CN103288638A - Preparation method of diisooctyl adipate - Google Patents
Preparation method of diisooctyl adipate Download PDFInfo
- Publication number
- CN103288638A CN103288638A CN 201310194315 CN201310194315A CN103288638A CN 103288638 A CN103288638 A CN 103288638A CN 201310194315 CN201310194315 CN 201310194315 CN 201310194315 A CN201310194315 A CN 201310194315A CN 103288638 A CN103288638 A CN 103288638A
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- CN
- China
- Prior art keywords
- mixture
- preparation
- isooctyladinpate
- diisooctyl adipate
- water
- 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
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- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- CJFLBOQMPJCWLR-UHFFFAOYSA-N bis(6-methylheptyl) hexanedioate Chemical compound CC(C)CCCCCOC(=O)CCCCC(=O)OCCCCCC(C)C CJFLBOQMPJCWLR-UHFFFAOYSA-N 0.000 title abstract 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 20
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims abstract description 18
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 238000005886 esterification reaction Methods 0.000 claims abstract description 15
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 14
- 238000003756 stirring Methods 0.000 claims abstract description 13
- 238000009835 boiling Methods 0.000 claims abstract description 12
- 239000012043 crude product Substances 0.000 claims abstract description 12
- 238000005406 washing Methods 0.000 claims abstract description 11
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims abstract description 9
- 239000001095 magnesium carbonate Substances 0.000 claims abstract description 9
- 229910000021 magnesium carbonate Inorganic materials 0.000 claims abstract description 9
- 238000007670 refining Methods 0.000 claims abstract description 9
- 229910000029 sodium carbonate Inorganic materials 0.000 claims abstract description 9
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims abstract description 6
- 238000001914 filtration Methods 0.000 claims abstract description 6
- 238000010992 reflux Methods 0.000 claims abstract description 6
- 230000032050 esterification Effects 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 11
- 239000011259 mixed solution Substances 0.000 claims description 9
- 235000014380 magnesium carbonate Nutrition 0.000 claims description 8
- 229960001708 magnesium carbonate Drugs 0.000 claims description 8
- 235000017550 sodium carbonate Nutrition 0.000 claims description 8
- 238000000746 purification Methods 0.000 claims description 7
- 238000013019 agitation Methods 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 2
- 239000000047 product Substances 0.000 abstract description 11
- 238000000034 method Methods 0.000 abstract description 9
- 238000010438 heat treatment Methods 0.000 abstract description 7
- 239000007788 liquid Substances 0.000 abstract description 4
- 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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 abstract 1
- 235000019341 magnesium sulphate Nutrition 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 description 13
- CLBRCZAHAHECKY-UHFFFAOYSA-N [Co].[Pt] Chemical compound [Co].[Pt] CLBRCZAHAHECKY-UHFFFAOYSA-N 0.000 description 3
- 230000005611 electricity Effects 0.000 description 3
- 230000008901 benefit Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 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
- 230000000694 effects 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
- 239000000243 solution Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a preparation method of diisooctyl adipate. The preparation method comprises the following steps of: putting adipic acid, isooctanol and concentrated sulfuric acid into a reaction kettle; under stirring condition, heating for a boiling reaction in micro-vacuum (500-600 mmHg), keeping a boiling reflux state and separating out moisture from the mixture; adding water to a mixture subjected to esterification reaction, standing for layering after even stirring, and removing the moisture from the mixture; dealcoholizing the mixture subjected to water washing, thereby obtaining the crude product of diisooctyl adipate; adding a refining agent to the dealcoholized crude product and stirring and refining; and filtering the refined mixed liquid, thereby obtaining the diisooctyl adipate. According to the method provided by the invention, the refining agent (a mixture of sodium carbonate, magnesium carbonate, active carbon and magnesium sulfate) is used in the refining step, so that the color of the obtained diisooctyl adipate is lighter and the diisooctyl adipate can be sold out as a product without high-vacuum refining treatment; and the quality of the prepared diisooctyl adipate completely meets the requirements of technical indexes.
Description
Technical field
The invention belongs to the organic compound preparation field, especially a kind of preparation method of di-isooctyladinpate.
Background technology
In industrial production, in plastics industry and the war production, di-isooctyladinpate has application more and more widely as a kind of important organic compound and cold resistant plasticizer.
The common production method of di-isooctyladinpate is the direct esterification reaction, obtain the color of product for yellow, be difficult to sell as product, must further make with extra care, the refinement treatment that namely reduces pressure step, the problem that this type of preparation method exists: 1, owing to needing 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 essential and very consuming time production stage in the production di-isooctyladinpate 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 part, provide a kind of and can save facility investment, reduce cost, shorten the preparation method of production time and the di-isooctyladinpate that can enhance productivity.
