CN100588645C - Process for synthesizing diisopropylamine - Google Patents
Process for synthesizing diisopropylamine Download PDFInfo
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- CN100588645C CN100588645C CN200610154970A CN200610154970A CN100588645C CN 100588645 C CN100588645 C CN 100588645C CN 200610154970 A CN200610154970 A CN 200610154970A CN 200610154970 A CN200610154970 A CN 200610154970A CN 100588645 C CN100588645 C CN 100588645C
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- ketone
- ammonia
- hydrogen
- diatomite
- diisopropylamine
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Abstract
The invention discloses a synthesizing method of diisopropylamine, which is characterized by the following: adopting acetone as raw material; making Co-Ni/Al2O3-diatomite as catalyst; adopting continuous pattern under gas phase condition; setting the pressure at 2.0Mpa under 70-300 Deg C; making the ketone liquid phase air-speed at 0.1-2.0h-1; setting the molar rate of hydrogen and ketone at 3.0-15.0 and the molar rate of ammonia and ketone at 1.0-2.0; using 0.2-2.0m3 ketone (hr.m3 catalyst); beating ketone into gasifier through metering pump to mix with hydrogen ammonia into solid bed to react; condensing the reaction; cooling; separating solid from liquid; circulating gas phase through circulating compressor; making liquid phase into distill tower to separate and purify; supplementing certain quantity of hydrogen and ammonite; maintaining the molar rate of hydrogen, ammonia and ketone; purifying waste water to drainage standard.
Description
Technical field
The present invention relates to a kind of chemical synthesis process, particularly is the synthetic method of a kind of Diisopropylamine of raw material with acetone.
Background technology
Diisopropylamine mainly is used as the intermediate of fine chemicals, be used for making medicine (as propantheline), agricultural chemicals (as weedicide di_allate No. 1, No. 2), dyestuff, rubber accelerator, mineral flotation agent, washing composition, defoamer, emulsifying agent, latex type hard floor paint base-material and other surfactant product.
The Diisopropylamine traditional processing technology gets (Xu Kexun chief editor, meticulous Organic Chemicals and intermediate handbook) by acetone or Virahol with hydrogenating amination.
It directly is raw material with the Isopropylamine that patent CN1325842A has introduced, with K/H β zeolite-A l
2O
3Be the method for the synthetic Diisopropylamine of catalyzer, the transformation efficiency of this method Isopropylamine is greater than 35%, and selectivity is greater than 99%.
Yet the method in the above-mentioned document, feed stock conversion are not high, and the selectivity of product is lower, unreacted raw material, and side reaction product Isopropylamine, Virahol and water form complicated azeotropic separation system, make the process complexity, and energy consumption strengthens, and production cost is higher.
Summary of the invention
The present invention will solve above-mentioned described deficiency, and a kind of transformation efficiency height is provided, and selectivity is better, and flow process is simple, is fit to the synthetic method of the Diisopropylamine of commercial production scale production.
The present invention realizes the technical scheme that above-mentioned purpose adopts.The synthetic method of this Diisopropylamine is a raw material with acetone, with Co-Ni/Al
2O
3-diatomite is catalyzer, wherein Co-Ni/Al
2O
3The weight ratio of-diatomite catalyzer consists of: Co is 10.0-50.0%, Ni 1.0-30.0%, and all the other are Al
2O
3With one of diatomite mixture or both.This is reflected at gas phase and carries out, and adopts the continous way process, and its concrete operations condition is pressure: normal pressure～2.0Mpa, temperature: 70～300 ℃, and ketone liquid phase air speed: 0.1～2.0h
-1, hydrogen ketone mol ratio: 3.0～15.0, ammonia ketone mol ratio: 1.0～2.0, catalyst levels: 0.2～2.0m
3Ketone (hr.m
3Catalyzer).Acetone enters fixed bed reaction after squeezing into vaporizer and hydrogen ammonia mixes preheating in molar ratio by volume pump, reacting rear material is with condensation cooling, gas-liquid separation, gas phase is utilized with the recycle compressor compression cycle, liquid phase enters rectifying tower and separates purification: Diisopropylamine is as the product extraction, unreacted ammonia and acetone, further the Isopropylamine of reaction does not turn back to feed system, and replenishes a certain amount of hydrogen and ammonia, to keep the mol ratio of above-mentioned hydrogen, ammonia, acetone, waste water purifies to the emission standard discharging.
