CN105057002A - Acetylene to ethylene liquid catalyst and preparation method therefor - Google Patents
Acetylene to ethylene liquid catalyst and preparation method therefor Download PDFInfo
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- CN105057002A CN105057002A CN201510484974.6A CN201510484974A CN105057002A CN 105057002 A CN105057002 A CN 105057002A CN 201510484974 A CN201510484974 A CN 201510484974A CN 105057002 A CN105057002 A CN 105057002A
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Abstract
The invention relates to an acetylene to ethylene liquid catalyst. The liquid catalyst comprises metal ions, a complexing agent, a stabilizer and an alkaline aqueous solution. According to the liquid catalyst, the liquid catalyst can be miscible with a liquid-phase solvent in any proportion; when pH of the liquid-phase solvent is relatively high, the metal ions will not generate corresponding hydroxide precipitate; conventional "gas-solid" and "gas-liquid-solid" contact reactions can be changed into a "gas-liquid" contact reaction, thereby improving the selectivity of acetylene hydrogenation to ethylene, and increasing the poison tolerance of the catalyst to H2S, AsH3, PH3 and the like in a gas phase.
Description
Technical field
The invention belongs to gas treatment processing method technical field, particularly a kind of acetylene ethene liquid-phase catalyst and preparation method thereof.
Background technology
Along with petroleum resources are day by day exhausted, Development of Coal chemical industry is the significant process that the chemical process of raw material becomes petroleum replacing chemical industry route, obtains extensive concern, and obtains fast development.
In coal chemical technology, be that raw material produces acetylene by calcium carbide technique, extensive use with coal, take acetylene as raw material, under selective hydrocatalyst effect, by Hydrogenation for ethylene product, Coal Chemical Industry Route can be expanded further.And the downstream product polyvinyl chloride (PVC) that acetylene was main in the last few years supply exceed demand, PVC industrial profit is not high, is badly in need of expanding acetylene downstream product industrial chain; Ethene is most important basic material in petrochemical industry, is called as " mother of petrochemical industry ".Be widely used in plastics, lubricating oil, polymer and some intermediates, pass through cracking primarily of oil or low-carbon alkanes at present.Ethene downstream product is as ethylene glycol, and butanediol, acrylic acid, polyvinyl alcohol etc. also have good economic worth.Therefore, the novel technique of exploitation producing ethylene with acetylene hydrogenation can provide a kind of new raw material to originate for ethylene industry, and reduces ethene to the degree of dependence of petroleum resources and production cost of ethylene, has broad application prospects.
Because producing ethylene with acetylene hydrogenation process responds all heat releases, adopt fixed bed to carry out preparing ethylene by selective hydrogenation of acetylene, heat is difficult to shift out rapidly, causes bed temperature rise violent.Acetylene polymerization reaction take place generates green oil covering catalyst surface, makes catalysqt deactivation, thus reduces catalytic activity, causes conversion of alkyne to reduce yield of ethene and reduces.When adopting slurry bed system to carry out this reaction, catalyst is dispersed in the middle of solvent, this process is three-phase haptoreaction, reaction liberated heat can be shifted out, but because the catalysts and solvents that blasts of gas is in flow regime under it drives always, easily cause the wearing and tearing of catalyst, easily carried by gas-liquid again after catalyst abrasion and cause damage, and slurry bed system solid catalyst difficulty used reclaims the problems such as difficult life.
Summary of the invention
Technical problem to be solved by this invention is to provide a kind of high concentration producing ethylene with acetylene hydrogenation liquid-phase catalyst, realizes high concentration preparing ethylene by selective hydrogenation of acetylene; This liquid-phase catalyst described can dissolve each other with arbitrary proportion with liquid phase solvent, and metal ion does not generate corresponding precipitation of hydroxide as liquid-phase catalyst pH higher (pH>10).This catalyst can change traditional acetylene hydrogenation pattern, and traditional " gas-solid " and " gas-liquid-solid " haptoreaction is changed into " solution-air " haptoreaction.
The invention provides a kind of liquid-phase catalyst for producing ethylene with acetylene hydrogenation, described liquid-phase catalyst comprises metal ion, complexing agent, stabilizing agent and alkaline aqueous solution.
Described liquid-phase catalyst is homogeneous, stable solution.
Described metal ion be selected from tungsten, molybdenum, palladium, manganese, iron, silver, lanthanum one or more.
Preferably, described metal ion is that the primary metal ion of 1 ~ 3:1 and assistant metal ion form by mol ratio;
Described primary metal ion be selected from tungsten, molybdenum, palladium one or more, be preferably palladium;
Described assistant metal ion be selected from manganese, iron, silver, lanthanum one or more, be preferably in manganese, iron one or both.
The mol ratio of metal ion of the present invention and described complexing agent is 0.6 ~ 1.5:1.
Described metal ion is preferably metal nitrate.
Described complexing agent is selected from nitrilotriacetic acid, one or more in ethylenediamine tetra-acetic acid and diethylene triamine pentacarboxylic acid.
Stabilizing agent of the present invention be selected from anhydrous sorbitol, glucose and fructose one or more, be preferably anhydrous sorbitol.
The solute of alkaline aqueous solution of the present invention is NaOH or KOH.
Liquid-phase catalyst preferable ph of the present invention is greater than 10.The present invention is by carrying out choose reasonable and proportioning to the composition of liquid-phase catalyst, by adding stabilizing agent, guarantee that described metal ion can not generate precipitation of hydroxide under the strong basicity environment of pH > 10, the stable components of liquid-phase catalyst.Furthermore, environment due to high ph-values can make contained acid impurities gas in the unstripped gas of acetylene ethene ionize fast, liquid-phase catalyst provided by the invention can use under higher pH value environment, to resist the impact of impurities in feed gas gas.
As a preferred embodiment of the present invention, described liquid-phase catalyst is the aqueous solution of pH > 10, comprises the composition of following weight portion: NaOH or KOH12 ~ 16.8 part, anhydrous sorbitol 2 ~ 5 parts, complexing agent 19 ~ 23.6 parts, metal nitrate 15 ~ 29.7 parts; Described complexing agent is nitrilotriacetic acid, ethylenediamine tetra-acetic acid or diethylene triamine pentacarboxylic acid; Described metal nitrate comprises palladium nitrate.
Further preferably, described liquid-phase catalyst is the aqueous solution of pH > 10, comprises the composition of following weight portion: KOH16.8 part, anhydrous sorbitol 5 parts, ethylenediamine tetra-acetic acid 22 parts, palladium nitrate 8.6 ~ 20.7 parts, ferric nitrate is or/and manganese nitrate 9 ~ 9.2 parts.
Most preferably, described liquid-phase catalyst is the aqueous solution of pH > 10, comprises the composition of following weight portion: NaOH or KOH16.8 part, anhydrous sorbitol 5 parts, ethylenediamine tetra-acetic acid 22 parts, palladium nitrate 8.6 parts, ferric nitrate 4.5 parts and manganese nitrate 4.7 parts.
The present invention protects the preparation method of described liquid catalyst further.
Described preparation method comprises the following steps: take NaOH or KOH solid, is mixed with the saturated aqueous solution under room temperature, adds stabilizing agent wherein, be stirred to without after solid insoluble, add complexing agent and metal ion again, continue stirring until without solid insoluble in solution, obtain liquid-phase catalyst.
The present invention carries out preferably the consumption of each raw material further, and the mass ratio of described stabilizing agent and NaOH or KOH is preferably 0.2 ~ 0.5:1; The mass ratio of described complexing agent and NaOH or KOH is preferably 0.8 ~ 3:1; The mol ratio of described metal ion and complexing agent is preferably 0.6 ~ 1.5:1.
When preparing liquid-phase catalyst, described metal ion is preferably the nitrate of metal.
In described preparation method, due to NaOH or KOH water-soluble time can heat release, should to be stirred in solution without precipitation during preparation, to stop heat release, after being formed to the saturated solution under room temperature, then add other raw material in solution.Homogeneous, stable in order to ensure gained liquid-phase catalyst, when adding each raw material successively, should add while stirring.
