US3759847A - Cleaning compositions - Google Patents

Cleaning compositions Download PDF

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Publication number
US3759847A
US3759847A US00124523A US3759847DA US3759847A US 3759847 A US3759847 A US 3759847A US 00124523 A US00124523 A US 00124523A US 3759847D A US3759847D A US 3759847DA US 3759847 A US3759847 A US 3759847A
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US
United States
Prior art keywords
compositions
complex
cleaning
diethanolamine
water
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
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US00124523A
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English (en)
Inventor
J Martineau
F Biechler
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Individual
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Individual
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Publication of US3759847A publication Critical patent/US3759847A/en
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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
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/047—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on cationic surface-active compounds and soap
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/521—Carboxylic amides (R1-CO-NR2R3), where R1, R2 and R3 are alkyl or alkenyl groups

Definitions

  • R is a straight or branched aliphatic chain having at least 8 carbon atoms
  • R and R identical or different are chosen from hydrogen, alkyl, hydroxyalkyl and oxyhydroxyalkyl radicals.
  • the present invention relates to cleaning compositions which may take the form of liquids, creams, pastes or cakes and which are especially useful for cleaning spots and stains caused by fatty substances.
  • compositions are known for cleaning greasy stains or marks on various supports, such as cements, stones, textiles, natural or synthetic fibres, metals, painted metals, skin, hair etc. But such compositions often have certain disadvantages, particularly when they are used for cleaning human or animal skin.
  • compositions have too high a pH; they are based on soft soap, thus having too great an alkalinity causing dermatosis and chilblains.
  • compositions are based on sodium or potassium soaps, but in order to increase their activity with regard to grease and dirty oil, there has been incorporated in them sawdust, mineral fillers, which only worsens the intolerance of these products since, not only is there the caustic effect due to a high pH, but also an erosion of the skin which only accentuates the dermatosis and the chilblains.
  • solvents are incorporated e.g. aromatic, terpenic, cyclic hydrocarbons, halogenated aliphatic or heterocyclic hydrocarbons which are good grease solvents.
  • compositions of this type based on solvents, give generally deceptive results since they spread the grease and cause it to penetrate the folds of skin. In addition they dry the skin.
  • a cleaning composition containing in a free or complexed form, at least one fatty acid with the formula:
  • the fatty amides used in the soaps according to the invention may be used in free or complex form, and preferably, they are used in the form of complex mixtures with alkanolamines.
  • cleaning compositions there may be added to the said free or complex fatty amides, as above-mentioned the various ingredients which are normally used for the preparation of cleaning compositions, so as to obtain the new compositions in the desired form.
  • the basic ingredient of the compositions other known soaps, softening agents, healing agents, germicides, perfumes or pH modifying agents.
  • a clear yellow liquid is obtained which corresponds to to a complex of the diethanolamide of copra acid and a molecule of diethanolamine.
  • this product still contains a little diethanolamine soap.
  • the composition of the mixture is about 85% diethanolamine-amide complex and about 13% diethanolamine soap. The duration of heating makes it possible to vary the constitution of this mixture.
  • the product thus obtained is soluble in water and in grease or oil of vegetable or animal origin.
  • the product is standardized by adding water in such a way as to obtain a 50% content of active ingredient.
  • This solution titrating 50% amide is used in the manufacture of industrial cleaning compositions for use on the body.
  • Example 2 Under the same conditions as described in Example 1 the diethanol-stearylamide-cliethanolamine complex can be formed by the action of a molecule of stearic acid on 2 molecules of diethanolamine.
  • Example 3 Working under the same conditions as those of Example 2, the diethanol-oleiomide-diethanolamine complex can be obtained.
  • Example 4 By the action of 2 molecules of monoethanolamine on one molecule of octanoic acid there is obtained the monoethanol-octanoulamide-monoethanolamine complex. The reaction is carried out at 150 C. for 4 hours.
  • the formula for a cleaning composition in a paste includes the following products for a preparation of 50 kg. Kg.
  • Example 7 A liquid cleaning composition with a pH of 7.2 is obtained by combining the following amounts of basic materials:
  • Example 9 There may also be incorporated with 500 g. of melted soap shavings 100 g. of the diethanolamine-diethanololeimide complex. After having obtained a homogeneous mixture, it is left to cool and a cake of cleaning composition is obtained.
  • Example 10 The following products are heated with mixing to about 90 C.
  • Example 11 The following ingredients are melted:
  • Example 12 The following mixture is brought to 70 C.
  • This homogeneous mixture at 70 C. is added with vlgorous stirring to the following solution which is also at 70 C.
  • Example 13 There are mixed at 70 C. the following basic materials:
  • Example 14 To 40 kg. of a 50% solution of the complex of diethanolamine and diethanolamide of copra acid, there are added 59 kg. water and 1 kg. perfume. A clear solution is obtained.
  • the various types of cleaning compositions described above are particularly useful for cleaning the skin of oil or greasy substances.
  • a liquid cleaning composition By carrying out the Examples 5, 6, 7 and 8, there is obtained a liquid cleaning composition, a cleaning composition in the form of a paste, a cream and a second type of liquid cleaning composition.
  • one of these four compositions is applied to hands, which have been dirtied with grease, without wetting them. The hands are rubbed together for 30 seconds, then rinsed with water. The grease is completely removed.
  • Example 9 a cleaning composition in the .form of a cake is obtained. It is thus necessary, in this particular case, to wet the hands using the cake.
  • Examples 10, 11, 12 and 13 give compositions which should be used without water. They produce compositions to be applied to dry hands which should be rubbed for 30 seconds and the grease-soap mixture removed with a towel, rag or absorbent tissue, without rinsing with water. These formulae have an advantage for example for the motorist.
  • Example 14 gives the formula of an alcohol solution of the mono or diethanolamine or mono or diethanolamide complex of a fatty acid.
  • This alcohol solution may be used to impregnate an absorbent tissue, for example, which may be placed in an air-tight wrapper of poly- 6 ethylene, aluminium sheet etc., and it will then be ready for use, at the desired time.
  • the cleaning compositions based on these complexes have the feature, whilst being in the aqueous phase, of dissolving grease or oil, of animal, vegetable or mineral origin. They are completely dissolved and it is for this reason that there is a total removal of dirt provided that the surface to be cleaned is not wetted with water.
  • the cleaning compositions according to the invention may be used for the removal of grease from any surfaces, they are particularly recommended for cleaning skin, since medical tests have proved that they cause neither enythena, nor allergic reactions, nor irritation, nor caustic effects.
  • a cleaning composition consisting essentially of as the active ingredient from about 7-40% by weight of a fatty acid amide-alkanolamine complex and a watersoluble soap or synthetic anionic detergent wherein the complexed fatty amide is obtained by reacting one equivalent of a fatty acid of the formula:
  • RCOOH with two equivalents of a dialkanol amine containing from 1 to 6 carbon atoms wherein R is an aliphatic straight or branched chain radical containing from about 6 to 18 carbon atoms.

