Electrochromic element

Patent metadata

Field	Value
Publication number	US-12091612-B2
Application number	US-202117197315-A
Country	US
Kind code	B2
Filing date	Mar 10, 2021
Priority date	Mar 30, 2020
Publication date	Sep 17, 2024
Grant date	Sep 17, 2024

Abstract

An electrochromic element including a first electrode, second electrode facing the first electrode with gap, electrolyte layer between the first and second electrodes, and layer including a compound represented by General Formula (1) where the layer is on or above the first electrode,where R1 to R4 are each a monovalent organic group wherein no hydrogen atom is at a benzyl site where the monovalent group may include a polymerizable functional group; and R5 to R28 are each a hydrogen atom, alkyl or alkoxy group where R25 and R28, or R26 and R27 may be bonded to form a structure represented by General Formula (2),where R29 and R30 are each an alkyl, alkoxy or aryl group, and R29 and R30 may be bonded via a common bond to form a cyclic structure when R29 and R30 are aryl groups.

First claim

What is claimed is:

1. An electrochromic element comprising:
a first electrode;
a second electrode to face the first electrode with a gap between the first electrode and the second electrode;
an electrolyte layer disposed between the first electrode and the second electrode; and
a layer including an electrochromic compound represented by General Formula (1), where the layer is disposed on or above the first electrode,

where, in General Formula (1), R 1 to R 4 are each a monovalent organic group in which no hydrogen atom is present at an atom which directly connects to a benzene ring, and at least one of and not all of R 1 to R 4 each has a polymerizable functional group as a terminal group; and R 5 to R 28 are each a hydrogen atom, an alkyl group, or an alkoxy group, where R 25 and R 28 , or R 26 and R 27 may be bonded together to form a structure represented by General Formula (2),

where, in General Formula (2), R 29 and R 30 are each an alkyl group, an alkoxy group, or an aryl group, where R 29 and R 30 may be bonded via a common bond to form a cyclic structure when R 29 and R 30 are both aryl groups.

2. The electrochromic element according to claim 1 ,
wherein the monovalent organic group is at least one selected from the group consisting of a tert-butyl group, a trialkylsilyl group, a triarylsilyl group, a diallyl monoalkylsilyl group, an alkoxy group, and a phenoxy group.

3. The electrochromic element according to claim 1 , wherein the polymerizable functional group is a (meth)acryloyl group or a (meth)acryloxy group.

4. The electrochromic element according to claim 1 ,
wherein R 13 to R 24 are each a hydrogen atom.

5. An electrochromic element comprising:
a first electrode;
a second electrode to face the first electrode with a gap between the first electrode and the second electrode; and
an electrolyte layer disposed between the first electrode and the second electrode, wherein the electrolyte layer includes an electrochromic compound represented by General Formula (1),

where, in General Formula (1), R 1 to R 4 are each a monovalent organic group in which no hydrogen atom is present at an atom which directly connects to a benzene ring, and at least one of and not all of R 1 to R 4 each has a polymerizable functional group as a terminal group; and R 5 to R 28 are each a hydrogen atom, an alkyl group, or an alkoxy group, where R 25 and R 28 , or R 26 and R 27 may be bonded together to form a structure represented by General Formula (2),

where, in General Formula (2), R 29 and R 30 are each an alkyl group, an alkoxy group, or an aryl group, where R 29 and R 30 may be bonded via a common bond to form a cyclic structure when R 29 and R 30 are both aryl groups.

6. The electrochromic element according to claim 5 ,
wherein the monovalent organic group is at least one selected from the group consisting of a tert-butyl group, a trialkylsilyl group, a triarylsilyl group, a diallyl monoalkylsilyl group, an alkoxy group, and a phenoxy group.

7. The electrochromic compound according to claim 5 , wherein the polymerizable functional group is a (meth)acryloyl group or a (meth)acryloxy group.

8. The electrochromic element according to claim 5 , wherein R 13 to R 24 are each a hydrogen atom.

9. An electrochromic compound represented by General Formula (1),

where, in General Formula (1), R 1 to R 4 are each a monovalent organic group in which no hydrogen atom is present at an atom which directly connects to a benzene ring, and at least one of and not all of R 1 to R 4 each has a polymerizable functional group as a terminal group; and R 5 to R 28 are each a hydrogen atom, an alkyl group, or an alkoxy group, where R 25 and R 28 , or R 26 and R 27 may be bonded together to form a structure represented by General Formula (2),

where, in General Formula (2), R 29 and R 30 are each an alkyl group, an alkoxy group, or an aryl group, where R 29 and R 30 may be bonded via a common bond to form a cyclic structure when R 29 and R 30 are both aryl groups.

10. The electrochromic compound according to claim 9 ,
wherein the monovalent organic group is at least one selected from the group consisting of a tert-butyl group, a trialkylsilyl group, a triarylsilyl group, a diallyl monoalkylsilyl group, an alkoxy group, and a phenoxy group.

11. The electrochromic compound according to claim 9 , wherein the polymerizable functional group is a (meth)acryloyl group or a (meth)acryloxy group.

12. The electrochromic compound according to claim 9 ,
wherein R 13 to R 24 are each a hydrogen atom.

13. An electrochromic composition comprising
the electrochromic compound according to claim 9 .

14. The electrochromic composition according to claim 13 , further comprising a radical polymerizable compound that is different from the electrochromic compound.

15. The electrochromic composition according to claim 13 , wherein the polymerizable functional group included in the electrochromic composition is polymerized or crosslinked.

16. An electrochromic element comprising:
a first electrode;
a second electrode to face the first electrode with a gap between the first electrode and the second electrode;
an electrolyte layer disposed between the first electrode and the second electrode; and
a layer including the electrochromic composition according to claim 13 , where the layer is disposed on or above the first electrode.

17. An electrochromic element comprising:
a first electrode;
a second electrode to face the first electrode with a gap between the first electrode and the second electrode; and
an electrolyte layer disposed between the first electrode and the second electrode, wherein the electrolyte layer includes the electrochromic composition according to claim 13 .

Assignees

• Ricoh Co Ltd

Inventors

• Goto Daisuke
• Kaneko Fuminari
• Shinoda Masato

Classifications

• G02F1/155

  Electrodes · CPC title

• C09K2211/1433

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• C09K2211/1425

  Non-condensed systems · CPC title

• C08F22/22

  Esters containing nitrogen · CPC title

• G02F1/15165

  Polymers · CPC title