Patents by Inventor Clarence A. Coates

Clarence A. Coates 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: 5032670
    Abstract: Disclosed are color concentrate compositions which comprise a polyester having copolymerized therein at least 0.5 weight percent of an anthraquinone colorant compound having the formula ##STR1## wherein AQ is a 1,5- or 1,8-anthraquinonylene radical; R.sup.1 and R.sup.2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; and X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared. Amorphous polyesters and partially-crystalline polyesters are preferred embodiments of the color concentrates. Also disclosed are colored semicrystalline powders which may be obtained from the amorphous and partially-crystalline color concentrates by a dissolution-crystallization-precipitation procedure.
    Type: Grant
    Filed: August 30, 1989
    Date of Patent: July 16, 1991
    Assignee: Eastman Kodak Company
    Inventors: William W. Parham, James J. Krutak, Max A. Weaver, Clarence A. Coates, Jr., Terry A. Oldfield
  • Patent number: 5030708
    Abstract: Provided are novel methine colorants derived from acetaldehyde, 1,3-dihydro-7-methoxycarbonyl-1,1,3-trimethyl-2H-benz[e]indol-2-ylidine and polyester compositions and concentrates having these colorants copolymerized therein. Also provided are novel intermediates useful for making the colorants.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: July 9, 1991
    Assignee: Eastman Kodak Company
    Inventors: James J. Krutak, William W. Parham, Clarence A. Coates, Jr., Terry A. Oldfield, Wayne P. Pruett, Samuel D. Hilbert, Max A. Weaver
  • Patent number: 4999418
    Abstract: Disclosed are colored polyester compositions comprising a polyester having reacted therewith or copolymerized therein at least one residue of an anthraquinone compound having the formula ##STR1## wherein AQ is the residue of a 9,10-anthraquinone radical; R.sup.1 and R.sup.2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared; and n is 1 or 2. The described anthraquinone compounds possess improved thermal stability and thus are not decomposed at the high temperatures at which polyesters are prepared. Also disclosed are shaped articles, particularly containers, fabricated from the colored polyester compositions.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: March 12, 1991
    Assignee: Eastman Kodak Company
    Inventors: James J. Krutak, Max A. Weaver, Clarence A. Coates, Jr., Samuel D. Hilbert, Wayne P. Pruett, William W. Parham
  • Patent number: 4994512
    Abstract: Disclosed are poly-methine compounds having the formula: ##STR1## wherein R.sup.1 is an unsubstituted or substituted alkoxycarbonyl, cycloalkoxycarbonyl or aryloxycarbonyl radical; an unsubstituted or substituted carbamoyl radical; or an unsubstituted or substituted alkylsulfonyl, cycloalkylsulfonyl or arylsulfonyl radical, or an unsubstituted or substituted aryl radical;R.sup.2 is an unsubstituted or substituted alkyl, cycloalkyl or aryl radical;R.sup.3 is hydrogen, alkyl, --OR.sup.2 or halogen; andL is an organic linking group bonded by non-oxo carbon atoms to the oxygen atoms adjacent to L. Also disclosed are admixtures of about 100 to 10,000 ppm of at least one of the poly-methine compounds and certain condensation polymers. The resulting polymer compositions are useful to protect substrates or materials susceptible to degradation by ultraviolet light.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: February 19, 1991
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Wayne P. Pruett, Samuel D. Hilbert
  • Patent number: 4950732
    Abstract: A composition useful for molding into articles such as food containers, soft drink bottles, cured structural plastics and the like, comprising molding or fiber grade linear or unsaturated polyester or polycarbonate having copolymerized therein a total of from 1.0 to about 5,000 ppm, of the reactant residue moieties of one or a mixture of bis-methine reactants of the formulaM.sup.1 .dbd.HC--Ar.sup.1 --CH.dbd.M.sup.2whereinAr.sup.1 is an unsubstituted or substituted 1,4-phenylene radical; andM.sup.1 and M.sup.2 are the same or different and each is a disubstituted methylene group having the structure ##STR1## wherein R.sup.1 is ##STR2## and R.sup.2 is ##STR3## wherein R.sup.3 is hydrogen, allyl or an unsubstituted or substituted alkyl, cycloalkyl or phenyl radical;X is a divalent alkylene, cycloalkylene or phenylene radical or a combination thereof which may include within the divalent chain one or two atoms or radicals selected from ##STR4## wherein R.sup.
    Type: Grant
    Filed: November 24, 1987
    Date of Patent: August 21, 1990
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr., Wayne P. Pruett, Samuel D. Hilbert
  • Patent number: 4892923
    Abstract: Disclosed are compositions useful for molding into articles such as food containers, beverage bottles, cured structural plastics and the like comprising a polyester such as a linear, thermo-plastic polyester having reacted or copolymerized therein the residue of a 3H-naphtho[2,1-b]pyran-3-one or 3H-naphtho[2,1-b]pyran-3-imine compound. The naphthopyran compounds and residues are stable at the high temperatures at which the polymers are prepared and absorb radiation in the range of 350 to 450 nm.
    Type: Grant
    Filed: December 21, 1988
    Date of Patent: January 9, 1990
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Wayne P. Pruett, Samuel D. Hilbert, Clarence A. Coates, Jr.
  • Patent number: 4892922
    Abstract: Colored polyester compositions useful for molding into articles such as food containers, beverage bottles, cured structural plastics and the like comprising molding grade polyester such as a linear, thermoplastic polyester having reacted therewith or copolymerized therein the residue of a 7-amino-2H-1-benzopyran-2-one compound or a 7-amino-2H-1-benzopyran-2-imine compound, said residue absorbing radiation in the range of about 400 to 450 nm and being non-extractable from said polymer and stable under polymer formation and processing conditions.
    Type: Grant
    Filed: December 21, 1988
    Date of Patent: January 9, 1990
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr., Wayne P. Pruett, Samuel D. Hilbert
  • Patent number: 4882412
    Abstract: Composition useful for molding into articles such as food containers, beverage bottles, cured structural plastics and the like comprising molding grade polyester such as a linear, thermoplastic polyester having reacted therewith or copolymerized therein the residue of a 7-oxy-2H-1-benzopyran-2-one compound or a 7-oxy-2H-1-benzopyran-2-imine compound, said residue absorbing radiation in the range of about 330 to 380 nm and being non-extractable from said polymer and stable under polymer formation and processing conditions.
    Type: Grant
    Filed: December 21, 1988
    Date of Patent: November 21, 1989
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr., Wayne P. Pruett, Samuel D. Hilbert
  • Patent number: 4845188
    Abstract: A composition useful for molding into articles such as food containers, soft drink bottles, cured structural plastics and the like, comprising molding grade linear or unsaturated polyester or polycarbonate having reacted or copolymerized therein the residue of one or a mixture of methine reactants of the formula ##STR1## whereinR.sup.1 is an unsubstituted or substituted alkyl, cycloalkyl or aryl radical;A is an unsubstituted or substituted 1,4-phenylene radical;R.sup.2 is hydrogen or an unsubstituted or substituted alkyl, alkenyl, cycloalkyl or aryl radical;R.sup.3 is cyano, ##STR2## or an unsubstituted or substituted carbamoyl, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, aryl or aromatic heterocyclic radicals. The methine residues are present in the polymer as an integral part of the polymer chain and absorb ultraviolet radiation in the range of about 250 to about 390 nm. The residues are non-extractable from the polymer and stable at the conditions at which the polymers are manufactured and processed.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: July 4, 1989
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Wayne P. Pruett, Samuel D. Hilbert, Clarence A. Coates, Jr.
  • Patent number: 4826903
    Abstract: Composition useful for molding into articles such as food containers, beverage bottles, cured structural plastics and the like comprising molding grade linear or unsaturated polyester or polycarbonate (a) containing a mono-4-acryloxystyryl or bis-4-acyloxystyryl compound or (b) having reacted therewith or copolymerized therein a styryl residue derived from a mono-4-acryloxystyryl or bis-4-acyloxystyryl compound, having the formula ##STR1## wherein R.sup.4 and R.sup.5 represent the acyl radical and the other radicals are as defined in the specification.Preferred compositions comprise a linear polyester containing a styryl residue as an integral part of the polymer chain. The styryl residues absorb ultraviolet radiation in the range of about 250 to about 390 nm. The residues are non-extractable from the polymer and stable at the conditions at which the polymers are manufactured and processed.
    Type: Grant
    Filed: February 22, 1988
    Date of Patent: May 2, 1989
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Samuel D. Hilbert, Wayne P. Pruett, Clarence A. Coates, Jr.
  • Patent number: 4808677
    Abstract: Disclosed are colored compositions useful for molding into articles such as food containers, beverage bottles, cured structural plastics and the like comprising condensation polymer having reacted therewith or copolymerized therein a coloring amount of the residue of a colorant compound having the formula; ##STR1## wherein R.sup.1 is ##STR2## carbonyl halide or an unsubstituted or substituted carbocyclic or hetrocyclic aryl radical;R.sup.2 is hydrogen or an unsubstituted or substituted alkyl or acyl radical;R.sup.3 is any of the substituents which R.sup.1 may represent; andA.sup.1 and A.sup.2 each is the residue of a fused benzene ring; whereinR.sup.4 is hydrogen, allyl or an unsubstituted or substituted alkyl, cycloalkyl or aryl radical; andR.sup.5 is hydrogen or an unsubstituted or substituted alkyl, cycloalkyl or aryl radical; provided the colorant compound bears at least one substituent that is reactive with one of the monomers from which the condensation polymer is derived.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: February 28, 1989
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr., Wayne P. Pruett, Samuel D. Hilbert
  • Patent number: 4749774
    Abstract: Composition useful for molding into articles which as food containers, beverage bottles, cured structural plastics and the like comprising molding grade linear or unsaturated polyester or polycarbonate having reacted therewith or copolymerized therein the residue of one or more poly-methine compounds having the formula: ##STR1## wherein each R.sup.1 is independently selected from cyano, carboxy, alkenyloxycarbonyl, or a substituted or unsubstituted alkoxycarbonyl, cycloalkoxoycarbonyl or aryloxycarbonyl radical;each R.sup.2 is independently selected from one of the groups specified for R.sup.1 or an unsubstituted or substituted aryl, carbamoyl, alkanoyl, cycloalkanoyl, aroyl, alkylsulfonyl, cycloalkylsulfonyl, arylsulfonyl or aromatic, heterocyclic radical;each R.sup.3 is independently selected from hydrogen or an unsubstituted or substituted alkyl, cycloalkyl or aryl radical;A.sup.1 and A.sup.
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: June 7, 1988
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr., Wayne P. Pruett, Samuel D. Hilbert
  • Patent number: 4749773
    Abstract: A composition useful for molding into articles such as food containers, soft drink bottles, cured structural plastics and the like, comprising molding grade linear or unsaturated polyester or polycarbonate having reacted or copolymerized therein a total of from 100 to about 800 ppm, of the residue of one or a mixture of methine reactants of the formula ##STR1## wherein R.sup.1 is hydrogen or an unsubstituted or substituted alkyl, alkenyl, cycloalkyl or aryl radical;A.sup.1 is an unsubstituted or substituted phenylene radical;A.sup.2 is an unsubstituted or substituted 1,4-phenylene radical;R.sup.2 is hydrogen or an unsubstituted or substituted alkyl, cycloalkyl or aryl radical;R.sup.3 is cyano or ##STR2## and R.sup.4 is one of the substituents which R.sup.3 can represent or an unsubstituted or substituted carbamoyl, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, aryl or aromatic heterocyclic radicals.
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: June 7, 1988
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Wayne P. Pruett, Samuel D. Hilbert, Clarence A. Coates, Jr.
  • Patent number: 4579939
    Abstract: Yellow dyes from substituted 2-aminothiophene and acyclic active methylene coupling components are of particular interest for dyeing polyester fibers. The dyes have the formula: ##STR1## wherein: X is a group such as alkyl, allyloxy, alkoxy, aryl or the like; Y is hydrogen, alkyl, or aryl; Z is alkyl, aryl, alkylsulfonyl, cyano or COX where X is defined above; R is cyano, carbamyl, alkanoyl, aroyl, or the like; R.sub.1 is selected from the R groups and ##STR2## wherein R.sub.2 represents the atoms necessary to complete an azole radial selected from benzothiazole, benzimidazole, benzoxazole, 1,3,4-oxadiazole, 1,3,4-thiadiazole, and pyrazole; and wherein the hydrocarbon moieties of each of the above radicals or groups may be substituted with up to three of --OH, alkoxy, hydroxyalkoxy, alkylcarbamyl, or the like.
    Type: Grant
    Filed: March 16, 1984
    Date of Patent: April 1, 1986
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr.
