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DE1268966B - Photosensitive layer - Google Patents

Photosensitive layer

Info

Publication number
DE1268966B
DE1268966B DEP1268A DE1268966A DE1268966B DE 1268966 B DE1268966 B DE 1268966B DE P1268 A DEP1268 A DE P1268A DE 1268966 A DE1268966 A DE 1268966A DE 1268966 B DE1268966 B DE 1268966B
Authority
DE
Germany
Prior art keywords
bis
photosensitive layer
color former
derivative
leukauramine
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.)
Pending
Application number
DEP1268A
Other languages
German (de)
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.)
NCR Voyix Corp
Original Assignee
NCR Corp
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 NCR Corp filed Critical NCR Corp
Publication of DE1268966B publication Critical patent/DE1268966B/en
Pending legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/72Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705
    • G03C1/73Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705 containing organic compounds
    • G03C1/732Leuco dyes
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/675Compositions containing polyhalogenated compounds as photosensitive substances

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)

Description

BUNDESREPUBLIK DEUTSCHLANDFEDERAL REPUBLIC OF GERMANY

DEUTSCHESGERMAN

PATENTAMTPATENT OFFICE

AUSLEGESCHRIFTEDITORIAL

Int. Cl.:Int. Cl .:

G03cG03c

Deutsche KL: 57 b- 1fr- German KL: 57 b- 1fr-

Nummer: 1 268 966Number: 1 268 966

Aktenzeichen: P 12 68 966.6-51File number: P 12 68 966.6-51

Anmeldetag: 23. Januar 1962Filing date: January 23, 1962

Auslegetag: 22. Mai 1968Open date: May 22, 1968

Die Erfindung betrifft eine lichtempfindliche Schicht aus Kohlenstofftetrabromid und einem Farbbildner.The invention relates to a photosensitive layer made of carbon tetrabromide and a color former.

Es ist vorgeschlagen worden, lichtempfindliche Schichten aus Kohlenstofftetrabromid und einem farbbildenden Amin in Auskopierschichten zu verwenden (deutsche Auslegeschriften 1 134 587 und 1 135 755). Es ist bekannt, lichtempfindliche Schichten in photographischen Verfahren zu verwenden.It has been proposed to use photosensitive layers made of carbon tetrabromide and a to use color-forming amine in copy-out layers (German Auslegeschriften 1 134 587 and 1 135 755). It is known to have photosensitive layers to be used in photographic processes.

Nachteilig aü diesen bekannten lichtempfindlichen Schichten ist, daß nach ihrer Belichtung eine meist umständliche und zeitraubende Naßfixierung erforderlich ist.A disadvantage of these known photosensitive layers is that after their exposure one usually cumbersome and time-consuming wet fixation is required.

Aufgabe der Erfindung ist, eine für sichtbares Licht empfindliche Schicht anzugeben, bei der die Fixierung durch eine einfache Wärmebehandlung erfolgen kann.The object of the invention is to provide a layer sensitive to visible light in which the Fixation can be done by a simple heat treatment.

Der Gegenstand der Erfindung geht von einer lichtempfindlichen Schicht aus Kohlenstofftetrabromid und einem Farbbildner aus und ist dadurch gekennzeichnet, daß sie als Farbbildner ein Triphenylmethanlacton, 2-(p-Nitrophenyl)-4,4-bis-(p-dimethylaminophenyl) - 7 - dimethylamine - 3,1,4 - benzoxazin, ein Leukomethylenblauderivat, ein Leukauraminderivat, ein Spiroxanthenderivat oder den Dihydriläther von Michlers Hydrol enthält.The subject of the invention is based on a photosensitive layer made of carbon tetrabromide and a color former and is characterized in that it is a triphenylmethane lactone as the color former, 2- (p-nitrophenyl) -4,4-bis- (p-dimethylaminophenyl) - 7 - dimethylamine - 3,1,4 - benzoxazine, a leucomethylene blue derivative, a leukauramine derivative, a spiroxanthene derivative or the dihydrate ether of Michler's Hydrol.

