EP1884555A2 - Masking mineral oil smell and scenting of mineral oils - Google Patents
Masking mineral oil smell and scenting of mineral oils Download PDFInfo
- Publication number
- EP1884555A2 EP1884555A2 EP07113304A EP07113304A EP1884555A2 EP 1884555 A2 EP1884555 A2 EP 1884555A2 EP 07113304 A EP07113304 A EP 07113304A EP 07113304 A EP07113304 A EP 07113304A EP 1884555 A2 EP1884555 A2 EP 1884555A2
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- EP
- European Patent Office
- Prior art keywords
- methyl
- dimethyl
- trimethyl
- mineral oil
- group
- 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.)
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
- C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
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- 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
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/04—Well-defined cycloaliphatic compounds
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- C10M2203/06—Well-defined aromatic compounds
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
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- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/044—Cyclic ethers having four or more ring atoms, e.g. furans, dioxolanes
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/08—Aldehydes; Ketones
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix 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
- C10M2207/128—Carboxylix 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 containing hydroxy groups; Ethers thereof
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- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/284—Esters of aromatic monocarboxylic acids
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
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- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/16—Nitriles
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/221—Six-membered rings containing nitrogen and carbon only
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/34—Fragrance or deodorizing properties
Definitions
- the invention relates to the field of masking mineral oil odor and the scenting of mineral oils.
- the invention relates to a selection of particularly suitable fragrances for masking a mineral oil odor and the scenting of mineral oils.
- the invention relates to additives and corresponding scented mineral oils themselves, in particular fuels and heating or lubricating oils.
- mineral oils are the so-called middle distillates which have a boiling range of from 180 to 360 ° C. under normal pressure (1013 mbar), in particular fuel oil EL according to DIN 51603 and diesel fuel according to DIN EN 590, fuel oil according to DIN 51601 part 1.
- mineral oil fraction Boiling range (at 1013 mbar) use LPG below 30 ° C Heating gas for industry and household petroleum ether 40 - 70 ° C Petrol, solvent benzine 60 - 100 ° C Production of benzene, production of gases by cracking, solvents means petrol 70 - 150 ° C Carburetor fuel (gasoline) solvent naphtha 120 - 180 ° C Fuel for jet aircraft, solvent Kerosene (petroleum) 150-280 ° C Jet fuel petrol solvent, light fuel oil gas oil 200 - 360 ° C Diesel fuel, heating oil Residue over 360 ° C By vacuum distillation: Production of motor oil, heavy fuel oil Rest: bitumen ("tar”)
- Mineral oil odor is understood to mean the odor which emanates from higher-boiling, unperfumed mineral-oil fractions such as fuel oil, diesel, gasoline, aviation gasoline, lubricating oil for engines or chains or cutting oil.
- This smell of mineral oil fractions (mineral oil odor), which is perceived as unpleasant by humans, is also referred to below as a bad smell or malodor.
- the masking, reducing or covering the mineral oil malodors has been found to be particularly difficult if the mineral oil is a heating oil, in particular a heating oil EL according to DIN 51603, a heating oil according to DIN 51601 part 1 and a diesel fuel according to DIN EN 590, so a share of at least 90% by weight and in particular of 95-99.9% by weight, based on the total mineral oil, of a heating oil EL according to DIN 51603, a heating oil according to DIN 51601 part 1 and / or a diesel fuel according to DIN EN 590.
- Scenting or perfuming is understood to mean the imparting of an odor impression, here of mineral oils, i. an additional odor effect over the total or partial coverage of the odor of mineral oil fractions; the fragrance goes beyond mere masking.
- a perfume is in the broader sense any substance that evokes an odor impression or changes the smell perception of another substance.
- a fragrance is a substance that causes an odor impression (in humans).
- a fragrance mixture according to the invention is a mixture containing two or more fragrances in the narrower or broader sense.
- Additives are additives, active ingredients or mixtures of active ingredients which enhance desired properties in fuels, fuels and lubricants, suppress undesirable properties or exert new effects.
- the engine intake system can be kept clean and deposits in the engine can be prevented, or the resistance to aging can be extended in lubricating oils.
- Lowering pollutant emissions in the exhaust and preventing corrosion of metal parts in the fuel system are other desirable effects of additives.
- Essential mineral oils according to the invention essentially contain no substances with a boiling point of less than 120 ° C. at 1013 mbar. Preference is given to mineral oils in which at least 90% by weight, particularly preferably at least 95% by weight, of the compounds contained therein have a boiling point in the range from 180 ° to 380 ° C. at 1013 mbar. Particularly preferred mineral oils are heating oil and diesel, in particular as indicated above.
- Mineral oils preferred according to the invention have a water content of at most 1% by weight, preferably of at most 0.5% by weight.
- the sulfur content in mineral oils according to the invention is preferably at most 500 mg / kg, preferably at most 200 mg / kg.
- the proportion of mineral oil fractions according to the above table, in particular heavy fuel, kerosene and gas oil, to a mineral oil according to the invention is at least 90 wt .-%, particularly preferably 95 to 99.9% by weight, each based on the total mineral oil.
- the fragrances or perfume mixtures should give the mineral oil fractions a pleasant odor or at least mask the malodor of the mineral oil fractions, a warning smell should not be imparted.
- the relevant in the context of the present invention mineral oil fractions are fundamentally different from the essentially odorless fuels such as methane or LPG by their characteristic odor.
- the mineral oil fractions which are relevant in the context of the present invention differ in their boiling point range or state of aggregation from the abovementioned fuels, so that the physicochemical interactions between the mineral oil fractions considered here and the fragrances or perfume mixtures incorporated therein and their release from the respective mineral oil fraction or whose masking properties are different with respect to the odor of the mineral oil fraction than with the abovementioned fuels.
- odorants ie substances which should give the fuel gas a warning smell and no pleasant smell
- the amount of odorant is 50 ppm by weight (mg / kg gas), preferably greater than or equal to 100 ppm.
- the best results in LPG were obtained with mixtures comprising tert-butylmercaptan.
- JP 59-185813 deals with the odor overlap of exhaust gases of a two-stroke engine.
- the solution shown there provides that the provided with an aromatic perfume lubricating oil is fed via a pump in the combustible fuel-air - mixture and the resulting mixture is introduced into the cylinder, wherein the provided with an aromatic perfume lubricating oil only partially burns. By remaining in the exhaust gas residual amount of perfume then the exhaust odor should be covered.
- Usual perfumes for use in cosmetic products, etc. are considered suitable, the amount of perfume used is about 1 wt .-%, based on the mass of the lubricating oil.
- CN 1 049 176 describes the scenting of fuels such as LPG (Liquefied Petroleum Gas), gasoline and diesel by adding essences such as orange oil or jasmine oil, so that sweet smelling fuels are obtained.
- the proportion of essences is in the range of 0.5 to 5 wt .-%, based on the total mass of the fuels.
- JP 53-081634 is a mixture of odorous substances described, which causes petroleum-like solvents smell very unpleasant. This should prevent abuse of the same. These additives to unpleasant-smelling substances related to smell cause the opposite of what should be effected in the context of this invention.
- EP 0 134 014 describes mineral oil compositions containing 2-70% terpenes, such as pinenes, cineole, limonene, dipentene, terpineols, menthol. Due to the high proportion of fragrances, the exhaust gases formed during the combustion of these mineral oil compositions should be given a more pleasant odor.
- DE 1 037 668 describes kerosene containing steppe grass oil.
- EP 1 591 514 describes hydrocarbon compositions containing tricyclododecanes or - dodecenes, such as cycloaddol acetate.
- US 4,451,266 describes an additive for hydrocarbon mixtures such as gasoline or diesel, which in addition to an alcohol having at most four carbon atoms, an aromatic hydrocarbon, a halogenated alkene, a hydroxy acid and a hydrocarbon fraction of a certain boiling range also 5 to 15 wt.% Of an aliphatic ester comprising has at most 6 carbon atoms.
- esters are there: methyl acetate, ethyl acetate, propyl acetate, tert-butyl acetate, methyl propionate, ethyl propionate, methyl n-butyrate, isopropyl acetate, methyl isobutyrate and mixtures thereof, with acetates, in particular propyl acetate, being preferred.
- Extenders for hydrocarbon fuels which are heavier than gasoline (eg middle distillates), are used in US 4,353,710 described. Such Extenders are characterized by the presence of a methoxy or ethoxy group, especially from the class of ethers or esters. Representative examples of such extenders are methyl acetate, methyl propionate, methyl butyrate, ethyl acetate, ethyl propionate and ethyl butyrate. Typically, there is the proportion of said extenders 1 to 30 wt .-%, preferably 5 to 25 wt .-%, in particular by 20 wt .-%, based on the weight of the middle distillate.
- the acid there comprises 1 to 4 C atoms, more preferably there are C 4 -C 10 esters of acetic acid, for example n-heptyl acetate or a 1: 1 mixture of n-hexyl acetate and n-octyl acetate.
- reodorants may also contain aldehydes, ketones, alcohols, etc.
- amyl acetate for the deodorization of hydrocarbons, especially of petroleum, is out GB 10,772 known. It is recommended that a dosage of 10 g of amyl acetate to 1 L petroleum.
- Aerosol compositions which preferably contain 20-60% by weight of a low molecular weight ketone such as acetone and 20-60% by weight of petroleum ether having a boiling range of 30-40 ° C are disclosed in US Pat GB 1 385 199 described.
- the aerosol compositions described therein preferably comprise, for the purpose of leak detection, a perfume which contains hexanoic acid allyl ester, ethylhexanoate, amyl acetate or furfurylmercaptan.
- alkanecarboxylic acid alkyl esters such as amyl acetate (n-pentyl acetate), ethyl acetate, n-butyl acetate or n-heptyl acetate have no satisfactory masking effect on mineral oil odor (see also the results summarized in Table 2) fragrances not to be used according to the invention). Also, compounds such as hexanoic acid allyl ester, benzyl acetate and ethyl vanillin did not show a sufficient masking effect.
- the stated object is achieved by a mineral oil, characterized in that the mineral oil has a proportion of 0.5 ppm to 1.2 wt .-%, based on the total mineral oil, on one or more fragrances which are selected from the group consisting of (A) number Surname 1 1,2,3,4,4a, 9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester; 7-Isopropyl-1,4a-dimethyl- 2 1,3,5-trioxane; 2,4,6-trimethyl 3 1,3-benzodioxolan-5-propanal; alpha-methyl 4 1,3-dioxane; 2,4,6-trimethyl-4-phenyl- 5 1,3-dioxolan-2-acetic acid ethyl ester; 2,4-dimethyl- 6 1,3-dioxolane 2-acetic acid ethyl ester; 2-methyl- 7 1,3-oxathiane
- the fragrances or fragrance mixtures of group (A) to be used according to the invention are preferably formulated in an additive and added to a mineral oil fraction or a mixture of several mineral oil fractions to form a mineral oil according to the invention.
- the fragrances of group (A) have a masking effect against unpleasant mineral oil odor and thus ensure a higher acceptance and nobler quality of these fragrances containing mineral oils.
- the fragrances of group (A) have a masking effect against unpleasant mineral oil odor, in particular against the malodor of diesel and heating oil.
- An additive contained in the mineral oil according to the invention in particular heating oil, diesel or gasoline, or usable for producing a mineral oil according to the invention preferably comprises, in addition to one or more fragrances of group (A) at least one, preferably 2, 3, 4, 5, 6, 7 or all the following ingredients: flow improver (WASA), lubricity improvers, antioxidants, ignition accelerators, anti-smoke, metal deactivators (chelating agents), stabilizers, detergents.
- WASA flow improver
- lubricity improvers lubricity improvers
- antioxidants antioxidants
- ignition accelerators antioxidants
- anti-smoke anti-smoke
- metal deactivators chelating agents
- stabilizers detergents.
- Solvents of the group L2 are e.g. under the name Shellsol D60 or Shellsol D100 (defined mixtures of n- and iso-paraffins in the range of 9 to 14 C-atoms) or Shellsol T (mixture of iso-paraffins) commercially available.
- the concentration of fragrances of group (A) is preferably 1 to 1000 ppm in total, preferably 10 to 500 ppm and more preferably 30 to 300 ppm in heating oil, diesel and gasoline and 0.01 to 2% by weight, preferably 0.1 - 2 wt .-% and particularly preferably 0.2 - 2 wt .-% of lubricating oils.
- mineral oils and additives having a number of at most 100 fragrances which furthermore preferably comprise at most 80 fragrances of group (A) to be used according to the invention or consist of fragrances of group (A).
- Preferred mineral oils and additives comprise at most 60 fragrances, which further preferably at most 50 according to the invention odiferous substances of group (A) to be used or consist of odoriferous substances of group (A).
- Particularly preferred mineral oils and additives comprise at most 30 fragrances which furthermore preferably comprise 3 to 30 fragrances of group (A) to be used according to the invention or consist of fragrances of group (A).
- the fragrances of the following group (B) are particularly suitable for reducing, masking or suppressing the malodor of a mineral oil: number Surname 2 1,3,5-trioxane; 2,4,6-trimethyl 154 1,6-octadiene-3-ol; 3,7-dimethyl 9 1-Butanolacetat; 3-methyl 16 2 (3H) -furanone; 4-hydroxy-2,5-dimethyl- 152 2 (3H) -furanone; 5-butyl-tetrahydro- 19 2 (3H) -furanone; Dihydro-5-pentyl- 23 2,6-octadiene-1-ol; 3,7-dimethyl- (2E) 27 2,6-octadienal; 3,7-dimethyl- (2E) 150 2,6-octadienenitrile; 3,7-dimethyl- (2E) 149 2,6-octadienenitrile; 3,7-
- fragrances group (B) have the strongest effect of reducing, masking or suppressing the mineral oil malodor. They are therefore preferred in used mineral oils of the invention, especially in diesel and fuel oil. Particularly preferably, a corresponding mineral oil contains two, three, four, five or more, preferably not more than 25, fragrances of group (B).
- a mineral oil according to the invention which contains one or more fragrances of the group (A) of the fragrances of group (A): number Surname 4 1,3-dioxane; 2,4,6-trimethyl-4-phenyl- 5 1,3-dioxolan-2-acetic acid ethyl ester; 2,4-dimethyl- 7 1,3-oxathiane; 2-methyl-4-propyl- (Z) 13 1-nonyne; 1,1-dimethoxy- 14 1-octanol 18 2 (3H) -furanone; 5-hexyl-dihydro- 20 2,2-dimethylpropanal; 3- (4-ethylphenyl) - 21 2,4-decadienal (2E, 4E) 22 2,6-nonadienal (2E, 6Z) 26 2,6-octadiene-1-olformiat; 3,7-dimethyl- (2E) 29 2-butene-1-ol acetate; 3-methyl 31
- fragrances of the group (C) in addition to a good Malodorreduktionswert (more below) also have a strong and pleasant odor, which can contribute to improving the acceptance of a mineral oil according to the invention. Accordingly, preferred is a corresponding mineral oil containing two, three, four, five or more, preferably not more than 25, fragrances of group (C).
- a mineral oil according to the invention contains at least one, preferably two, three, four, five or more, and further preferably up to 25 fragrances of group (B) and at least one, preferably two, three, four, five or more and further preferably up to 25 fragrances of the group (C).
- a mineral oil which in addition to the one or more fragrances of group (B) and / or (C) additionally contains one or more of the fragrances of the following group (D): number Surname 1 1,2,3,4,4a, 9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester; 7-Isopropyl-1,4a-dimethyl- 3 1,3-benzodioxolan-5-propanal; alpha-methyl 6 1,3-dioxolan-2-acetic acid ethyl ester; 2-methyl- 8th 10-undecenal 10 1-decanol 11 1H-4,7-methanoinden-5-olpropionat; 3a, 4,5,6,7,7a-hexahydro- 12 1-hexanol; 3,5,5-trimethyl 15 1-octen-3-ol acetate 17 2 (3H) -furanone; 5-heptyl-dihydro- 24 2,6-
- the proportion of the total mass of fragrances of group (A) in additives of the invention from 0.5 to 80 wt .-%, preferably 2 to 50 wt .-%, preferably 3 to 30 wt .-%, each based on the total weight of the additive.
- the number of the fragrances of the group (A), particularly the group (B), (C) and / or (D), in a mineral oil or additive of the invention is from 2 to 50, more preferably a number Fragrances of 3 to 30 to be used according to the invention, in each case based on the total mixture of the fragrances of group (A) in the mineral oil or additive.
- fragrances of group (A), in particular of groups (B), (C) and / or (D) may additionally be present.
- the total number of fragrances in a mineral oil according to the invention should not be more than 100.
- fragrances in mineral oils according to the invention requires particularly effective fragrances and fragrance mixtures, therefore these should preferably be composed of a not too large number of particularly effective fragrances.
- the possibility of discoloring an additive poses a difficulty. These discolorations can be triggered, for example, by an excessive concentration of vanillin, ethyl vanillin, maltol and / or ethyl maltol in the perfuming. Vanillin is effective against the unpleasant smell of mineral oil, but can lead to strong discoloration in the additive.
- Vanillin, ethyl vanillin, maltol and / or ethyl maltol should only be present in minimal amounts in an additive for malodormask réelle, -erring réelle or -unterdschreibung or completely absent.
- a mineral oil or additive according to the invention preferably comprises at least one, two or more, preferably no more than ten, other fragrances (which are therefore not part of the fragrances of group (A) to be used according to the invention) having a vapor pressure of greater than or equal to 0.1 Pa 25 ° C, preferably with a vapor pressure of greater than or equal to 0.5 Pa at 25 ° C, more preferably with a vapor pressure of greater than or equal to 1 Pa at 25 ° C.
- fragrances which may be part of an additive according to the invention or of a mineral oil according to the invention can be found, for example, in US Pat S. Arctander, Perfume and Flavor Chemicals, Vol. I and II, Montclair, NJ, 1969 , Self-published or K. Bauer, D. Garbe and H. Surburg, Common Fragrance and Flavor Materials, 4th. Ed., Wiley-VCH, Weinheim 2001 ,
- the total proportion of essential oils in mineral oils and additives according to the invention is preferably at the highest 25 wt .-%, preferably at most 15 wt .-%, more preferably at most 7 wt .-%, based on the total amount of fragrances of group (A) in the mineral oil or additive.
- additives according to the invention and mineral oil fractions are free of essential oils, especially since essential oils can partly lead to discoloration, separation and / or clouding in additives according to the invention and mineral oil fractions.
- a mineral oil or additive according to the invention which comprises a total fraction of less than 8% by weight of vanillin, ethylvanillin, maltol and / or ethylmaltol, based on the total mass of the fragrances of group (A), is advantageous.
- an inventive mineral oil or additive with a proportion of less than 8 wt .-% of vanillin based on the total amount of fragrances of group (A).
- a mineral oil and additive according to the invention which has a proportion of less than 4% by weight and more preferably less than 1.5% by weight of vanillin, based on the total amount of fragrances of group (A) in the mineral oil or Additive includes.
- a product By using mixtures of the specified fragrances of group (A) and especially groups (B) and (C), a product can be perfumed so that a faint fragrance is perceived, but at the same time the presence of the unpleasant odor of mineral oil fractions is suppressed , Strong high intensity perfuming is not necessary to achieve the desired effect.
- fragrance masking odor odor or a fragrance mixture is currently consuming.
- the intensity of a substance or substance mixture describes the intensity of the mixture perceived by trained examiners as odorless or odor, regardless of the quality of the odor.
- the intensity is rated here on a scale of 1 to 9.
- the value 1 means odorless, 9 means very strong smelling.
- the malodorous impression in turn describes the intensity of the perceived bad smell.
- the term malodor reduction value in the present case describes the intensity difference, i. the difference, bad odor (malodor) of the malodor standard mixture and the test mixture.
- the test method is carried out at 20 ° C and 1013 mbar. It is likewise preferred if the concentration of heating oil in the malodor standard mixture and the test mixture is the same. This allows a particularly good comparison of the mixtures.
- the test sample according to the invention preferably comprises one or more fragrances.
- more complex fragrance mixtures such as chords of fragrances and essential oils can be checked for their suitability for masking mineral oil odor.
- a defined amount of a mineral oil fraction is preferably used.
- the concentration of the malodor standard heating oil in the test and / or malodor standard mixture is at least 0.1 ⁇ l / l, preferably 0.1 to 1 ⁇ l / l and particularly preferably 0.3 to 0.8 ⁇ l / l.
- concentrations the Bad odor of Malodor standards already clearly perceptible, but without the olfactory sense of an examiner is largely blocked by the malodor standard. This concentration does not affect the cognitive ability or well-being of the examiners even if many (10-30) samples are evaluated promptly.
- concentrations can be adjusted particularly easily by evaporating 5 .mu.l of the mineral oil fraction to be investigated in 7 l of air.
- the test method is particularly preferably carried out by testing the individual test samples in the suitability for covering the mineral oil odor in vessels of the same size.
- the individual samples are evaluated in each case by at least 8 examiners (experts) by smelling compared to a sample only with the mineral oil fraction (malodor standard). This malodor standard without fragrance gets the intensity 6 specified.
- the evaluation of the odor intensities is carried out on a scale from 1 according to "odorless” to 9 corresponding to "very strong”.
- the reduction value is calculated by subtracting the intensity of the standard from the mean odor intensity of the malodor.
- the examiners are chosen for their ability to reproducibly evaluate the strengths of odors.
- the examiners are trained before the test series on the recognition of mineral oil odor.
- the fragrance to be tested or the fragrance mixture to be tested is incorporated in a concentration of 50 ppm in the relevant mineral oil fraction.
- fragrances or perfume mixtures to be used according to the invention and the test sample containing one or more fragrances according to the invention can be combined with perfume oils in particularly preferred embodiments of the invention.
- a mineral oil odor masking additive is specified, prepared by a production process according to the invention.
- Fragrances of group (A) to be used according to the invention or a fragrance mixture to be used according to the invention comprising 2, 3, 4, 5, 6, 7, 8, 9, 10 or more fragrances of group (A) have a malodor reduction value of greater than or equal to 2.3 on.
- Preferred fragrances of group (A) to be used according to the invention or a fragrance mixture to be used according to the invention comprising 2, 3, 4, 5, 6, 7, 8, 9, 10 or more fragrances of group (A) have a Malodorreduktionswert of greater or equal 3.0, more preferably a malodor reduction value of greater than or equal to 3.5.
- the fragrances investigated are individual fragrances (in individual cases, these may also be mixtures of (E) and (Z) isomers or of stereoisomers).
- the fragrances are evaluated by the selected examiners in a defined gaseous sample with regard to intensity and residual odor strength of the diesel or heating oil.
- fragrances are equally soluble in mineral oil fractions. Therefore, 30 ⁇ l fragrance and 150 ⁇ l each of the diesel or fuel oil are mixed for sample preparation. From the oil phase, place 6 ⁇ l in an air-filled 7 l volume container. The samples are held at room temperature (about 20 ° C) for 15 hours prior to evaluation. The individual samples are each smelled by at least 8 examiners compared to a sample containing only 5 ⁇ l of diesel or fuel oil. From the obtained at least 8 values for the respective raw material then the mean value is formed.
- Example 2 Test of mixtures / chords against fuel oil odor
- the mixtures AC were compared to 4.4a.5.9b-tetrahydro-indeno [1.2-d] -1,3-dioxin, 1-methyl-4- (1-methylethenyl) -cyclohexene and 2- (2-ethoxyethoxy) -ethanol after the above method tested.
- the mixtures have the desired effect.
- the values of the individual substances could be repeated.
- the mixtures AC were also compared to 4.4a.5.9b-tetrahydro-indeno [1,2-d] -1,3-dioxin, 1-methyl-4- (1-methylethenyl) -cyclohexene and 2- (2-ethoxyethoxy) -ethanol tested in a dosage of 50 ppm in heating oil.
- the perfumes were stirred in this dosage in fuel oil.
- 10 g of the perfumed fuel oil were filled in 30 ml screw jars.
- the samples were evaluated on the same scale as unperfumed fuel oil, as in the above procedure.
- the mixtures also have the desired effect in this test, closer to the actual use of the products.
Abstract
Description
Die Erfindung betrifft das Gebiet des Maskierens von Mineralölgeruch und das Beduften von Mineralölen. In diesem Zusammenhang betrifft die Erfindung eine Auswahl an besonders geeigneten Riechstoffen zum Maskieren eines Mineralölgeruchs und zum Beduften von Mineralölen. Ferner betrifft die Erfindung Additive sowie entsprechende beduftete Mineralöle selbst, insbesondere Kraftstoffe und Heiz- oder Schmieröle.The invention relates to the field of masking mineral oil odor and the scenting of mineral oils. In this context, the invention relates to a selection of particularly suitable fragrances for masking a mineral oil odor and the scenting of mineral oils. Furthermore, the invention relates to additives and corresponding scented mineral oils themselves, in particular fuels and heating or lubricating oils.
Im Rahmen der vorliegenden Erfindung ist ein Mineralöl eine allgemein aus Erdöl hergestellte Mineralölfraktion und ist bei 25 °C und 1013 hPa vorzugsweise flüssig bis hochviskos. Mineralöle im Sinne der Erfindung sind insbesondere
- Kraftstoffe, insbesondere
- Benzin und insbesondere Ottokraftstoff gemäß DIN EN 228),
- Kerosin und insbesondere Flugbenzin gemäß ASTM D910 Sorte 100 LL oder Düsentreibstoff wie Jet A-1 oder Jet B, und
- Diesel, insbesondere nach DIN EN 590, früher: DIN 51 601; sowie
- Öle, insbesondere
- Heizöl, insbesondere leichtes und schweres und insbesondere gemäß DIN 51603,
- Motorenöl, Getriebeöl, Hydrauliköl, Kettenöl, Schneidöl und Schmieröl.
- Fuels, in particular
- Petrol and in particular petrol according to DIN EN 228),
- Kerosene and in particular aviation gasoline according to ASTM D910 grade 100 LL or jet fuel such as Jet A-1 or Jet B, and
- Diesel, in particular according to DIN EN 590, formerly: DIN 51 601; such as
- Oils, in particular
- Fuel oil, in particular light and heavy and in particular according to DIN 51603,
- Engine oil, transmission oil, hydraulic oil, chain oil, cutting oil and lubricating oil.
Besonders bevorzugte Mineralöle sind die sogenannten Mitteldestillate, welche bei Normaldruck (1013 mbar) einen Siedebereich von 180 bis 360 °C aufweisen, insbesondere Heizöl EL nach DIN 51603 und Dieselkraftstoff nach DIN EN 590, Heizöl nach DIN 51601 Teil 1.
Unter Mineralölgeruch wird der Geruch verstanden, der von höhersiedenden unparfümierten Mineralölfraktionen wie Heizöl, Diesel, Benzin, Flugbenzin, Schmieröl für Motoren oder Ketten oder Schneidöl ausgeht. Dieser vom Menschen als unangenehm empfundene Geruch von Mineralölfraktionen (Mineralölgeruch) wird im Folgenden auch als Schlechtgeruch oder Malodor bezeichnet.Mineral oil odor is understood to mean the odor which emanates from higher-boiling, unperfumed mineral-oil fractions such as fuel oil, diesel, gasoline, aviation gasoline, lubricating oil for engines or chains or cutting oil. This smell of mineral oil fractions (mineral oil odor), which is perceived as unpleasant by humans, is also referred to below as a bad smell or malodor.
Unter Maskieren (Maskierung) von Mineralölgeruch das vollständige oder teilweise Überdecken des Mineralöl-Malodors, insbesondere von Kraftstoffen, Heiz- oder Schmierölen, durch einen Riechstoff oder durch eine Riechstoffmischung verstanden, so dass der sensorische Malodoreindruck verringert oder überdeckt wird. Das Maskieren, Verringern oder Überdecken des Mineralöl-Malodors hat sich als besonders schwierig herausgestellt, wenn das Mineralöl ein Heizöl, insbesondere ein Heizöl EL nach DIN 51603, ein Heizöl nach DIN 51601 Teil 1 und ein Dieselkraftstoff nach DIN EN 590 ist, also einen Anteil von zumindest 90 Gew.-% und insbesondere von 95 - 99,9 Gew.-% bezogen auf das gesamte Mineralöl an einem Heizöl EL nach DIN 51603, einem Heizöl nach DIN 51601 Teil 1 und/oder einem Dieselkraftstoff nach DIN EN 590 aufweist.Under masking (masking) of mineral oil odor understood the complete or partial covering of the mineral oil malodor, especially of fuels, heating or lubricating oils, by a fragrance or by a fragrance mixture, so that the sensory Malodoreindruck is reduced or covered. The masking, reducing or covering the mineral oil malodors has been found to be particularly difficult if the mineral oil is a heating oil, in particular a heating oil EL according to DIN 51603, a heating oil according to DIN 51601 part 1 and a diesel fuel according to DIN EN 590, so a share of at least 90% by weight and in particular of 95-99.9% by weight, based on the total mineral oil, of a heating oil EL according to DIN 51603, a heating oil according to DIN 51601 part 1 and / or a diesel fuel according to DIN EN 590.
Unter Beduftung oder Parfümierung wird das Verleihen eines Geruchseindrucks verstanden, hier von Mineralölen, d.h. ein über die vollständige oder teilweise Überdeckung des Geruchs von Mineralölfraktionen zusätzlicher geruchlicher Effekt; die Beduftung geht also über die bloße Maskierung hinaus.Scenting or perfuming is understood to mean the imparting of an odor impression, here of mineral oils, i. an additional odor effect over the total or partial coverage of the odor of mineral oil fractions; the fragrance goes beyond mere masking.
Ein Riechstoff ist dabei im weiteren Sinne jede Substanz, die einen geruchlichen Eindruck hervorruft oder die geruchliche Wahrnehmung einer anderen Substanz verändert. Im engeren Sinne ist im Rahmen dieser Erfindung ein Riechstoff eine Substanz, die einen geruchlichen Eindruck (beim Menschen) hervorruft.A perfume is in the broader sense any substance that evokes an odor impression or changes the smell perception of another substance. In the narrower sense, in the context of this invention, a fragrance is a substance that causes an odor impression (in humans).
Eine Riechstoffmischung im Sinne der Erfindung ist eine Mischung enthaltend zwei oder mehr Riechstoffe im engeren oder weiteren Sinne.A fragrance mixture according to the invention is a mixture containing two or more fragrances in the narrower or broader sense.
Additive sind Zusatzmittel, Wirkstoffe oder Wirkstoffgemische, die in Kraft-, Brenn- und Schmierstoffen erwünschte Eigenschaften verstärken, unerwünschte Eigenschaften unterdrücken oder neue Wirkungen ausüben. So können beispielsweise bei Kraftstoffen das Motoreinlasssystem saubergehalten und Ablagerungen im Motor verhindert oder in Schmierölen die Alterungsbeständigkeit verlängert werden. Senkung der Schadstoffemissionen im Abgas und Verhinderung der Korrosion von Metallteilen im Kraftstoffsystem sind weitere erwünschte Wirkungen von Additiven.Additives are additives, active ingredients or mixtures of active ingredients which enhance desired properties in fuels, fuels and lubricants, suppress undesirable properties or exert new effects. For example, in the case of fuels, the engine intake system can be kept clean and deposits in the engine can be prevented, or the resistance to aging can be extended in lubricating oils. Lowering pollutant emissions in the exhaust and preventing corrosion of metal parts in the fuel system are other desirable effects of additives.
Erfindungsgemäß bevorzugte Mineralöle enthalten im Wesentlichen keine Substanzen mit einem Siedepunkt von kleiner als 120°C bei 1013 mbar. Bevorzugt sind Mineralöle, bei denen mindestens 90 Gew.%, besonders bevorzugt mindestens 95 Gew.-%, der darin enthaltenen Verbindungen einen Siedepunkt im Bereich von 180 - 380 °C bei 1013 mbar aufweisen. Besonders bevorzugte Mineralöle sind Heizöl und Diesel, insbesondere wie oben angegeben.Essential mineral oils according to the invention essentially contain no substances with a boiling point of less than 120 ° C. at 1013 mbar. Preference is given to mineral oils in which at least 90% by weight, particularly preferably at least 95% by weight, of the compounds contained therein have a boiling point in the range from 180 ° to 380 ° C. at 1013 mbar. Particularly preferred mineral oils are heating oil and diesel, in particular as indicated above.
