EP0494884B1 - Verfahren zur herstellung stabiler, niedrig-viskoser o/w-rostschutzemulsionen - Google Patents

Verfahren zur herstellung stabiler, niedrig-viskoser o/w-rostschutzemulsionen Download PDF

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Publication number
EP0494884B1
EP0494884B1 EP90913798A EP90913798A EP0494884B1 EP 0494884 B1 EP0494884 B1 EP 0494884B1 EP 90913798 A EP90913798 A EP 90913798A EP 90913798 A EP90913798 A EP 90913798A EP 0494884 B1 EP0494884 B1 EP 0494884B1
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weight
emulsion
mixture
temperature
carbon atoms
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French (fr)
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EP0494884A1 (de
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Horst-Dieter Speckmann
Gert-Lothar Striepling
Frank Wiechmann
Jürgen Geke
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Henkel AG and Co KGaA
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    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
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    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01—Emulsions, colloids, or micelles
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y10S516/06—Protein or carboxylic compound containing

Definitions

  • the invention relates to a process for the preparation of O / W (oil-in-water) rust protection emulsions based on an oil component, water, at least one emulsifier component and a corrosion inhibitor. Compliance with certain conditions leads to particularly stable and low-viscosity O / W emulsions, which ensure good corrosion protection for metal surfaces made of iron and steel.
  • Rust protection emulsions are used for the temporary protection of metallic workpieces from atmospheric influences that cause corrosion. They essentially contain non-polar or polar oils, emulsifiers, corrosion inhibitors and water. Their effect is based on the adsorption of inhibitor molecules on the metal surface and the formation of a protective film from emulsion components, which acts as a diffusion barrier for atmospheric oxygen and water. Th. Forster et al. report in "Surface-Surface", 1989, No. 4, pp. 8 to 12, on the mode of action and investigation methods of rust protection emulsions. Other commercially available systems are based on oil concentrates that contain emulsifiers and corrosion inhibitors - but no water. This means that the emulsifiers and corrosion inhibitors used must be oil-soluble. For the production of O / W emulsions from such oil concentrates, this also means that such systems must be self-emulsifying.
  • phase inversion ie that at higher temperatures the outer, aqueous phase can become the inner phase. This process is usually reversible, ie the original emulsion type regresses when it cools down.
  • position of the phase inversion temperature depends on many factors, for example the type and phase volume of the oil component, the hydrophilicity and the structure of the emulsifier or the composition of the emulsifier system, compare, for example, K. Shinoda and H. Kunieda in "Encyclopedia of Emulsion Technology", Vol. I, ed. P.
  • the object of the invention is to develop a suitable process for the preparation of O / W rust protection emulsions which contain entirely or predominantly polar carboxylic acids as corrosion inhibitors.
  • O / W emulsions are said to be capable be inverted at temperatures below 100 ° C in order to achieve particularly stable, finely divided and low-viscosity emulsions.
  • the emulsions thus obtained should also be able to be diluted with water, the dilutions should also be stable and provide effective protection against corrosion.
  • carboxylic acids which are able to act as corrosion inhibitors in their acidic form and on the other hand the way of producing stable and low-viscosity O / W emulsions which contain such corrosion inhibitors.
  • the carboxylic acids must not impair or even prevent phase inversion of the emulsion.
  • suitable emulsifiers which, on the one hand, form such stable emulsions with the corrosion inhibitors mentioned and, on the other hand, do not impair the effectiveness of the corrosion inhibitors on the substrate surface under atmospheric corrosion conditions by re-emulsification.
  • the method according to the invention makes it possible to produce such stable and low-viscosity O / W rust protection emulsions.
  • the mixture of all the emulsion components mentioned, including the carboxylic acids is subjected to a phase inversion while the mixture or the already existing emulsion is heated to a temperature within or above the phase inversion temperature range.
  • corrosion inhibitors in the desired finely divided form in the emulsion and stably emulsify therein.
  • a phase inversion below 100 ° C. takes place within the above-defined composition of O / W rust protection emulsions according to the invention which contain relatively high proportions of carboxylic acids as corrosion inhibitors.
  • This phase inversion takes place both with non-polar oils (paraffin oils) and with slightly polar oils (mineral oils).
  • PIT method i.e. Phase inversion temperature method
  • rust protection emulsions produced show - compared to emulsions of the same composition that have not undergone phase inversion - higher storage stability.
  • more than 40 days pass in the corrosion test, assessed according to DIN 51 359, until 100% corrosion is observed.
  • the effectiveness of the corrosion protection is therefore of the same order of magnitude as the products belonging to the state of the art.
  • Oils of different polarity for example paraffin oils or mineral oils, can be used as the oil component.
  • So-called ester oils ie fatty acid glycerides, can also be used in a mixture with mineral oils and / or paraffin oils.
  • paraffin oils or mineral oils are preferably used as oil component a).
  • emulsifier component b adducts of 2 to 20 moles of ethylene oxide with fatty alcohols with 10 to 22 carbon atoms are suitable.
  • Fatty alcohols suitable for this purpose are native and / or synthetic fatty alcohols, such as decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol (cetyl alcohol), heptadecanol, octadecanol (stearyl alcohol), nonadecanol, eicosanol, heneico Cosmeticyl and docosanol.
  • adducts of ethylene oxide with such fatty alcohols are usually mixtures of polyglycol ethers of the starting fatty alcohols, the average degree of oxyethylation of which corresponds to the molar amount of ethylene oxide added.
  • adducts of 4 to 12 moles of ethylene oxide with fatty alcohols having 12 to 18 carbon atoms are preferably used as emulsifier component b).
  • addition products of 4 moles of ethylene oxide on fatty alcohol mixtures with 12 to 14 C atoms addition products of 4 moles of ethylene oxide on mixtures of fatty alcohols with 12 to 18 C atoms or addition products of 12 moles of ethylene oxide on fatty alcohol mixtures with 16 up to 18 carbon atoms.
  • the carboxylic acids of the general formula (I) used as corrosion inhibitors c) R-COOH (I) can be of different structures.
  • those carboxylic acids of the general formula (I) are suitable in which the radical R is a straight-chain or branched, saturated or unsaturated alkyl radical having 6 to 22 carbon atoms.
  • these include in particular native or synthetic fatty acids, for example hexanoic acid (caproic acid), heptanoic acid, octanoic acid (caprylic acid), nonanoic acid, decanoic acid (capric acid), undecanoic acid, dodecanoic acid (lauric acid), tridecanoic acid, tetradecanoic acid (myristic acid), pentadecanoic acid, hexadecanoic acid (paladic acid) , Octadecanoic acid (stearic acid), nonadecanoic acid, arachic acid, heneicosanoic acid and behenic acid.
  • native or synthetic fatty acids for example hexanoic acid (caproic acid), heptanoic acid, oc
  • carboxylic acids are equally suitable as corrosion inhibitors in the sense of the invention.
  • Preferred carboxylic acids of the general formula (I) are those in which the radical R represents a straight-chain or branched, saturated or unsaturated alkyl radical having 8 to 18 carbon atoms. The corresponding straight-chain and saturated fatty acids can be seen from the above list.
  • Isononanoic acid, oleic acid, linoleic acid or linolenic acid are particularly suitable as branched-chain or unsaturated carboxylic acids of this type.
  • Mixtures of such carboxylic acids are also effective corrosion inhibitors in the sense of the invention; for example a mixture of stearic acid and palmitic acid in a weight ratio of 1: 1.
  • Corrosion inhibitors within the meaning of the invention are furthermore those carboxylic acids of the general formula (I) in which the radical R is a radical of the general formula (II) represents, wherein the radical R1 is a saturated, straight-chain or branched alkyl radical having 8 to 18 carbon atoms.
  • Such alkylbenzoylacrylic acids and their use as corrosion inhibitors in lubricating oils and greases are described in DE-A-36 00 401. This German published specification also contains information on the synthesis of such alkylbenzoylacrylic acids.
  • Suitable alkyl radicals R 1 are therefore unbranched or branched radicals from the group octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl and octadecyl, with corresponding straight-chain alkyl radicals having 8 to 12 carbon atoms being preferred according to the invention .
  • 3- (p-dodecylbenzoyl) acrylic acid is used with particular advantage according to the invention.
  • coemulsifier component (d) in addition to the emulsifier component.
  • the co-emulsifier is itself not suitable for the production of O / W emulsions, but together with the previously defined emulsifier components, particularly stable and finely divided emulsions of polar oil components can be produced according to the invention.
  • Saturated fatty alcohols with 12 to 22 carbon atoms are suitable as co-emulsifiers.
  • the fatty alcohols which are suitable here are mentioned in detail in the above list of fatty alcohols.
  • coemulsifiers of this type are fatty alcohols with 16 to 18 carbon atoms, for example a mixture of cetyl alcohol and stearyl alcohol in a weight ratio of 1: 1.
  • the oil component a), the emulsifier component b) and the corrosion inhibitor c) in a specific weight ratio of a): b): c) 1: (0.1 to 0, 3): (0.1 to 0.3) used.
  • the process according to the invention can be carried out in such a way that the phase inversion temperature is first determined by heating a sample of the emulsion prepared in the customary manner using a conductivity meter and determining the temperature at which the conductivity decreases sharply.
  • the specific conductivity of the oil-in-water emulsion initially present usually decreases within a temperature range of 2 to 8 ° C. from initially over 1 mS / cm when changing to an inverted emulsion to values below 0.1 mS / cm. This temperature range is referred to as the phase inversion temperature range.
  • the process according to the invention can either be carried out by subsequently heating the emulsion, which was initially prepared in the customary manner and contains all the components essential to the invention, to a temperature which is within or is above the phase inversion temperature range.
  • Another manufacturing possibility is to choose a temperature which is within or above the phase inversion temperature range already during the production of a certain emulsion.
  • the emulsion formed is then allowed to cool to a temperature below the phase inversion temperature range, or the emulsion is cooled to a corresponding temperature. In this way, concentrates of O / W rust protection emulsions are obtained, which can be diluted with water if necessary.
  • the O / W rust protection emulsions produced in the manner according to the invention can be used both in the form of the concentrates and in the form diluted with water. However, they are usually used in the diluted form. Both the concentrates and the emulsions diluted with water ensure very good corrosion protection for metal surfaces made of iron and steel.
  • the corrosion protection activity of the emulsions prepared in accordance with the invention is retained even when the carboxylic acids which act as corrosion inhibitors are present in neutralized form. In view of this, it is possible to subsequently neutralize the O / W rust protection emulsions produced according to the invention with suitable alkaline agents, for example bases such as NaOH or Ca (OH) 2.
  • the oil-in-water antirust emulsions produced by the temperature inversion according to the method of the invention are particularly finely divided and low-viscous and therefore pourable and pumpable compared to emulsions produced below the phase inversion temperature (FIG. 2).
  • these rust protection emulsions have a pronounced storage stability.
  • the sheets which have been treated with corrosion protection emulsions according to the invention show a lower susceptibility to corrosion than sheets which have been treated with conventional corrosion protection emulsions.
  • phase inversion it was possible to obtain rust protection emulsion concentrates which contain more than 50% organic components.
  • Two emulsions were prepared from mixtures according to formulation D, a production temperature of 45 ° C. for the first emulsion - below the phase inversion temperature range (PIT), and a production temperature of 95 ° C. for the second emulsion - above PIT, analogously to Example 1.4 - was chosen.
  • the conductivity was determined in the upper and lower area of the measuring vessel (compare the left scale from FIG. 1) and the percentage difference was formed (compare the right scale from FIG. 1).
  • a glass cylinder (height 125 mm, diameter 25 mm) was used as the measuring vessel in which two platinum electrodes (type PP 1042 from Radiometer) were attached at a distance of 2 mm from the upper and lower edges.
  • the vessel was completely filled with the respective emulsion - which contained 50 mg NaCl per liter of emulsion as the conductive salt - so that the electrodes in the the upper part of the vessel were completely covered with the emulsion.
  • the measurements were carried out at room temperature.
  • Two emulsions were prepared from mixtures according to formulation A, a production temperature of 60 ° C. - below PIT - for the first emulsion, and a production temperature of 70 ° C. - above PIT, analogous to Example 1.1 - for the second emulsion according to the invention. These emulsions were diluted 1: 1 with water and the viscosities of these emulsions were then determined at different shear rates.
  • Fig. 2 shows the results of the measurements which show the viscosity behavior of a diluted emulsion, i.e. the preferred form of use. It can be seen from this that the second emulsion according to the invention (with phase inversion) was substantially less viscous than the first emulsion (without phase inversion).
  • FIG. 3 Stability of a diluted emulsion according to the invention (FIG. 3)
  • An emulsion according to Example 1.1 was diluted in a ratio of 1: 9 with aqueous NaOH solution and neutralized.
  • the conductivities in the upper and lower region of the measuring vessel were determined (compare the left scale from FIG. 3) and the percentage difference was formed (compare the right column from FIG. 3). The importance of this measuring method with regard to emulsion stability is explained in more detail in Example 2.
  • Corrosion protection test The corrosion protection properties of emulsions according to the invention and of a comparison emulsion were tested in accordance with DIN 51 359.
  • the test procedure was carried out as follows: Steel sheets of quality St 1405 (unalloyed steel, surface-hardened, dimensions 2.5 x 5 cm) were each placed in one of the following Anti-rust emulsions dipped. The steel sheets were kept in short contact with the anti-rust emulsion, then removed and hung after 24 hours of draining or drying time in a humidity chamber according to DIN 51 359, in which the relative air flow was 875 l / h and a temperature of 50 ° C Humidity was 100%. The time period after which 100% corrosion (based on the area of the test sheet) - assessed according to DIN 51 359 - was observed.
  • Table 3 Table 3 example Dilutions with water 100% corrosion after 6.1 1: 1; 1: 3; 1: 7; 1: 9 40 days 6.2 1: 1; 1: 4 40 days 6.3 - 40 days 6.4 - 26 days comparison - 13 days

