EP0231886A2 - Utilisation d'amines grasses éthoxylées comme solubiliseurs - Google Patents

Utilisation d'amines grasses éthoxylées comme solubiliseurs Download PDF

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Publication number
EP0231886A2
EP0231886A2 EP87101229A EP87101229A EP0231886A2 EP 0231886 A2 EP0231886 A2 EP 0231886A2 EP 87101229 A EP87101229 A EP 87101229A EP 87101229 A EP87101229 A EP 87101229A EP 0231886 A2 EP0231886 A2 EP 0231886A2
Authority
EP
European Patent Office
Prior art keywords
fatty amines
cleaning
ethoxylated fatty
concentrates
cleaner
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.)
Granted
Application number
EP87101229A
Other languages
German (de)
English (en)
Other versions
EP0231886B2 (fr
EP0231886B1 (fr
EP0231886A3 (en
Inventor
Thomas Wershofen
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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
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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
Application granted granted Critical
Publication of EP0231886B1 publication Critical patent/EP0231886B1/fr
Publication of EP0231886B2 publication Critical patent/EP0231886B2/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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 active ingredient or cleaner concentrates for cleaning agent solutions, in particular in cleaner concentrates for automatic bottle cleaning.
  • solubilizer In the aqueous phase, insoluble substances are solubilized in the interior of the Micelles incorporated and thus apparently dissolved in the aqueous phase.
  • the amount of solubilizer required to obtain a clear solution depends not only on the amount of substance to be dissolved, but also on the solubilizing ability of the solubilizer.
  • any dirt that is stuck inside the bottle is removed to enable the bottle to be refilled hygienically.
  • the shelf life of the bottled beverage depends, among other things, on the completeness of the removal of mechanical, biological or microbiological contamination.
  • bottles are usually re-labeled when refilled. It is therefore necessary to completely remove not only external soiling but also labels and glue residues, thus creating the prerequisites for labeling (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, their quality and Quantity is tailored to the specific cleaning problem.
  • the detergent solutions are added to the corresponding cleaning systems by adding a cleaner concentrate that contains all the additives necessary for problem-free cleaning holds, to the process water and by the subsequent addition of sodium hydroxide.
  • detergent concentrates In addition to readily water-soluble additives, such as inorganic salts and inorganic and organic acids, most detergent concentrates also contain poorly water-soluble components that separate from the liquid detergent concentrates over long periods of storage under unfavorable storage conditions, thereby preventing the detergent from being fully effective in the application solutions.
  • Such components are, in particular, the wetting agents and anti-foaming agents contained in the cleaner concentrates, the absence of which in the cleaning solution leads to improper functioning of the cleaning system and thus to unacceptable failures. Such failures are caused, for example, by over-foaming the system or also by unreleased labels.
  • solubilizers Lower, mostly branched alcohols, for example isopropanol, are also known from the prior art as solubilizers.
  • solubilizers are also known from the prior art as solubilizers.
  • the disadvantage of this is that its handling requires special protective measures, since isopropanol is not only easily flammable, but also has a low flash point.
  • solubilizer is significantly worse than that of sodium cumene sulfonate.
  • 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 sometimes occurs in storage rooms, stabilization of the cleaner concentrate was necessary for temperatures below freezing as well as for temperatures up to 50 ° C for an unlimited period of time.
  • the solubilizing agent made available should be inexpensive to access and next to a stabilizing effect on the R of some concentrates also other tasks are performed in the cleaning process. First and foremost, an acceleration of the detachment of bottle labels, a faster and better removal of contaminating residues and also better emulsification of the detached dirt residues in the cleaning solution after use.
  • ethoxylated fatty amines of the general formula (I) can be used, in which R 1 for a straight-chain or branched alkyl radical having 8 to 2 4 C atoms and R 2 for a group stands.
  • Ethoxylated fatty amines of the type mentioned with saturated alkyl radicals R 1 are just as suitable as those with unsaturated alkyl radicals R 1 .
  • the preferred range of chain length for the alkyl radical R 1 is 12 to 18 carbon atoms.
  • Fatty amines of this type can be produced from native sources by methods known per se. They can be used either individually or in the naturally occurring mixtures with alkyl radicals of different chain lengths for the ethoxylation and can be used according to the invention as ethoxylated products.
