Classifications

• • 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
  • G03C1/675—Compositions containing polyhalogenated compounds as photosensitive substances
• • 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
  • G03C1/72—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705
  • G03C1/73—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705 containing organic compounds
  • G03C1/732—Leuco dyes

Definitions

• This invention relates to a non-silver photographic system sensitive to both ultraviolet and visible light which may either printout directly, thus requiring no development, or which may produce a semi-latent image which maybe developed out by the application of infrared energy and which may be fixed by heating or by a solvent rinse and which has sufficient photographic speed to permit the use of a camera for the taking of pictures in a photographic speed representing a significant improvement over the teachings of the prior art.
• the persent photosystem achieves a greatly improved sensitivity over that available from the teachings from US. Patent 3,102,810, by virtue of inclusion therein of a leuco base or a carbinol base of a simple, substituted, or pseudo-triarylmethane dye in which at least one of the aryls is fitted with specially selected substituents' which enhance the electron withdrawing or electrophilic characteristics of this single aryl group.
• 3,042,518; 3,042,519; and 3,046,125 describe variously mixtures which may be designated slow photographically.
• exposure times of a 275 Watt G.E. Sunlamp of the reflector type at a distance of requires 5 to 25 seconds of exposure before a density of 1 in the colored image is produced.
• United States Patent 3,102,810 describes compositions somewhat faster photographically speaking than those in the preceding patents. When exposed to a 275 watt G.E. Sunlamp of-the reflector type at a distance of 10" compositions of U.S.- Patent 3,102,810 required periods of 5 to 20 seconds to achieve a density'of 1. While images could be obtained at lesser exposures, down to'0.5 second, as described in the examples, the density of the'image thus obtained was very much less than 1.0 and in all cases no image was obtained under this light source at exposure times less than 0.5 second.
• compositions of the present invention yield densities of 1.0 for exposure times at least an order of magnitude less than those described in US. Patent 3,102,810.
• exposure times of not more than 0.1 second yield a density of 1.0 and in many cases this density is achieved for exposure times as short as one hundredth of a second.
• Example 1 of US. Patent 3,102,810 reports that 30 seconds are required to give good images at F45 in bright sunlight, whereas Example 2 indicates that 6 minutes at P45 in bright sunlight are required to produce a good image.
• the compositions to be described in the following specification yield good images at 1 second ex- Patented Dec.
• compositions of my invention are, photographically speaking, a factor of 30 to 100 times faster than the non-silver photographic compositions described in US. Patent 3,102,810.
• the panchromatic photosystem of this invention is characterized by an enhanced speed due to a synergistic effect obtained by the use of a combination of (1) color dye bases or secondary or tertiary aryl, heterocyclic, arylheterocyclic amines unsubstituted in a para position on the ring structure, or with components having a reactive position for attachment of a methane carbon atom or mixtures of these in combination with (2) leuco bases 01' carbinol bases of triarylmethane dyes of both simple and substituted character in which at least one of the aryl or substituted aryl groups of the triarylmethane leuco bases is specially treated to increase strongly its electrophilic or electron withdrawing characteristics, in photosystems including organic halogen compounds which generate free radicals on exposure to radiation of a suitable Wavelength.
• the photosystem also includes a suitable base material in which the light sensitive material and the combination of synergistically acting agents are dispersed or on which they may be supported in the form of a thin film or coating, which coating may or may not contain a plastic binder.
• compositions of my invention may be described as comprising the following:
• a dye base a conjugated dye intermediate or mixtures of the above, each of which may be characterized by the description secondary or tertiary aromatic amines containing a ring structure unsubstituted in a para position, or with other components having a reactive position for attachment of a methane carbon atom;
• a carrier which supports (a), (b), and (0) either as a dispersion or solution throughout the carrier or as an intimate admixture coated on the surface of the carrier material in which said coating may or may not contain a'plastic binder, and said carrier is a type which exhiibts little or no reactive hydrogen positions.
• Carriers which are preferred to the oxygen-containing bases such as the cellulose derivatives include polystyrene, polyvinylchloride, polyvinylidene chloride and copolymers of vinyl chloride and vinylidene respect to sensitivity and the development of color, it
• the capability for taking advantage of the difference in solubility is that as the result of solvent extraction, as defined in US. Patent 3,102,810, hydrophilic-hydrophobic differentiation is available, depending on Whether or not the areas have been exposed to light.
• the developed out dye image appears to be ionic in character, and exhibits hydrophilic properties, and tends to be insoluble in non-polar solvents; whereas the unexposed progenitor Whether intermediate or dye base form, even in the presence of the organic halogen containing compound, is a covalent non-ionic compound, soluble in a variety of organic solvents, and tends to be hydrophobic in character.
• Such hydrophobic properties may be enhanced by placing the photosystem on a hydrophobic base, and as a consequence the system can be utilized as a foundation of photoetch processes and as a means for producing a lithographic plate.
• Another aspect of the present invention is in the provision of a non-silver photographic system which by a proper combination of (1) ultraviolet and/or visible light and (2) infrared may be used for the production of ofiice copy by a flexographic technique hereinafter described.
• the first of the several families of dye bases, dye progenitors or conjugated dye intermediates, which constitutes one of the synergists in the present photosystem, comprises the styryl'dye bases and their higher vinylene homologues, such as described in US. Patent 3,095,303, and whose photographic action is described in US. Patent 3,102,810, in a synergistic system.
• the various types of the styryl dye bases included in the above two aforementioned issued U.S. patents are included in this description by reference.
• the second of the several families of dye bases, or dye progenitors or conjugated dye intermediates which constitutes one of the synergists in the present photosensitive system comprises the cyanine dye bases such as those described in US. Patent 3,100,703.
• a further class of bases useful in my photo process are those related to the styryl dye bases and to the vinylene homologues described in US. Patent 3,102,810 and additionally containing nitrogen in the chain as set forth in column 7 of said patent.
• a variety of dye intermediates may be utilized as substitutes for the above dye bases and as one of the synergists for the purposes of my invention.
• Typical compounds are listed in Table I and are primary, secondary or tertiary carbocyclic aryl amines containing an unsubstituted or open ring carbon para to the ring carbon to which the amine nitrogen is attached, i.e.
• Ar-ITI-A B Ar represents a carbocyclic nucleus such as phenyl or naphthyl aryl and wherein Ar may be unsubstituted or substituted provided that the ring carbon para to the carbon to which the amine nitrogen is attached is not substituted and A and B each represents H, lower alkyl (methyl, ethyl, etc.) or aryl.
• these amines may be represented by one of the following general formulas wherein A and B each represents H, alkyl, aryl or aralkyl and C represents substituents on the phenyl or naphthyl nucleus in any position other than that which the arrow points.
• those preferred in the practice of the present invention are compounds in which the structure occurs in a 5 or, 6 membered heterocyclic ring and the reactive hydrogen, i.e. that which is most'easily replacable, is the hydrogen attached to the carbon indicated.
• the substituted amines of Table I generally yield a deep color ranging from deep blue to deep violet.
• the simple heterocyclic bases of'Table II generally yield a color ranging from green to blue.
• the indigo type bases generally yield a deep blue black or green black.
• a range of colors varying from red to blue can be obtained from the simple heterocyclic bases by substituting the hydrogen most para to the position of the arrow with a chromophoric group such as paradimethyl amino phenyl azo.
• a chromophoric group such as paradimethyl amino phenyl azo.
• quinoline such a compound would be 4-(p-dimethylamino phenyl azo)quinoline and the vinyl analogue would be 4-p-dimethyl amino styryl quinoline.
• Such chromophore substitution yields the styryl bases describedearlier in this specification.
• derivatives of the various heterocyclics may be utilized generally for preparation of dye bases for the purposes of my invention providing such dye bases have a position reactive with a methane type central carbon atom, or less preferably, an aryl ring having an open para position.
• Class I has the general formula given below: wherein R R R and'R are each selected from the group consisting of H, alkyl, arylakyl and aryl groups and they may be the same or different and R represents a monovalent radical selected from the group consisting of H, and OCH where X is H for the leuco base and OH for the carbinol base, where A or B or both may be alpha naphthyl, beta naphthyl, o-anisyl, p-anisyl, p-biphenyl, p-alkylphenyl, p-chlorophenyl, phenyl, where A and B may be the same or different, where A and B may be combined together through an oxygen, a carbon, nitrogen, sulphur, selenium or tellurium bridge, where D is phenyl or naphthyl.
• the phenyl radicals in the above compounds may be substituted in the 2 and 6 positions taken with monovalent substituents from the class Cl, Br, CN, OCH CH COOH, SO H, OH and other monovalent substituents of the same nature.
