公开(公告)号：US5071986A

公开(公告)日：1991-12-10

申请号：US621153

申请日：1990-11-30

申请人： Rox Phaff ,  Davor Bedekovic

发明人： Rox Phaff ,  Davor Bedekovic

IPC分类号： 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分类号： C09B11/26 ,  B41M5/145 ,  B41M5/327 ,  C07D307/88 ,  C07D307/92 ,  C07D405/04 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  C07D491/04

摘要： 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.

公开(公告)号：US5004813A

公开(公告)日：1991-04-02

申请号：US398203

申请日：1989-08-24

申请人： Rox Phaff ,  Davor Bedekovic

发明人： Rox Phaff ,  Davor Bedekovic

IPC分类号： 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分类号： C09B11/26 ,  B41M5/145 ,  B41M5/327 ,  C07D307/88 ,  C07D307/92 ,  C07D405/04 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  C07D491/04

摘要： 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.

公开(公告)号：US4876357A

公开(公告)日：1989-10-24

申请号：US113840

申请日：1987-10-26

申请人： Rox Phaff ,  Davor Bedekovic

发明人： Rox Phaff ,  Davor Bedekovic

IPC分类号： 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分类号： C09B11/26 ,  B41M5/145 ,  B41M5/327 ,  C07D307/88 ,  C07D307/92 ,  C07D405/04 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  C07D491/04

摘要： 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.

公开(公告)号：US5166350A

公开(公告)日：1992-11-24

申请号：US769741

申请日：1991-09-30

申请人： Davor Bedekovic ,  Jerry L. Pool ,  Brian J. Williams ,  Robert Garner ,  John B. Henshall

发明人： Davor Bedekovic ,  Jerry L. Pool ,  Brian J. Williams ,  Robert Garner ,  John B. Henshall

IPC分类号： C07D493/10

CPC分类号： C07D493/10

摘要： A process for the preparation of a fluoran compound of the formula ##STR1## wherein R, R.sub.1, R.sub.2 and R.sub.4 are each independently hydrogen, halogen, lower alkyl or lower alkoxy,R.sub.3 is hydrogen, halogen, lower alkyl, lower alkoxy or --NX.sub.3 X.sub.4, or (R.sub.1 and R.sub.2) or (R.sub.3 and R.sub.4) each pair together with the carbon atoms to which they are attached, form a fused benzene nucleus,X.sub.1, X.sub.2, X.sub.3 and X.sub.4 are each independently hydrogen, alkyl containing not more than 12 carbon atoms which is unsubstituted or substituted by cyano, halogen, hydroxy, tetrahydrofuryl or lower alkoxy, or are cycloalkyl, aryl or aralkyl or (X.sub.1 and X.sub.2) or (X.sub.3 and X.sub.4) are each independently together with the nitrogen to which are attached a 5- or 6-membered heterocyclic ring, andthe ring A is unsubstituted or substituted by halogen, nitro, lower alkyl, lower alkylthio, lower alkoxy, lower alkoxycarbonyl, amino, mono-lower alkylamino, di-lower alkylamino or lower alkyl carbonylamino,which process comprises(1) reacting a ketonic acid of the formula ##STR2## with a substituted phenol derivative of the formula ##STR3## wherein Z is hydrogen, lower alkyl, formyl or lower alkanoyl and A, R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X.sub.1 and X.sub.2 have the given meanings,(2) adding the reaction product to an aqueous-organic liquor containing a non-polar organic solvent and a base at a temperature of 50.degree. to 90.degree. C.,(3) separating the organic phase and(4) removing the organic solvent to obtain the fluoran of the formula (1).

摘要翻译： 制备式（1）的荧烷化合物的方法，其中R，R 1，R 2和R 4各自独立地为氢，卤素，低级烷基或低级烷氧基，R 3为氢，卤素，低级烷基，低级烷氧基 或-NX 3 X 4，或（R 1和R 2）或（R 3和R 4）各自与它们所连接的碳原子一起形成稠合的苯核，X 1，X 2，X 3和X 4各自独立地为氢，不含烷基 未被取代或被氰基，卤素，羟基，四氢呋喃基或低级烷氧基取代的多于12个碳原子，或者是环烷基，芳基或芳烷基或（X 1和X 2）或（X 3和X 4）各自独立地与氮 连接5或6元杂环，环A为未取代的或被卤素，硝基，低级烷基，低级烷硫基，低级烷氧基，低级烷氧基羰基，氨基，单低级烷基氨基，二低级烷基氨基或低级 烷基羰基氨基，该方法包括（1）使酮A酸反应 （3）的取代苯酚衍生物，其中Z是氢，低级烷基，甲酰基或低级烷酰基，A，R，R 1，R 2，R 3，R 4，X 1， 和X2具有给定的含义，（2）在50-90℃的温度下将反应产物加入到含有非极性有机溶剂和碱的含水有机液体中，（3）分离有机相和 （4）除去有机溶剂，得到式（1）的荧烷。

公开(公告)号：US4587343A

公开(公告)日：1986-05-06

申请号：US605948

申请日：1984-05-01

申请人： Davor Bedekovic ,  Ian J. Fletcher

发明人： Davor Bedekovic ,  Ian J. Fletcher

IPC分类号： B41M5/145 ,  B41M5/327 ,  C07D491/048 ,  C09B11/26

CPC分类号： C09B11/26 ,  B41M5/145 ,  B41M5/327

摘要： The invention relates to chromogenic 3,3-bisindolyl-4-azaphthalides of the general formula ##STR1## wherein Y.sub.1 is hydrogen, C.sub.1 -C.sub.12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is C.sub.1 -C.sub.12 acyl, benzyl or benzyl substituted halogen, nitro, lower alkyl or lower alkoxy,Y.sub.2 is C.sub.5 -C.sub.12 alkyl, preferably C.sub.6 -C.sub.9 alkyl, which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, andZ.sub.1 and Z.sub.2, each independently of the other, are hydrogen, lower alkyl or phenyl, and the rings A and B, each independently of the other, are unsubstituted or substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy, lower alkoxycarbonyl, amino, mono-lower alkylamino or di-lower alkylamino.These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and produce fast, strong red or violet colorations.

摘要翻译： 本发明涉及通式为（IMA）（1）的显色3,3-双吲哚基-4-氮杂萘-2-酮，其中Y 1为氢，未被取代或被卤素，羟基，氰基或低级烷氧基取代的C 1 -C 12烷基，或者是C 1 -C 12酰基，苄基或苄基取代的卤素，硝基，低级烷基或低级烷氧基，Y 2是未被取代或被卤素，羟基，氰基或低级烷氧基取代的C 5 -C 12烷基，优选C 6 -C 9烷基，Z 1和Z 2各自独立地 硝基，氰基，低级烷基，低级烷氧基，低级烷氧羰基，氨基，单低级，低级烷基，低级烷基，低级烷基，低级烷基， 烷基氨基或二低级烷基氨基。 这些化合物特别适合用作压敏或热敏记录材料中的成色剂，并产生快速，强烈的红色或紫色着色。

公开(公告)号：US4705776A

公开(公告)日：1987-11-10

申请号：US808990

申请日：1985-12-16

申请人： Davor Bedekovic ,  Ian J. Fletcher

发明人： Davor Bedekovic ,  Ian J. Fletcher

IPC分类号： B41M5/145 ,  B41M5/327 ,  C07D491/048 ,  C09B11/26 ,  B41M5/16 ,  B41M5/18 ,  B41M5/22

CPC分类号： C09B11/26 ,  B41M5/145 ,  B41M5/327

摘要： The invention relates to chromogenic 3,3-bisindolyl-4-azaphthalides of the general formula ##STR1## wherein Y.sub.1 is hydrogen, C.sub.1 -C.sub.12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is C.sub.1 -C.sub.12 acyl, benzyl or benzyl substituted halogen, nitro, lower alkyl or lower alkoxy,Y.sub.2 is C.sub.5 -C.sub.12 alkyl, preferably C.sub.6 -C.sub.9 alkyl, which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, andZ.sub.1 and Z.sub.2, each independently of the other, are hydrogen, lower alkyl or phenyl, and the rings A and B, each independently of the other, are unsubstituted or substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy, lower alkoxycarbonyl, amino, mono-lower alkylamino or di-lower alkylamino.These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and produce fast, strong red or violet colorations.

摘要翻译： 本发明涉及通式为（IMA）（1）的显色3,3-双吲哚基-4-氮杂萘-2-酮，其中Y 1为氢，未被取代或被卤素，羟基，氰基或低级烷氧基取代的C 1 -C 12烷基，或者是C 1 -C 12酰基，苄基或苄基取代的卤素，硝基，低级烷基或低级烷氧基，Y 2是未被取代或被卤素，羟基，氰基或低级烷氧基取代的C 5 -C 12烷基，优选C 6 -C 9烷基，Z 1和Z 2各自独立地 硝基，氰基，低级烷基，低级烷氧基，低级烷氧羰基，氨基，单低级，低级烷基，低级烷基，低级烷基，低级烷基， 烷基氨基或二低级烷基氨基。 这些化合物特别适合用作压敏或热敏记录材料中的成色剂，并产生快速，强烈的红色或紫色着色。

公开(公告)号：US4506073A

公开(公告)日：1985-03-19

申请号：US479292

申请日：1983-03-28

申请人： Heinz Balli ,  Sigmund Gunzenhauser ,  Ian J. Fletcher ,  Davor Bedekovic

发明人： Heinz Balli ,  Sigmund Gunzenhauser ,  Ian J. Fletcher ,  Davor Bedekovic

IPC分类号： B41M5/132 ,  B41M5/323 ,  C07D471/04 ,  C07D491/14 ,  C07D491/147 ,  C07D471/22

CPC分类号： B41M5/323 ,  C07D471/04 ,  C07D491/14

摘要： The invention relates to chromenoazaindolizines of the general formula ##STR1## wherein each of Y, X.sub.1 and X.sub.2 independently of the other is hydrogen, halogen, lower alkyl, lower alkanoylamino or a group of the formula ##STR2## each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of the other is hydrogen, C.sub.1 -C.sub.12 alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano or lower alkoxy, or is cycloalkyl, phenyl, benzyl, or phenyl or benzyl each substituted by halogen, nitro, lower alkyl or lower alkoxy, oreach pair of substituents (R.sub.1 and R.sub.2) and (R.sub.3 and R.sub.4) independently of the other, together with the nitrogen atom to which said pair is attached, is a 5- or 6-membered heterocyclic radical; andeach of the rings A and B independently of the other is unsubstituted or substituted by halogen, nitro, lower alkyl, lower alkoxy, phenyl, phenoxy, or by an amino group which is unsubstituted or mono- or di-substituted by lower alkyl, phenyl, lower alkanoyl or benzyl.These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and produce lightfast blue, greenish-blue or green colorations.

摘要翻译： 本发明涉及通式为（Ia）的化合物（III）的化合物（Ia），其中Y，X 1和X 2各自独立地为氢，卤素，低级烷基，低级烷酰基氨基或式OR 3或 （1c）（1d）R1，R2，R3和R4各自独立地为氢，未被取代或被卤素，羟基，氰基或低级烷氧基取代的C1-C12烷基，或为环烷基，苯基， 苄基或各自被卤素，硝基，低级烷基或低级烷氧基取代的苯基或苄基，或每对取代基（R 1和R 2）和（R 3和R 4）彼此独立地与所述对相同的氮原子 是5或6元杂环基; 环A和B各自独立地是未被取代的或被卤素，硝基，低级烷基，低级烷氧基，苯基，苯氧基或被未被取代或被低级烷基单取代或二取代的氨基取代， 苯基，低级烷酰基或苄基。 这些化合物特别适合用作压敏或热敏记录材料中的成色剂，并产生耐光的蓝色，绿色 - 蓝色或绿色。

