CN101781207A - Method for preparing butyl sorbate - Google Patents
Method for preparing butyl sorbate Download PDFInfo
- Publication number
- CN101781207A CN101781207A CN 201010126063 CN201010126063A CN101781207A CN 101781207 A CN101781207 A CN 101781207A CN 201010126063 CN201010126063 CN 201010126063 CN 201010126063 A CN201010126063 A CN 201010126063A CN 101781207 A CN101781207 A CN 101781207A
- Authority
- CN
- China
- Prior art keywords
- butyl
- water
- butyl sorbate
- sorbate
- negative pressure
- 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.)
- Granted
Links
Abstract
The invention discloses a method for preparing butyl sorbate, which comprises the step of reacting sorbic acid with n-butyl acetate to obtain the butyl sorbate under the condition of toluene serving as a water-carrying agent and p-toluenesulfonic acid serving as a catalyst and negative pressure of between 37.3 and 61.3kpa. In the method, the water-carrying agent toluene and water are used to form azeotrope; the water generated by the reaction is carried away at esterification temperature in time, so that the esterification reaction speed is greatly increased and the esterification reaction time is shortened. The water is removed under negative pressure to reduce the polymerization phenomenon, a large amount of the butyl sorbate is prepared, so that the cost is reduced and the yield is improved; and the experiment proves that the yield of the butyl sorbate under the negative pressure is greatly improved.
Description
Technical field:
The present invention relates to a kind of preparation method of butyl sorbate.
Background technology:
Butyl sorbate is a kind of important chemosynthesis intermediate, is widely used as foodstuff additive, and the preservative film additive also is used for agricultural and livestock industry, is used for the synthetic of spices leaf-alcohol recently, and leaf-alcohol is the higher spices of a kind of added value.
The preparation of butyl sorbate can be adopted Sorbic Acid esterification method and sorb acyl chlorides alcoholization method etc., wherein Sorbic Acid esterification method is easy to get because of raw material, and not high to equipment requirements, technical process is easy, be easy to suitability for industrialized production and extremely attention, its key is the selection of catalyzer and reaction conditions.
The preparation of traditional butyl sorbate is under condition of normal pressure, owing to contain the polymerization easily at high temperature of two keys in Sorbic Acid and the butyl sorbate.
Summary of the invention:
The object of the present invention is to provide the preparation method of the butyl sorbate that a kind of cost is low, yield is high.
Technical solution of the present invention is:
A kind of preparation method of butyl sorbate is characterized in that: with Sorbic Acid and positive butyl ester reaction, reaction is the band aqua with toluene, be catalyzer with the p-methyl benzenesulfonic acid, is reflected under 37.3kpa～61.3kpa negative pressure and carries out, and makes butyl sorbate.
The molar ratio of Sorbic Acid and propyl carbinol is 1: 1.0～1: 2.5.
The molar ratio of Sorbic Acid and propyl carbinol is 1: 1.1～1: 1.5.
The present invention utilizes band aqua toluene and water to form azeotrope, in time takes away the water that reaction generates under esterification temperature, has improved esterification reaction rate greatly, has shortened the time of esterification.Select suitable band aqua to have important effect for the yield that improves product; Select appropriate catalyst to have great importance for accelerating speed of reaction; And seek suitable pressure, and mol ratio develops low-carbon economy for energy-saving and emission-reduction, and reducing cost has great influence.
For reducing polymerism, the present invention is chosen in band water under the condition of negative pressure, prepares butyl sorbate in a large number, thereby can reduce cost, and improves productive rate.Find that through experiment the productive rate of butyl sorbate is greatly improved under condition of negative pressure.
The invention will be further described below in conjunction with embodiment.
Embodiment:
Get 56g Sorbic Acid (about 0.5mol) and 55.5g propyl carbinol (about 0.75mol) and mix, add the 1.2g p-methyl benzenesulfonic acid, 120g toluene reacts under division box.Record under different pressure, reaction yield and purity are as shown in the table:
| Pressure/kpa | Butyl sorbate quality/g | Yield/% | Purity/% |
| ??101.3 | ??67.2 | ??80.0 | ??99.2 |
| ??93.3 | ??70.6 | ??84.0 | ??99.2 |
| ??85.3 | ??73.1 | ??87.0 | ??99.2 |
| ??77.3 | ??75.3 | ??89.6 | ??99.2 |
| ??69.3 | ??77.3 | ??92.0 | ??99.2 |
| ??61.3 | ??79.0 | ??94.0 | ??99.2 |
| ??53.3 | ??80.3 | ??95.6 | ??99.2 |
| ??45.3 | ??81.3 | ??96.8 | ??99.2 |
| ??37.3 | ??82.0 | ??97.6 | ??99.2 |
This shows that it is the highest to be reflected under 37.3kpa～61.3kpa negative pressure yield.
Get 56g Sorbic Acid (about 0.5mol), add the 1.2g p-methyl benzenesulfonic acid, 120g toluene in division box, reacts under the 61.3kpa negative pressure, records under different mol ratios, and reaction yield and purity are as shown in the table:
| Propyl carbinol quality/g | Mol ratio | Yield/% | Purity/% |
| ??40.7 | ??1∶1.1 | ??95.8 | ??99.2 |
| ??44.4 | ??1∶1.2 | ??96.1 | ??99.2 |
| ??48.1 | ??1∶1.3 | ??96.4 | ??99.2 |
| ??51.8 | ??1∶1.4 | ??96.8 | ??99.2 |
| ??55.5 | ??1∶1.5 | ??96.9 | ??99.2 |
| ??74.0 | ??1∶2.0 | ??96.8 | ??99.2 |
| ??111.0 | ??1∶2.5 | ??96.5 | ??99.2 |
This shows that reaction mol ratio yield in 1: 1.1～1: 1.5 scope is the highest.