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Colloid Chemistry (AREA)
  • Lubricants (AREA)
EP90913798A 1989-10-04 1990-09-25 Verfahren zur herstellung stabiler, niedrig-viskoser o/w-rostschutzemulsionen Expired - Lifetime EP0494884B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE3933137 1989-10-04
DE3933137A DE3933137A1 (de) 1989-10-04 1989-10-04 Verfahren zur herstellung stabiler, niedrig-viskoser o/w-rostschutzemulsionen
PCT/EP1990/001626 WO1991005033A1 (de) 1989-10-04 1990-09-25 Verfahren zur herstellung stabiler, niedrig-viskoser o/w-rostschutzemulsionen

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EP0494884A1 EP0494884A1 (de) 1992-07-22
EP0494884B1 true EP0494884B1 (de) 1994-11-23

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JP (1) JPH05500988A (ja)
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DE (2) DE3933137A1 (ja)
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FR2692912B1 (fr) * 1992-06-30 1995-06-30 Lorraine Laminage Procede de protection contre la corrosion de pieces metalliques et pieces metalliques obtenues par ce procede.
WO1994011469A1 (de) * 1992-11-06 1994-05-26 Henkel Kommanditgesellschaft Auf Aktien Dialkylether in metalloberflächen-behandlungsmitteln
DE4323907A1 (de) * 1993-07-16 1995-01-19 Henkel Kgaa Verwendung von Carbonsäuren in Mitteln zum Behandeln von Metalloberflächen
DE4323908A1 (de) * 1993-07-16 1995-01-19 Henkel Kgaa Verfahren zur Herstellung von O/W-Emulsionen zum Reinigen und Passivieren von Metalloberflächen
DE4323909A1 (de) * 1993-07-16 1995-01-19 Henkel Kgaa Mittel zum Reinigen und Passivieren von Metalloberflächen
GB2296714B (en) * 1994-12-15 1998-03-25 Abbey Coating composition
DE4444878A1 (de) * 1994-12-16 1996-06-20 Henkel Kgaa Stickstofffreie Korrosionsinhibitoren mit guter Pufferwirkung
DE19703083A1 (de) * 1997-01-29 1998-07-30 Henkel Kgaa Schaumarmes Emulgatorsystem und dieses enthaltendes Emulsionskonzentrat
FR2765595B1 (fr) * 1997-07-01 1999-10-01 Lorraine Laminage Composition pour protection temporaire contre la corrosion de pieces metalliques, ses procedes de preparation et d'application et pieces metalliques obtenues a partir de cette composition
FR2767140B1 (fr) * 1997-08-07 1999-10-29 Lorraine Laminage Procede de traitement de surface de pieces metalliques
US6251808B1 (en) 1997-10-22 2001-06-26 Illinois Tool Works, Inc. Metal and fiberglass cleaning and polishing article
DE19835328A1 (de) * 1998-08-05 2000-02-10 Henkel Kgaa Mittel und Verfahren für die Metallbearbeitung und für Metallreinigung oder Korrosionsschutz
US6500360B2 (en) * 1999-06-18 2002-12-31 Bernard Bendiner Sorbic acid and/or its derivatives, such as potassium sorbate, as a preventative for rust, corrosion and scale on metal surfaces
US6596674B2 (en) 2000-02-29 2003-07-22 Henkel Corporation Metal working lubricants and their use
US7141152B2 (en) * 2000-03-16 2006-11-28 Le Febre David A Analyte species separation system
FR2822852B1 (fr) * 2001-03-27 2003-12-12 Usinor Procede de traitement par carboxylatation de surfaces metalliques
DE10146264A1 (de) 2001-09-20 2003-04-17 Ecolab Gmbh & Co Ohg Verwendung von O/W-Emulsionen zur Kettenschmierung
US7696136B2 (en) 2004-03-11 2010-04-13 Crompton Corporation Lubricant compositions containing hydroxy carboxylic acid and hydroxy polycarboxylic acid esters
DE102005047843A1 (de) * 2005-10-05 2007-04-12 OTB Oberflächentechnik in Berlin GmbH & Co. Passivierungs- und Schmiermittel für Gold-, Silber- und Kupferoberflächen und Verfahren zu seiner Anwendung
US9376611B2 (en) 2012-09-11 2016-06-28 Baker Hughes Incorporated Acid-in-oil emulsion compositions and methods for treating hydrocarbon-bearing formations

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US3117929A (en) * 1958-08-08 1964-01-14 Texaco Inc Transparent dispersion lubricants
US4444802A (en) * 1982-05-03 1984-04-24 Ashland Oil, Inc. Water-borne firm coating compositions and processes therefor
US4444803A (en) * 1982-05-03 1984-04-24 Ashland Oil, Inc. Water-borne soft coating compositions and processes therefor
DE3521952A1 (de) * 1985-06-20 1987-01-02 Henkel Kgaa Waessrige zusammensetzungen fuer den hilite- und flux-prozess und ihre verwendung
DE3540246A1 (de) * 1985-11-13 1987-05-14 Henkel Kgaa Verwendung von alkoxyhydroxyfettsaeuren als korrosionsinhibitoren in oelen und oelhaltigen emulsionen
DE3819193A1 (de) * 1988-06-06 1989-12-07 Henkel Kgaa Verfahren zur herstellung stabiler, niedrigviskoser oel-in-wasser-emulsionen polarer oelkomponenten

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AU7552591A (en) 1991-04-28
ZA907907B (en) 1991-07-31
JPH05500988A (ja) 1993-02-25
US5230730A (en) 1993-07-27
DE3933137A1 (de) 1991-04-18
WO1991005033A1 (de) 1991-04-18
CA2067501A1 (en) 1991-04-05
BR9007717A (pt) 1992-07-07
EP0494884A1 (de) 1992-07-22
KR920703770A (ko) 1992-12-18
DE59007778D1 (de) 1995-01-05

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