CN104058918A - Hydrogenating method of unsaturated alkane based on microwaves - Google Patents
Hydrogenating method of unsaturated alkane based on microwaves Download PDFInfo
- Publication number
- CN104058918A CN104058918A CN201410252500.4A CN201410252500A CN104058918A CN 104058918 A CN104058918 A CN 104058918A CN 201410252500 A CN201410252500 A CN 201410252500A CN 104058918 A CN104058918 A CN 104058918A
- Authority
- CN
- China
- Prior art keywords
- unsaturated alkane
- microwave
- reaction
- unsaturated
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000001335 aliphatic alkanes Chemical class 0.000 title claims abstract description 45
- 238000000034 method Methods 0.000 title claims abstract description 18
- 238000006243 chemical reaction Methods 0.000 claims abstract description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 22
- 239000001257 hydrogen Substances 0.000 claims abstract description 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 230000005855 radiation Effects 0.000 claims abstract description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 19
- 238000005984 hydrogenation reaction Methods 0.000 claims description 14
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 11
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 claims description 2
- -1 isopropyl alkene Chemical class 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 abstract description 5
- 239000007789 gas Substances 0.000 description 8
- 238000005516 engineering process Methods 0.000 description 4
- 238000004817 gas chromatography Methods 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000012495 reaction gas Substances 0.000 description 4
- 230000009466 transformation Effects 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- 239000005997 Calcium carbide Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000005281 excited state Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000006053 organic reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- CLZWAWBPWVRRGI-UHFFFAOYSA-N tert-butyl 2-[2-[2-[2-[bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]-5-bromophenoxy]ethoxy]-4-methyl-n-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]anilino]acetate Chemical compound CC1=CC=C(N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)C(OCCOC=2C(=CC=C(Br)C=2)N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)=C1 CLZWAWBPWVRRGI-UHFFFAOYSA-N 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 230000003245 working effect Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a hydrogenating method of unsaturated alkane based on microwaves. The method comprises the following steps: introducing a certain amount of unsaturated alkane into a 25mL microwave container; after replacing air for three times, introducing 20-100psi unsaturated alkane; finally, introducing hydrogen with pressure being 30-250psi for microwave radiation for 1-5 hours, wherein the microwave radiation power is 10-25w and the reaction temperature is 20-100 DEG C; and carrying out a reaction on the unsaturated alkane with hydrogen under a condition without a catalyst so as to hydrogenate and saturate the unsaturated alkane. The method is mild in reaction condition and high in conversion ratio, thereby facilitating cost-saving.
Description
Technical field
The present invention relates to a kind of method of hydrotreating, particularly a kind of method of hydrotreating of unsaturated alkane.
Background technology
In the production process of the industry such as petrochemical industry, chemical industry, the normal tail gas that produces a large amount of CO of containing, is mainly CO and H
2, contain in addition CH
4, CO
2, N
2and sulfide, acetylene, ethene and the oxygen etc. of trace.In recent years, from utilize resources synthetically, energy-saving and cost-reducing angle, exploring the comprehensive utilization of the rich CO industrial gaseous wastees such as acetylene tail gas, calcium carbide furnace gas, coke(oven)gas both at home and abroad actively, can this type of waste gas serve as methyl alcohol or ammonia synthesis gas, and can key be remove acetylene, ethene wherein.Removing with shortening method of trace acetylene, ethene is comparatively effective, but larger for removing the special-purpose catalyst development difficulty of higher concentration CO gas trace acetylene, ethene, there is research unit to carry out correlative study although domestic, but only rest on laboratory stage, and only relate to adopt hydrogenation and removing acetylene, removing of ethene investigated, thus so far domestic and fail to develop the catalyzer of industrial application value.
The hydrogenation reaction of the unsaturated alkane of low-carbon (LC) is foolproof reaction, also be the reaction that is easy to generation, general under the effect of hydrogenation catalyst, can react at 100～200 DEG C, but due to the sulphur that contains higher concentration in these tail gas and CO, can produce poisoning effect to hydrogenation catalyst, thereby hydrogenation catalyst is lost activity, significantly shorten the work-ing life of catalyzer.
