EP0088581B1 - Photografisches Material das bei Tageslicht behandelt werden kann - Google Patents

Photografisches Material das bei Tageslicht behandelt werden kann Download PDF

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Publication number
EP0088581B1
EP0088581B1 EP83301090A EP83301090A EP0088581B1 EP 0088581 B1 EP0088581 B1 EP 0088581B1 EP 83301090 A EP83301090 A EP 83301090A EP 83301090 A EP83301090 A EP 83301090A EP 0088581 B1 EP0088581 B1 EP 0088581B1
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Prior art keywords
photographic element
compound
carbon atoms
carbon
atoms
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EP83301090A
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English (en)
French (fr)
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EP0088581A1 (de
Inventor
Jonathan P. Minnesota Mining And Man. Co. Kitchin
Robert F. Minnesota Mining And Man. Co. Coles
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3M Co
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Minnesota Mining and Manufacturing Co
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/36—Desensitisers
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/16—X-ray, infrared, or ultraviolet ray processes

Definitions

  • This invention relates to silver halide photographic materials which may be handled under normal lighting conditions without fogging and which are capable of recording images of high intensity light or other actinic radiation.
  • photographic recording materials require specially filtered and subdued light in order to be handled safely without fogging. This applies particularly to silver halide photographic recording materials which are, in general, more light sensitive than non-silver materials.
  • Silver halide recording materials which have not been spectrally sensitized by the addition of sensitizing dye are normally only highly sensitive to ultraviolet and blue light. Such materials may be safely handled in subdued yellow or red light. It is very desirable to produce a silver halide photographic recording film which may be safely handled in bright white light. The benefits of this include ease of working and inspection of the material during exposure and processing, and generally more pleasant working conditions for the operators.
  • white light used herein is defined as the emission of a typical commercially available “white” or “warm white” fluorescent tube which has relatively little emission shorter than 400 nm wavelength, or longer than 700 nm. Various techniques have been employed in order to achieve some degree of white light handleability.
  • Silver halide materials which are intended for exposure to wavelengths outside the above range; e.g., direct X-ray recording materials or ultraviolet recording materials, may be afforded some degree of "white light handleability" by overcoating the radiation sensitive layer with a layer containing a filter dye.
  • the dye will absorb visible light, particularly blue light, and prevent exposure of the radiation sensitive layer by this light.
  • the filter dye is chosen such that it does not greatly interfere with intentional exposure of the material to U.V. or X-rays. Examples of constructions incorporating such filter layers are disclosed in United States Patent Nos. 4,140,531 and 4,232,116 which employ blue absorbing dyes which are bleached during processing.
  • An alternative method for achieving handleability in white light is to add a substance to the radiation sensitive layer which causes desensitization to radiation of all wavelengths. Materials desensitized in this way must then be exposed to a very powerful light source, much brighter than the room light in which they can be handled. Silver halide materials desensitized by the addition of rhodium salts are disclosed, for example, in Japanese Patent Specification No. J5 6125-734. The white light handleability of materials desensitized in this way is not very great unless impractically high levels of desensitization are effected.
  • Materials for direct X-ray recording may be rendered handleable by the addition, to the silver halide layer, of compounds which desensitize the silver halide to visible (white) light, but not to X-rays.
  • United States Patent Nos. 3,671,254; 3,237,008 and 3,658,547 disclose examples of such components.
  • L.I.R.F. low intensity reciprocity failure
  • L.I.R.F. inducers Compounds which promote this effect will hereafter be referred to as "L.I.R.F. inducers".
  • the application of L.I.R.F. inducers to white light handleable photographic film has been described in Professional Printer, 1981, Vol. 25(2), page 9.
  • classes or organic compounds which act as desensitizers towards silver halide emulsions see, for example, P. Glafkides, Photographic Chemistry, Chapter XLII, Fountain Press, 1960.
  • Classes of organic compounds which are known to form derivatives which may act as desensitizers include: phenazines, tetrazines, quinoxalines, aromatic nitro compounds, azo dyes, anthraquinones, diphenyl methanes, triphenylmethanes, cyanines, nitrated cyanines, styryl derivatives, styryl vinyl derivatives, benzopyrilium derivatives, furyl vinyl quinolines, methine-anthraquinone derivatives, anils, aza cyanines, triazoles, dipyridine derivatives and phenazine N-oxides.
  • United States Patent Specification No. 4030932 discloses spectral sensitizers for silver halide emulsions which are compounds containing an isoindole nucleus having a substituent in the 2-position which is an alkyl or substituted alkyl group.
  • the patent also discloses that the compounds: and are desensitizers for negative silver halide emulsions. There is no indication that these two compounds are L.I.R.F. inducers.
  • a photographic element which exhibits safe handling characteristics under white light (as defined herein) and is capable of recording images of higher intensity visible light or other actinic radiations, the element comprising one or more layers of silver halide emulsion at least one or of said layers containing an effective amount in the range 0.01 to 10 g per mol of silver of a compound of the formula: in which:
  • the compounds of formula (I) act as L.I.R.F. inducers and do not cause latent image fading in silver halide emulsions and are therefore useful in the production of photographic elements which may be handled without fogging under white light; e.g. normal lighting conditions.
  • the compounds may be incorporated into the emulsion before or after imagewise exposure.
  • Certain compounds within the scope of formula (I) are known and have been used as dyestuffs and colorants; see, for example, United States Patent Nos. 3,646,033; 3,994,921 and 4,217,309 and British Patent No. 1,219,041.
  • compounds of formula (I) possess suitable properties for use in white light handleable films. These properties include the ability to desensitize silver halide to normal lighting conditions while allowing the silver halide to remain sensitive to intense visible or ultraviolet exposing devices or X-ray exposing devices.
  • L.I.R.F. inducers for use in our invention must be capable of accepting an electron which has been excited to the conduction band of the silver halide crystal.
  • L.I.R.F. inducers of this invention are those having a cathodic half wave potential less negative than -1.0 volts measured versus a normal calomel electrode.
  • the nucleus: in formula (I) does not appear to have a significant effect on the desensitizing properties.
  • the ring R is preferably an optionally substituted aromatic ring.
  • other ring systems are suitable as defined above, an example of which includes dithiacyclohexenylene.
  • the substituent(s) R 1 may be selected from a wide range of groups including halogen; e.g., chlorine, hydroxy, alkyl or alkenyl, containing 1 to 8 carbon atoms, cycloalkyl; e.g., cyclohexyl, alkoxy containing 1 to 8 carbon atoms, aryl containing up to 8 carbon atoms; e.g., phenyl, substituted phenyl, acylamine, etc.
  • the above aliphatic substituents may themselves be substituted with, for example, phenyl, hydroxyl or halogen, carboxyl, esterified carboxyl, carbamoyl, sulpho or esterified sulpho group.
  • the nucleus of formula (2) has the formula: in which each of R 3 to R 6 are independently selected from hydrogen, halogen, alkyl or alkoxy containing up to 8 carbon atoms, aryl containing up to 8 carbon atoms and acylamine, any two adjacent R 3 to R 6 groups optionally forming the necessary atoms selected from carbon, nitrogen, oxygen and sulphur to complete one or more fused rings having up to 12 carbon atoms in the skeletal ring structure.
  • substituents X and Y which have a significant effect upon the desensitizing properties of the compound of formula (I) may be selected from a wide range of groups within the above definitions.
  • suitable substituents for X and Y include those of the following formulae (4) to (8): in which:
  • Q represents oxime, hydrazone or aryl hydrazone in which the aryl group contains up to 8 carbon atoms.
  • An example of a group of formula (8) is para-nitrophenylhydrazone.
  • At least one of X and Y represents a divalent group linked via a carbon atom or nitrogen atom, which atom is separated by one carbon atom from a quaternized nitrogen atom.
  • 3-imino isoindolines may exist in equilibrium with the tautomeric 3-aminoisoindolenine.
  • many of the compounds of formula (I) may be capable of existing in protonated or un- protonated forms depending on the pH of the environment.
  • the compounds of formula (I) may be added at any stage during the preparation of the silver halide emulsion. Additionally, it is possible to apply the compounds to the photographic element in the form of a solution, which solution may be applied subsequent to exposure but prior to development in order that development may be carried out in lighting sufficiently bright to permit inspection of the photographic element. Preferably, the compound is incorporated during the emulsion preparation.
  • the compounds of the formula (I) preferably have a solubility which is greater than 10- 4 molar in one or more water miscible solvent at 40°C.
  • Typical solvents include one or any combination of methanol, ethanol, water, acetone, pyridine, 2-methoxyethanol, dimethylformamide, dimethyl sulfoxide, 0.1 N aqueous sodium hydroxide and 0.1 N aqueous nitric acid.
  • the amount of compound employed varies with the degree of desensitization required and the L.I.R.F. inducing properties of the particular compound employed. Generally concentrations within the range 0.01 to 10 g per mole of silver are used and usually within the range 0.1 to 5 g per mole of silver.
  • Suitable silver halide emulsions for use in the invention include silver chloride, silver bromide, silver chlorobromide, silver iodobromide, silver iodochlorobromide and silver iodochloride emulsions.
  • the emulsions preferably employ gelatin as a binder.
  • the gelatin may be wholly or partly replaced by other polymers including chemically modified gelatin, albumin, agar-agar, arabic acid, alginic acid and derivatives thereof, starch and derivatives thereof, cellulose derivatives; e.g., cellulose ethers, partially hydrolyzed cellulose acetate, carboxymethyl cellulose, etc., polyvinyl alcohol, polyvinylpyrrolidone, methacrylic acid, or derivatives thereof; e.g., esters, amides and nitriles, vinyl polymers; e.g., vinyl ethers and vinyl esters.
  • the silver halide emulsion employed in this invention may be chemically sensitized. Chemical sensitization may be carried out by heating the emulsion in the presence of active gelatin or sulfur sensitizers such as dodium thiosulphate or selenium, and noble metal sensitizers. Alternatively, or in addition, the emulsion may be reduction sensitized, for example, by treating at low pAg (less than 5) and high pH (greater than 8) or through the use of reducing agents such as stannous chloride, thiourea dioxide and amine boranes.
  • the silver halide elements may contain any of the conventional emulsion additives which are known in the art including: development accelerating compounds; e.g., polyalkylene glycols, cationic surfactive compounds of the ammonium, sulfonium and phosphonium types and thioethers; antifoggants and stabilizers; e.g., thiazolium salts, azaindenes; e.g., hydroxytetraazaindenes, nitroindazoles, nitro- benzimidazoles, mercaptotetrazoles, divalent salts of cadmium, cobalt, mercury, zinc or manganese and benzene thiosulfonates.
  • development accelerating compounds e.g., polyalkylene glycols, cationic surfactive compounds of the ammonium, sulfonium and phosphonium types and thioethers
  • antifoggants and stabilizers e.g.,
  • the silver halide elements may also contain conventional additives such as coating aids, hardeners, plasticizers and antistatic agents.
  • the silver halide elements of this invention may additionally contain any of the conventional desensitizers known in the art.
  • a fine-grained silver halide emulsion consisting of 98% silver chloride and 2% silver bromide was prepared by a conventional double jetting technique.
  • the emulsion was coagulated with sodium sulfate and washed normally.
  • the coagulum was reconstituted with gelatin solution to give a final gelatin content of 80 g per mole of silver.
  • the emulsion was divided into 0.1 mole portions and each additive, as indicated in Table 2, was added to a respective portion of the emulsion in methanol solution prior to addition of wetting agent and hardener.
  • the pH of the emulsions was adjusted to pH 5 and the emulsions were coated on polyester base.
  • the coatings were exposed under two conditions:
  • the compounds which are most useful for imparting white light handleability to a silver halide material are those which have a small effect on the sensitivity towards high intensity exposure and a large effect in reducing the sensitivity of the emulsion to low intensity (room light exposure).
  • the most effective L.I.R.F. inducers should have a low value in both Columns A and C in Table 2. It will be noted from Table 2 that the compounds used in accordance with the invention compare favorably with those of the prior art and in many cases are significantly superior as L.I.R.F. inducers.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)

Claims (21)

1. Photographisches Element mit einer oder mehreren Silberhalogenid-Emulsionsschichten, wobei mindestens eine dieser Schichten eine wirksame Menge eines oder mehrerer Zusatzstoffe enthält, so daß das Element im weißen Licht sicher handhabbar und in der Lage ist, Bilder von höherer Lichtintensität oder anderer actinischer Strahlung aufzuzeichen, dadurch gekennzeichnet, daß der Zusatzstoff in einer Menge im Bereich von 0,01 bis 10 g pro Mol Silber vorliegt und eine Verbindung der allgemeinen Formel
Figure imgb0044
ist, in der R einen aromatischen Ring, einen 4-, 5-, 6- oder 7-tetrahydrierten aromatischen Ring, einen stickstoffenthaltenden heterocyclischen Ring oder einen schwefelenthaltenden heterocyclischen Ring bedeutet, n den Wert 0 hat oder eine ganze Zahl mit einem Wert von 1 bis 4 ist, so daß R gegebenenfalls bis zu vier Substituenten R1 am Ring trägt, jeder Rest R1 gleich oder verschieden ist und einen Substituenten bedeutet, der einzeln oder kumulativ die desensibilisierenden Eigenschaften der Verbindung, bezogen auf die äquivalente Verbindung, in der n den Wert 0 hat, nicht wesentlich schädlich beeinflußt, zwei benachbarte Rest R1 gegebenenfalls die erforderlichen Kohlenstoff-, Stickstoff-, Sauerstoff- oder Schwefelatome bilden, um einen oder mehrere kondensierte Ringe mit bis zu 12 Atomen im Grundgerüst zu vervollständigen,
X und Y gleich oder verschieden sind und einen zweiwertigen Rest bedeuten, der durch Entfernung von zwei aktiven Wasserstoffatomen von einem einzigen Stickstoff- oder Kohlenstoffatom in einer organischen Verbindung erhalten wird, und dessen Grundgerüst bis zu 20 Atome ausgewählt aus Kohlenstoff, Sauerstoff, Schwefel und Stickstoff enthält, oder die Gruppe =NH bedeutet und einer der Reste X und Y zusätzlich die Gruppe =0 ist, mit der Maßgabe, daß beide Reste X und Y nicht 3-Methyl- benzothiazolium-2-yl-methylengruppen oder 1-Methylchinolinium-2-yl-methylengruppen darstellen.
2. Photographisches Element nach Anspruch 1, dadurch gekennzeichnet, daß mindestens einer der Reste X und Y ausgewählt gewählt ist aus
Figure imgb0045
in der
A6 ein Anion darstellt,
m den Wert 0, 1 oder 2 hat
r den Wert 0 oder 1 hat,
Y' ein Kohlenstoff-, Stickstoff-, Sauerstoff- oder Schwefelatom ist,
Z1 eine Bindung oder erforderliche Atome darstellt, um einen 5- oder 6-gliedrigen Ring zu vervollständigen, der gegebenenfalls einen oder mehrere weitere ankondensierte Ringe enthält, und
R7 einen Alkyl-, Sulfoalkyl- oder Carboxyalkylkrest mit bis zu 8 Kohlenstoffatomen bedeutet, oder
Figure imgb0046
in der
m den Wert 0, 1 oder 2 hat,
p den Wert 0 oder 1 hat, und
Z2 die nichtmetallischen Atome darstellt, die zur Vervollständigung eines sauren Kerns des in Merocyanin-Farbstoffen vorhandenen Typs bedeutet, oder
Figure imgb0047
in der
m den Wert 0, 1 oder 2 hat und
R8 und R9 gleich oder verschieden sind und jeweils einen elektronenanziehenden Substituenten, z.B. eine CN-Gruppe, eine Acylgruppe mit bis zu 8 Kohlenstoffatomen, eine Alkoxycarbonylgruppe mit bis zu 8 Kohlenstoffatomen, eine Sulfonylgruppe oder eine Nitroarylgruppe mit bis zu 8 Kohlenstoffatomen bedeutet, oder
Figure imgb0048
in der
m den Wert 0, 1 oder 2 hat und
R10 ein Wasserstoffatom, einen Alkylrest mit bis zu 8 Kohlenstoffatomen oder einen Arylrest mit bis zu 8 Kohlenstoffatomen bedeutet, oder
Figure imgb0049
in der
m den Wert 0, 1 oder 2 hat und
Q ein Oxim, Hydrazon oder Arylhydrazon darstellt, wobei der Arylrest bis zu 8 Kohlenstoffatome enthält.
3. Photographische Element nach Anspruch 2, dadurch gekennzeichnet, daß X und Y gleich sind und jeweils eine zweiwertige Gruppe bedeuten, die über ein Kohlenstoff- oder Stickstoffatom gebunden ist, wobei dieses Atom durch ein Kohlenstoffatom von einem quaternisierten Stickstoffatom getrennt ist.
4. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß X eine zweiwertige Gruppe bedeutet, die über ein Kohlenstoff- oder Stickstoffatom gebunden ist, wobei dieses Atom durch ein Kohlenstoffatom von einem quaternisierten Stickstoffatom getrennt ist, und Y die Gruppe =N-H darstellt.
5. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß X die Gruppe
Figure imgb0050
darstellt in der
R7 die in Anspruch 2 angegebene Bedeutung hat und
R11 und R12 gleich sind und Wasserstoffatome bedeuten oder die erforderlichen Atome bilden zur Vervollständigung eines oder mehrerer ankondensierter Benzolringe.
6. Photographisches Element nach Anspruch 5, dadurch gekennzeichnet, daß R7 eine Methyl- oder Äthylgruppe oder die Gruppe ―(CH2)mCO2 - ist, in der m den Wert 1 oder 2 hat.
7. Photographisches Element nach Anspruch 1, dadurch gekennzeichnet, daß einer der Rest X und Y die Gruppe =0 bedeutet.
8. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß R die Gruppe
Figure imgb0051
bedeutet, in der jeder der Reste R3 bis R6 unabhängig voneinander ausgewählt ist aus Wasserstoff, Halogen, Alkyl oder Alkoxy mit bis zu 8 Kohlenstoffatomen, Aryl mit bis zu 8 Kohlenstoffatomen und Acylamin, zwei benachbarte Reste R3 bis R6 gegebenenfalls die erforderlichen Atome ausgewählt aus Kohlenstoff, Stickstoff, Sauerstoff und Schwefel bilden, um einen oder mehrere kondensierte Ringe mit bis zu 12 Kohlenstoffatomen im Grundgerüst zu vervollständigen.
9. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß der Rest oder jeder Rest R1 ausgewählt ist aus Halogen, Alkyl oder Alkenyl mit 1 bis 8 Kohlenstoffatomen, Cycloalkyl, Alkoxy mit 1 bis 8 Kohlenstoffatomen, Aryl mit bis zu 8 Kohlenstoffatomen und Acylamin.
10. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß die Verbindung die Formel
Figure imgb0052
 hat, in der A6 ein Anion darstellt.
11. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß die Verbindung die Formel
Figure imgb0053
hat, in der A8 ein Anion bedeutet.
12. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß die Verbindung die Formel
Figure imgb0054
hat.
13. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß die Verbindung das Produkt folgender Umsetzung ist:
Figure imgb0055
in der R', R, X, Y und n die in Anspruch 1 angegebene Bedeutung haben, mit der Maßgabe, daß weder der Rest X noch der Rest Y die Gruppe =O bedeutet, und mit der Maßgabe, wenn der Rest X die Gruppe =NH ist, die Stufe 1 weggelassen wird, und wenn der Rest Y die Gruppe =NH ist, die Stufe 2 weggelassen wird.
14. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß die Verbindung das Produkt folgender Umsetzung ist:
Figure imgb0056
15. Photographisches Element nach Anspruch 2, dadurch gekennzeichnet, daß die Verbindung ein kathodisches Halbwellenpotential hat, das weniger negativ ist als -0,1 Volt, gemessen gegen eine normale Kalomel-Elektrode.
16. Photographisches Element nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß die Verbindung eine Löslichkeit aufweist, die größer ist als 10-4 M in einem mit Wasser mischbaren Lösungsmittel bei 40°C.
17. Photographisches Element nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß jede der zumindest einmal vorliegenden Schicht 0,1 bis 5 g der Verbindung pro Mol Silber enthält.
18. Verfahren zur Einführung von Sicherheits-Handhabungs-Eigenschaften in weißem Licht in ein photographisches Element, das eine Silberhalogenid-Emulsionsschicht enthält, dadurch gekennzeichnet, daß man in diese Schicht eine wirksame Menge im Bereich von 0,1 bis 10 g pro Mol Silber einer Verbindung gemäß Anspruch 1 einfügt.
19. Verfahren nach Anspruch 18, dadurch gekennzeichnet, daß die Verbindung in die Schicht aus einer Lösung eingefügt wird.
EP83301090A 1982-03-08 1983-03-01 Photografisches Material das bei Tageslicht behandelt werden kann Expired EP0088581B1 (de)

