Heterocyclic Organic Compound Component Patents (Class 427/151)
  • Patent number: 4341402
    Abstract: 3-[(Substituted-amino)(aryl or heteroaryl)methyl]-1H-indoles which are useful as color-formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting 3-[(arylsulfonyl)(aryl or heteroaryl)methyl]-1H-indoles with amines or precursors thereof in the presence of a base.
    Type: Grant
    Filed: March 6, 1980
    Date of Patent: July 27, 1982
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. W. Hung
  • Patent number: 4341403
    Abstract: A fluoran compound represented by the formula: ##STR1## wherein R.sub.1 and R.sub.2 each represents an alkyl group containing up to 18 carbon atoms, R.sub.3 represents an alkyl group, a halogenated alkyl group, or an alkoxyalkyl group containing up to 18 carbon atoms, and X represents a halogen atom, a process for preparing such fluoran compound and a pressure-or heat-sensitive recording sheet comprising such fluoran compound as a color former, which are capable of providing black images having excellent stability, e.g., with respect to light.
    Type: Grant
    Filed: April 18, 1980
    Date of Patent: July 27, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akira Igarashi, Kozo Sato, Ken Iwakura
  • Patent number: 4339275
    Abstract: A composition for coating a substrate for use in an image wise developable or transferal system comprises (I) a free base of a cationic solvent dye capable of developing a color or at least a more intense color upon reaction with an organic acid developing compound and (II) a binder which is a wax or resin which does not develop said free base and which has been mixed with said free base in the presence of a non developing substantially non-polar solvent. Various forms of coating including the color developer composition in a layer or particulate form are applicable to different end uses.
    Type: Grant
    Filed: September 27, 1979
    Date of Patent: July 13, 1982
    Assignee: INCA Limited
    Inventor: Geoffrey C. Tutty
  • Patent number: 4339492
    Abstract: A heat-sensitive recording material having a heat-sensitive layer composed mainly of a leuco dye, a phenolic compound and a water-soluble binding agent is characterized in that a combination of bisphenol A and p-phenylphenol is applied as the developer in a ratio by weight between 10:1 and 1:1, preferably 7:1 and 1:1.
    Type: Grant
    Filed: June 5, 1980
    Date of Patent: July 13, 1982
    Assignee: Sanyo-Kokusaku Pulp Co., Ltd.
    Inventors: Hisashi Mino, Masao Matsukawa, Minematsu Nagashima
  • Patent number: 4337968
    Abstract: A very thin film of acidic color developing material which reacts with a dye precursor to form a color upon contact therewith is obtained in a substantially spongy capillary-like film firmly adhered to the paper substrate without diffusing thereinto in accordance with the present invention. The film contains a phenolic resin, and amorphous lipohilic silica, preferably pyrogenic hydrophobic silica, and a fatty alcohol, preferably cetyl alcohol. The composition further preferably includes a non-volatile solvent. This composition not only provides excellent color-forming ability with a very thin film which adheres firmly to the paper, but may be applied to the paper with a standard printing press.
    Type: Grant
    Filed: October 24, 1980
    Date of Patent: July 6, 1982
    Assignee: The Standard Register Company
    Inventor: Theodore Maierson
  • Patent number: 4337169
    Abstract: In the process for microencapsulating a hydrophobic color forming substance from an aqueous emulsion thereof with membrane forming materials including an aromatic hydroxy compound, urea and formaldehyde, when the polymerization of the components, is carried out in the presence of an amino acid the resulting microcapsules give a self-contained pressure sensitive recording paper having almost no stain.
    Type: Grant
    Filed: May 22, 1980
    Date of Patent: June 29, 1982
    Assignee: Mitsubishi Paper Mills, Ltd.
    Inventor: Tetsuro Shimazaki
  • Patent number: 4337280
    Abstract: A desensitizer composition for color developing agents which color upon reaction with colorless compounds comprising an adduct of an amine represented by the following general formula (I) with one or more alkylene oxides, said one or more alkylene oxides comprising at least 40 mole % butylene oxide: ##STR1## wherein R represents a hydrogen atom or an alkyl group, m represents zero or an integer from 1 to 8, and n represents an integer from 1 to 12. A method of using the same is also disclosed.
    Type: Grant
    Filed: November 5, 1980
    Date of Patent: June 29, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akio Miyamoto, Teruo Kobayashi, Hiroharu Matsukawa
  • Patent number: 4336067
    Abstract: A process is provided for producing a pressure-sensitive carbonless record sheet comprising the steps of preparing a hot melt coating composition, the hot melt coating composition being water insoluble and having a melting point of from about 60.degree. C. to about 140.degree. C. The hot melt coating composition includes a chromogenic material. The chromogenic material is a meltable color developer of the acidic electron accepting type. The hot melt coating composition is heated to a temperature above its melting point and the heated coating composition is applied to a substrate, the coating composition being applied at a coat weight of from about 0.2 pounds to about 8.0 pounds per 3300 square feet of substrate. The coating composition is set by cooling the coated substrate. A novel liquid chromogenic coating composition is produced, the coating composition having a melting point of from about 60.degree. C. to about 140.degree. C.
    Type: Grant
    Filed: March 27, 1980
    Date of Patent: June 22, 1982
    Assignee: The Mead Corporation
    Inventors: Dale R. Shackle, Ainslie T. Young, Jr.
  • Patent number: 4333990
    Abstract: A heat-sensitive recording paper containing in its color-developing layer aluminum hydroxide as fillers and a colorless or pale-colored chromogenic dyestuff and a phenolic substance as chromogenic elements. This heat-sensitive recording paper incorporates high image density and very preferable recording aptitude with less abrasiveness and less residues accumulated even for long time recording.
    Type: Grant
    Filed: December 31, 1980
    Date of Patent: June 8, 1982
    Assignee: Jujo Patper Co., Ltd.
    Inventors: Noboru Yamato, Tosimi Satake
  • Patent number: 4327148
    Abstract: A self-contained color forming pressure sensitive record paper of the single coating type which has on one side of a support a coating layer of a mixture of color former-containing microcapsules and color developer-containing microcapsules, as well as a powdered polyolefin. The powdered polyolefin acts as capsule protecting agent and prevents the smudging due to unintentional color development caused by the rapture of the capsules.
    Type: Grant
    Filed: November 28, 1979
    Date of Patent: April 27, 1982
    Assignee: Mitsubishi Paper Mills, Ltd.
    Inventors: Kohji Toyama, Mitsuru Fuchigami, Isao Nagayasu, Hirokazu Tsukahara
  • Patent number: 4324420
    Abstract: Heat-sensitive recording or copying materials which contain in their color reactant system, as developers for the color-forming agent, at least one mono- or poly-aldehyde which is electronegatively substituted, especially by halogen, and/or the reaction products thereof with an organic compound containing hydroxyl groups, or the precursors thereof.
    Type: Grant
    Filed: January 11, 1980
    Date of Patent: April 13, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Horst Kosche
  • Patent number: 4324817
    Abstract: A "one-component" carbonless copying paper, comprising paper having on the same surface thereof (1) a color former encapsulated in walls of polyurea obtained by the reaction of a polyisocyanate with a polyamine and water, and (2) a developer capable of reacting with the color former to form a dyestuff, the developer having been formed in situ during the reaction of the polyisocyanate with the polyamine.
    Type: Grant
    Filed: July 23, 1980
    Date of Patent: April 13, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Dahm, Gert Jabs, Christian Wegner
  • Patent number: 4322471
    Abstract: Disclosed is a heat-sensitive recording element comprising a recording layer including a starch partially esterified with an organic carboxylic acid as a polymeric binder for dispersing therein a leuco pigment and an organic acidic substance. This recording element provides a recorded image excellent in the water resistance and recording characteristics when it is used for thermographic recording. An aqueous solution of this partially esterified starch has a good storage stability and it does not get moldy even if it is stored for a long time.
    Type: Grant
    Filed: March 25, 1980
    Date of Patent: March 30, 1982
    Assignee: Mita Industrial Company Limited
    Inventor: Nobuhiro Miyakawa
  • Patent number: 4321309
    Abstract: A heat-sensitive recording material having a heat-sensitive layer composed mainly of a leuco dye and a phenolic compound used as a developer, said heat-sensitive layer containing as a binding agent any one or combinations of polyvinyl alcohol, oxidized starch and etherized starch, and methyl cellulose in a ratio by weight between 98:2 and 90:10.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: March 23, 1982
    Assignee: Sanyo-Kokusaku Pulp Co., Ltd.
