CN1421264A - Absorbing liquid for eliminating sulfide from gas mixture - Google Patents
Absorbing liquid for eliminating sulfide from gas mixture Download PDFInfo
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- CN1421264A CN1421264A CN 02148499 CN02148499A CN1421264A CN 1421264 A CN1421264 A CN 1421264A CN 02148499 CN02148499 CN 02148499 CN 02148499 A CN02148499 A CN 02148499A CN 1421264 A CN1421264 A CN 1421264A
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- Prior art keywords
- absorption liquid
- methyl
- liquid according
- sterically hindered
- concentration
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Links
- 239000007788 liquid Substances 0.000 title claims abstract description 18
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 title claims abstract description 6
- 239000000203 mixture Substances 0.000 title claims abstract description 4
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims abstract description 21
- 150000001412 amines Chemical class 0.000 claims abstract description 18
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims abstract description 12
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000003054 catalyst Substances 0.000 claims abstract description 9
- 239000006184 cosolvent Substances 0.000 claims abstract description 9
- 239000002250 absorbent Substances 0.000 claims abstract description 8
- 230000002745 absorbent Effects 0.000 claims abstract description 8
- 150000001983 dialkylethers Chemical class 0.000 claims abstract description 5
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims abstract description 4
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims abstract description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000004202 carbamide Substances 0.000 claims abstract description 3
- 238000010521 absorption reaction Methods 0.000 claims description 15
- -1 alcohol amine Chemical class 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000002202 Polyethylene glycol Substances 0.000 claims description 7
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 7
- 229940043276 diisopropanolamine Drugs 0.000 claims description 7
- 229920001223 polyethylene glycol Polymers 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 6
- MPMSMUBQXQALQI-UHFFFAOYSA-N cobalt phthalocyanine Chemical class [Co+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 MPMSMUBQXQALQI-UHFFFAOYSA-N 0.000 claims description 6
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 5
- 229940043237 diethanolamine Drugs 0.000 claims description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 229920003240 metallophthalocyanine polymer Polymers 0.000 claims description 4
- LCEDQNDDFOCWGG-UHFFFAOYSA-N morpholine-4-carbaldehyde Chemical compound O=CN1CCOCC1 LCEDQNDDFOCWGG-UHFFFAOYSA-N 0.000 claims description 3
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 claims description 2
- VGZJOXPMODLELN-UHFFFAOYSA-N 2-(propan-2-ylamino)propan-1-ol Chemical compound CC(C)NC(C)CO VGZJOXPMODLELN-UHFFFAOYSA-N 0.000 claims description 2
- VXEQGQXRKQSAMW-UHFFFAOYSA-N 2-amino-2-methylpropan-1-ol Chemical compound CC(C)(N)CO.CC(C)(N)CO VXEQGQXRKQSAMW-UHFFFAOYSA-N 0.000 claims description 2
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 claims description 2
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 claims description 2
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- HOUPAJYHGWWUEJ-UHFFFAOYSA-N ethanol 2-piperidin-2-ylethanol Chemical compound N1C(CCCC1)CCO.C(C)O HOUPAJYHGWWUEJ-UHFFFAOYSA-N 0.000 claims description 2
- 150000002780 morpholines Chemical class 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 150000004885 piperazines Chemical class 0.000 claims description 2
- 125000006308 propyl amino group Chemical group 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 claims description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract description 11
- 150000003568 thioethers Chemical class 0.000 abstract description 3
- AVFZOVWCLRSYKC-UHFFFAOYSA-N 1-methylpyrrolidine Chemical compound CN1CCCC1 AVFZOVWCLRSYKC-UHFFFAOYSA-N 0.000 abstract 1
- AHVYPIQETPWLSZ-UHFFFAOYSA-N N-methyl-pyrrolidine Natural products CN1CC=CC1 AHVYPIQETPWLSZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 abstract 1
- 229920000151 polyglycol Polymers 0.000 abstract 1
- 239000010695 polyglycol Substances 0.000 abstract 1
- 239000007789 gas Substances 0.000 description 15
- 238000000034 method Methods 0.000 description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 125000001741 organic sulfur group Chemical group 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Landscapes
- Gas Separation By Absorption (AREA)
Abstract
The present invention belongs to gas producing technology. The absorbing liquid for eliminating sulfide from gas mixture includes main absorbent comprising steric hindrance amine and N-methyl diethanolamine; cosolvent of one or several of sulfolane, N-methyl pyrrolidine, polyglycol dialkyl ether, morpholine and its derivative; catalyst of one or several of C2-C12 alkanolamine, piperazine and its derivative, quinoline, urea and metal phthalocyanine complex. Using the absorbing liquid can eliminate H2S, COS, mercaptan, thioether and other sulfide in less steps.
Description
Technical field
The invention belongs to the gas purification technique field, be specifically related to from admixture of gas, remove H
2The absorption liquid of S, COS, mercaptan, thioether sulfides.
