US20170218295A1 - Hydraulic fluids in plastic injection molding processes - Google Patents

Hydraulic fluids in plastic injection molding processes Download PDF

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Publication number
US20170218295A1
US20170218295A1 US15/326,076 US201515326076A US2017218295A1 US 20170218295 A1 US20170218295 A1 US 20170218295A1 US 201515326076 A US201515326076 A US 201515326076A US 2017218295 A1 US2017218295 A1 US 2017218295A1
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hydraulic fluid
group
fluid composition
meth
composition according
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Inventor
Frank Lauterwasser
Frank-Olaf Mähling
Robert Kolb
Thorsten Bartels
Thomas Schimmel
Stefan Maier
Michael Alibert
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Evonik Oil Additives GmbH
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Evonik Oil Additives GmbH
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Assigned to EVONIK OIL ADDITIVES GMBH reassignment EVONIK OIL ADDITIVES GMBH ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: KOLB, ROBERT, SCHIMMEL, THOMAS, LAUTERWASSER, FRANK, Mähling, Frank-Olaf , MAIER, STEFAN, ALIBERT, MICHAEL, BARTELS, THORSTEN
Publication of US20170218295A1 publication Critical patent/US20170218295A1/en
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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
    • 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
    • C10M149/06—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
    • 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
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/02—Viscosity; Viscosity index
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02—Pour-point; Viscosity index
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • 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
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/18—Anti-foaming property
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/54—Fuel economy
    • 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
    • C10N2230/02—
    • C10N2230/06—
    • C10N2230/10—
    • C10N2230/12—
    • C10N2230/18—
    • C10N2240/08—

Definitions

  • the present invention relates to the use of hydraulic fluids in plastic injection molding processes.
  • PIM plastic injection molding processes
  • Injection molding is a manufacturing process for producing parts by injecting material into a mold at well controlled temperatures, pressures and cycle times. Injection molding can be performed with a host of materials, including metals, glasses, elastomers, confections, and most commonly thermoplastic and thermosetting polymers. Material for the part is fed into a heated barrel, mixed, and forced into a mold cavity, where it cools and hardens to the configuration of the cavity.
  • Injection molding machine is actuated by hydraulic system, wherein the electrical energy is transformed into mechanical energy through hydraulic energy. The energy reaches the actuators in the form of pressure and volume flow. While transmitting power through hydraulic forces, a loss of energy is observed due to flow losses and friction. In addition, the compression of hydraulic fluid develops frictional heat, which has to be controlled for example by cooling. Pump type and control of that pump also contribute heavily to how efficient a molding machine is in processing the plastic.
  • Target of the invention described in EP 2337832 was the reduction of noise which is achieved by increasing oil viscosities at higher temperatures. For this effect high viscosities and high densities are beneficial and the high VI of the fluids is used to increase the viscosity at the operating temperature.
  • EP 2157159 discloses a hydraulic fluid containing, as a base oil, an ester containing at least two ring structures. It is described that the hydraulic fluid has low energy loss due to compression and exhibits excellent responsiveness when being used in a hydraulic circuit. Consequently, the hydraulic fluid realizes energy-saving, high-speed operation and high precision of control in the hydraulic circuit.
  • EP 1987118 discloses the use of a fluid with a viscosity improving index of at least 130 for the use in hydraulic systems like engines or electric motors.
  • This fluid comprises a copolymer of C 1 to C 6 (meth)acrylates, C 7 to C 40 (meth)acrylates and optionally further with (meth)acrylates copolymerizable monomers in a mixture of an API group II or III mineral oil and a polyalphaolefine with a molecular weight below 10,000 g/mol. It is neither shown here that such a fluid is also usable in an injection molding machine nor which specific composition of the fluid would be applicable in such a machine.
  • the improvement of energy efficiency is a common object in the technical field of injection molding. Usually such objects are achieved by construction improvements of the unit providing mechanical energy of the hydraulic system. However, there is still a need for further improvements with regard to that object. Accordingly, the purpose of the present invention was to provide a method for saving energy, increase productivity, avoid heating, improve air release and avoid cavitation over a broad temperature operating window in a hydraulic system used in plastic injection molding processes.
  • the object of the present invention to improve the performance of a hydraulic system in a plastic injection molding machine with energy savings of at least 5% and of up to 10%, compared to the performance of a machine when run with a standard fluid having a VI around 100 as recommended by the producers of injection molding machines. It was also object to realize an energy saving for single, very energy consuming process steps of more than 10%.
  • a hydraulic fluid is used in a plastic injection molding process.
  • the hydraulic fluid composition thereby comprises (i) a polyalkyl(meth)acrylate viscosity index improver and (ii) a base oil.
  • the polyalkyl(meth)acrylate viscosity index improver (i) thereby comprises at least monomer units a) and b) and optionally monomer units c) and/or d).
  • the component (i) has a weight average molecular weight (M w ) from 20,000 to 100,000 g/mol. More preferred the molecular weight M w is between 30,000 and 85,000 g/mol and especially preferred between 40,000 and 70,000 g/mol.
  • the polydispersity index of the polyalkyl(meth)acrylate viscosity index improver is between 1 and 4, preferred between 1.2 and 3.0 and most preferred between 1.5 and 2.5.
  • Monomers a) thereby are one or more ethylenically unsaturated ester compounds of formula (I)
  • Monomers b) are one or more ethylenically unsaturated ester compounds of formula (II)
  • (meth)acrylates, fumarates and maleates that derive from saturated alco-hols such as n-hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, heptyl (meth)acrylate, 2-tert-butylheptyl (meth)acrylate, octyl (meth)acrylate, 3-isopropylheptyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, undecyl (meth)acrylate, 5-methylundecyl (meth)acrylate, dodecyl (meth)acrylate, 2-methyldodecyl (meth)acrylate, tridecyl (meth)acrylate, 5-methyltridecyl (meth)acrylate, tetradecyl (meth)acrylate and/or pentadecyl (meth)acrylate.
  • saturated alco-hols such
  • the polyalkyl(meth)acrylate viscosity index improver (i) may also contain further components that are in form of a monomer copolymerizable with at least one of the components a) and b). These further monomers are especially the components c) and d), with c) in a maximal concentration of 30 wt. % and d) in a maximal concentration of 10 wt. %.
  • R is equal to H or CH 3
  • R 7 represents a linear or branched alkyl group with 16 to 30 carbon atoms
  • R 8 and R 9 independently represent H or a group of the formula —COOR′′′, wherein R′′′ is H or an alkyl group with 16 to 30 carbon atoms.
  • component c) are, among others, (meth)acrylates, fumarates and maleates, which derived from saturated alcohols such as 2-methylhexadecyl (meth)acrylate, heptadecyl (meth)acrylate, 5-isopropylheptadecyl (meth)acrylate, 4-tert-butyloctadecyl (meth)acrylate, 5-ethyloctadecyl (meth)acrylate, 3-isopropyloctadecyl (meth)acrylate, octadecyl (meth)acrylate, nonadecyl (meth)acrylate, eicosyl (meth)acrylate, cetyleicosyl (meth)acrylate, stearyleicosyl (meth)acrylate and/or docosyl (meth)acrylate.
  • saturated alcohols such as 2-methylhexadecyl (meth)acrylate, heptadecyl (meth)
  • the polyalkyl(meth)acrylate viscosity index improver (i) contains 5 to 20 wt. % of the monomers a), 70 to 90 wt. % of the monomers b) and 2 to 25 wt. % of the monomers c) in polymerized form.
  • Monomers d) are at least one N-dispersant monomer.
  • Preferred this N-dispersant monomer is of the formula (IV)
  • R 10 , R 11 and R 12 independently are H or an alkyl group with 1 to 5 carbon atoms and R 13 is either a group C(Y)X—R 14 with X ⁇ O or NH and Y is ( ⁇ O) or ( ⁇ NR 15 ), where R 15 is an alkyl or aryl group.
  • R 14 represents a linear or branched alkyl group with 1 to 20 carbon atoms which is substituted by a group NR 16 R 17 , where R 16 and R 17 independently represent H or a linear or branched alkyl group with 1 to 8 carbon atoms, or wherein R 16 and R 17 are part of a 4 to 8 membered saturated or unsaturated ring containing optionally one or more hetero atoms chosen from the group consisting of nitrogen, oxygen or sulfur, wherein said ring may be further substituted with alkyl or aryl groups.
  • R 13 is a group NR 18 R 19 , wherein R 18 and R 19 are part of a 4 to 8 membered saturated or unsaturated ring, containing at least one carbon atom as part of the ring which forms a double bond to a hetero atom chosen from the group consisting of nitrogen, oxygen or sulfur, wherein said ring may be further substituted with alkyl or aryl groups.
  • said dispersant monomer d) of polymer (i) is at least one monomer selected from the group consisting of N-vinylic monomers, (meth)acrylic esters, (meth)acrylic amides, (meth)acrylic imides each with N-containing, dispersing moieties in the side chain.
  • the N-dispersant monomer is at least one monomer selected from the group consisting of N-vinyl pyrrolidone, N,N-dimethylaminoethyl methacrylate and N,N-dimethylaminopropylmethacrylamide.
  • the polyalkyl(meth)acrylate viscosity index improver (i) contains 5 to 25 wt. % of the monomers c) and 1 to 7 wt. % of the monomers d), both in polymerized form.
  • the viscosity index improver (i) contains 10 to 20 wt. % of the monomers c) and 2 to 5 wt. % of at least one N-dispersant monomer d) in polymerized form.
  • the base oil (ii) is selected from API group I, II, III or IV base oils or a mixture thereof.
  • the formulated hydraulic fluid of this invention has a fresh oil viscosity index of at least 160, a viscosity at 40° C. of 15 cSt to 51 cSt and a density at 15° C. of 800 kg/m 3 to 890 kg/m 3 .
  • API group IV base oils in form of polyalphaolefin (PAO) or mixtures of API group I to IV base oils containing at least 50 wt. % polyalphaolefins.
  • Synthetic hydrocarbons especially polyolefins are well known in the art as API group IV base oils. These compounds are obtainable by polymerization of alkenes, especially alkenes having 3 to 12 carbon atoms, like propene, 1-hexene, 1-octene, 1-decene and 1-dodecene, or mixtures of these alkenes.
  • Preferred PAOs have a number average molecular weight in the range of 200 to 10000 g/mol, more preferably 500 to 5000 g/mol.
  • the hydraulic fluid composition comprises 70 to 95 wt. %, more preferably 80 to 95 wt. % and even more preferably 80 to 90 wt. % of the base oil (ii) selected from API group I, II, III or IV base oils or mixture thereof and 5 to 30 wt. %, more preferably 5 to 20 wt. % and even more preferred 10 to 20 wt. % of the polyalkyl(meth)acrylate viscosity index improver (i).
  • Especially suitable are hydraulic fluids corresponding to this invention having a viscosity index of at least 180, preferred of at least 200, especially preferred of at least 250 and a viscosity at 40° C.
  • the hydraulic fluid has a density at 15° C. of 800 kg/m 3 to 860 kg/m 3 , preferred of 800 kg/m 3 to 840 kg/m 3 .
  • the viscosity index improver might be added in a solvent.
  • this solvent is also an API group I, II, III or IV oil. It is especially preferred that this solvent is identical to the base oil of the composition. Independently from the solvent that is used here it has to be calculated as part of the base oil in the composition.
  • the VII solution that is added contains 20 to 40 wt. % solvent.
  • the viscosity index can be determined according to ASTM D 2270.
  • the hydraulic fluid composition according to this invention may also contain a Dispersant-Inhibitor package (DI package) to improve parameters like foam, corrosion, oxidation, wear and others.
  • DI package may comprise antioxidants, antifoam agents, anticorrosion agents and/or at least one Phosphorous or Sulfur containing antiwear agent.
