US1908705A - Motor fuel - Google Patents
Motor fuel Download PDFInfo
- Publication number
- US1908705A US1908705A US552798A US55279831A US1908705A US 1908705 A US1908705 A US 1908705A US 552798 A US552798 A US 552798A US 55279831 A US55279831 A US 55279831A US 1908705 A US1908705 A US 1908705A
- Authority
- US
- United States
- Prior art keywords
- motor fuel
- cracked
- phthalimidine
- motor
- pounds
- 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
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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
- C10L1/22—Organic compounds containing nitrogen
-
- 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
- C10L1/22—Organic compounds containing nitrogen
- C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
Definitions
- This invention relates to motor fuels and more particularly to motor fuels containing unsaturated constituents, which tend to form gums such as the so-called cracked gasolines.
- cyclic imides such as the imidines and hydroxyimidines of the general formula the NH group is substituted by other radicals
- the ordinary alkyl phthalimidines and hydroxyphthalimidines such as, methyl or ethyl phthalimidines can be used as can the aryl derivatives, such as, phenyl or benzyl phthalimidine.
- Hydroxyalkyl compounds such as methanol or ethanol phthalimidines are likewise effective.
- bases examples include amines. particu-- larly aromatic amines, aniline, toluidine, and the like.
- Example 1 2-4 pounds of phthalimidine are mixed with 100 barrels of cracked gasoline to yield a highly stabilized motor fuel of excellent quality.
- E wample 2 25 pounds of hydroxyphthalimidine onon CuH ⁇ NH o (l are added to 100 barrels of cracked gasoilnel, producing a thoroughly stabilized motor
- Example '1" 2-6 pounds of methanol phthalimidine II o are added to 100 barrels of cracked gaso- 1 line to produce a stabilized motor fuel.
- ⁇ O/ ll 0 or ethanol hydroxyphthalimidine C-OzlLOH are added to: 100 barrels of cracked gasoline to produce a stabilized motor fuel.
- a cracked motor fuel containin hydroxyphthalimidine in an amount sufllcient to inhibit gum formation.
- a cracked motor fuel containing an N- i phthalimidine and .6 pounds of aniline or toluidine are added to 100 barrelso'f cracked gasoline forminga well stabilized motor fuel.
- a cracked motor fuel containing a material selected from a class consisting of phthalimidine, hydroxyphthalimidine, naphthalimidine, hydroxynaphthalimidine, succinimidine, hydroxysuccinimidine, ethylphthalimidin'e, ethylhydroxyphthalimidine, methanolphthalimidine and ethanolphthalimidine, the amount of the imidine substance being sufficient to inhibit gum formation and being approximately within the ratio'of two pounds of imidine substance to 100 barrels of cracked gasoline to- 1% of phthalimidinesub- "stance.
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)
- Liquid Carbonaceous Fuels (AREA)
Description
Patented May 116, 1933 ALPHONS O. JAEGER, OF MOUNT LEBANON, PENNSYLVANIA, ASSIGNOR TO THE SELDEN COMPANY, OF PITTSBURGH, PENNSYLVANIA, A CORPORATION OF DELAWARE MOTOR FUEL No Drawing.
This invention relates to motor fuels and more particularly to motor fuels containing unsaturated constituents, which tend to form gums such as the so-called cracked gasolines.
Cracked gasolines command a premium as motor fuels at the present time owing to their excellent anti-knock qualities. However, they are open to the disadvantage that they form gum and discolor, particularly, when exposed to sunlight. It has been proposed in the past to stabilize unsaturated motor fuels and inhibit or minimize gum formation by the addition of stabilizers, among which, only two have achieved any practical success, namely, anthracene and acid amides of aromatic amines such as acetanilide.
I have found that very effective stabilizers for unsaturated motor fuels are reduced cyclic imides, such as the imidines and hydroxyimidines of the general formula the NH group is substituted by other radicals are also highly effective, for example, the ordinary alkyl phthalimidines and hydroxyphthalimidines, such as, methyl or ethyl phthalimidines can be used as can the aryl derivatives, such as, phenyl or benzyl phthalimidine. Hydroxyalkyl compounds such as methanol or ethanol phthalimidines are likewise effective. Similarly, the imidines and hydroxyimidines of naphthalic 1931. Serial No. 552,798.
Examples of such bases are amines. particu-- larly aromatic amines, aniline, toluidine, and the like.
The invention will be described in greater detail in connection with the following specific examples, which illustrate typical motor fuels falling within the scope of the present invention.
Example 1 2-4 pounds of phthalimidine are mixed with 100 barrels of cracked gasoline to yield a highly stabilized motor fuel of excellent quality.
E wample 2 25 pounds of hydroxyphthalimidine onon CuH \NH o (l are added to 100 barrels of cracked gasoilnel, producing a thoroughly stabilized motor Ewample 3 3-6 pounds naphthalimidine I 'inidine or hydroxynaphthalimidine and .ani =line are=added to 100 barrels of'cracked' gasoline toproduce a stabilized motorfuel.
or hydroxynaphthalimidine are added to barrels of cracked gasoline to obtain a stabilized motor fuel. I I
Ewample 4 3-6 pounds succinimidine,
' are ad'ded't-o 100: barrels] of crackedgaso- 1line to obtainastabilized motor fuel.
Emm zg 5 i i i i i i i o 4-6 pounds ofmethyl or ethyl. phtha 2-5 pounds of ethylphthalimidine are added to 100 barrels of cracked gasoline to produce a stabilized motor fuel.
Example '1" 2-6 pounds of methanol phthalimidine II o are added to 100 barrels of cracked gaso- 1 line to produce a stabilized motor fuel.
, 2-5 pounds of ethanol phthalimidine weavers Ezrample8:wm"
\O/ ll 0 or ethanol hydroxyphthalimidine C-OzlLOH are added to: 100 barrels of cracked gasoline to produce a stabilized motor fuel.
2-5 pounds of phthalimidineor hydroxy. I
In the examples theamountof stabilizers no harm, but it is normally unnecessary to use them in quantities larger than'l%.'
s In the claims the expression cyclic irni-= dine: substance includes not only the 'imidines of polycarboxylic acids, but the 'hy-* drogenated and substitution products of the imidines and hydroxyimidines.
What is claimed as new is:
l. A cracked motor fuel containing a cyclic imidine substance in an amount sufficient to inhibit gum formation.
2. A motor fuel containing unsaturated gum forming constituents and a cyclic imidine substance in an amount sufficient to inhibit gum formation.
3. A cracked motor fuel containing a phthalimidine substance in an amount sufficient to inhibit gum formation.
4. A motor fuel containing unsaturated gum forming constituents and a phthalimidine substance in an amount sufficient to inhibit gum formation.
5. A cracked motor fuel containing phthalimidine in an amount sufficient to inhibit gum formation;
6. A motor fuel containing unsaturated gum forming constituents and hthalimidine in an amount suficient to inhibit gum formation.
7. A cracked motor fuel containin hydroxyphthalimidine in an amount sufllcient to inhibit gum formation.
8. A motor fuel containing unsaturated constituents and oxyphthalimidine in an amount sufficient to inhibit gum formation.
9. A cracked motor fuel containing an N- i phthalimidine and .6 pounds of aniline or toluidine are added to 100 barrelso'f cracked gasoline forminga well stabilized motor fuel.
is a fraction of 1%L'1I1ige'neral, thi'sis saf I i ficient' to obtain satisfactorystabilization; Larger amounts of stabilizers, of course, do
substituted phthalimidine in an amount sufficient to inhibit gum formation.
10. A cracked motor fuel containing an N- substituted hydroxyphthalimidine in an amount suflicient to inhibit gum formation.
11. A cracked motor fuel containing a hydroxyalkyl N-subst-ituted phthalimidine in an amount sufficient to inhibit gum formation.
12. A cracked motor fuel containing a hydroxyalkyl N-substituted hydroxyphthalimidine in an amount sufiicient to inhibit gum formation.
13. A cracked motor fuel containing an 35 aryl phthalimidine in an amount suflicient to inhibitgum formation. v
14. A cracked motor fuel containing an aryl .hydroxyphthalimidine in an amount sufficient .to inhibit gum formation.
15. A motor fuel according to claim 1, in which the amount of the imidine substance does not exceed 1%.
16. A motor fuel according to claim 6, in which the amountof the phthalimidine does not exceed, 1%.
17. A motor fuel according to claim 8, in which the amount of hydroxyphthalimidine does not exceed 1%.
18. A motor fuel according to claim 1, in
which an antacid is present in addition to the imidine substance.