It is to realize by the following technical solutions that the present invention solves its technical problem:
A kind of preparation method of di-isooctyladinpate, step is as follows:
⑴ step of esterification
Hexanodioic acid, isooctyl alcohol, the vitriol oil are dropped in the reactor, and under the agitation condition, micro-vacuum 500～600mmHg is heated to boiling reaction, keeps boiling reflux state separation moisture wherein;
⑵ water-washing step
Add water in the mixture after the esterification, after stirring, standing demix is removed water layer wherein;
⑶ dealcoholysis step
With the mixture after the washing, dealcoholysis obtains the di-isooctyladinpate crude product;
⑷ purification step
To add finishing agent in the crude product after the dealcoholysis, stir, make with extra care;
⑸ filtration step
Mixed solution after refining is filtered, obtain di-isooctyladinpate;
Wherein, the weight ratio of described hexanodioic acid, isooctyl alcohol, the vitriol oil is 1:2.2:0.002～0.005;
The weight ratio of described finishing agent and hexanodioic acid is 0.005～0.01:1;
The weight ratio of described water and hexanodioic acid is 0.5:1.
And finishing agent is mixed by weight 0.5:1:2:1.5 by yellow soda ash, magnesiumcarbonate, gac, sal epsom among the described step ⑷.
And the refining time is 1 hour among the described step ⑷.
Advantage of the present invention and positively effect are:
1, the inventive method is used finishing agent (yellow soda ash, magnesiumcarbonate, gac, sal epsom mixture) in purification step, the product colour that obtains shoals, do not need the high vacuum refinement treatment namely to can be used as product and sell, prepared quality product meets the technical requirements fully.
2, the finishing agent that uses of the preparation method of this di-isooctyladinpate is yellow soda ash, magnesiumcarbonate, gac, sal epsom mixture, have cheap, the characteristics that are easy to purchase.
3, the preparation method of this di-isooctyladinpate has easy to operately, simplely is convenient to realize suitability for industrialized production, enhances productivity.This method has been 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.
4, the present invention uses finishing agent (yellow soda ash, magnesiumcarbonate, gac, sal epsom mixture) in process of production, guarantees quality product and prolonged storage stability, it is simple that the present invention simultaneously has realization, convenience operation has been saved investment in production equipment, has improved production efficiency.
Embodiment
Be further described below in conjunction with embodiment, following examples are descriptive, are not determinate, can not limit protection scope of the present invention with this.
Employed reagent among the present invention if no special instructions, is commercially available conventional reagent; Employed method among the present invention if no special instructions, is the ordinary method of using in the art.
Embodiment 1
A kind of preparation method of di-isooctyladinpate, step is as follows:
⑴ step of esterification
Have that heating unit, electricity stir, drop into hexanodioic acid double centner, 220 kilograms of isooctyl alcohol, 0.3 kilogram of the vitriol oil successively in 500 liters of reactors of thermometer water circulation condenser and water-and-oil separator to one, under agitation, micro-vacuum (500～600mmHg), be heated to boiling simultaneously, keep 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, and gets mixed solution.
⑵ water-washing step
Obtain after the esterification to such an extent that add 50 kg water in the mixed solution, after stirring, standing demix is removed water layer wherein.
⑶ dealcoholysis step
With the mixture after the washing, dealcoholysis obtains the di-isooctyladinpate crude product.
⑷ purification step
In the di-isooctyladinpate crude product, add 0.5 kilogram of finishing agent (yellow soda ash, magnesiumcarbonate, gac, sal epsom mixture), mixed 1 hour.
⑸ filtration step
Refined mixed solution is filtered, and the liquid that obtains is the di-isooctyladinpate finished product.
After testing, this di-isooctyladinpate content 99.5%, color is less than No. 30 (platinum-cobalt colorimetric).
Embodiment 2
A kind of preparation method of di-isooctyladinpate, step is as follows:
⑴ step of esterification
Have that heating unit, electricity stir, drop into the hexanodioic acid double centner successively in 500 liters of reactors of thermometer water circulation condenser and water-and-oil separator to one, 220 kilograms of isooctyl alcohol, 0.3 kilogram of the vitriol oil, under agitation, micro-vacuum (500～600mmHg), be heated to boiling reaction simultaneously, keep 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.
⑵ water-washing step
Obtain after the esterification to such an extent that add 50 kg water in the mixed solution, after stirring, standing demix is removed water layer wherein.