• Other A and B ring entities may also be substituted in the 2 and 6 positions with monovalent substituents taken from the class Cl, Br, CN, OCH CH COOH, SO H, OH and other monovalent substituents of the same nature.
• Similar substituents may also be present in the 2 and 6 position on the D ring and the 3, 4 and 5 positions on the D ring are preferably unsubstituted.
• the naphthyl radicals may be substituted in the 2 and 8 positions with monovalent substituents taken from the class Cl, Br, CH, OCH CH COOH, SO H, OH, where the substituents are the same or different, providing all are in the foregoing class.
• a second class of triarylmethane dyes suitable for the purposes of my invention may possibly be described as pseudotriarylmethanes in which the combined A and B portions of the triarylmethane generic formula given above are substituted with 3,6 bisdimethyl or diethylamino anthracene, 3,6 bisdimethylamino xanthene, 3,6 bisdimethyl or diethyl aminoseleno xanthene, 3,6 bisdimethyl or diethylaminotelluroxanthene, 3,6 bisdimethylamino or diethylaminotoluoxanthene, or 3,6 bisdimethylamino or diethylaminoxanthene, p-pdimethylamino or diethylaminofluorene and modifications thereof Where methyl or ethyl in the para position on the A and B portions of the ring struction may be substituted for its opposite number of with hydrogen and where methyl, chloro,
• the substitution on the D constituent which improves the electrophilic or electron withdrawing characteristics of the composition improves the electrophilic or electron withdrawing characteristics of the composition.
• This improvement is developed invariably by substitution on the 2 and 6 positions on the D ring with substituents which accentuate the electron withdrawing characteristics of the entire ring.
• the A and B rings may be phenyl or naphthyl and the substituents in the 2 and 6 positions in the case of phenyl and 2 and 8 in the case of naphthyl which accentuate electron withdrawing characteristics may be chlorine, bromine, cyanogen, methyl, methoxy, carboxyl, sulfo, hydroxyl or similar monovalent groups.
• the 3, 4 and 5 positions are preferably left unsubstituted.
• This table illustrates another important aspect of my invention, namely, the extension of the spectral range by increasing the size of the ring structure attached to the central carbon atom.
• Triphenylmethyl Yellow 3, 500-5, 200 Tri-o-anisylmethyl Orange 3, 500-5, 400 (2131) 5,9-dioxa-9, 14-di-hydrocoeran- Red 3, 500-5, 600
• (E) PROPORTIO'NS The preferred proportions of active ingredients in my novel photographic compositions are generally as follows: for each mole of the styryl or cyanine base, or open para position substituted amines as listed in Table I or heterocyclic nitrogen compounds as listed in Table II, 5 to 20 moles of the leuco bases or carbinol bases as described in Tables III and IV are used in combination with 50 to 300 moles of the source of halogen free radicals such as carbon tetrabrornide.
• a preferred composition comprises 1 mole of the dye base, substituted amine or heterocyclic nitrogen compound; 10 moles of the triarylmethane compound; and 200 moles of the halogen free radical source.
• the photochemically active composition is generally dissolved in a solvent such that 1 gram of the photoactive composition may be dissolved in a volume varying from 2 to 10 ccs. of such solvent. If a plastic binder is 13 utilized for film forming characteristics an amount of such plastic binder is added to the solvent volume just recited so as to yield solutions in said solvent ranging between 1 percent plastic binder based on the solvent up to 10 percent.
• the photoactive composition as described in the previous section, with or without the presence of film formers is coated on a suitable substrate such as paper, subbed paper, clear or pigmented plastic films, glass and the like by dipping, spraying, roller coating, doctor blading or any of the usual techniques utilized by those skilled in the art of applying photosensitive coatings of uniform thickness.
• a suitable substrate such as paper, subbed paper, clear or pigmented plastic films, glass and the like by dipping, spraying, roller coating, doctor blading or any of the usual techniques utilized by those skilled in the art of applying photosensitive coatings of uniform thickness.
• These photosensitive compositions are mixed and applied in the dark and after application to the desired surface are allowed to dry in the dark in a drying chamber from which air and oxygen has been removed by purging with nitrogen or carbon dioxide. Drying is normally carried out at room temperature utilizing flowing nitrogen or carbon dioxide to facilitate the drying. Slightly elevated temperatures may be utilized for drying purposes but, preferably, not exceeding 45 C.
• the dried film is then exposed in an appropriate device to a suitable light source such as daylight, ultraviolet lamps, floodlamps, or flashlamps and thereafter is developed for periods ranging between 30 seconds and 2 minutes with an infrared source fitted with an appropriate filter so that all visible and ultraviolet radiation below 7200 A. has been removed.
