EP1144553A3 - Composition de stabilisation a base d'essence pour prevenir la formation de gomme - Google Patents

Composition de stabilisation a base d'essence pour prevenir la formation de gomme

Info

Publication number: EP1144553A3
Authority: EP; European Patent Office
Prior art keywords: gasoline; composition according; cracking process; stabilizing; stabilizing composition
Prior art date: 1999-05-07
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

EP00927725A

Other languages

German (de)

English (en)

Other versions

EP1144553B1 (fr

EP1144553A2 (fr

Inventor

Andrea Zanotti

Marco Buccolini

Roberto Masciola

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.)

Chimec SpA

Original Assignee

Chimec SpA

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.)

1999-05-07

Filing date

2000-05-05

Publication date

2002-09-11

2000-05-05 Application filed by Chimec SpA filed Critical Chimec SpA

2000-05-05 Priority to DK00927725T priority Critical patent/DK1144553T3/da

2001-10-17 Publication of EP1144553A2 publication Critical patent/EP1144553A2/fr

2002-09-11 Publication of EP1144553A3 publication Critical patent/EP1144553A3/fr

2004-10-20 Application granted granted Critical

2004-10-20 Publication of EP1144553B1 publication Critical patent/EP1144553B1/fr

2020-05-05 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 45
230000000087 stabilizing effect Effects 0.000 title claims abstract description 27
230000015572 biosynthetic process Effects 0.000 title claims abstract description 16
229950000688 phenothiazine Drugs 0.000 claims abstract description 35
WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims abstract description 30
230000015556 catabolic process Effects 0.000 claims abstract description 9
238000006731 degradation reaction Methods 0.000 claims abstract description 9
JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 claims abstract description 8
230000005764 inhibitory process Effects 0.000 claims abstract description 4
239000004615 ingredient Substances 0.000 claims abstract description 3
230000002401 inhibitory effect Effects 0.000 claims abstract 4
238000000034 method Methods 0.000 claims description 34
238000005336 cracking Methods 0.000 claims description 14
239000000654 additive Substances 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 6
238000004523 catalytic cracking Methods 0.000 claims description 5
125000000753 cycloalkyl group Chemical group 0.000 claims description 5
125000000524 functional group Chemical group 0.000 claims description 4
150000002990 phenothiazines Chemical class 0.000 claims description 4
238000004230 steam cracking Methods 0.000 claims description 4
238000004227 thermal cracking Methods 0.000 claims description 4
239000000969 carrier Substances 0.000 claims description 3
239000000539 dimer Substances 0.000 claims description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
125000003277 amino group Chemical group 0.000 claims description 2
125000002843 carboxylic acid group Chemical group 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
125000004354 sulfur functional group Chemical group 0.000 claims description 2
XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 27
230000006698 induction Effects 0.000 description 18
238000012360 testing method Methods 0.000 description 14
239000003381 stabilizer Substances 0.000 description 11
230000000996 additive effect Effects 0.000 description 8
150000001993 dienes Chemical class 0.000 description 8
230000006641 stabilisation Effects 0.000 description 8
238000011105 stabilization Methods 0.000 description 8
150000004982 aromatic amines Chemical class 0.000 description 6
231100000419 toxicity Toxicity 0.000 description 5
230000001988 toxicity Effects 0.000 description 5
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
229910052794 bromium Inorganic materials 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
238000004231 fluid catalytic cracking Methods 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
150000002430 hydrocarbons Chemical class 0.000 description 3
239000000178 monomer Substances 0.000 description 3
150000002989 phenols Chemical class 0.000 description 3
238000006116 polymerization reaction Methods 0.000 description 3
238000003860 storage Methods 0.000 description 3
239000000126 substance Substances 0.000 description 3
229910052717 sulfur Inorganic materials 0.000 description 3
239000011593 sulfur Substances 0.000 description 3
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
-1 N-substituted p- aminophenols Chemical class 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
150000001336 alkenes Chemical class 0.000 description 2
239000002519 antifouling agent Substances 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
230000000711 cancerogenic effect Effects 0.000 description 2
230000003197 catalytic effect Effects 0.000 description 2
238000004939 coking Methods 0.000 description 2
238000002485 combustion reaction Methods 0.000 description 2
239000000446 fuel Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
230000002195 synergetic effect Effects 0.000 description 2
239000011800 void material Substances 0.000 description 2
239000004215 Carbon black (E152) Substances 0.000 description 1
206010007269 Carcinogenicity Diseases 0.000 description 1
241000282414 Homo sapiens Species 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
230000002411 adverse Effects 0.000 description 1
239000003849 aromatic solvent Substances 0.000 description 1
238000003556 assay Methods 0.000 description 1
231100000357 carcinogen Toxicity 0.000 description 1
231100000315 carcinogenic Toxicity 0.000 description 1
239000003183 carcinogenic agent Substances 0.000 description 1
231100000260 carcinogenicity Toxicity 0.000 description 1
230000007670 carcinogenicity Effects 0.000 description 1
238000004517 catalytic hydrocracking Methods 0.000 description 1
239000000571 coke Substances 0.000 description 1
229940113088 dimethylacetamide Drugs 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
230000002708 enhancing effect Effects 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
150000002443 hydroxylamines Chemical class 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
231100000053 low toxicity Toxicity 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000005259 measurement Methods 0.000 description 1
125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
230000002265 prevention Effects 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000003340 retarding agent Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000007655 standard test method Methods 0.000 description 1
238000010998 test method Methods 0.000 description 1
230000002110 toxicologic effect Effects 0.000 description 1
231100000027 toxicology Toxicity 0.000 description 1
238000012546 transfer Methods 0.000 description 1
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
229920002554 vinyl polymer Polymers 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
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- 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
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
- 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
- C10L1/16—Hydrocarbons
- C10L1/1608—Well defined compounds, e.g. hexane, benzene
- 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
- C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
- C10L1/183—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom
- 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
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/224—Amides; Imides carboxylic acid amides, imides
- 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
- C10L1/2456—Organic compounds containing sulfur, selenium and/or tellurium heterocyclic compounds sulfur with oxygen and/or nitrogen in the ring, e.g. thiazoles

