CN100506949C - 一种脱除原油或馏分油中环烷酸的方法 - Google Patents
一种脱除原油或馏分油中环烷酸的方法 Download PDFInfo
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- CN100506949C CN100506949C CNB200610075671XA CN200610075671A CN100506949C CN 100506949 C CN100506949 C CN 100506949C CN B200610075671X A CNB200610075671X A CN B200610075671XA CN 200610075671 A CN200610075671 A CN 200610075671A CN 100506949 C CN100506949 C CN 100506949C
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- Prior art keywords
- formula
- ionic liquid
- naphthenic acid
- distillate
- crude oil
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 title claims abstract description 51
- 239000010779 crude oil Substances 0.000 title claims abstract description 41
- 238000000034 method Methods 0.000 title claims abstract description 27
- 239000003921 oil Substances 0.000 title claims abstract description 12
- 239000002608 ionic liquid Substances 0.000 claims abstract description 59
- 150000001875 compounds Chemical class 0.000 claims abstract description 35
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- 239000007788 liquid Substances 0.000 claims description 25
- 150000002500 ions Chemical class 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 12
- NRGGMCIBEHEAIL-UHFFFAOYSA-N 2-ethylpyridine Chemical compound CCC1=CC=CC=N1 NRGGMCIBEHEAIL-UHFFFAOYSA-N 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- MCMFEZDRQOJKMN-UHFFFAOYSA-N 1-butylimidazole Chemical compound CCCCN1C=CN=C1 MCMFEZDRQOJKMN-UHFFFAOYSA-N 0.000 claims description 6
- 229910016467 AlCl 4 Inorganic materials 0.000 claims description 6
- KAIPKTYOBMEXRR-UHFFFAOYSA-N 1-butyl-3-methyl-2h-imidazole Chemical class CCCCN1CN(C)C=C1 KAIPKTYOBMEXRR-UHFFFAOYSA-N 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- IBZJNLWLRUHZIX-UHFFFAOYSA-N 1-ethyl-3-methyl-2h-imidazole Chemical class CCN1CN(C)C=C1 IBZJNLWLRUHZIX-UHFFFAOYSA-N 0.000 claims description 3
- JIXFEDDJIFZGMN-UHFFFAOYSA-N 2-butyl-4-chloro-5-methyl-1h-imidazole Chemical class CCCCC1=NC(Cl)=C(C)N1 JIXFEDDJIFZGMN-UHFFFAOYSA-N 0.000 claims description 3
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical class CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims description 3
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 claims description 3
- 238000011084 recovery Methods 0.000 claims 2
- 238000002156 mixing Methods 0.000 abstract description 19
- 238000000926 separation method Methods 0.000 abstract description 4
- 238000004945 emulsification Methods 0.000 abstract description 3
- 238000005260 corrosion Methods 0.000 abstract description 2
- 230000007797 corrosion Effects 0.000 abstract description 2
- 238000010668 complexation reaction Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 description 10
- 150000002460 imidazoles Chemical class 0.000 description 10
- 150000003839 salts Chemical class 0.000 description 10
- 230000008929 regeneration Effects 0.000 description 9
- 238000011069 regeneration method Methods 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 230000001172 regenerating effect Effects 0.000 description 8
- 238000001125 extrusion Methods 0.000 description 7
- 238000005086 pumping Methods 0.000 description 7
- -1 1-ethyl-3-methyl imidazolium tetrafluoroborate Chemical compound 0.000 description 5
- 239000003513 alkali Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 238000007670 refining Methods 0.000 description 3
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000010734 process oil Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- NJMWOUFKYKNWDW-UHFFFAOYSA-N 1-ethyl-3-methylimidazolium Chemical compound CCN1C=C[N+](C)=C1 NJMWOUFKYKNWDW-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000000655 anti-hydrolysis Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 239000011829 room temperature ionic liquid solvent Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
- Lubricants (AREA)
Abstract
Description
Claims (8)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNB200610075671XA CN100506949C (zh) | 2006-04-18 | 2006-04-18 | 一种脱除原油或馏分油中环烷酸的方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNB200610075671XA CN100506949C (zh) | 2006-04-18 | 2006-04-18 | 一种脱除原油或馏分油中环烷酸的方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1847366A CN1847366A (zh) | 2006-10-18 |
CN100506949C true CN100506949C (zh) | 2009-07-01 |
Family
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CNB200610075671XA Expired - Fee Related CN100506949C (zh) | 2006-04-18 | 2006-04-18 | 一种脱除原油或馏分油中环烷酸的方法 |
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CN (1) | CN100506949C (zh) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NO331987B1 (no) * | 2009-06-22 | 2012-05-21 | Statoil Asa | Fremgangsmate for isolering og kvantifisering av naftendannende syrer (ARN-syrer) i raolje. |
US8608950B2 (en) * | 2009-12-30 | 2013-12-17 | Uop Llc | Process for removing metals from resid |
US8608952B2 (en) * | 2009-12-30 | 2013-12-17 | Uop Llc | Process for de-acidifying hydrocarbons |
US8608949B2 (en) * | 2009-12-30 | 2013-12-17 | Uop Llc | Process for removing metals from vacuum gas oil |
