WO1999035219A1 - Fluides hydrauliques contenant une n-alkyle morpholine ou un de ses sels - Google Patents

Fluides hydrauliques contenant une n-alkyle morpholine ou un de ses sels Download PDF

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Publication number
WO1999035219A1
WO1999035219A1 PCT/GB1998/003805 GB9803805W WO9935219A1 WO 1999035219 A1 WO1999035219 A1 WO 1999035219A1 GB 9803805 W GB9803805 W GB 9803805W WO 9935219 A1 WO9935219 A1 WO 9935219A1
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WIPO (PCT)
Prior art keywords
hydraulic fluid
water based
based hydraulic
morpholine
alkyl
Prior art date
Application number
PCT/GB1998/003805
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English (en)
Inventor
Simon John Wake
Simon Paul Mcmanus
Thomas John Mckechnie
David Liddy
Original Assignee
Macdermid Europe Plc
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Filing date
Publication date
Application filed by Macdermid Europe Plc filed Critical Macdermid Europe Plc
Publication of WO1999035219A1 publication Critical patent/WO1999035219A1/fr

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    • 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
    • C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
    • 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
    • C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/10—Metal oxides, hydroxides, carbonates or bicarbonates
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/04—Hydroxy compounds
    • C10M129/06—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M129/08—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least 2 hydroxy groups
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    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26—Carboxylic acids; Salts thereof
    • C10M129/28—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M129/38—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms
    • C10M129/40—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms monocarboxylic
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    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26—Carboxylic acids; Salts thereof
    • C10M129/48—Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring
    • C10M129/50—Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring monocarboxylic
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    • 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
    • C10M133/38—Heterocyclic nitrogen compounds
    • C10M133/48—Heterocyclic nitrogen compounds the ring containing both nitrogen and oxygen
    • C10M133/50—Morpholines
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C10M135/10—Sulfonic acids or derivatives thereof
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    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02—Water
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    • C10M2201/06—Metal compounds
    • C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
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    • C10M2207/02—Hydroxy compounds
    • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
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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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    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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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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    • C10M2207/00—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
    • C10M2207/126—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 monocarboxylic
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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
    • C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more 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
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
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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
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/141—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
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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
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/142—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings polycarboxylic
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
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    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226—Morpholines
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    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
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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
    • C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01—Emulsions, colloids, or micelles

Definitions

  • This invention relates to hydraulic fluids, and more particularly to water-based hydraulic fluids having improved temperature stability.
  • Hydraulic fluids are widely used to transmit power and operate control valves, for example, in factory applications and in sub-sea systems. In the latter systems hydraulic fluids are used, for example, for the remote operation of valves associated with oil production where the well head is beneath the surface of the sea.
  • Water-based hydraulic fluids in addition to water, commonly comprise a carboxylic acid and sufficient alkali to give a pH in the range of 7 to 12.
  • the water-based hydraulic fluids known to the art exhibit limited thermal stability. This is a particular problem for hydraulic fluids which may be exposed to high temperatures for long periods of time, for example, in fluids used for operating control valves associated with sub-sea oil production, where there is a requirement for stability at 180 degrees C for several years.
  • fluids containing ethane 1,2 diol as a freezing point depressant are subject to oxidation at high temperatures, the glycol producing acids, for example, glycollic acid.
  • the acids produced can render the fluid corrosive to metals with which it may come into contact. It is therefore known to add amines to the hydraulic fluid in order to provide the necessary buffering effect.
  • a water-based hydraulic fluid can comprise a carboxylic acid neutralised with an amine, the amine being present in excess to provide a slightly alkaline pH and to buffer the fluid against a fall in pH.
  • vapour phase corrosion inhibitor that provides protection against the corrosion of ferrous metal parts exposed to the vapour of the fluid, but not actually immersed in the fluid. Certain amines have also been proposed for this role.
  • Morpholine has been proposed as an amine for use in hydraulic fluids, but such fluids do not have sufficient thermal stability for many purposes and have an undesirably high rate of corrosion of, for example, aluminium.
  • European patent application no. 0367080 discloses a water-glycol hydraulic fluid comprising a higher aliphatic acid in a ratio of 2 to 15% by weight, alkali hydroxide in an amount less than an equivalent amount of the higher aliphatic acid, and an organic alkaline compound containing nitrogen atoms in an amount sufficient to adjust the pH of the whole fluid to 10 to 12.
  • Belgian Patent No. 771150 discloses a hydraulic fluid consisting of water, a glycol, a polyoxyalkyleneglycol, a phosphoric ester of a monohydroxyl polyether, and a nitrogenous organic base .
  • the organic base can be an aliphatic amine, an alkanolamine or a cyclic amine such as morpholine or an N-alkylmorpholine, and is added in an amount sufficient to adjust the pH of the fluid to from 7 to 9. Apart from the pH adjustment, there is no suggestion that the organic base performs any other function.
  • the phosphate esters are subject to hydrolysis in aqueous systems, forming acids, which can lower the pH, and increase the risk of corrosion.
  • the partial phosphate esters disclosed, and more particularly phosphates produced by hydrolysis of the phosphate esters tend to form insoluble precipitates with calcium and magnesium ions that are naturally present in sea water.
  • Many hydraulic systems have very small diameter holes and channels which can be easily obstructed by solids. Precipitates formed by hydrolysis of the partial phosphate esters can render the hydraulic fluid out of specification.
  • a further disadvantage of the use of phosphate esters is that the loss of the active constituent (the phosphate ester) by hydrolysis will tend to degrade the lubricity of the hydraulic fluid. This effect is particularly important in hydraulic fluids intended to be suitable for use at high temperatures, as the rate of hydrolysis increases rapidly with temperature.
  • the invention provides the use in a water-based hydraulic fluid of an N-alkyl morpholine or a salt thereof as a vapour phase corrosion inhibitor.
  • the invention provides a fluid controlled apparatus wherein there is used a water-based hydraulic fluid comprising an N-alkyl morpholine or a salt thereof as a vapour phase corrosion inhibitor.
  • the invention provides a water-based hydraulic fluid comprising an N-alkyl morpholine or a salt thereof and an acid other than a partial phosphate ester, the hydraulic fluid having a pH of 7 or more.
  • the invention provides a fluid controlled apparatus wherein there is used a water-based hydraulic fluid comprising an N-alkyl morpholine or a salt thereof and an acid other than a partial phosphate ester, the hydraulic fluid having a pH or 7 or more.
  • N-alkyl morpholines for use in the present invention are those with alkyl groups comprising from 1 to 10 carbon atoms in the N-alkyl chain, more preferably from one to six carbon atoms, for example, N-methyl morpholine, N-ethyl morpholine and N-propyl morpholine.
  • Substituted N-alkyl morpholines wherein one or more of the methylene groups in the morpholine ring carry alkyl substituents can also be used.
  • These N-alkyl morpholines have been found to provide a substantial improvement over other nitrogenous organic bases such as alkanolamines, in that they have significant volatility, making them excellent vapour phase inhibitors. They also have improved thermal stability and corrosion inhibition properties over morpholine-containing hydraulic fluids.
  • the N-alkyl morpholine is present in an amount of greater than 0.1% W/W, more preferably in an amount of from 1 to 15 %W/W.
  • the hydraulic fluids of the invention preferably also comprise an acid (other than a partial phosphate ester) , more preferably an organic acid, and especially a carboxylic acid.
  • Suitable carboxylic acids for use in the invention include, for example, aliphatic and aromatic mono- and di-carboxylic acids.
  • Preferred carboxylic acids are aliphatic carboxylic acids, comprising up to 22 carbon atoms in the alkyl chain, for example, higher aliphatic carboxylic acids comprising 7 to 22 carbon atoms in the alkyl chain for example, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid and undecanoic acid.
  • Particularly preferred aliphatic carboxylic acids include branched chain aliphatic carboxylic acids, such as, for example, isodecanoic acid.
  • Other carboxylic acids which can be used include substituted aryl carboxylic acids, such as, for example, benzene N-methylsulphonamido hexanoic acid and toluene sulphonamido hexanoic acid.
  • the carboxylic acid is present in an amount of from 5 to 15 %W/W.
  • One or more carboxylic acids can be used, as desired.
  • Suitable salts of the N-alkyl morpholines which can be used include, for example, salts with carboxylic acids, and particularly with aliphatic and aromatic mono- and di-carboxylic acids. Aliphatic carboxylic acids are especially preferred, and very good results have been obtained with aliphate carboxylic acids comprising up to 22 carbon atoms in the alkyl chain, for example, N-methyl morpholine acetate and N-methyl morpholino isodecanoate .
  • the N-alkyl morpholine salts are preferably present in an amount of from about 5 to 25 %W/W, for example, about 15 %W/W.
  • the hydraulic fluids of the invention can comprise a freezing point depressant, for example, a glycol, such as ethane 1,2 diol .
  • the freezing point depressant is preferably present in an amount of from 20 to 60 %W/W, depending on the temperature performance required, more preferably from 20 to 40 %W/W.
  • the hydraulic fluid of the invention has a pH of 7 or greater, more preferably from 7 to 10, more preferably from 7 to 8.5. It has been found that the rate of corrosion of, for example, aluminium, increases at pH values over about 8.5, and for many applications becomes unacceptably high at pH values over 10. A particularly preferred pH is around 8.2.
  • the pH of the hydraulic fluid can be adjusted by increasing the amount of the N-alkyl morpholine present, but usually it is preferred to add a quantity of a cheaper alkali, for example, an alkali metal hydroxide such as potassium hydroxide. Where the alkali metal hydroxide is added to a salt of the N-methyl morpholine and a carboxylic acid, this can also result in the liberation of the free amine.
  • a cheaper alkali for example, an alkali metal hydroxide such as potassium hydroxide.
  • the hydraulic fluids of the invention are preferably substantially free from morpholine and hydroxy alkyl amines .
  • the invention is illustrated by the following Example
  • Fluids were prepared as follows:
  • vapour corrosion test is for VPI activity, and is conducted as follows:
  • the liquid corrosion test is the "iron chip” test according to Institution of Petroleum method 287. All fluids passed.
  • Negative numbers imply cathodic protection and correspond to an insignificant or zero rate of corrosion.
  • the positive numbers are corrosion rates in microns per year calculated from the observed anodic current densities. It can be seen that examples 4,5 show overall .lower corrosion rates, particularly on aluminium.
  • N-alkyl morpholines provide excellent buffering characteristics, in particular having a relatively low starting pH. Withouth wishing to be bound by any particular theory, it is believed that the low starting pH may explain the low corrosion rate of the fluids of Examples 4 and 5 on aluminium, which is an amphoteric metal.
  • Fluids 4,5 are considered to have acceptable thermal stability, for exposure up to 180 * C and certainly far superior in this respect to fluids 2,3 which themselves are better than fluid 1.
  • Fluids 1,2,3 are considered to have insufficient thermal stability for operation at 180 * C.
  • the invention also provides the possibility of providing a hydraulic fluid for offshore oil applications where the fluid can be discharged into the sea at the control valve
  • a suitable water based hydraulic fluid in accordance with the invention for this application can comprise 15 %W/W N-methyl morpholino isodecanoate, 25-40

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Lubricants (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)

Abstract

Ce fluide hydraulique à base d'eau contient une N-alkyle morpholine ou un de ses sels.
PCT/GB1998/003805 1997-12-31 1998-12-31 Fluides hydrauliques contenant une n-alkyle morpholine ou un de ses sels WO1999035219A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9727513A GB2332914A (en) 1997-12-31 1997-12-31 A water based hydraulic fluid
GB9727513.5 1997-12-31

Publications (1)

Publication Number Publication Date
WO1999035219A1 true WO1999035219A1 (fr) 1999-07-15

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WO (1) WO1999035219A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2318478A4 (fr) * 2008-07-15 2012-03-21 Macdermid Offshore Solutions Llc Compositions thermiquement stables de fluide hydraulique de commande sous-marine
CN102482609A (zh) * 2009-08-28 2012-05-30 麦克德米德近海方案股份有限公司 环保的水下控制液压流体组合物
US8563484B2 (en) 2007-08-03 2013-10-22 Ian D. Smith Hydraulic fluid compositions
US8633141B2 (en) 2008-07-15 2014-01-21 Ian D. Smith Thermally stable subsea control hydraulic fluid compositions
US9096812B2 (en) 2008-07-15 2015-08-04 Macdermid Offshore Solutions, Llc Environmental subsea control hydraulic fluid compositions
EP4124647A1 (fr) 2021-07-28 2023-02-01 Afton Chemical Corporation Fluide hydraulique
EP4124646A1 (fr) 2021-07-28 2023-02-01 Afton Chemical Corporation Fluide hydraulique

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB603320A (en) * 1945-10-22 1948-06-14 Du Pont Fluid compositions for use in devices operated by fluid pressure
FR2101027A1 (en) * 1970-08-10 1972-03-31 Naphtachimie Sa Aqs hydraulic fluid - contg polyoxyalkylene ether - phosphate and amine base has improved lubrication
EP0061823A1 (fr) * 1981-04-01 1982-10-06 Basf Wyandotte Corporation Fluide hydraulique ou fluide de coupe à base d'eau, et synergistiquement épaissi
US4379063A (en) * 1981-02-20 1983-04-05 Cincinnati Milacron Inc. Novel functional fluid
US4414125A (en) * 1979-12-01 1983-11-08 Chemische Werke Huels Aktiengesellschaft Alkali metal or amine salts of a mixture of 2- and 3-alkyladipic acids as corrosion inhibitors
US4493780A (en) * 1981-03-30 1985-01-15 Basf Wyandotte Corporation Water-based hydraulic fluids having improved lubricity and corrosion inhibiting properties

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB603320A (en) * 1945-10-22 1948-06-14 Du Pont Fluid compositions for use in devices operated by fluid pressure
FR2101027A1 (en) * 1970-08-10 1972-03-31 Naphtachimie Sa Aqs hydraulic fluid - contg polyoxyalkylene ether - phosphate and amine base has improved lubrication
US4414125A (en) * 1979-12-01 1983-11-08 Chemische Werke Huels Aktiengesellschaft Alkali metal or amine salts of a mixture of 2- and 3-alkyladipic acids as corrosion inhibitors
US4379063A (en) * 1981-02-20 1983-04-05 Cincinnati Milacron Inc. Novel functional fluid
US4493780A (en) * 1981-03-30 1985-01-15 Basf Wyandotte Corporation Water-based hydraulic fluids having improved lubricity and corrosion inhibiting properties
EP0061823A1 (fr) * 1981-04-01 1982-10-06 Basf Wyandotte Corporation Fluide hydraulique ou fluide de coupe à base d'eau, et synergistiquement épaissi

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8563484B2 (en) 2007-08-03 2013-10-22 Ian D. Smith Hydraulic fluid compositions
US8809241B2 (en) 2007-08-03 2014-08-19 Macdermid Offshore Solutions, Llc Hydraulic fluid compositions
EP2318478A4 (fr) * 2008-07-15 2012-03-21 Macdermid Offshore Solutions Llc Compositions thermiquement stables de fluide hydraulique de commande sous-marine
US8575077B2 (en) 2008-07-15 2013-11-05 Ian D. Smith Environmental subsea control hydraulic fluid compositions
US8633141B2 (en) 2008-07-15 2014-01-21 Ian D. Smith Thermally stable subsea control hydraulic fluid compositions
US8759265B2 (en) 2008-07-15 2014-06-24 Ian D. Smith Thermally stable subsea control hydraulic fluid compositions
US9096812B2 (en) 2008-07-15 2015-08-04 Macdermid Offshore Solutions, Llc Environmental subsea control hydraulic fluid compositions
CN102482609A (zh) * 2009-08-28 2012-05-30 麦克德米德近海方案股份有限公司 环保的水下控制液压流体组合物
EP4124647A1 (fr) 2021-07-28 2023-02-01 Afton Chemical Corporation Fluide hydraulique
EP4124646A1 (fr) 2021-07-28 2023-02-01 Afton Chemical Corporation Fluide hydraulique
US11788026B2 (en) 2021-07-28 2023-10-17 Afton Chemical Corporation Hydraulic fluid
US12018224B2 (en) 2021-07-28 2024-06-25 Afton Chemical Corporation Hydraulic fluid

Also Published As

Publication number Publication date
GB2332914A (en) 1999-07-07
GB9727513D0 (en) 1998-02-25

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