EP1149888A1 - Aplication des esters d'acides gras comme huile d'éclairage - Google Patents

Aplication des esters d'acides gras comme huile d'éclairage Download PDF

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Publication number
EP1149888A1
EP1149888A1 EP00108817A EP00108817A EP1149888A1 EP 1149888 A1 EP1149888 A1 EP 1149888A1 EP 00108817 A EP00108817 A EP 00108817A EP 00108817 A EP00108817 A EP 00108817A EP 1149888 A1 EP1149888 A1 EP 1149888A1
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EP
European Patent Office
Prior art keywords
fatty acid
acid esters
carbon atoms
fatty
alcohols
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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.)
Withdrawn
Application number
EP00108817A
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German (de)
English (en)
Inventor
Norbert Hübner
Wolfgang Dr. Pittermann
Stephan Heck
Stefan Uhlig
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Personal Care and Nutrition GmbH
Original Assignee
Cognis Deutschland GmbH and Co KG
Priority date (The priority date 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 date listed.)
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Publication date
Application filed by Cognis Deutschland GmbH and Co KG filed Critical Cognis Deutschland GmbH and Co KG
Priority to EP00108817A priority Critical patent/EP1149888A1/fr
Publication of EP1149888A1 publication Critical patent/EP1149888A1/fr
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L11/00—Manufacture of firelighters
    • C10L11/04—Manufacture of firelighters consisting of combustible material

Definitions

  • the invention is in the field of lamps and relates to the use of Fatty acid esters containing linear and / or branched fatty acids with 6 to 14 carbon atoms and linear and / or branched alcohols with 6 to 10 carbon atoms as lamp oils, grill lighters, gel-like candles or torches.
  • Lamp oils as well as petroleum, liquid lighters, gel-shaped candles or torches mainly contain paraffins as ingredients, which have been classified as dangerous and harmful to health due to their physico-chemical properties. Soot development and the development of skin and eye irritating combustion products with a negative impact on the respiratory organs, particularly in the case of diseases of the bronchial system, sometimes go as far as triggering asthma attacks. Lung complications from accidental aspiration of fluorescent petroleum are also considered to be reasons for increasing concerns about lamp petroleum. Under these circumstances, a search has often been made for substitutes for fluorescent petroleum which do not have the disadvantages mentioned above, but at the same time are economical in use and have a luminosity and effect comparable to petroleum.
  • the patent DE 197 16911 C1 discloses the use of fat derivatives selected from the group comprising fatty acid glycerides, fatty acid esters, fatty alcohols and Guerbet alcohols with a solidification point below 0 ° C., an iodine number below 20 and a surface tension of more than 25 nM / m as lamp oils .
  • the decorative lamps for decorative purposes are usually made of transparent glass, which means that the color and the fragrance make the oils appear particularly attractive and thus tempt you to eat them.
  • toddlers mostly drink from unsecured oil lamps that are within easy reach. Therefore, the prescribed child-resistant closures and warnings on the refill containers do not offer adequate protection. Due to a very low viscosity, low surface tension and relatively low vapor pressure, the liquid can spread into the respiratory tract ("crawl into it") if swallowed and trigger severe chemical pneumonia there. Even if vomiting from swallowed lamp oil is triggered as a "detoxification measure", it can spread into the respiratory tract.
  • the complex object of the present invention was therefore, while maintaining the good burning behavior to provide health-safe lamps that Ingestion does not cause pneumonia and no toxicological effects in the gastrointestinal tract Release questionable substances.
  • the lamp oils should be as low as possible Self-coloring and odor neutrality and based on renewable, vegetable Raw materials can be produced.
  • the invention relates to the use of fatty acid esters containing linear and / or branched fatty acids with 6 to 14 carbon atoms and linear and / or branched alcohols with 6 up to 10 carbon atoms as illuminants.
  • short-chain fatty acid esters have a strong intrinsic odor and long-chain unsuitable burning properties, such as strong soot
  • the range of 6 to 10 carbon atoms per alcohol and fatty acid is also suitable due to the viscosity of the fatty acid esters.
  • some fat derivatives especially with triglycerides, such as olive oil, linseed oil, or also sesame oil, there is the problem of a strongly sooting flame, since the iodine number is above 20, and a very high viscosity.
  • fatty acid esters are understood to mean esters of the fatty acids listed in the formula (I) with linear or branched, saturated or unsaturated alcohols having 6 to 14 carbon atoms.
  • esters of fatty acids with polyhydric alcohols can also be used.
  • the esters of C 6 to C 10 fatty acids with C 7 to C 9 alcohols are preferred.
  • Esters of C 8 fatty acids with branched, unbranched, saturated or unsaturated C 8 alcohols are particularly preferred.
  • Suitable fatty acid components are, in particular, technical mixtures of fatty acids of the formula (I) and preferably the fatty acid cuts obtained from palm kernel and / or coconut oil.
  • the use of esters from C 8 fatty acids and C 8 alcohols is preferred, and the use of 2-ethyl-1-hexyl octanoate (Edeno® LPL) is particularly preferred.
  • Fatty acids are to be understood as meaning aliphatic carboxylic acids of the formula (I) R 1 CO-OH (I) in which R 1 CO represents an aliphatic, linear or branched acyl radical having 6 to 14 carbon atoms and 0 and / or 1 or 2 double bonds.
  • R 1 CO represents an aliphatic, linear or branched acyl radical having 6 to 14 carbon atoms and 0 and / or 1 or 2 double bonds.
  • Typical examples are caproic acid, caprylic acid, capric acid, lauric acid, myristic acid and their technical mixtures, which are obtained, for example, in the pressure splitting of natural fats and oils, in the reduction of aldehydes from Roelen's oxosynthesis or in the dimerization of unsaturated fatty acids.
  • 2-Ethylhexanoic acid, iso-octanoic acids and n-octanoic acid are particularly preferred.
  • the composition of the fatty acid mixtures in the particularly preferred fatty acid esters is: C 6 - fatty acids ⁇ 10% by weight C 8 - fatty acids > 80% by weight C 10 - fatty acids ⁇ 10% by weight C 12 - fatty acids ⁇ 10% by weight C 14 - fatty acids ⁇ 10% by weight
  • Fatty alcohols are to be understood as primary aliphatic alcohols of the formula (II) R 1 OH (II)
  • R 1 represents an aliphatic, linear or branched hydrocarbon radical having 6 to 10 carbon atoms and 0 and / or 1 or 2 double bonds.