The present invention protects the application of described liquid catalyst in producing ethylene with acetylene hydrogenation further.
The solvent that described liquid-phase catalyst should react used with high concentration producing ethylene with acetylene hydrogenation dissolves each other.The consumption of described liquid-phase catalyst is preferably 0.1 ~ 15% of described solvent load.
The present invention is by carrying out preferably to the composition of liquid-phase catalyst, mainly through improving the pH value of liquid-phase catalyst, and add complexing metal auxiliary agent, can increase liquid-phase catalyst when applying to unstripped gas in the anti-poisoning capability of impurities raw material, the maximum concentration of the impurities in feed gas raw material that this liquid-phase catalyst allows can reach 1%.Described impurity raw material comprises H
2s, AsH
3, PH
3in one or more.
Beneficial effect of the present invention comprises: provide a kind of liquid-phase catalyst, changes " gas-solid " two " gas-liquid-solid " three haptoreactions making traditional acetylene hydrogenation, becomes " solution-air " haptoreaction; Traditional solid catalyst is become liquid-phase catalyst, avoids generating green oil to the covering of catalyst active center; By the ratio of variety classes complexing metal in regulator solution phase catalyst, make the hydrogenation activity of liquid-phase catalyst be in suitable condition, can either ensure that the high conversion of acetylene avoids acetylene generation autohemagglutination to generate green oil, ethane can be generated by ethene suppressing deep hydrogenation again; Improve the selective of producing ethylene with acetylene hydrogenation, add the yield of ethene in gas product; Liquid-phase catalyst can be increased to H in unstripped gas owing to adding complexing metal auxiliary agent in catalyst system
2s, AsH
3and PH
3anti-poisoning capability, in the unstripped gas that this catalyst allows, the maximum concentration of three kinds of impurity raw materials can reach 1%.
Detailed description of the invention
Following examples for illustration of the present invention, but are not used for limiting the scope of the invention.
Embodiment 1
1g is used for the liquid-phase catalyst of producing ethylene with acetylene hydrogenation, comprises following composition: NaOH0.20g, anhydrous sorbitol 0.03g, nitrilotriacetic acid 0.32g, palladium nitrate 0.25g; This catalyst is the aqueous solution of pH > 10.
Embodiment 2
1g is used for the liquid-phase catalyst of producing ethylene with acetylene hydrogenation, comprises following composition: NaOH0.18g, anhydrous sorbitol 0.07g, ethylenediamine tetra-acetic acid 0.33g, palladium nitrate 0.26g; This catalyst is the aqueous solution of pH > 10.
Embodiment 3
1g is used for the liquid-phase catalyst of producing ethylene with acetylene hydrogenation, comprises following composition: NaOH0.17g, anhydrous sorbitol 0.07g, diethylene triamine pentaacetic acid 0.33g, palladium nitrate 0.29g; This catalyst is the aqueous solution of pH > 10.
Embodiment 4
1g is used for the liquid-phase catalyst of producing ethylene with acetylene hydrogenation, comprises following composition: KOH0.19g, anhydrous sorbitol 0.06g, ethylenediamine tetra-acetic acid 0.25g, palladium nitrate 0.23g, ferric nitrate 0.10g; This catalyst is the aqueous solution of pH > 10.
Embodiment 5
1g is used for the liquid-phase catalyst of producing ethylene with acetylene hydrogenation, comprises following composition: KOH0.22g, anhydrous sorbitol 0.07g, ethylenediamine tetra-acetic acid 0.29g, palladium nitrate 0.11g, ferric nitrate 0.06g, manganese nitrate 0.06g; This catalyst is the aqueous solution of pH > 10.
Embodiment 6
Liquid-phase catalyst is prepared according to following steps:
Take NaOH solid 12g, be mixed with the saturated aqueous solution under room temperature; Add anhydrous sorbitol 2g wherein, be stirred to without after solid insoluble, then add nitrilotriacetic acid 19g and palladium nitrate 15g, continue stirring until without solid insoluble in solution, obtain liquid-phase catalyst.
