CN105859552A - Synthesis and purification method of propanediol lactate - Google Patents
Synthesis and purification method of propanediol lactate Download PDFInfo
- Publication number
- CN105859552A CN105859552A CN201610350454.0A CN201610350454A CN105859552A CN 105859552 A CN105859552 A CN 105859552A CN 201610350454 A CN201610350454 A CN 201610350454A CN 105859552 A CN105859552 A CN 105859552A
- Authority
- CN
- China
- Prior art keywords
- lactic acid
- propylene glycol
- synthesis
- purification method
- catalyst
- 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
Links
- 238000000034 method Methods 0.000 title claims abstract description 11
- 230000015572 biosynthetic process Effects 0.000 title abstract 4
- 238000000746 purification Methods 0.000 title abstract 4
- 238000003786 synthesis reaction Methods 0.000 title abstract 4
- BAGJCOONSQUQKT-UHFFFAOYSA-N 1-hydroxypropyl 2-hydroxypropanoate Chemical compound CCC(O)OC(=O)C(C)O BAGJCOONSQUQKT-UHFFFAOYSA-N 0.000 title abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000000047 product Substances 0.000 claims abstract description 16
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 9
- 239000003054 catalyst Substances 0.000 claims abstract description 8
- 239000004310 lactic acid Substances 0.000 claims abstract description 5
- 235000014655 lactic acid Nutrition 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims abstract description 4
- 239000006227 byproduct Substances 0.000 claims abstract description 3
- 238000004821 distillation Methods 0.000 claims abstract description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 21
- -1 lactic acid propylene glycol ester Chemical class 0.000 claims description 13
- 230000002194 synthesizing effect Effects 0.000 claims description 6
- 238000001704 evaporation Methods 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 3
- 230000006837 decompression Effects 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 abstract description 3
- 239000012467 final product Substances 0.000 abstract 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 abstract 1
- 238000007790 scraping Methods 0.000 abstract 1
- 239000012043 crude product Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000012528 membrane Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 3
- 238000010792 warming Methods 0.000 description 3
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a synthesis and purification method of propanediol lactate. The synthesis and purification method comprises the steps that lactic acid, propanediol and a catalyst are sequentially added into a rotary evaporator, rotating is started, the temperature is increased, then a water circulation vacuum pump is started, and water generated in a reaction is evaporated under reduced pressure; high-temperature reacting is kept for 4-8 hours to obtain a head product; the head product is distilled through a short-range film scraping distillation device to separate and remove the catalyst and a high polymer and other by-products which are obtained through reacting, and then the final product is obtained. The synthesis and purification method has the advantages that operation is easy, the efficiency is high, and the obtained product is free of organic solvent residues.
Description
Technical field
The present invention relates to chemosynthesis technical field, particularly to the synthesizing progress method of a kind of lactic acid propylene glycol ester.
Background technology
Lactic acid propylene glycol ester is a kind of light yellow liquid having special odor, is mainly used as emulsifying agent or wetting agent, can be used in coating, cosmetics and other correlated product.Its synthetic method generally used is to use benzene, toluene, hexamethylene and other water entrainer that lactic acid and propylene glycol react the water removing generated thus promotes that esterification is carried out.Thus its response time is long, needing to remove catalyst and the organic solvent of residual after having reacted, due to the use of a large amount of water entrainer, the efficiency also ratio of single reaction is relatively low.
Summary of the invention
The shortcoming that the present invention is directed to prior art, it is provided that the synthesizing progress method of a kind of lactic acid propylene glycol ester, with higher efficiency and simple post processing, has obtained the lactic acid propylene glycol ester not having organic solvent residual.
The main process of the present invention is in heating and under conditions of water circulation vacuum pump reduces pressure, and removes by lactic acid and propylene glycol react the water generated, thus promote esterification to be reacted complete from reaction system.Finally by wiped-film short-distance distilling apparatus, product lactic acid propylene glycol ester is distilled, thus the high boiling point polymer magazins' layout that catalyst and the reaction of reaction generate is walked, finally give highly purified lactic acid propylene glycol ester.
The present invention concretely comprises the following steps: in Rotary Evaporators, is sequentially added into lactic acid, propylene glycol and catalyst, is then turned on rotating and heating up, and is then turned on the decompression of water circulation vacuum pump and boils off the water that reaction produces；Pyroreaction 4-8 hour is maintained to obtain head product；This head product is scraped distillation device through short distance again and is distilled, and to be separated off catalyst, the high polymer of reaction and other by-product, obtains final products.
Preferably, when using water circulation vacuum pump Depressor response, temperature is 90-110 DEG C.
Preferably, when head product carries out knifing distilation, blade applicator evaporating temperature is 140-160 DEG C, and vacuum is 100-150Pa.
Detailed description of the invention
In order to make the purpose of the present invention, technical scheme and advantage apparent, below the present invention is further described.Herein below is enumerated three and is embodied as case and illustrates, and is used for explaining the present invention, is not intended to limit the present invention.
Specific embodiment one.
