CN101531580A - Crystallization method of stearoylbenzoylmethane - Google Patents
Crystallization method of stearoylbenzoylmethane Download PDFInfo
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- CN101531580A CN101531580A CN200910116368A CN200910116368A CN101531580A CN 101531580 A CN101531580 A CN 101531580A CN 200910116368 A CN200910116368 A CN 200910116368A CN 200910116368 A CN200910116368 A CN 200910116368A CN 101531580 A CN101531580 A CN 101531580A
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Abstract
The invention relates to a crystallization method of stearoylbenzoylmethane, comprising the following steps: condensating, acidifying, concentrating acetophenone, methyl stearate and sodium methoxide; dissolving the obtained solid crude product in crystallization solvent to crystallize; drying the filtered crystallized product to obtain stearoylbenzoylmethane product. Toluene as diluent is added into the reactant of the condensation reaction and the reaction temperature of the condensation reaction is kept 80-110 DEG C and the methanol toluene mixture liquid as distillate of the condensation reaction is collected, and the toluene mass ratio in the mixture liquid is adjusted to 10-50%; the concentrated solid crude product is dissolved in the methanol toluene mixture liquid to crystallize. The crystallization method has features of lily-white product, higher crystallization yield, reduced production cost and increased labor capacity.
Description
Technical field
The present invention relates to the method for stearoyl benzoyl methane suitability for industrialized production, relate to chemical field.
Background technology
The synthetic of stearoyl benzoyl methane started late at home, only a small amount of academic chapter report, basic identical on synthetic method, all be the claisen condensation reaction to take place under strong alkaline condition and in the appropriate solvent with ester and ketone, prepare its sodium salt after acidifying, concentrate, technology such as crystallization and obtain product.In the overhead product methanol toluene mixture liquid of condensation reaction, because of methyl alcohol and methylbenzene azeotropic are difficult to effectively separate and utilization again, and separation process is long in the existing technology, and energy consumption is big, and is simultaneously again because of it has volatility, big to the influence of environment.The general acetone or alcohol that adopts is as recrystallisation solvent, and crystallization yield is respectively 65% and 73%, and yield is relatively low.
Summary of the invention
The object of the present invention is to provide that a kind of pollution is little, cost is low, and the crystallization method of the high stearoyl benzoyl methane of crystallization yield.
For achieving the above object, the present invention takes following technical scheme:
A kind of crystallization method of stearoyl benzoyl methane, behind methyl phenyl ketone, methyl stearate and the condensation of sodium methylate process, acidifying, enrichment step, the solid crude product that obtains is dissolved in carries out crystallization in the recrystallisation solvent, to obtain the stearoyl benzoyl methane product after the crystallized product oven dry that filter out, add thinner toluene in the reactant of above-mentioned condensation reaction, the mass ratio of thinner toluene and methyl phenyl ketone is 8:1～10:1; The temperature of reaction of described condensation reaction is 80 ℃～110 ℃; The overhead product of collecting in the condensation reaction is a methanol toluene mixture liquid, adjusts toluene mass ratio to 10%～50% in the methanol toluene mixture liquid; To be dissolved in above-mentioned methanol toluene mixture liquid through the concentrated solid crude product that obtains again and carry out crystallization.
A kind of crystallization method of stearoyl benzoyl methane, the mass ratio of thinner toluene and methyl phenyl ketone are 9:1.
A kind of crystallization method of stearoyl benzoyl methane, the temperature of reaction of condensation reaction are 90 ℃～110 ℃.
A kind of crystallization method of stearoyl benzoyl methane, the temperature of reaction of condensation reaction are 100 ℃～110 ℃.
A kind of crystallization method of stearoyl benzoyl methane, the optimal reaction temperature of condensation reaction are 105 ℃.
A kind of crystallization method of stearoyl benzoyl methane is adjusted the toluene mass ratio to 30% in the methanol toluene mixture liquid.
When producing first, because the quality of overhead product methanol toluene mixture is less, be not enough to carry out crystallization, need prepare again mixed solution according to the proportioning of toluene mass ratio 10%-50%, could be as last recrystallisation solvent.Along with continuing of producing carries out, the quality of the overhead product methanol toluene mixture of collecting has satisfied the crystalline needs, and recyclable repeated use does not need to prepare again again.
