IP Library Granted Patent US 12,435,021
Granted Patent B2
US 12,435,021 · App. 18/604,562 · Granted Oct 7, 2025

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

Inventors: Jared L. Barr (Bartlesville, OK); Carlos A. Cruz (Kingwood, TX); Masud M. Monwar (Bartlesville, OK); Max P. McDaniel (Bartlesville, OK); Kathy S. Clear (Bartlesville, OK)
Assignee: Chevron Phillips Chemical Company LP
C07C29/50B01J23/26B01J35/392
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Quick Facts
Patent No.
US 12,435,021
App. No.
18/604,562
Granted
Oct 7, 2025
Kind
B2
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.

Claims (26)

1. An oxygenated oligomer composition comprising a compound having a formula (IIa) and a compound having formula (IIIa):

wherein R is a C 2 to C 5 alkyl group.

2. The composition of claim 1 , wherein R is an ethyl group, a propyl group, or a butyl group.

3. The composition of claim 1 , wherein R is a propyl group, a butyl group, or a pentyl group.

4. The composition of claim 1 , wherein R is an ethyl group.

5. The composition of claim 1 , wherein the composition further comprises a compound having formula (IIb):

wherein R is C 2 to C 5 alkyl group.

6. The composition of claim 5 , wherein R is an ethyl group, a propyl group, or a butyl group.

7. The composition of claim 5 , wherein R is a propyl group, a butyl group, or a pentyl group.

8. The composition of claim 5 , wherein the composition further comprises a compound having formula (IIIb):

wherein R is a C 2 to C 5 alkyl group.

9. The composition of claim 8 , wherein R is an ethyl group, a propyl group, or a butyl group.

10. The composition of claim 8 , wherein R is a propyl group, a butyl group, or a pentyl group.

11. An oxygenated oligomer composition comprising a compound having a formula (IIa) and a compound having formula (IIIa):

wherein R is a C 3 to C 5 alkyl group.

12. The composition of claim 11 , wherein R is a C 3 to C 5 linear alkyl group.

13. The composition of claim 11 , wherein R is a C 3 to C 5 branched alkyl group.

14. The composition of claim 11 , wherein R is a propyl group.

15. The composition of claim 11 , wherein R is a butyl group.

16. The composition of claim 11 , wherein R is a pentyl group.

17. The composition of claim 11 , wherein the composition further comprises a compound having formula (IIb):

wherein R is C 3 to C 5 alkyl group.

18. The composition of claim 17 , wherein R is a propyl group.

19. The composition of claim 17 , wherein the composition further comprises a compound having formula (IIIb):

wherein R is a C 3 to C 5 alkyl group.

20. The composition of claim 19 , wherein R is a propyl group.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2024
From: BARR, JARAD; CRUZ, CARLOS; MONWAR, MASUD M.; MCDANIEL, MAX P.; CLEAR, KATHY S.
To: CHEVRON PHILLIPS CHEMICAL COMPANY LP
Reel/Frame 066814/0963 →
Continuity (4)
Division 18484518 · Oct 11, 2023
Division 17831485 · Jun 3, 2022
Provisional Application 63208045 · Jun 8, 2021
Related Publication 20240217905A1 · Jul 4, 2024
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