Erfindungsgemäß bevorzugte Mineralöle weisen einen Wassergehalt von höchstens 1 Gew.-%, bevorzugt von höchstens 0,5 Gew.-%, auf.Mineral oils preferred according to the invention have a water content of at most 1% by weight, preferably of at most 0.5% by weight.
Der Schwefelgehalt in erfindungsgemäßen Mineralöle beträgt vorzugsweise höchstens 500 mg/kg, bevorzugt höchstens 200 mg/kg.The sulfur content in mineral oils according to the invention is preferably at most 500 mg / kg, preferably at most 200 mg / kg.
Der Anteil von Mineralölfraktionen gemäß obiger Tabelle, insbesondere von Schwerbenzin, Kerosin und Gasöl, an einem erfindungsgemäßen Mineralöl beträgt zumindest 90 Gew.-%, besonders bevorzugt 95 bis 99,9 Gew-%, jeweils bezogen auf das gesamte Mineralöl.The proportion of mineral oil fractions according to the above table, in particular heavy fuel, kerosene and gas oil, to a mineral oil according to the invention is at least 90 wt .-%, particularly preferably 95 to 99.9% by weight, each based on the total mineral oil.
Die Odorierung gasförmiger Brennstoffe, wie beispielsweise Methan, oder unter geringen Drücken bei 20°C in den flüssigen Zustand überführer Brennstoffe, wie beispielsweise Flüssiggas (LPG, liquefied petroleum gas), durch Zusatz geruchsintensiver, als Warn- oder Alarmstoffe wirkende Substanzen (Odoriermittel), ist bekannt und in vielen Staaten gesetzlich vorgeschrieben. Auf Grund seines hohen Reinheitsgrades sind heute diese Brennstoffe an sich nahezu geruchlos. Wenn Leckagen nicht rechtzeitig bemerkt werden, bauen sich schnell explosionsfähige Gas/Luft-Gemische mit hohem Gefahrenpotenzial auf. Aus Sicherheitsgründen werden diese Brennstoffe deswegen durch Zusatz von geruchsintensiven Stoffen odoriert. Die Odoriermittel sind auch noch in großer Verdünnung wahrnehmbar und rufen auf Grund ihres aussergewöhnlich unangenehmen Geruchs wunschgemäß eine Alarmassoziation beim Menschen hervor. Ein Odoriermittel muss nicht nur unangenehm und unverwechselbar riechen, sondern vor allem eindeutig einen Warngeruch darstellen.The odorization of gaseous fuels, such as methane, or under low pressure at 20 ° C in the liquid state transfer fuels, such as LPG (liquefied petroleum gas), by adding odor-intensive, acting as warning or alarm substances (odorants), is known and required by law in many states. Due to its high degree of purity these fuels are virtually odorless. If leaks are not detected in time, explosive gas / air mixtures with a high hazard potential build up quickly. For safety reasons, these fuels are therefore odorized by the addition of odorous substances. The odorants are also perceptible in high dilution and call due to their exceptionally unpleasant odor as desired, an alarm association in humans. An odorant must not only smell unpleasant and unmistakable, but above all clearly represent a warning smell.
Im Rahmen der vorliegenden Erfindung sollen hingegen die Riechstoffe oder Riechstoffmischungen den Mineralölfraktionen einen angenehmen Geruch vermitteln bzw. zumindest den Malodor der Mineralölfraktionen maskieren, ein Warngeruch soll nicht vermittelt werden. Die im Rahmen der vorliegenden Erfindung relevanten Mineralölfraktionen unterscheiden sich grundlegend von den im Wesentlichen geruchlosen Brennstoffen wie Methan oder LPG durch ihren charakteristischen Eigengeruch. Ferner unterscheiden sich die im Rahmen der vorliegenden Erfindung relevanten Mineralölfraktionen durch ihren Siedepunktsbereich bzw. ihren Aggregatzustand von den oben genannten Brennstoffen, so dass die physikalischchemischen Wechselwirkungen zwischen den hier betrachteten Mineralölfraktionen und den darin eingearbeiteten Riechstoffen bzw. Riechstoffmischungen und deren Freisetzung aus der jeweiligen Mineralölfraktion bzw. deren Maskierungseigenschaften hinsichtlich des Geruchs der Mineralölfraktion andere sind als bei den oben genannten Brennstoffen.In the context of the present invention, on the other hand, the fragrances or perfume mixtures should give the mineral oil fractions a pleasant odor or at least mask the malodor of the mineral oil fractions, a warning smell should not be imparted. The relevant in the context of the present invention mineral oil fractions are fundamentally different from the essentially odorless fuels such as methane or LPG by their characteristic odor. Furthermore, the mineral oil fractions which are relevant in the context of the present invention differ in their boiling point range or state of aggregation from the abovementioned fuels, so that the physicochemical interactions between the mineral oil fractions considered here and the fragrances or perfume mixtures incorporated therein and their release from the respective mineral oil fraction or whose masking properties are different with respect to the odor of the mineral oil fraction than with the abovementioned fuels.
In
In
Extender für Kohlenwasserstoffbrennstoffe, welche schwerer sind als Benzin (beispielsweise Mitteldestillate), werden in
Die Verwendung von Amylacetat zur Reodorierung von Kohlenwasserstoffen, speziell von Erdöl, ist aus
Aerosolkompositionen, welche vorzugsweise 20 - 60 Gew.-% eines niedrigmolekularen Ketons wie Aceton und 20 - 60 Gew.-% Petrolether mit einem Siedebereich von 30 - 40°C enthalten, sind in
In eigenen Versuchen wurde gefunden, dass viele Alkancarbonsäurealkylester wie beispielsweise Amylacetat (Essigsäure-n-pentylester), Essigsäureethylester, Essigsäure-n-butylester oder Essigsäure-n-heptylester keine zufriedenstellende maskierende Wirkung bezüglich des Mineralölgeruchs aufweisen (siehe auch die in Tabelle 2 zusammengestellten Ergebnisse nicht erfindungsgemäß einzusetzender Riechstoffe). Auch Verbindungen wie Hexansäureallylester, Benzylacetat und Ethylvanillin zeigten keine ausreichende maskierende Wirkung.In our own experiments, it has been found that many alkanecarboxylic acid alkyl esters such as amyl acetate (n-pentyl acetate), ethyl acetate, n-butyl acetate or n-heptyl acetate have no satisfactory masking effect on mineral oil odor (see also the results summarized in Table 2) fragrances not to be used according to the invention). Also, compounds such as hexanoic acid allyl ester, benzyl acetate and ethyl vanillin did not show a sufficient masking effect.
Bisherige Riechstoffmischungen, die auf die geruchliche Aufwertung von Mineralölfraktionen abzielen, weisen meist eine unzufriedenstellende Geruchsüberdeckung des Mineralöl- und/oder Heizölgeruchs auf. Des weiteren rufen nicht wenige dieser Riechstoffmischungen nach Einarbeitung in Mineralölfraktionen, insbesondere in Gegenwart von Additiven, unter Einwirkung von (Sonnen-) Licht starke Verfärbungen hervor, neigen zur Separation (Entmischung) und/oder Trübung.Previous fragrance mixtures, which are aimed at improving the odor of mineral oil fractions, usually have an unsatisfactory odor coverage of the mineral oil and / or fuel oil odor. Furthermore, not a few of these fragrance mixtures, after incorporation into mineral oil fractions, especially in the presence of additives, produce strong discoloration under the action of (solar) light, tend to separate (segregate) and / or to cloud.
Bisherige Parfümierungen, Riechstoffmischungen und Additive, die auf die Aufwertung von Mineralölfraktionen abzielen, weisen meist eine unzufriedenstellende Geruchsüberdeckung des Mineralölgeruchs (Malodors) auf. Des weiteren zeigen einige dieser Mischungen unter Lichteinwirkung starke Verfärbungen der Additive.Previous perfumes, fragrance mixtures and additives, which are aimed at the revaluation of mineral oil fractions, usually have an unsatisfactory odor coverage of the mineral oil odor (malodors). Furthermore, some of these mixtures show strong discoloration of the additives when exposed to light.
Angesichts des vorstehend referierten Standes der Technik war es die primäre Aufgabe der vorliegenden Erfindung, alternative oder verbesserte Riechstoffmischungen zum Maskieren von Mineralölgeruch und/oder Beduften von Mineralölfraktionen, insbesondere von Mitteldestillaten wie Diesel oder Heizöl, anzugeben. Die Riechstoffe sollten dabei möglichst viele und vorzugsweise alle aus einer Reihe von Anforderungen erfüllen, insbesondere:
- leichte Zugänglichkeit
- Einsetzbarkeit auch in konzentrierter Form, gegebenenfalls als Bestandteil eines Additivs
- weitgehende oder vollständige Farblosigkeit, auch in dem bzw. der Mineralölfraktionen und gegenüber gegebenenfalls zugesetzten Additiven
- gute Löslichkeit in Mineralölfraktionen
- hohe Stabilität in dem bzw. der geruchlich zu maskierenden und/oder zu beduftenden Mineralölfraktion, insbesondere soll keine Verfärbung und/oder Separation und/oder Trübung auftreten
- inertes Verhalten gegenüber dem bzw. den Mineralölfraktionen und gegenüber gegebenenfalls zugesetzten Additiven.
- easy accessibility
- Usability also in concentrated form, optionally as part of an additive
- extensive or complete colorlessness, even in the or of the mineral oil fractions and optionally added additives
- good solubility in mineral oil fractions
- high stability in the orally to be masked and / or scented mineral oil fraction, in particular no discoloration and / or separation and / or turbidity should occur
- inert behavior towards the mineral oil fractions and optionally added additives.
Gemäß einem ersten Aspekt wird die gestellte Aufgabe gelöst durch ein Mineralöl, dadurch gekennzeichnet, dass das Mineralöl einen Anteil von 0,5 ppm bis 1,2 Gew.-%, bezogen auf das gesamte Mineralöl, an einem oder mehreren Riechstoffe aufweist, die ausgewählt sind aus der Gruppe (A) bestehend aus
Die erfindungsgemäß einzusetzenden Riechstoffe oder Riechstoffmischungen der Gruppe (A) werden vorzugsweise in einem Additiv formuliert und einer Mineralölfraktion oder Mischung mehrerer Mineralölfraktionen zum Bilden eines erfindungsgemäßen Mineralöls zugesetzt. Die Riechstoffe der Gruppe (A) wirken maskierend gegen unangenehmen Mineralölgeruch und sorgen damit für eine höhere Akzeptanz und edlere Qualität von diese Riechstoffe enthaltenden Mineralölen. Die Riechstoffe der Gruppe (A) wirken maskierend gegen unangenehmen Mineralölgeruch, insbesondere gegen den Malodor von Diesel und Heizöl. Sie sind leicht zugänglich, auch in konzentrierter Form einsetzbar, weitgehend oder vollständig farblos, in Mineralölen und weiteren Mineralöl-Additivbestandteilen gut löslich, sehr stabil in den bzw. der geruchlich zu maskierenden und/oder zu beduftenden Mineralölen, insbesondere tritt keine Verfärbung und/oder Separation und/oder Trübung auf, und verursachen auch im übrigen keine auffälligen störenden Reaktionen mit Mineralölen oder weiteren üblichen Mineralöl-Additivbestandteilen.The fragrances or fragrance mixtures of group (A) to be used according to the invention are preferably formulated in an additive and added to a mineral oil fraction or a mixture of several mineral oil fractions to form a mineral oil according to the invention. The fragrances of group (A) have a masking effect against unpleasant mineral oil odor and thus ensure a higher acceptance and nobler quality of these fragrances containing mineral oils. The fragrances of group (A) have a masking effect against unpleasant mineral oil odor, in particular against the malodor of diesel and heating oil. They are readily available, can also be used in concentrated form, largely or completely colorless, readily soluble in mineral oils and other mineral oil additive components, very stable in or of the odorous to be masked and / or scented mineral oils, in particular occurs no discoloration and / or Separation and / or turbidity, and cause the rest, no noticeable disturbing reactions with mineral oils or other common mineral oil additive ingredients.
Handelsübliche Kraftstoffe oder Öle, wie beispielsweise Dieselkraftstoffe oder Heizöle, welche erfindungsgemäße ein oder mehrere Riechstoffe der Gruppe (A) umfassen, enthalten regelmäßig herkömmliche Additive. Ein erfindungsgemäßes Mineralöl umfasst deshalb vorzugsweise in einer Gesamtkonzentration von 0,001 bis 2 vol.-%, bezogen auf das Gesamtvolumen des Mineralöls, einen oder mehrere weitere Additivbestandteile ausgewählt aus der Gruppe bestehend aus:
- Fließverbesserer (Flow-Improver, Anti-Settling, z.B. beim Dieselkraftstoff Wachs Anti Settling Additives, WASA, beispielsweise Polyolefine, chlorierte Polyethylene, Ethylen/Propylen-Mischpolymerisate, niedermolekulare Copolymere wie Ethylen-VinylacetatCopolymere),
- Filtrierbarkeitsverbesserer (z.B, höhermolekulare chlorierte Kohlenwasserstoffe wie beispielsweise Kondensate von Naphthalin und chlorierten Paraffinen, Copolymerisate auf Basis von Ethylen mit jeweils Acryl- und Methacrylsäureestern, Maleinsäurediestern, Alkoholen oder Vinylacetat),
- Metalldeaktivatoren (zumeist Chelatbildner, z.B. 1,3-Bis-(2-hydroxybenzylidenamino)propan = N,N'-Disalicyliden-1,2-diaminopropan),
- Antioxidantien (Oxidationsinhibitoren, z.B. Phenolderivate wie p-Aminophenol, 2,6-Di-tert.-butyl-4-methylphenol (BHT), Phenylendiamin, Naphthalinderivate wie Naphthylamin, 1,3-Bis-(2-hydroxybenzylidenamino)propan),
- Korrosionsinhibitoren (z.B. Naphthensäure-Na-Salz, Mischungen von (2-Ethylhexyl)-(3-methylbutyl)phosphat und C14-C16-Aminen, 2-(2-(2-Ethylhexyl)-phenoxyl)-1,1,2,2-tetraethoxyethanol, Ethylendiamin-dinonylnaphthalinsulfonat, Mischungen von polymerisierter Linolsäure, polymerisierter Methyllinolsäure und organischen Phosphorverbindungen, Hydrazin, Ölsäureamide),
- Schaumverhinderer (Anti-Foam),
- Zündbeschleuniger (Cetanzahl-Verbesserer, z.B. Amylnitrat, Cyclohexylnitrat, 2-Ethylhexylnitrat, Nitrobenzol),
- Detergentien (z.B. Benzolsulfonsäure-Na-Salz, Alkyl substituierte Succinimide wie beispielsweise Polyisobutenyl-Bernsteinsäurederivate, Alkyl substituierte Carbamide, Polyisobutenamine / -polyamine, Amine),
- partikelreduzierende Stoffe,
- Stabilisatoren (insbesondere für Diesel und Heizöl) (beispielsweise langkettige oder cyclische Amine wie N,N-Dimethylcyclohexylamin),
- Antiklopfmittel (z.B. tert.-Butylalkohol, Isobutylalkohol, MTBE, ETBE, TAME, N-Methylanilin, Methanol),
- Zusätze gegen Vergaservereisung (Vereisungsinhibitor, z.B. Ethanol, Isopropanol, Dimethylformamid, Dimethylacetamid, Dipropylenglykol, Diethylenglykolmonomethylether, organische Phosphorverbindungen, Glycerinester von Fettsäuren, Formamide, Imidazoline),
- Rückstandsumwandler (Antipreignitionsstoffe, z.B. 1,2-Dibromethan, Kresyldiphenylphosphat, Trikresylphosphat, Trikresylphosphit, Trimethylphosphat, Trichlorethylphosphat, Borsäureester),
- Anti -Smoke (Abbrennhilfen, Mittel zur Verminderung der Rauchentwicklung, z.B. Bariumnaphthalinsulfonat, Bariumcarbonat, Bleinaphthenat, Tetraethylblei, Calciumsulfonat, Mangannaphthenat, Nickelcarbonyl, Methylcyclopentadienyl-Mangan-tricarbonyl, Ferrocen, Butylhydroperoxid, Nitropropan, Ethylnitrat),
- Biozide,
- Schmierfähigkeitsverbesserer (Lubricity improvers),
- Leitfähigkeitsverbesserer (Anti-static),
- Mittel zum Verschleissschutz,
- Farbstoffe,
- Farbstabilisatoren, und
- Viskositätsverbesserer.
- Flow improvers (flow improvers, anti-settling, eg in the case of diesel fuel wax anti-settling additives, WASA, for example polyolefins, chlorinated polyethylenes, ethylene / propylene copolymers, low molecular weight copolymers such as ethylene-vinyl acetate copolymers),
- Filtrierbarkeitsverbesserer (eg, higher molecular weight chlorinated hydrocarbons such as condensates of naphthalene and chlorinated paraffins, copolymers based on ethylene with each acrylic and methacrylic acid esters, maleic diesters, alcohols or vinyl acetate),
- Metal deactivators (mostly chelating agents, eg 1,3-bis (2-hydroxybenzylideneamino) propane = N, N'-disalicylidene-1,2-diaminopropane),
- Antioxidants (oxidation inhibitors, eg phenol derivatives such as p-aminophenol, 2,6-di-tert-butyl-4-methylphenol (BHT), phenylenediamine, naphthalene derivatives such as naphthylamine, 1,3-bis (2-hydroxybenzylideneamino) propane),
- Corrosion inhibitors (eg naphthenic acid Na salt, mixtures of (2-ethylhexyl) - (3-methylbutyl) phosphate and C 14 -C 16 amines, 2- (2- (2-ethylhexyl) phenoxyl) -1,1, 2,2-tetraethoxyethanol, ethylenediamine dinonylnaphthalenesulfonate, mixtures of polymerized linoleic acid, polymerized methyl linoleic acid and organic phosphorus compounds, hydrazine, oleic acid amides),
- Foam inhibitor (anti-foam),
- Ignition accelerator (cetane number improver, eg, amyl nitrate, cyclohexyl nitrate, 2-ethylhexyl nitrate, nitrobenzene),
- Detergents (eg benzenesulfonic acid Na salt, alkyl-substituted succinimides such as, for example, polyisobutenyl succinic acid derivatives, alkyl-substituted carbamides, polyisobutene amines / polyamines, amines),
- particle-reducing substances,
- Stabilizers (in particular for diesel and heating oil) (for example long-chain or cyclic amines such as N, N-dimethylcyclohexylamine),
- Anti-knock agents (eg tert-butyl alcohol, isobutyl alcohol, MTBE, ETBE, TAME, N-methylaniline, methanol),
- Additives against carburetor icing (icing inhibitor, eg ethanol, isopropanol, dimethylformamide, dimethylacetamide, dipropylene glycol, diethylene glycol monomethyl ether, organic phosphorus compounds, glycerol esters of fatty acids, formamides, imidazolines),
- Residue converter (anti-repellent substances, eg 1,2-dibromoethane, cresyldiphenyl phosphate, tricresyl phosphate, tricresyl phosphite, trimethyl phosphate, trichloroethyl phosphate, boric acid ester),
- Anti-smoke (burning aids, smoke reduction agents, eg barium naphthalenesulfonate, barium carbonate, lead naphthenate, tetraethyl lead, calcium sulfonate, manganese naphthenate, nickel carbonyl, methylcyclopentadienyl manganese tricarbonyl, ferrocene, butyl hydroperoxide, nitropropane, ethyl nitrate),
- biocides,
- Lubricity improvers,
- Conductivity improvers (anti-static),
- Means for wear protection,
- dyes,
- Color stabilizers, and
- Viscosity improvers.
Ein im erfindungsgemäßen Mineralöl, insbesondere Heizöl, Diesel oder Benzin, enthaltenes oder zum Herstellen eines erfindungsgemäßen Mineralöls einsetzbares Additiv umfasst vorzugsweise neben einem oder mehreren Riechstoffen der Gruppe (A) zumindest einen, vorzugsweise 2, 3, 4, 5, 6, 7 oder sämtliche der folgenden Bestandteile: Fließverbesserer (WASA), Schmierfähigkeitsverbesserer, Antioxidantien, Zündbeschleuniger, Anti-Smoke, Metalldeaktivatoren (Chelatbildner), Stabilisatoren, Detergentien.An additive contained in the mineral oil according to the invention, in particular heating oil, diesel or gasoline, or usable for producing a mineral oil according to the invention preferably comprises, in addition to one or more fragrances of group (A) at least one, preferably 2, 3, 4, 5, 6, 7 or all the following ingredients: flow improver (WASA), lubricity improvers, antioxidants, ignition accelerators, anti-smoke, metal deactivators (chelating agents), stabilizers, detergents.
Zur Herstellung eines erfindungsgemäßen Additivs oder eines erfindungsgemäßen Mineralöls kann es aus Gründen der einfacheren Dosierung bzw. Handhabung hilfreich sein, den Riechstoff oder die Riechstoffe aus der Gruppe (A) dem Additiv oder dem Mineralöl in Form einer Mischung mit einem oder mehreren Lösungs- bzw. Verdünnungsmitteln zuzusetzen. Das bzw. die Lösungs- bzw . Verdünnungsmittel müssen dabei mit dem oder den Riechstoffen der Gruppe (A) sowie den Additiven oder den zum erfindungsgemäßen Mineralöl verarbeiteten Mineralölfraktionen kompatibel sein. Bevorzugte Lösungs- oder Verdünnungsmittel sind hierbei Substanzen aus einer der folgenden Gruppen L1 und L2 oder eine Mischung von Substanzen aus beiden Gruppen L1 und L2, bestehend aus:
- (L1) Isopropylmyristat, Benzylbenzoat, Diethylphthalat und deren Mischungen,
- (L2) Isododecan, n-Paraffine mit 9 bis 14 C-Atomen, iso-Paraffine mit 9 bis 14 C-Atomen, Naphthalin, Alkylnaphthaline (insbesondere Methylnaphthaline) und deren Mischungen.
- (L1) isopropyl myristate, benzyl benzoate, diethyl phthalate and mixtures thereof,
- (L2) isododecane, n-paraffins having 9 to 14 carbon atoms, iso-paraffins having 9 to 14 carbon atoms, naphthalene, alkylnaphthalenes (especially methylnaphthalenes) and mixtures thereof.
Lösungsmittel der Gruppe L2 sind z.B. unter dem Namen Shellsol D60 oder Shellsol D100 (definierte Mischungen von n- und iso-Paraffinen im Bereich von 9 bis 14 C-Atomen) bzw. Shellsol T (Mischung von iso-Paraffinen) kommerziell erhältlich.Solvents of the group L2 are e.g. under the name Shellsol D60 or Shellsol D100 (defined mixtures of n- and iso-paraffins in the range of 9 to 14 C-atoms) or Shellsol T (mixture of iso-paraffins) commercially available.
Eine besondere Anforderung bei der Maskierung von Mineralölgeruch liegt in der niedrigen Dosierung des Riechstoff oder der Riechstoffmischung in dem jeweiligen Mineralöl. Die Konzentration an Riechstoffen der Gruppe (A) beträgt vorzugsweise insgesamt 1 bis 1000 ppm, vorzugsweise 10 bis 500 ppm und besonders bevorzugt 30 - 300 ppm bei Heizöl, Diesel und Benzin und 0,01 - 2 Gew.-%, vorzugsweise 0,1 - 2 Gew.-% und besonders bevorzugt 0,2 - 2 Gew.-% bei Schmierölen.A special requirement in the masking of mineral oil odor lies in the low dosage of the fragrance or the fragrance mixture in the respective mineral oil. The concentration of fragrances of group (A) is preferably 1 to 1000 ppm in total, preferably 10 to 500 ppm and more preferably 30 to 300 ppm in heating oil, diesel and gasoline and 0.01 to 2% by weight, preferably 0.1 - 2 wt .-% and particularly preferably 0.2 - 2 wt .-% of lubricating oils.
Vorteilhaft im Sinne der vorliegenden Erfindung sind Mineralöle und Additive mit einer Anzahl von höchstens 100 Riechstoffen, welche ferner vorzugsweise höchstens 80 erfindungsgemäß einzusetzende Riechstoffe der Gruppe (A) umfassen oder aus Riechstoffen der Gruppe (A) bestehen. Bevorzugte Mineralöle und Additive umfassen höchstens 60 Riechstoffe, welche ferner vorzugsweise höchstens 50 erfindungsgemäß einzusetzende Riechstoffe der Gruppe (A) umfassen oder aus Riechstoffen der Gruppe (A) bestehen. Besonders bevorzugte Mineralöle und Additive umfassen höchstens 30 Riechstoffe, welche ferner vorzugsweise 3 bis 30 erfindungsgemäß einzusetzende Riechstoffe der Gruppe (A) umfassen oder aus Riechstoffen der Gruppe (A) bestehen.Advantageous in the context of the present invention are mineral oils and additives having a number of at most 100 fragrances which furthermore preferably comprise at most 80 fragrances of group (A) to be used according to the invention or consist of fragrances of group (A). Preferred mineral oils and additives comprise at most 60 fragrances, which further preferably at most 50 according to the invention odiferous substances of group (A) to be used or consist of odoriferous substances of group (A). Particularly preferred mineral oils and additives comprise at most 30 fragrances which furthermore preferably comprise 3 to 30 fragrances of group (A) to be used according to the invention or consist of fragrances of group (A).
Die im Rahmen der vorliegenden Erfindung durchgeführten Untersuchungen zeigten, dass Heizöl und Schmieröl von einer Vielzahl sich von diesem Material strukturell stark unterscheidenden Substanzen maskiert wird. Dies war angesichts der
Es hat sich nunmehr jedoch herausgestellt, dass von den Riechstoffen der Gruppe (A) die Riechstoffe der nachfolgenden Gruppe (B) besonders geeignet sind zum Verringern, Maskieren oder Unterdrücken des Schlechtgeruchs eines Mineralöls:
Diese in Gruppe (B) zusammengefassten Riechstoffe der Gruppe (A) besitzen, wie weiter unten gezeigt wird, die stärkste Wirkung zum Verringern, Maskieren oder Unterdrücken des Mineralöl-Malodors. Sie werden deshalb bevorzugt in erfindungsgemäßen Mineralölen eingesetzt, insbesondere in Diesel und Heizöl. Besonders bevorzugt enthält ein entsprechendes Mineralöl, zwei, drei, vier, fünf oder mehr, vorzugsweise nicht mehr als 25, Riechstoffe der Gruppe (B).These group (A) fragrances group (B), as shown below, have the strongest effect of reducing, masking or suppressing the mineral oil malodor. They are therefore preferred in used mineral oils of the invention, especially in diesel and fuel oil. Particularly preferably, a corresponding mineral oil contains two, three, four, five or more, preferably not more than 25, fragrances of group (B).
Ebenfalls bevorzugt ist ein erfindungsgemäßes Mineralöl, das von den Riechstoffen der Gruppe (A) einen oder mehrere Riechstoffe der nachfolgenden Gruppe (C) enthält:
Diese Riechstoffe der Gruppe (C) besitzen neben einem guten Malodorreduktionswert (dazu unten mehr) auch einen kräftigen und angenehmen Eigengeruch, der zum Verbessern der Akzeptanz eines erfindungsgemäßen Mineralöls beitragen kann. Dementsprechend bevorzugt ist ein entsprechendes Mineralöl, das zwei, drei, vier, fünf oder mehr, vorzugsweise nicht mehr als 25, Riechstoffe der Gruppe (C) enthält.These fragrances of the group (C), in addition to a good Malodorreduktionswert (more below) also have a strong and pleasant odor, which can contribute to improving the acceptance of a mineral oil according to the invention. Accordingly, preferred is a corresponding mineral oil containing two, three, four, five or more, preferably not more than 25, fragrances of group (C).
Die Riechstoffe der Gruppen (B) und (C) entfalten insbesondere in Kombination eine besonders gute Wirkung im Verbessern des Geruchs eines Mineralöls und Verringern, Maskieren oder Unterdrücken des Schlechtgeruchs eines Mineralöls. Vorzugsweise enthält deshalb ein erfindungsgemäßes Mineralöl zumindest einen, vorzugsweise zwei, drei, vier, fünf oder mehr und ferner bevorzugt bis zu 25 Riechstoffe der Gruppe (B) und zumindest einen, vorzugsweise zwei, drei, vier, fünf oder mehr und ferner bevorzugt bis zu 25 Riechstoffe der Gruppe (C).The fragrances of Groups (B) and (C), especially in combination, exhibit a particularly good effect of improving the odor of a mineral oil and reducing, masking or suppressing the malodour of a mineral oil. Preferably, therefore, a mineral oil according to the invention contains at least one, preferably two, three, four, five or more, and further preferably up to 25 fragrances of group (B) and at least one, preferably two, three, four, five or more and further preferably up to 25 fragrances of the group (C).
Ferner bevorzugt ist ein Mineralöl, das neben dem einem oder mehreren Riechstoffen der Gruppe (B) und/oder (C) zusätzlich einen oder mehrere der Riechstoffe der nachfolgenden Gruppe (D) enthält:
Diese Riechstoffe besitzen ebenfalls einen guten Malodorreduktionswert und zeichnen sich darüber hinaus dadurch aus, dass sie in Mineralölen den durch die Riechstoffe der Gruppen (B) und/oder (C) hervorgerufenen Geruch harmonisch abrunden. Vorzugsweise enthält deshalb ein erfindungsgemäßes Mineralöl
- zumindest einen, vorzugsweise zwei, drei, vier, fünf oder mehr und Riechstoffe der Gruppe (B) und/oder (C), und
- zumindest einen, vorzugsweise zwei, drei, vier, fünf oder mehr und ferner bevorzugt bis zu 25 Riechstoffe der Gruppe (D).
- at least one, preferably two, three, four, five or more and fragrances of group (B) and / or (C), and
- at least one, preferably two, three, four, five or more, and further preferably up to 25 fragrances of group (D).
Vorzugsweise beträgt der Anteil der Gesamtmasse an Riechstoffen der Gruppe (A) in erfindungsgemäßen Additiven von 0,5 bis 80 Gew.-%, bevorzugt 2 bis 50 Gew.-%, bevorzugt 3 bis 30 Gew.-%, jeweils bezogen auf das Gesamtgewicht des Additivs.Preferably, the proportion of the total mass of fragrances of group (A) in additives of the invention from 0.5 to 80 wt .-%, preferably 2 to 50 wt .-%, preferably 3 to 30 wt .-%, each based on the total weight of the additive.
Aus technischen Gründen ist es oftmals erwünscht, nur eine geringe Anzahl an gegen unangenehmen Mineralölgeruch wirksamen Riechstoffen zu verwenden. Daher ist es bevorzugt, wenn die Zahl der Riechstoffe der Gruppe (A), insbesondere der Gruppe (B), (C) und/oder (D), in einem erfindungsgemäßen Mineralöl oder Additiv von 2 bis 50 beträgt, besonders bevorzugt ist eine Anzahl erfindungsgemäß einzusetzender Riechstoffe von 3 bis 30, jeweils bezogen auf die gesamte Mischung der Riechstoffe der Gruppe (A) im Mineralöl bzw. Additiv.For technical reasons, it is often desirable to use only a small number of effective against unpleasant smell of mineral odor odorants. Therefore, it is preferable that the number of the fragrances of the group (A), particularly the group (B), (C) and / or (D), in a mineral oil or additive of the invention is from 2 to 50, more preferably a number Fragrances of 3 to 30 to be used according to the invention, in each case based on the total mixture of the fragrances of group (A) in the mineral oil or additive.
