Back to results
US 2025/0028212 A1Published application
High transparency electrochromic polymers
AssigneeAmbilight Inc.
InventorsJianguo MEI, Liyan YOU, Palak MEHRA, Zhiyang WANG, Vaidehi PANDIT
Life of this patent
Estimating the term…
Abstract
An electrochromic polymer includes a formula of MCL represents a meta-conjugated linker, and Ac represents an aromatic moiety. The disclosed electrochromic polymer has an absorption onset equal to or smaller than 420 nm in a neutral state and has absorption in visible and/or near-infrared wavelengths in an oxidized state, thus the disclosed electrochromic polymer shows a high transparency and a high optical contrast when used in electrochromic devices.
Claims22
An electrochromic polymer, comprising a formula of
- wherein MCL represents a meta-conjugated linker, and Ac represents an aromatic moiety;
- wherein y is an integer no less than 0, n and x are integers greater than 1;
- a, b, c, d, . . . , m, a′, b′, c′, d′, . . . , m′ are ratios of monomers in the electrochromic polymer;
- a sum of a, b, c, d, . . . , m, a′, b′, c′, d′, . . . , m′ equals to 1, and 0<each of a and b<1, and 0≤each of c, d, . . . , m, a′, b′, c′, d′, . . . and m′<1;
- a sum of a′, b′, c′, d′, . . . , m′ is less than or equal to a sum of a, b, c, d, . . . , m;
- each of MCL1, MCL2, MCL3, MCL4, . . . , and MCLx and corresponding meta positions comprise one of the following formulas:
- each of Ac1, Ac2, Ac3, Ac4, . . . , Acy is selected from one of a benzene based unit, or a naphthalene based unit, or a fluorene based unit, or a pyrrole based unit, or a thiophene based unit with a formula of
- wherein X is S, Se, N, C, or O;
- each of the wavy lines represents a position to link an adjacent aromatic structure from a MCL or an Ac;
- wherein when each of c, d, . . . , m, a′, b′, c′, d′, . . . , m′ is equal to 0, for each MCL, at least one of R1-Ri2 is independently selected from one of C1-C30 alkyl, C2-C30 alkenyl, C2-C30 alkynyl, C2-C30 alkylcarbonyl, C1-C30 alkoxy, C3-C30 alkoxyalkyl, C2-C30 alkoxycarbonyl, C4-C30 alkoxycarbonylalkyl, C1-C30 alkylthio, C1-C30 aminylcarbonyl, C4-C30 aminylalkyl, C1-C30 alkylaminyl, C1-C30 alkylsulfonyl, C3-C30 alkylsulfonylalkyl, C6-C15 aryl, C3-C15 cycloalkyl, C3-C30 cycloalkylaminyl, C5-C30 cycloalkylalkylaminyl, C5-C30 cycloalkylalkyl, C5-C30 cycloalkylalkyloxy, C1-C12 heterocyclyl, C1-C12 heterocyclyloxy, C1-C30 heterocyclylalkyloxy, C1-C30 heterocyclylaminyl, C5-C30 heterocyclylalkylaminyl, C2-C12 heterocyclylcarbonyl, C3-C30 heterocyclylalkyl, C1-C13 heteroaryl, C3-C30 heteroarylalkyl, C2-C30 polyethylene glycol, or C3-C30 polyethylene glycol ether;
