CN106083805A - A kind of preparation method of bromo carbonic ester - Google Patents
A kind of preparation method of bromo carbonic ester Download PDFInfo
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- CN106083805A CN106083805A CN201610454814.1A CN201610454814A CN106083805A CN 106083805 A CN106083805 A CN 106083805A CN 201610454814 A CN201610454814 A CN 201610454814A CN 106083805 A CN106083805 A CN 106083805A
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- Prior art keywords
- preparation
- carbonic ester
- bromo
- bromo carbonic
- light source
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D317/34—Oxygen atoms
- C07D317/36—Alkylene carbonates; Substituted alkylene carbonates
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses the preparation method of a kind of new compound bromo carbonic ester, this technique is to use catalyst or light-catalysed means to carry out halogen substiuted with bromine for raw material with ethylene carbonate to react the process of generation bromo carbonate products.
Description
Technical field
The present invention relates to the preparation method of a kind of polycarbonate monomer, the specially preparation method of bromo carbonic ester.
Background technology
Carbonic ester, as the best polymer monomer, is paid close attention to widely, and Merlon has become as when first five is big
The engineering plastics that in plastic product, growth rate is the fastest, for obtaining more excellent performance, the research round carbonate monomer is opened
Send out gradually deeply.Disclosure sets forth a kind of new carbonate monomer, there is excellent heat resistance, particularly participate in polymerization
After, the Merlon obtained, there is good fire resistance.This monomer is considered there be the most potential answering in fire proofing
With.
Summary of the invention
The present invention is to disclose a kind of with carbonic ester and bromine as raw material, and under catalytic action, synthetic bromide is for the side of carbonic ester
Method.
Structural carbonate feature as above is as follows:
Wherein R1, R2, R3, R4 are alkyl or the alkoxyl of C1～C6 of H or C1～C12.
Bromine as above is pure liquid bromine or pure bromine vapor.
Catalytic action as above includes using light source catalysis or fe, ferric bromide to be catalyzed as catalyst.
The wavelength of light source used light source continuously or discontinuously between 800～100nm.
Synthetic method of the present invention, it is characterised in that carry out under conditions of using organic solvent or not using solvent.
Organic solvent as above is dichloromethane, chloroform, carbon tetrachloride, dimethyl carbonate, diethyl carbonate, furan
Mutter, pyridine, ketopyrrolidine, oxolane, methyl tertiary butyl ether(MTBE), acetonitrile, ethyl acetate, acetone, ethanol, methanol, propanol, fourth
Alcohol, N,N-dimethylformamide, thionyl chloride, dimethyl sulfoxide etc. are not limited to this.Wherein preferred carbon tetrachloride, chloroform, second
Nitrile.
Synthetic method as above, it is characterised in that reaction temperature maintains 0～120 DEG C.The most preferably 50～100
℃。
Synthetic method as above, it is characterised in that the mol ratio between material carbon acid esters and bromine is 10～0.001.Its
In preferably 1～0.01.
Detailed description of the invention
Following embodiment is that some examples carrying out this invention illustrate.
Embodiment 1
Oxide spinel vinyl acetate 1321g (about 15mol), preheating material is added in the there-necked flask with the 2000ml of magnetic agitation
To 60 DEG C, and being passed through bromine vapor by one of them bottleneck, draft speed maintains 1.25mol/min, and holding reaction temperature is
60 DEG C, with the light source prolonged exposure reactant liquor that wavelength is 400nm, after being passed through bromine vapor continuously 120 minutes, terminate ventilation, and continue
Continuous insulation reaction 60 minutes, after terminating, imports rectifying column by mixed liquor, by rectification under vacuum separating reaction liquid, it is thus achieved that purity surpasses
Cross the bromo ethylene carbonate 1577.8g of 99.5%, reaction yield 63%.
Embodiment 2
Raw material 4-methyl-ethylene carbonate 1021g (about 10mol) is added in the there-necked flask with the 2000ml of magnetic agitation,
It is simultaneously introduced CCl4Solvent 900g, is preheated to mixture 70 DEG C, and is passed through bromine vapor, draft speed by one of them bottleneck
Maintaining 1.0mol/min, use white light reactant liquor, keeping reaction temperature is 70 DEG C, after being passed through bromine vapor continuously 120 minutes
Terminate ventilation, and continue insulation reaction 120 minutes, after terminating, by Rotary Evaporators, remove solvent, remaining liquid is imported rectification
Tower, obtains purity 4-methyl-bromo ethylene carbonate 1176.4g more than 99.5%, reaction yield 65% by rectification under vacuum.
