Patents Represented by Attorney Sybil A. Campbell
  • Patent number: 3996050
    Abstract: This invention relates to photographic film structures for forming color transfer images viewable by reflected light without separation of the photosensitive and image-receiving components and to diffusion transfer processes employing these unitary film units wherein a dye is initially positioned in the image-receiving component to offset the color stain that tends to form in the highlights of the transfer image during aging. Any dye or mixture of dyes may be employed which are capable of absorbing visible light in a wavelength range complementary to the wavelength range absorbed by the color stain and are used in a concentration such that the highlights, i.e., D.sub.min areas of the transfer image, appear substantially white after aging, as observed by the eye. In a preferred embodiment, the dye employed is a dye developer.
    Type: Grant
    Filed: December 26, 1974
    Date of Patent: December 7, 1976
    Assignee: Polaroid Corporation
    Inventor: Edwin H. Land
  • Patent number: 3983137
    Abstract: This invention is concerned with a novel class of protonated compounds, namely, 3-(indol-3-yl)dehydronaphthalide hydrochlorides, with their synthesis by the reaction of a 3-(indol-3-yl)naphthalide and a high-potential quinone in an inert anhydrous aprotic solvent in the presence of a carboxylic acid catalyst, and with the synthesis of indole naphthalide indicator dyes by reacting the said dehydronaphthalide hydrochlorides and an indole in an aromatic hydrocarbon solvent in the presence of a carboxylic acid catalyst.
    Type: Grant
    Filed: September 4, 1975
    Date of Patent: September 28, 1976
    Assignee: Polaroid Corporation
    Inventor: Yunn H. Chiang
  • Patent number: 3976659
    Abstract: This invention relates to a new class of pH sensitive 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 contain a phenolate group as the ring-closing moiety and are represented by the compounds ##SPC1##Wherein R is hydrogen, alkyl, aryl, aralkyl or alkaryl, R.sup.1 and R.sup.2 the same are hydrogen, chloro or nitro, and R.sup.3 is hydrogen, carboxy, sulfonamido, sulfamoyl, or alkoxy.
    Type: Grant
    Filed: August 28, 1975
    Date of Patent: August 24, 1976
    Assignee: Polaroid Corporation
    Inventor: Alan L. Borror
  • Patent number: 3976647
    Abstract: This application is directed to compounds of the formula ##EQU1## wherein R.sup.1 is lower alkyl; R.sup.2 is hydrogen, lower alkyl or ##EQU2## 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 ##EQU3## wherein R.sup.3 is hydrogen or ##EQU4## wherein n and Y have the same meaning given above, R.sup.4 is ##EQU5## 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 1, 1975
    Date of Patent: August 24, 1976
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 3976662
    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. One class of intermediates provided by the present invention comprises compounds of the formula: ##SPC1##Wherein A represents 4'-hydroxy-1'-naphthyl and X represents the atoms necessary to complete a ring-closing moiety selected from a phthalide and a naphthalide and preferably is naphthalide.Another class of intermediates provided by the present invention comprises compounds of the formula: ##SPC2##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: April 1, 1974
    Date of Patent: August 24, 1976
    Assignee: Polaroid Corporation
    Inventors: Eva R. Karger, Paul T. MacGregor
  • Patent number: 3975423
    Abstract: This application is directed to compounds of the formula ##EQU1## wherein R.sup.1 and R.sup.2 each represent lower alkyl and m is a whole number 2 to 5, preferably 2 or 3. These compounds are useful as silver halide solvents in photography.
    Type: Grant
    Filed: May 8, 1975
    Date of Patent: August 17, 1976
    Assignee: Polaroid Corporation
    Inventors: Alan L. Borror, Richard B. Greenwald
  • Patent number: 3958992
    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.2).sub.m 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: December 23, 1974
    Date of Patent: May 25, 1976
    Assignee: Polaroid Corporation
    Inventor: Richard B. Greenwald
  • Patent number: 3954799
    Abstract: This invention relates to protonated compounds of the formula: ##SPC1##Wherein A is a radical selected from ##SPC2##X represents the atoms necessary to complete a ring-closing moiety selected from phthalide and naphthalide; and Z is an anion derived from a protic acid. These compounds are useful as intermediates in the preparation of phthalide and naphthalide indicator dyes.
    Type: Grant
    Filed: September 4, 1973
    Date of Patent: May 4, 1976
    Assignee: Polaroid Corporation
    Inventor: Alan L. Borror
  • Patent number: 3954473
    Abstract: This invention relates to a method of bleaching metallic silver by treating a preformed deposit of metallic silver with a silver complexing agent that forms a silver complex having a log stability constant of .beta..sub.3 .gtoreq. 10.sup.18 in the presence of an electron acceptor. In a preferred embodiment, the silver complexing agent is an organic tertiary phosphine and the electron acceptor is an n or .pi. type charge receptor having an electron affinity between 1 and 2 electron volts.
    Type: Grant
    Filed: June 24, 1974
    Date of Patent: May 4, 1976
    Assignee: Polaroid Corporation
    Inventor: Ronald F. Lambert
  • Patent number: 3941807
    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: February 28, 1974
    Date of Patent: March 2, 1976
    Assignee: Polaroid Corporation
    Inventor: Alan L. Borror
  • Patent number: 3933849
    Abstract: This invention relates to a class of phthalein 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 said 3,3 substituents is a carbazol-3-yl radical and the other is an indol-3-yl radical possessing a hydrogen-bonding group substituted on a carbon atom adjacent to the heterocyclic N atom, both of said carbazolyl and indolyl radicals having hydrogen substituted on the heterocyclic N atom.
    Type: Grant
    Filed: April 26, 1974
    Date of Patent: January 20, 1976
    Assignee: Polaroid Corporation
    Inventor: Paul S. Huyffer
  • Patent number: 3933854
    Abstract: This invention is concerned with a novel class of protonated compounds, namely, 3-(indol-3-yl)dehydronaphthalide hydrochlorides, with their synthesis by the reaction of a 3-(indol-3-yl)naphthalide and a high-potential quinone in an inert anhydrous aprotic solvent in the presence of a carboxylic acid catalyst, and with the synthesis of indole naphthalide indicator dyes by reacting the said dehydronaphthalide hydrochlorides and an indole in an aromatic hydrocarbon solvent in the presence of a carboxylic acid catalyst.
    Type: Grant
    Filed: December 3, 1973
    Date of Patent: January 20, 1976
    Assignee: Polaroid Corporation
    Inventor: Yunn H. Chiang
  • Patent number: 3932455
    Abstract: This invention relates to a new 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 3,6-disubstituted carbazoles wherein the 3,6 substituents are selected from a phthalidyl radical, C.sub.6 H.sub.4.CO.O.CR--, wherein R is an aryl group and an o-carboxybenzoyl radical, not more than one of said substituents being o-carboxybenzoyl.
    Type: Grant
    Filed: May 22, 1974
    Date of Patent: January 13, 1976
    Assignee: Polaroid Corporation
    Inventors: Ruth C. Bilofsky, Richard D. Cramer
  • Patent number: 3931227
    Abstract: This invention relates to a new class of phthalein dyes useful as the color-forming material in either pressure sensitive or heat sensitive mark-forming systems. Such dyes comprise 3,3-disubstituted phthalides and 3,3-disubstituted naphthalides wherein the 3,3 substituents are indolin-5-yl radicals.
    Type: Grant
    Filed: December 26, 1973
    Date of Patent: January 6, 1976
    Assignee: Polaroid Corporation
    Inventors: Alan L. Borror, Paulina P. Garcia
  • Patent number: 3931228
    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: February 28, 1974
    Date of Patent: January 6, 1976
    Assignee: Polaroid Corporation
    Inventor: Alan L. Borror