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
  • G03C1/52—Compositions containing diazo compounds as photosensitive substances
  • G03C1/61—Compositions containing diazo compounds as photosensitive substances with non-macromolecular additives

Definitions

• the present invention relates to a method of improving the rate of ammonia development of diazotype materials, and more particularly to the utilization of thiourea derivatives to compensate for adverse development con ditions in the ammonia developing chamber of dry developing machines.
• dry developing diazotype materials are those in which a base is coated with the sensitizing components comprising a light sensitive diazonium compound and a coupling component. Such materials are processed by exposure under a pattern followed by development of an azo dye image in the nonlight struck portions of the base, by treatment with ammonia vapors. By such treatment the undecomposed diazonium compound couples with the coupling component to produce the dye image.
• the diazotype papers are formulated so that a satisfactory rate of image development is obtained with a normal concentration of ammonia in the ammonia developing chamber.
• the rate of ammonia feed to the ammonia developing chamber is too low to bring about a satisfactory degree of dye image formation, particularly if the print is developed at a high rate of speed, so that it spends only a few seconds in the developing chamber. Consequently, a need exists for dry developing diazotype materials which will show a satisfactory rate of image development under the adverse conditions of very low rate of ammonia feed to the ammonia developing chamber.
• Light sensitive diazotype materials containing such thiourea derivatives and the processing of the same, particularly with low ammonia concentrations, constitute the purposes and objects of the present invention.
• thiourea derivatives those in which one nitrogen atom is trogen atom is strongly basic by reason of substitution by a radical of aliphatic character.
• Such compounds may be more precisely defined as having the following constitution:
• R is an aliphatic radical, such as alkyl, i. e., methyl, ethyl, propyl, butyl, and the like, hydroxyalkyl, such as hydroxyethyl, hydroxypropyl and the like, alkoxyalkyl, such as methoxyethyl, ethoxyethyl and the like, and Z represents the atoms necessary to complete a fully saturated heterocyclic ring system such as morpholino, piperidino, pyrrolidino and the like. It is to be noted in passing that such heterocyclic ring systems, due to complete saturation, are strictly aliphatic in character.
• the sensitizing compositions we may employ any of the usual light sensitive diazonium compounds, and in this connection reference is made to the diazonium compounds mentioned in U. S. P. 2,501,874 and in the article by Van der Grinten Photographic Journal, vol. 923, 1952, page 46. It is understood, of course, that the diazonium compounds are preferably employed in the form of stable salts with zinc chloride, tin tetrachloride, cadmium chloride and the like according to customary practice.
• diazos examples are those derived from N-dimethylamino-p-phenylenediamine; N- ethyl-N-B-hydroxyethyl-p-phenylenediamine; N-ethyl-pphenylenediamine; N-phenyl-p-phenylenediamine; N ,N diethyl 2 ethoxy p phenylenediamine; N ethyl 3- methyl-p-phenylenediamine; N,N-bisp-hydroxyethyl) -pphenylenediamine and N p hydroxyethyl N methylp-phenylenediamine and the like.
• Coupling components usually employed in the manufacture of light sensitive diazotype materials are satisfactory for our purpose, and to this end we may employ resorcinol; S-methyl-l-phenyl-S-pyrazolone; 2,3-naphthalenediol; acetoacetanilide; Z-naphthol; 2-naphthol-3,6-disulfonic acid; 6,7 dihydroxy 2 naphthalenesulfonic acid; 8 hydroxy l-naphth[l,2]imidazole; 2,5 xylenol; 1,8- naphthalenediol; octylresorcinol and the like.
• the coating solutions may also contain the various adjuncts usual in the preparation of light sensitive diazotypc materials. These include metal salts for intensification of the dyestuff image, such as ammonium sulfate, nickel sulfate, zinc chloride and the like; stabilizing agents, such as thiourca, thiosinamine, naphthalene trisulfonic acid and the like; acids acting to retard precoupling, such as acetic acid, boric acid, tartaric acid and the like; hygroscopic agents such as glycol, glycerin and the like, and wetting agents such as saponin, lauryl sulfonate, kerylbenzene sulfonate, the oleic acid amide of N-methyltaurine and the like.
