Patent GB-598367-A (GB)
Title: Synthetic linear polyamide dye intermediates and processes of colour photography employing the same
IPC: G03C7/327
Filed: 1945-03-29
Abstract: Hydrophilic polyamide dye intermediate polymers are produced by condensing in an acidic medium a synthetic linear polyamide containing a plurality of ether, hydroxyl, carboxylic or sulphonic acid groups with formaldehyde (or a compound reacting as formaldehyde) and with a dye intermediate, or with the preformed methylol reaction product of the formaldehyde and the dye intermediate, or by condensing in an acidic medium the dye intermediate with the preformed methylol reaction product of formaldehyde and the synthetic linear polyamide.  The dye intermediate is a compound containing groups capable of coupling with a diazo compound to form an azo dye, such as phenols, naphthols, anilines, naphthylamines, acylacetamides, cyanoacetamides, b -keto esters, pyrazolones, homophthalimides, coumaranones, indoxyls, thioindoxyls, benzoyl-acetanilide, p-nitrobenzoylacetanilide, p-nitroacetanilide, a - and b -naphthoylacetanilides, p-acetoacetamidobenzoic acid, furoylacetanilide, pyrazolones, N - homophthalyamines, 2,4 - di - hydroxyquinoline, p - nitrobenzylcyanide, di - ketohydrindene, malonamides, phenacylpyridinium bromide, hydroxypyridines, cyanoacetanilide and cyanoacetic ethyl ester.  Suitable synthetic linear polyamides can be derived from monoaminomonocarboxylic acids, diamines with dibasic carboxylic acids and interpolymers of aminocarboxylic acids with diamines and dibasic carboxylic acids and should have at least one amide group to every 22 atoms of the polymer chain and preferably at least one solubilizing group for every 40 atoms of the polymer chain. The soluble polyamides contain intralinear hetero atoms such as oxygen and amino nitrogen atoms as described in Specifications 487,734 and 23690/39, as open to inspection under Sect. 91, or contain hydroxyl, carboxymethoxy, methoxy, ethoxy, methoxyethoxy, carboxylic or sulphonic groups as described in Specifications 573,482 and 576,363.  In the examples: (1) saligenin was added to diaminodipropyl ether/adipic acid polyamide and the dye intermediate polymer precipitated with acetone, a silver bromide dispersion was prepared therefrom and coated on a cellulose acetate film base; (2) bis-aminopropoxyethane/adipic acid polyamide was treated with 1-phenyl-3-methyl-5-pyrazolone and used in place of the polymer produced in example (1); (3) triglycoldiamine/adipic acid polyamide treated with acetoacetanilide was processed as in example (1); (4) in a process as in example (1), 2-hydroxyl-3-phenylbenzyl alcohol was used in place of the saligenin; (11) polyhexamethylene adipamide modified with 1-N-hydroxyethylaminonaphthalene-6-sulphonic acid and methyl hydroxyacetate is used to prepare a light-sensitive coating as in example (1); (12) polyhexamethylene adipamide is modified with methyl glycollate and 4-chloro-1-naphthol and the glycollic ester groups hydrolysed.  Specifications 461,236, 543,784; 545,443, 545,444, [both in Group XX], 557,544, 569,646 and U.S.A. Specification 2,255,077 also are referred to.  The Specification as open to inspection under Sect. 91 also describes the condensation of dye intermediate nuclei containing aldehyde or acidic groups or derivatives thereof to form hydrophilic dye intermediate polymers and compounds containing active halogen atoms, e.g. chloracetic acid, can be condensed with amino dye intermediates to form the chloroacetamides which may then be condensed with polyamides containing intralinear tertiary nitrogen atoms to form quaternary salts.  This subject-matter does not appear in the Specification as accepted.