CN102659671A - Preparation method of tetramethylpiperidone - Google Patents
Preparation method of tetramethylpiperidone Download PDFInfo
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- CN102659671A CN102659671A CN2012101200985A CN201210120098A CN102659671A CN 102659671 A CN102659671 A CN 102659671A CN 2012101200985 A CN2012101200985 A CN 2012101200985A CN 201210120098 A CN201210120098 A CN 201210120098A CN 102659671 A CN102659671 A CN 102659671A
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- tetramethylpiperidone
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Abstract
The invention relates to a preparation method of tetramethylpiperidone, which comprises the following steps: (1) adding acetone and a catalyst into a reaction vessel for heating reaction and introducing ammonia gas while reaction, wherein the catalyst is ammonium nitrate; (2) adding solid sodium hydroxide, agitating and standing, and removing a base layer at the lower part to obtain mixed liquid of the acetone and the tetramethylpiperidone; and (3) steaming out excessive acetone, rectifying to obtain the tetramethylpiperidone. The preparation method has the beneficial effects that the ammonium nitrate is used as the catalyst at the first time, the influence of the catalyst , reaction temperature, reaction material ratio and a solvent on the production in the reaction is investigated, and a more practical and more optimized tetramethylpiperidone production process is obtained.
Description
Technical field
The invention belongs to the preparation method of a kind of tetramethylpiperidone in the synthetic field of compound.
Background technology
Tetramethylpiperidone is a kind of important midbody, is that the light that is obstructed is stablized the unique parent of piperazine shallow lake verivate synthetic, through its reduction make 2,2,6, the 6-tetramethylpiperidinol is an important source material of producing new and effective photostabilizer 770GW540 and HALS.
Tetramethylpiperidone is separated reduction through ammonia and is obtained 2,2,6, and 6-tetramethyl--4-amino piperidine can be used as the photostabilizer midbody, the hindered amine light stabilizer of compound key mould assembly and aggretion type high molecule mass.Tetramethylpiperidone synthetic normally under the effect of catalyzer acetone and ammonia gas react obtain, therefore, catalyzer is very important to the influence of reacting.
Summary of the invention
The objective of the invention is to overcome the weak point of prior art; A kind of preparation method of tetramethylpiperidone is provided; The invention provides new catalyzer, temperature of reaction, reacting material ratio and solvent, obtain a kind of production technique of practicality, more optimal tetramethylpiperidone more.
The present invention solves its technical problem and takes following technical scheme to realize:
A kind of preparation method of tetramethylpiperidone, the step of method is following:
(1) acetone and catalyzer are added the reaction vessel reacting by heating, reaction feeds ammonia simultaneously, and said catalyzer is an an ammonium nitrate;
(2) add solid sodium hydroxide, stir, leave standstill, remove following alkali layer, obtain the mixed solution of acetone and tetramethylpiperidone;
(3) steam excessive acetone, prepare tetramethylpiperidone through rectifying again.
And, said acetone: an ammonium nitrate: ammonia: sodium hydroxide=3.8: 1: 2.2: 1 weight ratio.
And the temperature of reaction of said feeding ammonia is 70 ℃, and the reaction times is 6-8 hour.
Advantage of the present invention and positively effect are:
1, the present invention uses an ammonium nitrate as catalyzer; Make that the content of tetramethylpiperidone reaches about 40% in the reaction solution, and adopt Acetyl Chloride 98Min. as catalyzer, the content of tetramethylpiperidone is for being merely about 30% in the reaction solution; More improved reaction yield behind the catalyst changeout greatly; Reduced Acetyl Chloride 98Min. simultaneously to corrosion on Equipment, prolongation equipment uses, and has reduced production cost.
2, the present invention is through the optimization to catalysts, reacting material ratio and reaction conditions; Confirmed that catalyzer is an an ammonium nitrate in the production of tetramethylpiperidone; Temperature of reaction is 70 ℃; Reaction times is 8 hours, and reacting material ratio is: acetone: an ammonium nitrate: ammonia: sodium hydroxide=3.8: 1: 2.2: 1, and more optimized conditions is provided for the suitability for industrialized production of tetramethylpiperidone.
3, the raw material acetone of the use among the present invention also as solvent, makes the later separation of finished product become simple and convenient promptly as raw material, increases product purity.
