FR2516079A1 - Procede pour preparer en continu des photosulfonates d'alcanolamine a partir d'esters gras ou de paraffines de petrole et photosulfonates d'alcanolanine ainsi obtenus - Google Patents
Procede pour preparer en continu des photosulfonates d'alcanolamine a partir d'esters gras ou de paraffines de petrole et photosulfonates d'alcanolanine ainsi obtenus Download PDFInfo
- Publication number
- FR2516079A1 FR2516079A1 FR8120789A FR8120789A FR2516079A1 FR 2516079 A1 FR2516079 A1 FR 2516079A1 FR 8120789 A FR8120789 A FR 8120789A FR 8120789 A FR8120789 A FR 8120789A FR 2516079 A1 FR2516079 A1 FR 2516079A1
- Authority
- FR
- France
- Prior art keywords
- alkanolamine
- fatty esters
- photosulfonates
- starting material
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims abstract description 20
- 230000008569 process Effects 0.000 title claims abstract description 11
- 239000003208 petroleum Substances 0.000 title claims abstract description 9
- 238000002360 preparation method Methods 0.000 title abstract description 3
- 150000002194 fatty esters Chemical class 0.000 title description 15
- 239000002253 acid Substances 0.000 claims abstract description 14
- 150000007513 acids Chemical class 0.000 claims abstract description 12
- -1 METHYL FATTY ESTERS Chemical class 0.000 claims abstract description 10
- 239000000203 mixture Substances 0.000 claims description 20
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 19
- 239000007858 starting material Substances 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 claims description 3
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 claims description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 238000007872 degassing Methods 0.000 claims description 2
- 238000005984 hydrogenation reaction Methods 0.000 claims description 2
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 2
- 230000011987 methylation Effects 0.000 claims description 2
- 238000007069 methylation reaction Methods 0.000 claims description 2
- 229960004418 trolamine Drugs 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims description 2
- 235000014593 oils and fats Nutrition 0.000 claims 1
- 150000003871 sulfonates Chemical class 0.000 claims 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 239000003925 fat Substances 0.000 description 5
- 239000003599 detergent Substances 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- WSYUEVRAMDSJKL-UHFFFAOYSA-N ethanolamine-o-sulfate Chemical compound NCCOS(O)(=O)=O WSYUEVRAMDSJKL-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Classifications
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8120789A FR2516079A1 (fr) | 1981-11-06 | 1981-11-06 | Procede pour preparer en continu des photosulfonates d'alcanolamine a partir d'esters gras ou de paraffines de petrole et photosulfonates d'alcanolanine ainsi obtenus |
| JP57182682A JPS6010024B2 (ja) | 1981-11-06 | 1982-10-18 | 光スルホン化脂肪酸エステルまたは石油パラフィンのアルカノ−ルアミン塩の連続的製造方法 |
| EP82401925A EP0080388B1 (fr) | 1981-11-06 | 1982-10-20 | Procédé pour préparer en continu des photosulfonates d'alcanolamine et/ou d'alcoylamine à partir d'esters gras ou de paraffines de pétrole et photosulfonates d'alcanolamine et/ou d'alcoylamine ainsi obtenus |
| DE8282401925T DE3266052D1 (en) | 1981-11-06 | 1982-10-20 | Process for continuously preparing alkanolamin and/or alkylamin photosulfonates from fatty esters or petroleum paraffins, and alkanolamin and/or alkylamin photosulfonates so obtained |
| NO823667A NO823667L (no) | 1981-11-06 | 1982-11-04 | Fremgangsmaate for fremstilling av foto-sulfonater av alkanolaminer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8120789A FR2516079A1 (fr) | 1981-11-06 | 1981-11-06 | Procede pour preparer en continu des photosulfonates d'alcanolamine a partir d'esters gras ou de paraffines de petrole et photosulfonates d'alcanolanine ainsi obtenus |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2516079A1 true FR2516079A1 (fr) | 1983-05-13 |
| FR2516079B1 FR2516079B1 (enExample) | 1984-02-17 |
Family
ID=9263741
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8120789A Granted FR2516079A1 (fr) | 1981-11-06 | 1981-11-06 | Procede pour preparer en continu des photosulfonates d'alcanolamine a partir d'esters gras ou de paraffines de petrole et photosulfonates d'alcanolanine ainsi obtenus |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0080388B1 (enExample) |
| JP (1) | JPS6010024B2 (enExample) |
| DE (1) | DE3266052D1 (enExample) |
| FR (1) | FR2516079A1 (enExample) |
| NO (1) | NO823667L (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2578252B1 (fr) * | 1985-03-04 | 1987-05-15 | Dumas Inchauspe | Perfectionnement au procede pour la photosulfoxydation des n-paraffines et des esters gras methyliques |
| ES2125827B1 (es) * | 1997-02-17 | 1999-12-01 | Univ Cadiz | Procedimiento para sintetizar fotosulfanatos a partir de esteres metilicos. |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1418031A1 (de) * | 1957-03-06 | 1968-10-03 | Henri Brunel | Verfahren zur Gewinnung von oberflaechenaktiven Stoffen |
-
1981
- 1981-11-06 FR FR8120789A patent/FR2516079A1/fr active Granted
-
1982
- 1982-10-18 JP JP57182682A patent/JPS6010024B2/ja not_active Expired
- 1982-10-20 EP EP82401925A patent/EP0080388B1/fr not_active Expired
- 1982-10-20 DE DE8282401925T patent/DE3266052D1/de not_active Expired
- 1982-11-04 NO NO823667A patent/NO823667L/no unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1418031A1 (de) * | 1957-03-06 | 1968-10-03 | Henri Brunel | Verfahren zur Gewinnung von oberflaechenaktiven Stoffen |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0080388B1 (fr) | 1985-09-04 |
| JPS5885855A (ja) | 1983-05-23 |
| EP0080388A1 (fr) | 1983-06-01 |
| DE3266052D1 (en) | 1985-10-10 |
| JPS6010024B2 (ja) | 1985-03-14 |
| FR2516079B1 (enExample) | 1984-02-17 |
| NO823667L (no) | 1983-05-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |