and the product purity after washing can achieve 99.84%, melt
Point reaches 110~115 DEG C, water content down to 0.9%, under the conditions of room temperature relative humidity 40~60% outdoor placement for 24 hours, moisture base
This is constant；And the yield of preparation method boron trifluoride benzylamine complex compound provided by the invention can achieve 91.16%.
Specific embodiment
The present invention provides a kind of preparation methods of boron trifluoride benzylamine complex compound, comprising the following steps:
Benzylamine and chloromethane are mixed, benzylamine solution is obtained；
Boron trifluoride is filled in benzylamine solution, complex reaction is carried out with benzylamine, obtains boron trifluoride benzylamine complex compound.
The present invention mixes benzylamine and chloromethane, obtains benzylamine solution.
In the present invention, the chloromethane preferably includes monochloro methane and/or chloroform, more preferably three chloromethanes
Alkane；The mass ratio of the benzylamine and chloromethane is preferably 1:7~10, more preferably 1:8；The benzylamine and chloromethane it is mixed
Closing temperature is preferably 0~5 DEG C, and more preferably 2~3 DEG C, the present invention preferably carries out benzylamine and chloromethane under agitation
Mixing, the revolving speed of the stirring is preferably 10~50 revs/min, and more preferably 20~30 revs/min；The time of the stirring is excellent
It is selected as 1~4h, more preferably 2~3h.The present invention carries out the mixing of benzylamine and chloromethane at low temperature, reduces benzylamine and chloro
The volatilization of methane；The present invention uses solvent of the chloromethane as complex reaction, which cannot participate in any raw material
Reaction, will not generate any new impurity.
After obtaining benzylamine solution, boron trifluoride is filled in benzylamine solution by the present invention, is carried out complex reaction with benzylamine, is obtained
Boron trifluoride benzylamine complex compound.In the present invention, the mass ratio of the material of the benzylamine and boron trifluoride be preferably 1:0.95~
1.05, more preferably 1:1；The rate that is filled with of the boron trifluoride is preferably 10~30kg/h, more preferably 10~20kg/h；Institute
The temperature for stating complex reaction is preferably 0~5 DEG C, and more preferably 2~3 DEG C；The present invention preferably carries out being complexed anti-under agitation
It answers, the revolving speed of the stirring is preferably 10~50 revs/min, and more preferably 20~30 revs/min.The present invention carries out at low temperature
Complex reaction avoids reaction temperature is excessively high from causing product jaundice and solvent volatilization.
In the present invention, boron trifluoride is preferably slowly filled in mixed liquor by complex reaction meeting very exothermic, the present invention, this
Invention preferably real-time monitoring reacting liquid temperature during being filled with boron trifluoride, will by the rate that is filled with of control boron trifluoride
Reaction temperature is controlled at 0~5 DEG C, and when reacting liquid temperature reaches 3 DEG C, the present invention preferably stops being filled with boron trifluoride, wait react
Liquid temperature is further continued for being filled with boron trifluoride after no longer changing, to ensure that the maximum temperature of reaction process is no more than 5 DEG C.The present invention will
Boron trifluoride, which is slowly filled in mixed liquor, carries out complex reaction, and it is dense that boron trifluoride benzylamine complex compound is slowly reached crystallization in a solvent
Start to be precipitated after degree, crystal is precipitated slowly by the rate that is filled with of control boron trifluoride in the present invention, avoids outburst crystallization and makes
At hardened phenomenon, so that product is more easier separation, crush and dry.
In the present invention, when the charge of boron trifluoride is the 30%~35% of total amount, trifluoro is begun in reaction solution
Changing boron benzylamine Complex Crystal to be precipitated, the present invention preferably stops stirring and is filled with boron triflouride gas, after 1.5~2.5h of growing the grain,
It is further continued for being stirred and being filled with remaining boron triflouride gas；The time of the growing the grain is preferably 2h.The present invention passes through growing the grain
Increase boron trifluoride benzylamine Complex Crystal particle, crystal shape is more regular, reduces package of the impurity in crystal.
