SYNTHESIS OF METAL COMPLEXES AND USES THEREOF

• US 20190030520A1
• Filed: 08/03/2018
• Published: 01/31/2019
• Est. Priority Date: 07/25/2014
• Status: Active Grant

• Current Assignee: Novomer, Inc (Danimer Scientific, Inc.)
• Original Assignee: Novomer, Inc (Danimer Scientific, Inc.)
• Inventors: LEE, Han
• Granted Patent: US 10,974,234 B2
• Time in Patent Office: Days
• CPC Class Codes: B01J 2231/321 Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
• CPC Class Codes: B01J 2531/0205 Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
• CPC Class Codes: B01J 2531/025 Ligands with a porphyrin ring system or analogues thereof, e.g. phthalocyanines, corroles
• CPC Class Codes: B01J 2531/0252 Salen ligands or analogues, e.g. derived from ethylenediamine and salicylaldehyde
• CPC Class Codes: B01J 2531/31 Aluminium
• CPC Class Codes: B01J 2531/845 Cobalt
• CPC Class Codes: B01J 31/1815 with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine
• CPC Class Codes: B01J 31/183 with more than one complexing nitrogen atom, e.g. phenanthroline
• CPC Class Codes: B01J 31/2243 At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
• CPC Class Codes: C07D 487/22 in which the condensed system contains four or more hetero rings
• CPC Class Codes: C07F 5/069 without C-aluminium linkages

Abstract

The present disclosure provides novel methods of making aluminum complexes with utility for promoting epoxide carbonylation reactions. Methods include reacting neutral metal carbonyl compounds with alkylaluminum complexes.

Claims

1-16. -16. (canceled)

17. A method, comprising contacting a compound of formula I with a neutral metal carbonyl compound to produce an aluminum-based carbonylation catalyst and a ketone, wherein:

the compound of formula I is

18. The method of claim 17, wherein the moiety

19. The method of claim 17, wherein the moiety

20. The method of claim 17, wherein the moiety

21. The method of claim 17, wherein the moiety

22. The method of claim 17, wherein the moiety

23. The method of claim 17, wherein the neutral metal carbonyl compound is selected from the group consisting of:

Ti(CO)₇, V₂(CO)₁₂, Cr(CO)₆, Mo(CO)₆, W(CO)₆, Mn₂(CO)₁₀, Tc₂(CO)₁₀, Re₂(CO)₁₀, Fe(CO)₅, Ru(CO)₅, Os(CO)₅, Ru₃(CO)₁₂, Os₃(CO)₁₂, Fe₃(CO)₁₂, Fe₂(CO)₉, Co₄(CO)₁₂, Rh₄(CO)₁₂, Rh₆(CO)₁₆, Ir₄(CO)₁₂, Co₂(CO)₈, and Ni(CO)₄.

24. The method of claim 17, wherein the neutral carbonyl compound comprises cobalt carbonyl.

25. The method of claim 24, wherein the cobalt carbonyl compound comprises dicobalt octacarbonyl.

26. The method of claim 17, wherein the carbonylation catalyst is produced in a composition having a halide or alkali metal salt content in an amount less than about 200 ppm.

27. The method of claim 17, wherein R^q is an optionally substituted C_1-12 aliphatic group.

28. The method of claim 17, wherein R^q is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, and octyl.

29. The method of claim 17, wherein R^q is ethyl.

30. The method of claim 17, wherein the neutral metal carbonyl compound is M₂(CO)_w′

.

31. The method of claim 17, wherein the neutral metal carbonyl compound is M(CO)_w′

.

32. The method of claim 17, wherein the compound of formula I is: