CN101376664A - Preparation of triallyl phosphate - Google Patents
Preparation of triallyl phosphate Download PDFInfo
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- CN101376664A CN101376664A CNA2008102005004A CN200810200500A CN101376664A CN 101376664 A CN101376664 A CN 101376664A CN A2008102005004 A CNA2008102005004 A CN A2008102005004A CN 200810200500 A CN200810200500 A CN 200810200500A CN 101376664 A CN101376664 A CN 101376664A
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- triethylamine
- triallyl phosphate
- reaction
- benzene
- hexanaphthene
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Abstract
The invention discloses a method for preparation a new triallyl phsophate. The method comprises the following steps: reacting allyl alcohol as raw material in the presence of triethylamine and phosphorus oxychloride as a chlorinating agent in ansolvent such as benzene or cyclohexane, and separating and purifying. Compared with the prior art, the method has the advantages less reaction adverse product, simple process, high purity, high product yield above 90%, less waste and easy separation of the solvent and triethylamine, and is especially suitable for the industrial production.
Description
Technical field
The present invention relates to a kind of preparation method of phosphoric acid ester, more particularly relate to a kind of preparation method of triallyl phosphate.
Background technology
Triallyl phosphate is used to prepare the phosphorous macromolecule polymer material with the transparency, wear resistance, thermotolerance and good flame resistance, at industrial copolymerizing agent as vinyl monomer, and can carry out modification to corresponding polymer, its development more and more comes into one's own.The method for preparing at present triallyl phosphate is to be raw material with the vinyl carbinol, and phosphorus trichloride is a chlorizating agent, and pyridine is an acid binding agent, and ether is a solvent, and reaction obtains triallyl phosphite at low temperatures, and triallyl phosphite obtains triallyl phosphate through oxidation again.The weak point of this method is that operational path is long, the cost height, and total recovery is low, and the acid binding agent pyridinium salt in the reaction is not easy to recovery of applied, and production cost is higher.
Summary of the invention
Technical problem to be solved by this invention provides a kind of preparation method of new triallyl phosphate, and the yield of product is up to more than 90%, and acid binding agent is recovery set usefulness easily also, and production cost is low.
Technical solution of the present invention: a kind of preparation method of triallyl phosphate comprises the following steps:
A. vinyl carbinol, organic solvent-benzene or hexanaphthene and triethylamine are joined in the reaction vessel, drip phosphorus oxychloride, the control temperature of reaction system is at 25～65 ℃, reaction 2～5h, after reaction finished, cooling, suction filtration, filter cake were triethylamine hydrochlorides, with an amount of benzene or hexanaphthene washing;
B. the filter cake triethylamine hydrochloride is through the neutralization of 35～40% sodium hydroxide, branch vibration layer, obtaining the triethylamine recovery set uses, with filtrate distillation, underpressure distillation to slough solvent benzol or hexanaphthene, recovery set is used, raffinate is thick triallyl phosphate, and the ether washing with an amount of obtains the product triallyl phosphate behind the separatory.
Beneficial effect of the present invention: it is raw material that the present invention adopts vinyl carbinol, makes chlorizating agent, benzene or cyclohexane give solvent with phosphorus oxychloride, reacts in the presence of triethylamine, and obtains triallyl phosphate through separating to purify.Because use phosphorus oxychloride to be chlorizating agent, single step reaction of the present invention just can obtain triallyl phosphate, and acid binding agent has used triethylamine, and acid binding agent is recovery set usefulness easily, and production cost reduces greatly, and the yield of product is up to more than 90%.
Embodiment
Below by specific embodiment the present invention is described in further detail: a kind of preparation method of triallyl phosphate comprises the following steps:
A. vinyl carbinol, organic solvent-benzene or hexanaphthene and triethylamine are joined in the reaction vessel, drip phosphorus oxychloride, the control temperature of reaction system is at 25～65 ℃, reaction 2～5h, after reaction finished, cooling, suction filtration, filter cake were triethylamine hydrochlorides, with an amount of benzene or hexanaphthene washing;
B. the filter cake triethylamine hydrochloride is through the neutralization of 35～40% sodium hydroxide, branch vibration layer, obtaining the triethylamine recovery set uses, with filtrate distillation, underpressure distillation to slough solvent benzol or hexanaphthene, recovery set is used, raffinate is thick triallyl phosphate, and the ether washing with an amount of obtains the product triallyl phosphate behind the separatory.
Preparation embodiment 1
20g vinyl carbinol, 80mL benzene and 36 gram triethylamines are joined have agitator, temperature is taken into account in the four-hole boiling flask of prolong, the mixed solution of agitation and dropping 16g phosphorus oxychloride and 20mL, temperature is controlled at 45～50 ℃, after dropwising, at this temperature insulation reaction 4h, cooling, suction filtration, filter cake are triethylamine hydrochlorides, with an amount of benzene washing.Triethylamine hydrochloride neutralizes through 35～40% sodium hydroxide, and branch vibration layer obtains triethylamine (applying mechanically).Solvent benzol (applying mechanically) is sloughed in filtrate distillation, underpressure distillation, and raffinate is thick triallyl phosphate, and the ether washing with an amount of obtains triallyl phosphate 22.6g behind the separatory, and yield reaches more than 90%.
