Patents Represented by Attorney Sybil A. Campbell
  • Patent number: 4060417
    Abstract: A silver ion scavenger layer is employed between adjacent silver halide strata to enhance color separation in multicolor photographic images prepared by processes which utilize the imagewise distribution of silver ions and/or soluble silver complex made available during development to liberate a corresponding imagewise distribution of dye or dye intermediate from a color-providing compound.
    Type: Grant
    Filed: May 5, 1975
    Date of Patent: November 29, 1977
    Assignee: Polaroid Corporation
    Inventors: Ronald F. W. Cieciuch, Roberta R. Luhowy, Frank A. Meneghini, Howard G. Rogers
  • Patent number: 4056539
    Abstract: This invention relates to indole (na) phthalide indicator dyes substituted with a particular class of hydrogen bonding groups, such as, perhaloalkyl carbinols. These dyes are useful as optical filter agents in photographic processes to protect a selectivity exposed photosensitive material from further exposure during processing in the presence of incident light.
    Type: Grant
    Filed: March 22, 1976
    Date of Patent: November 1, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4049450
    Abstract: Certain 4-hydroxypyrazoles are employed as silver halide developing agents which find particular utility in diffusion transfer photographic processes.
    Type: Grant
    Filed: March 30, 1976
    Date of Patent: September 20, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4047955
    Abstract: Alkanes containing an intralinear sulfonyl group and a (dialkylamino)oxosulfonium group separated by -CH- are employed as silver halide solvents in photographic processes and compositions.
    Type: Grant
    Filed: August 30, 1976
    Date of Patent: September 13, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4047954
    Abstract: Alkanes containing an intralinear sulfonyl group and an intralinear sulfinyl group separated by a single carbon substituted with at least one hydrogen atom are employed as silver halide solvents in photographic processes and compositions.
    Type: Grant
    Filed: July 19, 1976
    Date of Patent: September 13, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4046568
    Abstract: Alkanes containing an intralinear sulfonyl group and an intralinear 1-piperazinylsulfonamido group separated by a single carbon substituted with at least one hydrogen atom are employed as silver halide solvents in photographic processes and compositions.
    Type: Grant
    Filed: July 19, 1976
    Date of Patent: September 6, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4040832
    Abstract: In one embodiment, the present invention relates to novel heterocyclic compounds as represented in the following formula ##STR1## wherein R and R' each are hydrogen or alkyl, Y is .dbd.O or .dbd.NH and n is a positive integer from 1 to 7.In another embodiment, the present invention is directed to the use of the above-denoted class of heterocyclic compounds as photographic silver halide developing agents and to photographic processes, products and compositions employing the same.
    Type: Grant
    Filed: September 9, 1976
    Date of Patent: August 9, 1977
    Assignee: Polaroid Corporation
    Inventor: Stanley M. Bloom
  • Patent number: 4036863
    Abstract: This invention relates to derivatives of phthalaldehydic and naphthalaldehydic acid useful as intermediates in the preparation of pH-sensitive phthalide and naphthalide indicator dyes.A class of intermediates provided by the present invention comprises compounds of the formula: ##STR1## wherein A represents 4'-hydroxy-1'-naphthyl; B represents 4'-hydroxy-1'-naphthyl or indol-3-yl and C represents a 2-carboxy-1-phenyl radical or an 8-carboxy-1-naphthyl radical and preferably is 8-carboxy-1-naphthyl.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: July 19, 1977
    Assignee: Polaroid Corporation
    Inventors: Eva R. Karger, Paul T. MacGregor
  • Patent number: 4035391
    Abstract: This invention relates to a process of preparing phthalein indicator dyes including phthalides and naphthalides derived from certain hydroxy-substituted carbocyclic aryl compounds, such as phenols, and from certain N-heterocyclic aryl compounds, such as indoles, and to a process of preparing novel intermediates useful therein. According to the present invention, the selected carbocyclic compound or the selected N-heterocyclic compound is reacted with phthalaldehydic or naphthalaldehydic acid to form the corresponding (na)phthalidyl adduct which is treated with an oxidizing agent to yield the subject intermediates. To prepare the indicator dye, the intermediate, i.e., the oxidation product thus obtained is then reacted with a carbocyclic or heterocyclic aryl compound to yield the corresponding indicator dye. The oxidation products comprising the novel intermediates of the present invention may be dehydro or hydrated (na)phthalidyl adducts.
    Type: Grant
    Filed: September 29, 1975
    Date of Patent: July 12, 1977
    Assignee: Polaroid Corporation
    Inventor: Alan L. Borror
  • Patent number: 4032545
    Abstract: This invention relates to a process of preparing phthalein indicator dyes including phthalides and naphthalides derived from certain hydroxy-substituted carbocyclic aryl compounds, such as phenols, and from certain N-heterocyclic aryl compounds, such as indoles, and to a process of preparing novel intermediates useful therein. According to the present invention, the selected carbocyclic compound or the selected N-heterocyclic compound is reacted with phthaladehydic or naphthalaldehydic acid to form the corresponding (na)phthalidyl adduct which is treated with an oxidizing agent to yield the subject intermediates. To prepare the indicator dye, the intermediate, i.e., the oxidation product thus obtained is then reacted with a carbocyclic or heterocyclic aryl compound to yield the corresponding indicator dye. The oxidation products comprising the novel intermediates of the present invention may be dehydro or hydrated (na)phthalidyl adducts.
    Type: Grant
    Filed: November 5, 1976
    Date of Patent: June 28, 1977
    Assignee: Polaroid Corporation
    Inventor: Alan L. Borror
  • Patent number: 4032538
    Abstract: 1,3-Disulfonylcycloalkanes substituted in the 2-position with at least one hydrogen atom are employed as silver halide complexing agents in both conventional and diffusion transfer photography. Preferred compounds are those possessing an S-containing moiety substituted in the 2-position and particularly those containing 6, 7 or 8 members in the cyclic ring and substituted in the 2-position with R.sup.2 -S--CH.sub.2m wherein R.sup.2 is a hydrocarbon radical and m is a whole number 0 to 5. The latter thioether-substituted 1,3-disulfonylcycloalkanes comprise the novel compounds of the present invention.
    Type: Grant
    Filed: February 2, 1976
    Date of Patent: June 28, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4021416
    Abstract: This invention relates to styrene polymers containing pendant aminoethanethiol moieties which are useful as complexing agents for silver ions and/or soluble silver complex in photography.
    Type: Grant
    Filed: May 5, 1975
    Date of Patent: May 3, 1977
    Assignee: Polaroid Corporation
    Inventor: Louis Locatell, Jr.
  • Patent number: 4020176
    Abstract: This invention relates to highly fluorinated diazides of the formula N.sub.3 CH.sub.2 (CF.sub.2).sub.x CH.sub.2 N.sub.3 wherein x is a positive integer from 2 to 12; to the preparation of these diazides by the reaction of excess sodium azide with a ditosylate of the formula C.sub.7 H.sub.7 SO.sub.3 CH.sub.2 (CF.sub.2).sub.x CH.sub.2 O.sub.3 SC.sub.7 H.sub.7 wherein x has the same meaning given above; and to the synthesis of highly fluorinated primary diamines of the formula H.sub.2 NCH.sub.2 (CF.sub.2).sub.x CH.sub.2 NH.sub.2 wherein x has the same meaning given above by catalytic hydrogenation of said diazides.
    Type: Grant
    Filed: July 14, 1975
    Date of Patent: April 26, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4010168
    Abstract: This invention relates to 1-naphthol (na)phthalide indicator dyes substituted with a particular class of hydrogen bonding groups, such as, perhaloalkyl carbinols. These dyes are useful as optical filter agents in photographic processes to protect a selectively exposed photosensitive material from further exposure during processing in the presence of incident light.
