US2952969A - Aviation turbo fuel - Google Patents

Aviation turbo fuel Download PDF

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US2952969A
US2952969A US511261A US51126155A US2952969A US 2952969 A US2952969 A US 2952969A US 511261 A US511261 A US 511261A US 51126155 A US51126155 A US 51126155A US 2952969 A US2952969 A US 2952969A
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fuel
jet
engine
turbo
sorbitan
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US511261A
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Theodore B Wasserbach
Matthew W France
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ExxonMobil Technology and Engineering Co
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Exxon Research and Engineering Co
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    • 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
    • C10L1/192Macromolecular compounds
    • C10L1/198Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
    • C10L1/1985Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid polyethers, e.g. di- polygylcols and derivatives; ethers - esters

Definitions

  • the present invention is concerned with an improved" aviation fuel and in particular with a turbo jet fuel that will not plug the filters in airplane fuel systems at relatively low temperatures.
  • the invention is more particularly concerned with an improved method of operating a jet propelled aircraft by utilizing the jet fuel composition of the present invention.
  • the present application is a continuation-in-part of application Serial No. 205,216, filed January 9, 1951, for Wasserbaeh et al., entitled Aviation Turbo Fuel, and now abandoned.
  • improved high quality turbo jet fuels are secured by utilizing a particular addition agent which is selected from the class of compounds represented by the formula wherein x and y are integers, wherein X represents a residue of a polyhydric alcohol and R represents a hydrocarbon group having from 11 to 21 carbon atoms per molecule.
  • Preferred compounds are mono-oleates, for example sorbitan mono-oleate and its polyether derivatives produced by reacting sorbitan mono-oleate with ethylene oxide.
  • a particularly desirable mono-oleate comprises polyethylene glycol mono-oleate wherein x equals 6; y equals 1 and which compound is represented by the formula It is well known in the art to utilize various types of turbo jet fuels.
  • turbo fuel is the freezing point specification which is considered necessary in order to insure fuel flow under high altitude, low temperature conditions.
  • various processes such as solvent extraction and the like have been suggested.
  • difiiculties such as plugging of fuel filters, are often encountered due to freezing out of dissolved or entrained water.
  • compressed air is passed into a combustion chamber wherein fuel under pressure is injected into the flowing air. This fuel is introduced by means of a pump.
  • the additive anti-icing agents of the present invention are selected from the class of compounds represented by the formula wherein x is an integer between 1 and 10, y is an integer one less than the number of hydroxy groups in a polyhydric alcohol which has two to six hydroxy groups and of which X represents the residue radical, and R repre sents a hydrocarbon group having from 11 to 21 carbon atoms.
  • Very desirable agents comprise sorbitan mono acid esters and in particular the polyoxyethylene ethers thereof, which compounds are produced by reacting sorbitan mono acid esters with ethylene oxide in accordance with the following:
  • R represents the hydrocarbon radical of a relatively long chain (C to C fatty acid, as for example lauric, palmitic, oleic, stearic or behenic acid, or mixtures thereof.
  • the preferred compounds are the mono-oleates.
  • the polyoxy ethylene ethers of sorbitan mono-oleate preferably contain from 2 to 10 carbon atoms in each ether radical.
  • polyethylene glycol derivatives of long chain fatty acids represented by the formula wherein at and R have the same meaning as above. These compounds can be prepared by esterifying one mole of polyethylene glycol withone mole of a fatty acid.
  • a particularly desirable compound is the polyethylene glycol ester of oleic acid having the formula The present invention may be readily understood by the following examples illustrating the same.
  • Sorbitan mono-oleate was also found to be an effective anti-icing agent, as will be observed from the data shown in the following table:
  • turbo-jet fuels are petroleum naphthas less volatile than gasoline and more volatile than heating oil, diesel fuel or other fuel oils.
  • gasoline typically has a Reid vapor pressure of at least 6 and preferably above 7 p.s.i.a., an initial boiling-point of 90 F. and an end-point of 420 F. by ASTM method D-86; and heating oil typically has a flash-point above 150 F.
  • JP-3 has an initial boiling point of about processes.
  • turbo-jet fuel 150 F. and an end-point of 540 F.
  • the volatility limitations of turbo-jet fuel are critical at the flash-point and at the point in the distillation.
  • the flash-point is below F. for the least volatile grade, JP-l, and the 90% pointmust be between 400 F. and 490 F.; whereas gasoline has its 90% point below 365 F. and preferably below 356 F. as may be seen in specifications in MTLG 3056 and VV-M-561 of United States Department of Defense and Federal Supply Service respectively.
  • Turbo-jet fuels are required to be completely free of this invention is evident from the accompanying drawing in which the single figure shows a diagrammatical sketch of a jet turbine engine.
  • Air is introduced into engine 1 through air compressor 2.
  • the compressed air flows into the combustion chamber 5 wherein it is mixed with fuel introduced by means of lines 4.
  • the fuel filters are installed in lines 4, which terminate in spray-nozzles.
  • the hot gases flow through turbine 7 and are jetted through tail-pipe 8 as shown.
  • the method of operating the jet engine of a jet propelled aircraft at low temperatures which comprises operating said engine with a hydrocarbon jet fuel containing from 0.02 to 0.2 weight percent of a compound selected from the class consisting of the sorbitan monoesters, the polyoxyethylene ethers of the sorbitan monoesters,
  • a fuel composition for use in a jet engine which consists of a mixture of hydrocarbons boiling within the range of from about 100 F. to 600 F. and containing from 0.02 to 0.2 weight percent of a compound selected from the class consisting of the sorbitan monoesters, the polyethylene glycol monoesters, and the polyoxyethylene ethers of the sorbitan monoesters, of fatty acids having from 12 to 22 carbon atoms.
  • a fuel composition for use in a jet engine which consists of a mixture of hydrocarbons boiling within the range of from about to 600 F. and containing from 0.02 to 0.2 wt. percent of a sorbitan mono-oleate.
  • a fuel composition for use in a jet engine which consists of a mixture of hydrocarbons boiling within the range of from about 100 to 600 F. and containing from 0.02 to 0.2 wt. percent of a polyethylene glycol monooleate.
  • a fuel composition for use in a jet engine which consists of a mixture of hydrocarbons boiling within the range of from about 100 to 600 F. and containing from 0.02 to 0.2 wt. percent of a polyoxyethylene ether of a sorbitan mono-oleate.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Description