Geeignete Farbbildner für die lichtempfindliche Schicht sind:Suitable color formers for the photosensitive layer are:

1. Triphenylmethanlactone, z.B. 3,3-Bis-(p-dimethylaminophenyl) - 6 - dimethylaminophthalid (Kristallviolettlacton), 3,3-Bis-(p-dimethylaminophenyl)-phthalid (Malachitgrünlacton) und dessen niedere Alkyl- und Halogenderivate.1. Triphenylmethane lactones, e.g., 3,3-bis (p-dimethylaminophenyl) - 6 - dimethylaminophthalide (Crystal violet lactone), 3,3-bis (p-dimethylaminophenyl) phthalide (malachite green lactone) and its lower alkyl and halogen derivatives.

2. 2 - (p - Nitrophenyl) - 4,4 - bis - (p - dimethylaminophenyl) - 7 - dimethylamine - 3,1,4 - benzoxazin mit der Strukturformel2.2 - (p - nitrophenyl) - 4,4 - bis - (p - dimethylaminophenyl) - 7 - dimethylamine - 3,1,4 - benzoxazine with the structural formula

(CH3J2N(CH 3 J 2 N

N(CH3)2 N (CH 3 ) 2

3. Leukomethylenblauderivale, z. B. 10 - Benzoyl-3,7-bis-(diniethylamino)-phenothiazin (Benzoyl-Lichtempfindliche Schicht3. Leucomethylene blue rivals, e.g. B. 10 - Benzoyl-3,7-bis (diniethylamino) phenothiazine (Benzoyl photosensitive layer

Anmelder:Applicant:

The National Cash Register Company,The National Cash Register Company,

Dayton, Ohio (V. St. A.)Dayton, Ohio (V. St. A.)

Vertreter:Representative:

Dr. A. Stappert, Rechtsanwalt,Dr. A. Stappert, lawyer,

4000 Düsseldorf-Nord, Feldstr. 804000 Düsseldorf-North, Feldstr. 80

Beanspruchte Priorität:Claimed priority:

V. St. v. Amerika vom 25. Januar 1961 (84749) V. St. v. America january 25, 1961 (84749)

leukomethylenblau) sowie Halogen- und Nitroderivate dieser Verbindung, Naphthoylleukomethylenblauunddie 10-n-Octanoyl-, 10-(4'-Anisoyl)-sowie 10-Cinnamoyl-Analogen von Benzoylleukomethylenblau. leucomethylene blue) and halogen and nitro derivatives of this compound, naphthoyl leucomethylene blue and the 10-n-octanoyl, 10- (4'- anisoyl) and 10-cinnamoyl analogues of benzoyl leucomethylene blue.

4. Leukauraminderivate, z. B. N-Halogenphenyl- und N-(Alkylhalogenphenyl)-leukauraminverbindungen mit der Strukturformel4. Leukauramine derivatives, e.g. B. N-halophenyl and N- (alkylhalophenyl) leukauramine compounds having the structural formula

in der R gleich einer Amino-, Anilino-, Cyclohexyl-, o-Tolyl-, p-Tolyl- und S-Chlor^-methylphenylgruppe ist und worin R1- gleich einer —CH3- oder einer —C2H5-Gruppe ist.in which R is an amino, anilino, cyclohexyl, o-tolyl, p-tolyl and S-chloro ^ -methylphenyl group and in which R 1 - is a —CH 3 - or a —C 2 H 5 - Group is.

5. Spiroxanthenderivate, z. B. Acetylderivate von 3\6'-Bis-(diäthylamino)-spiro-[2,3-dihydrobenz-5. Spiroxanthene derivatives, e.g. B. Acetyl derivatives of 3 \ 6'-bis (diethylamino) -spiro- [2,3-dihydrobenz-

109 550 417109 550 417

isosulfonazoi - 3,9' - xanthen] formelisosulfonazoi - 3,9 '- xanthene] formula

mit der Struktur-with the structural

N(C2H5),N (C 2 H 5 ),

^N-COCH1 ^ N-COCH 1

/X/ X

2-(N- Phenyl) - 3',6' - bis - (diäthylamino) - spiro-[1,2,3 H-phthalimide - 3,9^-xanthen] mit der Strukturformel2- (N-phenyl) - 3 ', 6' - bis - (diethylamino) - spiro- [1,2,3 H-phthalimide - 3,9 ^ -xanthene] with the Structural formula

