CN109232186A - A kind of preparation method of the chloro- 1,2- propylene glycol of 3- - Google Patents
A kind of preparation method of the chloro- 1,2- propylene glycol of 3- Download PDFInfo
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- CN109232186A CN109232186A CN201811267755.2A CN201811267755A CN109232186A CN 109232186 A CN109232186 A CN 109232186A CN 201811267755 A CN201811267755 A CN 201811267755A CN 109232186 A CN109232186 A CN 109232186A
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- chlorine
- propylene glycol
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/64—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by simultaneous introduction of -OH groups and halogens
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a kind of 3- chloro- 1, the preparation method of 2- propylene glycol, by quantitative allyl alcohol and hypochlorous acid, it is mixed with nitrogen, by being filled with the micro passage reaction of catalyst, circular response 10~300 seconds at 50~250 DEG C, obtain crude product, 3- chlorine-1,2-propylene glycol product is obtained after crude product is purified, the catalyst is that the mixture of active carbon or diatomite or both mixes gained with acid macroreticular resin.Catalyst of the invention is cheap and easily-available, can be used continuously, safety, at low cost, and product purity obtained is high.The green clearer production technology of the present invention or an energy saving, environmental protection, and sustainable development.
Description
Technical field
The present invention relates to a kind of compounds, the specially preparation method of 3- chlorine-1,2-propylene glycol.
Background technique
3- chlorine-1,2-propylene glycol is colourless to yellowish transparent viscous liquid, is dissolved in water and methanol etc..In Chemical Manufacture
It is mainly used as the solvent of acetyl fibre etc. in field, also serves as plasticizer, surfactant, dyestuff intermediate.In medical industry
In remove cough medicine guaiacol glycerol ether, suppressing panting calming medicine aminophylline, Proxypbylline, Iohexol etc. for producing eliminating phlegm.Purposes is very
Extensively, market demand is very big.There is production although the product is domestic early, low yield, purity difference, quality is difficult to meet market
Demand.And the 3- chlorine-1,2-propylene glycol purity is high of internationally recognizable Shell Chemical Co's production, high-quality, the production that the country uses
Product rely on import substantially.Therefore, it develops high-purity and high-quality 3- chlorine-1,2-propylene glycol product not only solves domestic demand,
Break international market monopolization, and competitiveness in the international market can be expanded, creates brand product with independent intellectual property rights.
The method of 3- chlorine-1,2-propylene glycol is prepared at present mainly using glycerol or epoxychloropropane as raw material, through chlorination, ring
Change, hydrolysis or chloropropene addition are made.But in these reaction process, it has been found that in crude product before and after chromatography main peak
Impurity is difficult to remove using rectifying.By adjusting pH value, using high vacuum rectification, control discharging kettle temperature and discharging time, although
The series impurity can be removed effectively.But it since harsh separation means reduce product yield, improves and is produced into
This, weakens market competition advantage.
In recent years, micro passage reaction has obvious advantage in Chemical Manufacture, can strengthen mixing and accurate control
Temperature, shortens craft screening and technique amplifies the period, and device structure is simple, and operating condition is simple to operation, and production process safely may be used
Lean on, the mass transfer and diabatic process of reaction system can be greatly improved, make chemical reaction process obtain higher conversion ratio and
Yield, last handling process is pollution-free, can effectively improve the quality of product, is a kind of green synthesis process.
Summary of the invention
The technical problem to be solved by the invention is to provide a kind of new preparation process of 3- chlorine-1,2-propylene glycol, this method
It is safe, at low cost, products obtained therefrom purity is high.
In order to solve the above technical problems, the invention discloses a kind of preparation method of 3- chlorine-1,2-propylene glycol, it will be quantitative
Allyl alcohol and hypochlorous acid, mix with nitrogen, by being filled with the micro passage reaction of catalyst, recycle at 50~250 DEG C anti-
It answers 10~300 seconds, obtains crude product, 3- chlorine-1,2-propylene glycol product is obtained after crude product is purified.
The catalyst is that the mixture of active carbon or diatomite or both mixes gained with acid macroreticular resin.
Further, the allyl alcohol and hypochlorous mole dosage ratio are 1: 1~5.
