CN1325842A - Process for synthesizing diisopropylamine - Google Patents
Process for synthesizing diisopropylamine Download PDFInfo
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- CN1325842A CN1325842A CN 00110467 CN00110467A CN1325842A CN 1325842 A CN1325842 A CN 1325842A CN 00110467 CN00110467 CN 00110467 CN 00110467 A CN00110467 A CN 00110467A CN 1325842 A CN1325842 A CN 1325842A
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Abstract
A process for synthesizing diisopropylamine features that the isopropylamine is directly used as raw material and the K/H beta-zeolite-Al2O3 is used as catalyst. Its advantages include simple process, high conversion rate and selectivity and low cost.
Description
The invention relates to a method for synthesizing diisopropylamine by using isopropylamine as a raw material.
Diisopropylamine is mainly used for producing rubber accelerators, medicines and pesticides, and is also used for producing surfactants, detergents, defoaming agents and the like.
The traditional production method of diisopropylamine comprises two methods (Liuchong, backdrop lotus, etc. edited, petrochemical handbook, third)Booklets, chemical industry publishers, 1987: 369; world fine chemical products-technical and economic handbook. Published by the institute of science and technology information of the department of chemical industry, 1988: 247). The first method is isopropanol hydrogenation and amination method to produce diisopropylamine, and the reaction is divided into the following two steps: the first step is as follows: the second step is that:
the reaction product contains 37 w% of isopropylamine, 33 w% of diisopropylamine, 12 w% of isopropanol, 18 w% of water and the like. The reaction product is extracted, rectified and dehydrated to obtain the product.
The second method is acetone hydrogenation and amination to prepare diisopropylamine, and the reaction is also divided into the following two steps: the first step is as follows: the second step is that:
the reaction product contains isopropylamine, diisopropylamine, isopropanol, water, acetone and the like. The reaction product also needs to be extracted, rectified, dehydrated and the like to obtain the product.
The two production methods of diisopropylamine have the same defects that ① various raw materials are reacted, each raw material needs to be recycled, the production process is complex, the energy consumption is high, ② reaction products arecomplex in composition, difficult to separate, long in separation process, high in unit consumption of products and high in product cost.
The invention aims to overcome the defects of the two methods for synthesizing diisopropylamine, and is novel from the aspect of synthesis process so as to simplify the existing production process and reduce the energy consumption and the unit consumption of raw materials; the reaction conversion rate and the product selectivity are improved, and the product production cost is reduced.
The invention discloses a method for synthesizing diisopropylamine, which directly takes isopropylamine as a raw material and takes K/H β zeolite-Al2O3Is a catalyst.
Wherein K/H β zeolite-Al2O3The catalyst comprises the following components: a is SiO2/Al2O350-95 w%, preferably 58-93 w%, of H β zeolite with a molecular ratio of 20-100, 0.2-4.0 w%, preferably 0.9-3.2 w%, of B, and the balance of gamma-Al2O3。
The above reaction is carried out in the vapor phase, using a continuous process. The specific operating conditions are as follows: the reaction temperature is 200-300 ℃, the pressure is normal pressure-0.8 MPa, and the airspeed is 0.2-1.5 h-1. Preferably, the reaction temperature is 220-270 ℃, the pressure is normal pressure-0.5 MPa, and the space velocity is 0.25-1.0 h-1。
The invention takes isopropylamine as raw material to continuously synthesize diisoamine, simplifies the original synthesis process, has high conversion rate, good selectivity and simple reaction product composition, simplifies and shortens the separation process, reduces the energy consumption and the unit consumption of raw material, and reduces the product cost.
Example 1
70g of H β zeolite (SiO)2/Al2O3The molecular ratio is 30) is added into 250ml of 0.2M KCl solution, ion exchange is carried out at the temperature of 90-95 ℃, and the exchange time is 2.0 h; then, filtering and washing the solution till no Cl exists-Drying at 60 deg.C for 4.0 hr, drying at 110 deg.C for 4.0 hr, mixing with 10g of aluminium hydroxide powder, adding nitric acid and deionized water, kneading and extruding to form strips, drying at 110 deg.C for 4.0 hr, and calcining at 550 deg.C for 4.0 hr to obtain K/H β zeolite-Al2O3The catalyst contains potassium 0.9 wt%, H β zeolite 92.8 wt%, and gamma-Al for the rest2O3The catalyst is numbered PA-1.