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Application Number Priority Date Filing Date Title
GB8206716 1982-03-08
GB8206716 1982-03-08

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EP0088581B1 true EP0088581B1 (de) 1987-05-13

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EP (1) EP0088581B1 (de)
JP (1) JPH0629944B2 (de)
AR (1) AR244893A1 (de)
AU (1) AU561406B2 (de)
BR (1) BR8301100A (de)
CA (1) CA1246377A (de)
DE (1) DE3371572D1 (de)
ES (1) ES520324A0 (de)
GR (1) GR78071B (de)
MX (1) MX161970A (de)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0536434Y2 (de) * 1990-08-01 1993-09-14
DE4119505A1 (de) * 1991-06-13 1992-12-17 Du Pont Deutschland Verfahren zur herstellung eines radiographischen aufzeichnungsmaterials mit geringer lichtempfindlichkeit
DE69528640D1 (de) * 1995-07-18 2002-11-28 Agfa Gevaert Nv Photographisches Silberhalogenidröntgenmaterial das zur Verwendung in hellem Dunkelkammerlicht geeignet ist

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Publication number Priority date Publication date Assignee Title
US4030932A (en) * 1975-05-28 1977-06-21 Eastman Kodak Company Silver halide sensitized with dyes containing an isoindole nucleus

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
T.H. JAMES: "The theory of the photographic process", 4th edition 1977, Macmillan, page 265 *

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EP0088581A1 (de) 1983-09-14
BR8301100A (pt) 1983-11-22
GR78071B (de) 1984-09-26
ES8407214A1 (es) 1984-08-16
CA1246377A (en) 1988-12-13
AU1209683A (en) 1983-09-15
ES520324A0 (es) 1984-08-16
JPH0629944B2 (ja) 1994-04-20
AU561406B2 (en) 1987-05-07
JPS58166342A (ja) 1983-10-01
AR244893A1 (es) 1993-11-30
MX161970A (es) 1991-03-13
DE3371572D1 (en) 1987-06-19

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