Carrier fluid compounds and dye compounds for electrowetting apparatus

Patent metadata

Field	Value
Publication number	US-10338372-B2
Application number	US-201414310484-A
Country	US
Kind code	B2
Filing date	Jun 20, 2014
Priority date	Jun 20, 2014
Publication date	Jul 2, 2019
Grant date	Jul 2, 2019

Abstract

Electrowetting apparatus including at least one compound selected from the group consisting of:

wherein each of R 1 , R 2 , R 3 and R 4 is independently an alkyl group. In examples a fluid includes a dye compound selected from:

First claim

What is claimed is:

1. An electrowetting apparatus comprising:
a fluid comprising:
(i) at least one dye compound with the formula:

wherein R 5 is H;
R 6 is an alkoxy group having the formula —O—R a , wherein R a is an alkyl group;
R 8 is H;
R 9 is:
an alkoxy group having the formula —O— R d , wherein R d is an alkyl group;
an amide group having the formula —NHC(═O)R e , wherein R e is an alkyl group;
a sulphonamide group having the formula —NH—S(═O)(═O)—R f , wherein R f is an alkyl group, or
an amidophosphate group having the formula —NH—P(═O)(—O—R g ) 2 , wherein R g is independently an alkyl group,

R 10 has the formula B-A-,
wherein B has the formula:

wherein R 11 is H;

R 13 is:
H,
a cyano group having the formula —CN,
an alkyl group R i , or
a halogen atom;

R 14 is:
H,
a cyano group having the formula —CN,
a nitro group having the formula —NO 2 , or
an alkoxy group having the formula —O— R k , wherein R k is an alkyl group;

a) R 7 is:
N═N-Het 1 wherein Het 1 is a heterocyclic group;

R 12 is:
H,
a cyano group having the formula —CN,
an alkoxy group having the formula —O—R h , wherein R h is an alkyl group,
an alkyl group R i , or
a halogen atom;

R 15 is:
a cyano group having the formula —CN,

or
b) R 7 is:
an amino group having the formula —N(R h )(R c ), wherein each of R b and R c is an alkyl group, or —N═N—Het 1 wherein Het 1 is a heterocyclic group;

R 12 is:
a cyano group having the formula —CN,

R 15 is:
a cyano group having the formula —CN;

or
c) R 7 is:
an amino group having the formula —N(R b )(R c ), wherein each of R b and R c is an alkyl group, or
—N═N—Het 1 wherein Het 1 is a heterocyclic group;

R 12 is:
an alkoxy group having the formula —O—R h , wherein R h is an alkyl group,

R 15 is:
a nitro group having the formula —NO 2 ;

or
d) R 7 is:
an amino group having the formula —N(R b )(R c ), wherein each of R b and R c is an alkyl group;

R 12 is:
H,
a cyano group having the formula —CN,
an alkoxy group having the formula —O—R b , wherein R b is an alkyl group,
an alkyl group R i , or
a halogen atom;

R 15 is:
a cyano group having the formula —CN;

wherein A is:
a single bond, or
a formula selected from the group consisting of:

wherein R 16 is H;

R 17 is:
H, or
an alkoxy group having the formula —O—R o , wherein R o is an alkyl group;

R 18 is H;
R 19 is:
H, or
an alkoxy group having the formula —O—R p , wherein R p is an alkyl group.

2. The electrowetting apparatus of claim 1 , wherein the alkyl group of one or more of: R a , R b , R c , R d , R e , R f , R g , R h , R i , R j , R k , R o , or R p is independently:
a straight chain alkyl group having 1 to 22 carbon atoms,
a branched alkyl group having 3 to 22 carbon atoms, or
a cyclic alkyl group having 5 to 22 carbon atoms.

