US2055417A - Process for lowering the pour point of mineral oils - Google Patents

Process for lowering the pour point of mineral oils Download PDF

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Publication number
US2055417A
US2055417A US38576A US3857635A US2055417A US 2055417 A US2055417 A US 2055417A US 38576 A US38576 A US 38576A US 3857635 A US3857635 A US 3857635A US 2055417 A US2055417 A US 2055417A
Authority
US
United States
Prior art keywords
pour point
wax
oils
soap
mineral oils
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
Application number
US38576A
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English (en)
Inventor
Moser Franz Rudolf
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.)
Shell Development Co
Original Assignee
Shell Development Co
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 Shell Development Co filed Critical Shell Development Co
Application granted granted Critical
Publication of US2055417A publication Critical patent/US2055417A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/188Carboxylic acids; metal salts thereof
    • C10L1/1881Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • 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
    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • 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
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/16Paraffin waxes; Petrolatum, e.g. slack wax
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125Carboxylix 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
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/16Naphthenic acids
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/20Rosin acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/08Groups 4 or 14
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2060/00Chemical after-treatment of the constituents of the lubricating composition
    • C10N2060/04Oxidation, e.g. ozonisation

Definitions

  • This invention relates to a process for manufacturing hydrocarbon oils with a low pour point or cold test or equivalent inspection test, such as lubricating oils, Diesel fuels, fuel oils, etc., and
  • the pour point, cold test, or equivalent inspection test of such hydrocarbon oils is lowered by the addition to such oils of soaps of the tetravalent form of a metal from the titanium subgroup of Group IV and higher carboxylic acids.
  • soaps containing any of the metals of the titanium subgroup such as zirconium, hafnium and thorium may be employed, but I have obtained best results with titanic soaps, and prefer them to the other soaps.
  • the titanium soaps can, for example, be prepared by reacting the metallic chloride with the anhydrous carboxylic acid, as described by L. W. Ryan and W. W. Plechner in Ind. Eng. Chem, 26, (1934) p. 909.
  • the carboxylic acids which are employed in producing the soaps used according to the present invention should contain between ten and thirty','or even more carbon atoms, may be monoor poly-basic, and may be either saturated or not.
  • fatty acids such as stearic acid, palmitic acid, oleic acid, linoleic acid, behenic acid, cerotic acid to be particularly suitable.
  • carboxylic acids which I have found to be suitable for reaction with the metal chloride to form the desired soaps are: naphthenic acids, such as tetradeca-, hexadecaand nonadeca-naphthenic acids, and -mixtures of naphthenic acids as obtained by extracting petroleum with sodium hydroxide solutions; colophonic acids, such as abietic acid and pimaric acid; oxy-acids, such'as rlcinoleic acid; oxida- 40 tion products of paraffin wax.
  • the TiOz content should, however, preferably be not over about 13.5%. I have, moreover, found that the best results are obtained when the soap contains four acyl side chains.
  • Thepour point reducing agents according to the present invention are generally more active than the soaps of bivalent and trivalent metals,
  • a small quantity, .usu- 5 ally between 0.02% and 1.0% is added to a waxcontaining oil,"preferably but not necessarily at a temperature at which the wax is wholly or substantially liquid or dissolved in the oil.
  • my invention is not, how- 10 ever, restricted to the use of the aforesaid quantities, since the quantity of soap to be employed in any case will depend upon the decrease in the pour point which it is desired to effect, upon the quantity and nature of the wax present in 15 the oil, and upon the viscosity of the oil.
  • pour point reducers have a comparatively greater effect on parafiinic oils of low viscosity, and in the case of fuel oils or Diesel fuels amounts as low as 0.01% or lower may often be effective.
  • My invention may, however, be applied also to the treatment of the more viscous hydrocarbon oils, such as cylinder oils and other lubricating oils.
  • Example I 35 An extra heavy neutral oil derived from Pennsylvania and Mid-Continent crudes had a pour point of 10 F. Upon adding 0.5% of titanium stearate (containing 8% TiOz) the pour point was reduced to 0 F. The addition of 1.0% of titanium 40 stearate reduced the pour'point to 5 F.
  • a low pour point mineral oil composition comprising wax-containing mineral oil and a small quantity of a soap of the tetravalent form 45 of a metal of the titanium subgroup of group IV and a carboxylic acid containing more than nine carbon atoms.
  • composition according to claim 1 in which the quantity of the soap is between 0.01% 5 and 1.0% of the composition.
  • a low pour point mineral oil composition comprising wax-containing mineral oil and a small quantity of a soap of the tetravalent form of a'metal selected from the group consisting 55 of titanium, hafnium and thorium, and a carboxylic acid containing more than nine carbon atoms.
  • a low pour point mineral oil composition comprising wax-containing mineral oil and a small quantity of a titanic soap of a carboxylic acid containing more than nine carbon atoms.
  • composition according to claim 4 in which the quantity of the soap is between 0.01%-
  • a low pour point mineral oil composition comprising wax-containing mineral oil and a wax-containing mineral oils which comprises adding thereto a small quantity of a soap of the tetravalent form of a metal of the titanium subgroup'of Group IV and a carboxylic acid containing more than nine carbon atoms.
  • a low pour point mineral oil composition comprising wax-containing mineral oil and a small quantity of a titanium tetrastearate soap of a carboxylic acid containing more than nine carbon atoms.
  • the method of reducing the pour point of wax-containing mineral oils which comprises adding thereto a small quantity of a soap of the tetravalent form of a metal from the group consisting of titanium, hafnium and thorium, and a carboxylic acid containing more than nine carbon atoms.
  • the method of reducing the pour point of wax-containing mineral oils which comprises adding thereto a small quantity of a titanic soap of a carboxylic acid containing more than nine carbon atoms.
  • the method of reducing the pour point of wax-containing mineral oils which comprises adding thereto a small quantity of a thoric soap of a carboxylic acid containing more than nine carbon atoms.
  • the method of reducing the pour point of wax-containing mineral oils which comprises adding thereto a small quantity of a hafnic soap of a carboxylic acid containing more than nine carbon atoms.

