Patents Assigned to American Color & Chemical Corporation
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Patent number: 4083683Abstract: Metal-containing polypropylene fibers dyed with a blue dye of the formula: ##STR1## are provided. The dyed polypropylene exhibits outstanding fastness to light and dry-cleaning solvents.Type: GrantFiled: March 11, 1977Date of Patent: April 11, 1978Assignee: American Color & Chemical CorporationInventor: Raouf Botros
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Patent number: 4066388Abstract: Disazo dyes of the general formula: ##STR1## are provided where A is phenyl, naphthyl, phenyl substituted by up to 3 substituents or naphthyl substituted by up to 2 substituents; D is phenyl, naphthyl, or phenyl or naphthyl substituted by up to 2 substituents selected from alkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms or halogen and X is alkyl of 1-4 carbon atoms, benzyl or phenyl. The dyes when applied to metallized polyolefin fabrics, particularly nickel-containing polypropylene fabrics, produce strong bright shades which are exceptionally fast to light, dry cleaning, crocking, gas and heat.Type: GrantFiled: June 4, 1976Date of Patent: January 3, 1978Assignee: American Color & Chemical CorporationInventor: Raouf Botros
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Patent number: 4051119Abstract: Azomethine dyes of the formula ##STR1## in which A is phenyl, naphthyl, phenyl substituted by up to 3 substituents or naphthyl substituted by up to 2 substituents; B is salicylaldehyde, o-hydroxy-naphthaldehyde or salicylaldehyde or o-hydroxy-naphthaldehyde substituted by up to 2 substituents and C is 2-aminopyridyl or 2-aminopyridyl substituted by up to 2 substituents. The dyes produce dyeings on metal-modified polypropylene of excellent fastness properties.Type: GrantFiled: September 2, 1975Date of Patent: September 27, 1977Assignee: American Color & Chemical CorporationInventor: Raouf Botros
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Patent number: 4043749Abstract: An improved process for dyeing nylon carpeting material which is tufted or woven from a blend of cationic dyeable nylon yarns and acid dyeable nylon yarns is provided. Staining of the cationic dyeable portion is substantially eliminated and red and dull shades on the deep dyeing acid dyeable nylon is avoided by using as the acid dye a member of a small class of monoazo dyes made by coupling an appropriate diazotized aminobenzene sulfonic acid into N-ethyl-N-phenylbenzylamine. The monoazo dyes of the invention are applied to the carpet material along with an appropriate cationic dye in a conventional application procedure. The use of the monoazo dyes according to the invention produces a dyed blended nylon carpet material in which the cationic dyeable portion is not appreciably dyed or stained by the acid dye and in which the acid dyeable portion is characterized by outstanding light fastness and excellent transfer properties.Type: GrantFiled: June 22, 1976Date of Patent: August 23, 1977Assignee: American Color & Chemical CorporationInventor: Allan M. Huffman
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Patent number: 4026663Abstract: Polyester fabric is dyed with azo dyes made by coupling an appropriate diazotized aminobenzene into a coupler prepared by reacting 2-chloroacetylchloride or 3-chloropropionylchloride with 2 moles of N-alkyl, N-cyanoalkyl, or N-benzyl-substituted aminobenzene. This class of azo dyes, when appropriately dispersed, produces dyeings on aromatic polyester fabrics with excellent substantivity, outstanding sublimation fastness, and good fastness to light. The dyes are applied to polyesters, such as polyethylene terephthalate, by carrier dyeing, pressure dyeing, and thermofixation methods.Type: GrantFiled: February 5, 1975Date of Patent: May 31, 1977Assignee: American Color & Chemical CorporationInventors: Allan M. Huffman, Anatole Wowk
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Patent number: 4024187Abstract: M-Amino-.alpha.-methylbenzyl alcohol is produced in a facile manner in a single step hydrogenation from m-nitroacetophenone under relatively mild conditions with standard hydrogenation catalysts through the utilization of an aqueous reaction medium.Type: GrantFiled: May 24, 1974Date of Patent: May 17, 1977Assignee: American Color & Chemical CorporationInventor: William Michalowicz
