CN102863468A - Preparation technology of tris(2,3-dichloropropyl) phosphate - Google Patents
Preparation technology of tris(2,3-dichloropropyl) phosphate Download PDFInfo
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- CN102863468A CN102863468A CN2011101884523A CN201110188452A CN102863468A CN 102863468 A CN102863468 A CN 102863468A CN 2011101884523 A CN2011101884523 A CN 2011101884523A CN 201110188452 A CN201110188452 A CN 201110188452A CN 102863468 A CN102863468 A CN 102863468A
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Abstract
The invention belongs to the chemical field, in particular to a preparation technology of tris(2,3-dichloropropyl) phosphate, which comprises the following steps: (1) taking phosphorus oxychloride and epoxy chloropropane as raw materials, and obtaining tris(2,3-dichloropropyl) phosphate mixed solution under the catalytic function of AlCl3 (aluminium chloride); and (2) adding alkali liquor into the mixed solution so as to carry out alkali wash until the solution is neutral, standing for layering, and removing a water layer; washing an oil layer with water, standing for layering again, removing the water layer, and then distilling the oil layer to obtain tris(2,3-dichloropropyl) phosphate liquid, and feeding nitrogen to purify. The preparation technology provided by the invention is simple; and compared with the existing production technology, the purity of tris(2,3-dichloropropyl) phosphate obtained by the technology is high, and according to the quality detection result, tris(2,3-dichloropropyl) phosphate obtained by the technology is obviously prior to tris(2,3-dichloropropyl) phosphate obtained by the production technology in the prior art.
Description
Technical field
The invention belongs to chemical field, be specifically related to the preparation technology of a kind of tricresyl phosphate (2,3-, two chloropropyls) ester.
Background technology
Tricresyl phosphate (2,3-two chloropropyls) ester, be called for short TDCP, three (2,3-two chloropropyls) phosphoric acid ester, structural formula is: colourless or light yellow thick liquid, dissolve in the organic solvents such as haloalkane, acetone and ester class. this product not volatile and the hydrolysis, good to UV stable, belong to additive flame retardant, because of the scope of application extensive, can be used for polyvinyl chloride (PVC) RESINS, the polyurethane porous plastics, rubber item, Resins, epoxy, in resol and the various fiber, flame retardant effect is obvious. and general addition is 5-15%.Structural formula is:
Existing production technique for the production of tricresyl phosphate (2,3-, two chloropropyls) ester mainly is take phosphorus oxychloride and epoxy chloropropane as raw material, and is synthetic under the catalysis of catalyzer; This synthesis technique does not all have its product is carried out purifying, and the product of gained inevitably contains impurity.
Summary of the invention
The object of the present invention is to provide the preparation technology of a kind of tricresyl phosphate (2,3-, two chloropropyls) ester.
Purpose of the present invention can be achieved through the following technical solutions:
The preparation technology of a kind of tricresyl phosphate (2,3-, two chloropropyls) ester, it is may further comprise the steps: (1) is take phosphorus oxychloride and epoxy chloropropane as raw material, at AlCl
3Katalysis under obtain tricresyl phosphate (2,3-, two chloropropyls) ester mixed solution; (2) add the alkali lye alkali cleaning in the mixed solution to neutral, static layering is removed water layer; With static layering again after the oil reservoir washing, remove water layer, with after the oil reservoir distillation liquid phosphoric acid three (2,3-, two chloropropyls) ester, pass into therein again nitrogen and purify.Wherein remove moisture and unreacted epoxy chloropropane in the product by distillation, can also remove lower-boiling impurity in some products by distillation in addition.Then pass into nitrogen and can further remove moisture and smell in the product, the moisture content in the product is reached below 0.05%, purity is higher.
The preparation technology of above-mentioned tricresyl phosphate (2,3-, two chloropropyls) ester, it is step (1) for phosphorus oxychloride is squeezed into reactor, and adds AlCl
3, under 50-60 ℃, drip epoxy chloropropane, drip off in 3 hours, be warming up to 60-80 ℃ of insulation 1～2 hour.
The preparation technology of above-mentioned tricresyl phosphate (2,3-, two chloropropyls) ester, it is that the mol ratio of epoxy chloropropane and phosphorus oxychloride is 3～3.6: 1; AlCl
3Consumption be 1%～4% of reactant phosphorus oxychloride weight.