  • High VI hydraulic fluids are typically applied in mobile applications such as excavators. In these applications the hydraulic fluid has to deal with a broad variety of temperatures—very low starting temperatures in winter and very high temperatures under heavy load conditions.
  • the high VI of the fluid is required to keep the viscosity as close as possible to the optimum.
  • the optimum is defined by the balance between mechanical efficiency which requires a thin oil and volumetric efficiency which requires a thick oil to minimize losses by internal leakage in the pump. In regular operating conditions and especially under heavy load conditions volumetric efficiency becomes the dominant factor and the viscosity index improver can greatly improve the efficiency by increasing the viscosity of the fluid.
  • the injection molding application is completely different compared to an excavator.
  • the outside temperature is constant, the work cycle is well defined and heavy load conditions are avoided if possible. For this reason the oil temperature is rather constant and high VI base fluids are generally not used.
  • ISO46 monograde fluids are recommended by the producers of injection molding machines.
  • system performance of the hydraulic system can be improved.
  • the expression system performance means the work productivity being done by the hydraulic system within a defined period of time.
  • the system performance can be improved at least 5%, more preferably at least 10%.
  • the work cycles per hour can be improved.
  • the monomer mixtures described above can be polymerized by any known method.
  • Conventional radical initiators can be used to perform a classic radical polymerization. These initiators are well known in the art. Examples for these radical initiators are azo initiators like 2,2′-azodiisobutyronitrile (AIBN), 2,2′-azobis(2-methylbutyronitrile) and 1,1 azo-biscyclohexane carbonitrile; peroxide compounds, e.g.
  • ethyl ketone peroxide methyl ethyl ketone peroxide, acetyl acetone peroxide, dilauryl peroxide, tert.-butyl per-2-ethyl hexanoate, ketone peroxide, me-thyl isobutyl ketone peroxide, cyclohexanone peroxide, dibenzoyl peroxide, tert.-butyl per-benzoate, tert.-butyl peroxy isopropyl carbonate, 2,5-bis(2-ethylhexanoyl-peroxy)-2,5-dimethyl hexane, tert.-butyl peroxy 2-ethyl hexanoate, tert.-butyl peroxy-3,5,5-trimethyl hexanoate, dicumene peroxide, 1,1 bis(tert. butyl peroxy) cyclohexane, 1,1
  • Poly(meth)acrylates with a lower molecular weight can be obtained by using chain transfer agents. This technology is ubiquitously known and practiced in the polymer industry and is described in Odian, Principles of Polymerization, 1991.
  • ATRP Atom Transfer Radical Polymerization
  • RAFT Reversible Addition Fragmentation Chain Transfer
  • the polymerization can be carried out at normal pressure, reduced pressure or elevated pressure.
  • the polymerization temperature is also not critical. However, in general it lies in the range of ⁇ 20 to 200° C., preferably 60 to 120° C., without any limitation intended by this.
  • the polymerization can be carried out with or without solvents.
  • solvent is to be broadly understood here.
  • the polymer is obtainable by a polymerization in API Group I, II or III mineral oil or in API group IV synthetic oil.
  • the injection molding machine that was used to create the data was Krauss Maffei KM 80/380 CX.
  • the energy consumption of the hydraulic pump was calculated by measuring voltage and current of the pump motor with external test equipment (measuring amplifier MX 840 PAKAP; element for voltage recording MX 403 B, 1000V; both from Hottinger Baldwin Messtechnik GmbH). Before testing the system was flushed with the hydraulic fluid to be used and the oil parameters were checked to ensure that the previous oil was properly purged and no mixing with previous oils occurred.
  • Table 1 shows viscometric data for fresh oils, oil fill for trial and for the oil collected after the trial.
  • FIG. 1 Description of a typical injection molding cycle
  • the cycle begins when the mold closes (Step 1 ), followed by building up a pressure (Step 2 a ) which is required to keep the mold closed during injection.
  • Step 2 a After moving the extruder to the mold (Step 2 b ), material is injected (Step 3 ) and a working pressure is maintained to compensate material shrinkage during molding (Step 4 ).
  • the work piece can be coated with a CoverForm® process step (Step 4 . 1 , applied in Cycle A).
  • the extruder is moved back when the cooling phase has started (Steps 5 and 6 ).
  • the mold is opened (Step 7 ) and the work piece can be removed (Step 8 ).
  • Table 2 shows the differences in energy consumption (savings are negative values) found for cycle A, cycle B and an evaluation of Step 1 and Step 2 taken from cycle A data.
  • Step 1 +Step 2 (2 a +2 b )+Step 4.1+Step 7+Step 8 Cycle A
  • Step 1 +Step 2 (2 a +2 b )+Step 7+Step 8 Cycle B
  • Steps 1 , 2 , 4 . 1 , 7 and 8 are independent of the material which is injected. Consequently, the energy savings are independent on the plastic material properties.
  • the coating step 4 . 1 is optional and part of the CoverForm process. Cycle A (with coating) and cycle B (without coating) evaluate the influence of this step on energy savings.