p 29, 190 T. B. WASSERBACH ETAL 2,952,969
AVIATION TURBO FUEL Filed May 26, 1955 G EG m M 8 rl v 0 m m h in He C n G nj W0 r w l 8% h of y E B a TM Patented Sept. 20, 1960 AVIATION TURBO FUEL Theodore B. Wasserbach, Cranford, and Matthew W. France, Elizabeth, N..I., assignors to Esso Research and Engineering Company, a corporation of Delaware Filed May 26, 1955, Ser. No. 511,261
6 Claims. (Cl. 60-35.4-)
The present invention is concerned with an improved" aviation fuel and in particular with a turbo jet fuel that will not plug the filters in airplane fuel systems at relatively low temperatures. The invention is more particularly concerned with an improved method of operating a jet propelled aircraft by utilizing the jet fuel composition of the present invention. The present application is a continuation-in-part of application Serial No. 205,216, filed January 9, 1951, for Wasserbaeh et al., entitled Aviation Turbo Fuel, and now abandoned.
In accordance with the present invention improved high quality turbo jet fuels are secured by utilizing a particular addition agent which is selected from the class of compounds represented by the formula wherein x and y are integers, wherein X represents a residue of a polyhydric alcohol and R represents a hydrocarbon group having from 11 to 21 carbon atoms per molecule. Preferred compounds are mono-oleates, for example sorbitan mono-oleate and its polyether derivatives produced by reacting sorbitan mono-oleate with ethylene oxide. A particularly desirable mono-oleate comprises polyethylene glycol mono-oleate wherein x equals 6; y equals 1 and which compound is represented by the formula It is well known in the art to utilize various types of turbo jet fuels. However, one of the most severe limita tions to maximum availability of turbo fuel is the freezing point specification which is considered necessary in order to insure fuel flow under high altitude, low temperature conditions. In order to provide fuels that have very low freezing points, various processes such as solvent extraction and the like have been suggested. On the other hand, it has been found that at temperatures well above the specified hydrocarbon freezing point, difiiculties such as plugging of fuel filters, are often encountered due to freezing out of dissolved or entrained water. In a normal type of turbo jet engine, compressed air is passed into a combustion chamber wherein fuel under pressure is injected into the flowing air. This fuel is introduced by means of a pump. Prior to passing the fuel through the pump the fuel is passed through a micronic or equivalent type filter which is necessary in order to protect the fuel nozzle. Under low temperature conditions ice from water dissolved or entrained in the fuel forms on the filter, causing fuel flow failure and engine stoppage. It has, however, now been discovered that when a certain class of compounds are added, unexpected desirable results are secured with respect to this problem of icing of the filter.
The additive anti-icing agents of the present invention are selected from the class of compounds represented by the formula wherein x is an integer between 1 and 10, y is an integer one less than the number of hydroxy groups in a polyhydric alcohol which has two to six hydroxy groups and of which X represents the residue radical, and R repre sents a hydrocarbon group having from 11 to 21 carbon atoms. Very desirable agents comprise sorbitan mono acid esters and in particular the polyoxyethylene ethers thereof, which compounds are produced by reacting sorbitan mono acid esters with ethylene oxide in accordance with the following:
0 H H om on-omooon I l +"N"HC CH HO-CH onon \0/ onon ornonloo on on oong-onl-om-n on-ocnrom-om-n no-onl-onom-o-om-on-o onl-onz-o) 3-H wherein R represents the hydrocarbon radical of a relatively long chain (C to C fatty acid, as for example lauric, palmitic, oleic, stearic or behenic acid, or mixtures thereof. The preferred compounds are the mono-oleates. The polyoxy ethylene ethers of sorbitan mono-oleate preferably contain from 2 to 10 carbon atoms in each ether radical. Other desirable additives are polyethylene glycol derivatives of long chain fatty acids represented by the formula wherein at and R have the same meaning as above. These compounds can be prepared by esterifying one mole of polyethylene glycol withone mole of a fatty acid. A particularly desirable compound is the polyethylene glycol ester of oleic acid having the formula The present invention may be readily understood by the following examples illustrating the same.
EXAMPLE I the filter until plugging occurred. The results are shown in Table I.
plugging tendencies of hydrocarbon fuels Table I.-- Efiect of additives on the low temperature filter [Fuels Water saturated at room temperature, 2 gallon fuel charge-0.05 wt. percent additive, micron Skinner'paper type-filter] Fuel, Vol. Fercent..- 90 lileptanello Toluene Fuel Freezing Pt..
Turbo Fuel Additive No e (1) 2 Time to Plugging,
Min.:
Additive added to fuel just prior to run 9 Fuel containing additive stood 7 over water for 24 None None
M About 0.005 v01. percent. 7
" U.S. Specification MIL 5624.
1 Polyoxyethylene ethers of sorbitan mono-oleate (containing 4 oxyethylene groups). 2 Polyoxyethylene derivative of long chain fatty acid (oleic acid) (containing 6 oxyethy lene groups).
Time in minutes to the moment at which desired flow rate of 150 cc. per minute could not be maintained with a pressure of 22 ins. of mercury absolute. 4 Fuel agitated periodically with water. Thus, it is evident from the above that plugging of engine filters due to the freezing out of dissolvedwater can be prevented by using the additives of the present invention. These additives have the unusual advantage over' other active agents that these materials can be added to fuel at a refinery source without bringing excess water into the fuel due to storage over water for prolonged periods.
