Chromium-catalyzed production of alcohols from hydrocarbons in the presence of oxygen

Patent metadata

Field	Value
Publication number	US-11976029-B2
Application number	US-202318484518-A
Country	US
Kind code	B2
Filing date	Oct 11, 2023
Priority date	Jun 8, 2021
Publication date	May 7, 2024
Grant date	May 7, 2024

Abstract

Processes for converting a hydrocarbon reactant into an alcohol compound and/or a carbonyl compound are disclosed in which the hydrocarbon reactant and either a supported chromium (VI) catalyst or a supported chromium (II) catalyst are contacted, optionally with UV-visible light irradiation, followed by exposure to an oxidizing atmosphere and then hydrolysis to form a reaction product containing the alcohol compound and/or the carbonyl compound. The presence of oxygen significant increases the amount of alcohol/carbonyl product formed, as well as the formation of oxygenated dimers and trimers of certain hydrocarbon reactants.

First claim

We claim:

1. A supported chromium complex having formula (A):

 wherein:
each X independently is Si, Ti, Al, P, B, or Zr; and
R is a C 1 to C 36 hydrocarbyl group; or

a supported chromium complex having formula (B):

 wherein:
each X independently is Si, Ti, Al, P, B, or Zr;
Y is nothing, H 2 O, a C 1 to C 36 alcohol group, or a C 2 to C 36 ketone group;
R is H or a C 1 to C 36 hydrocarbyl group; and
n is an integer from 0 to 10; or

a supported chromium complex having formula (C):

 wherein:
each X independently is Si, Ti, Al, P, B, or Zr;
Y is a —OR, —R, a C 1 to C 36 alcohol group, or a C 2 to C 36 ketone group; and
R is a C 1 to C 36 hydrocarbyl group; or

a supported chromium complex having formula (D):

 wherein:
each X independently is Si, Ti, Al, P, B, or Zr;
R is H or a C 1 to C 36 hydrocarbyl group; and
n is an integer from 0 to 10.

2. The supported chromium complex of claim 1 , wherein each X independently is Si, Ti, or Al.

3. The supported chromium complex of claim 1 , wherein R is a C 1 to C 18 hydrocarbyl group.

4. The supported chromium complex of claim 1 , wherein R is a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, a undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, or an octadecyl group.

5. The supported chromium complex of claim 1 , wherein the supported chromium complex has formula (A).

6. The supported chromium complex of claim 1 , wherein the supported chromium complex has formula (B).

7. The supported chromium complex of claim 1 , wherein the supported chromium complex has formula (C).

8. The supported chromium complex of claim 1 , wherein the supported chromium complex has formula (D).

Assignees

• Chevron Phillips Chemical Co Lp

Inventors

• Barr Jared L
• Cruz Carlos A
• Monwar Masud M
• Mcdaniel Max P
• Clear Kathy S

Classifications

• C07C29/50 Primary

  with molecular oxygen only · CPC title

• B01J23/26

  Chromium · CPC title

• B01J35/0053

  Operations & Transport · mapped topic

• C07C29/48 Primary

  by oxidation reactions with formation of hydroxy groups · CPC title

• C07F11/00

  Compounds containing elements of Groups 6 or 16 of the Periodic Table · CPC title