Further, the nitrogen mass dosage be reaction system allyl alcohol and hypochlorous acid gross mass dosage 10%~
80%。
Further, the stainless steel capillary micro passage reaction that the micro passage reaction is 1.0 millimeters of internal diameter.
Further, the acid macroreticular resin is acid macroreticular resin D001, the active carbon or diatomite or both
After any ratio mixing, is mixed and formed for 1: 1~5 ratios with mass ratio with acid macroreticular resin D001.
Further, the allyl alcohol and hypochlorous acid, with mass flow 20kg/h and pressure in 1kg/ after being mixed with nitrogen
cm2By the micro passage reaction equipped with catalyst under absolute pressure.
Further, purifying after reaction is to be passed through gained crude product in methanol after absorption, using rectifying to obtain the final product
3- chlorine-1,2-propylene glycol product.
The preparation method is that a new reaction process route, it at least has following compared with prior art
Advantage:
1) catalyst of the invention is cheap and easily-available, can be used continuously, safety, at low cost, and product purity obtained is high.
2) micro passage reaction is used, the reaction time is short, high-efficient.
3) reaction raw materials of the invention can directly adopt chemical company's by-product, therefore can turn waste into wealth, comprehensive utilization,
It is the green clearer production technology an of energy saving, environmental protection, and sustainable development.
Specific embodiment
The present invention is described further combined with specific embodiments below, but protection scope of the present invention is not limited in
This.
Embodiment 1
It is being filled with 1 gram of catalyst activity charcoal, 1 gram of diatomite, 1.0 millimeters of internal diameter of 5 grams of D001 acidity macroreticular resin stainless
In steel wool tubule micro passage reaction, 58 grams of the allyl alcohol (1 mole) that will be generated in production process, 53 grams of hypochlorous acid (1 mole),
It is mixed with 12 grams of nitrogen, with mass flow 20kg/h and pressure in 1kg/cm2Under absolute pressure, 250 DEG C of reaction temperature, reaction
300 seconds, crude product is obtained, crude product is passed through again in methanol after absorption, purifies using rectifying and purity is made up to 99.9% product 108
Gram, yield 98%.
Embodiment 2
2 grams of catalyst activity charcoal are being filled with, 1.0 millimeters of internal diameter of stainless steel capillary of 5 grams of D001 acidity macroreticular resin is micro-
In channel reactor, 58 grams of the allyl alcohol (1 mole) that will be generated in production process, 265 grams of hypochlorous acid (5 moles), with nitrogen 258
Gram mixing, with mass flow 20kg/h and pressure in 1kg/cm2Under absolute pressure, 50 DEG C of reaction temperature, reacts 10 seconds, obtain slightly
Product, crude product is passed through again absorbed in methanol after, purified using rectifying and purity be made up to 108 grams of product of 99.9%, yield 98%.
Embodiment 3
2 grams of catalyst diatomite are being filled with, 1.0 millimeters of internal diameter of stainless steel capillary of 5 grams of D001 acidity macroreticular resin is micro-
In channel reactor, 58 grams of the allyl alcohol (1 mole) that will be generated in production process, 106 grams of hypochlorous acid (2 moles), with nitrogen 98
Gram mixing, with mass flow 20kg/h and pressure in 1kg/cm2Under absolute pressure, 100 DEG C of reaction temperature, reacts 100 seconds, obtain slightly
Product, crude product is passed through again absorbed in methanol after, purified using rectifying and purity be made up to 108 grams of product of 99.9%, yield 98%.
Embodiment 4
5 grams of catalyst activity charcoal are being filled with, 1.0 millimeters of internal diameter of stainless steel capillary of 25 grams of D001 acidity macroreticular resin is micro-
In channel reactor, 58 grams of the allyl alcohol (1 mole) that will be generated in production process, 159 grams of hypochlorous acid (3 moles), with nitrogen 130
Gram mixing, with mass flow 20kg/h and pressure in 1kg/cm2Under absolute pressure, 50 DEG C of reaction temperature, reacts 50 seconds, obtain slightly
Product, crude product is passed through again absorbed in methanol after, purified using rectifying and purity be made up to 108 grams of product of 99.9%, yield 98%.
