CN110655531A - Synthetic method of triisooctyl phosphate - Google Patents
Synthetic method of triisooctyl phosphate Download PDFInfo
- Publication number
- CN110655531A CN110655531A CN201810686423.1A CN201810686423A CN110655531A CN 110655531 A CN110655531 A CN 110655531A CN 201810686423 A CN201810686423 A CN 201810686423A CN 110655531 A CN110655531 A CN 110655531A
- Authority
- CN
- China
- Prior art keywords
- reaction
- phosphorus oxychloride
- triisooctyl phosphate
- finished
- mpa
- 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
- FSLSJTZWDATVTK-UHFFFAOYSA-N tris(6-methylheptyl) phosphate Chemical compound CC(C)CCCCCOP(=O)(OCCCCCC(C)C)OCCCCCC(C)C FSLSJTZWDATVTK-UHFFFAOYSA-N 0.000 title claims abstract description 33
- 238000010189 synthetic method Methods 0.000 title description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims abstract description 64
- 238000006243 chemical reaction Methods 0.000 claims abstract description 57
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract description 21
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 claims abstract description 20
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 17
- 239000000706 filtrate Substances 0.000 claims abstract description 16
- 239000002253 acid Substances 0.000 claims abstract description 13
- 239000011230 binding agent Substances 0.000 claims abstract description 13
- 238000005406 washing Methods 0.000 claims abstract description 13
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- 238000001308 synthesis method Methods 0.000 claims abstract description 11
- -1 tertiary amine hydrochloride Chemical class 0.000 claims abstract description 11
- 239000000047 product Substances 0.000 claims abstract description 7
- 238000004321 preservation Methods 0.000 claims abstract description 5
- 239000000243 solution Substances 0.000 claims description 17
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 10
- 238000000926 separation method Methods 0.000 claims description 9
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 8
- 239000012047 saturated solution Substances 0.000 claims description 8
- 230000002194 synthesizing effect Effects 0.000 claims description 8
- 238000001914 filtration Methods 0.000 claims description 7
- 239000002841 Lewis acid Substances 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 150000007517 lewis acids Chemical group 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 230000001172 regenerating effect Effects 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 4
- 229910001629 magnesium chloride Inorganic materials 0.000 claims description 4
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 12
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 12
- 238000007086 side reaction Methods 0.000 description 6
- 238000004064 recycling Methods 0.000 description 4
- MJMQIMYDFATMEH-UHFFFAOYSA-N 2-chloro-2,4,4-trimethylpentane Chemical compound CC(C)(C)CC(C)(C)Cl MJMQIMYDFATMEH-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical class N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 229910052761 rare earth metal Inorganic materials 0.000 description 3
- 239000002910 solid waste Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- ZRBROGSAUIUIJE-UHFFFAOYSA-N azanium;azane;chloride Chemical compound N.[NH4+].[Cl-] ZRBROGSAUIUIJE-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000002351 wastewater Substances 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/11—Esters of phosphoric acids with hydroxyalkyl compounds without further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
Abstract
The invention discloses a synthesis method of triisooctyl phosphate, which comprises the following steps of reacting phosphorus oxychloride and isooctanol under the conditions of negative pressure, catalyst and N-dimethylaniline as an acid-binding agent, wherein the molar ratio of the phosphorus oxychloride to the isooctanol is 1:3 ~ 1:5, the vacuum degree is controlled to be-0.075 MPa ~ -0.085 MPa in the reaction process, the phosphorus oxychloride is added in a dropwise manner, the temperature of a reaction liquid is controlled to be ~ 40 ℃ in the phosphorus oxychloride dropwise addition process, after the phosphorus oxychloride dropwise addition is finished, the reaction liquid is heated to 110 ℃ ~ 140 ℃, the heat preservation reaction is carried out for 3 ~ 8 hours, after the reaction is finished, the reaction liquid is filtered to obtain tertiary amine hydrochloride and filtrate, and the filtrate is purified and rectified through alkaline washing and high vacuum negative pressure to obtain the product of triisooctyl phosphate.