Example 2
Taking 70g of H β zeolite (SiO)2/Al2O3Molecular ratio 42), K/H β zeolite-Al was obtained according to the method described in example 12O3The catalyst contains potassium 1.6 wt%, H β zeolite 85.8 wt%, and gamma-Al for the rest2O3And the catalyst is numbered PA-2.
Example 3
Taking 70g of H β zeolite (SiO)2/Al2O3Molecular ratio 66) K/H β zeolite-Al was prepared according to the method described in example 12O3The catalyst contains potassium 1.6 wt%, H β zeolite 85.8 wt%, and gamma-Al for the rest2O3And the catalyst is numbered PA-3.
Example 4
Taking 70g of H β zeolite (SiO)2/Al2O3Molecular ratio 78) K/H β zeolite-Al was prepared according to the method described in example 12O3The catalyst contains 3.2 w% of potassium, 57.8 w% of H β zeolite and the balance of gamma-Al2O3And the catalyst is numbered PA-4.
Examples 5 to 10
The catalysts in examples 1-4 were crushed to 8-20 mesh, a certain amount of catalyst was loaded into a stainless steel reactor with an inner diameter of 12mm and a length of 650mm, the reaction was top-fed, the reaction mass flowed out of the bottom of the reactor, cooled and then fed into a separator, gaseous ammonia was discharged from the top of the separator, the bottom liquid was sampled at regular times, the composition was analyzed by gas chromatography, and the specific reaction conditions and results are listed in table 1.
TABLE 1 reaction conditions and results
| Fruit of Chinese wolfberry Applying (a) to Example (b) | Catalysis Agent weaving Number (C) | Catalyst and process for preparing same Is loaded into Amount, g | Reaction conditions | Composition of liquid phase product, w% | Transformation of The ratio of the total weight of the particles, mol％ | selecting The nature of the Chinese herbal medicine is that, mol％ | ||||
| temperature of ℃ | Pressure of MPa | Airspeed h-1 | Isopropyl ester Amines as pesticides | Two different kinds of Propylamines | By-product of the reaction | |||||
| 5 | PA-1 | 20 | 225 | Atmospheric pressure | 0.25 | 79.72 | 20.21 | 0.07 | 22.86 | 99.48 |
| 6 | PA-2 | 20 | 240 | Atmospheric pressure | 0.25 | 67.18 | 32.70 | 0.11 | 36.26 | 99.67 |
| 7 | PA-2 | 20 | 265 | Atmospheric pressure | 0.25 | 56.24 | 43.25 | 0.51 | 47.76 | 98.25 |
| 8 | PA-2 | 20 | 225 | Atmospheric pressure | 0.5 | 85.68 | 14.27 | 0.05 | 16.29 | 99.66 |
| 9 | PA-3 | 20 | 225 | Atmospheric pressure | 1.0 | 90.01 | 9.96 | 0.03 | 11.45 | 99.71 |
| 10 | PA-4 | 20 | 240 | 0.5 | 0.25 | 83.66 | 16.28 | 0.06 | 18.57 | 99.65 |
As can be seen from the data in Table 1, the reaction under the process conditions of the present invention resulted in both higher conversion and better selectivity.
Example 11
A PA-2 catalyst of 110g and a particle size of 8 to 20 meshes was loaded in a stainless steel reactor of an inner diameter of 25mm and a length of 1500mm, and a 260-hour stability running test was carried out on the PA-2 catalyst. The reaction pressure is normal pressure, the reaction temperature is 240 ℃, and the space velocity of the reaction volume is 0.25h-1The reaction is fed upwards, the reaction material flows out from the bottom of the reactor, and enters a separator after cooling, gas phase ammonia is discharged from the top of the separator, the bottom liquid phase is sampled at regular time, the composition is analyzed by gas chromatography, and the specific reaction conditions and results are listed in table 2.
Table 2, 260-hour stability running test.
| Cumulative operation Time, h | Composition of liquid phase product, w% | Conversion, mol% | Selectivity, mol% | ||
| Isopropylamine | Diisopropylamine | By-product of the reaction | |||
| 50 | 66.05 | 33.84 | 0.11 | 37.55 | 99.59 |
| 100 | 66.23 | 33.68 | 0.09 | 37.36 | 99.51 |
| 150 | 67.16 | 32.71 | 0.13 | 36.40 | 99.40 |
| 200 | 66.38 | 33.51 | 0.11 | 37.21 | 99.50 |
| 260 | 67.75 | 32.11 | 0.14 | 35.78 | 99.34 |
As can be seen from the data in Table 2, under the process conditions, the conversion rate of the reaction is more than 35%, the selectivity is more than 99%, and the catalyst has better stability.
Claims (6)
1. A process for synthesizing diisopropylamine features that isopropylamine is directly used as raw material and K/H β zeolite-Al2O3Is a catalyst.
2. The process of claim 1 wherein K/H β zeolite-Al2O3The catalyst comprises the following components: a is SiO2/Al2O350-95 w% of H β zeolite with a molecular ratio of 20-100, 0.2-4.0 w% of B potassium, and the balance of C gamma-Al2O3。
3. A synthesis process according to claim 2, wherein the group of catalystsThe method comprises the following steps: a is SiO2/Al2O358-93 w% of H β zeolite with the molecular ratio of 20-100, 0.9-3.2 w% of B potassium, and the balance of C gamma-Al2O3。
4. The process of claim 1 wherein the reaction is carried out in the vapor phase using a continuousprocess.
5. The synthesis process according to claim 1, operating under the conditions:
the reaction temperature is 200-300 DEG C
The pressure is between normal pressure and 0.8MPa
The airspeed is 0.2-1.5 h-1。
6. The synthesis process according to claim 1, operating under the conditions:
the reaction temperature is 220-270 DEG C
The pressure is between normal pressure and 0.5MPa
The airspeed is 0.25-1.0 h-1。
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB001104675A CN1148341C (en) | 2000-05-26 | 2000-05-26 | Process for synthesizing diisopropylamine |
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| CNB001104675A CN1148341C (en) | 2000-05-26 | 2000-05-26 | Process for synthesizing diisopropylamine |
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| CN1325842A true CN1325842A (en) | 2001-12-12 |
| CN1148341C CN1148341C (en) | 2004-05-05 |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102180797A (en) * | 2011-03-17 | 2011-09-14 | 浙江大学 | Synthesis method of N,N-diethyl isopropylamine |
| WO2012000952A1 (en) | 2010-06-30 | 2012-01-05 | Basf Se | Method for producing tri-n-propyl amine (tpa) |
| US8466322B2 (en) | 2010-06-30 | 2013-06-18 | Basf Se | Process for preparing tri-n-propylamine (TPA) |
| CN103772204A (en) * | 2012-10-24 | 2014-05-07 | 中国石油化工股份有限公司 | Synthetic method of diisopropylamine |
| CN103787892A (en) * | 2012-11-01 | 2014-05-14 | 中国石油化工股份有限公司 | Process for synthesizing diisopropylamine from isopropylamine |
| 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 |
| CN107522622A (en) * | 2017-07-19 | 2017-12-29 | 安徽昊源化工集团有限公司 | A kind of method of thick isopropylamine separating-purifying diisopropylamine |
-
2000
- 2000-05-26 CN CNB001104675A patent/CN1148341C/en not_active Expired - Lifetime
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012000952A1 (en) | 2010-06-30 | 2012-01-05 | Basf Se | Method for producing tri-n-propyl amine (tpa) |
| US8466322B2 (en) | 2010-06-30 | 2013-06-18 | Basf Se | Process for preparing tri-n-propylamine (TPA) |
| CN102180797A (en) * | 2011-03-17 | 2011-09-14 | 浙江大学 | Synthesis method of N,N-diethyl isopropylamine |
| CN103772204A (en) * | 2012-10-24 | 2014-05-07 | 中国石油化工股份有限公司 | Synthetic method of diisopropylamine |
| CN103772204B (en) * | 2012-10-24 | 2015-09-02 | 中国石油化工股份有限公司 | A kind of synthetic method of Diisopropylamine |
| CN103787892A (en) * | 2012-11-01 | 2014-05-14 | 中国石油化工股份有限公司 | Process for synthesizing diisopropylamine from isopropylamine |
| CN103787892B (en) * | 2012-11-01 | 2016-01-20 | 中国石油化工股份有限公司 | A kind of method of Isopropylamine synthesis Diisopropylamine |
| 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 |
| CN107522622A (en) * | 2017-07-19 | 2017-12-29 | 安徽昊源化工集团有限公司 | A kind of method of thick isopropylamine separating-purifying diisopropylamine |
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| CN1148341C (en) | 2004-05-05 |
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