    Type: Grant
    Filed: November 4, 1974
    Date of Patent: March 1, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4009167
    Abstract: This application is directed to compounds of the formula ##STR1## wherein R.sup.1 is lower alkyl; R.sup.2 is hydrogen, lower alkyl or --CH.sub.2 ).sub.m S--CH.sub.2).sub.n Y wherein m is a whole number 2 to 5, n is a whole number 1 to 4 and Y is hydrogen, --OH or --COOR wherein R is hydrogen or lower alkyl; and X is ##STR2## wherein A is a halide or sulfonate, R.sup.3 is hydrogen or --CH.sub.2).sub.n Y wherein n and Y have the same meaning given above, R.sup.4 is --CH.sub.2).sub.n Y wherein n and Y have the same meaning given above and R.sup.5 is lower alkyl. These compounds are useful as silver halide solvents in photography.
    Type: Grant
    Filed: April 29, 1976
    Date of Patent: February 22, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4006150
    Abstract: This invention is concerned with pyridine N-oxides substituted in the ortho and/or para position with an alkylsulfonylmethyl group which find utility in photography for effecting an increase in photographic speed.
    Type: Grant
    Filed: March 31, 1976
    Date of Patent: February 1, 1977
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 4003910
    Abstract: This invention relates to meso-ionic tetrazole compounds of the formula: ##STR1## wherein X.sup.- is -S.sup.- or -Se.sup.
    Type: Grant
    Filed: August 18, 1975
    Date of Patent: January 18, 1977
    Assignee: Polaroid Corporation
    Inventors: James R. Bartels-Keith, Mary T. Burgess
  • Patent number: 4001275
    Abstract: This invention relates to a process of preparing phthalein indicator dyes including phthalides and naphthalides derived from certain hydroxy-substituted carbocyclic aryl compounds, such as phenols, and from certain N-heterocyclic aryl compounds, such as indoles, and to a process of preparing novel intermediates useful therein. According to the present invention, the selected carbocyclic compound or the selected N-heterocyclic compound is reacted with phthalaldehydic or naphthalaldehydic acid to form the corresponding (na)phthalidyl adduct which is treated with an oxidizing agent to yield the subject intermediates. To prepare the indicator dye, the intermediate, i.e., the oxidation product thus obtained is then reacted with a carbocyclic or heterocyclic aryl compound to yield the corresponding indicator dye. The oxidation products comprising the novel intermediates of the present invention may be dehydro or hydrated (na)phthalidyl adducts.
    Type: Grant
    Filed: September 29, 1975
    Date of Patent: January 4, 1977
    Assignee: Polaroid Corporation
    Inventor: Alan L. Borror
  • Patent number: 4001277
    Abstract: This invention relates to a class of indicator dyes useful as optical filter agents in photographic processes to protect a selectively exposed photosensitive material from further exposure during processing in the presence of incident light. Such dyes comprise 3,3-disubstituted phthalides and 3,3-disubstituted naphthalides wherein one of the 3,3-substituents is an indol-3-yl radical substituted with hydrogen on the heterocyclic N atom and the other of said 3,3 substituents is a p-hydroxycarbocyclic aryl radical selected from a 4'-hydroxy-1'-phenyl radical and a 4'-hydroxy-1'-naphthyl radical.
    Type: Grant
    Filed: April 1, 1974
    Date of Patent: January 4, 1977
    Assignee: Polaroid Corporation
    Inventors: Eva R. Karger, Paul T. MacGregor
  • Patent number: 4001278
    Abstract: This invention relates to a process of preparing phthalein indicator dyes including phthalides and naphthalides derived from certain hydroxy-substituted carbocyclic aryl compounds, such as phenols, and from certain N-heterocyclic aryl compounds, such as indoles, and to a process of preparing novel intermediates useful therein. According to the present invention, the selected carbocyclic compound or the selected N-heterocyclic compound is reacted with phthalaldehydic or naphthalaldehydic acid to form the corresponding (na)phthalidyl adduct which is treated with an oxidizing agent to yield the subject intermediates. To prepare the indicator dye, the intermediate, i.e., the oxidation product thus obtained is then reacted with a carbocyclic or heterocyclic aryl compound to yield the corresponding indicator dye. The oxidation products comprising the novel intermediates of the present invention may be dehydro or hydrated (na)phthalidyl adducts.
    Type: Grant
    Filed: September 29, 1975
    Date of Patent: January 4, 1977
    Assignee: Polaroid Corporation
    Inventor: Alan L. Borror