Abstract: Disclosed are azo compounds having the formula ##STR1## in which R.sup.4 is straight or branched lower alkylene, Z is 1-3 groups selected from such heteroatom groups as --OH, lower alkanoyloxy, lower alkoxy, lower alkoxycarbonyl, lower alkoxyalkoxy, mono- or dialkylamino, --CN, carbamoyl, formamide, lower alkyl substituted carbamoyl, lower alkoxycarbonylamino, lower alkanoylamino, hydroxy substituted lower alkoxy, halogen, lower alkylthio, lower alkylsulfonyl, and various heterocyclic groups such as furyl and pyrrolidono, R is selected from straight or branched lower alkyl, phenyl and phenyl substituted with straight or branched lower alkyl, halogen, or straight or branched lower alkoxy, R.sup.2 is hydrogen or lower alkyl, and A is an aniline, tetrahydroquinoline, or benzomorpholine coupler component which may be substituted with a wide variety of groups.

Abstract: Disclosed are novel acid azo dyes containing a sulfonated, sulfated or thiosulfated organothiothiadiazole azo moiety and a heterocyclic coupler which may be substituted. The dyes produce reddish-yellow to orange shades on, for example, hydrophobic textile fiber including polyesters, polyamides, and cellulose esters and have excellent fastness properties including lightfastness, stability to heat, washfastness and resistance to sublimation, and dye at unusually low energy levels. The dyes have the general formulae: ##STR1## wherein D is the aforesaid organothiothiadiazole moiety; R.sup.3 is selected from hydrogen, lower alkyl, and aryl; R.sub.4 is selected from H, lower alkyl, CH.sub.2 aryl, aryl, and lower alkyl substituted with cyano, carbamoyl or acylamino; Ar is a wide variety of carbocyclic radicals; and Z represents the atoms necessary to complete a five or six membered ring.

Abstract: Disclosed are novel azo dyes from 2-amino-5-organothio-1,3,4-thiadiazoles and N-cyanoethyl-m-acylamidoanilines. These dyes are useful for dyeing synthetic hydrophobic fibers and particularly polyester. The dyes have the general formula: ##STR1## wherein R is alkyl, aryl or cycloalkyl; X is hydrogen, or alkyl; R.sub.1 is hydrogen, alkyl or aralkyl; and R.sub.2 is formyl or alkanoyl; and wherein the alkyl, aryl and cycloalkyl moieties of R and R.sub.2 may be substituted with a large variety of groups such as --OH, OOC-alkyl, --COO-alkyl, succinimido, phthalimido, alkoxy, carbamoyl and the like.

Abstract: Methine dyes from tetrahydroquinoline compounds containing N-thioether substituents, in general produce bright yellow shades when applied to polyester fabrics by conventional dyeing procedures, have improved properties such as dyeability, fastness to light, resistance to sublimation, insensitivity to pH changes, and dye at the boil and under pressure to the same depth of shade. These compounds are particularly useful in the thermal fixation technique for dyeing polyester materials.

Abstract: Disclosed are azo dyes suitable for coloring polyamide material, particularly nylon carpet and which are prepared from aminophthalimides and couplers which are ##STR1## substituted with a thiosulfate ester group. These dyes produce yellow to blue shades and also color cellulose acetate fabrics and wool. The dyes have the general formula: ##STR2## wherein R.sup.2 and R.sup.4 are each selected from hydrogen and a large variety of organic substituents, the coupler C is an aniline, 1,2,3,4-tetrahydroquinoline, or benzomorpholine derivative wherein a Q-SSO.sub.3 M group is attached to the nitrogen thereof, Q being a lower alkylene or similar linking group, and M is Na.sup.+, K.sup.+, NH.sub.4.sup.+, or H.sup.+. The present dyes are superior in such properties as fastness to light, oxides of nitrogen, wash, ozone, sublimation, perspiration and crock, and exhibit good dyeability including migration, leveling, pH stability, and build.

Abstract: Disclosed are mono azo dyes derived from diazotized 5-membered heterocyclic amines and certain aniline, 1,2,3,4-tetrahydroquinoline, and benzomorpholine couplers containing thiosulfate alkyl groups. These dyes are useful for dyeing synthetic fibers, cellulose acetate and wool, and particularly impart fast violet to blue shades on polyamide fibers, and in general, exhibit improved properties such as fastness to light, sublimation, ozone, oxides of nitrogen, perspiration, crock, and wash, and exhibit excellent build, pH stability, bloom resistance, depth of shade, leveling, migration, and the like. The dyes have the general formula:D--N.dbd.N--Couplerwherein D is a thiadiazol, isothiazol, pyrazol or thiophene type radical, and the Coupler is an aniline, tetrahydroquinoline, or benzomorpholine derivative wherein a --ZSSO.sub.