Embodiment 3
In the there-necked flask with the 2000ml of magnetic agitation, add oxide spinel vinyl acetate 881g (about 10mol), be simultaneously introduced
CCl4Solvent 800g, is preheated to 70 DEG C by mixture, adds iron powder 3g, and is passed through bromine vapor by one of them bottleneck, ventilation
Speed maintains 1.0mol/min, and liter high reaction temperature, to 80 DEG C, is passed through bromine vapor continuously and terminates ventilation after 120 minutes, and continue
Continuous insulation reaction 60 minutes, after terminating, by Rotary Evaporators, removes solvent, remaining liquid is imported rectifying column, passes through rectification under vacuum
Obtain the purity bromo ethylene carbonate 851.5g more than 99.5%, reaction yield 51%.
Claims (5)
1. the present invention is the preparation method disclosing a kind of bromo carbonic ester, it is characterised in that: described catalytic action includes adopting
Being catalyzed as catalyst with light source catalysis or fe, ferric bromide, the wavelength of light source used is between 800～100nm
Light source continuously or discontinuously.
2. according to the preparation method of a kind of bromo carbonic ester described in claim 1, it is characterised in that use organic solvent or
Carry out under conditions of not using solvent.
3. according to the preparation method of a kind of bromo carbonic ester described in claim 2, it is characterised in that described solvent is two
Chloromethanes, chloroform, carbon tetrachloride, dimethyl carbonate, diethyl carbonate, furan, pyridine, ketopyrrolidine, oxolane, methyl-tert
Butyl ether, acetonitrile, ethyl acetate, acetone, ethanol, methanol, propanol, butanol, N,N-dimethylformamide, thionyl chloride, diformazan
Base sulfoxide etc. is not limited to this.
4. according to the preparation method of a kind of bromo carbonic ester described in claim 1, it is characterised in that reaction temperature maintains 0
～120 DEG C.
5. according to the preparation method of a kind of bromo carbonic ester described in claim 1, it is characterised in that material carbon acid esters and bromine
Between mol ratio be 10～0.001.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610454814.1A CN106083805A (en) | 2016-06-20 | 2016-06-20 | A kind of preparation method of bromo carbonic ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610454814.1A CN106083805A (en) | 2016-06-20 | 2016-06-20 | A kind of preparation method of bromo carbonic ester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106083805A true CN106083805A (en) | 2016-11-09 |
Family
ID=57237594
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610454814.1A Pending CN106083805A (en) | 2016-06-20 | 2016-06-20 | A kind of preparation method of bromo carbonic ester |
Country Status (1)
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108864032A (en) * | 2018-08-31 | 2018-11-23 | 国药集团化学试剂有限公司 | A kind of method of synthetic bromide for ethylene carbonate |
| CN115772150A (en) * | 2022-11-10 | 2023-03-10 | 广州理文科技有限公司 | Preparation method of ethylene carbonate fluoro derivative |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102030736A (en) * | 2009-09-24 | 2011-04-27 | 张弘 | Method for synthesizing chlorinated carbonate |
| CN102993160A (en) * | 2012-09-26 | 2013-03-27 | 中国海洋石油总公司 | Synthetic method of fluoro ethylene carbonate |
| CN103113345A (en) * | 2013-01-21 | 2013-05-22 | 张家港瀚康化工有限公司 | Preparation method of fluoroethylene carbonate |
-
2016
- 2016-06-20 CN CN201610454814.1A patent/CN106083805A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102030736A (en) * | 2009-09-24 | 2011-04-27 | 张弘 | Method for synthesizing chlorinated carbonate |
| CN102993160A (en) * | 2012-09-26 | 2013-03-27 | 中国海洋石油总公司 | Synthetic method of fluoro ethylene carbonate |
| CN103113345A (en) * | 2013-01-21 | 2013-05-22 | 张家港瀚康化工有限公司 | Preparation method of fluoroethylene carbonate |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108864032A (en) * | 2018-08-31 | 2018-11-23 | 国药集团化学试剂有限公司 | A kind of method of synthetic bromide for ethylene carbonate |
| CN115772150A (en) * | 2022-11-10 | 2023-03-10 | 广州理文科技有限公司 | Preparation method of ethylene carbonate fluoro derivative |
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| PB01 | Publication | ||
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| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20161109 |
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| RJ01 | Rejection of invention patent application after publication |