Aufzeichnung erhalten, die durch Erwärmen des Aufzeichnungsmaterials auf eine zwischen Zimmertemperatur und 100° C Hegende Temperatur, wobei das bei der Belichtung nicht verbrauchte Kohlenstofftetrabromid entfernt wird, fixiert wird. Die jeweils zu verwendende Temperatur hängt von der Kombination des Farbbildners, dem verwendeten Bindemittel und der jeweiligen Wärmequelle ab. Die Zeitdauer der Wärmebehandlung schrankt ebenfalls starkRecord obtained by heating the recording material to between room temperature and 100 ° C Hehende temperature, the carbon tetrabromide not consumed in the exposure is removed, is fixed. The particular temperature to be used depends on the combination the color former, the binder used and the respective heat source. The length of time the heat treatment is also severely limited

ίο je nach den in der lichtempfindlichen Schicht verwendeten Komponenten. Im allgemeinen beträgt die Behandlungsdauer innerhalb des genannten Temperaturbereiches nur wenige Sekunden. Die lichtempfindliche Schicht ist normalerweise gelb. Diese Farbe behält sie auch nach der Belichtung in den nicht belichteten Bildteilen bei. Bei Erwärmung des Aufzeichnungsmaterials schlägt die gelbe Farbe jedoch im allgemeinen in eine hellgrüne Farbe um. Diese Farbänderung des Untergrundes ist wahrscheinlich auf eine Verminderung des Kohlenstofftetrabromids zurückzuführen.ίο depending on those used in the photosensitive layer Components. In general, the treatment time is within the stated temperature range just a few seconds. The photosensitive layer is usually yellow. It retains this color even after exposure in the unexposed parts of the image. When the recording material is heated, the yellow color appears however, generally turns to a light green color. This change in color of the subsurface is likely attributed to a decrease in carbon tetrabromide.

(C2Hs)2N —{{, 5'Y "" Y4y^f- N(C2H5), Enthält die lichtempfindliche Schicht eine Mischung(C 2 Hs) 2 N - {{, 5 'Y "" Y 4y ^ f- N (C 2 H 5 ), The photosensitive layer contains a mixture

aus Kohlenstofftetrabromid und dem Dihydriläther von Michlers Hydrol, so wird durch die Erwärmung eine Farbintensivierung des Bildes herbeigeführt. Durch die Erfindung wird eine für sichtbares Licht empfindliche Schicht erhalten, die nach der Belichtung keiner Naßfixierung mehr bedarf. Mit der lichtempfindlichen Schicht ist es weiterhin auch möglich, Halbtöne eines Originals wiederzugeben.from carbon tetrabromide and the dihydric ether of Michler's Hydrol, so becomes by the warming brought about a color intensification of the image. The invention makes one for visible light sensitive layer obtained which no longer requires wet fixation after exposure. With the photosensitive Layer it is still possible to reproduce halftones of an original.

Beispielexample

Ein Blatt Papier wird im Dunkeln mit 1 g Kristall-A sheet of paper is placed in the dark with 1 g of crystal

und 2-(N-p-NitrophenyI), 3',6'-Bis-(diäthyIami- violettlacton der Strukturformel no)-spiro [1,2,3 H-phthafimidin-3,9'-xanthen] mit 35 der Strukturformeland 2- (N-p-nitrophenyI), 3 ', 6'-bis (diethyIami- violet lactone of the structural formula no) -spiro [1,2,3 H-phthafimidine-3,9'-xanthene] with 35 of the structural formula

(C2Hs)2N(C 2 Hs) 2 N

N(C2H5),N (C 2 H 5 ),

(CHa)2N-(Ai /N-N(CH3),(CHa) 2 N- (Ai / NN (CH 3 ),

VV/VVV / V

NO,NO,

N(CH3).N (CH 3 ).

6. Dihydriläther von Michlers Hydrol. z. B. 4,4\4",4"' - (Oxymethylidyni-fetrakis - (RN - dimethylanilin). 6. Dihydrate ether from Michler's Hydrol. z. B. 4,4 \ 4 ", 4" '- (Oxymethylidyni-fetrakis - (RN - dimethylaniline).

Gemäß einer Ausgestattung der Erfindung enthält die Schicht als Farbbildner 3,3-Bis-(p-dimethylaminophenyl)-6-dimethylaminophthalid oder N-(2,5-Dichlorphenylj-leukauramin. „According to one feature of the invention, the layer contains 3,3-bis- (p-dimethylaminophenyl) -6-dimethylaminophthalide as a color former or N- (2,5-dichlorophenylj-leukauramine. "

Auf einem üblichen Schichtträger wird im Dunkeln eine Mischung aus einem annähernd farblosen Farbbildner, beispielsweise Kristallviolettlacton und Kohlenstofftetrabromid in Form einer Lösung in Toluol oder einem anderen Lösungsmittel aufgebracht. Durch Verdampfen des Lösungsmittels wird anschließend das Aufzeichnungsmaterial getrocknet. Das auf diese Weise hergestellte Aufzeichnungsmaterial ist gegenüber sichtbarem Licht empfindlich. Durch bildmäßige Bestrahlung mit sichtbarem Licht wird eine farbige und 5 g Kohlenstofftetrabromid in 180 ecm Toluol beschichtet.A mixture of an almost colorless color former, for example, crystal violet lactone and carbon tetrabromide applied in the form of a solution in toluene or another solvent. By After evaporation of the solvent, the recording material is dried. That on this Well-prepared recording material is sensitive to visible light. By pictorial Irradiation with visible light is a colored and 5 g of carbon tetrabromide in 180 ecm of toluene coated.

Das so erhaltene Aufzeichnungsmaterial wird dannThe recording material thus obtained is then

durch Verdampfen des Lösungsmittels getrocknet.dried by evaporation of the solvent.

Der Farbbildner und das KohlenstofftetrabromidThe color former and the carbon tetrabromide

können auch in Aceton gelöst und dann einer 10° oigen wäßrigen Lösung von Gelatine oder Polyvinylalkohol zugesetzt werden.can also be dissolved in acetone and then added to a 10 ° o strength aqueous solution of gelatin or polyvinyl alcohol.

Wird eine transparente Kopiervorlage auf die lichtempfindliche Schicht gelegt, so entsteht bei Belichtung mit sichtbarem Licht eine negative Kopie. Die Fixierung kann durch Wärmeeinwirkung erfolgen. If a transparent copy template is placed on the light-sensitive layer, this is the result of exposure a negative copy with visible light. The fixation can be done by the action of heat.

Claims (2)

Patentansprüche:Patent claims: 1. Lichtempfindliche Schicht aus Kohlenstofftetrabromid und einem Farbbildner, dadurch gekennzeichnet, daß sie als Farbbildner ein Triphenylmethanlacton. 2 - (p - Nitrophenyl)-4,4 - bis - (p - dimethyl - aminophenyl) - 7 - di-1. Photosensitive layer made of carbon tetrabromide and a color former, thereby characterized in that it is a triphenylmethane lactone as a color former. 2 - (p-nitrophenyl) -4.4 - bis - (p - dimethyl - aminophenyl) - 7 - di- 5 65 6 methylamino-S.M-benzoxazin, ein Leukomethy- thylaminophenyl) - 6 - dimethylaminophthalidmethylamino-S.M-benzoxazine, a leucomethylaminophenyl) - 6 - dimethylaminophthalide lenblauderivat, ein Leukauraminderivat, ein Spiro- oder N - (2,5 - Dichlorphenyl) - leukauramineLen blue derivative, a leukauramine derivative, a spiro- or N - (2,5 - dichlorophenyl) - leukauramine xanthenderivat oder den Dihydriläther von Mich- enthält. xanthene derivative or the dihydric ether of Mich- contains. lers Hydrol enthält.contains lers Hydrol. 2. Schicht nach Anspruch 1, dadurch gekenn- 5 In Betracht gezogene ältere Patente:2. Layer according to claim 1, characterized in 5 older patents considered: zeichnet, daß sie als Farbbildner 3,3-Bis-(p-dime- Deutsches Patent Nr. 1 134 587, 1 135 755.draws that as a color former it is 3,3-bis- (p-dime- German Patent No. 1,134,587, 1,135,755. 809 550417 5.61 Q Bundesdruckerei Berlin809 550417 5.61 Q Bundesdruckerei Berlin
DEP1268A 1961-01-25 1962-01-23 Photosensitive layer Pending DE1268966B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US84749A US3140947A (en) 1961-01-25 1961-01-25 Graphic data copy sheet and method of using it

