Identified Color-former Patents (Class 503/218)
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Patent number: 5215956Abstract: In the color changing print of this invention, plural areas are printed by using plural types of color changing inks which develop into different colors from the substantially invisible colorless state by reaction with a color changing agent. By the emergence of print from colorlessness and by giving changes in the appearing colors, unexpectedness and entertainingness are provided so that an attractive education may be realized.Type: GrantFiled: September 3, 1991Date of Patent: June 1, 1993Inventor: Kiyoharu Kawashima
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Patent number: 5210064Abstract: The addition, to a thermal imaging medium comprising a color-forming compound which undergoes a change of color upon heating above a color-forming temperature for a color-forming time, the color-forming compound being of the cyclic sulfonamide type described in U.S. Pat. Nos. 4,720,449 and 4,960,901, of a quinone or hydroquinone increases the sensitivity of the imaging medium and helps to prevent fading of images produced therefrom while the images are being projected.Type: GrantFiled: November 20, 1991Date of Patent: May 11, 1993Assignee: Polaroid CorporationInventors: Rita S. Shon Baker, Larry C. Takiff
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Patent number: 5206208Abstract: The addition, to a thermal imaging medium comprising a color-forming compound which undergoes a change of color upon heating above a color-forming temperature for a color-forming time, the color-formingcompound being of the cyclic sulfonamide type described in U.S. Pat. Nos. 4,720,449 and 4,960,901,of a source of zinc, nickel, copper(II), cobalt(II) or aluminum(III) cations increases the sensitivity of the imaging medium and helps to prevent fading of images produced therefrom while the images are being projected.Type: GrantFiled: November 20, 1991Date of Patent: April 27, 1993Assignee: Polaroid CorporationInventors: Rong C. Liang, William C. Schwarzel, Rita S. Shon Baker, Robert P. Short, Stephen R. Sofen, Michael A. Young
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Patent number: 5206118Abstract: A color-change dosimeter film made of a halogen-containing polymer in which is dispersed an acid-sensitive leuco dye, which dye a) is substantially free from groups that are sensitive to high-energy radiation and b) becomes colored in acid. This color-change dosimeter film (1) remains substantially colorless upon exposure to artificial illumination, including fluorescent light, for at least several months, (2) becomes colored upon exposure to high-energy radiation and accurately indicates small changes in dosage by the intensity of its color, and (3) remains substantially unchanged in its intensity of that color after being stored for several months, whether or not exposed to artificial illumination. An article of either quantitative or qualitative determination of the extent of high-energy radiation exposure is also provided, displaying a colored message of words, codes, symbols, or patterns on a substrate after exposure to the high-energy radiation.Type: GrantFiled: June 19, 1991Date of Patent: April 27, 1993Assignee: Minnesota-Mining & Manufacturing CompanyInventors: Lu Ann N. Sidney, Doreen C. Lynch, Peggy S. Willett
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Patent number: 5196297Abstract: This invention relates to novel recording materials which employ color-forming di- and triarylmethane compounds possessing certain S-containing ring-closing moieties, namely, or thiolactone, dithiolactone or thioether ring-closing moiety and to a method of forming color by contacting these dye precursor compounds with a Lewis acid material capable of opening the thiolactone, dithiolactone or thioether ring-closing moiety whereby the compound is rendered colored, that is, converted to its chromophore color.Type: GrantFiled: December 5, 1986Date of Patent: March 23, 1993Assignee: Polaroid CorporationInventors: Edward J. Dombrowski, Jr., James R. Freedman, Patrick F. King
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Patent number: 5190909Abstract: Pressure- or heat-sensitive record material utilizes a chromogenic material of the formula (I) (Ia or Ib): ##STR1## in which: one of A.sub.1 and A.sub.3 is an optionally-substituted carbocyclic aryl group and the other of A.sub.1 and A.sub.3 is either an optionally-substituted aryl group which is the same as or different from A.sub.1, or an optionally-substituted nitrogen-containing aromatic heterocyclic group, with the proviso that if both A.sub.1 and A.sub.3 are aryl groups, then at least one of A.sub.1 and A.sub.3 has a substituted amino or -N-heterocyclic substituent in the 4- position (relative to the bond joining A.sub.1 or A.sub.3 respectively to the remainder of the molecule);A.sub.2 is hydrogen or an optionally-substituted aryl, alkyl or aralkyl group; andA.sub.4 is hydrogen or an optionally-substituted alkyl, aryl or aralkyl group.Type: GrantFiled: November 15, 1990Date of Patent: March 2, 1993Assignee: The Wiggins Teape Group LimitedInventors: Kenneth J. Shanton, Farid Azizian