3. The electrowetting apparatus of claim 1 , wherein R a is:
a branched alkyl group having 3 to 22 carbon atoms,
a branched alkyl group having 3 to 8 carbon atoms,
a branched alkyl group having 8 carbon atoms, or
a branched alkyl group such that R 6 has the formula:

4. The electrowetting apparatus of claim 1 , in accordance with b) or c), wherein R 7 is the amino group having the formula —N(R b )(R c ), the alkyl group of R b and R c are each independently:
a straight chain alkyl group having 1 to 22 carbon atoms,
a straight chain alkyl group having 1 to 8 carbon atoms,
a straight chain alkyl group having 8 carbon atoms,
a straight chain alkyl group having 6 carbon atoms,
a straight chain alkyl group having 1 to 5 carbon atoms,
a straight chain alkyl group having 5 carbon atoms,
a branched alkyl group having 3 to 22 carbon atoms,
a branched alkyl group having 3 to 8 carbon atoms,
a branched alkyl group having 8 carbon atoms,
a branched alkyl group such that the amino group of R 7 has the formula:

a straight chain alkyl group having 5 carbon atoms, or
a straight chain alkyl group having 4 carbon atoms.

5. The electrowetting apparatus of claim 1 , wherein R 7 is —N═N—Het 1 where Het 1 is a:
a five membered heterocyclic ring,
a six membered heterocyclic ring,
a five membered heterocyclic aromatic ring containing 1 to 3 heteroatoms,
a six membered heterocyclic aromatic ring containing 1 to 3 heteroatoms,
a five membered heterocyclic aromatic ring containing 1 heteroatom which is an N atom,
a six membered heterocyclic aromatic ring containing 1 heteroatom which is an N atom,
a five membered heterocyclic aromatic ring containing 1 heteroatom which is an N atom, where the —N═N— group is bonded to the heterocyclic aromatic ring at the 2 position relative to the heteroatom,
a six membered heterocyclic aromatic ring containing 1 heteroatom which is an N atom, where the —N═N— group is bonded to the heterocyclic aromatic ring at the 2 position,
a five membered heterocyclic aromatic ring containing 1 heteroatom substituted with an alkyl group having 1 to 22 carbon atoms,
a five membered heterocyclic aromatic ring containing 1 heteroatom substituted with a straight chain alkyl group having 1 to 22 carbon atoms,
a five membered heterocyclic aromatic ring containing 1 heteroatom substituted with a straight chain alkyl group having 1 to 8 carbon atoms,
a five membered heterocyclic aromatic ring containing 1 heteroatom substituted with a straight chain alkyl group having 8 carbon atoms,
a five membered heterocyclic aromatic ring containing 1 heteroatom substituted with a branched alkyl group having 3 to 22 carbon atoms,
a five membered heterocyclic aromatic ring containing 1 heteroatom substituted with a branched alkyl group having 3 to 8 carbon atoms,
a five membered heterocyclic aromatic ring containing 1 heteroatom substituted with a branched alkyl group having 8 carbon atoms,
a five membered heterocyclic aromatic ring containing 1 heteroatom substituted with a branched alkyl group having the formula:

a six membered heterocyclic aromatic ring containing 1 heteroatom substituted with an alkyl group having 1 to 22 carbon atoms,
a six membered heterocyclic aromatic ring containing 1 heteroatom substituted with a straight chain alkyl group having 1 to 22 carbon atoms,
a six membered heterocyclic aromatic ring containing 1 heteroatom substituted with a straight chain alkyl group having 1 to 8 carbon atoms,
a six membered heterocyclic aromatic ring containing 1 heteroatom substituted with a straight chain alkyl group having 8 carbon atoms,
a six membered heterocyclic aromatic ring containing 1 heteroatom substituted with a branched alkyl group having 3 to 22 carbon atoms,
a six membered heterocyclic aromatic ring containing 1 heteroatom substitute

Assignees

• Amazon Tech Inc

Inventors

• Leguijt Robin
• Mans Jurriën
• Sandhu Sukhdip

Classifications

• C09B29/081

  unsubstituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino, aralkylamino or arylamino · CPC title

• C09B55/009

  Azomethine dyes, the C-atom of the group -C=N- being part of a ring (Image) · CPC title

• C09B31/18

  from a coupling component "D" containing a directive amine group · CPC title

• C07F7/30 Primary

  Germanium compounds · CPC title

• C09B31/14

  Heterocyclic components · CPC title