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公开(公告)号：US5162544A
公开(公告)日：1992-11-10
申请号：US638875
申请日：1991-01-08
Applicant: Rox Phaff
Inventor： Rox Phaff
IPC: B41M5/145 , B41M5/327 , C07D405/06 , C09B57/00
CPC classification number: C07D405/06 , B41M5/145 , B41M5/327
Abstract: Pyrroline- or indoline-containing phthalides of formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other lower alkyl, C.sub.5 -C.sub.7 cycloalkyl or benzyl or, when taken together, are C.sub.4 -C.sub.6 alkylene,Y is alkyl or not more than 12 carbon atoms, unsubstituted or substituted by halogen, cyano, hydroxy or lower alkoxy, or is benzyl,X is hydrogen, alkyl of 1 to 12 carbon atoms or an aryl radical, and the ring A is a benzene or naphthalene ring which is unsubstituted or substituted by one or more members selected from the group consisting of halogen, cyano, lower alkyl, lower alkoxy or lower alkoxycarbonyl, and the ring B is an aromatic or heteroaromatic radical which contains 6 ring atoms and which may contain an aromatic fused ring, which ring B as well as the fused ring may be substituted.These phthalides are particularly suitable for use as color formers in pressure- or heat-sensitive recording materials and give lightfast yellow, orange or red images.
Abstract translation: 式（1）的吡咯啉或二氢吲哚的邻苯二甲酰苯酯其中R 1和R 2各自独立地为低级烷基，C 5 -C 7环烷基或苄基，或者一起为C 4 -C 6亚烷基时，Y为烷基或不多 未被取代或被卤素，氰基，羟基或低级烷氧基取代的碳原子数12个以下，或者是苄基，X是氢，1〜12个碳原子的烷基或芳基，环A是苯或萘环， 未取代或被一个或多个选自卤素，氰基，低级烷基，低级烷氧基或低级烷氧基羰基的成员取代，环B为含有6个环原子并且可含有芳香稠环的芳族或杂芳族基团 该环B以及稠环可以被取代。 这些苯酞特别适用于压敏或热敏记录材料中的成色剂，并提供耐光黄，橙或红色图像。
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公开(公告)号：US5071986A
公开(公告)日：1991-12-10
申请号：US621153
申请日：1990-11-30
Applicant: Rox Phaff , Davor Bedekovic
Inventor： Rox Phaff , Davor Bedekovic
IPC: C09B57/00 , B41M5/145 , B41M5/327 , C07D307/88 , C07D307/92 , C07D405/04 , C07D405/14 , C07D409/04 , C07D409/14 , C07D491/04 , C07D491/048 , C09B11/26
CPC classification number: C09B11/26 , B41M5/145 , B41M5/327 , C07D307/88 , C07D307/92 , C07D405/04 , C07D405/14 , C07D409/04 , C07D409/14 , C07D491/04
Abstract: Chromogenic phthalides and azaphthalides of the formula ##STR1## in which V.sub.1 and V.sub.2 are each, independently of the other, hydrogen, halogen, lower alkyl, lower alkoxy, (lower)alkoxycarbonyl or --NR.sub.1 R.sub.2, at least one of the radicals V.sub.1 and V.sub.2 being lower alkoxy or --NR.sub.1 R.sub.2, A is an unsubstituted or halogen-, cyano-, nitro-, (lower alkyl)-, (lower alkoxy)-, (lower alkyl)thio-, (lower alkyl)amino- or di(lower) alkyl)amino-substituted benzene, naphthalene, pyridine, quinoline, pyrazine or quinozaline ring, B is a substituted phenyl radical of the formula ##STR2## or a 3-indolyl of the formula ##STR3## Q is ##STR4## --S-- or --O--, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each, independently of the others, hydrogen, unsubstituted or halogen-, hydroxy-, cyano- or (lower alkoxy)-substituted alkyl, cycloalkyl or unsubstituted or ringsubstituted phenalkyl or phenyl, or the substituent pairs (R.sub.1 and R.sub.2) and (R.sub.3 and R.sub.4) are each, independently of each other, together with the nitrogen atom joining them, a five- or