EP0017072B1 - Water-resistant lubricant for compressors and marine engines - Google Patents

Water-resistant lubricant for compressors and marine engines Download PDF

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Publication number
EP0017072B1
EP0017072B1 EP80101408A EP80101408A EP0017072B1 EP 0017072 B1 EP0017072 B1 EP 0017072B1 EP 80101408 A EP80101408 A EP 80101408A EP 80101408 A EP80101408 A EP 80101408A EP 0017072 B1 EP0017072 B1 EP 0017072B1
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EP
European Patent Office
Prior art keywords
weight percent
lubricant composition
carbon atoms
esters
ester
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.)
Expired
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EP80101408A
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German (de)
English (en)
French (fr)
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EP0017072A3 (en
EP0017072A2 (en
Inventor
Robert Carswell
Philip Wayne Mcgraw
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Dow Chemical Co
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Dow Chemical Co
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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M111/00Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
    • C10M111/04Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M171/00Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/008Lubricant compositions compatible with refrigerants
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/107Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064Di- and triaryl amines
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    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064Di- and triaryl amines
    • C10M2215/065Phenyl-Naphthyl amines
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/14Containing carbon-to-nitrogen double bounds, e.g. guanidines, hydrazones, semicarbazones
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    • C10M2215/22Heterocyclic nitrogen compounds
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/225Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226Morpholines
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/24Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/30Heterocyclic compounds
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046Overbased sulfonic acid salts
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    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
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    • C10N2040/252Diesel engines
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Definitions