Embodiment 5
5 grams of catalyst activity charcoal are being filled with, 1.0 millimeters of internal diameter of stainless steel capillary of 10 grams of D001 acidity macroreticular resin is micro-
In channel reactor, 58 grams of the allyl alcohol (1 mole) that will be generated in production process, 106 grams of hypochlorous acid (2 moles), with nitrogen 100
Gram mixing, with mass flow 20kg/h and pressure in 1kg/cm2Under absolute pressure, 50 DEG C of reaction temperature, reacts 50 seconds, obtain slightly
Product, crude product is passed through again absorbed in methanol after, purified using rectifying and purity be made up to 108 grams of product of 99.9%, yield 98%.
Claims (7)
1. a kind of preparation method of 3- chlorine-1,2-propylene glycol, it is characterised in that: by quantitative allyl alcohol and hypochlorous acid, with nitrogen
Mixing, by being filled with the micro passage reaction of catalyst, circular response 10~300 seconds at 50~250 DEG C obtain crude product, slightly
3- chlorine-1,2-propylene glycol product is obtained after product are purified,
The catalyst is that the mixture of active carbon or diatomite or both mixes gained with acid macroreticular resin.
2. the preparation method of 3- chlorine-1,2-propylene glycol according to claim 1, it is characterised in that: the allyl alcohol and time chlorine
The mole dosage ratio of acid is 1: 1~5.
3. the preparation method of 3- chlorine-1,2-propylene glycol according to claim 1, it is characterised in that: the nitrogen mass dosage
It is the 10%~80% of allyl alcohol in reaction system and hypochlorous gross mass dosage.
4. the preparation method of 3- chlorine-1,2-propylene glycol according to claim 1, it is characterised in that: the micro passage reaction
For 1.0 millimeters of internal diameter of stainless steel capillary micro passage reaction.
5. the preparation method of 3- chlorine-1,2-propylene glycol according to claim 1, it is characterised in that: the acidity macroreticular resin
For acid macroreticular resin D001, the active carbon or diatomite or both with it is any than mixing after, with acid macroreticular resin D001
It is that the mixing of 1: 1~5 ratios forms with mass ratio.
6. the preparation method of 3- chlorine-1,2-propylene glycol according to claim 1, it is characterised in that: the allyl alcohol and time chlorine
Acid, with mass flow 20kg/h and pressure in 1kg/cm after being mixed with nitrogen2By micro- logical equipped with catalyst under absolute pressure
Road reactor.
7. the preparation method of 3- chlorine-1,2-propylene glycol according to claim 1, it is characterised in that: purifying after reaction
It is to be passed through gained crude product in methanol after absorption, using rectifying up to 3- chlorine-1,2-propylene glycol product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811267755.2A CN109232186A (en) | 2018-10-29 | 2018-10-29 | A kind of preparation method of the chloro- 1,2- propylene glycol of 3- |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811267755.2A CN109232186A (en) | 2018-10-29 | 2018-10-29 | A kind of preparation method of the chloro- 1,2- propylene glycol of 3- |
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| Publication Number | Publication Date |
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| CN109232186A true CN109232186A (en) | 2019-01-18 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201811267755.2A Withdrawn CN109232186A (en) | 2018-10-29 | 2018-10-29 | A kind of preparation method of the chloro- 1,2- propylene glycol of 3- |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1134140A (en) * | 1993-11-23 | 1996-10-23 | 陶氏化学公司 | Process for preparing alkylene oxides |
| CN106518613A (en) * | 2016-03-14 | 2017-03-22 | 江西苏克尔新材料有限公司 | Methods for preparing halogen ethanol and ethylene oxide |
-
2018
- 2018-10-29 CN CN201811267755.2A patent/CN109232186A/en not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1134140A (en) * | 1993-11-23 | 1996-10-23 | 陶氏化学公司 | Process for preparing alkylene oxides |
| CN106518613A (en) * | 2016-03-14 | 2017-03-22 | 江西苏克尔新材料有限公司 | Methods for preparing halogen ethanol and ethylene oxide |
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Application publication date: 20190118 |
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