Organic compound and electrochromic element including the same

Patent metadata

Field	Value
Publication number	US-9310660-B2
Application number	US-201414557283-A
Country	US
Kind code	B2
Filing date	Dec 1, 2014
Priority date	Dec 3, 2013
Publication date	Apr 12, 2016
Grant date	Apr 12, 2016

Abstract

An organic compound represented by Formula [1] showing high transparency in the visible light region is provided.
In Formula [1], A 1 to A 6 each independently represent a hydrogen atom or a substituent, n is an integer of 1 to 4, and the B's each independently represent a hydrogen atom or a substituent represented by Formula [2], provided that at least one B represents a substituent represented by Formula [2]. In Formula [2], R 2 represents a substituent.

First claim

What is claimed is:

1. An organic compound represented by Formula [1]:

wherein, A 1 to A 6 each independently represent a substituent selected from a hydrogen atom, alkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, and optionally substituted aryl groups, wherein a substituent of the optionally substituted aryl group is selected from halogen atoms, alkyl groups having 1 to 4 carbon atoms, alkoxy groups having 1 to 4 carbon atoms, aryl groups, aralkyl groups, substituted amino groups, and substituted silyl groups;
n is an integer of 1 to 4;
B's each independently represent a hydrogen atom or a substituent represented by Formula [2], provided that at least one of four B's represents a substituent represented by Formula [2]:

wherein X − represents an anion, and R 2 represents an optionally substituted alkyl group having 1 to 20 carbon atoms or an optionally substituted aryl group;
Y represents a structure represented by any one of Formulae [3] to [6], provided that when n represents a number of 2 or more, Y's are each independently selected from Formulae [3] to [6]:

wherein R 3 represents an alkylene group having 1 to 20 carbon atoms, and R 4 to R 9 are each independently selected from a hydrogen atom, halogen atoms, alkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, optionally substituted aryl groups, alkyl ester groups having 1 to 20 carbon atoms, optionally substituted amino groups, and a cyano group.

2. The organic compound according to claim 1 , wherein X − is any one of PF 6 − , ClO 4 − , BF 4 − , AsF 6 − , SbF 6 − , CF 3 SO 3 − , (CF 3 SO 2 ) 2 N − , Br − , Cl − , and I − .

3. The organic compound according to claim 1 , wherein X − is any one of PF 6 − , ClO 4 − , BF 4 − , and (CF 3 SO 2 ) 2 N − .

4. The organic compound according to claim 1 , wherein R 2 is a benzyl group.

5. The organic compound according to claim 1 , wherein at least one of A 1 to A 4 is any one of the alkyl groups, the alkoxy groups, and the optionally substituted aryl groups.

6. An electrochromic element comprising:
a pair of electrodes; and
an electrochromic layer disposed between the pair of electrodes, wherein
the electrochromic layer includes an electrochromic compound and an electrolyte, wherein the electrochromic compound is the organic compound according to claim 1 .

7. The electrochromic element according to claim 6 , wherein the electrochromic layer further includes a second electrochromic compound that is a different type than the organic compound.

8. The electrochromic element according to claim 7 , wherein the second electrochromic compound has a visible light transmittance in a reduced state lower than that in an oxidized state.

9. The electrochromic element according to claim 7 , wherein a difference between a maximum visible-light absorptivity in the coloring and a minimum visible-light absorptivity in the coloring is 34% or less.

10. The electrochromic element according to claim 7 , wherein a difference between a maximum visible-light absorptivity in the coloring and a minimum visible-light absorptivity in the coloring is 10% or less.

11. An optical filter comprising:
the electrochromic element according to claim 6 ; and
an active device connected to the electrochromic element.

12. A lens unit comprising:
a plurality of lenses; and
the optical filter according to claim 11 .

13. An image pick-up apparatus comprising:
the optical filter according to claim 11 ; and
a light receiving device receiving light passed through the optical filter.

14. A window application comprising:
a pair of transparent substrates;
the electrochromic element according to claim 6 disposed between the pair of substrates; and
an active device connected to the electrochromic element.

Assignees

• Canon Kk

Inventors

• Yamada Kenji
• Okada Shinjiro

Classifications

• G02F1/1521 Primary

  Physics · mapped topic

• C07D495/04

  Ortho-condensed systems · CPC title

• C07D409/14

  containing three or more hetero rings · CPC title

• C07D495/14

  Ortho-condensed systems · CPC title

• G02F1/1503 Primary

  caused by oxidation-reduction reactions in organic liquid solutions, e.g. viologen solutions · CPC title