  • This invention relates to water-resistant lubricants for compressors and marine engines, especially for use in rotary screw compressors.
  • Rotary screw air compressors are well-known in the art as can be seen from US-A-3,073,513, issued to Bailey, January 15, 1963.
  • hydrocarbon lubricating oils to seal the rotors of the foregoing rotary screw air compressors, lubricate the bearing and cool the compressed gases. Due to the high temperature and pressure of the air, it has been found that these hydrocarbon oils break down and create a sludge in a relatively short time, i.e., about 1000 hours or less.
  • Synthetic lubricants comprising a major amount of a polyester and a minor amount of a monocapped polyglycol are known from GB-A-1,162,818, I.C.I., August, 1969.
  • GB-A-9 21238 relates to lubricating compositions based on neutral carboxylic esters and a small proportion of alkoxyamines. These compositions may also contain 1 to 40% of polyoxyalkylene glycolethers. However, these compositions are disclosed to be only useful in aircraft gas turbines where gross contamination with water is not a problem.
  • An additional aspect of the present invention comprises the above base lubricant with the addition of effective amounts of oxidation inhibitors, corrosion inhibitors, and metal or copper deactivators.
  • lubricants of this invention are useful in a rotary screw, sliding vane, and reciprocation piston compressors, they are also useful in other mechanical devices where hydrolytic stability is desired or necessary such as outboard motors or marine engines in general.
  • the neutral esters used in this invention are commercially available.
  • suitable hindered esters are esters of trimethylol ethane with alkanoic acids of 4-18 carbon atoms, esters of trimethylol propane with alkanoic acids of 4-18 carbon atoms, esters of trimethylol butane with alkanoic acids of 4-18 carbon atoms, and esters of pentaerythritol or dipentaerythritol with alkanoic acids of 4-18 carbon atoms.
  • esters are trimethylolethane tricaproate, trimethylolpropane trivalerate, trimethylolpropane tri n-heptanoate, trimethylolpropane tripelargonate, trimethylolpropane tricaprate, pentaerythritol tetra- caproate, dipentaerythritol hexabutyrate, pentaerythritol tetrastearate and the related esters with mixed acid moieties.
  • polyoxyalkylene glycols used in this invention are those derived from ethylene, propylene, 1-2, or 2-3 butylene oxide.
  • the above oxides may be polymerized alone in combination.
  • the combined oxides may also be combined in a random or block addition. While some of the above compounds may be of a hydrophylic nature, those of a hydrophobic nature are preferred, such as those derived from propylene oxide, butylene oxides or combinations thereof.
  • Suitable capped polyoxyalkylene glycols are those derived from ethylene, propylene, and butylene oxides wherein the alkylene oxides are initiated from monofunctional alkanols having 1-6 carbon atoms in a known manner.
  • the above monoalkyl ethers of polyoxyalkylene glycols can be further modified in a known manner to give the dialkyl ethers.
  • glycols should have a flash point greater than 191°Cand preferably greater than 232°C. They also should have a number average molecular weight range from about 400 to 5000 and preferably in the range 700 to 2500.
  • esters and glycols are blended to give a base lubricant composition containing 15 to 45 weight percent of the esters and 85 to 55 weight percent of the glycol with the ranges 22 to 35 and 78 to 65 being the preferred ranges, respectively.
  • compositions of this invention are selected so as to have a viscosity in the range of 5-25x10- 6 m 2 /s (5 to 25 centistokes) at 99°C and preferably 6-16 x 1 0 -6 m 2 /s (6 to 16 centistokes) at 99°C and a pour point in the range of -17.8° to -54°C.
  • the final lubricant compositions of this invention contain effective amounts of conventional anti-oxidants, corrosion inhibitors and metal or copper deactivators.
  • antioxidants which can be used herein are phenyl naphthylamines, i.e., both alpha- and beta-naphthyl amines, diphenyl, amine, iminodibenzyl, p,p'-dioctyl-diphenylamine, and related aromatic amines.
  • Other suitable antioxidants are hindered phenolics such as 6-t-butyl phenol, 2,6-di-t-butyl phenol and 4-methyl-2,6-di-t-butyl phenol.
  • Suitable corrosion inhibitors are the metal sulfonates such as calcium petroleum sulfonate, barium dinonylnaphthalene sulfonate and basic barium dinonylnaphthalene sulfonate (carbonated or noncarbonated).
  • N-heterocyclic metal or copper deactivators examples include imidazole, benzimidazole, pyrazole, benzotriazole, tolutriazole, 2-methyl benzimidazole, 3,5-dimethyl pyrazole, and methylene bisbenzotriazole.
  • An effective amount of the foregoing additives is generally in the range from 0.1 to 5.0 percent by weight for the antioxidants, 0.1 to 5.0 percent by weight for the corrosion inhibitors, and 0.001 to 0.5 percent by weight for the metal deactivators, all percentages being based on the total weight of the esters and the glycols. It is to be understood that more or less of the additives may be used depending upon the circumstances for which the final composition is to be used.
  • the polyglycol and the ester were weighed into a 30 U.S. gallon (114 I) stainless steel mixing vessel, equipped with a paddle stirrer and a controllable electric heating element. The temperature was raised to 45°-55°C with stirring. The additives were then weighed in, in the order given above.
  • the number of hours in the oxidation test can vary about two hours over and under the given numbers because the test procedure is not exactly reproducible.
  • Example 2 Following the procedures set forth in Example 1, a blend of 76 weight percent of the polypropylene glycol and 24 weight percent of trimethylolpropane tripelargonate was prepared with the same percentages of the additives. This formulation when tested by the above oxidation test gave 16 hours and 50 minutes and passed the corrosion test.
  • Example 2 Following the procedures set forth in Example 1 with the same additives, a blend of 80 weight percent of the polypropylene glycol and 20 weight percent of a trimethylolpropane fatty acid ester was prepared. This formulation gave 15 hours and 10 minutes in the above oxidation test and passed the corrosion test.
  • Example 3 Following the oxidation test of Example 1, a hydrocarbon lubricant (Control #1 a a petroleum oil (Control #2) and a synthetic fluid based on a dicarboxylic acid ester (Control # 3) were tested. The above three lubricants have been recommended for use in rotary screw compressors by lubrication engineers. The results are shown in Table I.
  • lubricating oils have a relatively short life span and that while dicarboxylic acid esters are better than lubricating oils they are less effective than the compositions of this invention.
  • the compositions containing trimethylolpropane esters of Example 2 are vastly improved over the known esters of Control 3.
  • the compositions containing esters of Example 1 are even more improved over Example 2 and Control 1.