• a suitable light source such as daylight, ultraviolet lamps, floodlamps, or flashlamps
• the most effective infrared developing band of wavelengths is between 0.75 micron and 3 microns.
• a latent or semi-latent image is obtained on light exposure which develops out as a consequence of the infrared treatment.
• compositions of this invention in a flexographic process in which the compositions are positioned above a subject to be reproduced and then given a blanket exposure to visible and/or UV. radiation after which they are subjected to infrared radiation alone.
• Example 2 3 milligrams of the styryl base, 4-p-dimethylaminostyrylquinoline, and 25 milligrams of the leuco base, 4,4
• Example 3 3 milligrams of the azacyanine dye base, 2-(3-ethyl-2 3H) -benzothiazolylidine) -ethylidine aninobenzothiazole, and 25 milligrams of the leuco base, 4,4 bis(dimethylamino) 2",6 di-cyanotriphenylmethane, were dissolved in a solution of 700 milligrams of carbon tetrabromide in 10 ccs. of a solution of 2 percent ethyl cellulose in toluene. The mixture was coated on white vinylite film in the darkroom and exposed under a negative through a light from a photoflood lamp.
• a full exposed print was obtained in 0.5 second of a neutral gray black color.
• A. similar mixture in which leuco crystal violet was substituted for the dicyanotriphenylmethane leuco base described above gave a barely perceptible image after similar exposure and infrared development indicating at least a 20 times increase in speed when these specially prepared leuco bases were substituted for the prior art leuco crystal violet.
• Example 4 5 milligrams of 3-ethoxy-4'-methyldiphenylamine was mixed with 40 milligrams of 4,4 bis(dimethylamino) 2",6" dicarboxyltriphenylmethane, in 10 ccs. of a 5 percent polystyrene solution containing 500 milligrams of carbon tetrabromide. This mixture was coated on baryta paper at a 1.5 mil wet thickness and allowed to dry in nitrogen. It was then exposed through a negative using the photofiood lamp utilized in Example 3 for 0.5 second. After infrared development, the sample was fixed by heating in an oven at C. for 3 minutes and an image of good density with clean background was achieved. When leuco crystal violet was substituted for the leuco base defined in this example, no image was visible after infrared development and the sample fogged completely on heating in the oven.
• Example 5 4 milligrams of m-acetomidodiethylaniline was mixed with 30 milligrams of 4,4 bis(diethylamino) 2",6 dimethyltriphenylmethane in 10 ccs. of a 5 percent solution of polyvinylchloride in tetrahydrofuran containing 700 milligrams of carbon tetrabromide and the mixture was coated on subbed baryta paper and allowed to dry in the dark. It was thereafter exposed to the photoflood lamp utilized in Example 3, for 1 second through a negative yielding densities after infrared development and solvent leaching of 2.4 in the blacks.
• Example 6 5 milligrams of N,N-dimethyl-m-toluidine and 35 milligrams of 4,4 bis(dimethylamino) 2",6" disulfotriphenylmethane were dissolved in 10 cos. of toluene containing 600 milligrams of carbon tetrabromide. The solution was coated on a clear cellulose acetate film and dried as described previously. It was then exposed in a camera at P45 in bright sunlight and images of excellent quality were obtained after infrared development and fixing as described in Example 1 utilizing an exposure time in the camera of 2 seconds.
• Example 7 7 milligrams of p-ethoxyphenyl alpha naphthylamine and 40 milligrams of 4-4' bis(dimethylaminophenyl) 2",6" dichlorotriphenylmethane were dissolved in 10 ccs. of the solution containing 500 milligrams of carbon tetrabromide and 1 gram of polystyrene. This solution was coated on polyester subbed Mylar at a wet thickness of 2 mils and dried as before. Exposure to the photofiood lamp utilized in Example 3 for 0.5 second produced images in the blacks after infrared development and thermal fixing of densities about 2.0. Substitution of leuco crystal violet for the triphenylmethane leuco compound described in this example yielded no image under the described conditions and the sample fogged completely on thermal development.
