Electrochromic composite, electrochromic element comprising same, and manufacturing method for electrochromic element

Patent metadata

Field	Value
Publication number	US-2021284902-A1
Application number	US-201816607760-A
Country	US
Kind code	A1
Filing date	Sep 28, 2018
Priority date	Sep 28, 2017
Publication date	Sep 16, 2021
Grant date	—

Abstract

The present application relates to an electrochromic composite, an electrochromic device comprising the same, and a method for manufacturing an electrochromic device.

First claim

1 . An electrochromic composite comprising:
an organic compound having electrochromic properties; and a polymer-covered carbon nanotube comprising a carbon nanotube having at least a portion of a surface of the carbon nanotube covered by a polymer.

2 . The electrochromic composite of claim 1 , wherein the polymer is spirally wrapped around the carbon nanotube.

3 . The electrochromic composite of claim 1 , wherein the organic compound and the polymer-covered carbon nanotube have a weight ratio of 10:1 to 400:1 (organic compound: polymer-covered carbon nanotube).

4 . The electrochromic composite of claim 1 , wherein the polymer comprises one or more selected from the group consisting of thiophene-based polymers and fluorene-based polymers.

5 . The electrochromic composite of claim 1 , wherein the polymer is present in an amount of 30 parts by weight to 200 parts by weight with respect to 100 parts by weight of the carbon nanotube based on a solid content.

6 . The electrochromic composite of claim 1 , wherein the polymer has a weight average molecular weight of 3,000 g/mol to 1,000,000 g/mol.

7 . The electrochromic composite of claim 1 , wherein the organic compound having electrochromic properties is a compound of any one of Chemical Formulae 1 to 3:

wherein:
each X is the same as or different from each other, and each is independently C═CRR′, SiRR′, O, S, or NR;
Ar 1 and Ar 5 are the same as or different from each other, and each is independently a group functioning as an electron acceptor;
Ar 3 to Ar 5 are the same as or different from each other, and each is independently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group, substituted or unsubstituted aryl group, a substituted or unsubstituted alkoxy group, or SiRR′R″;
A is a substituted or unsubstituted arylene group or a substituted or unsubstituted heteroarylene group;
T 1 and T 2 are the same as or different from each other, and each is independently a direct bond, O, or S;
R, R′ and R″ are the same as or different from each other, and each is independently hydrogen, deuterium, a halogen group, a nitrile group, a nitro group, an imide group, an amide group, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkylamine group, a substituted or unsubstituted aralkylamine group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted heteroarylamine group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;
p and q are each an integer of 0 to 5; and
a and b are each an integer of 0 to 3.

8 . The electrochromic composite of claim 7 , wherein Ar 1 and Ar 2 are the same as or different from each other, and each independently has a structure selected from:

wherein:
c and d are an integer of 1 to 4;
when c and d are 2 or greater, structures in the two or more parentheses are the same as or different from each other; and
each R15 to R20 are the same as or different from each other, and each independently is hydrogen, deuterium, a halogen group, a nitrile group, a nitro group, an imide group, an amide group, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkylamine group, a substituted or unsubstituted aralkylamine group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted heteroarylamine group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group.

9 . The electrochromic composite of claim 1 , wherein the organic compound having electrochromic properties is one of the following compounds:

wherein:
n is an integer of 1 to 1000.

10 . An electrochromic device comprising:
a first electrode; a second electrode provided on the first electrode; an electrolyte layer provided between the first electrode and the second electrode; and an electrochromic layer provided between the electrolyte layer and the second electrode, wherein the electrochromic layer comprises the electrochromic composite of claim 1 .

11 . The electrochromic device of claim 10 , wherein the electrochromic layer has a thickness of 20 nm to 1 μm.

12 . A method for manufacturing an electrochromic device comprising:
providing a first electrode; forming a second electrode on the first electrode; forming an electrolyte layer between the first electrode and the second electrode; and forming an electrochromic layer between the electrolyte layer and the second electrode, wherein the electrochromic layer comprises the electrochromic composite of claim 1 .

13 . The method for manufacturing an electrochromic device of claim 12 , wherein the forming of the electrochromic layer comprises a solution process.

14 . The electrochromic composite of claim 7 , wherein the organic compound having electrochromic properties is a compound of Chemical Formula 1, wherein A, Ar 1 , Ar 2 , X, q, p, a, and b are each as defined in claim 7 .

15 . The electrochromic composite of claim 7 , wherein the organic compound having electrochromic properties is a compound of Chemical Formula 2, wherein A, Ar 1 , Ar 2 , Ar 3 , q, and p are each as defined in claim 7 .

16 . The electrochromic composite of claim 7 , wherein the organic compound having electrochromic properties is a compound of Chemical Formula 3, wherein A, Ar 1 , Ar 2 , Ar 4 , Ar 5 , T 1 , T 2 , q, and p are each as defined M claim 7 .

17 . The electrochromic composite of claim 1 , wherein the organic compound having electrochromic properties is a compound of any one of Chemical Formulae 4 to 7:

wherein:
each X, X1 to X4 and Z1 to Z5 are the same as or different from each other, and each is independently C═CRR′, SiRR′, O, S, or NR;

Assignees

• Lg Chemical Ltd

Inventors

• Lim Bogyu
• Lee Jiyoung
• Jang Songrim

Classifications

• B82Y20/00

  Nanooptics, e.g. quantum optics or photonic crystals · CPC title

• B82Y30/00

  Nanotechnology for materials or surface science, e.g. nanocomposites · CPC title

• B82Y40/00

  Manufacture or treatment of nanostructures · CPC title

• C08G2261/1424

  containing ether groups, including alkoxy · CPC title

• C08G2261/146

  Side-chains containing halogens · CPC title