GB1042854A - 1-alkenyl-1-sulfonic acids - Google Patents
1-alkenyl-1-sulfonic acidsInfo
- Publication number
- GB1042854A GB1042854A GB2802/65A GB280265A GB1042854A GB 1042854 A GB1042854 A GB 1042854A GB 2802/65 A GB2802/65 A GB 2802/65A GB 280265 A GB280265 A GB 280265A GB 1042854 A GB1042854 A GB 1042854A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkenyl
- weight
- composition
- normal
- 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
- 239000000203 mixture Substances 0.000 abstract 14
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 abstract 12
- 239000002253 acid Substances 0.000 abstract 5
- 150000007513 acids Chemical class 0.000 abstract 5
- -1 alkenyl sulphonic acid salts Chemical class 0.000 abstract 5
- 239000003599 detergent Substances 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 2
- 239000000061 acid fraction Substances 0.000 abstract 2
- 150000001336 alkenes Chemical class 0.000 abstract 2
- 229910052744 lithium Inorganic materials 0.000 abstract 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 abstract 1
- 239000001692 EU approved anti-caking agent Substances 0.000 abstract 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 abstract 1
- 239000004606 Fillers/Extenders Substances 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
- 229920002201 Oxidized cellulose Polymers 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004115 Sodium Silicate Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 239000003570 air Substances 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 abstract 1
- 229910052936 alkali metal sulfate Inorganic materials 0.000 abstract 1
- 229910052786 argon Inorganic materials 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 230000005587 bubbling Effects 0.000 abstract 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 abstract 1
- 239000001768 carboxy methyl cellulose Substances 0.000 abstract 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 abstract 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- AFYPFACVUDMOHA-UHFFFAOYSA-N chlorotrifluoromethane Chemical compound FC(F)(F)Cl AFYPFACVUDMOHA-UHFFFAOYSA-N 0.000 abstract 1
- 238000004040 coloring Methods 0.000 abstract 1
- 239000008139 complexing agent Substances 0.000 abstract 1
- 239000003974 emollient agent Substances 0.000 abstract 1
- 238000009472 formulation Methods 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 150000005826 halohydrocarbons Chemical class 0.000 abstract 1
- 239000001307 helium Substances 0.000 abstract 1
- 229910052734 helium Inorganic materials 0.000 abstract 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 239000002085 irritant Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 229940107304 oxidized cellulose Drugs 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 159000000001 potassium salts Chemical class 0.000 abstract 1
- 230000003449 preventive effect Effects 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 abstract 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052911 sodium silicate Inorganic materials 0.000 abstract 1
- 235000019832 sodium triphosphate Nutrition 0.000 abstract 1
- 239000002689 soil Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/20—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic unsaturated carbon skeleton
-
- 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
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/143—Sulfonic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A detergent is formulated from a composition which comprises at least 90% by weight of a mixture of normal C12- 22 1-alkenyl-1-sulphonic acids, the said mixture containing from 50 to 70% by weight of normal 1-alkenyl-1-sulphonic acids in the range of from C16-C18 and from 5 to 31% by weight each of normal 1-alkenyl-1-sulphonic acid fractions having fewer than 16 carbons and greater than 18 carbons respectively. The active ingredients are generally the alkenyl sulphonic acid salts, and constitute at least 10% or up to 100% by weight of the final detergent composition, preferred cations being the alkali metal cations such as sodium, potassium and lithium. Conventional additives such as inorganic builders, for example sodium tripolyphosphate, tetrasodium pyrophosphate, alkali metal sulphates or carbonates, or sodium silicate, anti-caking agents, optical bleaches, extenders and preventives of soil redeposition, for example carboxymethylcellulose or derivatives of oxidized cellulose, skin emollients and anti-irritants, perfume and colouring matter may also be present.ALSO:The invention comprises a composition useful in the formulation of detergents (see Division C5) which comprises at least 90% by weight of a mixture of normal C12- 22 1-alkenyl-1 -sulphonic acids, the said mixture containing from 50 to 70% by weight of normal 1-alkenyl-1-sulphonic acids in the range of from C16- 18 and from 5 to 31% by weight each of normal 1-alkenyl-1-sulphonic acid fractions having fewer than 16 carbons