The preparation technology of above-mentioned tricresyl phosphate (2,3-, two chloropropyls) ester, it is that the alkali lye in the step (2) is that the quality percentage composition is 3% soda ash (Na
2C0
3) solution.
The chemical equation that generates tricresyl phosphate (2,3-, two chloropropyls) ester is:
Beneficial effect of the present invention:
Preparation technology of the present invention is simple, the tricresyl phosphate (2 of making by technique of the present invention, 3-two chloropropyls) to compare purity high for ester and existing production technique, and its quality examination result obviously is better than tricresyl phosphate (2,3-, the two chloropropyls) ester that production technique of the prior art is made.
Description of drawings
Fig. 1 is the production technological process of tricresyl phosphate (2,3-, two chloropropyls) ester.
Embodiment
Below in conjunction with specific embodiment, the present invention is described in detail:
Embodiment 1
153.33kg (1000mol) phosphorus oxychloride is squeezed into reactor, and add 3.07kg AlCl
3, under 60～70 ℃, drip 290.51kg (3140mol) epoxy chloropropane, drip off in 3 hours, be warming up to 70 ℃ of insulations 1 hour.Add weight percentage in the mixed solution and be 3% soda ash solution alkali cleaning to neutral, static layering is removed water layer; With static layering again after the oil reservoir washing, remove water layer, after will the oil reservoir distillation liquid phosphoric acid three (2,3-, two chloropropyls) ester, pass into therein again the nitrogen colourless transparent liquid of purifying to get.
Embodiment 2
153.33kg (1000mol) phosphorus oxychloride is squeezed into reactor, and add 4.61kg AlCl
3, under 60～70 ℃, drip 292.55kg (3162mol) epoxy chloropropane, drip off in 3 hours, be warming up to 70 ℃ of insulations 1 hour.Add weight percentage in the mixed solution and be 3% soda ash solution alkali cleaning to neutral, static layering is removed water layer; With static layering again after the oil reservoir washing, remove water layer, after will the oil reservoir distillation liquid phosphoric acid three (2,3-, two chloropropyls) ester, pass into therein again the nitrogen colourless transparent liquid of purifying to get.
Embodiment 3
153.33kg (1000mol) phosphorus oxychloride is squeezed into reactor, and add 2.30kg AlCl
3, under 60～70 ℃, drip 296.25kg (3202mol) epoxy chloropropane, drip off in 3 hours, be warming up to 70 ℃ of insulations 1 hour.Add weight percentage in the mixed solution and be 3% soda ash solution alkali cleaning to neutral, static layering is removed water layer; With static layering again after the oil reservoir washing, remove water layer, after will the oil reservoir distillation liquid phosphoric acid three (2,3-, two chloropropyls) ester, pass into therein again the nitrogen colourless transparent liquid of purifying to get.
Comparative example 1
153.33kg (1000mol) phosphorus oxychloride is squeezed into reactor, and add 3.07kg AlCl
3, under 50-60 ℃, drip 290.51kg (3140mol) epoxy chloropropane, drip off in 3 hours, be warming up to 70 ℃ of insulations 1 hour; Unreacted epoxy chloropropane is reclaimed in underpressure distillation, reclaims catalyzer, gets light yellow transparent liquid.
The quality examination result of table 1 embodiment 1-3 and comparative example products obtained therefrom
Claims (4)
1. the preparation technology of a tricresyl phosphate (2,3-, two chloropropyls) ester is characterized in that may further comprise the steps: (1) is take phosphorus oxychloride and epoxy chloropropane as raw material, at AlCl
3Katalysis under obtain tricresyl phosphate (2,3-, two chloropropyls) ester mixed solution; (2) add the alkali lye alkali cleaning in the mixed solution to neutral, static layering is removed water layer; With static layering again after the oil reservoir washing, remove water layer, with after the oil reservoir distillation liquid phosphoric acid three (2,3-, two chloropropyls) ester, pass into therein again nitrogen and purify.
2. the preparation technology of tricresyl phosphate according to claim 1 (2,3-, two chloropropyls) ester is characterized in that step (1) for phosphorus oxychloride is squeezed into reactor, and adds AlCl
3, under 60～70 ℃, drip epoxy chloropropane, drip off in 3 hours, be warming up to 60-80 ℃ of insulation 1～2 hour.
