EP0874038A2 - Application of fatty derivatives as lamp oil and grill-lighter - Google Patents

Application of fatty derivatives as lamp oil and grill-lighter Download PDF

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Publication number
EP0874038A2
EP0874038A2 EP98106696A EP98106696A EP0874038A2 EP 0874038 A2 EP0874038 A2 EP 0874038A2 EP 98106696 A EP98106696 A EP 98106696A EP 98106696 A EP98106696 A EP 98106696A EP 0874038 A2 EP0874038 A2 EP 0874038A2
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EP
European Patent Office
Prior art keywords
alcohols
fatty
oil
fatty acid
fat derivatives
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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.)
Granted
Application number
EP98106696A
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German (de)
French (fr)
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EP0874038B1 (en
EP0874038A3 (en
Inventor
Stephan Dr. Dipl.-Chem. Heck
Norbert Dr. Dipl.-Chem. Klein
Norbert Dr. Dipl.-Chem. Hübner
Jürgen Dipl.-Ing. Falkowski
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Cognis IP Management GmbH
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Henkel AG and Co KGaA
Cognis Deutschland GmbH and Co KG
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Priority to EP01105624A priority Critical patent/EP1132456B1/en
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Publication of EP0874038A3 publication Critical patent/EP0874038A3/en
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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L11/00Manufacture of firelighters
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/02Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L11/00Manufacture of firelighters
    • C10L11/04Manufacture of firelighters consisting of combustible material

Definitions

  • the invention relates to the use of fat derivatives with a solidification point less than 0 ° C, an iodine number below 20 and a surface tension of more than 25mN / m as lamp oils and / or grill lighters.
  • GB 0002610 a process for the production of lamp oil based on vegetable oils such as linseed oil or sesame oil. It is about a very complex process. Further registration from the years 1861 and 1870 include procedures for the purification of mineral oil (GB 0003175) or petroleum (GB 0000709) for use as lamp oils. Other Developments went towards using lamp oils, for example their vapors should have a disinfectant effect (GB 0001487). The majority of registrations dealt with various processes for the production of Lamp oils from mineral oil or petroleum.
  • lamp oils based on fossil fuels in particular mineral oil-based, have become established and are usually still used today.
  • a typical composition of the lamp oils to be used today is given in Deutsches ⁇ videblatt 92, number 39, 1995 (55), according to which lamp oils mainly consist of homologous n-alkanes with a chain length of C9 to C18.
  • the main representatives are: n-decane (15.8% by weight), n-undecane (8.6% by weight), n-dodecane (23.6% by weight), n-tridecane (38, 2% by weight) and n-tetradecane (11.8% by weight).
  • the complex object of the present invention was therefore this lamp oils harmful to health due to less harmful to health replace, while maintaining good application technology Properties, especially a soot-free flame.
  • the lamp oils have the lowest possible color and odor have and in particular easily by adding fragrances and / or dyes Have the buyer's wishes adjusted accordingly.
  • the invention accordingly relates to the use of fat derivatives with a Freezing point below 0 ° C, an iodine number below 20 and a surface tension of more than 25mN / m as lamp oils and / or grill lighters.
  • fat derivatives with a Freezing point below 0 ° C, an iodine number below 20 and a surface tension of more than 25 mN / m, in particular fatty acid esters, fatty alcohols and / or Guerbet alcohols are excellent as lamp oils and at the same time are harmless to health. They burn without soot and behave odorless, at the same time they are not according to the new guidelines subject to labeling.
  • the same fat derivatives are also excellent Suitable as a liquid grill lighter, since the same requirements regarding the soot-free combustion, smell, color and toxicology apply as for the Lamp oils.
  • the Fat derivatives to be used according to the invention are also the conventional ones from the prior art Soak the materials known for fixed grill lighters and thus also Make fixed grill lighters.
  • the low intrinsic color and a low odor as possible are decisive criteria for the Acceptance and additionally allow by adding color and / or Fragrances the manufacture of special lamp oils and / or grill lighter.
  • the viscosity of the Adjust fat derivatives by adding thickeners are Depending on the desired field of application.
  • Fat derivatives within the meaning of the present application include fatty acid glycerides, and fatty acid esters, fatty alcohols and / or Guerbet alcohols obtained therefrom, as well as to understand their technical mixtures.
  • fatty acid esters are preferably used.
  • the fatty acid glycerides to be used as starting materials according to the invention can be the usual natural vegetable or animal fats or oils. These include, for example, palm oil, palm kernel oil, cottonseed oil, rapeseed oil, coconut oil, peanut oil, olive oil, linseed oil, babassu oil, tea oil, olive kernel oil, meadowfoam oil, chaulmoogra oil, coriander oil, soybean oil, castor oil, lard oil, beef tallow, pork lard, fish oil and sunflower oil and sunflower oil and sunflower oil new breed.
  • oils include, for example, palm oil, palm kernel oil, cottonseed oil, rapeseed oil, coconut oil, peanut oil, olive oil, linseed oil, babassu oil, tea oil, olive kernel oil, meadowfoam oil, chaulmoogra oil, coriander oil, soybean oil, castor oil, lard oil, beef tallow, pork lard, fish oil and sunflower oil and sunflower oil and sunflower
  • the main components of these fats and oils are glycerides of various types of fatty acids, which contain considerable amounts of impurities such as aldehyde compounds, phospholipid compounds and free fatty acids. These materials can be used directly or after prior purification. In some cases it is particularly advisable to esterify the free fatty acids in an upstream reaction with lower alcohols.
  • synthetic fatty acid glycerides can also be used, which are obtained, for example, by esterifying glycerol with fatty acids.
  • Fatty acids are to be understood as meaning aliphatic carboxylic acids of the formula (I) in the R 1 CO stands for an aliphatic, linear or branched acyl radical with 6 to 24 carbon atoms and 0 and / or 1, 2 or 3 double bonds.
  • Typical examples are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, Lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, Stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, Linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and Erucic acid and its technical mixtures, e.g. in the pressure splitting of natural fats and oils, in the reduction of aldehydes from Roelen's Oxosynthesis or dimerization of unsaturated fatty acids occur.
  • fatty acid glycerides for the purposes of the present invention, both Fatty acid triglycerides, as well as corresponding fatty acid partial glycerides, such as mono- and Diglycerides are used.
  • Fatty alcohols are to be understood as primary aliphatic alcohols of the formula (II) in which R 1 represents an aliphatic, linear or branched hydrocarbon radical having 6 to 24 carbon atoms and 0 and / or 1, 2 or 3 double bonds.
  • Typical examples are capronic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, Capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, Palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, Petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, Arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and Brassidyl alcohol and their technical mixtures, e.g. in the High pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from Roelen's oxosynthesis and as a monomer fraction the dimerization of unsaturated fatty alcohols.
  • fatty acid esters are understood to be esters of the fatty acids listed in the formula (I) with linear or branched, saturated or unsaturated alcohols having 1 to 20 C atoms.
  • esters of fatty acids with polyhydric alcohols can also be used, and in addition to glycerol, trimethylolpropane, for example, can also be used as the alcohol component.
  • the esters of C 8 to C 18 fatty acids with C 1 to C 8 alcohols, in particular linear C 1 to C 4 and / or branched C 3 to C 8 alcohols, are preferably used.
  • Methyl, 2-ethylhexyl, ethyl, butyl, isopropyl and trimethylolpropane esters are particularly preferably used.
  • Suitable fatty acid components are, in particular, technical mixtures of fatty acids of the formula (I) and preferably the fatty acid cuts obtained from lauric oils, in particular palm, palm kernel, tallow and / or coconut oil.
  • the use of a C 12/18 methyl ester is preferred.
  • the use of Edenor®E814, a C 8/14 -2-ethylhexyl ester, which is additionally distinguished by the fact that it is classified in water hazard class 0, is particularly preferred. Furthermore, its viscosity can be adjusted excellently by adding thickeners.
  • the listed fatty acid esters are characterized by their low intrinsic color as well the low intrinsic smell, at the same time they can be created by coloring and fragrances Excellent modification and have an extraordinarily high color stability.
  • the fatty acid esters show good color stability even at elevated temperatures.
  • Any mixtures of the listed fat derivatives can also be used according to the invention with a solidification point below 0 ° C, preferably between -5 and -40 ° C, one Surface tension above 25 mN / m - to reduce the Aspiration risk - and an iodine number below 20 - by as low as possible To ensure soot formation - are used.
  • the invention Fat derivatives to be used are preferably colorless and odorless.
  • the listed fatty acid esters are particularly suitable as Lamp oils and / or grill lighters, because fragrances and dyes work in very well leave and they have an extremely low odor. Furthermore they have good color stability even at elevated temperatures and they burn residue-free.
  • some fat derivatives especially triglycerides, such as olive oil, linseed oil, or sesame oil, the problem arises strong sooty flame, since the iodine number is above 20.
  • use according to the invention is therefore necessary with these mix other fat derivatives and / or the iodine number by partial hydrogenation belittling.
  • Suitable thickeners are, for example, polysaccharides, in particular Xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, further higher molecular weight Polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (e.g.
  • Polypropylene glycol is particularly preferred as Thickeners used.
  • the thickeners can be used in an amount of 0 up to 25, preferably 5 to 20% by weight, based on the fat derivative will.
  • the lamp oils or grill lighters preferably have one Viscosity - determined according to Höppler - of at least 2, preferably at least 4 and especially more than 7cStokes at 40 ° C
  • perfume oils are the extracts of flowers (lavender, roses, jasmine, neroli) are mentioned as examples, Stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, Caraway, juniper), fruit peel (bergamot, lemon, oranges), roots (Macis, Angelica, Celery, Cardamom, Costus, Iris, Calmus), Woods (Sandals, Guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, Thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and Balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Ambroxan comes as synthetic or semi-synthetic perfume oils, Eugenol, isoeugenol, citronellal, hydroxycitronellal, geraniol, citronellol, Geranyl acetate, citral, ionone and methyl ionone.
  • fragrances can be used, as already described in GB 0001679 1855 are described.
  • the dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes” by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp . 81-106 . These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • the examples (B1 to B3) and comparative examples (V.1 to V.3) were carried out using the amine oils specified in Table 1.
  • 20 ml of the oil were placed in a crucible, provided with a 12.5 cm long wick and lit. The flame was extinguished after 20 minutes of burning.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Combustion & Propulsion (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Abstract

Fat derivatives selected from fatty acid glycerides, fatty acid esters, fatty alcohols and guerbet alcohols with a solidification temperature of below 0 degrees C, an iodine number of less than 20 and a surface tension of greater than 25 nM/m, are used as lamp oils and lighting fluids for charcoal grills. Preferred materials are esters of 8-18 C fatty acids with linear and/or branched 1-8 C alcohols. The material preferably has a viscosity of more than 2 cStokes at 40 degrees C. The fat derivative may be mixed with thickeners (polysaccharides, cellulose derivatives, polyethylene glycol mono- and -diesters, polyacrylates, etc.) and natural or artificial perfumes and dyes before use.

Description

Einleitungintroduction

Die Erfindung betrifft die Verwendung von Fettderivaten mit einem Erstarrungspunkt kleiner 0°C, einer Iodzahl unter 20 und einer Oberflächenspannung von mehr als 25mN/m als Lampenöle und/oder Grillanzünder.The invention relates to the use of fat derivatives with a solidification point less than 0 ° C, an iodine number below 20 and a surface tension of more than 25mN / m as lamp oils and / or grill lighters.

Stand der TechnikState of the art

Lampenöle spielten vor der Einführung der Elektrizität eine große Rolle, beispielsweise in den Haushalten, da üblicherweise Petroleumlampen als Lichtquelle dienten. Die größte Zahl an Patentanmeldungen und Veröffentlichungen auf diesem Gebiet geht daher bis in die zweite Hälfte des 19. Jahrhunderts zurück.Lamp oils played a big role before the introduction of electricity, for example in households, since usually petroleum lamps are used as light sources served. The largest number of patent applications and publications on this The area therefore dates back to the second half of the 19th century.

Eine Vielzahl verschiedenster Öle wurde als Lampenöl eingesetzt, so offenbart beispielsweise die GB 0002610 ein Verfahren zur Herstellung von Lampenöl ausgehend von pflanzlichen Ölen, wie Leinöl oder Sesamöl. Es handelt sich dabei um ein sehr aufwendiges Verfahren. Weitere Anmeldung aus den Jahren 1861 und 1870 beinhalten Verfahren zur Aufreinigung von Mineralöl (GB 0003175) beziehungsweise Petroleum (GB 0000709) zum Einsatz als Lampenöle. Andere Entwicklungen gingen dahin, Lampenöle einzusetzen, deren Dämpfe beispielsweise desinfizierend wirken sollten (GB 0001487). Die Mehrzahl der Anmeldungen beschäftigte sich jedoch mit verschiedenen Verfahren zur Herstellung von Lampenölen aus Mineralöl bzw. Petroleum.A variety of different oils were used as lamp oil, so disclosed for example GB 0002610 a process for the production of lamp oil based on vegetable oils such as linseed oil or sesame oil. It is about a very complex process. Further registration from the years 1861 and 1870 include procedures for the purification of mineral oil (GB 0003175) or petroleum (GB 0000709) for use as lamp oils. Other Developments went towards using lamp oils, for example their vapors should have a disinfectant effect (GB 0001487). The majority of registrations dealt with various processes for the production of Lamp oils from mineral oil or petroleum.

Aufgrund der Verfügbarkeit und des günstigen Preises haben sich Lampenöle auf Basis fossiler Brennstoffe, insbesondere mineralölbasiert, durchgesetzt und werden üblicherweise auch heute noch eingesetzt. Eine typische Zusammensetzung der heutzutage zu verwendenden Lampenöle ist im Deutschen Ärzteblatt 92, Heft 39, 1995 (55) angegeben, danach bestehen Lampenöle überwiegend aus homologen n-Alkanen einer Kettenlänge von C9 bis C18. Als Hauptvertreter sind angeführt: n-Decan (15,8 Gew.-%), n-Undecan (8,6 Gew.-%), n-Dodecan (23,6 Gew.-%), n-Tridecan (38,2 Gew.-%) sowie n-Tetradecan (11,8 Gew.-%). Die toxikologischen Bedenken bezüglich der im Handel befindlichen Lampenöle richten sich gegen die Aspirationsgefahr und daraus folgende Lösungsmittelpneumonie. Gerade innerhalb der letzten Jahre kam es daher zu heftigen Diskussionen über mineralölbasierte Lampenöle (Deutsches Ärzteblatt 1995 (35)) und daraus entstand die Forderung zu einer Änderung der Gefahrstoffverordnung. Im Rahmen der 22. Anpassung an den technischen Fortschritt (ATP), deren Basis die Dangerous Substances Directives 67/548 EEC bilden, werden diese Stoffe zukünftig statt des Gefahrenhinweises R 22 für die Aspirationsgefahr die Kennzeichnung R 65 tragen müssen (

Figure 00020002
gesundheitsschädlich, kann beim Verschlucken zu Lungenschädigung führen
Figure 00020001
) sowie weiterhin das Gefahrensymbol Xn (gesundheitsschädlich).Due to the availability and the low price, lamp oils based on fossil fuels, in particular mineral oil-based, have become established and are usually still used today. A typical composition of the lamp oils to be used today is given in Deutsches Ärzteblatt 92, number 39, 1995 (55), according to which lamp oils mainly consist of homologous n-alkanes with a chain length of C9 to C18. The main representatives are: n-decane (15.8% by weight), n-undecane (8.6% by weight), n-dodecane (23.6% by weight), n-tridecane (38, 2% by weight) and n-tetradecane (11.8% by weight). The toxicological concerns regarding the lamp oils on the market are directed against the risk of aspiration and the resulting solvent pneumonia. Especially in the last few years there has been a lot of discussion about mineral oil-based lamp oils (Deutsches Ärzteblatt 1995 (35)) and this has resulted in a request to change the Hazardous Substances Ordinance. As part of the 22nd adaptation to technical progress (ATP), which is based on the Dangerous Substances Directives 67/548 EEC, these substances will in future have to be labeled R 65 instead of the hazard warning R 22 for the risk of aspiration (
Figure 00020002
harmful to health, can lead to lung damage if swallowed
Figure 00020001
) as well as the danger symbol Xn (harmful to health).

Die komplexe Aufgabe der vorliegenden Erfindung war es daher, diese gesundheitsschädlichen Lampenöle durch gesundheitlich unbedenklichere zu ersetzen, bei gleichzeitiger Beibehaltung der guten anwendungstechnischen Eigenschaften, insbesondere einer möglichst rußfreien Flamme. Gleichzeitig sollten die Lampenöle über eine möglichst geringe Eigenfärbung sowie Eigengeruch verfügen und sich insbesondere leicht durch Zusatz von Duft- und/ oder Farbstoffen Käuferwünschen entsprechend anpassen lassen.The complex object of the present invention was therefore this lamp oils harmful to health due to less harmful to health replace, while maintaining good application technology Properties, especially a soot-free flame. At the same time the lamp oils have the lowest possible color and odor have and in particular easily by adding fragrances and / or dyes Have the buyer's wishes adjusted accordingly.

Beschreibung der ErfindungDescription of the invention

Gegenstand der Erfindung ist demnach die Verwendung von Fettderivaten mit einem Erstarrungspunkt kleiner 0°C, einer Iodzahl unter 20 und einer Oberflächenspannung von mehr als 25mN/m als Lampenöle und/ oder Grillanzünder. The invention accordingly relates to the use of fat derivatives with a Freezing point below 0 ° C, an iodine number below 20 and a surface tension of more than 25mN / m as lamp oils and / or grill lighters.

Es wurde nun überraschenderweise gefunden, daß sich Fettderivate mit einem Erstarrungspunkt kleiner 0°C, einer Iodzahl unter 20 und einer Oberflächenspannung von mehr als 25 mN/m, insbesondere Fettsäureester, Fettalkohole und/ oder Guerbetalkohole hervorragend als Lampenöle eignen und dabei gleichzeitig gesundheitlich unbedenklich sind. Sie verbrennen rußfrei und verhalten sich geruchsneutral, gleichzeitig sind sie gemäß der neuen Richtlinien nicht kennzeichnungspflichtig.It has now surprisingly been found that fat derivatives with a Freezing point below 0 ° C, an iodine number below 20 and a surface tension of more than 25 mN / m, in particular fatty acid esters, fatty alcohols and / or Guerbet alcohols are excellent as lamp oils and at the same time are harmless to health. They burn without soot and behave odorless, at the same time they are not according to the new guidelines subject to labeling.

Des weiteren wurde festgestellt, daß sich die gleichen Fettderivate auch hervorragend als flüssige Grillanzünder eignen, da die gleichen Anforderungen bezüglich der rußfreien Verbrennung, Geruch, Farbe und Toxikologie gelten wie für die Lampenöle. Neben dem Einsatz als flüssige Grillanzünder lassen sich mit den erfindungsgemäß zu verwendenden Fettderivaten auch die üblichen aus dem Stand der Technik für feste Grillanzünder bekannte Materialien tränken und somit auch feste Grillanzünder herstellen.Furthermore, it was found that the same fat derivatives are also excellent Suitable as a liquid grill lighter, since the same requirements regarding the soot-free combustion, smell, color and toxicology apply as for the Lamp oils. In addition to being used as a liquid grill lighter, the Fat derivatives to be used according to the invention are also the conventional ones from the prior art Soak the materials known for fixed grill lighters and thus also Make fixed grill lighters.

Die erfindungsgemäß einzusetzenden Fettderivate weisen vorzugsweise eine Farbe von weniger als 100 APHA (= American Public Health Association, s. Römpp 9. Auflage S 1306, Farbzahl) auf und sind damit eher farblos. Die geringe Eigenfärbung sowie ein möglichst geringer Eigengeruch sind entscheidende Kriterien für die Akzeptanz und ermöglichen zusätzlich durch Zugabe von Farb- und/ oder Duftstoffen die Herstellung speziellen Käuferwünschen angepaßter Lampenöle und/ oder Grillanzünder. Je nach gewünschtem Einsatzgebiet läßt sich die Viskosität der Fettderivate durch Zugabe von Verdickem einstellen.The fat derivatives to be used according to the invention preferably have a color of less than 100 APHA (= American Public Health Association, see Römpp 9. Edition S 1306, color number) and are therefore rather colorless. The low intrinsic color and a low odor as possible are decisive criteria for the Acceptance and additionally allow by adding color and / or Fragrances the manufacture of special lamp oils and / or grill lighter. Depending on the desired field of application, the viscosity of the Adjust fat derivatives by adding thickeners.

FettderivateFat derivatives

Unter Fettderivaten im Sinne der vorliegenden Anmeldung sind Fettsäureglyceride, sowie daraus gewonnene Fettsäureester, Fettalkohole und/ oder Guerbetalkohole, sowie deren technische Gemische zu verstehen. Im Sinne der vorliegenden Erfindung werden vorzugsweise Fettsäureester eingesetzt. Fat derivatives within the meaning of the present application include fatty acid glycerides, and fatty acid esters, fatty alcohols and / or Guerbet alcohols obtained therefrom, as well as to understand their technical mixtures. In the sense of the present invention fatty acid esters are preferably used.

FettsäureglycerideFatty acid glycerides

Die erfindungsgemäß als Ausgangsmaterialien einzusetzenden Fettsäureglyceride können die üblichen natürlichen pflanzlichen oder tierischen Fette oder Öle sein. Hierzu gehören beispielsweise Palmöl, Palmkernöl, Baumwollsaatöl, Rapsöl, Kokosöl, Erdnußöl, Olivenöl, Leinöl, Babassuöl, Teeöl, Olivenkernöl, Meadowfoamöl, Chaulmoograöl, Korianderöl, Sojaöl, Rizinusöl, Lardöl, Rindertalg, Schweineschmalz, Fischöl, sowie Sonnenblumenöl und Rapsöl der alten und neuen Züchtung. Die Hauptbestandteile dieser Fette und Öle sind Glyceride verschiedener Arten von Fettsäuren, die beträchtliche Mengen an Verunreinigungen wie etwa Aldehydverbindungen, Phospholipidverbindungen und freie Fettsäuren enthalten. Diese Materialien können direkt oder nach vorheriger Aufreinigung eingesetzt werden. In manchen Fällen ist es besonders empfehlenswert, die freien Fettsäuren in einer vorgeschalteten Reaktion mit niederen Alkoholen zu verestern. Neben den natürlichen Fettsäureglyceriden können auch synthetische Fettsäureglyceride eingesetzt werden, die man z.B. durch Veresterung von Glycerin mit Fettsäuren erhält. Unter Fettsäuren sind dabei aliphatische Carbonsäuren der Formel (I) zu verstehen,

Figure 00040001
in der R 1 CO für einen aliphatischen, linearen oder verzweigten Acylrest mit 6 bis 24 Kohlenstoffatomen und 0 und/oder 1, 2 oder 3 Doppelbindungen steht.The fatty acid glycerides to be used as starting materials according to the invention can be the usual natural vegetable or animal fats or oils. These include, for example, palm oil, palm kernel oil, cottonseed oil, rapeseed oil, coconut oil, peanut oil, olive oil, linseed oil, babassu oil, tea oil, olive kernel oil, meadowfoam oil, chaulmoogra oil, coriander oil, soybean oil, castor oil, lard oil, beef tallow, pork lard, fish oil and sunflower oil and sunflower oil and sunflower oil new breed. The main components of these fats and oils are glycerides of various types of fatty acids, which contain considerable amounts of impurities such as aldehyde compounds, phospholipid compounds and free fatty acids. These materials can be used directly or after prior purification. In some cases it is particularly advisable to esterify the free fatty acids in an upstream reaction with lower alcohols. In addition to the natural fatty acid glycerides, synthetic fatty acid glycerides can also be used, which are obtained, for example, by esterifying glycerol with fatty acids. Fatty acids are to be understood as meaning aliphatic carboxylic acids of the formula (I)
Figure 00040001
in the R 1 CO stands for an aliphatic, linear or branched acyl radical with 6 to 24 carbon atoms and 0 and / or 1, 2 or 3 double bonds.

Typische Beispiele sind Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensäure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasäure sowie deren technische Mischungen, die z.B. bei der Druckspaltung von natürlichen Fetten und Ölen, bei der Reduktion von Aldehyden aus der Roelen'schen Oxosynthese oder der Dimerisierung von ungesättigten Fettsäuren anfallen. Typical examples are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, Lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, Stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, Linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and Erucic acid and its technical mixtures, e.g. in the pressure splitting of natural fats and oils, in the reduction of aldehydes from Roelen's Oxosynthesis or dimerization of unsaturated fatty acids occur.

Als Fettsäureglyceride im Sinne der vorliegenden Erfindung können sowohl Fettsäuretriglyceride, als auch entsprechende Fettsäurepartialglyceride, wie Mono- und Diglyceride eingesetzt werden.As fatty acid glycerides for the purposes of the present invention, both Fatty acid triglycerides, as well as corresponding fatty acid partial glycerides, such as mono- and Diglycerides are used.

FettalkoholeFatty alcohols

Unter Fettalkoholen sind primäre aliphatische Alkohole der Formel (II) zu verstehen,

Figure 00050001
in der R1 für einen aliphatischen, linearen oder verzweigten Kohlenwasserstoffrest mit 6 bis 24 Kohlenstoffatomen und 0 und/oder 1, 2 oder 3 Doppelbindungen steht.Fatty alcohols are to be understood as primary aliphatic alcohols of the formula (II)
Figure 00050001
in which R 1 represents an aliphatic, linear or branched hydrocarbon radical having 6 to 24 carbon atoms and 0 and / or 1, 2 or 3 double bonds.

Typische Beispiele sind Capronalkohol, Caprylalkohol, 2-Ethylhexylalkohol, Caprinalkohol, Laurylalkohol, Isotridecylalkohol, Myristylalkohol, Cetylalkohol, Palmoleylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petroselinylalkohol, Linolylalkohol, Linolenylalkohol, Elaeostearylalkohol, Arachylalkohol, Gadoleylalkohol, Behenylalkohol, Erucylalkohol und Brassidylalkohol sowie deren technische Mischungen, die z.B. bei der Hochdruckhydrierung von technischen Methylestem auf Basis von Fetten und Ölen oder Aldehyden aus der Roelen'schen Oxosynthese sowie als Monomerfraktion bei der Dimerisierung von ungesättigten Fettalkoholen anfallen.Typical examples are capronic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, Capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, Palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, Petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, Arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and Brassidyl alcohol and their technical mixtures, e.g. in the High pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from Roelen's oxosynthesis and as a monomer fraction the dimerization of unsaturated fatty alcohols.

