CN109651059B - Method for inhibiting polymerization of higher alkyne in acetylene concentration system - Google Patents
Method for inhibiting polymerization of higher alkyne in acetylene concentration system Download PDFInfo
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- CN109651059B CN109651059B CN201710946469.8A CN201710946469A CN109651059B CN 109651059 B CN109651059 B CN 109651059B CN 201710946469 A CN201710946469 A CN 201710946469A CN 109651059 B CN109651059 B CN 109651059B
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- 238000000034 method Methods 0.000 title claims abstract description 206
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 159
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 title claims abstract description 156
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 title claims abstract description 156
- 150000001345 alkine derivatives Chemical class 0.000 title claims abstract description 151
- 230000002401 inhibitory effect Effects 0.000 title claims abstract description 15
- 239000002904 solvent Substances 0.000 claims abstract description 188
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Natural products C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims abstract description 154
- 239000003112 inhibitor Substances 0.000 claims abstract description 137
- 239000007789 gas Substances 0.000 claims abstract description 123
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical group C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims abstract description 88
- 238000000576 coating method Methods 0.000 claims abstract description 70
- 239000011248 coating agent Substances 0.000 claims abstract description 69
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims abstract description 44
- 239000004312 hexamethylene tetramine Substances 0.000 claims abstract description 44
- 239000000919 ceramic Substances 0.000 claims abstract description 7
- -1 morpholine compound Chemical class 0.000 claims abstract description 6
- 229920000642 polymer Polymers 0.000 claims abstract description 6
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 4
- 239000011737 fluorine Substances 0.000 claims abstract description 4
- 150000002978 peroxides Chemical class 0.000 claims abstract description 4
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 claims description 222
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 132
- DYGOPFFOGFHOIB-UHFFFAOYSA-N methylperoxyethane Chemical group CCOOC DYGOPFFOGFHOIB-UHFFFAOYSA-N 0.000 claims description 66
- 239000000203 mixture Substances 0.000 claims description 60
- 239000004809 Teflon Substances 0.000 claims description 42
- 229920006362 Teflon® Polymers 0.000 claims description 42
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 5
- 229920005989 resin Polymers 0.000 claims description 5
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 150000001451 organic peroxides Chemical class 0.000 claims description 2
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract description 128
- 239000003345 natural gas Substances 0.000 abstract description 64
- 230000003647 oxidation Effects 0.000 abstract description 64
- 238000007254 oxidation reaction Methods 0.000 abstract description 64
- 229910052710 silicon Inorganic materials 0.000 abstract description 5
- 239000010703 silicon Substances 0.000 abstract description 5
- 238000004088 simulation Methods 0.000 description 123
- 238000011084 recovery Methods 0.000 description 61
- 230000005587 bubbling Effects 0.000 description 60
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 59
- 238000005303 weighing Methods 0.000 description 59
- 230000000052 comparative effect Effects 0.000 description 35
- RISHSDLMXPLIHT-RVDMUPIBSA-N n-[(e)-benzylideneamino]benzamide Chemical compound C=1C=CC=CC=1C(=O)N\N=C\C1=CC=CC=C1 RISHSDLMXPLIHT-RVDMUPIBSA-N 0.000 description 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- 230000002195 synergetic effect Effects 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/20—Use of additives, e.g. for stabilisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Pyrrole Compounds (AREA)
Abstract
The invention relates to a method for inhibiting polymerization of higher alkyne in an acetylene concentration system, which is mainly used for solving the technical problem that the higher alkyne is easy to polymerize in the acetylene concentration system in a process of preparing acetylene by using natural gas partial oxidation. The invention is achieved by a method comprising the steps of: a. adding a polymerization inhibitor into an excessive solvent in which acetylene and higher alkyne mixed gas are dissolved, wherein the polymerization inhibitor comprises 20-30 parts of a component A, 25-35 parts of a component B and 35-55 parts of a component C in parts by mass, wherein the component A is a morpholine compound, the component B is hexamethylenetetramine and the component C is peroxide; b. the technical scheme that the coating is one of fluorine-containing polymer, ceramic and organic silicon well solves the technical problems and can be used for preventing the polymerization of the high-grade alkyne in the acetylene concentration system.
Description
Technical Field
The invention belongs to the field of chemical industry, and relates to a method for inhibiting polymerization of high-grade alkyne in an acetylene concentration system in a process of preparing acetylene by using natural gas partial oxidation.
