CN102050738A - Synthesis technology of dimethyl succinylsuccinate - Google Patents
Synthesis technology of dimethyl succinylsuccinate Download PDFInfo
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- CN102050738A CN102050738A CN2009102725349A CN200910272534A CN102050738A CN 102050738 A CN102050738 A CN 102050738A CN 2009102725349 A CN2009102725349 A CN 2009102725349A CN 200910272534 A CN200910272534 A CN 200910272534A CN 102050738 A CN102050738 A CN 102050738A
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Abstract
The invention relates to a synthesis technology of dimethyl succinylsuccinate, comprising the following steps of adding GL-3 type resin compound catalyst in esterification of succinic acid and methanol; using a microwave technology in a self condensation reaction of the dimethyl succinylsuccinate, and stirring under the protection of a nitrogen microwave stream; and using a membrane separation technology in crude product filtering, and adopting a high-pressure membrane to carry out pressure filtering. The invention utilizes the cavitation effect of microwaves, can shorten the chemical reaction time, enhance the raw material mixing degree and the reaction speed and avoid the influence of high temperature on a product; in the invention, a green production technology can efficiently improve the labor environment, and the technological process safety coefficient is enhanced; the compound GL-3 catalyst is used in the esterification, thereby effectively enhancing the raw material utilization ratio and solving the problem of recycling the catalyst; and through a high-pressure membrane pressure filter, the membrane separation technology is adopted to separate the product, thereby avoiding the side reaction, reducing the distillation time, improving the purity and the yield of the product and comprehensively promoting the product comprehensive competitive power.
Description
Technical field
The present invention relates to a kind of DMSS synthesis technique in the fine chemistry industry goods field.
Background technology
Along with the marketization of industries such as automobile, real estate, advertisement, the rapid formation and development of industrialization, society more and more pays close attention to the weather resistance of automobile, real estate adnornment industry, advertisement.DMSS is the intermediate of synthetic quinacridone pigment, and product has the stronger market competitiveness.But there is following drawback in domestic synthetic production:
1, the reaction times reaches 6.5 hours, and product separates, the extraction process complexity, and the actually operating difficulty is big;
2, the smell is awful to use dimethyl sulfoxide solvent, and the worker laboring environment is poor, and the overall safety coefficient is low;
3, the raw material recovery utilization rate is not high, and the overall manufacturing cost obviously improves about 10%;
4, the product of product becomes rate on the low side, cost height, no market competition advantage.At present, domestic enterprise's rate of producing into is about 75%;
5, the purity of product is not high, and share of market is low, and it is big to promote the use of difficulty.The content of domestic synthetic DMSS of the same trade is generally about 92%.
Summary of the invention
For overcoming the deficiency of existing synthesis technique, goal of the invention of the present invention is to provide a kind of DMSS synthesis technique, to shorten chemical time, to improve the work on the spot environment, realize improving the purpose of product purity, raw material recovery utilization rate and the rate of producing into.
For achieving the above object, technical scheme of the present invention is: drip methanol solution of sodium methylate in the dimethyl succinate solution with Succinic Acid, methyl alcohol reaction generation and carry out self condensation reaction, again solid DMSS sodium salt is added dilute sulphuric acid, the acidifying material is transferred in the vacuum pressure filter and is filtered, it is dry to put into box baking oven after the filter cake washing is clean, promptly get DMSS, it is characterized in that: it is catalyst compounded to add GL-3 type resin in Succinic Acid and methanol esterification reaction process; In dimethyl succinate self condensation reaction operation, use microwave technology, under the protection of nitrogen microwave stream, stir; In thick product filters, use membrane separation technique, adopt the high-pressure membrane press filtration to filter.
Described concrete technology of the present invention is: get the 140-180g Succinic Acid; methyl alcohol 170-300 milliliter; the catalyst compounded 20-150g of GL-3 type resin; temperature of reaction 70-100 ℃; reaction times 5-10 hour; get reacted dimethyl succinate solution 700-1000 milliliter; under the protection of nitrogen microwave stream, stir; being heated to 100-120 ℃ kept more than 10-25 minute; drip the 190-220g methanol solution of sodium methylate; keep 80-130 ℃ and react 1-5h again; changeing the high-pressure membrane press filtration after the microwave treatment filters; solid DMSS sodium salt is added the 30-50% dilute sulphuric acid; the acidifying material is transferred in the vacuum pressure filter and is filtered, and puts into box baking oven in 50-80 ℃ of dry 9-13 hour after the filter cake washing is clean, promptly gets the DMSS finished product.
Optimization technology of the present invention is: get the 150-170g Succinic Acid; methyl alcohol 180-200 milliliter; catalyzer 30-140g; temperature of reaction 80-95 ℃; reaction times 5-8 hour; get reacted dimethyl succinate solution 750-900 milliliter; under the protection of nitrogen microwave stream, stir; being heated to 90-130 ℃ kept more than 10-40 minute; drip the 200-210g methanol solution of sodium methylate; keep 100-130 ℃ and react 2-4h again; changeing the high-pressure membrane press filtration after the microwave treatment filters; solid DMSS sodium salt is added the 30-50% dilute sulphuric acid; the acidifying material is transferred in the vacuum pressure filter and is filtered, and puts into box baking oven in 60-70 ℃ of dry 10-12 hour after the filter cake washing is clean, promptly gets the DMSS finished product.
Synthesis technique of the present invention is compared with existing synthesis technique has following advantage:
1, utilizes the cavitation effect of microwave, shorten chemical time, improve the mixedness of raw material.The cavitation effect of microwave can effectively improve the reaction contact surface, reduces the temperature of reaction, strengthens the degree of mixing of dimethyl succinate, methanol solution of sodium methylate, has promptly improved speed of response, has avoided the influence of high temperature to product again.
2, toluene, dimethylbenzene, dimethyl sulfoxide (DMSO) common solvent are not adopted in production process greenization, improve work situation, and the technological process safety coefficient improves.
3, esterification is used composite GL-3 catalyzer, can effectively improve raw material dimethyl succinate raw material availability, and the recycling that can solve catalyzer, the overall cost about 15% that economizes in raw materials, and the reaction times shortens 3-5 hour.
4, by highly compressed mould filter device, adopt the membrane separation technique separated product, avoided the generation of side reaction, reduce distillation time 10-15 hour, improve product purity 5～7%, improve yield 8～20%, make the product comprehensive competitive power be able to comprehensive lifting.
Description of drawings
Below by embodiment, the invention will be further described.
Accompanying drawing is a process flow diagram of the present invention.
Embodiment
Embodiment 1
Press the technical process in the accompanying drawing; get the 152g Succinic Acid; 182 milliliters of methyl alcohol; GL-3 catalyzer 33g; add respectively in 1000 milliliters of four-hole stainless steel cauldrons; 80 ℃ of temperature of reaction; 6.5 hours reaction times; get 780 milliliters of reacted dimethyl succinate solution; under the protection of nitrogen microwave stream, stir; being heated to 100～115 ℃ kept more than 10-16 minute; drip the 202g methanol solution of sodium methylate, keep 100～125 ℃ and react 2.55h again, change the high-pressure membrane press filtration after the microwave treatment and filter; solid DMSS sodium salt is added 30～35% dilute sulphuric acids; the acidifying material is transferred in the vacuum pressure filter and is filtered, and puts into box baking oven after filter cake washing is clean in 55～65 ℃ of dryings 10.5 hours, gets product.
Embodiment 2
Press technical process in the accompanying drawing, get 190 milliliters of 160g Succinic Acid, methyl alcohol.GL-3 catalyzer 38g puts into 1000 milliliters of four-hole stainless steel cauldrons respectively; 90 ℃ of temperature of reaction; 7 hours reaction times; get 850 milliliters of reacted dimethyl succinate solution; under the protection of nitrogen microwave stream, stir; be heated to 105 ℃～120 ℃; keep more than 20 minutes; drip 205 gram methanol solution of sodium methylate; keep 90～126 ℃ and reacted again 3 hours, change the high-pressure membrane press filtration after the microwave treatment and filter, solid DMSS sodium salt is added 35-40% dilute sulphuric acid acidifying material; again material is transferred in the vacuum pressure filter and to be filtered the filter cake washing and put into box baking oven after clean, promptly get the DMSS finished product in 60-65 ℃ of drying 11 hours.
Embodiment 3
Press technical process in the accompanying drawing; get the 170g Succinic Acid; 200 milliliters of methyl alcohol; GL-3 catalyzer 140g; put into 1000 milliliters of four-hole stainless steel cauldrons respectively; 95 ℃ of temperature of reaction; 8 hours reaction times; get 900 milliliters of reacted dimethyl succinate solution; under the protection of nitrogen gas stream, stir; be heated to 110 ℃～120 ℃; keep 25 minutes slowly; drip the 210g sodium methylate; methanol solution is kept 95～125 ℃ and was reacted 4 hours again, changes the high-pressure membrane press filtration after the microwave treatment over to and filters, and solid DMSS sodium salt is added 40～45% dilute sulphuric acid acidifying materials; again slip is transferred in the vacuum pressure filter to filter and put into box baking oven after clean, promptly get the DMSS finished product in 65～70 ℃ of dryings 12 hours with the filter cake washing.