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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)
  • Lubricants (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
US15/326,076 2014-08-18 2015-08-07 Hydraulic fluids in plastic injection molding processes Abandoned US20170218295A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP14181237 2014-08-18
EP14181237.0 2014-08-18
PCT/EP2015/068272 WO2016026719A1 (en) 2014-08-18 2015-08-07 Hydraulic fluids in plastic injection molding processes

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US (1) US20170218295A1 (zh)
EP (1) EP3183324B1 (zh)
CN (1) CN106661490B (zh)
CA (1) CA2957330C (zh)
PL (1) PL3183324T3 (zh)
WO (1) WO2016026719A1 (zh)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11339346B2 (en) 2016-12-14 2022-05-24 Evonik Operations Gmbh Use of polyesters as viscosity index improvers for aircraft hydraulic fluids
WO2022106519A1 (en) * 2020-11-18 2022-05-27 Evonik Operations Gmbh Compressor oils with high viscosity index

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5821313A (en) * 1995-06-19 1998-10-13 The Lubrizol Corporation Dispersant-viscosity improvers for lubricating oil compositions
JP3831203B2 (ja) * 2001-04-06 2006-10-11 三洋化成工業株式会社 粘度指数向上剤および潤滑油組成物
US20070197410A1 (en) * 2006-02-21 2007-08-23 Rohmax Additives Gmbh Energy efficiency in hydraulic systems
EP2337832A1 (en) * 2008-10-14 2011-06-29 Evonik RohMax Additives GmbH Hydraulic fluid composition that reduces hydraulic system noise
DE102010038615A1 (de) * 2010-07-29 2012-02-02 Evonik Rohmax Additives Gmbh Polyalkyl(meth)acrylat zur Verbesserung von Schmieröleigenschaften

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11339346B2 (en) 2016-12-14 2022-05-24 Evonik Operations Gmbh Use of polyesters as viscosity index improvers for aircraft hydraulic fluids
WO2022106519A1 (en) * 2020-11-18 2022-05-27 Evonik Operations Gmbh Compressor oils with high viscosity index

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EP3183324A1 (en) 2017-06-28
WO2016026719A1 (en) 2016-02-25
CA2957330C (en) 2022-04-26
CA2957330A1 (en) 2016-02-25
CN106661490B (zh) 2020-02-28
EP3183324B1 (en) 2020-12-30
PL3183324T3 (pl) 2021-08-02
CN106661490A (zh) 2017-05-10

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