DE1572023C3 - Process for generating dfazotype images - Google Patents

Description

H H

H-C

JC-OH

: c —oh

RH

in which R is a halogen atom or optionally one by carboxy, hydroxy, carbonyl or amino groups or their derivatives or halogen atoms substituted alkyl, aryl, alkenyl, aralkyl or cycloalkyl radical or a substituted amino or cyano radical or a carboxyl radical or its derivatives (such as amide, aldehyde) or a Sulforest or its derivatives (such as amide) is used.

2. The method according to claim 1, characterized in that a diazotype material is used, containing a diazonium compound and the coupler in the photosensitive layer.

3. The method according to claim 1, characterized in that the containing a diazonium compound Diazotype material is treated with the coupler only after exposure.

4. The method according to any one of claims 1 to 3, characterized in that the ammonia is used at a pressure of up to 70.5 kp / cm ² .

The present invention relates to a process for the +5 generation of diazotype copies with development '-I with anhydrous ammonia at a pressure greater than 3.5 kp / cm ² and a temperature between 4 and 100 ^° C, according to patent 1266 641.

Patent 1,266,641 describes a process for developing diazotype copies in which the development is carried out with anhydrous ammonia at a pressure greater than 3.5 kp / cm ² and a temperature between 4 and 100 ^° C.

Many phenol-type coupler compounds for the diazotype are known, including N-substituted aminophenols and m-hydroxybenzyl alcohol (J. Kos ar, "Light Sensitive Systems", J. Wiley and Sons, New York, London, Sidney, 1965, p . 220 to 222). The disadvantage of the known couplers for the diazotype is that they are unstable and therefore have insufficient shelf life or have a tendency to premature coupling if they are prepared in two-component ^{diazotype materials, or that they lead to images of poor 6} S opacity when used in the usual diazotype process .

The object of the invention is to create a C = C

RH

in which R is a halogen atom or an optionally by carboxy, hydroxy, carbonyl or amino groups or their derivatives or halogen atoms substituted alkyl, aryl, alkenyl, aralkyl or Cycloalkyl radical or a substituted amino or cyano radical or a carboxyl radical or its derivatives (such as amide, aldehyde) or a Sulforest or its derivatives (such as amide) is used.

This ensures that stable, storage-stable couplers develop rapidly Ammonia takes place under increased pressure and copies of high ultraviolet opacity are obtained.

According to a particularly advantageous embodiment of the invention, a diazotype material is used, containing a diazonium compound and the coupler in the photosensitive layer.

According to another embodiment, the one Diazotype material containing diazonium compound is treated with the coupler only after exposure.

The ammonia is used with particular advantage at a pressure of up to 70.5 kp / cm ² .

The development process is general on one- or two-part diazotype stocks applicable, but it is applicable to two-part diazotype materials particularly valuable. Such materials are characterized by a high shelf life, and no premature coupling.

Particularly suitable substituents R for the couplers of the formula given above are aryl, alkyl, alkenyl or aralkyl radicals which are unsubstituted or by a carboxy, hydroxy, carbonyl or amino group and derivatives of each of these groups or halogen atoms may be substituted.

Specific compounds of the above general formula which are useful in the present invention include, for example, those given in Table I below.

Table I.
m-cresol,
m-ethylphenol,
m-isopropylphenol,
m-tert-butylphenol,
m-pentadecylphenol,
m-cyanophenol,
m-cresylglutaric acid,
m-hydroxyphenethyl alcohol,
3,3'-dihydroxydibenzylamine,
3- (N-methylaminomethyl) phenol,
3 - (/? - hydroxyethyl) phenol,
Methyl (m-hydroxyphenyl) carbamate,
m-hydroxyphenylpropionic acid,

N- (| 3-hydroxyethyl) -m-hydroxyphenylpropion-

acid amide,

2-hydroxy-m-hydroxyphenylacetic acid,

N - (/ 9-hydroxyethyl) -3-hydroxycinnamic acid amide,

m-hydroxy-N-propylbenzylamine,

m-hydroxy-N-butylbenzylamine,

m-hydroxy-N-phenylbenzylamine,

m-hydroxyphenylsulfonamide,

m-hydroxyphenylsulfonic acid.

According to a preferred procedure, a solution is prepared in an organic solvent, those of a suitable photosensitive diazonium salt and an m-monosubstituted phenol of those given above Formula contains. A coating of this solution is made on a suitable support applied and dried. The support can be cellulose acetate, a paper web or other suitable material Be underlay material.

Any of the commonly known photosensitive diazonium compounds can be used in the preparation of the diazotype materials can be used.

The resulting diazotype material is imagewise exposed and then developed by exposing it to anhydrous ammonia under pressure. The anhydrous ammonia is applied at a pressure greater than 3.5 kp / cm ² . For example, a pressure in the range from 3.5 to 70.5 kgf / cm ^{2 is} satisfactory. With diazotype materials of the type described, development is virtually complete in about 1 second or less after exposure to anhydrous ammonia under pressure.

The following examples serve to further illustrate the invention.

example 1

A solvent mixture of 30 parts by volume of methyl ethyl ketone and 40 parts by volume of methyl cellosolve is produced. The following ingredients are then given in the solvent mixture in the specified Quantities dissolved:

2 percent by weight citric acid,

1 percent by weight sulfosalicylic acid,

1.5 percent by weight of p-dimethylaminobenzene

fiuoborate,

2.0 percent by weight of 3-0S-hydroxyethyl) phenol.

A thin coating of the solution obtained is applied to a transparent cellulose acetate base and left to dry. The material then goes through a negative for about 3 to 5 seconds exposed and during contact with anhydrous ammonia at a pressure of 5.62 atmospheres Developed 1.0 seconds. This creates a fully developed, high-opacity copy.

Example2

A solvent mixture of 33 parts by volume of

ethyl ethyl ketone and 44 parts by volume of methyl cellosolve is produced. The following components will be then dissolved in the solvent mixture in the specified amounts:

1.12 percent by weight
0.75 percent by weight

1.0 percent by weight
2.0 percent by weight
1.5 percent by weight

Vinyl acetate resin,
Mixed polymer
Acrylic and methacrylic acid esters,

Sulfosalicylic acid,
Citric acid,
p-dimethylaminobenzene fluoborate,
2.06 percent by weight of 3 - (/ S-hydroxyethyl) phenol.

A thin coating of the solution obtained is applied to a transparent cellulose acetate base and dried, and the resulting material is exposed and developed as in Example 1. It a fully developed, high-opacity copy is produced.

Density measurements were made on copies made from two-part diazotype stocks and which contained m-substituted phenols to render them unusable the use of these couplers in conventional development using aqueous ammonia and their excellent suitability for development with anhydrous ammonia under elevated conditions To show pressure. Aqueous ammonia development was carried out in a conventional manner. Several passes were made in an attempt to complete development with aqueous To achieve ammonia, made. The development with anhydrous ammonia was at 5.62 atm for 1.0 seconds in all cases. The comparison results are in the following Table II compiled.

Table II

Anhydrous
ammonia

1.0 see at
5.62 atm density

Aqueous ammonia

number of
Passages

Total residence time

density

3 - (/ 5-hydroxyethyl) phenol

m-hydroxyphenylpropionic acid

3- (m-hydroxyphenyl) propyl bromide

0.40
0.60
0.47

40
10
10

160
40
40

0.37
0.58
0.41

It can be seen that in none of the cases of the typical examples cited the development with aqueous ammonia gave a copy with an optical density equivalent to that obtained by anhydrous ammonia was obtained at 5.62 atmospheres for 1 second.

Claims (1)

Patent claims: 1. A method for producing diazotype copies with development with anhydrous ammonia at a pressure greater than 3.5 kp / cm ² and a temperature between 4 and 100 ⁰ C, according to Patent 1,266,641, characterized in that the coupler is at least a compound of the general formula H H Process for generating diazotype images high opacity. / This object is achieved by a method in which the development with anhydrous ammonia is done under pressure. It is characterized in that as a coupler at least one Compound of the general formula