FettsäureesterFatty acid esters

Unter Fettsäureestern sind im Rahmen der vorliegenden Erfindung Ester der in der Formel (I) aufgeführten Fettsäuren mit linearen oder verzweigten, gesättigten oder ungesättigten Alkoholen mit 1 bis 20 C-Atomen zu verstehen. Es können jedoch auch Ester der Fettsäuren mit mehrwertigen Alkoholen verwendet werden, wobei neben Glycerin z.B. auch Trimethylolpropan als Alkoholkomponente eingesetzt werden kann. Vorzugsweise werden die Ester der C8 bis C18-Fettsäuren mit C1 bis C8 Alkoholen, insbesondere linearen C1 bis C4 und/ oder verzweigten C3 bis C8 Alkoholen eingesetzt. Besonders bevorzugt werden Methyl-, 2-Ethylhexyl-, Ethyl-, Butyl, Isopropyl- sowie Trimethylolpropanester, eingesetzt. Als Fettsäurekomponenten eignen sich insbesondere technische Gemische von Fettsäuren gemäß Formel (I) sowie vorzugsweise die aus Lauricölen, insbesondere Palm-, Palmkern-, Talg- und/oder Kokosöl gewonnenen Fettsäureschnitte. Bevorzugt ist die Verwendung eines C12/18-Methylesters insbesondere bevorzugt ist die Verwendung von Edenor®E814 einem C8/14-2-Ethylhexylester, der sich zusätzlich dadurch auszeichnet, daß er in der Wassergefährdungsklasse 0 eingeordnet ist. Des weiteren läßt sich seine Viskosität durch Zugabe von Verdickern hervorragend einstellen.In the context of the present invention, fatty acid esters are understood to be esters of the fatty acids listed in the formula (I) with linear or branched, saturated or unsaturated alcohols having 1 to 20 C atoms. However, esters of fatty acids with polyhydric alcohols can also be used, and in addition to glycerol, trimethylolpropane, for example, can also be used as the alcohol component. The esters of C 8 to C 18 fatty acids with C 1 to C 8 alcohols, in particular linear C 1 to C 4 and / or branched C 3 to C 8 alcohols, are preferably used. Methyl, 2-ethylhexyl, ethyl, butyl, isopropyl and trimethylolpropane esters are particularly preferably used. Suitable fatty acid components are, in particular, technical mixtures of fatty acids of the formula (I) and preferably the fatty acid cuts obtained from lauric oils, in particular palm, palm kernel, tallow and / or coconut oil. The use of a C 12/18 methyl ester is preferred. The use of Edenor®E814, a C 8/14 -2-ethylhexyl ester, which is additionally distinguished by the fact that it is classified in water hazard class 0, is particularly preferred. Furthermore, its viscosity can be adjusted excellently by adding thickeners.

Die aufgeführten Fettsäureester zeichnen sich durch ihre geringe Eigenfärbung sowie den geringen Eigengeruch aus, gleichzeitig lassen sie sich durch Farb- und Duftstoffe hervorragend modifizieren und weisen eine außerordentlich hohe Farbstabilität auf. Auch bei erhöhter Temperatur zeigen die Fettsäureester eine gute Farbstabilität.The listed fatty acid esters are characterized by their low intrinsic color as well the low intrinsic smell, at the same time they can be created by coloring and fragrances Excellent modification and have an extraordinarily high color stability. The fatty acid esters show good color stability even at elevated temperatures.

GuerbetalkoholeGuerbet alcohols

Die alkalische Kondensation von Alkoholen zu höhermolekularen, verzweigten Iso-Alkoholen wurde erstmals von Guerbet 1899 veröffentlicht. Machemer stellte 1952 wesentliche Schritte der Reaktion dar (Angewandte Chemie 64 (1952) 213 - 20): Neben der Dehydrierung zum Keton, bei der Wasserstoff abgespalten wird, und der Aldolkondensation ist die Crotonisierung, bei der Wasser abgespalten wird, ein wichtiger Schritt im Reaktionsablauf. Stand der Technik ist eine Reaktionsführung bei Normaldruck und einer Reaktionstemperatur von 240 bis 260 °C. Die so erhaltenen verzweigten Alkohole werden als Guerbetalkohole bezeichnet. Aus dem Stand der Technik sind inzwischen eine Vielzahl weiterer Verfahren bekannt, gemäß derer man Guerbetalkohole erhalten kann.The alkaline condensation of alcohols to higher molecular weight, branched iso-alcohols was first published by Guerbet in 1899. Machemer described the main steps of the reaction in 1952 (Angewandte Chemie 64 (1952) 213-20): In addition to dehydrogenation to the ketone, in which hydrogen is split off, and aldol condensation, crotonization, in which water is split off, is an important step in the course of the reaction . State of the art is a reaction at normal pressure and a reaction temperature of 240 to 260 ° C. The branched alcohols obtained in this way are referred to as Guerbet alcohols. A large number of other processes are now known from the prior art, according to which Guerbet alcohols can be obtained.

Erfindungsgemäß können auch beliebige Mischungen der aufgeführten Fettderivate mit einem Erstarrungspunkt unter 0°C, vorzugsweise zwischen -5 und -40 °C, einer Oberflächenspannung oberhalb von 25 mN/m - zur Verminderung der Aspirationsgefahr - sowie einer Iodzahl unterhalb von 20 - um eine möglichst geringe Rußbildung zu gewährleisten - eingesetzt werden. Die erfindungsgemäß einzusetzenden Fettderivate sind vorzugsweise farb- und geruchlos.Any mixtures of the listed fat derivatives can also be used according to the invention with a solidification point below 0 ° C, preferably between -5 and -40 ° C, one Surface tension above 25 mN / m - to reduce the Aspiration risk - and an iodine number below 20 - by as low as possible To ensure soot formation - are used. The invention Fat derivatives to be used are preferably colorless and odorless.