Rotation at 5000ml is steamed in instrument alembic and is sequentially added into 1177.5 grams of propylene glycol, 2325.5 gram of 90% content Pfansteihl, 36.0 gram of one water p-methyl benzenesulfonic acid.Opening and rotate, open water circulation vacuum pump and reduce pressure, be warming up to 90 DEG C, and maintain 90-110 DEG C to react 6 hours under continuous vacuum reduces pressure, condistillation goes out 1215.3 grams of water and other low-boiling-point substance, finally obtains 2323.7 grams of crude products.Crude product carrying out short distance and scrapes Membrane Materials, inner condenser sets 30 DEG C, and blade applicator evaporating temperature 150 DEG C, vacuum is 50-100Pa, and charging rate is 20-25 gram/minute, obtains 2091.3 grams of lactic acid propylene glycol ester finished products, for weak yellow liquid, yield 91.2%.
Specific embodiment two.
Rotation at 5000ml is steamed in instrument alembic and is sequentially added into 1200.0 grams of propylene glycol, 2370.0 gram of 90% content Pfansteihl, 36.0 gram of one water p-methyl benzenesulfonic acid.Opening and rotate, open water circulation vacuum pump and reduce pressure, be warming up to 85 DEG C, and maintain 85-110 DEG C to react 7 hours under continuous vacuum reduces pressure, condistillation goes out 1198.0 grams of water and other low-boiling-point substance, finally obtains 2408.0 grams of crude products.Crude product carrying out short distance and scrapes Membrane Materials, inner condenser sets 30 DEG C, and blade applicator evaporating temperature 150 DEG C, vacuum is 50-100Pa, and charging rate is 20-25 gram/minute, obtains 2215.4 grams of lactic acid propylene glycol ester finished products, for weak yellow liquid, yield 94.8%.
Specific embodiment three.
Rotation at 5000ml is steamed in instrument alembic and is sequentially added into 1400.0 grams of propylene glycol, 2210.0 gram of 90% content Pfansteihl, 42.0 gram of one water p-methyl benzenesulfonic acid.Opening and rotate, open water circulation vacuum pump and reduce pressure, be warming up to 90 DEG C, and maintain 90-102 DEG C to react 7 hours under continuous vacuum reduces pressure, condistillation goes out 932.3 grams of water and other low-boiling-point substance, finally obtains 2719.7 grams of crude products.Crude product carrying out short distance and scrapes Membrane Materials, inner condenser sets 30 DEG C, and blade applicator evaporating temperature 150 DEG C, vacuum is 50-100Pa, and charging rate is 20-25 gram/minute, obtains 2447.1 grams of lactic acid propylene glycol ester finished products, for weak yellow liquid, yield 89.8%.
Claims (3)
1. the synthesizing progress method of a lactic acid propylene glycol ester, it is characterised in that: in Rotary Evaporators, it is sequentially added into lactic acid, propylene glycol and catalyst, is then turned on rotating and heating up, be then turned on the decompression of water circulation vacuum pump and boil off the water that reaction produces；Pyroreaction 4-8 hour is maintained to obtain head product；This head product is scraped distillation device through short distance again and is distilled, and to be separated off catalyst, the high polymer of reaction and other by-product, obtains final products.
The synthesizing progress method of a kind of lactic acid propylene glycol ester the most according to claim 1, it is characterised in that: when using water circulation vacuum pump Depressor response, temperature is 90-110 DEG C.
The synthesizing progress method of a kind of lactic acid propylene glycol ester the most according to claim 1, it is characterised in that: when head product carries out knifing distilation, blade applicator evaporating temperature is 140-160 DEG C, and vacuum is 100-150Pa.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610350454.0A CN105859552A (en) | 2016-05-25 | 2016-05-25 | Synthesis and purification method of propanediol lactate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610350454.0A CN105859552A (en) | 2016-05-25 | 2016-05-25 | Synthesis and purification method of propanediol lactate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105859552A true CN105859552A (en) | 2016-08-17 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610350454.0A Pending CN105859552A (en) | 2016-05-25 | 2016-05-25 | Synthesis and purification method of propanediol lactate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105859552A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100130718A1 (en) * | 2007-04-04 | 2010-05-27 | Cognis Ip Management Gmbh | Diols and Polyols |
| CN103553921A (en) * | 2013-11-20 | 2014-02-05 | 山东理工大学 | Continuous dehydration esterification reaction device as well as continuous esterification reaction method |
| CN103772422A (en) * | 2014-02-21 | 2014-05-07 | 博兴县沙索新材料有限公司 | Boric acid monoester used as static-resistant agent and preparation method thereof |
-
2016
- 2016-05-25 CN CN201610350454.0A patent/CN105859552A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100130718A1 (en) * | 2007-04-04 | 2010-05-27 | Cognis Ip Management Gmbh | Diols and Polyols |
| CN103553921A (en) * | 2013-11-20 | 2014-02-05 | 山东理工大学 | Continuous dehydration esterification reaction device as well as continuous esterification reaction method |
| CN103772422A (en) * | 2014-02-21 | 2014-05-07 | 博兴县沙索新材料有限公司 | Boric acid monoester used as static-resistant agent and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 张卫等: "无溶剂法合成蔗糖酯的工艺研究", 《食品科技》 * |
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