Aus parfümistischen und hedonistischen Gründen ist es oftmals notwendig, zusätzlich einen, im vorliegenden Falle geringen, Anteil an weniger gegen Mineralölgeruch wirksamen Riechstoffen zu verwenden. Daher können neben den Riechstoffen der Gruppe (A), insbesondere der Gruppen (B), (C) und/oder (D), zusätzlich weitere Riechstoffe im Mineralöl oder Additiv vorliegen. Insgesamt soll dabei jedoch, wie oben beschrieben, die Gesamtzahl an Riechstoffen in einem erfindungsgemäßen Mineralöl nicht mehr als 100 betragen.For perfumery and hedonistic reasons, it is often necessary to additionally use a, in the present case low, proportion of odorants which are less active against mineral oil odor. Therefore, in addition to the fragrances of group (A), in particular of groups (B), (C) and / or (D), additional fragrances in the mineral oil or additive may additionally be present. Overall, however, as described above, the total number of fragrances in a mineral oil according to the invention should not be more than 100.
Die oben beschriebene bevorzugt niedrige Dosierung von Riechstoffen in erfindungsgemäßen Mineralölen erfordert besonders wirksame Riechstoffe und Riechstoffgemische, daher sollten diese vorzugsweise aus einer nicht zu großen Anzahl besonders wirksamer Riechstoffen zusammengesetzt sein. Insbesondere bereitet die Möglichkeit einer Verfärbung eines Additives eine Schwierigkeit. Diese Verfärbungen können beispielsweise durch eine zu große Konzentration an Vanillin, Ethylvanillin, Maltol und/oder Ethylmaltol in der Parfümierung ausgelöst werden. Vanillin ist wirksam gegen den unangenehmen Mineralölgeruch, kann aber im Additiv zu starken Verfärbungen führen. Vanillin, Ethylvanillin, Maltol und/oder Ethylmaltol sollten daher nur in möglichst geringen Mengen in einem Additiv zur Malodormaskierung, -verringerung oder -unterdrückung enthalten sein oder gänzlich fehlen.The above-described preferably low dosage of fragrances in mineral oils according to the invention requires particularly effective fragrances and fragrance mixtures, therefore these should preferably be composed of a not too large number of particularly effective fragrances. In particular, the possibility of discoloring an additive poses a difficulty. These discolorations can be triggered, for example, by an excessive concentration of vanillin, ethyl vanillin, maltol and / or ethyl maltol in the perfuming. Vanillin is effective against the unpleasant smell of mineral oil, but can lead to strong discoloration in the additive. Vanillin, ethyl vanillin, maltol and / or ethyl maltol Therefore, they should only be present in minimal amounts in an additive for malodormaskierung, -erringerung or -unterdrückung or completely absent.
Vorzugsweise umfasst ein erfindungsgemäßes Mineralöl bzw. Additiv mindestens einen, zwei drei oder mehr, vorzugsweise höchstens zehn, weitere Riechstoffe (die also nicht Bestandteil der erfindungsgemäß einzusetzenden Riechstoffe der Gruppe (A) sind) mit einem Dampfdruck von größer oder gleich 0,1 Pa bei 25°C, bevorzugt mit einem Dampfdruck von größer oder gleich 0,5 Pa bei 25°C, besonders bevorzugt mit einem Dampfdruck von größer oder gleich 1 Pa bei 25°C.A mineral oil or additive according to the invention preferably comprises at least one, two or more, preferably no more than ten, other fragrances (which are therefore not part of the fragrances of group (A) to be used according to the invention) having a vapor pressure of greater than or equal to 0.1 Pa 25 ° C, preferably with a vapor pressure of greater than or equal to 0.5 Pa at 25 ° C, more preferably with a vapor pressure of greater than or equal to 1 Pa at 25 ° C.
Beispiele für weitere Riechstoffe, die Bestandteil eines erfindungsgemäßen Additivs oder eines erfindungsgemäßen Mineralöls sein können, finden sich z.B. in
Da ätherische Öle im Regelfall eine Vielzahl (oftmals weit über 100 Verbindungen) an Riechstoffen umfassen, welche teilweise auf Grund ihres geringen Anteils in dem ätherischen Öl keinen (nennenswerten) Malodor maskierenden Beitrag leisten, liegt der Gesamtanteil an ätherischen Ölen in erfindungsgemäßen Mineralölen und Additiven vorzugsweise bei höchsten 25 Gew.-%, bevorzugt bei höchstens 15 Gew.-%, weiter bevorzugt bei höchstens 7 Gew.-%, bezogen auf die Gesamtmenge an Riechstoffen der Gruppe (A) im Mineralöl bzw. Additiv. In einer besonders bevorzugten Ausführungsform sind erfindungsgemäße Additive und Mineralölfraktionen frei von ätherischen Ölen, zumal ätherische Öle zum Teil zu Verfärbung, Separation und/oder Trübung in erfindungsgemäße Additiven und Mineralölfraktionen führen können.Since essential oils generally comprise a large number (often far more than 100 compounds) of fragrances which in part do not mask any (significant) malodor due to their low content in the essential oil, the total proportion of essential oils in mineral oils and additives according to the invention is preferably at the highest 25 wt .-%, preferably at most 15 wt .-%, more preferably at most 7 wt .-%, based on the total amount of fragrances of group (A) in the mineral oil or additive. In a particularly preferred embodiment, additives according to the invention and mineral oil fractions are free of essential oils, especially since essential oils can partly lead to discoloration, separation and / or clouding in additives according to the invention and mineral oil fractions.
Vorteilhaft ist ein erfindungsgemäßes Mineralöl bzw. Additiv, welches einen Gesamtanteil von weniger als 8 Gew.-% an Vanillin, Ethylvanillin, Maltol und/oder Ethylmaltol umfasst, bezogen auf die Gesamtmasse der Riechstoffe der Gruppe (A). Bevorzugt ist eine erfindungsgemäßes Mineralöl bzw. Additiv, welches einen Gesamtanteil von weniger als 4 Gew.-%, besonders bevorzugt einen von weniger als 1,5 Gew.-%, an Vanillin, Ethylvanillin, Maltol und/oder Ethylmaltol umfasst, bezogen auf die Gesamtmasse der Riechstoffe der Gruppe (A). Diese Limitierungen gelten insbesondere für Heizöl und Diesel.A mineral oil or additive according to the invention which comprises a total fraction of less than 8% by weight of vanillin, ethylvanillin, maltol and / or ethylmaltol, based on the total mass of the fragrances of group (A), is advantageous. Preference is given to a mineral oil or additive according to the invention which comprises a total proportion of less than 4% by weight, particularly preferably less than 1.5% by weight, of vanillin, ethyl vanillin, maltol and / or ethyl maltol on the total mass of the fragrances of the group (A). These limitations apply in particular to heating oil and diesel.
Besonders vorteilhaft ist ein erfindungsgemäßes Mineralöl bzw. Additiv mit einem Anteil von weniger als 8 Gew.-% an Vanillin bezogen auf die gesamte Menge an Riechstoffen der Gruppe (A). Bevorzugt ist ein erfindungsgemäßes Mineralöl und Additiv, welches einen Anteil von weniger als 4 Gew.-% und besonders bevorzugt von weniger als 1,5 Gew.-% an Vanillin bezogen auf die gesamte Menge an Riechstoffen der Gruppe (A) im Mineralöl bzw. Additiv umfasst. Diese Limitierungen gelten insbesondere für Heizöl und Diesel.Particularly advantageous is an inventive mineral oil or additive with a proportion of less than 8 wt .-% of vanillin based on the total amount of fragrances of group (A). Preference is given to a mineral oil and additive according to the invention which has a proportion of less than 4% by weight and more preferably less than 1.5% by weight of vanillin, based on the total amount of fragrances of group (A) in the mineral oil or Additive includes. These limitations apply in particular to heating oil and diesel.
Durch den Einsatz von Gemischen aus den angegebenen Riechstoffen der Gruppe (A) und insbesondere der Gruppen (B) und (C) kann ein Produkt so parfümiert werden, dass ein schwacher Duft wahrgenommen wird, aber gleichzeitig die Anwesenheit des unangenehmen Geruches von Mineralölfraktionen unterdrückt wird. Ein starkes Parfümieren mit hoher Intensität ist nicht notwendig zum Erzielen des gewünschten Effektes.By using mixtures of the specified fragrances of group (A) and especially groups (B) and (C), a product can be perfumed so that a faint fragrance is perceived, but at the same time the presence of the unpleasant odor of mineral oil fractions is suppressed , Strong high intensity perfuming is not necessary to achieve the desired effect.
Zum Maskieren des unangenehmen Mineralölgeruchs werden gelegentlich Parfümierungen und Riechstoffkompositionen eingesetzt. Das Entwickeln solcher Riechstoffkompositionen und das Überprüfen ihrer Wirksamkeit zum Maskieren des Mineralölgeruchs erfolgt bisher durch Versuch und Irrtum. Üblicherweise wird eine Probe eines Riechstoffs oder Riechstoffgemischs, die auf ihre Fähigkeit zum Maskieren des Mineralölgeruchs überprüft werden soll (Maskierungsprobe), mit einer Probe der zu maskierenden Mineralölfraktion (Malodor-Standard) vermischt und der entstehende Geruchseindruck olfaktorisch durch ein Panel von Prüfern bestimmt. Dementsprechend ist das Entwickeln eines den Mineralölgeruch maskierenden Riechstoffs oder einer Riechstoffmischung derzeit aufwendig.To mask the unpleasant smell of mineral oil, perfumes and fragrance compositions are occasionally used. The development of such fragrance compositions and the checking of their effectiveness for masking the mineral oil smell has hitherto been carried out by trial and error. Typically, a sample of a fragrance or perfume mixture to be tested for its ability to mask mineral oil odor (masking sample) is mixed with a sample of the mineral oil fraction to be masked (Malodor standard) and the resulting odor impression determined olfactorily by a panel of testers. Accordingly, the development of a fragrance masking odor odor or a fragrance mixture is currently consuming.
Im Rahmen der vorliegenden Erfindung wird daher auch ein Testverfahren zum Überprüfen der Maskierung von Mineralölgeruch durch eine Testprobe mit einem oder mehreren Riechstoffen angegeben, umfassend die Schritte:
- a) Herstellen einer Malodorstandard-Mischung enthaltend Mineralöl in einem geruchlosen Trägergas,
- b) Herstellen einer Testmischung enthaltend eine Mineralölfraktion und eine Testprobe in dem Trägergas, und
- c) Bestimmen der Gesamtintensität und/oder des Malodoreindrucks der Malodorstandard-Mischung im Vergleich zur Testmischung.
- a) preparing a malodor standard mixture containing mineral oil in an odorless carrier gas,
- b) preparing a test mixture containing a mineral oil fraction and a test sample in the carrier gas, and
- c) Determining the total intensity and / or the malodorous impression of the malodor standard mixture in comparison to the test mixture.
Die Intensität eines Stoffes oder Stoffgemisches beschreibt die von geschulten Prüfern geruchlich wahrgenommene Intensität der Mischung, unabhängig von der Qualität des Geruchs als Schlechtgeruch oder angenehmer Geruch. Je stärker ein Stoff oder Stoffgemisch riecht, desto höher ist der Wert für die Intensität. Die Intensität wird hier bewertet auf einer Skala von 1 bis 9. Der Wert 1 bedeutet geruchlos, 9 bedeutet sehr stark riechend. Der Malodoreindruck wiederum beschreibt die Intensität des wahrgenommenen Schlechtgeruchs. Der Begriff Malodorreduktionswert beschreibt im vorliegenden Falle den Intensitätsunterschied, d.h. die Differenz, des Schlechtgeruchs (Malodor) der Malodorstandard-Mischung und der Testmischung.The intensity of a substance or substance mixture describes the intensity of the mixture perceived by trained examiners as odorless or odor, regardless of the quality of the odor. The stronger a substance or substance mixture smells, the higher the value for the intensity. The intensity is rated here on a scale of 1 to 9. The value 1 means odorless, 9 means very strong smelling. The malodorous impression in turn describes the intensity of the perceived bad smell. The term malodor reduction value in the present case describes the intensity difference, i. the difference, bad odor (malodor) of the malodor standard mixture and the test mixture.
Vorzugsweise wird das Testverfahren bei 20°C und 1013 mbar durchgeführt. Ebenfalls bevorzugt ist es, wenn die Konzentration an Heizöl in der Malodorstandard-Mischung und der Testmischung gleich groß ist. Dies erlaubt einen besonders guten Vergleich der Mischungen.Preferably, the test method is carried out at 20 ° C and 1013 mbar. It is likewise preferred if the concentration of heating oil in the malodor standard mixture and the test mixture is the same. This allows a particularly good comparison of the mixtures.
Die erfindungsgemäße Testprobe umfasst vorzugsweise einen oder mehr Riechstoffe. Auf diese Weise können auch komplexere Riechstoffmischungen wie beispielsweise Akkorde aus Riechstoffen und ätherische Öle auf ihre Eignung zum Maskieren von Mineralölgeruch überprüft werden.The test sample according to the invention preferably comprises one or more fragrances. In this way, more complex fragrance mixtures such as chords of fragrances and essential oils can be checked for their suitability for masking mineral oil odor.
Zum Durchführen des erfindungsgemäßen Testverfahrens wird vorzugsweise eine definierte Menge einer Mineralölfraktion verwendet.To carry out the test method according to the invention, a defined amount of a mineral oil fraction is preferably used.
Zudem ist bevorzugt, wenn zum Durchführen des erfindungsgemäßen Testverfahrens die Konzentration des Malodorstandards Heizöl in der Test- und/oder Malodorstandard-Mischung zumindest 0.1 µl/l, vorzugsweise 0.1 bis 1 µl/l und insbesondere bevorzugt 0.3 bis 0.8 µl/l beträgt. Bei diesen Konzentrationen ist der Schlechtgeruch des Malodorstandards bereits gut wahrnehmbar, ohne dass jedoch der Geruchssinn eines Prüfers durch den Malodorstandard weitgehend blockiert wird. Diese Konzentration beeinträchtigt auch dann nicht die kognitiven Fähigkeiten oder das Wohlbefinden der Prüfer, wenn viele (10-30) Proben zeitnah bewertet werden. Diese Konzentrationen lassen sich besonders leicht einstellen, indem 5 µl der zu untersuchenden Mineralölfraktion in 7 l Luft verdunstet werden.In addition, it is preferred if, for carrying out the test method according to the invention, the concentration of the malodor standard heating oil in the test and / or malodor standard mixture is at least 0.1 μl / l, preferably 0.1 to 1 μl / l and particularly preferably 0.3 to 0.8 μl / l. At these concentrations, the Bad odor of Malodor standards already clearly perceptible, but without the olfactory sense of an examiner is largely blocked by the malodor standard. This concentration does not affect the cognitive ability or well-being of the examiners even if many (10-30) samples are evaluated promptly. These concentrations can be adjusted particularly easily by evaporating 5 .mu.l of the mineral oil fraction to be investigated in 7 l of air.
Besonders bevorzugt wird das Testverfahren ausgeführt, indem in Gefäßen gleicher Größe die einzelnen Testproben in der Eignung zur Überdeckung des Mineralölgeruchs getestet werden. Die einzelnen Proben werden dabei jeweils von mindestens 8 Prüfern (Experten) durch Riechen im Vergleich zu einer Probe nur mit der Mineralölfraktion (Malodorstandard) bewertet. Dieser Malodorstandard ohne Riechstoff bekommt die Intensität 6 vorgegeben. Die Bewertung der Geruchsintensitäten wird auf einer Skala von 1 entsprechend "geruchlos" bis 9 entsprechend "sehr stark" vorgenommen. Der Reduktionswert wird berechnet, indem die Intensität des Standards von dem Mittelwert der Geruchsintensität des Malodors abgezogen wird. Die Prüfer werden aufgrund ihrer Fähigkeit, die Stärken von Gerüchen reproduzierbar zu bewerten, ausgewählt. Die Prüfer werden vor der Testreihe auf das Erkennen des Mineralölgeruchs trainiert.The test method is particularly preferably carried out by testing the individual test samples in the suitability for covering the mineral oil odor in vessels of the same size. The individual samples are evaluated in each case by at least 8 examiners (experts) by smelling compared to a sample only with the mineral oil fraction (malodor standard). This malodor standard without fragrance gets the intensity 6 specified. The evaluation of the odor intensities is carried out on a scale from 1 according to "odorless" to 9 corresponding to "very strong". The reduction value is calculated by subtracting the intensity of the standard from the mean odor intensity of the malodor. The examiners are chosen for their ability to reproducibly evaluate the strengths of odors. The examiners are trained before the test series on the recognition of mineral oil odor.