  • Patent number: 4568738
    Abstract: Thiophen-2-ylazopyrazole dyes useful for dyeing polyesters, cellulose acetate esters, and polyamides in fast yellow shades have the general formula: ##STR1## wherein: X is alkyl, allyloxy, alkoxy, aryl, aryloxy, amino, alkylamino, arylamino, cyclohexyloxy,, thienyl, cycloalkylamino, N,N-dialkylamino, or N-alkyl-N-arylamino; Y is hydrogen, alkyl, or aryl; Z is alkyl, aryl, alkylsulfonyl, 2-benzothiazolyl, cyano or COX; R and R.sub.1 are alkyl or aryl; R.sub.2 is hydrogen, alkyl, aryl, acyl, benzothiazolyl, pyridyl, sulfolanyl, quinolyl, thiocarbamyl, carbamyl, alkoxycarbonyl, aroyl, aryl-carbamyl and alkanoyl; and wherein the hydrocarbon moieties of the above radicals may be substituted with up to three of --OH, alkoxy, hydroxyalkoxy, carbamyl, and similar groups conventionally used in the azo dye art.
    Type: Grant
    Filed: March 19, 1984
    Date of Patent: February 4, 1986
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr.
  • Patent number: 4528368
    Abstract: This invention relates to new azo dyes derived from 2-amino-5-cyanomethylthio-1,3,4-thiadiazole and aniline and tetrahydroquinoline couplers which may be extensively substituted. The dyes impart orange to violet shades on hydrophobic fibers, including polyesters, polyamides, and cellulose esters. They are of the particular interest for dyeing textured polyester fibers and have excellent properties such as fastness to light and sublimation.
    Type: Grant
    Filed: May 3, 1984
    Date of Patent: July 9, 1985
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr.
  • Patent number: 4499272
    Abstract: 2-Hydroxy-3-halo-1-propanesulfonates are reacted with certain arylamines, preferably in the presence of a base such as KOH or NaOH in one or more of ethylene glycol, propylene glycol, 2-ethoxyethanol and the like to give 2-hydroxy-3-(arylamino)-1-propanesulfonates useful as couplers for acid dyes for polyamide fibers. The present coupler products which are derivatives of aniline, tetrahydroquinoline, and benzomorpholine, have the general formulae ##STR1## wherein the rings may be substituted with a wide variety of substituents known to the dye art;M is NH.sub.4.sup.+ or a group IA metal, preferably Na.sup.+, or K.sup.+ ; andR.sup.3 is hydrogen or a group such as alkyl, cycloalkyl and aryl, each of which may be substituted.
    Type: Grant
    Filed: August 20, 1982
    Date of Patent: February 12, 1985
    Assignee: Eastman Kodak Company
    Inventors: John A. Hyatt, Clarence A. Coates, Jr.
  • Patent number: 4459229
    Abstract: This invention relates to azo dyes prepared by diazotizing substituted or unsubstituted heterocyclic amines such as 2-aminothiophene and coupling with certain aniline, tetrahydroquinoline, or benzomorpholine compounds containing sulfoaralkyl groups. These dyes are particularly useful in dyeing polyamide fibers, cellulose acetate fibers and wool.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: July 10, 1984
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr.
  • Patent number: 4456551
    Abstract: Disclosed are novel azo dyes from 2-amino-5-alkylthio-1,3,4-thiadiazoles and N-acyloxyalkyl-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; X is hydrogen, or alkyl; R.sub.1 is hydrogen, alkyl, aralkyl or ##STR2## R.sub.2 is alkyl, aryl, aralkyl, cycloalkyl, alkylamino, or arylamino; and Ac is formyl or alkanoyl; and wherein R and the alkyl, alkylene, aryl and cycloalkyl moieties of R.sub.2 and the alkanoyl moiety of Ac may be substituted with a large variety of groups such as --OH, OOC-alkyl, --COO--alkyl, succinimido, phthalimido, alkoxy, carbamoyl and the like.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: June 26, 1984
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr.
  • Patent number: 4407749
    Abstract: Disclosed are azo dyes having the general formula ##STR1## in which A is the residue of an aniline, tetrahydroquinoline or benzomorpholine disperse dye coupling component, R is a divalent organic radical such as straight or branched, lower or cyclic aliphatic or arylene, each of which may be substituted, Z is SO.sub.3, SO.sub.4 or SSO.sub.3, and M is hydrogen, an alkali metal or ammonium. These dyes produce orange to bluish red shades and exhibit one or more improved properties such as dyeability, light fastness, blooming, pH stability, build, and the like on, for example, polyamide, wool, and cellulose ester fibers.
    Type: Grant
    Filed: June 1, 1982
    Date of Patent: October 4, 1983
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr., John G. Fisher