Description
Technical Field
The invention relates to the technical field of synthesis of triisooctyl phosphate.
Background
Triisooctyl phosphate, molecular formula: c24H5104P, molecular weight: 434.
the triisooctyl phosphate can be used for the separation of nonferrous metals, the purification of rare earth elements, the separation of rare earth and non-rare earth elements, the treatment of phenol-containing wastewater and the like. Triisooctyl phosphate is also a good flame retardant and plasticizer, and is widely applied to vinyl resin, phenolic resin, polyurethane, synthetic rubber and the like.
The triisooctyl phosphate is synthesized by directly esterifying isooctyl alcohol and phosphorus oxychloride serving as raw materials, a large amount of hydrogen chloride can be generated in the reaction process, and the hydrogen chloride and the isooctyl alcohol can easily generate a byproduct of chloroisooctane, so that the content and the yield of a target product are reduced. In order to inhibit the hydrogen chloride from continuing to react with the alcohol, a higher vacuum and a lower reaction temperature are generally controlled, which results in lower product yields and lower recovery of isooctanol.
In the chinese patent CN103435642, phosphorus oxychloride is added in batches under negative pressure, which reduces the generation of chloroisooctane to a certain extent, but the hydrogen chloride gas dissolved in the reaction solution reacts with isooctanol to generate chloroisooctane, and the content of by-products is relatively high.
Disclosure of Invention
The purpose of the invention is: provides a synthesis method of triisooctyl phosphate, hydrogen chloride generated by the reaction can be effectively removed, side reactions are less, and the product purity is high.
In order to achieve the purpose, the technical scheme includes that the synthesis method of triisooctyl phosphate comprises the following steps of reacting phosphorus oxychloride and isooctyl alcohol under the conditions of negative pressure and catalyst and N-dimethylaniline as an acid-binding agent, wherein the molar ratio of the phosphorus oxychloride to the isooctyl alcohol is 1:3 ~ 1:5, the vacuum degree is controlled to be-0.075 MPa ~ -0.085 MPa in the reaction process, the phosphorus oxychloride is added in a dropwise manner, the temperature of a reaction liquid is controlled to be ~ 40 ℃ in the dropwise adding process, the temperature of the reaction liquid is increased to be 110 ℃ ~ 140 ℃ after the dropwise adding of the phosphorus oxychloride is finished, carrying out heat preservation reaction for 3 ~ 8 hours, filtering the reaction liquid after the reaction is finished to obtain tertiary amine hydrochloride and filtrate, and carrying out alkali washing, high-vacuum negative-pressure rectification on the filtrate to obtain the product triisooctyl phosphate.
Further, the synthesis method of triisooctyl phosphate is characterized in that the catalyst is Lewis acid, the Lewis acid comprises titanium tetrachloride, magnesium chloride and aluminum trichloride, and the dosage of the catalyst is ~ 1% of the total mass of the reaction liquid by 0.5%.
Further, in the synthesis method of triisooctyl phosphate, the molar ratio of phosphorus oxychloride to isooctanol is preferably 1: 4.
Further, in the method for synthesizing triisooctyl phosphate, after the phosphorus oxychloride is added, the reaction solution is preferably raised to 120 ℃.
Further, in the method for synthesizing triisooctyl phosphate, after the phosphorus oxychloride is added dropwise, the reaction is preferably performed for 4 hours under heat preservation.
Further, the synthesis method of triisooctyl phosphate comprises the steps of filtering reaction liquid after reaction to obtain filtrate, performing alkali washing by using a sodium carbonate aqueous solution with the mass concentration of 10%, separating liquid to obtain an oil phase, washing the oil phase by using deionized water, and then performing high-vacuum negative-pressure rectification and purification to obtain triisooctyl phosphate, wherein the vacuum degree of the high-vacuum negative-pressure rectification is controlled to be-0098 MPa ~ -0.1 MPa.
