DE1003952B - Process for the production of flame-retardant, moisture-insensitive films, in particular for photographic purposes - Google Patents

Description

GERMAN

It is known that both the flammability and the water sensitivity of security films based on flame-retardant plastics, such as organic ones Cellulose esters, ethers, mixed esters and mixed ethers and ester esters, through the addition of organic Phosphoric acid esters can be reduced as plasticizers. Of the large number of possible So far, triphenyl phosphate in particular has been used as an ester. However, its big thing is disturbing Crystallizing power, which makes the additional use of liquid plasticizers necessary. The liquid one Tricresyl phosphate, also cresyl diphenyl phosphate, can be used for this. Also phthalic acid esters are in use.

In many cases it is also necessary to dry the film as much as possible at high temperatures to remove solvent residues. The triphenyl phosphate and most of them that come into consideration here Phthalic acid esters already have a considerable vapor tension at 110 °, so that they are in the Separate drying devices in the form of drops. If the drops fall on the film, this leads to voids. This loss of plasticizer is also economically unfavorable since it requires a greater input than is specified in the prescription. Finally, it makes it necessary to clean the equipment more frequently.

Tricresyl and cresyl diphenyl phosphate are more favorable in terms of vapor tension, but they do Plasticizer Difficulties in applying the subbing layer for the photographic layer. Also exists despite the lower vapor tension, there is a risk of exudation at higher temperatures, as the compatibility with acetyl cellulose is lowered by the methyl group of the cresol. Also is the difference the vapor tension is not so great that the disadvantages mentioned are completely eliminated.

It has now been found that these disadvantages are avoided if one for the production of flame-retardant, Moisture-resistant films, in particular for photographic purposes, based on heavy flammable plastics, preferably cellulose derivatives, such as organic cellulose esters and ethers, mixed esters, mixed ethers and ether esters, phosphoric acid ester of an oxy-diphenyl used as plasticizer. Suitable phosphoric esters are the phosphoric esters with o-, m- or p-oxy-diphenyl and the Phosphoric acid mixed esters of an oxydiphenyl with substituted or unsubstituted phenols. Already through Replacing a phenyl radical in the triphenyl phosphate with a diphenyl group reduces the vapor tension significantly. To the For example, the boiling point of triphenyl phosphate is 18072 mm, the boiling point of mono- (o-diphenyl) bisphenyl phosphate 220 to 240 ° / 2 mm. However, the melting point of this mixed ester is still too high (42.5 °).

Process for the production of flame-retardant, moisture-insensitive Films, in particular for photographic ones

Purposes

Applicant: AGFA Aktiengesellschaft

for photo production, Leverkusen-Bayerwerk

Dr. Armin Ossenbrunner, Dr. Julius Geiger

and Dr. Werner Thraum, Leverkusen,

have been named as inventors

Esterification with two oxy-diphenyl residues already becomes obtain an oily liquid, with the boiling point rising even further. By mixed esterification of phosphoric acid With phenol, cresol, o-, m- and p-oxy-diphenyl and by mixing these mixed esters, new plasticizers can be created of low vapor tension and low solidification point in many variations. Such Mixed esters are z. B. mono-phenyl-bis- (p-diphenyl) -phosphate, mono-phenyl-mono-p-diphenyl-mono-o-diphenyl phosphate.

As a mixture z. B. called: bis-phenyl-mono-o-diphenyl-phosphate and bis-phenyl-mono-m-diphenyl-phosphate, 1: 1.

The esters are made by known methods from phosphorus oxychloride and the phenols in question or obtained in two stages via the phosphoric acid ester chlorides.

example 1

15 kg of acetyl cellulose with 61% acetic acid are in a mixture of 85 kg of methylene chloride and 1.5 kg Butanol with the addition of 1.5 kg of a mixture of 0.7 kg of bis-phenyl-mono-o-diphenyl-phosphate and 0.8 kg Mono-phenyl-bis- (o-diphenyl) -phosphate dissolved to a highly viscous liquid. This is known in Way to shed a movie. The film is also provided with an adhesive layer for photographic use in a known manner Layer provided. Finally, it is put in a drying cabinet at temperatures between 100 and 120 ° freed from the remaining solvents. There is practically no plasticizer deposition. Of the

609 838/442

Claims (2)

Adhesive layer application dries up blank. The adhesion of the photographic layer to the film is satisfactory. Example 2 15 kg of a cellulose acetobutyrate with 10% butter acid content are added in a mixture of 60 parts of methylene chloride, 25 parts of ethylene chloride and 1.5 kg of propanol with the addition of 2 kg of mono-phenyl-bis- (o-diphenyl) -phosphate dissolved. Further processing as in Example 1. "ίο Example 3 15 kg of acetyl cellulose with 58% acetic acid are in a mixture of 65 kg of methylene chloride, 20 kg of chloroform and 20 kg of propanol with the addition of 2.5 kg of a mixture of 0.8 kg Dissolved bis-phenyl-mono-o-diphenyl phosphate, 1.4 kg of mono-phenyl-bis-o-diphenyl-phosphate and 0.3 kg of bis-phenyl-mono-p-diphenyl-phosphate. phosphate, 2 kg mono-phenyl-bis-o-diphenyl-phosphate and 0.4 kg monb-phenyl-bis-m-diphenyl-phosphate. Further processing as in example 1. ■ Claims: 1. Process for the production of flame-retardant, moisture-insensitive films, in particular for photographic purposes, based on flame-retardant plastics, preferably of cellulose derivatives, such as organic cellulose esters, ethers, mixed esters and mixed ethers and ether esters, characterized in that the plasticizer is phosphoric acid ester of an oxydiphenyl be used. 2. The method according to claim 1, characterized in that phosphoric acid mixed esters of 0-, m- and / or p-oxy-diphenyl and substituted or unsubstituted Phenols are used. Example 4 17 kg of an acetyl cellulose with 56% acetic acid content are dissolved in 83 kg of a mixture of 70 kg of acetone, 10 kg of benzene and 3 kg of toluene with the addition of 3.4 kg of a mixture of 1 kg of bis-phenyl-mono-o-diphenyl-In Considered publications:
German Patent Nos. 565 519, 591 365;
Chemisches Zentralblatt 1953, p. 4125;
Presentation of patent specification 931 of the Office for Inventions and Patents in the Soviet zone of occupation in Germany. © 609 838/442 2.57