The key technical indexes such as the following table of " DMSS (DMSS) " of the present invention's preparation:
| Project | Former technology DMSS | DMSS of the present invention | Detection method |
| Color | Faint yellow | White powder | Visual method |
| Content 〉=% | 93.0 | 99.5 | Liquid chromatography |
| Fusing point ℃ | 143～150 | 154.0-157.0 | Fusing point instrument GB/T617-2006 |
| Fugitive constituent≤% | ≤1.8 | 0.25 | GB/T5211.3-85 |
| Yield % | 90 | 98 | The input-output ratio metering |
| Purity % | 92 | 99.5 | Chemical analysis |
Claims (4)
1. DMSS synthesis technique, drip methanol solution of sodium methylate in the dimethyl succinate solution with Succinic Acid, methyl alcohol reaction generation and carry out self condensation reaction, again solid DMSS sodium salt is added dilute sulphuric acid, the acidifying material is transferred in the vacuum pressure filter and is filtered, it is dry to put into box baking oven after the filter cake washing is clean, promptly get DMSS, it is characterized in that: it is catalyst compounded to add GL-3 type resin in Succinic Acid and methanol esterification reaction process; In dimethyl succinate self condensation reaction operation, use microwave technology, under the protection of nitrogen microwave stream, stir; In thick product filters, use membrane separation technique, adopt the high-pressure membrane press filtration to filter.
2. DMSS synthesis technique according to claim 1; it is characterized in that: get the 140-180g Succinic Acid; methyl alcohol 170-300 milliliter; catalyzer 20-150g; temperature of reaction 70-100 ℃; reaction times 5-10 hour; get reacted dimethyl succinate solution 700-1000 milliliter; under the protection of nitrogen microwave stream, stir; being heated to 100-120 ℃ kept more than 10-25 minute; drip the 190-220g methanol solution of sodium methylate; keep 80-130 ℃ and react 1-5h again; change the high-pressure membrane press filtration after the microwave treatment and filter, solid DMSS sodium salt is added the 30-50% dilute sulphuric acid, the acidifying material is transferred in the vacuum pressure filter and is filtered; put into box baking oven in 50-80 ℃ of dry 9-13 hour after the filter cake washing is clean, promptly get the DMSS finished product.
3. DMSS synthesis technique according to claim 1 and 2 is characterized in that: described catalyzer is that GL-3 type resin is catalyst compounded.
4. DMSS synthesis technique according to claim 2; it is characterized in that: get the 150-170g Succinic Acid; methyl alcohol 180-200 milliliter; catalyzer 30-140g; temperature of reaction 80-95 ℃; reaction times 5-8 hour; get reacted dimethyl succinate solution 750-900 milliliter; under the protection of nitrogen microwave stream, stir; being heated to 90-130 ℃ kept more than 10-40 minute; drip the 200-210g methanol solution of sodium methylate; keep 100-130 ℃ and react 2-4h again; change the high-pressure membrane press filtration after the microwave treatment and filter, solid DMSS sodium salt is added the 30-50% dilute sulphuric acid, the acidifying material is transferred in the vacuum pressure filter and is filtered; put into box baking oven in 60-70 ℃ of dry 10-12 hour after the filter cake washing is clean, promptly get the DMSS finished product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009102725349A CN102050738A (en) | 2009-10-28 | 2009-10-28 | Synthesis technology of dimethyl succinylsuccinate |
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| Application Number | Priority Date | Filing Date | Title |
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| CN2009102725349A CN102050738A (en) | 2009-10-28 | 2009-10-28 | Synthesis technology of dimethyl succinylsuccinate |
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| CN102050738A true CN102050738A (en) | 2011-05-11 |
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| CN2009102725349A Pending CN102050738A (en) | 2009-10-28 | 2009-10-28 | Synthesis technology of dimethyl succinylsuccinate |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102584593A (en) * | 2012-01-09 | 2012-07-18 | 浙江永泉化学有限公司 | Preparation method for dimethyl succinylo succinate (DMSS) |
| CN112592272A (en) * | 2020-12-23 | 2021-04-02 | 淄博鸿润新材料有限公司 | Environment-friendly production method for greatly reducing sewage discharge of dimethyl succinyl succinate |
-
2009
- 2009-10-28 CN CN2009102725349A patent/CN102050738A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102584593A (en) * | 2012-01-09 | 2012-07-18 | 浙江永泉化学有限公司 | Preparation method for dimethyl succinylo succinate (DMSS) |
| CN112592272A (en) * | 2020-12-23 | 2021-04-02 | 淄博鸿润新材料有限公司 | Environment-friendly production method for greatly reducing sewage discharge of dimethyl succinyl succinate |
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Application publication date: 20110511 |