six-membered, heterocyclic radical,Y.sub.1 is hydrogen, lower alkyl, cycloalkyl, phenalkyl or phenyl,Y.sub.2 is hydrogen, lower alkyl or phenyl,Z.sub.1 and Z.sub.2 are each, hydrogen, unsubstituted or halogen-, hydroxyl-, cyano- or (lower alkoxy)-substituted alkyl acyl or unsubstituted or substituted benzyl,X is hydrogen halogen, lower alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.12 -acyloxy, benzyl, phenyl, benzyloxy, phenyloxy, halogen-, cyano-, (lower alkyl)- or (lower alkoxy)-substituted benzyl or benzyloxy, or the group --NT.sub.1 T.sub.2, T.sub.1 and T.sub.2 are each, independently of the other, hydrogen, lower alkyl, cycloalkyl, unsubstituted or substituted benzyl or acyl and T.sub.1 is also unsubstituted or substituted phenyl, and the benzene nucleus D is unsubstituted or substituted. These phthalides and azaphthalides are suitable in particular for use as color formers in pressure- or heat-sensitive recording materials and produce green, greenish blue, greyish blue, blue or violet-blue colors.
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公开(公告)号：US5362872A
公开(公告)日：1994-11-08
申请号：US28899
申请日：1993-03-10
Applicant: Hans Baumann , Rox Phaff
Inventor： Hans Baumann , Rox Phaff
IPC: B01J13/02 , B41M5/136 , B41M5/145 , B41M5/20 , B41M5/327 , C07D471/14 , C07D487/04 , C07D487/14 , C07D498/04 , C07D498/14 , C09B57/00 , C07D265/12
CPC classification number: C07D498/04 , B41M5/145 , B41M5/327
Abstract: The invention relates to chromogenic lactams, to their preparation and to the use thereof in pressure-sensitive or heat-sensitive recording materials.The novel lactams have the general formula I ##STR1## wherein the ring A is an aromatic or heteroaromatic radical containing 6 ring atoms;the ring B is an unsubstituted or substituted benzene nucleus; andZ is ##STR2## R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, X.sub.1 and X.sub.2 are as defined in the description.
Abstract translation: 本发明涉及发色内酰胺，其制备方法及其在压敏或热敏记录材料中的应用。 该新型内酰胺具有通式I（I）其中环A是含有6个环原子的芳族或杂芳族基团; 环B是未取代或取代的苯核; 并且Z是R，R1，R2，R3，R4，R5，R6，X1和X2如说明书中所定义。
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公开(公告)号：US5013707A
公开(公告)日：1991-05-07
申请号：US450650
申请日：1989-12-14
Applicant: Rox Phaff , Rudolf Zink
Inventor： Rox Phaff , Rudolf Zink
Abstract: Pressure-sensitive or heat-sensitive recording material in which the color reactant system contains, as essential components,(A) an electron-donating compound of the formula ##STR1## in which Y.sub.1 and Y.sub.2 are substituents which are detachable as anions and can be identical, different or bound to one another and Q.sub.1 is --O--, --S--, >N--R or >N--NH--R,Q.sub.2 is --CH.sub.2 --, --CO--, --CS-- or SO.sub.2 --,R is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.10 cycloalkyl, aryl or aralkyl and ring A is an aromatic radical which has 6 ring atoms and can contain an aromatic fused ring, it being possible not only for ring A but also for the fused ring to be substituted,(B) two organic condensation components which are identical to or different from one another and together are capable of forming a chromogenic compound with component (A) and(C) an electron-withdrawing and color-developing component.
Abstract translation: 作为必要成分，着色反应体系含有（A）下式的供电子化合物（1）的压敏或热敏记录材料，其中Y 1和Y 2是作为阴离子可分离的取代基 并且可以彼此相同，不同或相互结合，并且Q 1是-O - ， - S - ，> NR或> N-NH-R，Q 2是-CH 2 - ， - CO - ， - SO-或SO 2 - 是氢，C 1 -C 12烷基，C 5 -C 10环烷基，芳基或芳烷基，环A是具有6个环原子并且可以含有芳香稠环的芳族基团，不仅可以是环A而且也可以是稠环 （B）两个彼此相同或不同的有机缩合组分，并且一起能够与组分（A）和（C）形成吸电子和显色组分的显色化合物。
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公开(公告)号：US5004813A
公开(公告)日：1991-04-02
申请号：US398203
申请日：1989-08-24
Applicant: Rox Phaff , Davor Bedekovic
Inventor： Rox Phaff , Davor Bedekovic
IPC: C09B57/00 , B41M5/145 , B41M5/327 , C07D307/88 , C07D307/92 , C07D405/04 , C07D405/14 , C07D409/04 , C07D409/14 , C07D491/04 , C07D491/048 , C09B11/26
CPC classification number: C09B11/26 , B41M5/145 , B41M5/327 , C07D307/88 , C07D307/92 , C07D405/04 , C07D405/14 , C07D409/04 , C07D409/14 , C07D491/04
Abstract: Chromogenic phthalides and azaphthalides of the formula ##STR1## in which V.sub.1 and V.sub.2 are each, independently of the other, hydrogen, halogen, lower alkyl, lower alkoxy, (lower alkoxy)carbonyl or --NR.sub.1 R.sub.2, at least one of the radicals V.sub.1 and V.sub.2 being lower alkoxy or --NR.sub.1 R.sub.2, A is an unsubstituted or halogen-, cyano-, nitro-, (lower alkyl)-, (lower alkoxy)-, (lower alkyl)thio-, (lower alkyl)amino- or di(lower alkyl)amino-substituted benzene, naphthalene, pyridine, quinoline, pyrazine or quinoxaline ring, B is a substituted phenyl radical of the formula ##STR2## or a 3-indolyl of the formula ##STR3## Q is ##STR4## --S-- or --O--, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each, independently of the others, hydrogen, unsubstituted or halogen-, hydroxy-, cyano- or (lower alkoxy)-substituted alkyl, cycloalkyl or unsubstituted or ringsubstituted phenalkyl or phenyl, or the substituent pairs (R.sub.1 and R.sub.2) and (R.sub.3 and R.sub.4) are each, independently of each other, together with the nitrogen atom joining them, a five- or six-membered, heterocyclic radical,Y.sub.1 is hydrogen, lower alkyl, cycloalkyl, phenalkyl or phenyl,Y.sub.2 is hydrogen, lower alkyl or phenyl,Z.sub.1 and Z.sub.2 are each, hydrogen, unsubstituted or halogen-, hydroxyl-, cyano- or (lower alkoxy)-substituted alkyl acyl or unsubstituted or substituted benzyl,X is hydrogen halogen, lower alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.12 -acyloxy, benzyl, phenyl, benzyloxy, phenyloxy, halogen-, cyano-, (lower alkyl)- or (lower alkoxy)-substituted benzyl or benzyloxy, or the group --NT.sub.1 T.sub.2, T.sub.1 and T.sub.2 are each, independently of the other, hydrogen, lower alkyl, cycloalkyl, unsubstituted or substituted benzyl or acyl and T.sub.1 is also unsubstituted or substituted phenyl, and the benzene nucleus D is unsubstituted or substituted. These phthalides and azaphthalides are suitable in particular for use as color formers in pressure- or heat-sensitive recording materials and produce green, greenish blue, greyish blue, blue or violet-blue colors.