Alternativ zu dem soeben beschriebenen Testverfahren wird der zu prüfende Riechstoff bzw. die zu prüfende Riechstoffmischung in einer Konzentration von 50 ppm in die betreffende Mineralölfraktion eingearbeitet.As an alternative to the test method just described, the fragrance to be tested or the fragrance mixture to be tested is incorporated in a concentration of 50 ppm in the relevant mineral oil fraction.
Bei Raumtemperatur (etwa 20°C) werden in zwei getrennten Gläsern oder Bechern (Volumen jeweils 200 ml) einerseits 20 µl der zu betreffenden Mineralölfraktion (Referenzprobe) und 20 µl der betreffenden Mineralölfraktion enthaltend 50 ppm des zu untersuchenden Riechstoffs oder der Riechstoffmischung andererseits eingebracht (im Regelfall zentriert auf den Boden des Glases oder Bechers pipettiert). Beide Gläser oder Becher werden nach 1 Minute von sechs geschulten Prüfern im direkten Vergleich geruchlich evaluiert.At room temperature (about 20 ° C.), in two separate glasses or beakers (volume 200 ml each), on the one hand, 20 μl of the relevant mineral oil fraction (reference sample) and 20 μl of the relevant mineral oil fraction containing 50 ppm of the fragrance or perfume mixture to be investigated are introduced ( usually pipetted centered on the bottom of the glass or beaker pipetted). Both glasses or cups are evaluated by six trained examiners in a direct comparison after 1 minute odor.
Die geruchliche Bewertung erfolgt in beiden Fällen anhand folgender Beurteilungskala von 1-6:
- 1 = kein Unterschied zur Referenzprobe
- 2 = geringfügiger Unterschied zur Referenzprobe
- 3 = erkennbarer Unterschied zur Referenzprobe
- 4 = deutlicher Unterschied zur Referenzprobe
- 5 = deutlicher Unterschied zur Referenzprobe, Riechstoff(mischung) ist erkennbar
- 6 = deutlicher Unterschied zur Referenzprobe, Riechstoff(mischung) ist deutlich erkennbar
- 1 = no difference to the reference sample
- 2 = slight difference to the reference sample
- 3 = discernible difference to the reference sample
- 4 = significant difference to the reference sample
- 5 = clear difference to the reference sample, perfume (mixture) is recognizable
- 6 = clear difference to the reference sample, perfume (mixture) is clearly visible
Die erfindungsgemäß einzusetzenden Riechstoffe oder Riechstoffmischungen und die erfindungsgemäß gefundene Testprobe enthaltend einen oder mehrere Riechstoffe lassen sich in besonders bevorzugten Ausführungsformen der Erfindung mit Parfümölen kombinieren.The fragrances or perfume mixtures to be used according to the invention and the test sample containing one or more fragrances according to the invention can be combined with perfume oils in particularly preferred embodiments of the invention.
Dementsprechend wird auch erfindungsgemäß ein Verfahren zum Herstellen eines Mineralölgeruch maskierendes Additivs angegeben, umfassend die Schritte:
- a) Auswählen einer Testmischung wie zuvor erfindungsgemäß beschrieben,
- b) Zubereiten des Additivs enthaltend den oder die Riechstoffe der ausgewählten Testmischung in einer zum Maskieren von Mineralöl ausreichenden Konzentration.
- a) selecting a test mixture as described above according to the invention,
- b) preparing the additive containing the perfume (s) of the selected test mixture in a concentration sufficient to mask mineral oil.
Zudem wird erfindungsgemäß ein Mineralölgeruch maskierendes Additiv angegeben, hergestellt nach einem erfindungsgemäßen Herstellverfahren.In addition, according to the invention a mineral oil odor masking additive is specified, prepared by a production process according to the invention.
Erfindungsgemäß einzusetzende Riechstoffe der Gruppe (A) bzw. eine erfindungsgemäß einzusetzende Riechstoffmischung umfassend 2, 3, 4, 5, 6, 7, 8, 9, 10 oder mehr Riechstoffe der Gruppe (A) weisen einen Malodorreduktionswert von größer oder gleich 2,3 auf.Fragrances of group (A) to be used according to the invention or a fragrance mixture to be used according to the invention comprising 2, 3, 4, 5, 6, 7, 8, 9, 10 or more fragrances of group (A) have a malodor reduction value of greater than or equal to 2.3 on.
Bevorzugt sind erfindungsgemäß einzusetzende Riechstoffe der Gruppe (A) bzw. eine erfindungsgemäß einzusetzende Riechstoffmischung umfassend 2, 3, 4, 5, 6, 7, 8, 9, 10 oder mehr Riechstoffe der Gruppe (A), welche einen Malodorreduktionswert von größer oder gleich 3,0 auf, weiter bevorzugt einen Malodorreduktionswert von größer oder gleich 3,5.Preferred fragrances of group (A) to be used according to the invention or a fragrance mixture to be used according to the invention comprising 2, 3, 4, 5, 6, 7, 8, 9, 10 or more fragrances of group (A) have a Malodorreduktionswert of greater or equal 3.0, more preferably a malodor reduction value of greater than or equal to 3.5.
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A. Die Prüfer müssen in der Lage sein, den Heizölgeruch von einem geruchlosen Lösemittel (Dipropylenglycol = DPG) zu unterscheiden.
Dazu werden mehrere Riechstreifen aus Karton in Heizöl getaucht. Zusätzlich werden mehrere Riechstreifen in DPG getaucht. Nur solche Prüfer, die fehlerfrei die Riechstreifen in einem Test Heizöl - Heizöl - DPG und DPG - DPG - Heizöl unterscheiden können, nehmen an weiteren Tests teil.A. The inspectors must be able to distinguish the smell of heating oil from an odorless solvent (dipropylene glycol = DPG).
For this purpose, several smelling strips of cardboard are dipped in heating oil. In addition, several scented strips are dipped in DPG. Only those examiners who are able to differentiate between the smelling strips in a test fuel oil - heating oil - DPG and DPG - DPG - heating oil without error will take part in further tests. - B. Danach werden mehrere Konzentrationen des Heizöls in einen definierten Luftraum gegeben. Die Proben werden von den Prüfern nach Intensität, d. h. Geruchsstärke, sortiert. Die Reihenfolge der Konzentrationen muß von den Prüfern richtig erkannt und bewertet werden. Prüfer, die beide Tests bestanden haben, können an dem im Folgenden beschriebenen Rohstofftest teilnehmen.B. Thereafter, several concentrations of fuel oil are placed in a defined airspace. The samples are analyzed by the examiners for intensity, i. H. Odor strength, sorted. The order of concentrations must be properly recognized and evaluated by the examiners. Examiners who have passed both tests may take part in the raw material test described below.
Die untersuchten Riechstoffe sind Einzelriechstoffe (im Einzelfall kann es sich dabei auch um Gemische von (E) und (Z)-Isomeren oder auch von Stereoisomeren handeln). Die Riechstoffe werden von den ausgewählten Prüfern in einer definierten gasförmigen Probe in Hinsicht auf Intensität und restliche Geruchsstärke des Diesels bzw. Heizöls bewertet.The fragrances investigated are individual fragrances (in individual cases, these may also be mixtures of (E) and (Z) isomers or of stereoisomers). The fragrances are evaluated by the selected examiners in a defined gaseous sample with regard to intensity and residual odor strength of the diesel or heating oil.
Nicht alle Riechstoffe sind gleichermaßen in Mineralölfraktionen löslich. Daher werden zur Probenvorbereitung jeweils 30 µl Riechstoff und 150 µl des Diesels bzw. Heizöls vermischt. Von der Ölphase werden 6 µl in einen mit Luft gefüllten Behälter mit einem Volumen von 7 I gegeben. Die Proben werden vor der Bewertung 15 h bei Raumtemperatur (etwa 20°C) gehalten. Die einzelnen Proben werden jeweils von mindestens 8 Prüfern durch Riechen im Vergleich zu einer Probe nur mit 5 µl Diesels bzw. Heizöls bewertet. Aus den erhaltenen mindestens 8 Werten für den jeweiligen Rohstoff wird anschließend der Mittelwert gebildet.Not all fragrances are equally soluble in mineral oil fractions. Therefore, 30 μl fragrance and 150 μl each of the diesel or fuel oil are mixed for sample preparation. From the oil phase, place 6 μl in an air-filled 7 l volume container. The samples are held at room temperature (about 20 ° C) for 15 hours prior to evaluation. The individual samples are each smelled by at least 8 examiners compared to a sample containing only 5 μl of diesel or fuel oil. From the obtained at least 8 values for the respective raw material then the mean value is formed.
Bezüglich der verwendeten Begriffe und der Bewertungsskala wird auf die oben näher ausgeführten Definitionen und Erläuterungen verwiesen.With regard to the terms used and the rating scale, reference is made to the definitions and explanations detailed above.
Wie sich gezeigt hat, haben die Lösungsmittel Solutol A (2-(2-Ethoxyethoxy)-ethanol) sowie Dipropylenglycol (DPG) keinen Einfluss auf die Intensität des Schlechtgeruches oder die Gesamtintensität. Diese Lösungsmittel können also als Platzhalter für Anwendungsbeispiele für die restlichen, hier nicht untersuchten Teile einer Parfümierung verwendet werden. Die in Tabelle 1 aufgeführten Riechstoffe der Gruppe (A) zeigten für Diesel bzw. Heizöl sehr ähnliche Ergebnisse.
Es werden 3 Mischungen (A-C) nach folgenden Rezepturen hergestellt:
Die Mischungen A-C wurden im Vergleich zu 4.4a.5.9b-Tetrahydro-Indeno[1.2-d]-1.3-dioxin, 1-Methyl-4-(1-methylethenyl)-Cyclohexen und 2-(2-Ethoxyethoxy)-ethanol nach dem o. g. Verfahren getestet. Die Mischungen haben die erwünschte Wirkung. Die Werte der Einzelsubstanzen konnten wiederholt werden.
Die Mischungen A-C wurden im Vergleich zu 4.4a.5.9b-Tetrahydro-Indeno[1.2-d]-1.3-dioxin, 1-Methyl-4-(1-methylethenyl)-Cyclohexen und 2-(2-Ethoxyethoxy)-ethanol auch in einer Dosierung von 50 ppm in Heizöl getestet. Dazu wurden die Parfümierungen in dieser Dosierung in Heizöl eingerührt. Jeweils 10 g des so parfümierten Heizöls wurden in 30 ml Schraubgläser gefüllt. Die Proben wurden im Vergleich zu nicht parfümiertem Heizöl auf derselben Skala bewertet, wie in dem o. g. Verfahren. Die Mischungen haben auch in diesem, der realen Anwendung der Produkte näheren, Test die erwünschte Wirkung. Da nur wenige Proben so verglichen wurden, wurden weder das persönliche Wohlbefinden noch die kognitiven Fähigkeiten der Prüfer beeinträchtigt. Die Effekte der Einzelsubstanzen konnten auch hier gefunden werden.