Preparation embodiment 2
20g vinyl carbinol, 50mL benzene and 36 gram triethylamines are joined have agitator, temperature is taken into account in the four-hole boiling flask of prolong, the mixed solution of agitation and dropping 16g phosphorus oxychloride and 20mL, temperature is controlled at 45～50 ℃, after dropwising, at this temperature insulation reaction 4h, cooling, suction filtration, filter cake are triethylamine hydrochlorides, with an amount of benzene washing.Triethylamine hydrochloride neutralizes through 35～40% sodium hydroxide, and branch vibration layer obtains triethylamine (applying mechanically).Solvent benzol (applying mechanically) is sloughed in filtrate distillation, underpressure distillation, and raffinate is thick triallyl phosphate, and the ether washing with an amount of obtains triallyl phosphate 17g behind the separatory, and yield is 68%.
Preparation embodiment 3
20g vinyl carbinol, 80mL hexanaphthene and 36 gram triethylamines are joined have agitator, temperature is taken into account in the four-hole boiling flask of prolong, the mixed solution of agitation and dropping 16g phosphorus oxychloride and 20mL, temperature is controlled at 45～50 ℃, after dropwising, at this temperature insulation reaction 4h, cooling, suction filtration, filter cake are triethylamine hydrochlorides, with an amount of benzene washing, solvent benzol (applying mechanically) is sloughed in filtrate distillation, underpressure distillation, raffinate is thick triallyl phosphate, ether washing with an amount of obtains triallyl phosphate 11g behind the separatory, yield is 44%.
Above said content only is the basic explanation of the present invention under conceiving, and according to any equivalent transformation that technical scheme of the present invention is done, all should belong to protection scope of the present invention.
Claims (1)
1. the preparation method of a triallyl phosphate comprises the following steps:
A. vinyl carbinol, organic solvent-benzene or hexanaphthene and triethylamine are joined in the reaction vessel, drip phosphorus oxychloride, the control temperature of reaction system is at 25～65 ℃, reaction 2～5h, after reaction finished, cooling, suction filtration, filter cake were triethylamine hydrochlorides, with an amount of benzene or hexanaphthene washing;
B. the filter cake triethylamine hydrochloride is through the neutralization of 35～40% sodium hydroxide, branch vibration layer, obtaining the triethylamine recovery set uses, with filtrate distillation, underpressure distillation to slough solvent benzol or hexanaphthene, recovery set is used, raffinate is thick triallyl phosphate, and the ether washing with an amount of obtains the product triallyl phosphate behind the separatory.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2008102005004A CN101376664A (en) | 2008-09-26 | 2008-09-26 | Preparation of triallyl phosphate |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2008102005004A CN101376664A (en) | 2008-09-26 | 2008-09-26 | Preparation of triallyl phosphate |
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| CN101376664A true CN101376664A (en) | 2009-03-04 |
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| CNA2008102005004A Pending CN101376664A (en) | 2008-09-26 | 2008-09-26 | Preparation of triallyl phosphate |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101936943A (en) * | 2010-07-29 | 2011-01-05 | 西北师范大学 | Porphyrin detection method based on self-assembly monomolecular film |
| CN103467513A (en) * | 2013-08-29 | 2013-12-25 | 深圳新宙邦科技股份有限公司 | Preparation method of triallyl phosphate |
| CN106957332A (en) * | 2017-03-30 | 2017-07-18 | 石家庄圣泰化工有限公司 | Triallyl phosphate synthesis method |
| CN109942622A (en) * | 2017-12-20 | 2019-06-28 | 张家港市国泰华荣化工新材料有限公司 | A kind of preparation method of the phosphate flame retardant containing unsaturated hydrocarbons |
-
2008
- 2008-09-26 CN CNA2008102005004A patent/CN101376664A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101936943A (en) * | 2010-07-29 | 2011-01-05 | 西北师范大学 | Porphyrin detection method based on self-assembly monomolecular film |
| CN103467513A (en) * | 2013-08-29 | 2013-12-25 | 深圳新宙邦科技股份有限公司 | Preparation method of triallyl phosphate |
| CN106957332A (en) * | 2017-03-30 | 2017-07-18 | 石家庄圣泰化工有限公司 | Triallyl phosphate synthesis method |
| CN106957332B (en) * | 2017-03-30 | 2019-04-16 | 石家庄圣泰化工有限公司 | Triallyl phosphate synthesis method |
| CN109942622A (en) * | 2017-12-20 | 2019-06-28 | 张家港市国泰华荣化工新材料有限公司 | A kind of preparation method of the phosphate flame retardant containing unsaturated hydrocarbons |
| CN109942622B (en) * | 2017-12-20 | 2021-10-15 | 张家港市国泰华荣化工新材料有限公司 | Preparation method of unsaturated hydrocarbon-containing phosphate ester flame retardant |
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Open date: 20090304 |