Described insulation fix bed reactor makes single reaction vessel obtain the Diisopropylamine of higher yield, need not seek multistep method hydrogen ammonification acetone and multistage, parallel reactor reaction.Carry out the control of bed hot(test)-spot temperature and make reaction continuously in same reactor, the transformation efficiency that obtains acetone generates a small amount of Virahol near 100%, the Isopropylamine of certain mass ratio, Diisopropylamine.
Described Co-Ni/Al
2O
3The weight ratio of-diatomite catalyzer consists of: Co is 20-35.0%, Ni 10-20.0%, and all the other are Al
2O
3With one of diatomite mixture or both.
Described operational condition is preferably: pressure 1.0～2.0Mpa, and temperature: 150～250 ℃, ketone liquid phase air speed: 0.2～1.5h
-1, hydrogen ketone mol ratio: 3.0～10.0, ammonia ketone mol ratio: 1.0～1.5, catalyst levels: 0.2～2.0m
3Ketone (hr.m
3Catalyzer).
The effect that the present invention is useful is: be the synthetic Diisopropylamine of raw material continuous catalysis hydrogen ammonification dehydration with acetone.Present method technical process is simple, the transformation efficiency height, and selectivity is better, and by product is few, and sepn process is simple.
Embodiment:
Below in conjunction with embodiment the present invention is further described, embodiment will help to understand the present invention better, but the present invention is not limited only to following embodiment.
Stainless steel reaction organ pipe diameter is 32 * 3mm among the present invention, and length 1350mm is provided with the stainless steel thermometric cover of a fixed bed, ∮ 8 * 1mm in this pipe, and catalyzer (as table 1 regulation) loadings is 425ml (3658g).With the little hourly space velocity of liquid phase (LHSV) shown in (as table 1 regulation) acetone and ammonia hydrogen are entered reactor and carry out the gas phase solid state reaction by (as table 1 regulation) mole proportioning.Reaction raw materials is to go out under enterprising, enters the separator after with the condensation cooling from the effusive material of reactor bottom, and gas phase hydrogen ammonia is discharged from the separator top, the bottom liquid phases timing sampling.Form with gas chromatographic analysis.Concrete reaction conditions and the results are shown in table 1.
Embodiment 1: Co-Ni/Al wherein
2O
3-diatomite catalyzer is: with Al (OH)
3Be mixed with sodium aluminate solution with 46%NaOH, use the nitric acid neutralization precipitation, after overaging, filtration, washing, add a certain amount of diatomite and mix,, obtain the spherical Al of diameter 5mm through granulation, drying and roasting
2O
3-diatomite support.The nitrate of Co, Ni is made mixing solutions in proportion, and equal-volume is put roasting after the water bath method solvent seasoning more than carrier floods 12h, and making content Co through high temperature reduction is 20-35.0%, Ni 10-20.0%, and all the other are Al
2O
3With the diatomite mixture.Catalyzer is numbered A-1.
Embodiment 2: making content Co according to embodiment 1 described method is 10-20.0%, Ni 5-10.0%, and all the other are Al
2O
3With the diatomite mixture.Catalyzer is numbered A-2.
Table 1. reaction conditions and result
| Embodiment | Catalyzer | Hot(test)-spot temperature ℃ | Pressure Mpa | Hydrogen ammonia ketone ratio | Air speed h -1 | Transformation efficiency mol% | Selectivity mol% |
| 3 | A-1 | 190 | 1.5 | 2∶1∶1 | 0.5 | 85.6 | 50.6 |
| 4 | A-2 | 190 | 1.5 | 2∶1∶1 | 0.5 | 80.2 | 45.7 |
| 5 | A-1 | 190 | 1.5 | 3∶1∶1 | 0.5 | 93.2 | 63.7 |
| 6 | A-2 | 190 | 1.5 | 3∶1∶1 | 0.5 | 92.5 | 56.3 |
| 7 | A-1 | 190 | 1.5 | 4∶1∶1 | 0.5 | 93.5 | 62.1 |
| 8 | A-1 | 190 | 1.5 | 3∶1∶1 | 0.2 | 98.1 | 62.4 |
| 9 | A-1 | 180 | 1.5 | 3∶1∶1 | 0.2 | 96.2 | 61.7 |
| 10 | A-1 | 170 | 1.5 | 3∶1∶1 | 0.2 | 95.3 | 58.6 |
By table 1 data as can be known: move under processing condition of the present invention, the result all has very high transformation efficiency and selectivity preferably.
Embodiment 11: according to the described device of example, carry out 240 hours stable service tests.Catalyzer: A-1, pressure: 1.5Mpa, temperature: 190 ℃, ketone liquid phase air speed: 0.2h
-1, hydrogen ammonia ketone mol ratio: 3: 1: 1.Form with gas chromatographic analysis.Concrete reaction conditions and the results are shown in table 2.
240 hours stable service tests of table 2.
By table 2 data as can be known, under these processing condition, the transformation efficiency of reaction is higher than 98%, and selectivity is higher than 60%, and catalyzer has stability preferably simultaneously.
Claims (2)
1, a kind of synthetic method of Diisopropylamine, it is characterized in that: key step is as follows:
1.1), be raw material with acetone, with Co-Ni/Al
2O
3-diatomite is catalyzer, wherein Co-Ni/Al
2O
3The weight ratio of-diatomite catalyzer consists of: Co is 10.0-50.0%, Ni 1.0-30.0%, and all the other are Al
2O
3With the diatomite mixture;
1.2), this is reflected at gas phase and carries out, and adopts the continous way process, its concrete operations condition is pressure: normal pressure～2.0Mpa, temperature: 70～300 ℃, ketone liquid phase air speed: 0.2～2.0h
-1, hydrogen ketone mol ratio: 3.0～15.0, ammonia ketone mol ratio: 1.0～2.0, catalyst levels: 0.2～2.0m
3Ketone/(hr.m
3Catalyzer);
1.3), this reaction is the continuously heterogeneous insulation fix bed reaction down of gas-solid under gas distributor, reacting rear material is with condensation cooling, gas-liquid separation, gas phase is utilized with the recycle compressor compression cycle, liquid phase enters rectifying tower and separates purification: Diisopropylamine is as the product extraction, unreacted ammonia and acetone, further the Isopropylamine of reaction does not turn back to feed system, and replenishes a certain amount of hydrogen and ammonia, to keep the mol ratio of above-mentioned hydrogen, ammonia, acetone, waste water purifies to the emission standard discharging.
2, the synthetic method of Diisopropylamine according to claim 1 is characterized in that: described Co-Ni/Al
2O
3The weight ratio of-diatomite catalyzer consists of: Co is 20-35.0%, Ni 10-20.0%, and all the other are Al
2O
3With the diatomite mixture.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200610154970A CN100588645C (en) | 2006-11-29 | 2006-11-29 | Process for synthesizing diisopropylamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200610154970A CN100588645C (en) | 2006-11-29 | 2006-11-29 | Process for synthesizing diisopropylamine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1962605A CN1962605A (en) | 2007-05-16 |
| CN100588645C true CN100588645C (en) | 2010-02-10 |
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ID=38081853
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200610154970A Active CN100588645C (en) | 2006-11-29 | 2006-11-29 | Process for synthesizing diisopropylamine |
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| Country | Link |
|---|---|
| CN (1) | CN100588645C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106397219A (en) * | 2016-08-26 | 2017-02-15 | 安徽昊源化工集团有限公司 | Method used for synthesizing isopropylamine via acetone hydrogenation ammoniation |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107459465A (en) * | 2017-07-19 | 2017-12-12 | 安徽昊源化工集团有限公司 | A kind of method for synthesizing diisopropylamine |
-
2006
- 2006-11-29 CN CN200610154970A patent/CN100588645C/en active Active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106397219A (en) * | 2016-08-26 | 2017-02-15 | 安徽昊源化工集团有限公司 | Method used for synthesizing isopropylamine via acetone hydrogenation ammoniation |
| CN106397219B (en) * | 2016-08-26 | 2018-03-27 | 安徽昊源化工集团有限公司 | A kind of method of acetone hydrogenation ammonification synthesizing isopropamide |
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| Publication number | Publication date |
|---|---|
| CN1962605A (en) | 2007-05-16 |
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Owner name: ZHEJIANG XINHUA CHEMICAL CO., LTD. Free format text: FORMER NAME: XINHUA CHEMICAL CO., LTD., JIANDE CITY |
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Address after: 311600, No. 909, Xin'An River Road, Yangxi street, Jiande, Zhejiang, Hangzhou Patentee after: Zhejiang Xinhua Chemical Co., Ltd. Address before: 311600 No. 90 East Bridge Road, Xin'An River Street, Hangzhou, Zhejiang, Jiande Patentee before: Jiande Xinhua Chemical Co., Ltd. |