and greater than 18 carbons respectively. The composition may be obtained by sulphonating with sulphur trioxide the appropriate individual olefins and then mixing them in the proper amounts or by sulphonating a mixture of the 1-olefins, the composition of the mixture of the 1-olefins corresponding to the desired composition of the final detergent product. Each fraction of the composition may have one or more homologues, for example the C16- 18 fraction may have only the C18 homologue or the C18 homologue in combination with the C16 and C17. Preferably the C16- 18 fraction should have at least two homologues present in equal amounts by weight and the other two fractions should not contain more than 3 homologues. The sulphonic acids may be prepared by bubbling sulphur trioxide, diluted with an inert gas, such as air, oxygen, nitrogen, helium, argon, methane, ethane or trifluorochloromethane, into an a -olefin in the liquid phase at between -50 DEG C. and +85 DEG C. and at a pressure of between 1/2 and 1 1/2 atmospheres After the addition of SO3 the reaction mixture is usually treated with strong base, for example sodium hydroxide to form alkenyl sulphonic acid salts. Other salts specified are the lithium and potassium salts. The per cent by volume of sulphur trioxide in the reacting gas is preferably between 0.5 and 20% and the mol ratio of sulphur trioxide to olefin is in the range 0.1 to 1.3. The a -olefins may be used by themselves or in an aliphatic- or halohydrocarbon solvent, the a -olefin being at least 25% by volume of the solution. The products may also be obtained by using the sulphur trioxide when the latter is co-ordinated with a complexing agent such as dioxane, thioxane or an alkyl phosphate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34052164A | 1964-01-27 | 1964-01-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1042854A true GB1042854A (en) | 1966-09-14 |
Family
ID=23333741
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2802/65A Expired GB1042854A (en) | 1964-01-27 | 1965-01-21 | 1-alkenyl-1-sulfonic acids |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3444191A (en) |
| CA (1) | CA780896A (en) |
| DE (1) | DE1518623B1 (en) |
| FR (1) | FR1421169A (en) |
| GB (1) | GB1042854A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3691108A (en) * | 1969-08-29 | 1972-09-12 | Sumitomo Chemical Co | Olefin sulfonate detergent composition |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4248793A (en) * | 1979-09-26 | 1981-02-03 | The Lion Fat & Oil Co., Ltd. | Process for the production of internal olefin sulfonate |
| US4576232A (en) * | 1983-06-24 | 1986-03-18 | Chevron Research Company | Non-condensible gas injection including alpha-olefin sulfonate dimer surfactant additives and a process of stimulating hydrocarbon recovery from a subterranean formation |
| US4572294A (en) * | 1983-06-24 | 1986-02-25 | Chevron Research Company | Non-condensible gas injection including alpha-olefin sulfonate surfactant additives |
| US6043391A (en) * | 1998-01-20 | 2000-03-28 | Berger; Paul D. | Anionic surfactants based on alkene sulfonic acid |
| US6524624B1 (en) * | 2001-05-16 | 2003-02-25 | Alcide Corporation | Two-part disinfecting systems and compositions and methods related thereto |
| US8021694B2 (en) * | 2001-05-16 | 2011-09-20 | Ecolab Usa Inc. | Acidified chlorite disinfectant compositions with olefin stabilizers |
| CN113663965A (en) * | 2021-07-13 | 2021-11-19 | 特科能(株洲)科技有限公司 | Method for cleaning deep blind hole nozzle workpieces in batches |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2243332A (en) * | 1939-08-29 | 1941-05-27 | Shell Dev | Sulphonic compound |
| GB791995A (en) * | 1956-07-17 | 1958-03-19 | Shell Res Ltd | Sulphonation of organic liquids |
| GB1054410A (en) * | 1960-12-09 | |||
| FR1307710A (en) * | 1960-12-09 | 1962-10-26 | Hoechst Ag | Process for the preparation of beta-hydroxy-alpha-sulfonic acid anhydrides and their derivatives |
| US3235549A (en) * | 1962-08-21 | 1966-02-15 | Monsanto Co | 2-dioxy-1, 2, 5-oxathiazine compounds and processes for their manufacture |
| DE1218434B (en) * | 1963-08-01 | 1966-06-08 | Henkel & Cie Gmbh | Process for the preparation of mixtures of surface-active compounds |
-
0
- CA CA780896A patent/CA780896A/en not_active Expired
-
1964
- 1964-01-27 US US340521A patent/US3444191A/en not_active Expired - Lifetime
-
1965
- 1965-01-20 FR FR2656A patent/FR1421169A/en not_active Expired
- 1965-01-21 GB GB2802/65A patent/GB1042854A/en not_active Expired
- 1965-01-26 DE DE19651518623 patent/DE1518623B1/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3691108A (en) * | 1969-08-29 | 1972-09-12 | Sumitomo Chemical Co | Olefin sulfonate detergent composition |
Also Published As
| Publication number | Publication date |
|---|---|
| US3444191A (en) | 1969-05-13 |
| FR1421169A (en) | 1965-12-10 |
| CA780896A (en) | 1968-03-19 |
| DE1518623B1 (en) | 1970-09-24 |
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