CN103183694A - Preparation method of neopentyl glycol diboron - Google Patents
Preparation method of neopentyl glycol diboron Download PDFInfo
- Publication number
- CN103183694A CN103183694A CN2012105030377A CN201210503037A CN103183694A CN 103183694 A CN103183694 A CN 103183694A CN 2012105030377 A CN2012105030377 A CN 2012105030377A CN 201210503037 A CN201210503037 A CN 201210503037A CN 103183694 A CN103183694 A CN 103183694A
- Authority
- CN
- China
- Prior art keywords
- neopentyl glycol
- diboron
- preparation
- product
- boron
- 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.)
- Pending
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- XNDFSGUIAIXFCF-UHFFFAOYSA-N [B].[B].OCC(C)(CO)C Chemical compound [B].[B].OCC(C)(CO)C XNDFSGUIAIXFCF-UHFFFAOYSA-N 0.000 title abstract 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims abstract description 19
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims abstract description 16
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000002904 solvent Substances 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 7
- 239000006227 byproduct Substances 0.000 claims abstract description 6
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 12
- 229910052796 boron Inorganic materials 0.000 claims description 12
- ZOCHARZZJNPSEU-UHFFFAOYSA-N diboron Chemical compound B#B ZOCHARZZJNPSEU-UHFFFAOYSA-N 0.000 claims description 4
- 239000000047 product Substances 0.000 abstract description 13
- 238000000034 method Methods 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 238000000354 decomposition reaction Methods 0.000 abstract description 2
- 238000005406 washing Methods 0.000 description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 238000010009 beating Methods 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 230000029142 excretion Effects 0.000 description 2
- 238000010907 mechanical stirring Methods 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- -1 amine salt Chemical class 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Abstract
The invention discloses a preparation method of neopentyl glycol diboron. 4-dimethylamino diborane reacts with neopentyl glycol in a dichloromethane solvent to obtain the neopentyl glycol diboron; and dimethylamine which is a reaction byproduct is recovered at a low temperature. The solvent adopted by the method disclosed by the invention can well dissolve the neopentyl glycol and the neopentyl glycol diboron and cannot participate in reaction; the dimethylamine which is the byproduct can be recovered after being washed and cooled at a low temperature, so that not only the production cost is effectively reduced, but also the decomposition of the product is reduced and the yield of neopentyl glycol diboron is safely and efficiently improved. The yield of the product can reach 90 percent.
Description
Technical field
The present invention relates to the chemical synthesis technical field, be specifically related to a kind of preparation method of neopentyl glycol base two boron.
Background technology
The method of at present known synthetic neopentyl glycol base two boron is to adopt high boiling toluene or heptane to make solvent substantially, and comparatively high temps washing perhaps adds acid binding agent at low temperatures after high temperature is got rid of organic amine, absorbs dimethylamine, and washing at a lower temperature.These two kinds of methods have many defectives.For high boiling solvent row amine method, have the following disadvantages: (1) solvent low temperature is poor to product solubility, and high temperature washing product easily decomposes; (3) washing times is many, produces disposable qualified difficult realization of big (4) product of quantity of three wastes, needs crystallization again.Greatly reduce product yield like this, and production operation is comparatively complicated.For the method that adds acid binding agent, can generate the by product amine salt, cause quantity of three wastes bigger, and exist acidity control to the stability influence problem of product.
Summary of the invention
The invention provides a kind of method of synthetic neopentyl glycol base two boron, this method is simple, safety and environmental protection, low cost, high yield.
The technical solution used in the present invention is: the preparation method of neopentyl glycol base two boron, utilize four dimethylin diboron hexahydrides and neopentyl glycol to react in dichloromethane solvent and obtain neopentyl glycol base two boron.
The by product dimethylamine of described reaction reclaims through low temperature.
The temperature that described low temperature reclaims is 10 ℃ ~ 40 ℃.
