EP0532556B1 - Deodorantzusammenseztung - Google Patents

Deodorantzusammenseztung Download PDF

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Publication number
EP0532556B1
EP0532556B1 EP91910065A EP91910065A EP0532556B1 EP 0532556 B1 EP0532556 B1 EP 0532556B1 EP 91910065 A EP91910065 A EP 91910065A EP 91910065 A EP91910065 A EP 91910065A EP 0532556 B1 EP0532556 B1 EP 0532556B1
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EP
European Patent Office
Prior art keywords
fuel
ester
oil
perfume oil
mentioned ester
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Expired - Lifetime
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EP91910065A
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English (en)
French (fr)
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EP0532556A1 (de
Inventor
Richard Joseph Hart
Peter Hirsch
Andreas Hein
Wolfgang Wilhelm Josef Gschwendtner
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ExxonMobil Chemical Patents Inc
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Exxon Chemical Ltd
Exxon Chemical Patents Inc
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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/16—Hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/16—Hydrocarbons
    • C10L1/1616—Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/1802—Organic compounds containing oxygen natural products, e.g. waxes, extracts, fatty oils
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/185—Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1852—Ethers; Acetals; Ketals; Orthoesters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/185—Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1857—Aldehydes; Ketones
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/189—Carboxylic acids; metal salts thereof having at least one carboxyl group bound to an aromatic carbon atom
    • C10L1/1895—Carboxylic acids; metal salts thereof having at least one carboxyl group bound to an aromatic carbon atom polycarboxylic acid
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/197—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid
    • C10L1/1973—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid mono-carboxylic
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/234—Macromolecular compounds
    • C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/234—Macromolecular compounds
    • C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
    • C10L1/2443—Organic compounds containing sulfur, selenium and/or tellurium heterocyclic compounds
    • C10L1/2456—Organic compounds containing sulfur, selenium and/or tellurium heterocyclic compounds sulfur with oxygen and/or nitrogen in the ring, e.g. thiazoles
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS 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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/30—Organic compounds compounds not mentioned before (complexes)
    • C10L1/305—Organic compounds compounds not mentioned before (complexes) organo-metallic compounds (containing a metal to carbon bond)
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B3/00—Engines characterised by air compression and subsequent fuel addition
    • F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition

Definitions

  • This invention relates to the use of reodorants in liquid petroleum fuels, for example middle distillate fuels such as heating oils.
  • Middle distillates are fuels obtained in the refining of crude oil as the fraction between the lighter kerosene and jet fuels fraction and the heavy fuel oil fraction. They are typically used as diesel fuel and heating oil.
  • a problem with a middle distillate fuel is its odour which, depending on the source of the oil, may range from acceptable to totally unacceptable to those in the vicinity of the oil such as the user. There is therefore-a need to provide ways of reducing or neutralising the odour of such oils.
  • esters are known to incorporate esters into fuel oils.
  • US-A-4 353 710 describes adding ester fuel extenders to hydrocarbon fuels heavier than gasoline.
  • GB-A-2 115 004 describes an additive composition for hydrocarbon fuels comprising a mixture that includes an aliphatic C1 ⁇ 6 ester, the additive being for improving fuel efficiency and providing cleaner burning.
  • the invention is concerned with use of reodorant additives for oils such as the above, the additives being or including esters in combination with perfume oils and being, if desired, used without disadvantageous effect in combination with components commonly used as additives to heating oils such as combustion improvers and metal deactivators.
  • the invention provides, in a first aspect, the use in a middle distillate fuel of an additive comprising a first-mentioned ester that is soluble in the fuel, the ester having up to 25 carbon atoms and being of a carboxylic acid and an alcohol, in admixture with a perfume oil being a reodorant for the fuel, the perfume oil comprising one or more aldehydes, ketones, alcohols and esters wherein any ester in the perfume oil is different from the first-mentioned ester wherein the additive masks or reduces the odour of the fuel, the total concentration of first-mentioned ester and perfume oil together in the fuel being up to 500 p.p.m. (weight:weight).
  • the concentration of ester and perfume oil together in the fuel required to produce a particular reodorant effect may be much less than the concentration of either ester or perfume oil alone in the fuel required to produce a similar reodorant effect, i.e. the ester and perfume oil may act synergistically.
  • this invention provides a fuel comprising in admixture a major proportion of a middle distillate fuel and a minor proportion of a reodorant additive comprising a first-mentioned ester that is soluble in the fuel and having up to 25 carbon atoms and being of a carboxylic acid and an alcohol, in admixture with a perfume oil comprising one or more aldehydes, ketones, alcohols and esters wherein any ester in the perfume oil is different from the first-mentioned ester, the total concentration of first-mentioned ester and perfume oil together in the fuel being up to 500 p.p.m. (weight:weight).
  • the first-mentioned ester in this invention has, as stated above, up to 25 carbon atoms. Preferably it has up to 20 carbon atoms such as 4 to 14, in particular, 6 to 12 carbon atoms.
  • the carboxylic acid which preferably has from 1 to 4 carbon atoms, may for example be a saturated aliphatic monocarboxylic acid.
  • the alcohol which preferably has from 3 or 4 to 10 carbon atoms, may for example be a saturated aliphatic monohydric alcohol.
  • Preferred esters are C4 ⁇ 10 alkyl esters of acetic acid.
  • Single esters or mixtures thereof may be used such as n-heptyl acetate or an equimolecular mixture of n-hexyl acetate and n-octylacetate.
  • the esters which may be known in the art, may for example be made by reacting a carboxylic acid with the appropriate alcohol.
  • perfume oil in this specification is any substance, other than the first-mentioned ester, having an odour that is capable, when used alone, of masking an odour of a liquid petroleum fuel to be treated.
  • the perfume oil does not necessarily impart a sweet or pleasant odour to the fuel.
  • such an oil may comprise one or more of aldehydes, ketones, esters and alcohols. It may, for example be a blend including all of the above and may contain other constituents such as organo-nitrogen compounds, lactones, ethers (including acetals and ketals), hydrocarbons, and other organic materials.
  • Perfume oils may for example be proprietary blends. Examples of perfume oils are proprietary blends produced by Bush, Boake and Allen and other proprietary fumes.
  • the fuel may be any liquid petroleum product between LPG and heavy fuel oil, for example boiling in the range of 100°C to 500°C (e.g. 150°C to 400°C). It is preferably a diesel oil or a heating oil, a diesel oil being a middle distillate fuel such as according to an ASTM Specification and a heating oil being a middle distillate fuel for use in space heating, for example according to ASTM Specification D-396-80. It may, if desired, include other components such as a combustion improver or a metal deactivator or both, examples of which are known in the art. Further, a flow improver such as known in the art may also be included.
  • a combustion improver is a compound such as an organometallic compound which, in use of a heating oil, supports combustion of a heating oil droplet by releasing chemically active metal at the flame temperature. In this way, a catalytic surface is provided to still unburnt hydrocarbons resulting in higher conversion of generated soot.
  • An example of such combustion improvers are organometallic sandwich compounds such as dicyclopentadienyliron, commonly known as ferrocene, wherein each of the cyclopentadiene rings may be unsubstituted or may be independently substituted with one or more alkyl, cycloalkyl, aryl or heterocyclic groups.
  • a metal deactivator is a component for deactivating metals which would otherwise cause the oil to deteriorate over a period of storage. Such deterioration, which is of unstable materials such as unsaturated hydrocarbons in the oil, may result in sediments and gums being formed which, in use of the oil in a heating installation, affect overall performance by blocking fuel filters and, when deposited in the burner nozzle, by disturbing the fuel spray pattern. A cause of such deterioration is the presence of copper arising from its use as a construction material in heating installations; such copper catalyses the deterioration processes.
  • An example of a metal deactivator is a compound containing secondary amine functionality, allowing circulation of metal ions, and sufficiently large hydrophobic side chain(s) to provide solubility in the fuel.
  • a specific example is Mannich condensation product in the form of an alkylated phenol having a secondary amine side chain.
  • Examples of flow improvers known in the art are ethylene/vinyl ester copolymers, fumarate/vinyl ester copolymers, phthalic acid derivatives, ethylene propionates and terpolymers including ethylene and vinyl esters.
  • the fuel may include further components.
  • dispersants and detergents such as a polyisobutylene succinic anhydride polyamine blend known in the art, and macrocyclic compounds such as described in US-A-4,637,886 and US-A-4,880,923 which are incorporated herein by reference.
  • the ester and perfume oil may be provided in the fuel by addition thereto of a concentrate comprising, in admixture in solution in a solvent therefor, a first-mentioned ester that is soluble in the fuel and having up to 25 carbon atoms and being of a carboxylic acid and an alcohol, in admixture with a perfume oil comprising one or more aldehydes, ketones, alcohols and esters wherein any ester in the perfume oil is different from the first-mentioned ester.
  • the solvent must be compatible with the fuel; examples are aromatic solvents such as those with an average C number of 9.
  • the concentrate may include other components, for example a combustion improver, a metal deactivator, a flow improver, or a dispersant/detergent such as described above.
  • a combustion improver for example a combustion improver, a metal deactivator, a flow improver, or a dispersant/detergent such as described above.
  • the composition of the concentrate may fall within the following ranges where the percentages are weight/weight: ester (1-25%), perfume oil (0.5-25%), combustion improver (1-50%), metal deactivator (2-25%), and solvent (25-80%).
  • the relative proportions of ester and perfume oil may be significant.
  • the ratio of additive and oil (weight of additive:weight of oil) may be in the range of 1:20 to 20:1, e.g. 5:1 to 20:1.
  • the total concentration of ester and perfume oil together may, for example, be 5 ppm to 200 ppm, for example 25 ppm to 200 ppm (weight:weight).
  • the above-prepared concentrate (11) was added to a heating oil (2000 1) having an unpleasant odour and thoroughly admixed therewith by shaking to give 500 ppm of the concentrate in the oil, i.e. 48 ppm of ester and 6 ppm of perfume oil.
  • Samples of the above-treated heating oil were placed in containers and rated for odour by six people independently on each of five successive days at the same time each day, the containers being kept closed between ratings.
  • the average rating was between 2 and 3, showing that the concentrate had completely masked the original unpleasant odour of the heating oil.
  • Example 1 The procedure of Example 1 was repeated with the exception that the perfume oil was a proprietary oil designated as BBA 11597 (ex Bush Boake and Allen) and the heating oil contained, after treatment, 30 ppm of the ester and 6 ppm of the perfume oil.
  • BBA 11597 Ex Bush Boake and Allen
  • Example 2 The procedure of Example 2 was repeated with the exception that the perfume oil was a proprietary oil designated as BBA 11622 (ex Bush Boake and Allen).
  • Example 2 The procedure of Example 2 was repeated with the exception that the perfume oil was a proprietary oil designated as BBA 11621 (ex Bush Boake and Allen).