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Patent number: 5178670Abstract: A color former for pressure- and heat-sensitive recording systems containinga) at least one 3,1-benzoxazine of the formula ##STR1## b) at least one fluoran of the formula ##STR2## c) at least one 3,1-benzoxazine of the formula ##STR3## and/or at least one lactone of the formula ##STR4## in which the substituents have the meanings given in the description, produces black colorations having good color intensity.Type: GrantFiled: March 25, 1991Date of Patent: January 12, 1993Assignee: Bayer AktiengesellschaftInventors: Gunther Klug, Horst Berneth, Gert Jabs
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Patent number: 5155087Abstract: A recording material containing as a color forming system (a) a colorless or light-colored dye precursor, and (b) an isocyanate compound having aromaticity, and if necessary (c) a color developer is excellent in image retention rates in terms of light resistance and plasticizer resistance and has a large degree of freedom of hues.Type: GrantFiled: May 22, 1991Date of Patent: October 13, 1992Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Toshihiko Matsushita, Shigetoshi Hiraishi, Sadao Morishita
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Patent number: 5153169Abstract: An imaging medium has at least one color-forming layer comprising a thermal color-forming composition adapted to undergo a change of color upon increase in the temperature of the color-forming layer above a color-forming temperature for a color-forming time, the color-forming layer further comprising a color stabilizer which is a hindered amine light stabilizer or a nitrones. The color stabilizer prevents development of color in the medium during storage before or after imaging, thereby reducing the minimum optical density of the imaged medium and/or color distortion in the image.Type: GrantFiled: May 6, 1991Date of Patent: October 6, 1992Assignee: Polaroid CorporationInventors: James R. Freedman, Michael A. Young
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Patent number: 5143891Abstract: A chromogenic compound for use in pressure- or heat-sensitive record material has the general formula (I):R.sub.1 --CH.dbd.CH--CR.sub.3 (OR.sub.4)--CH.dbd.CH--R.sub.2 (I)in which: R.sub.1 and R.sub.2 are the same or different and each is a group of one of the formula (II): ##STR1## in which the benzene ring of the group of formula (IIa) is optionally further substituted, and in which: R.sub.10 and R.sub.11 are each independently hydrogen or an optionally-substituted alkyl, aryl or aralkyl group, or R.sub.10 and R.sub.11 together with the nitrogen atom to which they are attached form an optionally-substituted heterocyclic ring, which may include one or more further hetero atoms; R.sub.12, and R.sub.13 and R.sub.14 are each independently hydrogen or an optionally-substituted alkyl, aryl or aralkyl group; R.sub.3 is an optionally-substituted aryl group; and R.sub.4 is hydrogen or an optionally-substituted alkyl, aryl or aralkyl group.Type: GrantFiled: November 15, 1990Date of Patent: September 1, 1992Assignee: The Wiggins Teape Group LimitedInventor: Kenneth J. Shanton
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Patent number: 5126233Abstract: This invention is directed to a compound which is 4-(4'-(N',N'-dimethylamino)phenyl)-2-(2'-n-octyloxyphenyl)-6-phenyl pyridine.Type: GrantFiled: February 20, 1991Date of Patent: June 30, 1992Assignee: The Mead CorporationInventors: Ramamurthi Kannan, Steven L. Yeager
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Patent number: 5124308Abstract: This invention concerns monosubstituted dithiooxamides, and a preferred class comprises those wherein the substituent is such that the resulting dithiooxamide derivative is substantially nonvolatile at about room temperature. Preferred materials are those for which when the monosubstituent dithiooxamide is complexed with a transition metal cation, the resulting polymer is substantially a dark, i.e., preferably blue or blue-black color. Carbonless paper constructions involving use of N-(monosubstituted)dithiooxamides to advantage are described.Type: GrantFiled: November 17, 1989Date of Patent: June 23, 1992Inventors: Loren D. Albin, David R. Boston, Derek R. Callaby, Jacqueline M. Furlong, Robert J. Lokken, Roger A. Mader, David B. Olson, Wayne O. Otteson, Norman P. Sweeny, Daryle H. Busch, Nusrallah Jubran
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Patent number: 5110848Abstract: A process for dispersing particles of an organic commpound in water is disclosed, which comprises dispersing the organic compound in water using (1) a water-soluble high molecular weight compound having a molecular weight of at least 10,000 and (2) a copolymer formed from a monomer represented by the following formula (I) and a monomer represented by the following formula (II), said copolymer having a molecular weight of not more than 10,000: ##STR1## wherein M.sub.1 and M.sub.2 each represents an alkali metal atom or an ammonium group; R.sub.1 represents a hydrogen atom, a methyl group, or an ethyl group; and R.sub.2 represents an alkyl group having from 2 to 18 carbon atoms.Type: GrantFiled: February 1, 1989Date of Patent: May 5, 1992Assignee: Fuji Photo Film Co., Ltd.Inventor: Akira Igarashi
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Patent number: 5098881Abstract: The present invention provides a heat sensitive recording material which comprises an aromatic isocyanate compound, an imino compound which reacts with said aromatic isocyanate compound upon application of heat to form a color and a metallic soap which is pulverized together with said imino compound. Preferably the metallic soap has an average particle diameter of 0.5-2.0 .mu.m. This heat sensitive material is excellent in sensitivity and can form an image or excellent stability.Type: GrantFiled: June 13, 1991Date of Patent: March 24, 1992Assignee: Mitsubishi Paper Mills Ltd.Inventors: Shigtetoshi Hiraishi, Susumu Yamanobe
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Patent number: 5092925Abstract: The invention relates to mixtures of a) at least one 3,1-benzoxazine of the formula ##STR1## and b) at least one fluorane of the formula ##STR2## wherein the radicals of the abovementioned formulae have the meaning given in the description, and their use as color-forming agents for pressure- and heat-sensitive recording materials and to such recording materials.Type: GrantFiled: December 6, 1989Date of Patent: March 3, 1992Assignee: Bayer AktiengesellschaftInventors: Horst Berneth, Gunter Klug, Gert Jabs
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Patent number: 5084593Abstract: Leuco dyes of the formula (I) are disclosed, ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represent an alkyl group having 1 to 10 carbon atoms; X represents hydrogen, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or a halogen; and Y represents R.sub.5 --Z--SO.sub.2 NH--, R.sub.6 --Z--CONH--, or ##STR2## in which Z represents ##STR3## R.sub.5 and R.sub.6 each represent hydrogen, an alkyl group having 1 to 10 carbon atoms, or a halogen; and R.sub.7 and R.sub.8 each represent hydrogen, a cyano group, or --COR.sub.9, in which R.sub.9 represents a lower alkyl group, a lower alkoxyl group, a phenyl group which may be substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen; a naphthyl group which may be substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen with the proviso that R.sub.7 and R.sub.8 are not both hydrogen.Type: GrantFiled: December 14, 1990Date of Patent: January 28, 1992Assignee: Ricoh Company, Ltd.Inventors: Hiroshi Gotoh, Shigeru Kusakata, Isao Shiojima
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Patent number: 5079211Abstract: The present invention provides a heat sensitive recording material which is less in fog in background area and has superior color toning effect with high image storage stability which contain a fluoran compound represented by the following formula in addition to an aromatic isocyanate compound and an imino compound having at least one >C.dbd.NH group which forms color upon application of heat: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 each represents a hydrogen atom, a lower alkyl group, a cyclohexyl group or an allyl group and R.sub.4 and R.sub.5 each represents a hydrogen atom, a lower alkyl group, a phenyl group, a cyclohexyl group or an aralkyl group. This heat sensitive recording material may further contain a heat fusible substance and/or a phenol compound to further improve heat responsivity or anti-fogging properties of background portion.Type: GrantFiled: October 11, 1989Date of Patent: January 7, 1992Assignee: Mitsubishi Paper Mills LimitedInventors: Yutaka Shimura, Toshimitsu Nakajima, Shigetoshi Hiraishi
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Patent number: 5057154Abstract: A leuco dye of the formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, and R.sup.8 each represent a lower alkyl group; A represents ##STR2## in which R.sup.9 and R.sup.10 each represent hydrogen, provided that both R.sup.9 and R.sup.10 may not be hydrogen, --CN or --COR.sup.14 in which R.sup.14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, ##STR3## in which ##STR4## represents a phenyl group or a naphthyl group, R.sup.11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or ##STR5## in which R.sup.Type: GrantFiled: April 20, 1990Date of Patent: October 15, 1991Assignee: Ricoh Company, Ltd.Inventors: Shigeru Kusakata, Hiroshi Gotoh, Isao Shiojima
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Patent number: 5051333Abstract: An optical image-recording material comprising:(a) microcapsules, in which at least one leuco dye capable of forming a color by oxidation and at least one photo-oxidizing agent are enclosed together, and (b) at least one reducing agent not enclosed in the microcapsules, or(c) microcapsules, in which at least one reducing agent is enclosed, and (d) both at least one leuco dye capable of forming a color by oxidation and at least one photo-oxidizing agent not enclosed in the microcapsules,wherein the microcapsules have capsule walls made from a material which lowers its permeability barrier to at least one component selected from the photo-oxidizing agent and the reducing agent when the capsule wall material is heated above its glass transition temperature, and the leuco dye is a xanthene compound having an N-substituted anilino group substituted by an electron attracting group.Type: GrantFiled: June 21, 1990Date of Patent: September 24, 1991Assignee: Fuji Photo Film Co., Ltd.Inventors: Naoto Yanagihara, Ken Iwakura, Tosiaki Endo, Keiso Saeki
