Heterocyclic Organic Compound Component Patents (Class 427/151)
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Patent number: 4719198Abstract: A heat sensitive recording sheet including p-benzyloxybenzoic acid benzylester and filler in its color-forming layer which contains a basic colorless or pale-colored chromogenic dyestuff and an organic color-developing agent whereby a heat sensitive recording sheet having a highly stable developed image against oily substances such as hair oil, sweat, etc. is provided without deteriorating the fundamental qualities of the heat sensitive recording sheet.Type: GrantFiled: June 4, 1986Date of Patent: January 12, 1988Assignee: Jujo Paper Co., Ltd.Inventors: Masuhiko Sato, Toshimi Satake
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Patent number: 4717593Abstract: A heat-sensitive recording sheet obtained by applying aqueous dispersions of an electron donating colorless dye and an electron accepting compound to a base is disclosed. This heat-sensitive recording sheet is characterized in that at least one of the aqueous dispersion of the electron donating colorless dye and the aqueous dispersion of the electron accepting compound is dispersion prepared by dispersing by means of a horizontal sand mill.Type: GrantFiled: October 21, 1982Date of Patent: January 5, 1988Assignee: Fuji Photo Film Co., Ltd.Inventors: Akira Igarashi, Sukenori Nakamura
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Patent number: 4717423Abstract: Mixtures of dye precursors which contain (a) the lactone of 2-carboxy-4,4'-bisdimethylaminobenzhydrol (I) and (b) crystal violet lactone and/or one or more fluoran lactones of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, phenalkyl, unsubstituted or substituted phenyl or cycloalkyl, or ##STR2## is pyrrolidinyl, piperidinyl or morpholinyl, R.sup.3 is H or tert.-butyl, R.sup.4 is H or methyl, R.sup.5 is H, alkyl or phenalkyl and R.sup.6 is H, alkyl, phenalkyl, cycloalkyl or unsubstituted or substituted phenyl, or ##STR3## is pyrrolidinyl, piperidinyl or morpholinyl, possess improved lightfastness in pressure-sensitive recording systems.Type: GrantFiled: February 27, 1986Date of Patent: January 5, 1988Assignee: BASF AktiengesellschaftInventors: Rainer Dyllick-Brenzinger, Udo Mayer, Andreas Oberlinner
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Patent number: 4716424Abstract: A pressure- or heat-sensitive recording material which, in its color reactant system, contains as a color developer for the color former, at least one substituted resorcinol compound of the formula ##STR1## or a corresponding zinc or aluminium salt, in which R is a carboxyl- or aroyl-free substituent which has a positive Hammett para-sigma value and which is capable of forming, together with the adjacent hydroxyl group, an intramolecular hydrogen bond in the form of a six-membered ring.Type: GrantFiled: May 13, 1983Date of Patent: December 29, 1987Assignee: Ciba-Geigy CorporationInventors: Jean C. Petitpierre, Hermann Nachbur, Albert Wurmli
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Patent number: 4713364Abstract: A heat-sensitive recording material excellent in stability of recorded images is disclosed, which comprises a support having formed thereon a heat-sensitive recording layer comprising a colorless or pale-colored basic dye and a color developer capable of forming a color upon coming into contact with the basic dye, wherein said heat-sensitive recording layer further comprises at least one compound selected from the compounds represented by following formulae (I) and (II): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, and R.sub.8 independently represent a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms.Type: GrantFiled: March 6, 1986Date of Patent: December 15, 1987Assignee: Kanzaki Paper Mfg. Co., Ltd.Inventor: Naoto Arai
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Patent number: 4707464Abstract: A recording material comprising: one or more supports, an electron donating leuco dye and one or more electron accepting compound(s) is disclosed, in which said electron accepting compound(s) is/are represented by formula (I): ##STR1## wherein R.sub.1 represents a hydrogen atom, an alkyl group or an aryl group; Ar represents a substituted or unsubstituted polycyclic aryl group; and X.sub.1 and X.sub.2, which may be the same or different, each represents a hydrogen atom, a lower alkyl group, a lower alkenyl group or a halogen atom. The material exhibits improved preservability before and after recording and solvent resistance.Type: GrantFiled: November 21, 1986Date of Patent: November 17, 1987Assignee: Fuji Photo Film Co., Ltd.Inventors: Masanobu Takashima, Masato Satomura, Ken Iwakura, Akira Igarashi