3. the preparation technology of tricresyl phosphate according to claim 2 (2,3-, two chloropropyls) ester, the mol ratio that it is characterized in that epoxy chloropropane and phosphorus oxychloride is 3～3.6: 1; AlCl
3Consumption be 1%～4% of reactant phosphorus oxychloride weight.
4. the preparation technology of tricresyl phosphate according to claim 1 (2,3-, two chloropropyls) ester is characterized in that the alkali lye in the step (2) is that the quality percentage composition is 3% soda ash solution.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011101884523A CN102863468A (en) | 2011-07-06 | 2011-07-06 | Preparation technology of tris(2,3-dichloropropyl) phosphate |
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| CN2011101884523A CN102863468A (en) | 2011-07-06 | 2011-07-06 | Preparation technology of tris(2,3-dichloropropyl) phosphate |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106366122A (en) * | 2016-08-24 | 2017-02-01 | 浙江万盛股份有限公司 | Continuous preparation method of tri(2,3-dichloropropyl)phosphate |
| CN107556338A (en) * | 2017-08-29 | 2018-01-09 | 浙江鸿浩科技有限公司 | A kind of low taste tricresyl phosphate（The propyl group of 2,3 dichloro 2）The preparation method of ester fire retardant |
| CN108997416A (en) * | 2018-08-28 | 2018-12-14 | 山东泰和水处理科技股份有限公司 | A kind of preparation method of phosphonic acids three (the chloro- 2- propyl of 1,3- bis-) ester |
| CN109232639A (en) * | 2018-10-11 | 2019-01-18 | 山东泰和水处理科技股份有限公司 | A kind of preparation method of phosphonic acids three (bis- chloropropyl of 1,3-) ester |
| CN109438506A (en) * | 2018-12-06 | 2019-03-08 | 山东泰和水处理科技股份有限公司 | A method of preparing tricresyl phosphate (bis- chloropropyl of 1,3-) ester |
| CN109503654A (en) * | 2018-12-28 | 2019-03-22 | 山东泰和水处理科技股份有限公司 | The separation method of catalyst in a kind of esterification system |
-
2011
- 2011-07-06 CN CN2011101884523A patent/CN102863468A/en active Pending
Non-Patent Citations (2)
| Title |
|---|
| 申云飞等: "磷系阻燃增塑剂TDCP的研制", 《阻燃材料与技术》 * |
| 裘雪阳等: "阻燃增塑剂磷酸三(1,3-二氯丙基)酯(TDCP)的研制与应用", 《浙江化工》 * |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106366122A (en) * | 2016-08-24 | 2017-02-01 | 浙江万盛股份有限公司 | Continuous preparation method of tri(2,3-dichloropropyl)phosphate |
| CN107556338A (en) * | 2017-08-29 | 2018-01-09 | 浙江鸿浩科技有限公司 | A kind of low taste tricresyl phosphate（The propyl group of 2,3 dichloro 2）The preparation method of ester fire retardant |
| CN107556338B (en) * | 2017-08-29 | 2019-06-11 | 浙江鸿浩科技有限公司 | A kind of preparation method of low taste tricresyl phosphate (the chloro- 2- propyl of 2,3- bis-) ester fire retardant |
| CN108997416A (en) * | 2018-08-28 | 2018-12-14 | 山东泰和水处理科技股份有限公司 | A kind of preparation method of phosphonic acids three (the chloro- 2- propyl of 1,3- bis-) ester |
| CN108997416B (en) * | 2018-08-28 | 2021-02-09 | 山东泰和水处理科技股份有限公司 | Preparation method of phosphonic acid tris (1, 3-dichloro-2-propyl) ester |
| CN109232639A (en) * | 2018-10-11 | 2019-01-18 | 山东泰和水处理科技股份有限公司 | A kind of preparation method of phosphonic acids three (bis- chloropropyl of 1,3-) ester |
| CN109232639B (en) * | 2018-10-11 | 2021-02-09 | 山东泰和水处理科技股份有限公司 | Preparation method of tris (1, 3-dichloropropyl) phosphonate |
| CN109438506A (en) * | 2018-12-06 | 2019-03-08 | 山东泰和水处理科技股份有限公司 | A method of preparing tricresyl phosphate (bis- chloropropyl of 1,3-) ester |
| CN109503654A (en) * | 2018-12-28 | 2019-03-22 | 山东泰和水处理科技股份有限公司 | The separation method of catalyst in a kind of esterification system |
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