IP Library Granted Patent US 9,663,736
Granted Patent B2
US 9,663,736 · App. 14/786,364 · Granted May 30, 2017

Additive for improving the oxidation and/or storage stability of motor fuels or liquid hydrocarbon-containing fuels

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Quick Facts
Patent No.
US 9,663,736
App. No.
14/786,364
Granted
May 30, 2017
Kind
B2
Abstract

The present disclosure relates to the use of at least one modified alkylphenol-aldehyde resin as additive for improving the oxidation and/or storage stability of a motor fuel or liquid hydrocarbon-containing fuel composition. The modified alkylphenol-aldehyde resin can be obtained by Mannich reaction of an alkylphenol-aldehyde condensation resin with at least one aldehyde and/or one ketone having from 1 to 8 carbon atoms, preferably from 1 to 4 carbon atoms; and at least one hydrocarbon-containing compound having at least one alkylmonoamine or alkylpolyamine (alkylamine) group, having between 1 and 30 carbon atoms. The alkylphenol-aldehyde condensation resin itself can be obtained by condensation of at least one alkylphenol substituted with at least one linear or branched alkyl group having from 1 to 30 carbon atoms, preferably a monoalkylphenol, with at least one aldehyde and/or one ketone having from 1 to 8 carbon atoms, preferably from 1 to 4 carbon atoms.

Claims (28)

1. A method of using at least one modified alkylphenol-aldehyde resin, the method comprising using the at least one modified alkylphenol-aldehyde resin as an additive for improving the oxidation and/or storage stability of a motor fuel or liquid hydrocarbon-containing fuel composition, the modified alkylphenol-aldehyde resin being obtainable by a Mannich reaction of an alkylphenol-aldehyde condensation resin,

with at least one aldehyde and/or one ketone having from 1 to 8 carbon atoms;

and at least one hydrocarbon-containing compound having at least one alkylmonoamine or alkylpolyamine (alkylamine) group, having between 1 and 30 carbon atoms;

the alkylphenol-aldehyde condensation resin itself being obtainable by condensation of at least one alkylphenol substituted with at least one linear or branched alkyl group having from 1 to 30 carbon atoms; and

with at least one aldehyde and/or one ketone having from 1 to 8 carbon atoms.

2. The method according to claim 1 , further comprising improving the storage stability of the motor fuel or liquid hydrocarbon-containing fuel composition at a temperature less than 0° C.

3. The method according to, claim 1 further comprising reducing the quantity of deposits formed during storage of the motor fuel or liquid hydrocarbon-containing fuel composition.

4. The method according to claim 1 , wherein the modified alkylphenol-aldehyde resin is used as an additive in a form diluted in a solvent.

5. The method according to claim 1 , wherein the modified alkylphenol-aldehyde resin is used in the motor fuel or liquid hydrocarbon-containing fuel composition in combination with one or more additional additives.

6. The method according to claim 5 , wherein the additional additives are selected from dispersants/detergents, carrier oils, metal deactivators, metallic passivators, antioxidants, dyes, antistatic additives, corrosion inhibitors, biocides, markers, thermal stabilizers, emulsifiers, friction reducing agents, surfactants, cetane improvers, anti-clouding agents, additives improving the conductivity, reodorants, lubricity additives, lubricants and mixtures thereof.

7. The method according to claim 1 , further comprising adding an amount of modified alkylphenol-aldehyde resin comprised between 5 and 5000 ppmw, to the motor fuel or liquid hydrocarbon-containing fuel composition.

8. The method according to claim 1 , wherein the motor fuel or liquid hydrocarbon-containing fuel composition comprises a motor fuel or liquid hydrocarbon-containing fuel selected from gas oils, diesel fuels, gasolines, biofuels, jet fuels, domestic fuel oils (DFO) and heavy fuel oils.

9. The method according to claim 1 , wherein the motor fuel or liquid hydrocarbon-containing fuel composition comprises a motor fuel or other fuel selected from the middle distillates with a boiling point temperature comprised between 100 and 500° C.

10. The method according to claim 1 , wherein the motor fuel or liquid hydrocarbon-containing fuel composition comprises vegetable and/or animal oils and/or esters thereof and/or biodiesels of animal and/or vegetable origin.

11. The method according to claim 10 , wherein the esters are fatty acid methyl esters (FAME) or fatty acid ethyl esters (FAEE).

12. The method according to claim 11 , wherein the motor fuel or liquid hydrocarbon-containing fuel composition is a biodiesel of type B100 and whose value of induction time (T ind ) obtained by a Rancimat test according to standard DIN EN 15751 is greater than or equal to 8 hours.

13. The method according to claim 12 , wherein a gain in value of induction time (ΔT ind ) obtained by the Rancimat test according to standard DIN EN 15751 is greater than or equal to 2.

14. The method according to claim 1 , wherein the modified alkylphenol-aldehyde resin can be obtained from at least one para-substituted alkylphenol.

15. The method according to 1 , wherein the modified alkylphenol-aldehyde resin can be obtained starting from at least one aldehyde and/or one ketone selected from formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, 2-ethylhexanal, benzaldehyde, acetone.

16. The method according to claim 1 , wherein the modified alkylphenol-aldehyde resin is obtained starting from at least one alkylamine having at least one primary amine group.

17. The method according to claim 1 , wherein the modified alkylphenol-aldehyde resin can be obtained starting from at least one fatty-chain alkylamine or from a mixture of fatty-chain alkylamines, having a number of carbon atoms between 12 and 24.

18. The method according to claim 1 , wherein the modified alkylphenol-aldehyde resin is obtainable by a Mannich reaction of an alkylphenol-aldehyde condensation resin

with at least one aldehyde and/or one ketone having from 1 to 4 carbon atoms;

and at least one hydrocarbon-containing compound having at least one alkylmonoamine or alkylpolyamine (alkylamine) group, having between 4 and 30 carbon atoms;

the alkylphenol-aldehyde condensation resin itself being obtainable by condensation of at least one monoalkylphenol having from 1 to 30 carbon atoms; and

with at least one aldehyde and/or one ketone having from 1 to 4 carbon atoms.

19. The method according to claim 11 , wherein the esters are fatty acid methyl esters (FAME) or fatty acid ethyl esters (FAEE) selected from vegetable oil methyl esters (VOME) or vegetable oil ethyl esters (VOEE).

20. The method according to claim 14 , wherein the modified alkylphenol-aldehyde resin can be obtained from p-nonylphenol.

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE THE NAME OF THE ASSIGNEE PREVIOUSLY RECORDED AT REEL: 67096 FRAME: 320. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 26, 2024
From: TOTALENERGIES MARKETING SERVICES (PREVIOUSLY TOTAL MARKETING SERVICES)
To: TOTALENERGIES ONETECH
Reel/Frame 067845/0906 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 12, 2024
From: TOTALENERGIES MARKETING SERVICES (PREVIOUSLY TOTAL MARKETING SERVICES)
To: TOTALENERGIES ONETECH (PREVIOUSLY TOTALENERGIES ONE TECH)
Reel/Frame 067096/0320 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 25, 2016
From: PAPIN, GERALDINE; TORT, FREDERIC; VERMOREL, CHRISTIAN; CROC, PAULINE
To: TOTAL MARKETING SERVICES
Reel/Frame 038714/0475 →