Embodiment
Below in conjunction with specific embodiment the present invention is made further detailed description, following examples are descriptive, are not determinate, can not limit protection scope of the present invention with this.
The synthetic chemistry formula that the present invention prepares tetramethylpiperidone is following:
Embodiment 1
A kind of preparation method of tetramethylpiperidone, step is following:
(1) in 6300 liters reaction kettle, adds 3800kg acetone, the 100kg Acetyl Chloride 98Min.; Begin to be warming up to more than 45 ℃ under stirring, begin to feed ammonia with the speed of 1Kg/min, the still temperature remains on below 70 ℃; Ventilate after 3 hours, stop ventilation, be incubated 2 hours; Speed with 1Kg/min fed ammonia 40 minutes once more, was incubated 2 hours.Cooling is cooled to 40 ℃, adds the 100kg solid sodium hydroxide, stirs 30 minutes, leaves standstill separatory after 1 hour, removes following alkali layer, obtains the mixed solution of acetone and tetramethylpiperidone;
The content of gas chromatographic analysis tetramethylpiperidone is 30%.Present embodiment adds solid sodium hydroxide, with the water of absorption reaction generation.
(2) mixed solution with acetone and tetramethylpiperidone gets in the still kettle, steams excessive acetone under the normal pressure, and the acetone that steams can be reused, and obtains thick product after excessive acetone has steamed.
(3) with carrying out rectifying in the thick product entering rectifying still, collect 85-90 ℃/5mmHg cut, be pure article tetramethylpiperidone, wherein front-end volatiles can be reused in reaction after dividing water.
Embodiment 2
A kind of preparation method of tetramethylpiperidone, step is following:
(1) in 6300 liters reaction kettle, adds 3800kg acetone, 100kg an ammonium nitrate; Begin to be warming up to more than 45 ℃ under stirring, begin to feed ammonia with the speed of 1Kg/min, the still temperature remains on below 70 ℃; Ventilate after 3 hours, stop logical ammonia, be incubated 2 hours down at 70 ℃; Speed with 1Kg/min fed ammonia 40 minutes once more, was incubated 2 hours.Cooling is cooled to below 40 ℃, adds the 100kg solid sodium hydroxide, stirs 30 minutes, leaves standstill separatory after 1 hour, removes following alkali layer, obtains the mixed solution of acetone and tetramethylpiperidone,
Content through the gas chromatographic analysis tetramethylpiperidone is 40%; Present embodiment adds solid sodium hydroxide, with the water of absorption reaction generation.
(2) mixed solution with acetone and tetramethylpiperidone gets in the still kettle, steams excessive acetone under the normal pressure, steams
The acetone that goes out can be reused, and obtains thick product after excessive acetone has steamed;
(3) with carrying out rectifying in the thick product entering rectifying still, collect 85-90 ℃/5mmHg cut, be pure article tetramethylpiperidone, wherein front-end volatiles can be reused in reaction after dividing water.
Claims (3)
1. the preparation method of a tetramethylpiperidone, it is characterized in that: the step of method is following:
(1) acetone and catalyzer are added the reaction vessel reacting by heating, reaction feeds ammonia simultaneously, and said catalyzer is an an ammonium nitrate;
(2) add solid sodium hydroxide, stir, leave standstill, remove following alkali layer, obtain the mixed solution of acetone and tetramethylpiperidone;
(3) steam excessive acetone, prepare tetramethylpiperidone through rectifying again.
2. the preparation method of tetramethylpiperidone according to claim 1 is characterized in that: said acetone: an ammonium nitrate: ammonia: sodium hydroxide=3.8: 1: 2.2: 1 weight ratio.
3. the preparation method of tetramethylpiperidone according to claim 1, it is characterized in that: the temperature of reaction of said feeding ammonia is 70 ℃, the reaction times is 6-8 hour.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN2012101200985A CN102659671A (en) | 2012-04-20 | 2012-04-20 | Preparation method of tetramethylpiperidone |
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| CN2012101200985A CN102659671A (en) | 2012-04-20 | 2012-04-20 | Preparation method of tetramethylpiperidone |
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| CN102659671A true CN102659671A (en) | 2012-09-12 |
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| CN2012101200985A Pending CN102659671A (en) | 2012-04-20 | 2012-04-20 | Preparation method of tetramethylpiperidone |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107602447A (en) * | 2017-09-13 | 2018-01-19 | 新乡市巨能合成材料有限公司 | A kind of environment-friendly production process of tetramethylpiperidone |
| CN107739330A (en) * | 2017-09-13 | 2018-02-27 | 新乡市巨能合成材料有限公司 | A kind of environment-friendly preparation method thereof of tetramethylpiperidinol |
| CN107915673A (en) * | 2017-12-19 | 2018-04-17 | 烟台新秀化学科技股份有限公司 | Set 2,2,6,6 tetramethylpiperidone synthetic methods of terminal point determining mode |
| CN107987013A (en) * | 2017-12-01 | 2018-05-04 | 北京天罡助剂有限责任公司 | A kind of preparation method of 2,2,6,6- tetramethyls -4- piperidones |
| CN108484483A (en) * | 2018-05-01 | 2018-09-04 | 衡水凯亚化工有限公司 | A method of refining triacetonamine using distillation-crystallization combined method |
| CN110407738A (en) * | 2019-08-13 | 2019-11-05 | 宿迁市振兴化工有限公司 | A kind of preparation method of triacetonamine |
| CN110526860A (en) * | 2019-07-27 | 2019-12-03 | 宁夏沃凯珑新材料有限公司 | A method of preparing intermediate 2,2,6,6-tetramethyl piperidine amine |
| CN114773574A (en) * | 2022-05-18 | 2022-07-22 | 张国华 | Anti-aging high-toughness vinyl resin and preparation method thereof |
| CN114853663A (en) * | 2022-05-11 | 2022-08-05 | 宿迁联盛助剂有限公司 | Method for preparing 2,2,6, 6-tetramethyl-4-piperidone |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3959295A (en) * | 1973-05-17 | 1976-05-25 | Ciba-Geigy Corporation | Process for the preparation of 2,2,6,6-tetramethyl-4-oxopiperidine |
-
2012
- 2012-04-20 CN CN2012101200985A patent/CN102659671A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3959295A (en) * | 1973-05-17 | 1976-05-25 | Ciba-Geigy Corporation | Process for the preparation of 2,2,6,6-tetramethyl-4-oxopiperidine |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107602447A (en) * | 2017-09-13 | 2018-01-19 | 新乡市巨能合成材料有限公司 | A kind of environment-friendly production process of tetramethylpiperidone |
| CN107739330A (en) * | 2017-09-13 | 2018-02-27 | 新乡市巨能合成材料有限公司 | A kind of environment-friendly preparation method thereof of tetramethylpiperidinol |
| CN107602447B (en) * | 2017-09-13 | 2020-05-08 | 新乡市恒星科技有限责任公司 | Production process of tetramethyl piperidone |
| CN107987013A (en) * | 2017-12-01 | 2018-05-04 | 北京天罡助剂有限责任公司 | A kind of preparation method of 2,2,6,6- tetramethyls -4- piperidones |
| CN107915673A (en) * | 2017-12-19 | 2018-04-17 | 烟台新秀化学科技股份有限公司 | Set 2,2,6,6 tetramethylpiperidone synthetic methods of terminal point determining mode |
| CN107915673B (en) * | 2017-12-19 | 2021-07-30 | 烟台新秀化学科技股份有限公司 | Synthesis method of 2,2,6, 6-tetramethylpiperidone with set endpoint determination mode |
| CN108484483A (en) * | 2018-05-01 | 2018-09-04 | 衡水凯亚化工有限公司 | A method of refining triacetonamine using distillation-crystallization combined method |
| CN110526860A (en) * | 2019-07-27 | 2019-12-03 | 宁夏沃凯珑新材料有限公司 | A method of preparing intermediate 2,2,6,6-tetramethyl piperidine amine |
| CN110526860B (en) * | 2019-07-27 | 2022-10-28 | 宁夏沃凯珑新材料有限公司 | Method for preparing intermediate 2, 6-tetramethyl piperidine amine |
| CN110407738A (en) * | 2019-08-13 | 2019-11-05 | 宿迁市振兴化工有限公司 | A kind of preparation method of triacetonamine |
| CN114853663A (en) * | 2022-05-11 | 2022-08-05 | 宿迁联盛助剂有限公司 | Method for preparing 2,2,6, 6-tetramethyl-4-piperidone |
| CN114773574A (en) * | 2022-05-18 | 2022-07-22 | 张国华 | Anti-aging high-toughness vinyl resin and preparation method thereof |
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Application publication date: 20120912 |