The solvent that the inventive method adopts can dissolve neopentyl glycol and neopentyl glycol base two boron well and can not participate in reaction; The by product dimethylamine can be realized reclaiming through washing, subcooling, has also reduced the decomposition of product when reducing production costs effectively, has improved the productive rate of neopentyl glycol base two boron safely and efficiently, and product yield can reach 85 ~ 90%.Preparation method of the present invention is simple, and low-cost, high yield, safety and environmental protection are easy to realize industrialization.
Embodiment
Example 1
In a 500ml reactor that mechanical stirring, thermometer, reflux exchanger, distiller condenser and low temperature receiving tank be housed, add 84g(0.81mol) neopentyl glycol, the 320g methylene dichloride drips 78g(0.40mol) four dimethylin diboron hexahydrides.Reflux exchanger feeds recirculated water, and distiller condenser feeds the heat-eliminating medium below-10 ℃, and receiving tank is lowered the temperature with the heat-eliminating medium below-10 ℃, and still temperature control 10-30 degree receives dimethylamine.Ammonia excretion finishes, and reaction solution is transferred to the washing still, adds the 110g water washing once under the room temperature, and organic layer removes solvent under reduced pressure, adds 80g normal hexane making beating 1 hour, and blowing is centrifugal, obtains the wet product of 81g, obtains the 78.7g qualified product behind the drying under reduced pressure, yield about 87%
Embodiment 2
In a 500L reactor that mechanical stirring, thermometer, reflux exchanger, distiller condenser and low temperature receiving tank be housed, add 84kg(0.81kmol) neopentyl glycol, the 320kg methylene dichloride drips 82kg(0.40kmol) four dimethylin diboron hexahydrides.Reflux exchanger feeds recirculated water, and distiller condenser feeds the heat-eliminating medium below-10 ℃, and receiving tank is lowered the temperature with the heat-eliminating medium below-10 ℃, and still temperature 30-40 degree receives dimethylamine.Ammonia excretion finishes, and reaction solution is transferred to the washing still, adds the 110kg water washing once, and organic layer removes solvent under reduced pressure, adds 80kg normal heptane making beating 1 hour, and blowing is centrifugal, obtains the wet product of 81kg, obtains the 81kg qualified product behind the drying under reduced pressure, yield 90%.
The above; only be the preferable embodiment of the present invention; but protection scope of the present invention is not limited thereto; anyly be familiar with those skilled in the art in the technical scope that the present invention discloses; be equal to replacement or change according to technical scheme of the present invention and inventive concept thereof, all should be encompassed within protection scope of the present invention.
Claims (3)
1. the preparation method of neopentyl glycol base two boron is characterized in that utilizing four dimethylin diboron hexahydrides and neopentyl glycol to react in dichloromethane solvent and obtains neopentyl glycol base two boron.
2. the preparation method of neopentyl glycol base two boron according to claim 1 is characterized in that the by product dimethylamine of described reaction reclaims through low temperature.
3. the preparation method of neopentyl glycol base two boron according to claim 2 is characterized in that the temperature that described low temperature reclaims is 10 ℃ ~ 40 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012105030377A CN103183694A (en) | 2012-11-30 | 2012-11-30 | Preparation method of neopentyl glycol diboron |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012105030377A CN103183694A (en) | 2012-11-30 | 2012-11-30 | Preparation method of neopentyl glycol diboron |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103183694A true CN103183694A (en) | 2013-07-03 |
Family
ID=48675170
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2012105030377A Pending CN103183694A (en) | 2012-11-30 | 2012-11-30 | Preparation method of neopentyl glycol diboron |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103183694A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004076467A1 (en) * | 2003-02-28 | 2004-09-10 | Boron Molecular Pty Ltd | Preparation of diboronic esters |
-
2012
- 2012-11-30 CN CN2012105030377A patent/CN103183694A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004076467A1 (en) * | 2003-02-28 | 2004-09-10 | Boron Molecular Pty Ltd | Preparation of diboronic esters |
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| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20130703 |