GB941663A - A method of preparing oil soluble sulfonates - Google Patents
A method of preparing oil soluble sulfonatesInfo
- Publication number
- GB941663A GB941663A GB331260A GB331260A GB941663A GB 941663 A GB941663 A GB 941663A GB 331260 A GB331260 A GB 331260A GB 331260 A GB331260 A GB 331260A GB 941663 A GB941663 A GB 941663A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mixture
- methanol
- postdodecylbenzene
- oleum
- crude
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 150000003871 sulfonates Chemical class 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 12
- 239000000203 mixture Substances 0.000 abstract 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- 239000012071 phase Substances 0.000 abstract 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 150000004996 alkyl benzenes Chemical class 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- 239000003208 petroleum Substances 0.000 abstract 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 239000000908 ammonium hydroxide Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 239000000920 calcium hydroxide Substances 0.000 abstract 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 229940069096 dodecene Drugs 0.000 abstract 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 238000005194 fractionation Methods 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 abstract 1
- 239000000347 magnesium hydroxide Substances 0.000 abstract 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Substances [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Substances [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
- C07C303/44—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In a process for the production of light-coloured, oil-soluble sulphonates from mixtures of aromatic sulphonic acids, such as are obtained by the action of sulphuric acid or oleum on a mixture of alkylbenzenes, the mixture is (a) diluted with an unsulphonatable petroleum oil so that it contains 3 to 7 parts of petroleum oil per part of acid-mixture, the diluted mixture is allowed to separate into two liquid phases, and the upper phase is removed from the lower within 24 hours, (b) the upper phase is blown with an inert gas, to remove SO2 and SO3, filtered with activated clay, and diluted with methanol whereupon the mixture again separates into two liquid phases, (c) the lower phase is removed and the methanol is evaporated off, leaving the required sulphonates, which are neutralized with a base. In an example "crude postdodecylbenzene" which comprises a mixture of meta- and para-, C9- to C15-dialkylbenzenes together with C15- to C24-monoalkylbenzenes, is sulphonated with oleum, the reaction-temperature being maintained at 150 DEG -160 DEG F. The sulphonated product is then mixed with white oil of a viscosity of 100 S.S.U. at 100 DEG F. After completing the purification process set forth above, the sulphonic acids, obtained by evaporating the methanol, are neutralized with sodium, potassium, ammonium, calcium or magnesium hydroxide, or with ethanolamine or morpholine. The upper layer from the methanol treatment, which comprises unsulphonated alkylbenzenes dissolved in white oil, may be treated with a further quantity of oleum, if desired.ALSO:A "crude postdodecylbenzene" comprises a mixture of meta- and para-, C9- to C15-dialkylbenzene together with C15- to C24-monoalkyl-benzenes, and is obtained by alkylating benzene with a close-boiling dodecene fraction, and submitting the alkylate to fractionation to distil off unreacted benzene, C6- to C9-alkyl benzenes and dodecylbenzene, leaving the "crude postdodecylbenzene" as bottoms.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB331260A GB941663A (en) | 1960-01-29 | 1960-01-29 | A method of preparing oil soluble sulfonates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB331260A GB941663A (en) | 1960-01-29 | 1960-01-29 | A method of preparing oil soluble sulfonates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB941663A true GB941663A (en) | 1963-11-13 |
Family
ID=9755944
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB331260A Expired GB941663A (en) | 1960-01-29 | 1960-01-29 | A method of preparing oil soluble sulfonates |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB941663A (en) |
-
1960
- 1960-01-29 GB GB331260A patent/GB941663A/en not_active Expired
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