Insbesondere die aufgeführten Fettsäureester eignen sich hervorragend als Lampenöle und/ oder Grillanzünder, da sich Duft- und Farbstoffe sehr gut einarbeiten lassen und sie einen außerordentlich geringen Eigengeruch besitzen. Des weiteren verfügen sie über eine gute Farbstabilität auch bei erhöhten Temperaturen und sie verbrennen rückstandsfrei. Bei einigen Fettderivaten, insbesondere bei Triglyceriden, wie beispielsweise Olivenöl, Leinöl, oder auch Sesamöl, stellt sich das Problem einer stark rußenden Flamme, da die Iodzahl oberhalb von 20 liegt. Zur erfindungsgemäßen Verwendung ist es in diesen Fällen daher erforderlich, diese mit anderen Fettderivaten abzumischen und/ oder durch teilweise Hydrierung die Iodzahl herabzusetzen.The listed fatty acid esters are particularly suitable as Lamp oils and / or grill lighters, because fragrances and dyes work in very well leave and they have an extremely low odor. Furthermore they have good color stability even at elevated temperatures and they burn residue-free. For some fat derivatives, especially triglycerides, such as olive oil, linseed oil, or sesame oil, the problem arises strong sooty flame, since the iodine number is above 20. For In these cases, use according to the invention is therefore necessary with these mix other fat derivatives and / or the iodine number by partial hydrogenation belittling.

VerdickerThickener

Geeignete Verdickungsmittel sind beispielsweise Polysaccharide, insbesondere Xanthan-Gum, Guar-Guar, Agar-Agar, Alginate und Tylosen, Carboxymethylcellulose und Hydroxyethylcellulose, ferner höhermolekulare Polyethylenglycolmono- und -diester von Fettsäuren, Polyacrylate, (z.B. Carbopole® von Goodrich oder Synthalene® von Sigma), Polyacrylamide, Polyvinylalkohol und Polyvinylpyrrolidon, Tenside wie beispielsweise ethoxylierte Fettsäureglyceride, Ester von Fettsäuren mit Polyolen wie beispielsweise Pentaerythrit oder Trimethylolpropan, Fettalkoholethoxylate mit eingeengter Homologenverteilung oder Alkyloligoglucoside. Besonders bevorzugt wird Polypropylenglycol als Verdickungsmittel eingesetzt. Die Verdickungsmittel können in einer Menge von 0 bis 25, vorzugsweise 5 bis 20 Gew.-%, bezogen auf das Fettderivat, eingesetzt werden.Suitable thickeners are, for example, polysaccharides, in particular Xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, further higher molecular weight Polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (e.g. Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylamides, polyvinyl alcohol and Polyvinyl pyrrolidone, surfactants such as ethoxylated fatty acid glycerides, Esters of fatty acids with polyols such as pentaerythritol or Trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or Alkyl oligoglucosides. Polypropylene glycol is particularly preferred as Thickeners used. The thickeners can be used in an amount of 0 up to 25, preferably 5 to 20% by weight, based on the fat derivative will.

Erfindungsgemäß weisen die Lampenöle bzw. Grillanzünder vorzugsweise eine Viskosität - bestimmt nach Höppler - von mindestens 2, vorzugsweise mindestens 4 und insbesondere mehr als 7cStokes bei 40 °C aufAccording to the invention, the lamp oils or grill lighters preferably have one Viscosity - determined according to Höppler - of at least 2, preferably at least 4 and especially more than 7cStokes at 40 ° C

DuftstoffeFragrances

Als Duftstoffe zur Herstellung von Lampenölen und/ oder Grillanzündern mit verschiedenen Geruchsnoten lassen sich Parfümöle einsetzen. Als Parfümöle seien beispielhaft genannt die Extrakte von Blüten (Lavendel, Rosen, Jasmin, Neroli), Stengeln und Blättern (Geranium, Patchouli, Petitgrain), Früchten (Anis, Koriander, Kümmel, Wacholder), Fruchtschalen (Bergamotte, Zitrone, Orangen), Wurzeln (Macis, Angelica, Sellerie, Kardamon, Costus, Iris, Calmus), Hölzern (Sandel-, Guajak-, Zedern-, Rosenholz), Kräutern und Gräsern (Estragon, Lemongras, Salbei, Thymian), Nadeln und Zweigen (Fichte, Tanne, Kiefer, Latschen), Harzen und Balsamen (Galbanum, Elemi, Benzoe, Myrrhe, Olibanum, Opoponax). Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Moschus, Zibet und Castoreum. Als synthetische bzw. halbsynthetische Parfümöle kommen Ambroxan, Eugenol, Isoeugenol, Citronellal, Hydroxycitronellal, Geraniol, Citronellol, Geranylacetat, Citral, Ionon und Methylionon in Betracht.As fragrances for the manufacture of lamp oils and / or grill lighters with Different smell notes can be used perfume oils. As perfume oils are the extracts of flowers (lavender, roses, jasmine, neroli) are mentioned as examples, Stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, Caraway, juniper), fruit peel (bergamot, lemon, oranges), roots (Macis, Angelica, Celery, Cardamom, Costus, Iris, Calmus), Woods (Sandals, Guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, Thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and Balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Farther animal raw materials, such as musk, civet and Castoreum. Ambroxan comes as synthetic or semi-synthetic perfume oils, Eugenol, isoeugenol, citronellal, hydroxycitronellal, geraniol, citronellol, Geranyl acetate, citral, ionone and methyl ionone.

Daneben lassen sich Duftstoffe einsetzen, wie sie bereits in der GB 0001679 aus dem Jahre 1855 beschrieben sind.In addition, fragrances can be used, as already described in GB 0001679 1855 are described.

