GB1389716A - Process for the manufacture of colour formers of indoles and anhydrides of aromatic or heteroaromatic vicinal dicarboxylic acids colour formers of these classes of substance and their use - Google Patents
Process for the manufacture of colour formers of indoles and anhydrides of aromatic or heteroaromatic vicinal dicarboxylic acids colour formers of these classes of substance and their useInfo
- Publication number
- GB1389716A GB1389716A GB5397872A GB5397872A GB1389716A GB 1389716 A GB1389716 A GB 1389716A GB 5397872 A GB5397872 A GB 5397872A GB 5397872 A GB5397872 A GB 5397872A GB 1389716 A GB1389716 A GB 1389716A
- Authority
- GB
- United Kingdom
- Prior art keywords
- colour formers
- indoles
- alkyl
- appropriate
- heteroaromatic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/124—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
- B41M5/132—Chemical colour-forming components; Additives or binders therefor
- B41M5/136—Organic colour formers, e.g. leuco dyes
- B41M5/145—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/26—Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Color Printing (AREA)
- Indole Compounds (AREA)
- Paper (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1389716 Colour formers derived from indoles CIBA-GEIGY AG 22 Nov 1972 [26 Nov 1971 12 Oct 1972] 53978/72 Heading C4P [Also in Division D2] Colour formers of the formula wherein A is a fused-on, optionally substituted benzene, naphthalene or heterocyclic ring; R 1 and R 1 <SP>1</SP> are each H, aralkyl or optionally substituted C 1-18 alkyl (other than aralkyl), or C 3-18 alkenyl; R 2 and R 2 <SP>1</SP> are each H, C 1-6 alkyl or aryl; and R 3 and R 3 <SP>1</SP> are each H or C 1-6 alkyl or alkoxy, which are novel except when (a) A is a fused-on, unsubstituted benzene ring and R 1 and R 1 <SP>1</SP> are H or (b) R 1 and R 1 <SP>1</SP> are C 1-5 alkyl, are prepared by reacting 2 moles of an appropriate 3-unsubstituted indole or one 1 mole each of two appropriate 3-unsubstituted indoles with at least 1 mole of an appropriate benzene, naphthalene or heterocyclic dicarboxylic acid anhydride, in the presence of a condensation agent, e.g. acetic anhydride. The products have use in pressure-sensitive recording materials, either alone or in admixture with other known products such as crystal violet lactone.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1723971A CH558378A (en) | 1971-11-26 | 1971-11-26 | METHOD FOR PREPARING 3,3-BIS (INDOL-3-YL) -PHTHALIDES. |
CH1496172A CH572400A5 (en) | 1971-11-26 | 1972-10-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1389716A true GB1389716A (en) | 1975-04-09 |
Family
ID=25715452
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5397872A Expired GB1389716A (en) | 1971-11-26 | 1972-11-22 | Process for the manufacture of colour formers of indoles and anhydrides of aromatic or heteroaromatic vicinal dicarboxylic acids colour formers of these classes of substance and their use |
Country Status (16)
Country | Link |
---|---|
JP (2) | JPS5232367B2 (en) |
AR (1) | AR196211A1 (en) |
AT (2) | AT318773B (en) |
AU (1) | AU469584B2 (en) |
BE (1) | BE791898A (en) |
CA (1) | CA990298A (en) |
CH (2) | CH558378A (en) |
CS (1) | CS164791B2 (en) |
DE (2) | DE2257711C3 (en) |
ES (1) | ES408978A1 (en) |
FR (1) | FR2160981B1 (en) |
GB (1) | GB1389716A (en) |
IT (1) | IT973711B (en) |
NL (1) | NL7215832A (en) |
SE (1) | SE390636B (en) |
SU (1) | SU520893A3 (en) |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4200751A (en) | 1975-08-06 | 1980-04-29 | Yamamoto Kagaku Gosei Co., Ltd. | Lactones of quinoline carboxylic acids |
GB2141729A (en) * | 1983-05-09 | 1985-01-03 | Ciba Geigy Ag | Chromogenic 3,3-bisindolyl-4-azaphthalides |