    Inventors: Hisashi Mino, Masao Matsukawa, Minematsu Nagashima
  • Patent number: 4321092
    Abstract: A pressure-sensitive copying material which employs a color-producing substance and a color substance-accepting material is disclosed. The color substance-accepting material contains, as reaction components, a chloride of a metal having an atomic weight of from 50-66, together with a urea or its derivatives and a binding agent. The color-producing substance includes a dyestuff which is combined with the binding agent and reacts with the color substance-accepting material during color formation.
    Type: Grant
    Filed: March 10, 1980
    Date of Patent: March 23, 1982
    Assignee: Kores Holding Zug AG
    Inventor: Manuel Cespon
  • Patent number: 4317743
    Abstract: Oil-containing microcapsules are produced by emulsifying an oily solution of isocyanatoamidine products into an aqueous solution of emulsifier to form oil-in-water emulsion. The reactive isocyanatoamidine products are subsequently hydrolyzed into an impermeable capsule wall.
    Type: Grant
    Filed: December 5, 1979
    Date of Patent: March 2, 1982
    Assignee: Wallace Business Forms, Inc.
    Inventor: John C. H. Chang
  • Patent number: 4316621
    Abstract: A pressure-sensitive or heat-sensitive recording material which comprises in its color reactant system, as developer for the color former, at least one compound of the formula ##STR1## wherein the ring Z is a heterocyclic radical which does not contain a keto group adjacent to the linking carbon atom, X is the direct bond, --O--, --CHR--, --NR--, --CONR--, --SO.sub.2 NR--, --Nr.sub.1 --CO--NR.sub.2 --,--NR.sub.1 --CS--NR.sub.2 -- or --NR.sub.1 --SO.sub.2 --NR.sub.2 --, wherein each of R, R.sub.1 and R.sub.2 independently is hydrogen, alkyl of at most 12 carbon atoms which is unsubstituted or substituted by halogen, cyano or lower alkoxy, or is benzyl, phenyl, or benzyl or phenyl each of which is substituted by halogen, methyl or methoxy, Q is carbon or an unsubstituted or substituted hydrocarbon radical, Y is halogen and m is 1 to 3. The grouping --O--Y.sub.m is preferably --C(Hal).sub.3, wherein Hal is halogen.
    Type: Grant
    Filed: September 30, 1980
    Date of Patent: February 23, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean C. Petitpierre
  • Patent number: 4315643
    Abstract: A heat-sensitive transfer element comprising a foundation, a thermal color-developing layer provided on the front surface of the foundation and a hot-melt ink layer provided on the back surface of the foundation; the ink layer including a heat conductive material powder and a solid wax, and having a melt-transfer property a printed image to be formed on the thermal color-developing layer by the impression of a thermal head, and simultaneously the hot-melt ink being transferred to a copy sheet facing the transfer element at the hot-melt ink layer side, the duplicated image having good clarity and excellent durability being able to be prepared at a high speed on a thermal printer.
    Type: Grant
    Filed: May 23, 1980
    Date of Patent: February 16, 1982
    Assignees: Nippon Telegraph & Telephone Public Corp., Fuji Kagakushi Kogyo Co., Ltd.
    Inventors: Yukio Tokunaga, Kiyoshi Sugiyama, Tadao Seto
  • Patent number: 4316036
    Abstract: A benzopyranothiazole of the formula ##STR1## wherein each of R.sub.1 and R.sub.2 independently represents hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or represents cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, lower alkyl or lower alkoxy, or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached represent a 5- or 6-membered heterocyclic radical or a N-carbazolyl radical, Q represents hydrogen, lower alkyl, benzyl or groups of the formulae (1a) or (1b) ##STR2## each of X, X.sub.1 and X.sub.2 represents hydrogen, halogen, lower alkyl or lower alkoxy, each of Y.sub.1, Y.sub.2, Y'.sub.1 and Y'.sub.
    Type: Grant
    Filed: September 11, 1978
    Date of Patent: February 16, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean C. Petitpierre
  • Patent number: 4312522
    Abstract: This invention discloses a heat sensitive recording sheet which contains, as a developer, at least one of the compounds represented by the general formula ##STR1## where R represents hydrogen, an alkyl radical of from 1 to 12 carbon atoms, a cycloalkyl radical of from 3 to 10 carbon atoms, an aralkyl radical of from 7 to 10 carbon atoms, and a phenyl radical, and may be identical to or different from each other, n is zero, or an integer of 1 or 2.The heat sensitive recording sheet of this invention has a sharper rise in developed color density and is advantageous for its handling and storage as well as gives a developed color image having an excellent fastness to light and water resistance in addition to very little decrease in density of the developed color image with time.