⑶ dealcoholysis step
With the mixture after the washing, dealcoholysis obtains the di-isooctyladinpate crude product.
⑷ purification step
Add 0.6 kilogram of finishing agent (yellow soda ash, magnesiumcarbonate, gac, sal epsom mixture) in the crude product after the dealcoholysis, mixed 1 hour.
⑸ filtration step
Refined mixed solution is filtered, and the liquid that obtains is the di-isooctyladinpate finished product.
After testing, this di-isooctyladinpate content 99.5%, color is less than No. 30 (platinum-cobalt colorimetric).
Embodiment 3
A kind of preparation method of di-isooctyladinpate, step is as follows:
⑴ step of esterification
To one have that heating unit, electricity stir, drop into the hexanodioic acid double centner in 500 liters of reactors of thermometer water circulation condenser and water-and-oil separator successively, 0.3 kilogram of isooctyl alcohol `220 kilogram, the vitriol oil, under agitation, micro-vacuum (500～600mmHg), be heated to boiling reaction simultaneously, keep 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.
⑵ water-washing step
Add 50 kg water in the mixed solution that obtains after the esterification, after stirring, standing demix is removed water layer wherein.
⑶ dealcoholysis step
With the mixture after the washing, dealcoholysis obtains the di-isooctyladinpate crude product.
⑷ purification step
In the di-isooctyladinpate crude product, add 0.7 kilogram of finishing agent (yellow soda ash, magnesiumcarbonate, gac, sal epsom mixture), mixed 1 hour.
⑸ filtration step
Refined mixed solution is filtered, and the liquid that obtains is the di-isooctyladinpate finished product.
After testing, this di-isooctyladinpate content 99.5%, color is less than No. 30 (platinum-cobalt colorimetric).
It is emphasized that; 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.
Claims (3)
1. the preparation method of a di-isooctyladinpate, it is characterized in that: step is as follows:
⑴ step of esterification
Hexanodioic acid, isooctyl alcohol, the vitriol oil are dropped in the reactor, and under the agitation condition, micro-vacuum 500～600mmHg is heated to boiling reaction, keeps boiling reflux state separation moisture wherein;
⑵ water-washing step
Add water in the mixture after the esterification, after stirring, standing demix is removed water layer wherein;
⑶ dealcoholysis step
With the mixture after the washing, dealcoholysis obtains the di-isooctyladinpate crude product;
⑷ purification step
To add finishing agent in the crude product after the dealcoholysis, stir, make with extra care;
⑸ filtration step
Mixed solution after refining is filtered, obtain di-isooctyladinpate;
Wherein, the weight ratio of described hexanodioic acid, isooctyl alcohol, the vitriol oil is 1:2.2:0.002～0.005;
The weight ratio of described finishing agent and hexanodioic acid is 0.005～0.01:1;
The weight ratio of described water and hexanodioic acid is 0.5:1.
2. preparation method according to claim 1 is characterized in that: finishing agent is mixed by weight 0.5:1:2:1.5 by yellow soda ash, magnesiumcarbonate, gac, sal epsom among the described step ⑷.
3. preparation method according to claim 1 is characterized in that: the refining time is 1 hour among the described step ⑷.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201310194315 CN103288638A (en) | 2013-05-21 | 2013-05-21 | Preparation method of diisooctyl adipate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201310194315 CN103288638A (en) | 2013-05-21 | 2013-05-21 | Preparation method of diisooctyl adipate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103288638A true CN103288638A (en) | 2013-09-11 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201310194315 Pending CN103288638A (en) | 2013-05-21 | 2013-05-21 | Preparation method of diisooctyl adipate |
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| Country | Link |
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| CN (1) | CN103288638A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105906508A (en) * | 2016-05-16 | 2016-08-31 | 王金明 | Method for adsorbing and purifying dioctyl adipate |
| CN108997120A (en) * | 2018-07-04 | 2018-12-14 | 湖北犇星化工有限责任公司 | A kind of preparation method and its usage of isooctyl oleate |
-
2013
- 2013-05-21 CN CN 201310194315 patent/CN103288638A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105906508A (en) * | 2016-05-16 | 2016-08-31 | 王金明 | Method for adsorbing and purifying dioctyl adipate |
| CN108997120A (en) * | 2018-07-04 | 2018-12-14 | 湖北犇星化工有限责任公司 | A kind of preparation method and its usage of isooctyl oleate |
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| Date | Code | Title | Description |
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| C06 | Publication | ||
| PB01 | Publication | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20130911 |