NZ231732A - Fuel additive for combustion engines - Google Patents
Fuel additive for combustion enginesInfo
- Publication number
- NZ231732A NZ231732A NZ231732A NZ23173289A NZ231732A NZ 231732 A NZ231732 A NZ 231732A NZ 231732 A NZ231732 A NZ 231732A NZ 23173289 A NZ23173289 A NZ 23173289A NZ 231732 A NZ231732 A NZ 231732A
- Authority
- NZ
- New Zealand
- Prior art keywords
- phenol
- amine
- polyalkylene
- condensation product
- carbon atoms
- Prior art date
Links
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
- C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular 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
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/146—Macromolecular compounds according to different macromolecular groups, mixtures thereof
-
- 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
- C10L1/1625—Hydrocarbons macromolecular compounds
- C10L1/1633—Hydrocarbons macromolecular compounds homo- or copolymers obtained by reactions only involving carbon-to carbon unsaturated bonds
- C10L1/1641—Hydrocarbons macromolecular compounds homo- or copolymers obtained by reactions only involving carbon-to carbon unsaturated bonds from compounds containing aliphatic monomers
-
- 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
- C10L1/221—Organic compounds containing nitrogen compounds of uncertain formula; reaction products where mixtures of compounds are obtained
-
- 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
- C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
- C10L1/2225—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B3/00—Engines characterised by air compression and subsequent fuel addition
- F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
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)
- Solid Fuels And Fuel-Associated Substances (AREA)
Description
New Zealand Paient Spedficaiion for Paient Number £31 73£
2317 32
MO DRAWINGS
Priority Date(s): ^v&,...,,.
Complete Specification Filed:
Ctass? i■ •. 1 ?v»^,(-(-«\>1 «/••••••••••.
Publication Date: , -... 2.8.44AV • 4991 • -P.O. Journal. ?J •
NEW ZEALAND
PATENTS ACT, 1953
No.: Date:
COMPLETE SPECIFICATION
MANNICH BASE DEPOSIT CONTROL ADDITIVES AND FUEL COMPOSITIONS
CONTAINING SAME
0^/We, MOBIL OIL CORPORATION, a corporation organised under the laws of the State of New York, United States of America, of 150 East 42nd Street, New York, State of New York, U.S.A.,
hereby declare the invention for which Of / we pray that a patent may be granted to r9§-/us, and the method by which it is to be performed, to be particularly described in and by the following statement: -
(followed by page la)
J31732
— /ex.-
r 5156
MANNICH BASE DEPOSIT CONTROL ADDITIVES AND FUEL COMPOSITIONS CONTAINING SAME
This invention relates to additives for controlling or preventing engine deposits, to fuel compositions containing these additives and to methods for reducing deposits in gasoline internal combustion engines using such additives.
Mannich bases are disclosed in U.S. Patent No. 4,116,644 as a component of a concentrate along with a demulsifying agent, a mono-or dinuclear aromatic hydrocarbon solvent, an alkanol, and a corrosion inhibitor. U.S. Patent No. 4,259,086 discloses substituted phenol/epichlorohydrin/amine adducts as additives for hydrocarbon fuels. U.S. Patent No. 4,787,996 discloses Mannich bases prepared using phenol substituted with medium length branched alkyl chains as friction reducing agents in lubricants and fuel compositions.
"Tie present invention provides an additive -coraposition-for- - - r hydrocarbon fuels consisting essentially 'of ~ 1 . ..u - jui:., ;f
(a) a polyalkylene, and
(b) a condensation product obtained by reacting an amine with an aldehyde and a phenol.
The present invention also provides a fuel composition comprising a major amount of a liquid fuel and a minor amount of an additive mixture consisting essentially of
(a) a polyalkylene, and
(b) a condensation product obtained by reacting an amine with an aldehyde and a phenol.
The present invention further provides a method for reducing deposits in gasoline internal combustion engines comprising running the engine with a fuel containing an effective amount, greater than about 45.35 kg per 119.24 kl (100 pounds per thousand barrels) of an additive composition for reducing carbon deposits in internal combustion engines comprising:
(a) a polyalkylene, and
(b) a condensation product obtained by reacting an amine with an aldehyde and a phenol.
