Patents Assigned to American Color & Chemical Corporation
  • Patent number: 4083683
    Abstract: 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: Grant
    Filed: March 11, 1977
    Date of Patent: April 11, 1978
    Assignee: American Color & Chemical Corporation
    Inventor: Raouf Botros
  • Patent number: 4066388
    Abstract: 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: Grant
    Filed: June 4, 1976
    Date of Patent: January 3, 1978
    Assignee: American Color & Chemical Corporation
    Inventor: Raouf Botros
  • Patent number: 4051119
    Abstract: 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: Grant
    Filed: September 2, 1975
    Date of Patent: September 27, 1977
    Assignee: American Color & Chemical Corporation
    Inventor: Raouf Botros
  • Patent number: 4043749
    Abstract: 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: Grant
    Filed: June 22, 1976
    Date of Patent: August 23, 1977
    Assignee: American Color & Chemical Corporation
    Inventor: Allan M. Huffman
  • Patent number: 4026663
    Abstract: 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: Grant
    Filed: February 5, 1975
    Date of Patent: May 31, 1977
    Assignee: American Color & Chemical Corporation
    Inventors: Allan M. Huffman, Anatole Wowk
  • Patent number: 4024187
    Abstract: 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: Grant
    Filed: May 24, 1974
    Date of Patent: May 17, 1977
    Assignee: American Color & Chemical Corporation
    Inventor: William Michalowicz
  • Patent number: 4021487
    Abstract: 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: Grant
    Filed: May 24, 1974
    Date of Patent: May 3, 1977
    Assignee: American Color & Chemical Corporation
    Inventor: William Michalowicz
  • Patent number: 4020053
    Abstract: 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: Grant
    Filed: December 2, 1974
    Date of Patent: April 26, 1977
    Assignee: American Color & Chemical Corporation
    Inventor: Allan M. Huffman
  • Patent number: 4016153
    Abstract: 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: Grant
    Filed: December 13, 1974
    Date of Patent: April 5, 1977
    Assignee: American Color & Chemical Corporation
    Inventor: Edgar E. Renfrew
  • Patent number: 4012193
    Abstract: 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: Grant
    Filed: September 2, 1975
    Date of Patent: March 15, 1977
    Assignee: American Color & Chemical Corporation
    Inventor: Raouf Botros
  • Patent number: 4008212
    Abstract: 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: Grant
    Filed: April 4, 1974
    Date of Patent: February 15, 1977
    Assignee: American Color & Chemical Corporation
    Inventor: Edgar E. Renfrew
  • Patent number: 4008262
    Abstract: 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: Grant
    Filed: February 12, 1976
    Date of Patent: February 15, 1977
    Assignee: American Color & Chemical Corporation
    Inventors: Edgar Earl Renfrew, Guido Ruggiero Lorenzo Genta
  • Patent number: 4005011
    Abstract: 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: Grant
    Filed: July 24, 1975
    Date of Patent: January 25, 1977
    Assignee: American Color & Chemical Corporation
    Inventor: Charles D. Sweeny
  • Patent number: 3992421
    Abstract: 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: Grant
    Filed: April 30, 1975
    Date of Patent: November 16, 1976
    Assignee: American Color & Chemical Corporation
    Inventor: Raouf Botros
  • Patent number: 3989451
    Abstract: 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: Grant
    Filed: February 15, 1974
    Date of Patent: November 2, 1976
    Assignee: American Color & Chemical Corporation
    Inventors: Edgar Earl Renfrew, Dominic Andrew Zanella
  • Patent number: 3951592
    Abstract: 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: Grant
    Filed: July 13, 1973
    Date of Patent: April 20, 1976
    Assignee: American Color & Chemical Corporation
    Inventor: Raouf Botros
  • Patent number: 3948938
    Abstract: 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: Grant
    Filed: May 3, 1974
    Date of Patent: April 6, 1976
    Assignee: American Color & Chemical Corporation
    Inventor: Edgar E. Renfrew