    Type: Grant
    Filed: August 14, 1980
    Date of Patent: January 26, 1982
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Akihiro Yamaguchi, Keizaburo Yamaguchi, Hisamichi Murakami
  • Patent number: 4311750
    Abstract: A multi-color thermo-sensitive recording material comprises two thermo-sensitive coloring layers capable of forming different colors respectively at different temperatures, which are formed one over the other on a support member, and a discoloring layer comprising a cross-linking type resin, which is disposed between the two thermo-sensitive coloring layers, and which is cross-linked in the course of the coating of the thermo-sensitive layers, without being dissolved into any of the two thermo-sensitive coloring layers.
    Type: Grant
    Filed: December 4, 1979
    Date of Patent: January 19, 1982
    Assignee: Ricoh Company Limited
    Inventors: Keishi Kubo, Tetsuo Tanaka
  • Patent number: 4309047
    Abstract: A pressure-sensitive or heat-sensitive recording material which contains in its color reactant system, as developer for the color former, at least one compound of the formula ##STR1## wherein X is the direct bond or ##STR2## each of R.sub.1, R.sub.2 and R.sub.3 independently is hydrogen or unsubstituted or substituted alkyl, aryl or aralkyl, or R.sub.1 and R.sub.3, together with the nitrogen atom to which they are attached, are a 5- or 6-membered heterocyclic radical, Q is carbon or an unsubstituted or substituted hydrocarbon radical, Y is halogen, and m is 1 to 3. The grouping --Q--Y.sub.m is preferably --C(Hal).sub.3, wherein Hal is halogen.
    Type: Grant
    Filed: September 30, 1980
    Date of Patent: January 5, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean C. Petitpierre
  • Patent number: 4307898
    Abstract: 3-[(Alkoxy)(aryl or heteroaryl)methyl]-1H-indoles which are useful as color formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting 3-[(arylsulfonyl)(aryl or heteroaryl)methyl]-1H-indoles with alcohols in the presence of a base.
    Type: Grant
    Filed: March 6, 1980
    Date of Patent: December 29, 1981
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4305838
    Abstract: The present invention relates to a process for removing an aldehyde from dispersions containing the aldehyde by introducing a gas into the dispersion.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: December 15, 1981
    Assignee: Kanzaki Paper Manufacturing Company, Limited
    Inventors: Hiroshi Iwasaki, Shinsuke Irii
  • Patent number: 4303719
    Abstract: A pressure-sensitive chromogenic copy system utilizing a color developer capable of reacting with a chromogen to form a color image, said color developer comprising sulfur, sulfonyl, or sulfone derivatives of substituted aromatic carboxylic acids, preferably hydroxybenzoic acids.
    Type: Grant
    Filed: July 29, 1980
    Date of Patent: December 1, 1981
    Inventor: Anthony E. Vassiliades
  • Patent number: 4303548
    Abstract: Microcapsules containing water-insoluble liquid, of which wall membrane is urea-formaldehyde resin is produced by the addition of a water soluble organic acid, urea and formaldehyde to an emulsion of the liquid, which is made by a nonionic emulsifier and heating the emulsion to effect the polycondensation of urea and formaldehyde.
    Type: Grant
    Filed: June 28, 1979
    Date of Patent: December 1, 1981
    Assignee: Mitsubishi Paper Mills, Ltd.
    Inventors: Tetsuro Shimazaki, Shun Kamei
  • Patent number: 4302393
    Abstract: Fluoran compounds of the formula ##STR1## wherein one of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represents n-alkyl having 6 to 12 carbon atoms and the other R's, independently of each other, represent hydrogen, alkyl having 1 to 12 carbon atoms, alkoxyalkyl having 2 to 8 carbon atoms or benzyl optionally substituted in the ring by nitro, halogen or alkyl having 1 to 6 carbon atoms.The fluoran compounds are particularly useful as color formers which give intense dark green color when they are brought into contact with an electron-accepting co-reactant.
    Type: Grant
    Filed: November 9, 1979
    Date of Patent: November 24, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert Garner, Jean C. Petitpierre
  • Patent number: 4299411
    Abstract: A pressure-sensitive record material comprising the colorless chromogenic dye Pyridyl Blue mixed with and adsorbed onto a pigment which is coated on a substrate sheet, and capsules containing an acidic resin dissolved in a suitable solvent, the capsules being coated on the same or an additional sheet. This "reverse" system (where the acidic resin rather than the dye is encapsulated) provides an improved community of properties, including improved image strength, print stability (fade resistance) and resistance to degradation. Pyridyl Blue is a mixture of the isomers 7-(1-ethyl-2-methylindol-3-yl)-7-(4-diethylamino-2-ethoxyphenyl)-5,7-dihyd rofuro[3,4-b]pyridin-5-one and 5-(1-ethyl-2-methylindol-3-yl)-5-(4-diethylamino-2-ethoxyphenyl)-5,7-dihyd rofuro[3,4-b]pyridin-7-one.
    Type: Grant
    Filed: June 5, 1979
    Date of Patent: November 10, 1981
    Assignee: Appleton Papers Inc.
    Inventor: Bruce W. Brockett
  • Patent number: 4298651
    Abstract: An image wise developable sheet which develops in an image wise fashion areas of the coated substrate thereof to which there has been an image wise selective application of pressure, heat, light or electrical discharge. The coating which is developable comprises (1) a free base of a cationic solvent dye capable of developing a colour or at least a more intense colour upon reaction with an organic acid developing compounds and (11) a binder which is a wax or resin which does not develop said free base and which has been mixed with said free base in the presence of a non-developing substantially non-polar solvent. Various forms of coating thereof including the colour developer composition in a layer or particulate form are applicable to different end uses.
    Type: Grant
    Filed: July 9, 1980
    Date of Patent: November 3, 1981
    Assignee: INCA Limited
    Inventor: Geoffrey C. Tutty
  • Patent number: 4298215
    Abstract: Dialkylamino-substituted 2-anilino-5'/6'-carboxyfluorans, 2-amino and substituted amino-5'/6'-carboxyfluorans, 1,3-dialkyl-5'/6'-carboxyfluorans, esterified dialkylamino-substituted 2-anilino-5'/6'-carboxyfluorans, 2-amino and substituted amino-5'/6'-carboxyfluorans, 1,3-dialkyl-5'/6'-carboxyfluorans and 3,3-(corresponding-substituted-diaryl)-5/6-carboxyphthalides useful as color formers, particularly in carbonless duplicating and thermal marking systems, are prepared by the interaction of 4/5-carboxy-2-(4-dialkylamino-subsituted-2-hydroxybenzoyl)benzoic acids and substituted diphenylamines to produce the phthalides which are then subjected to ring closure to produce the carboxyfluorans and by the interaction of 4/5-carboxy-2-(4-dialkylamino-substituted-2-hydroxybenzoyl)benzoic acids and substituted 4-hydroxyacetanilides or alkyl phenols which are esterified with alkyl halides or dialkyl sulfates.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: November 3, 1981
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4296948
    Abstract: A color-developing sheet for use in no-carbon copying system, which contains a layer of a combination of a solid acid with an acidic polymer is improved in preventing yellowing during the preservation thereof, in giving high color intensity and stability to image formed, by incorporating titanium dioxide into the layer.
    Type: Grant
    Filed: November 28, 1979
    Date of Patent: October 27, 1981
    Assignee: Mitsubishi Paper Mills, Ltd.
    Inventors: Tsutomu Satoh, Hideo Ohye, Hirokazu Tsukahara, Hideaki Senoh, Takahiro Torii
  • Patent number: 4297235
    Abstract: A method of preparing a dispersion of microcapsules whose walls comprise formaldehyde as one of the wall components characterized by adding urea, a sulfite or a hydrogensulfite to said dispersion.
    Type: Grant
    Filed: November 5, 1979
    Date of Patent: October 27, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshiyuki Hoshi, Takayuki Hayashi, Fujio Kakimi
  • Patent number: 4296947
    Abstract: A process is provided for producing a pressure-sensitive carbonless transfer sheet comprising preparing a solution of a first chromogenic material, the solution of the first chromogenic material including at least one chromogenic compound dissolved in a carrier oil, and the first chromogenic material being reactive with a second chromogenic material in the presence of the carrier oil to form a color. The solution of the first chromogenic material is mixed with a liquid radiation curable substance to form a coating composition, the liquid radiation curable substance being curable to a frangible resin and compatible with the color-forming capabilities of said first chromogenic material. A film forming material is applied to a substrate, the film forming material being settable to form a barrier layer which substantially prevents penetration of the substrate by the coating composition upon application of the coating composition to the substrate.
