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
  • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
  • G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
  • G03C5/29—Development processes or agents therefor
  • G03C5/30—Developers
  • G03C5/3014—Hydrazine; Hydroxylamine; Urea; Derivatives thereof
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
  • C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
  • C07D211/94—Oxygen atom, e.g. piperidine N-oxide

Definitions

• a further object of this invention is to provide novel developer compositions useful in diffusion transfer processes.
• the invention accordingly comprises the several steps and the relation and order of one or more of such steps with respect to each of the others, and the compositions possessing the features, properties and the relation of elements which are exemplified in the following detailed disclosure, and the scope of the application of which will be indicated in the claims.
• the present invention relates to novel N-substituted hydroxylamines corresponding to the formula:
• R and R is an alkoxyalkyl or alkoxyalkoxyalkyl radical, and the other of R and R is selected from the group consisting of alkyl, alkoxyalkyl, alkoxyalkoxylalkyl, or alkenyl radical.
• the alkyl, alkoxy and alkenyl radicals preferably contain from 1 to 3 carbons, but may contain more carbons provided the resulting compound is soluble in 5% aqueous sodium hydroxide.
• the preferred alkoxyalkyl hydroxylamines include:
• an exposed silver halide emulsion is treated with a liquid processing composition while in superposed relationship with an image-receiving material.
• the liquid processing composition develops exposed silver halide to silver and reacts with unexposed silver halide to form a complex silver salt which is transferred to the image-receiving material and there reduced to silver to form a positive print.
• the processing composition includes a silver halide solvent, such as sodium thiosulfate, and may also contain a film-forming material for increasing the viscosity of the composition.
• silver halide solvent refers to reagents which will form a soluble complex with silver halide, as is Well known in the art of forming silver images by transfer.
• EXAMPLE 6 A silver iodobromide emulsion sold by E. I. du Pont de Nemours & C0,, Wilmington, Del., was exposed and processed with a composition comprising:
• the image-receiving element comprised a silver-receptive stratum containing silver precipitating nuclei dispersed n a matrix of colloidal silica coated on a water-impervious base according to the practice described in US. Patent No. 2,823,122, issued Feb. 11, 1958.
• the exposed emulsion and the image-receiving element were advanced, in superposed relationship, between a pair of pressure-applying rollers to spread the processing solution between them in a thin layer. After an imbibition period of approximately sixty seconds, the emulsion, together with the layer of solution, was stripped from the image-receiving element to uncover the positive print.
• EXAMPLE 7 The procedure described in Example 6 was repeated using approximately 75 cc. of N,N-di-(2-methoxyethyl)- hydroxylamine as the developing agent.
• EXAMPLE 8 The procedure described in Example 6' was repeated using a mixture of approximately 40* cc. of N,N-di-(2- ethoxyethyl)-hydroxylamine and approximately 6 cc. of N,N-di-(2-methoxymethyl)-hydroxylamine.
• the silver transfer images obtained in the above examples were characterized by substantially longer range and more neutral tones than were obtained using N,N- diethyl-hydroxylamine under similar conditions.
• the latter compound is characterized by substantial volatility at room temperatures. While this a desirable property for many purposes, there results a strong fishy or amine odor which is objectionable in many applications, e.g., where a number of prints are to be made in a short time in the same room.
• the novel developing agents of this invention do not exhibit strong odors at room temperature because their vapor pressures are appreciably lower than that of N,N-diethyl-hydroxylamine.
• the novel developing agents of this invention also are characterized by having colorless or substantially colorless oxidation products.
• the induction periods of the novel developing agents of this invention were tested by applying an approximately 1 molar solution of the hydroxylamine in 5% sodium hydroxide to a fogged silver iodobromide emulsion and noting the elapsed time before strong developing starts.
• the compounds prepared in Examples 15 all showed induction periods of from 1 to 2 seconds as compared with 2.5 to 3 seconds for N,N-diethylhydroxylamine and 8 seconds for N,N-dimethyl-hydroxylamine.
• the developed area also reached its blackest color (or full development) in less or no longer times than the last-mentioned compounds.
• R and R taken together may comprise the atoms necessary to complete a heterocyclic ring including the nitrogen atom, a carbon atom of said heterocyclic ring being substituted by an alkoxy group.
• An example of such a compound is N-hydroxyi ethoxypiperidine, the synthesis of which is set forth in the following example.
• This compound gave good results when used as a silver halide developing agent in the manner described above, giving a development induction period of 4 seconds, slightly longer than that of N,N-diethylhydroxy1amine.
• novel developing agents may be employed in solution or they may be initially incorporated in a layer of the photosensitive or image-receiving elements; in the latter case they are preferably employed as acid salts, e.g., as the hydrochloride or hydrobromide.
• N,N-di- (Z-methoxyethoxyethyl -hydroxylamine N-ethyl-N-2ethoxyethyl-hydroxylamine.

Landscapes

• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)
• Hydrogenated Pyridines (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Priority Applications (5)

Applications Claiming Priority (2)

Publications (1)

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Family Applications (1)

Country Status (4)

Cited By (5)

Families Citing this family (1)

Citations (4)

• 0
  • GB GB1053067D patent/GB1053067A/en active Active
• 1964
  • 1964-06-25 BE BE649724D patent/BE649724A/xx unknown
  • 1964-06-26 DE DE19641447719 patent/DE1447719A1/de active Pending
• 1966
  • 1966-07-19 US US566253A patent/US3362961A/en not_active Expired - Lifetime

Patent Citations (4)

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