Claims (3)
1. the preparation method of a butyl sorbate is characterized in that: with Sorbic Acid and positive butyl ester reaction, reaction is the band aqua with toluene, be catalyzer with the p-methyl benzenesulfonic acid, is reflected under 37.3kpa～61.3kpa negative pressure and carries out, and makes butyl sorbate.
2. the preparation method of butyl sorbate according to claim 1, it is characterized in that: the molar ratio of Sorbic Acid and propyl carbinol is 1: 1.0～1: 2.5.
3. the preparation method of butyl sorbate according to claim 2, it is characterized in that: the molar ratio of Sorbic Acid and propyl carbinol is 1: 1.1～1: 1.5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101260633A CN101781207B (en) | 2010-03-11 | 2010-03-11 | Method for preparing butyl sorbate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101260633A CN101781207B (en) | 2010-03-11 | 2010-03-11 | Method for preparing butyl sorbate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101781207A true CN101781207A (en) | 2010-07-21 |
| CN101781207B CN101781207B (en) | 2012-11-07 |
Family
ID=42521373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010101260633A Expired - Fee Related CN101781207B (en) | 2010-03-11 | 2010-03-11 | Method for preparing butyl sorbate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101781207B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016061760A1 (en) * | 2014-10-22 | 2016-04-28 | Dow Global Technologies Llc | Preparation of sorbate ester |
| WO2018010055A1 (en) * | 2016-07-11 | 2018-01-18 | Dow Global Technologies Llc | Preparation of sorbate |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000007973A1 (en) * | 1998-08-07 | 2000-02-17 | Basf Aktiengesellschaft | Method for producing sorbic acid and sorbic acid esters or derivatives thereof |
-
2010
- 2010-03-11 CN CN2010101260633A patent/CN101781207B/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000007973A1 (en) * | 1998-08-07 | 2000-02-17 | Basf Aktiengesellschaft | Method for producing sorbic acid and sorbic acid esters or derivatives thereof |
Non-Patent Citations (1)
| Title |
|---|
| 《江西化工》 20070630 鲁金梁 山梨酸正丁酯的合成研究 53-54 1－3 , 第2期 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016061760A1 (en) * | 2014-10-22 | 2016-04-28 | Dow Global Technologies Llc | Preparation of sorbate ester |
| CN107074731A (en) * | 2014-10-22 | 2017-08-18 | 陶氏环球技术有限责任公司 | Prepare sorbate |
| WO2018010055A1 (en) * | 2016-07-11 | 2018-01-18 | Dow Global Technologies Llc | Preparation of sorbate |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101781207B (en) | 2012-11-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101648866A (en) | Preparation technology of p-tert-butyl benzoic acid | |
| CN109174176A (en) | Alkaline ionic liquid catalyst and preparation method thereof | |
| CN101781207B (en) | Method for preparing butyl sorbate | |
| IL262406A (en) | Method for preparing azoxystrobin intermediates | |
| CN104230741A (en) | Synthetic method of octadecyl erucyl amide | |
| CN102603476B (en) | Synthetic method of high-purity higher magnesium alkoxide | |
| CN107602370B (en) | Method for synthesizing acrylic acid or acrylic ester | |
| CN102060701A (en) | Method for synthesizing beta-(3,5-di-tert-butyl-4-hydroxyphenyl)methyl propionate | |
| CN108043456B (en) | Polyacid ionic liquid catalyst, preparation method and method for preparing cyclohexanol by catalyzing hydrolysis of cyclohexyl acetate with polyacid ionic liquid catalyst | |
| CN102416347A (en) | Multi-ionic liquid catalyst and application thereof in synthesizing acrylate compounds | |
| CN102079706A (en) | Synthesis method of hindered phenol antioxidant 1010 | |
| KR101307559B1 (en) | Synthesis of glycerol carbonate using high active catalysts | |
| CN1699320A (en) | Process for preparing propylene glycol ester | |
| CN102731250A (en) | Method for synthesizing sec-butyl alcohol | |
| CN102702262B (en) | A kind of preparation method of melamine polyols phosphoric acid ester | |
| CN109364990B (en) | Preparation method and application of KAPO catalyst | |
| CN102285883B (en) | Method for synthesizing tributyl citrate (TBC) by adopting composite ionic liquid catalyst | |
| CN104230709A (en) | Preparation method of beta-glycol monoacetate | |
| CN104946182B (en) | A kind of artificial board urea formaldehyde resin adhesive and its manufacture craft | |
| CN114057579A (en) | Method for preparing asymmetric carbonate by rectifying catalytic reaction of symmetric carbonate | |
| CN102746180B (en) | Preparation method for hydroxyethyl dual fatty acid amide | |
| CN102260170B (en) | Method for microwave pipeline production of butyl acetate | |
| CN101712613A (en) | Method for de-iodinating and refining acetic acid | |
| CN105384636B (en) | A kind of preparation method of citrate | |
| CN112206818B (en) | Catalyst for synthesizing p-tolualdehyde and its application |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20121107 Termination date: 20140311 |