    Type: Grant
    Filed: February 2, 1979
    Date of Patent: October 27, 1981
    Assignee: The Mead Corporation
    Inventors: Sydney M. Spatz, Robert C. Hydell, Gerald T. Davis
  • Patent number: 4295662
    Abstract: An imagewise developable system comprising (I) a substrate supported presence of a mixture of a free base of a cationic solvent dye capable of developing a color or a more intense color upon reaction with an organic acid developing agent and a non developing binder and (II) a substrate supported organic acid developing agent not in the reactive presence of said free base of solvent dye but selectively migratable to imagewise develop the free base under an action selected from the group consisting of applying selective imagewise pressure to the system, applying selective imagewise heat to the system and applying selective electrical discharges to the system.
    Type: Grant
    Filed: July 9, 1980
    Date of Patent: October 20, 1981
    Assignee: INCA Limited
    Inventor: Geoffrey C. Tutty
  • Patent number: 4295663
    Abstract: A 3-indolyl-3-bis-aminophenyl-phthalide compound of the formula ##STR1## wherein R.sub.1 represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, cycloalkyl, or unsubstituted or substituted phenyl or benzyl wherein the substituents are halogen, nitro, lower alkyl or lower alkoxy,R.sub.2 represents hydrogen, alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, cycloalkyl, or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, orR.sub.1 and R.sub.2 together with the nitrogen atom linking them represent a 5- or 6-membered heterocyclic radical,X.sub.1 and X.sub.2 independently of one another represent hydrogen, lower alkyl, cycloalkyl, benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, or acyl having 1 to 8 carbon atoms, and X.sub.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: October 20, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean C. Petitpierre, Robert Garner
  • Patent number: 4291901
    Abstract: A pressure-sensitive or heat-sensitive recording material which contains in its color reactant system, as developer for color formers, at least one compound of the formula ##STR1## wherein Z is the radical of a reactive organic methylene or methyl compound or a radical of the formula ##STR2## wherein each of A.sub.1 and A.sub.2 independently is carbon or unsubstituted or substituted alkylene, arylene or aralkylene, each of X.sub.1 and X.sub.2 is halogen, cyano or nitro, each of D.sub.1, D.sub.2 and E independently is unsubstituted or substituted alkyl, aralkyl, aryl, alkanoyl, alkylsulfonyl, aroyl, arylsulfonyl, cyanoamidino, or is the group ##STR3## wherein each of R.sub.1 and R.sub.2 independently is hydrogen or unsubstituted or substituted alkyl, aryl or aralkyl, whilst D.sub.1 and D.sub.2 are also hydrogen, or each of the pairs of substituents (R.sub.1 and R.sub.2) and (D.sub.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: September 29, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean C. Petitpierre
  • Patent number: 4291902
    Abstract: Substituted 3,6-diaminophthalides of the formula ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3 independently represents alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or represents cycloalkyl, benzyl, or benzyl which is substituted by halogen, lower alkyl or lower alkoxy, and R.sub.1 can also be hydrogen and R.sub.3 can also be phenyl, or R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, represent a 5- or 6-membered heterocyclic radical and the ring A is unsubstituted or substituted or contains a fused, unsubstituted or substituted benzene or heterocyclic ring.These compounds are suitable in particular for use as color formers in pressure-sensitive or heat-sensitive recording materials.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: September 29, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Burri
  • Patent number: 4291102
    Abstract: There is provided a desensitizer used in a quick-drying desensitizing ink for no-carbon copy paper, which is a compound represented by the formula ##STR1## wherein R.sup.1 represents hydrogen atom or methyl group; R.sup.2 represents hydrogen atom, a methyl group, a phenyl group which may have as substituent an alkyl group having 1 to 12 carbon atoms, CH.sub.2 .dbd.CHCO--, ##STR2## R.sup.3 represents CH.sub.2 .dbd.CHCO--, ##STR3## and l and m are integers of 1 or greater than 1, l+m being not greater than 46, and p is zero or an integer of 1, provided that when p is 1 zero R.sup.