Landscapes

  • 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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
US38576A 1934-10-03 1935-08-30 Process for lowering the pour point of mineral oils Expired - Lifetime US2055417A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL2055417X 1934-10-03

Publications (1)

Publication Number Publication Date
US2055417A true US2055417A (en) 1936-09-22

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ID=19873575

Family Applications (1)

Application Number Title Priority Date Filing Date
US38576A Expired - Lifetime US2055417A (en) 1934-10-03 1935-08-30 Process for lowering the pour point of mineral oils

Country Status (2)

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US (1) US2055417A (de)
NL (1) NL40178C (de)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3017361A (en) * 1956-09-05 1962-01-16 Texaco Inc Non-squawking automatic transmission fluid
EP0037284A1 (de) * 1980-03-31 1981-10-07 Exxon Research And Engineering Company Rückstands-Heizöl-Zusammensetzungen und Herstellung und Verbrennung derselben
US20070111907A1 (en) * 2005-11-16 2007-05-17 Esche Carl K Jr Additives and lubricant formulations for providing friction modification
US20070149418A1 (en) * 2005-12-22 2007-06-28 Esche Carl K Jr Additives and lubricant formulations having improved antiwear properties

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3017361A (en) * 1956-09-05 1962-01-16 Texaco Inc Non-squawking automatic transmission fluid
EP0037284A1 (de) * 1980-03-31 1981-10-07 Exxon Research And Engineering Company Rückstands-Heizöl-Zusammensetzungen und Herstellung und Verbrennung derselben
US20070111907A1 (en) * 2005-11-16 2007-05-17 Esche Carl K Jr Additives and lubricant formulations for providing friction modification
US7709423B2 (en) * 2005-11-16 2010-05-04 Afton Chemical Corporation Additives and lubricant formulations for providing friction modification
US20070149418A1 (en) * 2005-12-22 2007-06-28 Esche Carl K Jr Additives and lubricant formulations having improved antiwear properties
US7767632B2 (en) * 2005-12-22 2010-08-03 Afton Chemical Corporation Additives and lubricant formulations having improved antiwear properties

Also Published As

Publication number Publication date
NL40178C (de)

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