CN102267901A - Method for refining 2-ethylhexyl benzyl adipate and refining agent used in same - Google Patents
Method for refining 2-ethylhexyl benzyl adipate and refining agent used in same Download PDFInfo
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- CN102267901A CN102267901A CN2011102450659A CN201110245065A CN102267901A CN 102267901 A CN102267901 A CN 102267901A CN 2011102450659 A CN2011102450659 A CN 2011102450659A CN 201110245065 A CN201110245065 A CN 201110245065A CN 102267901 A CN102267901 A CN 102267901A
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- CN
- China
- Prior art keywords
- refining
- hexanodioic acid
- ethyl
- benzyl ester
- finishing agent
- 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.)
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- 238000007670 refining Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 14
- OOUQSWGHJPCRLI-UHFFFAOYSA-N 1-o-benzyl 6-o-(2-ethylhexyl) hexanedioate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC1=CC=CC=C1 OOUQSWGHJPCRLI-UHFFFAOYSA-N 0.000 title abstract 4
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 26
- 239000012043 crude product Substances 0.000 claims abstract description 15
- 239000000047 product Substances 0.000 claims abstract description 14
- 238000003756 stirring Methods 0.000 claims abstract description 11
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims abstract description 9
- 239000000920 calcium hydroxide Substances 0.000 claims abstract description 9
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims abstract description 9
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims abstract description 9
- 239000000347 magnesium hydroxide Substances 0.000 claims abstract description 9
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims abstract description 9
- -1 benzyl ester Chemical class 0.000 claims description 71
- 239000002253 acid Substances 0.000 claims description 43
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 238000005886 esterification reaction Methods 0.000 claims description 14
- 230000032050 esterification Effects 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 13
- 238000009835 boiling Methods 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 10
- 238000005406 washing Methods 0.000 claims description 10
- 239000011259 mixed solution Substances 0.000 claims description 8
- 238000000746 purification Methods 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 claims description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 12
- 238000001914 filtration Methods 0.000 abstract description 4
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 239000001361 adipic acid Substances 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 abstract 1
- 235000019341 magnesium sulphate Nutrition 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 235000019445 benzyl alcohol Nutrition 0.000 description 3
- 150000003938 benzyl alcohols Chemical class 0.000 description 3
- 230000005611 electricity Effects 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 239000011630 iodine Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 2
- 230000006837 decompression Effects 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a method for refining 2-ethylhexyl benzyl adipate and a refining agent used in the same. The refining agent comprises the following components: calcium hydroxide, magnesium hydroxide, activated carbon and magnesium sulfate at a mass ratio of 1:1:2:1.5. The method is characterized by adopting the refining agent in a refining step, adding the refining agent into the crude product of 2-ethylhexyl benzyl adipate, stirring and refining for one hour and filtering the mixed liquor obtained after refining, thus obtaining the finished product of 2-ethylhexyl benzyl adipate, wherein the mass ratio of the refining agent to adipic acid is (0.005-0.01):1. The method has the following beneficial effects: a high vacuum refining step is omitted during production and the investment in the high-vacuum pump equipment is avoided, thus saving the equipment investment, lowering the production cost and improving the market competitiveness of the product.
Description
Technical field;
The invention belongs to the organic compound preparation field, relate in particular to the method for the own benzyl ester of a kind of refining hexanodioic acid 2-ethyl and used finishing agent thereof.
Background technology;
In industrial production, in plastics industry and the war production, the own benzyl ester of hexanodioic acid 2-ethyl has more and more widely application as a kind of important organic compound and cold resistant plasticizer.The common production method of the own benzyl ester of hexanodioic acid 2-ethyl is the direct esterification reaction, the color that obtains product is for yellow, be difficult to sell as product, must carry out further making with extra care the refinement treatment that promptly reduces pressure step, the problem that this type of preparation method exists: 1, owing to need to use expensive high-vacuum pump to realize in the decompression refinement treatment step, therefore, there is the problem that production unit is many, expense is high in this method, thereby is difficult to reduce cost.2, because decompression refinement treatment step is to produce essential and very consuming time production stage in the own benzyl ester of the hexanodioic acid 2-ethyl process, therefore, there is the problem that the production time is long, production efficiency is low in this method, is unfavorable for the raising of business economic benefit.
Summary of the invention;
The objective of the invention is to overcome the deficiencies in the prior art, the method of the own benzyl ester of a kind of refining hexanodioic acid 2-ethyl and used finishing agent thereof are provided, use the refining own benzyl ester of hexanodioic acid 2-ethyl of finishing agent, can save facility investment, reduce cost, shorten the production time and can enhance productivity.
The technical scheme that realizes the object of the invention is as follows:
A kind of finishing agent that is used for the refining own benzyl ester of hexanodioic acid 2-ethyl is characterized in that its component and mass ratio are: calcium hydroxide: magnesium hydroxide: gac: sal epsom=1: 1: 2: 1.5.
