CN105198798A - Production process of pyridinium hydroxy propyl sulfobetaine - Google Patents
Production process of pyridinium hydroxy propyl sulfobetaine Download PDFInfo
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- CN105198798A CN105198798A CN201510738798.4A CN201510738798A CN105198798A CN 105198798 A CN105198798 A CN 105198798A CN 201510738798 A CN201510738798 A CN 201510738798A CN 105198798 A CN105198798 A CN 105198798A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Abstract
The invention belongs to the field of chemical synthesis, and particularly relates to a production process of pyridinium hydroxy propyl sulfobetaine. The production process comprises steps as follows: (1), water is added to a reaction kettle, stirring is started, sodium metabisulfite and tetrabutylammonium bromide are added, epoxy chloropropane is dropwise added, and the temperature of a solution is increased; (2), the temperature is controlled between 40 DEG C and 60 DEG C, epoxy chloropropane is continuously dropwise added, and the mixture continuously reacts for 30 min; (3), the mixture is cooled to 40-45 DEG C, reduced pressure distillation is performed, most of water is removed, the solution becomes thick, and reduced pressure distillation continues to be performed when a large quantity of solids are formed; (4), pyridine is added, the mixture is fed into a reflux condensing tube and has a reflux reaction for 16h, and the pressure is reduced until a large quantity of solids are separated out; (5), water is added and stirred, activated carbon is added, the temperature is controlled under 50-60 DEG C, suction filtration is performed, and clear and transparent pyridinium hydroxy propyl sulfobetaine is obtained. With the adoption of the technical scheme, the production process is low in cost and suitable for industrial production, the purity and the yield are high, and operation is safe.
Description
Technical field
The invention belongs to Chemicals field, be specifically related to a kind of production technique of pyridinium hydroxy propyl sulfobetaine.
Background technology
Traditional pyridinium hydroxy propyl sulfobetaine production technique is all two-step approach preparation, and intermediate 3-chlorine-2-hydroxyl third sulphur sodium is separated, then carries out the reaction of lower step, and by product is many, productive rate is low.
Summary of the invention
The object of the invention is to overcome the technical deficiency that in prior art, by product is many, productive rate is low, the production technique that a kind of productive rate is high, be applicable to a kind of pyridinium hydroxy propyl sulfobetaine of suitability for industrialized production is provided.
For solving the problems of the technologies described above, the technical scheme that the present invention takes is as follows:
A production technique for pyridinium hydroxy propyl sulfobetaine, comprises the steps:
(1) in reactor, add water, open and stir, add Sodium Pyrosulfite, Tetrabutyl amonium bromide, be warmed up to 40-50 DEG C, start to drip epoxy chloropropane, when feed temperature is elevated to 50 DEG C, close heating, temperature is elevated to 60 DEG C, removes heating;
(2) with cold water cooling, control temperature, between 40-60 DEG C, continues to drip epoxy chloropropane;
(3) continuation cold water cools, and control temperature reacts 30min between 40-60 DEG C, is then warmed up to 80-85 DEG C;
(4) be cooled to 40-45 DEG C, underpressure distillation goes out most of water, and feed liquid becomes sticky thick, when a large amount of solid occurs, then adds water, continues underpressure distillation, until epichlorohydrin content is less than 0.5% in feed liquid, stops distillation;
(5) add pyridine and load onto reflux condensing tube, be warmed up to backflow 98-102 DEG C, after stablizing back flow reaction 16h, be cooled to 75-80 DEG C, concentrating under reduced pressure is separated out to a large amount of solid;
(6) after adding water stirring, add gac, control temperature, at 50-60 DEG C, stirs 1-2h, then suction filtration, obtains the pyridinium hydroxy propyl sulfobetaine product (concentration: 45%) of clear.
Further, in step (4), decompression pressure is 0.09MPa.
Further, the number of times of the underpressure distillation in step step (4) is at least twice.
Employing the invention has the beneficial effects as follows: reaction conditions is gentle, easy handling, and aftertreatment is simple, easily amplifies production, is very applicable to suitability for industrialized production; Excellent catalytic effect, yield is high; Cost of material is cheap, and production cost is low.
Embodiment
Below in conjunction with specific embodiment, the invention will be further described.These embodiments are illustrative completely, and they are only used for being specifically described the present invention, should not be construed as limitation of the present invention.
Embodiment 1
(1) in 2 liters of flasks, drop into water 390ml, open and stir, add Sodium Pyrosulfite 360g, Tetrabutyl amonium bromide 0.22g, be warmed up to 50 DEG C, start to drip epoxy chloropropane 336g, when feed temperature is elevated to 55 DEG C, close heating, temperature is elevated to 60 DEG C, removes heating;
(2) with cold water cooling, control temperature, between 40-60 DEG C, continues to drip epoxy chloropropane, time for adding: 2h;
(3) continuation cold water cools, and control temperature reacts 30min between 40-60 DEG C, reacts 3h at being then warmed up to 80-85 DEG C;
(4) be cooled to 45 DEG C, underpressure distillation goes out most of water, and feed liquid becomes sticky thick, when a large amount of solid occurs, then adds 250ml water, continues underpressure distillation.Operation like this repeatedly twice, until epichlorohydrin content is less than 0.5% in feed liquid, stops distillation;
(5) add pyridine 257g, load onto reflux condensing tube, be warmed up to backflow 98-102 DEG C, after stablizing back flow reaction 16h, be cooled to 80 DEG C, concentrating under reduced pressure is separated out to a large amount of solid;
(6) add water 500ml, after stirring 30min, add gac 13g, control temperature, at 50-60 DEG C, stirs 1h, then suction filtration, obtain pyridinium hydroxy propyl sulfobetaine product (concentration: 45%), about 1400g, the yield 93% of clear.
Although above-described embodiment technical scheme of the present invention describes in detail, but technical scheme of the present invention is not limited to above embodiment, when not departing from thought of the present invention and aim, claims limited range of the present invention all will be fallen into any change that technical scheme of the present invention is done.
Claims (4)
1. a production technique for pyridinium hydroxy propyl sulfobetaine, is characterized in that comprising the steps:
(1) add water in reactor, open and stir, add Sodium Pyrosulfite, Tetrabutyl amonium bromide, be warmed up to 40-50 DEG C, start to drip epoxy chloropropane, when feed temperature is elevated to 50 DEG C, close heating, temperature is elevated to 60 DEG C, removes heating;
(2) cold water cooling, control temperature, between 40-60 DEG C, continues to drip epoxy chloropropane;
(3) cold water cooling, control temperature reacts 30min between 40-60 DEG C, is then warmed up to 80-100 DEG C, reacts 3 hours;
(4) be cooled to 40-45 DEG C, underpressure distillation goes out most of water, and solution becomes sticky thick, when a large amount of solid occurs, then adds water, continues underpressure distillation, until solution in ethylene chloropropane content is less than 0.5%, stops distillation;
(5) add pyridine and load onto reflux condensing tube, be warmed up to backflow 95-110 DEG C, after stablizing back flow reaction 16h, be cooled to 75-80 DEG C, concentrating under reduced pressure is separated out to a large amount of solid;
(6) after adding water stirring, add gac, control temperature, at 50-60 DEG C, stirs 1-2h, then suction filtration, obtains the pyridinium hydroxy propyl sulfobetaine of clear.
2. the production technique of a kind of pyridinium hydroxy propyl sulfobetaine according to claim 1, is characterized in that the number of times of described step (4) underpressure distillation is at least twice.
3. the production technique of a kind of pyridinium hydroxy propyl sulfobetaine according to claim 1, the pressure of the underpressure distillation in its characterization step (4) is 0.09MPa.