2317 3 2
F-5K6-
— 2 --
C
Mannich base reaction products are well known in the prior art U.S. Patents Nos. 4,116,644 and 4,787,996 discuss the preparation of Mannich bases. Mannich base reaction products are made by reacting an aldehyde, an amine and one or more phenols of the formula:
OH
(n)R
O
The phenol can be phenol itself, cresol, xylenol, hydroxydiphenyl, ainylphenol, benzylphenol, alpha and beta naphthols, decene dimer phenol, decene trimer phenol, decene tetramer phenol, octene dimer and trimer phenol,-dodecene-dimer and trimer phenol or the dialkyl_analogues of these. Of the available phenols the most preferred are the substituted phenols wherein R is not hydrogen.
The phenols used in this invention can be purchased from commercial sources. In general, if desired or necessary, they are readily prepared by adaptation of methods well known in the art. For example, they may be prepared by the acid catalyzed alkylation of phenol with an olefin. In this method a small amount of an acid catalyst such as sulfuric or phosphoric acid, or preferably Lewis acid such as BFj-etherate, BFj-phenate complex or AlCljHSO^ is added to the phenol and the olefin then added to the phenol. Additional details of the reaction are found in U.S. Patent 4,116,644.
In the above structural formula R* is hydrogen or a to CgQ hydrocarbyl group, which may be an alkyl,
alkenyl, aryl, alkaryl or aralkyl group. If R* is an aryl group it can be one having from 6 to 14 carbon atoms, i.e. phenyl, naphthyl, anthiyl or phenanthryl. Preferably, R* is hydrogen.
2317 3 2
ff-SKfc— — 3 —
2
R is hydrogen, hydrocarbyl group, alkyl or alkenyl 6 containing 4 to 80 carbon atoms, and can additionally contain sulfur, oxygen and/or nitrogen atoms, "n" is 0, 1, or 2.
2
Preferably, R is a polymeric group having a molecular weight HP to between 1000 and 2000 and can be polypropyl, polybutenyl, polyisobutyl or polydodecyl and preferably is polydecyl.
In carrying out the reaction to form the Mannich base, the phenol :aldehyde:amine molar ratios used can be 1:0.1-10:0.1-10 or broader, respectively.
Aldehydes that can be used are the aliphatic aldehydes, such as formaldehyde or paraformaldehyde, acetaldehyde, and aldol(3-hydroxy butyraldehyde); aromatic aldehydes, such as benzaldehyde and heterocyclic aldehydes,
such as furfural. The aldehyde may contain a substituent group such as hydroxyl, halogen or nitro. In short, any substituent can be used which does not take a major part in the reaction. However, preference is given to the aliphatic aldehydes., .. . ... formaldehyde being particularly preferred. • . - • . .<«. -
The amines to be used include those which contain a primary amino group. Polyalkylene polyamines can be used such © as ethylenediamine, diethylenetriamine, triethylenetetramine,
tetraethylenepentamine, corresponding polypropylene polyamines and similar amines. Of the polyethylene polyamines the most preferred is triethylenetetramine.
Saturated and unsaturated aliphatic amines containing 1 to 20 carbon atoms can also be used. More specifically, they include those of the structural formula:
r3nh2
wherein R3 is a hydrocarbyl group having from 2 to 80 carbon atoms. These are to C^g straight or branched alkyl groups including cocoamine, oleylamine, octylamine, nonylamine, decylamine, dodecylamine, tetradecylamine, hexadecylamine,
231
F-S1S6 -- 4 —
octadecylamine, cyclooctylamine, laurylamine, isostearylamine, and soyamine but may be cyclic, the latter of which include cyclohexylamine.