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Patent number: 5043315Abstract: A heat-sensitive recording material comprising a support and a heat-sensitive recording layer provided on the support, said heat-sensitive recording layer comprising an aromatic or heterocyclic isocyanate compound and an imino compound which reacts with the isocyanate compound to form color upon heating, said isocyanate compound being in the form of particles having an average diameter of 0.7-3.0 .mu.m. With use of the heat-sensitive recording material, images sufficient in optical density for practical use can be printed.Type: GrantFiled: November 1, 1990Date of Patent: August 27, 1991Assignee: Mitsubishi Paper Mills LimitedInventors: Mikiya Sekine, Shigetoshi Hiraishi
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Patent number: 5024699Abstract: A leuco dye having the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each represent a lower alkyl group; R.sup.5 represents an .alpha.-naphthyl group, .beta.-naphthyl group or ##STR2## wherein R.sup.6 represents --NHCOR.sup.9, a halogen or an amino group which is unsubstituted or substituted by one or two C.sub.1 -C.sub.4 alkyl groups which are the same or different; and R.sup.7, R.sup.8 and R.sup.9 each represent hydrogen or a lower alkyl group, provided that when both R.sup.7 and R.sup.8 are hydrogen, R.sup.6 represents --NHCOR.sup.9 or bromine.These dyes absorb in the near-infrared region and yield colored images with a color developer therefor with excellent preservability.Type: GrantFiled: March 2, 1990Date of Patent: June 18, 1991Assignee: Ricoh Company, Ltd.Inventors: Kiyotaka Iiyama, Kunio Hayakawa, Masahiro Nakata, Kaoru Kodera, Osamu Miyazaki
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Patent number: 5024988Abstract: A pressure-sensitive or heat-sensitive recording material in which the color reactant system contains, as main components(A) a polycyclic compound of the formula ##STR1## in which X is a monocyclic or polycyclic aromatic or heteroaromatic radical,Y is a substituent detachable as an anion,Q.sub.1 is --O--, --S--, >N--R or >N--NH--R,Q.sub.2 is --CH.sub.2 --, --CO--, --CS-- or --SO.sub.2 -- andR is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.10 cycloalkyl, aryl such as phenyl or aralkyl such as benzyl, and ring A is an aromatic or heterocyclic radical having 6 ring atoms, which can have an aromatic fused ring, it being possible for both ring A and the fused ring to be substituted,(B) an organic condensation component capable of forming a chromogenic compound with component (A) and(C) an electron-withdrawing and a color-developing component.Type: GrantFiled: November 28, 1989Date of Patent: June 18, 1991Assignee: Ciba-Geigy CorporationInventors: Rudolf Zink, Rox Phaff
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Patent number: 5024987Abstract: Pressure-sensitive reactive recording material containinga) as the color-forming agent, a tetraindolylheptamethine ether or alcohol of the formulae I/1, I/2, I/3 or I/4 ##STR1## b) and, as the color developer, the salt of a polyvalent metal and an aromatic carboxylic acid having at least 10 carbon atoms, of the formula (II) ##STR2## wherein A, B, D and E denote ##STR3## and the other radicals have the meanings given in the description, produces light-stable copies which can also be read by machines (OCR).Type: GrantFiled: November 17, 1989Date of Patent: June 18, 1991Assignee: Bayer AktiengesellschaftInventors: Gunter Klug, Gert Jabs, Horst Berneth, Artur Botta
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Patent number: 5013707Abstract: Pressure-sensitive or heat-sensitive recording material in which the color reactant system contains, as essential components,(A) an electron-donating compound of the formula ##STR1## in which Y.sub.1 and Y.sub.2 are substituents which are detachable as anions and can be identical, different or bound to one another and Q.sub.1 is --O--, --S--, >N--R or >N--NH--R,Q.sub.2 is --CH.sub.2 --, --CO--, --CS-- or SO.sub.2 --,R is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.10 cycloalkyl, aryl or aralkyl and ring A is an aromatic radical which has 6 ring atoms and can contain an aromatic fused ring, it being possible not only for ring A but also for the fused ring to be substituted,(B) two organic condensation components which are identical to or different from one another and together are capable of forming a chromogenic compound with component (A) and(C) an electron-withdrawing and color-developing component.Type: GrantFiled: December 14, 1989Date of Patent: May 7, 1991Assignee: Ciba-Geigy CorporationInventors: Rox Phaff, Rudolf Zink
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Patent number: 5011811Abstract: In situ dye generation in a thermal transfer system is achieved by reacting an electrophile with a coupler compound to form an arylidene dye. The electrophile and/or the coupler compound are transferred from a donor element to a receiver element where they react to form a colored dye. The invention comprises a dye image recording element comprising a support bearing the electrophile which has the structure: ##STR1## wherein X is halogen, substituted or unsubstituted alkylsulfonyloxy, substituted or unsubstituted arylsulfonyloxy, or substituted or unsubstituted acyloxy;E.sup.1, E.sup.2, E.sup.3, and E.sup.4 are each independently hydrogen, substituted or unsubstituted alkyl or alkenyl having up to about six carbon atoms, substituted or unsubstituted aryl having up to about ten carbon atoms, halogen, cyano, benzoxazolyl, nitro, --CO.sub.2 R, --COR, --CONH.sub.2, --CONHR, --CONRR, or --SO.sub.Type: GrantFiled: March 7, 1990Date of Patent: April 30, 1991Assignee: Eastman Kodak CompanyInventors: Leslie Shuttleworth, Michael J. McManus
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Patent number: 5008238Abstract: Leuco dyes of the formula (I) are disclosed, ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represent an alkyl group having 1 to 10 carbon atoms; X represents hydrogen, an alkyl group having 1 to 10 carbon atoms, an alkoxyl group having 1 to 10 carbon atoms or a halogen; and Y represents R.sub.5 --Z--SO.sub.2 NH--, R.sub.6 --Z--CONH--, or ##STR2## in which Z represents ##STR3## R.sub.5 and R.sub.6 each represent hydrogen, an alkyl group having 1 to 10 carbon atoms, or a halogen; and R.sub.7 and R.sub.8 each represent hydrogen, provided that both R.sub.7 and R.sub.8 may not be hydrogen, a cyano group, or --COR.sub.9, in which R.sub.9 represents a lower alkyl group, a lower alkoxyl group, a phenyl group which may be substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen; a naphthyl group which may be substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen.Type: GrantFiled: June 19, 1989Date of Patent: April 16, 1991Assignee: Ricoh Company, Ltd.Inventors: Hiroshi Gotoh, Shigeru Kusakata, Isao Shiojima
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Patent number: 5001105Abstract: Novel bis-(indolyl)ethylenes, process for their production and record systems utilizing such bis-(indolyl)ethylene chromogens are described.Bis-(indolyl)ethylenes of the following general formula are prepared: ##STR1## wherein each L.sup.1 and L.sup.2 is the same or different and is each independently selected from indole moieties (J1) through (J4) (L.sup.1 need not be the same as L.sup.2), ##STR2## wherein Z is hydrogen, alkyl (C.sub.1 -C.sub.8), substituted or unsubstituted aryl, aralkyl, aroxyalkyl, alkoxyalkyl or halogen.Type: GrantFiled: August 25, 1990Date of Patent: March 19, 1991Assignee: Appleton Papers Inc.Inventor: Ponnampalam Mathiaparanam
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Patent number: 4997805Abstract: Chromogenic dicyanomethylenepyrazolinone for thermographic recording processes and the corresponding cyanomethylene dyes of the formula ##STR1## in which R is hydrogen, hydroxyl, amino, alkyl, cycloalkyl, aryl, aralkyl or a heterocyclic radical, T.sub.1 and T.sub.2, independently of one another, are each hydrogen, unsubstituted or halogen-, hydroxyl-, cyano- or lower alkoxy-substituted alkyl having a maximum of 12 carbon atoms, cycloalkyl having 5 to 10 carbon atoms or unsubstituted or halogen-, cyano-, lower alkyl- or lower alkoxy-(ring)substituted phenalkyl or phenyl, or T.sub.1 and T.sub.2 together with the nitrogen linking them are a five- or six-membered heterocyclic radical, and rings A and B, independently of one another, are unsubstituted or substituted by halogen, cyano, nitro, lower alkyl, lower alkoxy, (lower alkyl)carbonyl or (lower alkoxy)carbonyl.Type: GrantFiled: June 18, 1990Date of Patent: March 5, 1991Assignee: Ciba-Geigy CorporationInventors: Hans Junek, Manfred Klade
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Patent number: 4983569Abstract: A recording material wherein a color forming system comprising (a) a fluorene compound as a dye precursor, (b) a color developer, (c) an isocyanate compound, and (d) in imido compound, gives a developed color image having an absorption at near infrared portion and excellent image storability.Type: GrantFiled: July 12, 1989Date of Patent: January 8, 1991Assignees: Mitsubishi Paper Mills, Asahi Kasei Kogyo Kabushiki KaishaInventors: Shigetoshi Hiraishi, Mitsuru Fuchigami, Masahiro Miyauchi, Kazuo Kabashima
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Patent number: 4981833Abstract: A recording material comprising at least one thermodecoloring type dye represented by formula (I) or formula (II) ##STR1## wherein Ar.sup.1 and AR.sup.2 each represents an aryl group or heteroaryl group; R.sup.1 represents an alkyl group, alkenyl group, aralkyl group, aryl group, or heteroaryl group; A represents an atomic group forming a 5 to 6 member ring; and X.crclbar. represents a residue with an electric charge value of -1; or Ar.sup.1 and Ar.sup.2 bond together to form a ring.Type: GrantFiled: December 19, 1989Date of Patent: January 1, 1991Assignee: Fuji Photo Film Co., Ltd.Inventor: Kozo Sato
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Patent number: 4981836Abstract: A recording material is disclosed, which comprises a support having thereon a recording layer comprising at least one electron-donating colorless dye and at least one electron-accepting compound, wherein said electron-donating colorless dye is a fluorene derivative having a substituted amino group at the 3-position and the 5-position or a substituted amino group at the 2-position and the 6-position.The recording material gives colored portions having light absorption at near infrared region, has improved coloring property and shelf life, and gives colored images having improved stability.Type: GrantFiled: November 3, 1989Date of Patent: January 1, 1991Assignee: Fuji Photo Film Co., Ltd.Inventors: Naoto Yanagihara, Ken Iwakura, Hiroo Fukunaga, Akira Igarashi
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Patent number: 4965166Abstract: A multicolor recording material having on one side of a support at least two layers capable of producing colors different from each other in hue through respective color-producing reactions, which further has an interlayer constituted by a water-soluble polyanionic polymer having gelled through the interaction with a polycation between every adjacent two of said color-producing layers to prevent migration of ingredients from one color-producing layer to another.Type: GrantFiled: March 2, 1989Date of Patent: October 23, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Noriyuki Hosoi, Toshimasa Usami
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Patent number: 4957847Abstract: A heat-sensitive recording material comprising a base and, on top of the said base, a heat-sensitive layer containing a cyclic diazo component and a coupling component, the cyclic diazo component being a benzotriazine compound of the formula ##STR1## wherein Q is --CH.sub.2 --, --CO-- or --SO.sub.2 --, R is hydrogen, hydroxyl, or aryl or alkenyl, each unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkylthio, acyloxy, lower alkoxycarbonyl or lower alkylsulfonyl, or is acyl, acyloxy or acylamino, cycloalkyl, or is aryl or aralkyl such as phenyl, phenylalkyl or naphthyl each unsubstituted or substituted on the ring by cyano, halogen, nitro, trifluoromethyl, lower alkyl, lower alkylthio, lower alkoxy, lower alkylcarbonyl or lower alkoxycarbonyl, or is a heterocyclic radical, and the benzene ring A is unsubstituted or substituted by halogen, cyano, nitro, lower alkyl, lower alkoxy, lower alkylthio, lower alkylcarbonyl or lower alkoxycarbonyl.Type: GrantFiled: December 2, 1988Date of Patent: September 18, 1990Assignee: Ciba-Geigy CorporationInventors: Jean-Marie Adam, Hans Baumann
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Patent number: 4942107Abstract: An image-forming material and an image recording method for using the same are disclosed. The image-forming material comprises microcapsule and a reducing agent which is present outside of the microcapsules, wherein the microcapsules contain (a) a leuco dye capable of oxidatively developing a color, (b) a photo-oxidizing agent, and (c) a phenolic compound. The image-forming material exhibits excellent image reproducibility, preservability before use, and image preservability.Type: GrantFiled: March 8, 1989Date of Patent: July 17, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Keiso Saeki, Tosiaki Endo, Masato Satomura, Fumiaki Shinozaki
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Patent number: 4939117Abstract: A leuco dye of the formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, and R.sup.8 each represent a lower alkyl group; A represents ##STR2## in which R.sup.9 and R.sup.10 each represent hydrogen, provided that both R.sup.9 and R.sup.10 may not be hydrogen, --CN or --COR.sup.14 in which R.sup.14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, ##STR3## in which ##STR4## represents a phenyl group or a naphthyl group, R.sup.11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or ##STR5## in which R.sup.Type: GrantFiled: December 29, 1988Date of Patent: July 3, 1990Assignee: Ricoh Company, Ltd.Inventors: Shigeru Kusakata, Hiroshi Gotoh, Isao Shiojima
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Patent number: 4939116Abstract: A thermosensitive recording material is disclosed, which comprises (a) a support material; (b) a first thermosensitive coloring layer which comprises a first colorless or light-colored leuco dye having formula (I), ##STR1## and a first color developer having formula (II) capable of inducing color formation in said first leuco dye upon application of heat thereto; ##STR2## (c) a second thermosensitive coloring layer which comprises at least a second leuco dye having formula (III), ##STR3## the first and second thermosensitive coloring layers being formed on the support.Type: GrantFiled: May 10, 1989Date of Patent: July 3, 1990Assignee: Ricoh Company, Ltd.Inventors: Takashi Ueda, Keiichi Maruta, Hiroshi Yaguchi
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Patent number: 4929411Abstract: A heat-sensitive recording material obtained by coating on a support a composition comprising a microcapsulated colorless or light colored color-forming substance which can develop its color by reaction with an organic base, and an emulsified dispersion prepared by emulsifying an organic base dissolved in an organic solvent insoluble or slightly soluble in water, then drying the coat.Type: GrantFiled: December 1, 1988Date of Patent: May 29, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshimasa Usami, Akihiro Shimomura
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Patent number: 4925828Abstract: A leuco dye having the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each represent a lower alkyl group; R.sup.5 represents an .alpha.-naphthyl group, .beta.-naphthyl group or ##STR2## wherein R.sup.6 represents --NHCOR.sup.9, a halogen or an amino group which is unsubstituted or substituted by one or two C.sub.1 -C.sub.4 alkyl groups which are the same or different; and R.sup.7, R.sup.8 and R.sup.9 each represent hydrogen or a lower alkyl group, provided that when both R.sup.7 and R.sup.8 are hydrogen, R.sup.6 represents --NHCOR.sup.9 or bromine.These dyes absorb in the near-infrared region and yield colored images with a color developer therefor with excellent preservability.Type: GrantFiled: May 31, 1988Date of Patent: May 15, 1990Assignee: Ricoh Company, Ltd.Inventors: Kiyotaka Iiyama, Kunio Hayakawa, Masahiro Nakata, Kaoru Kodera, Osamu Miyazaki
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Patent number: 4921535Abstract: A heat-sensitive recording material whose color reactant system comprises a color former, a developer for said color former and, in addition, a sulfamide compound of formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen, alkyl containing not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxy, cyano or lower alkoxy; C.sub.5 -C.sub.10 cycloalkyl; phenalkyl, phenyl or naphthyl, each unsubstituted or ring-substituted by halogen, cyano, lower alkyl or lower alkoxy, or --NR.sub.2 R.sub.3 is 5- or 6-membered, preferably saturated, heterocyclic radical; with the proviso that R.sub.1, R.sub.2 and R.sub.3 may not simultaneously by hydrogen.Type: GrantFiled: June 13, 1988Date of Patent: May 1, 1990Assignee: Ciba-Geigy CorporationInventors: Hermann Nachbur, Rosalinde Braun
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Patent number: 4904572Abstract: This invention relates to the use of 3,5-dihydroxybenzoic acid as an organic acidic reagent in thermographic recording materials comprising a di- or triarylmethane thiolactone dye precursor, silver behenate and a polymeric binder, and in a further embodiment, relates to coating compositions useful in the preparation of the recording materials.Type: GrantFiled: April 18, 1988Date of Patent: February 27, 1990Assignee: Polaroid CorporationInventors: Edward J. Dombrowski, Jr., Patrick F. King
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Patent number: 4904637Abstract: Compounds of the formula ##STR1## wherein Z.sup.1 denotes hydrogen, alkyl, cycloalkyl or ##STR2## R.sup.1 denotes hydrogen, alkyl, cycloalkyl, aralkyl, aryl, heteroalkyl or heteryl,X.sup.1, X.sup.2 and X.sup.3 denote hydrogen, halogen, alkyl, cycloalkyl, aryl, alkanoylamino, aroylamino or heteryl, and at least one of these radicals denotes NH.sup.1 Y.sup.2, OY.sup.3 or SY.sup.3,Y.sup.1, Y.sup.2 and Y.sup.3 denote hydrogen, alkyl, cycloalkyl, aralkyl, aryl or heteryl andY.sup.1 +Y.sup.2 denote the remaining members of a 5-membered or 6-membered ring which optionally contains further hetero-atoms,are outstanding suitable as color-forming agents for pressure-sensitive, heat-sensitive and electrosensitive recording materials with an acid developer. Deep copies which are fast to light are obtained.Type: GrantFiled: February 14, 1989Date of Patent: February 27, 1990Assignee: Bayer AktiengesellschaftInventor: Horst Berneth
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Patent number: 4895826Abstract: A heat-sensitive recording material is disclosed, which comprises a support having thereon a heat-sensitive recording layer comprising a diazo compound and a coupler precursor compound, said coupler precursor compound being capable of forming a compound having an ability of coupling with said diazo compound upon heating.Type: GrantFiled: April 25, 1988Date of Patent: January 23, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Katsuhiko Watanabe, Takayuki Hayashi, Hiroshi Kamikawa, Masato Satomura, Takekatsu Sugiyama
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Patent number: 4894358Abstract: Disclosed is a class of dyes that can be rendered colorless by the application of heat in a silverless imaging system and which have utility in information recording and display, color hard copy and photographic systems. Certain dye ylides, for example, xanthane dye ylides are disclosed which when incorporated in a thin film can be imagewise heated to develop an image by reason of the ylide dye disassociating in the areas where heated and thereby being rendered colorless.Type: GrantFiled: August 31, 1988Date of Patent: January 16, 1990Assignee: Polaroid CorporationInventors: Michael P. Filosa, Stephen R. Herchen, Cheryl P. Petersen
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Patent number: 4891297Abstract: A heat-sensitive recording material is disclosed. The material comprises a support having provided thereon a recording layer containing one or more diazo compound, a coupling component, and at least one thiohydroquinone derivative as a sensitizing agent.Type: GrantFiled: March 25, 1988Date of Patent: January 2, 1990Assignee: Fuji Photo Film Co.,Ltd.Inventors: Masanobu Takashima, Ken Iwakura, Masato Satomura, Kimio Ichikawa
