US3182020A - Stabilized calcium acetate oil dispersions - Google Patents

Stabilized calcium acetate oil dispersions Download PDF

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Publication number
US3182020A
US3182020A US120938A US12093861A US3182020A US 3182020 A US3182020 A US 3182020A US 120938 A US120938 A US 120938A US 12093861 A US12093861 A US 12093861A US 3182020 A US3182020 A US 3182020A
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United States
Prior art keywords
calcium acetate
oil
sarcosine
dispersions
weight
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 - Lifetime
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US120938A
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English (en)
Inventor
Robert H Davis
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.)
ExxonMobil Oil Corp
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Socony Mobil Oil Co Inc
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Publication date
Priority to BE619604D priority Critical patent/BE619604A/xx
Priority to NL280245D priority patent/NL280245A/xx
Priority to NL132709D priority patent/NL132709C/xx
Application filed by Socony Mobil Oil Co Inc filed Critical Socony Mobil Oil Co Inc
Priority to US120938A priority patent/US3182020A/en
Priority claimed from US141580A external-priority patent/US3206399A/en
Priority to GB24866/62A priority patent/GB1017441A/en
Priority to FR902243A priority patent/FR1332783A/fr
Priority to DK291862AA priority patent/DK106349C/da
Priority to DE1962S0080181 priority patent/DE1263960C2/de
Priority to SE6014/64A priority patent/SE307998B/xx
Publication of US3182020A publication Critical patent/US3182020A/en
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Definitions

  • the invention relates to lubricating compositions. More particularly it is concerned with the provision of stable dispersions of calcium acetate in lubricating oil, which dispersions are highly advantageous for use as lubricants per .se or as components for lubricant compositions, including fluid lubricating oils and greases.
  • calcium acetate when dispersed in a lubricating oil imparts desirable improvements thereto, such as load-carrying ability and anti-wear properties. Also, because of its acid-neutralizing ability calcium acetate is a particularly desirable additive for lubricating oils used in engines operated on high sulfur-content fuels, such as marine diesel engines. Simple dispersions of calcium acetate in lubricating oil, however, are unstable, the calcium acetate separating out during transportation and/ or storage of the oil composition.
  • oil dispersions of calcium acetate which are not only highly stable but which have a number of other unexpected and outstanding properties as lubricants and lubricant additives, can be prepared by the use therein in conjunction with the calcium acetate of small amounts of certain N-acyl-substituted sarcosine compounds.
  • N-acyl-substituted sarcosinecalcium acetate dispersions prepared in accordance with this invention are not only highly stable, but are excellent viscosity index improving additives for mineral lubricating oils.
  • the consistency of the dispersions provided herein can be varied according to the end use desired, i.e., they may range from fluid oils to greases, depending upon the proportions of calcium acetate and N-acyl sarcosine utilized in their preparation. Surprisingly, it has been found that the grease dispersions are formed even with small proportions of calcium acetate which, in the absence of the sarcosine compound, will not provide a grease.
  • N-acyl-substituted sarcosines which are utilized as stabilizers for the calcium acetate oil dispersions in accordance with the invention conform to the formula:
  • R represents an aliphatic hydrocarbon radical having from about 8 to about 24 carbon atoms and which may be either saturated or unsaturated.
  • Typical examples of these sarcosines are the following:
  • N-pelargonoyl sarcosine N-undecyloyl sarcosine N-lauroyl sarcosine N-myristoyl sarcosine N-palmitoyl sarcosine N-stearoyl sarcosine N-oleoyl sarcosine N-linoleoyl sarcosine N-arachidoyl sarcosine N-behenoyl sarcosine N-hyenoyl sarcosine
  • Sarkosyl for example, Sarkosyl-L (lauroyl sarcosine), Sarkosyl-O (oleoyl sarcosine) and Sarkosyl-S (stearoyl sarcosine).
  • Either anhydrous or hydrated calcium acetate may be used in forming the dispersions of the invention.
  • the calcium acetate may either be preformed or it may be formed in situ.
  • the dispersion is prepared by forming a mixture of the acetate, the N-acyl-sarcosine and the base oil and stirring the mixture for a short period, say, from a few seconds up to about 30 minutes at a temperature of from about 25 C. to about 200 C. and preferably from about 50 C. to about 150 C.
  • the calcium acetate may be prepared in situ by neutralizing calcium oxide or calcium hydroxide with either acetic anhydride or acetic acid in the presence of the oil and then heating the mixture to a temperature sufiicient to remove any free water therefrom, i.e., above C.
  • the N-acyl-sarcosine is then added and the dispersion formed as in the case of the preformed calcium acetate.
  • Base Oil No. 3Aii oil typical of those used in compounding cross-graded motor oil, i.e., a 130 SUS at 100 F. solvent-refined parafiin oil.
  • EXAMPLE 1 Amount (parts Materials used: by weight) Calcium acetate (ctg. 6% water, i.e., approx.
  • Examples 7 mam er 0 e was en a e an e mlX me to 10 which follow, the proportion of calcium acetate 6 is about 3 p t ggog g i %h 20 was further decreased providing ratios of calcium acetate f 01110861112? opera 8 T Su to oleoyl sarcosine of from 1:1 to 1:8.
  • mg dispersion had excellent fluidity and exhibited only anhydrous Calcium acetate was used
  • the dispgrsions & Shght haw were prepared by mixing the calcium acetate, the sarco- EXAMPLE 2 sine compound and the oil and heating the mixture with stirring to 150 C.
  • the resulting dispersion was a viscous fluid and 30 is Summarized in Table had y a y sllght haZe- It will be noted from Table I that here again, as with EXAMPLE 3 Examples 1 to 6, the consistency of the several disper- A dispersion was p p after the fashion of Exam sions varied with the ratio of calcium acetate to oleoyl sarcosine used. Pi ,1 but dP r t f g s??? 2 of 35 To demonstrate the effectiveness of the dispersions of 0 3 sarcQsme an 1?? u 0 Tg 1 the invention in improving the viscosity index of lubricatall of the oil was used initia y.
  • Example 2 The amounts of total additive in the Example 1, but in this case along with the 10 parts of finished blends (Exam 1 11 t 15) h T M calcium acetate, 2.5 parts of oleoyl sarcosine and 87.5 H t a th th p i are g m 1 e parts of Base Oil No. 2 were used. Also, homogeniza- 5 er W1 e S6051 y m Ices o t e fims ed tion was omitted. In this case the resulting dispersion en was a smooth, light-colored grease.
  • Example 12 represents the Optimum inasa moderate haze. much as it provides an improvement in viscosity index of 47 points over the base oil.
  • an ace- EXAMPLE 6 tatezsarcosine ratio of 1:8 fails to improve
  • a preparation was carried out after the fashion of Exthe vislfosity indX WheI1 using an eflllivalefit acetate ample 5 except that here the stabilizer used was lauroyl Centfatlofl and this lack of eflectlvenfiss 15 not greatly sarcosine.
  • the dispersion again was a thixotropic fluid altered when the concentration is increased five-fold (Exwith a moderate haze. 6O ample 15).
  • Example Acetate active Viscosity Number Composition of blend (weight percent) sarcosine materials index ratio (weight percent) 100% mineral oil 0 105 2% example 7, 98% mineral oil 1:1 0.1 143 2% example 8, 98% mineral 0 1:2 0. 152 2% example 9, 98% mineral oil. 1:4 0.25 142 2% example 10, 98% mineral oil... 1:8 0. 45 105 10% example 10, 90% mineral oil 1:8 2. 110
  • a further unexpected advantage of the present invention is the substantial simplification of the process for preparing calcium acetate dispersions permitted by the use of the N-acyl-substituted sarcosine stabilizer.
  • stable dispersions of the calcium acetate can be formed with only the briefest mixing of the acetate, the oil and the stabilizer at room temperature.
  • a homogeneous dispersion forms in a short time, i.e., from about 1 to about 2 hours. This is illustrated by the following example.
  • EXAMPLE 16 Ten parts, by weight, of calcium acetate containing approximately /3 mol of water of hydration, 2.5 parts of oleoyl sarcosine and parts of Base Oil No. 3 were stirred together at room temperature for 15 seconds. The mixture was then allowed to stand at room temperature and was examined periodically with the following results.
  • a stabilized homogeneous dispersion can be prepared without significant agitation, without application of heat and without mechanical homogenization, thus providing a distinct economic advantage in the preparation of calcium acetate dispersions.
  • the dispersions of the invention may be used per se as lubricants, or they may be blended with base oils to provide enhanced properties therein, such as load-carrying ability, anti-wear prop erties, enhanced viscosity index characteristics, etc.
  • the dispersions may contain from about 0.01% to about of calcium acetate and from about 0.01% to about 20% of the sarcosine compound, the amounts and the proportion of calcium acetate and sarcosine utilized in any one instance depending upon the end use for which the particular dispersion is intended.
  • the dispersions may be utilized in lubricant compositions containing other additives designed to provide various improving effects therein, such as detergents, antioxidants, pour point depressants, defoamants, etc.
  • a lubricating composition comprising a base lubricant selected from the group consisting of lubricating oils and greases having dispersed therein up to about 50%, based on the weight of the total composition, of calcium acetate and an amount sufiicient to maintain said calcium acetate in a dispersed state of an N-acyl-substituted sarcosine compound of the formula 0 R-Ji-N-CHzC 0 OH Where R represents an aliphatic hydrocarbon radical of from about 8 to about 24 carbon atoms.
  • a lubricating composition comprising a lubricating oil having dispersed therein from about 0.01% to about 50%, based on the weight of the total composition, of calcium acetate and as a dispersion stabilizer from about 0.01% to about 20%, based on the weight of the total composition, of an N-acyl-substituted sarcosine compound of the formula where R represents an aliphatic hydrocarbon radical of from about 8 to about 24 carbon atoms.
  • a lubricating composition comprising a lubricating oil having dispersed therein from about 0.01% to about 50%, based on the weight of the total composition, of calcium acetate and as a dispersion stabilizer from about 0.01% to about 20%, based on the weight of the total composition, of oleoyl sarcosine.
  • a lubricating composition comprising a lubricating oil having dispersed therein from about 0.01% to about 50%, based on the weight of the total composition, of calcium acetate and as a dispersion stabilizer from about 0.01% to about 20%, based on the weight of the total composition, of stearoyl sarcosine.
  • a lubricating composition comprising a lubricating oil having dispersed therein from about 0.01% to about 50%, based on the weight of the total composition, of calcium acetate and as a dispersion stabilizer from about 0.01% to about 20%, based on the weight of the total composition, of lauroyl sarcosine.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
US120938A 1961-06-30 1961-06-30 Stabilized calcium acetate oil dispersions Expired - Lifetime US3182020A (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
BE619604D BE619604A (de) 1961-06-30
NL280245D NL280245A (de) 1961-06-30
NL132709D NL132709C (de) 1961-06-30
US120938A US3182020A (en) 1961-06-30 1961-06-30 Stabilized calcium acetate oil dispersions
GB24866/62A GB1017441A (en) 1961-06-30 1962-06-28 Lubricants
FR902243A FR1332783A (fr) 1961-06-30 1962-06-28 Compositions lubrifiantes
DK291862AA DK106349C (da) 1961-06-30 1962-06-29 Smøremiddel af den art, som indeholder en smøreolie, hvori der er dispergeret calciumacetat.
DE1962S0080181 DE1263960C2 (de) 1961-06-30 1962-06-29 Schmiermittel
SE6014/64A SE307998B (de) 1961-06-30 1964-05-15