• Examples 8, 9, 10, 11 and 12 In five separate preparations, 4 milligrams each of N- vinylcarbazole, isorosinduline, indigo white, carbazole thiazone, and acridine (see Table II), and milligrams of the leuco base described in Example 1 were dissolved in 10 ccs. of a 1 percent ethyl cellulose solution comprising 4 ccs. of ethyl ether and 10 ccs. of toluene which contained 800 milligrams of carbon tetrabromide. These were spread on a clear cellulose acetate film, dried, exposed in a camera in bright sunlight at F45 for 2 seconds. After infrared development and solvent fixing as described in Example 1, excellent images With densities in each case exceeding 1.0 in image areas were obtained.
• Example 13 3 milligrams of N-vinylcarbazole and 30 milligrams of 3,6 bis(dimethylamino)-9-2,6 dichlorophenylxanthene were dissolved in 10 ccs. of toluene containing 1 gram of polystyrene and 800 milligrams of carbon tetrabromide and spread in a wet thickness of 2 mils on baryta paper. Exposure followed by infrared development and solvent leaching as defined in Example 1, the exposure being made to a flodlamp for 0.6 second, yield an image exhibiting a density of 1.7 in 1 second.
• Example 14 13 milligrams of 4-p-dimethylaminostyrylquinoline and milligrams of 3,6 bis(dimethylamino)-9-2,6 chlorophenylthioxanthene were dissolved in 10 ccs. of ethyl acetate containing 700 milligrams of carbon tetrabromide and coated in a 2 mil wet thickness on a clear acetate base. After drying and exposure as defined in Example 1, infrared development and fixing an excellent image was obtained with an exposure time of 0.5 second in the camera exposure as utilized in Example 1.
• Example 16 The photosensitive composition described in Example 1 (including the carbon tetrabromide) was dissolved in a mixture of 8 ccs. of ethyl acetate and 8 ccs. of benzene and coated in 1.5 mil wet thickness on polypropylene filled paper. After drying and exposure to the photofiood lamp of Example 3 at a distance of 10" for 2 seconds, the infrared developed image was fixed by extraction with benzene, then sponged with water containing 0.01 grams of aerosol OT per 100 ccs. of water and then washed with water. When placed on a lithographic press, good reproductions were obtained, the dye image areas being ink repellent and the non-dye image areas being ink receptive.
• Example 17 When 5 milligrams of the azacyanine base, 4-(1-ethyl-2 (1H)-quinolylideneamino)quinoline, and 30 milligrams of the leuco base, 4-4bis(dimethylamino) 2"6dichloro triphenylmethane, were dissolved in a mixture of 8 ccs. of ethyl acetate and 2 ccs.
• Example 18 3 milligrams of the azo base, 4-(p-dimethylaminophenyl-azo)quinoline, and 45 milligrams of the leuco base, 4-4 bis(dimethylamino) 2"6" dichloro 4"methoxytriphenylmethane, were dissolved in 200 ccs. of a 50/50 mixture of ethyl acetate and benzene containing 1000 milligrams of hexachlorethane, then coated on a clear cellulose acetate substrate, excellent images were obtained on exposure in a camera for 2 seconds at P45 in bright sunlight after infrared treatment with radiation in a wavelength range between 0.75 and 3.0 microns for 5 minutes. The image obtained was background clarified and fixed by bathing in a solvent solution consisting of 3 parts of ethyl acetate and 17 parts of benzene which removed the unreacted starting materials. The image was blue in color.
• Example 19 When 5 milligrams of the dye base, 4-[4-(p-dimethylaminophenyl)-1,3-butadieneyl]quinoline, and 30 milligrams of a leuco base, 4-4'bis(dimethylaminonaphthyl) 26dichloro diphenylmethane, were dissolved in 10 ccs. of a solution comprising 8 ccs. of ethyl acetate and 2 ccs. of benzene containing 500 milligrams of carbon tetrabromide, then coated on a titanium dioxide pigmented cellulose acetate substrate, excellent images were obtained on exposure in a camera for 1 second a P45 in bright sunlight.
• Example 24 Same as in Example 1 except that composition included 50 mg. of triphenylstibine (between 25 and mg. could be used.) Similar results were obtained.
• Example 25 Same as Example 24 except that reflexographic technique was utilized for exposure. Using clear cellulose acetate as the film the coated film was laid on a subject to be duplicated, sensitive side of the film being up, and passed under a battery of illuminating and heating lamps, first being exposed to the illumination from a visible plus U.V. source and then to I.R. lamps equipped with filters which removed all radiation to which the film might be sensi- Examples 26 and 27 The process of Example 1 was repeated using 3 mg. of compounds having the formula:
• non-silver photosensitive composition comprising a mixture of the following:
• Y Cl, Br, CN, 0on cooH, so,H, 0H.