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)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US00124523A 1970-03-17 1971-03-15 Cleaning compositions Expired - Lifetime US3759847A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7009513A FR2082473A5 (enrdf_load_stackoverflow) 1970-03-17 1970-03-17

Publications (1)

Publication Number Publication Date
US3759847A true US3759847A (en) 1973-09-18

Family

ID=9052389

Family Applications (1)

Application Number Title Priority Date Filing Date
US00124523A Expired - Lifetime US3759847A (en) 1970-03-17 1971-03-15 Cleaning compositions

Country Status (9)

Country Link
US (1) US3759847A (enrdf_load_stackoverflow)
BE (1) BE759040A (enrdf_load_stackoverflow)
CH (1) CH526628A (enrdf_load_stackoverflow)
DE (1) DE2111233A1 (enrdf_load_stackoverflow)
FR (1) FR2082473A5 (enrdf_load_stackoverflow)
GB (1) GB1337502A (enrdf_load_stackoverflow)
IT (1) IT1036038B (enrdf_load_stackoverflow)
LU (1) LU62256A1 (enrdf_load_stackoverflow)
NL (1) NL7101383A (enrdf_load_stackoverflow)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3862905A (en) * 1972-03-12 1975-01-28 Henkel & Cie Gmbh Washing agents containing an aminocarbonamide textile softener and process of washing and softening textiles
US5073293A (en) * 1988-09-20 1991-12-17 Kao Corporation Mild detergent compositions containing alkylglycoside and dicarboxylic acid surfactants
US9175245B2 (en) 2010-10-25 2015-11-03 Stepan Company Fatty amides and derivatives from natural oil metathesis

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2315257A1 (fr) * 1975-06-27 1977-01-21 Seppic Sa Nouvelles preparations dentifrices

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3862905A (en) * 1972-03-12 1975-01-28 Henkel & Cie Gmbh Washing agents containing an aminocarbonamide textile softener and process of washing and softening textiles
US5073293A (en) * 1988-09-20 1991-12-17 Kao Corporation Mild detergent compositions containing alkylglycoside and dicarboxylic acid surfactants
US9175245B2 (en) 2010-10-25 2015-11-03 Stepan Company Fatty amides and derivatives from natural oil metathesis
EP2632256B1 (en) * 2010-10-25 2017-02-01 Stepan Company Fatty amides and derivatives from natural oil metathesis
US9573884B2 (en) 2010-10-25 2017-02-21 Stepan Company Imidazoline amides and derivitives from natural oil metathesis
US10322994B2 (en) 2010-10-25 2019-06-18 Stepan Company Fatty amides and derivatives from natural oil metathesis

Also Published As

Publication number Publication date
LU62256A1 (enrdf_load_stackoverflow) 1971-05-14
BE759040A (fr) 1971-04-30
CH526628A (fr) 1972-09-29
IT1036038B (it) 1979-10-30
DE2111233A1 (de) 1971-10-28
CH356771A4 (enrdf_load_stackoverflow) 1972-09-29
GB1337502A (en) 1973-11-14
NL7101383A (enrdf_load_stackoverflow) 1971-09-21
FR2082473A5 (enrdf_load_stackoverflow) 1971-12-10

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