Dye compounds for an electrowetting element

Patent metadata

Field	Value
Publication number	US-2017192222-A1
Application number	US-201514985949-A
Country	US
Kind code	A1
Filing date	Dec 31, 2015
Priority date	Dec 31, 2015
Publication date	Jul 6, 2017
Grant date	—

Abstract

An electrowetting element comprising a first fluid comprising a dye compound having the general formula:

First claim

What is claimed is:

1 . An electrowetting element comprising:
a first fluid comprising a dye compound having the general formula:

wherein:
R 2 is H, a halogen atom, a branched alkyl group, a straight chain alkyl group, a cyclic alkyl group, an aryl group, an alkoxy group having the formula —O—R 24 , an aryloxy group, an alkylamine group having the formula —N(—H)R 25 , a dialkylamine group having the formula —N(—R 26 )R 27 , a cyclic amine group, a thioalkyl group having the formula —S—R 28 or a cyano group,
wherein R 24 , R 25 , R 26 , R 27 and R 28 are each independently a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group;

R 3 is H;
R 4 is H, a cyano group, or has the formula —C(═O)O—R 29 or —C(═O)N(—R 30 )(—R 31 ),
wherein R 29 is a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group, and R 30 and R 31 are each independently H, a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group, and

R 5 is H or has the formula —C(═O)O—R 33 or —C(═O)N(—R 34 )(—R 35 ),
wherein R 33 is a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group, and R 34 and R 35 are each independently H, a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group; or

R 4 and R 5 together form a group having the formula:

wherein R 32 is a branched alkyl group, a straight chain alkyl group, a cyclic alkyl group, or an aryl group;

R 6 is H;
R 7 is H, a halogen atom, a branched alkyl group, a straight chain alkyl group, a cyclic alkyl group, an aryl group, an alkoxy group having the formula —O—R 37 , an aryloxy group, an alkylamine group having the formula —N(—H)R 38 , a dialkylamine group having the formula —N(—R 39 )R 40 , a cyclic amine group, a thioalkyl group having the formula —S—R 41 or a cyano group,
wherein R 37 , R 38 , R 39 , R 40 and R 41 are each independently a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group;

R 8 is H, a halogen atom, a branched alkyl group, a straight chain alkyl group, a cyclic alkyl group, an aryl group, an alkoxy group having the formula —O—R 42 , an aryloxy group, an alkylamine group having the formula —N(—H)R 43 , a dialkylamine group having the formula —N(—R 44 )R 45 , a cyclic amine group, a thioalkyl group having the formula —S—R 46 or a cyano group,
wherein R 42 , R 43 , R 44 , R 45 and R 46 are each independently a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group;

R 9 is H;
R 11 is H, and R 1 is S, —SO 2 —, —N(—R 50 )—, or —O—, with R 50 being a straight chain alkyl group, a branched chain alkyl group, or a cyclic alkyl group; or
R 1 and R 11 together form a group having the formula:

wherein
R 12 is H, or has the formula —C(═O)O—R 15 or —C(═O)N(—R 16 )(—R 17 ),
wherein R 15 , is a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group, and R 16 and R 17 are each independently H, a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group, and

R 10 is H, a cyano group, or has the formula —C(═O)O—R 47 or —C(═O)N(—R 48 )(—R 49 ),
wherein R 47 is a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group, and R 48 and R 49 are each independently H, a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group; or

R 12 and R 10 together form a group having the formula:

wherein R 18 is a branched alkyl group, a straight chain alkyl group, a cyclic alkyl group, or an aryl group,

R 13 is H, and
R 14 is H, a halogen atom, a branched alkyl group, a straight chain alkyl group, a cyclic alkyl group, an aryl group, an alkoxy group having the formula —O—R 19 , an aryloxy group, an alkylamine group having the formula —N(—H)R 20 , a dialkylamine group having the formula —N(—R 21 )R 22 , a cyclic amine group, a thioalkyl group having the formula —S—R 23 , or a cyano group,
wherein R 19 , R 20 , R 21 , R 22 and R 23 are each independently a branched alkyl group, a cyclic alkyl group, or a straight chain alkyl group;

a second fluid immiscible with the first fluid; and
a support plate comprising:
an electrode, and
a support plate surface, the first fluid and the second fluid switchable between at least:

a first configuration with at least the first fluid contacting the support plate surface with a substantially zero voltage applied between the second fluid and the electrode, and
a second configuration with the first fluid and the second fluid contacting the support plate surface with a non-zero voltage applied between the second fluid and the electrode.

2 . An electrowetting element according to claim 1 , wherein
R 1 and R 11 together form a group having the formula:

and
R 12 has the formula —C(═O)O—R 15 wherein R 15 is a straight chain alkyl group or a branched alkyl group,
R 10 is H,
R 4 has the formula —C(═O)O—R 29 wherein R 29 is a straight chain alkyl group or a branched alkyl group, and
R 5 is H.

3 . An electrowetting element according to claim 2 , wherein each of R 2 , R 3 , R 6 , R 7 , R 8 , R 9 , R 13 and R 14 is H.

4 . An electrowetting element according to claim 3 , wherein each of R 15 and R 29 is:
independently a branched alkyl group having 3 to 22 carbon atoms; or independently a branched alkyl group having the formula:

5 . An electrowetting element according to claim 1 , wherein
R 1 and R 11 together form a group having the formula:

and
R 12 has the formula —C(═O)O—R 15 wherein R 15 is a straight chain alkyl group or a branched alkyl group,
R 10 is H,
R 4 is H, and
R 5 has the formula —C(═O)O—R 33 wherein R 33 is a straight chain alkyl group or a branched alkyl group.

6 . An electrowetting element according to claim 5 , wherein each of R 2 , R 3 , R 6 , R 7 , R 8 , R 9 , R 13 and R 14 is H.

7 . An electrowetting element according to claim 6 , wherein each of R 15 and R 33 is:
independently a branched alkyl group having 3 to 22 carbon atoms; or independently a branched alkyl group having the formula:

8 . An electrowetting element according to claim 1 , wherein
R 1 and R 11 together form a group having the formula:

and
R 12 has the formula —C(═O)O—R 15 wherein R 15 is a straight chain alkyl group or a branched alkyl group,
R 10 is H,
R 4 has the formula —C(═O)O—R 29 wherein R 29 is a straight chain alkyl group or a branched alkyl group, and

Assignees

• Amazon Tech Inc

Inventors

• Leguijt Robin
• Mans Jurriën
• Fischer Irén

Classifications

• G02B26/005 Primary

  based on electrowetting · CPC title

• C09B3/14

  Perylene derivatives · CPC title

• C09B57/14

  Benzoxanthene dyes; Benzothioxanthene dyes · CPC title

• C09B5/62

  Cyclic imides or amidines of peri-dicarboxylic acids of the anthracene, benzanthrene, or perylene series · CPC title