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Patent Agency Ranking
公开(公告)号：US5210232A
公开(公告)日：1993-05-11
申请号：US816692
申请日：1992-01-02
Applicant: Rox Phaff
Inventor： Rox Phaff
IPC: B41M5/145 , B41M5/327 , C07D405/14 , C07D407/06
CPC classification number: C07D407/06 , B41M5/145 , B41M5/327 , C07D405/14
Abstract: Pyran-containing phthalides of the formula ##STR1## in which R is hydrogen, alkyl which has not more than 12 carbon atoms and is unsubstituted or substituted by halogen, cyano, hydroxyl or lower alkoxy, or is cycloalkyl, phenalkyl or phenyl each of which is unsubstituted or substituted, or an unsubstituted or substituted heterocyclic radical, R' is hydrogen, or R together with R' is C.sub.2 -C.sub.3 alkylene which is unsubstituted or substituted by methyl,X is hydrogen, alkyl having 1 to 12 carbon atoms or a monocyclic or polycyclic aromatic or heteroaromatic radical and the ring A is a benzene or naphthalene ring which is unsubstituted or monosubstituted or polysubstituted by halogen, lower alkyl, lower alkoxy or lower alkoxycarbonyl, and the ring B is an aromatic or heteroaromatic radical which has 6 ring atoms and which can contain an aromatic fused ring, it being possible for both the ring B and the fused ring to be substituted.These phthalides are particularly suitable for use as color-formers in pressure-sensitive or heat-sensitive recording materials and produce light-fast, orange, red, violet, green-blue, blue or violet-blue color shades.
Abstract translation: 具有式（1）的含吡喃的苯并二氮化物，其中R是氢，具有不超过12个碳原子的未被取代或被卤素，氰基，羟基或低级烷氧基取代的烷基，或是环烷基，苯烷基或苯基 或者未取代或取代的杂环基，R'是氢，或R与R'一起是未被取代或被甲基取代的C 2 -C 3亚烷基，X是氢，具有1至12个碳原子的烷基 或单环或多环芳族或杂芳族基团，并且环A是未被卤素，低级烷基，低级烷氧基或低级烷氧基羰基取代或单取代或多取代的苯或萘环，并且环B是芳族或杂芳基，其具有 6个环原子，并且其可以含有芳族稠合环，所以环B和稠环都可以被取代。 这些苯酞特别适用于压敏或热敏记录材料中的成色剂，并产生耐光，橙，红，紫，绿，蓝，兰或紫蓝色色调。
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公开(公告)号：US5097044A
公开(公告)日：1992-03-17
申请号：US585745
申请日：1990-09-20
Applicant: Rox Phaff
Inventor： Rox Phaff
IPC: B41M5/145 , B41M5/327 , C07D405/14 , C07D407/06 , C07D407/14 , C07D409/14 , C07D491/048
CPC classification number: B41M5/145 , B41M5/327 , C07D405/14 , C07D407/06
Abstract: Pyran-containing phthalides of the formula ##STR1## in which R is hydrogen, alkyl which has not more than 12 carbon atoms and is unsubstituted or substituted by halogen, cyano, hydroxyl or lower alkoxy, or is cycloalkyl, phenalkyl or phenyl each of which is unsubstituted or substituted, or an unsubstituted or substituted heterocyclic radical, R' is hydrogen, or R together with R' is C.sub.2 -C.sub.3 alkylene which is unsubstituted or substituted by methyl,X is hydrogen, alkyl having 1 to 12 carbon atoms or a monocyclic or polycyclic aromatic or heteroaromatic radical and the ring A is a benzene or naphthalene ring which is unsubstituted or monosubstituted or polysubstituted by halogen, lower alkyl, lower alkoxy or lower alkoxycarbonyl, and the ring B is an aromatic or heteroaromatic radical which has 6 ring atoms and which can contain an aromatic fused ring, it being possible for both the ring B and the fused ring to be substituted.These phthalides are particularly suitable for use as color-formers in pressure-sensitive or heat-sensitive recording materials and produce light-fast, orange, red, violet, green-blue, blue or violet-blue color shades.
