Electrically conductive polymers with enhanced conductivity
View Patent ↗An electrically conductive polymer linked to conductive nanoparticle is provided. The conductive polymer can include conductive monomers and one or more monomers in the conductive polymer can be linked to a conductive nanoparticle and can include a polymerizable moiety so that it can be incorporated into a polymer chain. The electrically conductive monomer can include a 3,4-ethylenedioxythiophene as a conductive monomer. The electrically conductive polymer having the conductive nanoparticle can be prepared into an electrically conductive layer or film for use in electronic devices.
1. A polymer and nanoparticle combination comprising:
a conductive copolymer having one or more first conductive monomers and one or more second conductive monomers, wherein the one or more first conductive monomers and the one or more second conductive monomers are copolymerized to form the conductive copolymer;
a conductive nanoparticle covalently bound to a first end of a linker and a second end of the linker being covalently bound to the one or more second conductive monomers of the conductive copolymer, the linker being selected from the group consisting of butanethiol, pentanethiol, hexanethiol and heptanethiol;
wherein the one or more first conductive monomers have a structure of Formula 3, or an analog or derivative thereof:
where
X 1 is S; and
R 2 and R 2 ′ are substituents such that the one or more first conductive monomers include 3,4-ethylenedioxythiophene; and
wherein the one or more second conductive monomers have a structure of Formula 1:
A [Formula 1]
where:
A is thiophene.
2. The polymer and nanoparticle combination of claim 1 , wherein the polymer has a degree of polymerization in a range from 100 to 1,000.
3. The polymer and nanoparticle combination as in claim 1 , wherein the conductive nanoparticle has one or more solvent compatible groups.
4. The polymer and nanoparticle combination as in claim 3 , wherein the solvent compatible groups are hydrophilic moieties.
5. The polymer and nanoparticle combination of claim 1 , wherein the linker is unsubstituted or substituted.
6. The polymer and nanoparticle combination of claim 1 , wherein the conductive polymer includes one or more cationic or anionic monomers.
7. The polymer and nanoparticle combination of claim 1 , comprising one or more styrene sulfonate monomers.
8. The combination of claim 1 , wherein the copolymer of the first and second conductive monomers is a block copolymer.
9. A polymer and nanoparticle combination comprising:
the polymer having one or more first conductive monomers and one or more second conductive monomers that are copolymerized to form a copolymer, wherein the one or more first conductive monomers have a structure of Formula 3, or an analog or derivative thereof:
where:
X 1 is S; and
R 2 and R 2 ′ are substituents such that the one or more first conductive monomers include 3,4-ethylenedioxythiophene; and
a conductive nanoparticle linked to the one or more conductive monomers through the R 2 or R 2 ′ substituent, the one or more conductive monomers being covalently bound to a first end of a linker and a second end of the linker being covalently bound to the conductive nanoparticle, the linker being selected from the group consisting of butanethiol, pentanethiol, hexanethiol and heptanethiol;
the one or more second conductive monomers having a structure of Formula 1:
A [Formula 1]
where
A is thiophene; and
where the conductive nanoparticle includes on or more hydrophilic solvent compatible groups having the structure of Formula 6:
where one of R 5 , R 6 and R 7 has the structure of Formula 7:
and the others of R 5 , R 6 and R 7 are independently selected from the group consisting of hydrogen, hydroxyl, alkyl, and alkoxy;
where Q is an alkylene having from one or two carbons; d is 1 to 3; and R 8 is selected from the group consisting of carboxylic acid, sulfonic acid, and a straight or branched alkyl which is substituted with thiol.
10. The polymer and nanoparticle combination of claim 9 , wherein the polymer has a degree of polymerization in a range from 100 to 1,000.
11. An electronic device comprising the polymer and nanoparticle combination of claim 9 .
12. The polymer and nanoparticle combination of claim 9 , wherein the linker is unsubstituted or substituted.
13. The polymer and nanoparticle combination of claim 9 , wherein the polymer includes one or more cationic or anionic monomers.
14. The polymer and nanoparticle combination of claim 9 , wherein the polymer includes one or more styrene sulfonate monomers.
15. A composition comprising the polymer and nanoparticle combination of claim 1 and a polymeric acid doped into the polymer.
16. A composition comprising the polymer and nanoparticle combination of claim 9 , wherein the conductive nanoparticle is surrounded by the one or more hydrophilic solvent compatible groups bonded thereto to increase solubility of the polymer and nanoparticle combination in water.
17. An electronic device comprising the polymer and nanoparticle combination of claim 1 .
18. A polymer and nanoparticle combination comprising:
a conductive copolymer having one or more first conductive monomers and one or more second monomers, wherein the one or more first conductive monomers and the one or more second monomers are copolymerized to form the conductive copolymer; first and second conductive nanoparticles covalently bound to a first end of a linker and a second end of the linker being covalently bound to the conductive copolymer, so that the nanoparticles are indirectly linked to the conductive polymer through the linker, the linker including at least one member selected from the group consisting of butanethiol, pentanethiol, hexanethiol, and heptanethiol;
wherein the conductive nanoparticles are selected from the group consisting of gold, silver, copper, platinum, and palladium;
wherein the one or more first conductive monomers have a structure of Formula 3, or an analog or derivative thereof:
where
X 1 is S; and
R 2 and R 2 ′ are substituents such that the one or more first conductive monomers include 3,4-ethylenedioxythiophene; and
wherein the one or more second monomers have a structure of Formula 1:
A [Formula 1]
where
A is thiophene; and
where the first conductive nanoparticle includes one or more hydrophilic solvent compatible groups; and
where the second conductive nanoparticle is devoid of hydrophilic moieties.
19. The combination of claim 18 , wherein the one or more hydrophilic solvent compatible groups of the first conductive nanoparticle have the structure of Formula 6:
where one of R 5 , R 6 and R 7 has the structure of Formula 7:
and the others of R 5 , R 6 and R 7 are independently selected from the group consisting of hydrogen, hydroxyl, alkyl, and alkoxy;
where Q is an alkylene having from one or two carbons; d is 1 to 3; and R 8 is selected from the group consisting of carboxylic acid, sulfonic acid, and a straight or branched alkyl which is substituted with thiol.