Heat-sensitive recording sheet

Claim 2

A heat-sensitive recording sheet comprising a base having thereon a heat-sensitive recording layer which contains, as main components, a color former and a developer which causes coloration of said color former by heating, said color former is a mixture selected from the group consisting of: (1) at least one of compounds (i) and (ii) as Component (A), and compound (iii) or (iv) as Component (B); and (2) compound (ii) as Component (A) and compounds (iii) and (iv) as Component (B) said compound (i) being represented by the formula (I) ##STR7## wherein R 1 represents a hydrogen atom, a methyl group, an ethyl group, a halogenated methyl group, a halogenated ethyl group, an alkoxyalkyl group, an acyloxyalkyl group, an allyl group, a propargyl group, a cyclohexyl group, an acetoxy group, a benzyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, or a phenyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, and R 3 represents a hydrogen atom, a lower alkyl group, an alkoxy group, an aryl group, a halogen atom, a halogenated lower alkyl group or an acetoxy group; said compound (ii) being represented by the formula (II) ##STR8## wherein R 3 represents the same meaning as defined above, R 5 represents a pyrrolidino group or a piperidino group, and R 6 represents a hydrogen atom, a lower alkyl group, an alkoxy group or a halogen atom; said compound (iii) being represented by the formula (III) ##STR9## wherein R 3 represents the same meaning as defined above, R 2 represents a hydrogen atom, a lower alkyl group, a haloalkyl group, an alkoxyalkyl group, an acyloxyalkyl group, an alkoxy group, an allyl group, a propargyl group, a cyclohexyl group, a benzyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, or a phenyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, and R 7 represents a lower alkyl group, an alkoxy group or a halogen atom; and said compound (iv) being represented by the formula (IV) ##STR10## wherein R 3 represents the same meaning as defined above, and R 8 represents an alkyl group having three or more carbon atoms or a halogenated alkyl group having three or more carbon atoms.

Claim 3

A heat-sensitive recording sheet according to claim 1, wherein the developer is at least one compound selected from the group consisting of p-hydroxybenzoic acid esters, phenolic compounds and mixtures thereof.

Claim 4

A heat-sensitive recording sheet according to claim 1, wherein the component (A) is contained in an amount of 1 to 50% by weight and the component (B) is contained in an amount of 50 to 99% by weight, based on the total amount of the color former.

Claim 5

A heat-sensitive recording sheet according to claim 1, wherein the heat-sensitive recording layer further contains at least one rosin-modified phenol resin and/or at least one terephthalic acid ester.

Claim 6

A heat-sensitive recording sheet according to claim 1, wherein the compound (i) is selected from the group consisting of 3-dimethylamino-7-anilinofluoran, 3-diethylamino-6-methyl-7-anilinofluoran, 3-dibenzylamino-6-chloro-7-anilinofluoran, 3-dicyclohexylamino-6-ethyl-7-anilinofluoran and 3-diacetoxyamino-6-bromo-7-anilinofluoran.

Claim 7

A heat-sensitive recording sheet according to claim 23, wherein the compound (ii) is selected from the group consisting of 3-pyrrolidino-6-methyl-7-anilinofluoran, 3-piperidino-6-methyl-7-anilinofluoran, 3-pyrrolidino-6-bromo-7-p-methylanilinofluoran and 3-piperidino-6-methoxy-7-p-chloroanilinofluoran.

Claim 8

A heat-sensitive recording sheet according to claim 1, wherein the compound (iii) is selected from the group consisting of 3-dimethylamino-6-chloroethyl-7-m-bromoanilinofluoran, 3-diethylamino-7-o-chloroanilinofluoran, 3-dicyclohexylamino-6-methyl-7-m-methylanilinofluoran and 3-diphenylamino-6-acetoxy-7-m-methoxyanilinofluoran.