Abstract: Disclosed are mono azo dyes derived from diazotized 5-membered heterocyclic amines and certain aniline, 1,2,3,4-tetrahydroquinoline, and benzomorpholine couplers containing sulfoalkyl groups. These dyes impart fast violet to blue shades on polyamide fibers and have the general formulaD--N.dbd.N--Couplerwherein D is a thiadiazol, isothiazol, pyrazol or thiophene type radical, and the Coupler is an aniline, tetrahydroquinoline, or benzomorpholine derivative wherein a --Z--SO.sub.3 M group is attached to the nitrogen thereof, the coupler ring may contain one or more substituents selected from lower alkyl, lower alkoxy, halogen, acylamido, alkylthio or aryloxy, the remaining hydrogen of the aniline coupler may be replaced by a substituent such as lower alkyl, substituted lower alkyl, lower alkenyl, aryl, or cycloalkyl, M is Na.sup.+, K.sup.+, NH.sub.4.sup.+ or H.sup.+, and Z is a linking group such as ethylene.

Abstract: Disclosed are mono azo dyes derived from diazotized 3-amino-2,1-benzisothiazoles and certain aniline, 1,2,3,4-tetrahydroquinoline, and benzomorpholine couplers containing sulfoalkyl groups. These dyes impart fast violet to blue shades on polyamide fibers and have the general formula ##STR1## wherein the Coupler is a derivative of an aniline, tetrahydroquinoline, or benzomorpholine derivative wherein a --Z--SO.sub.3 M group is attached to the nitrogen thereof, R may be hydrogen or one to three substituents such as lower alkyl, lower alkoxy, chlorine, bromine, iodine, sulfamoyl, and substituted sulfamoyl, the coupler ring may contain one or more substituents selected from lower alkyl, lower alkoxy, halogen, acylamido, alkylthio or aryloxy, the remaining hydrogen of the aniline coupler nitrogen may be replaced by a substituent such as lower alkyl, substituted lower alkyl, lower alkenyl, aryl, or cycloalkyl, M is Na.sup.+, K.sup.+, NH.sub.4.sup.+, and Z is a linking group such as ethylene.

Abstract: Methine dyes from tetrahydroquinoline compounds containing N-thioether substituents, in general produce bright yellow shades when applied to polyester fabrics by conventional dyeing procedures, have improved properties such as dyeability, fastness to light, resistance to sublimation, insensitivity to pH changes, and dye at the boil and under pressure to the same depth of shade. These compounds are particularly useful in the thermal fixation technique for dyeing polyester materials.

Abstract: Methine dyes from tetrahydroquinoline compounds containing N-thioether substituents, in general produce bright yellow shades when applied to polyester fabrics by conventional dyeing procedures, have improved properties such as dyeability, fastness to light, resistance to sublimation, insensitivity to pH changes, and dye at the boil and under pressure to the same depth of shade. These compounds are particularly useful in the thermal fixation technique for dyeing polyester materials.

Abstract: Azo compounds having the formula ##SPC1##In which X and Y are hydrogen or a substituent, R.sup.1 is alkyl or R.sup.4 , R.sup.2 is hydrogen, alkyl or alkoxy, R.sup.3 is hydrogen or alkyl, and R.sup.4 is aryl, cyclohexyl, alkoxy, benzyl, 2-furyl or --R.sup.5 --O--Z in which R.sup.5 is alkylene and Z is aryl. The compounds are useful for dyeing polyester fibers and exhibit good dyeability, fastness to light and resistance to sublimation.

Abstract: Azo compounds especially useful for dyeing polyamide fibers on which the compounds exhibit improved fastness and dyeability properties contain a phenyl diazo component having a substituent in the 4-position and hydrogen, chlorine or bromine in the 2-position, and a tetramethyl substituted tetrahydroquinoline coupling component.

Abstract: mixtures of monoazo dyes having at least one dye of the formula ##STR1## and at least one dye of the formula ##STR2## wherein X is chlorine, bromine, alkylsulfonyl of 1 to 6 carbon atoms, CN, CF.sub.3 or NO.sub.2 ; R is hydrogen or alkyl or alkoxy of 1 to 6 carbon atoms; R.sub.1 is hydrogen, alkyl or alkoxy of 1 to 6 carbon atoms or alkyl of 1 to 6 carbon atoms substituted with phenyl, hydroxy or alkanoyloxy of 1 to 6 carbon atoms; R.sub.2 is hydrogen, cyclohexyl, phenyl, alkoxy or alkyl of 1 to 6 carbon atoms or alkyl of 1 to 6 carbon atoms substituted with phenyl, chloro, phenoxy or alkoxy of 1 to 6 carbon atoms; and R.sub.3 has the same meaning as R.sub.1 excluding hydrogen. These mixtures produce bright, fast blue shades on polyester fibers having excellent fastness to light, wash, crock, gas, acid or base perspiration and sublimation. These mixtures have excellent pH stability over a range of 4-8 when applied to polyester above the boil, typically 220.degree. to 275.degree. F.