ELECTROCHROMIC COMPOUND, ELECTROCHROMIC COMPOSITION, DISPLAY ELEMENT, AND DIMMING ELEMENT

• US 20160108072A1
• Filed: 06/26/2014
• Published: 04/21/2016
• Est. Priority Date: 06/27/2013
• Status: Active Grant

• Current Assignee: Ricoh Company Limited
• Original Assignee: Ricoh Company Limited
• Inventors: INOUE, Mamiko, YASHIRO, Tohru, YUTANI, Keiichiroh, OKADA, Yoshinori, KIM, Sukchan, TAKAHASHI, Hiroyuki, FUJIMURA, Koh, NAIJO, Yoshihisa, TSUJI, Kazuaki, HIRANO, Shigenobu, SAGISAKA, Toshiya, YAMAMOTO, Satoshi, GOTO, Daisuke, SASAKI, Masaomi, TAKAUJI, Keigo
• Granted Patent: US 9,688,706 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07F 7/1804 Compounds having Si-O-C linkages Si-O-acyl linkages C07F7/1896
• CPC Class Codes: C07F 9/65583 each of the hetero rings containing nitrogen as ring hetero atom
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• 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 2211/1059 containing three nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 9/02 Organic tenebrescent materials
• CPC Class Codes: G02F 1/1516 comprising organic material
• CPC Class Codes: G02F 1/155 Electrodes

Abstract

An electrochromic compound, represented by the following general formula (I);

where X₁ to X₄ are each a substituent represented by the following general formula (II), an alkyl group that may contain a functional group, an aromatic hydrocarbon group that may contain a functional group, or a hydrogen atom, and at least two selected from X₁ to X₄ are the substituents represented by the general formula (II);

where R₁ to R₈ are each independently a hydrogen atom, or a monovalent group that may contain a substituent; B is a substituted or unsubstituted monovalent group that may contain a functional group; A⁻ is a monovalent anion; and m is any of 0 to 3, and R₁ to R₈, B, and m may each independently be different when a plurality of the substituents represented by the general formula (II) are present.

Claims

1. An electrochromic compound, represented by the following general formula (I):

2. The electrochromic compound according to claim 1, wherein three selected from X₁ to X₄ in the general formula (I) are the substituents each represented by the general formula (II).

3. The electrochromic compound according to claim 1, wherein any two selected from X₁, X₂, and X₄ are the substituents each represented by the general formula (II).

4. The electrochromic compound according to claim 1, represented by the general formula (III):

6. The electrochromic compound according to claim 1, wherein at least one selected from all B present, or B1, or B2, or both contain a functional group capable of directly or indirectly bonding to a hydroxyl group.

7. The electrochromic compound according to claim 6, wherein at least one selected from X₁ to X₄ in the general formula (I) contains a functional group capable of directly or indirectly bonding to a hydroxyl group.

8. The electrochromic compound according to claim 6, wherein the functional group capable of directly or indirectly bonding to a hydroxyl group is a phosphonic acid group, a phosphoric acid group, a carboxylic acid group, a silyl group, or a silanol group.

14. An electrochromic composition, comprising:

the electrochromic compound according claim 1; and

an electroconductive or semiconductive nanostructure, to which the electrochromic compound is bonded or adsorbed.

15. A display element, comprising:

a display electrode;

a counter electrode facing the display electrode with a space therebetween; and

an electrolyte provided between the display electrode and the counter electrode,

wherein the electrochromic compound according to claim 1 is provided on a surface of the display electrode.

16. A dimming element, comprising:

a display electrode;

a counter electrode facing the display electrode with a space therebetween; and

an electrolyte provided between the display electrode and the counter electrode,

wherein the electrochromic compound according to claim 1 is provided on a surface of the display electrode, and

wherein the display electrode, the counter electrode, and the electrolyte are transparent.

5. The electrochromic compound according to claim represented by the following general formula (IV) or (V):

9. An electrochromic compound, represented by the following general formula (Ia):

10. The electrochromic compound according to claim 9, wherein two selected from X₁, X₂, and X₃ of the general formula (Ia) each have a structure represented by the general formula (IIa).

11. The electrochromic compound according to claim 9, wherein at least one of all R of the general formula (IIa) present contains a functional group capable of directly or indirectly bonding to a hydroxyl group.

12. The electrochromic compound according to claim 9, wherein at least one selected from X₁ to X₃ of the general formula (Ia) contains a functional group capable of directly or indirectly bonding to a hydroxyl group.

13. The electrochromic compound according to claim 11, wherein the functional group capable of directly or indirectly bonding to a hydroxyl group is a phosphonic acid group, a phosphoric acid group, a carboxylic acid group, a silyl group, or a silanol group.