Beneficial effect of the present invention is: with the thinner of toluene as reaction, can obtain the pure white stearoyl benzoyl methane product of color and luster; The overhead product methanol toluene mixture liquid of directly utilizing condensation reaction is as recrystallisation solvent, and crystallization yield can reach 86%, efficiently solves the not high problem of crystalline rate in other solvents, has improved labour productivity; The distillate that utilizes condensation reaction makes integrated artistic more reasonable as recrystallisation solvent, has reduced the operation of methylbenzene methanol Separation and Recovery, and the accessory substance methanol solvate is utilized effectively, and has reduced production cost.
Embodiment
Embodiment 1
1, condensation: in the 3000L reactor that condenser and agitator is housed and is communicated with, add 1600KG toluene with source nitrogen, under nitrogen atmosphere, add the 120KG sodium methylate then, the temperature of above-mentioned medium is risen to 110 ℃, and controlled temperature is 110 ℃ in entire reaction course.Add 600KG methyl stearate (98%), then with 3 hours adding 200KG methyl phenyl ketones.Add methyl phenyl ketone, with reaction mixture insulation (temperature is 110 ℃) 1 hour.Collect methanol toluene mixture liquid 174L in the reaction altogether.
2, acidifying: then this thermal condensation solution is added in 20% the hydrochloric acid soln, make that the PH of water layer is 1 after the sedimentation.
3, concentrate: after telling the diluted acid layer, wash with water again.After washing 3 times,,, obtain solid crude product to remove toluene with the acidizing fluid distillation.
4, crystallization: is that 10% proportion is made into the 1000L methanol toluene mixture liquid with the 174L methanol toluene mixture liquid collected in the condensation reaction according to the toluene quality.To be dissolved in the 1000L methanol toluene mixture liquid through concentrating the solid crude product that obtains.Filter the filtrate recycling when being cooled to 8 ℃ after the dissolving.Obtain 424KG stearoyl benzoyl methane product behind the filtration cakes torrefaction, gas chromatographic analysis shows that it contains 92.7% stearoyl benzoyl methane.
Embodiment 2
1, condensation: in the 3000L reactor that condenser and agitator is housed and is communicated with, add 1700KG toluene with source nitrogen, under nitrogen atmosphere, add the 120KG sodium methylate then, the temperature of above-mentioned medium is risen to 110 ℃, and controlled temperature is 110 ℃ in entire reaction course.Add 600KG methyl stearate (98%), then with 3 hours adding 200KG methyl phenyl ketones.Add methyl phenyl ketone, with reaction mixture insulation (temperature is 110 ℃) 1 hour.Collect methanol toluene mixture liquid 207L in the reaction altogether.
2, acidifying: then this thermal condensation solution is added in 20% the hydrochloric acid soln, make that the PH of water layer is 1 after the sedimentation.
3, concentrate: after telling the diluted acid layer, wash with water again.After washing 3 times,,, obtain solid crude product to remove toluene with the acidizing fluid distillation.
4, crystallization: is that 20% proportion is made into the 1000L methanol toluene mixture liquid with the 207L methanol toluene mixture liquid collected in the condensation reaction according to the toluene quality.To be dissolved in the 1000L methanol toluene mixture liquid through concentrating the solid crude product that obtains.Filter the filtrate recycling when being cooled to 8 ℃ after the dissolving.Obtain 441KG stearoyl benzoyl methane product behind the filtration cakes torrefaction, gas chromatographic analysis shows that it contains 97.0% stearoyl benzoyl methane.
Embodiment 3
1, condensation: in the 3000L reactor that condenser and agitator is housed and is communicated with, add 1800KG toluene with source nitrogen, under nitrogen atmosphere, add the 120KG sodium methylate then, the temperature of above-mentioned medium is risen to 105 ℃, and controlled temperature is 105 ℃ in entire reaction course.Add 600KG methyl stearate (98%), then with 3 hours adding 200KG methyl phenyl ketones.Add methyl phenyl ketone, with reaction mixture insulation (temperature is 105 ℃) 1 hour.Collect methanol toluene mixture liquid 200L in the reaction altogether.