A kind of method for preparing the own benzyl ester of hexanodioic acid 2-ethyl, comprise preparation hexanodioic acid 2-ethyl own benzyl ester crude product and refining two steps, it is characterized in that described purification step adopts finishing agent, in the crude product of the own benzyl ester of hexanodioic acid 2-ethyl, add finishing agent, the mass ratio of finishing agent and hexanodioic acid is 0.005～0.01: 1, stirred refining one hour, the mixed solution after refining is filtered, obtain the own benzyl ester of hexanodioic acid 2-ethyl finished product.
And the step of the own benzyl ester of described preparation hexanodioic acid 2-ethyl crude product is as follows:
(1) step of esterification: with hexanodioic acid, 2-Ethylhexyl Alcohol, benzylalcohol, the vitriol oil, by 1: 1.4: 0.9: 0.002～0.005 mass ratio drops in the reactor, stirs, and micro-vacuum is heated to boiling reaction, keeps boiling reflux state separation moisture wherein;
(2) water-washing step: will add entry in the mixture after the esterification, the weight ratio of water and hexanodioic acid is 0.5: 1, and after stirring, standing demix is removed water layer wherein;
(3) dealcoholysis step: the mixture dealcoholysis after will washing obtains the own benzyl ester of crude product hexanodioic acid 2-ethyl.
Advantage of the present invention and beneficial effect are:
1. the preparation method of the own benzyl ester of this hexanodioic acid 2-ethyl is in purification step, use finishing agent (calcium hydroxide, magnesium hydroxide, gac, sal epsom mixture), the product colour that obtains shoals, do not need the high vacuum refinement treatment promptly to can be used as product and sell, prepared quality product meets the technical requirements fully.This preparation method has saved the high vacuum purification step when producing, avoided the input of high-vacuum pump equipment, therefore, has saved facility investment, reduces production costs, and has improved the competitiveness of product in market.
2. the finishing agent that uses of the preparation method of the own benzyl ester of this hexanodioic acid 2-ethyl is calcium hydroxide, magnesium hydroxide, gac, sal epsom mixture, have cheap, the characteristics that are easy to purchase.
3. the preparation method of the own benzyl ester of this hexanodioic acid 2-ethyl is easy to operate, simple, is convenient to realize suitability for industrialized production, enhances productivity.
4. the present invention uses finishing agent (calcium hydroxide, magnesium hydroxide, gac, sal epsom mixture) in process of production, guarantees quality product and prolonged storage stability.
Embodiment;
The present invention is further described below by specific embodiment; example of the present invention is illustrative; rather than it is determinate; therefore the present invention is not limited to the embodiment described in the embodiment; every other embodiments that drawn by those skilled in the art's technical scheme according to the present invention belong to the scope of protection of the invention equally.
Embodiment 1:
The preparation of finishing agent: with (91) g calcium hydroxide, (91) g magnesium hydroxide, (182) g gac, (136) g sal epsom mixes.
(1) step of esterification: have heating unit to one, electricity stirs, and drops into the hexanodioic acid double centner successively in 300 liters of reactors of thermometer water circulation condenser and vacuum oil water separator, 140 kilograms of 2-Ethylhexyl Alcohols, 90 kilograms of benzylalcohols, 0.3 kilogram of the vitriol oil, under agitation, micro-vacuum is heated to boiling reaction simultaneously, keeps the boiling reflux state, constantly from water-and-oil separator, water sepn is gone out, after not having moisture to generate, stop heating, esterification stops.
(2) water-washing step: obtain to such an extent that add 50 kg water in the mixed solution after esterification, after stirring, standing demix is removed water layer wherein.
(3) dealcoholysis step: the mixture after will washing, dealcoholysis obtains the own benzyl ester of crude product hexanodioic acid 2-ethyl.
(4) purification step: add 0.5 kilogram of finishing agent in the crude product after dealcoholysis, mixed 1 hour.
(5) filtration step: refined mixed solution is filtered, and the liquid that obtains is the own benzyl ester of hexanodioic acid 2-ethyl finished product, the own benzyl ester content 99.0% of this hexanodioic acid 2-ethyl, and color is less than No. 5 (iodine colorimetric).
Embodiment 2:
The preparation of finishing agent: with (109.2) g calcium hydroxide, (109.2) g magnesium hydroxide, (218.4) g gac, (163.2) g sal epsom mixes.
(1) step of esterification: have heating unit to one, electricity stirs, and drops into the hexanodioic acid double centner successively in 300 liters of reactors of thermometer water circulation condenser and vacuum oil water separator, 140 kilograms of 2-Ethylhexyl Alcohols, 90 kilograms of benzylalcohols, 0.3 kilogram of the vitriol oil, under agitation, micro-vacuum is heated to boiling reaction simultaneously, keeps the boiling reflux state, constantly from water-and-oil separator, water sepn is gone out, after not having moisture to generate, stop heating, esterification stops.
