EP0231886B2 - Utilisation d'amines grasses éthoxylées comme solubiliseurs - Google Patents

Utilisation d'amines grasses éthoxylées comme solubiliseurs Download PDF

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Publication number
EP0231886B2
EP0231886B2 EP87101229A EP87101229A EP0231886B2 EP 0231886 B2 EP0231886 B2 EP 0231886B2 EP 87101229 A EP87101229 A EP 87101229A EP 87101229 A EP87101229 A EP 87101229A EP 0231886 B2 EP0231886 B2 EP 0231886B2
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EP
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Prior art keywords
mol
cleaning
fatty amines
ethoxylated fatty
concentrates
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Expired - Lifetime
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EP87101229A
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German (de)
English (en)
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EP0231886A3 (en
EP0231886A2 (fr
EP0231886B1 (fr
Inventor
Thomas Wershofen
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AT87101229T priority Critical patent/ATE68518T1/de
Publication of EP0231886A2 publication Critical patent/EP0231886A2/fr
Publication of EP0231886A3 publication Critical patent/EP0231886A3/de
Publication of EP0231886B1 publication Critical patent/EP0231886B1/fr
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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
    • 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

Definitions

  • the invention relates to the use of ethoxylated fatty amines as solubilizers or solubilizers in cleaner concentrates for detergent solutions for bottle cleaning.
  • solubilizers or solubilizers are added to the aqueous solutions.
  • the solution-mediating effect of such additives is based in many cases on the fact that the molecules of the substance added as a solubilizer have a surfactant-like structure, that is to say they have a hydrophilic and a hydrophobic part of the molecule.
  • the solubilizer molecules form micelles in aqueous solutions. in which the hydrophilic ends of the molecules are directed outwards towards the water and the hydrophobic ends of the molecules are directed towards the inside of the micelles.
  • Substances that are insoluble in the aqueous phase are incorporated into the interior of the micelles during solubilization and thus appear to be dissolved in the aqueous phase.
  • the amount of solubilizer. which is necessary to obtain a clear solution. is not just about the amount of substance to be dissolved. but also depends on the solubilizing ability of the solubilizer.
  • the shelf life of the bottled beverage depends, among other things, on the completeness of the learning of mechanical, biological or microbiological contamination.
  • bottles are usually re-labeled when refilled. Therefore it is necessary.
  • labels and glue residues must also be completely removed, thereby creating the prerequisites for labeling (which is now mandatory under food law).
  • alkaline cleaning agent solutions with a large number of components which, in addition to larger amounts of alkali metal hydroxides, for example 1 to 2%, in particular sodium hydroxide, also contain other components. the quality and quantity of which is tailored to the specific cleaning problem.
  • the cleaning agent solutions are produced in the corresponding cleaning systems by adding a cleaning concentrate, which contains all the necessary additives for problem-free cleaning, to the process water and then adding sodium hydroxide.
  • cleaner concentrates containing sodium cumene sulfonate become significantly more expensive due to the high price of the solubilizer when large amounts are used. some cleaner concentrates contain up to 25% of this substance - so that for economic reasons alone there is a need for a cheaper one. effective connection as a solubilizer. It is also known that, in particular in the cleaning of beverage bottles, sodium cumene sulfonate as a detergent component has no further favorable effects on the cleaning ability of the cleaning or application solutions. Its only function is therefore to keep other poorly soluble components contained in the cleaner concentrate stably dissolved in the aqueous solution.
  • solubilizers from the prior art are also lower. mostly branched alcohols. for example isopropanol. known.
  • isopropanol is also lower.
  • the disadvantage of this is that its handling requires special protective measures, since isopropanol is not only easily combustible. but also has a low flash point.
  • its effect as a solubilizer is significantly worse than that of sodium cumene sulfonate.
  • the object of the present invention was to provide new solubilizers or solubilizers. which also bring poorly soluble components of the detergent concentrate into solution in a stable manner and thus ensure unlimited storage stability of detergent concentrates which comprise components which contain highly hydrophobic groups. Since the stability of such solutions is also jeopardized at higher temperatures, as can sometimes occur in storage rooms, the cleaning concentrate was stabilized required for temperatures below freezing as well as for temperatures up to 50 ° C for an unlimited time.
  • the solubilizers provided should be inexpensively accessible and, in addition to having a stabilizing effect on the cleaner concentrates, should also take on other tasks in the cleaning process.
  • the primary aim was to accelerate the detachment of bottle labels, faster and better removal of contaminating residues as well as better emulsification of the detached dirt residues in the cleaning solution after use.
  • the ethoxylation reaction is also known as such and is carried out on the fatty amines which are preferably obtainable from native sources in a manner known per se. In practice, this also produces mixtures with a different number (n + m) of ethoxy radicals.
  • Compounds are preferred according to the invention. in which the average degree of ethoxylation (n + m) is in the range from 2 to 15. Ethoxylated fatty amines with an average degree of ethoxylation (n + m) in the range from 10 to 15 are particularly preferred.
  • ethoxylated diamines of the general formula (I) in active ingredient concentrates for cleaners.
  • R 2 for a group stands. where R 3 is an alkylene radical having 2 to 6 carbon atoms and x or y are in each case an integer from 0 to 30.
  • Alkylene radical is understood to mean alkyl radicals. which each have free valences at the terminal C atoms (also called “polymethylene residues").
  • Such diamines preferably have a degree of ethoxylation in the range from 2 to 15, particularly preferably in the range from 10 to 15. in this case the total number of ethoxy groups is meant. This means that in the general formula (I) the sum (n + x + y) is in the range from 2 to 15 or preferably from 10 to 15.
  • preferred fatty amines are accessible from natural sources, for example from natural fats and oils, and can be used for the ethoxylation either directly from the native sources or after further chemical processing, for example hydrogenation of unsaturated side chains.
  • natural sources for example from natural fats and oils
  • preferred fatty amines are accessible from natural sources, for example from natural fats and oils, and can be used for the ethoxylation either directly from the native sources or after further chemical processing, for example hydrogenation of unsaturated side chains.
  • coconut amine tallow fatty amine, oleyl amine, octadecyl amine, tallow fatty oleyl amine, stearyl amine and, as diamine, tallow fat propylene diamine.
  • the average degree of ethoxylation is preferably in the range between 2 and 15.
  • the amount of the ethoxylated fatty amines of the general formula (I) used according to the invention is in the range from 1 to 15% by weight of one or more fatty amines, based on the total weight of the cleaner concentrate, with several fatty amines together not exceeding the concentration value of 15%.
  • ethoxylated fatty amines of the general formula (I) Another advantage of using the ethoxylated fatty amines of the general formula (I), if desired together with others.
  • solubilizers such as isopropanol
  • the solubilizing effect of the ethoxylated fatty amines mentioned is noticeable in that the cleaner concentrates containing a large number of detergent components are stable for an unlimited time at high (50 ° C.) and low (-18 ° C.) temperatures.
  • the ethoxylated fatty amines are used as solubilizers according to the invention, a clear product is obtained after freezing the cleaner concentrates and thawing them, in which the organic components such as wetting agents and anti-foaming agents also remain clearly dissolved.
  • the cleaner concentrates also contain further cleaner components are produced by methods known per se. whereby the individual components are mixed together in any order.
  • the aqueous solution of the ethoxylated fatty amine of the general formula (I), which is effective as a solubilizer, is advantageously introduced, and the further cleaner components are then added.
  • the pH of the cleaner concentrates is adjusted to a range from 1 to 7.
  • the cleaner concentration in the process solutions is in the range of 0.1 to 0.5% by weight.
  • concentrations are also conceivable. especially then. if the hardness of the process water or the high degree of contamination of the bottles require a higher concentration of one of the detergent components. Concentrations are also conceivable for other applications. which are below 0.1% by weight or above 0.5% by weight, based on the application solution.
  • the process or cleaning solutions are then alkali metal hydroxides, preferably sodium hydroxide. usually added separately.
  • alkali metal hydroxides preferably sodium hydroxide.
  • the sodium hydroxide concentrations in the process solutions are usually in the range of 1 to 3%.
  • Cleaner concentrates of the composition given in Examples 1 to 4 and in the comparative examples were prepared by methods known per se. In each case, the water and the ethoxylated fatty amine, or the corresponding comparative compound, acting as solubilizer, were initially introduced and the remaining detergent components were added successively.
  • the labels may be used during the test period, i.e. until it is completely detached from the surface of the bottle, do not fray and after removal from the cleaning solution no signs of being drawn up. i.e. have adsorbed surfactants.
  • cleaner concentrates were found to contain the ethoxylated fatty amines according to the invention. superior to the usual products of the state of the art.
  • the foaming behavior was assessed in accordance with DIN draft 53902.
  • the cleaning liquors containing a fatty amine ethoxylate were examined in the foam blow apparatus according to Götte (DIN 53902, part 1).
  • Increasing amounts of a test foam (P3 R optenite) were added to the bases and the foam amounts were measured after 5 times 100 beats. The values determined here are shown in Table 4 in Example 6.
  • Label detachment tests were carried out on different beverage bottles, all of which were provided with Chromalux R labels.
  • Detergent solutions were applied to the various bottles, which had a NaOH content of 1.5% by weight and a detergent active ingredient content of 0.2% by weight.
  • a cleaning solution was prepared from this in accordance with the procedure outlined in Example 1, in which the amount of active compound was 0.2% and which additionally contained 1.5% by weight of NaOH.
  • the peel-off times in the label peel test are shown in Table 1 above.
  • Example 1 The cleaning concentrates given in Example 1 and in Comparative Examples 1 and 2 were used in each case to prepare cleaning solutions (0.2% cleaning concentrate and 1.5% sodium hydroxide) and the duration of the dissolution of aluminum bottle-neck foils was determined (test conditions: water 0 ° d, temperature 75) ° C).
  • the cleaner concentrates were clear immediately after they were made and showed no separation of individual components.
  • the solutions remained clear even after prolonged storage (3 months to 1 year) at 5 ° C and at 50 ° C and did not change optically after they had been frozen and thawed.

