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US2960819A - Means for preventing icing in jet fuels - Google Patents

Means for preventing icing in jet fuels Download PDF

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Publication number
US2960819A
US2960819A US792718A US79271859A US2960819A US 2960819 A US2960819 A US 2960819A US 792718 A US792718 A US 792718A US 79271859 A US79271859 A US 79271859A US 2960819 A US2960819 A US 2960819A
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US
United States
Prior art keywords
icing
fuel
additive
acids
jet fuels
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Expired - Lifetime
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US792718A
Inventor
Steinberg Howard
Don L Hunter
Ernest H Goda
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US Borax Inc
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United States Borax and Chemical Corp
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Application filed by United States Borax and Chemical Corp filed Critical United States Borax and Chemical Corp
Priority to US792718A priority Critical patent/US2960819A/en
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Publication of US2960819A publication Critical patent/US2960819A/en
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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02Boron compounds
    • C07F5/04Esters of boric acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02Boron compounds
    • C07F5/025Boronic and borinic acid 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/30Organic compounds compounds not mentioned before (complexes)
    • C10L1/301Organic compounds compounds not mentioned before (complexes) derived from metals
    • C10L1/303Organic compounds compounds not mentioned before (complexes) derived from metals boron compounds

Definitions

  • the fuel used in present day jet engines comprises a crude kerosene product known to those skilled in the art as 3P4.
  • This material while satisfactory as a fuel, allows for a certain degree of water solubility. As much as 100 parts per million of water can dissolve in this fuel. During cold weather or at high altitudes the water in the fuel crystallizes and the subsequent ice formation clogs the fuel line and causes engine failure.
  • the present invention comprises as a new composition jet engine fuel and an anti-icing additive, said additive comprising from about 0.01% to about 1.0% by weight of a material selected from the group consisting of water unstable esters of boric acid, benzeneboronic acids, alkane boronic acids, diphenyl borinic acids, and dialkyl borinic acids in which the esters are derived from alcohols having from 1 to 12 carbon atoms; water unstable biborates of 1,2- and 1,3-glycols; and water unstable boric anhydrides of 1,2- and 1,3-glycols.
  • a material selected from the group consisting of water unstable esters of boric acid, benzeneboronic acids, alkane boronic acids, diphenyl borinic acids, and dialkyl borinic acids in which the esters are derived from alcohols having from 1 to 12 carbon atoms; water unstable biborates of 1,2- and 1,3-glycols; and water unstable boric anhydrides of 1,2- and
  • the present additives are efi'icient anti-icing agents principally for two reasons: (1) the present materials are soluble in the jet fuel, and (2) they all undergo hydrolysis readily. The water in the fuel hydrolyzes the anti-icing agent and thus is not available to cause ice formation in the fuel.
  • the additive to be operable must be a water unstable compound selected from the group disclosed in the foregoing broadly stated paragraph.
  • Tri-(hexylene glycol) biborate Di-(hexylene glycol) boric anhydride
  • Tri-(glyceryl monooleate) biborate Tri-Z-ethylhexyl borate Triethyl borate Tri-n-propyl borate 2,960,819 Patented Nov.
  • the present additive is extremely simple to use. All that is required is thorough admixture with the jet engine fuel. The need for any special processing or equipment is eliminated, and further our anti-icing agent being used in such small amounts is extremely economical.
  • the method of preventing icing in kerosene jet engine fuel which consists essentially of adding to said kerosene fuel from about 0.01% to about 1.0% by weight of an anti-icing additive selected from the class consisting of water unstable esters of boric acid, benzeneboronie acids, alkane boronic acids, diphenyl borinic acids and dialkyl borinic acids in which the esters are derived from alcohols having from 1 to 12 carbon atoms; water unstable biborates of 1,2- and 1,3-glycols; and water unstable boric anhydrides of 1,2- and 1,3-glycols.
  • an anti-icing additive selected from the class consisting of water unstable esters of boric acid, benzeneboronie acids, alkane boronic acids, diphenyl borinic acids and dialkyl borinic acids in which the esters are derived from alcohols having from 1 to 12 carbon atoms; water unstable biborates of 1,2- and 1,3-g
  • said anti-icing additive is tri(hexylene glycol)biborate.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)

