GB800984A - Improvements in or relating to sweetening petroleum naphthas - Google Patents
Improvements in or relating to sweetening petroleum naphthasInfo
- Publication number
- GB800984A GB800984A GB26141/56A GB2614156A GB800984A GB 800984 A GB800984 A GB 800984A GB 26141/56 A GB26141/56 A GB 26141/56A GB 2614156 A GB2614156 A GB 2614156A GB 800984 A GB800984 A GB 800984A
- Authority
- GB
- United Kingdom
- Prior art keywords
- per cent
- aqueous solution
- weight
- water
- copper salt
- 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.)
- Expired
Links
- 239000003208 petroleum Substances 0.000 title abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 4
- 239000007864 aqueous solution Substances 0.000 abstract 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 4
- 239000001301 oxygen Substances 0.000 abstract 4
- 229910052760 oxygen Inorganic materials 0.000 abstract 4
- 229920000768 polyamine Polymers 0.000 abstract 4
- -1 alkyl phenol Chemical compound 0.000 abstract 3
- 150000001879 copper Chemical class 0.000 abstract 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 2
- 239000008346 aqueous phase Substances 0.000 abstract 2
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 abstract 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 abstract 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 abstract 1
- ZAXCZCOUDLENMH-UHFFFAOYSA-N 3,3,3-tetramine Chemical compound NCCCNCCCNCCCN ZAXCZCOUDLENMH-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- BELZJFWUNQWBES-UHFFFAOYSA-N caldopentamine Chemical compound NCCCNCCCNCCCNCCCN BELZJFWUNQWBES-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 235000009508 confectionery Nutrition 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- 229930003836 cresol Natural products 0.000 abstract 1
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 abstract 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 abstract 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 abstract 1
- 229960001124 trientine Drugs 0.000 abstract 1
- 150000003739 xylenols Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G27/00—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation
- C10G27/04—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation with oxygen or compounds generating oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
Sour petroleum naphtha is sweetened by contacting it at 40-200 DEG F. in the presence of free oxygen with sufficient of the aqueous solution specified below to form a distinct aqueous phase, then separating the sweet naphtha from the aqueous phase. The aqueous solution used comprises at least 5 per cent by weight of free alkali metal hydroxide, an alkyl phenol, a water-soluble alkylene polyamine wherein each alkylene group has 2-4 C atoms, the alkyl phenol and polyamine being present in amounts sufficient to increase the solubility of the mercaptans, and a mercaptan oxidation catalyst consisting of the complex formed by reacting a water-soluble copper salt with an alkylene polyamine wherein the alkylene group is ethylene or propylene. The free oxygen may be introduced as air, oxygen, or in the form of a compound such as hydrogen peroxide which furnishes free oxygen. The free alkali metal hydroxide is preferably present in a concentration of 10-15 per cent by weight. The preferred alkyl phenols are cresol, xylenol, ethyl phenol or nonyl phenol used in concentrations of 10-20 per cent by volume of the aqueous solution. The preferred polyamines are ethylene diamine, diethylene triamine, triethylene tetramine, tetraethylene pentamine, propylene diamine, dipropylene triamine, tripropylene tetramine, tetrapropylene pentamine, butylene diamine and dibutylene triamine, used in concentrations of 3-8 per cent by volume of the aqueous solution. The water-soluble copper salt may be organic, but is preferably cupric sulphate, and the amount of copper salt complex present is 0.1-0.3 per cent by weight as copper.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US513362A US2848374A (en) | 1955-06-06 | 1955-06-06 | Oxygen sweetening process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB800984A true GB800984A (en) | 1958-09-03 |
Family
ID=24042941
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26141/56A Expired GB800984A (en) | 1955-06-06 | 1956-08-27 | Improvements in or relating to sweetening petroleum naphthas |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2848374A (en) |
| BE (1) | BE551286A (en) |
| FR (1) | FR1213410A (en) |
| GB (1) | GB800984A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1105088B (en) * | 1959-11-20 | 1961-04-20 | Basf Ag | Process for removing mercaptans from hydrocarbon mixtures |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2413945A (en) * | 1944-03-09 | 1947-01-07 | Standard Oil Co | Treating petroleum distillates |
| US2432301A (en) * | 1944-06-26 | 1947-12-09 | Shell Dev | Conversion of hydrosulfides to neutral sulfur compounds |
| US2659691A (en) * | 1949-08-26 | 1953-11-17 | Raffinage Cie Francaise | Process for refining petroleum products |
| US2663674A (en) * | 1950-03-17 | 1953-12-22 | Standard Oil Co | Refining sour hydrocarbon oils |
| US2744854A (en) * | 1952-06-30 | 1956-05-08 | Universal Oil Prod Co | Oxidation of mercaptans |
-
1955
- 1955-06-06 US US513362A patent/US2848374A/en not_active Expired - Lifetime
-
1956
- 1956-08-27 GB GB26141/56A patent/GB800984A/en not_active Expired
- 1956-09-24 FR FR1213410D patent/FR1213410A/en not_active Expired
- 1956-09-25 BE BE551286A patent/BE551286A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1105088B (en) * | 1959-11-20 | 1961-04-20 | Basf Ag | Process for removing mercaptans from hydrocarbon mixtures |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1213410A (en) | 1960-03-31 |
| US2848374A (en) | 1958-08-19 |
| BE551286A (en) | 1957-03-25 |
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