Further, in the method for synthesizing triisooctyl phosphate, after the reaction is finished, the reaction solution is filtered to obtain NH for tertiary amine hydrochloride3-NH4And regenerating the CL saturated solution to obtain the N-N dimethylaniline.
The invention has the advantages that: firstly, the reaction is carried out under the conditions of negative pressure and acid binding agent, and the hydrogen chloride generated by the reaction can be removed out of the reaction system in time under the action of the negative pressure, thereby greatly reducing the dissolution in the reaction systemSecondly, phosphorus oxychloride is fed in a dropwise manner, the temperature of the reaction liquid is controlled to be 10 ℃ ~ 40 ℃ in the dropwise process, so that the side reaction can be effectively avoided, and the reaction yield is further improved3-NH4And the Cl saturated solution is regenerated, and the obtained high-concentration N, N-dimethylaniline is recycled as an acid-binding agent, so that the emission of solid waste of the ammonia salt is reduced, and the production cost can be effectively saved.
Detailed Description
The synthesis method of triisooctyl phosphate according to the present invention will be described in detail below.
The synthesis method of triisooctyl phosphate comprises the following steps of reacting phosphorus oxychloride and isooctanol under the conditions of negative pressure, a catalyst and N-N dimethylaniline as an acid-binding agent, wherein the molar ratio of the phosphorus oxychloride to isooctanol is 1:3 ~: 5, preferably 1:4, the catalyst is Lewis acid, the Lewis acid comprises titanium tetrachloride, magnesium chloride and aluminum trichloride, the dosage of the catalyst is 0.5% ~% of the total mass of a reaction liquid, the vacuum degree is controlled to be-0.075 MPa ~ -0.085 MPa in the reaction process, the phosphorus oxychloride is added in a dropping manner, the temperature of the reaction liquid is controlled to be 10 ℃ ~ ℃ in the dropping process of the phosphorus oxychloride, the temperature is controlled to reduce side reactions, after the dropping of the phosphorus oxychloride is finished, the reaction liquid is raised to 110 ℃ ~ ℃, preferably the reaction liquid is raised to 120 ℃, the heat preservation reaction is carried out for 3 ~ hours, preferably 4 hours, after the reaction is finished, the tertiary amine and the filtrate are obtained by filtering the reaction liquid, the filtrate is firstly distilled by using a 10% mass concentration aqueous solution, washing the triisooctyl phosphate with water, and after the vacuum separation of the oil phase is carried out, the high-pressure separation is controlled, the high-00591.
And (3) regenerating the tertiary amine hydrochloride by using a saturated solution of NH3-NH4Cl to obtain the N, N-dimethylaniline. This aims to: the catalyst is recycled, the production cost is reduced, and the emission of ammonia salt solid waste is reduced.
The present invention will be described in further detail with reference to specific examples.
The first embodiment is as follows:
respectively putting 520 g (4 mol) of isooctanol, 6.8 g of aluminum trichloride and 363 g (3 mol) of N-dimethylaniline into a 2-liter three-neck flask, starting a machine for stirring, controlling the temperature of a reaction solution to be about 10 ℃ and the vacuum degree to be-0.08 MPa, then dropwise adding 153 g (1 mol) of phosphorus oxychloride within 2 hours, controlling the temperature of the reaction solution to be 10 ℃ ~ 40 ℃ in the dropwise adding process, raising the temperature of the reaction solution to 120 ℃ after the dropwise adding is finished, preserving the temperature for 4 hours, finishing the reaction, rapidly removing hydrogen chloride generated in the reaction process under the action of negative pressure in the reaction process, cooling the reaction solution, filtering to obtain tertiary amine hydrochloride and filtrate, performing alkaline washing on the filtrate by using a sodium carbonate aqueous solution with the mass concentration of 10%, taking an oil phase after liquid separation, washing the oil phase by using deionized water, keeping the oil phase, controlling the vacuum degree to be-0098 MPa ~ -0.1 MPa under the high vacuum condition, and performing negative pressure rectification and purification on the oil phase to obtain triisooctyl3-NH4And (3) regenerating the Cl saturated solution to obtain high-purity N-N dimethylaniline, wherein the N-N dimethylaniline is used as an acid-binding agent for recycling.