Description

MEANS FOR PREVENTING ICING IN JET FUELS Howard Steinberg, Fullerton, Don L. Hunter, Long Beach, and Ernest H. Goda, Santa Ana, Califi, assignors to United States Borax & Chemical Corporation, Los Angeles, Calif., a corporation of Nevada No Drawing. Filed Feb. 12, 1959, Ser. No. 792,718
6 Claims. (Cl. 60-354) This invention relates as indicated to means for preventing icing in jet engine fuels and has particular reference to the use of certain organo-boron compounds.
The fuel used in present day jet engines comprises a crude kerosene product known to those skilled in the art as 3P4. This material while satisfactory as a fuel, allows for a certain degree of water solubility. As much as 100 parts per million of water can dissolve in this fuel. During cold weather or at high altitudes the water in the fuel crystallizes and the subsequent ice formation clogs the fuel line and causes engine failure.
It is therefore the principal object of this invention to provide a means which prevents jet engine fuel from icing.
Other objects will appear as the description proceeds.
To the accomplishment of the foregoing and related ends the invention then comprises the features hereinafter fully described and pointed out in the claims, the following description setting forth in detail certain illustrative embodiments of the invention, these being indicative, however, of but a few ways in which the principle of the invention may be employed.
Broadly stated, the present invention comprises as a new composition jet engine fuel and an anti-icing additive, said additive comprising from about 0.01% to about 1.0% by weight of a material selected from the group consisting of water unstable esters of boric acid, benzeneboronic acids, alkane boronic acids, diphenyl borinic acids, and dialkyl borinic acids in which the esters are derived from alcohols having from 1 to 12 carbon atoms; water unstable biborates of 1,2- and 1,3-glycols; and water unstable boric anhydrides of 1,2- and 1,3-glycols.
It is important to note here that all of the materials enumerated in the foregoing broadly stated paragraph are water unstable. In other words, the material to be applicable as an anti-icing additive in the present invention must be readily hydrolyzable.
It is our theory that the present additives are efi'icient anti-icing agents principally for two reasons: (1) the present materials are soluble in the jet fuel, and (2) they all undergo hydrolysis readily. The water in the fuel hydrolyzes the anti-icing agent and thus is not available to cause ice formation in the fuel. However, whether our theory is correct or not, the fact remains that the additive to be operable must be a water unstable compound selected from the group disclosed in the foregoing broadly stated paragraph.
The following list is illustrative of the anti-icing additives applicable to the present invention:
Tri-(hexylene glycol) biborate Di-(hexylene glycol) boric anhydride Di-(glyceryl monooleate) boric anhydride Tri-(glyceryl monooleate) biborate Tri-Z-ethylhexyl borate Triethyl borate Tri-n-propyl borate 2,960,819 Patented Nov. 22, 1960 Tridodecyl borate Diisopropyl benzeneboronate Dioctyl benzeneboronate Diethyl butaneboronate Dibutyl n-decaneboronate Isopropyl diphenylborinate n-Hexyl diphenylborinate Amyl dioctylborinate Nonyl dipropylborinate While the foregoing enumerated compounds comprise only a representative list of the materials applicable to the present invention, it will be understood that any compound which is a water unstable ester of boric acid, benzeneboronic acids, alkane boronic acids, diphenyl borinic acids and dialkyl borinic acids in which the esters are derived from alcohols having from 1 to 12 carbon atoms; water unstable biborates of 1,2- and 1,3-glycols; and water unstable boric anhydrides of 1,2- and 1,3-glycols is equally usable in the present invention as an antiicing additive.
We have found that the addition of from about 0.01% to about 1.0% by weight of the above-mentioned additives based on the weight of the jet fuel will prevent icing of the fuel down to the freezing temperature of the fuel itself.
The present additive is extremely simple to use. All that is required is thorough admixture with the jet engine fuel. The need for any special processing or equipment is eliminated, and further our anti-icing agent being used in such small amounts is extremely economical.
Thus for example 0.1% by weight of triethyl borate when admixed with jet engine fuel will prevent ice-formation in the fuel to a temperature of 60 C.
Other modes of applying the principle of the invention may be employed provided the features stated in any of the following claims or the equivalent of such be employed.
We, therefore, particularly point out and claim as our invention:
1. The method of preventing icing in kerosene jet engine fuel which consists essentially of adding to said kerosene fuel from about 0.01% to about 1.0% by weight of an anti-icing additive selected from the class consisting of water unstable esters of boric acid, benzeneboronie acids, alkane boronic acids, diphenyl borinic acids and dialkyl borinic acids in which the esters are derived from alcohols having from 1 to 12 carbon atoms; water unstable biborates of 1,2- and 1,3-glycols; and water unstable boric anhydrides of 1,2- and 1,3-glycols.
2. The method of claim 1 wherein said anti-icing additive is tri(hexylene glycol)biborate.
3. The method of claim 1 wherein said anti-icing additive is di(hexylene glycol) boric anhydride.
4. The method of claim 1 wherein said anti-icing additive is tri-2-ethylhexy1 borate.
5. The method of claim 1 wherein said anti-icing additive is triethyl borate.
6. The method of claim 1 wherein said anti-icing additive is diisopropyl benzeneboronate.
References Cited in the file of this patent UNITED STATES PATENTS 2,151,432 Lyons et al Mar. 21, 1939 2,720,448 Arimoto Oct. 11, 1955 2,720,449 Arimoto Oct. 11, 1955 2,741,548 Darling et al Apr. 10, 1956 2,767,069 Fay et al. Oct. 16, 1956 2,875,236 Levens et al Feb. 24, 1959
US792718A 1959-02-12 1959-02-12 Means for preventing icing in jet fuels Expired - Lifetime US2960819A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3118745A (en) * 1961-01-18 1964-01-21 Texaco Inc Anti-stalling motor fuel
US3347646A (en) * 1967-01-16 1967-10-17 Standard Oil Co Preservation of kerosine during distribution and storage
US4303445A (en) * 1980-07-18 1981-12-01 Exxon Research & Engineering Co. Ink jet printing formulations

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2151432A (en) * 1937-07-03 1939-03-21 Leo Corp Method of operating internal combustion engines
US2720448A (en) * 1952-10-27 1955-10-11 Du Pont Motor fuels
US2720449A (en) * 1952-10-27 1955-10-11 Du Pont Motor fuels
US2741548A (en) * 1954-10-15 1956-04-10 Standard Oil Co Leaded motor fuel containing boron compounds
US2767069A (en) * 1954-09-16 1956-10-16 Standard Oil Co Anhydrides of heterocyclic boron compounds
US2875236A (en) * 1956-01-11 1959-02-24 American Potash & Chem Corp Tris (diisobutylcarbinyl) borate

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2151432A (en) * 1937-07-03 1939-03-21 Leo Corp Method of operating internal combustion engines
US2720448A (en) * 1952-10-27 1955-10-11 Du Pont Motor fuels
US2720449A (en) * 1952-10-27 1955-10-11 Du Pont Motor fuels
US2767069A (en) * 1954-09-16 1956-10-16 Standard Oil Co Anhydrides of heterocyclic boron compounds
US2741548A (en) * 1954-10-15 1956-04-10 Standard Oil Co Leaded motor fuel containing boron compounds
US2875236A (en) * 1956-01-11 1959-02-24 American Potash & Chem Corp Tris (diisobutylcarbinyl) borate

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3118745A (en) * 1961-01-18 1964-01-21 Texaco Inc Anti-stalling motor fuel
US3347646A (en) * 1967-01-16 1967-10-17 Standard Oil Co Preservation of kerosine during distribution and storage
US4303445A (en) * 1980-07-18 1981-12-01 Exxon Research & Engineering Co. Ink jet printing formulations

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