Process for production of polyisobutenylsuccinic anhydrides without formation of resins

• US 5,739,355 A
• Filed: 02/14/1996
• Issued: 04/14/1998
• Est. Priority Date: 02/15/1995
• Status: Expired due to Fees

• Current Assignee: Institut Francais Du Petrole (IFP Energies Nouvelles)
• Original Assignee: Institut Francais Du Petrole (IFP Energies Nouvelles)
• Inventors: Binet, Daniel, Gateau, Patrick, Durand, Jean-Pierre
• Primary Examiner(s): DENTZ, BERNARD I
• Application Number:
  US08/601,402
• Time in Patent Office: 790 Days
• Field of Search: 549/255
• US Class Current: 549/255
• CPC Class Codes: C07C 51/567 by reactions not involving carboxylic acid anhydride groups
• CPC Class Codes: C08F 110/10 Isobutene
• CPC Class Codes: C08F 8/32 by reaction with amines
• CPC Class Codes: C08F 8/46 Reaction with unsaturated dicarboxylic acids or anhydrides thereof, e.g. maleinisation

Abstract

An alkenyl anhydride or polyalkenylsuccinic anhydride is prepared without forming resins, by an ene-synthesis reaction between an olefin or a polyolefin and a maleic anhydride, optionally substituted by one or two methyl groups, in an aromatic solvent that is selected from toluene and xylenes, whereby said anhydride is used at a ratio of 30 to 60% by weight relative to the reaction medium.

More particularly, polyisobutenylsuccinic anhydrides which can be used to form, by reaction with polyethylene polyamines, compositions that contain polyisobutenylsuccinimides, used as detergent additives for motor fuels or as ashless dispersants for motor oils, are produced.

Claims

1. A process comprising contacting under ene-synthesis reaction conditions at least one polyisobutene having a content of external double bonds that is greater than 50%, with at least one unsaturated dicarboxylic anhydride which is maleic anhydride or maleic anhydride substituted by 1 or 2 methyl groups, in at least one aromatic solvent that is toluene or a xylene;

said aromatic solvent being employed at a ratio of 35 to 60% by weight relative to the reaction medium, whereby a polyisobutenylsuccinic anhydride is produced.

2. A process according to claim 1, wherein said olefin or polyolefin has a number average molecular weight of 400 to 10,000.

3. A process according to claim 1, wherein said olefin or polyolefin has a number average molecular weight of 400 to 3000.

4. A process according to claim 1, wherein the reaction is carried out at a temperature of 150°

to 300°

C.

5. A process according to claim 1, wherein the reaction is carried out at a temperature of 180°

to 250°

C.

6. A process according to claim 1, wherein the maleic anhydride or substituted maleic anhydride is used in a molar ratio of 0.5 to 2 with respect to the olefin or the polyolefin.

7. A process according to claim 1, further comprising reacting said polyisobutenylsuccinic anhydride with an amine, whereby an imide is formed.

8. A process according to claim 7, wherein the imide is produced by the reaction of at least one polyisobutenylsuccinic anhydride with at least one polyethylene polyamine.

9. A process according to claim 8, wherein the polyethylene polyamine is used at a molar ratio of 0.5 to 1 relative to the polyisobutenylsuccinic anhydride.

10. An polyisobutenylsuccinic anhydride that is obtained by a process according to claim 1.

11. A polyisobutenylsuccinic anhydride that is obtained by a process according to claim 1, by reaction between a polyisobutene with a content of external double bonds that is greater than 50% and maleic anhydride.

12. A process according to claim 1, wherein the unsaturated dicarboxylic anhydride is citraconic anhydride.

13. A process according to claim 1, wherein the unsaturated dicarboxylic anhydride is pyrocinchonic anhydride.

14. A process according to claim 1, wherein the unsaturated dicarboxylic anhydride is maleic anhydride.

15. A process according to claim 8, wherein the amine is triethylene tetramine or tetraethylene pentamine.

16. A process according to claim 1, wherein the aromatic solvent is toluene.

17. A process according to claim 1, wherein the aromatic solvent is a xylene.

19. A process according to claim 1, wherein the aromatic solvent is employed at a ratio ranging from a first value greater than 50% up to a second value of 60%.

18. A process comprising contacting under ene-synthesis reaction conditions at a temperature of 180°

-250°

C., at least one polyisobutene having a content of external double bonds that is greater than 50%, with at least one unsaturated dicarboxylic anhydride which is maleic anhydride or maleic anhydride substituted by 1 or 2 methyl groups, in at least one aromatic solvent that is toluene or a xylene;

said aromatic solvent being employed at a ratio of 35 to 60% by weight relative to the reaction medium, whereby a polyisobutenylsuccinic anhydride is produced.