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Patent number: 4888322Abstract: A recording material comprises a layer which contains a leuco dye on a support. The leuco dye has the formula (I): ##STR1## in which each of R.sup.1 and R.sup.2 independently is an alkyl group, a cycloalky group or an aryl group, or R.sup.1 and R.sup.2 may form, together with the neighboring nitrogen atom, a heterocyclic ring; R.sup.3 is a halogen atom, an alkyl group, an aryl group, an alkoxy group or an aryloxy group; R.sup.4 is an aryl group or a heterocyclic group; R.sup.5 is a halogen atom, an acyloxy group, an acyl group, carbamoyl, sulfamoyl, an alkylsulfonylamino group, an arylsulfonylamino group, an acylamino group, amino, hydroxyl, nitro, cyano, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, an alkysulfonyl group or an arylsulfonyl group; each of R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 may have one or more substituent groups; m is 0 or 1; n is 0, 1, 2, 3, 4 or 5; and when n is 2, 3, 4 or 5, the groups represented by R.sup.Type: GrantFiled: August 8, 1988Date of Patent: December 19, 1989Assignee: Fuji Photo Film Co., Ltd.Inventors: Naoki Saito, Toru Harada
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Patent number: 4880767Abstract: A recording material wherein a color forming system comprising (a) a fluorene compound as a dye precursor, (b) a color developer, (c) an isocyanate compound, and (d) an imino compound, gives a developed color image having an absorption at near infrared portion and excellent image storability.Type: GrantFiled: November 18, 1987Date of Patent: November 14, 1989Assignees: Mitsubishi Paper Mills, Asahi Kasei Kogyo Kabushiki KaishaInventors: Shigetoshi Hiraishi, Mitsuru Fuchigami, Masahiro Miyauchi, Kazuo Kabashima
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Patent number: 4870050Abstract: Bis{[1-(2-A-2-B)ethenyl]}[2-R.sup.2 -4-X-phenyl-or 1-(2-R.sup.2 -4-X-phenyl) ethenyl]methanes useful as color formers, particularly in transfer imaging, pressure sensitive and thermal-responsive carbonless duplicating systems, are prepared by the interaction of two molecular proportions of the corresponding 1-A-1-B-ethene with the appropriate 2-R.sup.2 -4-X-phenyl-(CH.dbd.CH).sub.n --CHO presence of an acidic catalyst.Type: GrantFiled: March 11, 1988Date of Patent: September 26, 1989Assignee: Hilton Davis Co.Inventor: William M. Hung
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Patent number: 4870049Abstract: Disclosed is a heat sensitive sheet which can develop a black image having excellent oil and light resistance, comprising a combination of a record sheet to be printed and a transfer sheet for forming an image on said record sheet, wherein said record sheet is coated with a solution comprising an organic or inorganic nickel compound an an organic and inorganic copper compound and said transfer sheet is coated with dithiooxamide. The present invention also provides a transfer sheet which can form a printed black image having excellent oil and light resistance on any type of record sheets. The transfer sheet is coated with an organic compound having a phenolic hydroxyl group or an amino group directly bonded to aromatic ring and quinone or a quinone derivative substituted by an electron attractive group in such a condition that the organic compound is not reacted with quinone or the quinone derivative.Type: GrantFiled: October 24, 1986Date of Patent: September 26, 1989Assignees: Sharp Kabushiki Kaisha, Sugai Chemical Ind. Co., Ltd.Inventors: Yoichi Yamamoto, Toshio Takehara, Hironori Fujii, Koji Uhara, Hirofumi Tanaka
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Patent number: 4857502Abstract: A thermosensitive recording material comprising a support material and a thermosensitive coloring layer formed on said support material, said thermosensitive coloring layer comprising a colorless or light-colored leuco dye and a color developer capable of inducing color formation in said leuco dye upon application of heat thereto, the improvement wherein said leuco dye is a compound having general formula (I), ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each represent hydrogen or an alkyl group having a substituent, R.sup.5 and R.sup.6 each represent hydrogen or a phenyl group which may have a substituent, and R.sup.7 represents an alkyl group which may have a substituent or a phenyl group which may have a substituent,and said color developer is a compound having general formula (II), ##STR2## wherein X.sup.1, X.sup.2, X.sup.3 and X.sup.4 each represent hydrogen or an alkyl group having 1 to 4 carbon atoms.Type: GrantFiled: June 19, 1987Date of Patent: August 15, 1989Assignee: Ricoh Company, Ltd.Inventors: Takashi Ueda, Keiichi Maruta, Hiroshi Yaguchi
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Patent number: 4855282Abstract: A recording material is disclosed, which comprises a support having thereon a recording layer containing an at least one electron-donating colorless dye and at least one electron-accepting compound, wherein said electron-donating colorless dye is a copolymer of at least one polymerizable colorless dye monomer and at least one comonomer. The recording material has improved color forming property, shelf life, and stability of colored images.Type: GrantFiled: September 22, 1987Date of Patent: August 8, 1989Assignee: Fuji Photo Film Co., Ltd.Inventors: Masato Satomura, Ken Iwakura, Masanobu Takashima, Akira Igarashi