SU1082788A1 - Copper (ii) cis- or trans-bis-(hydrazone-2-benzoate) as photographic stabilizer for black-and-white silver halide cinematographic and photographic materials - Google Patents

Abstract

Cis or trans-bis- (hydrazone 9 - chlorobenzoate) copper

Description

sediment 1.08 g, which is 96.0% of the theoretically possible yield.

Elemental analysis data of sediment,%: Cu 16.0; C 41.12; N 14.05; H 2.64; C1 17.38; About 8.81 (calculated by the remainder), the anion of the acid precipitate N07 is absent.

Calculated,%: C 15.9; C 41.69; N 13.90; H 2.98; 01 17.61; 7.92 (calculated by the remainder).

Compound Gross Formula

PRI me R 2 Synthesis of trans-isomer of formula (1).

The precipitate obtained in Example 1 is dissolved in dioxane, after which the solvent is removed in vacuo. With

This gives the substance a yellow-brown color. The weight of the obtained substance coincides with the weight of the precipitate subjected to dissolution in dioxane, which is 100%.

Elemental analysis data of sediment,%: C 16.1; C, 41.78; N 13.50; H 2.82; C1 17.74; About -8.06 (calculated by residue), the anion of acid residue N0 is absent. Gross formula

CuC.H.J. compounds .

-f4 ii i 4 / Z Theoretical composition data, from

perpetual reducible gross formula,%: Ci 15.9; C 41.69; N 13.90; H 2.98; C1 17.61; About 7.92 (calculated by residue), the anion of acid residue N0 is absent.

Characteristics of isomeric complexes of the formula (1) are presented in table. one.

Table 1

3.0

Decomposes to melting point

0.2

The same In the IR spectra of both substances, distinct bands are observed at 1140 1150 and 1650-1680, which relate to the imposition of stretching vibrations of C-0 and C-N bonds and stretching communication vibrations, respectively. These data suggest that the enol form C1 N-NH2 12 is part of the coordination sphere.

45.0

14.0

the step L 640-680 (18) and one of the bonds of the keto group are broken, and the resulting valence of the oxygen atom is spent on the formation of a direct valence bond with the copper atom. The complexes rather strongly absorb light in the visible region of the spectrum, as a result of which molecules with a negligent structure are formed, in the cycles of which there are copper atoms, which indicates the formation of a copper – nitrogen donor – acceptor bond in the NHJ group. The values of -factors in the EPR spectra of both complexes, as well as their optical properties (absorption spectra), are characteristic of copper compounds that have a flat rhombic or square coordination of the central Kpoi ligands of Central Mazo, Examples 3-5. A highly sensitive X-ray silver halide photographic emulsion with 17% by weight silver bromide, 0.45% by weight silver iodide, 9.6% photo of graphically active gelatin, 0.1% tanning, plasticizing and other photographic additives and water. , having a pBr of 2.5-2.6 and a microcrystal size of 1.5-2.0 µm, 0.12 g of a stabilizer (in the form of a dioxane solution) per 1 kg of the emulsion is directly applied by irrigation. The prepared mixture is applied on a transparent substrate with a silver pump of 20 g / m, after which this material is dried and packaged in opaque paper. Five samples are prepared from this material, four of which are stored at 35 ° C for 1, 2, 5, and 8 days, respectively, and; One remains as a control. These samples are exposed to a wedge X-ray meter for 55 seconds. (voltage on an 80 kV x-ray tube). Chemical and photographic processing of samples is carried out at a solution temperature of 20 ° C, which includes the appearance in a standard

Cis-bis (hydrazone of 2-chlorobenzoate) copper (11)

Trans-bis (hydrazone of 2-chlorobenzoate) copper (11) about X-ray 2 (metol 2.2 g, hydroquinone 8.8 g, anhydrous sodium sulfite, 96 g, anhydrous sodium carbonate 48.0 g,, bromide-potassium 2, 5 g water up to 1 l) for min, rinsing in running water for 30 s, fixing in. A 25% solution of sodium thiosulfate (12 minutes) and rinsing in running water for 15 minutes. The whole processing cycle is carried out in complete darkness, after which the processed photographic material is dried at room temperature for 2-3 hours. According to the results of measurements of optical densities Photographic sensitivity S in inverse X-rays, contrast ratio -jf and minimum optical density (level of the veil); Drn. EXAMPLE 6 Analogously to Example 3, but using bis (hydride of 2-chlorobenzoic acid) copper (11) sulfate as a water suspension per 1 kg of emulsion, as stabilizer. EXAMPLE 7: This was carried out analogously to Example 3, but using bisChydrazide 2-chlorobenzoic acid) copper (11) nitrate as a stabilizer in the form of an aqueous suspension per 1 kg of the emulsion, as the stabilizer. Photographic indicators for examples 3-7 are presented in table. 2. Table 2

5-Methyl-7-hydroxy-1,3,4-triazindolitsin (stasol)

Bis (2-chlorobenzoic acid hydrazide) copper (11) sulfate

Claims (1)

VNIIPI Order 1671/23 swelling, resistance to physical and mechanical effects, adhesion strength of the layer with the substrate, etc.) when comparing them with photographic materials that do not contain stabilizers in the emulsion layer. Thus, in comparison with the known photographic stabilizers, the proposed compounds of formula (1) make it possible to achieve better preservation of the photosensitive layer of photographic silver halide photographic materials.