US2273312A - Treatment of gasoline - Google Patents

Treatment of gasoline Download PDF

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Publication number
US2273312A
US2273312A US342951A US34295140A US2273312A US 2273312 A US2273312 A US 2273312A US 342951 A US342951 A US 342951A US 34295140 A US34295140 A US 34295140A US 2273312 A US2273312 A US 2273312A
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US
United States
Prior art keywords
gasoline
inhibitor
gum
aldehyde
ammonia
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
US342951A
Inventor
Joseph A Chenicek
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.)
Universal Oil Products Co
Original Assignee
Universal Oil Products 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 Universal Oil Products Co filed Critical Universal Oil Products Co
Priority to US342951A priority Critical patent/US2273312A/en
Application granted granted Critical
Publication of US2273312A publication Critical patent/US2273312A/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
    • 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
    • C10L1/182Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/183Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom
    • 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
    • C10L1/182Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/183Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom
    • C10L1/1832Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom mono-hydroxy
    • 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
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/222Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/2222(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
    • C10L1/2225(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing
    • 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
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/222Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/223Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond having at least one amino group bound to an aromatic carbon atom
    • C10L1/2235Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond having at least one amino group bound to an aromatic carbon atom hydroxy containing

Definitions

  • inhibitors to prevent the deprecial tion of olefin-containing hydrocarbon clistlllates such as cracked gasoline has been practiced.
  • Such compounds as alkyl-substituted phenols,
  • the present invention offers a. means of improving the inhibiting properties of gasoline gum inhibitors and of eflecting material savings in the quantities of such materials which may be required 'adequately to preserve the valuable properties of "gasoline. i
  • the present invention comprises a method for treating olefin-containing hydrobon distillate to preserve the valuable properties thereof by adding to said distillate a gasoline gum inhibitor together with a relatively minor quantity of a condensation prod. not of an aliphatic aldehyde with ammonia.
  • the aldehyde ammonias are not of themselves gum inhibitors and the efiect observed is not, thereforefsuch as might be expected by the mixing of two gasoline gum inhibitors.
  • the induction period with a given quaratity of inhibitor isimarkedly increased and with some of the more effective aldehyde-ammonias, more than equal weight percentages of the inhibitor can be replaced without suffering a loss in inhibitor potency. will be brought out more fully in the example.
  • aldehyde ammonia related compounds of aliphatic aldehydes and ammonia may be used, although the compounds are not necessarily equivalent in their action.
  • the quantity of aldehyde ammonia commonly used in the gasoline is of the order of 0.0001- 0.01%.
  • the exact quantity required is a function of the inhibitor used and of the gasoline as well as the desired stability of the gasoline treat- (CH3.CH(OH)NH2).
  • CH3.CH(OH)NH2 The following example is given to illustrate the usefulness andpractlcability of the process, but should not be construed asiimiting it to the exact conditions or compounds described therein.
  • the meth- 0d of increasing the effectiveness oithe inhibitor which comprises incorporating into the gasoline, in addition to the gum inhibitor, a condensation product of an aliphatic aldehyde with ammonia,

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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)
  • Liquid Carbonaceous Fuels (AREA)

Description

fifl'EATNT F GASOLINE fifihenicek, Chicago, 111., assignor to Joseph Uni .- Dil Products Company, Chicago, 111..
a corporation of Delaware No Drawing. Application June 38, 194th Serial No. 342,951
(Cl. ib-9) 2 filaims.
The use of inhibitors to prevent the deprecial tion of olefin-containing hydrocarbon clistlllates such as cracked gasoline has been practiced. Such compounds as alkyl-substituted phenols,
aminophenols, iractions 0! wood taridistillates,
etc., have been added to cracked gasoline in relatively minor quantities, of the order of 0.001- 010% to inhibit the formation of objectionable oxidation products and prevent loss of color and antiknock properties of said gasolines durin storage periods. The use of inhibitors has replaced or supplemented such forms of refining as acid-treating, clay treating and the like. The result has been a material saving in refining costs as well as the conservation of substantial amounts of gasoline which were formerly lost in the re steps.
The present invention offers a. means of improving the inhibiting properties of gasoline gum inhibitors and of eflecting material savings in the quantities of such materials which may be required 'adequately to preserve the valuable properties of "gasoline. i
In one specific embodiment the present invention comprises a method for treating olefin-containing hydrobon distillate to preserve the valuable properties thereof by adding to said distillate a gasoline gum inhibitor together with a relatively minor quantity of a condensation prod. not of an aliphatic aldehyde with ammonia.
ed. The aldehyde ammonias are not of themselves gum inhibitors and the efiect observed is not, thereforefsuch as might be expected by the mixing of two gasoline gum inhibitors. when added alone to cracked gasoline in amounts up to approximately 0.1%, little or no increase in the oxygen bomb induction period is to be observed and storage tests indicate that no protection isobtained for the gasoline under storage conditions. However, when a gum inhibitor is present, the induction period with a given quaratity of inhibitor isimarkedly increased and with some of the more effective aldehyde-ammonias, more than equal weight percentages of the inhibitor can be replaced without suffering a loss in inhibitor potency. will be brought out more fully in the example.
An example of such a compound is aldehyde ammonia related compounds of aliphatic aldehydes and ammonia may be used, although the compounds are not necessarily equivalent in their action.
The quantity of aldehyde ammonia commonly used in the gasoline is of the order of 0.0001- 0.01%. The exact quantity required is a function of the inhibitor used and of the gasoline as well as the desired stability of the gasoline treat- (CH3.CH(OH)NH2). Other similar The following example is given to illustrate the usefulness andpractlcability of the process, but should not be construed asiimiting it to the exact conditions or compounds described therein.
A Pennsylvania. cracked gasoline had an induction period of minutes which was increased to 330 minutes by the addition of 0.008% of N- butyl-p-aminophenol. Upon the addition to the inhibited gasoline of 0.005% of aldehyde ammonia, the induction period was increased to 415 minutes. 1
I claim as my invention:
1. In the stabilization of olefinic gasolineby the addition of gum inhibitors thereto, the meth- 0d of increasing the effectiveness oithe inhibitor which comprises incorporating into the gasoline, in addition to the gum inhibitor, a condensation product of an aliphatic aldehyde with ammonia,
the quantity of said product being insufficient, in the absence of said inhibitor, to eifect any appreciable gum inhibition of the gasoline.
2. In the stabilization of olefinic gasoline by the addition of gum inhibitors thereto, the
method of increasing the effectiveness of the inhibitor which comprises incorporating into the gasoline, in addition to the gum inhibitor, 8. quantity of aldehyde ammonia which is insufficlent, in the absence of said inhibitor, to eflect any appreciable gum inhibition of the, gasoline.
JOSEPH A. CHENICEK.
US342951A 1940-06-28 1940-06-28 Treatment of gasoline Expired - Lifetime US2273312A (en)

Priority Applications (1)

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US2273312A true US2273312A (en) 1942-02-17

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