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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)
EP80101408A 1979-04-02 1980-03-18 Water-resistant lubricant for compressors and marine engines Expired EP0017072B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2626979A 1979-04-02 1979-04-02
US26269 1979-04-02

Publications (3)

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EP0017072A2 EP0017072A2 (en) 1980-10-15
EP0017072A3 EP0017072A3 (en) 1980-11-26
EP0017072B1 true EP0017072B1 (en) 1983-07-06

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ID=21830827

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EP80101408A Expired EP0017072B1 (en) 1979-04-02 1980-03-18 Water-resistant lubricant for compressors and marine engines

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Country Link
EP (1) EP0017072B1 (enrdf_load_stackoverflow)
JP (1) JPS55133489A (enrdf_load_stackoverflow)
AU (1) AU536786B2 (enrdf_load_stackoverflow)
CA (1) CA1139295A (enrdf_load_stackoverflow)
DE (1) DE3064007D1 (enrdf_load_stackoverflow)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58112962A (ja) * 1981-12-28 1983-07-05 松下電器産業株式会社 キヤツプ装置
US4522250A (en) * 1982-12-29 1985-06-11 Aluminum Company Of America Continuous casting with glycerol trioleate parting composition
JPS59133297A (ja) * 1983-01-20 1984-07-31 Idemitsu Kosan Co Ltd 高温用潤滑油組成物
JPS6232188A (ja) * 1985-08-03 1987-02-12 Toyota Motor Corp 自動車用ス−パ−チヤ−ジヤのための合成潤滑油組成物
IT1227061B (it) * 1988-09-13 1991-03-14 Lubritalia Spa Fluidi idrodinamici di sicurezza resistenti alla propagazione della fiamma e con elevata temperatura di autoaccensione e procedimento per la loro preparazione.
JP2763589B2 (ja) * 1989-05-31 1998-06-11 旭電化工業株式会社 冷凍機用潤滑剤
GB8919505D0 (en) * 1989-08-29 1989-10-11 Ici Plc Lubrication and lubricants
KR960014937B1 (ko) * 1989-12-14 1996-10-21 이데미쓰 고산 가부시끼가이샤 수소함유 불화 탄화수소 냉매용 냉동기유 조성물
EP0980416B2 (de) * 1997-05-07 2009-06-10 Shell Internationale Research Maatschappij B.V. Polyalkylenglykole als schmiermittel für co 2-kältemaschinen
JP7296360B2 (ja) * 2018-02-22 2023-06-22 松本油脂製薬株式会社 弾性繊維用処理剤及びその利用
JP7324575B2 (ja) * 2018-10-17 2023-08-10 出光興産株式会社 空気圧縮機用潤滑油組成物、空気圧縮機の潤滑方法及び空気圧縮機
DE102020111403A1 (de) 2020-04-27 2021-10-28 Klüber Lubrication München Se & Co. Kg Schmierstoffzusammensetzung und deren Verwendung
CN112210427A (zh) * 2020-10-15 2021-01-12 中国石油化工股份有限公司 一种空压机油组合物及制备方法

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BE602030A (enrdf_load_stackoverflow) * 1960-04-01
GB1162818A (en) * 1965-12-17 1969-08-27 British Petroleum Co Synthetic Lubricants

Also Published As

Publication number Publication date
EP0017072A3 (en) 1980-11-26
JPH0329837B2 (enrdf_load_stackoverflow) 1991-04-25
EP0017072A2 (en) 1980-10-15
JPS55133489A (en) 1980-10-17
AU5670880A (en) 1980-10-09
DE3064007D1 (en) 1983-08-11
AU536786B2 (en) 1984-05-24
CA1139295A (en) 1983-01-11

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