Enhanced yield, structural control, and transport properties of polynorbornenes for natural gas upgrading through Mizoroki-Heck cross-couplings
AssigneeSaudi Arabian Oil Company
InventorsBenjamin James Sundell, John Alden Lawrence, III, Tatiana P. Headrick
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Abstract
Gas separation membranes are provided and more particularly, a series of addition-type and ROMP type polynorbornenes with substituents derived from Mizoroki-Heck reactions are provided and have particular utility as gas separation membranes for natural gas upgrading.
Claims15
A process for forming a Mizoroki-Heck derived polynorbornene that is suitable for use as a gas separation membrane comprising:
- producing a substituted norbornene monomer by a Mizoroki-Heck coupling reaction in the presence of a catalyst;
- and
- polymerizing the substituted norbornene monomer to form the Mizoroki-Heck derived polynorbornene,
- wherein the polymerizing comprises an addition polymerization and is represented by the following synthesis route:
A gas separation membrane comprising:
- a Mizoroki-Heck derived polynorbornene,
- wherein the Mizoroki-Heck derived polynorbornene is formed by:
- producing a substituted norbornene monomer by a Mizoroki-Heck coupling reaction in the presence of a catalyst;
- and
- polymerizing the substituted norbornene monomer to form the Mizoroki-Heck derived polynorbornene, and
- wherein the polymerizing comprises a ring opening metathesis polymerizing (ROMP), which utilizes a Grubbs 1st Generation catalyst, or any later generation of Grubbs catalyst,
- wherein producing the substituted norbornene monomer is represented by at least one of the following synthesis routes:
A process for forming a Mizoroki-Heck derived polynorbornene that is suitable for use as a gas separation membrane comprising:
- producing a substituted norbornene monomer by a Mizoroki-Heck coupling reaction in the presence of a catalyst;
- and
- polymerizing the substituted norbornene monomer to form the Mizoroki-Heck derived polynorbornene,
- wherein producing the substituted norbornene monomer is represented by the following synthesis route:
The process of 10, wherein the polymerizing comprises a ring opening metathesis polymerizing (ROMP), which utilizes a Grubbs 1st Generation catalyst, or any later generation of Grubbs catalyst.
A process for forming a Mizoroki-Heck derived polynorbornene that is suitable for use as a gas separation membrane comprising:
- producing a substituted norbornene monomer by a Mizoroki-Heck coupling reaction in the presence of a catalyst;
- and
- polymerizing the substituted norbornene monomer to form the Mizoroki-Heck derived polynorbornene,
- wherein the substituted norbornene monomer comprises a cyclic substituted norbornene monomer and wherein the cyclic substituted norbornene monomer comprises a cyclobutene Heck monomer.
Dependencies are inferred from the claim text.