Other amines which can be used include:
(a) etheramines (hydrocarbyloxy hydrocarbyl amines) such as tri isodecyloxypropyl amine and etheramines of the formula R^R^Nl^ where R3 is as stated above and R4
is a Cj to hydrocarbyl group;
(b) N-hydrocarbyl hydrocarbylene diamines or triamines such as N-oleyl-1,3 propylene or N-coco-l,2-ethylenediamine or amines of the structure
R3-N-(R4-N) H I I x
H H 34
where R and R are as indicated above and x is 1 to 3;
(c) etherdiamines (hydrocarbyloxy hydrocarbyl hydrocarbyl diamines) such as those of the structure1 :'
R3-0-R4-N(R4-N) H f I x H H
•9 M
where R and R are as indicated above and x is 1 to 3;
Also useful are aryl-hydrocarbylene amines and diamines.
The reaction between phenol, amine and aldehyde is carried out at from 80°C to 150°C. The temperature chosen will depend for the most part on the particular reactants and on whether or not a solvent is used. While atmospheric pressure is generally preferred, the reaction can be advantageously run at from 1 to 0.5 atmospheres. Furthermore, where conditions warrant it, a solvent may be used. In general, any relatively non-polar, unreactive solvent can be used, including benzene, toluene, xylene and 1,4-dioxane. Other hydrocarbon and
2317 32
4USK6
— 5 --
©
©
©
C
alcoholic solvents, the latter which include propanol and butanol can be used. Further, mixtures of hydrocarbons and, for example, alcohols may be advantageous.
While the preferred mode of synthesis of the Mannich base involves a one-step reaction in which all reactants are placed together, other modes can be used. For example, the phenol and amine components can be reacted to yield an ammonium phenate, and this product then reacted with an aldehyde. This mode is not favorable since one tends to get methylene bridged polymers. A third possible scheme involves the reaction of amine and aldehyde to yield a Schiff base (RNsQ^), followed by reaction of the Schiff base with phenol to give the product. Results using this reaction are more favorable than the second scheme mentioned, and they appear to be similar to those from the first reaction.
Reaction times are not critical, and can range from about 1 hour or less up to 8 hours or more, depending, among other things, upon the particular reactants and the solvent ^ used.
The resulting Mannich base component of the mixture of this invention is believed to have the structure shown in the
2 3
following reaction equation, where R and R are each hydrogen or a hydrocarbyl group of 2 to 80 carbon atoms, n is 0, 1 or 2, and x is 1 to 3; for example, R is a (Cj(p3 " 4 residue, R3 is C2, "n" averages 1.5 and x is 3.
2 CH20 + —(R -—NH) -—H
(n)R
y-MHRj—NH)~CH
(n)R
© ©
0
O
2317 32
^r-5TS6
- 6 ~
The polyalkylene component of the additive composition preferably is a liquid polyalkylene where the average number of carbon atoms per molecule is between 12 and 500. Preferably, the polyalkylene is a polymer of ethylene or propylene and, more preferably, is polyisobutylene wherein the average number of carbon atoms per molecule is between 12 and 500.
The additive composition is formulated by mixing the components in the following proportions:
Parts by Weight Mannich base 30 to 46
Polyalkylene 50 to 74
In general, the invention contemplates the use of the additive mixture in a fuel composition in a concentration of from 45.36 kg to 81.65 kg per 119.24 kl (100 lbs. to 180 lbs. per 1,000 barrels) of fuel, and most preferably, from 54.43 kg to 72.57 kg per 119.24 kl (120 lbs. to 160 lbs. per 1,000 barrels). If gasoline is the base fuel, it contains preferably less than 0.1 weight percent sulfur. Since sulfur and olefins are believed to contribute to gum formation, their reduction is advantageous in obtaining good cleanliness performance. The gasoline can also contain conventional additives such as antioxidants, metal deactivators, lead alkyls, lead scavengers and corrosion inhibitors.
EXAMPLE 1
Premium unleaded gasoline containing various quantities of a hydroxyalkarylamine (Mannich base) and polyalkylene mixed in the ratios shown below were evaluated in a single cylinder CLR engine using a 10W-30 mineral oil .
After 40 hours of operation at 1100 rpm and 10 to 12 inches manifold vacuum, the intake valve (ITV) was removed, its combustion chamber side cleaned and the gross weight determined. Deposits were then removed mechanically and the valve's tare weight was measured in order to calculate the net weight of the deposits.