Claims (15)
1,3-Dioxan; 2,4,6-Trimethyl-4-phenyl-1,3-Dioxolan-2-essigsäureethylester; 2,4-Dimethyl-1,3-Oxathian; 2-Methyl-4-propyl- (Z)
1-Nonin; 1,1-Dimethoxy-1-Octanol
2(3H)-Furanon; 5-Hexyl-dihydro-2,2-Dimethylpropanal; 3-(4-Ethylphenyl)-2,4-Decadienal (2E,4E)
2,6-Nonadienal (2E,6Z)
2,6-Octadien-1-olformiat; 3,7-Dimethyl- (2E)
2-Buten-1-olacetat; 3-Methyl-2-Buten-1-on; 1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)- (E)
2-Decenal (2E)
2H-Pyran; 2-Butyl-3,6-dihydro-4,6-dimethyl-2-Naphthalinol; 1,2,3,4,4a,5,6,7-Octahydro-2,6,6-trimethyl-2-Nonennitril (2E)
2-Tridecenal (2E)
2-Tridecennitril (2Z)
3,6-Nonadiennitril; 3,7-Dimethyl-3-Buten-2-on; 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-Cyclohexen-1-carbaldehyd; 2,4,6-Trimethyl-3-Cyclohexen-1-carbaldehyd; 2,4-Dimethyl- (Z)
3-Hexen-1-ol (3E)
3-Hexen-1-ol (3Z)
3-Octanol; 3,7-Dimethyl-4-Decenal (4Z)
4H-4a,9-Methanoazuleno[5,6-d]-1,3-dioxol; Octahydro-2,2,5,8,8,9a-hexamethyl-9-Undecenal (9E)
9-Undecenal (9Z)
9-Undecenal; 2,6,10-Trimethyl-Benzaldehyd; 4-(1-Methylethyl)-Bicyclo[2,2,1]heptan-2-ol; 1,3,3-Trimethyl-Bicyclo[2,2,1]heptan-2-ol; 1,7,7-Trimethyl-Bicyclo[3,1,1]hept-2-en; 2,6,6-Trimethyl-Buttersäurecyclohexylester
Buttersäureethylester
Buttersäureethylester; 2-Methyl-Chinolin; 6-(1-Methylpropyl)-Cyclohexanon; 5-Methyl-2-(1-methylethyl)- (iso)
Decanal; 2-Methyl-Dodecanal
Essigsäure-2-propenylester; (Cyclohexyloxy)-Essigsäure-2-propenylester; 2-(3-Methylbutoxy)-Ethanthiosäure-S-[1-[2-(acetyloxy)ethyl]butyl]-ester
Heptansäureethylester
Hexanal
Hexanal; 3,5,5-Trimethyl-Nonanal
Octanal
Phenol; 2-Methoxy-4-(2-propenyl)-Phenylacetaldehyd
Phenylacetaldehyd; alpha-Methyl-Pyrazin; 2-Ethoxy-1-(1-methylethyl)-Pyridin; 2-(3-Phenylpropyl)-Pyridin; 4-(4,8-Dimethyl-3,7-nonadienyl)-Undecanal
Undecanal; 2-Methyl-1,3,5-Trioxan; 2,4,6-Trimethyl-1-Butanolacetat; 3-Methyl-2(3H)-Furanon; 4-Hydroxy-2,5-dimethyl-2(3H)-Furanon; Dihydro-5-pentyl-2,6-Octadien-1-ol; 3,7-Dimethyl- (2E)
2,6-Octadienal; 3,7-Dimethyl- (2E)
2-Buten-1-on; 1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)- (E)
2-Hexenal (2E)
6-Octen-1-ol; 3,7-Dimethyl-6-Octenal; 3,7-Dimethyl-6-Octennitril; 3,7-Dimethyl-Acetaldehyd; [(3,7-Dimethyl-6-octenyl)oxy]-Benzaldehyd; 4-Methyl-Benzol; (2,2-Dimethoxyethyl)-Cyclohexanolacetat
Cyclohexanon; 5-Methyl-2-(1-methylethyl)- (L)
Cyclohexanpropionsäure-2-propenylester
Decanal
Essigsäure-2-propenylester; Phenoxy-Ethanon; 1-(1,2,3,4,5,6,7,8-Octahydro-2,3,8,8-tetramethyl-2-naphthalinyl)-Ethanon; 1-(2-Pyrazinyl)-Ethanon; 1-(4-Methylphenyl)-Heptanal
Thiobuttersäure-1-methylpropylester; 3-Methyl-2H-1,5-Benzodioxepin-3(4H)-on; 7-Methyl-2,6-Octadiennitril; 3,7-Dimethyl- (2Z)
2,6-Octadiennitril; 3,7-Dimethyl- (2E)
5-Heptenal; 2,6-Dimethyl-2(3H)-Furanon; 5-Butyl-tetrahydro-Buttersäureethylester; 3-Methyl-1,6-Octadien-3-ol; 3,7-Dimethyl-Pentansäureethylester; 2-Methyl-2-Propensäureethylester; 3-Phenyl- (E)
1,2,3,4,4a,9,10,10a-Octahydro-phenanthren-1-carbonsäure methylester; 7-Isopropyl-1,4a-dimethyl-1,3-Benzodioxolan-5-propanal; alpha-Methyl-1,3-Dioxolan-2-essigsäureethylester; 2-Methyl-10-Undecenal
1-Decanol
1H-4,7-Methanoinden-5-olpropionat; 3a,4,5,6,7,7a-Hexahydro-1-Hexanol; 3,5,5-Trimethyl-1-Octen-3-olacetat
2(3H)-Furanon; 5-Heptyl-dihydro-2,6-Octadien-1-olacetat; 3,7-Dimethyl- (2E)
2,6-Octadien-1-olacetat; 3,7-Dimethyl- (2Z)
2-Butanon; 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-Cyclopenten-1-on; 3-Methyl-2-(2-pentenyl)- (Z) 2H-1-Benzopyran-2-on
2-Heptanol; 2,6-Dimethyl-2-Octanol; 2,6-Dimethyl-2-Octanon
2-Pentensäure; 2-Methyl-2-Phenylethanol
2-Propen-1-ol; 3-Phenyl- (E)
2-Propenal; 2-Methyl-3-phenyl- (E)
2-Propenal; 3-Phenyl- (E)
2-Propensäurephenylmethylester; 3-Phenyl-3-Buten-2-on; 1-(2,4,4-Trimethyl-2-cyclohexen-1-yl)- (2E)
3-Buten-2-on; 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-Cyclohexen-1-carbaldehyd; 3-(4-Methyl-3-pentenyl)-3-Cyclohexen-1-carbaldehyd; 4-(4-Hydroxy-4-methylpentyl)-3-Cyclohexen-1-methanolacetat; alpha,alpha, 4-Trimethyl-2-Octanol; 2,6-Dimethyl-4,7-Methano-1H-inden-2,5-dimethanol; Octahydro-5,9-Undecadienal; 2,6,10-Trimethyl-6-Octen-3-on; 2,4,4,7-Tetramethyl-7-Octen-2-ol; 2,6-Dimethyl-Benzoesäure-2-methylpropylester; 2-Hydroxy-Benzoesäure-3-methylbutylester
Benzoesäureethylester
Benzoesäuremethylester; 2-(Methylamino)-Benzoesäure-n-pentylester, 2-Hydroxy
Benzoesäure-n-propylester
Benzol; 1-(1,1-Dimethylethyl)-3,5-dimethyl-2,4,6-trinitro-Benzol; 1,1'-Methylenbis-Benzol; 1,4-Dimethoxy-Bicyclo[2,2,1]heptan; 2,2-Dimethyl-3-methylen-Buttersäure-2-phenylethylester; 3-Methyl-Buttersäure-3-methylbutylester; 3-Methyl-Buttersäure-n-butylester
Buttersäureethylester; 3-Oxo-Cyclohexanethanolacetat
Cyclohexanol; 5-Methyl-2-(1-methylethyl)-Cyclohexanol; 5-Methyl-2-(1-methylethyl)-Cyclohexanolacetat; 5-Methyl-2-(1-methylethyl)-Cyclohexen; 1-Methyl-4-(1-methylethyliden)-Cyclopentanessigsäuremethylester; 3-Oxo-2-pentyl- (E)
Essigsäure-2-phenylethylester
Ethanon; 1-(2,3,4,7,8,8a-Hexahydro-3,6,8,8-tetramethyl-1 H-3a,7-methano azulen-5-yl)-Ethanon; 1-(2-Naphthalinyl)-Indeno[1,2-d]-1,3-dioxin; 4,4a,5,9b-Tetrahydro-Indeno[1,2-d]-1,3-dioxin; 4,4a,5,9b-Tetrahydro-2,4-dimethyl-Methanon; Diphenyl-Octansäureethylester
Phenylacetonitril; alpha-Cyclohexyliden-Phenylessigsäure-2-methylpropylester
Phenylmethanolacetat; alpha-Methyl-Propandisäurediethylester
Propionsäure-2-phenoxyethylester; 2-Methyl-Propionsäurehexylester; 2-Methyl- .Mineral oil, characterized in that the mineral oil has a proportion of 0.5 ppm to 1.2 wt .-%, based on the total mineral oil, of one or more fragrances, which are selected from the group consisting of (A)
1,3-dioxane; 2,4,6-trimethyl-4-phenyl-1,3-dioxolan-2-acetic acid ethyl ester; 2,4-dimethyl-1,3-oxathiane; 2-methyl-4-propyl- (Z)
1-nonyne; 1,1-dimethoxy-1-octanol
2 (3H) -furanone; 5-hexyl-dihydro-2,2-dimethylpropanal; 3- (4-ethylphenyl) -2,4-decadienal (2E, 4E)
2,6-nonadienal (2E, 6Z)
2,6-octadiene-1-olformiat; 3,7-dimethyl- (2E)
2-butene-1-ol acetate; 3-methyl-2-buten-1-one; 1- (2,6,6-trimethyl-3-cyclohexene-1-yl) - (E)
2-Decenal (2E)
2H-pyran; 2-butyl-3,6-dihydro-4,6-dimethyl-2-naphthalenol; 1,2,3,4,4a, 5,6,7-octahydro-2,6,6-trimethyl-2-nonenenitrile (2E)
2-tridecenal (2E)
2-tridecenitrile (2Z)
3,6-Nonadiennitril; 3,7-dimethyl-3-buten-2-one; 3-methyl-4- (2,6,6-trimethyl-2-cyclohexen-1-yl) -3-cyclohexene-1-carbaldehyde; 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde; 2,4-dimethyl- (Z)
3-hexene-1-ol (3E)
3-hexene-1-ol (3Z)
3-octanol; 3,7-dimethyl-4-decenal (4Z)
4H-4a, 9-Methanoazuleno [5,6-d] -1,3-dioxole; Octahydro-2,2,5,8,8,9a-hexamethyl-9-undecenal (9E)
9-undecenal (9Z)
9-undecenal; 2,6,10-trimethyl-benzaldehyde; 4- (1-methylethyl) bicyclo [2.2.1] heptan-2-ol; 1,3,3-trimethyl-bicyclo [2.2.1] heptane-2-ol; 1,7,7-trimethyl-bicyclo [3,1,1] hept-2-ene; 2,6,6-trimethyl-Buttersäurecyclohexylester
butyrate
butyrate; 2-methyl-quinoline; 6- (1-methylpropyl) cyclohexanone; 5-methyl-2- (1-methylethyl) - (iso)
decanal; 2-methyl-dodecanal
Acetic acid 2-propenyl ester; (Cyclohexyloxy) acetic acid 2-propenyl ester; 2- (3-methylbutoxy) -Ethanthiosäure-S- [1- [2- (acetyloxy) ethyl] butyl] ester
heptanoate
hexanal
hexanal; 3,5,5-trimethyl-nonanal
octanal
Phenol; 2-methoxy-4- (2-propenyl) -Phenylacetaldehyd
phenylacetaldehyde; alpha-methyl-pyrazine; 2-ethoxy-1- (1-methylethyl) pyridine; 2- (3-phenylpropyl) pyridine; 4- (4,8-dimethyl-3,7-nonadienyl) -Undecanal
undecanal; 2-methyl-1,3,5-trioxane; 2,4,6-trimethyl-1-Butanolacetat; 3-methyl-2 (3H) -furanone; 4-Hydroxy-2,5-dimethyl-2 (3H) -furanone; Dihydro-5-pentyl-2,6-octadiene-1-ol; 3,7-dimethyl- (2E)
2,6-octadienal; 3,7-dimethyl- (2E)
2-butene-1-one; 1- (2,6,6-trimethyl-1-cyclohexene-1-yl) - (E)
2-Hexenal (2E)
6-octene-1-ol; 3,7-dimethyl-6-octenal; 3,7-dimethyl-6-octenonitrile; 3,7-dimethyl-acetaldehyde; [(3,7-dimethyl-6-octenyl) oxy] -benzaldehyde; 4-methyl-benzene; (2,2-dimethoxyethyl) -Cyclohexanolacetat
cyclohexanone; 5-methyl-2- (1-methylethyl) - (L)
Cyclohexanepropionic acid 2-propenyl
decanal
Acetic acid 2-propenyl ester; Phenoxy-ethanone; 1- (1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl) ethanone; 1- (2-pyrazinyl) ethanone; 1- (4-methylphenyl) -heptanal
Thiobutyric-1-methylpropyl ester; 3-methyl-2H-1,5-benzodioxepin-3 (4H) -one; 7-methyl-2,6-octadienenitrile; 3,7-dimethyl- (2Z)
2,6-octadienenitrile; 3,7-dimethyl- (2E)
5-heptenal; 2,6-dimethyl-2 (3H) -furanone; 5-butyl-tetrahydro-butyrate; 3-methyl-1,6-octadiene-3-ol; 3,7-dimethyl-pentanoic acid; 2-methyl-2-propenoate; 3-phenyl- (E)
1,2,3,4,4a, 9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester; 7-Isopropyl-1,4a-dimethyl-1,3-benzodioxolan-5-propanal; alpha-methyl-1,3-dioxolan-2-acetic acid ethyl ester; 2-methyl-10-undecenal
1-decanol
1H-4,7-methanoinden-5-olpropionat; 3a, 4,5,6,7,7a-hexahydro-1-hexanol; 3,5,5-trimethyl-1-octen-3-ol acetate
2 (3H) -furanone; 5-heptyl-dihydro-2,6-octadiene-1-ol acetate; 3,7-dimethyl- (2E)
2,6-octadiene-1-ol acetate; 3,7-dimethyl- (2Z)
2-butanone; 4- (2,6,6-trimethyl-1-cyclohexen-1-yl) -2-cyclopentene-1-one; 3-methyl-2- (2-pentenyl) - (Z) 2H-1-benzopyran-2-one
2-heptanol; 2,6-dimethyl-2-octanol; 2,6-dimethyl-2-octanone
2-pentenoic acid; 2-Methyl-2-phenylethanol
2-propen-1-ol; 3-phenyl- (E)
2-propenal; 2-methyl-3-phenyl- (E)
2-propenal; 3-phenyl- (E)
2-Propensäurephenylmethylester; 3-phenyl-3-buten-2-one; 1- (2,4,4-trimethyl-2-cyclohexene-1-yl) - (2E)
3-buten-2-one; 4- (2,6,6-trimethyl-1-cyclohexen-1-yl) -3-cyclohexene-1-carbaldehyde; 3- (4-methyl-3-pentenyl) -3-cyclohexene-1-carbaldehyde; 4- (4-hydroxy-4-methylpentyl) -3-cyclohexene-1-methanol acetate; alpha, alpha, 4-trimethyl-2-octanol; 2,6-dimethyl-4,7-methano-1H-indene-2,5-dimethanol; Octahydro-5,9-Undecadienal; 2,6,10-trimethyl-6-octen-3-one; 2,4,4,7-tetramethyl-7-octen-2-ol; 2,6-dimethyl-benzoic acid 2-methylpropyl; 2-Hydroxy-benzoic acid-3-methylbutyl ester
benzoate
benzoate; 2- (methylamino) benzoic acid n-pentyl ester, 2-hydroxy
Benzoic acid, n-propyl
Benzene; (1,1-Dimethylethyl) -3,5-dimethyl-2,4,6-trinitro-benzene 1-; 1,1'-methylene bis-benzene; 1,4-dimethoxy-bicyclo [2.2.1] heptane; 2,2-dimethyl-3-methylene-butyric acid 2-phenylethyl ester; 3-methyl-butyric acid-3-methylbutyl; 3-methyl-butyl butyrate
butyrate; 3-oxo-Cyclohexanethanolacetat
cyclohexanol; 5-methyl-2- (1-methylethyl) -cyclohexanol; 5-methyl-2- (1-methylethyl) -Cyclohexanolacetat; 5-methyl-2- (1-methylethyl) cyclohexene; 1-methyl-4- (1-methylethylidene) -Cyclopentanessigsäuremethylester; 3-oxo-2-pentyl- (E)
Acetic acid 2-phenylethyl ester
ethanone; 1- (2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-1H-3a, 7-methano-azulen-5-yl) ethanone; 1- (2-naphthalenyl) indeno [1,2-d] -1,3-dioxin; 4,4a, 5,9b-tetrahydro-indeno [1,2-d] -1,3-dioxin; 4,4a, 5,9b-tetrahydro-2,4-dimethyl-methanone; Diphenyl-octanoate
phenylacetonitrile; alpha-cyclohexylidene-phenylacetic acid 2-methylpropyl ester
Phenylmethanolacetat; alpha-methyl-propanedioic
Propionic acid-2-phenoxyethyl; 2-methyl-Propionsäurehexylester; 2-methyl.
1,3,5-Trioxan; 2,4,6-Trimethyl-1-Butanolacetat; 3-Methyl-2(3H)-Furanon; 4-Hydroxy-2,5-dimethyl-2(3H)-Furanon; Dihydro-5-pentyl-2,6-Octadien-1-ol; 3,7-Dimethyl- (2E)
2,6-Octadienal; 3,7-Dimethyl- (2E)
2-Buten-1-on; 1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)- (E)
2-Hexenal (2E)
6-Octen-1-ol; 3,7-Dimethyl-6-Octenal; 3,7-Dimethyl-6-Octennitril; 3,7-Dimethyl-Acetaldehyd; [(3,7-Dimethyl-6-octenyl)oxy]-Benzaldehyd; 4-Methyl-Benzol; (2,2-Dimethoxyethyl)-Cyclohexanolacetat
Cyclohexanon; 5-Methyl-2-(1-methylethyl)- (L)
Cyclohexanpropionsäure-2-propenylester
Decanal
Essigsäure-2-propenylester; Phenoxy-Ethanon; 1-(1,2,3,4,5,6,7,8-Octahydro-2,3,8,8-tetramethyl-2-naphthalinyl)-Ethanon; 1-(2-Pyrazinyl)-Ethanon; 1-(4-Methylphenyl)-Heptanal
Thiobuttersäure-1-methylpropylester; 3-Methyl-2H-1,5-Benzodioxepin-3(4H)-on; 7-Methyl-2,6-Octadiennitril; 3,7-Dimethyl- (2Z)
2,6-Octadiennitril; 3,7-Dimethyl- (2E)
5-Heptenal; 2,6-Dimethyl-2(3H)-Furanon; 5-Butyl-tetrahydro-Buttersäureethylester; 3-Methyl-1,6-Octadien-3-ol; 3,7-Dimethyl-Pentansäureethylester; 2-Methyl-2-Propensäureethylester; 3-Phenyl- (E).Mineral oil according to one of claims 1 to 2, characterized in that at least one or the fragrances of the group (A) is selected from the group (B), wherein the group (B) consists of:
1,3,5-trioxane; 2,4,6-trimethyl-1-Butanolacetat; 3-methyl-2 (3H) -furanone; 4-Hydroxy-2,5-dimethyl-2 (3H) -furanone; Dihydro-5-pentyl-2,6-octadiene-1-ol; 3,7-dimethyl- (2E)
2,6-octadienal; 3,7-dimethyl- (2E)
2-butene-1-one; 1- (2,6,6-trimethyl-1-cyclohexene-1-yl) - (E)
2-Hexenal (2E)
6-octene-1-ol; 3,7-dimethyl-6-octenal; 3,7-dimethyl-6-octenonitrile; 3,7-dimethyl-acetaldehyde; [(3,7-dimethyl-6-octenyl) oxy] -benzaldehyde; 4-methyl-benzene; (2,2-dimethoxyethyl) -Cyclohexanolacetat
cyclohexanone; 5-methyl-2- (1-methylethyl) - (L)
Cyclohexanepropionic acid 2-propenyl
decanal
Acetic acid 2-propenyl ester; Phenoxy-ethanone; 1- (1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl) ethanone; 1- (2-pyrazinyl) ethanone; 1- (4-methylphenyl) -heptanal
Thiobutyric-1-methylpropyl ester; 3-methyl-2H-1,5-benzodioxepin-3 (4H) -one; 7-methyl-2,6-octadienenitrile; 3,7-dimethyl- (2Z)
2,6-octadienenitrile; 3,7-dimethyl- (2E)
5-heptenal; 2,6-dimethyl-2 (3H) -furanone; 5-butyl-tetrahydro-butyrate; 3-methyl-1,6-octadiene-3-ol; 3,7-dimethyl-pentanoic acid; 2-methyl-2-propenoate; 3-phenyl- (E).