2, acidifying: then this thermal condensation solution is added in 20% the hydrochloric acid soln, make that the PH of water layer is 1 after the sedimentation.
3, concentrate: after telling the diluted acid layer, wash with water again.After washing 3 times,,, obtain solid crude product to remove toluene with the acidizing fluid distillation.
4, crystallization: is that 30% proportion is made into the 1000L methanol toluene mixture liquid with the 200L methanol toluene mixture liquid collected in the condensation reaction according to the toluene quality.To be dissolved in the 1000L methanol toluene mixture liquid through concentrating the solid crude product that obtains.Filter the filtrate recycling when being cooled to 8 ℃.Obtain 450KG stearoyl benzoyl methane product behind the filtration cakes torrefaction, gas chromatographic analysis shows that it contains 97.3% stearoyl benzoyl methane.
Embodiment 4
1, condensation: in the 3000L reactor that condenser and agitator is housed and is communicated with, add 1900KG toluene with source nitrogen, under nitrogen atmosphere, add the 120KG sodium methylate then, the temperature of above-mentioned medium is risen to 90 ℃, and controlled temperature is 90 ℃ in entire reaction course.Add 600KG methyl stearate (98%), then with 3 hours adding 200KG methyl phenyl ketones.Add methyl phenyl ketone, with reaction mixture insulation (temperature is 90 ℃) 1 hour.Collect methanol toluene mixture liquid 196L in the reaction altogether.
2, acidifying: then this thermal condensation solution is added in 20% the hydrochloric acid soln, make that the PH of water layer is 1 after the sedimentation.
3, concentrate: after telling the diluted acid layer, wash with water again.After washing 3 times,,, obtain solid crude product to remove toluene with the acidizing fluid distillation.
4, crystallization: is that 40% proportion is made into the 1000L methanol toluene mixture liquid with the 196L methanol toluene mixture liquid collected in the condensation reaction according to the toluene quality.To be dissolved in the 1000L methanol toluene mixture liquid through concentrating the solid crude product that obtains.Filter the filtrate recycling when being cooled to 8 ℃.Obtain 439KG stearoyl benzoyl methane product behind the filtration cakes torrefaction, gas chromatographic analysis shows that it contains 96.9% stearoyl benzoyl methane.
Embodiment 5
1, condensation: in the 3000L reactor that condenser and agitator is housed and is communicated with, add 2000KG toluene with source nitrogen, under nitrogen atmosphere, add the 120KG sodium methylate then, the temperature of above-mentioned medium is risen to 80 ℃, and controlled temperature is 80 ℃ in entire reaction course.Add 600KG methyl stearate (98%), then with 3 hours adding 200KG methyl phenyl ketones.Add methyl phenyl ketone, with reaction mixture insulation (temperature is 80 ℃) 1 hour.Collect methanol toluene mixture liquid 198L in the reaction altogether.
2, acidifying: then this thermal condensation solution is added in 20% the hydrochloric acid soln, make that the PH of water layer is 1 after the sedimentation.
3, concentrate: after telling the diluted acid layer, wash with water again.After washing 3 times,,, obtain solid crude product to remove toluene with the acidizing fluid distillation.
4, crystallization: is that 50% proportion is made into the 1000L methanol toluene mixture liquid with the 198L methanol toluene mixture liquid collected in the condensation reaction according to the toluene quality.To be dissolved in the 1000L methanol toluene mixture liquid through concentrating the solid crude product that obtains.Filter the filtrate recycling when being cooled to 8 ℃.Obtain 411KG stearoyl benzoyl methane product behind the filtration cakes torrefaction, gas chromatographic analysis shows that it contains 86.8% stearoyl benzoyl methane.
Claims (6)
1, a kind of crystallization method of stearoyl benzoyl methane, behind methyl phenyl ketone, methyl stearate and the condensation of sodium methylate process, acidifying, enrichment step, the solid crude product that obtains is dissolved in carries out crystallization in the recrystallisation solvent, to obtain the stearoyl benzoyl methane product after the crystallized product oven dry that filter out, it is characterized in that: add thinner toluene in the reactant of above-mentioned condensation reaction, the mass ratio of thinner toluene and methyl phenyl ketone is 8:1～10:1; The temperature of reaction of described condensation reaction is 80 ℃～110 ℃; The overhead product of collecting in the condensation reaction is a methanol toluene mixture liquid, adjusts toluene mass ratio to 10%～50% in the methanol toluene mixture liquid; To be dissolved in above-mentioned methanol toluene mixture liquid through the concentrated solid crude product that obtains again and carry out crystallization.
2, the crystallization method of a kind of stearoyl benzoyl methane according to claim 1, the mass ratio that it is characterized in that described thinner toluene and methyl phenyl ketone is 9:1.
3, the crystallization method of a kind of stearoyl benzoyl methane according to claim 1, the temperature of reaction that it is characterized in that described condensation reaction are 90 ℃～110 ℃.
4, according to the crystallization method of claim 1 or 3 described a kind of stearoyl benzoyl methanes, the temperature of reaction that it is characterized in that described condensation reaction is 100 ℃～110 ℃.
5, according to the crystallization method of claim 1 or 3 described a kind of stearoyl benzoyl methanes, the temperature of reaction that it is characterized in that described condensation reaction is 105 ℃.
6, the crystallization method of a kind of stearoyl benzoyl methane according to claim 1 is characterized in that the toluene mass ratio to 30% in the described adjustment methanol toluene mixture liquid.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102503793A (en) * | 2011-11-23 | 2012-06-20 | 山东瑞丰高分子材料股份有限公司 | Preparation method of stearoylbenzoylmethane and application thereof to molding processing of thermoplastic resin |
| CN102898303A (en) * | 2012-09-11 | 2013-01-30 | 安徽佳先功能助剂股份有限公司 | Method for extracting methyl stearate from stearoylbenzoylmethane raffinate |
| CN107459455A (en) * | 2016-06-02 | 2017-12-12 | 中国石化扬子石油化工有限公司 | A kind of method that methyl stearate is extracted in the benzoyl methane raffinate from stearic acid |
| CN107459459A (en) * | 2016-06-02 | 2017-12-12 | 中国石化扬子石油化工有限公司 | A kind of method that methyl stearate is extracted in the benzoyl methane raffinate from stearic acid |
| CN112110810A (en) * | 2020-08-24 | 2020-12-22 | 安徽佳先功能助剂股份有限公司 | Synthesis process of stearoylbenzoylmethane |
| CN114671748A (en) * | 2022-03-24 | 2022-06-28 | 安徽大学 | Preparation method of stearoylbenzoylmethane |
-
2009
- 2009-03-17 CN CN200910116368A patent/CN101531580A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102503793A (en) * | 2011-11-23 | 2012-06-20 | 山东瑞丰高分子材料股份有限公司 | Preparation method of stearoylbenzoylmethane and application thereof to molding processing of thermoplastic resin |
| CN102503793B (en) * | 2011-11-23 | 2014-03-19 | 山东瑞丰高分子材料股份有限公司 | Preparation method of stearoylbenzoylmethane and application thereof in molding processing of thermoplastic resin |
| CN102898303A (en) * | 2012-09-11 | 2013-01-30 | 安徽佳先功能助剂股份有限公司 | Method for extracting methyl stearate from stearoylbenzoylmethane raffinate |
| CN107459455A (en) * | 2016-06-02 | 2017-12-12 | 中国石化扬子石油化工有限公司 | A kind of method that methyl stearate is extracted in the benzoyl methane raffinate from stearic acid |
| CN107459459A (en) * | 2016-06-02 | 2017-12-12 | 中国石化扬子石油化工有限公司 | A kind of method that methyl stearate is extracted in the benzoyl methane raffinate from stearic acid |
| CN107459459B (en) * | 2016-06-02 | 2020-08-11 | 中国石化扬子石油化工有限公司 | Method for extracting methyl stearate from benzoyl methane stearate residual liquid |
| CN112110810A (en) * | 2020-08-24 | 2020-12-22 | 安徽佳先功能助剂股份有限公司 | Synthesis process of stearoylbenzoylmethane |
| CN114671748A (en) * | 2022-03-24 | 2022-06-28 | 安徽大学 | Preparation method of stearoylbenzoylmethane |
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