Definitions

the present invention relates to the stabilization of gasoline for preventing gum formation, specifically it relates to gasolines obtained by steam cracking.
the stabilizing composition according to the invention is also effective in the stabilization of gasolines outputted from thermal (e.g., Visbreaking, coking and the like) , or catalytic (e.g. Fluidized Catalytic Cracking) cracking plants .
the stabilization according to the invention is obtained by use of a composition comprising phenothiazine (PNTZ) and tert.butyl catechol, unexpectedly providing, at certain use ratios, a synergistic stabilizing effect.
PNTZ phenothiazine
tert.butyl catechol tert.butyl catechol
gasolines refers to the fuels for the normal internal combustion engines, made of blends of hydrocarbons that may widely differ one from the other according to the production process thereof.
the stability problem is particularly critical for gasolines produced by a steam cracking process.
the problem concerns any thermal (visbreaking, coking, thermal cracking), as well as catalytic (FCC, LC finer, Mild Hydrocracking, HDS) cracked gasoline.
the stability is evaluated as resistance to degradation caused by oxygen contact.
stabilizers added to the gasoline for enhancing the stability thereof were used.
Effective stabilizers for gasolines of the prior art belong to the class of the aromatic amines.
PDA paraphenylenediamines
other materials like, e.g., the nitrdxides (US-A-5, 711, 767 ) or the hindered phenols (US- A-5,509, 944) .
phenotiazine alone or in admixture with other materials, is known to stabilize monomers and as an antifouling agent in oil or petrochemical processes, and overall as a polymerization inhibitor of vinyl aromatic compounds (US-A-4 , 061, 545) .
the stabilizer of the present invention is a blend, comprising in a certain weight ratio:
esther or carboxylic acid groups and derivatives thereof of the type
R 4 is H, OH, R 3 , -ORi, or -OR 3 ; alcohol or esther groups of the -0-R 3 type; amino groups of the type
a novel solution to the problem of gasolines stabilization and prevention of gum formation is provided by the use of a composition of PNTZ and of TBC in a suitably balanced ratio therebetween, having low toxicity and high effectiveness, equal to or higher than that of the PDA, and void of carcinogenic hazards, in the stabilization of pyrolisis gasolines, particularly of catalytic cracking gasolines.
the gasoline stabilization is carried out by adding to the gasoline 5 to 1000 ppm of a stabilizer, comprising as active stabilizing ingredients PNTZ and TBC in a weight ratio therebetween of 5:95 to 80:20, preferably of 27:75 to 40:60, even more preferably of 30:70 to 35:65, with an optimum value of about 33.3:66.6.
a stabilizer comprising as active stabilizing ingredients PNTZ and TBC in a weight ratio therebetween of 5:95 to 80:20, preferably of 27:75 to 40:60, even more preferably of 30:70 to 35:65, with an optimum value of about 33.3:66.6.
the dosage of the additive with respect to the gasoline, as well as the ratio of the two compounds, can vary with particular reference to the Bromine number and to the diene value.
composition according to the invention may contain, besides the two above-mentioned components, PTNZ and TBC, other PTNZ- and TBC- compatible components and additive carriers commonly used in stabilizing compositions.
Particularly suitable solvents are the aromatic solvents, like benzene, toluol and the like, as well as dimethyl-formamide and dimethyl-acetamide .
the combined use of the compounds in the blend yields a synergistic effect that is particularly significant at the preferred weight ratio values of the compounds .