Claims (35)
1. An additive composition for hydrocarbon fuels consisting essentially of (a) a polyalkylene, and (b) a condensation product obtained by reacting an amine with an aldehyde and a phenol.
2. The additive composition of claim 1 wherein the condensation product is a phenol amine aldehyde condensation product of the structural formula OH (n)R Cn)R' 2 3 wherein R and R are each a hydrocarbyl group of O 2 to 80 carbon atoms, n is 0, 1, or 2 and x is 1 to 3.
3. The additive composition of claim 1 wherein the condensation product is the condensation product of ; (a) a phenol selected from cresol, xylenol, hydroxydiphenyl, amylphenol, benzylphenol, alpha and beta naphthols, decene dimer phenol, decene trimer phenol, decene tetramer phenol, octene dimer and trimer phenol, dodecene dimer and trimer phenol or the dialkyl analogues of these; (b) an aldehyde selected formaldehyde, paraformaldehyde, acetaldehyde, aldolC3-hydroxy butyraldehyde), benzaldehyde and furfural; and > 4. f-5156 - 9 - (c)an amine selected from cocoamine, oleylamine, octylamine, nonylamine, decylamine, dodecylamine, tetradecylamine, hexadecylamine, octadecylamine, cyclooctylamine, laurylamine, isostearylamine, soyamine, cyclohexylamine, ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, corresponding propylenepolyamines, triisodecyloxypropyl amine and N-oleyl-1,3 propylene or N-coco-1,2-ethylenediamine.
4. The additive composition o£ claim 1 wherein the condensation product is the condensation product of: (a) a phenol selected from decene trimer phenol and decene tetramer phenol; (b) formaldelhyde; (c) triethylenetetramine.
5. The additive composition of claim 1 wherein the amine has the formula R^NH, where R is a hydrocarbyl group'having 2 to 80 carbon atoms.
6. The additive composition of claim 1 wherein the amine is selected from etheramines having the structural formula, 3 4 R OR NH2, hydrocarbyl hydrocarbylene polyamines of t' structural formula R3-N-(R4-N) H I 1 x H H and ether diamines of the structural formula r3-o-r4-n(r4-n)xh h h u> 0 iX u. 0 £ Ul 1 ■1 FEB 1991 0 Ul Ul 0 £ N Z WWi o o 231732 F-5156 10 — where R3 is a hydrocarbyl group having from 2 to 80 carbon atoms, R^ is a hydrocarbyl group of 1 to 6 carbon atoms, and x is 1 to 3.
7. The additive composition o£ claim 1 wherein the amine, aldehyde, and phenol are reacted in a molar ratio of phenol:aldehyde:amine of 1:0.1 to 10:0.1 to 10, respectively.
8. The additive composition of claim 1 wherein the polyalkylene is a liquid polyalkylene in which the average number of carbon atoms per molecule is between 12 and 500.
9. The additive composition of claim 1 wherein said polyalkylene is polybutylene in which the average number of carbon atoms per molecule is between 12 and 500.
10. The additive composition of claim 1 wherein the additive contains between 50 and 74 parts by weight of polyalkylene and between 30 and 46 parts by weight of condensation product.
11. A fuel composition comprising a major amount of a liquid fuel and a minor amount of an additive mixture consisting essentially of (a) a polyalkylene, and (b) a condensation product obtained by reacting an amine with an aldehyde and a phenol.
12. The fuel composition of claim 11 wherein the condensation product is a phenol amine aldehyde condensation product of the structural formula OH .CHj- Cn)R 2 3 wherein R and R are each a 2 to 80 carbon atoms, n is 0, 1 or 2 and x is 1 to%3. hydrocarbyl group ofe p v^9q. Ay V ^ *V '■>// CD £317 3 2 •F-5K6 — 11 --
13. The fuel composition of claim 11 wherein the condensation product is the condensation product of a polydecyl phenol, formaldehyde, and triethylenetetramine.
14. The fuel composition of claim 11 wherein the amine has the formula where R^ is a hydrocarbyl group having 2 to 80 carbon atoms.
15. The fuel composition of claim 11 wherein the amine is selected from etheramines having the structural formula, 3 4 R OR NH2> hydrocarbyl hydrocarbylene diamines of the structural formula R3-N-(R4-N) H I I x H H and ether diamines of the structural formula R3-0-R4-N(R4-N) H 1 1 x H H O where R3 is a hydrocarbyl group having from 2 to 80 carbon atoms, R4 is a hydrocarbyl group of 1 to 6 carbon atoms, and x is 1 to 3.
16. The fuel composition of claim 11 wherein the polyalkylene, is selected from polyethylene, polypropylene, and poly i sobuty lene.
17. The fuel composition of any one of claims 11 to 16 wherein the amine, aldehyde, and phenol are reacted in a molar ratio of phenol:aldehyde:amine of 1:0.1 to 10:0.1 to 10, respectively.
18. The fuel composition of claim 11 wherein the polyalkylene is a liquid polyalkylene in which the average number of carbon atoms per molecule is between 12 and 500. t F-5156 — 12 —
19. The fuel composition of claim 18 wherein the polyalkylene is polyisobutylene in which the average number of carbon atoms per molecule is between 12 and 500.
20. The fuel composition of any one of claims 11 to 19 wherein the additive contains between 50 and 74 parts by weight of polyalkylene and between 30 and 46 parts by weight of condensation product.
21. The fuel composition of any one of claims 11 to 20 wherein the additive mixture is present in the fuel composition in an amount of between 45.35 kg and 81.65 kg per 119.24 kl (100 and 180 pounds per 1000 barrels) of fuel.
22. A method for reducing deposits in gasoline internal combustion engines comprising running the engine with a fuel containing an effective amount, greater than 45.35 kg per 119.24 kl (100 pounds per thousand barrels) of an additive composition for reducing carbon deposits in internal combustion engines comprising: (a) a polyalkylene, :and^.-. -in : (b) a condensation product obtained by reacting an amine with an aldehyde and a phenol.
23. The method of claim 22 wherein the condensation product is a phenol amine aldehyde condensation product of the structural formula 231732 F-5156 — 13 -- 0 2 3 wherein R and R are each a hydrocarbyl group of 2 to 80 carbon atoms, n is 0, 1 or 2 and x is 1 to 3.
24. The method of claim 22 wherein the condensation product is the condensation product of polydecyl phenol, formaldehyde, and triethylenetetramine.
25. The method of claim 22 wherein the amine has the formula R^NH- 3 where R is a hydrocarbyl group having 2 to 80 carbon atoms.
26. The method of claim 22 wherein the amine is selected from etheramines having the structural formula, 3 4 R OR NH2, hydrocarbyl hydrocarbylene diamines of the structural formula R3-N-(R4-N) H i 1 x H H and ether diamines of the structural formula R3-0-R4-N(R4-N) H 1 1 x H H where R3 is a hydrocarbyl group having from 2 to 80 carbon atoms, R4 is a hydrocarbyl group of 1 to 6 carbon atoms, and x is 1 to 3.
27. The method of claim 22 wherein the polyalkylene, is selected from polyethylene, polypropylene and polyi sobutylene.
28. The method of any one of claims 22 to 27 wherein the amine, aldehyde, and phenol are reacted in a molar ratio of phenol:aldehyde:amine of 1:0.1 to 10:0.1 to 10, respectively.
29. The method of claim 22 wherein the polyalkylenj is a liquid polyalkylene in which the average number of c atoms per molecule is between 12 and 500. | 4** 1 O o 1 ^ Q o d O 1 ( od "F- 51S6- — 14 --
30. The method of claim 22 wherein polyalkylene is polybutylene in which the average number of carbon atoms per molecule is between 12 and 500.
31. The method of claim 22 wherein the additive contains between 50 and 74 parts by weight of polyalkylene and between 30 and 46 parts by weight of condensation product.