In recent years, rapidly, and the Application Areas of microwave technology also progressively expands for microwave technology development, and microwave is for organic reaction, as addition reaction, condensation reaction, DA reaction, substitution reaction etc. have very large promoter action.By with the contrast of reacting under conventional conditions, we find under microwave action, the non-incident reaction of normal condition can be easy to just occur, the reaction that needs just can complete under normal condition for several days, within several hours, just reacted completely, the reaction that needs the reaction of catalyzer under normal condition and comparatively could occur under exacting terms does not only need catalyzer under microwave action, and reaction conditions gentleness, productive rate is also high.
But, yet there are no and report for work microwave application in the hydrogenation reaction of unsaturated alkane, how by the hydrogenation reaction that is applied to unsaturated alkane appropriate microwave, and can improve the transformation efficiency of unsaturated alkane, be people's problem demanding prompt solutions.
Summary of the invention
For solving the problems of the technologies described above, the invention provides a kind of method of hydrotreating of the unsaturated alkane based on microwave, can, effectively by low-carbon (LC) hydrogenation of unsaturated hydrocarbons in the situation that not using catalyzer, can effectively be applied to the object of removing unsaturated hydrocarbons in industrial tail gas to reach.
For achieving the above object, technical scheme of the present invention is as follows:
A kind of method of hydrotreating of the unsaturated alkane based on microwave, comprise a certain amount of unsaturated alkane is poured in the microwave reaction container of 25mL, after displaced air 3 times, pour the unsaturated alkane of 20～100psi, finally pour the hydrogen that pressure is 30～250psi, microwave radiation 1～5h, microwave irradiation power is 10～25w, temperature of reaction is 20～100 DEG C, and unsaturated alkane and hydrogen are reacted, and makes unsaturated alkane hydrogenation saturated.
Preferably, the unsaturated alkane of low-carbon (LC) that described unsaturated alkane is C≤5, the unsaturated alkane of low-carbon (LC) is the basic raw material of petrochemical complex, in petrochemical complex application at most, the widest.
Preferably, the unsaturated alkane of described low-carbon (LC) is the one in ethene, propylene, isopropyl alkene, divinyl, butylene, acetylene, propine, isoprene or amylene.
Preferably, the volumetric usage of described unsaturated alkane and hydrogen is than being 1:2～1:5, and within the scope of this, unsaturated alkane is can hydrogenation saturated.
Preferably, the purity of described hydrogen is 99.99%, and the purity of hydrogen is higher, and the product purity obtaining after reaction is higher.
Pass through technique scheme, the method of hydrotreating of the unsaturated alkane based on microwave provided by the invention successfully by microwave application in the hydrogenation reaction of unsaturated alkane, under microwave radiation, alkane molecule and hydrogen molecule can be excited state by high speed rotating state-transition, this is a kind of high-octane unsteady state, collision violent between molecule can be under the condition of catalyst-free, only use microwave radiation, unsaturated alkane and hydrogen can react, and good hydrogenation, and reaction conditions gentleness, transformation efficiency is high, is conducive to cost-saving.
Embodiment
To the technical scheme in the embodiment of the present invention be clearly and completely described below.
The invention provides a kind of method of hydrotreating of the unsaturated alkane based on microwave, under microwave radiation, can well realize the hydrogenation reaction of unsaturated alkane.
Embodiment mono-:
Ethene is poured in the microwave reaction container of 25mL, after displaced air 3 times, pour the ethene of 30psi, finally pour hydrogen, hydrogen pours by 1.5 times of ethene, i.e. 45psi opens microwave irradiation, and microwave power is 15w, and temperature is controlled at 80 DEG C, reaction 2h.
After completion of the reaction, get reaction gas and do gas-chromatography test, find that conversion of ethylene is 95%.
Embodiment bis-:
Acetylene is poured in the microwave reaction container of 25mL, after displaced air 3 times, pour the acetylene of 30psi, finally pour hydrogen, hydrogen pours by 2.5 times of acetylene, i.e. 75psi opens microwave irradiation, and microwave power is 15w, and temperature is controlled at 80 DEG C, reaction 2h.
After completion of the reaction, get reaction gas and do gas-chromatography test, find that conversion of alkyne is 95%.
