Electrochromic contrast plate

• US 6,930,815 B2
• Filed: 09/18/2001
• Issued: 08/16/2005
• Est. Priority Date: 03/29/1999
• Status: Expired due to Fees

• Current Assignee: Bayer AG
• Original Assignee: Bayer AG
• Inventors: Kostromine, Serguei, Neigl, Ralf, Berneth, Horst, Jacobsen, Wolfgang
• Primary Examiner(s): Thompson, Timothy
• Application Number:
  US09/956,187
• Publication Number:
  US 20030103256A1
• Time in Patent Office: 1,428 Days
• Field of Search: 359265-275, 204/192.22, 429/304, 429/33, 429/192, 252/583
• US Class Current: 359/265
• CPC Class Codes: C09K 9/02 Organic tenebrescent materials
• CPC Class Codes: G02F 1/1533 structural features not otherwise provided for
• CPC Class Codes: G06F 3/0421 by interrupting or reflecting a light beam, e.g. optical touch-screen

Abstract

The invention relates to electrochromic side-chain oligomers or polymers which can be used as electrochromic media.

Claims

1. An electrochromic oligomer or polymer of the formulae

. . . —

(D)_{r . . .} —

(E—

B¹—

Y)_g—

. . . —

(F—

B²—

Z)_h. . . 

 

(CL) and

. . . —

(D)_r . . . —

[E—

(B¹—

Y)_i—

(B²—

Z)_j]_g—

. . . 

 

(CLX),

in which

D, E and F are components of an oligomer or polymer chain, wherein the units D, E and F may be either randomly distributed or arranged in blocks,

B₁ and B₂ are a bridging unit,

Y and Z, independently of one another, are a radical OX₂ or RED₁,

wherein

OX₂ is the radical of a reversibly electrochemically reducible redox system, and

RED₁ is the radical of a reversibly electrochemically oxidizable redox system, each f, g and h, independently of one another, is an integer from 1 to 100,000,

wherein f+g+h>

2, and each f and h, independently of one another, is optionally 0, and

each i and j, independently of one another, is an integer from 1 to 100.

2. An electrochromic side-chain oligomer or polymer according to claim 1, of the formulae

...-(D)₁-...(E-B¹-OX₂)_g-...-(F-B²-RED₁)_h-...(CLa),...-(D)₁-...(E-B¹-OX₂)_g-(CLb),...-(D)₁-...(F-B²-RED₁)_h-...(CLc),...-(D)₁-...[E-B¹-OX₂-B²-RED₁]_g-...(CLXa), or...-(D)₁-...[F-B²-RED₁-B¹-OX₂]_h-...(CLXb)

in which

f is an integer from 0 to 10,000,

each g and h, independently of one another, is an integer from 1 to 10,000, wherein OX₂ and/or RED₁ can have different meanings in each recurring unit.

3. An electrochromic side-chain oligomer or polymer according to claim 1 in which

D represents the formula

—

CHY¹⁰—

CHY¹¹ 

 

(CLXXI), and

E and F, independently of one another, represent the formula

—

CHY¹²—

CHY¹³—

 

 

(CLXXII),

in which

Y¹⁰ and Y¹² independently of one another, are hydrogen or C₁- to C₄-alkyl,

Y¹¹ is hydrogen, halogen, C₁- to C₄-alkyl, aryl or —

COO—

C₁- to C₈-alkyl, and

Y¹³ is a direct bond or one of the bridges of the formula —

O—

, —

CO—

O—

, —

CO—

NH—

or —

C₆H₄—

to B¹ or B².

4. An electrochromic side-chain oligomer or polymer according to claim 2 in which

D represents the formula

—

CHY¹⁰—

CHY¹¹ 

 

(CLXXI), and

E and F, independently of one another, represent the formula

—

CHY¹²—

CHY¹³—

 

 

(CLXXII),

in which

Y¹⁰ and Y¹² independently of one another, are hydrogen or C₁- to C₄-alkyl,

Y¹¹ is hydrogen, halogen, C₁- to C4-alkyl, aryl or —

COO—

C₁- to C₈-alkyl, and

Y¹³ is a direct bond or one of the bridges of the formula —

O—

, —

CO—

O—

, —

CO—

NH—

or —

C₆H₄—

to B¹ or B².