CN105367411B - A kind of propane acrylic acid - Google Patents
A kind of propane acrylic acid Download PDFInfo
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- CN105367411B CN105367411B CN201510865862.5A CN201510865862A CN105367411B CN 105367411 B CN105367411 B CN 105367411B CN 201510865862 A CN201510865862 A CN 201510865862A CN 105367411 B CN105367411 B CN 105367411B
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- propane
- acrylic acid
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/215—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of saturated hydrocarbyl groups
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Abstract
The present invention relates to a kind of propane acrylic acid, for this method under the protection of inert gas, propane directly generates acrylic acid with oxygen by catalyst, wherein, the ratio of inert gas and fuel gas meets below equation：Y=(100-x) × 0.298 (11.16 ＜ x ＜ 14.99), wherein, x is the mole percent of inert gas, and y is the mole percent of fuel gas.The ratio that propane one-step method prepares in acrylic acid propane in mixed gas, carbon monoxide, oxygen and inert gas has been can obtain, has avoided exploding in production process, device is run under the conditions of safe and stable.Simultaneously, ensure the activity of catalyst, improve reaction conversion ratio and reduce the generation of accessory substance, overcome propane one-step method and prepare the technology barrier that acrylic acid reaction process is difficult to industrial applications because being prone to blast, more traditional propylene acid production process can effectively reduce occupation of land and investment, improve the competitiveness of product.
Description
Technical field
The present invention relates to a kind of propane acrylic acid.
Background technology
Acrylic acid is the important raw material of organic chemical industry, is widely used in the Chemical Manufactures such as super absorbent resin, coating, weaving
Field.Acrylic acid technology of preparing mainly has acrylonitrile hydrolysis method, cyanoethanol method, Reppe methods and propylene gas phase two-step penetration method.Mesh
Mainly using the step air oxidation process of propylene gas phase two on former world, the first step is propylene oxidation acrolein；Second step is
Acrolein oxidation obtains acrylic acid.Raw material propylene separates or passed through dehydrogenating propane usually from cracking of ethylene, oil refinery liquefied gas
Obtain, above-mentioned source has the shortcomings of cost of material is high or preparation technology is complicated, technological process is long, investment is high.
To overcome the shortcomings of that existing propylene two-step oxidizing process prepares acrylic acid, raw material sources are enriched, are adopted by raw material of propane
The focus and development trend that acrylic acid has become research are prepared with suitable catalyst one-step method.Propane one-step oxidation process production third
Olefin(e) acid technique, be using propane as raw material, in the presence of catalyst it is raw with oxygen reaction into acrylic acid and water.The reaction is to put by force
The oxidation reaction of heat, its reaction equation are as follows：
CH3-CH2-CH3+2O2→CH2=CHCOOH (g)+2H2O (g) Δs H=-715kJ
But the by-products such as carbon monoxide, carbon dioxide, acetic acid, propylene can be produced in the lump during this method generation acrylic acid
Thing.Main side reaction has：
CH3-CH2-CH3+3O2→CH3COOH+2H2O+CO2
CH3-CH2-CH3+5O2→4H2O+3CO2
Raw material propane and byproducts of carbon monoxide of propane one-step method acrylic acid etc. are inflammable, explosion hazard gases, in work
The propane for because of the process safety sex chromosome mosaicism that oxygen being introduced and brought in air, not yet occurring maturation at present is must take into consideration in industry application
The application of one-step method acrylic acid industrially.
The content of the invention
It is an object of the present invention to provide a kind of propane acrylic acid method, particularly provides a kind of propane one-step method propylene
The safe commercial run of acid.This method includes：Under the protection of inert gas, propane is direct by catalyst with oxygen
Acrylic acid is generated, wherein, the ratio of inert gas and fuel gas meets below equation：Y=(100-x) × 0.298 (11.16
＜ x ＜ 14.99), wherein, x is the mole percent of inert gas, and y is the mole percent of fuel gas.
In the above-mentioned methods, when yield is preferable, oxygen is 2 times of fuel gas.
In the above-mentioned methods, catalyst is vanadium phosphorus oxide, heteropoly compound, metal composite oxide or theirs is any
Combination.
In the above-mentioned methods, inert gas is nitrogen, carbon dioxide, vapor or their any combination.
In the above-mentioned methods, the step of carrying out preparing acrylic acid in oxidation reactor, and wherein, propane, oxygen with
Inert gas is sent into oxidation reactor after premixer is sufficiently mixed.
In the above-mentioned methods, catalyst is located in oxidation reactor.
In the above-mentioned methods, the product generated after propane and oxygen reaction and accessory substance are introduced into absorption tower.
In the above-mentioned methods, propane exports with the product generated after oxygen reaction from the bottom of towe on the absorption tower.
In the above-mentioned methods, gas part in the accessory substance that will be generated after propane and oxygen reaction is from the absorption tower
It is introduced into after tower top export in the premixer and carries out circulation step.
The present invention obtains the circulation air pressure in device by inerting Limit Analysis according to gas component in course of reaction
Contracting machine exit region, reactor inlet region, the reaction explosion limit curve in reactor outlet region, while by being calculated
Catalyst protection line.In process of production, by controlling the ratio of fuel gas and inert gas, make it not in blast area
It is interior, while it is no more than catalyst protection line.So, course of reaction can be run under the security context not exploded, and can be protected
Demonstrate,prove catalyst activity, reduce the generation of accessory substance.
The present invention prepares in acrylic acid process propane, an oxygen in each position mixed gas by adjustment control propane one-step method
Change the ratio of carbon, oxygen and inert gas, effectively avoiding exploding in production process occurs, and ensures device in safety, stable bar
Run under part.Meanwhile ensure the activity of catalyst, improve reaction conversion ratio and reduce the generation of accessory substance, overcome propane one
Footwork prepares the technology barrier that acrylic acid reaction process is difficult to industrial applications because being prone to blast, more traditional acrylic acid
Production technology can effectively reduce occupation of land and investment, improve the competitiveness of product.
Brief description of the drawings
Fig. 1 is process chart.
Fig. 2 is the blast curve map of recycle gas compressor outlet.
Fig. 3 is the blast curve map of reactor inlet.
Fig. 4 is the blast curve map of reactor outlet.
Fig. 5 is the reaction blast curve map of the present invention.
Embodiment
Below in conjunction with the accompanying drawing in the embodiment of the present invention, the technical scheme in the embodiment of the present invention is carried out clear, complete
Site preparation describes, it is clear that described embodiment is only part of the embodiment of the present invention, rather than whole embodiments.Based on this
Embodiment in invention, the every other embodiment that those of ordinary skill in the art are obtained, belong to the model that the present invention protects
Enclose.
The propane of reference picture 1 is sent into premixer M-101 from battery limit (BL) feeder, oxygen, nitrogen and vapor from battery limit (BL)
Enter entry mixers M-102 after being sufficiently mixed with absorption tower C-110 tower top circulating air and be sufficiently mixed feeding oxidation instead with propane
Device R-101 is answered, propane reacts generation acrylic acid and carbon monoxide, carbon dioxide, second with oxygen in the presence of oxidation catalyst
The accessory substances such as acid, propylene.Oxidation reactor exit gas enters absorption tower C-110, obtains reaction end gas in tower top, is obtained in bottom of towe
To crude acrylic acid solution.Preferably, catalyst can be one in vanadium phosphorus oxide, heteropoly compound, metal composite oxide
Kind is several.
Mainly contained in the reaction end gas gone out by absorbing tower top row propane, propylene, oxygen, carbon monoxide, carbon dioxide,
The composition such as nitrogen and water vapour, pollution of the organic matter reduction to environment is removed by the way that a part of tail gas is drained into burned waste gas,
Remaining reaction end gas Returning oxidation reactor after recycle compressor K-101 compressions continues to participate in oxidation reaction.
Three regions for being easy to produce blast in the preparation process of propane one-step method acrylic acid be present, be circulating air respectively
Compressor outlet region, reactor inlet region, reactor outlet region.Ensure three above region be in blast area it
Outside, while ensure that the component of mixed gas sufficiently guard catalyst and can reduce the generation of accessory substance in the reasonable scope.
With reference to the accompanying drawings and detailed description, the present invention is made and be further described in detail.
