Process for the production of renewable distillate-range hydrocarbons

Patent metadata

Field	Value
Publication number	US-12043589-B2
Application number	US-202318116747-A
Country	US
Kind code	B2
Filing date	Mar 2, 2023
Priority date	May 23, 2022
Publication date	Jul 23, 2024
Grant date	Jul 23, 2024

Abstract

A process for producing renewable distillate-range hydrocarbons is provided. The process includes dehydrating a renewable C2-C6 alcohol feedstock to produce an olefin, oligomerizing the olefin the presence of a halometallate ionic liquid catalyst to produce an oligomer product and hydrogenating the oligomer product or fractions thereof to produce saturated distillate-range hydrocarbons.

First claim

The invention claimed is:

1. A renewable diesel fuel prepared by
(a) dehydrating bio-based alcohols, with the bio-based alcohols comprising isobutanol, to form an olefin stream and a water stream wherein the dehydration process is conducted at selected process conditions sufficient to achieve conversion of the bio-based alcohols that is 95% or more and wherein an amount of oxygenates in the olefin stream is less than 1 wt %;
(b) separating the olefin stream from the water stream;
(c) contacting the olefin stream with a halometallate ionic liquid catalyst, the halometallate ionic liquid catalyst comprising an organic cation and a halometallate anion, in an oligomerization reactor under oligomerization conditions to form a mixture comprising the halometallate ionic liquid catalyst and an oligomer product, wherein the oligomer product comprises about 39-52 mol % tri-substituted olefins and 34-49 mol % tetra-substituted olefins, and with at least 50 wt % of the oligomer product has boiling point distribution of from 150 C to 400 C;
(d) separating the oligomer product from the halometallate ionic liquid catalyst; and
(e) fractionating the oligomer product into various fractions and recovering a diesel fuel fraction stream, which comprises from 50 to 90 mol % of tri-substituted and tetra-substituted olefins and has a branching index in the range of 56-68.

2. The renewable diesel fuel of claim 1 , wherein the diesel fuel fraction stream recovered in (e) is hydrogenated.

3. The renewable diesel fuel of claim 2 , wherein the hydrogenated diesel fuel fraction stream is prepared as a diesel fuel which meets or exceeds the requirements of ASTM D975-21.

4. The renewable diesel fuel of claim 1 , wherein the oligomer product in (d) is first hydrogenated and then fractioned in (e), with a diesel fuel fraction stream recovered.

5. The renewable diesel fuel of claim 4 , wherein the recovered diesel fuel fraction stream in (e) is prepared as a diesel fuel which meets or exceeds the requirements of ASTM D975-21.

6. The renewable diesel fuel of claim 1 , wherein the diesel fuel comprises from 60 to 80 mol % of tri-substituted and tetra-substituted olefins.

Assignees

• Chevron Usa Inc

Inventors

• Chang Bong Kyu
• Timken Hye-Kyung Cho
• Young Michelle K

Classifications

• C07C2527/128

  Compounds comprising a halogen and an iron group metal or a platinum group metal · CPC title

• C07C2527/122

  Compounds comprising a halogen and copper · CPC title

• C07C2527/125

  Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium · CPC title

• C07C2527/06

  Halogens; Compounds thereof · CPC title

• C10G50/02 Primary

  of hydrocarbon oils for lubricating purposes · CPC title