Background technology
Usually contain H in the process gas flows such as natural gas, refinery gas, synthesis gas
2S, COS, mercaptan, thioether sulfides must remove them before further utilizing.The alkanolamine method is to remove H
2The method that acid gas impurities such as S are the most frequently used.As; US4,551,158; US4,553,984; US4,537,753; CA1291321; CA1295810; DE1904428; US4,775,519 grades all are to be the sulfur method of host with N methyldiethanol amine (MDEA).But said method is organic sulfide removal effectively.
US3,716,620 propose to add iodine in amine aqueous solution removes H
2S and mercaptan.
US4,808,765 propose to remove H in the unstripped gas with MDEA and diisopropanolamine (DIPA) (DIPA) mixed solution
2S and COS.
US5,589,149 propose to remove mercaptan in the unstripped gas with the mixed solution of amine aqueous solution and polyethylene glycol alkyl ether.
DE19933301 proposes to remove H with MDEA and piperazine
2S and mercaptan.
DE19947845 proposes with MDEA and removes H
2S and COS.
Said method all fails with amine aqueous solution organic sulfur and inorganic sulfur to be removed simultaneously, thereby also need increase other desulfurizer.
Summary of the invention
The objective of the invention is to, propose a kind of novel solution, it is compared with traditional sulfur method, can be simultaneously with H
2S, COS, mercaptan, thioether sulfides remove, thereby have reduced treatment process, make sulfur method more economical.
Absorption liquid of the present invention comprises (1) main absorbent, is made up of sterically hindered amines (I) and N methyldiethanol amine (II); (2) cosolvent (III) is made up of in the following material one or more: sulfolane, N-methyl pyrrolidone, polyethylene glycol dialkyl ether, morpholine and derivative thereof; (3) catalyst (IV) is made up of in the following material one or more: C
2～C
12Alkyl chain alcohol amine, piperazine and derivative thereof, quinoline compound, urea, metallo phthalocyanine.Specific as follows:
1, the aqueous solution with sterically hindered amines (I) and N methyldiethanol amine (II) is main absorber.Its concentration is 10～70% (wt), but is preferably 30～50% (wt).Component (II) is 0.5～4: 4.5～1 with the mol proportioning of component (I), but is preferably 1～2: 3～2.Component (I) can be a kind of single sterically hindered amines, also can be the mixture of several sterically hindered amines.The sterically hindered amines of indication of the present invention is to have one or more alcamine compounds with non-linear carbochain of sterically hindered structure on nitrogen-atoms, comprising: 2-piperidines ethanol (2-piperidineethanol), 2-(2-tert-butylamine base) propoxyl group ethanol (2-(2-teriarybutylamino) propoxyethanol), 2-amino-2-methyl-1-propanol (2-amino-2-methyl-1-propanol), tert-butylamine base diethanol amine (teriarybutyldiethanolamine), (1-methyl isophthalic acid-second Propylamino) ethoxy ethanol ((1-methyl-1-ethylpropylamino) ethoxyethanol), 2-isopropylamine base-1-propyl alcohol (2-isopropylamino-1-propanol), tert-butylamine base oxethyl ethanol (teriarybutylaminoethoxyethanol), tert-butylamine base ethanol (teriarybutylaminoethanol), 3-tert-butylamine base n-butanol (3-teriarybutylamino-n-butanol) etc.
2, the concentration of cosolvent (III) is 5～60% (wt), but is preferably 10～30% (wt).Described morpholine derivative comprises methyl morpholine, formyl-morpholine, acetyl group morpholine; The polyethylene glycol dialkyl ether comprises NHD, polyethylene glycol diethyl ether.
3, the concentration of catalyst (IV) is 0.1～10% (wt), but is preferably 1～5% (wt).Described alkyl chain alcohol amine is: monoethanolamine, diethanol amine, triethanolamine, diglycolamine, diisopropanolamine (DIPA), methyl-ethanolamine; Bridged piperazine derivatives is an alkyl piperazine; Quinoline compound; Metallo phthalocyanine comprises sulfonated phthalocyanine cobalt, poly-phthalocyanine cobalt, quaternary ammonium alkalization phthalocyanine cobalt and FePC.
Specific embodiment embodiment one:
Absorption liquid is formed: main absorbent bulky amine (I) 15%, MDEA (II) 25%, cosolvent (III) N-methyl pyrrolidone etc. 10%, catalyst (IV) piperazine etc. 3%, unstripped gas is formed: N
280.5%, CO
216.5%, H
2S 3.0%, mercaptan 487mg/m
3Absorb in 40 ℃ of normal pressures, the mercaptan removal efficiency is: 90.6%.Embodiment two:
Absorption liquid is formed: main absorbent bulky amine (I) 25%, MDEA (II) 15%, cosolvent (III) formyl-morpholine etc. 5%, catalyst (IV) monoethanolamine etc. 3%, unstripped gas is formed: N
272.1%, CO
223.3%, H
2S 3.6%, thioether 538mg/m
3Absorb in 40 ℃ of monoethanolamine normal pressures, the thioether removal efficiency is: 76.8%.Embodiment three:
Absorption liquid is formed: main absorbent bulky amine (I) 15%, MDEA (II) 40%, cosolvent (III) N-methyl pyrrolidone etc. 5%, catalyst (IV) piperazine etc. 3%, unstripped gas is semiwater gas (N
221.8%, CO
28.0%, CO 28.5%, H
240.0%, O
20.4%, CH
41.3%, COS 136mg/m
3), 0.5MPa absorbs, 40 ℃ of tower top temperatures, and the COS removal efficiency is: 95.2%.Embodiment four:
Absorption liquid is: main absorbent bulky amine (I) 5%, MDEA (II) 15%, cosolvent (III) sulfolane 10%, catalyst (IV) diethanol amine etc. 5%, unstripped gas adopt conversion gas (N
216.98%, CO
228.43%, CO 1.20%, H
252.38%, CH
41.01%), allocates mercaptan 2132mg/m into
3, 0.5MPa absorbs, 40 ℃ of tower top temperatures, and the mercaptan removal efficiency is: 71.2%.