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Patent number: 4705775Abstract: Chromogenic bisquinazolines of the formula ##STR1## wherein Q is the direct bond or an aliphatic or cycloaliphatic hydrocarbon radical, or is --CO--, --S-- or --SO.sub.2 --, andY is the radical of a couplable compound, in particular an N-substituted 4-aminophenyl radical or a hydrogenated quinoline radical, and the rings A, B and D are unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, phenyl, benzyl, lower alkoxy or lower alkoxycarbonyl.These compounds are particularly suitable color formers for pressure-sensitive or heat-sensitive recording materials and produce intense yellow or orange colors of excellent fastness to light and, in particular, sublimation.Type: GrantFiled: August 7, 1986Date of Patent: November 10, 1987Assignee: Ciba-Geigy CorporationInventors: Rudolf Zink, Ian J. Fletcher
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Patent number: 4705776Abstract: The invention relates to chromogenic 3,3-bisindolyl-4-azaphthalides of the general formula ##STR1## wherein Y.sub.1 is hydrogen, C.sub.1 -C.sub.12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is C.sub.1 -C.sub.12 acyl, benzyl or benzyl substituted halogen, nitro, lower alkyl or lower alkoxy,Y.sub.2 is C.sub.5 -C.sub.12 alkyl, preferably C.sub.6 -C.sub.9 alkyl, which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, andZ.sub.1 and Z.sub.2, each independently of the other, are hydrogen, lower alkyl or phenyl, and the rings A and B, each independently of the other, are unsubstituted or substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy, lower alkoxycarbonyl, amino, mono-lower alkylamino or di-lower alkylamino.These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and produce fast, strong red or violet colorations.Type: GrantFiled: December 16, 1985Date of Patent: November 10, 1987Assignee: Ciba-Geigy CorporationInventors: Davor Bedekovic, Ian J. Fletcher
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Patent number: 4704379Abstract: A pressure sensitive manifold sheet characterized in that a chelate record material comprising an iron (III) compound and/or a vanadium compound, and an aromatic compound having at least one of hydroxyl group and mercapto group on the aromatic ring in combination therewith is used further in combination with an infrared absorbing organic compound.Type: GrantFiled: March 3, 1986Date of Patent: November 3, 1987Assignee: Kanzaki Paper Manufacturing Co. Ltd.Inventors: Shunsuke Shioi, Kazuyuki Shinmitsu, Nobuo Kanda, Mitsuru Kondo, Makoto Miyake
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Patent number: 4697018Abstract: The invention provides processes for the preparation of both known and novel [bis(substituted-aryl) (indolyl)]methanes and [(substituted-aryl) (heteryl) (indolyl)]methanes, useful as color formers, particularly in carbonless duplicating and thermal marking systems, which comprises the interaction of [bis(substituted-aryl) (phenylsulfonyl)]methanes and [(substituted-aryl) (heteryl) (phenylsulfonyl)]methanes with indoles in the presence of either an alkaline or an acidic catalyst.Type: GrantFiled: September 30, 1985Date of Patent: September 29, 1987Assignee: The Hilton-Davis Chemical Co.Inventors: Paul J. Schmidt, William M. Hung
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Patent number: 4687853Abstract: Hetarylmethane leuco dyestuffs of the formula ##STR1## wherein R denotes halogen, alkyl, alkoxy, aryl or aryloxy,A denotes an aromatic-carbocyclic or -hetero-cyclic radical,B denotes hydrogen, halogen, alkyl, aryl, alkylcarbonyl, arylcarbonyl, amino, monoalkylamino, dialkylamino, arylamino, aralkylamino or acylamino,X denotes CH or N,Y denotes ##STR2## R.sub.6 denotes hydrogen or alkyl, m denotes 4-6 andn denotes O and 1-4 andwherein the cyclic and acyclic radicals in turn can be substituted by nonionic radicals, are used as color formers in pressure-copyable and thermoreactive recording materials.Type: GrantFiled: March 8, 1985Date of Patent: August 18, 1987Inventors: Hans-volker Runzheimer, Ulrich Nehen, Gert Jabs
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Patent number: 4688059Abstract: This invention relates to 3-aryl or heteroaryl-3-alkoxy, phenoxy-, alkylthio- or phenylthiophthalides useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2-(disubstituted amino)phenylcarbonylbenzoic acids with an acid chloride or an anhydride of an alkanoic acid in the first step and a further reaction of the product of the first step with an alcohol, a thioalcohol, a phenol or a thiophenol in a second step.Type: GrantFiled: October 20, 1986Date of Patent: August 18, 1987Assignee: The Hilton-Davis Chemical Co.Inventors: Paul J. Schmidt, William M. Hung
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Patent number: 4686548Abstract: A pressure-sensitive recording material of the type which is prepared by using an electron donating dye-precursor that produces a color when the dye-precursor is brought into contact with an electron accepting color developer. The pressure-sensitive recording material is characterized in that the solvent for said dye-precursor comprises an alkylated fraction which is prepared by alkylating a by-product fraction with at least one alkyl group having 1 to 5 carbon atoms, the by-product fraction containing the components within the boiling range of 255.degree. to 300.degree. C. on the atmospheric pressure basis and being obtained in the process for producing ethylbenzene or ethyltoluene from ethylene and benzene or toluene. The pressure-sensitive recording material of the invention has scarcely offensive odor and can develop a dense color with a higher color developing rate.Type: GrantFiled: June 14, 1985Date of Patent: August 11, 1987Assignee: Nippon Petrochemicals Company, LimitedInventors: Naoya Takahashi, Keiji Endo, Eiichi Matsuzaka, Satoshi Narui, Atsushi Sato
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Patent number: 4684574Abstract: The invention relates to a process for encapsulating solutions of reactants of color reaction systems by means of conventional encapsulation processes, the reactant initially being dissolved in a solvent with a good dissolving power and immediately prior to emulsification or encapsulation, a non-solvent, which only dissolves the reactant to an insignificant extent, is admixed with the fresh solution obtained in a quantity which adjusts a supersaturated system, the capsulates obtainable as a result thereof, as well as their use with an encapsulated solution of a basic color former, which supplies a color by the reaction with acid reactants, in non-carbon paper.Type: GrantFiled: March 5, 1985Date of Patent: August 4, 1987Assignee: Papierfabrik August Koehler AGInventors: Gunther Pietsch, Claus Hartmann
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Patent number: 4682191Abstract: A heat-sensitive recording paper is described, comprising a paper support having thereon a heat-sensitive color forming layer, wherein said paper support contains at least 10% by weight of a pigment and has an internal bonding strength as defined by Tappi-RC-308 of from 0.5 to 2.5 kg.cm.Type: GrantFiled: February 5, 1986Date of Patent: July 21, 1987Assignee: Fuji Photo Film Co., Ltd.Inventors: Shigehisa Tamagawa, Tetsuro Fuchizawa
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Patent number: 4682194Abstract: A heat-sensitive recording material is described, comprising a support comprising thereon a layer containing microcapsules containing a leuco dye and an organic solvent in a core thereof and a color developer outside of said microcapsules capable of reacting with said leuco dye to develop a color, wherein a glass transition point of said microcapsule wall is from about 60.degree. C. to 200.degree. C.Type: GrantFiled: November 17, 1986Date of Patent: July 21, 1987Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshimasa Usami, Toshiharu Tanaka, Shohei Yoshida
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Patent number: 4680598Abstract: The fluoran compounds of the formula (I) are new red color forming chromogenic dyes. ##STR1## wherein R represents an isobutyl or isopentyl group, R.sub.1 represents a hydrogen or halogen atom or an alkyl group, R.sub.2 represents a hydrogen or halogen atom or an alkyl group, R.sub.3 represents a hydrogen atom, and R.sub.4 represents a hydrogen atom, or R.sub.4 and R.sub.1 as well as R.sub.2 and R.sub.3 taken together with the carbon atoms to which they are attached may form a benzene ring which may be substituted with a halogen atom. They are used, together with an acidic developer, in chromogenic recording materials for use in pressure sensitive copying paper, heat-sensitive recording paper and thermo-sensitive, reversible color changing composition.Type: GrantFiled: April 8, 1986Date of Patent: July 14, 1987Assignee: Shin Nisso Kako Co., Ltd.Inventors: Takeo Obitsu, Tetsuo Igaki, Kimiaki Kinoshita, Morio Nanbu, Shinichi Satoh
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Patent number: 4680056Abstract: A carbonless paper solvent, a method of solubilizing a chromogenic material, and a recording sheet, all utilizing triisopropyltoluene, are the subject of the present invention. Triisopropyltoluene may be obtained by the alkylation of toluene and the resulting product will normally contain the 2,3,5, the 2,4,5 and the 2,4,6 isomers. The triisopropyltoluene may be combined with other known dye solvents such as alkylated naphthalenes, diarylmethanes and alkylated biphenyls to present a carbonless paper solvent or it may be utilized alone. The triisopropyltoluene will normally be present in a quantity of at least 40% by weight of the total solvent. A recording sheet may be formed by a paper which is coated with a continuous layer of microcapsules containing chromogenic marking material and a solvent comprising triisopropyltoluene.Type: GrantFiled: January 23, 1986Date of Patent: July 14, 1987Assignee: Koch Industries, Inc.Inventor: Andrew P. Komin
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Patent number: 4675706Abstract: Disclosed is a pressure-sensitive record unit which comprises a top sheet having coated on the underside thereof solid color former material and a bottom sheet having coated on the upper side thereof a coating comprising solid color developer material and microcapsules containing a liquid solvent for the color former. Such a record unit makes possible the unexpectedly efficient utilization of the color former material. It furthermore permits the printing application of some of the components, resulting in even more efficient utilization of color former material and elimination of undesirable side effects of printed record units taught in the prior art.Type: GrantFiled: March 7, 1986Date of Patent: June 23, 1987Assignee: Appleton Papers Inc.Inventors: Robert E. Miller, Robert W. Brown
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Patent number: 4675269Abstract: Imaging sheets having a coating containing chromogenic material and a photosensitive composition, with at least the photosensitive composition encapsulated in rupturable microcapsules as an internal phase, are processed by free particle abrasion to rupture the microcapsules coating the surfaces of the imaging sheets by establishing relative motion between the imaging sheets and a body of free particles.Type: GrantFiled: January 3, 1986Date of Patent: June 23, 1987Assignee: The Mead CorporationInventors: Edward J. Saccocio, T. Kay Kiser, Richard F. Wright, Donald L. Head
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Patent number: 4675707Abstract: A thermally-sensitive color-forming composition is disclosed which comprises chromogenic material and certain acidic developer material. Record material comprising this color-forming composition exhibits greatly improved background coloration.Type: GrantFiled: December 2, 1985Date of Patent: June 23, 1987Assignee: Appleton Papers Inc.Inventors: Steven L. Vervacke, Thomas C. Petersen
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Patent number: 4668967Abstract: 3-N-isobutyl-ethylamino-7-phenylaminofluoran is a new green color former. It is used, together with an acidic substance, in color forming record materials for use in pressure sensitive copying paper, heat-sensitive recording paper and the like.Type: GrantFiled: May 28, 1986Date of Patent: May 26, 1987Assignee: Shin Nisso Kako Co., Ltd.Inventors: Masakichi Yahagi, Takeo Obitsu, Tetsuo Igaki, Kazuyuki Horisawa, Morio Nanbu, Kimiaki Kinoshita, Sumio Manaka
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Patent number: 4665411Abstract: A heat-sensitive recording material is described, comprising a recording layer containing a diazo compound and a coupling component provided on a support, wherein one of said diazo compound and said coupling component is contained in microcapsules together with an organic solvent having a dielectric constant of from 5.2 to 7.5.Type: GrantFiled: May 16, 1985Date of Patent: May 12, 1987Assignee: Fuji Photo Film Co., Ltd.Inventors: Masataka Kiritani, Toshimasa Usami, Toshiharu Tanaka
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Patent number: 4663642Abstract: A thermosensitive recording material comprises a support member, (b) a thermosensitive coloring layer formed on the support member, comprising a binder agent, a colorless or light-colored leuco dye and a color developer capable of inducing color formation is the leuco dye upon application of heat thereto, and (c) a protective layer formed on the thermosensitive coloring layer, comprising a binder agent, a filler and an ultraviolet-ray-absorbing benzotriazole derivative.Type: GrantFiled: February 20, 1986Date of Patent: May 5, 1987Assignee: Ricoh Company, Ltd.Inventors: Naomi Kameda, Kenji Uematsu
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Patent number: 4660060Abstract: 3-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)-3-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)-X-phthalides, 7-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)-7-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)furo[3,4b]-pyridine-5(7H)-ones and 5-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)-5-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)furo[3,4b]-pyridine-7(5H)-ones are useful as color formers in transfer imaging systems, pressure-sensitive carbonless duplicating systems and thermal-responsive marking systems. The phthalides are prepared by the interaction of the corresponding 2-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)carbonyl-X-benzoic acid with the corresponding 3-R.sup.2 -N-R.sup.3 -N-R.sup.4 -aniline or the interaction of the corresponding 2-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)carbonyl-X-benzoic acid with the corresponding 1-R-2-R.sup.1 -5/6-Y-indole. The furopyridines are prepared by the interaction of the corresponding 2/3-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)carbonylpyridine-3/2-carboxylic acid with the corresponding 3-R.sup.Type: GrantFiled: June 17, 1985Date of Patent: April 21, 1987Assignee: The Hilton-Davis Chemical Co.Inventors: William M. Hung, Angelique M. Black
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Patent number: 4658276Abstract: A new phthalide derivative useful as a colorless chromogenic material has the following formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 have the same meaning as defined hereinbefore.Type: GrantFiled: June 11, 1986Date of Patent: April 14, 1987Assignee: Kanzaki Paper Manufacturing Co., Ltd.Inventors: Nobuo Kanda, Tetsuro Horiike, Mitsuru Kondo
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Patent number: 4644374Abstract: When, in a heat-sensitive recording material comprising a substrate and a heat-sensitive recording layer provided on the substrate and containing an ordinarily colorless or light-colored dye precursor and a color developer capable of allowing the dye precursor to develop a color by reacting with the dye precursor when heated, the heat-sensitive recording layer further contains 1,2,3-tris(3-butyl-4-hydroxy-6-methylphenyl)butane, the resulting heat-sensitive recording material has excellent sensitivity and image stability.Type: GrantFiled: August 7, 1985Date of Patent: February 17, 1987Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Shigetoshi Hiraishi, Kazuyoshi Kondo, Takashi Banba
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Patent number: 4644377Abstract: A fluoran derivative with an arylamino group at the 2-position of the fluoran ring, a long-chain alkyl group at the 3-position of the fluoran ring and an amine residue at the 6-position of the fluoran ring, which can be effectively employed as a dye precursor in black color-forming type recording materials.Type: GrantFiled: April 12, 1984Date of Patent: February 17, 1987Assignee: Fuji Photo Film Co., Ltd.Inventors: Masato Satomura, Akira Igarashi, Ken Iwakura
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Patent number: 4644376Abstract: A heat-sensitive recording material is described, comprising a support having thereon a layer containing microcapsules containing at least a first coloring component capable of undergoing a coloring reaction and an organic solvent in a core, and at least a second component causing said coloring reaction with said first coloring component in the microcapsules, wherein two or more kinds of microcapsules comprising respective microcapsule walls having different glass transition points constitute said microcapsules.Type: GrantFiled: May 2, 1985Date of Patent: February 17, 1987Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshimasa Usami, Toshiharu Tanaka
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Patent number: 4642663Abstract: A novel 6-tetrahydrofurfurylaminofluoran compound useful as a color former (precursory colorant) for a heat-sensitive recording sheet is of the formula (I): ##STR1## wherein R.sub.1 is H, C.sub.1-8 alkyl, tetrahydrofurfuryl, phenyl alkyl(C.sub.1-5)phenyl, or C.sub.3-8 cyclic alkyl, R.sub.2 is H, Cl, F, C.sub.1-5 alkyl, C.sub.1-5 alkoxy, C.sub.2-10 alkoxyalkyl, phenyl or benzyl, and R.sub.3 is H, Cl, F, C.sub.1-5 alkyl and C.sub.2-7 acryl.Type: GrantFiled: December 16, 1985Date of Patent: February 10, 1987Assignee: Hodogaya Chemical Co., Ltd.Inventors: Hideyuki Sensui, Susumu Suzuka, Michihiro Gonda, Katsumasa Kikkawa
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Patent number: 4641160Abstract: A new phthalide derivative useful as a colorless chromogenic material has the general formula: ##STR1## wherein R.sub.1 to R.sub.10, X.sub.1, X.sub.2, Y.sub.1, Y.sub.2, Z, a and b have the same meaning as defined hereinbefore.Type: GrantFiled: November 2, 1984Date of Patent: February 3, 1987Assignee: Kanzaki Paper Manufacturing Co., Ltd.Inventors: Mitsuru Kondo, Tomoyuki Okimoto, Nobuo Kanda
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Patent number: 4640847Abstract: Disclosed herein is a process for producing a partially pressure-sensitive recording paper comprising dispersing microcapsules containing a solution of color-former, into a thermally melting suspension medium selected from the group consisting of Japan tallow (haze wax), Carnauba wax, Montan wax, paraffin wax, microcrystalline wax, polyethylene wax, oxidized wax and the mixtures thereof, thereby obtaining an ink comprising the microcapsules and the thermally melting suspension medium, and painting the thus obtained ink on a specified part of a surface of a sheet of paper.Type: GrantFiled: January 11, 1985Date of Patent: February 3, 1987Assignee: Kureha Kagaku Kogyo Kabushiki KaishaInventors: Yoshio Okada, Yuriko Igarashi
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Patent number: 4639271Abstract: A chromogenic mixture capable of forming a black image with zinc-modified phenolic resins is disclosed that includes an orange chromogen, a green or single component black chromogen and a blue, indigo or violet chromogen.Type: GrantFiled: April 24, 1985Date of Patent: January 27, 1987Assignee: Moore Business Forms, Inc.Inventors: Robert W. Brunea, James M. Raby
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Patent number: 4636818Abstract: A carbonless system having improved imaging characteristics by the use of microcapsules containing only solvent is disclosed. The solvent-only capsules are disposed within a carbonless system to enhance the resulting image without the use of additional dye precursor.Type: GrantFiled: June 5, 1985Date of Patent: January 13, 1987Assignee: Moore Business Forms, Inc.Inventor: Richard J. Jerabek
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Patent number: 4636820Abstract: 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: January 17, 1985Date of Patent: January 13, 1987Assignee: The Hilton-Davis ChemicalInventors: Paul J. Schmidt, William M. Hung
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Patent number: 4636819Abstract: A thermosensitive recording material comprises (a) a support member, (b) a thermosensitive coloring layer formed on the support member, comprising a colorless or light-colored leuco dye, a zinc thiocyanate antipyrine complex having the following formula, which serves as a color developer capable of inducing color formation in the leuco dye upon application of heat thereto, and (c) a protective layer formed on the thermosensitive coloring layer, consisting essentially of a water-soluble resin for protecting the thermosensitive coloring layer.Type: GrantFiled: January 27, 1986Date of Patent: January 13, 1987Assignee: Ricoh Company, Ltd.Inventors: Masanaka Nagamoto, Norio Kurisu, Keishi Taniguchi
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Patent number: 4633277Abstract: This invention provides a heat-sensitive recording material comprising a base sheet and a heat-sensitive record layer formed over the base sheet and comprising a colorless or pale-colored basic dye and a color developing material capable of forming a color when contacted with the dye, the recording material being characterized in that the heat-sensitive record layer comprises as the color developing material at least one compound represented by the formula ##STR1## wherein X is straight- or branched-chain alkylene group having 1 to 4 carbon atoms, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each hydrogen atom, halogen atom, alkyl group having 1 to 4 carbon atoms, alkoxy group having 1 to 4 carbon atoms, phenyl group or benzyl group, or R.sub.1 and R.sub.2 R.sub.2 and R.sub.3, and R.sub.4 and R.sub.5, when taken together, may form an aromatic ring, and when R.sub.4 and R.sub.5 taken together form an aromatic ring, the hydroxy group on the benzene ring to which R.sub.4 and R.sub.Type: GrantFiled: June 24, 1985Date of Patent: December 30, 1986Assignee: Kanzaki Paper Manufacturing Co., Ltd.Inventors: Toshitake Suzuki, Fumio Hama, Mitsuru Kondo
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Patent number: 4631204Abstract: A process for producing a color developer sheet for pressure-sensitive recording comprising mixing a coating liquid containing a metal salt of an aromatic carboxylic acid and an aqueous emulsion of an organic solvent and coating the resulting mixture on a support, wherein the organic solvent has a boiling point of about 150.degree. C. to about 315.degree. C. and dissolves the metal salt of the aromatic carboxylic acid in such an amount that the metal salt of the aromatic carboxylic acid has a solubility in the organic solvent of 10 or more at 25.degree. C.Type: GrantFiled: May 10, 1984Date of Patent: December 23, 1986Assignee: Fuji Photo Film Co., Ltd.Inventor: Hirofumi Mitsuo
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Patent number: 4629630Abstract: A check paper is being described which is protected against falsifications and forgeries. Crushable micro capsules are being embedded in check paper which contain on one hand a leuco ink and on the other hand a color acceptor. The color acceptor can also be stored in the body of the paper without the use of micro capsules. The leuco ink and the color acceptor react together under color development or color changes if the micro capsules burst through imprinting or other local pressure application to the paper surface. Thus, a character written on the paper surface becomes visible within the body of the paper and cannot be forged anymore.Type: GrantFiled: April 30, 1984Date of Patent: December 16, 1986Assignee: GAO Gesellschaft Fuer Automation und Organisation mbHInventor: Ludwig Devrient
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Patent number: 4628337Abstract: Reversible image-forming materials on which images are formed by a thermal head and conversely the formed images are erasable by water or moisture are obtained by providing, on one surface of a support, a recording layer comprising a specific fluorane type color former, a color developer and a binder and further providing an overcoat layer on the recording layer. By providing further a sticking prevention layer on the overcoat layer, sticking can be prevented and high speed printing is enabled.Type: GrantFiled: March 14, 1985Date of Patent: December 9, 1986Assignees: Mitsubishi Paper Mills, Ltd., Nippon Hoso Kyo KaiInventors: Mikiya Sekine, Toshihiko Matsushita, Sadao Morishita, Yasuhiko Oiri
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Patent number: 4628336Abstract: A thermosensitive recording sheet having a thermosensitive color developing layer containing a basic leuco dye and an organic color developer, said layer containing a polyphenyl ester compound of the general formula ##STR1## wherein R.sup.1 and R.sup.2, independently from each other, represent an alkyl group, a cycloalkyl group, or an aryl, aralkyl or aryloxyalkyl group which may have at least one substituent selected from the class consisting of halogen atoms, nitro groups, hydroxyl groups, lower alkyl groups and lower alkoxy groups.Type: GrantFiled: July 11, 1985Date of Patent: December 9, 1986Assignees: Jujo Paper Co., Ltd., Yoshitomi Pharmaceutical Industries Ltd.Inventors: Toshimi Satake, Toshiaki Minami, Fumio Fujimura, Satoshi Oda, Masato Magami
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Patent number: 4623391Abstract: Color developers for use in pressure-sensitive or heat-sensitive recording papers comprise N-monosubstituted sulfonamides which contain at least one electron-withdrawing group within five atoms of the amido group of the sulfonamide. The N-monosubstituted sulfonamide may be in the form of an N-substituted, N'-mono or di-substituted sulfamide, or a polyfunctional molecule containing such an N-monosubstituted sulfonamide as the functional or impeding group thereof. The maximum color developing potential is realized when these compounds are used in conjunction with a source of metal or metal compound.Type: GrantFiled: April 10, 1985Date of Patent: November 18, 1986Assignee: The Standard Register CompanyInventor: Michael E. A. Seitz
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Patent number: 4622566Abstract: A heat-sensitive recording material is disclosed, comprising a support having thereon a heat-sensitive, color-forming layer mainly composed of as color-forming components a colorless or pale-colored leuco dye and an acidic compound capable of allowing said leuco dye to color develop by heating, wherein said heat-sensitive, color-forming layer comprises a color former comprising a fluoran derivative represented by the following general formula (I): ##STR1## wherein R.sub.1 and R.sub.2 each represents a lower alkyl group, and X represents a halogen atom, a lower alkyl group, a cyano group, or a nitro group, a developer comprising bis(p-hydroxyphenyl)sulfone or a derivative thereof represented by the following general formula (II): ##STR2## wherein R.sub.3 and R.sub.Type: GrantFiled: July 29, 1985Date of Patent: November 11, 1986Assignee: Sanyo-Kokusaku Pulp Co., Ltd.Inventors: Norikazu Kasamatsu, Masao Matsukawa, Hirokazu Hirata, Masaru Mishima
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Patent number: 4622565Abstract: A multi-colored image recording method capable of producing in repetition clear multi- and full-colored images having high density on a number of receiving sheets is disclosed, in which a thermosensitive image transfer sheet including four leuco dye layers respectively containing yellow, magenta, cyan and black leuco dyes that can be respectively colored in yellow, magenta, cyan and black, and a color developer layer containing a color developer capable of developing the leuco dyes in the four colors is superimposed on a receiving sheet and heat is applied to the thermosensitive image transfer sheet in accordance with the desired color tone information, whereby the leuco dyes and the color developer are transferred from the image transfer sheet onto the receiving sheet so as to selectively overlap the leuco dyes and the color developer, thereby producing multi-colored images by the coloring reaction therebetween.Type: GrantFiled: January 30, 1985Date of Patent: November 11, 1986Assignee: Ricoh Company, Ltd.Inventors: Hideo Watanabe, Kanjiro Kawasaki, Keishi Kubo, Minoru Hakiri, Nobuhiro Takigawa
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Patent number: 4617582Abstract: In a heat-sensitive recording sheet having a heat-sensitive coating layer comprising a colorless to light-colored dye precursor as color former and a color developer which causes said dye precursor to develop a color by reacting with said dye precursor when heated, the color development sensitivity of said sheet, particularly at low temperatures, is enhanced by using benzyl p-hydroxybenzoate as said color developer and allowing said heat-sensitive coating layer to further comprise a terephthalic acid ester having a melting point of 60.degree. C. or higher and a fatty acid amide or derivative thereof having a melting point of 60.degree. C. or higher.Type: GrantFiled: June 19, 1984Date of Patent: October 14, 1986Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Masahiro Miyauchi, Masahiro Higuchi
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Patent number: 4614955Abstract: A heat sensitive recording paper is described comprising a support and a heat sensitive recording layer containing a colorless or light colored electron-donating dye and a phenolic compound, said recording paper containing a sodium or potassium salt of a monovalent or divalent organic carboxylic acid having from 2 to 15 carbon atoms in at least one of the support and the recording layer, to obtain a desired gain in conductivity without being attended by a drop in coating facility.Type: GrantFiled: October 5, 1984Date of Patent: September 30, 1986Assignee: Fuji Photo Film Co., Ltd.Inventors: Takekatsu Sugiyama, Hiroharu Matsukawa
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Patent number: 4613879Abstract: This invention relates to chromogenic recording materials comprising as a chromogenic substance 3-N-isobutylethylamino-6-methyl-7-phenylaminofluoran of the following formula (I) ##STR1##Type: GrantFiled: April 18, 1984Date of Patent: September 23, 1986Assignee: Shin Nisso Kako Co., Ltd.Inventors: Masakichi Yahagi, Tetsuo Igaki, Sinzi Yoshinaka, Kousaku Morita, Morikuni Saito, Kimiaki Kinoshita
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Patent number: 4613878Abstract: A two-color thermosensitive recording material comprising a support material, a first lower thermosensitive coloring layer and a second upper thermosensitive coloring layer supported on the support material, capable of yielding two different colors, with the coloring temperature for the second thermosensitive coloring layer being lower than that for the first thermosensitive coloring layer, in which at least the second thermosensitive coloring layer contains a basic leuco dye and a color developer capable of inducing color formation in the leuco dye upon application of thermal energy, and a decolorizing agent for decoloring the color developed in the second thermosensitive coloring layer at the time of color development of the first thermosensitive coloring layer is contained in the first thermosensitive coloring layer or in a decolorizing intermediate layer interposed between the first thermosensitive coloring layer and the second thermosensitive layers, which decolorizing agent is a di-substituted aromaticType: GrantFiled: November 15, 1985Date of Patent: September 23, 1986Assignee: Ricoh Company, Ltd.Inventors: Norihiko Inaba, Kiyotaka Iiyama
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Patent number: 4612556Abstract: Free formaldehyde is removed from a formaldehyde-containing suspension of microcapsules by the addition of a compound having a B dicarbonyl group or a cyclic ketone. The thus-treated microcapsules are particularly suitable for the production of self-contained pressure sensitive copying material in which the image-generating reactants are present in a single coating composition.Type: GrantFiled: October 5, 1984Date of Patent: September 16, 1986Assignee: The Wiggins Teape Group LimitedInventor: Peter Pinot de Moira
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Patent number: RE32466Abstract: Disclosed is a heat-sensitive color-forming recording material which comprises a recording layer comprising a particulate phenolic color developer and a particulate leuco pigment, which are dispersed in a binder independently from each other, wherein the phenolic color developer and/or leuco pigment is present in the form of compatible solid particles with a substantially inactive organic solid medium having a melting or softening point lower than that of the phenolic color developer and/or leuco pigment and said organic solid medium is present in said compatible solid particles in an amount .[.2 to 250 times as large as.]. .Iadd.of 0.2 to 250% by weight, based on .Iaddend.the amount of the phenolic color developer and/or leuco pigment on the weight base. This heat-sensitized color-forming recording material is highly sensitive without substantial increase of the fog density.Type: GrantFiled: June 30, 1986Date of Patent: July 28, 1987Assignee: Mita Industrial Co Ltd.Inventor: Nobuhiro Miyakawa