公开(公告)号：US4675407A

公开(公告)日：1987-06-23

申请号：US816464

申请日：1986-01-06

申请人： Davor Bedekovic ,  Ian J. Fletcher

发明人： Davor Bedekovic ,  Ian J. Fletcher

IPC分类号： B41M5/145 ,  B41M5/327 ,  C07D491/04 ,  C07D491/048 ,  C09B11/26

CPC分类号： C09B11/26 ,  B41M5/145 ,  B41M5/327 ,  C07D491/04

摘要： The invention relates to ring-substituted 4-azaphthalides of formula ##STR1## wherein Q is a substituted phenyl radical of the formula ##STR2## or a 3-indolyl radical of the formula ##STR3## Y.sub.1 and Y.sub.2 are hydrogen, unsubstituted or substituted alkyl, acyl, or unsubstituted or substituted benzyl,Z.sub.1 and Z.sub.2 are hydrogen, lower alkyl or phenyl,R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, are a 5- or 6-membered, preferably saturated, heterocyclic ring,X is hydrogen, halogen, alkyl, alkoxy, acyloxy, benzyl, phenyl, benzyloxy, phenoxy, substituted benzyl or benzyloxy, or is the --NT.sub.1 T.sub.2 group, in which T.sub.1 and T.sub.2 are hydrogen, lower alkyl, cycloalkyl, unsubstituted or substituted benzyl or is acyl, and T.sub.1 is also unsubstituted or substituted phenyl, and wherein the pyridine ring A is substituted by lower alkyl, lower alkoxy, lower alkylthio, phenyl, phenoxy, or phenyl or phenoxy each substituted by halogen, cyano, lower alkyl, lower alkoxy or cyano-lower alkyl, or by tetramethylene, and the benzene nuclei B and D are unsubstituted or substituted.These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials. They are pH-stable and, depending on the meaning of Q, give strong blue or reddish-violet colorations of excellent lightfastness.

摘要翻译： 本发明涉及式（1）的环取代的4-氮杂萘，其中Q是下式的取代苯基（1a）或式（1b）Y1的3-吲哚基 酰基或未取代或取代的苄基，Z 1和Z 2为氢，低级烷基或苯基，R 1和R 2与它们所连接的氮原子一起为5-或6位 苯基，苯基，苄氧基，苯氧基，取代的苄基或苄氧基，或为-NT1T2基团，其中T1和T2为氢，较低的 烷基，环烷基，未取代或取代的苄基或是酰基，并且T1也是未取代的或取代的苯基，其中吡啶环A被低级烷基，低级烷氧基，低级烷硫基，苯基，苯氧基或苯基或苯氧基取代， 卤素，氰基，低级烷基，低级烷氧基或氰基低级a 烷基或四亚甲基，苯核B和D是未取代或取代的。 这些化合物特别适用于压敏或热敏记录材料中的成色剂。 它们具有pH稳定性，并且根据Q的含义，可提供具有优异耐光性的强蓝色或红紫色着色剂。

公开(公告)号：US4587539A

公开(公告)日：1986-05-06

申请号：US690075

申请日：1985-01-09

申请人： Davor Bedekovic ,  Ian J. Fletcher

发明人： Davor Bedekovic ,  Ian J. Fletcher

IPC分类号： B41M5/145 ,  B41M5/327 ,  C07D401/06 ,  C07D491/04 ,  C07D491/048 ,  B41M5/16 ,  B41M5/18 ,  B41M5/22

CPC分类号： B41M5/327 ,  B41M5/145 ,  C07D401/06 ,  C07D491/04

摘要： Chromogenic azaphthalides of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently of each other are hydrogen, C.sub.1 -C.sub.12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or are cycloalkyl, benzyl or phenyl, or benzyl or phenyl which are substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy or lower alkoxycarbonyl; or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached are a 5-membered or 6-membered heterocyclic radical and in particular pyrrolidinyl;X is hydrogen, halogen, lower alkyl, lower alkoxy, benzyl, phenyl, benzyloxy, phenoxy, or benzyl or benzyloxy which are substituted by halogen, nitro, lower alkyl or lower alkoxy;Y is C.sub.6 -C.sub.9 alkyl;Z is hydrogen, lower alkyl or phenyl; andthe ring A is a pyridine radical and the benzene nucleus B is unsubstituted or substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy, lower alkoxycarbonyl, amino, lower alkylamino or di-(lower alkyl)-amino as well as a novel process for the preparation of 4-azaphthalides.The azaphthalides are useful color formers for pressure-sensitive or heat-sensitive recording materials and produce, in particular, strong, lightfast blue colorations.