Example two:
respectively adding 650 g (5 mol) of isooctanol, 8 g of titanium tetrachloride and 363 g (3 mol) of N-dimethylaniline into a 2L three-neck flask, starting a machine for stirring, controlling the temperature of a reaction solution to be about 10 ℃ and the vacuum degree to be-0.08 MPa, then dropwise adding 153 g (1 mol) of phosphorus oxychloride for 2 hours, controlling the temperature of the reaction solution to be 10 ℃ ~ 40 ℃ in the dropwise adding process, raising the temperature of the reaction solution to be 130 ℃ after the dropwise adding is finished, preserving the temperature for 4 hours, finishing the reaction, rapidly removing hydrogen chloride generated in the reaction process under the action of negative pressure in the reaction process, cooling the reaction solution, filtering to obtain tertiary amine hydrochloride and filtrate, carrying out alkaline washing on the filtrate by using a sodium carbonate aqueous solution with the mass concentration of 10%, taking an oil phase after the liquid separation, washing the oil phase by using deionized water for the liquid separation, keeping the oil phase, controlling the vacuum degree to be-00 ~ -0.1 MPa underOil phase to obtain triisooctyl phosphate with the content of more than 99 percent. NH for tertiary amine hydrochloride3-NH4And (3) regenerating the Cl saturated solution to obtain high-purity N-N dimethylaniline, wherein the N-N dimethylaniline is used as an acid-binding agent for recycling.
Example three:
respectively putting 390 g (3 mol) of isooctyl alcohol, 6 g of magnesium chloride and 363 g (3 mol) of N-dimethylaniline into a 2L three-neck flask, starting a machine for stirring, controlling the temperature of a reaction solution to be about 10 ℃ and the vacuum degree to be-0.08 MPa, then dropwise adding 153 g (1 mol) of phosphorus oxychloride for 2 hours, controlling the temperature of the reaction solution to be 10 ℃ ~ 40 ℃ in the dropwise adding process, raising the temperature of the reaction solution to be 120 ℃ after the dropwise adding is finished, preserving the temperature for 6 hours, finishing the reaction, rapidly removing hydrogen chloride generated in the reaction process under the action of negative pressure in the reaction process, cooling the reaction solution, filtering to obtain tertiary amine hydrochloride and filtrate, performing alkaline washing on the filtrate by using a sodium carbonate aqueous solution with the mass concentration of 10%, taking an oil phase after liquid separation, washing the oil phase by using deionized water, keeping the oil phase, controlling the vacuum degree to be-0098 MPa ~ -0.1 MPa under the high vacuum condition, and purifying the oil phase by negative pressure rectification to obtain triisooctyl phosphate3-NH4And (3) regenerating the Cl saturated solution to obtain high-purity N-N dimethylaniline, wherein the N-N dimethylaniline is used as an acid-binding agent for recycling.
The synthesis method of triisooctyl phosphate has the advantages that firstly, the reaction is carried out under the conditions of negative pressure and an acid-binding agent, the hydrogen chloride generated by the reaction can be timely removed out of a reaction system under the action of the negative pressure, so that the amount of the hydrogen chloride dissolved in a reaction liquid is greatly reduced, the acid-binding agent further effectively prevents the hydrogen chloride dissolved in the reaction liquid from carrying out side reaction with isooctyl alcohol, the side reaction can be effectively reduced under the conditions of the negative pressure and the acid-binding agent, so that the yield is greatly improved, secondly, phosphorus oxychloride is fed in a dropwise adding mode, in addition, the temperature of the reaction liquid is controlled at 10 ℃ of ~ 40 ℃ in the dropwise adding process, so that the side reaction can be effectively avoided, the reaction yield is further improved, and thirdly, tertiary amine hydrochloride obtained after the reaction is finished is subjected to NH 8940 DEG C3-NH4Regenerating Cl saturated solution to obtain high-concentration N-The N-dimethylaniline is used as an acid-binding agent for recycling, so that the emission of ammonia salt solid waste is reduced, and the production cost can be effectively saved.
Claims (7)
1. The synthesis method of triisooctyl phosphate is characterized by comprising the following steps of reacting phosphorus oxychloride and isooctanol under the conditions of negative pressure, catalyst and N-dimethylaniline as acid-binding agents, wherein the molar ratio of the phosphorus oxychloride to the isooctanol is 1:3 ~ 1:5, the vacuum degree is controlled to be-0.075 MPa ~ -0.085 MPa in the reaction process, the phosphorus oxychloride is added in a dropwise manner, the temperature of a reaction liquid is controlled to be ~ 40 ℃ in the phosphorus oxychloride dropwise addition process, after the phosphorus oxychloride dropwise addition is finished, the reaction liquid is heated to 110 ℃ ~ 140 ℃, the heat preservation reaction is carried out for 3 ~ 8 hours, after the reaction is finished, the reaction liquid is filtered to obtain tertiary amine hydrochloride and filtrate, and the filtrate is subjected to alkali washing, high-vacuum negative pressure rectification to obtain the product triisooctyl phosphate.
2. The method for synthesizing triisooctyl phosphate according to claim 1, wherein the catalyst is Lewis acid, the Lewis acid comprises titanium tetrachloride, magnesium chloride and aluminum trichloride, and the amount of the catalyst is ~ 1% of the total mass of the reaction solution by 0.5%.
3. The method of synthesizing triisooctyl phosphate according to claim 1, characterized in that: the preferred molar ratio of phosphorus oxychloride to isooctanol feed is 1: 4.
4. The method of synthesizing triisooctyl phosphate according to claim 1, characterized in that: after the addition of phosphorus oxychloride is complete, the reaction mixture is preferably raised to 120 ℃.
5. The method of synthesizing triisooctyl phosphate according to claim 1, characterized in that: after the addition of the phosphorus oxychloride is finished, the reaction is preferably kept for 4 hours.
6. The synthesis method of triisooctyl phosphate according to claim 1, 2, 3, 4 or 5, characterized in that after the reaction is finished, the reaction solution is filtered to obtain filtrate, sodium carbonate aqueous solution with the mass concentration of 10% is firstly used for carrying out alkali washing, liquid separation is carried out to obtain oil phase, the oil phase is washed by deionized water and then is rectified and purified in high vacuum and negative pressure to obtain the triisooctyl phosphate product, and the vacuum degree of the high vacuum and negative pressure rectification is controlled to be-0098 MPa ~ -0.1 MPa.
