US2441341A - Dialkyl sulfosuccinate composition - Google Patents

Dialkyl sulfosuccinate composition Download PDF

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Publication number
US2441341A
US2441341A US672692A US67269246A US2441341A US 2441341 A US2441341 A US 2441341A US 672692 A US672692 A US 672692A US 67269246 A US67269246 A US 67269246A US 2441341 A US2441341 A US 2441341A
Authority
US
United States
Prior art keywords
sulfosuccinate
dialkyl
water
sodium
dialkyl sulfosuccinate
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 - Lifetime
Application number
US672692A
Other languages
English (en)
Inventor
Emil A Vitalis
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to NL62992D priority Critical patent/NL62992C/xx
Priority to BE473507D priority patent/BE473507A/xx
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Priority to US672692A priority patent/US2441341A/en
Priority to GB9972/47A priority patent/GB632321A/en
Priority to FR947150D priority patent/FR947150A/fr
Priority to CH265496D priority patent/CH265496A/fr
Application granted granted Critical
Publication of US2441341A publication Critical patent/US2441341A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • C11D3/2079Monocarboxylic acids-salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/123Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/905Agent composition per se for colloid system making or stabilizing, e.g. foaming, emulsifying, dispersing, or gelling
    • Y10S516/909The agent contains organic compound containing sulfoxy*

Definitions

  • This invention relates to surface-active compositions, and more particularly to compositions containing surface-active dialkyl sulfosuccinates in which the alkyl groups contain from 5-10 car-- bon atoms prepared in the form of dry, watersoluble powders by admixture with a hardening agent.
  • the diesters of suliosuccinic acid with alcohols of 5-10 carbon atoms are well-known wetting and emulsifying agents, their preparation being described in U. S. Patent No. 2,028,091.
  • the di-(2-ethyl-hexy1) sulfosuccinate in the form of its sodium or other alkali metal salt, possesses the highest wetting power as measured by the standard Draves test.
  • the diamyl sodium sulfosuccinate and the dihexyl sodium sulfosuccinate are somewhat more easily soluble in water than is the dioctyl compound, and all three are sold commercially in large quantities.
  • the dinonyl and didecyl sodium sulfosuccinates are at present used principally as emulsifying agents and detergents, although they are also good wetting agents.
  • these wetting agents have been sold commercially either as solutions in water or aqueous organic solvents or in admixture with inert organic or inorganic diluents or in pure 100% form.
  • the solutions are used where the surfaceactive agent is desired in a quickly water-soluble form, but require special containers of glass, stainless steel or aluminum as well as the shipment and storage of substantial quantities of solvent.
  • the dry powders usually contain about -20% of the dialkyl sulfosuccinate in admixture with 80-90% of an inert diluent such as cerelose or sodium sulfate. These dry mixtures are watersoluble and free-flowing, but also necessitate the shipment and storage of large quantities of diluent material.
  • dialkyl sulfosuccinates of aliphatic alcohols of 23-10 carbon atoms are solid waxeswhich dissolve very slowly in water.
  • pure sodium dioctyl sulfosuccinate must be allowed to stand in water at room temperature for 24 hours to prepare a 10% solution.
  • the diamyl and dihexyl esters dissolve in water more rapidly than the dioctyl ester, but are considerably more hygroscopic.
  • alkali metal salts of benzoic acid such as sodium, potassium or ammonium benzoates
  • benzoic acid such as sodium, potassium or ammonium benzoates
  • the alkali metal benzoates are effective for this purpose even when used in relatively small amounts; thus, for example, the addition of 5-10 parts by weight of sodium benzoate to -95 parts of sodium dioctyl sulfosuccinate will change the sulfosuccinate from its normal waxy consistency into a nonsticky solid that can be dissolved in water in less than 5 minutes.
  • compositions of my invention therefore contain, as essential ingredients, a dialkyl ester of sulfosuccinic acid in which the alkyl radicals contain 5-10 carbon atoms together with an alkali metal salt of benzoic acid.
  • the compositions may also contain other ingredients if desired such, for example, as sodium phosphate, soap, other detergents, inorganic fillers and the like.
  • the alkali metal benzoate should be present in amounts of at least 5%, based on the weight of the dialkyl sulfosuccinate; but larger quantities may be and usually are employed.
  • the amount of alkali metal benzoate will vary from about 5% to about 50%, based on the weight of the dialkyl sulfosuccinate, although amounts up to may be employed if desired. Quantities of 15-60% are frequently advantageous, for the increased amounts of alkali metal benzoate causes even more rapid solution of the dialkyl sulfosuccinate in water, and produces a quickly dispersible composition.
  • compositions of my invention are preferably prepared by mixing the dialkyl sulfosuccinate with the alkali metal benzoate in the presence of an aqueous solvent which may be water or a mixture of water and ethanol, propanol, butanol, etc., followed by evaporating the solution to dryness. Drying may be effected in a tray drier well-suited for use in wetting out textiles, for the preparation of photographic film-developing powders, and for a wide variety of other uses requiring a water-soluble surface-active agent of high wetting power.
  • an aqueous solvent which may be water or a mixture of water and ethanol, propanol, butanol, etc.
  • Aiwater' sohibi composition consisting essentially ot a dry mixture of 50% to 95% by weight of a dioctyl' sulfosuccinate and 50% to 5% by ;.weig'h't of an alkali metal benzoate.
  • a water-soluble composition consisting essentially of ad-ry mixture of 50% to 95% by weight of a dialkyl sulfosuccinate in which the alkyl groups contain from 5 to 10 carbon atoms and to 5% by weight of sodium benzoate.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
US672692A 1946-05-27 1946-05-27 Dialkyl sulfosuccinate composition Expired - Lifetime US2441341A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
NL62992D NL62992C (es) 1946-05-27
BE473507D BE473507A (es) 1946-05-27
US672692A US2441341A (en) 1946-05-27 1946-05-27 Dialkyl sulfosuccinate composition
GB9972/47A GB632321A (en) 1946-05-27 1947-04-15 Improvements in or relating to surface-active compositions and method of producing same
FR947150D FR947150A (fr) 1946-05-27 1947-05-22 Compositions tensio-actives et leur procédé de fabrication
CH265496D CH265496A (fr) 1946-05-27 1947-05-27 Composition tensio-active.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US672692A US2441341A (en) 1946-05-27 1946-05-27 Dialkyl sulfosuccinate composition