Oxidation of propane reaction explosive range is obtained using inerting Limit Analysis, is exported respectively in recycle gas compressor
(sample point 1 of corresponding diagram 1), reactor inlet (sample point 2 of corresponding diagram 1) and the reactor outlet (sample point of corresponding diagram 1
3) four points are arbitrarily selected, are respectively labeled as recycle gas compressor outlet A1, A2, A3, A4；Reactor inlet B1, B2, B3, B4；
Reactor outlet C1, C2, C3, C4.
1st, the explosion limit experimental result of recycle gas compressor outlet and blast curve map
Combustible (fuel gas, steam and dust) must be in certain concentration range uniformly with air (or oxygen)
Mixing, premix gas is formed, meeting ignition source can just explode, and this concentration range is referred to as explosion limit, or the explosion ratio limit.
The technical process of acrylic acid processed is aoxidized according to the step of propane one, recycle gas compressor exports fuel gas under nominal situation
For the carbon monoxide of 3.04% propane+8.61%.Through industrial analysis, the change in concentration scope of carbon monoxide is 5%~15%, propane
Content is constant, therefore it is respectively 1 to determine propane respectively in an experiment with carbon monoxide ratio:1.64(3.04:5),1:2.83
(3.04:8.61),1:4.93(3.04:15) in the case of three kinds burning mixture explosion limit.
The recycle gas compressor of table 1 exports explosion limit experimental result
Draw to obtain the blast curve map of recycle compressor outlet, such as Fig. 2 by above experimental data.Explode extra curvature
Point is the safety in production scope of recycle gas compressor outlet.
2nd, the explosion limit experimental result of reactor inlet and blast curve map.
Reactor inlet fuel gas is the carbon monoxide of 2.19% propane+6.21% under nominal situation.Through industrial analysis, one
The change in concentration scope of carbonoxide is 5%~15%, and propane content is constant, therefore determines carbon monoxide volumetric concentration point in an experiment
Not Wei 5%, 6.21% and 15% when mixed gas explosion limit.Reactor inlet Mixed Gases Explosion limit experiment knot
Fruit, such as table 2.
The reactor inlet explosion limit experimental result of table 2
Draw to obtain the blast curve map of reactor inlet, such as Fig. 3 by above experimental data.The point of blast extra curvature is equal
For the safety in production scope of reactor inlet.
3rd, the explosion limit experimental result of reactor outlet and blast curve map.
The technical process of acrylic acid processed is aoxidized according to the step of propane one, reactor outlet fuel gas is under nominal situation
The carbon monoxide of 2.54% propane+7.2%.Through industrial analysis, the change in concentration scope of carbon monoxide is 5%~15%, and propane contains
Measure blast that is constant, therefore determining mixed gas when carbon monoxide volumetric concentration is respectively 5%, 7.2% and 15% in an experiment
The limit.Reactor outlet Mixed Gases Explosion limit experimental result, such as table 3.
The reactor outlet explosion limit experimental result of table 3
Draw to obtain the blast curve map of reactor outlet, such as Fig. 4 by above experimental data.The point of blast extra curvature is equal
For the safety in production scope of reactor inlet.
4th, propane acrylic acid reaction process blast curve map
During propane prepares acrylic acid, equipment safety is should first ensure that, mixed gas is not exploded, so that should
Ensure that the mixing gas component of the various pieces of equipment does not fall in blast curve, Fig. 2, Fig. 3, Fig. 4 blast curve ranges
It is overlapped mutually, obtains the blast curve map of maximum, the gas of mixing, which should be reported, is fallen into the blast curve map of maximum.Meanwhile it is catalyzed
Agent effectively need the catalyst that adequately protects to reaction, catalyst activity and mixed gas obtain ratio suitably ensure it is normal
Carry out.
The ratio of fuel gas and oxygen is linear relationship on protective wire, due to there was only three class gases in reaction mixture gas
(fuel gas, inert gas and oxygen), therefore fuel gas and inert gas relation are also linear relationship on protective wire.
The main reflection formula of acrylic acid is prepared according to propane one-step method：
CH3-CH2-CH3+2O2→CH2=CHCOOH+2H2O
When i.e. a unit propane participates in reaction, required oxygen is two units.
By device experiment, 17.8~22.5% (wt) acrylic acid solution is can obtain when yield is preferable.