EXAMPLE H Sorbitan mono-oleate was also found to be an effective anti-icing agent, as will be observed from the data shown in the following table:
Table II.Efiect of surface active agents on the plugging of turbo engine fuel filters due to the freezing out of dissolved water [10 micron wool yarn filter, 0.4 square inch area, flow rate of 150 cc./
minute at F. fuel temperature] Fuel Heptane (water saturated at room temp.). Additive Nmm Sorbitan monooleate.
Concentration, Wt. Percent.--
Time to Plugging, Mins 13 (Aver. of 3 runs).
After standing over water for 9.
24 hrs.
It will be observed, however, that for maximum effectiveness, this particular agent should be employed in fuelswhich are to be stored in dry tanks.
EXAMPLE III .A number of operations were conducted using various concentrations of sorbitan mono-oleate in a fuel for the prevention of filter icing at -20 F. The results of these tests are as follows:
Sorbitan Time to plug mono-oleate filter, wt. percent: 7 minutes None 9 0.01 14 0.05 7 46 0.08 46 From the above data it is evident that the amount of additive used may vary appreciably but is in the range from 0.02 to 0.2% by weight. Preferred concentrations are in the range from 0.05 to 0.1% by weight.
These additives are adapted particularly for low temperature turbo jet fuels boiling generally in therange 0.02. 46 (no plugging).
from about 100 to 600 F. lln general, these fuels comply with the JP-1 and JP-3 grades of U8. Specification MIL-F-56l6 and 5624 respectively.- They are also applicable toother fuels particularly IP-4, which has 2. to 3 p.s.i.a. Reid vapor pressure. These fuels may all be employed in ram-jet engines as well as in turbo-jets.
Some typical inspections of these fuels are:
J P-1 J P-3 Aromatics, Vol. percent 20 25 Gravity, API 35 45-63 Reid vr. #/Sq. In. 5.0-7.0 ASTM Distillation (at 4-5 cc./Min.):
Resid. After Dist., percent These turbo-jet fuels are petroleum naphthas less volatile than gasoline and more volatile than heating oil, diesel fuel or other fuel oils. For instance, gasoline typically has a Reid vapor pressure of at least 6 and preferably above 7 p.s.i.a., an initial boiling-point of 90 F. and an end-point of 420 F. by ASTM method D-86; and heating oil typically has a flash-point above 150 F.,
an initial boiling point of 390 F. and an end-point 0f- 675 F.; but JP-3 has an initial boiling point of about processes.
150 F. and an end-point of 540 F. The volatility limitations of turbo-jet fuel are critical at the flash-point and at the point in the distillation. The flash-point is below F. for the least volatile grade, JP-l, and the 90% pointmust be between 400 F. and 490 F.; whereas gasoline has its 90% point below 365 F. and preferably below 356 F. as may be seen in specifications in MTLG 3056 and VV-M-561 of United States Department of Defense and Federal Supply Service respectively.
Turbo-jet fuels are required to be completely free of this invention is evident from the accompanying drawing in which the single figure shows a diagrammatical sketch of a jet turbine engine. Air is introduced into engine 1 through air compressor 2. The compressed air flows into the combustion chamber 5 wherein it is mixed with fuel introduced by means of lines 4. The fuel filters are installed in lines 4, which terminate in spray-nozzles. The hot gases flow through turbine 7 and are jetted through tail-pipe 8 as shown.
What is claimed is:
1. The method of operating the jet engine of a jet propelled aircraft at low temperatures which comprises operating said engine with a hydrocarbon jet fuel containing from 0.02 to 0.2 weight percent of a compound selected from the class consisting of the sorbitan monoesters, the polyoxyethylene ethers of the sorbitan monoesters,
and the polyethylene glycol. monoesters, of fatty acids having from 12 to 22 carbon atoms, whereby ice formation and resultant fuel filter plugging within the fuel system of said engine are prevented.
2. A fuel composition for use in a jet engine which consists of a mixture of hydrocarbons boiling within the range of from about 100 F. to 600 F. and containing from 0.02 to 0.2 weight percent of a compound selected from the class consisting of the sorbitan monoesters, the polyethylene glycol monoesters, and the polyoxyethylene ethers of the sorbitan monoesters, of fatty acids having from 12 to 22 carbon atoms.
3. Fuel composition as defined by claim 2 wherein said compound is employed in a concentration within the range of from 0.05 to 0.1 percent by weight.
4. A fuel composition for use in a jet engine which consists of a mixture of hydrocarbons boiling within the range of from about to 600 F. and containing from 0.02 to 0.2 wt. percent of a sorbitan mono-oleate.
5. A fuel composition for use in a jet engine which consists of a mixture of hydrocarbons boiling within the range of from about 100 to 600 F. and containing from 0.02 to 0.2 wt. percent of a polyethylene glycol monooleate.
6. A fuel composition for use in a jet engine which consists of a mixture of hydrocarbons boiling within the range of from about 100 to 600 F. and containing from 0.02 to 0.2 wt. percent of a polyoxyethylene ether of a sorbitan mono-oleate.
References Cited in the file of this patent UNITED STATES PATENTS 2,548,347 Caron et a1. Apr. 10, 1951 2,599,338 Lifson et a1. June 3, 1952 2,858,201 Newman Oct. 28, 1958 OTHER REFERENCES Murray: The Oil and Gas Journal, Mar. 29, 1951, pages 218, 219, 271-281.

Claims (1)

1. THE METHOD OF OPERATING THE JET ENGINE OF A JET PROPELLED AIRCRAFT AT LOW TEMPERATURES WHICH COMPRISES OPERATING SAID ENGINE WITH A HYDROCARBON JET FUEL CONTAINING FROM 0.02 TO 0.2 WEIGHT PERCENT OF A COMPOUND SELECTED FROM THE CLASS CONSISTING OF THE SORBITAN MONOESTERS, THE POLYOXYETHYLENE ETHERS OF THE SORBITAN MONOESTERS, AND THE POLYETHYLENE GLYCOL MONOESTERS, OF FATTY ACIDS HAVING FROM 12 TO 22 CARBON ATOMS, WHEREBY ICE FORMATION AND RESULTANT FUEL FILTER PLUGGING WITHIN THE FUEL SYSTEM OF SAID ENGINE ARE PREVENTED.
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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4811556A (en) * 1986-10-14 1989-03-14 General Electric Company Multiple-propellant air vehicle and propulsion system
US4817890A (en) * 1986-10-14 1989-04-04 General Electric Company Multiple-propellant air vehicle and propulsion system
US4835959A (en) * 1986-10-14 1989-06-06 General Electric Company Multiple-propellant air vehicle and propulsion system
US4840025A (en) * 1986-10-14 1989-06-20 General Electric Company Multiple-propellant air vehicle and propulsion system
US4841723A (en) * 1986-10-14 1989-06-27 General Electric Company Multiple-propellant air vehicle and propulsion system
WO2018073544A1 (en) 2016-10-21 2018-04-26 Total Marketing Services Combination of fuel additives
FR3057877A1 (en) * 2016-10-21 2018-04-27 Total Marketing Services COMBINATION OF FUEL ADDITIVES
RU2719587C2 (en) * 2016-10-21 2020-04-21 Тоталь Маркетин Сервис Combination of fuel additives