Publications (1)

Publication Number Publication Date
US2441341A true US2441341A (en) 1948-05-11

Family

ID=24699612

Family Applications (1)

Application Number Title Priority Date Filing Date
US672692A Expired - Lifetime US2441341A (en) 1946-05-27 1946-05-27 Dialkyl sulfosuccinate composition

Country Status (6)

Country Link
US (1) US2441341A (es)
BE (1) BE473507A (es)
CH (1) CH265496A (es)
FR (1) FR947150A (es)
GB (1) GB632321A (es)
NL (1) NL62992C (es)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2860448A (en) * 1955-04-11 1958-11-18 Fred M Carasso Process for reclaiming and improving saline and alkaline soils
US2886456A (en) * 1957-03-08 1959-05-12 Sherwin Williams Co Method for preserving gloss in paint film
US3086833A (en) * 1963-04-23 Diazonium salt compositions and method
US3346504A (en) * 1962-08-10 1967-10-10 Procter & Gamble Detergent compositions
US3424689A (en) * 1964-08-28 1969-01-28 Kao Corp Heavy-duty liquid detergent composition
US4368138A (en) * 1979-01-10 1983-01-11 Israel Marcus Water soluble thymidine derivative
EP0618000A1 (en) * 1992-08-06 1994-10-05 Air Products And Chemicals, Inc. Water soluble surfactant compositions
WO2016134121A1 (en) * 2015-02-20 2016-08-25 Cytec Industries Inc. Dialkyl sulfosuccinate compositions, method of making, and method of use

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3971815A (en) * 1974-11-13 1976-07-27 The Procter & Gamble Company Acid mix process

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2149240A (en) * 1938-05-19 1939-02-28 Calco Chemical Co Inc Vaginal preparation
US2181087A (en) * 1937-07-07 1939-11-21 American Cyanamid & Chem Corp Detergent composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2181087A (en) * 1937-07-07 1939-11-21 American Cyanamid & Chem Corp Detergent composition
US2149240A (en) * 1938-05-19 1939-02-28 Calco Chemical Co Inc Vaginal preparation

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3086833A (en) * 1963-04-23 Diazonium salt compositions and method
US2860448A (en) * 1955-04-11 1958-11-18 Fred M Carasso Process for reclaiming and improving saline and alkaline soils
US2886456A (en) * 1957-03-08 1959-05-12 Sherwin Williams Co Method for preserving gloss in paint film
US3346504A (en) * 1962-08-10 1967-10-10 Procter & Gamble Detergent compositions
US3424689A (en) * 1964-08-28 1969-01-28 Kao Corp Heavy-duty liquid detergent composition
US4368138A (en) * 1979-01-10 1983-01-11 Israel Marcus Water soluble thymidine derivative
EP0618000A1 (en) * 1992-08-06 1994-10-05 Air Products And Chemicals, Inc. Water soluble surfactant compositions
WO2016134121A1 (en) * 2015-02-20 2016-08-25 Cytec Industries Inc. Dialkyl sulfosuccinate compositions, method of making, and method of use
US20160317445A1 (en) * 2015-02-20 2016-11-03 Cytec Industries Inc. Dialkyl sulfosuccinate compositions, method of making, and method of use
US10022328B2 (en) * 2015-02-20 2018-07-17 Cytec Industries Inc. Dialkyl sulfosuccinate compositions, method of making, and method of use

Also Published As

Publication number Publication date
GB632321A (en) 1949-11-21
CH265496A (fr) 1949-12-15
NL62992C (es)
FR947150A (fr) 1949-06-23
BE473507A (es)

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