Such method provides the heating at 100°C (98°C- 102°C) of a 50 ml sample in a bomb, sealed and subjected to a 690 kPa (100 psi) air pressure.
the test attains a break point, represented by the instant when, on the pressure gauging curve, first a pressure drop of at least 14 kPa (2 psi) over 15 minutes, and then, over the next 15 minutes, another drop of at least 14 kPa (2 psi) take place.
the induction time is determined by the time elapsed from the test start (positioning of the bomb inside the heating bath) to the break point.
the induction time is a direct expression of the gasoline liability to gum formation during storage. This evaluation parameter is highly significant for highly unstable gasolines, like the cracked ones.
the table shows the predictable result that, when used individually, the best products are the PDA and the TBC, in accordance to long-time refinery practice.
the blend TBC+PNTZ according to the invention emerges as a stabilizer having an effectiveness even greater than that of the PDA, therefore being capable of replacing the latter with improvement of performance, as well as toxicity elimination .
EXAMPLE 2 A test series was carried out in order to assess the optimal ratio between the two components of the TBC+PNTZ blend, on the basis of the induction time method. The results are reported in the following Table 2.
TBP tert .butyl-phenols
test results reported in Table 5 should be compared to those of Table 4. They refer to tests carried out in order to simulate a wide range of cracked products, with gasoline characteristics, like, e.g. the Bromine number and the diene value, differing thereamong. This tests prove that the blend PNTZ/TBC of the present invention can replace, even with a higher effectiveness, the PDA+TBP blends, completely avoiding any toxicity hazard deriving from the use of the aromatic amines.
the induction time test is applied also in the following examples 5-9, in which the effectiveness of the additive according to the invention (PNTZ-TBC in a 1:2 ratio) is compared to that of other stabilizers of the known art.
the test is carried out on gasolines outputted by various industrial FCC (Fluid Catalytic Cracking) plants located in various European countries .
FCC Fluid Catalytic Cracking
the first gasoline sample is made of 26% C5 hydrocarbon cut, 60% light gasoline and 14% medium gasoline . Cut characteristics: Light gasoline Medium gasoline
the second gasoline sample has the following characteristics . Cut characteristics: Density 0.678
the fourth sample is a light gasoline having the following characteristics. Cut characteristics: Density 0.6638
the fifth sample is a medium gasoline having the following characteristics. Cut characteristics:
test battery was carried out using a different ASTM test method, always related to the gasoline stability, carried out on a gasoline sample additioned with 100 ppm stabilizer, stored at 40°C for 43 days in a blanketed flask.
the so-called existent gums i.e. the quantity of polymers formed (in mg/100 ml gasoline) following a brisk evaporation of a gasoline quantity in a preheated air jet at 160-165 °C, are determined through the ASTM D381/94 method, entitled «Standard test method for existent gum in fuels by Jet Evaporation» .
Carrying out the same method on specimens of the gasoline stored at 40°C, additioned and not, at T 0 and at day 8, 22, 29 and 43 an increasing trend of said quantity of formed polymers (gums) is observed, which evidently is inversely proportional to the stabilizing effectiveness of the added additive.
the results in mg/100 ml of a cracked gasoline sample are the following:

Landscapes

Chemical & Material Sciences (AREA)
Oil, Petroleum & Natural Gas (AREA)
Engineering & Computer Science (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Combustion & Propulsion (AREA)
Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Compositions Of Macromolecular Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Solid Fuels And Fuel-Associated Substances (AREA)

EP00927725A 1999-05-07 2000-05-05 Composition de stabilisation a base d'essence pour prevenir la formation de gomme Expired - Lifetime EP1144553B1 (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
DK00927725T DK1144553T3 (da)	1999-05-07	2000-05-05	Benzinstabiliserende sammensætning til forhindring af gummidannelse

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
ITRM990286		1999-05-07
IT1999RM000286A IT1306138B1 (it)	1999-05-07	1999-05-07	Composizione stabilizzante per benzine per inibire la formazione digomme.
PCT/IT2000/000175 WO2000068343A2 (fr)	1999-05-07	2000-05-05	Composition de stabilisation a base d'essence pour prevenir la formation de gomme

Publications (3)

Publication Number	Publication Date
EP1144553A2 EP1144553A2 (fr)	2001-10-17
EP1144553A3 true EP1144553A3 (fr)	2002-09-11
EP1144553B1 EP1144553B1 (fr)	2004-10-20

Family

ID=11406756

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP00927725A Expired - Lifetime EP1144553B1 (fr)	1999-05-07	2000-05-05	Composition de stabilisation a base d'essence pour prevenir la formation de gomme

Country Status (10)

Country	Link
EP (1)	EP1144553B1 (fr)
AT (1)	ATE280211T1 (fr)
AU (1)	AU4611000A (fr)
DE (1)	DE60015073T2 (fr)
DK (1)	DK1144553T3 (fr)
ES (1)	ES2231192T3 (fr)
IT (1)	IT1306138B1 (fr)
NO (1)	NO20010051L (fr)
PT (1)	PT1144553E (fr)
WO (1)	WO2000068343A2 (fr)

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2006756A (en) *	1932-04-04	1935-07-02	Rubber Service Lab Co	Liquid fuel composition
GB595916A (en) *	1944-10-18	1947-12-23	Kodak Ltd	Improvements in motor fuels
DE1034919B (de) *	1957-06-26	1958-07-24	Gelsenberg Benzin Ag	Zusatz zu Kraftstoffen
US3031281A (en) *	1957-10-31	1962-04-24	Goodyear Tire & Rubber	Antioxidants in gasoline fuels
US3102871A (en) *	1961-05-01	1963-09-03	Goodyear Tire & Rubber	Antioxidants
US3839210A (en) *	1971-12-01	1974-10-01	Gaf Corp	Antioxidant composition comprising a synergistic mixture of a phenol, amine and sulfone
US4061545A (en) *	1976-02-19	1977-12-06	Cosden Technology, Inc.	Polymerization inhibitor for vinyl aromatic compounds
US4177110A (en) *	1978-07-18	1979-12-04	Cosden Technology, Inc.	Method for the distillation of vinyl aromatic compounds using polymerization inhibitors with low-volatility
US4466904A (en) *	1983-01-10	1984-08-21	Cosden Technology, Inc.	Polymerization co-inhibitors for vinyl aromatic compounds
US4511457A (en) *	1984-08-10	1985-04-16	Atlantic Richfield Company	Method for minimizing fouling of heat exchanger
US4785095A (en) *	1986-09-16	1988-11-15	The Lubrizol Corporation	N-substituted thio alkyl phenothiazines

