Stable yellow imidazolium compounds

Patent metadata

Field	Value
Publication number	US-10093807-B2
Application number	US-201615267535-A
Country	US
Kind code	B2
Filing date	Sep 16, 2016
Priority date	Sep 16, 2016
Publication date	Oct 9, 2018
Grant date	Oct 9, 2018

Abstract

Described herein is a yellow imidazolium chromophore having a structure according to Formula V.

First claim

What is claimed is:

1. A compound having a structure according to Formula V and tautomers and salts thereof:

wherein:
(i) R 1b , R 1c and R 1f are independently selected from the group consisting of hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, alkoxy, aryloxy, acyl, halogen, a heterocyclic moiety, thioether, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or attached to a polymer backbone through a linker group;
(ii) R 1a and R 1d are independently selected from the group consisting of alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, a heterocyclic moiety, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or attached to a polymer backbone through a linker group;
(iii) R 1e and R 1g are selected from the group consisting of hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, a heterocyclic moiety, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or are attached to a polymer backbone through a linker group, or part of a cyclic structure and joined by substituted or unsubstituted alkyl or heteroalkyl groups
(iv) R 1h is selected from the group consisting of hydrogen, alkyl, halogen substituted alkyl, alkenyl, alkynyl, aryl, hydroxyalkyl, aminoalkyl, alkyl group carrying a quaternary ammonium cation, a heterocyclic moiety, thiol with a linker group, alkylsulfonate, alkylsulfate, carboxylalkyl, acrylamide or substituted acrylamides with a linker group, vinylsulfone with a linker group, sulfonyl ethyl sulfate with a linker group, halo-s-triazines with a linker group, halopyrimidines with a linker group, haloquinoxalines with a linker group, or attached to a polymer backbone through a linker group.

2. The compound according to claim 1 , wherein R 1a and R 1d both are —CH 2 CH 2 CH 2 NH 2 ; wherein R 1e is propyl; and wherein R 1h is hydrogen.

3. The compound according to claim 2 , wherein the compound is attached to a polyethylene amine backbone through R 1a , R 1d , or R 1g .

4. The compound according to claim 2 , wherein the compound is attached to a polyallylamine backbone through R 1a , R 1d , or R 1g .

5. The compound according to claim 2 , wherein the compound is attached to a peptide or protein backbone through R 1a , R 1d , or R 1g .

6. The compound according to claim 1 , wherein R 1a is —CH 2 CH 2 CH 2 NH 2 ; R 1d is hexyl; R 1e and R 1g are part of a 6-membered ring; and R 1h is hydrogen.

7. The compound according to claim 6 , wherein the compound is attached to a polyethyleneimine backbone through R 1a or R 1d .

8. The compound according to claim 6 , wherein the compound is attached to a polyallylamine backbone through R 1a or R 1d .

9. The compound according to claim 6 , wherein the compound is attached to a peptide or protein backbone through R 1a or R 1d .

10. The compound according to claim 1 wherein R 1a and R 1d both are —CH 2 CH 2 CH 2 NH 2 ; R 1e and R 1g are part of a 6-membered ring; and R 1h is hydrogen.

11. The compound according to claim 10 , wherein the compound is attached to a polyethyleneimine backbone through R 1a or R 1d .

12. The compound according to claim 10 , wherein the compound is attached to a polyallylamine backbone through R 1a or R 1d .

13. The compound according to claim 10 , wherein the compound is attached to a peptide or protein backbone through R 1a or R 1d .

14. The compound according to claim 1 wherein R 1a , R 1d , and R 1g are all —CH 2 CH 2 CH 2 NH 2 , and wherein R 1h is hydrogen.

15. The compound according to claim 14 , wherein the compound is attached to a polyethyleneimine backbone through R 1a , R 1d , or R 1g .

16. The compound according to claim 14 , wherein the compound is attached to a polyallylamine backbone through R 1a , R 1d , or R 1g .

17. The compound according to claim 1 wherein R 1a and R 1d both are —CH 2 CH 2 CH 2 NH 2 and R 1e is hexyl, and R 1h is hydrogen.

18. The compound according to claim 16 , wherein the compound is attached to a polyethylene amine backbone through R 1a or R 1d .

19. The compound according to claim 16 , wherein the compound is attached to a polyallylamine backbone through R 1a or R 1d .

20. The compound according to claim 16 , wherein the compound is attached to a peptide or protein backbone through R 1a or R 1d .

Assignees

• Noxell Coproration
• Noxell Corp

Inventors

• Murphy Bryan Patrick
• Zhang Guiru
• Garrett Garry Steven

Classifications

• C09B44/16 Primary

  1,3-Diazoles or hydrogenated 1,3-diazoles {; (Benz)imidazolium} · CPC title

• C07D403/12

  linked by a chain containing hetero atoms as chain links · CPC title

• C07D487/04

  Ortho-condensed systems · CPC title