1,3-Dioxan; 2,4,6-Trimethyl-4-phenyl-1,3-Dioxolan-2-essigsäureethylester; 2,4-Dimethyl-1,3-Oxathian; 2-Methyl-4-propyl- (Z)
1-Nonin; 1,1-Dimethoxy-1-Octanol
2(3H)-Furanon; 5-Hexyl-dihydro-2,2-Dimethylpropanal; 3-(4-Ethylphenyl)-2,4-Decadienal (2E,4E)
2,6-Nonadienal (2E,6Z)
2,6-Octadien-1-olformiat; 3,7-Dimethyl- (2E)
2-Buten-1-olacetat; 3-Methyl-2-Buten-1-on; 1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)- (E)
2-Decenal (2E)
2H-Pyran; 2-Butyl-3,6-dihydro-4,6-dimethyl-2-Naphthalinol; 1,2,3,4,4a,5,6,7-Octahydro-2,6,6-trimethyl-2-Nonennitril (2E)
2-Tridecenal (2E)
2-Tridecennitril (2Z)
3,6-Nonadiennitril; 3,7-Dimethyl-3-Buten-2-on; 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-Cyclohexen-1-carbaldehyd; 2,4,6-Trimethyl-3-Cyclohexen-1-carbaldehyd; 2,4-Dimethyl- (Z)
3-Hexen-1-ol (3E)
3-Hexen-1-ol (3Z) 3-Octanol; 3,7-Dimethyl-4-Decenal (4Z)
4H-4a,9-Methanoazuleno[5,6-d]-1,3-dioxol; Octahydro-2,2,5,8,8,9a-hexamethyl-9-Undecenal (9E)
9-Undecenal (9Z)
9-Undecenal; 2,6,10-Trimethyl-Benzaldehyd; 4-(1-Methylethyl)-Bicyclo[2,2,1]heptan-2-ol; 1,3,3-Trimethyl-Bicyclo[2,2,1]heptan-2-ol; 1,7,7-Trimethyl-Bicyclo[3,1,1]hept-2-en; 2,6,6-Trimethyl-Buttersäurecyclohexylester
Buttersäureethylester
Buttersäureethylester; 2-Methyl-Chinolin; 6-(1-Methylpropyl)-Cyclohexanon; 5-Methyl-2-(1-methylethyl)- (iso)
Decanal; 2-Methyl-Dodecanal
Essigsäure-2-propenylester; (Cyclohexyloxy)-Essigsäure-2-propenylester; 2-(3-Methylbutoxy)-Ethanthiosäure-S-[1-[2-(acetyloxy)ethyl]butyl]-ester
Heptansäureethylester
Hexanal
Hexanal; 3,5,5-Trimethyl-Nonanal
Octanal
Phenol; 2-Methoxy-4-(2-propenyl)-Phenylacetaldehyd
Phenylacetaldehyd; alpha-Methyl-Pyrazin; 2-Ethoxy-1-(1-methylethyl)-Pyridin; 2-(3-Phenylpropyl)-Pyridin; 4-(4,8-Dimethyl-3,7-nonadienyl)-Undecanal
Undecanal; 2-Methyl-.Mineral oil according to one of the preceding claims, characterized in that at least one of the fragrances of the group (A) is selected from the group consisting of (C)
1,3-dioxane; 2,4,6-trimethyl-4-phenyl-1,3-dioxolan-2-acetic acid ethyl ester; 2,4-dimethyl-1,3-oxathiane; 2-methyl-4-propyl- (Z)
1-nonyne; 1,1-dimethoxy-1-octanol
2 (3H) -furanone; 5-hexyl-dihydro-2,2-dimethylpropanal; 3- (4-ethylphenyl) -2,4-decadienal (2E, 4E)
2,6-nonadienal (2E, 6Z)
2,6-octadiene-1-olformiat; 3,7-dimethyl- (2E)
2-butene-1-ol acetate; 3-methyl-2-buten-1-one; 1- (2,6,6-trimethyl-3-cyclohexene-1-yl) - (E)
2-Decenal (2E)
2H-pyran; 2-butyl-3,6-dihydro-4,6-dimethyl-2-naphthalenol; 1,2,3,4,4a, 5,6,7-octahydro-2,6,6-trimethyl-2-nonenenitrile (2E)
2-tridecenal (2E)
2-tridecenitrile (2Z)
3,6-Nonadiennitril; 3,7-dimethyl-3-buten-2-one; 3-methyl-4- (2,6,6-trimethyl-2-cyclohexen-1-yl) -3-cyclohexene-1-carbaldehyde; 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde; 2,4-dimethyl- (Z)
3-hexene-1-ol (3E)
3-hexen-1-ol (3Z) 3-octanol; 3,7-dimethyl-4-decenal (4Z)
4H-4a, 9-Methanoazuleno [5,6-d] -1,3-dioxole; Octahydro-2,2,5,8,8,9a-hexamethyl-9-undecenal (9E)
9-undecenal (9Z)
9-undecenal; 2,6,10-trimethyl-benzaldehyde; 4- (1-methylethyl) bicyclo [2.2.1] heptan-2-ol; 1,3,3-trimethyl-bicyclo [2.2.1] heptane-2-ol; 1,7,7-trimethyl-bicyclo [3,1,1] hept-2-ene; 2,6,6-trimethyl-Buttersäurecyclohexylester
butyrate
butyrate; 2-methyl-quinoline; 6- (1-methylpropyl) cyclohexanone; 5-methyl-2- (1-methylethyl) - (iso)
decanal; 2-methyl-dodecanal
Acetic acid 2-propenyl ester; (Cyclohexyloxy) acetic acid 2-propenyl ester; 2- (3-methylbutoxy) -Ethanthiosäure-S- [1- [2- (acetyloxy) ethyl] butyl] ester
heptanoate
hexanal
hexanal; 3,5,5-trimethyl-nonanal
octanal
Phenol; 2-methoxy-4- (2-propenyl) -Phenylacetaldehyd
phenylacetaldehyde; alpha-methyl-pyrazine; 2-ethoxy-1- (1-methylethyl) pyridine; 2- (3-phenylpropyl) pyridine; 4- (4,8-dimethyl-3,7-nonadienyl) -Undecanal
undecanal; 2-methyl.
1,2,3,4,4a,9,10,10a-Octahydro-phenanthren-1-carbonsäure methylester; 7-Isopropyl-1,4a-dimethyl-1,3-Benzodioxolan-5-propanal; alpha-Methyl-1,3-Dioxolan-2-essigsäureethylester; 2-Methyl-10-Undecenal
1-Decanol
1H-4,7-Methanoinden-5-olpropionat; 3a,4,5,6,7,7a-Hexahydro-1-Hexanol; 3,5,5-Trimethyl-1-Octen-3-olacetat
2(3H)-Furanon; 5-Heptyl-dihydro-2,6-Octadien-1-olacetat; 3,7-Dimethyl- (2E)
2,6-Octadien-1-olacetat; 3,7-Dimethyl- (2Z)
2-Butanon; 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-Cyclopenten-1-on; 3-Methyl-2-(2-pentenyl)- (Z)
2H-1-Benzopyran-2-on
2-Heptanol; 2,6-Dimethyl-2-Octanol; 2,6-Dimethyl-2-Octanon
2-Pentensäure; 2-Methyl-2-Phenylethanol
2-Propen-1-ol; 3-Phenyl- (E)
2-Propenal; 2-Methyl-3-phenyl- (E)
2-Propenal; 3-Phenyl- (E)
2-Propensäurephenylmethylester; 3-Phenyl-3-Buten-2-on; 1-(2,4,4-Trimethyl-2-cyclohexen-1-yl)- (2E)
3-Buten-2-on; 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-Cyclohexen-1-carbaldehyd; 3-(4-Methyl-3-pentenyl)-3-Cyclohexen-1-carbaldehyd; 4-(4-Hydroxy-4-methylpentyl)-3-Cyclohexen-1-methanolacetat; alpha,alpha, 4-Trimethyl-2-Octanol; 2,6-Dimethyl-4,7-Methano-1H-inden-2,5-dimethanol; Octahydro-5,9-Undecadienal; 2,6,10-Trimethyl-6-Octen-3-on; 2,4,4,7-Tetramethyl-7-Octen-2-ol; 2,6-Dimethyl-Benzoesäure-2-methylpropylester; 2-Hydroxy-Benzoesäure-3-methylbutylester
Benzoesäureethylester
Benzoesäuremethylester; 2-(Methylamino)-Benzoesäure-n-pentylester, 2-Hydroxy
Benzoesäure-n-propylester
Benzol; 1-(1,1-Dimethylethyl)-3,5-dimethyl-2,4,6-trinitro-Benzol; 1,1'-Methylenbis-Benzol; 1,4-Dimethoxy-Bicyclo[2,2,1]heptan; 2,2-Dimethyl-3-methylen-Buttersäure-2-phenylethylester; 3-Methyl-Buttersäure-3-methylbutylester; 3-Methyl-Buttersäure-n-butylester
Buttersäureethylester; 3-Oxo-Cyclohexanethanolacetat
Cyclohexanol; 5-Methyl-2-(1-methylethyl)-Cyclohexanol; 5-Methyl-2-(1-methylethyl)-Cyclohexanolacetat; 5-Methyl-2-(1-methylethyl)-Cyclohexen; 1-Methyl-4-(1-methylethyliden)-Cyclopentanessigsäuremethylester; 3-Oxo-2-pentyl- (E)
Essigsäure-2-phenylethylester
Ethanon; 1-(2,3,4,7,8,8a-Hexahydro-3,6,8,8-tetramethyl-1H-3a,7-methano azulen-5-yl)-Ethanon; 1-(2-Naphthalinyl)-Indeno[1,2-d]-1,3-dioxin; 4,4a,5,9b-Tetrahydro-Indeno[1,2-d]-1,3-dioxin; 4,4a,5,9b-Tetrahydro-2,4-dimethyl-Methanon; Diphenyl-Octansäureethylester
Phenylacetonitril; alpha-Cyclohexyliden-Phenylessigsäure-2-methylpropylester
Phenylmethanolacetat; alpha-Methyl-Propandisäurediethylester
Propionsäure-2-phenoxyethylester; 2-Methyl-Propionsäurehexylester; 2-Methyl-.Mineral oil according to one of the preceding claims, characterized in that at least one of the fragrances of the group (A) is selected from the group (B) and at least one of the fragrances of the group (A) is selected from the group (C) and / or at least one of the fragrances of the group (A) is selected from the group (D), wherein the group (D) consists of
1,2,3,4,4a, 9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester; 7-Isopropyl-1,4a-dimethyl-1,3-benzodioxolan-5-propanal; alpha-methyl-1,3-dioxolan-2-acetic acid ethyl ester; 2-methyl-10-undecenal
1-decanol
1H-4,7-methanoinden-5-olpropionat; 3a, 4,5,6,7,7a-hexahydro-1-hexanol; 3,5,5-trimethyl-1-octen-3-ol acetate
2 (3H) -furanone; 5-heptyl-dihydro-2,6-octadiene-1-ol acetate; 3,7-dimethyl- (2E)
2,6-octadiene-1-ol acetate; 3,7-dimethyl- (2Z)
2-butanone; 4- (2,6,6-trimethyl-1-cyclohexen-1-yl) -2-cyclopentene-1-one; 3-methyl-2- (2-pentenyl) - (Z)
2H-1-benzopyran-2-one
2-heptanol; 2,6-dimethyl-2-octanol; 2,6-dimethyl-2-octanone
2-pentenoic acid; 2-Methyl-2-phenylethanol
2-propen-1-ol; 3-phenyl- (E)
2-propenal; 2-methyl-3-phenyl- (E)
2-propenal; 3-phenyl- (E)
2-Propensäurephenylmethylester; 3-phenyl-3-buten-2-one; 1- (2,4,4-trimethyl-2-cyclohexene-1-yl) - (2E)
3-buten-2-one; 4- (2,6,6-trimethyl-1-cyclohexen-1-yl) -3-cyclohexene-1-carbaldehyde; 3- (4-methyl-3-pentenyl) -3-cyclohexene-1-carbaldehyde; 4- (4-hydroxy-4-methylpentyl) -3-cyclohexene-1-methanol acetate; alpha, alpha, 4-trimethyl-2-octanol; 2,6-dimethyl-4,7-methano-1H-indene-2,5-dimethanol; Octahydro-5,9-Undecadienal; 2,6,10-trimethyl-6-octen-3-one; 2,4,4,7-tetramethyl-7-octen-2-ol; 2,6-dimethyl-benzoic acid 2-methylpropyl; 2-Hydroxy-benzoic acid-3-methylbutyl ester
benzoate
benzoate; 2- (methylamino) benzoic acid n-pentyl ester, 2-hydroxy
Benzoic acid, n-propyl
Benzene; (1,1-Dimethylethyl) -3,5-dimethyl-2,4,6-trinitro-benzene 1-; 1,1'-methylene bis-benzene; 1,4-dimethoxy-bicyclo [2.2.1] heptane; 2,2-dimethyl-3-methylene-butyric acid 2-phenylethyl ester; 3-methyl-butyric acid-3-methylbutyl; 3-methyl-butyl butyrate
butyrate; 3-oxo-Cyclohexanethanolacetat
cyclohexanol; 5-methyl-2- (1-methylethyl) -cyclohexanol; 5-methyl-2- (1-methylethyl) -Cyclohexanolacetat; 5-methyl-2- (1-methylethyl) cyclohexene; 1-methyl-4- (1-methylethylidene) -Cyclopentanessigsäuremethylester; 3-oxo-2-pentyl- (E)
Acetic acid 2-phenylethyl ester
ethanone; 1- (2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-1H-3a, 7-methano-azulen-5-yl) ethanone; 1- (2-naphthalenyl) indeno [1,2-d] -1,3-dioxin; 4,4a, 5,9b-tetrahydro-indeno [1,2-d] -1,3-dioxin; 4,4a, 5,9b-tetrahydro-2,4-dimethyl-methanone; Diphenyl-octanoate
phenylacetonitrile; alpha-cyclohexylidene-phenylacetic acid 2-methylpropyl ester
Phenylmethanolacetat; alpha-methyl-propanedioic
Propionic acid-2-phenoxyethyl; 2-methyl-Propionsäurehexylester; 2-methyl.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US83456106P | 2006-08-01 | 2006-08-01 |
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EP1884555A2 true EP1884555A2 (en) | 2008-02-06 |
Family
ID=38792025
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP07113304A Withdrawn EP1884555A2 (en) | 2006-08-01 | 2007-07-27 | Masking mineral oil smell and scenting of mineral oils |
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US (1) | US20080032913A1 (en) |
EP (1) | EP1884555A2 (en) |
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WO2013077738A1 (en) * | 2011-11-25 | 2013-05-30 | Progression-Industry B.V. | A method for the preparation of a fuel, by the addition of one or more components to a base fuel |
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EP3922707A1 (en) | 2020-06-10 | 2021-12-15 | Brauns-Heitmann GmbH & Co. KG | Reduction of foul odors in bioethanol |
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US20040202689A1 (en) * | 2003-03-17 | 2004-10-14 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Terpenoid fragrance components stabilized with malonic acid salts |
-
2007
- 2007-07-27 EP EP07113304A patent/EP1884555A2/en not_active Withdrawn
- 2007-07-31 US US11/830,937 patent/US20080032913A1/en not_active Abandoned
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