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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)
  • Fats And Perfumes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (2)

1. Mise en oeuvre d'une ou de plusieurs amines grasses éthoxylées de la formule générale (I)
Figure imgb0015
dans laquelle
n représente un nombre entier de 2 à 30,
R1 correspond à un radical alkyle saturé ou insaturé, à chaîne droite ou ramifiée, comportant 8 à 24 atomes de C, et
R2 est un groupement
Figure imgb0016
ou un groupement
Figure imgb0017
dans lequel
R3 représente un radical alkylène, comportant 2 à 6 atomes de C,
m, x et y correspondent chacun à un nombre entier de 0 à 30,

comme solubiliseurs dans des concentrés de produits nettoyants pour des solutions nettoyantes pour le lavage des bouteilles, les amines grasses éthoxylées étant mises en oeuvre en quantités de 1 à 15% en poids rapportées à la composition totale des concentrés.
2. Mise en oeuvre d'une ou de plusieurs amines grasses éthoxylées de la formule générale (I) selon la revendication 1, dans laquelle les sommes (n + m) ou (n + x + y) sont comprises dans l'intervalle de 10 à 15.
EP87101229A 1986-02-06 1987-01-29 Utilisation d'amines grasses éthoxylées comme solubiliseurs Expired - Lifetime EP0231886B2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT87101229T ATE68518T1 (de) 1986-02-06 1987-01-29 Verwendung ethoxylierter fettamine als loesungsvermittler.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19863603579 DE3603579A1 (de) 1986-02-06 1986-02-06 Verwendung ethoxylierter fettamine als loesungsvermittler
DE3603579 1986-02-06

Publications (4)

Publication Number Publication Date
EP0231886A2 EP0231886A2 (fr) 1987-08-12
EP0231886A3 EP0231886A3 (en) 1989-08-30
EP0231886B1 EP0231886B1 (fr) 1991-10-16
EP0231886B2 true EP0231886B2 (fr) 1994-08-03

Family

ID=6293459

Family Applications (1)

Application Number Title Priority Date Filing Date
EP87101229A Expired - Lifetime EP0231886B2 (fr) 1986-02-06 1987-01-29 Utilisation d'amines grasses éthoxylées comme solubiliseurs

Country Status (7)

Country Link
US (1) US4803012A (fr)
EP (1) EP0231886B2 (fr)
AT (1) ATE68518T1 (fr)
CA (1) CA1323283C (fr)
DE (2) DE3603579A1 (fr)
DK (1) DK166590B1 (fr)
ES (1) ES2026466T5 (fr)

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US5145608A (en) * 1986-02-06 1992-09-08 Ecolab Inc. Ethoxylated amines as solution promoters
EP0587917B1 (fr) * 1992-08-07 1995-01-04 DR.O.K. WACK CHEMIE GmbH Agent de nettoyage
DE4338626A1 (de) * 1993-11-12 1995-05-18 Henkel Kgaa Additiv für die Glasflaschenreinigung und seine Verwendung zur Verringerung der Glaskorrosion
US5881728A (en) * 1996-07-26 1999-03-16 Wisconsin Alumni Research Foundation Digital subtraction magnetic resonance angiography with image artifact suppression
US5871590A (en) * 1997-02-25 1999-02-16 Ecolab Inc. Vehicle cleaning and drying compositions
GB9721691D0 (en) * 1997-10-13 1997-12-10 Unilever Plc Improvements relating to acidic cleaning compositions
GB9721690D0 (en) * 1997-10-13 1997-12-10 Unilever Plc Improvements relating to acidic cleaning compositions
US20060074004A1 (en) * 2004-10-04 2006-04-06 Johnson Andress K Light duty liquid detergent composition
DE102004055492A1 (de) * 2004-11-17 2006-07-13 Chemische Fabrik Dr. Weigert Gmbh & Co. Kg Klarspüler für Kunststoffteile
EP2036973A1 (fr) 2007-09-07 2009-03-18 Cognis IP Management GmbH Systèmes tensio-actifs
US8404899B2 (en) * 2007-09-27 2013-03-26 Sanyo Chemical Industries, Ltd. Aliphatic amine alkylene oxide adduct
JP2011513510A (ja) * 2008-02-21 2011-04-28 エス．シー． ジョンソン アンド サン、インコーポレイテッド 高い自己接着性を有し残留による利益を提供する洗浄組成物
US9410111B2 (en) * 2008-02-21 2016-08-09 S.C. Johnson & Son, Inc. Cleaning composition that provides residual benefits
US8143206B2 (en) * 2008-02-21 2012-03-27 S.C. Johnson & Son, Inc. Cleaning composition having high self-adhesion and providing residual benefits
BRPI0908265A2 (pt) * 2008-02-21 2015-07-21 Johnson & Son Inc S C Composição de limpeza que proporciona vantagens residuais
US8993502B2 (en) 2008-02-21 2015-03-31 S. C. Johnson & Son, Inc. Cleaning composition having high self-adhesion to a vertical hard surface and providing residual benefits
US9481854B2 (en) 2008-02-21 2016-11-01 S. C. Johnson & Son, Inc. Cleaning composition that provides residual benefits
US8980813B2 (en) 2008-02-21 2015-03-17 S. C. Johnson & Son, Inc. Cleaning composition having high self-adhesion on a vertical hard surface and providing residual benefits
WO2012062372A1 (fr) 2010-11-11 2012-05-18 Ecolab Inc. Procédé pour le nettoyage et le retrait des étiquettes des bouteilles
RU2632882C2 (ru) 2012-05-14 2017-10-11 ЭКОЛАБ ЮЭсЭй ИНК. Раствор для удаления этикеток с многоразовых бутылок для напитков
US9487735B2 (en) 2012-05-14 2016-11-08 Ecolab Usa Inc. Label removal solution for low temperature and low alkaline conditions
US9637677B2 (en) 2014-09-04 2017-05-02 Ideal Energy Solutions IP Control, LLC Aqueous cleaning composition and method
DE102022207153A1 (de) 2022-07-13 2024-01-18 Henkel Ag & Co. Kgaa Waschaktive Verbindungen auf Basis einer Kombination von Anionen und Kationentensid

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Also Published As

Publication number Publication date
EP0231886A3 (en) 1989-08-30
DE3603579A1 (de) 1987-08-13
EP0231886A2 (fr) 1987-08-12
ES2026466T3 (es) 1992-05-01
EP0231886B1 (fr) 1991-10-16
ES2026466T5 (es) 1995-08-16
CA1323283C (fr) 1993-10-19
DK166590B1 (da) 1993-06-14
DK53187A (da) 1987-08-07
DE3773688D1 (de) 1991-11-21
DK53187D0 (da) 1987-02-02
ATE68518T1 (de) 1991-11-15
US4803012A (en) 1989-02-07

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