Process for preparing an alpha-substituted acrylate

Patent metadata

Field	Value
Publication number	US-12428366-B2
Application number	US-202017773587-A
Country	US
Kind code	B2
Filing date	Dec 17, 2020
Priority date	Dec 30, 2019
Publication date	Sep 30, 2025
Grant date	Sep 30, 2025

Abstract

The present disclosure relates to a process for preparing an alpha-substituted acrylate, the process comprising: a) combining starting materials comprising an alpha-(halomethyl) acrylate and an organoaluminum compound, thereby forming a product comprising the alpha-substituted acrylate.

First claim

What is claimed is:

1. A process for preparing an alpha-substituted acrylate, the process comprising:
a) combining starting materials comprising an alpha-(halomethyl) acrylate and an organoaluminum compound of the formula R 3 Al,
thereby forming a product comprising the alpha-substituted acrylate, wherein:
the alpha-substituted acrylate has the formula (I):

the alpha-(halomethyl) acrylate has the formula (II):

each R independently is a C1-C26 hydrocarbyl group or a polyolefinyl group;
each R1 independently is a C1-C30 hydrocarbyl group; and
X is a halogen, wherein the process excludes any transmetallation step or reaction.

2. The process of claim 1 , wherein the starting materials of step a) further comprise a solvent.

3. The process of claim 2 , wherein the solvent is a non-aromatic hydrocarbon solvent.

4. The process of claim 1 , wherein the starting materials of step a) further comprise an organocatalyst.

5. The process of claim 1 , wherein each R independently is a C1-C26 hydrocarbyl group.

6. The process of claim 1 , wherein each R independently is a polyolefinyl group that can be defined by the properties of R—H, and wherein R—H has a number average molecular weight of greater than 365 g/mol.

7. The process of claim 6 , wherein the polyolefinyl group is an ethylene-based polymeryl group.

8. The process of claim 7 , wherein the polyolefinyl group is an ethylene homopolymeryl group comprising units derived from ethylene.

9. The process of claim 7 , wherein the polyolefinyl group is an ethylene/alpha-olefin interpolymeryl group comprising units derived from ethylene and a C3-C30 alpha-olefin.

10. The process of claim 6 , wherein the polyolefinyl group is a propylene-based polymeryl group.

11. The process of claim 10 , wherein the polyolefinyl group is a propylene homopolymeryl group comprising units derived from propylene.

12. The process of claim 10 , wherein the polyolefinyl group is a propylene/alpha-olefin interpolymeryl group comprising units derived from propylene and either ethylene or a C4-C30 alpha-olefin.

Assignees

• Dow Global Technologies Llc

Inventors

• Auyeung Evelyn
• Krasovskiy Arkady L
• Murphy Jaclyn
• Stubbert Bryan D
• Davis Anna V
• Cummins Clark H

Classifications

• C07C69/533

  Monocarboxylic acid esters having only one carbon-to-carbon double bond · CPC title

• C07C67/343 Primary

  by increase in the number of carbon atoms · CPC title