(2) water-washing step: obtain to such an extent that add 50 kg water in the mixed solution after esterification, after stirring, standing demix is removed water layer wherein.
(3) dealcoholysis step: the mixture after will washing, dealcoholysis obtains the own benzyl ester of crude product hexanodioic acid 2-ethyl.
(4) purification step: add 0.6 kilogram of finishing agent in the crude product after dealcoholysis, mixed 1 hour.
(5) filtration step: refined mixed solution is filtered, and the liquid that obtains is the own benzyl ester of hexanodioic acid 2-ethyl finished product, the own benzyl ester content 99.0% of this hexanodioic acid 2-ethyl, and color is less than No. 5 (iodine colorimetric).
Embodiment 3:
The preparation of finishing agent: with (127.4) g calcium hydroxide, (127.4) g magnesium hydroxide, (254.8) g gac, (190.4) g sal epsom mixes.
(1) step of esterification: have heating unit to one, electricity stirs, and drops into the hexanodioic acid double centner successively in 300 liters of reactors of thermometer water circulation condenser and vacuum oil water separator, 140 kilograms of 2-Ethylhexyl Alcohols, 90 kilograms of benzylalcohols, 0.3 kilogram of the vitriol oil, under agitation, micro-vacuum is heated to boiling reaction simultaneously, keeps the boiling reflux state, constantly from water-and-oil separator, water sepn is gone out, after not having moisture to generate, stop heating, esterification stops.
(2) water-washing step: obtain to such an extent that add 50 kg water in the mixed solution after esterification, after stirring, standing demix is removed water layer wherein.
(3) dealcoholysis step: the mixture after will washing, dealcoholysis obtains the own benzyl ester of crude product hexanodioic acid 2-ethyl.
(4) purification step: add 0.7 kilogram of finishing agent in the crude product after dealcoholysis, mixed 1 hour.(5) filtration step: refined mixed solution is filtered, and the liquid that obtains is the own benzyl ester of hexanodioic acid 2-ethyl finished product, the own benzyl ester content 99.0% of this hexanodioic acid 2-ethyl, and color is less than No. 5 (iodine colorimetric).
Claims (3)
1. finishing agent that is used for the refining own benzyl ester of hexanodioic acid 2-ethyl, it is characterized in that: its component and mass ratio are: calcium hydroxide: magnesium hydroxide: gac: sal epsom=1: 1: 2: 1.5.
2. method for preparing the own benzyl ester of hexanodioic acid 2-ethyl, comprise preparation hexanodioic acid 2-ethyl own benzyl ester crude product and refining two steps, it is characterized in that: described purification step adopts finishing agent, in the crude product of the own benzyl ester of hexanodioic acid 2-ethyl, add finishing agent, the mass ratio of finishing agent and hexanodioic acid is 0.005～0.01: 1, stirred refining 1 hour, the mixed solution after refining is filtered, obtain the own benzyl ester of hexanodioic acid 2-ethyl finished product.
3. the method for the own benzyl ester of a kind of refining hexanodioic acid 2-ethyl according to claim 2 is characterized in that the step of the own benzyl ester of described preparation hexanodioic acid 2-ethyl crude product is as follows:
(1) step of esterification: with hexanodioic acid, 2-Ethylhexyl Alcohol, benzylalcohol, the vitriol oil, by 1: 1.4: 0.9: 0.002～0.005 mass ratio drops in the reactor, stirs, and micro-vacuum is heated to boiling reaction, keeps boiling reflux state separation moisture wherein;
(2) water-washing step: will add entry in the mixture after the esterification, the weight ratio of water and hexanodioic acid is 0.5: 1, and after stirring, standing demix is removed water layer wherein;
(3) dealcoholysis step: the mixture dealcoholysis after will washing obtains the own benzyl ester of crude product hexanodioic acid 2-ethyl.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011102450659A CN102267901A (en) | 2011-08-25 | 2011-08-25 | Method for refining 2-ethylhexyl benzyl adipate and refining agent used in same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011102450659A CN102267901A (en) | 2011-08-25 | 2011-08-25 | Method for refining 2-ethylhexyl benzyl adipate and refining agent used in same |
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| Publication Number | Publication Date |
|---|---|
| CN102267901A true CN102267901A (en) | 2011-12-07 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2011102450659A Pending CN102267901A (en) | 2011-08-25 | 2011-08-25 | Method for refining 2-ethylhexyl benzyl adipate and refining agent used in same |
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| Country | Link |
|---|---|
| CN (1) | CN102267901A (en) |
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- 2011-08-25 CN CN2011102450659A patent/CN102267901A/en active Pending
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| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
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Application publication date: 20111207 |