SU1525148A1 - N,nъ-bis-(isopropoxymethyl)-amide of acetic acid as tanning agent of emulsion gelatin light-sensitive layers - Google Patents

Abstract

This invention relates to the field of chemistry of protected formaldehyde tanning agents, in particular to N, Nb-bis- (isopropoxymethyl) -amide acetic acid, as a tanning agent for emulsion gelatinous photosensitive layers. The goal is to identify compounds of this class that exhibit useful properties. The preparation of the target product is carried out from a mixture of acetamide, an isopropyl alcohol vapor form and water. The process is carried out by heating for 30-40 minutes, followed by azeotrope distillation. Yield 85%. Gross formula is C ₁₀ H ₂ NO ₃ . The resulting tanning agent increases the sensitivity of the emulsion by two units, the contrast by 0.5 units deformation temperature by 10 ° C, increases by 2 times the strength of the emulsion layer, and also reduces the optical density of the veil by 4 times. 1 tab.

Description

This invention relates to the chemistry of protected formaldehyde tanning agents, namely to N, N-bis- (isopropoxymethyl) -amide of acetic acid of the formula

СНзСк (сН2Ч) СзН7-1) 2 (I) О

as a dubitel of emulsion gelatinous photosensitive layers,

The purpose of the invention is to search in the range of substituted amides of acids for new tanning agents of emulsion gelatin photosensitive layers.

Example 1, S, n-bis- (isoprop-hydroxymethyl) -amrod acetic acid.

In a three-necked flask with a stirrer, reflux condenser and thermometer, a mixture of 59 g (1 mol) of acetamide, 90 g (3 mol) of paraform, 300 ml of isopropyl alcohol and 20 ml of water is heated with constant stirring. Stirring is carried out in a boiling water bath for 30-40 minutes until complete dissolution of the reacting components.

After completion of the reaction under vacuum (50-60 mm Hg), the azeotrope is distilled: isopropanol water, then filtered from excess paraform.

sl to sl

four

00

Yield 171 g

3

(85%)

slightly viscous

transparent product with p) 1,464015

1.4660, soluble in alcohol.

The individuality and purity of the obtained compound are controlled by thin layer chromatography on Silufol 1IV-254 plates using aqueous alcohol (1: 3) as a solvent, and iodine vapor as a solvent.

Found,%: C 59.00; H 10.25; N 6.91.

Oh oh

Calculated,%: C 59.10; H 10.30; N 6.90.

IR spec.tr removed-on the device SF-29 in a thin layer between the glasses NaCl

IR spectrum (,): 1030, 1060 (soy); 1380 (CN); 1650, 2860, 2930 (CH) i

The oak effect of compound I is determined by the physicomechanical and photographic parameters of the emulsion-but-gelatin layers.

In the finished positive emulsion containing ALL substances, usually added to the emulsion before irrigation, a tanning agent is introduced in the amount of 1-10 - 4.1 GO mol / l (alcohol-water solution) and this emulsion is poured onto the laminated plates. The optimal concentration of the tanning agent, which determines the required thermal stability of the photo paper on the tenth day after watering (for Unibrom paper), is equal to 3 K mol / lr

To speed up the tanning process, the emulsion layers are kept in a thermostat at a temperature of 50t5 ° C. At certain time intervals (1,2,3 days), the layers expire from the thermostat, cool to room temperature and experience physicomechanical properties (strength, strain temperature) and photographic characteristics (light sensitivity, contrast ratio, optical density veils). To control the photographic properties of the plates, the same emulsion is poured without a tanning agent.

Testing of physical and mechanical properties.

The strength of the emulsion layer is determined by the magnitude of the dynamic load destroying the emulsion layer (P, g).

25148Л

The test sample (6x cm) is superior.

20

.

25

,,.

40

45

50

55

5 minutes in distilled water at 20 (and a rod is placed under the displacement, the load on which constantly increases with an interval of 5 g. As a result of an increase in pressure on the layer, the end of the rod at some point forces the layer to the base. at least three samples.

For the value of the strength of the swollen: emulsion layer take the arithmetic average value of all the determinations.

The deformation temperature (mp. C) of the emulsion layer is determined by the disturbance of the surface state of the emulsion layer when it is heated in water.

On the test sample (3x8 cm) on the emulsion side, a soft pencil with a mesh size of 5x5 mm was applied with a soft pencil. The sample is immersed vertically in a glass with distilled water so that its bottom edge is at least 3 cm from the bottom of the glass (water temperature 201 i: 0.2 s). The water in the glass is heated at a rate of 1-2 ° C / min with uniform stirring throughout the test.

The deformation temperature is taken to be the temperature at which the distortion of the straight lines on the sample or the appearance of the first streams of the molten emulsion layer is visually detected. The permissible error of determining the temperature is ± 1 ° C. The arithmetic average of three measurements is taken as the final result.

The pH of the emulsion with a tanning agent is measured on a pH meter-millivoltmeter PH-673 at 40 s, and the pH of the emulsion does not change when the tanning agent is selected.

Determination of photographic characteristics

Sensitometric tests are carried out according to a standard procedure.

Compound I is tested as a tanning agent for a black-and-white positive Unibrom-type paper photographic emulsion with a normal grain size of 0.3 microns. The tanning agent is introduced in the form of a 10% alcohol solution in an amount of from 5 to 30 ml / l of the emulsion. The optimum concentration of the tanning agent, the elevated melting point of the bed to 100 ° C, is determined to be 20 ml / l or 16 mmol / 100 g of air-dry gelatin.

The results of the experiments are presented in the table.

From the data in the table it can be seen that the proposed tanning agent (compound I), compared with the prototype, increases the sensitivity of the emulsion by two units, the contrast by 0.5 units, the deformation temperature by 2 times the strength of the emulsion

zionny layer, and also reduces the optical density of the veil And times.

Claims (1)

Invention Formula N, N -bis- (Isopropoxymethyl) -amide of acetic acid of formula СНзСК (СН2- зН7-02 О as a dubitel of emulsion gelatin photosensitive slsev. Sensory visibility. S 0,2.10 -3 sixteen 18 20