Patent GB-603862-A (GB)
Title: Improvements in coloured textile materials
IPC: D06P1/12
Filed: 1945-11-01
Abstract: Textile materials of cellulose ester or ether or other hydrophobe filament-forming material such as polyhexamethylene adipamide, vinyl acetate or vinyl chloride co-polymer are coloured in green and blue-green shades by forming thereon an azo dye from a phenylphenol or a cyclohexylphenol having free at least one position ortho or para to the hydroxyl group and a diazo compound of a 4-(aminoarylamino)-anthraquinone having an amino or hydroxyl group in the 1-position and in which the amino group of the aminoarylamine group is diazotizable.  In a modification, the dyestuff is pre-formed in substance in finely divided form and added to a solution or melt of the cellulose acetate or other film-forming material before spinning.  The following are examples of suitable anthraquinone derivatives for use in the process, 1-amino-4-(41-aminophenylamino)-, 1 - methylamino - 4 - (41-aminophenylamino), 1 - methylamino - 4 - (methyl-41 - aminophenylamino)-, 1 - methylamino - 4 - (41 - p - aminophenyl - phenylamino)-, and 1 - oxy - 4 - (41 - aminophenylamino) - anthraquinone, and suitable coupling components specified are o-phenylphenol, p-phenylphenol, m-phenylphenol, o-cyclohexylphenol, p-cyclohexylphenol, 4 - acetylamino - 4 - hydroxydiphenyl, and 2-hydroxy-3-chlorodiphenyl.  The Provisional Specification refers to the use of the dyestuffs, prepared in substance, for colouring solutions of high molecular weight materials, e.g. lacquers and spinning solutions, and specifies also 1-(41-aminophenylamino)-anthraquinone and 1,5 - di - (41 - aminophenylamino) - anthraquinone as suitable anthraquinone derivatives.  Specifications 396,412 and 396,430 are referred to.ALSO:Textile materials of cellulose ester or ether or other hydrophobe filament-forming material such as polyhexamethylene adipamide, vinyl acetate or vinyl chloride co-polymer are coloured in green and blue-green shades by forming thereon an azo dye from a phenylphenol or a cyclohexylphenol having free at least one position ortho or para to the hydroxyl group and a diazo compound of a 4-(aminoarylamino)-anthraquinone having an amino or hydroxyl group in the 1-position and in which the amino group of the aminoarylamine group is diazotizable.  In a modification, the dyestuff is pre-formed in substance in finely divided form and added to a solution or melt of the cellulose acetate or other film-forming material before spinning.  The following are examples of suitable anthraquinone derivatives for use in the process 1-amino-4-(41-aminophenylamino)-, 1 - methylamino - 4 - (41 - aminophenylamino)-, 1 - methylamino - 4 - (methyl - 4 - aminophenylamino)-, 1 - methylamino - 4 - (4 - p - aminophenyl - phenylamino) -, and 1-oxy - 4 - (4 - aminophenylamino) - anthraquinone, and suitable coupling components specified are o-phenylphenol, p-phenylphenol, m-phenylphenol, o-cyclohexylphenol, p-cyclohexylphenol, 4-acetylamino-4-hydroxydiphenyl, and 2-hydroxy-3-chlorodiphenyl. The diazo and coupling components may be applied to the materials together or separately in either order, but preferably the material is first dyed with the anthraquinone derivative and the latter diazotized on the material and coupled with the component. When the anthraquinone derivative contains also a diazotizable amino group on the nucleus as well as one attached to the aryl residue, only the latter is diazotized if the nitrite is used with a weak acid, e.g. acetic or formic acid, but if a stronger acid is used the anthraquinone derivative is tetrazotized, and a brown colouration is obtained on coupling with the phenylphenol.  In an Example, cellulose acetate fabric is dyed in a dispersion prepared by diluting with soap solution a solution of 1-methylamino-4-(41-aminophenylamino)-anthraquinone in formal glycerol and Turkey Red oil, diazotized and the dyeing developed in a solution of sodium o- or p-phenylphenate.  In a second Example, cellulose acetate yarn is immersed in a bath which has been prepared by boiling 1-methylamino-4-(41 - aminophenylamino) - anthraquinone with cyclohexanol and pouring into aqueous ethanol, diazotized and developed in sodium o-phenylphenate.  The provisional Specification refers to the use of the dyestuffs, prepared in substance, for colouring solutions of high molecular weight materials, e.g., lacquers and spinning solutions, and specifies also 1-(41-aminophenylamino)-anthraquinone and 1,5-di-(41-aminophenylamino)-anthraquinone as suitable anthraquinone derivatives.  Specifications 396,412 and 396,430 are referred to.