IP Library Granted Patent US 12,486,447
Granted Patent B2
US 12,486,447 · App. 17/724,782 · Granted Dec 2, 2025

Systems and methods for electrochromic molecules

Inventors: Dennis Sheberla (Bedford, MA); Selma Duhovic (Denver, CO); Sreeletha Joby Eldo (Andover, MA); Nathan Darrell Peterson Ricke (Medford, MA); Nicolas Yvan Masse (Cambridge, MA); Semion Saykin (Arlington, MA); Tanja Dimitrov (Brooklyn, NY)
Assignee: Wuxi Bozhi Huachuang Science and Technology Co., Ltd.
C09K9/02C07D311/04C07D311/30G02F1/1516G02F1/155C09K2211/1018G02F2203/01
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Quick Facts
Patent No.
US 12,486,447
App. No.
17/724,782
Granted
Dec 2, 2025
Kind
B2
Abstract

The present disclosure generally relates to optoelectronic compounds, including certain 1,2-diketones, for example, 2,3,5,6-tetrafluoro-4-[2-oxo-2-(4-oxo-3-chromenyl)acetyl]benzonitrile. In certain embodiments, these compounds can be used as electrochromic media in devices requiring change of optical absorbance or transmittance as a function of applied voltage. Examples of such devices include electrochromic mirrors, windows, displays, or the like. One specific example is solar and thermal control by smart, dynamic windows for energy-efficient buildings. Other embodiments of the disclosure are generally directed to systems and devices using such compounds, methods of using such compounds, e.g., to control the absorbance or transmittance of light, kits involving such compounds, or the like.

Claims (21)

1 . An electrochromic device, comprising:

an electrochromic region comprising a 1,2-diketone; and

a voltage source able to apply voltage to the electrochromic region,

wherein the 1,2-diketone comprises a structure:

2 . An electrochromic device, comprising:

an electrochromic region comprising a 1,2-diketone; and

a voltage source able to apply voltage to the electrochromic region,

wherein the 1,2-diketone comprises methyl 2,6-difluoro-4-{2-[p-(6-methyl-4H-chromen-2-yl)phenyl]-2-oxoacetyl}benzoate.

3 . An electrochromic device, comprising:

an electrochromic region comprising a 1,2-diketone; and

a voltage source able to apply voltage to the electrochromic region,

wherein the 1,2-diketone comprises 2-(p-acetylphenyl)-1-(6-methyl-4-oxo-2-chromenyl)-1,2-ethanedione.

4 . An electrochromic device, comprising:

an electrochromic region comprising a 1,2-diketone; and

a voltage source able to apply voltage to the electrochromic region,

wherein the 1,2-diketone is selected from the group consisting of the following compounds, each identified by a first hash block of an InChIKey representation of the compound: YIUNZXJUVIYWLY, AYPXQZLNVLDXPA, OBMXDIQLECDWET, KGZQSIRNJDJSEH, VPLJSKRVTQIUAX, XHNXSWOIEDSWRG, KKHFSNLNDSPNEY, WWPTWXGTOMDZOP, CQAOWYYRAFZAIL, FYPLERMMZIJDTF, IPHYUBYRYRJDDC, DPRGUKRGUQONDT, PEQUWNGOLLDGLK, KHXYHMRDROEKSK, KMXMRHQTEDUUMD, XWDHGFWXYZPHOZ, NFFSPXXVGVOJMR, OPBVQNQRXUIJJS, ZYDCODFFHKBSBX, YORHXMPAAGJMBQ, BDYXCFBCXQDFML, NNHILEDWCKCFCW, ZFPFNRPAHXIHFH, ZMFGALKRHNANBL, ZVURBGQIUCRYAI, PHIMFKPFFZBHON, OTBXEYGWBXCGEV, and VIIBDKIVWKXLPR.

5 . The electrochromic device of claim 4 , wherein the electrochromic region exhibits a change in light transmittance when a voltage is applied to the electrochromic region by the voltage source.

6 . The electrochromic device of claim 4 , further comprising a working electrode and a counter electrode for applying the voltage to the substrate.

7 . The electrochromic device of claim 6 , wherein the working electrode comprises the electrochromic region.

8 . The electrochromic device of claim 6 , further comprising an electrolyte positioned between the working electrode and the counter electrode, wherein the electrolyte comprises ions able to react with the 1,2-diketone to exhibit a change in light transmittance.

9 . A compound selected from the group consisting of the following compounds, each identified by a first hash block of an InChIKey representation of the compound: YIUNZXJUVIYWLY, AYPXQZLNVLDXPA, OBMXDIQLECDWET, KGZQSIRNJDJSEH, VPLJSKRVTQIUAX, XHNXSWOIEDSWRG, KKHFSNLNDSPNEY, WWPTWXGTOMDZOP, CQAOWYYRAFZAIL, FYPLERMMZIJDTF, IPHYUBYRYRJDDC, DPRGUKRGUQONDT, PEQUWNGOLLDGLK, KHXYHMRDROEKSK, KMXMRHQTEDUUMD, XWDHGFWXYZPHOZ, NFFSPXXVGVOJMR, OPBVQNQRXUIJJS, ZYDCODFFHKBSBX, YORHXMPAAGJMBQ, BDYXCFBCXQDFML, NNHILEDWCKCFCW, ZFPFNRPAHXIHFH, ZMFGALKRHNANBL, ZVURBGQIUCRYAI, PHIMFKPFFZBHON, OTBXEYGWBXCGEV, and VIIBDKIVWKXLPR.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 14, 2025
From: KEBOTIX, INC.
To: WUXI BOZHI HUACHUANG SCIENCE AND TECHNOLOGY CO., LTD.
Reel/Frame 069855/0156 →
RELEASE OF SECURITY INTEREST Recorded Jul 9, 2024
From: SILICON VALLEY BANK, A DIVISION OF FIRST-CITIZENS BANK & TRUST COMPANY
To: KEBOTIX, INC.
Reel/Frame 067935/0644 →
SECURITY INTEREST Recorded Mar 30, 2023
From: KEBOTIX, INC.
To: FIRST-CITIZENS BANK & TRUST COMPANY
Reel/Frame 063167/0430 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 15, 2022
From: SHEBERLA, DENNIS; DUHOVIC, SELMA; ELDO, SREELETHA JOBY; RICKE, NATHAN DARRELL PETERSON; MASSE, NICOLAS YVAN; SAYKIN, SEMION; DIMITROV, TANJA
To: KEBOTIX, INC.
Reel/Frame 061438/0747 →
Continuity (2)
Provisional Application 63177798 · Apr 21, 2021
Related Publication 20220348821A1 · Nov 3, 2022
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