摘要翻译： 其中R 1和R 2彼此独立地为氢，未被取代或被卤素，羟基，氰基或低级烷氧基取代的C 1 -C 12烷基，或者是环烷基，苄基或苯基，或苄基或苯基 其被卤素，硝基，氰基，低级烷基，低级烷氧基或低级烷氧基羰基取代; 或R 1和R 2与它们所连接的氮原子一起为5元或6元杂环基，特别是吡咯烷基; X是被卤素，硝基，低级烷基或低级烷氧基取代的氢，卤素，低级烷基，低级烷氧基，苄基，苯基，苄氧基，苯氧基或苄基或苄氧基; Y是C 6 -C 9烷基; Z是氢，低级烷基或苯基; 环A为吡啶基，苯核B为未取代的或被卤素，硝基，氰基，低级烷基，低级烷氧基，低级烷氧基羰基，氨基，低级烷基氨基或二 - （低级烷基） - 氨基取代， 制备4-氮杂萘的新方法。 氮杂萘化物是用于压敏或热敏记录材料的有用的成色剂，特别是产生强烈，耐光的蓝色着色。

公开(公告)号：US4508897A

公开(公告)日：1985-04-02

申请号：US502035

申请日：1983-06-07

申请人： Davor Bedekovic ,  Ian J. Fletcher

发明人： Davor Bedekovic ,  Ian J. Fletcher

IPC分类号： B41M5/145 ,  B41M5/327 ,  C07D401/06 ,  C07D491/04 ,  C07D491/048

CPC分类号： B41M5/327 ,  B41M5/145 ,  C07D401/06 ,  C07D491/04

摘要： Chromogenic azaphthalides of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently of each other are hydrogen, C.sub.1 -C.sub.12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or are cycloalkyl, benzyl or phenyl, or benzyl or phenyl which are substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy or lower alkoxycarbonyl; or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached are a 5-membered or 6-membered heterocyclic radical and in particular pyrrolidinyl;X is hydrogen, halogen, lower alkyl, lower alkoxy, benzyl, phenyl, benzyloxy, phenoxy, or benzyl or benzyloxy which are substituted by halogen, nitro, lower alkyl or lower alkoxy;Y is hydrogen, unsubstituted or substituted alkyl or benzyl or acyl and in particular C.sub.6 -C.sub.9 alkyl;Z is hydrogen, lower alkyl or phenyl; and the ring A is a pyridine radical andthe benzene nucleus B is unsubstituted or substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy, lower alkoxycarbonyl, amino, lower alkylamino or di-(lower alkyl)-aminoas well as a novel process for the preparation of 4-azaphthalides.The azaphthalides are useful color formers for pressure-sensitive or heat-sensitive recording materials and produce, in particular, strong, lightfast blue colorations.

摘要翻译： 其中R 1和R 2彼此独立地为氢，未被取代或被卤素，羟基，氰基或低级烷氧基取代的C 1 -C 12烷基，或者是环烷基，苄基或苯基，或苄基或苯基 其被卤素，硝基，氰基，低级烷基，低级烷氧基或低级烷氧基羰基取代; 或R 1和R 2与它们所连接的氮原子一起为5元或6元杂环基，特别是吡咯烷基; X是被卤素，硝基，低级烷基或低级烷氧基取代的氢，卤素，低级烷基，低级烷氧基，苄基，苯基，苄氧基，苯氧基或苄基或苄氧基; Y是氢，未取代或取代的烷基或苄基或酰基，特别是C 6 -C 9烷基; Z是氢，低级烷基或苯基; 环A为吡啶基，苯核B为未取代的或被卤素，硝基，氰基，低级烷基，低级烷氧基，低级烷氧基羰基，氨基，低级烷基氨基或二 - （低级烷基） - 氨基取代， 制备4-氮杂萘的新方法。 氮杂萘化物是用于压敏或热敏记录材料的有用的成色剂，特别是产生强烈，耐光的蓝色着色。