Patents by Inventor Ralph R. Giles

Ralph R. Giles has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4530997
    Abstract: Disclosed are azo dyes in which the diazo component is a diazotized 3-amino-2,1-benzisothiazole compound bearing one or two sulfo groups, and the coupler is either a 1,2,3,4-tetrahydroquinoline or a 2,3-dihydro-1,4-benzoxazine compound. These dyes exhibit excellent dyeing and fastness properties on polyamide fibers and also impart color to cellulose acetate fibers and wool. The dyes correspond to the general formula: ##STR1## wherein R.sup.5 is 0-3 substituents independently selected from halogen, cyano, alkyl, alkoxy, sulfo, and the like; M is H.sup.+, Na.sup.+, K.sup.+ or the like; and C is the coupler which may be substituted with groups known to the art.
    Type: Grant
    Filed: March 15, 1983
    Date of Patent: July 23, 1985
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Ralph R. Giles
  • Patent number: 4403092
    Abstract: Disclosed are colored polyesters having copolymerized therein anthraquinone derivative colorants containing one or more sulfonamido groups. The colored polymers are fast to light and the colorant moieties are not extractable therefrom, rendering from the colored polymers particularly suitable for use in food containers such as molded beverage bottles. The inherent viscosities of these polymers can be varied widely as is well known in the art for different applications. The copolymerizable colorants have the formula ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or 1-3 substituents independently selected from alkyl, alkoxy, and the like; and T represents 1-4 independently selected radicals of the formula ##STR2## wherein R.sub.3 is hydrogen or 1-3 substituents such as alkyl, alkoxy and the like; Z is a divalent linking group such as --NH--, --S--, --O--, and alkoxycarbonyl; and Q is hydroxy, carboxy or alkoxycarbonyl.
    Type: Grant
    Filed: November 22, 1982
    Date of Patent: September 6, 1983
    Assignee: Eastman Kodak Company
    Inventors: Thomas G. Davis, Max A. Weaver, Ralph R. Giles
  • Patent number: 4374769
    Abstract: Disclosed are tris phenyl bisazo dyes bearing one or two sulfated alkoxycarbonyl or sulfated alkylcarbamyl groups. These dyes impart yellow to red shades to fibers, particularly polyamides, and are especially useful for dyeing polyamide (nylon) carpets, generally giving good fastness to light, ozone, oxides of nitrogen, washing, sublimation, crocking, and the like, and having good leveling, exhaustion, build properties, and stability to variations in dyeing condition such as pH and temperature.The present dyes have the general formula: ##STR1## wherein X is --O--, --NH--, --N(alkyl)--, or --N(aryl)--; Z is selected from straight or branched-chain alkylene, and such alkylene containing one or two internal linkages independently selected from ether, amine and amide; M is H, Na, K, or NH.sub.4 ; n is 1 or 2; R.sub.3 is --OH, alkoxy or --NR.sub.8 R.sub.9, wherein R.sub.8 and R.sub.9 are independently selected from H and alkyl and when either R.sub.4 or R.sub.5 is hydroxy or alkoxy ortho to the azo radical, R.sub.
    Type: Grant
    Filed: June 17, 1981
    Date of Patent: February 22, 1983
    Assignee: Eastman Kodak Company
    Inventors: Ralph R. Giles, Max A. Weaver
  • Patent number: 4305874
    Abstract: Disclosed are novel dyes which comprise aniline diazo moieties and certain aromatic amine couplers having sulfate groups. These dyes are substantially water soluble and are particularly useful for dyeing polyamide, wool and the like and exhibit, for example, excellent dyeability properties and fastness to light and gas. The dyes correspond to the general formula: ##STR1## wherein ring A may be unsubstituted or substituted with 1-3 of a variety of groups which themselves may be substituted such as alkyl, alkoxy, chloro, bromo, iodo, trifluoromethyl, thiocyano, cyano, phenylazo, acyl, and the like; R.sub.1 is a group such as alkyl, alkoxy, halogen, acylamido, alkylthio, and aryloxy; m is 0, 1, or 2; R.sub.2 represents the linking groups necessary to form a 1,2,3,4-tetrahydroquinoline or a 2,3-dihydro-1,4-benzoxazine structure, which may be substituted, in combination with the phenylene ring; Z is a linking group such as alkylene; and M is H.sup.+, Na.sup.+, K.sup.+, or NH.sub.4.sup.+.
    Type: Grant
    Filed: November 14, 1979
    Date of Patent: December 15, 1981
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Ralph R. Giles
  • Patent number: 4302390
    Abstract: This invention relates to azo dyes particularly useful for dyeing polyamide fiber, wool and the like, in which the diazotized amino component bears sulfated hydroxyalkoxycarbonyl or N-(hydroxyalkyl)carbamoyl groups on its ring. These dyes have excellent dyeing properties on polyamide fibers and also impart color to cellulose acetate fibers and wool.The dyes correspond to the formula: ##STR1## wherein R.sup.1 and R represent a large variety of groups; X' is O, NH, N(alkyl)- or N(aryl)-; Z is selected from straight- or branched-chain alkylene which may be substituted, for example, with phenyl, halogen, OSO.sub.3 M, alkoxy, aryloxy and the like; M is H, Na, K or NH.sub.4 ; n is 1 or 2; and the coupler C is selected from a variety of couplers including anilines, tetrahydroquinolines, phenols and the like.
    Type: Grant
    Filed: December 5, 1979
    Date of Patent: November 24, 1981
    Assignee: Eastman Kodak Company
    Inventors: Ralph R. Giles, Max A. Weaver
  • Patent number: 4302387
    Abstract: This invention relates to azo dyes in which the diazotized amino component bears sulfated hydroxyalkoxycarbonyl or N-(hydroxyalkyl)carbamoyl groups on its ring. These dyes have excellent dyeing properties on polyamide fibers and also impart color to cellulose acetate fibers and wool.The dyes correspond to the general formulae: ##STR1## wherein X' is O, NH, N(alkyl)-- or N(aryl)--; Z is selected from straight- or branched-chain alkylene which may be substituted, for example, with phenyl, halogen, OSO.sub.3 M, alkoxy, aryloxy and the like; M is H, Na, K or NH.sub.4 ; and the coupler C is selected from those of the formulae ##STR2## wherein the R substituents are selected from a wide variety of groups known to the art.
    Type: Grant
    Filed: December 5, 1979
    Date of Patent: November 24, 1981
    Assignee: Eastman Kodak Company
    Inventors: Ralph R. Giles, Max A. Weaver
  • Patent number: 4301070
    Abstract: This invention relates to azo dyes in which the diazotized amino component bears 1 or 2 sulfated hydroxyalkoxycarbonyl or N-(hydroxyalkyl)carbamoyl groups on its ring. These dyes have excellent dyeing properties on polyamide fibers and also impart color to cellulose acetate fibers and wool.The dyes correspond to the formula: ##STR1## wherein when n is 1, R.sup.1 is selected from hydrogen, alkyl, aryl, alkylthio, carbamoyl, alkylcarbamoyl, acyl, cyanoalkyl, and halogen; R is selected from hydrogen, alkyl, aryl, acyl, alkylsulfonyl, arylsulfonyl alkylsulfamoyl, arylsulfamoyl, alkyl substituted with alkoxy, cyano, or halogen, and aryl substituted with alkoxy, halogen, or cyano; X' is O, NH, N(alkyl)--or N(aryl)--; Z is selected from straight- or branched-chain alkylene which may be substituted, for example, with phenyl, halogen, OSO.sub.3 M, alkoxy, aryloxy and the like; M is H, Na, K or NH.sub.
    Type: Grant
    Filed: December 5, 1979
    Date of Patent: November 17, 1981
    Assignee: Eastman Kodak Company
    Inventors: Ralph R. Giles, Max A. Weaver
  • Patent number: 4301071
    Abstract: This invention relates to azo dyes in which the diazotized amino component bears 1 or 2 sulfated hydroxyalkoxycarbonyl or N-(hydroxyalkyl)carbamoyl groups on its ring. These dyes have excellent dyeing and fastness properties on polyamide fibers and also impart color to cellulose acetate fibers and wool.The dyes correspond to the general formula: ##STR1## wherein R.sup.1 represents up to three of a large variety of groups such as alkyl, alkoxy, acyl, arylthio, and the like; X' is O, NH, N(alkyl)- or N(aryl)-; Z is selected from straight- or branched-chain alkylene which may be substituted, for example, with phenyl, halogen, OSO.sub.3 M, alkoxy, aryloxy and the like; M is H, Na, K or NH.sub.4 ; n is 1 or 2; and the coupler C is selected from a variety of couplers including anilines, tetrahydroquinolines, phenols and the like.
