CS251101B1 - Diazographic material with increased stability - Google Patents

Abstract

Diazographic material with increased stability, which in the light-sensitive layer, in addition to the diazonium salt, contains 1 yellow component of the general formula O-Y where A = alkyl C.-C, X = H, halogen or alkyl C.-C, Y = H, alkyl C-^-Cg or hydroxyalkyl

Description

The invention relates to diazographic material with improved recording stability on a transparent or translucent backing comprising one or more light-sensitive diazonium salts and one or more coupling components.

It is generally known to use diazonium salts of the N, N-diamethylaminobenzenediazonium chloride type, Ν, di-diethylaminobenzenediazonium chloride, generally diazonium salts derived from N, N-dialkyl-β-amino-diazonium chloride stabilized as complex zinc chloride salts, such as fluoroborates and chloro chlorates. blue coupling components are generally used substituted naphthols e.g. 2,3-dihydroxynaphthalene, 2,3-dihydroxy-6-naphthalenesulfonic acid, 2-hydroxy-3-naphthoic acid derivatives e.g. 2-methylphenylamide 2-hydroxy-3 - Naphthols in general of the AS series; Acetoacetic acid derivatives such as acetoacetanilide, 3-hydroxyacetoacetanilide, Ν, Ν'-bis-acetoacetethylenediamide, resorcinol, resorcylic acids and their amides such as alpha-resorcylic acid amide and the like are used as the so-called yellow or red coupling components. .

In addition, the diazographic material in the sensitive layer contains stabilizers customary in palzography, preventing premature coupling of the diazonium salt with the passive component. Such stabilizers are generally acidic substances such as organic or inorganic acids such as citric acid, tartaric acid, boric acid, sulfosalicylic acid and the like. In addition, the diazographic material may contain other nucleating agents improving the general utility properties of the material such as ability to induce, contrast, uniformity. frosting, veil and the like.

The described combinations of diazonium salts, passive components, stabilizers and nucleating agents generally provide poorly stable azo dyes. When the cellulose ester substrate, the polyester substrate or the lacquered paper substrate are provided with a sensitive layer, the combinations of said diazonium salts, passive components, stabilizers and other nucleating agents and a dye are insufficiently stable to low opacity UV radiation. This lack of azo dye stability results in a decrease in contrast associated in most cases with a color shift.

This limited durability of the resulting azo dye, its high UV-sensitivity and low opacity is eliminated by the diazographic material with improved stability of the invention.

The essence of diazographic materials is. The improved stability according to the invention consists in that it contains, as a yellow reactant, one or more compounds of the general formula:

O-Y

where

A is C 1 -C 8 alkyl

Y is H, C1-C6 alkyl or C1-C6 hydroxyalkyl

X is H, C 1 -C 8 alkyl or halogen, further comprising at least one blue reactant.

The diazographic set also contains other yellow reactants in an amount of up to 60% by weight of the dry matter, with one yellow reactant being 2,6-dihydroxytoluene.

The sensitive layer carrier is transparent or translucent.

As the base to the light-sensitive material contains diazographic assembly according to the invention, the aromatic diazonium salt of formula II (Ar-X ⁺ NN ^_). II (II) wherein Ar is an aromatic ring or a heterocyclic ring having one to three six-membered fused rings or combinations thereof, suitably substituted at the para-, meta- or ortho-positions, with one or more substituents such as dialkylaminos by the number of carbons C 1 -C 3 alkoxy groups of C 1 -C 4 carbons, halogen, a saturated heterocycle with nitrogen or oxygen as heteroatoms, or combinations thereof at various positions to the diazinium group; X is a chloride or fluoride anion; B is zinc chloride, tin tetrachloride, boron trifluoride.