Participate in reaction equation：
CH3-CH2-CH3+2O2→CH2=CHCOOH (g)+2H2O
2CO+O2→2CO2
To make reversible reaction carry out to forward direction using oxygen excessive response mode.
Reactor content parameter (takes reactor inlet sample point material composition to represent reaction when normal production and preferable yield
Material forms in device)
Fuel gas forms, propane：CO=0.829：1
It is 2 times of fuel gas to participate in reaction amount of oxygen.
When yield is 17.8%, response parameter is F2 (14.99,25.30) in figure
When yield is 22.5%, response parameter is F1 (11.16,26.42) in figure
Using formula XINT=1-XPP-XO in previous answer2
Find that operating curve represents that formula is as follows for a straight line when normal production and preferable yield by curve matching：
Y=(100-x) × 0.298 (11.16 ＜ X ＜ 14.99).
Fig. 5 is the reaction blast curve map of the present invention.Wherein, the specific formula of curve of exploding is：
The blast curve of each sample point (sample point 1, sample point 2 and sample point 3 in Fig. 1), i.e. A1-A2- are provided first
The piecewise function expression formula of A3-A4, B1-B2-B3-B4, C1-C2-C3-C4 respectively.
By taking A1-A2-A3-A4 as an example, the coordinate that A1-A4 each points can be obtained through curve matching is respectively：
A1 (0,17.29), A2 (41.75,7.10)
A3 (23.91,2.32), A4 (0,2.88)
It can obtain piecewise function
A1-A2：Y=-0.2441x+17.29 (0 ＜ X ＜ 41.75)
A2-A3：Y=0.2679x-4.0864 (23.91 ＜ X ＜ 41.75)
A3-A4：Y=-0.0234x+2.88 (0 ＜ X ＜ 23.91)
B1-B2-B3-B4 and C1-C2-C3-C4 piecewise functions can similarly be obtained.
B1-B2-B3-B4,
B1 (0,15.63), B2 (34.40,5.04)
B3 (19.56,2.45), B4 (0,2.77)
Piecewise function
B1-B2：Y=-0.3078x+15.63 (0 ＜ X ＜ 34.40)
B2-B3：Y=0.1745x-0.9638 (19.56 ＜ X ＜ 34.40)
B3-B4：Y=-0.0164x+2.77 (0 ＜ X ＜ 19.56)
C1-C2-C3-C4,
C1 (0,18.83), C2 (36.99,5.05)
C3 (16.72,2.77), C4 (0,2.94)
Piecewise function
C1-C2：Y=-0.3725x+18.83 (0 ＜ X ＜ 36.99)
C2-C3：Y=0.1125x+0.8893 (16.72 ＜ X ＜ 36.99)
C3-C4：Y=-0.0102x+2.94 (0 ＜ X ＜ 16.72)
It can find to meet three sample points (sample point 1, sample point 2 and sample point 3) by precision drafting (referring to figure below)
Scope outside the curve that explodes is
C1-D1-A2-D2-C2-D3-A3-D4-B4
And D1-D4 coordinates are：
D1 (12.57,14.22), D2 (35.98,5.55)
D3 (32.67,4.67), D4 (14.70,2.53)
Piecewise function：
C1-D1：Y=-0.3725x+18.83 (0 ＜ X ＜ 12.57)
D1-A2：Y=-0.2441x+17.29 (12.57 ＜ X ＜ 41.75)
A2-D2：Y=0.2679x-4.0864 (35.98 ＜ X ＜ 41.75)
D2-C2：Y=-0.3725x+18.83 (35.98 ＜ X ＜ 36.99)
C2-D3：Y=0.1125x+0.8893 (32.67 ＜ X ＜ 36.99)
D3-A3：Y=0.2679x-4.0864 (23.91 ＜ X ＜ 32.67)
A3-D4：Y=-0.0234x+2.88 (14.70 ＜ X ＜ 23.91)
D4-B4：Y=-0.0164x+2.77 (0 ＜ X ＜ 14.70)
The as specific formula of blast curve.It is 20% to assume initially that fuel gas mole percent, then reacts requisite oxygen
Gas mole percent is 40%, and it is 40% to be computed inert gas mole percent in mixed gas.It can be protected line
One data point is (40%, 20%).