Background
In the acetylene concentration system, the byproduct higher alkyne is easy to polymerize, and the polymer deposits and scales in equipment and pipelines to cause blockage of the equipment, a heat exchanger, the pipelines and the like, influence the heat transfer efficiency, cause the pressure drop of the heat exchanger to be increased, form potential safety hazard and reduce the operation period and the production efficiency.
Document CN102701896 discloses a complex solvent and method for acetylene purification. The composite solvent comprises physical solvent and CO removal 2 The auxiliary agent, the additive and the corrosion inhibitor are used for concentrating and purifying the high-purity acetylene from the acetylene raw material gas.
Document CN102295499a discloses a polymerization inhibitor for inhibiting polymerization of vinyl compounds. The polymerization inhibitor comprises one or more than two of piperidine oxygen free radical, nitrophenol or benzoquinone, and also comprises one or more than two of diethylene glycol monomethyl ether, diethylene glycol dimethyl ether or diethylene glycol monobutyl ether.
Document CN201510804055 discloses a non-stick pan material comprising polytetrafluoroethylene, alumina sol, silica sol, titania sol and an additional solvent.
The invention provides a method for preventing polymerization of higher alkyne in an acetylene concentration system, which is used for preventing polymerization of higher alkyne in the acetylene concentration system in a process of preparing acetylene by using natural gas partial oxidation method.
Disclosure of Invention
The invention aims to solve the technical problem that higher alkyne is easy to polymerize in an acetylene system in a process of preparing acetylene by using natural gas partial oxidation, and provides a method for inhibiting polymerization of higher alkyne in an acetylene concentration system. The method provided by the invention has the advantages of good polymerization inhibition effect, and less generation and adhesion of the polymer.
In order to solve the technical problems, the technical scheme adopted by the invention is as follows: a method for inhibiting polymerization of higher alkyne in an acetylene concentration system, comprising the following steps: a. adding polymerization inhibitor into the excessive solvent dissolved with the mixed gas of acetylene and higher alkyne, wherein the polymerization inhibitor comprises 20-30 parts of component A, 25-35 parts of component B and 35-55 parts of component C in parts by weight, wherein the component A is morpholine compound, the component B is hexamethylenetetramine, the component C is peroxide, and B, covering a coating on the inner wall of a heat exchanger and a pipeline of an acetylene concentrating system, and the coating is one of fluorine-containing polymer, ceramic and organic silicon.
In the above technical scheme, the component A of the polymerization inhibitor is selected from morpholine or/and N-methylmorpholine, and the component C is selected from dialkyl organic peroxide, preferably methylethyl peroxide or/and hydrogen peroxide.
In the technical scheme, the preferable technical scheme of the polymerization inhibitor is that the component A is selected from morpholine and N-methylmorpholine, wherein the mass part ratio of the morpholine to the N-methylmorpholine is (1-2) 1, the component C is selected from methylethyl peroxide and hydrogen peroxide, and the mass part ratio of the methylethyl peroxide to the hydrogen peroxide is (2-4) 1.
In the technical scheme, the A, B, C three types of components are used together, and have good synergistic effect in the aspect of polymerization inhibition of the higher alkyne.
In the technical scheme, the weight portion of the component A is 25-30, the weight portion of the component B is 25-30, and the weight portion of the component C is 40-50.
In the technical scheme, the coating covered on the inner wall of the heat exchanger and the pipeline of the acetylene concentration system is one of Teflon, ceramic resin and modified organic silicon resin.
In the technical scheme, the ratio of the volume ratio of the mixed gas dissolved with acetylene to the higher alkyne is 1-3 percent.
In the technical scheme, the excessive solvent for dissolving the mixed gas is at least one of azomethylpyrrolidone, dimethylformamide, cyclohexanone, ethylene carbonate, sulfolane, benzene, toluene, dimethylbenzene and alcohol compounds with 3-5 carbon atoms.
In the technical scheme, the addition amount of the polymerization inhibitor is calculated according to the total mass ratio of the polymerization inhibitor to the solvent, and the mass of the dissolved mixed gas in the solvent is ignored; the addition amount of the polymerization inhibitor is 200-500 micrograms/gram of solvent.
In the technical scheme, the method for examining the polymerization inhibition effect of the method comprises the following steps: different coatings are covered in a simulation pipeline or no coating is added, the on-site mixed gas of an acetylene concentration system device in a natural gas partial oxidation process acetylene preparation process is taken as a solute, a certain amount of polymerization inhibitor with different compositions is added into a solvent, the solute is dissolved in the solvent with the polymerization inhibitor in a bubbling mode to form a fresh solution, the solution is continuously circulated in the on-site process condition of the simulation device in the closed simulation pipeline, the higher alkyne in the solution is gradually polymerized and adhered to the wall of the simulation pipeline in the circulation process, the solution is recovered after 100 hours, the polymerization degree and the adhesion degree of the higher alkyne in the system are inspected according to the content ratio of the higher alkyne in the recovered solution and the fresh solution, and the content ratio of the higher alkyne in the recovered solution and the fresh solution is defined as the recovery ratio of the higher alkyne.
By adopting the technical scheme of the invention, the method comprises the following steps: a) Adding polymerization inhibitor into the excessive solvent dissolved with the mixed gas of acetylene and higher alkyne, wherein the polymerization inhibitor comprises 20-30 parts of component A, 25-35 parts of component B and 35-55 parts of component C in parts by weight, wherein the component A is morpholine compound, the component B is hexamethylenetetramine, the component C is peroxide, and B) coating the inner wall of an acetylene concentrating system heat exchanger and a pipeline, and the coating is one of fluorine-containing polymer, ceramic and organic silicon, thereby obtaining the better technical effect of the higher alkyne recovery ratio of 98.4%.
Detailed Description
The process according to the invention is further illustrated below with reference to examples.
[ example 1 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by 1% in volume in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of morpholine, 25 parts of hexamethylenetetramine and 50 parts of hydrogen peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 91.3%.
[ example 2 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by 1% in volume in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of N-methyl morpholine, 25 parts of hexamethylenetetramine and 50 parts of hydrogen peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 91.7%.
[ example 3 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in an N-methyl pyrrolidone solvent in a bubbling mode by taking 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises a mixture of 25 parts of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 1:1, 25 parts of hexamethylenetetramine and 50 parts of hydrogen peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 93.1%.
[ example 4 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises a mixture of 25 parts of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 2:1, 25 parts of hexamethylenetetramine and 50 parts of hydrogen peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 92.9%.
As can be seen from the comparison of examples 1 to 4, when the polymerization inhibitor of the invention contains both morpholine and N-methylmorpholine, the A component has a synergistic effect between A, B, C components, and the polymerization inhibition effect is better under the same conditions.
[ example 5 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of a polymerization inhibitor into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of morpholine, 25 parts of hexamethylenetetramine and 50 parts of methyl ethyl peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 91.6%.
[ example 6 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of N-methyl morpholine, 25 parts of hexamethylenetetramine and 50 parts of methyl ethyl peroxide, continuously circulating the solution in an on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 92%.
[ example 7 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in an N-methyl pyrrolidone solvent in a bubbling mode by taking 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises a mixture of 25 parts of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 1:1, 25 parts of hexamethylenetetramine and 50 parts of methyl ethyl peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 93.7%.
[ example 8 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in an N-methyl pyrrolidone solvent in a bubbling mode by taking 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises a mixture of 25 parts of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 2:1, 25 parts of hexamethylenetetramine and 50 parts of methyl ethyl peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 93.3%.
[ example 9 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of morpholine, 25 parts of hexamethylenetetramine and 50 parts of mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to hydrogen peroxide is 2:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 92.4%.
[ example 10 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in an N-methyl pyrrolidone solvent in a bubbling mode by taking 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of N-methyl morpholine, 25 parts of hexamethylenetetramine and 50 parts of mixture of methylethyl peroxide and hydrogen peroxide, wherein the mass ratio of methylethyl peroxide to hydrogen peroxide is 2:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to 92.7%.
[ example 11 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% by volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 25 parts of hexamethylenetetramine and 50 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 2:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 94.9%.
[ example 12 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% by volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 2:1, 25 parts of hexamethylenetetramine and 50 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 2:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 94%.
[ example 13 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of morpholine, 25 parts of hexamethylenetetramine and 50 parts of mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 92.6%.
As can be seen from the comparison of examples 1, 5, 9 and 13, the polymerization inhibitor of the present invention has a synergistic effect between the components A, B, C when the component C contains both methylethyl peroxide and hydrogen peroxide, and has a better polymerization inhibiting effect under the same conditions.