The present invention is further continued for 1~2h of stirring, preferably 1.2~1.5h after being preferably filled with boron trifluoride completely, to ensure
Fully reacting.
In the present invention, boron trifluoride is a kind of lewis acid, and benzylamine is a kind of organic base, and the two current potential is on the contrary, occur
Complex reaction forms complex boron trifluoride benzylamine complex compound, and chemical equation is as shown in Equation 1:
BF3+C7H9N→BF3·C7H9N formula 1.
In the present invention, further include product separation after the complex reaction, the product separation preferably includes following steps:
Reaction solution obtained by complex reaction is separated by solid-liquid separation, solid product is obtained；
The solid product is washed, boron trifluoride benzylamine complex compound is obtained；The washing is chloroform with detergent
With the mixed liquor of acetone.
Reaction solution obtained by complex reaction is separated by solid-liquid separation by the present invention, obtains solid product.The present invention is to the solid-liquid
Isolated specific method does not have particular/special requirement, using solid-liquid separating method well known to those skilled in the art, specifically such as
Centrifuge separation and suction filtration；In a specific embodiment of the present invention, the revolving speed of the centrifuge separation is preferably 400~600 turns/min,
More preferably 500 turns/min；The time of the centrifuge separation is preferably 20~40min, more preferably 30min.
After the completion of separation of solid and liquid, the present invention will preferably be separated by solid-liquid separation products therefrom and be dried, and obtain solid product；It is described
Dry temperature is preferably 40~80 DEG C, and more preferably 50~60 DEG C；The time of the drying is preferably 3~12h, more preferably
6~8h.
After obtaining solid product, the present invention washs the solid product, obtains boron trifluoride benzylamine complex compound.?
In the present invention, the washing is the mixed liquor of chloroform and acetone with detergent；The volume ratio of chloroform and acetone in the detergent
It is preferred that 18~22:1, more preferably 20:1；The volume of the detergent and the mass ratio of solid product are preferably 6~15:1, more
Preferably 8~10:1；The temperature of the washing is preferably 15~25 DEG C, and more preferably 20 DEG C；Tool of the present invention to the washing
Body operating method does not have particular/special requirement, uses washing methods well known to those skilled in the art；In specific reality of the invention
It applies in example, preferably mixes solid product and detergent, be filtered after stirring 1.5h, to complete the washing to solid product.
Detergent provided by the invention has directionality, is capable of other amines of the dissolution of selectivity in addition to boron trifluoride
Complex compound (methanol boron trifluoride complex, acetic acid boron trifluoride complex etc.), to further increase the purity of product；And
The boiling point of acetone and chloroform difference is larger in detergent provided by the invention, and the detergent after washing is preferably passed through essence by the present invention
Separation and recovery is evaporated, is recycled.
After the completion of washing, the product that the present invention preferably obtains washing is dry, obtains boron trifluoride benzylamine complex compound.At this
In invention, the temperature of the drying is preferably 40~80 DEG C, and more preferably 50~60 DEG C；The time of the drying is preferably 3~
12h, more preferably 6~8h.
It is carried out specifically below with reference to preparation method of the embodiment to boron trifluoride benzylamine complex compound provided by the invention
It is bright, but they cannot be interpreted as limiting the scope of the present invention.
Embodiment 1
200g chloroform and 25g benzylamine are added into 500ml there-necked flask, stirring is cooled to 0 DEG C, obtains benzylamine solution；To three
It is slowly filled with boron triflouride gas in mouth bottle, when gas is filled with 5.4g, reaction solution is muddy, there is crystal precipitation, stops stirring at this time
It mixes, then static crystallization 2h is further continued for slowly being filled with 12.6g gas, continue to stir 1h after gas is all filled with；Reaction process
Temperature is controlled at 0-5 DEG C；
Reaction solution is filtered, dry white crystalline powder 41.3g；
Chloroform and acetone volume ratio to be prepared as the mixing liquid 300ml of 15:1, pours into there-necked flask, stirring is cooled to 20 DEG C,
Obtained white crystalline powder will be filtered and pour into the mixed solvent, slurry is stirred until homogeneous, slurry is filtered and dried,
Obtain boron trifluoride benzylamine complex compound 36.5g, gained boron trifluoride benzylamine complex compound white crystalline powder.
Embodiment 2
200g chloroform and 25g benzylamine are added into 500ml there-necked flask, stirring is cooled to 2 DEG C, obtains benzylamine solution；To three
It is slowly filled with boron triflouride gas in mouth bottle, when gas is filled with 5.4g, reaction solution is muddy, there is crystal precipitation, stops stirring at this time
It mixes, then static crystallization 2h is further continued for slowly being filled with 12.6g gas, continue to stir 1h after gas is all filled with；Reaction process
Temperature is controlled at 0-5 DEG C；
Reaction solution is filtered, dry white crystalline powder 41.8g；
Chloroform and acetone volume ratio to be prepared as the mixing liquid 300ml of 20:1, pours into there-necked flask, stirring is cooled to 20 DEG C,
Obtained white crystalline powder will be filtered and pour into the mixed solvent, slurry is stirred until homogeneous, slurry is filtered and dried,
Obtain boron trifluoride benzylamine complex compound 38.2g, gained boron trifluoride benzylamine complex compound white crystalline powder.
Embodiment 3
200g chloroform and 25g benzylamine are added into 500ml there-necked flask, stirring is cooled to 0 DEG C, obtains benzylamine solution；To three
It is slowly filled with boron triflouride gas in mouth bottle, when gas is filled with 5.4g, reaction solution is muddy, there is crystal precipitation, stops stirring at this time
It mixes, then static crystallization 2h is further continued for slowly being filled with 12.6g gas, continue to stir 1h after gas is all filled with；Reaction process
Temperature is controlled at 0-5 DEG C；
Reaction solution is filtered, dry white crystalline powder 41.5g；
Chloroform and acetone volume ratio to be prepared as the mixing liquid 300ml of 18:1, pours into there-necked flask, stirring is cooled to 20 DEG C,
Obtained white crystalline powder will be filtered and pour into the mixed solvent, slurry is stirred until homogeneous, slurry is filtered and dried,
Obtain boron trifluoride benzylamine complex compound 38.5g, gained boron trifluoride benzylamine complex compound white crystalline powder.
Embodiment 4
200g chloroform and 25g benzylamine are added into 500ml there-necked flask, stirring is cooled to 0 DEG C, obtains benzylamine solution；To three
It is slowly filled with boron triflouride gas in mouth bottle, when gas is filled with 5.4g, reaction solution is muddy, there is crystal precipitation, stops stirring at this time
It mixes, then static crystallization 2h is further continued for slowly being filled with 12.6g gas, continue to stir 1h after gas is all filled with；Reaction process
Temperature is controlled at 0-5 DEG C；
Reaction solution is filtered, dry white crystalline powder 41.5g；
Chloroform and acetone volume ratio to be prepared as the mixing liquid 300ml of 22:1, pours into there-necked flask, stirring is cooled to 20 DEG C,
Obtained white crystalline powder will be filtered and pour into the mixed solvent, slurry is stirred until homogeneous, slurry is filtered and dried,
Obtain boron trifluoride benzylamine complex compound 39.2g, gained boron trifluoride benzylamine complex compound white crystalline powder.
Embodiment 5
200g chloroform and 25g benzylamine are added into 500ml there-necked flask, stirring is cooled to 10 DEG C, obtains benzylamine solution；To three
It is slowly filled with boron triflouride gas in mouth bottle, when gas is filled with 5.4g, reaction solution is muddy, there is crystal precipitation, stops stirring at this time
It mixes, then static crystallization 2h is further continued for slowly being filled with 12.6g gas, continue to stir 1h after gas is all filled with；Reaction process
Temperature is controlled at 10~20 DEG C；
Reaction solution is filtered, dry light yellow crystalline powder 41g；
Chloroform and acetone volume ratio to be prepared as the mixing liquid 300ml of 15:1, pours into there-necked flask, stirring is cooled to 20 DEG C,
Obtained white crystalline powder will be filtered and pour into the mixed solvent, slurry is stirred until homogeneous, slurry is filtered and dried,
Obtain boron trifluoride benzylamine complex compound 36.2g, gained boron trifluoride benzylamine complex compound light yellow crystalline powder.
The water content of the boron trifluoride benzylamine complex compound obtained to Examples 1 to 5, purity, fusing point are detected, and are calculated
The data obtained is listed in Table 1 below by yield.
Boron trifluoride benzylamine complex compound performance test data obtained by 1 Examples 1 to 5 of table
By Examples 1 to 4 products therefrom under the conditions of room temperature relative humidity 40~60% outdoor placement for 24 hours, then to product
Water content is detected, and water content is basically unchanged, and it is 95~98% that Examples 1 to 5 products therefrom, which washs preceding purity,.
It can be seen that the boron trifluoride benzylamine complex compound of preparation of the embodiment of the present invention according to the data in table 1 as white knot
Crystalline substance powder, and purity is high, fusing point are high, water content is low, and preparation method yield provided by the invention is up to 91.16%；It is real
It applies in 1 detergent of example that content of acetone is excessively high, will lead to yield reduction, reacted at relatively high temperatures in embodiment 5, although producing
Object also has higher purity and higher, but will lead to products therefrom jaundice.
The above is only a preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art
For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered
It is considered as protection scope of the present invention.
Claims (7)
1. a kind of preparation method of boron trifluoride benzylamine complex compound, comprising the following steps:
Benzylamine and chloromethane are mixed, benzylamine solution is obtained；
Boron trifluoride is filled in benzylamine solution, complex reaction is carried out with benzylamine, obtains boron trifluoride benzylamine complex compound；The benzyl
The mass ratio of the material of amine and boron trifluoride is 1:0.95~1.05；
Further include product separation after the complex reaction, product separation the following steps are included:
Reaction solution obtained by complex reaction is separated by solid-liquid separation, solid product is obtained；
The solid product is washed, boron trifluoride benzylamine complex compound is obtained；The washing is chloroform and third with detergent
The mixed liquor of ketone.
2. preparation method according to claim 1, which is characterized in that the chloromethane includes monochloro methane and/or three
Chloromethanes.
3. preparation method according to claim 1, which is characterized in that the mass ratio of the benzylamine and chloromethane is 1:7
~10.
4. preparation method according to claim 1 or 3, which is characterized in that the mixing temperature of the benzylamine and chloromethane
It is 0~5 DEG C.
5. preparation method according to claim 1, which is characterized in that the boron trifluoride be filled with rate be 10~
30kg/h。
6. preparation method according to claim 1, which is characterized in that the temperature of the complex reaction is 0~5 DEG C.
7. preparation method according to claim 1, which is characterized in that the volume ratio of chloroform and acetone is in the detergent
18~22:1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810453653.3A CN108409768B (en) | 2018-05-14 | 2018-05-14 | A kind of preparation method of boron trifluoride benzylamine complex compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810453653.3A CN108409768B (en) | 2018-05-14 | 2018-05-14 | A kind of preparation method of boron trifluoride benzylamine complex compound |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN108409768A CN108409768A (en) | 2018-08-17 |
| CN108409768B true CN108409768B (en) | 2019-09-17 |
Family
ID=63139005
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810453653.3A Active CN108409768B (en) | 2018-05-14 | 2018-05-14 | A kind of preparation method of boron trifluoride benzylamine complex compound |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108409768B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115043861B (en) * | 2022-06-06 | 2023-02-03 | 山东合益气体股份有限公司 | Preparation method of solid boron trifluoride aniline complex |
| CN116162104B (en) * | 2023-02-23 | 2024-03-15 | 山东合益气体股份有限公司 | Preparation method of boron trifluoride isopropylamine complex |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6316049B1 (en) * | 2000-01-04 | 2001-11-13 | Rohm And Haas Company | Low temperature epoxy wrinkle coating powder |
| CN102276638A (en) * | 2011-06-09 | 2011-12-14 | 格兰特医药科技(南通)有限公司 | Process for producing boron trifluoride complex |
| CN102532179A (en) * | 2011-12-26 | 2012-07-04 | 杜云花 | Production method of boron trifluoride complex |
| CN105273412A (en) * | 2015-10-18 | 2016-01-27 | 北京化工大学 | Emigration-preventing rubber plasticizer and preparation method thereof |
-
2018
- 2018-05-14 CN CN201810453653.3A patent/CN108409768B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6316049B1 (en) * | 2000-01-04 | 2001-11-13 | Rohm And Haas Company | Low temperature epoxy wrinkle coating powder |
| CN102276638A (en) * | 2011-06-09 | 2011-12-14 | 格兰特医药科技(南通)有限公司 | Process for producing boron trifluoride complex |
| CN102532179A (en) * | 2011-12-26 | 2012-07-04 | 杜云花 | Production method of boron trifluoride complex |
| CN105273412A (en) * | 2015-10-18 | 2016-01-27 | 北京化工大学 | Emigration-preventing rubber plasticizer and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN108409768A (en) | 2018-08-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN108409768B (en) | A kind of preparation method of boron trifluoride benzylamine complex compound | |
| HUE029459T2 (en) | Processes for the preparation of clopidogrel hydrogen sulfate polymorphic form i | |
| WO2009056069A1 (en) | A continuous preparation method of 3-isothiazolone derivates and their intermediates | |
| JP2002518281A (en) | Production method of potassium sulfate | |
| CN110256289A (en) | A kind of preparation method of ultraviolet absorbing agent UV-3030 | |
| KR20020046948A (en) | Production method of epoxide crystal | |
| CN107628945A (en) | Method for synthesizing β -bromoformate compound | |
| CN108707161B (en) | A kind of preparation method of Boron Trifluoride Ethylamine complex compound | |
| CN108586265A (en) | Pentanediamine sebacate and crystals thereof | |
| CN101898993A (en) | Preparation method of 4-hydroxyl ketopyrrolidine-2-acetamide | |
| CN102766156B (en) | The preparation method of tetramethyl divinyl disilazane | |
| CN101935327B (en) | Preparation method of disiloxane | |
| CN103288708B (en) | The preparation method of 1- aryl -2- indolinone derivative | |
| CN107522615B (en) | Synthesis method of β -iodoformate compound | |
| CN102476991B (en) | Preparation method of o-tolyacetic acid | |
| CN109180494A (en) | Pentanediamine succinate and crystal thereof | |
| CN109265355A (en) | Pentanediamine suberate salt and crystal thereof | |
| CN110776446B (en) | Process for preparing diaryl dithioethers | |
| CN113234447A (en) | Preparation method of biphenyl liquid crystal material | |
| CN105294416B (en) | A kind of 1,5 Dicarbonyl derivatives and preparation method thereof | |
| CN115197255B (en) | Low-moisture solid boron trifluoride methyl ethyl carbonate complex and preparation method and application thereof | |
| CN101607730B (en) | Method for preparing sandy alumina | |
| CN110028426A (en) | A kind of diovan foreign matter and preparation method thereof | |
| CN106629763B (en) | Low silicon faujasite and preparation method thereof | |
| CN104693073A (en) | Preparation method for creatine nitrate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CP03 | Change of name, title or address |
Address after: 257500 Shengtuo fine chemical park, Kenli District, Dongying City, Shandong Province (east of Heyi road and north of Shengjing Road, Shengtuo Industrial Park) Patentee after: Shandong Heyi Gas Co., Ltd Address before: 257500 Shengtuo Fine Chemical Park, Kenli County, Dongying City, Shandong Province (east of Heyi Road, north of Shengtuo Industrial Park) Patentee before: Dongying Heyi Chemical Co.,Ltd. |
|
| CP03 | Change of name, title or address |