JP2009511698A - 無臭ガス燃料用着臭剤 - Google Patents
無臭ガス燃料用着臭剤 Download PDFInfo
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- JP2009511698A JP2009511698A JP2008535075A JP2008535075A JP2009511698A JP 2009511698 A JP2009511698 A JP 2009511698A JP 2008535075 A JP2008535075 A JP 2008535075A JP 2008535075 A JP2008535075 A JP 2008535075A JP 2009511698 A JP2009511698 A JP 2009511698A
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- 0 CC(CC(CC1(N*)N*#C)NC)(*1O)N[U]=C Chemical compound CC(CC(CC1(N*)N*#C)NC)(*1O)N[U]=C 0.000 description 1
Classifications
-
- 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
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/06—Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
- C10L3/10—Working-up natural gas or synthetic natural gas
-
- 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
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
-
- 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
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/003—Additives for gaseous fuels
- C10L3/006—Additives for gaseous fuels detectable by the senses
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/23—Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
- C10L1/2406—Organic compounds containing sulfur, selenium and/or tellurium mercaptans; hydrocarbon sulfides
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
- C10L1/2443—Organic compounds containing sulfur, selenium and/or tellurium heterocyclic compounds
- C10L1/245—Organic compounds containing sulfur, selenium and/or tellurium heterocyclic compounds only sulfur as hetero atom
Abstract
アルキルアクリル酸エステル(II)の重合を阻害する少なくとも1つの化合物(III)0.001重量部を含む、特にガス燃料、より詳細には天然ガスの着臭剤として用いる組成物に関する。
Description
1から4の炭素原子を含むアルキル基を表わすか、または
R1およびR2は、それらが結合している硫黄原子と一緒になってC1−C4アルキルまたはC1−C4アルケニル基によって場合により置換されている、3から5の炭素原子を含む飽和または不飽和の環を表わす。)
そのアルキル基が1から12、好ましくは1から8の炭素原子を含む少なくとも2つのアルキルアクリル酸エステル(II)50から99.8重量部、
アルキルアクリル酸エステル(II)の重合を阻害し、酸素の存在下または非存在下で活性であり、好ましくは式(IV)の安定なニトロキシド基を含む少なくとも1つの化合物(III)0.001から0.1重量部、
下式の化合物A(N−(tert−ブチル)−N−(1−〔エトキシ(エチル)−ホスフィノ〕プロピル)ニトロキシドとして知られている。)
テトラヒドロチオフェンSm3あたり10mgを適切な実験室装置を用いて天然ガスに注入する。
このように着臭された、高い着臭力を有するガスの燃焼後に形成される二酸化硫黄の含量は、7.3mg/Sm3に等しい。
Claims (12)
- 特にガス状燃料、より詳細には天然ガスの着臭剤として用いられ得る組成物であり、
式
1から4の炭素原子を含むアルキル基を表わし、または
R1およびR2は、それらが結合している硫黄原子と一緒になってC1−C4アルキルまたはC1−C4アルケニル基によって場合により置換されている、3から5の炭素原子を含む飽和または不飽和の環を表わす。)
の少なくとも1つのアルキルスルフィド(I)0.1から49.9重量部、
少なくとも2つのアルキルアクリル酸エステル(II)(アルキル基は1から12、好ましくは1から8の炭素原子を含む。)50から99.8重量部、
前記アルキルアクリル酸エステル(II)の重合を阻害し、酸素の存在下または非存在下で安定であり、好ましくは式(IV)の安定なニトロキシド基を含む少なくとも1つの化合物(III)0.001から0.1重量部、
の少なくとも1つのアルキルスルフィド(I)0.1から49.9重量部、
を含む、組成物。 - 化合物(I)5から14.95重量部、化合物(II)85から94.95重量部および化合物(III)0.005から0.05重量部を含む、請求項1の組成物。
- アルキルスルフィドまたは複数のアルキルスルフィドが、テトラヒドロチオフェン(THT)、メチルエチルスルフィド(MES)、ジメチルスルフィド(DMS)および/またはジエチルスルフィド(DES)から選択され、および好ましくはTHTである、請求項1および2のいずれかの組成物。
- アクリル酸エステル(II)が、メチル、エチル、n−プロピル、イソプロピル、n−ブチル、イソブチル、tert−ブチル、ペンチル、ヘキシル、ヘプチル、オクチルおよびドデシルアクリル酸エステルから選択される、請求項1から3のいずれかの組成物。
- アクリル酸エステル(II)が、少なくともアクリル酸メチルおよびアクリル酸エチルを含む、請求項1から4のいずれかの組成物。
- テトラヒドロチオフェン(I)、アクリル酸メチル(II)およびアクリル酸エチル(II)を含む、請求項1から5のいずれかの組成物。
- 式(III)の化合物または複数の式(III)化合物の少なくとも1つが、N−(tert−ブチル)−N−(1−〔エトキシ(エチル)ホスフィノ〕プロピル)ニトロキシド、N−(tert−ブチル)−N−(1−ジエチルホスホノ−2,2−ジメチルプロピル)ニトロキシドおよび/またはN−(tert−ブチル)−N−(2−メチル−1−フェニルプロピル)ニトロキシドから選択される、請求項1から6のいずれかの組成物。
