Ink-ribbons comprising IR-absorbing compounds

Details Ink-ribbons comprising IR-absorbing compounds Ink-ribbons comprising IR-absorbing compounds

1995-09-14

1997-03-04

Krynski, William A.

Stock material or miscellaneous articles

Web or sheet containing structurally defined element or...

Composite having a component wherein a constituent is liquid...

428174, 428195, 4284111, 428914, B41M 5025

Patent

active

056077629

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to novel ink-ribbons comprising one or more compounds of the class of the metal-free phthalocyanines, the phthalocyanines which have two times lithium, magnesium, tin, zinc, copper, manganese, nickel, VO, TiO, AlCl or InCl as central atom, the metal-free naphthalocyanines, the naphthalocyanines which have two times lithium, magnesium, tin, zinc, copper, manganese, nickel, VO, TiO, AlCl or InCl as central atom, the nickel-dithiolene complexes, the methine dyes or the azulenesquaric acid dyes which each have their absorption maximum within the range from 700 to 1200 nm.
Modern communications technology is placing a premium on fast error-free data entry. Of particular importance is the automatic, digital reading in of information which is in printed, digital or analog form. An example are printed bar codes which are scannable and readable using suitable light sources and detectors.
Commercial ink-ribbons, then, are used for printing machine-readable bar codes. By the incorporation of additives, such as carbon black, specific pigments or metal powders, it is additionally possible to read out visible bar codes even with light which has a wavelength above the visible region.
For instance, DE-A-3 826 734 describes colorants for the inkjet process which can be read out not only in the visible but also in the infrared region.
Also, JP-A-251 578/1991 discloses metal complexes with which it is possible to produce oil-based inks which absorb in the near IR region.
However, virtually all prints produced with such colorants exhibit a strong absorption in the visible.
DE-C-4 022 822 discloses the use of silicon naphthalocyanine for producing IR-readable prints.
It is an object of the present invention to provide novel ink-ribbons such that the prints produced with these ink-ribbons should have a sufficiently strong absorption in the near infrared that reading out with the suitable bar code readers is made possible. By contrast, they should have little if any absorption in the visible.
We have found that this object is achieved by the above-defined ink-ribbons.
Suitable phthalocyanines conform for example to the formula Ia ##STR1## where Me is two times hydrogen, two times lithium, magnesium, tin, zinc, copper, manganese, nickel, VO, TiO, AlCl or InCl, radical of the formula W--X.sup.1, where W is a chemical bond, oxygen, sulfur, imino, C.sub.1 -C.sub.4 -alkylimino or phenylimino and X.sup.1 is C.sub.1 -C.sub.20 -alkyl with or without interruption by from 1 to 4 oxygen atoms in ether function and with or without phenyl substitution, C.sub.5 -C.sub.7 -cycloalkyl or substituted or unsubstituted phenyl, and hydroxysulfonyl or C.sub.1 -C.sub.4 -dialkylsulfamoyl.
Suitable phthalocyanines can further conform for example to the formula Ib ##STR2## where R.sup.17 and R.sup.18 or R.sup.18 and R.sup.19 or R.sup.19 and R.sup.20 are together in each case a radical of the formula X.sup.2 --C.sub.2 H.sub.4 --X.sup.3, where one of the two radicals X.sup.2 and X.sup.3 is oxygen and the other is imino or C.sub.1 -C.sub.4 -alkylimino, independently of each other hydrogen or halogen, and
Suitable naphthalocyanines conform for example to the formula II ##STR3## where Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.5, Y.sup.6, Y.sup.7 and Y.sup.8 are independently of each other hydrogen, hydroxyl or a radical of the formula W--X.sup.4, where W is a chemical bond, oxygen, sulfur, imino, C.sub.1 -C.sub.4 -alkylimino or phenylimino and X.sup.4 is C.sub.1 -C.sub.20 -alkyl with or without interruption by from 1 to 4 oxygen atoms in ether function and with or without phenyl substitution, C.sub.5 -C.sub.7 -cycloalkyl or C.sub.3 -C.sub.20 -alkenyl, and hydrogen, C.sub.1 -C.sub.20 -alkyl or C.sub.1 -C.sub.20 -alkoxy, wherein the alkyl groups may in each case be interrupted by from 1 to 4 oxygen atoms in ether function, halogen, hydroxysulfonyl or C.sub.1 -C.sub.4 -dialkylsulfamoyl, and Me is as defined above.
Of particular interest are naphthalocyanines of the formula II where at least one of Y.sup.1 to Y.sup.8 is not hydrogen.

REFERENCES:
patent: 4990649 (1991-02-01), Schrott et al.
The Phthalocyanines; Frank H. Moser, Arthur L. Thomas; CRC Press, Inc. Boca Raton, Florida 33431 J. Am. Chem. Soc.; 106; pp. 7404-7410, 1984.
Druckfarben-Chemie; Coating; pp. 72 to 73 and 213 to 214; Mar. 1972.

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