    Type: Grant
    Filed: December 13, 1979
    Date of Patent: September 22, 1981
    Assignee: Mitsubishi Paper Mills, Ltd.
    Inventors: Hirokazu Tsukahara, Mitsuru Fuchigami, Nobuhiro Kagota
  • Patent number: 4289332
    Abstract: A recording sheet capable of forming a color when brought into contact with an electron donating color former, which is prepared by coating a dispersion comprising (1) a polyvalent metal salt of an aromatic carboxylic acid, (2) a montmorillonite clay mineral, (3) zinc oxide, and (4) a binder, and which contains about 30 to 60 wt. % solid ingredients and has a viscosity of about 50 to 7,000 cps.
    Type: Grant
    Filed: August 9, 1979
    Date of Patent: September 15, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Hajime Kato
  • Patent number: 4289806
    Abstract: A pressure-sensitive recording material which is excellent in several properties and prepared at a low cost. The pressure-sensitive recording material of the invention is applied with pressure-rupturable microcapsules containing a solution of dyestuff in a solvent fraction having a boiling range of 265.degree. C. to 360.degree. C. (converted to atm. press.) which is obtained by treating a raw material fraction in the presence of an acid catalyst. The raw material fraction is obtained from the product of thermal cracking of petroleum hydrocarbons at a temperature of 700.degree. C. or above and mainly contains the distillate having boiling points in the range of 75.degree. C. to 198.degree. C. and the main components thereof are monocyclic aromatic hydrocarbons (excluding aromatic olefins) and monocyclic aromatic olefins.
    Type: Grant
    Filed: January 24, 1980
    Date of Patent: September 15, 1981
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Atsushi Sato, Isoo Shimizu, Eiichi Matsuzaka
  • Patent number: 4287234
    Abstract: A desensitizing ink for wet offset printing on the acceptor surface of a chemical duplicating set of superimposed sheets where one of the sets has an electrophilic acceptor coating and the other a nucleophilic coating for producing a chromogenic reaction wherein the nucleophilic desensitizing ink contains an alkoxylated nucleophilic compound which permits a continuous ink transfer to the water repellant zones of the wetted impression plate of an offset press and simultaneously neutralizes the corresponding zones of the acceptor surface.
    Type: Grant
    Filed: October 9, 1979
    Date of Patent: September 1, 1981
    Assignee: Sipca Holding S.A.
    Inventors: Albert Amon, Roger Weil, Paul Heinzer
  • Patent number: 4287264
    Abstract: A color forming heat sensitive coating composition comprising a color forming amount of a finely divided homogenous basic 3,3-bisarylphthalane derivative and a color developing amount of a finely divided solid phenyl derivative which at thermal printing temperature is at least partly fluidizable and capable of a color forming reaction with said 3,3-bisarylphthalane compound dispersed in a polyvinyl alcohol carrier is disclosed wherein the improvement comprises the addition of an anti-sticking amount of a functional filler which may be a di(lower alkyl)dithiocarbamate or lower alkylxanthate of lead, zinc, cadmium and alkaline earth metals or a tetra (lower alkyl)thiuram disulfide or a di(lower alkyl) xanthogen.
    Type: Grant
    Filed: March 7, 1980
    Date of Patent: September 1, 1981
    Assignee: Labelon Corporation
    Inventor: Barry L. Marginean
  • Patent number: 4286017
    Abstract: Disclosed is a heat-sensitive recording paper comprising a colorless or pale-colored chromogenic substance and a phenolic substance for coloring the chromogenic substance by heating, in which amorphous synthetic aluminum silicate and/or amorphous synthetic magnesium silicate is incorporated in a recording layer.
    Type: Grant
    Filed: September 10, 1979
    Date of Patent: August 25, 1981
    Assignee: Honshu Seishi Kabushiki Kaisha
    Inventors: Masato Nakamura, Saburo Nishimatsu, Toshitake Itoh, Katsumi Moronuki
  • Patent number: 4283077
    Abstract: Aldehyde or ketone 0-[(3-indolyl)(aryl or heteroaryl)methyl]oximes which are useful as color-formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting 3-[(arylsulfonyl)(aryl or heteroaryl)methyl]-1H-indoles with aldehyde or ketone oximes in the presence of a base.
