DE1518465C3 - Verfahren und Vorrichtung zum Sulfomeren oder Sulfatleren organi scher Verbindungen - Google Patents
Verfahren und Vorrichtung zum Sulfomeren oder Sulfatleren organi scher VerbindungenInfo
- Publication number
- DE1518465C3 DE1518465C3 DE1518465A DEA0048326A DE1518465C3 DE 1518465 C3 DE1518465 C3 DE 1518465C3 DE 1518465 A DE1518465 A DE 1518465A DE A0048326 A DEA0048326 A DE A0048326A DE 1518465 C3 DE1518465 C3 DE 1518465C3
- Authority
- DE
- Germany
- Prior art keywords
- liquid
- organic
- sulfur trioxide
- gas
- mixture
- 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 claims description 21
- 150000002894 organic compounds Chemical class 0.000 title claims description 19
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims description 100
- 239000007788 liquid Substances 0.000 claims description 63
- 238000006243 chemical reaction Methods 0.000 claims description 61
- 239000007789 gas Substances 0.000 claims description 51
- 239000000203 mixture Substances 0.000 claims description 41
- 239000011261 inert gas Substances 0.000 claims description 22
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical class CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 claims description 21
- 239000000463 material Substances 0.000 claims description 9
- 238000006277 sulfonation reaction Methods 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000003599 detergent Substances 0.000 claims description 6
- 150000001491 aromatic compounds Chemical class 0.000 claims description 2
- 230000001180 sulfating effect Effects 0.000 claims description 2
- 239000011368 organic material Substances 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 150000004703 alkoxides Chemical class 0.000 claims 1
- 238000012544 monitoring process Methods 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 1
- 238000001816 cooling Methods 0.000 description 15
- 239000000047 product Substances 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- -1 sulfo- Chemical class 0.000 description 9
- 239000013543 active substance Substances 0.000 description 7
- 238000000926 separation method Methods 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 239000002826 coolant Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000000498 cooling water Substances 0.000 description 5
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 4
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N 1-Tetradecanol Natural products CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 125000003438 dodecyl group Chemical group [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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 239000012263 liquid product Substances 0.000 description 3
- 238000005192 partition Methods 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 229940043348 myristyl alcohol Drugs 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 230000019635 sulfation Effects 0.000 description 2
- 238000005670 sulfation reaction Methods 0.000 description 2
- 229940095068 tetradecene Drugs 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N 1-dodecanol group Chemical group C(CCCCCCCCCCC)O LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J10/00—Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor
- B01J10/02—Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor of the thin-film type
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/24—Stationary reactors without moving elements inside
- B01J19/2415—Tubular reactors
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/24—Stationary reactors without moving elements inside
- B01J19/247—Suited for forming thin films
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B45/00—Formation or introduction of functional groups containing sulfur
- C07B45/02—Formation or introduction of functional groups containing sulfur of sulfo or sulfonyldioxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US342485A US3328460A (en) | 1964-02-04 | 1964-02-04 | Process for sulfonation of organic compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1518465A1 DE1518465A1 (de) | 1972-05-04 |
| DE1518465B2 DE1518465B2 (de) | 1973-04-26 |
| DE1518465C3 true DE1518465C3 (de) | 1973-11-22 |
