Electrochromic compound, electrochromic composition, and electrochromic element

• US 10,642,119 B2
• Filed: 05/03/2017
• Issued: 05/05/2020
• Est. Priority Date: 05/18/2016
• Status: Active Grant

• Current Assignee: Ricoh Company Limited
• Original Assignee: Ricoh Company Limited
• Inventors: Yamamoto, Satoshi, Sagisaka, Toshiya, Shinoda, Masato, Goto, Daisuke
• Primary Examiner(s): Peets, Monique R
• Application Number:
  US15/585,201
• Publication Number:
  US 20170336691A1
• Time in Patent Office: 1,098 Days
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 9/02 Organic tenebrescent materials
• CPC Class Codes: G02F 1/15165 Polymers
• CPC Class Codes: G02F 1/153 Constructional details

Abstract

An electrochromic compound represented by the following formula (I) is provided:

where each of R₁ to R₈ and R₁₁ to R₁₈ independently represents any one of a hydrogen atom, a halogen atom, a monovalent organic group, the monovalent organic group having a substituent, a polymerizable functional group, and the polymerizable functional group having a substituent; and each of R₉, R₁₀, R₁₉, and R₂₀ independently represents any one of a hydrogen atom, an alkyl group, and an aryl group.

Claims

1. An electrochromic compound of Formula (I):

2. The electrochromic compound of claim 1, wherein at least one of R₅ and R₁₅ is the polymerizable functional group of Formula (i) or Formula (ii).

3. The electrochromic compound of claim 1, wherein at least one of R₁ to R₈ and R₁₁ to R₁₈ is an optionally substituted monovalent organic group and the monovalent organic group is selected from the group consisting of alkyl groups, alkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, alkoxy groups, aryloxy groups, and heteroaryloxy groups.

4. The electrochromic compound of claim 1, wherein each of R₂ and R₁₂ is selected from the group consisting of alkyl groups, alkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, alkoxy groups, aryloxy groups, and heteroaryloxy groups.

5. The electrochromic compound of claim 1, wherein the polymerizable functional group is of formula (i) and X₁ has a structure including at least one member selected from the group consisting of alkyl groups, aryl groups, and alkyl-group-substituted aryl groups, or the polymerizable functional group is of formula (ii) and X₂ has a structure including at least one member selected from the group consisting of alkyl groups, aryl groups, and alkyl-group-substituted aryl groups.

6. The electrochromic compound of claim 1, wherein the polymerizable functional group according to Formulae (i) or (ii) is acryloyloxy group or methacryloyloxy group.

7. An electrochromic composition comprising:

the electrochromic compound of claim 1; and

a polymerizable compound.

8. An electrochromic element comprising:

a first electrode;

a second electrode;

an electrolyte disposed between the first electrode and the second electrode; and

the electrochromic compound of claim 1.

9. The electrochromic element of claim 8, further comprising an electrochromic layer disposed on the first electrode, the electrochromic layer including the electrochromic compound.

10. The electrochromic element of claim 9, wherein the electrochromic layer includes two or more electrochromic layers.

11. The electrochromic element of claim 9, wherein the electrochromic layer is disposed on a part of the first electrode.

12. The electrochromic element of claim 8, wherein the electrolyte is in contact with the first electrode, and the electrolyte includes the electrochromic compound.