'19. A motor fuel accordingto claim 6, in
Y which an antacid is present in addition to the phthalimidine.
20. A motor fuel according to claim 8, in which an antacid is present in addition to the hydroxyphthalimidine.
21. A cracked motor fuel containing a material selected from a class consisting of phthalimidine, hydroxyphthalimidine, naphthalimidine, hydroxynaphthalimidine, succinimidine, hydroxysuccinimidine, ethylphthalimidin'e, ethylhydroxyphthalimidine, methanolphthalimidine and ethanolphthalimidine, the amount of the imidine substance being sufficient to inhibit gum formation and being approximately within the ratio'of two pounds of imidine substance to 100 barrels of cracked gasoline to- 1% of phthalimidinesub- "stance.
Signed at Pittsburgh, Pennsylvania, this 22nd day of July,-1931.
' ALPHONS O. JAEGER.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US552798A US1908705A (en) | 1931-07-23 | 1931-07-23 | Motor fuel |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US552798A US1908705A (en) | 1931-07-23 | 1931-07-23 | Motor fuel |
Publications (1)
Publication Number | Publication Date |
---|---|
US1908705A true US1908705A (en) | 1933-05-16 |
Family
ID=24206850
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US552798A Expired - Lifetime US1908705A (en) | 1931-07-23 | 1931-07-23 | Motor fuel |
Country Status (1)
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US (1) | US1908705A (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2684917A (en) * | 1950-12-08 | 1954-07-27 | Henkel & Cie Gmbh | Softening, gelatinizing, and swelling agents and methods of manufacturing the same |
US2956910A (en) * | 1955-09-22 | 1960-10-18 | Socony Mobil Oil Co Inc | Removal of combustion chamber deposits |
US2964533A (en) * | 1957-12-19 | 1960-12-13 | Geigy Ag J R | Heterocyclic compounds and process for the production thereof |
US2973369A (en) * | 1961-02-28 | J-dichloro-isoindolinones | ||
US3004987A (en) * | 1957-08-15 | 1961-10-17 | Monsanto Chemicals | Acyclic substituted succinic anhydride condensed with diamines |
US3014044A (en) * | 1957-08-15 | 1961-12-19 | Monsanto Chemicals | Heterocyclic ketone condensates of acyclic succinic acids |
US3144311A (en) * | 1961-06-13 | 1964-08-11 | Shell Oil Co | Method and composition for reducing octane requirement increase |
US3146079A (en) * | 1960-09-13 | 1964-08-25 | Standard Oil Co | Fuel oil composition |
US3155464A (en) * | 1961-05-29 | 1964-11-03 | Shell Oil Co | Fuel composition |
US4004894A (en) * | 1972-11-18 | 1977-01-25 | Basf Aktiengesellschaft | Otto cycle engine fuels containing derivatives of cyclic polycarboxylic acids |
-
1931
- 1931-07-23 US US552798A patent/US1908705A/en not_active Expired - Lifetime
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2973369A (en) * | 1961-02-28 | J-dichloro-isoindolinones | ||
US2684917A (en) * | 1950-12-08 | 1954-07-27 | Henkel & Cie Gmbh | Softening, gelatinizing, and swelling agents and methods of manufacturing the same |
US2956910A (en) * | 1955-09-22 | 1960-10-18 | Socony Mobil Oil Co Inc | Removal of combustion chamber deposits |
US3004987A (en) * | 1957-08-15 | 1961-10-17 | Monsanto Chemicals | Acyclic substituted succinic anhydride condensed with diamines |
US3014044A (en) * | 1957-08-15 | 1961-12-19 | Monsanto Chemicals | Heterocyclic ketone condensates of acyclic succinic acids |
US2964533A (en) * | 1957-12-19 | 1960-12-13 | Geigy Ag J R | Heterocyclic compounds and process for the production thereof |
US3146079A (en) * | 1960-09-13 | 1964-08-25 | Standard Oil Co | Fuel oil composition |
US3155464A (en) * | 1961-05-29 | 1964-11-03 | Shell Oil Co | Fuel composition |
US3144311A (en) * | 1961-06-13 | 1964-08-11 | Shell Oil Co | Method and composition for reducing octane requirement increase |
US4004894A (en) * | 1972-11-18 | 1977-01-25 | Basf Aktiengesellschaft | Otto cycle engine fuels containing derivatives of cyclic polycarboxylic acids |
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