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2548347A (en) * 1948-07-06 1951-04-10 Shell Dev Fuel oil composition
US2599338A (en) * 1950-05-26 1952-06-03 Standard Oil Dev Co Motor fuel
US2858201A (en) * 1955-01-28 1958-10-28 Texas Co Anti-ice clogging additive for fuel

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2548347A (en) * 1948-07-06 1951-04-10 Shell Dev Fuel oil composition
US2599338A (en) * 1950-05-26 1952-06-03 Standard Oil Dev Co Motor fuel
US2858201A (en) * 1955-01-28 1958-10-28 Texas Co Anti-ice clogging additive for fuel

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4811556A (en) * 1986-10-14 1989-03-14 General Electric Company Multiple-propellant air vehicle and propulsion system
US4817890A (en) * 1986-10-14 1989-04-04 General Electric Company Multiple-propellant air vehicle and propulsion system
US4835959A (en) * 1986-10-14 1989-06-06 General Electric Company Multiple-propellant air vehicle and propulsion system
US4840025A (en) * 1986-10-14 1989-06-20 General Electric Company Multiple-propellant air vehicle and propulsion system
US4841723A (en) * 1986-10-14 1989-06-27 General Electric Company Multiple-propellant air vehicle and propulsion system
WO2018073544A1 (en) 2016-10-21 2018-04-26 Total Marketing Services Combination of fuel additives
FR3057877A1 (en) * 2016-10-21 2018-04-27 Total Marketing Services COMBINATION OF FUEL ADDITIVES
RU2719587C2 (en) * 2016-10-21 2020-04-21 Тоталь Маркетин Сервис Combination of fuel additives
US10767126B2 (en) 2016-10-21 2020-09-08 Total Marketing Services Combination of fuel additives

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