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Patent number: 4021487Abstract: M-Amino-.alpha.-methylbenzyl alcohol is produced in a facile manner in a single step hydrogenation from m-nitroacetophenone under relatively mild conditions with a palladium catalyst, through the utilization of a strongly acidic aqueous medium.Type: GrantFiled: May 24, 1974Date of Patent: May 3, 1977Assignee: American Color & Chemical CorporationInventor: William Michalowicz
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Patent number: 4020053Abstract: A series of azo dyes for dyeing polyamide fibrous material are provided by coupling an appropriate diazotized aminobenzene into an appropriately substituted N-alkyl-N-phenylbenzylamine. The dyes are characterized by the presence of one sulfonic acid group, either as the free acid or in salt form, and by the presence of one sulfamyl group. The single sulfonic acid group and single sulfamyl group are positioned interchangeably as a substituent on either the aminobenzene base or the benzyl radical forming a portion of the N-alkyl-N-phenylbenzylamine. When dyed from an appropriate dye bath, these dyes produce dyeings on polyamide fiber material characterized by outstanding lightfastness and excellent transfer properties.Type: GrantFiled: December 2, 1974Date of Patent: April 26, 1977Assignee: American Color & Chemical CorporationInventor: Allan M. Huffman
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Patent number: 4016153Abstract: Azo dyes are provided and are the reaction product of diazotized 2-amino-5-nitrothiazole and a coupling component of the formula: ##STR1## wherein R.sub.1 is hydrogen or lower alkoxy;R.sub.2 is alkyl of 1-4 carbons, phenyl, tolyl or chlorophenyl;n is 1 or 2;The hydroxy alkyl groups being reacted prior or subsequent to coupling with at least stoichiometric qualities of certain acid halides and a mono- or di-lower alkyl formamide or acetamide.The resultant azo dye produces excellent dyeings on polyester fabric materials.Type: GrantFiled: December 13, 1974Date of Patent: April 5, 1977Assignee: American Color & Chemical CorporationInventor: Edgar E. Renfrew
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Patent number: 4012193Abstract: Bisazomethine dyes of the general formula: ##STR1## in which A and D are optionally substituted benzene or naphthalene nuclei, E is an optionally substituted salicylaldehyde or o-hydroxynaphthaldehyde nucleus and G is an optionally substituted 2-aminopyridine nucleus. Metal-modified polypropylene dyed with the bisazomethine dye has excellent fastness properties.Type: GrantFiled: September 2, 1975Date of Patent: March 15, 1977Assignee: American Color & Chemical CorporationInventor: Raouf Botros
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Patent number: 4008212Abstract: A monoazo dye mixture which is the reaction product of the diazo base of 7-amino-4-nitrobenzotriazole and a coupling component of the formula ##STR1## wherein R.sub.1 is H or lower alkoxy; R.sub.2 is an alkyl radical having 1-4 carbon atoms, phenyl, tolyl, or chlorophenyl; and n has a value of 1-2. The hydroxyalkyl groups of the coupling component are reacted prior or subsequent to coupling with at least stoichiometric quantities of both: (1) a lower alkyl chlorocarbonate, lower alkanoyl chloride, benzoylchloride, methylbenzoylchloride, ethylbenzoyl chloride, phthaloyl chloride, isophthaloyl chloride, ter phthaloyl chloride or lower alkylsulfonyl chloride and (2) a mono- or di-lower alkyl formamide or acetamide, at a temperature of 30.degree.-100.degree. C until the reaction mixture is substantially free of unreacted hydroxyalkyl groups. The dye mixture produces excellent dyeings on polyester fabric materials.This is a division of application Ser. No. 374,771, filed June 28, 1973, now U.S. Pat. No. 3,860,389.Type: GrantFiled: April 4, 1974Date of Patent: February 15, 1977Assignee: American Color & Chemical CorporationInventor: Edgar E. Renfrew
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Patent number: 4008262Abstract: Water insoluble disperse dyes for aromatic polyester textile material are made by the reaction of an aldehyde intermediate derived from an .alpha.-(N-alkylanilino)-m-toluenesulfonamide, typified by .alpha.-(N-ethylanilino)-m-toluenesulfonamide, with a nitrile containing an active methylene group, such as malononitrile. This class of dyes, when appropriately dispersed, produces bright greenish-yellow dyeings on aromatic polyester fabrics with excellent substantivity, outstanding sublimation fastness, and excellent fastness to light. The dyes are applied to polyesters, such as polyethylene terephthalate, by carrier dyeing, pressure dyeing and thermofixation methods.Type: GrantFiled: February 12, 1976Date of Patent: February 15, 1977Assignee: American Color & Chemical CorporationInventors: Edgar Earl Renfrew, Guido Ruggiero Lorenzo Genta