1999
- 1999-05-07 IT IT1999RM000286A patent/IT1306138B1/it active
2000
- 2000-05-05 AU AU46110/00A patent/AU4611000A/en not_active Abandoned
- 2000-05-05 ES ES00927725T patent/ES2231192T3/es not_active Expired - Lifetime
- 2000-05-05 AT AT00927725T patent/ATE280211T1/de active
- 2000-05-05 DK DK00927725T patent/DK1144553T3/da active
- 2000-05-05 WO PCT/IT2000/000175 patent/WO2000068343A2/fr active IP Right Grant
- 2000-05-05 DE DE60015073T patent/DE60015073T2/de not_active Expired - Lifetime
- 2000-05-05 PT PT00927725T patent/PT1144553E/pt unknown
- 2000-05-05 EP EP00927725A patent/EP1144553B1/fr not_active Expired - Lifetime
2001
- 2001-01-04 NO NO20010051A patent/NO20010051L/no not_active Application Discontinuation

Also Published As

Publication number	Publication date
WO2000068343A3 (fr)	2001-08-16
DK1144553T3 (da)	2005-01-31
PT1144553E (pt)	2005-02-28
ITRM990286A1 (it)	2000-11-07
NO20010051L (no)	2001-03-07
IT1306138B1 (it)	2001-05-30
ATE280211T1 (de)	2004-11-15
EP1144553B1 (fr)	2004-10-20
AU4611000A (en)	2000-11-21
ES2231192T3 (es)	2005-05-16
NO20010051D0 (no)	2001-01-04
DE60015073T2 (de)	2006-02-02
WO2000068343A2 (fr)	2000-11-16
EP1144553A2 (fr)	2001-10-17
DE60015073D1 (de)	2004-11-25

Publication	Publication Date	Title
EP0818526B1 (fr)	2003-02-12	Agents stabilisants de prévention de formation de gomme dans l'essence
US2591651A (en)	1952-04-01	Stabilized organic compositions containing bis (hydroxy alkoxy phenyl) alkanes
EP0385633B1 (fr)	1993-04-07	Combustible de distillat moyen ayant une stabilité au stockage modifiée
US2310710A (en)	1943-02-09	Inhibitor for gasoline
US1789302A (en)	1931-01-20	Gum inhibitor for hydrocarbons
EP0696634A1 (fr)	1996-02-14	Stablisation d'essence et de mélanges d'essence
US4743273A (en)	1988-05-10	Fuel composition and method for control of engine octane requirements
US4844717A (en)	1989-07-04	Fuel composition and method for control of engine octane requirements
US2891851A (en)	1959-06-23	Fuel for internal combustion engines
EP1144553B1 (fr)	2004-10-20	Composition de stabilisation a base d'essence pour prevenir la formation de gomme
CN100357408C (zh)	2007-12-26	柴油燃料组合物和提高柴油燃料的过滤能力的方法
US4773916A (en)	1988-09-27	Fuel composition and method for control of octane requirement increase
US2696427A (en)	1954-12-07	Stabilized fuel oil compositions
US4699629A (en)	1987-10-13	Fuel composition and method for control of octane requirement increase
US3033662A (en)	1962-05-08	Gasoline with copolymeric lead stabilizer and a synergistic modification thereof
US4444565A (en)	1984-04-24	Method and fuel composition for control of octane requirement increase
US1971329A (en)	1934-08-28	Gum inhibitor
US5628802A (en)	1997-05-13	Fuel compositions containing organic molybdenum complexes
EP0117328B1 (fr)	1987-04-29	Combustibles liquides contenant des inhibiteurs de corrosion, et concentrés d'inhibiteurs
US3352948A (en)	1967-11-14	Omicron, omicron-diesters of amino phosphonic acids
US2107147A (en)	1938-02-01	Gum inhibitors for gasoline
US3322520A (en)	1967-05-30	Gasoline inhibitor
US3239320A (en)	1966-03-08	Motor fuel containing hydrazones
US3592950A (en)	1971-07-13	Alkoxybenzylidene bisphenols and their antioxidant use
US2354798A (en)	1944-08-01	Stabilization of motor fuels

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