  • Typical examples are capronic alcohol, caprylic alcohol, capric alcohol, iso-octyl alcohol, iso-heptyl alcohol, iso-nonyl alcohol, iso-decyl alcohol, and their technical mixtures, which are used, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from the Roelen ' oxosynthesis and as a monomer fraction in the dimerization of unsaturated fatty alcohols.
  • the alcohol component of the fatty acid esters preferably contains at least 90% by weight, in particular at least 95% by weight, of C 8 alcohols. According to the invention, any mixtures of the fatty acids and alcohols listed can also be used.
  • the components to be used according to the invention are preferably colorless and odorless.
  • the technique of the isolated perfused lung includes the removal of the lungs from the thorax accompanied by extracorporeal perfusion through the pulmonary arteries and artificial ventilation.
  • the lungs are kept alive for 8 hours under physiological conditions. Respiratory mechanisms, especially lung resistance and compliance, edema formation, gas exchange and vascular mechanisms are recorded and controlled.
  • the lungs were perfused blood-free using pulmonary artery.
  • the perfusion was carried out recirculating with Krebs-Henseleit buffer (37 ° C., 2% by weight albumin or 0.1% by weight homologous serum, 0.1% glucose, 0.3% HEPES, total volume 100 ml) at a constant hydrostatic pressure (12 cm H 2 O) through the pulmonary artery, resulting in a perfusate flow rate of about 25 ml / min.
  • the lungs were hung from the trachea and ventilated normally with 80 breaths / min and a breath volume between 1.6 and 2 ml. Every 5 min. a deep breath (sigh, 16 cm H 2 O) was triggered.
  • the pressure in the artificial thoracic chamber was measured with a differential pressure sensor (DP 45-14; Validyne Corp., Northride, CA, USA), the air flow rate (Validyne DP 45-15). Perfusate flow, arterial and venous pressure were continuously recorded. The pH of the perfusate was adjusted to 7.35.
  • the lung weight was measured with the HSE LS30 weight sensor (Hugo Sachs Elektronik, March-Hugstetten, Germany). The lungs were first perfused under control conditions for 30 minutes and ventilated with positive pressure. After 30 minutes, the lungs were briefly detached from the ventilator and, as a comparison, oil or saline were instilled into the lungs with a blunt cannula via the trachea. In order to better distribute the instillate in the lungs, the lungs were then ventilated with excess pressure for 5 minutes. The ventilation was then switched back to negative pressure ventilation for the rest of the experiment.
  • Figure 1 shows the dose-response curves as they would be for 20 minutes of weight gain. after administration of the oils. It can be seen that the ester (HE 384) according to the invention is less toxic than the other oils at all three doses investigated.
  • the EC 50 values show that HE 384 is about 5 times less toxic than the commercially available paraffin oil (HE324) (Table 1).
  • Log EC 50 values for the oil-induced edema formation of the three oils examined with standard errors oil Log EC 50 [ ⁇ l] HE 372 (coconut / palm kernel methyl ester) 0.49 ⁇ 0.15 HE 324 (paraffin oil) 0.84 ⁇ 0.20 HE 384 (C8 / C8 fatty acid ester) 1.52 ⁇ 0.22
  • the edema formation (weight gain of the lungs) is the most sensitive parameter for the through Damage caused by lamp oil. Nevertheless, the conductivity of the airways (pulmonary conductance, the reciprocal of breathing resistance) and lung compliance examined also turn out best for the fatty acid esters according to the invention.
  • the fatty acid esters according to the invention can be used as lamps, including conventional lamp oils which are used in wick, nozzle and evaporator devices, use gel-like candles, torches or liquid and solid grill lighters.
  • the fatty acid esters are adjusted by adding thickeners or materials are impregnated with the corresponding esters. Fragrances and dyes can be incorporated very well, since the fatty acid esters have an extremely low intrinsic odor. Furthermore, they have good color stability even at elevated temperatures and they burn without residue.
  • Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, Agar-agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, furthermore 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 to 25, preferably 5 to 20 wt .-%, based on the fat derivative, are used.
  • fragrances for the manufacture of lamp oils and / or grill lighters with various Fragrance notes can be used for perfume oils.
  • the extracts may be mentioned as examples of perfume oils of flowers (lavender, roses, jasmine, neroli), 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 (Sandal, Guaiac, Cedarwood, 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, eugenol, synthetic or semi-synthetic perfume oils are Isoeugenol, citronellal, hydroxycitronellal, geraniol, citronellol, geranyl acetate, citral, lonon and Methyl ionone into consideration.
  • fragrances can be used, as they already exist in GB 0001679 from 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.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Combustion & Propulsion (AREA)
  • Manufacturing & Machinery (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Fats And Perfumes (AREA)
EP00108817A 2000-04-26 2000-04-26 Aplication des esters d'acides gras comme huile d'éclairage Withdrawn EP1149888A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP00108817A EP1149888A1 (fr) 2000-04-26 2000-04-26 Aplication des esters d'acides gras comme huile d'éclairage