• A, B, D, R R R R X and Y have the same meanings as in (1) above wherein Z and AZB have the same meanings as in (2) above.
• composition of claim 1 wherein the ACX constituent is a compound in which at least three bromine atoms are attached to a single carbon atom.
• AC-X constituent is CBr RI! RI wherein R and R each represents monovalent radicals selected from the group consisting of lower alkyl and benzyl; R" represents a monovalent radical selected from the group consisting of H and CN, d and n each represent a positive integer of from 1 to 2; m is a positive integer not greater than 4; and the sum of n-1 and m1 is not greater than 4; and Q represents the non-metallic atoms selected from the group consisting of C, O, S, Se, N, necessary to complete a heterocyclic ring with not more than 6 atoms in the ring.
• composition of claim 1 wherein the constituent (b) is a cyanine dye base represented by the general formula wherein d and e each represents a positive integer of from 1 to 2; n represents a positive integer of from 1 to 4; R represents an organic radical selected from the group consisting of alkyl, aralkyl and aryl groups; R represents a member of the group consisting of hydrogen and cyano groups; each L represents a member selected from the group consisting of CH and N, at least one L being a nitrogen atom; and Q and Z each represents the nonmetallic atoms necessary to complete a heterocyclic organic nucleus containing from 5 to 6 carbon atoms in the ring, and a preferred R is 8.
• composition of claim 1 wherein the constituent (b) is a styryl dye base represented by the general formula wherein R and R' each represents monovalent radicals selected from the group consisting of lower alkyl and benzyl; a represents a positive integer from 1 to 2; n represents a positive integer from 1 to 4; L represents a member selected from the group consisting of CH and N, at least one L being a nitrogen atom and Q represents the nonmetallic atoms selected from the group consisting of C, O, S, Se, N, necessary to complete a heterocyclic ring with not more than 6 atoms in the ring.
• R and R' each represents monovalent radicals selected from the group consisting of lower alkyl and benzyl
• a represents a positive integer from 1 to 2
• n represents a positive integer from 1 to 4
• L represents a member selected from the group consisting of CH and N, at least one L being a nitrogen atom
• Q represents the nonmetallic atoms selected from the group consisting
• Ar represents phenyl or naphthyl
• E and F represents a member selected from the group consisting of H, alkyl, aryl, substituted alkyl and substituted aryl and the carbon para to the ring carbon to which the N is attached is not substituted.
• composition of claim 1 in which the (a), (b), (c) mixture is dispersed in the support (d).
• composition of claim 1 in which the (a), (b), v(c) mixture is supported as a thin film on the support ((1).
• composition of claim 1 including a plastic binder for the mixture.
• composition of claim 13 in which the support is a polymer of a vinylidene halide selected from the group consisting of vinyl chloride and vinylidene chloride and mixtures thereof.
• composition of claim 1 dispersed in a clear transparent solid film forming plastic.
• composition of claim 1 wherein the relative proportions of the several constituents are as follows: for each mole of (b) there are between 5 and 20 moles of (c) and 50 to 300 moles of (a).
• composition of claim 1 wherein the relative proportions of the several constituents are as follows: for each mole of (b) there are about 10 moles of (c) and about 200 moles of (a).
• a process for producing colored photographic prints which comprises preparing the composition of claim 1; exposing the composition to a colored subject, thereby producing an image of said subject.
• composition of claim 1 wherein the triarylmethane compound is a triphenylmethyl compound.
• composition of claim 1 wherein the triarylmethane compound is a tri-o-anisylmethyl compound.
• composition of claim 1 wherein the triarylmethane compound is 5,9-dioxa-9,l4-dihydrocoeranthryl.
• composition of claim 23 wherein the triarylmethane compound is diphenyl-beta-naphthyl methyl compound.
• a process of producing colored photographic prints in which a transparent layer including the composition of claim 1 is disposed between a subject to be reproduced and source of visible and/or ultraviolet radia tion, and while so positioned is exposed to such radiation and thereafter to infrared radiation for a time suflicient to develop a visible image of said subject.

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• 1965
  • 1965-09-07 US US485535A patent/US3486898A/en not_active Expired - Lifetime
• 1966
  • 1966-08-05 GB GB35239/66A patent/GB1158627A/en not_active Expired
  • 1966-09-01 NL NL6612323A patent/NL6612323A/xx unknown
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