Embodiment tri-:
Ethene is poured in the microwave reaction container of 25mL, after displaced air 3 times, pour the ethene of 30psi, finally pour hydrogen, hydrogen pours by 2 times of ethene, i.e. 60psi opens microwave irradiation, and microwave power is 15w, and temperature is controlled at 80 DEG C, reaction 2h.
After completion of the reaction, get reaction gas and do gas-chromatography test, find that conversion of ethylene is 98%.
Embodiment tetra-:
Ethene is poured in the microwave reaction container of 25mL, after displaced air 3 times, pour the ethene of 30psi, finally pour hydrogen, hydrogen pours by 1.5 times of ethene, i.e. 45psi opens microwave irradiation, and microwave power is 15w, and temperature is controlled at 100 DEG C, reaction 1h.
After completion of the reaction, get reaction gas and do gas-chromatography test, find that conversion of ethylene is 98%.
From finding out four embodiment above, within the specific limits, the consumption that increases hydrogen can improve the transformation efficiency of alkane; Within the specific limits, improve the temperature of microwave, can corresponding Reaction time shorten, also can improve the transformation efficiency of alkane.
To the above-mentioned explanation of the disclosed embodiments, make professional and technical personnel in the field can realize or use the present invention.To be apparent for those skilled in the art to the multiple amendment of these embodiment, General Principle as defined herein can, in the situation that not departing from the spirit or scope of the present invention, realize in other embodiments.Therefore, the present invention will can not be restricted to these embodiment shown in this article, but will meet the widest scope consistent with principle disclosed herein and features of novelty.
Claims (5)
1. the method for hydrotreating of the unsaturated alkane based on microwave, it is characterized in that, comprise a certain amount of unsaturated alkane is poured in the microwave reaction container of 25mL, after displaced air 3 times, pour the unsaturated alkane of 20～100psi, finally pour the hydrogen that pressure is 30～250psi, microwave radiation 1～5h, microwave irradiation power is 10～25w, temperature of reaction is 20～100 DEG C, unsaturated alkane and hydrogen are reacted, make unsaturated alkane hydrogenation saturated.
2. the method for hydrotreating of a kind of unsaturated alkane based on microwave according to claim 1, is characterized in that, the unsaturated alkane of low-carbon (LC) that described unsaturated alkane is C≤5.
3. the method for hydrotreating of a kind of unsaturated alkane based on microwave according to claim 2, is characterized in that, the unsaturated alkane of described low-carbon (LC) is the one in ethene, propylene, isopropyl alkene, divinyl, butylene, acetylene, propine, isoprene or amylene.
4. the method for hydrotreating of a kind of unsaturated alkane based on microwave according to claim 1, is characterized in that, the volumetric usage of described unsaturated alkane and hydrogen is than being 1:2～1:5.
5. the method for hydrotreating of a kind of unsaturated alkane based on microwave according to claim 1, is characterized in that, the purity of described hydrogen is 99.99%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410252500.4A CN104058918B (en) | 2014-06-09 | 2014-06-09 | A kind of method of hydrotreating of the unsaturated alkane based on microwave |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410252500.4A CN104058918B (en) | 2014-06-09 | 2014-06-09 | A kind of method of hydrotreating of the unsaturated alkane based on microwave |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104058918A true CN104058918A (en) | 2014-09-24 |
| CN104058918B CN104058918B (en) | 2016-05-11 |
Family
ID=51546892
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410252500.4A Expired - Fee Related CN104058918B (en) | 2014-06-09 | 2014-06-09 | A kind of method of hydrotreating of the unsaturated alkane based on microwave |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104058918B (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6194623B1 (en) * | 1998-08-21 | 2001-02-27 | Basf Aktiengesellschaft | Hydrogenation of organic compounds with the use of the NEMCA effect |
