Patents by Inventor Michael W. Crawley
Michael W. Crawley 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).
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Patent number: 7153641Abstract: A photographic element comprising a light-sensitive silver halide emulsion layer containing a 1H-pyrazolo[1,5-b][1,2,4]triazole coupler represented by structure (I): wherein R1, R2, and R3 are independently selected unsubstituted alkyl groups comprising of 3 or less carbons with the proviso that one or more of the R1, R2, and R3 groups can be joined to form a ring; R is a straight, cyclic or branched aliphatic carbon chain group and contains at least 9 aliphatic carbon atoms; each R? is an independently selected alkyl or halogen substituent, n is 0 to 3, and R?, when present, does not include an R? in the ring position between the pyrazolotriazole nucleus and the sulfonamide; and X is hydrogen or halogen.Type: GrantFiled: January 18, 2005Date of Patent: December 26, 2006Assignee: Eastman Kodak CompanyInventors: Robert F. Romanet, Michael W. Crawley, Susan M. Fischer
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Patent number: 6900006Abstract: The invention relates to a photographic element comprising at least one light-sensitive silver halide emulsion layer having associated therewith in the same dispersion a certain de-aggregating compound at least one heterocyclic cyan dye-forming coupler of a specified formula and an aromatic stabilizer of a particular formula. The combination provides improved image stability.Type: GrantFiled: December 4, 2002Date of Patent: May 31, 2005Assignee: Eastman Kodak CompanyInventors: Danuta Gibson, David Clarke, Christopher J. Winscom, Michael W. Crawley
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Publication number: 20030186178Abstract: The invention relates to a photographic element comprising at least one light-sensitive silver halide emulsion layer having associated therewith in the same dispersion a certain de-aggregating compound at least one heterocyclic cyan dye-forming coupler of a specified formula and an aromatic stabilizer of a particular formula. The combination provides improved image stability.Type: ApplicationFiled: December 4, 2002Publication date: October 2, 2003Applicant: Eastman Kodak CompanyInventors: Danuta Gibson, David Clarke, Christopher J. Winscom, Michael W. Crawley
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Patent number: 6190853Abstract: This application discloses a photographic element comprising an image dye-forming coupler, and in particular a yellow coupler with an indazole coupling-off group which produces images with improved sharpness and comprises a light sensitive silver halide emulsion layer containing an image-dye-forming coupler of formula (I) wherein: R is an alkyl, aryl, alkoxy or heterocyclic group; R1-R5 are hydrogen or an independently selected substituent, provided that R1 and R2, R2 and R3, R3 and R4 and R4 and R5 may represent fused cyclic groups; Ind is an indazole of formula (II): wherein Ind is linked directly to the coupler via a ring nitrogen atom (Na or Nb); and V, W, X, Y and Z are the same or different and are hydrogen or a substituent; provided that the sum of the Hammett sigma para values of V, W, X, Y and Z is equal to or greater than 0.4.Type: GrantFiled: September 1, 1999Date of Patent: February 20, 2001Assignee: Eastman Kodak CompanyInventor: Michael W. Crawley
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Patent number: 6132943Abstract: A multilayer silver halide color photographic element is disclosed comprising a support bearing a light-sensitive silver halide emulsion layer and a non-diffusible yellow-colored magenta dye-forming masking coupler of the following formula ##STR1## wherein COUP is a magenta dye-forming coupler having the azo group attached to its coupling position; q is an integer of from 0 to 3, and each R' independently represents a substituent group or two R' groups together complete a ring of from 5-7 atoms, which ring may include 1 or more heteroatoms selected from O, N and S; m is 1 or 2, and DG represents a substituent of the formula ##STR2## where each L.sup.1 represents a divalent linking group, preferably --O(CH.sub.2).sub.y --, --NHCO(CH.sub.2).sub.y --, or --NRCO(CH.sub.2).sub.y --, where R represents an alkyl or aryl group and y represents an integer from 1 to 4; each k is either 0 or 1; each L.sup.2 represents --NHSO.sub.2 --, --NHCO--, --SO.sub.2 NH--, or --CONH--, preferably at least one L.sup.Type: GrantFiled: October 14, 1999Date of Patent: October 17, 2000Assignee: Eastman Kodak CompanyInventors: Janet N. Younathan, Michael W. Crawley, Krishnan Chari
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Patent number: 6030760Abstract: The disclosure describes a photographic element comprising a support on which is coated at least one green-sensitized silver halide emulsion layer having associated therewith at least one magenta dye-forming coupler of Formula (1a) and at least one compound of Formula (2) ##STR1## wherein: R.sub.1 is an alkyl group;R.sub.5, R.sub.6, R.sub.7, and R.sub.8 each independently represent a hydrogen atom or a substituent;Z is a hydrogen atom or a group that can be split off by the reaction of the coupler with an oxidized color-developing agent; ##STR2## wherein: Z.sub.1 and Z.sub.2 are alkylene groups of 1-3 carbon atoms;R is an aryl or heterocyclic group, andq is 1 or 2.Type: GrantFiled: August 14, 1998Date of Patent: February 29, 2000Assignee: Eastman Kodak CompanyInventors: Leslie Shuttleworth, Michael W. Crawley, Stanley W. Cowan
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Patent number: 6010839Abstract: A multilayer silver halide color photographic element is disclosed comprising a support bearing a light-sensitive silver halide emulsion layer and a non-diffusible yellow-colored magenta dye-forming masking coupler of the following formula ##STR1## wherein COUP is a magenta dye-forming coupler having the azo group attached to its coupling position; ARYL represents an aromatic group, including optionally further substituted phenyl, naphthyl or heteroaryl groups; m represents an integer of from 1 to 4; each L.sup.1 represents a divalent linking group, preferably --O(CH.sub.2).sub.y --, --NHCO(CH.sub.2).sub.y --, or --NRCO(CH.sub.2).sub.y --, where R represents an alkyl or aryl group and y represents an integer from 1 to 4; each k is either 0 or 1; each L.sup.2 represents --NHSO.sub.2 --, --NHCO--, --SO.sub.2 NH--, or --CONH--, preferably at least one L.sup.2 group being --NHSO.sub.2 -- or --SO.sub.2 NH--, more preferably --NHSO.sub.2 --; each Z represents --SO.sub.3 M or --PO.sub.Type: GrantFiled: June 26, 1998Date of Patent: January 4, 2000Assignee: Eastman Kodak CompanyInventors: Michael W. Crawley, Krishnan Chari, Allan F. Sowinski
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Patent number: 6010837Abstract: The invention provides a photographic element comprising a silver halide emulsion layer having associated therewith an image dye-forming coupler of formula (I): ##STR1## wherein X is H or a coupling-off group, R is H; or R, R.sub.1 and R.sub.2 are the same or different and are coupler-modifying functional groups (with the provisos that (a) the moiety N(R.sub.1)COR.sub.2 may not be a carbamate, ureido or imido and (b) R.sub.1 and R.sub.2 may not both be phenyl or substituted phenyl); or R.sub.1 and R.sub.2 taken together with the nitrogen atom and the carbonyl group form a 5-10 membered heterocyclic ring which may contain one or more further heteroatoms selected from N, O and S, said heterocyclic ring being unsubstituted or substituted with one or more coupler-modifying functional groups, with the proviso that the ring is not a cyclic carbamate, ureido or imido; and wherein the coupler forms a dye with a peak absorption less than 565 nm.Type: GrantFiled: April 23, 1997Date of Patent: January 4, 2000Assignee: Eastman Kodak CompanyInventors: Bernard A. Clark, Michael W. Crawley, Jane S. Boff, Christina M. Watts, Stephen P. Singer, Paul L. Stanley
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Patent number: 5919969Abstract: The invention provides a method of synthesis of a image-dye forming coupler of formula (I) ##STR1## wherein X is a substituent linked to the coupler by an atom of oxygen, sulfur or nitrogen R.sup.1 is an alkyl or aryl group, R.sup.2 is a hydrogen atom or an alkyl group; R.sup.3 to R.sup.7 are the same or different and selected from a hydrogen atom and substituent groups;which method comprises the reaction of a compound of formula (II) ##STR2## wherein R and R.sup.1 are the same or different and are as defined above for R.sup.1 and X is as defined above with a compound of formula (III) ##STR3## wherein R.sup.2 to R.sup.7 are as defined above, in the presence of an inert organic solvent.Type: GrantFiled: June 4, 1997Date of Patent: July 6, 1999Assignee: Eastman Kodak CompanyInventor: Michael W. Crawley
