Quinone-containing poly(arylene), methods for the manufacture thereof, and use for electrochemical gas separation
AssigneeVerdox, Inc.
InventorsCameron Rogers, Sahag Voskian
Life of this patent
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Abstract
A quinone-containing poly(arylene) includes repeating units of formula (I), (II), (III), (IV), (V), or (VI) as defined herein. The quinone-containing poly(arylene) can be useful in composites, electrode assemblies, electrochemical cells, gas separation systems, energy storage devices, and electrochromic devices.
Claims19
A composite comprising a quinone-containing poly(arylene) comprising repeating units of at least one of Formulas (I), (IV), or (V)
- wherein R1, R2, R3, and R4 are independently at each occurrence hydrogen, halogen, a C1-30 alkyl group, a C1-30 alkoxy group, a poly(C1-30 alkylene oxide) group;
- a C3-30 cycloalkyl group, a C3-30 branched alkyl group, a C6-30 aryl group, a C3-30 heteroaryl group, a C1-30 fluoroalkyl group, a nitrile group, a nitro group, a hydroxyl group, a carboxylic acid group, a thiol group, or a vinyl group;
- R8 and R9 are independently at each occurrence hydrogen, halogen, a C1-30 alkyl group, a C1-30 alkoxy group, a poly(C1-30 alkylene oxide) group;
- a C3-30 cycloalkyl group, a C3-30 branched alkyl group, a C6-30 aryl group, a C3-30 heteroaryl group, a C1-30 fluoroalkyl group, a nitrile group, a nitro group, a hydroxyl group, a carboxylic acid group, a thiol group, or a vinyl group;
- Ar is a substituted or unsubstituted C6-20 arylene group;
- and
- n is 0 or 1;
- wherein carbon dioxide is capable of forming a complex or an adduct with the quinone-containing poly(arylene) when the quinone-containing poly(arylene) is in a reduced state.
A quinone-containing poly(arylene) comprising repeating units of formula (V)
- wherein R8 and R9 are independently at each occurrence hydrogen, halogen, a C1-30 alkyl group, a C1-30 alkoxy group, a poly(C1-30 alkylene oxide) group;
- a C3-30 cycloalkyl group, a C3-30 branched alkyl group, a C6-30 aryl group, a C3-30 heteroaryl group, a C1-30 fluoroalkyl group, a nitrile group, a nitro group, a hydroxyl group, a carboxylic acid group, a thiol group, or a vinyl group;
- Ar is a substituted or unsubstituted phenylene group, a substituted or unsubstituted fluorene group, a substituted or unsubstituted thiophene group, or a combination thereof;
- and
- n is 1;
- wherein the quinone-containing poly(arylene) has a number average molecular weight of 1,000 to 200,000 grams per mole.
A method for separating a target gas from a gas mixture comprising the target gas, the method comprising:
- contacting the gas mixture with a quinone-containing poly(arylene) to form an anion adduct between the target gas and the quinone-containing polymer in a reduced state;
- wherein the quinone-containing poly(arylene) comprises repeating units of at least one of formulas (I) to (VI)
- wherein
- R1, R2, R3, R4, R6 and R7 are independently at each occurrence hydrogen, halogen, a C1-30 alkyl group, a C1-30 alkoxy group, a poly(C1-30 alkylene oxide) group;
- a C3-30 cycloalkyl group, a C3-30 branched alkyl group, a C6-30 aryl group, a C3-30 heteroaryl group, a C1-30 fluoroalkyl group, a nitrile group, a nitro group, a hydroxyl group, a carboxylic acid group, a thiol group, or a vinyl group;
- R8 and R9 are independently at each occurrence hydrogen, halogen, a C3-30 alkyl group, a alkoxy group, a poly(C1-30 alkylene oxide) group;
- a C3-30 cycloalkyl group, a C3-30 branched alkyl group, a C6-30 aryl group, a C3-30 heteroaryl group, a C3-30 fluoroalkyl group, a nitrile group, a nitro group, a hydroxyl group, a carboxylic acid group, a thiol group, or a vinyl group;
- and
- Ar is a substituted or unsubstituted C6-20 arylene group;
- and
- n is 0 or 1.
Dependencies are inferred from the claim text.