  • 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. According to the invention, preference is given to compounds 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.
  • active substance concentrates for cleaners can also use ethoxylated diamines of the general formula (I) in which R 2 is for a group stands, wherein R 3 is an alkylene radical having 2 to 6 carbon atoms and x or y each an integer from 0 to 30 be interpret.
  • R 3 is an alkylene radical having 2 to 6 carbon atoms and x or y each an integer from 0 to 30 be interpret.
  • Alkylene radical here means alkyl radicals which each have free valences at the terminal C atoms (also called “polymethylene radicals”).
  • 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 which 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 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 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%.
  • the solubilizing effect of the ethoxylated fatty amines mentioned is noticeable in that the cleaner concentrates containing a large number of cleaner 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, it is even achieved that a clear product is obtained after freezing the cleaner concentrates and thawing, in which the organic components such as wetting agents and anti-foaming agents also remain clearly dissolved.
  • the cleaner concentrates which also contain further cleaner components are prepared by methods known per se, the individual components being 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.
  • aqueous cleaning compositions of the product eßwasser z added to the bottle washer in concentrations that depend on the degree of soiling bottles to be cleaned and the water hardness, and optionally further parameters.
  • the detergent concentration moves into the processing solutions in the range of 0.1 to 0.5 G ew .-%.
  • concentrations are also conceivable, in particular if the hardness of the process water or the high degree of contamination of the bottles make a higher concentration of one of the detergent components necessary.
  • concentrations are also conceivable which are below 0.1% by weight or above 0.5% by weight, based on the application solution.
  • Alkali metal hydroxides preferably sodium hydroxide
  • Alkali metal hydroxides are then generally metered in separately to the process or cleaning solutions.
  • the sodium hydroxide concentrations in the process solutions are usually in the range of 1 to 3%.
  • cleaner concentrates were used in Examples 1 to 4 and in Comparative examples specified composition prepared.
  • the labels may be used during the test period, i.e. until completely detached from the bottle surface, do not fray and after removal from the cleaning solution no signs of being drawn up, i.e. have adsorbed surfactants.
  • the foaming behavior was assessed in accordance with DIN draft 53902.
  • the cleaning liquors containing a fatty amine ethoxylate were examined in the Götte foam whipping apparatus (DIN 53902, Part 1).
  • Increasing amounts of a test foam (P3 optenit) were added to the bases and the amounts of foam were measured after 5 times 100 beats. The values determined here are shown in Table 4 in Example 6.
  • a cleaner concentrate for use according to the invention was produced by mixing the following components together (all percentages in% by weight):
  • a cleaning solution was prepared from this in accordance with the procedure described in Example 1, in which the amount of active compound was 0.2% and which additionally contained 1.5% by weight of NaOH.
  • the A b-dissolving times in the label removal test of the preceding Table 1 are given in.
  • a cleaner concentrate was prepared from the components given below in a manner corresponding to the preparation in Example 1, which was added in an amount of 0.2% concentrate to a cleaning solution for an automatic bottle washing system which contained 1.5% by weight NaOH.
  • the cleaner concentrates were clear immediately after their production and showed no separation of individual components.
  • the solutions remained even after lä n - g erer storage time (3 months to 1 year) at 5 ° C and 50 ° C clear and visually changed even 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Fats And Perfumes (AREA)
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 true EP0231886A2 (fr) 1987-08-12
EP0231886A3 EP0231886A3 (en) 1989-08-30
EP0231886B1 EP0231886B1 (fr) 1991-10-16
EP0231886B2 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)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0587917A1 (fr) * 1992-08-07 1994-03-23 DR.O.K. WACK CHEMIE GmbH Agent de nettoyage
WO1995013350A1 (fr) * 1993-11-12 1995-05-18 Henkel-Ecolab Gmbh & Co. Ohg Adjuvant pour le lavage des bouteilles en verre et son utilisation pour reduire la corrosion du verre
WO1999019432A1 (fr) * 1997-10-13 1999-04-22 Unilever N.V. Compositions nettoyantes acides renfermant des amines alcoxylees et leurs applications
WO1999019431A1 (fr) * 1997-10-13 1999-04-22 Unilever Plc Amines alcoxylees et leur utilisation dans des compositions nettoyantes
DE102004055492A1 (de) * 2004-11-17 2006-07-13 Chemische Fabrik Dr. Weigert Gmbh & Co. Kg Klarspüler für Kunststoffteile
EP2192107A1 (fr) * 2007-09-27 2010-06-02 Sanyo Chemical Industries, Ltd. Produit d'addition oxyde d'alkylène-amine aliphatique