US5118246A (en) * | 1989-03-24 | 1992-06-02 | Philippe Saussard | Elevating tailgate for vehicle and process of handling it |
US5811367A (en) * | 1995-10-31 | 1998-09-22 | The Wiggins Teape Group Limited | Pressure-sensitive copying material |
WO2012160084A1 (en) | 2011-05-25 | 2012-11-29 | Tetra Laval Holdings & Finance S.A. | Improved near infrared absorbers |
CN103113358A (en) * | 2013-03-08 | 2013-05-22 | 连云港珂玫琳科技有限公司 | Preparation method of 3, 3-bi (N-octyl-2-methylindole) phthalide |
WO2013098076A1 (en) | 2011-12-30 | 2013-07-04 | Tetra Laval Holdings & Finance S.A. | Laminated color forming composition |
US8853314B2 (en) | 2008-10-23 | 2014-10-07 | Datalase Ltd. | Heat absorbing additives |
US8865620B2 (en) | 2007-03-15 | 2014-10-21 | Datalase, Ltd. | Heat-sensitive coating compositions based on resorcinyl triazine derivatives |
US8900414B2 (en) | 2007-11-07 | 2014-12-02 | Datalase, Ltd. | Fiber products |
US9045619B2 (en) | 2007-08-22 | 2015-06-02 | Datalase Ltd. | Laser-sensitive coating composition |
US9267042B2 (en) | 2008-10-27 | 2016-02-23 | Datalase Ltd. | Coating composition for marking substrates |
US9333786B2 (en) | 2007-07-18 | 2016-05-10 | Datalase, Ltd. | Laser-sensitive coating formulations |
US9982157B2 (en) | 2008-10-27 | 2018-05-29 | Datalase Ltd. | Aqueous laser-sensitive composition for marking substrates |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4102893A (en) * | 1971-11-26 | 1978-07-25 | Ciba-Geigy Ag | Process for the manufacture of color formers of indoles and anhydrides of aromatic or heteroaromatic, vicinal dicarboxylic acids, new color formers of these classes of substance and their use |
GB1467898A (en) * | 1974-04-09 | 1977-03-23 | Ciba Geigy Ag | Heterocyclic substituted lactone compounds their manufacture and use |
JPS5220113A (en) * | 1975-08-06 | 1977-02-15 | Yamamoto Kagaku Gosei Kk | Recording materials |
US4189171A (en) * | 1977-03-01 | 1980-02-19 | Sterling Drug Inc. | Marking systems containing 3-aryl-3-heterylphthalides and 3,3-bis(heteryl)phthalides |
CA1110244A (en) * | 1977-09-29 | 1981-10-06 | Troy E. Hoover | Synthesis of chromogenic indolylphenyldihydrofuropyridin-one compounds |
FR2478086A1 (en) * | 1980-02-14 | 1981-09-18 | Ciba Geigy Ag | PROCESS FOR THE PREPARATION OF TRIARYLMETHANE COMPOUNDS |
JPS5757340U (en) * | 1980-09-24 | 1982-04-03 | ||
JPS6085986A (en) * | 1983-10-18 | 1985-05-15 | Yamada Kagaku Kogyo Kk | Color forming recording material |
JPS60224582A (en) * | 1984-04-20 | 1985-11-08 | Yamada Kagaku Kogyo Kk | Color forming recording material |
GB8618113D0 (en) * | 1986-07-24 | 1986-09-03 | Ciba Geigy Ag | Radiation dosimeter assembly |
JPS63128979A (en) * | 1986-11-19 | 1988-06-01 | Fuji Photo Film Co Ltd | Recording sheet |
DE3833997A1 (en) * | 1988-10-06 | 1990-04-12 | Bayer Ag | TETRAINDOLYL-HEPTAMETHINE DERIVATIVES |
DE4010641C2 (en) * | 1990-04-03 | 1997-05-22 | Bayer Ag | Color former mixture for pressure and heat sensitive recording systems |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3491111A (en) * | 1967-01-30 | 1970-01-20 | Ncr Co | Indole- and carbazole-substituted phthalides |
US3509174A (en) * | 1967-01-30 | 1970-04-28 | Ncr Co | 3-(indol-3-yl)-phthalides |
-
0
- BE BE791898D patent/BE791898A/en not_active IP Right Cessation
-
1971
- 1971-11-26 CH CH1723971A patent/CH558378A/en not_active IP Right Cessation
-
1972
- 1972-10-12 CH CH1496172A patent/CH572400A5/xx not_active IP Right Cessation
- 1972-11-09 AU AU48691/72A patent/AU469584B2/en not_active Expired
- 1972-11-15 CA CA156,465A patent/CA990298A/en not_active Expired
- 1972-11-15 SE SE1482472A patent/SE390636B/en unknown