[ example 14 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in an N-methyl pyrrolidone solvent in a bubbling mode by taking 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of N-methyl morpholine, 25 parts of hexamethylenetetramine and 50 parts of mixture of methylethyl peroxide and hydrogen peroxide, wherein the mass ratio of methylethyl peroxide to hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to 93%.
[ example 15 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% by volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 25 parts of hexamethylenetetramine and 50 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 95.3%.
[ example 16 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% in volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 2:1, 25 parts of hexamethylenetetramine and 50 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 94.5%.
[ example 17 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% by volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 30 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 25 parts of hexamethylenetetramine and 45 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 95.8%.
Example 18
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% in volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 25 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 30 parts of hexamethylenetetramine and 45 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 95.5%.
[ example 19 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% by volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 30 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 30 parts of hexamethylenetetramine and 40 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 96%.
[ example 20 ]
Covering the simulation pipeline with a ceramic resin coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% by volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 30 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 30 parts of hexamethylenetetramine and 40 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 96.5%.
[ example 21 ]
Covering the simulation pipeline with a modified organic silicon resin coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% in volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 30 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 30 parts of hexamethylenetetramine and 40 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 96.2%.
[ example 22 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% by volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 500 micrograms/gram of solvent into the solvent, adding 30 parts of a mixture of morpholine and N-methylmorpholine into the solvent, counting the mass parts of the polymerization inhibitor, wherein the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 30 parts of hexamethylenetetramine and 40 parts of a mixture of methylethyl peroxide and hydrogen peroxide, wherein the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 98.4%.
Example 23
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 3% in volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 30 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 30 parts of hexamethylenetetramine and 40 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 94.5%.
[ example 24 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by 3% in volume in an N-methyl pyrrolidone solvent in a bubbling mode, adding 500 micrograms/gram of solvent into the solvent, adding 30 parts of a mixture of morpholine and N-methyl morpholine into the solvent, counting the mass parts of the polymerization inhibitor, wherein the mass ratio of the morpholine to the N-methyl morpholine is 1:1, 30 parts of hexamethylenetetramine and 40 parts of a mixture of methylethyl peroxide and hydrogen peroxide, wherein the mass ratio of methylethyl peroxide to hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 96.6%.
Comparative example 1
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting 100 parts of morpholine in the polymerization inhibitor by mass, continuously circulating the solution in an on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 42%.
Comparative example 2
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor contains 100 parts of N-methyl morpholine, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 44%.
[ comparative example 3 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 100 parts of a mixture of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 1:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 47%.
[ comparative example 4 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 100 parts of a mixture of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 2:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to 46%.
Comparative example 5
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by 1% by volume in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor contains 100 parts of hexamethylenetetramine, continuously circulating the solution in an on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 34%.
[ comparative example 6 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of a polymerization inhibitor into the solvent by 500g of the solvent, counting 100 parts of hydrogen peroxide in parts by mass of the polymerization inhibitor, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 29%.
[ comparative example 7 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor contains 100 parts of methyl ethyl peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 31%.
Comparative example 8
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 100 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of the methylethyl peroxide to the hydrogen peroxide is 2:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 32%.
[ comparative example 9 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 100 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of the methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 35%.
[ comparative example 10 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of a polymerization inhibitor into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 50 parts of N-methyl morpholine and 50 parts of hexamethylenetetramine, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 51%.
Comparative example 11
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 50 parts of a mixture of morpholine and N-methyl morpholine, the mass ratio of morpholine to N-methyl morpholine is 1:1, 50 parts of hexamethylenetetramine, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 53%.
Comparative example 12
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of a polymerization inhibitor into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 33 parts of morpholine and 67 parts of methyl ethyl peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 54%.
[ comparative example 13 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 33 parts of N-methyl morpholine, 67 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to hydrogen peroxide is 2:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 55%.
Comparative example 14
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 33 parts of a mixture of morpholine and N-methyl morpholine, the mass ratio of morpholine to N-methyl morpholine is 1:1, 67 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 60%.
[ comparative example 15 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises a mixture of 33 parts of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 2:1, 67 parts of hydrogen peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 57%.
Comparative example 16
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by 1% in volume in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of a polymerization inhibitor into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 33 parts of hexamethylenetetramine and 67 parts of methyl ethyl peroxide, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 31%.
[ comparative example 17 ]
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 33 parts of hexamethylenetetramine, 67 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to 34%.
[ comparative example 18 ]
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 100 parts of a mixture of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 1:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 28%.