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Application Number Priority Date Filing Date Title
EP00108817A EP1149888A1 (fr) 2000-04-26 2000-04-26 Aplication des esters d'acides gras comme huile d'éclairage

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EP1149888A1 true EP1149888A1 (fr) 2001-10-31

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005123890A1 (fr) * 2004-06-22 2005-12-29 Akzo Nobel N.V. Biodiesels ramifies
EP1764080A1 (fr) * 2005-09-15 2007-03-21 Cognis IP Management GmbH Corps huileux cosmétiques
WO2007031220A1 (fr) * 2005-09-15 2007-03-22 Cognis Ip Management Gmbh Corps huileux cosmetiques
WO2010091690A3 (fr) * 2009-02-11 2010-12-23 Agowa Ip Aps Composition de carburant comprenant un ester d'alkyle
EP2311924A1 (fr) * 2009-10-16 2011-04-20 Pop'in Composition combustible, en particulier pour l'allumage de matières combustibles, allume-feu présentant une telle composition et procédé de fabrication d'une telle composition
US9546333B2 (en) 2010-03-22 2017-01-17 Loutbrogaard Holding Aps Fatty acid ester based firelighter
FR3070396A1 (fr) * 2017-08-29 2019-03-01 Denis & Fils Utilisation d'un melange d'esters d'acides gras a titre de cire pour bougie solide

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2316950A (en) * 1996-08-27 1998-03-11 Advanced Natural Fuels Ltd Firelighter comprising a fatty acid and a polymer
DE19700161A1 (de) * 1997-01-07 1998-07-09 Scheidel Gmbh & Co Kg Verwendung eines Fettsäuremethylesters als Leuchtpetroleumersatz
DE19716911C1 (de) * 1997-04-22 1998-10-01 Henkel Kgaa Verwendung von Fettderivaten als Lampenöl und Grillanzünder

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2316950A (en) * 1996-08-27 1998-03-11 Advanced Natural Fuels Ltd Firelighter comprising a fatty acid and a polymer
DE19700161A1 (de) * 1997-01-07 1998-07-09 Scheidel Gmbh & Co Kg Verwendung eines Fettsäuremethylesters als Leuchtpetroleumersatz
DE19716911C1 (de) * 1997-04-22 1998-10-01 Henkel Kgaa Verwendung von Fettderivaten als Lampenöl und Grillanzünder
EP0874038A2 (fr) * 1997-04-22 1998-10-28 Henkel Kommanditgesellschaft auf Aktien Application de dérivés de graisse comme huile lampante et produit allumeur-grill

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005123890A1 (fr) * 2004-06-22 2005-12-29 Akzo Nobel N.V. Biodiesels ramifies
CN1973024B (zh) * 2004-06-22 2012-02-08 阿克佐诺贝尔股份有限公司 支化生物柴油
EP1764080A1 (fr) * 2005-09-15 2007-03-21 Cognis IP Management GmbH Corps huileux cosmétiques
WO2007031220A1 (fr) * 2005-09-15 2007-03-22 Cognis Ip Management Gmbh Corps huileux cosmetiques
WO2010091690A3 (fr) * 2009-02-11 2010-12-23 Agowa Ip Aps Composition de carburant comprenant un ester d'alkyle
CN102388118A (zh) * 2009-02-11 2012-03-21 阿格瓦知识产权公司 包含烷基酯的燃料组合物
EP2311924A1 (fr) * 2009-10-16 2011-04-20 Pop'in Composition combustible, en particulier pour l'allumage de matières combustibles, allume-feu présentant une telle composition et procédé de fabrication d'une telle composition
FR2951455A1 (fr) * 2009-10-16 2011-04-22 Pop In Composition combustible, en particulier pour l'allumage de matieres combustibles, allume-feu presentant une telle composition et procede de fabrication d'une telle composition
US9546333B2 (en) 2010-03-22 2017-01-17 Loutbrogaard Holding Aps Fatty acid ester based firelighter
FR3070396A1 (fr) * 2017-08-29 2019-03-01 Denis & Fils Utilisation d'un melange d'esters d'acides gras a titre de cire pour bougie solide
EP3450529A1 (fr) * 2017-08-29 2019-03-06 Denis & Fils Utilisation d'un mélange d'esters d'acides gras à titre de cire pour bougie solide

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