Search Images Maps Play YouTube News Gmail Drive More »
Sign in
Screen reader users: click this link for accessible mode. Accessible mode has the same essential features but works better with your reader.

Patents

  1. Advanced Patent Search
Publication numberUS1908705 A
Publication typeGrant
Publication dateMay 16, 1933
Filing dateJul 23, 1931
Priority dateJul 23, 1931
Publication numberUS 1908705 A, US 1908705A, US-A-1908705, US1908705 A, US1908705A
InventorsAlphons O Jaeger
Original AssigneeSelden Co
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Motor fuel
US 1908705 A
Images(3)
Previous page
Next page
Description  (OCR text may contain errors)

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.

Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US2684917 *Nov 15, 1951Jul 27, 1954Henkel & Cie GmbhSoftening, gelatinizing, and swelling agents and methods of manufacturing the same
US2956910 *Sep 22, 1955Oct 18, 1960Socony Mobil Oil Co IncRemoval of combustion chamber deposits
US2964533 *Dec 30, 1957Dec 13, 1960Geigy Ag J RHeterocyclic compounds and process for the production thereof
US2973369 *Oct 24, 1958Feb 28, 1961 J-dichloro-isoindolinones
US3004987 *Aug 15, 1957Oct 17, 1961Monsanto ChemicalsAcyclic substituted succinic anhydride condensed with diamines
US3014044 *Aug 15, 1957Dec 19, 1961Monsanto ChemicalsHeterocyclic ketone condensates of acyclic succinic acids
US3144311 *Jun 13, 1961Aug 11, 1964Shell Oil CoMethod and composition for reducing octane requirement increase
US3146079 *Sep 13, 1960Aug 25, 1964Standard Oil CoFuel oil composition
US3155464 *May 29, 1961Nov 3, 1964Shell Oil CoFuel composition
US4004894 *Mar 28, 1975Jan 25, 1977Basf AktiengesellschaftOtto cycle engine fuels containing derivatives of cyclic polycarboxylic acids
Classifications
U.S. Classification44/340, 252/403, 44/347, 548/472, 44/338, 548/480
International ClassificationC10L1/22
Cooperative ClassificationC10L1/22, C10L1/232, C10L1/224
European ClassificationC10L1/22