DE1518851A1 - Verfahren zur Sulfoxydation von gesaettigten,nichtaromatischen Kohlenwasserstoffen - Google Patents
Verfahren zur Sulfoxydation von gesaettigten,nichtaromatischen KohlenwasserstoffenInfo
- Publication number
- DE1518851A1 DE1518851A1 DE19651518851 DE1518851A DE1518851A1 DE 1518851 A1 DE1518851 A1 DE 1518851A1 DE 19651518851 DE19651518851 DE 19651518851 DE 1518851 A DE1518851 A DE 1518851A DE 1518851 A1 DE1518851 A1 DE 1518851A1
- Authority
- DE
- Germany
- Prior art keywords
- sulfoxidation
- saturated
- reaction
- oxygen
- sulfur dioxide
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 12
- 229920006395 saturated elastomer Polymers 0.000 title claims description 9
- 150000004945 aromatic hydrocarbons Chemical class 0.000 title claims description 3
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 34
- 238000006243 chemical reaction Methods 0.000 claims description 17
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- 239000001301 oxygen Substances 0.000 claims description 12
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 10
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 238000003958 fumigation Methods 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims description 3
- NIDNOXCRFUCAKQ-UMRXKNAASA-N (1s,2r,3s,4r)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical class C1[C@H]2C=C[C@@H]1[C@H](C(=O)O)[C@@H]2C(O)=O NIDNOXCRFUCAKQ-UMRXKNAASA-N 0.000 claims 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 239000011572 manganese Substances 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 description 20
- 150000002430 hydrocarbons Chemical class 0.000 description 20
- 239000004215 Carbon black (E152) Substances 0.000 description 11
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 150000002148 esters Chemical class 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 239000012188 paraffin wax Substances 0.000 description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- 239000006286 aqueous extract Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- -1 alkyl sulfonic acids Chemical class 0.000 description 5
- 239000003599 detergent Substances 0.000 description 5
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 229960000907 methylthioninium chloride Drugs 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 4
- 238000010626 work up procedure Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 235000013773 glyceryl triacetate Nutrition 0.000 description 2
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 2
- 229960002622 triacetin Drugs 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 239000004133 Sodium thiosulphate Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- BSVQJWUUZCXSOL-UHFFFAOYSA-N cyclohexylsulfonyl ethaneperoxoate Chemical compound CC(=O)OOS(=O)(=O)C1CCCCC1 BSVQJWUUZCXSOL-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 description 1
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- DLPAJFPCOBSODM-UHFFFAOYSA-N oxygen;sulfur dioxide Chemical compound [O].O=S=O DLPAJFPCOBSODM-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 210000003371 toe Anatomy 0.000 description 1
- 230000035899 viability Effects 0.000 description 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
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/14—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by sulfoxidation, i.e. by reaction with sulfur dioxide and oxygen with formation of sulfo or halosulfonyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0046839 | 1965-08-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1518851A1 true DE1518851A1 (de) | 1969-04-30 |
Family
ID=7101271
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19651518851 Pending DE1518851A1 (de) | 1965-08-07 | 1965-08-07 | Verfahren zur Sulfoxydation von gesaettigten,nichtaromatischen Kohlenwasserstoffen |
Country Status (7)
| Country | Link |
|---|---|
| AT (1) | AT262248B (enrdf_load_stackoverflow) |
| BE (1) | BE685196A (enrdf_load_stackoverflow) |
| CH (1) | CH473784A (enrdf_load_stackoverflow) |
| DE (1) | DE1518851A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1089708A (enrdf_load_stackoverflow) |
| NL (1) | NL6611069A (enrdf_load_stackoverflow) |
| SE (1) | SE315883B (enrdf_load_stackoverflow) |
-
1965
- 1965-08-07 DE DE19651518851 patent/DE1518851A1/de active Pending
-
1966
- 1966-07-29 GB GB3423766A patent/GB1089708A/en not_active Expired
- 1966-08-04 CH CH1125166A patent/CH473784A/de unknown
- 1966-08-05 SE SE1061966A patent/SE315883B/xx unknown
- 1966-08-05 NL NL6611069A patent/NL6611069A/xx unknown
- 1966-08-05 AT AT751666A patent/AT262248B/de active
- 1966-08-08 BE BE685196D patent/BE685196A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AT262248B (de) | 1968-06-10 |
| GB1089708A (en) | 1967-11-08 |
| NL6611069A (enrdf_load_stackoverflow) | 1967-02-08 |
| SE315883B (enrdf_load_stackoverflow) | 1969-10-13 |
| BE685196A (enrdf_load_stackoverflow) | 1967-02-08 |
| CH473784A (de) | 1969-06-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0486582A1 (de) | Verfahren zur herstellung von hellfarbigen ölsäuresulfonaten. | |
| DE1568311B2 (de) | Verfahren zur Herstellung waschaktiver höherer Alkenylsulfonate | |
| DE1288580B (de) | Verfahren zur Herstellung von oberflaechenaktiven Stoffen aus Alkoholen, Fettsaeureestern und Alkylenoxyden | |
| DE2516691A1 (de) | Verfahren zur herstellung von alpha-sulfofettsaeureestern | |
| DE1215695B (de) | Verfahren zur Herstellung hellfarbiger Olefinsulfonierungsprodukte bzw. der entsprechenden Sulfonate | |
| DE1518851A1 (de) | Verfahren zur Sulfoxydation von gesaettigten,nichtaromatischen Kohlenwasserstoffen | |
| DE880134C (de) | Verfahren zur Herstellung von ungesättigten Aldehyden | |
| DE3325517A1 (de) | Verfahren zur schonenden isolierung von paraffinsulfonsaeuren oder paraffinsulfonaten aus den bei der sulfoxidation von paraffinen erhaltenen reaktionsgemischen | |
| DE2353297C3 (de) | Verfahren zur isothermen Sulfonierung oder Sulfatierung organischer Verbindungen | |
| DE1179931C2 (de) | Verfahren zur Gewinnung hellfarbiger kapillar-aktiver Sulfonsaeuren von Fettsaeureestern bzw. deren Salzen | |
| DE1960527C3 (de) | Verfahren zur Herstellung hellgefärbter, langkettiger Olefinsulfonate | |
| DE2535800C2 (enrdf_load_stackoverflow) | ||
| DE2715069C2 (de) | Verfahren zur Gewinnung von Alkalisalzen von Alkylsulfonsäuren | |
| EP0033775A1 (de) | Verfahren zur Abtrennung von Sulfonsäuren aus dem bei der Umsetzung von Paraffinen mit Schwefeldioxid, Sauerstoff und Wasser in Gegenwart von UV-Licht erhaltenem Reaktionsprodukt | |
| DE767803C (de) | Verfahren zur Herstellung von organischen, Halogen, Sauerstoff und Schwefel enthaltenden Verbindungen | |
| DE3809822A1 (de) | Sulfonate von estern ungesaettigter fettsaeuren mit ungesaettigten fettalkoholen und verfahren zu ihrer herstellung | |
| DE2358508C3 (de) | Verfahren zum Reinigen von Dicumylperoxid | |
| DE1960527B2 (de) | Verfahren zur Herstellung hellgefärbter, iangkettiger Oiefinsuifonate | |
| DE819092C (de) | Verfahren zur Herstellung von Isopropylbenzolhydroperoxyd | |
| DE903815C (de) | Verfahren zur Herstellung von Sulfonsaeuren | |
| DE324663C (de) | Verfahren zur Darstellung von Fettsaeuren und Aldehyden | |
| AT256059B (de) | Verfahren zur Herstellung hellfarbiger Olefinsulfonierungsprodukte bzw. der entsprechenden Sulfonate | |
| DE860637C (de) | Verfahren zur Herstellung schwefelhaltiger cyclischer organischer Verbindungen | |
| DE918444C (de) | Verfahren zur Herstellung von Sulfonierungserzeugnissen | |
| DE1468026C (de) | Verfahren zur Herstellung von ober flachenaktivenSulfonierungsprodukten |