Further, the sensitive solution intended to coat the substrate may comprise a so-called blue azocomponent, i.e. a substance which, with the diazonium salt, provides a blue azo dye such as 2,3-dihydroxynaphthalene or 2-hydroxy-3-naphthoic acid derivatives, preferably 2- hydroxy-3-naphthoic acid such as 2-hydroxy-3-naphthoic acid o-toluide or other naphthol-type amides of the AS series, or 2-hydroxy-3-naphthoic acid dimethylaminopropylamide, 2-OH-3-naphthoic acid morpholinopropylamide, 2-aminoethylamide 2-OH-3-naphthoic and the like.

Further, the diazographic assembly according to the invention may comprise so-called yellow azo components, i.e. substances which, with the diazonium salt, provide yellow, tan-brown to brown-red azo dyes, depending on the particular diazonium salt used. Examples of such substances are: acetoacetanilide, acetoacettoluidine, 3-hydroxy-acetoacetanilide, N, N-bis- (acetoacet) ethylenediamine, cyanacetomorpholine and the like. These are acetoacetic acid derivatives and cyanacetic acid derivatives. Further, resorcinol, 4-chlororesorcinol, 2,2 * 4,2 *, 4-tetrahydroxydiphenyl, bis-resorcylsulfide, bis-resorcylsulfoxide and the like. Also included are resorcylic acids or substituted alpha-, beta- or gamaresorcylic acid derivatives such as 4-bromo-beta-resorcylic acid methylamide, beta resorcylic acid 2-hydroxyethylamide and the like.

Further, the custom sensitive assembly may comprise stabilizers, antihalants, surfactants, antioxidants, UV absorbers and other nucleating components that enhance the generally chemical, physicochemical or rheological properties of the custom sensitive solution or the custom sensitive layer.

The enhanced stability diazographic material according to the invention may contain one or more diazonium salts and one or a combination of several yellow or blue passive components in the sensitive layer itself, or the passive components may be contained in a liquid developer in the case of semi-dry diazographic materials.

Furthermore, the sensitive solution to be coated may comprise film-forming substances and / or polymers such as vinyl acetate homopolymers or copolymers thereof: polymers, copolymers or terpolymers derived from acrylic or methacrylic acid or their esters or amides: variously substituted cellulose esters, cellulose ethers, hydroxyethers celluloses, polyvinylpyrrolidone and copolymers thereof and the like.

The photosensitive solution of the present invention is suitably applied to an appropriate substrate, such as paper, transparent paper, lacquered transparent paper, or transparent films such as cellulose ester or ether film, nitrocellulose film, polyester film, polycarbonate film, polypropylene film and the like. The films to be coated with the sensitive solution according to the invention may be raw or preferably adapted for the actual coating.

As diazonium salts suitable for the diazographic material according to the invention, it is advantageous to use:

4-dimethylaminobenzenediazonium chloride, 4-diethylbenzenediazonium chloride, 4- (N-morpholino) -benzenediazonium chloride, 4- (N-piperidino) -benzenediazonium chloride, 4- (N-morpholino) -2,5-dimethoxybenzenediazonium chloride, 4- (N-morpholino) 2,5-diethoxybenzenedlazonium chloride, 4- (N-morpholino) benzenediazonium chloride, 4- (N-morpholino) -2,5-dibutoxybenzenediazonium chloride,

4- (N-pyrrolidino) -3-methylbenzenediazonium chloride, 4- (N-pyrrolidino) -3-methoxybenzenediazonium chloride, 4- (N-cyclohexyl-N-methylamino) -3-chlorobenzenediazonium chloride, 2,5-dimethoxy -4- (p-tolylthio) -benzenediazonium chloride, 2,5-diethoxy-4- (p-tolylthio) -benzenediazonium chloride,

2,5-dimethoxy-4- (N-benzyl-N-methylamino) -benzenediazonium chloride, in the form of complex salts with zinc chloride or, preferably, in the form of complex salts with boron trifluoride, the diazonium salts of the invention can be used individually or preferably mixtures.

The following examples illustrate the invention without limiting its scope.