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Patent number: 4005011Abstract: A method and apparatus for treating effluent resulting from the manufacture of synthetic dyestuffs and related intermediate chemicals is provided. The effluent is subjected to equalization, chemical treatment, clarification to remove solids, further equalization and carbon adsorption to remove the color and toxic materials, followed by a secondary biological treatment which includes treatment with activated sludge and secondary clarification. The spent carbon used in the carbon adsorption is recycled to produce fresh carbon which is reused in the carbon adsorption process.Type: GrantFiled: July 24, 1975Date of Patent: January 25, 1977Assignee: American Color & Chemical CorporationInventor: Charles D. Sweeny
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Patent number: 3992421Abstract: Blue anthraquinone dyestuffs are prepared from the reaction of 6-chloro-1,4,5-trihydroxyanthraquinone with an appropriate aniline reactant. The resultant blue dyestuffs are 6-anilino-1,4,5-trihydroxyanthraquinones which produce excellent blue dyeings on polyester fabrics, particularly polyethylene terephthalate.Type: GrantFiled: April 30, 1975Date of Patent: November 16, 1976Assignee: American Color & Chemical CorporationInventor: Raouf Botros
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Patent number: 3989451Abstract: Polyester is dyed through thermofixation in fast shades with azo dyestuffs of the formula ##SPC1##WhereinR.sub.1 is hydrogen, chlorine, bromine, lower alkyl, or lower alkoxy;R.sub.2 is hydrogen, chlorine, bromine, lower alkyl, lower alkoxy, R.sub.7 CONH-- or R.sub.7 SO.sub.2 NH--;R.sub.3 is hydrogen, lower alkyl, hydroxy(lower alkyl), lower alkoxy(lower alkyl), cyano(lower alkyl), chloro(lower alkyl), bromo(lower alkyl) or ##EQU1## R.sub.4 is hydrogen, lower alkyl, hydroxy(lower alkyl), lower alkoxy(lower alkyl), cyano(lower alkyl), chloro(lower alkyl), bromo(lower alkyl), benzyl, chlorobenzyl, bromobenzyl, nitrobenzyl or ##EQU2## one of R.sub.5 and R.sub.6 is hydrogen or methyl; AND THE OTHER R.sub.5 and R.sub.6 is hydrogen;Each R.sub.Type: GrantFiled: February 15, 1974Date of Patent: November 2, 1976Assignee: American Color & Chemical CorporationInventors: Edgar Earl Renfrew, Dominic Andrew Zanella
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Patent number: 3951592Abstract: Azo dyestuffs are provided by the reaction of the diazotized base of 4-amino-7-nitrobenzotriazole with a coupling component, an esterified bis(2-hydroxyalkyl)acylanilide. The result azo dye produces excellent dyeings on polyester fabric materials. The dyeings range in shade from rubine to navy blue and are characterized by fastness to light and good sublimation properties.Type: GrantFiled: July 13, 1973Date of Patent: April 20, 1976Assignee: American Color & Chemical CorporationInventor: Raouf Botros
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Patent number: 3948938Abstract: Polyester fabrics and rigid plastic substrates are respectively dyed and colored with a series of compounds of the formula: ##SPC1##WhereinR is hydrogen, chlorine, bromine, nitro, or acetamidoA is lower alkyl, benzyl or cyano(lower alkly); each ofX and Y is independently cyano, lower carbalkoxyl, R.sub.1 CO OO R.sub.1 -SO.sub.2, R.sub.1 being a member selected from the group consisting of lower alkyl, chloro(lower alkyl), bromo(lower alkyl), cyano(lower alkyl), phenyl, (lower alkyl) phenyl, chlorophenyl, bromophenyl, nitrophenyl, cyanophenyl; andX and Y taken together with form a ring containing 5 or 6 ring carbon atoms.In addition a further series of compounds is provided of the formulaWhereinW is lower alkylene or p-xylylene;R is hydrogen, chlorine, bromine, nitro or acetamido; each ofX and Y is independently cyano, lower carbalkoxyl, R.sub.1 CO or R.sub.1 -SO.sub.2, R.sub.Type: GrantFiled: May 3, 1974Date of Patent: April 6, 1976Assignee: American Color & Chemical CorporationInventor: Edgar E. Renfrew