EP1329495B1 - Gasodorierungsmittel - Google Patents

Gasodorierungsmittel Download PDF

Info

Publication number
EP1329495B1
EP1329495B1 EP03004711A EP03004711A EP1329495B1 EP 1329495 B1 EP1329495 B1 EP 1329495B1 EP 03004711 A EP03004711 A EP 03004711A EP 03004711 A EP03004711 A EP 03004711A EP 1329495 B1 EP1329495 B1 EP 1329495B1
Authority
EP
European Patent Office
Prior art keywords
gas
acrylate
jonol
ethyl acrylate
und
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.)
Expired - Lifetime
Application number
EP03004711A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP1329495A2 (de
EP1329495A3 (de
Inventor
Gerd Mansfeld
Ute Rohde
Fritz Henke
Heribert Kaesler
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.)
EOn Ruhrgas AG
Symrise AG
Original Assignee
EOn Ruhrgas AG
Symrise AG
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.)
Filing date
Publication date
Application filed by EOn Ruhrgas AG, Symrise AG filed Critical EOn Ruhrgas AG
Publication of EP1329495A2 publication Critical patent/EP1329495A2/de
Publication of EP1329495A3 publication Critical patent/EP1329495A3/de
Application granted granted Critical
Publication of EP1329495B1 publication Critical patent/EP1329495B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C10L3/00Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
    • C10L3/003Additives for gaseous fuels
    • C10L3/006Additives for gaseous fuels detectable by the senses

Definitions

  • the present invention relates to a gas odorizing agent.
  • Acrylates A include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, methyl, octyl and dodecyl esters.
  • mixtures of acrylic acid-C 1 -C 6 -alkyl esters are used as component A; a particularly preferred combination contains methyl acrylate and ethyl acrylate side by side.
  • the acrylate mixtures For example, the lower and higher esters may each contain in the weight ratio of 9: 1 to 1: 9, preferably 7: 3 to 3: 7.
  • Preferred compounds (1) are, for example, 2-methylpyrazine, 2,3-dimethylpyrazine, 2,6-dimethylpyrazine, 2,3,5-trimethylpyrazine, tetramethylpyrazine, 2-ethylpyrazine, 2,3-diethylpyrazine, 5,2-methylethylpyrazine, 2 , 3-methylethylpyrazine, 5,2,3-methyldiethylpyrazine and 3,5,2- and 3,6,2-dimethylethylpyrazine, 2,3-methylethylpyrazine and tetramethylpyrazine are preferred.
  • the nitrogen compounds B can be used in amounts of 1 to 100, preferably 30 to 100, in particular 10 to 50 parts by weight per 1000 parts by weight of A.
  • the odorants can contain antioxidants for protection against undesired oxidation, as described for example in Römpp-Lexikon Chemie Version 1.3.
  • the antioxidants C are preferably used in amounts of 0.01 to 5, in particular 0.05 to 2, especially 0.1 to 1 parts by weight per 1000 parts by weight of A weight.
  • Preferred gas odorants may have, for example, the following compositions:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Treating Waste Gases (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Cosmetics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Detergent Compositions (AREA)
  • Polymerisation Methods In General (AREA)
EP03004711A 1998-08-17 1999-08-04 Gasodorierungsmittel Expired - Lifetime EP1329495B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19837066A DE19837066A1 (de) 1998-08-17 1998-08-17 Odorierung von Gas
DE19837066 1998-08-17
EP99944331A EP1109881B1 (de) 1998-08-17 1999-08-04 Odorierung von gas

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
EP99944331A Division EP1109881B1 (de) 1998-08-17 1999-08-04 Odorierung von gas

Publications (3)

Publication Number Publication Date
EP1329495A2 EP1329495A2 (de) 2003-07-23
EP1329495A3 EP1329495A3 (de) 2006-04-05
EP1329495B1 true EP1329495B1 (de) 2007-10-17

Family

ID=7877650

Family Applications (2)

Application Number Title Priority Date Filing Date
EP99944331A Expired - Lifetime EP1109881B1 (de) 1998-08-17 1999-08-04 Odorierung von gas
EP03004711A Expired - Lifetime EP1329495B1 (de) 1998-08-17 1999-08-04 Gasodorierungsmittel

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP99944331A Expired - Lifetime EP1109881B1 (de) 1998-08-17 1999-08-04 Odorierung von gas

