# US 7,611,551 B2 · Method for reducing the freezing point of aminated aviation gasoline by the use of tertiaryamylphenylamine

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 7,611,551 B2
- Document ID: US7611551B2
- Status: Granted
- Kind: B2
- Application number: 11/212,411
- Filed: 2005-08-26
- Published: 2006-10-12
- Granted: 2009-11-03
- Earliest claimed: 2004-08-30
- Assignees: ExxonMobil Research and Engineering Company
- Inventors: Roger Grant Gaughan; Daniel Dawson Lowrey
- Web page: https://patentgrep.com/patent/US7611551B2

## CPC

- C10L 1/00: Liquid carbonaceous fuels
- C10L 1/06: for spark ignition
- C10L 1/14: Organic compounds
- C10L 1/223: having at least one amino group bound to an aromatic carbon atom {(C10L1/221, C10L1/2227 take precedence)}
- C10L 10/10: for improving the octane number
- C10L 10/14: for improving low temperature properties
- C10G 2400/08: Jet fuel
- C10L: FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- C10G: CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION (cracking to hydrogen or synthesis gas C01B; cracking or pyrolysis of hydrocarbon gases to individual hydrocarbons or mixtures thereof of definite or specified constitution C07C; cracking to cokes C10B); RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES

## Abstract

A method is disclosed for reducing the freezing point of unleaded aminated aviation gasoline to −58° C. or lower by the addition of tert-amylphenylamine.

## Claims

### Claim 1

A method for producing an aminated unleaded aviation gasoline comprising adding to base unleaded aviation gasoline having a base MON of at least about 88, at least 5 wt % of a meta- and/or para-tert-amylphenylamine based on the total aminated aviation gasoline wherein said aminated unleaded aviation gasoline containing the meta- and/or para-tert-amylphenylamine has a MON of at least 98, a low deposit formation potential evidenced by toluene insoluble deposits of from 0.00 to 0.03 mg measured by a test in which a metal nub is cycled between 150° C. and 300° C. in 9 minute cycles while about 40 ml of the aminated unleaded aviation gasoline is dripped on the nub in an air atmosphere, the nub weighed to five decimal places (0.00001 g) before and after the aminated unleaded aviation gasoline is dripped onto it, the nub then being washed with n-heptane and weighed and with toluene and weighed to determine the toluene insoluble deposits, and the freezing point of the aminated unleaded aviation gasoline is −58° C. or lower and wherein the aminated aviation gasoline contains from zero to about 2 wt % toluene.

### Claim 2 (depends on 1)

The method of claim 1 wherein the aminated aviation gasoline contains from zero to ≦1.5 wt % of toluene.

### Claim 3 (depends on 1, 2)

The method of claim 1 or 2 wherein the amount of tert-amylphenylamine added to the base aviation gasoline is in the range of at least 5.0 to about 20 wt % based on the total aminated aviation gasoline.

### Claim 4 (depends on 1, 2)

The method of claim 1 or 2 wherein the amount of tert-amylphenylamine added to the base aviation gasoline is in the range at least 5.0 to about 15 wt % based on the total aminated aviation gasoline.

### Claim 5 (depends on 1, 2)

The method of claim 1 or 2 wherein the aminated aviation gasoline contains one or more other alkyl phenyl amine octane boosters in addition to and different from the tert-amylphenylamine, wherein the tert-amylphenylamine constitutes at least about 15 mol % of the total of the amines present, wherein the alkyl phenyl amine different from the tert-amylphenylamine has the formula:
NH2 —Ar(R1)n
wherein R1 is selected from the group consisting of C1-C10 alkyl, halogen and mixture thereof, Ar is a phenylene aromatic group, n is an integer from zero to 3 and wherein when n is 1 or 2 and when R1 is alkyl it is in the meta- and/or para-position.

### Claim 6 (depends on 5)

The method of claim 5 wherein the aminated aviation gasoline contains one or more other alkylphenylamine octane boosters in addition to the tert-amylphenylamine and wherein the tert-amylphenylamine constitutes at least about 15 mol % of the total of the amines present.

### Claim 7 (depends on 5)

The method of claim 5 wherein the aminated aviation gasoline contains one or more other alkylphenylamine octane boosters in addition to the tert-amylphenylamine and wherein the tert-amylphenylamine constitutes at least about 25 mol % of the total amines present.

### Claim 8 (depends on 5)

The method of claim 5 wherein the aminated aviation gasoline contains one or more other alkylphenylamine octane boosters in addition to the tert-amylphenylamine and wherein the tert-amylphenylamine constitutes at least about 50 mol % of the total of the amines present.