Classifications

• • 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
  • C11D1/04—Carboxylic acids or salts thereof
  • C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates 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
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/16—Organic compounds
  • C11D3/26—Organic compounds containing nitrogen
  • C11D3/32—Amides; Substituted amides

Definitions

• the present invention relates to cleaning agents comprising an anionic surfactant and a skin-protective component in admixture therewith.
• Some of the surface-active substances used in detergents and cleaning agents may cause irritations on the human skin. These skin lesions are attributed to an interaction of the surfactants and the protein of the skin. This interaction can be easily followed in the special case of anionic surfactants with the enzyme inhibition test described by H. Wilmsmann (Fette, Seifen, Anstrichstoff 65, 958 (1963), 'I. O. Pascual (Afinidad 507, (1966)).
• R represents a hydrogen atom or Patented Apr. 25, 1972 erably 12 to 18 carbon atoms
• R represents one of the groups COOH x represents an integer from 2 to 6, and n stands for the integer 1 or, if x is 2, also for the integer l or 2.
• the said compounds can be used as carboxylic acids or alkali metal salts, preferably sodium or potassium salts, or as ammonium salts.
• the compounds may be prepared in simple manner by reacting maleic acid anhydride with a fatty-alkyl propylene-diamine in a benzene solution.
• the quantity of skin-protecting components of the invention to be added to the anionic surfactants can vary within wide limits; it depends on the skin-protecting effect to be attained and on the skinirritating action of the anionic surfactant.
• the skin-protecting components are added in quantities of about 1 to 25% by weight, referred to the weight of the anionic surfactant.
• they are added in quantities of 1 to 15% by weight, referred to the anionic surfactants.
• the following examples show the distinct improvement of the compatibility with saccharase produced by the skinprotecting components of the present invention.
• the test was effected according to the afore-mentioned enzyme inhibition test.
• coconut fatty acid monoethanolamide As skin-protecting component, coconut fatty acid monoethanolamide has been used hitherto. This substance was included in the test series for comparison.
• Solution of surfactant A 0.01 molar solution of the anionic surfactant to be tested was prepared.
• Solution of sugar 30 g. of sucrose were dissolved in distilled water and made up to 100 m1.
• Buffer solution pH 4.0 25.2 g. of citric acid and 240 ml. of 1N-NaOH were made up with water to about 1 liter. Then, 880 ml. of 0.1 N-hydrochloric acid were added, the whole was mixed and made up with water to exactly 2 liters in a measuring flask. Where necessary, the solution was adjusted to exactly pH 4 by means of sodium hydroxide solution or hydrochloric acid.
• a series of concentrations of the anionic surfactant to be tested in the present case 0.5, 0.6, 0.7 ml. of the 0.01 molar solution, were introduced into measuring flasks having a capacity of 50 ml. (the suitable concentrations were determined by preliminary tests). Then, such a quantity of buffer solution was added that the volume of the incubation batch was exactly 15 ml.
• Surfactant I 0.382 g. (1 mmol) of the sodium salt of a fatty alcohol-diglycol ether sulfate comprising a mixture of natural C -C fatty alcohols in a proportion of 70:30 was dissolved in distilled water and filled up to exactly 100 ml.
• EXAMPLE 1 Skin-protecting component Coconut fatty-alkyl-propylene-diamine-maleic acid semi-amide.
• EXAMPLE 2 Skin-protecting component: Hexamethylene-diaminemaleic acid semi-amide 0.382 g. (1 mmol) of the sodium salt of a fatty-alcohol-diglycol ether sulfate comprising a mixture of'natural C -C fatty alcohols in a proportion of 70: 30 and 0.0214 g. (0.1 mmol) of hexamethylene-diamine-maleic acid semi-amide were dissolved in distilled water and filled up to exactly 100 ml.
• EXAMPLE 3 Skin-protecting component: Diethylene-triamine-maleic acid semi-amide 0.382 g. (1 mmol) of the sodium salt of a fatty-alcohol-diglycol ether sulfate comprising a mixture of natural C -C fatty alcohols in a proportion of 70:30 and 0.0201 g. (0.1 mmol) of diethylene-triamine-maleic acid semiamide were dissolved in distilled water and filled up to exactly ml.
• EXAMPLE 4 (Comparative test) Skin-protecting component: Coconut fatty acid monoethanol amide 0.382 g. (1 mmol) of the sodium salt of a fatty alcohol diglycol ether sulfate comprising a mixture of natural C1zC14 alcohols in a proportion of 70:30 and 0.0271 g. (0.1 mmol) of coconut fatty acid monoethanol-amide were dissolved in distilled water and filled up to exactly 100 ml.
• Surfactant H 0.328 g. (1 mmol) of a secondary alkane-sulfonate having 13 to 17 carbon atoms was dissolved in distilled water and filled up to 100 ml.
• EXAMPLE 5 Skin-protecting component Coconut fatty-alkyl-propylene-diamine maleic acid semi-amide 0.328 g. (1 mmol) of a secondary alkane-sulfonate containing 13 to 17 carbon atoms and 0.368 g. (0.1 mmol) of coconut fatty-alkyl-propylene-diamine-maleic acid semiamide were dissolved in distilled water and filled up to exactly 100 ml.
• Surfactant III 0.330 g. (1 mmol) of a-olefin-sulfonate containing 14 to 20 carbon atoms was dissolved in distilled water and filled up to exactly 100' ml.
• EXAMPLE '6 Skin-protecting component Coconut fatty-alkyl-propylene-diamine maleic acid semi-amide.
• a cleaning agent consisting essentially of an anionic surfactant causing irritation to the skin and, in admixture therewith, from 1 to 25 percent, by weight of said anionic surfactant, of a skin-protective agent of the formula R,NHE OHZ .-NH1
• x is an integer from 2to 6 and n is 1, or ifx is 2, n is l or 2.
• a cleaning agent as in claim 1 wherein R is --CH CHCOOH.
• a cleaning agent as in claim 1 wherein said skinprotective agent is a coconut fatty alkyl-propylene diamine-maleic acid semi-amide or an alkali metal salt or ammonium salt thereof.
• the method of protecting the skin from anionic surfactants causing irritation to the skin comprises contacting the skin with such an anionic surfactant in the presence of a skin protective agent of the formula or an alkali metal salt or ammonium salt thereof, wherein References Cited UNITED STATES PATENTS OTHER REFERENCES Protein Detergents by R. Richard Riso, Bulletin of Stephan Chemical Co., 1963.

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• 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)
• Detergent Compositions (AREA)
• Cosmetics (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=5707375

Family Applications (1)

Country Status (6)

Cited By (6)

Families Citing this family (1)

• 1968
  • 1968-08-21 DE DE19681792334 patent/DE1792334A1/de active Pending
• 1969
  • 1969-08-19 AT AT793269A patent/AT296476B/de not_active IP Right Cessation
  • 1969-08-19 US US851427A patent/US3658994A/en not_active Expired - Lifetime
  • 1969-08-20 IT IT21090/69A patent/IT968006B/it active
  • 1969-08-21 FR FR6928706A patent/FR2016080A1/fr not_active Withdrawn
  • 1969-08-21 GB GB41827/69A patent/GB1277286A/en not_active Expired

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