| CN102041067A (en) * | 2009-10-16 | 2011-05-04 | 中国石油化工股份有限公司 | Hydrofining method for Fischer-Tropsch oil |
| CN102994143A (en) * | 2011-09-09 | 2013-03-27 | 中国石油天然气股份有限公司 | Saturation and hydrogenation method of C4 and C5 fraction through cracking by petroleum hydrocarbons |
| CN102994144A (en) * | 2011-09-09 | 2013-03-27 | 中国石油天然气股份有限公司 | Saturation hydrogenation method for cracking C4 and C5 fraction by petroleum hydrocarbons |
-
2014
- 2014-06-09 CN CN201410252500.4A patent/CN104058918B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6194623B1 (en) * | 1998-08-21 | 2001-02-27 | Basf Aktiengesellschaft | Hydrogenation of organic compounds with the use of the NEMCA effect |
| CN102041067A (en) * | 2009-10-16 | 2011-05-04 | 中国石油化工股份有限公司 | Hydrofining method for Fischer-Tropsch oil |
| CN102994143A (en) * | 2011-09-09 | 2013-03-27 | 中国石油天然气股份有限公司 | Saturation and hydrogenation method of C4 and C5 fraction through cracking by petroleum hydrocarbons |
| CN102994144A (en) * | 2011-09-09 | 2013-03-27 | 中国石油天然气股份有限公司 | Saturation hydrogenation method for cracking C4 and C5 fraction by petroleum hydrocarbons |
Non-Patent Citations (2)
| Title |
|---|
| 梅丽敏等: "微波辅助下固体酸催化剂对稻壳热解油的催化加氢", 《化工时刊》, vol. 25, no. 7, 31 July 2011 (2011-07-31), pages 19 - 22 * |
| 王桃霞等: "微波辐射下神府煤的催化加氢", 《化工进展》, vol. 25, no. 10, 31 December 2006 (2006-12-31), pages 1204 - 1207 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104058918B (en) | 2016-05-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104525237A (en) | Nitrogen-doped active carbon catalyzer and application thereof in chloroethylene synthesis | |
| CN102614870B (en) | Vinylacetylene hydrogenation catalyst and preparation method thereof | |
| CN104557423B (en) | Method for preparing arene by directly converting methane | |
| CN101412932B (en) | Sulfur-tolerant shift process for preparing methyl methanol syngas | |
| CN110237849A (en) | A kind of platinum based catalyst and preparation method thereof for preparing propylene by dehydrogenating propane | |
| CN102633647A (en) | Environment-friendly preparation method of tert-butylamine | |
| CN103772207B (en) | A kind of nitrobenzene one step catalytic hydrogenation high selectivity is prepared the method for cyclohexylamine | |
| CN101838177B (en) | Method for one-stage extraction, distillation and separation of C5 fractions by using reactive distillation N-methyl pyrrolidone (NMP) method | |
| CN107011178A (en) | A kind of method that modified Pd/C catalysts selective hydrogenation prepares 1 cyclohexene ethamine | |
| CN106479562B (en) | A kind of dissolving method and application for strengthening hydrogen in reformed oil | |
| CN104058918A (en) | Hydrogenating method of unsaturated alkane based on microwaves | |
| CN104710279A (en) | Method for preparing methanol through photocatalytic oxidation of methane | |
| CN106268797A (en) | A kind of attapulgite clay base precious metal reformed oil liquid-phase hydrogenatin olefinic hydrocarbon expelling catalyzer and its preparation method and application | |
| CN103450010B (en) | Method for preparing cyclohexanecarboxylic acid | |
| CN110465305A (en) | A kind of preparation method with acid supported hydrodesulphurizatiocatalyst catalyst | |
| CN105712410B (en) | A kind of method for preparing ferrous disulfide | |
| CN1332751C (en) | Preparation and use of samarium oxide catalyst | |
| CN104059015A (en) | Method for synthesizing carbazole by fixed bed process | |
| CN104046399B (en) | Sulfur-tolerant methanation process for preparing natural gases from coke oven gases | |
| CN100436403C (en) | Method for preparing o-chloroaniline | |
| CN107663153B (en) | A kind of method of nitric acid gas phase catalysis reduction | |
| CN103831099A (en) | Method for modifying palladium catalyst by using alkyne | |
| CN103483133B (en) | By the method for Bi/Mo/Zr/Fe Four composition composite oxide catalysts synthesis 1,3-butadiene | |
| CN104292078B (en) | A kind of preparation method of bisphenol b | |
| CN109550525A (en) | It is used to prepare the method for pre-sulphuration of the catalyst of naphthane |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20160511 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |