Polymers for enhanced solubility of nanomaterials, compositions and methods therefor
AssigneeZyvex Corporation
InventorsHassan Ait-Haddou, Marni Rutkofsky
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Abstract
Poly(aryleneethynylene) polymers, poly(ferrocenylaryleneethynylene) polymers and poly(ferrocenylethynylene) polymers having properties particularly useful for solubilizing nanomaterials and for effecting subsequent re-solubilization of a solid polymer-solubilized nanomaterial, and compositions and methods thereto are provided.
Claims99
A method of making a rigid poly(aryleneethynylene) polymer, the polymer having at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2, the method comprising:
- coupling a para-diethynyl-(R1-Rx)arylene and an (R1-Ry)-para-dihaloarylene in the presence of a first polymerization-terminating haloaryl agent,
- wherein each R of (R1-Rx) and (R1-Ry) is independently H, or a functional group for solubilizing nanomaterial, and at least one R of (R1-Rx) and (R1-Ry) is a functional group for solubilizing nanomaterial, and
- wherein x of (R1-Rx) is the maximum number of substituents on the para-diethynyl-(R1-Rx)arylene, and y of (R1-Ry) is the maximum number of substituents on the (R1-Ry)-para-dihaloarylene,
- under conditions and for a period of time to produce fluorescence;
- and
- terminating the coupling by addition of a second polymerization-terminating haloaryl agent, the second haloaryl agent having equal or greater activity for coupling as the (R1-Ry)-para-dihaloarylene.
A method of making a rigid poly(ferrocenylaryleneethynylene) polymer, the polymer having at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2, the method comprising:
- coupling a 1,1′-diethynyl-(R1-R8)ferrocene and an (R1-Rz)-para-dihaloarylene, or coupling a 1,1′-dihalo-(R1-R8)ferrocene and a para-diethynyl-(R1-Rz)arylene, in the presence of a first polymerization-terminating haloaryl agent,
- wherein each R of (R1-R8) and (R1-Rz) is independently H, or a functional group for solubilizing nanomaterial, and at least one R of (R1-R8) and (R1-Rz) is a functional group for solubilizing nanomaterial, and
- wherein z of (R1-Rz) is the maximum number of substituents on the (R1-Rz)-para-dihaloarylene,
- under conditions for a period of time to produce fluorescence;
- and
- terminating the coupling by addition of a second polymerization-terminating haloaryl agent, the second haloaryl agent having equal or greater activity for coupling as the (R1-Rz)-para-dihaloarylene or the 1,1′-dihalo-(R1-R8)ferrocene.
A method of making a rigid poly(ferrocenylethynylene) polymer, the polymer having at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2, the method comprising:
- coupling a 1,1′-diethynyl-(R1-R8)ferrocene and an (R1-R8)-1,1′-dihaloferrocene in the presence of a first polymerization-terminating haloaryl agent,
- wherein each R of (R1-R8) is independently H, or a functional group for solubilizing nanomaterial, and at least one R of (R1-R8) is a functional group for solubilizing nanomaterial,
- wherein corresponding R groups of the 1,1′-diethynyl-(R1-R8)ferrocene and the (R1-R8)-1,1′-dihaloferrocene are identical;
- under conditions for a period of time to produce fluorescence;
- and
- terminating the coupling by addition of a second polymerization-terminating haloaryl agent, the second haloaryl agent having equal or greater activity for coupling as the (R1-R8)-1,1′-dihaloferrocene.
A method of processing nanomaterial comprising:
- forming a solution of nanomaterial by mixing nanomaterial, a solubilization solvent, and a rigid polymer selected from the group consisting of poly(aryleneethynylene) polymers, poly(ferrocenylaryleneethynylene) polymers, and poly(ferrocenylethynylene) polymers, wherein the selected rigid polymer has at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2.
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A rigid polymer comprising a poly(aryleneethynylene) polymer, a poly(ferrocenylaryleneethynylene) polymer or a poly(ferrocenylethynylene) polymer, the polymer comprising at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2.
A composition comprising:
- processed nanomaterial, and
- a rigid polymer comprising a poly(aryleneethynylene) polymer, a poly(ferrocenylaryleneethynylene) polymer or a rigid poly(ferrocenylethynylene) polymer, the polymer comprising at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2.
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A nanocomposite, comprising:
- processed nanomaterial comprising nanomaterial solubilized with a polymer comprising a poly(aryleneethynylene) polymer, a poly(ferrocenylaryleneethynylene) polymer or a poly(ferrocenylethynylene) polymer, the polymer comprising at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2;
- and
- at least one of a host matrix and a filler.
Dependencies are inferred from the claim text.