Claim 9

A heat-sensitive recording sheet according to claim 1, wherein the compound (iv) is selected from the group consisting of 3-di-n-propylamino-7-anilinofluoran, 3-diisopropylamino-6-methyl-7-anilinofluoran, 3-di-n-butylamino-7-anilinofluoran, 3-diisobutylamino-6-bromo-7-anilinofluoran and 3-di-n-butylamino-6-methyl-7-anilinofluoran.

Claim 10

A heat-sensitive recording sheet according to claim 1, wherein the component (A) is selected from the group consisting of 3-dimethylamino-7-anilinofluoran, 3-diethylamino-6-methyl-7-anilinofluoran, 3-dibenzylamino-6-chloro-7-anilinofluoran, 3-dicyclohexylamino-6-ethyl-7-anilinofluoran, 3-diacetoxyamino-6-bromo-7-anilinofluoran, 3-pyrrolidino-6-methyl-7-anilinofluoran, 3-piperidino-6-methyl-7-anilinofluoran, 3-pyrrolidino-6-bromo-7-p-methylanilinofluoran and 3-piperidino-6-methoxy-7-p-chloroanilinofluoran; and the component (B) is selected from the group consisting of 3-dimethylamino-6-chloroethyl-7-m-bromoanilinofluoran, 3-diethylamino-7-o-chloroanilinofluoran, 3-dicyclohexylamino-6-methyl-7-m-methylanilinofluoran, 3-diphenylamino-6-acetoxy-7-m-methoxyanilinofluoran, 3-di-n-propylamino-7-anilinofluoran, 3-diisopropylamino-6-methyl-7-anilinofluoran, 3-di-n-butylamino-7-anilinofluoran, 3-diisobutylamino-6-bromo-7-anilinofluoran and 3-di-n-butylamino-6-methyl-7-anilinofluoran.

Claim 11

A heat-sensitive recording sheet according to claim 1, wherein component (B) is at least one compound selected from the group consisting of compounds represented by the formula (IV) ##STR11## wherein R 3 represents a hydrogen atom, a lower alkyl group, an alkoxy group, an aryl group, a halogen atom, a halogenated lower alkyl group or an acetoxy group, and R 8 represents an alkyl group having three or more carbon atoms or a halogenated alkyl group having three or more carbon atoms.

Claim 12

A heat-sensitive recording sheet comprising a base having thereon a heat-sensitive recording layer which contains, as main components, a color former and a developer which causes coloration of said color former by heating, said color former is a mixture selected from the group consisting of (1) compound (i) as Component (A), at least one of compounds (iii) and (iv) as Component (B), and compound (V) as Component (C); and (2) compound (ii) as Component (A), compound (iv) as Component (B), and compound (v) as Component (C) said compound (i) being represented by the formula (I) ##STR12## wherein R 1 represents a hydrogen atom, a methyl group, an ethyl group, a halogenated methyl group, a halogenated ethyl group, an alkoxyalkyl group, an acyloxyalkyl group, an allyl group, a propargyl group, a cyclohexyl group, an acetoxy group, a benzyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, or a phenyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, and R 3 represents a hydrogen atom, a lower alkyl group, an alkoxy group, an aryl group, a halogen atom, a halogenated lower alkyl group or an acetoxy group; said compound (ii) being represented by the formula (II) ##STR13## wherein R 3 represents the same meaning as defined above, R 5 represents a pyrrolidino group or a piperidino group, and R 6 represents a hydrogen atom, a lower alkyl group, an alkoxy group or a halogen atom; said compound (iii) being represented by the formula (III) ##STR14## wherein R 3 represents the same meaning as defined above, R 2 represents a hydrogen atom, a lower alkyl group, a haloalkyl group, an alkoxyalkyl group, an acyloxyalkyl group, an alkoxy group, an allyl group, a propargyl group, a cyclohexyl group, a benzyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, or a phenyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, and R 7 represents a lower alkyl group, an alkoxy group or a halogen atom; said compound (iv) being represented by the formula (IV) ##STR15## wherein R 3 represents the same meaning as defined above, and R 8 represents an alkyl group having three or more carbon atoms or a halogenated alkyl group having three or more carbon atoms; and said compounds (v) being represented by the formula (V) ##STR16## wherein R 2 and R 3 represent the same meanings as defined above, R 4 represents a substituent selected from the group as described in R 2 , but is a substituent different than the R 2 substituent.

Claim 13

A heat-sensitive recording sheet comprising a base having thereon a heat-sensitive recording layer which contains, as main components, a color former and a developer which causes coloration of said color former by heating, said color former is a mixture selected from the group consisting of (1) compound (i) as Component (A), at least one of compounds (iii) and (iv) as Component (B), and compound (V) as Component (C); and (2) compound (ii) as Component (A), compound (iv) as Component (B), and compound (v) as Component (C) said compound (i) being represented by the formula (I) ##STR12## wherein R 1 represents a hydrogen atom, a methyl group, an ethyl group, a halogenated methyl group, a halogenated ethyl group, an alkoxyalkyl group, an acyloxyalkyl group, an allyl group, a propargyl group, a cyclohexyl group, an acetoxy group, a benzyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, or a phenyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, and R 3 represents a hydrogen atom, a lower alkyl group, an alkoxy group, an aryl group, a halogen atom, a halogenated lower alkyl group or an acetoxy group; said compound (ii) being represented by the formula (II) ##STR13## wherein R 3 represents the same meaning as defined above, R 5 represents a pyrrolidino group or a piperidino group, and R 6 represents a hydrogen atom, a lower alkyl group, an alkoxy group or a halogen atom; said compound (iii) being represented by the formula (III) ##STR14## wherein R 3 represents the same meaning as defined above, R 2 represents a hydrogen atom, a lower alkyl group, a haloalkyl group, an alkoxyalkyl group, an acyloxyalkyl group, an alkoxy group, an allyl group, a propargyl group, a cyclohexyl group, a benzyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, or a phenyl group which may be substituted by a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group, and R 7 represents a lower alkyl group, an alkoxy group or a halogen atom; said compound (iv) being represented by the formula (IV) ##STR15## wherein R 3 represents the same meaning as defined above, and R 8 represents an alkyl group having three or more carbon atoms or a halogenated alkyl group having three or more carbon atoms; and said compounds (v) being represented by the formula (V) ##STR16## wherein R 2 and R 3 represent the same meanings as defined above, R 4 represents a substituent selected from the group as described in R 2 , but is a substituent different than the R 2 substituent.

Claim 14

A heat-sensitive recording sheet according to claim 11, wherein the developer is at least one compound selected from the group consisting of p-hydroxybenzoic acid esters, phenolic compounds and mixtures thereof.

Claim 15

A heat-sensitive recording sheet according to claim 11, wherein the component (A) is contained in an amount of 30 to 90% by weight, the component (B) is contained in an amount of 2.5 to 30% by weight, and the component (C) is contained in an amount of 2.5 to 40% by weight, based on the total amount of the color former.

Claim 16

A heat-sensitive recording sheet according to claim 11, wherein the heat-sensitive recording layer further contains at least one rosin-modified phenol resin and/or at least one terephthalic acid ester.

Claim 17

A heat-sensitive recording sheet according to claim 11, wherein the compound (i) is selected from the group consisting of 3-dimethylamino-7-anilinofluoran, 3-diethylamino-6-methyl-7-anilinofluoran, 3-dibenzylamino-6-chloro-7-anilinofluoran, 3-dicyclohexylamino-6-ethyl-7-anilinofluoran and 3-diacetoxyamino-6-bromo-7-anilinofluoran.

