GB1463815A - Heterocyclic substituted fluoran compounds their manufacture and use - Google Patents

Heterocyclic substituted fluoran compounds their manufacture and use

Info

Publication number
GB1463815A
GB1463815A GB4504873A GB4504873A GB1463815A GB 1463815 A GB1463815 A GB 1463815A GB 4504873 A GB4504873 A GB 4504873A GB 4504873 A GB4504873 A GB 4504873A GB 1463815 A GB1463815 A GB 1463815A
Authority
GB
United Kingdom
Prior art keywords
ring
colour formers
opt
sept
nitro
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
Application number
GB4504873A
Inventor
Robert Garner
Jean-Claude Petitpierre
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
Ciba Geigy AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Priority to GB4504873A priority Critical patent/GB1463815A/en
Priority to SE7411504A priority patent/SE7411504L/xx
Priority to DE19742444297 priority patent/DE2444297A1/en
Priority to FI2727/74A priority patent/FI272774A/fi
Priority to US507158A priority patent/US3929831A/en
Priority to ES430326A priority patent/ES430326A1/en
Priority to CH1292574A priority patent/CH596994A5/xx
Priority to IT7453169A priority patent/IT1019368B/en
Priority to CA209,895A priority patent/CA1052381A/en
Priority to NL7412673A priority patent/NL7412673A/en
Priority to AT772174A priority patent/AT331824B/en
Priority to ZA00746083A priority patent/ZA746083B/en
Priority to YU2596/74A priority patent/YU37317B/en
Priority to FR7432349A priority patent/FR2257594B1/fr
Priority to BE148859A priority patent/BE820305A/en
Priority to JP49110056A priority patent/JPS5064319A/ja
Publication of GB1463815A publication Critical patent/GB1463815A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00Diaryl- or thriarylmethane dyes
    • C09B11/04Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10Amino derivatives of triarylmethanes
    • C09B11/24Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/124Duplicating 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
    • B41M5/132Chemical colour-forming components; Additives or binders therefor
    • B41M5/136Organic colour formers, e.g. leuco dyes
    • B41M5/145Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
    • B41M5/1455Organic colour formers, e.g. leuco dyes with a lactone or lactam ring characterised by fluoran compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/30Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
    • B41M5/323Organic colour formers, e.g. leuco dyes
    • B41M5/327Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
    • B41M5/3275Fluoran compounds

Abstract

1463815 Heterocyclic fluoran colour formers CIBA-GEIGY AG 9 Sept 1974 [26 Sept 1973 23 Oct 1973] 45048/73 and 49331/73 Heading C4P [Also in Divisions D2 G2 and C2] Fluoran colour formers have the formula wherein R 1 , R 2 and R 3 , independently, represent H, C 1-12 alkyl, nitro or halogen, or R 2 and R 3 together complete a condensed carbocyclic ring; X 1 and X 2 , independently, represent H, C 1-12 alkyl, alkenyl with at most 12C, alkoxyalkyl with 2-4C, alkoxycarboxyalkyl with 3-9C, cycloalkyl or 5 or 6C, acyl of 1-12C, or opt. subs. benzyl, phenyl or naphthyl; and the ring A represents a heterocyclic radical which opt. includes a further hetero atom as ring member; and the benzene ring B may be substd. by nitro or 1-4 halogen atoms. These colour formers may be used as pressure- or temperature-sensitive recording materials. They give dark green, grey or black, or red or scarlet-red colours in contact with acidic CO- reactant substances such as clay or phenolformaldehyde coated on paper.
GB4504873A 1973-09-26 1973-09-26 Heterocyclic substituted fluoran compounds their manufacture and use Expired GB1463815A (en)

Priority Applications (16)