• metal salts for intensification of the dyestuff image such as ammonium sulfate, nickel sulfate, zinc chloride and the like
• stabilizing agents such as thiourca, thiosin
• the sensitizing solutions are coated in a conventional manner by imbibition to a suitable surface, wiping off the excess with a glass doctor bar or other scraping device, and drying the base.
• Suitable bases are paper,
• starch filled cloth saponified cellulose acetate filmbase, cellulose acetate, cellulose acetate butyrate, ethyl cellulose and the like.
• thiourca and certain derivatives thereof, such as thiosinamine have been used as anti-yellowing agents in diazotype materials.
• thiourca derivatives such as thiosinamine in lieu of thiourca, would not provide sufficient advantages over thiourca to justify the employment of the derivatives for the purpose of decreasing yellowing, improving retention of dye density after development and improving dye brightness.
• Our reason for incorporating our thiourca derivatives into diam formulations lies in the fact constituting our discovery, to wit, that they greatly improve the rate of ammonia development by a factor of several times.
• Thiourea is, itself, incapable of forming the complexes which we believe underlie the results which we obtain with the derivatives. Thus, polarographic experiments involving the behavior of diazo solutions with thiourca per se gave results far different from those obtained when using the thiourca derivatives contemplated herein.
• Example I A 100% sulfite paper sheet is imbibed in the usual manner with the following solution, the excess wiped off with a doctor bar and the paper dried.
• a sheet of the same paper was coated in the same way with the same composition, excepting that the 1-allyl-3- fl-hydroxyethy1-2-thiourea was omitted therefrom.
• Example II The following composition was prepared for application to a base in the manner subsequently indicated.
• the above solution is applied by a bead-coating technique to a 5000ths inch thick cellulose acetate film base at a rate of roughly feet per minute.
• the cellulose acetate foil is caused to pass across the surface of the solution in such a manner as to maintain contact therewith, and forming a meniscus about one inch in width on a six inch diameter roll, so that a thin uniform film of solution without runback is applied to the surface of the cellulose acetate.
• a yellowish-brown color is obtained.
• Example III The following composition was prepared for application to a base as subsequently indicated.
• a 100% sulfite paper was coated with the above formula.
• the same type of paper was also coated with a control formula similar to the above formula in all ingredients, except that no allyl thiourea derivative was included. Prints made on the two papers showed the differences indicated in Examples I and II. A maroon color was obtained.
• Example IV The procedure was the same as in Example I, excepting that the l-allyl-3-B-hydroxyethyl-2-thiourea was replaced by an equivalent quantity of N-allyl-4-morpholinethiocarboxamine. The results were substantially the same.
• Example V The procedure was the same as in Example III, excepting that the 1-allyl-3-;3-hydroxyethyl-2-thiourea was replaced by 1-benzyl-3-fl-hydroxyethyl-2-thiourea. The results were substantially the same as those obtained in Example III.
• B in which the ethylenic grouping is contained in a hydrocarbon radical of the class consist- 7 ing of a straight chain of carbon atoms and an aromatic ring, and B is selected from the class consisting of H I IR and I N z in which R is an aliphatic radical and Z represents the atoms necessary to complete a saturated heterocyclic ring system.

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• Physics & Mathematics (AREA)
• Spectroscopy & Molecular Physics (AREA)
• Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• General Physics & Mathematics (AREA)
• Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
• Compositions Of Macromolecular Compounds (AREA)

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Cited By (5)

Citations (1)

• 0
  • BE BE533575D patent/BE533575A/xx unknown
• 1953
  • 1953-11-23 US US393938A patent/US2755185A/en not_active Expired - Lifetime
• 1954
  • 1954-11-22 FR FR1121921D patent/FR1121921A/fr not_active Expired
  • 1954-11-22 GB GB33820/54A patent/GB756308A/en not_active Expired
  • 1954-11-23 CH CH336256D patent/CH336256A/de unknown
  • 1954-11-23 DE DEG15862A patent/DE1004918B/de active Pending

Patent Citations (1)

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