Claim 18

A heat-sensitive recording sheet according to claim 11, wherein the compound (ii) is selected from the group consisting of 3-pyrrolidino-6-methyl-7-anilinofluoran, 3-piperidino-6-methyl-7-anilinofluoran, 3-pyrrolidino-6-bromo-7-p-methylanilinofluoran and 3-piperidino-6-methoxy-7-p-chloroanilinofluoran.

Claim 19

A heat-sensitive recording sheet according to claim 11, wherein the compound (iii) is selected from the group consisting of 3-dimethylamino-6-chloroethyl-7-m-bromoanilinofluoran, 3-diethylamino-7-o-chloroanilinofluoran, di-dicyclohexylamino-6-methyl-7-m-methylanilinofluoran and 3-diphenylamino-6-acetoxy-7-m-methoxyanilinofluoran.

Claim 20

A heat-sensitive recording sheet according to claim 11, wherein the compound (iv) is selected from the group consisting of 3-di-n-propylamino-7-anilinofluoran, 3-diisopropylamino-6-methyl-7-anilinofluoran, 3-di-n-butylamino-7-anilinofluoran, 3-diisobutylamino-6-bromo-7-anilinofluoran and 3-di-n-butylamino-6-methyl-7-anilinofluoran.

Claim 21

A heat-sensitive recording sheet according to claim 11, wherein the compound (v) is selected from the group consisting of 3-methylethylamino-6-chloro-7-anilinofluoran, 3-methylcyclohexylamino-6-methyl-7-anilinofluoran, 3-ethoxypropylamino-6-methoxy-7-anilinofluoran, 3-m-chlorobenzylmethylamino-6-phenyl-7-anilinofluoran and 3-p-nitrophenylamino-6-chloromethyl-7-anilinofluoran.

Claim 22

A heat-sensitive recording sheet according to claim 11, wherein the component (A) is selected from the group consisting of 3-dimethylamino-7-anilinofluoran, 3-diethylamino-6-methyl-7-anilinofluoran, 3-dibenzylamino-6-chloro-7-anilinofluoran, 3-dicyclohexylamino-6-ethyl-7-anilinofluoran, 3-diacetoxyamino-6-bromo-7-anilinofluoran, 3-pyrrolidino-6-methyl-7-anilinofluoran, 3-piperidino-6-methyl-7-anilinofluoran, 3-pyrrolidino-6-bromo-7-p-methylanilinofluoran and 3-piperidino-6-methoxy-7-p-chloroanilinofluoran; the component (B) is selected from the group consisting of 3-dimethylamino-6-chloroethyl-7-m-bromoanilinofluoran, 3-diethylamino-7-o-chloroanilinofluoran, 3-dicyclohexylamino-6-methyl-7-m-methylanilinofluoran, 3-diphenylamino-6-acetoxy-7-m-methoxyanilinofluoran, 3-di-n-propylamino-7-anilinofluoran, 3-diisopropylamino-6-methyl-7-anilinofluoran, 3-di-n-butylamino-7-anilinofluoran, 3-diisobutylamino-6-bromo-7-anilinofluoran and 3-di-n-butylamino-6-methyl-7-anilinofluoran; and the component (C) is selected from the group consisting of 3-methylethylamino-6-chloro-7-anilinofluoran, 3-methylcyclohexylamino-6-methyl-7-anilinofluoran, 3-ethoxypropylamino-6-methoxy-7-anilinofluoran, 3-m-chlorobenzylmethylamino-6-phenyl-7-anilinofluoran and 3-p-nitrophenylamino-6-chloromethyl-7-anilinofluorane.

Claim 23

A heat-sensitive recording sheet according to claim 11, wherein component (B) is at least one compound selected from the group consisting of compounds represented by the formula (IV) ##STR17## wherein R 3 represents a hydrogen atom, a lower alkyl group, an alkoxy group, an aryl group, a halogen atom, a halogenated lower alkyl group or an acetoxy group, and R 8 represents an alkyl group having three or more carbon atoms or a halogenated alkyl group having three or more carbon atoms.