Ciba-geigy Corporation

Peter Burri

Jean C Petitpierre

Werner Mischler

Rene Graf

There is described a pressure-sensitive recording and transfer material containing in a first sheet a coating comprising one of the components (A) and (B) or a solvent for these components and in a second sheet the other or both of the components (A) and (B) and an electron-attracting and colour-developing material as component (C),

Pressure-sensitive recording and transfer material

Carbazolylmethane compounds of the formula ##STR1## wherein one of Y.sub.1, Y.sub.2 and Q represents a 3-carbazolyl radical of the formula ##STR2## and each of the other two independently represents an amino-substituted phenyl radical of the formula ##STR3## a 3-indolyl radical of the formula ##STR4## These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording material.

Carbazolylmethane compounds

The present invention relates to a pressure-sensitive or heat-sensitive recording material which contains as color former in its color-forming system at least one carbazolylmethane compound of the general formula ##STR1## wherein each of R.sub.1 and R.sub.2 independently represents hydrogen, alkyl of not more 12 carbon atoms which is unsubstituted or substituted or alkenyl of not more than 12 carbon atoms, acyl of 1 to 12 carbon atoms, phenyl, benzyl, substituted phenyl or substituted benzyl,

Pressure-sensitive or heat-sensitive recording material

An indolinospiropyrane compound of the formula ##STR1## wherein R.sub.1 represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkyl-carbonyloxy, or cycloalkyl, phenyl or benzyl or phenyl or benzyl which are substituted by halogen, nitro, lower alkyl or lower alkoxy,

Indolinospiropyrane compounds

Substituted 3,6-diaminophthalides of the formula ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3 independently represents alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or represents cycloalkyl, benzyl, or benzyl which is substituted by halogen, lower alkyl or lower alkoxy, and R.sub.1 can also be hydrogen and R.sub.3 can also be phenyl, or R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, represent a 5- or 6-membered heterocyclic radical and the ring A is unsubstituted or substituted or contains a fused, unsubstituted or substituted benzene or heterocyclic ring. These compounds are suitable in particular for use as color formers in pressure-sensitive or heat-sensitive recording materials.

Recording material employing substituted 3,6-diaminophthalides as color

Carbazolylmethane compounds of the formula ##STR1## wherein one of Y.sub.1, Y.sub.2 and Q represents a 3-carbazolyl radical of the formula ##STR2## and each of the other two independently represents an amino-substituted phenyl radical of the formula ##STR3## a 3-indolyl radical of the formula ##STR4## a 3-carbazolyl radical of the formula ##STR5## or a 3-carbazolyl radical of the formula (1a), and Q also represents hydrogen, alkyl of 1 to 12 carbon atoms, alkenyl containing not more than 12 carbon atoms, aryl, aralkyl or a further heterocyclic radical, while each of X.sub.1 and X.sub.2 independently represents hydrogen, alkyl containing not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or represents cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, lower alkyl or lower alkoxy, or X.sub.1 and X.sub.2 together with the nitrogen atom to which they are attached represent a 5- or 6-membered heterocyclic radical, X.sub.3 represents hydrogen, halogen, nitro, lower alkyl, or lower alkoxy, each of R.sub.1, R.sub.2 and Z.sub.1 independently represents hydrogen, alkyl containing not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or represents alkenyl containing not more than 12 carbon atoms, acyl of 1 to 12 carbon atoms, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, lower alkyl, lower alkoxy or nitro, and Z.sub.2 represents hydrogen, lower alkyl or phenyl, the ring A is substituted by phenyl or at least one fused benzene nucleus, and the phenyl radical, the fused benzene nucleus and the rings B, D, E and G, each independently of the other, are unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, lower alkoxy or lower alkoxycarbonyl; these compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording material.

A pressure-sensitive or heat-sensitive recording material which contains as color former in its color-forming system at least one substituted tris-aminophenylmethane compound of the general formula ##STR1## wherein R.sub.1 and R.sub.2, each independently of the other, represent hydrogen, lower alkyl, benzyl or phenyl, and the rings

The present invention provides a pressure- or heat-sensitive recording material which contains in its color forming system at least one carbazolylmethane compound of the formula ##STR1## wherein Y is an amino-substituted phenyl radical of the formula ##STR2## or an indolyl radical of the formula ##STR3## in which formulae each of X.sub.1 and X.sub.2 is hydrogen, alkyl of at most 12 carbon atoms which is unsubstituted or substituted, cycloalkyl, phenyl, benzyl, substituted phenyl or substituted benzyl, or X.sub.1 and X.sub.2 together with the nitrogen atom to which they are attached represent a 5- or 6-membered, heterocyclic radical, X.sub.3 is hydrogen, halogen, nitro, lower alkyl or lower alkoxy, each of R.sub.1 and Z.sub.1 is hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted; acyl of 1 to 12 carbon atoms, phenyl, benzyl, substituted phenyl or substituted benzyl, and Z.sub.2 is hydrogen, lower alkyl or phenyl, and the rings A, B and D independently can be further substituted. This material yields copies of improved color intensity and lightfastness.

Pressure-sensitive or heat-sensitive recording material containing a

Substituted 3,6-diaminophthalides

The present invention provides a pressure- or heat-sensitive recording material which contains in its color forming system at least one carbazolylmethane compound of the formula ##STR1## wherein Y is an amino-substituted phenyl radical of the formula ##STR2## OR AN INDOLYL RADICAL OF THE FORMULA ##STR3## IN WHICH FORMULAE EACH OF X.sub.1 and X.sub.2 is hydrogen, alkyl of at most 12 carbon atoms which is unsubstituted or substituted, cycloalkyl, phenyl, benzyl, substituted phenyl or substituted benzyl, or X.sub.1 and X.sub.2 together with the nitrogen atom to which they are attached represent a 5- or 6-membered, heterocyclic radical, X.sub.3 is hydrogen, halogen, nitro, lower alkyl or lower alkoxy, each of R.sub.1 and Z.sub.1 is hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted; acyl of 1 to 12 carbon atoms, phenyl, benzyl, substituted phenyl or substituted benzyl, and Z.sub.2 is hydrogen, lower alkyl or phenyl, and the rings A, B and D independently can be further substituted. This material yields copies of improved color intensity and lightfastness.

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Reinach, Switzerland

Peter Burri