32. The method of anyone of claims 22 to 31 wherein the additive mixture is present in the fuel composition in an amount of between 54.43 kg and 72.57 kg per 119.24 kl (120 and 160 pounds per 1000 barrels) of fuel.
33. An additive composition according to any one of claims 1 to 10,substantially as herein described with reference to the examples.
34. A fuel composition according to any one of claims 11 to 21, substantially as herein described with reference to the examples.
35. A method for reducirig'deposits in gasoline internal combustion engines according to any one of claims 22 to 32 substantially as herein described with reference to the examples. O'/ By ttH^er/Their Authorised Agents, A. J. PARK & SON P«r 334411/0564)1 \
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US29208288A | 1988-12-30 | 1988-12-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
NZ231732A true NZ231732A (en) | 1991-05-28 |
Family
ID=23123129
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NZ231732A NZ231732A (en) | 1988-12-30 | 1989-12-12 | Fuel additive for combustion engines |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0376563A1 (en) |
JP (1) | JPH02258894A (en) |
AU (1) | AU4735589A (en) |
NZ (1) | NZ231732A (en) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU640314B2 (en) * | 1991-05-03 | 1993-08-19 | Nalco Chemical Company | Identification of liquid hydrocarbons using chemical markers |
GB9114236D0 (en) * | 1991-07-02 | 1991-08-21 | Exxon Chemical Patents Inc | Fuel oil treatment |
US6238554B1 (en) | 1999-06-16 | 2001-05-29 | Fleetguard, Inc. | Fuel filter including slow release additive |
DE19948111A1 (en) * | 1999-10-06 | 2001-04-12 | Basf Ag | Process for the preparation of Mannich adducts containing polyisobutene phenol |
DE102005035527A1 (en) | 2005-07-26 | 2007-02-08 | Basf Ag | Use of tetrahydrobenzoxazines as stabilizers |
US9157041B2 (en) * | 2007-09-27 | 2015-10-13 | Innospec Limited | Fuel compositions |
US20100263261A1 (en) | 2007-09-27 | 2010-10-21 | Jacqueline Reid | Fuel compositions |
WO2009040585A1 (en) * | 2007-09-27 | 2009-04-02 | Innospec Limited | Fuel compositions |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB773489A (en) * | 1954-12-18 | 1957-04-24 | Huels Chemische Werke Ag | Antioxidants and stabilisers for mineral oils |
US3647404A (en) * | 1969-05-07 | 1972-03-07 | Texaco Inc | Thermally stable jet fuel composition |
US3649229A (en) * | 1969-12-17 | 1972-03-14 | Mobil Oil Corp | Liquid hydrocarbon fuels containing high molecular weight mannich bases |
DE2209579C2 (en) * | 1971-11-30 | 1974-02-28 | Ethyl Corp., Richmond, Va. (V.St.A.) | Use of alkylphenol-aldehyde-amine condensation products as clean additives for petrol |
US4032304A (en) * | 1974-09-03 | 1977-06-28 | The Lubrizol Corporation | Fuel compositions containing esters and nitrogen-containing dispersants |
US4054422A (en) * | 1975-09-12 | 1977-10-18 | E. I. Du Pont De Nemours & Company | Mannich bases containing tertiary amines and fuel compositions containing said mannich bases |
US4166726A (en) * | 1977-12-16 | 1979-09-04 | Chevron Research Company | Diesel fuel containing polyalkylene amine and Mannich base |
ATE51861T1 (en) * | 1984-11-13 | 1990-04-15 | Mobil Oil Corp | MANNICH BASES AS OIL ADDITIVES. |
-
1989
- 1989-12-12 NZ NZ231732A patent/NZ231732A/en unknown
- 1989-12-15 EP EP89313173A patent/EP0376563A1/en not_active Withdrawn
- 1989-12-27 JP JP1339908A patent/JPH02258894A/en active Pending
- 1989-12-29 AU AU47355/89A patent/AU4735589A/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
JPH02258894A (en) | 1990-10-19 |
EP0376563A1 (en) | 1990-07-04 |
AU4735589A (en) | 1990-07-05 |
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