Abstract translation: 具有式（1）的含吡喃的苯并二氮化物，其中R是氢，具有不超过12个碳原子的未被取代或被卤素，氰基，羟基或低级烷氧基取代的烷基，或是环烷基，苯烷基或苯基 或者未取代或取代的杂环基，R'是氢，或R与R'一起是未被取代或被甲基取代的C 2 -C 3亚烷基，X是氢，具有1至12个碳原子的烷基 或单环或多环芳族或杂芳族基团，并且环A是未被卤素，低级烷基，低级烷氧基或低级烷氧基羰基取代或单取代或多取代的苯或萘环，并且环B是芳族或杂芳族基团，其具有 6个环原子，并且其可以含有芳族稠合环，所以环B和稠环都可以被取代。 这些苯酞特别适用于压敏或热敏记录材料中的成色剂，并产生耐光，橙，红，紫，绿，蓝，兰或紫蓝色色调。
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公开(公告)号：US5024988A
公开(公告)日：1991-06-18
申请号：US442087
申请日：1989-11-28
Applicant: Rudolf Zink , Rox Phaff
Inventor： Rudolf Zink , Rox Phaff
Abstract: A pressure-sensitive or heat-sensitive recording material in which the color reactant system contains, as main components(A) a polycyclic compound of the formula ##STR1## in which X is a monocyclic or polycyclic aromatic or heteroaromatic radical,Y is a substituent detachable as an anion,Q.sub.1 is --O--, --S--, >N--R or >N--NH--R,Q.sub.2 is --CH.sub.2 --, --CO--, --CS-- or --SO.sub.2 -- andR is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.10 cycloalkyl, aryl such as phenyl or aralkyl such as benzyl, and ring A is an aromatic or heterocyclic radical having 6 ring atoms, which can have an aromatic fused ring, it being possible for both ring A and the fused ring to be substituted,(B) an organic condensation component capable of forming a chromogenic compound with component (A) and(C) an electron-withdrawing and a color-developing component.
Abstract translation: 作为主要组分（A）的式（1）的多环化合物，其中X是单环或多环芳族或杂芳族基团的，其中着色反应体系含有的压敏或热敏记录材料Y 是可取代为阴离子的取代基，Q 1是-O - ， - S-，> NR或> N-NH-R，Q 2是-CH 2 - ， - CO - ， - CS-或-SO 2 - C 1 -C 12烷基，C 5 -C 10环烷基，芳基如苯基或芳烷基如苄基，环A是具有6个环原子的芳族或杂环基团，其可具有芳香稠环，环A和稠合 （B）能够与成分（A）和（C）形成发色化合物的吸电子和显色成分的有机缩合成分。
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公开(公告)号：US4920220A
公开(公告)日：1990-04-24
申请号：US265645
申请日：1988-11-01
Applicant: Rox Phaff
Inventor： Rox Phaff
IPC: B41M5/136 , B41M5/323 , C07D209/14 , C07D413/04 , C07D413/14 , C09B11/26 , C09B67/04
CPC classification number: C09B67/0002 , B41M5/136 , B41M5/323 , C07D209/14 , C07D413/04
Abstract: Chromogenic 1-heterocyclic substituted 2,4-benzoxazines of formula ##STR1## wherein X.sub.1 and X.sub.2 are identical or different monocyclic or polycyclic heteroaromatic radicals and X.sub.2 is also an aryl radical, Y is hydrogen, alkyl, cycloalkyl, aryl, aralkyl or a heterocyclic radical, and the benzene ring A is substituted by halogen, cyano, nitro, lower alkyl, lower alkoxy, lower alkylthio, lower alkylcarbonyl, lower alkoxycarbonyl or --NR.sub.1 R.sub.2, in which R.sub.1 and R.sub.2 are each independently of the other hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxy, cyano or lower alkoxy, or are cycloalkyl of 5 to 10 carbon atoms, or phenalkyl or phenyl, each unsubstituted or ring-substituted by halogen, cyano, lower alkyl or lower alkoxy, or --NR.sub.1 R.sub.2 is a 5- or 6-membered, preferably saturated, heterocyclic radical.These benzoxazines are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and give strong and lightfast orange, pink, red, violet, green, greenish-blue, violet blue, grey or black colorations.
Abstract translation: 式（1）的显色1-杂环取代的2,4-苯并恶嗪其中X 1和X 2是相同或不同的单环或多环杂芳基，X 2也是芳基，Y是氢，烷基，环烷基，芳基，芳烷基 或杂环基，苯环A被卤素，氰基，硝基，低级烷基，低级烷氧基，低级烷硫基，低级烷基羰基，低级烷氧基羰基或-NR1R2取代，其中R1和R2各自独立地为氢， 不大于12个碳原子的未被卤素，羟基，氰基或低级烷氧基取代或被5至10个碳原子的环烷基取代的烷基，或苯烷基或苯基，各自未被取代或被卤素，氰基，低级 烷基或低级烷氧基，或-NR 1 R 2是5或6元，优选饱和的杂环基。 这些苯并恶嗪特别适合用作压敏或热敏记录材料中的成色剂，并提供强烈和耐光的橙色，粉红色，红色，紫色，绿色，绿蓝色，紫色蓝色，灰色或黑色。
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公开(公告)号：US4876357A
公开(公告)日：1989-10-24
申请号：US113840
申请日：1987-10-26
Applicant: Rox Phaff , Davor Bedekovic
Inventor： Rox Phaff , Davor Bedekovic
IPC: C09B57/00 , B41M5/145 , B41M5/327 , C07D307/88 , C07D307/92 , C07D405/04 , C07D405/14 , C07D409/04 , C07D409/14 , C07D491/04 , C07D491/048 , C09B11/26
CPC classification number: C09B11/26 , B41M5/145 , B41M5/327 , C07D307/88 , C07D307/92 , C07D405/04 , C07D405/14 , C07D409/04 , C07D409/14 , C07D491/04
Abstract: Chromogenic phthalides and azaphthalides of the formula ##STR1## in which V.sub.1 and V.sub.2 are each, independently of the other, hydrogen, halogen, lower alkyl, lower alkoxy, (lower alkoxy)carbonyl or --NR.sub.1 R.sub.2, at least one of the radicals V.sub.1 and V.sub.2 being lower alkoxy or --NR.sub.1 R.sub.2, A is an unsubstituted or halogen-, cyano-, nitro-, (lower alkyl)-, (lower alkoxy)-, (lower alkyl)thio-, (lower alkyl)amino- or di(lower alkyl)amino-substituted benzene, naphthalene, pyridine, quinoline, pyrazine or quinoxaline ring, B is a substituted phenyl radical of the formula ##STR2## or a 3-indolyl of the formula ##STR3## Q is ##STR4## --S-- or --O--, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each, independently of the others, hydrogen, unsubstituted or halogen-, hydroxy-, cyano- or (lower alkoxy)-substituted alkyl, cycloalkyl or unsubstituted or ringsubstituted phenalkyl or phenyl, or the substituent pairs (R.sub.1 and R.sub.2) and (R.sub.3 and R.sub.4) are each, independently of each other, together with the nitrogen atom joining them, a five- or six-membered, heterocyclic radical, Y.sub.1 is hydrogen, lower alkyl, cycloalkyl, phenalkyl or phenyl, Y.sub.2 is hydrogen, lower alkyl or phenyl, Z.sub.1 and Z.sub.2 are each, hydrogen, unsubstituted or halogen-, hydroxyl-, cyano- or (lower alkoxy)-substituted alkyl acyl or unsubstituted or substituted benzyl, X is hydrogen, halogen, lower alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.12 -acyloxy, benzyl, phenyl, benzyloxy, phenyloxy, halogen-, cyano-, (lower alkyl)- or (lower alkoxy)-substituted benzyl or benzyloxy, or the group --NT.sub.1 T.sub.2, T.sub.1 and T.sub.2 are each, independently of the other, hydrogen, lower alkyl, cycloalkyl, unsubstituted or substituted benzyl or acyl and T.sub.1 is also unsubstituted or substituted phenyl, and the benzene nucleus D is unsubstituted or substituted. These phthalides and azaphthalides are suitable in particular for use as color formers in pressure- or heat-sensitive recording materials and produce green, greenish blue, greyish blue, blue or violet-blue colors.
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