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Patent number: 5210209Abstract: The invention provides a method for the production of a pyrazolo(1,5-a)benzimidazole of the general formula (A): ##STR1## wherein R is a substituted or unsubstituted alkyl or aryl group, andR.sup.1 -R.sup.4 =R, H, halogen, OR, COOR, CONHR, SO.sub.2, NO.sub.2 NHR, NR.sub.2, or CN, andX is hydogen or a reactive group releasable on coupling with an oxidized color developer, wherein the invention provides reacting a 2-amino or 2-mercapto substituted benzimidazole to form a triazepinone or a thiadiazino derivative respectively, ring contracting said triazepinone or thiadiazino derivative to give the corresponding 2-methylpyrazolobenzimidazole product, and subsequently removing the substituents at the -3 or -4 positions to provide a compound of the general formula (1).Type: GrantFiled: June 3, 1991Date of Patent: May 11, 1993Assignee: Eastman Kodak CompanyInventor: Michael W. Crawley
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Patent number: 5190848Abstract: The invention provides a photographic coupler of the formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are substituted or unsubstituted aryl groups, and R.sup.3 is a substituted or unsubstituted alkyl or aryl group. The couplers in accordance with the present invention provide image dyes of improved quality.Type: GrantFiled: December 10, 1990Date of Patent: March 2, 1993Assignee: Eastman Kodak CompanyInventor: Michael W. Crawley
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Patent number: 5143821Abstract: Novel 2-alkoxy-pyrazolo[1,5-a]benzimidazole color couplers form dyes with improved hue characteristics in photographic materials and processes. Such couplers can form magenta dyes upon oxidative coupling.Type: GrantFiled: January 22, 1991Date of Patent: September 1, 1992Assignee: Eastman Kodak CompanyInventors: Michael W. Crawley, Andrew W. Gibson
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Patent number: 5001262Abstract: This invention describes a method for synthesizing a polyhaloaromatic hydrazine compound, such as a tetra- or a penta- halophenylhydrazine. Such compounds are useful in the preparation of photographic color couplers.Type: GrantFiled: June 26, 1989Date of Patent: March 19, 1991Assignee: Eastman Kodak CompanyInventor: Michael W. Crawley
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Patent number: 4900657Abstract: Pyrazolone magenta dye-forming couplers are described which provide excellent formaldehyde stability and which result in dyes having good stability to light, heat and moisture and which have higher .beta.max values as compared with dyes obtained from prior described pyrazolone couplers.Type: GrantFiled: May 30, 1989Date of Patent: February 13, 1990Assignee: Eastman Kodak CompanyInventors: Michael W. Crawley, Paul Louis R. Stanley
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Patent number: 4548888Abstract: Photographic elements, diffusion transfer assemblages, coordination complexes and processes are described which employ a novel nondiffusible hydrazone compound capable of releasing at least one diffusible yellow dye or dye precursor thereof having the formula: ##STR1## wherein: (a) Z.sup.1 and Z.sup.2 each independently represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic ring;(b) CAR represents a ballasted carrier moiety capable of releasing the diffusible yellow dye moiety or precursor thereof as a function of development;(c) R represents hydrogen, an alkyl or substituted alkyl group of from 1 to about 12 carbon atoms, an aryl or substituted aryl group of from about 6 to about 12 carbon atoms, a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic ring, or CAR, and(d) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR.Type: GrantFiled: November 7, 1984Date of Patent: October 22, 1985Assignee: Eastman Kodak CompanyInventor: Michael W. Crawley
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Patent number: 4481268Abstract: A method of forming a photographic azo or azamethine dye image in an exposed photographic silver halide element, the method of comprising the steps of (a) developing the imagewise exposed material to form an imagewise pattern of oxidized color developing agent, (b) reacting the oxidized color developing agent with a color coupler to produce an image dye, characterized in that at least one of the color developing agent and the color coupler possesses a metal chelating site such that the image dye is capable of forming a bi-, tri- or higher-dentate metallized dye, and (c) contacting the image dye with polyvalent metal ions to form a metallized dye image. Specified color developing agents include heterocyclic substituted hydrazides and specified couplers include benziso-oxazolones and 2H-pyrazolo-[3,4-b]pyridines in addition to more conventional compounds.Type: GrantFiled: April 29, 1983Date of Patent: November 6, 1984Assignee: Eastman Kodak CompanyInventors: Joseph Bailey, David Clarke, Michael W. Crawley, Peter D. Marsden, Jasbir Sidhu