Patent GB-363897-A (GB)
Title: Manufacture of new cellulose derivatives
IPC: D06P3/66
Filed: 1931-02-20
Abstract: The process of the parent Specification is modified by treating cellulose material such as cotton yarn with a compound containing a N = C-halogen group so as to produce a compound still containing at least one reactive halogen group, and then treating the product with a compound containing an exchangeable hydrogen or equivalent atom and at least one chromophor or group capable of forming a dyestuff or a residue capable of being converted into such a group.  The product so obtained may be converted into a dyestuff by diazotizing and coupling with a coupling component, or by coupling with a diazo compound.  The dyestuff may be further treated by reduction, condensation, acidylation, alkylation, further coupling with a diazo compound, diazotizing and coupling, treatment with an agent yielding metal, or a combination of two or more of these treatments.  The process may be modified by first causing a compound containing at least twice the grouping N = C-halogen to react with a compound containing an exchangeable hydrogen or equivalent atom, and a chromophor or group tending to form a dyestuff or residue capable of conversion into such group, and then causing the product to react with alkali cellulose. The chromophoric substance may be a dyestuff containing amino groups and belonging to the nitro, azo, thiazole, azoxy-stilbene, pyrazolone, hydrazone, arylmethane, acridine, oxyazine, thiazine, azine, aminoanthraquinone, or indigoid group of dyestuffs, or it may be an aminoanthraquinone, aromatic diamine, aminophenol, aminonaphthol, or a derivative of these, or a nitramine, thiophenol, or amino mercaptan.  The products containing chromophoric and auxochromic groups may be treated with agents yielding metals such as compounds of chromium, copper, iron, manganese, nickel, cobalt, titanium, or molybdenum.  The products may be used for producing coloured effects in mixed fabrics.  In an example cotton yarn is impregnated with alcoholic caustic soda and then with cyanuric chloride in xylene.  The treated yarn is rinsed and dried.  It is then treated with p-diamino-diphenyl-methane in dilute alcohol, diazotized and coupled with b -naphthol.  The yarn is dyed yellowish red. Dianisidine may be used as the chromophoric body, and other naphthols or other coupling bodies may be used.  In another example, the cyanurated yarn is treated with disodium 1 - amino - 8 - oxynaphthalene-3 : 6-disulphonate, and treated with a diazo solution such as p-nitro-diazo-benzene, diazo-meta-xylene, or diazo compounds of aniline, toluidines, chloranilines and their homologues, anisidines, phenetidines and their mono- and polyhalogen derivatives, naphthylamines, or sulphonic acids or carboxylic acids of these compounds.  Instead of the chromophoric body named above, other amino naphthols or naphthalenes or their sulphonic acid compounds may be used.  In another example, the cyanurated yarn is treated with an amino-naphthol or sulphonic acid derivative thereof, and then with diazotized anthranilic acid or the diazo derivatives of sulphoanthranilic acid, chlor-aminophenols, nitroaminophenols, picramic acid, or amino-oxy-naphthalene sulphonic acids.  In another example, the cyanurated yarn is treated with an aqueous solution of the azo-dyestuff obtained from diazo-xylene and 2-(m-aminobenzoyl) - amino- 5- oxynaphthalen-7-sulphonic acid, or of the dyestuff obtained from tetra-azotized m-aminobenzoyl-m-phenylene diamine and 1-(3-nitro) phenyl-5-pyrazolone-3-carboxylic acid.  In another example the cyanurated yarn is treated with an aqueous solution or suspension of p-nitraniline.  The yarn is rinsed and the nitro group is reduced with sodium hydrosulphide; the amino group produced is diazotized and coupled with b -naphthol or other naphthol or phenol. This example may be modified by starting with phenylene or naphthylene diamines.  In another example, cyanuric chloride dissolved in acetone is introduced into a mixture of p-nitraniline with ice and water.  The product is filtered, washed, and dried, and then treated with alkali-cellulose in xylene.  The alkali-cellulose is obtained by immersing cotton yarn in aqueous or alcoholic caustic potash or soda.  The yellow-dyed yarn is reduced with sodium hydrosulphide, and then diazotized and coupled with b -naphthol, a -naphthol, resorcinol, or m-toluylenediamine.  In another example, cotton yarn which has been treated with cyanuric chloride is treated in an aqueous solution of p-rosaniline and then rinsed.  The yarn is dyed an intense red.  Specification 347,926 is referred to.