Patent GB-403118-A (GB)
Title: Improvements in or relating to the colouration of materials made of or containing cellulose esters or ethers
IPC: C09B51/00
Filed: 1932-06-09
Abstract: Cellulose esters or ethers, dyeing; nitro dyes; dye preparations.--Colourations are produced upon materials made of or containing cellulose esters or ethers by applying thereto, e.g. by immersion, mechanical impregnation, printing or stencilling methods, an aromatic compound, other than an azo compound, containing a nuclear nitro group and a hydroxy-substituted wholly aliphatic group linked to an aryl nucleus through nitrogen, oxygen or sulphur, such compound containing at least one auxochrome.  As compared with the corresponding compounds not containing a nuclear nitro group or containing such but not containing a hydroxy group connected as defined above, such compounds combine high tinctorial power for cellulose esters or ethers with great ease of dispersion.  They are obtainable by the action of chlorhydrins, e.g. ethylene-, propylene-, or glycerolchlorhydrins or of other oxyalkylating agents, such as ethylene oxide or epichlorhydrin, upon amino, hydroxy or mercapto compounds of appropriate configuration.  Specified compounds are nitroethanolaminobenzes, -toluenes or-naphthalenes, e.g. 4-chloro-2-nitro-1-ethanolamino-benzene or 2 : 4-dinitro-1-ethanolaminobenzene, compounds containing two or more aryl nuclei linked together either directly or through -O-, -S-, -NH-, -CH2-, -CO-, -CO.NH-or other atom or group, e.g. 2 : 4-dinitro-4<1>-ethanolamino-diphenylamine, 3-nitro-4-ethanolamino-diphenyl or 1-benzoylamino-3-ethanolamino-4-nitrobenzene (obtainable by benzoylating nitro-m-phenylenediamine and oxyethylating the product), and nitroanthraquinone derivatives, e.g. 1 : 4-, 1 : 5- or 1 : 8- nitrooxyalkylamino-anthraquinones; di-(oxyalkyl)-amino-aryl compounds may also be used; in all cases other substituents such as halogen, alkyl, alkoxy, amino or acidylamino groups may be present. Difficultly soluble compounds may be applied as aqueous dispersions, e.g. such as are obtainable with the dispersing agents of Specifications 219,349, 224,925, 242,393, 242,711, 269,960, 273,819, 273,820, 322,737, or 323,788, [all in Class 15 (ii), Dyeing, Processes &c. for].  Compositions containing the dyestuff and the dispersing agent with or without protective colloids may be prepared and diluted for use when required.  The following examples are specified.  (1) A scoured cellulose acetate woven fabric is wetted out and treated for 1\ba1/2\be hours at 80 DEG  C. in an aqueous solution of 2 : 4-dinitro-1-ethanolaminobenzene (obtainable by reaction of 2 : 4-dinitrochlorobenzene with monoethanolamine), whereupon the fabric, dyed a level bright yellow, is washed and dried.  (2) Cellulose acetate yarn in hank form is immersed in an aqueous solution at 80 DEG  C. containing 4-chloro-2-nitro-1-ethanolamino-benzene (obtainable by reaction of 2 : 5-dichloronitrobenzene with monoethanolamine) with continuous or periodic turning until the requisite golden yellow shade is obtained, whereupon the hanks are lifted, rinsed and dried.  (3) An aqueous paste containing finely divided 2 : 4-dinitro-4<1>-ethanolamino-diphenylamine (obtainable by the action of ethylene oxide or ethylene-chlorhydrin upon 2 : 4-dinitro-4<1>-aminodiphenylamine) and turkey red oil is heated to 70--75 DEG  C. with soap solution, the mixture is strained into a dyebath containing soap, and a cellulose acetate fabric is treated in this bath while the temperature is raised slowly to 75 DEG  C. and so maintained for 1\ba1/2\be hours, whereupon the fabric is washed and dried.  Specifications 237,943, 239,470, 283,253, 285,968, 285,969, and 292,181, [all in Class 15 (ii), Dyeing, Processes &c. for], also are referred to.