- 1972-11-22 GB GB5397872A patent/GB1389716A/en not_active Expired
- 1972-11-22 NL NL7215832A patent/NL7215832A/xx not_active Application Discontinuation
- 1972-11-22 FR FR7241551A patent/FR2160981B1/fr not_active Expired
- 1972-11-23 CS CS797872A patent/CS164791B2/cs unknown
- 1972-11-24 DE DE19722257711 patent/DE2257711C3/en not_active Expired
- 1972-11-24 IT IT5425372A patent/IT973711B/en active
- 1972-11-24 AT AT1003672A patent/AT318773B/en not_active IP Right Cessation
- 1972-11-24 DE DE19722265233 patent/DE2265233C2/en not_active Expired
- 1972-11-24 AT AT607473A patent/AT326151B/en not_active IP Right Cessation
- 1972-11-24 AR AR24528872A patent/AR196211A1/en active
- 1972-11-24 SU SU1849602A patent/SU520893A3/en active
- 1972-11-25 ES ES408978A patent/ES408978A1/en not_active Expired
- 1972-11-25 JP JP47117727A patent/JPS5232367B2/ja not_active Expired
-
1976
- 1976-08-13 JP JP51096186A patent/JPS5221907A/en active Granted
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4200751A (en) | 1975-08-06 | 1980-04-29 | Yamamoto Kagaku Gosei Co., Ltd. | Lactones of quinoline carboxylic acids |
GB2141729A (en) * | 1983-05-09 | 1985-01-03 | Ciba Geigy Ag | Chromogenic 3,3-bisindolyl-4-azaphthalides |
US5118246A (en) * | 1989-03-24 | 1992-06-02 | Philippe Saussard | Elevating tailgate for vehicle and process of handling it |
US5811367A (en) * | 1995-10-31 | 1998-09-22 | The Wiggins Teape Group Limited | Pressure-sensitive copying material |
US6103662A (en) * | 1995-10-31 | 2000-08-15 | Arjo Wiggins Limited | Pressure-sensitive copying paper |
US8865620B2 (en) | 2007-03-15 | 2014-10-21 | Datalase, Ltd. | Heat-sensitive coating compositions based on resorcinyl triazine derivatives |
US9333786B2 (en) | 2007-07-18 | 2016-05-10 | Datalase, Ltd. | Laser-sensitive coating formulations |
US9045619B2 (en) | 2007-08-22 | 2015-06-02 | Datalase Ltd. | Laser-sensitive coating composition |
US8900414B2 (en) | 2007-11-07 | 2014-12-02 | Datalase, Ltd. | Fiber products |
US8853314B2 (en) | 2008-10-23 | 2014-10-07 | Datalase Ltd. | Heat absorbing additives |
US9267042B2 (en) | 2008-10-27 | 2016-02-23 | Datalase Ltd. | Coating composition for marking substrates |
US9982157B2 (en) | 2008-10-27 | 2018-05-29 | Datalase Ltd. | Aqueous laser-sensitive composition for marking substrates |
WO2012160084A1 (en) | 2011-05-25 | 2012-11-29 | Tetra Laval Holdings & Finance S.A. | Improved near infrared absorbers |
WO2013098076A1 (en) | 2011-12-30 | 2013-07-04 | Tetra Laval Holdings & Finance S.A. | Laminated color forming composition |
CN103113358A (en) * | 2013-03-08 | 2013-05-22 | 连云港珂玫琳科技有限公司 | Preparation method of 3, 3-bi (N-octyl-2-methylindole) phthalide |
Also Published As
Publication number | Publication date |
---|---|
JPS553154B2 (en) | 1980-01-23 |
AR196211A1 (en) | 1973-12-10 |
JPS4992112A (en) | 1974-09-03 |
AU4869172A (en) | 1974-05-09 |
SU520893A3 (en) | 1976-07-05 |
BE791898A (en) | 1973-05-24 |
CH572400A5 (en) | 1976-02-13 |
ES408978A1 (en) | 1976-04-16 |
DE2257711C3 (en) | 1981-03-12 |
CA990298A (en) | 1976-06-01 |
DE2265233C2 (en) | 1985-01-17 |
IT973711B (en) | 1974-06-10 |
NL7215832A (en) | 1973-05-29 |
JPS5232367B2 (en) | 1977-08-20 |
DE2257711A1 (en) | 1973-05-30 |
DE2265233A1 (en) | 1977-02-17 |
JPS5221907A (en) | 1977-02-18 |
AT326151B (en) | 1975-11-25 |
FR2160981B1 (en) | 1975-04-25 |
FR2160981A1 (en) | 1973-07-06 |
CH558378A (en) | 1975-01-31 |
AU469584B2 (en) | 1976-02-19 |
CS164791B2 (en) | 1975-11-28 |
DE2257711B2 (en) | 1980-07-10 |
SE390636B (en) | 1977-01-03 |
AT318773B (en) | 1974-11-11 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PE20 | Patent expired after termination of 20 years |