- 純粋または希釈のいずれかで用いられる、請求項1から8の1つに定義される組成物の有効量の添加を含む、無臭ガス状燃料の着臭方法。
- ガス状燃料が天然ガスである、請求項9の着臭方法。
- 請求項1から8の1つに定義される組成物1mg/Sm2および500mg/Sm2の間、好ましくは2mg/Sm2および50mg/Sm2の間の量を含む、ガス状燃料。
- 天然ガスからなることを特徴とする、請求項11に記載のガス状燃料。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0510362A FR2891841B1 (fr) | 2005-10-11 | 2005-10-11 | Melange odorisant pour combustible gazeux inodore |
FR0510362 | 2005-10-11 | ||
US74048305P | 2005-11-29 | 2005-11-29 | |
US60/740,483 | 2005-11-29 | ||
PCT/FR2006/051015 WO2007042729A1 (fr) | 2005-10-11 | 2006-10-10 | Melange odorisant pour combustible gazeux inodore |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2009511698A true JP2009511698A (ja) | 2009-03-19 |
JP5386172B2 JP5386172B2 (ja) | 2014-01-15 |
Family
ID=36603526
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008535075A Active JP5386172B2 (ja) | 2005-10-11 | 2006-10-10 | 無臭ガス燃料用着臭剤 |
Country Status (16)
Country | Link |
---|---|
US (1) | US8137419B2 (ja) |
EP (1) | EP1934314B1 (ja) |
JP (1) | JP5386172B2 (ja) |
KR (1) | KR101196681B1 (ja) |
CN (1) | CN101305081B (ja) |
AU (1) | AU2006301067B2 (ja) |
BR (1) | BRPI0617231B1 (ja) |
CA (1) | CA2625524C (ja) |
DK (1) | DK1934314T5 (ja) |
EG (1) | EG26438A (ja) |
FR (1) | FR2891841B1 (ja) |
NZ (1) | NZ567515A (ja) |
RU (1) | RU2432385C2 (ja) |
TR (1) | TR201906796T4 (ja) |
WO (1) | WO2007042729A1 (ja) |
ZA (1) | ZA200803848B (ja) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2902798B1 (fr) * | 2006-06-26 | 2009-04-24 | Arkema France | Melange odorisant pour combustible gazeux inodore |
FR3065375B1 (fr) | 2017-04-25 | 2019-06-28 | Arkema France | Procede d'odorisation de fluide cryogenique |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS512324A (ja) * | 1974-05-30 | 1976-01-09 | Japan Broadcasting Corp | Nijigenjohojushinki |
JPS55104393A (en) * | 1979-02-02 | 1980-08-09 | Nippon Zeon Co Ltd | Fuel gas odorant |
JP2000109512A (ja) * | 1998-10-06 | 2000-04-18 | Elf Atochem Sa | 複数の安定なフリ―ラジカルの存在下でのラジカル重合 |
JP2002510297A (ja) * | 1997-06-13 | 2002-04-02 | ナルコ/エクソン エナジー ケミカルズ,リミティド パートナーシップ | ニトロキシドのブレンドを使用するアクリレートの重合阻害 |
JP2003507525A (ja) * | 1999-08-16 | 2003-02-25 | ユニロイヤル ケミカル カンパニー インコーポレイテッド | エチレン性不飽和モノマーの重合の抑制 |
JP2003512294A (ja) * | 1999-01-08 | 2003-04-02 | アトフィナ | β亜燐酸ニトロキシドラジカルの製造方法 |
JP2003532631A (ja) * | 1999-11-24 | 2003-11-05 | アトフィナ | 蒸留による(メタ)アクリルモノマーの精製方法 |
JP2004529863A (ja) * | 2000-12-11 | 2004-09-30 | アトフィナ | β−燐化ニトロキシドラジカルの製造方法 |
WO2005061680A1 (de) * | 2003-12-19 | 2005-07-07 | Symrise Gmbh & Co. Kg | Odorierung von brenngas mit schwefelarmen odoriermitteln |
JP2005537381A (ja) * | 2002-08-27 | 2005-12-08 | シムライズ・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング・ウント・コンパニー・コマンジツト・ゲゼルシヤフト | 液体ガスのための低−硫黄付臭剤 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS55137190A (en) | 1979-04-11 | 1980-10-25 | Tokyo Gas Co Ltd | Addition of odor to fuel gas |
US5322960A (en) * | 1993-04-15 | 1994-06-21 | Nippon Shokubai Co., Ltd. | Method for inhibiting polymerization of (meth) acrylic acid and esters thereof |
DE19837066A1 (de) * | 1998-08-17 | 2000-02-24 | Haarmann & Reimer Gmbh | Odorierung von Gas |
FR2868790B1 (fr) * | 2004-04-08 | 2008-07-25 | Arkema Sa | Melange odorisant pour combustible gazeux inodore |
-
2005
- 2005-10-11 FR FR0510362A patent/FR2891841B1/fr active Active
-
2006
- 2006-10-10 CN CN2006800420849A patent/CN101305081B/zh active Active
- 2006-10-10 EP EP06820277.9A patent/EP1934314B1/fr active Active
- 2006-10-10 ZA ZA200803848A patent/ZA200803848B/xx unknown
- 2006-10-10 TR TR2019/06796T patent/TR201906796T4/tr unknown
- 2006-10-10 DK DK06820277.9T patent/DK1934314T5/da active
- 2006-10-10 BR BRPI0617231-8A patent/BRPI0617231B1/pt active IP Right Grant
- 2006-10-10 RU RU2008118226/05A patent/RU2432385C2/ru active
- 2006-10-10 US US12/089,581 patent/US8137419B2/en not_active Expired - Fee Related
- 2006-10-10 CA CA2625524A patent/CA2625524C/fr active Active
- 2006-10-10 AU AU2006301067A patent/AU2006301067B2/en not_active Ceased
- 2006-10-10 KR KR1020087008665A patent/KR101196681B1/ko active IP Right Grant
- 2006-10-10 NZ NZ567515A patent/NZ567515A/en unknown
- 2006-10-10 WO PCT/FR2006/051015 patent/WO2007042729A1/fr active Application Filing
- 2006-10-10 JP JP2008535075A patent/JP5386172B2/ja active Active
-
2008
- 2008-04-13 EG EG2008040599A patent/EG26438A/en active
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS512324A (ja) * | 1974-05-30 | 1976-01-09 | Japan Broadcasting Corp | Nijigenjohojushinki |
JPS55104393A (en) * | 1979-02-02 | 1980-08-09 | Nippon Zeon Co Ltd | Fuel gas odorant |
JP2002510297A (ja) * | 1997-06-13 | 2002-04-02 | ナルコ/エクソン エナジー ケミカルズ,リミティド パートナーシップ | ニトロキシドのブレンドを使用するアクリレートの重合阻害 |
JP2000109512A (ja) * | 1998-10-06 | 2000-04-18 | Elf Atochem Sa | 複数の安定なフリ―ラジカルの存在下でのラジカル重合 |
JP2003512294A (ja) * | 1999-01-08 | 2003-04-02 | アトフィナ | β亜燐酸ニトロキシドラジカルの製造方法 |
JP2003507525A (ja) * | 1999-08-16 | 2003-02-25 | ユニロイヤル ケミカル カンパニー インコーポレイテッド | エチレン性不飽和モノマーの重合の抑制 |
JP2003532631A (ja) * | 1999-11-24 | 2003-11-05 | アトフィナ | 蒸留による(メタ)アクリルモノマーの精製方法 |
JP2004529863A (ja) * | 2000-12-11 | 2004-09-30 | アトフィナ | β−燐化ニトロキシドラジカルの製造方法 |
JP2005537381A (ja) * | 2002-08-27 | 2005-12-08 | シムライズ・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング・ウント・コンパニー・コマンジツト・ゲゼルシヤフト | 液体ガスのための低−硫黄付臭剤 |
WO2005061680A1 (de) * | 2003-12-19 | 2005-07-07 | Symrise Gmbh & Co. Kg | Odorierung von brenngas mit schwefelarmen odoriermitteln |
Also Published As
Publication number | Publication date |
---|---|
DK1934314T5 (da) | 2019-06-03 |
FR2891841B1 (fr) | 2007-12-28 |
EP1934314B1 (fr) | 2019-03-20 |
NZ567515A (en) | 2011-08-26 |
AU2006301067B2 (en) | 2012-02-16 |
CA2625524A1 (fr) | 2007-04-19 |
JP5386172B2 (ja) | 2014-01-15 |
FR2891841A1 (fr) | 2007-04-13 |
ZA200803848B (en) | 2009-07-29 |
CN101305081B (zh) | 2013-03-20 |
RU2432385C2 (ru) | 2011-10-27 |
CN101305081A (zh) | 2008-11-12 |
US8137419B2 (en) | 2012-03-20 |
AU2006301067A1 (en) | 2007-04-19 |
RU2008118226A (ru) | 2009-11-20 |
WO2007042729A1 (fr) | 2007-04-19 |
TR201906796T4 (tr) | 2019-05-21 |
KR101196681B1 (ko) | 2012-11-06 |
EG26438A (en) | 2013-10-28 |
KR20080046245A (ko) | 2008-05-26 |
CA2625524C (fr) | 2012-12-11 |
EP1934314A1 (fr) | 2008-06-25 |
BRPI0617231B1 (pt) | 2021-10-13 |
US20080295404A1 (en) | 2008-12-04 |
BRPI0617231A2 (pt) | 2011-07-19 |
DK1934314T3 (da) | 2019-05-20 |
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