    Type: Grant
    Filed: December 5, 1979
    Date of Patent: November 17, 1981
    Assignee: Eastman Kodak Company
    Inventors: Ralph R. Giles, Max A. Weaver
  • Patent number: 4301068
    Abstract: This invention relates to azo dyes in which the diazotized 2-aminothiophene bears 1 or 2 sulfated hydroxyalkoxycarbonyl or N-(hydroxyalkyl)carbamoyl groups on its ring. These dyes have excellent dyeing and fastness properties on polyamide fibers and also impart color to cellulose acetate fibers and wool.The dyes correspond to the general formula: ##STR1## wherein R.sup.1 is selected from hydrogen, alkyl, aryl, alkoxy, thiocyano, formyl, alkylthio, carbamoyl, alkoxycarbonyl, alkylcarbamoyl, acyl, aroyl, arylsulfonyl, alkylsulfonyl, sulfamoyl, SO.sub.2 NH(alkyl), SO.sub.2 N(dialkyl),alkylsulfonamido, acylamido, halogen, trifluoromethyl, SO.sub.3 (aryl) and arylazo; X' is O, NH, N(alkyl)-- or N(aryl)--; Z is selected from straight- or branched-chain alkylene which may be substituted, for example, with phenyl, halogen, OSO.sub.3 M, alkoxy, aryloxy and the like; M is H, Na, K or NH.sub.
    Type: Grant
    Filed: December 5, 1979
    Date of Patent: November 17, 1981
    Assignee: Eastman Kodak Company
    Inventors: Ralph R. Giles, Max A. Weaver
  • Patent number: 4267104
    Abstract: Disclosed are new azo dyes prepared by diazotizing selected substituted anilines and coupling with aniline couplers containing sulfate ester groups. These dyes impart fast yellow to reddish-orange shades on polyamide fibers and also color cellulose acetate and wool. The dyes have the following general formula: ##STR1## wherein R is selected from a variety of groups such as alkyl, alkoxy, aryl, cycloalkyl, aryloxy, NH.sub.2, and NH alkyl; X is hydrogen, halogen, alkyl, or the like; Y is hydrogen or halogen; R.sub.1 is selected from groups such as hydrogen, alkyl, alkoxy, halogen, acylamido, alkylthio, and aryloxy; R.sub.2 is selected from such groups as hydrogen, alkyl, aryl and cycloalkyl; Z is a linking group such as alkylene; M is H.sup.+, Na.sup.+, K.sup.+, or NH.sub.4.sup.+ ; and m is 0, 1, or 2.
    Type: Grant
    Filed: June 14, 1979
    Date of Patent: May 12, 1981
    Assignee: Eastman Kodak Company
    Inventors: Ralph R. Giles, Max A. Weaver
  • Patent number: 4255326
    Abstract: Disclosed are azo dyes prepared by diazotizing heterocyclic amines such as 2-aminobenzothiazole, 3-amino-2,1-benzisothiazole, 5-amino-1,2,4-thiadiazole, 5-aminoisothiazole, 5-aminopyrazole, 2-aminothiophene and 2-amino-1,3,4-thiadiazole, followed by coupling with certain aniline, tetrahydroquinoline, or benzomorpholine compounds containing sulfate groups. These amines may be substituted with a large variety of groups including lower alkyl, lower alkoxy, cyano, carbamoyl, sulfamoyl, and halogen. These dyes have excellent dyeing properties on polyamide fibers and also impart color to cellulose acetate fibers and wool.
    Type: Grant
    Filed: March 30, 1979
    Date of Patent: March 10, 1981
    Assignee: Eastman Kodak Company
    Inventors: Ralph R. Giles, Max A. Weaver