Method of modulating stability of sulfonated dye

• US 8,038,737 B2
• Filed: 02/10/2009
• Issued: 10/18/2011
• Est. Priority Date: 02/11/2008
• Status: Expired due to Fees

• Current Assignee: BASF SE
• Original Assignee: Silverbrook Research Pty Limited
• Inventors: Hall, Lachlan Everett, Silverbrook, Kia, Indusegaram, Sutharsiny, Vonwiller, Simone Charlotte, Starling, Scott Matthew, Ridley, Damon Donald, Gonzaga, Graciel
• Primary Examiner(s): KHAN, AMINA S
• Application Number:
  US12/368,306
• Publication Number:
  US 20090199352A1
• Time in Patent Office: 980 Days
• Field of Search: 866/1, 868/0, 891/9
• US Class Current: 8/661
• CPC Class Codes: C09B 47/24 Obtaining compounds having —COOH or —SO3H radicals, or derivatives thereof, directly bound to the phthalocyanine radical
• CPC Class Codes: C09B 69/04 of anionic dyes with nitrogen containing compounds
• CPC Class Codes: C09D 11/328 characterised by dyes
• CPC Class Codes: Y10S 8/919 Paper
• CPC Class Codes: Y10T 428/24934 including paper layer

Abstract

A method of modulating a stability of a sulfonated dye, particularly its ozonefastness is provided. The method comprises providing a salt of the dye, wherein the salt comprises at least one organic cation selected from the group consisting of:

• • a first organic cation having a positive charge delocalized between a nitrogen atom and at least one other heteroatom;
  • a second organic cation having a positive charge delocalized between a nitrogen atom and at least two other atoms; and
  • a third organic cation of formula (A):

wherein:

• • R^p, R^q and R^r are each independently selected from a C_1-6 alkyl group;
  • s is 0, 1, 2 or 3; and
  • Ar is a C_6-12 aryl group or C_3-12 heteroaryl group.

Claims

1. A method of modulating a stability of a sulfonated phthalocyanine dye, said method comprising providing a salt of said phthalocyanine dye, wherein said salt comprises at least one phosphazene cation, and wherein said phosphazene cation is of formula (C):

2. The method of claim 1, wherein said salt modulates an ozonefastness of said dye.

3. The method of claim 1, wherein said dye is an IR-absorbing dye.

4. The method of claim 1, wherein said salt is of formula (I):

5. The method of claim 1, wherein said salt is of formula (II):

6. The method of claim 5, wherein M is Ga(OH).

7. The method of claim 1, wherein said dye is disposed on or in a substrate.

8. The method of claim 1, wherein said dye is printed onto a print medium.

9. The method of claim 1, wherein said print medium is paper.