Gallium naphthalocyanine salts for use as improved infrared...

C - Chemistry – Metallurgy – 07 – F

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C07F 5/00 (2006.01) C09B 47/04 (2006.01) G06F 17/30 (2006.01)

Patent

CA 2656037

There is provided an IR-absorbing naphthalocyanine dye of formula (I): wherein M is Ga(A1); A1 is an axial ligand selected from -OH, halogen, -OR3, -OC(O)R4 or -O(CH2CH2O)OR6 wherein e is an integer from 2 to 10 and R6 is H, C1-8 aIkyI or C(O)C1-8 alkyl; R1 and R2 may be the some or different and are selected from hydrogen or C1-12 alkoxy; R3 is selected from C1-12 alkyl, C5-12 aryl,C5-12 arylalkyl or Si(Rx)(RY)(RZ); R4 is selected from C1-12 alkyl, C5-12 aryl or C5-12 arylalkyl; RX; Ry and RZ may be the same or different and are selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl, C1-12 alkoxy, C5-I2 aryloxy or C5-12 arylakoxy, and each B is independently selected from a base, wherein BH+has a pKa of between 4 and 9. The dye is particularly suitable for use in IR-absorbing inkjet inks, providing compatibility with known CMYK inks together with an optimally red-shifted .lambda.max.

L'invention concerne un colorant de naphthalocyanine absorbant le rayonnement infrarouge, de formule (I). Dans cette formule: M représente Ga(A1); A1 représente un ligand axial choisi parmi -OH, un halogène, -OR3, -OC(O)R4 ou -O(CH2CH2O)OR6, e prenant la valeur d'un entier compris entre 2 et 10 et R6 représentant H, un aIkyIe en C1-8 ou un alkyle en C(O)C1-8; R1 et R2 peuvent être égaux ou différents et sont choisis parmi de l'hydrogène ou un alcoxy en C1-12; R3 est choisi parmi un alkyle en C1-12, un aryle en C5-12, un arylalkyle en C5-12 ou Si(Rx)(RY)(RZ); R4 est choisi parmi un alkyle en C1-12, un aryle en C5-12 ou un arylalkyle en C5-12; RX; Ry et RZ peuvent être égaux ou différents et sont choisis parmi un alkyle en C1-12, un aryle en C5-12, un arylalkyle en C5-12, un alcoxy en C1-12, un aryloxy en C5-12 ou un arylalcoxy en C5-12; et chaque B est choisi de manière indépendante parmi une base, BH+ possédant un pKa compris entre 4 et 9. Le colorant de l'invention est particulièrement utile en tant qu'encres à jet d'encre absorbant le rayonnement infrarouge, offre une compatibilité avec les encres CMYK connues et un décalage optimal vers le rouge .lambda.max.

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