Naphthalocyanine and phthalocyanine chromophores
AssigneeBASF SE
InventorsHans Reichert, Rene Fischer, Marie-Pascale Perritaz, Helmut Reichelt, Oliver Seeger, Korinna Dormann
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Abstract
The present invention relates to naphthalocyanine and phthalocyanine chromophores of formula (I), their use as almost colourless IR absorbers, for optical filter applications, especially for plasma display panels, or for laser welding of plastics. The compounds may be used in compositions for inks, paints and plastics, especially in a wide variety of printing systems and are particularly well-suited for security applications.
Claims15
A printing ink formulation, comprising a compound of formula
- wherein
- M1 is Al(R15), or Ga(R15),
- R15 is OR16;
- R11 and R14 are independently of each other H, F, OR17″, SR17″, or NR17R17′,
- R12 and R13 are independently of each other H, F, OR17″, SR17″, NHR17, or NR17R17′, or R12 and R13 together with the C atoms to which they are bonded form a 6-membered aromatic ring, which may optionally be substituted,
- R16 is a group of formula
- or
- X1 is O, S or NH,
- X2 is
- w+x+y+z=4 to 20;
- R9 and R10 are the same or different and are each independently hydrogen, or a methyl group;
- R17, R17′ and R17″ are independently of each other a C1-C12alkyl group, (CH2CH2O)nOR18, or phenyl;
- or
- R17 and R17′ together with the C atoms to which they are bonded form together a 5- or 6-membered saturated N-heterocyclic ring, which is optionally substituted by 1 or 2 methyl groups;
- R18 is a C1-C12alkyl group;
- R19 is OH, or NH2;
- R20 is H, or a C1-C4alkyl group;
- R30 and R31 are independently of each other hydrogen, or a C1-C4alkyl group;
- or
- R30 and R31 form a five, or six-membered ring, which may optionally be substituted,
- R32 is a C1-C25alkyl group, or a C2-C25alkenyl group,
- a is 0, or 1;
- b is 0, or 1;
- b′ is 0, or 1;
- c is 1;
- n is 0, 1, 2, 3 or 4;
- and
- n1 is 0, or a value from 1 to 10.
A security document, comprising a substrate and at least one compound of formula
- wherein
- M1is Al(R15), or Ga(R15),
- R15 is OR16;
- R11 and R14 are independently of each other H, F, OR17″, SR17″, or NR17R17′,
- R12 and R13 are independently of each other H, F, OR17″, SR17″, NHR17, or NR17R17′ or R12 and R13 together with the C atoms to which they are bonded form a 6-membered aromatic ring, which may optionally be substituted,
- R16 is a group of formula
- X1 is O, S or NH,
- X2 is
- w+x+y+z=4 to 20;
- R9 and R10 are the same or different and are each independently hydrogen, or a methyl group;
- R17, R17′ and R17′ are independently of each other a C1-C12alkyl group, (CH2CH2O)nOR18, or phenyl;
- or
- R17 and R17′ together with the C atoms to which they are bonded form together a 5- or 6-membered saturated N-heterocyclic ring, which is optionally substituted by 1 or 2 methyl groups;
- R18 is a C1-C12alkyl group;
- R19 is OH, or NH2;
- R20 is H, or a C1-C4alkyl group;
- R30 and R31 are independently of each other hydrogen, or a C1-C4alkyl group;
- or
- R30 and R31 form a five, or six-membered ring, which may optionally be substituted,
- R32 is a C1-C25alkyl group, or a C2-C25alkenyl group,
- a is 0, or 1;
- b is 0, or 1;
- b′ is 0, or 1;
- cis 1;
- n is 0, 1, 2, 3 or 4;
- and
- n1 is 0, or a value from 1 to 10.
Dependencies are inferred from the claim text.