WO1993006814A1 - Use of a triethanolamine product mixture - Google Patents

Use of a triethanolamine product mixture Download PDF

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Publication number
WO1993006814A1
WO1993006814A1 PCT/SE1992/000700 SE9200700W WO9306814A1 WO 1993006814 A1 WO1993006814 A1 WO 1993006814A1 SE 9200700 W SE9200700 W SE 9200700W WO 9306814 A1 WO9306814 A1 WO 9306814A1
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WO
WIPO (PCT)
Prior art keywords
triethanolamine
product mixture
weight
diethanolamine
monoethanolamine
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.)
Ceased
Application number
PCT/SE1992/000700
Other languages
French (fr)
Inventor
Rolf Sköld
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.)
Nouryon Surface Chemistry AB
Original Assignee
Berol Nobel AB
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
Application filed by Berol Nobel AB filed Critical Berol Nobel AB
Priority to JP5506844A priority Critical patent/JPH07500103A/en
Priority to EP92922005A priority patent/EP0607319B1/en
Priority to DE69210411T priority patent/DE69210411T2/en
Priority to US08/211,218 priority patent/US5447723A/en
Publication of WO1993006814A1 publication Critical patent/WO1993006814A1/en
Priority to NO941259A priority patent/NO303764B1/en
Priority to FI941625A priority patent/FI103474B1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M173/00—Lubricating compositions containing more than 10% water
    • 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
    • C11D1/42—Amino alcohols or amino ethers
    • C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
    • 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
    • C11D3/30—Amines; Substituted amines ; Quaternized amines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02—Water
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/06—Instruments or other precision apparatus, e.g. damping fluids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01—Emulsions, colloids, or micelles

Definitions

  • the present application relates to the use of a triethanol ⁇ amine product mixture having a low content of diethanolamine and monoethanolamine in cosmetic products, such as shampoos and creams, and cleaning compositions, e.g. for hard surfaces.
  • Triethanola ines are normally produced in one or more steps by ethoxylating ammonia with ethylene oxide.
  • HOC 2 H 4 (OC 2 H 4 ) n where n > 0, and the nitrogen atom to be quaternized the ethoxylation is normally stopped, when the reaction mixture contains 60-90% by weight of triethanolamine and 10-40% by weight of diethanolamine and monethanolamine.
  • Such a reaction mixture may be subjected to distillation to obtain purer triethanolamine.
  • triethanolamine reaction product contains a large amount of diethanolamine has not previously been considered a real drawback, as diethanolamine contributes to anticorrosion properties when used in functional fluids and to a desired alkalinity and foam stabilization when used in cosmetic products and cleaning compositions.
  • the content should according to recommentations be less than 1% by weight.
  • one object of the invention is to produce a trietha ⁇ nolamine product mixture which contains diethanolamine in an amount less than 1% by weight.
  • This triethanolamine product mixture shall at least have about the same foam stabilizing properties in cosmetics and cleaning products as triethanol ⁇ amine.
  • Another object of the invention is that the method of producing a triethanolamine product mixture shall be simple to perform and that the mixture shall be usable without any additional cleaning and/or working-up processes, such as destination.
  • Still another object of the invention is to keep the forma ⁇ tion of quarternized triethanolamine and polyalkylene glycol chain containing ethanolamine products to a low level.
  • a triethanolamine mixture containing a major part of triethanolamine, a minor part of diethanolmono-C 3 _ 4 -alkanol- a ine and monoethanoldi-C ⁇ -alkanolamine, and less than 1% by weight of diethanolamine and monoethanolamine.
  • major part of triethanolamine is here understood that said triethanolamine constitutes at least 50% by weight of the product mixture.
  • the triethanol amine product mixture used in accordance with the invention can easily be obtained by reacting a conventional triethanolamine reaction mixture, obtained when reacting ammonia in one or more steps, with a C 3 - C 4 -alkylene oxide.
  • the amount of alkylene oxide added has to be adjusted in relation to the amount of diethanolamine and monoethanolamine, so that the latter ones can be alkoxylated to the corresponding tertiary amine.
  • the molar ratio of the alkylene oxide to the reactive hydrogen atoms bound to the nitrogen in diethanolamine and monoethanolamine is 1.0-1.4 and suitably 1.0-1.10.
  • alkylene oxide affects the HLB-value of the triethanolamine mixture formed during the reaction and the butylene oxide may be preferred if a product mixture with the more hydrophobic and surface active character is desired.
  • the alkylene oxide used is propylene oxide. Both propylene oxide and butylene oxides react with a high selec- tivity with respect to the hydrogen atoms bound to the nitrogen atom in the primary and secondary amine resulting in a lower degree of side reactions like propoxylation of hydroxyl groups in monoethanolamine, diethanolamine or triethanolamine.
  • the triethanol amine product mixture used in accordance with the invention has many advantageous properties.
  • application tests have clearly indicated that the triethanol ⁇ amine product mixture is very suitable to replace triethanol ⁇ amine as a component in cosmetic formulations, such as shampoos and creams, and cleaning compositions, e.g. for hard surfaces.
  • the diethanolmono-C 3 -C 4 -alkanolamine in the triethanolamine product mixture contributes to improved foaming properties.
  • Example A 100 grams of a triethanolamine product mixture containing 85% by weight of triethanolamine and 15% by weight of dietha ⁇ nolamine and monoethanolamine (hereinafter referred to as TEA85) were reached with 8,4 grams of propylene oxide at 60°C. The ratio between the molecules of propylene oxide and the number of hydrogen atoms bound to a nitrogen atom was 1,01. After all propylene oxide had reacted the product obtained (hereinafter referred to as TEA85+PO) was analyzed with respec to the presence of secondary and primary ethanolamines. The total content of these alkanolamines was found to be less than 0,5% by weight.
  • Example B 100 grams of a triethanolamine product mixture containing 85% by weight of triethanolamine and 15% by weight of dietha ⁇ nolamine and monoethanolamine (hereinafter referred to as TEA85) were reached with 8,4 grams of propylene oxide at 60°C. The ratio between the molecules of propylene oxide and the number of hydrogen atoms bound to
  • Example 1 100 grams of the same triethanolamine products mixture as specified in Example A were reacted with 10.9 grams of propylene oxide at 150°C. The ratio between the molecules of propylene oxide and the number of hydrogen atoms bound to a nitrogen atom were 1.3. After reaction the content of secondary and primary alkanolamines was found to be less than 0.1% by weight. Example 1.
  • the trietanolamine product mixtures TEA85-PO and TEA85-B0 from Examples A and B were diluted with water having a water hardness of 0,2°dH to solutions containing 3% by weight. The solutions were then neutralized with acetic acid to a pH-value of 9. As comparisons corresponding solution was also formulated from the triethanolamine product mixture used as starting product in Example A (hereinafter referred to as TEA85) and a distillation product of TEA85 containing 99% by weight of triethanolamine. The latter product are hereinafter referred to as TEA99.
  • Cleaning composition were formulated by mixing 5% by weight of C 9 H 19 C 6 H 4 0(C 2 H 4 0) 4 H, 5% by weight of C 9 H 19 C 6 H 4 0(C 2 H 4 0) 8 H, 40% by weight of any of the alkanolamines in the table below, 10% by weight of citric acid and 40% by weight of water (l,2°dH) .
  • the formulations were then diluted 20 times to ready-to-use solu ⁇ tions, which were tested at 20°C with regard to their foaming ability in a standing cylinder rotating around a horizontal axis with a speed of 40 r.p.m.
  • the level of the washing solutions alone is 200 mm.
  • washing solutions containing the alkanolamine products in accordance with the invention exhibit a very moderate foaming.
  • Liquid soaps having the following compositions were pre ⁇ pared.
  • compositions were tested by a panel of six persons. No differences between the two compositions could be noticed by the panel, which indicates that the triethanolamine mixture of the invention with advantage could replace TEA85.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Veterinary Medicine (AREA)
  • Wood Science & Technology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
  • Lubricants (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Use of a triethanolamine product mixture in cosmetic products, cleaning compositions and functional fluids, the triethanolamine product mixture containing a major part of triethanolamine, a minor part of diethanolmono-C3-C4-alkanolamine and monoethanoldi-C3-C4-alkanolamine and less than 1 % by weight diethanolamine and monoethanolamine.

Description

USE OF A TRIETHANOLAMINE PRODUCT MIXTURE
The present application relates to the use of a triethanol¬ amine product mixture having a low content of diethanolamine and monoethanolamine in cosmetic products, such as shampoos and creams, and cleaning compositions, e.g. for hard surfaces.
The use of triethanolamine in a variety of cosmetic pro¬ ducts, and cleaning compositions is well known.Triethanola ines are normally produced in one or more steps by ethoxylating ammonia with ethylene oxide. In order to avoid the formation of polyalkyleneglycol chains, HOC2H4(OC2H4)n, where n > 0, and the nitrogen atom to be quaternized the ethoxylation is normally stopped, when the reaction mixture contains 60-90% by weight of triethanolamine and 10-40% by weight of diethanolamine and monethanolamine. Such a reaction mixture may be subjected to distillation to obtain purer triethanolamine. The fact that the triethanolamine reaction product contains a large amount of diethanolamine has not previously been considered a real drawback, as diethanolamine contributes to anticorrosion properties when used in functional fluids and to a desired alkalinity and foam stabilization when used in cosmetic products and cleaning compositions.
Recently, more attention has been paid to the fact the diethanolamine is toxic and forms nitrosamines, which are carcinogenic in animal tests. Therefore, a reduction of the content of diethanolamine is desirable. The content should according to recommentations be less than 1% by weight.
Thus, one object of the invention is to produce a trietha¬ nolamine product mixture which contains diethanolamine in an amount less than 1% by weight. This triethanolamine product mixture shall at least have about the same foam stabilizing properties in cosmetics and cleaning products as triethanol¬ amine. Another object of the invention is that the method of producing a triethanolamine product mixture shall be simple to perform and that the mixture shall be usable without any additional cleaning and/or working-up processes, such as destination.
Still another object of the invention is to keep the forma¬ tion of quarternized triethanolamine and polyalkylene glycol chain containing ethanolamine products to a low level.
According to the invention it has now been found that these objects can be met by using in cosmetic products, and cleaning compositions, a triethanolamine mixture containing a major part of triethanolamine, a minor part of diethanolmono-C3_4-alkanol- a ine and monoethanoldi-C^-alkanolamine, and less than 1% by weight of diethanolamine and monoethanolamine. By the expression "major part of triethanolamine" is here understood that said triethanolamine constitutes at least 50% by weight of the product mixture. The triethanol amine product mixture used in accordance with the invention can easily be obtained by reacting a conventional triethanolamine reaction mixture, obtained when reacting ammonia in one or more steps, with a C3- C4-alkylene oxide.
Such a process is described in British Patent No 1 140 867. Diethanolamine and monoethanolamine which are both reactants in the process have a catalytic effect and catalyze rather selec- tively their own alkoxylation. The presence of an effective amount of alkoxylation catalyst other than the diethanolamine and monoethanolamine shall preferably be avoided in order not to favour undesired side reactions. By the process the contents of diethanolamine and monoethanolamine are reduced to less than 1% by weight, while the undesired side reactions, such as al¬ koxylation of hydroxyl groups or quarternization of the nitrogen atom is kept on a low level. In order to further suppress side reactions, it has been found suitable to perform the reaction below 160°C, preferably between 120-150°C. The amount of alkylene oxide added has to be adjusted in relation to the amount of diethanolamine and monoethanolamine, so that the latter ones can be alkoxylated to the corresponding tertiary amine. Normally, the molar ratio of the alkylene oxide to the reactive hydrogen atoms bound to the nitrogen in diethanolamine and monoethanolamine is 1.0-1.4 and suitably 1.0-1.10.
The choice of alkylene oxide affects the HLB-value of the triethanolamine mixture formed during the reaction and the butylene oxide may be preferred if a product mixture with the more hydrophobic and surface active character is desired. Normally, the alkylene oxide used is propylene oxide. Both propylene oxide and butylene oxides react with a high selec- tivity with respect to the hydrogen atoms bound to the nitrogen atom in the primary and secondary amine resulting in a lower degree of side reactions like propoxylation of hydroxyl groups in monoethanolamine, diethanolamine or triethanolamine.
The triethanol amine product mixture used in accordance with the invention has many advantageous properties. Thus, application tests have clearly indicated that the triethanol¬ amine product mixture is very suitable to replace triethanol¬ amine as a component in cosmetic formulations, such as shampoos and creams, and cleaning compositions, e.g. for hard surfaces. The diethanolmono-C3-C4-alkanolamine in the triethanolamine product mixture contributes to improved foaming properties.
The present invention is further illustrated by the follow¬ ing examples. Example A. 100 grams of a triethanolamine product mixture containing 85% by weight of triethanolamine and 15% by weight of dietha¬ nolamine and monoethanolamine (hereinafter referred to as TEA85) were reached with 8,4 grams of propylene oxide at 60°C. The ratio between the molecules of propylene oxide and the number of hydrogen atoms bound to a nitrogen atom was 1,01. After all propylene oxide had reacted the product obtained (hereinafter referred to as TEA85+PO) was analyzed with respec to the presence of secondary and primary ethanolamines. The total content of these alkanolamines was found to be less than 0,5% by weight. Example B.
100 grams of the same triethanolamine product mixture as specified in Example A were reacted with 10,4 grams of butylen oxide at 70°C. The ratio between the molecules of butylene oxide and the number of hydrogen atoms bound to a nitrogen atom was 1,00. After reaction with product mixture obtained (here¬ inafter referred to as TEA85-B0) was analyzed and the content of secondary and primary alkanolamines was found to be 0,7% by weight.
Example C.
100 grams of the same triethanolamine products mixture as specified in Example A were reacted with 10.9 grams of propylene oxide at 150°C. The ratio between the molecules of propylene oxide and the number of hydrogen atoms bound to a nitrogen atom were 1.3. After reaction the content of secondary and primary alkanolamines was found to be less than 0.1% by weight. Example 1.
The trietanolamine product mixtures TEA85-PO and TEA85-B0 from Examples A and B were diluted with water having a water hardness of 0,2°dH to solutions containing 3% by weight. The solutions were then neutralized with acetic acid to a pH-value of 9. As comparisons corresponding solution was also formulated from the triethanolamine product mixture used as starting product in Example A (hereinafter referred to as TEA85) and a distillation product of TEA85 containing 99% by weight of triethanolamine. The latter product are hereinafter referred to as TEA99.
The solutions of the alkanolamines were then tested with regard to foaming. 200 ml of each solution was vigorously stirred during 5 minutes and the volume of the fluid and the foam was measured. The following results were obtained.
Figure imgf000007_0001
!) Volume of the solutions before stirring is 200 ml.
From the results it is evident that the product mixtures of the invention has a low foaming like the prior art products.
Example 2.
Cleaning composition were formulated by mixing 5% by weight of C9H19C6H40(C2H40)4H, 5% by weight of C9H19C6H40(C2H40)8H, 40% by weight of any of the alkanolamines in the table below, 10% by weight of citric acid and 40% by weight of water (l,2°dH) . The formulations were then diluted 20 times to ready-to-use solu¬ tions, which were tested at 20°C with regard to their foaming ability in a standing cylinder rotating around a horizontal axis with a speed of 40 r.p.m.
Figure imgf000008_0001
^The level of the washing solutions alone is 200 mm.
The washing solutions containing the alkanolamine products in accordance with the invention exhibit a very moderate foaming.
Example 3.
Liquid soaps having the following compositions were pre¬ pared.
Figure imgf000008_0002
The compositions were tested by a panel of six persons. No differences between the two compositions could be noticed by the panel, which indicates that the triethanolamine mixture of the invention with advantage could replace TEA85.

