Substrate having gallium naphthalocyanine salt disposed thereon
A substrate having an IR-absorbing dye disposed thereon. The dye is a naphthalocyanine dye of formula (I): wherein M is Ga(A 1 ); A 1 is an axial ligand selected from the group consisting of: OH, halogen, OR 3 , —OC(O)R 4 and O(CH 2 CH 2 O) e R e wherein e is an integer from 2 to 10 and R e is H, C 1-8 alkyl or C(O)C 1-8 alkyl; R 1 and R 2 may be the same or different and are selected from the group consisting of: hydrogen and C 1-12 alkoxy; R 3 is selected from the group consisting of: C 1-12 alkyl, C 5-12 aryl, C 5-12 arylalkyl and Si(R x )(R y )(R z ); R 4 is selected from the group consisting of: C 1-12 alkyl, C 5-12 aryl and C 5-12 arylalkyl; R x , R y and R z may be the same or different and are selected from the group consisting of: C 1-12 alkyl, C 5-12 aryl, C 5-12 arylalkyl, C 1-12 alkoxy, C 5-12 aryloxy and C 5-12 arylalkoxy; and each B is independently a base, wherein BH + has a pK a of between 4 and 9.
1. A substrate having an IR-absorbing dye disposed thereon, said dye being a naphthalocyanine dye of formula (I):
wherein
M is Ga(A 1 );
A 1 is an axial ligand selected from the group consisting of: OH, halogen, OR 3 , —OC(O)R 4 and —O(CH 2 CH 2 O) e R e wherein e is an integer from 2 to 10 and R e is H, C 1-8 alkyl or C(O)C 1-8 alkyl;
R 1 and R 2 may be the same or different and are selected from the group consisting of:
hydrogen and C 1-12 alkoxy;
R 3 is selected from the group consisting of: C 1-12 alkyl, C 5-12 aryl, C 5-12 arylalkyl and Si(R x )(R y )(R z );
R 4 is selected from the group consisting of: C 1-12 alkyl, C 5-12 aryl and C 5-12 arylalkyl;
R x , R y and R z may be the same or different and are selected from the group consisting of:
C 1-12 alkyl, C 5-12 aryl, C 5-12 arylalkyl, C 1-12 alkoxy, C 5-12 aryloxy and C 5-12 arylalkoxy; and
each B is independently a base, wherein BH + has a pK a of between 4 and 9.
2. The substrate of claim 1 , wherein BH + has a pK a of between 4.5 and 8.
3. The substrate of claim 1 , wherein each B is independently selected from the group consisting of a nitrogen base and an oxyanion base.
4. The substrate of claim 3 , wherein said nitrogen base is a nitrogen-containing C 5-12 heteroaryl base.
5. The substrate of claim 4 , wherein said nitrogen base is selected from the group consisting of: imidazole and pyridine.
6. The substrate of claim 3 , wherein said oxyanion base is a carboxylate base.
7. The substrate of claim 6 , wherein said carboxylate base is of formula R 5 C(O)O − , wherein R 5 is selected from the group consisting of: C 1-12 alkyl, C 5-12 aryl and C 5-12 arylalkyl.
8. The substrate of claim 1 , wherein each B is the same.
9. The substrate of claim 1 , wherein each B is imidazole.
10. The substrate of claim 1 , wherein R 1 and R 2 are both H.
11. The substrate of claim 1 , wherein M is Ga(OH).
12. The substrate of claim 1 , wherein said dye is printed on a surface of the substrate.
13. The substrate of claim 1 , wherein said dye is disposed as a coded data pattern.
14. The substrate of claim 13 , wherein said coded data pattern is readable by an optical sensing device.