Example 1

On the reverse side of the cellulose triacetate foil coated with an antistatic anti-torque varnish, a light-sensitive solution of the following composition is applied on the face side:

200 ml methyl alcohol

200 ml ethylene glycol monomethyl ether 18 ml formic acid (98 to 100%) ml acetic acid g sulfosalycilic acid 6 g thiourea

16.8 g of 3-methyl-4- (N-pyrrolidino) benzenediazonium tetrafluoroborate 18.2 g of 2-methylresorcin;

make up to 1000 ml with acetone solution.

After drying, the diazographic material is exposed to ultraviolet light under the sample and evolved in an atmosphere of saturated ammonia vapor at about 80 ° C. A dark brown copy of the original is obtained on a colorless basis. Diazographic material of this type is suitable as an inter-original for completing second generation micrographs. The azo-dye of the drawing shows excellent UV stability and the contrast and opacity of the drawing does not decrease even after a long time.

Example 2

A film having the following composition is applied to the film of Example 1:

180 ml ethylene glycol monomethyl ether 200 ml methyl alcohol 18 ml formic acid 98 to 100% 40 ml acetic acid 300 ml acetone

1.5 g boric acid 3.0 g tartaric acid

1.0 g sulfosalycilic acid 4.0 g 2,6-dihydroxytoluene

3.1 g of cyanoacetic acid morpholide

7.6 g of 2-hydroxy-3-naphthoic acid o-toluide

1.2 g of 3-hydroxyphenylurea

17.3 g of 3-methyl-4- (N-pyrrolidino) benzenediazonium boron fluoride;

made up to 1000 ml with acetone; the solution is filtered with a small amount of activated carbon.

After drying, the material is exposed to UV radiation under the sample and then developed at about 80 ° C in an atmosphere of saturated ammonia vapor. A black-and-blue copy of the original is obtained on a colorless background. The material exhibits excellent stability, opacity and resolution. It is suitable for use in micro-documentation.

Example 3

Transparent paper coated with cellulose diacetate at a rate of 35 g per 1 m is evenly poured over a solution of:

400 ml 380 ml 92 ml 18 G 7.2 G 5.1 G 4.0 G 29.0 G 6.2 G 15 Dec G 10 G 30 G 5 G 100 ALIGN! ml

added coal.

2-OH-3-naphthoic acid ethylene glycol monomethyl ether ethylene glycol monomonomethyl ether ants morpholinopropylamide

2-Methyl-4-chlororesorcin

3-hydroxyphenylurea bis-resorcylsulfide

3-Methyl-4- (N-pyrrolidino) -benzenediazonium tetrafluoroborate

4- (Ν, Ν-dimethylamino) -benzenediazonium tetrafluoroborate citric acid sulfosalycilic acid thiourea zinc chloride dest. water;

up to 1300 ml with methanol; the solution is filtered with a small amount of active

After drying, the material is exposed to UV radiation under the charge and developed in an atmosphere of saturated ammonia vapor at a temperature of 40 ° C. A black copy of the original with excellent UV-stability of the drawing is obtained; The material is suitable for use as an intermediate to make second generation copies.

Claims (3)

Diazographic material with increased stability, characterized in that its own light-sensitive layer besides the diazonium salt contains at least one compound of the general formula as a yellow reactant O-Y where A = C 1 -C 6 alkyl, X = hydrogen, halogen or C1-C6 alkyl and Y = hydrogen, C1-C6 alkyl or hydroxyalkyl C1-C6 reactant. O-Y further comprising at least one blue 2. The diazographic material according to claim 1, wherein the light-sensitive layer also contains other yellow reactants in an amount of up to 60% by weight of the dry weight of the diazographic frosting kit, wherein one yellow reactant is 2,6-dihydroxytoluene. 3. The diazographic material according to claim 1, wherein the carrier of the sensitive layer is transparent or translucent.