[ comparative example 19 ]
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by 1% by volume in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting 100 parts by mass of hexamethylenetetramine in the polymerization inhibitor, continuously circulating the solution in an on-site process condition of a simulator in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 20%.
[ comparative example 20 ]
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of a polymerization inhibitor into the solvent by 500g of the solvent, counting 100 parts of hydrogen peroxide in parts by mass of the polymerization inhibitor, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 23%.
Comparative example 21
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 100 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of the methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 25%.
[ comparative example 22 ]
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 50 parts of a mixture of morpholine and N-methyl morpholine, the mass ratio of morpholine to N-methyl morpholine is 1:1, 50 parts of hexamethylenetetramine, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 30%.
Comparative example 23
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of high-grade alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 1% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 33 parts of hexamethylenetetramine, 67 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 29%.
Comparative example 24
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 33 parts of a mixture of morpholine and N-methyl morpholine, the mass ratio of morpholine to N-methyl morpholine is 1:1, 67 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 31%.
Comparative example 25
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% by volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 30 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 30 parts of hexamethylenetetramine and 40 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to 58%.
[ comparative example 26 ]
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 3% in volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 30 parts of a mixture of morpholine and N-methylmorpholine, the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 30 parts of hexamethylenetetramine and 40 parts of a mixture of methylethyl peroxide and hydrogen peroxide, the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in the on-site process condition of a simulation device in a closed simulation pipeline, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 51%.
Comparative example 27
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the high-grade alkyne content in the mixed gas by 1% by volume in an N-methylpyrrolidone solvent in a bubbling mode, adding 500 micrograms/gram of solvent into the solvent, adding 30 parts of a mixture of morpholine and N-methylmorpholine into the solvent, counting the mass parts of the polymerization inhibitor, wherein the mass ratio of the morpholine to the N-methylmorpholine is 1:1, 30 parts of hexamethylenetetramine, 40 parts of a mixture of methylethyl peroxide and hydrogen peroxide, wherein the mass ratio of methylethyl peroxide to the hydrogen peroxide is 4:1, continuously circulating the solution in a closed simulation pipeline under on-site process condition of a simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the high-grade alkyne to be 62%.
Comparative example 28
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by 1% in volume in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises a mixture of 30 parts of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 1:1, 30 parts of hexamethylenetetramine and 40 parts of benzaldehyde benzoyl hydrazone, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 69%.
Comparative example 29
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by volume of 1 percent in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises 63 parts of morpholine, 18 parts of hexamethylenetetramine and 19 parts of benzaldehyde benzoyl hydrazone, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device for 100 hours, recovering and weighing the solution, and calculating the recovery ratio of the higher alkyne to 82 percent.
[ comparative example 30 ]
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by 1% in volume in an N-methyl pyrrolidone solvent in a bubbling mode, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises a mixture of 63 parts of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 1:1, 18 parts of hexamethylenetetramine and 19 parts of benzaldehyde benzoyl hydrazone, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 88%.
[ comparative example 31 ]
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by 1% in volume in an N-methyl pyrrolidone solvent in a bubbling mode, adding 500 micrograms/gram of solvent into the solvent, adding 63 parts of morpholine and 19 parts of benzaldehyde benzoyl hydrazone into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises a mixture of 63 parts of morpholine and N-methyl morpholine, the mass ratio of morpholine to N-methyl morpholine is 1:1, 18 parts of hexamethylenetetramine and 19 parts of benzaldehyde benzoyl hydrazone, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 90.6%.
[ comparative example 32 ]
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas in an N-methyl pyrrolidone solvent in a bubbling mode by 3% by volume, adding 200 micrograms/gram of solvent into the solvent, counting the mass parts of the polymerization inhibitor, wherein the polymerization inhibitor comprises a mixture of 63 parts of morpholine and N-methyl morpholine, the mass ratio of the morpholine to the N-methyl morpholine is 1:1, 18 parts of hexamethylenetetramine and 19 parts of benzaldehyde benzoyl hydrazone, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of the simulation device, recovering and weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 75%.
Comparative example 33
Covering the simulated pipeline with a teflon coating; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by volume of 1 percent in an N-methyl pyrrolidone solvent in a bubbling mode, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 27 percent.
[ comparative example 34 ]
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation process as a solute, dissolving the content of higher alkyne in the mixed gas by volume of 1 percent in an N-methyl pyrrolidone solvent in a bubbling mode, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 17 percent.
Comparative example 35
No coating in the simulated pipeline; the method comprises the steps of taking on-site mixed gas of an acetylene concentration system device for preparing acetylene by a natural gas partial oxidation method as a solute, dissolving the content of higher alkyne in the mixed gas by 3% by volume in an N-methyl pyrrolidone solvent in a bubbling mode, continuously circulating the solution in a closed simulation pipeline under the on-site process condition of a simulation device, weighing the solution after 100 hours, and calculating the recovery ratio of the higher alkyne to be 12%.
TABLE 1
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Claims (7)
1. The method for inhibiting polymerization of the higher alkyne in the acetylene concentration system is characterized by comprising the following steps of: a) Adding a polymerization inhibitor into an excessive solvent in which acetylene and a higher alkyne mixed gas are dissolved, wherein the polymerization inhibitor comprises, by mass, 20-30 parts of a component A, 25-35 parts of a component B and 35-55 parts of a component C, wherein the component A is a morpholine compound, the component B is hexamethylenetetramine and the component C is peroxide; b) Covering a coating on the inner wall of the heat exchanger and the pipeline of the acetylene concentration system, wherein the coating is one of fluorine-containing polymer and ceramic; the component A of the polymerization inhibitor is selected from morpholine or/and N-methylmorpholine; the component C of the polymerization inhibitor is selected from dialkyl organic peroxides.
2. The method for inhibiting polymerization of higher alkynes in an acetylene concentration system according to claim 1, wherein the C component of the polymerization inhibitor is selected from methylethyl peroxide and/or hydrogen peroxide.
3. The method for inhibiting polymerization of higher alkynes in an acetylene concentration system according to claim 1, wherein the polymerization inhibitor comprises 25-30 parts by mass of component A, 25-30 parts by mass of component B and 40-50 parts by mass of component C.
4. The method of inhibiting polymerization of higher alkynes in an acetylene concentration system according to claim 1, wherein the coating is one of teflon and ceramic resin.
5. The method for inhibiting polymerization of higher alkyne in an acetylene concentration system according to claim 1, wherein the ratio of the volume ratio of the mixed gas in which acetylene and the higher alkyne are dissolved to the higher alkyne is 1% -3%.
6. The method for inhibiting polymerization of higher alkyne in an acetylene concentration system according to claim 1, wherein the excess solvent of the dissolved mixture is at least one of azomethyl pyrrolidone, dimethylformamide, cyclohexanone, ethylene carbonate, sulfolane, benzene, toluene, xylene and alcohol compounds with 3-5 carbon atoms.
7. The method for inhibiting polymerization of higher alkynes in an acetylene concentration system according to claim 1, wherein the addition amount of the polymerization inhibitor is calculated according to the total mass ratio of the polymerization inhibitor to the solvent, and is 200-500 micrograms/gram of solvent.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102701896A (en) * | 2012-06-06 | 2012-10-03 | 西南石油大学 | Composite solvent for purifying acetylene and purification method thereof |
| CN105503503A (en) * | 2014-10-14 | 2016-04-20 | 中国石油化工股份有限公司 | Compounded polymerization inhibitor for inhibiting alkyne polymerization |
| CN105503502A (en) * | 2014-10-14 | 2016-04-20 | 中国石油化工股份有限公司 | Polymerization inhibitor for preventing alkyne polymerization |
| CN105566034A (en) * | 2014-10-14 | 2016-05-11 | 中国石油化工股份有限公司 | Alkyne polymerization inhibitor |
| CN105566035A (en) * | 2014-10-14 | 2016-05-11 | 中国石油化工股份有限公司 | Compound polymerization inhibitor |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102701896A (en) * | 2012-06-06 | 2012-10-03 | 西南石油大学 | Composite solvent for purifying acetylene and purification method thereof |
| CN105503503A (en) * | 2014-10-14 | 2016-04-20 | 中国石油化工股份有限公司 | Compounded polymerization inhibitor for inhibiting alkyne polymerization |
| CN105503502A (en) * | 2014-10-14 | 2016-04-20 | 中国石油化工股份有限公司 | Polymerization inhibitor for preventing alkyne polymerization |
| CN105566034A (en) * | 2014-10-14 | 2016-05-11 | 中国石油化工股份有限公司 | Alkyne polymerization inhibitor |
| CN105566035A (en) * | 2014-10-14 | 2016-05-11 | 中国石油化工股份有限公司 | Compound polymerization inhibitor |
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