CA1224110A - Process for the handling of dialkyl sulphosuccinates - Google Patents
Process for the handling of dialkyl sulphosuccinatesInfo
- Publication number
- CA1224110A CA1224110A CA000457787A CA457787A CA1224110A CA 1224110 A CA1224110 A CA 1224110A CA 000457787 A CA000457787 A CA 000457787A CA 457787 A CA457787 A CA 457787A CA 1224110 A CA1224110 A CA 1224110A
- Authority
- CA
- Canada
- Prior art keywords
- mixture
- weight
- dialkyl
- cooling
- temperature
- 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
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 title claims abstract description 35
- 238000000034 method Methods 0.000 title claims description 22
- 239000000203 mixture Substances 0.000 claims abstract description 40
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000004202 carbamide Substances 0.000 claims abstract description 25
- 238000001816 cooling Methods 0.000 claims abstract description 24
- 239000011541 reaction mixture Substances 0.000 claims abstract description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 27
- 239000000463 material Substances 0.000 claims description 12
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 6
- 239000012530 fluid Substances 0.000 claims description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 238000003860 storage Methods 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 2
- FOLBXKQOEFPNMK-UHFFFAOYSA-N 1-hexoxy-4-octoxy-1,4-dioxobutane-2-sulfonic acid Chemical class CCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCC FOLBXKQOEFPNMK-UHFFFAOYSA-N 0.000 claims 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 16
- 239000000047 product Substances 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- 239000012467 final product Substances 0.000 description 4
- -1 for example Chemical class 0.000 description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 2
- 239000004296 sodium metabisulphite Substances 0.000 description 2
- 235000010262 sodium metabisulphite Nutrition 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- OXLXSOPFNVKUMU-UHFFFAOYSA-N 1,4-dioctoxy-1,4-dioxobutane-2-sulfonic acid Chemical class CCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCCCC OXLXSOPFNVKUMU-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- WBZKQQHYRPRKNJ-UHFFFAOYSA-L disulfite Chemical compound [O-]S(=O)S([O-])(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-L 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 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
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Paper (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB838317883A GB8317883D0 (en) | 1983-07-01 | 1983-07-01 | Handling of dialkyl sulphosuccinates |
| GB8317883 | 1983-07-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1224110A true CA1224110A (en) | 1987-07-14 |
Family
ID=10545100
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000457787A Expired CA1224110A (en) | 1983-07-01 | 1984-06-28 | Process for the handling of dialkyl sulphosuccinates |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0130818B1 (show.php) |
| JP (1) | JPS6026098A (show.php) |
| AT (1) | ATE26440T1 (show.php) |
| AU (1) | AU550362B2 (show.php) |
| BR (1) | BR8403103A (show.php) |
| CA (1) | CA1224110A (show.php) |
| DE (1) | DE3463042D1 (show.php) |
| ES (1) | ES533788A0 (show.php) |
| GB (2) | GB8317883D0 (show.php) |
| ZA (1) | ZA844941B (show.php) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5531939A (en) * | 1994-03-23 | 1996-07-02 | Amway Corporation | Concentrated glass and window cleaning composition and method of use |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD75075A (show.php) | ||||
| US2028091A (en) | 1933-07-28 | 1936-01-14 | American Cyanamid & Chem Corp | Esters of sulphodicarboxylic acids |
| GB760121A (en) | 1952-09-23 | 1956-10-31 | American Cyanamid Co | Bis-decyl and bis-tridecyl esters of sulfosuccinic acid and preparation thereof |
| FR1573080A (show.php) | 1968-03-25 | 1969-07-04 | ||
| FR2082249A5 (show.php) * | 1970-03-09 | 1971-12-10 | Colgate Palmolive Co | |
| DE2546847C3 (de) | 1975-10-18 | 1979-02-15 | Chemische Fabrik Pfersee Gmbh, 8900 Augsburg | Verfahren zur Herstellung von Alkyl- oder Dialkylsulfosuccinaten |
| DE2606611B2 (de) | 1976-02-19 | 1979-05-23 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von Sulfobernsteinsäuredialkylestersalzen |
| NZ201308A (en) * | 1981-07-24 | 1985-08-16 | Unilever Plc | Dialkyl sulphosuccinates and detergent compositions |
| AU543961B2 (en) | 1981-07-24 | 1985-05-09 | Unilever Plc | Detergent compositions based on sulphosuccinotes |
| GB8301745D0 (en) | 1983-01-21 | 1983-02-23 | Unilever Plc | Detergent compositions |
-
1983
- 1983-07-01 GB GB838317883A patent/GB8317883D0/en active Pending
-
1984
- 1984-06-26 BR BR8403103A patent/BR8403103A/pt unknown
- 1984-06-27 AU AU29956/84A patent/AU550362B2/en not_active Ceased
- 1984-06-28 ZA ZA844941A patent/ZA844941B/xx unknown
- 1984-06-28 ES ES533788A patent/ES533788A0/es active Granted
- 1984-06-28 CA CA000457787A patent/CA1224110A/en not_active Expired
- 1984-06-29 AT AT84304478T patent/ATE26440T1/de not_active IP Right Cessation
- 1984-06-29 JP JP59133463A patent/JPS6026098A/ja active Granted
- 1984-06-29 GB GB08416564A patent/GB2142333B/en not_active Expired
- 1984-06-29 EP EP84304478A patent/EP0130818B1/en not_active Expired
- 1984-06-29 DE DE8484304478T patent/DE3463042D1/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES8506076A1 (es) | 1985-06-16 |
| GB2142333B (en) | 1986-11-26 |
| ES533788A0 (es) | 1985-06-16 |
| GB8317883D0 (en) | 1983-08-03 |
| BR8403103A (pt) | 1985-06-04 |
| JPS6026098A (ja) | 1985-02-08 |
| DE3463042D1 (en) | 1987-05-14 |
| GB2142333A (en) | 1985-01-16 |
| EP0130818B1 (en) | 1987-04-08 |
| ZA844941B (en) | 1986-02-26 |
| GB8416564D0 (en) | 1984-08-01 |
| AU2995684A (en) | 1985-01-03 |
| EP0130818A3 (en) | 1985-08-14 |
| JPS6240399B2 (show.php) | 1987-08-27 |
| ATE26440T1 (de) | 1987-04-15 |
| AU550362B2 (en) | 1986-03-20 |
| EP0130818A2 (en) | 1985-01-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |