Heterocyclic Organic Compound Component Patents (Class 427/151)
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Patent number: 4341402Abstract: 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: GrantFiled: March 6, 1980Date of Patent: July 27, 1982Assignee: Sterling Drug Inc.Inventors: Paul J. Schmidt, William M. W. Hung
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Patent number: 4341403Abstract: 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: GrantFiled: April 18, 1980Date of Patent: July 27, 1982Assignee: Fuji Photo Film Co., Ltd.Inventors: Akira Igarashi, Kozo Sato, Ken Iwakura
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Patent number: 4339275Abstract: 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: GrantFiled: September 27, 1979Date of Patent: July 13, 1982Assignee: INCA LimitedInventor: Geoffrey C. Tutty
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Patent number: 4339492Abstract: 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: GrantFiled: June 5, 1980Date of Patent: July 13, 1982Assignee: Sanyo-Kokusaku Pulp Co., Ltd.Inventors: Hisashi Mino, Masao Matsukawa, Minematsu Nagashima
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Patent number: 4337968Abstract: 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: GrantFiled: October 24, 1980Date of Patent: July 6, 1982Assignee: The Standard Register CompanyInventor: Theodore Maierson
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Patent number: 4337169Abstract: 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: GrantFiled: May 22, 1980Date of Patent: June 29, 1982Assignee: Mitsubishi Paper Mills, Ltd.Inventor: Tetsuro Shimazaki
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Patent number: 4337280Abstract: 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: GrantFiled: November 5, 1980Date of Patent: June 29, 1982Assignee: Fuji Photo Film Co., Ltd.Inventors: Akio Miyamoto, Teruo Kobayashi, Hiroharu Matsukawa
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Patent number: 4336067Abstract: 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: GrantFiled: March 27, 1980Date of Patent: June 22, 1982Assignee: The Mead CorporationInventors: Dale R. Shackle, Ainslie T. Young, Jr.
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Patent number: 4333990Abstract: 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: GrantFiled: December 31, 1980Date of Patent: June 8, 1982Assignee: Jujo Patper Co., Ltd.Inventors: Noboru Yamato, Tosimi Satake
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Patent number: 4327148Abstract: 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: GrantFiled: November 28, 1979Date of Patent: April 27, 1982Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Kohji Toyama, Mitsuru Fuchigami, Isao Nagayasu, Hirokazu Tsukahara
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Patent number: 4324420Abstract: 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: GrantFiled: January 11, 1980Date of Patent: April 13, 1982Assignee: Ciba-Geigy CorporationInventor: Horst Kosche
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Patent number: 4324817Abstract: 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: GrantFiled: July 23, 1980Date of Patent: April 13, 1982Assignee: Bayer AktiengesellschaftInventors: Manfred Dahm, Gert Jabs, Christian Wegner
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Patent number: 4322471Abstract: 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: GrantFiled: March 25, 1980Date of Patent: March 30, 1982Assignee: Mita Industrial Company LimitedInventor: Nobuhiro Miyakawa
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Patent number: 4321309Abstract: 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: GrantFiled: May 27, 1980Date of Patent: March 23, 1982Assignee: Sanyo-Kokusaku Pulp Co., Ltd.Inventors: Hisashi Mino, Masao Matsukawa, Minematsu Nagashima
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Patent number: 4321092Abstract: 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: GrantFiled: March 10, 1980Date of Patent: March 23, 1982Assignee: Kores Holding Zug AGInventor: Manuel Cespon
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Patent number: 4317743Abstract: 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: GrantFiled: December 5, 1979Date of Patent: March 2, 1982Assignee: Wallace Business Forms, Inc.Inventor: John C. H. Chang
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Patent number: 4316621Abstract: 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: GrantFiled: September 30, 1980Date of Patent: February 23, 1982Assignee: Ciba-Geigy CorporationInventor: Jean C. Petitpierre
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Patent number: 4315643Abstract: 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: GrantFiled: May 23, 1980Date of Patent: February 16, 1982Assignees: Nippon Telegraph & Telephone Public Corp., Fuji Kagakushi Kogyo Co., Ltd.Inventors: Yukio Tokunaga, Kiyoshi Sugiyama, Tadao Seto
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Patent number: 4316036Abstract: 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: GrantFiled: September 11, 1978Date of Patent: February 16, 1982Assignee: Ciba-Geigy CorporationInventor: Jean C. Petitpierre
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Patent number: 4312522Abstract: 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: GrantFiled: August 14, 1980Date of Patent: January 26, 1982Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Akihiro Yamaguchi, Keizaburo Yamaguchi, Hisamichi Murakami
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Patent number: 4311750Abstract: 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: GrantFiled: December 4, 1979Date of Patent: January 19, 1982Assignee: Ricoh Company LimitedInventors: Keishi Kubo, Tetsuo Tanaka
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Patent number: 4309047Abstract: 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: GrantFiled: September 30, 1980Date of Patent: January 5, 1982Assignee: Ciba-Geigy CorporationInventor: Jean C. Petitpierre
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Patent number: 4307898Abstract: 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: GrantFiled: March 6, 1980Date of Patent: December 29, 1981Assignee: Sterling Drug Inc.Inventors: Paul J. Schmidt, William M. Hung
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Patent number: 4305838Abstract: The present invention relates to a process for removing an aldehyde from dispersions containing the aldehyde by introducing a gas into the dispersion.Type: GrantFiled: September 24, 1979Date of Patent: December 15, 1981Assignee: Kanzaki Paper Manufacturing Company, LimitedInventors: Hiroshi Iwasaki, Shinsuke Irii
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Patent number: 4303719Abstract: 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: GrantFiled: July 29, 1980Date of Patent: December 1, 1981Inventor: Anthony E. Vassiliades
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Patent number: 4303548Abstract: 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: GrantFiled: June 28, 1979Date of Patent: December 1, 1981Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Tetsuro Shimazaki, Shun Kamei
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Patent number: 4302393Abstract: 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: GrantFiled: November 9, 1979Date of Patent: November 24, 1981Assignee: Ciba-Geigy CorporationInventors: Robert Garner, Jean C. Petitpierre
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Patent number: 4299411Abstract: 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: GrantFiled: June 5, 1979Date of Patent: November 10, 1981Assignee: Appleton Papers Inc.Inventor: Bruce W. Brockett
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Patent number: 4298651Abstract: 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: GrantFiled: July 9, 1980Date of Patent: November 3, 1981Assignee: INCA LimitedInventor: Geoffrey C. Tutty
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Patent number: 4298215Abstract: 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: GrantFiled: March 31, 1980Date of Patent: November 3, 1981Assignee: Sterling Drug Inc.Inventors: Paul J. Schmidt, William M. Hung
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Patent number: 4296948Abstract: 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: GrantFiled: November 28, 1979Date of Patent: October 27, 1981Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Tsutomu Satoh, Hideo Ohye, Hirokazu Tsukahara, Hideaki Senoh, Takahiro Torii
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Patent number: 4297235Abstract: 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: GrantFiled: November 5, 1979Date of Patent: October 27, 1981Assignee: Fuji Photo Film Co., Ltd.Inventors: Yoshiyuki Hoshi, Takayuki Hayashi, Fujio Kakimi
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Patent number: 4296947Abstract: 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: GrantFiled: February 2, 1979Date of Patent: October 27, 1981Assignee: The Mead CorporationInventors: Sydney M. Spatz, Robert C. Hydell, Gerald T. Davis
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Patent number: 4295662Abstract: 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: GrantFiled: July 9, 1980Date of Patent: October 20, 1981Assignee: INCA LimitedInventor: Geoffrey C. Tutty
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Patent number: 4295663Abstract: 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: GrantFiled: August 25, 1980Date of Patent: October 20, 1981Assignee: Ciba-Geigy CorporationInventors: Jean C. Petitpierre, Robert Garner
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Patent number: 4291901Abstract: 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: GrantFiled: November 16, 1979Date of Patent: September 29, 1981Assignee: Ciba-Geigy CorporationInventor: Jean C. Petitpierre
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Patent number: 4291902Abstract: 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: GrantFiled: September 17, 1979Date of Patent: September 29, 1981Assignee: Ciba-Geigy CorporationInventor: Peter Burri
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Patent number: 4291102Abstract: 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: GrantFiled: December 13, 1979Date of Patent: September 22, 1981Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Hirokazu Tsukahara, Mitsuru Fuchigami, Nobuhiro Kagota
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Patent number: 4289332Abstract: 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: GrantFiled: August 9, 1979Date of Patent: September 15, 1981Assignee: Fuji Photo Film Co., Ltd.Inventor: Hajime Kato
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Patent number: 4289806Abstract: 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: GrantFiled: January 24, 1980Date of Patent: September 15, 1981Assignee: Nippon Petrochemicals Company, LimitedInventors: Atsushi Sato, Isoo Shimizu, Eiichi Matsuzaka
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Patent number: 4287234Abstract: 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: GrantFiled: October 9, 1979Date of Patent: September 1, 1981Assignee: Sipca Holding S.A.Inventors: Albert Amon, Roger Weil, Paul Heinzer
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Patent number: 4287264Abstract: 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: GrantFiled: March 7, 1980Date of Patent: September 1, 1981Assignee: Labelon CorporationInventor: Barry L. Marginean
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Patent number: 4286017Abstract: 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: GrantFiled: September 10, 1979Date of Patent: August 25, 1981Assignee: Honshu Seishi Kabushiki KaishaInventors: Masato Nakamura, Saburo Nishimatsu, Toshitake Itoh, Katsumi Moronuki
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Patent number: 4283077Abstract: 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: GrantFiled: March 6, 1980Date of Patent: August 11, 1981Assignee: Sterling Drug Inc.Inventors: Paul J. Schmidt, William M. Hung
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Patent number: 4283458Abstract: 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: GrantFiled: July 17, 1979Date of Patent: August 11, 1981Assignee: Fuji Photo Film Co., Ltd.Inventors: Akira Igarashi, Kozo Sato
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Patent number: 4281855Abstract: 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: GrantFiled: June 25, 1979Date of Patent: August 4, 1981Assignee: Ciba-Geigy CorporationInventor: Jean C. Petitpierre
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Patent number: 4275905Abstract: 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: GrantFiled: June 5, 1979Date of Patent: June 30, 1981Assignee: Appleton Papers Inc.Inventor: Robert E. Miller
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Patent number: 4275121Abstract: 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: GrantFiled: July 19, 1979Date of Patent: June 23, 1981Assignee: Sterling Drug Inc.Inventors: Nathan N. Crounse, Paul J. Schmidt
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Patent number: 4275206Abstract: 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: GrantFiled: January 16, 1980Date of Patent: June 23, 1981Assignee: Appleton Papers Inc.Inventors: William J. Becker, Sheldon Farber, Troy E. Hoover
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Patent number: 4273602Abstract: 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: GrantFiled: February 6, 1979Date of Patent: June 16, 1981Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Takao Kosaka, Yukio Tahara