Claims

1. Use of a triethanolamine product mixture in cosmetic products, and cleaning compositions, the triethanolamine product mixture containing a major part of triethanolamine, a minor part of diethanolmono-Cg-Qj-alkanolamine and monoethanoldi-C3-C-alkanolamine and less than 1% by weight diethanolamine and monoethanolamine.
2. Use in accordance with claim 1, characterised in that the major part is 60-90% by weight, and the minor part is 10- 40% by weight.
PCT/SE1992/000700 1991-10-10 1992-10-07 Use of a triethanolamine product mixture Ceased WO1993006814A1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP5506844A JPH07500103A (en) 1991-10-10 1992-10-07 Use of triethanolamine product mixtures
EP92922005A EP0607319B1 (en) 1991-10-10 1992-10-07 Use of a triethanolamine product mixture
DE69210411T DE69210411T2 (en) 1991-10-10 1992-10-07 USE OF A TRIETHANOLAMINE PRODUCT BLEND
US08/211,218 US5447723A (en) 1991-10-10 1992-10-07 Use of a triethanolamine product mixture
NO941259A NO303764B1 (en) 1991-10-10 1994-04-07 Use of a triethanolamine product blend in cosmetic products and cleansing blends
FI941625A FI103474B1 (en) 1991-10-10 1994-04-08 Use of a triethanolamine product mixture

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SE9102931A SE469058B (en) 1991-10-10 1991-10-10 APPLICATION OF A TRIETANOLAMINE-CONTAINING PRODUCT MIXTURE IN COSMETIC PRODUCTS AND CLEANING COMPOSITIONS
SE9102931-4 1991-10-10

Publications (1)

Publication Number Publication Date
WO1993006814A1 true WO1993006814A1 (en) 1993-04-15

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PCT/SE1992/000700 Ceased WO1993006814A1 (en) 1991-10-10 1992-10-07 Use of a triethanolamine product mixture
PCT/SE1992/000701 Ceased WO1993007241A1 (en) 1991-10-10 1992-10-07 Use of a triethanolamine product mixture

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US (2) US5447723A (en)
EP (2) EP0607289B1 (en)
JP (2) JPH07500103A (en)
DE (2) DE69210411T2 (en)
DK (2) DK0607319T3 (en)
FI (2) FI941626L (en)
NO (2) NO303764B1 (en)
SE (1) SE469058B (en)
WO (2) WO1993006814A1 (en)

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US6132739A (en) * 1998-09-01 2000-10-17 Amway Corporation Makeup compositions and methods of making same
SE514315C2 (en) * 1998-09-07 2001-02-12 Rolf Skoeld A process for mechanical machining of a metal containing copper or aluminum
US20050107270A1 (en) * 2003-11-19 2005-05-19 Gernon Michael D. Alkyl ethanolamines for the control of mycobacteria in functional fluid
US20060160710A1 (en) * 2005-01-19 2006-07-20 Steven E. Rayfield Synthetic metal working fluids for ferrous metals
US7632458B2 (en) * 2006-01-31 2009-12-15 General Electric Company Corrosion inhibitor treatment for closed loop systems
CN103204779A (en) * 2013-04-27 2013-07-17 弗克科技(苏州)有限公司 Alkylol amine and preparation method

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US5447723A (en) 1995-09-05
NO941259D0 (en) 1994-04-07
FI941626A0 (en) 1994-04-08
JPH07500103A (en) 1995-01-05
FI941626A7 (en) 1994-04-08
NO303764B1 (en) 1998-08-31
FI103474B (en) 1999-07-15
FI103474B1 (en) 1999-07-15
JPH07502056A (en) 1995-03-02
EP0607289B1 (en) 1997-03-19
NO941260D0 (en) 1994-04-07
FI941625A0 (en) 1994-04-08
DK0607319T3 (en) 1996-09-16
SE9102931D0 (en) 1991-10-10
DE69218448T2 (en) 1997-06-26
DE69210411D1 (en) 1996-06-05
FI941626L (en) 1994-04-08
SE469058B (en) 1993-05-10
NO941260L (en) 1994-04-07
DE69210411T2 (en) 1996-09-12
EP0607319A1 (en) 1994-07-27
DE69218448D1 (en) 1997-04-24
EP0607319B1 (en) 1996-05-01
JP3162385B2 (en) 2001-04-25
NO306412B1 (en) 1999-11-01
NO941259L (en) 1994-04-07
FI941625L (en) 1994-04-08
DK0607289T3 (en) 1997-10-13
WO1993007241A1 (en) 1993-04-15
US5431834A (en) 1995-07-11
EP0607289A1 (en) 1994-07-27

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