Family
ID=23342030
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1518465A Expired DE1518465C3 (de) | 1964-02-04 | 1965-02-04 | Verfahren und Vorrichtung zum Sulfomeren oder Sulfatleren organi scher Verbindungen |
Country Status (9)
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1159728A (en) * | 1966-04-26 | 1969-07-30 | Unilever Ltd | Purification of Olefins and preparation of Sulphonates therefrom |
| US3538684A (en) * | 1966-05-06 | 1970-11-10 | Allied Chem | Liquid/gas separation process and apparatus |
| US3482947A (en) * | 1966-07-14 | 1969-12-09 | Procter & Gamble | Feed device for a film reactor |
| US3531518A (en) * | 1966-07-14 | 1970-09-29 | Procter & Gamble | Process for the reaction of alpha-olefins and gaseous sulfur trioxide |
| BR7101132D0 (pt) * | 1970-02-23 | 1973-05-03 | Mazzoni G Mecc Costr | Um processo e equipamento para sulfonacao e sulfatizacao de compostos organicos |
| BE787813A (fr) * | 1971-08-26 | 1973-02-21 | Texaco Development Corp | Procede de traitement acide des olefines |
| JPS5218682B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1972-04-15 | 1977-05-24 | ||
| US4059620A (en) * | 1973-05-17 | 1977-11-22 | Texaco Development Corporation | Process for preparing olefin sulfonates |
| JPS522890B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1973-11-29 | 1977-01-25 | ||
| JPS525712A (en) * | 1975-06-30 | 1977-01-17 | Lion Corp | Apparatus for continuous sulfonation |
| US4072470A (en) * | 1976-03-31 | 1978-02-07 | Kao Soap Co., Ltd. | Gas feeder for sulfonation apparatus |
| JPS6033382B2 (ja) * | 1979-07-06 | 1985-08-02 | ライオン株式会社 | アルキルベンゼンの薄膜式スルホン化法 |
| US5196574A (en) * | 1991-12-23 | 1993-03-23 | Uop | Detergent alkylation process using a fluorided silica-alumina |
| US5587500A (en) * | 1993-09-17 | 1996-12-24 | The Chemithon Corporation | Sulfonation of fatty acid esters |
| US5922903A (en) * | 1997-11-10 | 1999-07-13 | Uop Llc | Falling film reactor with corrugated plates |
| US20080139840A1 (en) * | 2006-11-03 | 2008-06-12 | Matthew Thomas Anderson | Process for preparing alkyl aryl sulphonic acids and alkyl aryl sulphonates |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2747794A (en) * | 1956-05-29 | Zero printing control mechanism | ||
| US2088027A (en) * | 1934-05-09 | 1937-07-27 | Union Carbide & Carbon Corp | Alcohol sulphation process |
| US2923728A (en) * | 1957-11-19 | 1960-02-02 | Du Pont | Process of reacting organic compounds with sulfur trioxide |
| US3169142A (en) * | 1960-05-25 | 1965-02-09 | Stepan Chemical Co | Method for sulfonation and sulfation of organic compounds |
| AT243951B (de) * | 1963-09-19 | 1965-12-10 | Goldschmidt Ag Th | Lösungsmittelhaltige Aluminiumfarbe auf Emulsionsbasis sowie Verfahren zu deren Herstellung |
-
1964
- 1964-02-04 US US342485A patent/US3328460A/en not_active Expired - Lifetime
-
1965
- 1965-02-04 DE DE1518465A patent/DE1518465C3/de not_active Expired
- 1965-02-04 FR FR4439A patent/FR1439060A/fr not_active Expired
- 1965-02-04 BE BE659278A patent/BE659278A/xx unknown
- 1965-02-04 DK DK58465AA patent/DK129280B/da unknown
- 1965-02-04 NL NL656501442A patent/NL146135B/xx not_active IP Right Cessation
- 1965-02-04 GB GB4919/65A patent/GB1029029A/en not_active Expired
- 1965-02-04 ES ES308998D patent/ES308998A1/es not_active Expired
- 1965-02-04 ES ES0308998A patent/ES308998A3/es not_active Expired
- 1965-02-04 IL IL22916A patent/IL22916A/xx unknown
-
1967
- 1967-04-12 US US656609A patent/US3501276A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DK129280C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-02-10 |
| DE1518465B2 (de) | 1973-04-26 |
| NL146135B (nl) | 1975-06-16 |
| BE659278A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1965-08-04 |
| US3328460A (en) | 1967-06-27 |
| US3501276A (en) | 1970-03-17 |
| ES308998A3 (es) | 1965-05-16 |
| FR1439060A (fr) | 1966-05-20 |
| NL6501442A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1965-08-05 |
| DE1518465A1 (de) | 1972-05-04 |
| GB1029029A (en) | 1966-05-11 |
| IL22916A (en) | 1968-04-25 |
| ES308998A1 (es) | 1965-07-01 |
| DK129280B (da) | 1974-09-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: ALLIED CORP., MORRIS TOWNSHIP, N.J., US |