US8580107B2 (en) * | 2009-12-30 | 2013-11-12 | Uop Llc | Process for removing sulfur from vacuum gas oil |
US8608943B2 (en) * | 2009-12-30 | 2013-12-17 | Uop Llc | Process for removing nitrogen from vacuum gas oil |
US8608951B2 (en) * | 2009-12-30 | 2013-12-17 | Uop Llc | Process for removing metals from crude oil |
CN101982525A (zh) * | 2010-11-09 | 2011-03-02 | 中国海洋石油总公司 | 一种用咪唑类离子液体脱除汽油中硫化物的方法 |
US8574427B2 (en) | 2011-12-15 | 2013-11-05 | Uop Llc | Process for removing refractory nitrogen compounds from vacuum gas oil |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4634519A (en) * | 1985-06-11 | 1987-01-06 | Chevron Research Company | Process for removing naphthenic acids from petroleum distillates |
US4752381A (en) * | 1987-05-18 | 1988-06-21 | Nalco Chemical Company | Upgrading petroleum and petroleum fractions |
CN1091416A (zh) * | 1993-02-26 | 1994-08-31 | 中国石化广州石油化工总厂 | 粗环烷酸铵化脱油精制 |
CN1141281A (zh) * | 1995-07-21 | 1997-01-29 | 中国石化兰州炼油化工总厂 | 从异丙醇-氨水混合抽提液中回收石油酸的方法 |
GB2356404A (en) * | 1999-10-22 | 2001-05-23 | Elf Exploration Prod | Process for deacidifying crude oils and a device therefore |
WO2003062171A2 (de) * | 2002-01-24 | 2003-07-31 | Basf Aktiengesellschaft | Verfahren zur abtrennung von säuren aus chemischen reaktionsgemischen mit hilfe von ionischen flüssigkeiten |
US6627069B2 (en) * | 2000-04-18 | 2003-09-30 | Exxonmobil Research And Engineering Company | Method for reducing the naphthenic acid content of crude oil and its fractions |
CN1563283A (zh) * | 2004-03-12 | 2005-01-12 | 北京石油化工学院 | 一种从油品中脱除和回收酸成分的方法 |
CN1810757A (zh) * | 2006-02-28 | 2006-08-02 | 中国科学院过程工程研究所 | 一种从油品中脱除和回收环烷酸的方法 |
-
2006
- 2006-04-18 CN CNB200610075671XA patent/CN100506949C/zh not_active Expired - Fee Related
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4634519A (en) * | 1985-06-11 | 1987-01-06 | Chevron Research Company | Process for removing naphthenic acids from petroleum distillates |
US4752381A (en) * | 1987-05-18 | 1988-06-21 | Nalco Chemical Company | Upgrading petroleum and petroleum fractions |
CN1091416A (zh) * | 1993-02-26 | 1994-08-31 | 中国石化广州石油化工总厂 | 粗环烷酸铵化脱油精制 |
CN1141281A (zh) * | 1995-07-21 | 1997-01-29 | 中国石化兰州炼油化工总厂 | 从异丙醇-氨水混合抽提液中回收石油酸的方法 |
GB2356404A (en) * | 1999-10-22 | 2001-05-23 | Elf Exploration Prod | Process for deacidifying crude oils and a device therefore |
US6627069B2 (en) * | 2000-04-18 | 2003-09-30 | Exxonmobil Research And Engineering Company | Method for reducing the naphthenic acid content of crude oil and its fractions |
WO2003062171A2 (de) * | 2002-01-24 | 2003-07-31 | Basf Aktiengesellschaft | Verfahren zur abtrennung von säuren aus chemischen reaktionsgemischen mit hilfe von ionischen flüssigkeiten |
WO2003062251A1 (de) * | 2002-01-24 | 2003-07-31 | Basf Aktiengesellschaft | Verfahren zur abtrennung von säuren aus chemischen reaktionsgemischen mit hilfe von ionischen flüssigkeiten |
CN1563283A (zh) * | 2004-03-12 | 2005-01-12 | 北京石油化工学院 | 一种从油品中脱除和回收酸成分的方法 |
CN1810757A (zh) * | 2006-02-28 | 2006-08-02 | 中国科学院过程工程研究所 | 一种从油品中脱除和回收环烷酸的方法 |
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Publication number | Publication date |
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CN1847366A (zh) | 2006-10-18 |
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C06 | Publication | ||
PB01 | Publication | ||
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SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
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TR01 | Transfer of patent right |
Effective date of registration: 20170220 Address after: 100010 Beijing, Chaoyangmen, North Street, No. 25, No. Patentee after: CHINA NATIONAL OFFSHORE OIL Corp. Patentee after: CNOOC OIL & PETROCHEMICALS Co.,Ltd. Patentee after: CNOOC RESEARCH INSTITUTE OF REFINING AND PETROCHEMICALS (BEIJING) Co.,Ltd. Address before: 100027 Beijing city Dongcheng District Dongzhimen Street No. 6 Patentee before: CHINA NATIONAL OFFSHORE OIL Corp. Patentee before: CHINA OFFSHORE OIL & GAS DEVELOPMENT & UTILIZATION Co. |
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CP01 | Change in the name or title of a patent holder |
Address after: 100010 Chaoyangmen North Street, Dongcheng District, Dongcheng District, Beijing Co-patentee after: CNOOC OIL & PETROCHEMICALS Co.,Ltd. Patentee after: CHINA NATIONAL OFFSHORE OIL Corp. Co-patentee after: CNOOC RESEARCH INSTITUTE OF REFINING AND PETROCHEMICALS (BEIJING) Co.,Ltd. Address before: 100010 Chaoyangmen North Street, Dongcheng District, Dongcheng District, Beijing Co-patentee before: CNOOC OIL & PETROCHEMICALS Co.,Ltd. Patentee before: CHINA NATIONAL OFFSHORE OIL Corp. Co-patentee before: CNOOC RESEARCH INSTITUTE OF REFINING AND PETROCHEMICALS (BEIJING) Co.,Ltd. |
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CP01 | Change in the name or title of a patent holder | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20090701 |
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CF01 | Termination of patent right due to non-payment of annual fee |