Country Status (23)

Country Link
US (1) US7108803B1 (hu)
EP (2) EP1109881B1 (hu)
JP (1) JP3818060B2 (hu)
AT (2) ATE376045T1 (hu)
AU (1) AU750863B2 (hu)
BR (1) BR9913053A (hu)
CA (1) CA2340729C (hu)
CZ (1) CZ296172B6 (hu)
DE (3) DE19837066A1 (hu)
DK (2) DK1109881T3 (hu)
EE (1) EE200100095A (hu)
ES (2) ES2189476T3 (hu)
HU (1) HU227576B1 (hu)
IL (1) IL141169A (hu)
MX (1) MXPA01001769A (hu)
NO (1) NO330898B1 (hu)
PL (1) PL190984B1 (hu)
PT (1) PT1109881E (hu)
RU (1) RU2226207C2 (hu)
SK (1) SK286720B6 (hu)
TR (1) TR200100463T2 (hu)
WO (1) WO2000011120A1 (hu)
YU (1) YU49389B (hu)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003201487A (ja) * 2002-01-10 2003-07-18 Toyota Motor Corp 燃料電池用燃料ガス
DE10235756A1 (de) * 2002-08-05 2004-02-19 Symrise Gmbh & Co. Kg Gasodorierung mit Phenolen und/oder Phenolethern
DE10235752A1 (de) * 2002-08-05 2004-02-19 Symrise Gmbh & Co. Kg Gasodorierung mit Carbonsäuren und Alkinen
DE10235753A1 (de) * 2002-08-05 2004-02-19 Symrise Gmbh & Co. Kg Ester zur Odorierung von Brenngasen
DE10235750A1 (de) * 2002-08-05 2004-02-19 Symrise Gmbh & Co. Kg Gasodorierung mit Ketonen
AU2003303749A1 (en) * 2002-08-13 2004-11-04 Enersol Inc., N.A., L.P. Hydrogen odorants and odorant selection method
DE10240028A1 (de) * 2002-08-27 2004-03-11 Symrise Gmbh & Co. Kg Schwefelarme Odoriermittel für Flüssiggas
US7024869B2 (en) 2002-12-16 2006-04-11 Air Products And Chemicals, Inc. Addition of odorants to hydrogen by incorporating odorants with hydrogen storage materials
US6820464B2 (en) 2002-12-16 2004-11-23 Air Products And Chemicals, Inc. Odorized seals for the detection of gas leak
US7192459B2 (en) 2002-12-16 2007-03-20 Air Products And Chemicals, Inc. Addition of odorants to gases for leak detection
DE10359743A1 (de) * 2003-12-19 2005-07-14 Symrise Gmbh & Co. Kg Odorierung von Brenngas mit schwefelarmen Odoriermitteln
FR2868790B1 (fr) * 2004-04-08 2008-07-25 Arkema Sa Melange odorisant pour combustible gazeux inodore
MX2007004908A (es) 2004-11-09 2007-06-14 Givaudan Sa Odorizante de gas.
RU2377279C2 (ru) 2004-11-09 2009-12-27 Живодан Са Одорант газа
MX2007014658A (es) * 2005-05-30 2008-01-24 Givaudan Sa Odorizante para gas que comprende un cicloalcadieno.
FR2891841B1 (fr) * 2005-10-11 2007-12-28 Arkema Sa Melange odorisant pour combustible gazeux inodore
BE1016960A3 (nl) * 2006-01-19 2007-11-06 Rostyne Alexander Jozef Magdal Verbeterde helikopter.
FR2902798B1 (fr) * 2006-06-26 2009-04-24 Arkema France Melange odorisant pour combustible gazeux inodore
US8206854B2 (en) * 2008-05-21 2012-06-26 Enersol Inc., N.A.L.P. Hydrogen odorization
EP3039100B1 (en) * 2013-10-01 2017-08-02 Aygaz Anonim Sirketi Sulphur-free gas odorant
WO2016019074A1 (en) 2014-07-30 2016-02-04 Georgia-Pacific Consumer Products Lp Air freshener dispensers, cartridges therefor, systems, and methods
FR3065375B1 (fr) 2017-04-25 2019-06-28 Arkema France Procede d'odorisation de fluide cryogenique
CN113956904A (zh) * 2021-11-25 2022-01-21 沈阳光正工业有限公司 一种可燃气体用无硫含量的气味添加剂及其制备方法
CN114561236B (zh) * 2022-01-24 2023-06-27 成都小号科技有限公司 一种适用于可燃气体泄露警示的环保添加剂
CN114507552A (zh) * 2022-01-24 2022-05-17 成都小号科技有限公司 一种适用于可燃气体泄露警示的低硫添加剂
US11712672B1 (en) 2022-05-03 2023-08-01 GPL Odorizers LLC Accurate odorization control
CN115057764A (zh) * 2022-06-30 2022-09-16 辽宁厚安科技有限公司 一种无硫加臭剂用阻聚剂