Secondly it is 30% to assume fuel gas mole percent, then oxygen mole percent needed for reaction is 60%, through meter
It is 10% to calculate inert gas mole percent in mixed gas.The data point that can be protected line is (10%, 30%).
Therefore it is catalyst protection line E1-E2 by 2 points of straight line.When operating point falls on straight line, due to ginseng
The fuel gas and requisite oxygen gas phase for adding reaction are worked as.I.e. when operating point is located above protective wire, the oxygen for participating in reaction does not fill
Foot, reaction fuel gas reaction are insufficient.
To sum up as shown in figure 5, the scope of dash area can guarantee that the safety progress of reaction.
The present invention prepares in acrylic acid process propane, an oxygen in each position mixed gas by adjustment control propane one-step method
Change the ratio of carbon, oxygen and inert gas, effectively avoiding exploding in production process occurs, and ensures device in safety, stable bar
Run under part.Meanwhile ensure the activity of catalyst, improve reaction conversion ratio and reduce the generation of accessory substance, overcome propane one
Footwork prepares the technology barrier that acrylic acid reaction process is difficult to industrial applications because being prone to blast, more traditional acrylic acid
Production technology can effectively reduce occupation of land and investment, improve the competitiveness of product.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all essences in the present invention
God any modification, equivalent substitution and improvements made etc., should be included in the scope of the protection with principle.
Claims (8)
1. a kind of propane acrylic acid, it is characterised in that under the protection of inert gas, propane is with oxygen by being catalyzed
Agent catalysis directly generates acrylic acid, wherein, the ratio of inert gas and fuel gas meets below equation：Y=(100-x) ×
0.298 (11.16 ＜ x ＜ 14.99), wherein, x is the mole percent of inert gas, and y is the mole percent of fuel gas,
Wherein, by mole oxygen is 2 times of fuel gas, and the fuel gas includes propane and carbon monoxide.
2. the method described in claim 1, it is characterised in that catalyst be vanadium phosphorus oxide, metal composite oxide or they
Any combination.
3. the method described in claim 1, it is characterised in that inert gas is nitrogen, carbon dioxide, vapor or their times
Meaning combination.
4. the method described in claim 1-3 any one, it is characterised in that carry out preparing acrylic acid in oxidation reactor
Step, and wherein, propane, oxygen and inert gas are sent into oxidation reactor after premixer is sufficiently mixed.
5. the method described in claim 4, it is characterised in that catalyst is located in oxidation reactor.
6. the method described in claim 4, it is characterised in that introduce the product generated after propane and oxygen reaction and accessory substance
Absorption tower.
7. the method described in claim 6, it is characterised in that the product generated after propane and oxygen reaction is from the absorption tower
Bottom of towe exports.
8. the method described in claim 6, it is characterised in that the gas portion in the accessory substance that will be generated after propane and oxygen reaction
Divide after the tower top export on the absorption tower to be introduced into the premixer and carry out circulation step.
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| CN201510865862.5A CN105367411B (en) | 2015-12-01 | 2015-12-01 | A kind of propane acrylic acid |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103193617A (en) * | 2013-03-25 | 2013-07-10 | 中国石油集团东北炼化工程有限公司吉林设计院 | Tail gas circulating process in acrylic acid production by propane one-step method |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103193617A (en) * | 2013-03-25 | 2013-07-10 | 中国石油集团东北炼化工程有限公司吉林设计院 | Tail gas circulating process in acrylic acid production by propane one-step method |
Non-Patent Citations (1)
| Title |
|---|
| 《丙烷直接催化氧化制丙烯酸探索性研究》;刘广舜等;《大庆石油学院学报》;199606;第20卷(第2期);第32-35页 * |
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Effective date of registration: 20200928 Address after: 132002 3-6 and 9-13 floors of Block A, Jihua Economic and Trade Center, Tongtan Road, Changyi District, Jilin Province Patentee after: PetroChina Jilin Chemical Engineering Co.,Ltd. Address before: 132002, Jilin, Jilin Province tung Chi Road East Economic and Trade Building Patentee before: JILIN DESIGNING INSTITUTE OF CNPC NORTHEAST REFINING & CHEMICAL ENGINEERING Co.,Ltd. |