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5145608A (en) * 1986-02-06 1992-09-08 Ecolab Inc. Ethoxylated amines as solution promoters
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
US20060074004A1 (en) * 2004-10-04 2006-04-06 Johnson Andress K Light duty liquid detergent composition
EP2036973A1 (fr) 2007-09-07 2009-03-18 Cognis IP Management GmbH Systèmes tensio-actifs
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
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
JP2011513509A (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 残留による利益を提供する洗浄組成物
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
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
EP2638138B1 (fr) 2010-11-11 2019-06-12 Ecolab USA Inc. Procédé pour le nettoyage et le retrait des étiquettes des bouteilles
US9487735B2 (en) 2012-05-14 2016-11-08 Ecolab Usa Inc. Label removal solution for low temperature and low alkaline conditions
US9133426B2 (en) * 2012-05-14 2015-09-15 Ecolab Usa Inc. Label removal solution for returnable beverage bottles
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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DE3614825A1 (de) * 1986-05-02 1987-11-05 Henkel Kgaa Verwendung von alkylaminopolyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0587917A1 (fr) * 1992-08-07 1994-03-23 DR.O.K. WACK CHEMIE GmbH Agent de nettoyage
WO1995013350A1 (fr) * 1993-11-12 1995-05-18 Henkel-Ecolab Gmbh & Co. Ohg Adjuvant pour le lavage des bouteilles en verre et son utilisation pour reduire la corrosion du verre
WO1999019432A1 (fr) * 1997-10-13 1999-04-22 Unilever N.V. Compositions nettoyantes acides renfermant des amines alcoxylees et leurs applications
WO1999019431A1 (fr) * 1997-10-13 1999-04-22 Unilever Plc Amines alcoxylees et leur utilisation dans des compositions nettoyantes
DE102004055492A1 (de) * 2004-11-17 2006-07-13 Chemische Fabrik Dr. Weigert Gmbh & Co. Kg Klarspüler für Kunststoffteile
EP2192107A1 (fr) * 2007-09-27 2010-06-02 Sanyo Chemical Industries, Ltd. Produit d'addition oxyde d'alkylène-amine aliphatique
EP2192107A4 (fr) * 2007-09-27 2013-08-28 Sanyo Chemical Ind Ltd Produit d'addition oxyde d'alkylène-amine aliphatique

Also Published As

Publication number Publication date
DE3603579A1 (de) 1987-08-13
ES2026466T5 (es) 1995-08-16
US4803012A (en) 1989-02-07
DK53187D0 (da) 1987-02-02
DK166590B1 (da) 1993-06-14
CA1323283C (fr) 1993-10-19
ATE68518T1 (de) 1991-11-15
EP0231886B2 (fr) 1994-08-03
EP0231886B1 (fr) 1991-10-16
ES2026466T3 (es) 1992-05-01
DE3773688D1 (de) 1991-11-21
DK53187A (da) 1987-08-07
EP0231886A3 (en) 1989-08-30

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