7. The method of synthesizing triisooctyl phosphate according to claim 1 or 2 or 3 or 4 or 5, characterized in that: after the reaction is finished, filtering the reaction liquid to obtain NH for tertiary amine hydrochloride3-NH4And regenerating the CL saturated solution to obtain the N-N dimethylaniline.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810686423.1A CN110655531A (en) | 2018-06-28 | 2018-06-28 | Synthetic method of triisooctyl phosphate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810686423.1A CN110655531A (en) | 2018-06-28 | 2018-06-28 | Synthetic method of triisooctyl phosphate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110655531A true CN110655531A (en) | 2020-01-07 |
Family
ID=69027330
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810686423.1A Pending CN110655531A (en) | 2018-06-28 | 2018-06-28 | Synthetic method of triisooctyl phosphate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110655531A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115974914A (en) * | 2022-12-15 | 2023-04-18 | 广西兴达精细化工有限公司 | Synthetic method of trioctyl phosphate |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102875593A (en) * | 2012-10-22 | 2013-01-16 | 吉林省九新实业集团化工有限公司 | Triisotridecanol phosphite and preparation technique thereof |
| CN103435642A (en) * | 2013-09-02 | 2013-12-11 | 杭州潜阳科技有限公司 | Production method of trioctyl phosphate |
| 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 |
| CN105503941A (en) * | 2015-12-11 | 2016-04-20 | 三门峡中达化工有限公司 | Catalytic synthesis method of tri-iso-octyl phosphate |
| CN106380481A (en) * | 2016-08-24 | 2017-02-08 | 浙江万盛股份有限公司 | Preparation method of tri-iso-octyl phosphate |
-
2018
- 2018-06-28 CN CN201810686423.1A patent/CN110655531A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102875593A (en) * | 2012-10-22 | 2013-01-16 | 吉林省九新实业集团化工有限公司 | Triisotridecanol phosphite and preparation technique thereof |
| 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 |
| CN103435642A (en) * | 2013-09-02 | 2013-12-11 | 杭州潜阳科技有限公司 | Production method of trioctyl phosphate |
| CN105503941A (en) * | 2015-12-11 | 2016-04-20 | 三门峡中达化工有限公司 | Catalytic synthesis method of tri-iso-octyl phosphate |
| CN106380481A (en) * | 2016-08-24 | 2017-02-08 | 浙江万盛股份有限公司 | Preparation method of tri-iso-octyl phosphate |
Non-Patent Citations (1)
| Title |
|---|
| 尹志刚 主编: "《有机磷化合物 (第1版)》", 31 March 2011, 北京：化学工业出版社 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115974914A (en) * | 2022-12-15 | 2023-04-18 | 广西兴达精细化工有限公司 | Synthetic method of trioctyl phosphate |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US10961183B2 (en) | Process for producing alkali taurinate | |
| US7449600B2 (en) | Process for producing cyclohexanone oxime | |
| CN104892666A (en) | Method for preparing high-purity tributyl phosphate | |
| CN108689952B (en) | Preparation method of prothioconazole | |
| CN110655531A (en) | Synthetic method of triisooctyl phosphate | |
| EP2749649B1 (en) | Method for separating and purifying 1,4-diaminobutane from fermented solution | |
| EP1535901B1 (en) | Process for producing 4'-bromomethyl-2-cyanobiphenyl | |
| EP3279186A1 (en) | Process for producing taurine | |
| AU2003204521A1 (en) | Improved process for producing acetone cyanohydrin | |
| AU2006244735A1 (en) | Method for concentrating an aqueous ammonium carbamate stream | |
| US4507510A (en) | Process for producing xylyleneglycol | |
| JP2004262767A (en) | Method for production of alkylene glycol | |
| CN110903252B (en) | Preparation method of 4, 6-dihydroxypyrimidine | |
| CN107793384B (en) | Method for preparing 2, 5-dimethoxy-2, 5-dihydrofuran | |
| EP3312174B1 (en) | Method for preparing trityl candesartan | |
| EP0057090B1 (en) | Process for the production of carbon monoxide | |
| USRE48369E1 (en) | Process for producing taurine | |
| CN117903207A (en) | Green synthesis method of hexachlorocyclotriphosphazene | |
| CN116102504A (en) | Preparation method of 4, 6-dichloropyrimidine | |
| JPS61280463A (en) | Production of dimethylcyanamide | |
| CN117720571A (en) | Tributyl phosphate product for efficient extraction and separation of phosphoric acid, synthesis method and application | |
| CN118851914A (en) | Method for recycling triethylamine hydrochloride and simultaneously preparing triethylamine and ammonium chloride | |
| AU648923B2 (en) | Process for the preparation of 2-amino-3-chlorobenzoic acid | |
| JPH07165687A (en) | Production of 5-fluoroanthranilic acid | |
| JPS6317853A (en) | Production of 2-methoxymethylene-3,3-dimethoxypropanenitrile |
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 | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20200107 |
|
| RJ01 | Rejection of invention patent application after publication |