    Type: Grant
    Filed: March 6, 1980
    Date of Patent: August 11, 1981
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4283458
    Abstract: A heat-sensitive recording sheet comprising a support and a recording layer containing an electron donating colorless dye and a compound represented by the following formula: ##STR1## wherein R represents an alkyl group containing 2 to 12 carbon atoms.
    Type: Grant
    Filed: July 17, 1979
    Date of Patent: August 11, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akira Igarashi, Kozo Sato
  • Patent number: 4281855
    Abstract: A pressure- or heat-sensitive recording material which contains as color former at least one 2,2-diarylchromeno compound of the formula ##STR1## wherein V.sub.1 and V.sub.2, each independently of the other, represent hydrogen, halogen, lower alkyl or lower alkoxy,Y.sub.1 and Y.sub.2, each independently of the other, represent hydrogen, --O--R.sub.1 or ##STR2## X.sub.1 and X.sub.2 , each independently of the other, represent hydrogen, alkyl of up to 12 carbon atoms which is unsubstituted or substituted by halogen, or represent benzyl, phenyl, or benzyl or phenyl which is substituted by halogen, nitro, lower alkyl, lower alkoxy or the amino group ##STR3## and the ring A is unsubstituted or substituted by halogen, nitro, lower alkyl, --O--R.sub.5 or ##STR4## or contains a fused benzene ring, and R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.
    Type: Grant
    Filed: June 25, 1979
    Date of Patent: August 4, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean C. Petitpierre
  • Patent number: 4275905
    Abstract: A substantially colorless marking liquid, particularly for use in pressure-sensitive record material, comprising (a) a colorless chromogenic material, (b) a solvent for said chromogenic material and (c) an additive for controlling CB decline. The additive for controlling CB decline, i.e., controlling the capability of the CB sheet to produce an image of satisfactory intensity even after exposure of the CB coating to light, includes certain chromogenic materials such as Pyridyl Blue and phenol derivatives having a free reactive (ortho- or para-) position. The marking liquid helps to prevent CB decline in, for example, carbonless copy paper, a long-standing problem in the art.
    Type: Grant
    Filed: June 5, 1979
    Date of Patent: June 30, 1981
    Assignee: Appleton Papers Inc.
    Inventor: Robert E. Miller
  • Patent number: 4275121
    Abstract: Mono-, bis- and tris-indolyl-substituted furanones useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared respectively by: the interaction of an indole with mucochloric acid; the interaction of an indole with a 4-mono(indolyl)-substituted 4-oxo-2-butenoic acid; and by the interaction of an indole with a 2,4-bis(indolyl)-substituted 4-oxobutanoic acid or with a 3,5-bis(indolyl)-substituted furanone.
    Type: Grant
    Filed: July 19, 1979
    Date of Patent: June 23, 1981
    Assignee: Sterling Drug Inc.
    Inventors: Nathan N. Crounse, Paul J. Schmidt
  • Patent number: 4275206
    Abstract: Chromogenic compounds of normally colorless form are disclosed having the following structural formula: ##STR1## wherein E represents a six-membered aromatic or heterocyclic ring which may have an aromatic ring or a naphthalene ring and both the E ring and the condensed ring may be substituted, A respresents an optionally substituted aminophenyl, indolyl, benzoindolyl, julolidinyl or kairolyl radical or the radical represented by B, and B represents a family of indolizine radicals. The compounds of this invention are eligible for use in pressure-sensitive and heat-sensitive record materials and manifold marking systems.
    Type: Grant
    Filed: January 16, 1980
    Date of Patent: June 23, 1981
    Assignee: Appleton Papers Inc.
    Inventors: William J. Becker, Sheldon Farber, Troy E. Hoover
  • Patent number: 4273602
    Abstract: A heat-sensitive recording material is disclosed which comprises a support sheet of 5-40.mu. in thickness having thereon a heat-sensitive transfer layer containing a phenolic material, a colorless or pale-colored chromogenic material which forms a color with said phenolic material upon application of heat and a heat fusible material having a melting point of 40.degree.-150.degree. C. and an image receiving sheet superposed on the surface of said layer which are made into one integral sheet by pressing. Using this recording material, sufficiently high density of record can be obtained even by low heat energy, and the background (non-record portion) forms substantially no color to result in high contrast of record.
    Type: Grant
    Filed: February 6, 1979
    Date of Patent: June 16, 1981
    Assignee: Mitsubishi Paper Mills, Ltd.
    Inventors: Takao Kosaka, Yukio Tahara