4. the production technique of a kind of pyridinium hydroxy propyl sulfobetaine according to claim 1, is characterized in that:
(1) drop into water 390ml in flask, open and stir, add Sodium Pyrosulfite 360g, Tetrabutyl amonium bromide 0.22g, be warmed up to 50 DEG C, start to drip epoxy chloropropane 336g, when feed temperature is elevated to 55 DEG C, close heating, temperature is elevated to 60 DEG C, removes heating;
(2) with cold water cooling, control temperature, between 55-60 DEG C, continues to drip epoxy chloropropane, time for adding: 2h;
(3) continuation cold water cools, and control temperature reacts 30min between 55-60 DEG C, reacts 3h at being then warmed up to 80-85 DEG C;
(4) be cooled to 45 DEG C, underpressure distillation goes out most of water, and feed liquid becomes sticky thick, when a large amount of solid occurs, then adds 250ml water, continues underpressure distillation.Operation like this repeatedly twice, until epichlorohydrin content is less than 0.5% in feed liquid, stops distillation;
(5) add pyridine 257g, load onto reflux condensing tube, be warmed up to backflow 95-110 DEG C, after stablizing back flow reaction 16h, be cooled to 80 DEG C, concentrating under reduced pressure is separated out to a large amount of solid;
(6) add water 500ml, after stirring 30min, add gac 13g, control temperature, at 50-60 DEG C, stirs 1h, then suction filtration, obtains the pyridinium hydroxy propyl sulfobetaine product of clear.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510738798.4A CN105198798A (en) | 2015-11-03 | 2015-11-03 | Production process of pyridinium hydroxy propyl sulfobetaine |
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| CN201510738798.4A CN105198798A (en) | 2015-11-03 | 2015-11-03 | Production process of pyridinium hydroxy propyl sulfobetaine |
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| CN201510738798.4A Pending CN105198798A (en) | 2015-11-03 | 2015-11-03 | Production process of pyridinium hydroxy propyl sulfobetaine |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106831544A (en) * | 2017-02-15 | 2017-06-13 | 中卫市创科知识产权投资有限公司 | A kind of PPS OH production technologies |
| CN109265392A (en) * | 2018-10-19 | 2019-01-25 | 湖北吉和昌化工科技有限公司 | A kind of method of continuous synthesis of hydroxy propane sulfonic acid pyridinium salt |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4430171A (en) * | 1981-08-24 | 1984-02-07 | M&T Chemicals Inc. | Electroplating baths for nickel, iron, cobalt and alloys thereof |
| CN101148428A (en) * | 2007-11-10 | 2008-03-26 | 四川花语精细化工有限公司 | Method for producing 3-chloro-2-hydroxypropanesulfonic acid sodium salt |
| CN102161639A (en) * | 2011-02-21 | 2011-08-24 | 湖北吉和昌化工科技有限公司 | Method for synthesizing pyridinium hydroxy propyl sulfobetaine |
| CN102491942A (en) * | 2011-11-25 | 2012-06-13 | 株洲时代电气绝缘有限责任公司 | Production method of high-purity PPS-OH |
| CN103922997A (en) * | 2014-04-14 | 2014-07-16 | 湖北吉和昌化工科技有限公司 | Synthetic method of pyridinium hydroxy propyl sulfobetaine |
-
2015
- 2015-11-03 CN CN201510738798.4A patent/CN105198798A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4430171A (en) * | 1981-08-24 | 1984-02-07 | M&T Chemicals Inc. | Electroplating baths for nickel, iron, cobalt and alloys thereof |
| CN101148428A (en) * | 2007-11-10 | 2008-03-26 | 四川花语精细化工有限公司 | Method for producing 3-chloro-2-hydroxypropanesulfonic acid sodium salt |
| CN102161639A (en) * | 2011-02-21 | 2011-08-24 | 湖北吉和昌化工科技有限公司 | Method for synthesizing pyridinium hydroxy propyl sulfobetaine |
| CN102491942A (en) * | 2011-11-25 | 2012-06-13 | 株洲时代电气绝缘有限责任公司 | Production method of high-purity PPS-OH |
| CN103922997A (en) * | 2014-04-14 | 2014-07-16 | 湖北吉和昌化工科技有限公司 | Synthetic method of pyridinium hydroxy propyl sulfobetaine |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106831544A (en) * | 2017-02-15 | 2017-06-13 | 中卫市创科知识产权投资有限公司 | A kind of PPS OH production technologies |
| CN109265392A (en) * | 2018-10-19 | 2019-01-25 | 湖北吉和昌化工科技有限公司 | A kind of method of continuous synthesis of hydroxy propane sulfonic acid pyridinium salt |
| CN109265392B (en) * | 2018-10-19 | 2022-02-18 | 湖北吉和昌化工科技有限公司 | Method for continuously synthesizing pyridinium hydroxy propane sulfonate |
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Address after: 212300 Zhenjiang city of Jiangsu province Danyang Yanling Town South Applicant after: JIANGSU MENGDE NEW MATERIALS TECHNOLOGY CO., LTD. Address before: 212300 Zhenjiang city of Jiangsu province Danyang Yanling Town South Applicant before: JIANGSU MENGDE PLATING CHEMICALS CO., LTD. |
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