Claims (8)
1, a kind of absorption liquid that from admixture of gas, removes sulfide, it is characterized in that it mainly comprises (1) main absorbent, the aqueous solution of forming by sterically hindered amines (I) and N methyldiethanol amine (II), its concentration is 10～70% (wt), and component (II) is 0.5～4: 4.5～1 with the mol proportioning of component (I); (2) cosolvent, its concentration are 5～60% (wt), are made up of in the following material one or more: sulfolane, N-methyl pyrrolidone, polyethylene glycol dialkyl ether, morpholine and derivative thereof; (3) catalyst, its concentration are 0.1～10% (wt), are made up of in the following material one or more: C
2～C
12Alkyl chain alcohol amine, piperazine and derivative thereof, quinoline compound, urea, metallo phthalocyanine.
2, absorption liquid according to claim 1, it is characterized in that component (I) can be a kind of single sterically hindered amines, it also can be the mixture of several sterically hindered amines, the sterically hindered amines of indication is to have one or more alcamine compounds with non-linear carbochain of sterically hindered structure on nitrogen-atoms, comprising: 2-piperidines ethanol (2-piperidineethanol), 2-(2-tert-butylamine base) propoxyl group ethanol (2-(2-teriarybutylamino) propoxyethanol), 2-amino-2-methyl-1-propanol (2-amino-2-methyl-1-propanol), tert-butylamine base diethanol amine (teriarybutyldiethanolamine), (1-methyl isophthalic acid-second Propylamino) ethoxy ethanol ((1-methyl-1-ethylpropylamino) ethoxyethanol), tert-butylamine base oxethyl ethanol (teriarybutyl-aminoethoxyethanol), 2-isopropylamine base-1-propyl alcohol (2-isopropylamino-1-propanol), tert-butylamine base ethanol (teriarybutylaminoethanol), 3-tert-butylamine base n-butanol (3-teriarybutyl-amino-n-butanol) etc.
3, absorption liquid according to claim 1, the concentration that it is characterized in that main absorbent sterically hindered amines (I) and N methyldiethanol amine (II) is 30～50% (wt).
4, absorption liquid according to claim 1 is characterized in that the component (II) and the mol proportioning of component (I) are 1～2: 3～2.
5, absorption liquid according to claim 1, the concentration that it is characterized in that cosolvent (III) are 10～30% (wt).
6, absorption liquid according to claim 1 is characterized in that described morpholine derivative comprises methyl morpholine, formyl-morpholine, acetyl group morpholine; The polyethylene glycol dialkyl ether comprises NHD, polyethylene glycol diethyl ether.
7, absorption liquid according to claim 1, the concentration that it is characterized in that catalyst (IV) are 1～5% (wt).
8, absorption liquid according to claim 1 is characterized in that described alkyl chain alcohol amine is: monoethanolamine, diethanol amine, triethanolamine, diglycolamine, diisopropanolamine (DIPA), methyl-ethanolamine; Bridged piperazine derivatives is an alkyl piperazine; Quinoline compound; Metallo phthalocyanine comprises sulfonated phthalocyanine cobalt, poly-phthalocyanine cobalt, quaternary ammonium alkalization phthalocyanine cobalt and FePC.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02148499 CN1219579C (en) | 2002-12-11 | 2002-12-11 | Absorbing liquid for eliminating sulfide from gas mixture |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02148499 CN1219579C (en) | 2002-12-11 | 2002-12-11 | Absorbing liquid for eliminating sulfide from gas mixture |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1421264A true CN1421264A (en) | 2003-06-04 |
| CN1219579C CN1219579C (en) | 2005-09-21 |
Family
ID=4751454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 02148499 Expired - Lifetime CN1219579C (en) | 2002-12-11 | 2002-12-11 | Absorbing liquid for eliminating sulfide from gas mixture |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1219579C (en) |
Cited By (45)
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| CN100421768C (en) * | 2005-07-12 | 2008-10-01 | 南京理工大学 | Composite solution for absorbing acid gas in membrane contactor |
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-
2002
- 2002-12-11 CN CN 02148499 patent/CN1219579C/en not_active Expired - Lifetime
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