Adducts of low molecular weight PIB with low polydispersity and high vinylidene content
View Patent ↗A PIB derivative suitable for use as a fuel additive or lubricant additive prepared from a reactive low molecular weight polyisobutylene composition comprising at least 50 mol percent alpha vinylidene terminated polyisobutylene molecules, the composition having a polydispersity of no more than 1.5 and a number average molecular weight of at least 500 Daltons and no more than 1000 Daltons. The derivative is selected from the group consisting of: alkyl hydroxyaromatic compounds; alkyl alkoxy aromatic compounds; polyisobutenylsuccinic anhydrides; polyisobutenylsuccinimides; PIB-amine compounds; sulfurized PIB compounds; and Mannich condensation products of an alkylated hydroxyaromatic compound.
1. A PIB derivative suitable for use as a fuel additive or a lubricant additive prepared from a reactive low molecular weight polyisobutylene composition comprising at least 50 mol percent alpha vinylidene terminated polyisobutylene molecules, the composition having a number average molecular weight of no more than 1000 Daltons, wherein the polyisobutylene composition is prepared with a chain transfer agent having a molecular weight, Mn, lower than said polyisobutylene composition and the polyisobutylene composition is characterized in that the composition exhibits a low molecular weight relative maximum in its molecular weight distribution corresponding to the presence of said chain transfer agent and wherein the derivative is selected from the group consisting of: alkyl hydroxyaromatic compounds; alkyl alkoxy aromatic compounds; polyisobutenylsuccinic anhydrides; polyisobutenylsuccinimides; PIB-amine compounds; sulfurized PIB compounds; and Mannich condensation products of an alkylated hydroxyaromatic compound.
2. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the low molecular weight polyisobutylene composition comprises at least 60 mol percent alpha vinylidene terminated polyisobutylene molecules.
3. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the low molecular weight polyisobutylene composition comprises at least 70 mol percent alpha vinylidene terminated polyisobutylene molecules.
4. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the low molecular weight polyisobutylene composition comprises from 50 to 99 mol percent alpha vinylidene terminated polyisobutylene molecules.
5. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein no more than 10 mole % of the PIB molecules of the composition have tetra-substituted double bonds.
6. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein no more than 5 mole % of the PIB molecules of the composition have tetra-substituted double bonds.
7. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the composition has a polydispersity of no more than 1.4.
8. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the composition has a polydispersity of no more than 1.3.
9. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the composition has a polydispersity of from 1.2 to 1.5.
10. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the polyisobutylene composition has a number average molecular weight of from 500 Daltons to 900 Daltons.
11. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the polyisobutylene composition has a number average molecular weight of from 500 Daltons to 750 Daltons.
12. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the polyisobutylene composition has a number average molecular weight of from 550 Daltons to 675 Daltons.
13. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the composition further includes a polymerization-retarding agent.
14. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 13 , wherein the polymerization-retarding agent comprises a phenolic compound.
15. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 13 , wherein the polymerization-retarding agent is a hindered phenol.
16. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the derivative is an alkyl phenol.
17. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the derivative is a PIB-amine.
18. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the derivative is a polyisobutenylsuccinic anhydride or a polyisobutenylsuccinimide.
19. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 18 , wherein the derivative is a polyisobutenylsuccinic anhydride.
20. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 18 , wherein the derivative is a polyisobutenylsuccinimide.
21. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the chain transfer agent is an olefinic chain transfer agent.
22. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the chain transfer agent is present in the polyisobutylene composition in an amount of from 2 weight percent to 20 weight percent.
23. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the chain transfer agent is present in the polyisobutylene composition in an amount of from 4 weight percent to 10 weight percent.
24. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the chain transfer agent has a molecular weight of from 100 to 150 Daltons.
25. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the chain transfer agent is selected from α-DIB and β-DIB:
26. A PIB derivative suitable for use as a fuel additive or a lubricant additive prepared from a reactive low molecular weight polyisobutylene composition having a number average molecular weight of no more than 750 Daltons, and the following isomer content on a molar basis: 60-90% Alpha isomer content and 30-10% Beta isomer content,
wherein the derivative is selected from the group consisting of: alkyl hydroxyaromatic compounds; alkyl alkoxy aromatic compounds; polyisobutenylsuccinic anhydrides; polyisobutenylsuccinimides; PIB-amine compounds; sulfurized PIB compounds; and Mannich condensation products of an alkylated hydroxyaromatic compound.
27. The PIB derivative according to claim 26 , wherein the reactive low molecular weight polyisobutylene composition has no more than 10 mole % of the PIB molecules of the composition with tetra-substituted double bonds.
28. The PIB derivative according to claim 26 , wherein the reactive low molecular weight polyisobutylene composition has no more than 5 mole % of the PIB molecules of the composition with tetra-substituted double bonds.
29. The PIB derivative according to claim 28 , wherein the reactive low molecular weight polyisobutylene composition also contains 2-5% of Trisubstituted isomer having the structure:
30. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the polyisobutylene composition has a number average molecular weight of at least 500 Daltons.
31. The derivative of a reactive low molecular weight polyisobutylene composition according to claim 1 , wherein the polyisobutylene composition has a polydispersity of no more than 1.5.