DD154459A3 - ONE OR TWO-COMPONENT DIAZOTYPE MATERIAL - Google Patents

Abstract

The invention relates to a diazotype material with improved light fastness properties of the image dyes, which can be used as a one- or two-component material. The object and the object of the invention is to improve the light stability of the diazomicrofilm by adding light stabilizers which are readily synthesizable, have good adhesion in the layer and do not cause turbidity or discoloration of the film. This is achieved by using phosphoric acid esteranilides and / or phosphoric acid anilides in the diazotype material as light stabilizers.

Description

EB Filmfabrik Wolfen Wolfen, 18.00.1980

PN 827 VVa / Hffl

DC.Werndl, Regina Int.Cl .: G 03 C 1/60

DC.Walter, Reinhard Dr. Opel, Matthiae Dr.Epperlein, Poachim Dr. med. Marx, Oorg

222062-1-

One- or two-component diazo file

Application of the invention

The invention relates to a diazotype material with improved light fastness properties of the image color cloth which can be used as a one- or two-component material.

Characteristic of the known technical solutions

Therefore, devices high loads exposed by light, pie light stability of the image dyes (azo dyes) in the layer is an essential characteristic of the information and recording material "Higher light stability can be achieved by the effect modified Mol ^e külbau aer azo dyes of the photographic material. The possibilities in this direction are limited. Accordingly, modified diazonium salts or couplers must not detrimentally affect such important properties of a Diazotypiematerial as thermal stability, coupling activity, photosensitivity, absorption maximum * Suitable diazonium salts or couplers are accessible only with high synthesis effort without the required properties in the desired extent to be able to achieve changeability

-g- 222062

η ten molecular structure made more stable / azo dyes as image dyes in Diazotypiemateriaiien found in DE-PS 6 Э70 51, DE-PS 8 386 92, DE-PS 8 649 51. It therefore appears less expensive to add to proven diazo systems substances whose presence in the Layer extends the life of the image dyes under the light irradiation conditions of the reader. The suitability of suitable substances as light stabilizers decides such properties as system compatibility, low fogging and last but not least the synthetic accessibility. Light stabilizers for Diazotypiemateriaiien should therefore have as simple as possible structures while maintaining high efficiencies or be easily synthesized from accessible starting compounds. The compounds and classes of compounds known from the literature, such as sterically hindered phenols (DE-PS 1 772 981) and ethylenediamine derivatives (DE-AS 1 797 322) do not bring about the desired improvement in the lightfastness of the azo dyes with regard to their preparative accessibility. The effectiveness of these compounds and classes of compounds is not satisfactory, measured by the cost of their presentation.

aim the invention

The aim of the invention is to improve the light stability of the Diazomikrofilms and thus the stability of the stored Ihfnrmations under the conditions of the reader.

Presentation of the VV e se ns of the invention

The known, previously used light stabilizers from the classes of compounds of sterically hindered phenols or ethylenediamine did not provide the desired level of light protection effect and were relatively difficult to represent in relation.

The object of the invention is to find light stabilizers which are easily synthesized with increased efficiency, have good adhesion in the layer and no haze

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or discoloration of the film. According to the invention the object is achieved in that a one- or Zweikomponentendiazotypiematerial with light stabilizers as light stabilizers one or more compounds of the general formula

^or

-NH-P '

(И)

in the

-NO ₂ I -SOgH; CN

R ₂ , R _{3 is} halogen

- «- 22 20 6 2

R., R is hydrogen, п-СН, (СН_) -, iso-CH,. (CH) -

R ₆ -ен ₂ (сн ₂ ) _х сн ₂ -

X О to 5 means contains.

The substances have a good chemical inertness and substantially improve the light stability of the azo dye. The compounds are well incorporated (in the layer) and suitable for one- and two-component materials. They have a solid state of aggregation and have good adhesion in the layer. Appearances such as volatilization of the light stabilizer or softening of the layer are thereby avoided. They are chemically inert to other components of the diazo system. If high potency is maintained, its advantage is its easy synthesizability. Their representation is largely known from the literature (Houben / Weyl, Meth. Org. Chem. G. THIEME Verl * Stuttgart 19B4, Bd Xll / 2 P-Verb.). It is carried out in a simple manner by reacting phosphorus oxychloride or phosphoric acid ester chlorides with the corresponding N bases in inert or basic solvents. The latter are more advantageous since no hydrochloride of the N-base is obtained and product isolation is easier.

O u rg e Samples

1. A diazo system of the following composition is introduced into 1000 ml of a 7.5% cellulose acetate solution in CHPCl- (CH ₃ OH), thereby pouring onto a 10-15 μm base, giving a transparent film

8 g of 2,5 diethylhydroxy-4-fflorphplino-benzene diazonium tetragenoroborate

4.8 g of 2-hydroxy-3-naphthoic acid 2-methoxy-anilide 3.2 g of resorcinol 1.2 g of sulfosalicylic acid

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8.5 g of phosphoric acid ethyl ester phenyl ester 4-nitro

anilide

The image dye is produced by the action of basic media. The image dye is at least ЗБ0 % brighter than without this light stabilizer.

2. A glass plate is coated with the following acetylcellulose solution (as mentioned above):

8 g of 2,5-dibutoxy-4-morpholinobenzene-diazoniutetetrafluoroborate

4.8 g of 2-hydroxy-3-naphthoic acid 2 = methoxyanilide 3.2 g of resorcinol 1.2 g of sulfosalicylic acid 8 g of phosphoric acid phenyl ester anilide-4-nitroanilide

The improvement in the light stability by adding this sunscreen is 300 %.

3. A diazo system of the following composition is placed in 1000 ml of a 10% solution of cellulose acetate in CH 2 Cl 2 / acetone, which is poured over a surface 10-15 m thick to give a transparent film.

8 g of 2,5-diethoxy * -4-morpholino-benzene-diazanium tetra-

fluoroborate 5.2 g 2,5 dihydroxynaphthalene

3.6 g of acetoacetanilide 15 g of toluenesulfonic acid

8 g of phenoxy- (4-nitroanilido) phosphoric acid

The improvement in light stability is 300 %.

4. A diazo system of the following composition is present in 1000 ml of 8 % polystyrene solution in acetone, cast on 10-16 m of a white opaque paper base.

-β- 222062

8 g of p-N, N-diethylaminobenzendiazonium tetrachloro

zincate

4.8 g of 2-hydroxy-3-naphthoic acid 2-methoxyanilide

3.2 g of resorcinol

1.2 g of p-toluenesulfonic acid

3.8 g of thiourea

8 g Phosphoric acid phenylestei-4-nitroaniiid chloride

The improvement of the light stability is about 200 %.

Claims (1)

222062 invention claim Single or Zweikoroponentendiazotypieraatarial with light stabilizers, characterized in that еe as light stabilizer one or more compounds of the general formula (H) in the -NO ₂ , -SO ₃ H, -CN halogen
-OR ₁ , «О- - ^s - 222062 R ₄ , Rg hydrogen, n-CHg (CH ₂ ) _x -, ISo-CH ₃ (CH ₂ J _x -R ₆ "6""2 ¹ ^
XO to 5 mean,
contains.