Lubricity and conductivity improver additive for ultra low sulfur diesel fuels

Patent metadata

Field	Value
Publication number	US-11149223-B2
Application number	US-202017115343-A
Country	US
Kind code	B2
Filing date	Dec 8, 2020
Priority date	Dec 20, 2019
Publication date	Oct 19, 2021
Grant date	Oct 19, 2021

Abstract

The present invention discloses a single package additive for improving lubricity and conductivity properties of ultra-low sulfur diesel fuels. The single package additive is a reaction product of a fatty acid composition, a glycerol tricarboxylates, a polysulfone, a polyamine, an alkylated benzene sulfonic acid and a phenol derivative. More specifically, the present invention discloses a reaction product of: a fatty acid composition in the range of 60-95% wt/wt; a glycerol tricarboxylate in the range of 0.1-10.0% wt/wt; a polysulfone in the range of 0.1-5.0% wt/wt; a polyamine in the range of 0.1-5.0% wt/wt; an alkylated benzene sulfonic acid in the range of 0.1-5.0% wt/wt; and a phenol derivative in the range of 0.1-10.0% wt/wt. The present invention also discloses a single-pot process for the preparation of said reaction product.

First claim

The invention claimed is:

1. A reaction product of:
a fatty acid composition in the range of 60-95% wt/wt;
a glycerol tricarboxylate in the range of 0.1-10.0% wt/wt;
a polysulfone in the range of 0.1-5.0% wt/wt;
a polyamine in the range of 0.1-5.0% wt/wt;
an alkylated benzene sulfonic acid in the range of 0.1-5.0% wt/wt; and
a phenol derivative in the range of 0.1-10.0% wt/wt.

2. The reaction product as claimed in claim 1 , wherein the fatty acid composition is a mixture of fatty acids having carbon atoms in the range of C 12 -C 24 , wherein the mixture of fatty acids comprises a fatty acid selected from a group consisting of lauric acid, stearic acid, oleic acid, linoleic acid, myristoleic acid, behenic acid and arachidonic acid.

3. The reaction product as claimed in claim 1 , wherein the glycerol tricarboxylate is prepared by reacting glycerol with fatty acid, and the fatty acid is selected from a group consisting of lauric acid, palmitic acid, linoleic acid, ricinoleic acid, and any mixture thereof.

4. The reaction product as claimed in claim 1 , wherein the polysulfone is a reaction product of 1-alkene and SO 2 in the ratio of 1:1, and having molecular weight 10000-100000 gm/mole measured by gel permeation chromatography (GPC).

5. The reaction product as claimed in claim 1 , wherein the polyamine is a condensed product of an epichlorohydrin and an alkylamine, wherein the alkylamine is having carbon atoms in the range of C 12 to C 18 .

6. The reaction product as claimed in claim 1 , wherein the alkylated benzene sulfonic acid is a mixture of linear, iso and tertiary alkyl groups of carbon atom ranging from C 10 -C 18 .

7. The reaction product as claimed in claim 1 , wherein the phenol derivative having Formula-I:

wherein,
R=alkyl or alkenyl group having carbon chain length of C 15 -C 20 ;
R 1 =alkyl or alkenyl group having carbon chain length of C 12 -C 18 ; and
R 2 =alkyl or alkenyl group having carbon chain length of C 5 -C 12 .

8. A process for the preparation of a reaction product, comprising the steps of:
i) stirring a fatty acid composition containing a mixture of fatty acids of carbon atoms C 12-24 in the range of 60-95% wt/wt at 25-30° C.;
ii) adding a glycerol carboxylate in the range of 1.0-10.0% wt/wt at 25° C.-30° C. in 30 minutes under continuous stirring;
iii) adding phenol derivative compound in the range of 1.0-10.0% wt/wt at 25-30° C. under continuous stirring and continue the stirring for another 20 minutes;
iv) heating the above reaction mixture at 50° C. and stirring continued for one hour;
v) adding a mixture of polysulfone in the range of 0.1-5.0% wt/wt, polyamine mixture in the range of 0.1-5.0% wt/wt, and alkylated benzene sulfonic acid in the range of 0.1-5.0% wt/wt, prepared in diluent in the range of 0.5-5.0% wt/wt to the reaction mass obtained in step iv);
vi) heating and stirring the mixture obtained after step v) at 50° C. to obtain the reaction product.

9. The process as claimed in claim 8 , wherein the fatty acid composition is a mixture of fatty acids having carbon atoms in the range of C 12 -C 24 , wherein the mixture of fatty acids comprises a fatty acid selected from a group consisting of lauric acid, stearic acid, oleic acid, linoleic acid, myristoleic acid, behenic acid and arachidonic acid.

10. The process as claimed in claim 8 , wherein the glycerol tricarboxylate is prepared by reacting glycerol with fatty acid, and the fatty acid is selected from a group consisting of lauric acid, palmitic acid, linoleic acid, ricinoleic acid, and any mixture thereof.

11. The process as claimed in claim 8 , wherein the phenol derivative having Formula-I:

wherein,
R=alkyl or alkenyl group having carbon chain length of C 15 -C 20 ;
R 1 =alkyl or alkenyl group having carbon chain length of C 12 -C 18 ; and
R 2 =alkyl or alkenyl group having carbon chain length of C 8 -C 12 .

12. The process as claimed in claim 8 , wherein the polysulfone is a reaction product of 1-alkene and SO 2 in the ratio of 1:1, and having molecular weight 10000-100000 gm/mole measured by gel permeation chromatography (GPC).

13. The process as claimed in claim 8 , wherein the polyamine is a condensed product of an epichlorohydrin and an alkylamine, wherein the alkylamine is having carbon atoms in the range of C 12 to C 18 .

14. The process as claimed in claim 8 , wherein the alkylated benzene sulfonic acid is a mixture of linear, iso and tertiary alkyl groups of carbon atom ranging from C 10 -C 18 .

15. The process as claimed in claim 8 , wherein the diluent is a selective product of refinery obtained from pre-fractionated bottom stream having flash point more than 60° C.

Assignees

• Indian Oil Corp Ltd

Inventors

• Lopinti Krishnarao
• Chakradhar Maya
• Arora Ajay Kumar
• Kagdiyal Vivekanand
• Saxena Deepak
• Mazumdar Sanjiv Kumar
• RAMAKUMAR Sankara Sri Venkata

Classifications

• C08L71/00

  Compositions of polyethers obtained by reactions forming an ether link in the main chain (of polyacetals C08L59/00; of epoxy resins C08L63/00; of polythioether-ethers C08L81/02; of polyether-sulfones C08L81/06); Compositions of derivatives of such polymers · CPC title

• C08L81/06

  Polysulfones; Polyethersulfones · CPC title

• C10L1/2475

  obtained otherwise than by reactions only involving unsaturated carbon to carbon bonds · CPC title

• C10L10/18

  use of detergents or dispersants for purposes not provided for in groups C10L10/02 - C10L10/16 · CPC title

• C10L1/2222

  (cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates (C10L1/221 takes precedence) · CPC title