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3620982A (en) * 1968-09-18 1971-11-16 Int Flavors & Fragrances Inc Perfume composition containing dihydroisocaryophyllene oxide
JPS5134841B2 (hu) 1972-01-28 1976-09-29
DE2427314C3 (de) 1974-06-06 1978-04-20 Siemens Ag, 1000 Berlin Und 8000 Muenchen Verriegelbarer Betätigungshandgriff für gekapselte Schaltgeräte mit variablem Schwenkbereich
JPS5912386B2 (ja) * 1974-09-19 1984-03-22 新日本製鐵株式会社 消耗電極式自動ア−ク溶接方法とその装置
JPS5845005B2 (ja) 1976-09-14 1983-10-06 日本ビクター株式会社 光変調の変調度安定化装置
JPS55104393A (en) 1979-02-02 1980-08-09 Nippon Zeon Co Ltd Fuel gas odorant
JPS5842235A (ja) 1981-09-08 1983-03-11 Toshiba Corp 半導体乾式エツチング装置
US4487613A (en) * 1983-09-26 1984-12-11 International Flavors & Fragrances Inc. Odorization of combustible hydrocarbon gases
JPS621998A (ja) 1985-06-27 1987-01-07 松本 嘉司 シ−ルドトンネル掘削装置
US5321005A (en) * 1992-12-09 1994-06-14 International Flavors & Fragrances Inc. Flavor and fragrance compositions produced using process for quantitatively and qualitatively substantially continuously analyzing the aroma emitted from a living fruit
BR9711001A (pt) * 1996-08-02 2000-01-11 Nestle Sa Uso de 1-nonen-3-ona como um agente de flavorização.

Also Published As

Publication number Publication date
EE200100095A (et) 2002-06-17
CA2340729C (en) 2006-12-12
US7108803B1 (en) 2006-09-19
NO20010691D0 (no) 2001-02-09
MXPA01001769A (es) 2002-06-04
SK2332001A3 (en) 2001-09-11
PT1109881E (pt) 2003-07-31
AU5730899A (en) 2000-03-14
EP1329495A2 (de) 2003-07-23
IL141169A0 (en) 2002-02-10
YU49389B (sh) 2005-11-28
EP1329495A3 (de) 2006-04-05
DK1109881T3 (da) 2003-07-14
EP1109881A1 (de) 2001-06-27
YU11201A (sh) 2003-01-31
DE59904474D1 (de) 2003-04-10
NO330898B1 (no) 2011-08-08
HUP0103084A2 (hu) 2001-11-28
CZ296172B6 (cs) 2006-01-11
IL141169A (en) 2004-09-27
PL190984B1 (pl) 2006-02-28
ES2189476T3 (es) 2003-07-01
SK286720B6 (sk) 2009-04-06
HUP0103084A3 (en) 2003-01-28
BR9913053A (pt) 2001-05-08
DE59914530D1 (de) 2007-11-29
EP1109881B1 (de) 2003-03-05
ES2292868T3 (es) 2008-03-16
PL346017A1 (en) 2002-01-14
RU2226207C2 (ru) 2004-03-27
CZ2001616A3 (cs) 2001-07-11
HU227576B1 (en) 2011-08-29
JP3818060B2 (ja) 2006-09-06
CA2340729A1 (en) 2000-03-02
ATE376045T1 (de) 2007-11-15
DK1329495T3 (da) 2007-11-26
AU750863B2 (en) 2002-08-01
WO2000011120A1 (de) 2000-03-02
TR200100463T2 (tr) 2001-07-23
ATE233802T1 (de) 2003-03-15
JP2002523557A (ja) 2002-07-30
NO20010691L (no) 2001-02-09
DE19837066A1 (de) 2000-02-24

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