Tetrabenzodiazadiketoperylene pigments for laser marking
AssigneeCiba Specialty Chemicals Corporation
InventorsDamien Cole, Joseph Sarver, Colin Campbell
Life of this patent
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Abstract
A method for laser marking a substrate which method comprises exposing a composition comprising a tetrabenzodiazadiketoperylene pigment to laser radiation to produce a fluorescent marking readily apparent under UV light is disclosed. Many of the tetrabenzodiazadiketoperylenes herein are novel. This method can yield fluorescent markings which are not readily apparent under ambient light. A method for producing non-fluorescent laser marked substrates containing tetrabenzodiazadiketoperylene dyes is also disclosed.
Claims21
A composition comprising a colorant, which colorant is present in a non-fluorescent form and a fluorescent form, wherein the non-fluorescent form of the colorant is a tetrabenzodiazadiketoperylene pigment of formula I
- wherein
- X, Y, Z and G independently of each other are
- C1-12 alkyl or branched alkyl, C3-6 cycloalkyl, C7-12 aralkyl, C6-10 aryl, C3-9 saturated or unsaturated heterocycle, halogen, —OR, CF3, —COOR,—CONR′R, NO2, NR′R, SO3H or SO2NR′R;
- R and R′, independently of each other are hydrogen, C1-8 alkyl or branched alkyl, C3-6 cycloalkyl, C6-10 aromatic or C7-12 aralkyl;
- and m, n, o and p are independently 0, 1, 2, 3 or 4, when m, n, o or p is 2, 3 or 4, each X, Y, Z or G substituent may each be a different group as defined above;
- the fluorescent form of the colorant is also of formula I and is obtained from the non-fluorescent pigment form by exposure to heat and wherein the flourescent form of the pigment is present at a higher concentration in defined domains relative to the remainder of the composition to display an identifiable flourescent marking when exposed to ultraviolet light.
A Composition comprising a natural or synthetic polymer and an effective amount of a fluorescent dye of formula I which composition produces a non-fluorescent marking upon exposure to heat
- wherein
- X, Y, Z and G independently of each other are
- C1-12 alkyl or branched alkyl, C3-6 cycloalkyl, C7-12 aralkyl, C6-10 aryl, C3-9 saturated or unsaturated heterocycle, halogen, —OR, CF3, —COOR,—CONR′R, NO2, NR′R, SO3H or SO2NR′R;
- R and R′, independently of each other are hydrogen, C1-8 alkyl or branched alkyl, C3-6 cycloalkyl, C6-10 aromatic or C7-12 aralkyl;
- and m, n, o and p are independently 0, 1, 2, 3 or 4, when m, n, o or p is 2, 3 or 4, each X, Y, Z or G substituent may each be a different group as defined above.
A tetrabenzodiazadiketoperylene compound of formula I
- wherein
- X, Y, Z and G independently of each other are C1-12 alkyl or branched alkyl, C3-6 cycloalkyl, C7-12 aralkyl, C6-10 aryl, C3-9 saturated or unsaturated heterocycle, halogen, —OR, CF3, —COOR,—CONR′R, NO2, NR′R, SO3H or SO2NR′R;
- R and R′, independently of each other are hydrogen, C1-8 alkyl or branched alkyl, C3-6 cycloalkyl, C6-10 aromatic or C7-12 aralkyl;
- m is 1, 2, 3 or 4;
- n, o and p are independently 0, 1, 2, 3 or 4,
- and when m, n, o or p is 2, 3 or 4, each X, Y, Z or G substituent may each be a different group as defined above.
Dependencies are inferred from the claim text.