Additive compositions and use thereof for improving the cold properties of fuels and combustibles

Patent metadata

Field	Value
Publication number	US-9534183-B2
Application number	US-201314408324-A
Country	US
Kind code	B2
Filing date	Jun 17, 2013
Priority date	Jun 19, 2012
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

The present disclosure relates to additive compositions and their use for improving the low temperature properties of motor fuels and fuels. The additive compositions include at least one modified alkylphenol-aldehyde resin and at least one filterability additive chosen from:
the terpolymers of C 4 to C 22 alkyl (meth)acrylate, C 20 to C 24 alpha-olefin and maleimide N-substituted by a hydrocarbon chain having between 4 and 30 carbon atoms, the homopolymers of C 1 to C 40 alkyl (meth)acrylate, preferably the C 8 to C 24 alkyl polyacrylates, the ammonium salts of mono- or poly-carboxylic acid comprising at least one linear or branched, saturated or unsaturated hydrocarbon chain, having between 4 and 30 carbon atoms.

The present disclosure also relates to compositions of motor fuels or liquid hydrocarbon fuels including such compositions.

First claim

The invention claimed is:

1. An additive composition comprising:
(a) at least one modified alkylphenol-aldehyde resin obtained by Mannich reaction of an alkylphenol-aldehyde condensation resin:
(i) with at least one aldehyde and/or one ketone having 1 to 8 carbon atoms; and
(ii) at least one hydrocarbon compound having at least one alkylmonoamine or alkylpolyamine group, having between 4 and 30 carbon atoms;

the alkylphenol-aldehyde condensation resin being itself obtained by condensation:
(iii) of at least one alkylphenol substituted by at least one linear or branched alkyl group, having 1 to 30 carbon atoms;
(iv) with at least one aldehyde and/or one ketone having 1 to 8 carbon atoms and;

(b) at least one filterability additive chosen from:
(i) terpolymers of C 4 to C 22 alkyl (meth)acrylate, C 20 to C 24 alpha-olefin and maleimide N-substituted by a hydrocarbon chain having between 4 and 30 carbon atoms;
(ii) the homopolymers of C 1 to C 40 alkyl (meth)acrylate;
(iii) the ammonium salts of mono- or poly-carboxylic acid comprising at least one linear or branched, saturated or unsaturated hydrocarbon chain and having between 4 and 30 carbon atoms.

2. The additive composition according to claim 1 , comprising:
(a) at least one modified alkylphenol-aldehyde resin obtained by Mannich reaction of an alkylphenol-aldehyde condensation resin:
(i) with at least one aldehyde and/or one ketone having 1 to 8 carbon atoms; and
(ii) at least one hydrocarbon compound having at least one alkylmonoamine or alkylpolyamine group, having between 4 and 30 carbon atoms;

The alkylphenol-aldehyde condensation resin itself being obtained by condensation:
(iii) of at least one alkylphenol substituted by at least one linear or branched alkyl group, having 1 to 30 carbon atoms; and
(iv) with at least one aldehyde and/or one ketone having 1 to 8 carbon atoms, and;

(b) at least one filterability additive chosen from:
(i) the homopolymers of C 1 to C 40 alkyl (meth)acrylate;
(ii) ammonium salts of mono- or poly-carboxylic acid comprising at least one linear or branched, saturated or unsaturated hydrocarbon chain and having between 4 and 30 carbon atoms.

3. The additive composition according to claim 1 , comprising:
(a) at least the modified alkylphenol-aldehyde resin;
(b) at least one first filterability additive chosen from the homopolymers of C 1 to C 40 alkyl (meth)acrylate; and
(c) at least one second filterability additive chosen from:
(i) the terpolymers of C 4 to C 22 alkyl (meth)acrylate, C 20 to C 24 alpha-olefin and maleimide N-substituted by a hydrocarbon chain having between 4 and 30 carbon atoms;
(ii) the ammonium salts of mono- or poly-carboxylic acid comprising at least one linear or branched, saturated or unsaturated hydrocarbon chain and having between 4 and 30 carbon atoms.

4. The additive composition according to claim 1 , in which the ammonium salts are the ammonium salts of mono- or poly-carboxylic acid comprising at least one linear or branched, saturated or unsaturated hydrocarbon chain, having between 4 and 30 carbon atoms, and of fatty amine and/or of ethoxylated fatty amine.

5. The additive composition according to claim 1 , in which the modified alkylphenol-aldehyde resin is obtained from at least one alkylphenol substituted in para position.

6. The additive composition according to claim 1 , in which the modified alkylphenol-aldehyde resin is obtained from at least one aldehyde and/or one ketone chosen from formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, 2-ethyl hexanal, benzaldehyde, or acetone.

7. The additive composition according to claim 1 , in which the modified alkylphenol-aldehyde resin is obtained from at least one alkylamine having at least one primary amine group.

8. The additive composition according to claim 1 , in which the modified alkylphenol-aldehyde resin is obtained from p-nonylphenol, formaldehyde and at least one hydrocarbon compound having at least one alkylmonoamine or alkylpolyamine group.

9. The additive composition according to claim 1 , in which the modified alkylphenol-aldehyde resin is obtained from at least one alkylamine with a fatty chain or of a mixture of alkylamines with a fatty chain.

10. The additive composition according to claim 1 , in which the modified alkylphenol-aldehyde resin has a viscosity at 50° C. measured using a dynamic rheometer at a shear rate of 100 s −1 on a solution of said resin diluted with 30% by mass of an aromatic solvent comprised between 1,000 and 10,000 mPa·s.

11. The additive composition according to claim 1 , comprising in addition at least one additional filterability additive chosen from the copolymers and terpolymers of ethylene and vinyl ester and/or acrylic ester (EVA and/or EVP).

12. The additive composition according to claim 11 , in which the additional filterability additive is chosen from the copolymers of ethylene and vinyl ester (EVA).

13. A method for improving low temperature properties, the method comprising reducing cold filter-plugging point (CFPP) measured according to the standard NF EN 116, without affecting an effectiveness of a modified alkylphenol-aldehyde resin on a dispersion and/or setting of waxes, the method further comprising adding an additive composition in a motor fuel or a liquid hydrocarbon fuel, the additive composition comprising:
(a) at least one modified alkylphenol-aldehyde resin obtained by Mannich reaction of an alkylphenol-aldehyde condensation resin:
(i) with at least one aldehyde and/or one ketone having 1 to 8 carbon atoms; and
(ii) at least one hydrocarbon compound having at least one alkylmonoamine or alkylpolyamine group, having between 4 and 30 carbon atoms;

the alkylphenol-aldehyde condensation resin being itself obtained by condensation:
(iii) of at least one alkylphenol substituted by at least one linear or branched alkyl group, having 1 to 30 carbon atoms;
(iv) with at least one aldehyde and/or one ketone having 1 to 8 carbon atoms; and

(b) at least one filterability additive chosen from:
(i) terpolymers of C 4 to C 22 alkyl (meth)acrylate, C 20 to C 24 alpha-olefin and maleimide N-substituted by a hydrocarbon chain having between 4 and 30 carbon atoms;
(ii) the homopolymers of C 1 to C 40 alkyl (meth)acrylate;
(iii) the ammonium salts of mono- or poly-carboxylic acid comprising at least one linear or branched, saturated or unsaturated hydrocarbon chain and having between 4 and 30 carbon atoms;.

14. A method for improving low temperature properties of motor fuels or liquid hydrocarbon fuels, the method comprising adding a composition as defined in claim 11 , in the motor fuels or liquid hydrocarbon fuels.

15. The method according to claim 14 , for reducing both the cold filter-plugging point and the dispersion of waxes and/or limiting the settling of waxes in motor fuels and liquid hydrocarbon fuels.

16. The method according to claim 13 , wherein the fuel has a boiling range from 120 to 500° C.

17. A composition of motor fuels or liquid hydrocarbon fuels the boiling temperature range of which is comprised between 100 and 500° C. comprising:
a major proportion of hydrocarbon compounds and/or vegetable and/or animal oils and/or their oil esters and/or biodiesels of animal and/or vegetable origin; and
a minor proportion comprised between 5 and 5,000 ppm by mass, of at least one composition comprising:
(a) at least one modified alkylphenol-aldehyde resin capable of being obtained by Mannich reaction of an alkylphenol-aldehyde condensation resin:
(i) with at least one aldehyde a

Assignees

• Total Marketing Services

Inventors

• Papin Géraldine
• Dolmazon Nelly
• Tort Frédéric

Classifications

• C10L10/14 Primary

  for improving low temperature properties · CPC title

• C10L1/22

  containing nitrogen · CPC title

• C10L1/10

  containing additives · CPC title

• C10L1/224

  Amides; Imides {carboxylic acid amides, imides (C10L1/221, C10L1/2227 take precedence)} · CPC title

• C10L1/143 Primary

  mixtures of organic macromolecular compounds with organic non-macromolecular compounds · CPC title