FarbstoffeDyes

Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen verwendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoffkommission der Deutschen Forschungsgemeinschaft, Verlag Chemie, Weinheim, 1984, S.81-106 zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt. The dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes" by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp . 81-106 . These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.

BeispieleExamples

Die Beispiele (B1 bis B3) und Vergleichsbeispiele (V.1 bis V.3) wurden mit den in der Tabelle 1 angegebenen ampenölen durchgeführt. Dazu wurden jeweils 20 ml des Öls in einen Tiegel gegeben, mit einem 12,5 cm langem Docht versehen und angezündet. Nach 20 Minuten Brenndauer wurde die Flamme gelöscht.

Figure 00100001
The examples (B1 to B3) and comparative examples (V.1 to V.3) were carried out using the amine oils specified in Table 1. For this purpose, 20 ml of the oil were placed in a crucible, provided with a 12.5 cm long wick and lit. The flame was extinguished after 20 minutes of burning.
Figure 00100001

Claims (8)

Verwendung von Fettderivaten mit einem Erstarrungspunkt kleiner 0°C, einer Iodzahl unter 20 und einer Oberflächenspannung von mehr als 25mN/m als Lampenöle.Use of fat derivatives with a freezing point below 0 ° C, an iodine number below 20 and a surface tension of more than 25mN / m as lamp oils. Verwendung von Fettderivaten mit einem Erstarrungspunkt kleiner 0°C, einer Iodzahl unter 20 und einer Oberflächenspannung von mehr als 25mN/m als flüssige Grillanzünder.Use of fat derivatives with a freezing point below 0 ° C, an iodine number below 20 and a surface tension of more than 25mN / m as liquid Grill lighter. Verwendung nach Anspruch 1 oder 2, dadurch gekennzeichnet, daß es sich bei den Fettderivaten um Fettsäureester, Fettalkohole und/ oder Guerbetalkohole handelt.Use according to claim 1 or 2, characterized in that it is in the Fat derivatives are fatty acid esters, fatty alcohols and / or Guerbet alcohols. Verwendung nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß es sich bei den Fettderivaten um Fettsäureester, insbesondere Ester der Fettsäuren mit 8 bis 18 C-Atomen mit linearen und/oder verzweigten Alkoholen mit 1 bis 8 C-Atomen handelt.Use according to one of claims 1 to 3, characterized in that it is the fat derivatives around fatty acid esters, in particular esters of fatty acids with 8 to 18 carbon atoms deals with linear and / or branched alcohols having 1 to 8 carbon atoms. Verwendung nach einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, daß die Lampenöle bzw. Grillanzünder eine Viskosität von mehr als 2 cStokes bei 40 °C aufweisen.Use according to one of claims 1 to 4, characterized in that the Lamp oils or grill lighters have a viscosity of more than 2 cStokes at 40 ° C exhibit. Verwendung nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, daß die Fettderivate zusätzlich Verdicker enthalten.Use according to one of claims 1 to 5, characterized in that the Fat derivatives also contain thickeners. Verwendung nach einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, daß als Verdicker Polypropylenglycol eingesetzt wird.Use according to one of claims 1 to 6, characterized in that as Thickener polypropylene glycol is used. Verwendung nach einem der Ansprüche 1 bis 7, dadurch gekennzeichnet, daß zusätzlich Farb- und/ oder Duftstoffe den Fettderivaten zugesetzt werden.Use according to one of claims 1 to 7, characterized in that additionally Dyes and / or fragrances are added to the fat derivatives.
EP98106696A 1997-04-22 1998-04-11 Application of fatty derivatives as lamp oil Expired - Lifetime EP0874038B1 (en)

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EP1149888A1 (en) * 2000-04-26 2001-10-31 Cognis Deutschland GmbH Application of fatty acidesters as illuminating oil
NL1015863C2 (en) * 2000-08-02 2002-02-05 Sel Chemie B V Liquid, water-miscible fuel composition.
US7524339B2 (en) 2003-12-02 2009-04-28 Lumetique, Inc. Lamp oil composition and lighter fluid composition
WO2010091690A3 (en) * 2009-02-11 2010-12-23 Agowa Ip Aps Fuel composition comprising alkyl ester
US20150153038A1 (en) * 2013-12-02 2015-06-04 Lamplight Farms Incorporated Methyl ester torch fuel
US9546333B2 (en) 2010-03-22 2017-01-17 Loutbrogaard Holding Aps Fatty acid ester based firelighter

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1149888A1 (en) * 2000-04-26 2001-10-31 Cognis Deutschland GmbH Application of fatty acidesters as illuminating oil
NL1015863C2 (en) * 2000-08-02 2002-02-05 Sel Chemie B V Liquid, water-miscible fuel composition.
US7524339B2 (en) 2003-12-02 2009-04-28 Lumetique, Inc. Lamp oil composition and lighter fluid composition
WO2010091690A3 (en) * 2009-02-11 2010-12-23 Agowa Ip Aps Fuel composition comprising alkyl ester
EP2396390A2 (en) 2009-02-11 2011-12-21 Agowa IP APS Fuel composition comprising alkyl ester
US20120021366A1 (en) * 2009-02-11 2012-01-26 Agowa Ip Aps Fuel composition comprising alkyl ester
EP3239278A1 (en) * 2009-02-11 2017-11-01 Agowa IP APS Fuel composition comprising alkyl ester
US9546333B2 (en) 2010-03-22 2017-01-17 Loutbrogaard Holding Aps Fatty acid ester based firelighter
US20150153038A1 (en) * 2013-12-02 2015-06-04 Lamplight Farms Incorporated Methyl ester torch fuel

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