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Fats And Perfumes (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Cosmetics (AREA)
  • Non-Portable Lighting Devices Or Systems Thereof (AREA)
  • Saccharide Compounds (AREA)

Claims (18)

  1. Die Verwendung eines Additivs in einem Mitteldestillatbrennstoff, bei der das Additiv einen zuerst-genannten Ester, der in dem Brennstoff löslich ist, bis zu 25 Kohlenstoffatome aufweist und aus einer Carbonsäure und einem Alkohol hergestellt ist, im Gemisch mit einem Parfümöl umfaßt, das ein Reodorant für den Brennstoff ist und ein oder mehrere Aldehyde, Ketone, Alkohole und Ester umfaßt, wobei jeder Ester in dem Parfümöl von dem zuerst-genannten Ester verschieden ist, und das Additiv den Geruch des Brennstoffs maskiert oder verringert, wobei die Gesamtkonzentration des zuerstgenannten Esters und des Parfümöls in dem Brennstoff zusammen bis zu 500 ppm (Gewicht:Gewicht) beträgt.
  2. Verwendung nach Anspruch 1, bei der der zuerst-genannte Ester 4 bis 14 Kohlenstoffatome aufweist.
  3. Verwendung nach einem der vorhergehenden Ansprüche, bei der die Carbonsäure 1 bis 4 Kohlenstoffatome aufweist.
  4. Verwendung nach einem der vorhergehenden Ansprüche, bei der der Alkohol 3 bis 10 Kohlenstoffatome aufweist.
  5. Verwendung nach einem der vorhergehenden Ansprüche, bei der die Säure eine gesättigte aliphatische Monocarbonsäure ist.
  6. Verwendung nach einem der vorhergehenden Ansprüche, bei der der Alkohol des zuerst-genannten Esters ein gesättigter aliphatischer einwertiger Alkohol ist.
  7. Verwendung nach einem der vorhergehenden Ansprüche, bei der der zuerst-genannte Ester ein Alkylester der Essigsäure ist.
  8. Verwendung nach einem der vorhergehenden Ansprüche, bei der der Brennstoff ein Heizöl ist.
  9. Verwendung nach einem der vorhergehenden Ansprüche, bei der das Verhältnis von zuerst-genanntem Ester zu Parfümöl im Bereich von 5:1 bis 20:1 (Gewicht:Gewicht) liegt.
  10. Verwendung nach einem der vorhergehenden Ansprüche, bei der die Konzentration des zuerst-genannten Esters und des Parfümöls in dem Brennstoff zusammen im Bereich von 5 ppm bis 200 ppm (Gewicht:Gewicht) liegt.
  11. Brennstoffzusammensetzung, die im Gemisch einen größeren Anteil Mitteldestillatbrennstoff und einen kleineren Anteil Reodorantadditiv umfaßt, wobei das Additiv einen zuerstgenannten Ester, der in dem Brennstoff löslich ist, bis zu 25 Kohlenstoffatome aufweist und aus einer Carbonsäure und einem Alkohol hergestellt ist, im Gemisch mit einem Parfümöl umfaßt, das ein oder mehrere Aldehyde, Ketone, Alkohole und Ester umfaßt, wobei jeder Ester in dem Parfümöl von dem zuerst-genannten Ester verschieden ist und die Gesamtkonzentration des zuerst-genannten Esters und des Parfümöls in dem Brennstoff zusammen bis zu 500 ppm (Gewicht: Gewicht) beträgt.
  12. Zusammensetzung nach Anspruch 11, bei der der Brennstoff ein Heizöl ist.
  13. Zusammensetzung nach Anspruch 11 oder 12, bei der der zuerst-genannte Ester 4 bis 14 Kohlenstoffatome aufweist.
  14. Zusammensetzung nach einem der Ansprüche 11 bis 13, bei der die Carbonsäure 1 bis 4 Kohlenstoffatome aufweist.
  15. Zusammensetzung nach einem der Ansprüche 11 bis 14, bei der der Alkohol des zuerst-genannten Esters 3 bis 10 Kohlenstoffatome aufweist.
  16. Zusammensetzung nach einem der Anpsrüche 11 bis 15, bei der die Säure eine gesättigte aliphatische Monocarbonsäure ist.
  17. Zusammensetzung nach einem der Ansprüche 11 bis 16, bei der der Alkohol des zuerst-genannten Esters ein gesättigter aliphatischer einwertiger Alkohol ist.
  18. Zusammensetzung nach einem der Ansprüche 11 bis 17, bei der der zuerst-genannte Ester ein Alkylester der Essigsäure ist.
EP91910065A 1990-05-29 1991-05-29 Deodorantzusammenseztung Expired - Lifetime EP0532556B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB909011909A GB9011909D0 (en) 1990-05-29 1990-05-29 Reodorant composition
GB9011909 1990-05-29
PCT/EP1991/000988 WO1991018961A1 (en) 1990-05-29 1991-05-29 Reodorant composition

Publications (2)

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EP0532556A1 EP0532556A1 (de) 1993-03-24
EP0532556B1 true EP0532556B1 (de) 1994-08-03

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EP91910065A Expired - Lifetime EP0532556B1 (de) 1990-05-29 1991-05-29 Deodorantzusammenseztung

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JP (1) JP2892500B2 (de)
KR (1) KR0170756B1 (de)
AT (1) ATE109499T1 (de)
CA (1) CA2085097C (de)
DE (1) DE69103269T2 (de)
ES (1) ES2070498T3 (de)
FI (1) FI925408A0 (de)
GB (1) GB9011909D0 (de)
WO (1) WO1991018961A1 (de)

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US5355718A (en) * 1992-12-09 1994-10-18 International Flavors & Fragrances Inc. Aroma emission analysis system
FR2869621B1 (fr) * 2004-04-30 2008-10-17 Total France Sa Utilisation d'additifs pour ameliorer l'odeur de compositions d'hydrocarbures et compositions d'hydrocarbures comprenant de tels additifs

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE73668C (de) * C. moormann, Königlicher Kreis-Bauinspektor, in Geestemünde Sicherheitsventil für Dampfkessel

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DE1073668B (de) * 1960-01-21 Lichtner Mann heim Ernst Handelsübliches gereinigtes Leuchtpetrolcum fur Leucht und Heizwecke
DE78643C (de) * A. J. TEMPERE, Paris, 168 rue Saint Antotne Verfahren zur Beseitigung des Geruches von Petroleum bezw. anderen Kohlenwasserstoffen
FR550647A (fr) * 1922-04-26 1923-03-14 Combustible hydrocarboné et procédé de préparation de celui-ci
US3151956A (en) * 1961-02-16 1964-10-06 Exxon Research Engineering Co Middle distillate masking agent
FR1348512A (de) * 1964-03-12 1964-04-10
US4021488A (en) * 1976-08-11 1977-05-03 International Flavors & Fragrances Inc. 1-Acetyl-3,3-dimethyl-(2-propenyl)cyclohexane
US4128729A (en) * 1977-03-23 1978-12-05 International Flavors & Fragrances Inc. Bicyclo[2.2.2]-octene derivatives and mixtures thereof
SU683792A1 (ru) * 1977-08-03 1979-09-05 Харьковский научно-исследовательский институт гигиены труда и профзаболеваний Способ нейтрализации выхлопных газов двигателей внутреннего сгорани
JPS6042493A (ja) * 1983-08-18 1985-03-06 Honda Motor Co Ltd 二サイクルエンジン油組成物

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DE73668C (de) * C. moormann, Königlicher Kreis-Bauinspektor, in Geestemünde Sicherheitsventil für Dampfkessel

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FI925408A (fi) 1992-11-27
CA2085097A1 (en) 1991-11-30
EP0532556A1 (de) 1993-03-24
DE69103269D1 (de) 1994-09-08
DE69103269T2 (de) 1994-11-24
GB9011909D0 (en) 1990-07-18
FI925408A0 (fi) 1992-11-27
ATE109499T1 (de) 1994-08-15
CA2085097C (en) 2003-04-08
JPH05507746A (ja) 1993-11-04
KR0170756B1 (ko) 1999-03-20
JP2892500B2 (ja) 1999-05-17
WO1991018961A1 (en) 1991-12-12
KR930701571A (ko) 1993-06-12
ES2070498T3 (es) 1995-06-01

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