EP0186034A2 - Agent épaississant polymère pour fluides hydrauliques aqueux - Google Patents

Agent épaississant polymère pour fluides hydrauliques aqueux Download PDF

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Publication number
EP0186034A2
EP0186034A2 EP85115674A EP85115674A EP0186034A2 EP 0186034 A2 EP0186034 A2 EP 0186034A2 EP 85115674 A EP85115674 A EP 85115674A EP 85115674 A EP85115674 A EP 85115674A EP 0186034 A2 EP0186034 A2 EP 0186034A2
Authority
EP
European Patent Office
Prior art keywords
oder
carbon atoms
und
für
mit
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.)
Withdrawn
Application number
EP85115674A
Other languages
German (de)
English (en)
Other versions
EP0186034A3 (fr
Inventor
Otto Hitzler
Horst Dr. Pennewiss
August Fröhlich
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.)
Roehm GmbH Darmstadt
Original Assignee
Roehm GmbH Darmstadt
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 Roehm GmbH Darmstadt filed Critical Roehm GmbH Darmstadt
Publication of EP0186034A2 publication Critical patent/EP0186034A2/fr
Publication of EP0186034A3 publication Critical patent/EP0186034A3/fr
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
    • C10M145/12—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate monocarboxylic
    • C10M145/14—Acrylate; Methacrylate
    • 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
    • C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M149/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
    • 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
    • C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M149/06—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
    • 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
    • C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M149/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
    • 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
    • C10M151/00—Lubricating compositions characterised by the additive being a macromolecular compound containing sulfur, selenium or tellurium
    • C10M151/02—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084—Acrylate; Methacrylate
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/022—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/022—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
    • C10M2217/023—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group the amino group containing an ester bond
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/024—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/028—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
    • 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
    • C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/02—Macromolecular compounds obtained by reactions of monomers involving only carbon-to-carbon unsaturated bonds
    • 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
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01—Emulsions, colloids, or micelles

Definitions

  • the invention relates to polymeric thickeners based on esters or amides of acrylic or methacrylic acid containing dialkylamino groups.
  • Hydraulic fluids based on water containing polymeric thickeners became particularly important.
  • thickeners are known to contain water-soluble polymers with hydrophobic groups and a water-dispersible surface-active agent which has hydrophobic groups which associate with the hydrophobic groups of the polymer, the ratio of the water-soluble polymer and the dispersing agent being such that that under normal conditions water with a Content of 0.5% by weight of the thickener has at least twice the viscosity as untreated water.
  • aqueous hydraulic fluids especially HWCFs
  • the aqueous hydraulic fluids usually contain, in addition to the polymeric thickeners, corrosion protection agents, wear protection additives, antioxidants, surfactants and the like
  • the poor compatibility of polymeric thickeners on the one hand and the other additives (packages) on the other hand is often problematic. It was also unsatisfactory that, at the same time as the polymeric thickeners, it was generally necessary to add emulsifiers or dispersants tailored to these thickeners. Another problem is the often unsatisfactory shear stability of the polymeric thickeners.
  • the polymers P have average molecular weights (weight average) M between 50,000 and 300,000, preferably between 100,000 and 200,000. Furthermore, the viscosity of an aqueous solution containing 10% by weight of polymer P should be x) preferably 0.5-5, ⁇ 25 mm 2 / s at 40 ° C. Polymers P in which the monomers of the formula I are composed of dialkylaminoalkylamides of acrylic or methacrylic acid are particularly preferred.
  • N, N-dimethyl and diethylaminoalkyl compounds such as, for example, the N, N-dimethylaminoethylacrylamide and methacrylamide and in particular the N, N-dimethylaminopropylacrylamide and methacrylamide and the N, N-dimethyl-N- (2 -acrylate- or methacryloyl) -oxyethyl) -aminoacetic acid betaine.
  • Particularly suitable monomers of the formula I are the esters of alkanols with C 8 -C 18 carbon atoms.
  • Examples include the esters of C 10 alcohols, especially isodecyl methacrylate.
  • the polymers P can thus be prepared by radical polymerization of the monomers of the general formulas I and II in bulk or in aqueous or in aqueous-alcoholic solution, usually with addition of 0.1-1% by weight (based on the monomers) ) free radical initiators, especially peroxidic initiators such as. tert-butyl perisooctoate or tert-butyl perpivalate and the above-mentioned regulators of the type of tert-alkyl mercaptans such as e.g. tert. Dodecyl mercaptan in amounts of 0.2-1% by weight (based on the monomers) and at temperatures in the range 50-100 ° C. preferably sulfur regulator, in particular
  • the photopolymerization can also be carried out with the addition of sensitizers or initiators such as aromatic keto compounds, e.g. Benzoin or in particular benzoin ethers such as e.g. Benzoin ethyl ether in amounts of 0.1-1% by weight (based on the monomers) and the abovementioned tert-alkyl mercaptan regulators in amounts of 0.2-1% by weight are used.
  • sensitizers or initiators such as aromatic keto compounds, e.g. Benzoin or in particular benzoin ethers such as e.g. Benzoin ethyl ether in amounts of 0.1-1% by weight (based on the monomers) and the abovementioned tert-alkyl mercaptan regulators in amounts of 0.2-1% by weight are used.
  • Suitable light sources are e.g. UV sources such as stop lamps. Otherwise, the polymerization processes of the prior art can be followed. (See H. Rauch-Puntigam, Th. Völker, Acryl- und Methacrylitatien, Springer-Verlag, Berlin, 1967).
  • the aqueous hydraulic fluids Hfl according to the invention generally contain application concentrations of polymers P between 6 and 15% by weight, preferably between 6 and 12% by weight.
  • the additives (packets) of the prior art must be considered as predefined. These usually contain dispersants, antiwear agents, rust inhibitors and optionally biocides in the usual amounts. Zinc dithiophosphates, amino alcohols, polyisobutenyl succinimide with N-aminoalkyl substituents and oxyethylated alkylphenols are often part of such additive packages.
  • polymers P to be used according to the invention generally contain commercially available additives to aqueous hydraulic fluids, in the usual amounts, ie with commercially available Lichen additive packages proven to be compatible, usually not for phase separation. Separation of additive constituents etc. give cause.
  • the polymers P to be used according to the invention are distinguished by a shear behavior which is particularly well adapted to the stress.
  • a hydraulic gear pump of the type "Tyrone Mobil-Master P 16-45 is used to determine the shear stability. (Technical data: delivery volume 14.4 cm 3 / w; pressure: 70 bar; temperature 48 ° C; motor: three-phase motor power 4.0 kw, speed: 1425 rpm).
  • Test conditions HWCF filling according to the invention. Rinse cycle: 3000 g; Test run: 3500 g, flow rate: 15 1 / min, running time: 14 hours, taking 50 ml - samples after 0.5; 1, 2; 4; 6; 8th; 10 and 14 hours running time.
  • a solution in water containing 10% of polymer has a viscosity of 8.1 mm 2 / s at 40 ° C.
  • a 10% polymer solution, which additionally contains a commercially available additive (HWBF concentrate "Gulf TS 905"), has a viscosity of 22 mm 2 / s at 40 ° C.
  • the shear stability of this solution is determined in a gear pump of type Tyrone Mobil-Master P16-45 (14.4 em 3 / w) after 14 hours of operation at 48 ° C, 70 bar pressure, filling quantity 3.5 1 and delivery rate 15 1 / min measured.
  • the viscosity loss is 27.5%.
  • a solution in water containing 10% polymer and 5% of a commercially available additive has a viscosity of 40 mm 2 / s at 40 ° C and shows when testing the shear stability in the gear pump (see Example 1) a viscosity loss of 40%.
  • Solutions in water containing 10% polymer have a viscosity of 10 mm 2 / s at 40 ° C.
  • a solution of 10% of the polymer and 1% of a commercial additive show a viscosity of 32.7 mm 2 / s at 40 ° C.
  • the drop in viscosity in the gear pump (see example 1) is 45% after 14 hours of testing.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Graft Or Block Polymers (AREA)
EP85115674A 1984-12-24 1985-12-10 Agent épaississant polymère pour fluides hydrauliques aqueux Withdrawn EP0186034A3 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3447421 1984-12-24
DE19843447421 DE3447421A1 (de) 1984-12-24 1984-12-24 Polymere verdickungsmittel fuer waessrige hydraulikfluessigkeiten

Publications (2)

Publication Number Publication Date
EP0186034A2 true EP0186034A2 (fr) 1986-07-02
EP0186034A3 EP0186034A3 (fr) 1989-04-05

Family

ID=6253909

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85115674A Withdrawn EP0186034A3 (fr) 1984-12-24 1985-12-10 Agent épaississant polymère pour fluides hydrauliques aqueux

Country Status (6)

Country Link
EP (1) EP0186034A3 (fr)
JP (1) JPS61157588A (fr)
DE (1) DE3447421A1 (fr)
DK (1) DK604185A (fr)
FI (1) FI855008A7 (fr)
NO (1) NO854438L (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0279783A1 (fr) * 1987-02-18 1988-08-24 Ciba-Geigy Ag Agent insecticides et parasiticides

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0314128A1 (fr) * 1987-10-30 1989-05-03 HENKEL CORPORATION (a Delaware corp.) Lubrifiant de fibres contenant des additifs d'acide sulfonique de polyacrylamidoalcane d'un poids moléculaire élevé
US4978466A (en) * 1988-07-25 1990-12-18 Proizvodstvennoe Obiedinenie Atomnogo Turbostroenia "Kharkov Sky Turbinny Zavod" Imeni S.M. Kirova Non-combustible lubricating fluid

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3689470A (en) * 1969-09-10 1972-09-05 Rohm & Haas Method of producing betaines,monomers and polymers containing betaine-type units and novel and useful copolymers thereby obtained
US4432881A (en) * 1981-02-06 1984-02-21 The Dow Chemical Company Water-dispersible hydrophobic thickening agent

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0279783A1 (fr) * 1987-02-18 1988-08-24 Ciba-Geigy Ag Agent insecticides et parasiticides

Also Published As

Publication number Publication date
FI855008A0 (fi) 1985-12-17
NO854438L (no) 1986-06-25
DK604185A (da) 1986-06-25
JPS61157588A (ja) 1986-07-17
FI855008A7 (fi) 1986-06-25
DK604185D0 (da) 1985-12-23
DE3447421A1 (de) 1986-06-26
EP0186034A3 (fr) 1989-04-05

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