Embodiment 7
Liquid-phase catalyst is prepared according to following steps:
Take NaOH solid 12g, be mixed with the saturated aqueous solution under room temperature; Add anhydrous sorbitol 5g wherein, be stirred to without after solid insoluble, then add ethylenediamine tetra-acetic acid 22g and palladium nitrate 17.25g, continue stirring until without solid insoluble in solution, obtain liquid-phase catalyst.
Embodiment 8
Liquid-phase catalyst is prepared according to following steps:
Take NaOH solid 12g, be mixed with the saturated aqueous solution under room temperature, add anhydrous sorbitol 5g wherein, be stirred to without after solid insoluble, add diethylene triamine pentaacetic acid 23.6g and palladium nitrate 20.7g again, continue stirring until without solid insoluble in solution, obtain liquid-phase catalyst.
Embodiment 9
Liquid-phase catalyst is prepared according to following steps:
Take KOH solid 16.8g, be mixed with the saturated aqueous solution under room temperature, add anhydrous sorbitol 5g wherein, be stirred to without after solid insoluble, add ethylenediamine tetra-acetic acid 22g, palladium nitrate 20.7g and ferric nitrate 9g again, continue stirring until without solid insoluble in solution, obtain liquid-phase catalyst.
Embodiment 10
Liquid-phase catalyst is prepared according to following steps:
Take KOH solid 16.8g, be mixed with the saturated aqueous solution under room temperature, add anhydrous sorbitol 5g wherein, be stirred to without after solid insoluble, add ethylenediamine tetra-acetic acid 22g, palladium nitrate 8.6g, ferric nitrate 4.5g and manganese nitrate 4.7g again, continue stirring until without solid insoluble in solution, obtain liquid-phase catalyst.
Experimental example
By the unstripped gas that hydrogen and acetylene form with mol ratio 4:1, pass into the liquid phase be made up of liquid phase solvent NMP (1-METHYLPYRROLIDONE) 95g and embodiment 1 ~ 5 gained liquid-phase catalyst 5g with flow velocity 1000mL/min from bottom, operating pressure is 0.2MPa, successive reaction under 140 DEG C of conditions, be separated the gas-phase product flowed out from top, obtain product.
Table 1: liquid catalyst effect
As shown in Table 1, high concentration preparing ethylene by selective hydrogenation of acetylene catalyst provided by the invention, on the basis ensureing acetylene high conversion, ethene high selectivity, can adapt to H in unstripped gas
2s, AsH
3and PH
3the impact of higher concentration.
Although above with general explanation, detailed description of the invention and test, the present invention is described in detail, and on basis of the present invention, can make some modifications or improvements it, this will be apparent to those skilled in the art.Therefore, these modifications or improvements without departing from theon the basis of the spirit of the present invention, all belong to the scope of protection of present invention.
Claims (10)
1. for a liquid-phase catalyst for producing ethylene with acetylene hydrogenation, it is characterized in that, described liquid-phase catalyst comprises metal ion, complexing agent, stabilizing agent and alkaline aqueous solution.
2. liquid-phase catalyst according to claim 1, is characterized in that, described metal ion be selected from tungsten, molybdenum, palladium, manganese, iron, silver, lanthanum one or more.
3. liquid-phase catalyst according to claim 2, is characterized in that, described metal ion is that the primary metal ion of 1 ~ 3:1 and assistant metal ion form by mol ratio;
Described primary metal ion be selected from tungsten, molybdenum, palladium one or more;
Described assistant metal ion be selected from manganese, iron, silver, lanthanum one or more.
4. the liquid-phase catalyst according to claims 1 to 3 any one, is characterized in that, the mol ratio of described metal ion and described complexing agent is 0.6 ~ 1.5:1;
Described complexing agent is selected from nitrilotriacetic acid, one or more in ethylenediamine tetra-acetic acid and diethylene triamine pentacarboxylic acid.
5. liquid-phase catalyst according to claim 1, is characterized in that, the pH > 10 of described liquid-phase catalyst;
The solute of described alkaline aqueous solution is NaOH or KOH;
Described stabilizing agent be selected from anhydrous sorbitol, glucose and fructose one or more.
6. the preparation method of liquid-phase catalyst described in Claims 1 to 5 any one, is characterized in that, described preparation method comprises the following steps: take NaOH or KOH solid, is mixed with the saturated aqueous solution under room temperature; Add stabilizing agent wherein, be stirred to without after solid insoluble, then add complexing agent and metal ion, continue stirring until without solid insoluble in solution, obtain liquid-phase catalyst.
7. preparation method according to claim 6, is characterized in that, the mass ratio of described stabilizing agent and NaOH or KOH is 0.2 ~ 0.5:1; The mass ratio of described complexing agent and NaOH or KOH is 0.8 ~ 3:1; The mol ratio of described metal ion and described complexing agent is 0.6 ~ 1.5:1.
8. the application of liquid-phase catalyst in producing ethylene with acetylene hydrogenation that be prepared from of method described in liquid-phase catalyst described in Claims 1 to 5 any one or claim 6 or 7.
9. application according to claim 8, is characterized in that, described liquid-phase catalyst and producing ethylene with acetylene hydrogenation solvent used dissolve each other, and the consumption of described liquid-phase catalyst is 0.1 ~ 15% of described solvent load.
10. application according to claim 8 or claim 9, is characterized in that, comprise the foreign gas of volume content≤1% in the unstripped gas of described producing ethylene with acetylene hydrogenation; Described foreign gas comprises H
2s, AsH
3, PH
3in one or more.
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| CN201510484974.6A CN105057002B (en) | 2015-08-07 | 2015-08-07 | A kind of acetylene ethene liquid-phase catalyst and preparation method thereof |
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|---|---|---|---|
| CN201510484974.6A CN105057002B (en) | 2015-08-07 | 2015-08-07 | A kind of acetylene ethene liquid-phase catalyst and preparation method thereof |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1110933A (en) * | 1994-01-13 | 1995-11-01 | 法国石油公司 | Preparation of hydrogenation catalyst resovable in organic liquid phase |
| US20070021638A1 (en) * | 2003-09-03 | 2007-01-25 | Synfuels International, Inc. | Process for Liquid Phase Hydrogenation |
| CN101234350A (en) * | 2006-12-11 | 2008-08-06 | Ifp公司 | Catalyst prepared by impregnation with an aqueous solution containing oxy(hydroxy)de particles of a cation in interaction with a molecular species of a group viii metal |
| CN103044179A (en) * | 2012-12-19 | 2013-04-17 | 清华大学 | Method for preparing ethylene through liquid-phase selective hydrogenation of acetylene in slurry reactor |
| CN104803819A (en) * | 2015-05-15 | 2015-07-29 | 北京神雾环境能源科技集团股份有限公司 | Method and system for producing ethylene by utilizing pulverized coal |
-
2015
- 2015-08-07 CN CN201510484974.6A patent/CN105057002B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1110933A (en) * | 1994-01-13 | 1995-11-01 | 法国石油公司 | Preparation of hydrogenation catalyst resovable in organic liquid phase |
| US20070021638A1 (en) * | 2003-09-03 | 2007-01-25 | Synfuels International, Inc. | Process for Liquid Phase Hydrogenation |
| CN101234350A (en) * | 2006-12-11 | 2008-08-06 | Ifp公司 | Catalyst prepared by impregnation with an aqueous solution containing oxy(hydroxy)de particles of a cation in interaction with a molecular species of a group viii metal |
| CN103044179A (en) * | 2012-12-19 | 2013-04-17 | 清华大学 | Method for preparing ethylene through liquid-phase selective hydrogenation of acetylene in slurry reactor |
| CN104803819A (en) * | 2015-05-15 | 2015-07-29 | 北京神雾环境能源科技集团股份有限公司 | Method and system for producing ethylene by utilizing pulverized coal |
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Effective date of registration: 20200521 Address after: 100121 1105, floor 1, building 1, yard 18, Shuangqiao East Road, Chaoyang District, Beijing Patentee after: Beijing Jintai Chengrui Technology Development Co., Ltd Address before: 102200 No. 18 Fukang Road, Changping District science and Technology Park, Beijing Patentee before: BEIJING HUAFU ENGINEERING Co.,Ltd. |