Publications (1)

Publication Number Publication Date
DE1268966B true DE1268966B (en) 1968-05-22

Family

ID=22186977

Family Applications (1)

Application Number Title Priority Date Filing Date
DEP1268A Pending DE1268966B (en) 1961-01-25 1962-01-23 Photosensitive layer

Country Status (8)

Country Link
US (1) US3140947A (en)
BE (1) BE612013A (en)
CH (1) CH406255A (en)
DE (1) DE1268966B (en)
FR (1) FR1311084A (en)
GB (1) GB917919A (en)
NL (1) NL273984A (en)
SE (1) SE312975B (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3285743A (en) * 1962-03-14 1966-11-15 Meyer S Agruss Heterocyclic compounds in admixture with a triphenylmethane leucocyanide dye former system
US3503745A (en) * 1963-05-06 1970-03-31 Bell & Howell Co Dye sensitization of light sensitive systems
GB1055025A (en) * 1963-05-06 1967-01-11 Bell & Howell Co Improvements in or relating to the preparation and use of photographic compositions
US3476562A (en) * 1963-05-06 1969-11-04 Bell & Howell Co Light sensitive composition comprising an organic amine and an organic halogen compound in a hydrophilic binder
US3346385A (en) * 1964-01-16 1967-10-10 Ncr Co Process for photo-engraving by use of photo-chromic dye and product
US3394391A (en) * 1967-03-29 1968-07-23 Scott Paper Co Translucent impregnated paper photographic plate
US3390996A (en) * 1964-04-29 1968-07-02 Du Pont Photosensitive composition comprising an organic nitrogen-containing color-generator, a photo-oxidant and a redox couple
US3383212A (en) * 1964-04-29 1968-05-14 Du Pont Photographic process utilizing composition comprising an oxidatively activatable color generator, thermally activatable oxidant and a redox couple
US3390997A (en) * 1964-04-29 1968-07-02 Du Pont Photosensitive composition comprising a triphenylemethane derivative and a nitrogen-containing photo-oxidant
US3395018A (en) * 1964-04-29 1968-07-30 Du Pont Light-sensitive color-forming composition
US3390994A (en) * 1966-02-17 1968-07-02 Du Pont Photodeactivatable light-sensitive color-forming composition
US3858636A (en) * 1968-09-23 1975-01-07 Firestone Tire & Rubber Co Polycarbonamide reinforced non-flatspotting tires having yarns penetrated with aliphatic organic, hydroxylated plasticizer and their manufacture
GB1456208A (en) * 1972-12-28 1976-11-24 Agfa Gevaert Thermographic processes and recording material for use therein
GB1465669A (en) * 1972-12-28 1977-02-23 Agfa Gevaert Pressure sensitive recording materials and pressure-recording procews
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
US4659062A (en) * 1984-03-26 1987-04-21 Mooney Richard J Flowgrid regulator

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1134587B (en) * 1959-01-16 1962-08-09 Horizons Inc Mixtures suitable for producing photosensitive layers
DE1135755B (en) * 1960-02-29 1962-08-30 Dr Karlheinz Pfoertner Material sensitive to ionizing radiation, insensitive to visible light and process for its production

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB190404994A (en) * 1904-02-29 1904-12-31 Oliver Imray Improved Manufacture of Coloured Photographic Images or Prints and of Sensitive Surfaces therefor.
GB190702462A (en) * 1906-02-03 Henry Smith John Improvements in Sensitizing Bleaching-out Colours
BE362370A (en) * 1928-07-17
US2844465A (en) * 1954-03-17 1958-07-22 Chalkley Lyman Photographic process

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1134587B (en) * 1959-01-16 1962-08-09 Horizons Inc Mixtures suitable for producing photosensitive layers
DE1135755B (en) * 1960-02-29 1962-08-30 Dr Karlheinz Pfoertner Material sensitive to ionizing radiation, insensitive to visible light and process for its production

Also Published As

Publication number Publication date
FR1311084A (en) 1962-11-30
NL273984A (en)
CH406255A (en) 1966-01-31
SE312975B (en) 1969-07-28
US3140947A (en) 1964-07-14
BE612013A (en)
GB917919A (en) 1963-02-06

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