- wherein when 0<at least one of c, d, . . . , m, a′, b′, c′, d′, . . . and m′<1, for at least one Ac at least one of R21-R36 and for at least one MCL at least one of R1-R12 are independently selected from one of C1-C30 alkyl, C2-C30 alkenyl, C2-C30 alkynyl, C2-C30 alkylcarbonyl, C1-C30 alkoxy, C3-C30 alkoxyalkyl, C2-C30 alkoxycarbonyl, C4-C30 alkoxycarbonylalkyl, C1-C30 alkylthio, C1-C30 aminylcarbonyl, C4-C30 aminylalkyl, C1-C30 alkylaminyl, C1-C6-C18 aryl, C3-C15 cycloalkyl, C3-C30alkylsulfonyl, C3-C30 alkylsulfonylalkyl, C30 cycloalkylaminyl, C5-C30 cycloalkylalkylaminyl, C5-C30 cycloalkylalkyl, C5-C30 cycloalkylalkyloxy, C1-C12 heterocyclyl, C1-C12 heterocyclyloxy, C1-C30 heterocyclylalkyloxy, C1-C30 heterocyclylaminyl, C5-C30 heterocyclylalkylaminyl, C2-C12 heterocyclylcarbonyl, C3-C30 heterocyclylalkyl, C1-C13 heteroaryl, C3-C30 heteroarylalkyl. C2-C30 polyethylene glycol, or C3-C30 polyethylene glycol ether;
- each of the rest of R22-R36 and each of the rest of R41-R53 are independently selected from one of hydrogen, C1-C30 alkyl, C2-C30 alkenyl, C2-C30 alkynyl, C2-C30 alkylcarbonyl, C1-C30 alkoxy, C3-C30 alkoxyalkyl, C2-C30 alkoxycarbonyl, C4-C30 alkoxycarbonylalkyl, C1-C30 alkylthio, C1-C30 aminylcarbonyl, C4-C30aminylalkyl, C1-C30 alkylaminyl, C1-C30 alkylsulfonyl, C3-C30 alkylsulfonylalkyl, C6-C15 aryl, C3-C15 cycloalkyl, C3-C30cycloalkylaminyl, C5-C30 cycloalkylalkylaminyl, C5-C30 cycloalkylalkyl, C5-C30 cycloalkylalkyloxy, C1-C12 heterocyclyl, C1-C12 heterocyclyloxy, C1-C30 heterocyclylalkyloxy, C1-C30 heterocyclylaminyl, C5-C30 heterocyclylalkylaminyl, C2-C12 heterocyclylcarbonyl, C3-C30 heterocyclylalkyl, C1-C13 heteroaryl, C3-C30 heteroarylalkyl. C2-C30 polyethylene glycol, or C3-C30 polyethylene glycol ether;
- and
- wherein the electrochromic polymer has an absorption onset equal to or smaller than 420 nm in a neutral state and has absorption in visible and/or near-infrared wavelengths in an oxidized state.
11 more elements
An electrochromic device, comprising:
- a first insulating substrate;
- a first conducting layer disposed over the first insulating substrate;
- an electrochromic layer disposed over the first conducting layer, wherein the electrochromic layer comprises an electrochromic polymer comprising a formula of
- wherein MCL represents a meta-conjugated linker, and Ac represents an aromatic moiety;
- wherein y is an integer no less than 0, n and x are integers greater than 1;
- a, b, c, d, . . . , m, a′, b′, c′, d′, . . . , m′ are ratios of monomers in the electrochromic polymer;
- a sum of a, b, c, d, . . . , m, a′, b′, c′, d′, . . . , m′ equals to 1, and 0<each of a and b<1, and 0≤each of c, d, . . . , m, a′, b′, c′, d′, . . . and m′<1;
- a sum of a′, b′, c′, d′, . . . , m′ is less than or equal to a sum of a, b, c, d, . . . , m;
- each of MCL1, MCL2, MCL3, MCL4, . . . , and MCLx and corresponding meta positions comprise one of the following formulas:
- each of Ac1, Ac2, Ac3, Ac4, . . . , Acy is selected from one of a benzene based unit, or a naphthalene based unit, or a fluorene based unit, or a pyrrole based unit, or a thiophene based unit with a formula of
- wherein X is S, Se, N, C, or O;
- each of the wavy lines represents a position to link an adjacent aromatic structure from a MCL or an Ac;
- wherein when each of c, d, . . . , m, a′, b′, c′, d′, . . . , m′ is equal to 0, for each MCL, at least one of R1-R12 is independently selected from one of C1-C30 alkyl, C2-C30 alkenyl, C2-C30 alkynyl, C2-C30 alkylcarbonyl, C1-C30 alkoxy, C3-C30 alkoxyalkyl, C2-C30 alkoxycarbonyl, C4-C30 alkoxycarbonylalkyl, C1-C30 alkylthio, C1-C30 aminylcarbonyl, C4-C30 aminylalkyl, C1-C30 alkylaminyl, C1-C30 alkylsulfonyl, C3-C30 alkylsulfonylalkyl, C6-C15 aryl, C3-C15 cycloalkyl, C3-C30 cycloalkylaminyl, C5-C30 cycloalkylalkylaminyl, C5-C30 cycloalkylalkyl, C5-C30 cycloalkylalkyloxy, C1-C12 heterocyclyl, C1-C12 heterocyclyloxy, C1-C30 heterocyclylalkyloxy, C1-C30 heterocyclylaminyl, C5-C30 heterocyclylalkylaminyl, C2-C12 heterocyclylcarbonyl, C3-C30 heterocyclylalkyl, C1-C13 heteroaryl, C3-C30 heteroarylalkyl, C2-C30 polyethylene glycol, or C3-C30 polyethylene glycol ether;
- wherein when 0<at least one of c, d, . . . , m, a′, b′, c′, d′, . . . and m′<1, for at least one Ac at least one of R21-R36 and for at least one MCL at least one of R1-R12 are selected from one of C1-C30 alkyl, C2-C30 alkenyl, C2-C30 alkynyl, C2-C30 alkylcarbonyl, C1-C30 alkoxy, C3-C30 alkoxyalkyl, C2-C30 alkoxycarbonyl, C4-C30 alkoxycarbonylalkyl, C1-C30 alkylthio, C1-C30 aminylcarbonyl, C4-C30 aminylalkyl, C1-C30 alkylaminyl, C1-C30 alkylsulfonyl, C3-C30 alkylsulfonylalkyl, Co-C15 aryl, C3-Ciscycloalkyl, C3-C30 cycloalkylaminyl, C5-C30 cycloalkylalkylaminyl, C5-C30 cycloalkylalkyl, C5-C30 cycloalkylalkyloxy, C1-C12 heterocyclyl, C1-C12 heterocyclyloxy, CI-C30 heterocyclylalkyloxy, C1-C30 heterocyclylaminyl, C5-C30 heterocyclylalkylaminyl, C2-C12 heterocyclylcarbonyl, C3-C30 heterocyclylalkyl, C1-C13 heteroaryl, C3-C30 heteroarylalkyl. C2-C30 polyethylene glycol, or C3-C30 polyethylene glycol ether;
- each of the rest of R21-R36 and each of the rest of R1-R12are independently selected from one of hydrogen, C1-C30 alkyl, C2-C30 alkenyl, C2-C30 alkynyl, C2-C30 alkylcarbonyl, C1-C30 alkoxy, C3-C30 alkoxyalkyl, C2-C30 alkoxycarbonyl, C4-C30 alkoxycarbonylalkyl, C1-C30 alkylthio, C1-C30 aminylcarbonyl, C4-C30 aminylalkyl, C1-C30 alkylaminyl, C1-C30 alkylsulfonyl, C3-C30 alkylsulfonylalkyl, C6-C15 aryl, C3-C15 cycloalkyl, C3-C30 cycloalkylaminyl, C5-C30 cycloalkylalkylaminyl, C5-C30 cycloalkylalkyl, C5-C30 cycloalkylalkyloxy, C1-C12 heterocyclyl, C1-C12 heterocyclyloxy, C1-C30 heterocyclylalkyloxy, C1-C30 heterocyclylaminyl, C5-C30 heterocyclylalkylaminyl, C2-C12 heterocyclylcarbonyl, C3-C30 heterocyclylalkyl, C1-C13 heteroaryl, C3-C30 heteroarylalkyl. C2-C30 polyethylene glycol, or C3-C30 polyethylene glycol ether;
- and
- wherein the electrochromic polymer has an absorption onset equal to or smaller than 420 nm in a neutral state and has absorption in visible and/or near-infrared wavelengths in an oxidized state;
- an electrolyte layer disposed over the electrochromic layer;
- a second conducting layer disposed over the electrolyte layer;
- and
- a second insulating substrate disposed over the second conducting layer;
- wherein the electrochromic layer has transmittance of 70%-99.9% at a wavelength of 416 nm at a neutral state of the electrochromic layer.
19 more elements
Dependencies are inferred from the claim text.