Application Number Priority Date Filing Date Title
GB4504873A GB1463815A (en) 1973-09-26 1973-09-26 Heterocyclic substituted fluoran compounds their manufacture and use
SE7411504A SE7411504L (en) 1973-09-26 1974-09-12
DE19742444297 DE2444297A1 (en) 1973-09-26 1974-09-17 HETEROCYCLICALLY SUBSTITUTED FLUORANE COMPOUNDS, THE PROCESS FOR THEIR PRODUCTION AND THEIR USE AS COLOR IMAGES IN PRESSURE-SENSITIVE OR THERMOREACTIVE RECORDING MATERIALS
FI2727/74A FI272774A (en) 1973-09-26 1974-09-18
US507158A US3929831A (en) 1973-09-26 1974-09-18 Heterocyclic substituted fluorans
ES430326A ES430326A1 (en) 1973-09-26 1974-09-24 Heterocyclic substituted fluorans
CH1292574A CH596994A5 (en) 1973-09-26 1974-09-24
IT7453169A IT1019368B (en) 1973-09-26 1974-09-24 FLUORANE REPLACEMENT COMPOUNDS AND PROCEDURE FOR PRODUCING AND APPLYING THEM
CA209,895A CA1052381A (en) 1973-09-26 1974-09-24 Heterocyclic substituted fluorans
NL7412673A NL7412673A (en) 1973-09-26 1974-09-25 REGISTRATION SENSITIVE FOR PRESSURE AND / OR HEAT- ALWAYS WITH A COLOR FORMER AND FLUORAN VERSION.
AT772174A AT331824B (en) 1973-09-26 1974-09-25 PRESSURE SENSITIVE OR HEAT SENSITIVE RECORDING MATERIAL
ZA00746083A ZA746083B (en) 1973-09-26 1974-09-25 Heterocyclic substituted fluoran compounds, their manufacture and use
YU2596/74A YU37317B (en) 1973-09-26 1974-09-25 Process for preparing heterocyclic susbituted fluorane compounds
FR7432349A FR2257594B1 (en) 1973-09-26 1974-09-25
BE148859A BE820305A (en) 1973-09-26 1974-09-25 FLUORANE DERIVATIVES SUBSTITUTED BY A HETEROCYCLE
JP49110056A JPS5064319A (en) 1973-09-26 1974-09-26

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB4504873A GB1463815A (en) 1973-09-26 1973-09-26 Heterocyclic substituted fluoran compounds their manufacture and use
GB4933173 1973-10-23

Publications (1)

Publication Number Publication Date
GB1463815A true GB1463815A (en) 1977-02-09

Family

ID=26265504

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4504873A Expired GB1463815A (en) 1973-09-26 1973-09-26 Heterocyclic substituted fluoran compounds their manufacture and use

Country Status (15)

Country Link
US (1) US3929831A (en)
JP (1) JPS5064319A (en)
AT (1) AT331824B (en)
BE (1) BE820305A (en)
CA (1) CA1052381A (en)
CH (1) CH596994A5 (en)
DE (1) DE2444297A1 (en)
ES (1) ES430326A1 (en)
FI (1) FI272774A (en)
FR (1) FR2257594B1 (en)
GB (1) GB1463815A (en)
IT (1) IT1019368B (en)
NL (1) NL7412673A (en)
SE (1) SE7411504L (en)
YU (1) YU37317B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2140449A (en) * 1983-04-12 1984-11-28 Fuji Photo Film Co Ltd Fluoran compounds and recording materials containing them
EP0697292A1 (en) 1994-07-20 1996-02-21 The Wiggings Teape Group Limited Pressure-sensitive copying material