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US120938A US3182020A (en) 1961-06-30 1961-06-30 Stabilized calcium acetate oil dispersions
US141580A US3206399A (en) 1961-09-29 1961-09-29 Diesel lubricating oil
US19786662A 1962-05-28 1962-05-28

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3259577A (en) * 1963-02-19 1966-07-05 Socony Mobil Oil Co Inc Lubricant and additives therefor
US3278426A (en) * 1964-11-05 1966-10-11 Chevron Res Carboxylic acid amine salts or carboxylic acid amides-calcium acetate complexes
US3278432A (en) * 1965-03-23 1966-10-11 Mobil Oil Corp Extreme pressure lubricants containing sulfur
US3437594A (en) * 1966-11-25 1969-04-08 Mobil Oil Corp Alkaline earth metal carboxylate dispersions
US3506573A (en) * 1968-05-29 1970-04-14 Mobil Oil Corp Greases containing a hydrogenated olefin polymer vehicle,organophilic clay thickener and calcium acetate dispersion
US3909426A (en) * 1973-10-03 1975-09-30 Mobil Oil Corp Extreme pressure grease composition
US4052322A (en) * 1976-06-24 1977-10-04 Texaco Inc. Corrosion-inhibited grease compositions
DE4222185A1 (de) * 1992-07-06 1994-01-13 Schaeffler Waelzlager Kg Wälzlagerkäfig aus elastischem Kunststoff

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2790779A (en) * 1953-07-27 1957-04-30 Geigy Chem Corp Rust preventive compositions containing monoamidocarboxylic acids
US2841555A (en) * 1956-03-02 1958-07-01 Texas Co Metal nu-acyl sarcosinate thickened lubricating oils
US2927892A (en) * 1957-08-06 1960-03-08 Exxon Research Engineering Co Oil dispersions of calcium acetate hydrates
US2929783A (en) * 1957-10-24 1960-03-22 Exxon Research Engineering Co Lubricating oil compositions containing stabilized salt suspension
US2940932A (en) * 1957-10-01 1960-06-14 Exxon Research Engineering Co Lubricants containing stabilized dispersions of fatty acid salts

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2790779A (en) * 1953-07-27 1957-04-30 Geigy Chem Corp Rust preventive compositions containing monoamidocarboxylic acids
US2841555A (en) * 1956-03-02 1958-07-01 Texas Co Metal nu-acyl sarcosinate thickened lubricating oils
US2927892A (en) * 1957-08-06 1960-03-08 Exxon Research Engineering Co Oil dispersions of calcium acetate hydrates
US2940932A (en) * 1957-10-01 1960-06-14 Exxon Research Engineering Co Lubricants containing stabilized dispersions of fatty acid salts
US2929783A (en) * 1957-10-24 1960-03-22 Exxon Research Engineering Co Lubricating oil compositions containing stabilized salt suspension

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3259577A (en) * 1963-02-19 1966-07-05 Socony Mobil Oil Co Inc Lubricant and additives therefor
US3278426A (en) * 1964-11-05 1966-10-11 Chevron Res Carboxylic acid amine salts or carboxylic acid amides-calcium acetate complexes
US3278432A (en) * 1965-03-23 1966-10-11 Mobil Oil Corp Extreme pressure lubricants containing sulfur
US3437594A (en) * 1966-11-25 1969-04-08 Mobil Oil Corp Alkaline earth metal carboxylate dispersions
US3506573A (en) * 1968-05-29 1970-04-14 Mobil Oil Corp Greases containing a hydrogenated olefin polymer vehicle,organophilic clay thickener and calcium acetate dispersion
US3909426A (en) * 1973-10-03 1975-09-30 Mobil Oil Corp Extreme pressure grease composition
US4052322A (en) * 1976-06-24 1977-10-04 Texaco Inc. Corrosion-inhibited grease compositions
DE4222185A1 (de) * 1992-07-06 1994-01-13 Schaeffler Waelzlager Kg Wälzlagerkäfig aus elastischem Kunststoff

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DE1263960B (de) 1968-03-21
GB1017441A (en) 1966-01-19
NL132709C (de)
DE1263960C2 (de) 1975-08-28
NL280245A (de)
DK106349C (da) 1967-01-23
BE619604A (de)
SE307998B (de) 1969-01-27

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