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1459417A (en) * 1973-05-21 1976-12-22 Ciba Geigy Ag Diamino substituted fluoran compounds their manufacture and their use
JPS5138245B2 (en) * 1973-05-22 1976-10-20
US4007195A (en) * 1974-09-18 1977-02-08 Ciba-Geigy Ag Heterocyclic substituted fluorans
JPS5953193B2 (en) * 1978-02-15 1984-12-24 神崎製紙株式会社 heat sensitive recording material
JPS54126113A (en) * 1978-03-20 1979-10-01 Yamada Chem Co Colored recording material
CA1164710A (en) * 1978-05-09 1984-04-03 Edward J. Reardon, Jr. Phototropic photosensitive compositions containing fluoran colorformer
CA1153610A (en) * 1978-05-09 1983-09-13 Edward J. Reardon, Jr. Carbonylic halides as activators for phototropic compositions
US4343885A (en) * 1978-05-09 1982-08-10 Dynachem Corporation Phototropic photosensitive compositions containing fluoran colorformer
US4552830A (en) * 1978-05-09 1985-11-12 Dynachem Corporation Carbonylic halides as activators for phototropic compositions
US4274660A (en) * 1979-05-14 1981-06-23 Sterling Drug Inc. Carbonless duplicating and marking systems
US4258118A (en) * 1979-12-26 1981-03-24 Polaroid Corporation Novel xanthene compounds and photographic products and processes employing the same
US4405788A (en) * 1979-12-26 1983-09-20 Polaroid Corporation Bicyclo nitrogenheterocyclic substituted sulfofluoresceins, fluoresceins and xanthenes
JPS587453A (en) * 1981-07-06 1983-01-17 Fuji Photo Film Co Ltd Fluoran derivative and recording material containing the same
US4837210A (en) * 1987-01-27 1989-06-06 Appleton Papers Inc. Fluoran derivatives and their use in recording materials
US8372782B2 (en) 2003-02-28 2013-02-12 Zink Imaging, Inc. Imaging system
US7704667B2 (en) * 2003-02-28 2010-04-27 Zink Imaging, Inc. Dyes and use thereof in imaging members and methods
EP1597084B1 (en) * 2003-02-28 2012-04-11 Zink Imaging, LLC Imaging system
EP1879876A4 (en) * 2005-05-12 2009-03-18 Zink Imaging Llc Novel rhodamine dyes
US7807607B2 (en) * 2006-05-12 2010-10-05 Zink Imaging, Inc. Color-forming compounds and use thereof in imaging members and methods

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3244728A (en) * 1961-08-31 1966-04-05 Burroughs Corp Chromogenous amino derivatives of diphenylphthalan and marking method using same
DE1561748C3 (en) * 1966-11-14 1973-12-20 Fuji Shashin Film K.K., Kanagawa Recording material
GB1192938A (en) * 1966-11-18 1970-05-28 Fuji Photo Film Co Ltd Improvements in or relating to Pressure-Sensitive Copying Paper
FR1553291A (en) * 1967-01-27 1969-01-10
US3746562A (en) * 1970-11-16 1973-07-17 Ncr Mark forming record materials

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2140449A (en) * 1983-04-12 1984-11-28 Fuji Photo Film Co Ltd Fluoran compounds and recording materials containing them
EP0697292A1 (en) 1994-07-20 1996-02-21 The Wiggings Teape Group Limited Pressure-sensitive copying material
US5605874A (en) * 1994-07-20 1997-02-25 The Wiggins Teape Group Limited Pressure-sensitive copying material

Also Published As

Publication number Publication date
DE2444297A1 (en) 1975-03-27
AT331824B (en) 1976-08-25
BE820305A (en) 1975-03-25
JPS5064319A (en) 1975-05-31
FR2257594B1 (en) 1977-03-25
YU259674A (en) 1983-04-27
FI272774A (en) 1975-03-27
NL7412673A (en) 1975-04-01
US3929831A (en) 1975-12-30
IT1019368B (en) 1977-11-10
ATA772174A (en) 1975-12-15
CH596994A5 (en) 1978-03-31
YU37317B (en) 1984-08-31
ES430326A1 (en) 1977-02-16
CA1052381A (en) 1979-04-10
FR2257594A1 (en) 1975-08-08
SE7411504L (en) 1975-03-27

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
48R Reference inserted (sect. 8/1949)
SP Amendment (slips) printed
PCNP Patent ceased through non-payment of renewal fee