Heterocyclic Organic Compound Component Patents (Class 427/151)
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Patent number: 5149689Abstract: Fluoran color former mixtures which contain at least(a) a fluoran compound of the formula ##STR1## (b) a fluoran compound of the formula ##STR2## in which R.sub.1, R.sub.3 and R.sub.4 are hydrogen, halogen, lower alkyl or lower alkoxy,R.sub.2 is halogen, lower alkyl or lower alkoxy,X.sub.1, X.sub.2, Y.sub.1 and Y.sub.2 are hydrogen, unsubstituted or halogen, hydroxyl, cyano or (lower alkoxy)-substituted alkyl, cycloalkyl, aryl or aralkylX.sub.3 and Y.sub.3 are hydrogen, unsubstituted or halogenhydroxyl-, cyano- or (lower alkoxy)-substituted alkyl, cycloalkyl, aryl or aralkyl,X.sub.4 and Y.sub.4 are unsubstituted or halogen-, hydroxyl-, cyano- or (lower alkoxy)-substituted alkyl, cycloalkyl or aralkyl or(X.sub.1 and X.sub.2), (X.sub.3 and X.sub.4), (Y.sub.1 and Y.sub.2) and (Y.sub.3 and Y.sub.Type: GrantFiled: December 20, 1991Date of Patent: September 22, 1992Assignee: Ciba-Geigy CorporationInventor: Rudolf Zink
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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: 5124307Abstract: A novel thermally-responsive record material is disclosed comprising a support having provided thereon in substantially contiguous relationship an electron donating dye precursor and a fluorene bisphenol of the formula ##STR1## wherein each R is independently selected from hydrogen and C.sub.1 to C.sub.8 alkyl,and a suitable binder therefor.The record material according to the invention when imaged resists fade when contacted with certain environmental challenges including oils, solvents, and elevated temperatures, all of which can be encountered in the environments of use of these record materials.Type: GrantFiled: August 15, 1991Date of Patent: June 23, 1992Assignee: Appleton Papers Inc.Inventors: Dean G. Dalebroux, Kenneth D. Glanz
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Patent number: 5114903Abstract: A novel thermally-responsive record material is disclosed comprising a support having provided thereon in substantially contiguous relationship an electron donating dye precursor and a succinimide of the formula ##STR1## wherein n is an integer from 1 to 3 wherein each R is independently selected from hydrogen and C.sub.1 to C.sub.8 alkyl,and a suitable binder therefor.The record material according to the invention when imaged resists fade when contacted with certain environmental challenges including oils, solvents, and elevated temperatures, all of which can be encountered in the environments of use of these record materials.Type: GrantFiled: November 8, 1991Date of Patent: May 19, 1992Assignee: Appleton Papers Inc.Inventor: Dean G. Dalebroux
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Patent number: 5110786Abstract: A heat-sensitive recording material comprises a recording layer formed on a base sheet where the recording layer comprises a colorless or pale colored basic chromogenic material, a color developing material which develops a color by contacting with said chromogenic material, and a stabilizer.Type: GrantFiled: April 12, 1990Date of Patent: May 5, 1992Assignee: Kanzaki Paper Manufacturing Co., Ltd.Inventors: Naoto Arai, Nobuo Kanda, Masaharu Nojima
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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: 5102858Abstract: In a process of producing high purity bis(4-hydroxyphenyl) sulfides which comprises reacting phenols with sulfur dichloride in organic solvents, the improvement comprising: reacting the phenols with sulfur dichloride in nonpolar organic solvents; removing partly or wholly the nonpolar organic solvents after the reaction; adding polar organic solvents to the reaction mixture to dissolve the reaction mixture therein at elevated temperatures; and crystallizing out the high purity bis(4-hydroxyphenyl)sulfides.There is further provided a high performance heat-sensitive recording material which comprises high purity bis(4-hydroxy-3-methylphenyl)sulfide thus prepared and having a melting point in the range of from 123.9.degree. C. to 124.9.degree. C. as a developer and a fluoran compound as a color former.Type: GrantFiled: June 12, 1989Date of Patent: April 7, 1992Assignee: Seitetsu Kagaku Co., Ltd.Inventors: Akira Onoe, Masao Kawamura, Kunioki Kato, Tomiharu Amitani, Makoto Sato, Tsuyoshi Morishita
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Patent number: 5098738Abstract: A process for producing a heat-sensitive recording material superior in the stability of both base surface and recorded image, characterized by adjusting pH of a heat-sensitive coating suspension of 5 to 12.Type: GrantFiled: March 19, 1990Date of Patent: March 24, 1992Assignees: Asahi Kasei Kogyo Kabushiki Kaisha, Mitsubishi Paper Mills LimitedInventors: Toshimitsu Nakajima, Shigetoshi Hiraishi
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Patent number: 5089050Abstract: Inks, in particular for ink-jet printing, containing, as stabilizer, a water-soluble compound of the formula ##STR1## in which R.sub.1 to R.sub.7 are as defined in claim 1, and recording materials containing these compounds.Type: GrantFiled: May 6, 1991Date of Patent: February 18, 1992Assignee: Ciba-Geigy CorporationInventors: Eric Vieira, David G. Leppard, Hugh S. Laver, Vien V. Toan
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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: 5071480Abstract: Fluoran color former mixtures which contain at least(a) a fluoran compound of the formula ##STR1## (b) a fluoran compound of the formula ##STR2## in which R.sub.1, R.sub.3 and R.sub.4 are hydrogen, halogen, lower alkyl or lower alkoxy,R.sub.2 is halogen, lower alkyl or lower alkoxy,X.sub.1, X.sub.2, Y.sub.1 and Y.sub.2 are hydrogen, unsubstituted or halogen, hydroxyl, cyano or (lower alkoxy)-substituted alkyl, cycloalkyl, aryl or aralkyl,X.sub.3 and Y.sub.3 are hydrogen, unsubstituted or halogen-hydroxyl-, cyano- or (lower alkoxy)-substituted alkyl, cycloalkyl, aryl or aralkyl,X.sub.4 and Y.sub.4 are unsubstituted or halogen-, hydroxyl-, cyano- or (lower alkoxy)-substituted alkyl, cycloalkyl or aralkyl or(X.sub.1 and X.sub.2), (X.sub.3 and X.sub.4), (Y.sub.1 and Y.sub.2) and Y.sub.3 and Y.sub.Type: GrantFiled: February 28, 1990Date of Patent: December 10, 1991Assignee: Ciba-Geigy CorporationInventor: Rudolf Zink
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Patent number: 5069831Abstract: A method for forming microcapsules which comprises the steps of:preparing a slurry of microcapsules containing an ionic or polar emulsifier;adding a de-emulsifier to said slurry under such conditions that said de-emulsifier coulombically interacts with said emulsifier and said slurry separates into an aqueous phase and a microcapsule rich phase; andseparating said microcapsules from said slurry.Type: GrantFiled: December 22, 1988Date of Patent: December 3, 1991Assignee: The Mead CorporationInventor: Gerhart Schwab
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Patent number: 5066634Abstract: A heat-sensitive recording sheet of this invention comprises in a heat-sensitive color-developing layer both 4-hydroxy-4'-n-propoxydiphenylsulfone as an organic color-developing agent and a particular fluorane-leuco dye. This sheet provides an intense, clear image, less discoloration, and stable brightness.Type: GrantFiled: September 27, 1990Date of Patent: November 19, 1991Assignee: Jujo Paper Co., Ltd.Inventors: Toshiaki Minami, Tadakazu Fukuchi, Reiji Ohashi, Toshio Kaneko
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Patent number: 5051279Abstract: A thermal recording sheet having on a support a thermal recording layer adapted for developing color when heated has an outermost surface layer formed by bringing it into contact with the surface of a smooth body when it is in a wet state, drying it and separating it from the surface of the smooth body. The sheet has a surface which is so smooth that when a first straight line extending in parallel to the centerline of a roughness curve as obtained in accordance with the method of JIS B0601 crosses the roughness curve with a contact ratio of 10%, a second straight line extending in parallel to the centerline and between it and the first straight line and having a distance of 1.5 .mu.m from the first straight line crosses the roughness curve with a contact ratio of at least 80%. The sheet is, therefore, easy to bring into intimate contact with a thermal head and is of high image quality and sensitivity.Type: GrantFiled: October 23, 1989Date of Patent: September 24, 1991Assignee: Kohjin Co., Ltd.Inventors: Masayuki Murata, Shinichiro Katsuta, Tomoyuki Unno
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Patent number: 5043313Abstract: A thermosensitive recording material comprising (a) a support, and (b) a thermosensitive recording layer formed on the support, comprising a leuco dye and a color developing agent comprising a metal salt or metal complex of a compound having formula (I), which is capable of inducing color formation in the leuco dye upon application of heat thereto: ##STR1## wherein X represents a halogen, an alkyl group having 1 to 10 carbon atoms, or an alkoxyl group having 1 to 10 carbon atoms; R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 independently represent hydrogen, a halogen, a hydroxyl group, an alkyl group having 1 to 10 carbon atoms, an alkoxyl group having 1 to 10 carbon atoms, an aralkyloxyl group having 7 to 20 carbon atoms, an aryloxyl group having 6 to 20 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, an aralkylthio group having 6 to 20 carbon atoms or an arylthio group having 6 to 20 carbon atoms, R.sup.1 and R.sup.2, or R.sup.2 and R.sup.Type: GrantFiled: March 23, 1990Date of Patent: August 27, 1991Assignee: Ricoh Company, Ltd.Inventors: Yasutomo Mori, Norio Kurisu, Toshinobu Iwata, Mikio Goto
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Patent number: 5030539Abstract: Disclosed is a developer sheet useful in forming reproductions having a glossy finish, or in forming transparencies comprising:a support having a layer of a finely divided, thermoplastic, developer material on the surface thereof, said developer material being capable of reacting with a color precursor to produce a visible image and being capable of coalescing into a thin film which imparts gloss to said image upon application of heat and/or pressure, and having a surfactant admixed within said layer of developer material to aid in the coalescing of said developer material into a thin film.Type: GrantFiled: April 11, 1990Date of Patent: July 9, 1991Assignee: The Mead CorporationInventors: Karl A. Kintz, Robert A. Landis, Kelli J. Borello
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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: 5017546Abstract: Phenol/aldehyde condensation products useful in the development of colored images from colorless dyes are disclosed. The phenol/aldehyde condensation products are produced by the interaction of an alkyl-substituted salicylic acid, an alkyl-substituted phenol, an aldehyde, and a metal source. The phenol/aldehyde condensation products are particularly useful in a photosensitive imaging system in which images are formed by the image-wise reaction of the developer with one or more chromogenic materials, and in carbonless copy paper systems.Type: GrantFiled: July 13, 1990Date of Patent: May 21, 1991Inventors: Karl M. Brinkman, John L. Sullivan, David R. Hanley
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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: 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: 4997744Abstract: Provided is a process and solvent solution for coating an aza-annulene chromophore containing film directly onto a polycarbonate or polymethylmethacrylate comprising base. In the process, a solution of the chromophore, e.g., phthalocyanine, porphyrin or naphthalocynine, is cast directly onto the polycarbonate or polymethylmethacrylate base, with the solvent used in formulating the solution comprising a C.sub.5 -C.sub.7 cyclic alcohol, or a mixture of solvents including at least one of the aforementioned alcohols. The solvent is then removed, preferably by evaporation, in order to yield a smooth, homogeneous chromophore containing film directly on the polycarbonate or polymethylmethacrylate comprising base.Type: GrantFiled: December 21, 1988Date of Patent: March 5, 1991Assignee: Hoechst Celanese Corp.Inventors: Palaiyur S. Kalyanaraman, David E. Nikles
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Patent number: 4987118Abstract: A thermal recording sheet having on a support a thermal recording layer adapted for developing color when heated has an outermost surface layer formed by bringing it into contact with the surface of a smooth body when it is in a wet state, drying it and separating it from the surface of the smooth body. The sheet has a surface which is so smooth that when a first straight line extending in parallel to the centerline of a roughness curve as obtained in accordance with the method of JIS B0601 crosses the roughness curve with a contact ratio of 10%, a second straight line extending in parallel to the centerline and between it and the first straight line and having a distance of 1.5 .mu.m from the first straight line crosses the roughness curve with a contact ratio of at least 80%. The sheet is, therefore, easy to bring into intimate contact with a thermal head and is of high image quality and sensitivity.Type: GrantFiled: December 14, 1987Date of Patent: January 22, 1991Assignee: Kohjin Co., Ltd.Inventors: Masayuk Murata, Shinichiro Katsuta, Tomoyuki Unno
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Patent number: 4985392Abstract: The present invention provides an intensely colored thermographic medium useful for bar-coding applications which utilize near infrared scanning systems. The medium is formed of a substrate having on at least one surface thereof a coating comprising: a transparent film-forming binder, an organic solvent soluble catechol, a metal salt and colorant.Type: GrantFiled: April 21, 1989Date of Patent: January 15, 1991Assignee: Minnesota Mining and Manufacturing CompanyInventor: Jon A. Bjork
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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: 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: 4977132Abstract: The heat-sensitive record material according to this invention has a heat-sensitive recording layer on a base sheet, which comprises a colorless or pale colored basic chromogenic material and a phenolic compound developing a color by contacting with the chromogenic material. The recording layer comprises, as the basic chromogenic material, at least one fluoran derivative represented by the following formula [I] and at least one phthalide derivative represented by the following formula [II] in a weight ratio of 100:1.about.20; ##STR1## wherein each R.sub.1, R.sub.2 represents alkyl, unsaturated alkyl, cycloalkyl, aryl, aralkyl or tetrahydrofurfuryl, each of which may have at least one substituent selected from the group consisting of halogen, alkyl and alkoxyl, R.sub.1 may cooperate with R.sub.2 to form a ring, each R.sub.3, R.sub.Type: GrantFiled: June 22, 1989Date of Patent: December 11, 1990Assignee: Kanzaki Paper Manufacturing Co., Ltd.Inventors: Tetsuo Tsuchida, Tatsuya Meguro, Fumio Seyama, Mitsuru Kondo
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Patent number: 4977131Abstract: A carbonless copying system which enables the formation of images that are capable of being detected by an optical character recognition (OCR) device. A phenolic resin or reactive clay image-forming component is applied as a CF coating on a recording substrate. A first complementary image-forming component which is a microencapsulated dye precursor that is capable of forming a colored image when contacting the CF coating is applied as a CB coating to a transfer substrate. A second complementary image-forming component, which is a microencapsulated dye precursor capable of forming a colored image when contacting the CF coating that is detectable by an OCR device, is applied as a CB coating to selected portions of the transfer substrate.Type: GrantFiled: December 21, 1988Date of Patent: December 11, 1990Assignee: Moore Business Forms, Inc.Inventor: Norman Macaulay
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Patent number: 4971942Abstract: A heat sensitive recording material having a support and a color-developing layer which comprises both as a colorless basic chromogenic dye at least one of a particular fluorane-type leuco dye and a particular divinyl compound, the heat-sensitive recording material of this invention having superior thermal responsibility, light resistance, weather resistance, oil resistance and optical readability in the near infrared region.Type: GrantFiled: January 17, 1989Date of Patent: November 20, 1990Assignee: Jujo Paper Co., Ltd.Inventors: Toshio Kaneko, Toshiaki Minami, Tadakazu Fukuchi, Fumio Fujimura
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Patent number: 4966883Abstract: A composition for use in a thermal-sensitive paper coating and a heat-sensitive recording material utilizing the coating, which composition comprises a phenolic developer, e.g., a traditional low speed phenolic having a melting point greater than 120.degree. C., and a pseudo developer. The pseudo developer is combined with the phenolic developer in an amount effective to provide for the formation of homogenous phase when the composition is melted, which phase further solidifies back to a single crystalline phase when cooled.Type: GrantFiled: August 17, 1988Date of Patent: October 30, 1990Assignee: James River Graphics, Inc.Inventors: Nils T. Anderson, Boris J. Katsen
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Patent number: 4959343Abstract: Pressure sensitive carbonless transfer sheets are made capable of producing clear images by light impact marking means in multi-part carbonless forms packs containing at least six of the sheets, such as 8-12 sheets, by coating a chromogenic material onto a paper sheet characterized by a basis weight of 9-12 lbs of a ream of 500 sheets of paper each having dimensions of 17 by 22 inches, a thickness of 40-50 microns, a Gurley porosity of 400-4000 seconds, and a Bendtsen smoothness of 90-260 ml/min on the wire side and 60-280 ml/min on the felt side. Bar codes are also transferrable with good scannability through forms packs containing three or more sheets.Type: GrantFiled: June 17, 1988Date of Patent: September 25, 1990Inventor: Philip M. Weinstein
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Patent number: 4943554Abstract: A carbonless copy system which enables the formation of a plurality of different colored images on a substrate. A phenolic resin or reactive clay image-forming component is applied as a CF coating on a recording substrate. One or more coatings of encapsulated dye precursors (complementary image-forming components) are applied to selected portions of the CF coating on the recording substrate and one or more coatings of encapsulated dye precursors are applied to selected portions of a transfer substrate. The dye precursor coatings are capable of forming different colored reaction products when coming into contact and reacting with the phenolic resin or reactive clay. Upon applying pressure to the transfer substrate, the dye precursor capsules are ruptured, releasing the dye precursor which contacts and reacts with the phenolic resin or reactive clay to form the colored reaction products.Type: GrantFiled: May 24, 1988Date of Patent: July 24, 1990Assignee: Moore Business Forms, Inc.Inventor: Norman Macaulay
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Patent number: 4940691Abstract: Coloring phthalide compounds having general formula [I] ##STR1## R.sup.1 represents hydrogen, an alkyl group, or halogen, m is an integer of 1 to 4, when m is 1, R.sup.2 represents hydrogen, an amino group, an alkylamino group, a dialkylamino group, a cyclic amino group, an alkyl group, or halogen, when m is 2 to 4, R.sup.2 represents halogen, R.sup.3 and R.sup.4 each represent a straight chain or branched alkyl group having 1 to 8 carbon atoms, a cyclic alkyl group, or a benzyl group, and R.sup.5 represents hydrogen, an alkyl group or an alkoxyl group; and a thermosensitive recording material including a thermosensitive recording layer comprising any of the above coloring phthalides and a color developer capable of inducing color formation in the phthalide compound are disclosed.Type: GrantFiled: May 19, 1989Date of Patent: July 10, 1990Assignee: Ricoh Company, Ltd.Inventors: Kiyotaka Iiyama, Kunio Hayakawa
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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: 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: 4918048Abstract: A thermoreactive recording material contains a dyestuff precursor and an acid-modified polymer of acrylonitrile or methacrylonitrile and a 4-hydroxybenzoic acid ester as acceptor.Type: GrantFiled: April 26, 1988Date of Patent: April 17, 1990Assignee: Bayer AktiengesellschaftInventors: Hubertus Psaar, Siegfried Korte
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Patent number: 4918044Abstract: A thermosensitive recording sheet having a thermosensitive color developer layer containing a basic leuco dye and an organic color developer, said layer containing a compound of the formula ##STR1## as a sensitizer.Type: GrantFiled: April 29, 1988Date of Patent: April 17, 1990Assignees: 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: 4917730Abstract: Thermally imageable composition comprising (a) at least one leuco dye, (b) a nitrate salt, (c) at least one base having a conjugate acid having pKa equal to or greater than zero. The base serves to prevent spotting or backgrounding of transparency films bearing said thermally imageable composition during the manufacturing process used in preparing the films.Type: GrantFiled: October 16, 1985Date of Patent: April 17, 1990Assignee: Minnesota Mining and Manufacturing CompanyInventor: Alan G. Miller
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Patent number: 4918045Abstract: A recording material comprising a support, a microcapsule containing a substantially colorless electron-donating color former and a solvent, and an electron-accepting developer, wherein the color former is at least one selected from p-substituted aminophenylindolylphthalide derivatives, p-substituted aminophenylindolylazaphthalide derivatives and p-substituted aminophenylindolyldiazaphthalide derivatives, the solvent is a paraffin oil, and the amount of the solvent is at least 20% by weight based on the weight of the core substance.Type: GrantFiled: July 15, 1988Date of Patent: April 17, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Katsumi Matsuoka, Masanobu Takashima, Ken Iwakura, Keiso Saeki
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Patent number: 4912080Abstract: Pressure sensitive carbonless transfer sheets are made capable of producing clear images by light impact marking means in multi-part carbonless forms packs containing at least six of the sheets, such as 8-12 sheets, by coating a chromogenic material onto a paper sheet characterized by a basis weight of 9-11 lbs, a thickness of 40-50 microns, a Gurley porosity of 400-4000 seconds, and a Bendtsen smoothness of 120-260 ml/min on the wire side and 100-280 ml/min on the felt side. Bar codes are also transferrable with good scannability through forms packs containing three or more of the sheets.Type: GrantFiled: July 1, 1987Date of Patent: March 27, 1990Inventor: Philip M. Weinstein
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Patent number: 4910183Abstract: The invention relates to novel fluoran compounds of the general formula ##STR1## wherein R.sub.1 and R.sub.2, each independently of the other, are lower alkyl;A is ##STR2## or a pyrrolidinyl, piperidino, morpholino or piperazino radical; and R.sub.3 and R.sub.4, each independently of the other, are C.sub.1 -C.sub.12 alkyl, cycloalkyl, phenyl or phenyl substituted by lower alkyl or lower alkoxy.These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials.Type: GrantFiled: March 31, 1989Date of Patent: March 20, 1990Assignee: Appleton Papers Inc.Inventors: Patricia Dwyer-Hallquist, William J. Becker, Robert E. Miller, Kenneth D. Glanz
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Patent number: 4906604Abstract: In a multi-color heat sensitive recording material comprising a substrate and two or more heat sensitive color-forming layers thereon capable of forming different colors from each other, at least one of the heat sensitive color-forming layers containing a leuco dye and an acidic substance, the recording material characterized in that at least one piperidine derivative represented by the formula [I] ##STR1## wherein R.sub.1 is C.sub.1.about.30 aliphatic group residue which may have C.sub.2.about.20 alkoxycarbonyl group, or C.sub.1.about.30 aliphatic group residue which has ether linkage and oxycarbonyl group; R.sub.2, R.sub.3, R.sub.4, R.sub.5 and X are each methyl group or hydrogen atom; and l is an integer of 1 to 6, is incorporated at the position where a decolorizing function can be effected against the color-forming system comprising a leuco dye and an acidic substance.Type: GrantFiled: September 23, 1988Date of Patent: March 6, 1990Assignee: Kanzaki Paper Manufacturing Co., Ltd.Inventors: Tosaku Okamoto, Tomoyuki Okimoto, Katsuhiko Ishida
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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: 4904636Abstract: A heat-sensitive recording material comprising a support and a recording layer provided on the support, said recording layer containing a colorless or pale-colored basic dye and a color developer capable of forming a color upon application of heat, wherein electroconductive titanium oxide is incorporated in at least one of layers constituting the recording material.Type: GrantFiled: March 17, 1988Date of Patent: February 27, 1990Assignee: Kanzaki Paper Mfg. Co., Ltd.Inventors: Hiroo Hayashi, Toshimitsu Arikawa
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Patent number: 4895827Abstract: An improved thermally-responsive record material having improved image retention is disclosed. The invention is an improved thermally-responsive record member, typically a sheet material, bearing a thermally-responsive color-forming composition comprising a chromogenic material, an acidic developer material, and a metal salt of a compound of the formula ##STR1## wherein M is a metal selected from Zn, Ca, Sn, Ni, Cu, Al, Co, and Mg; wherein m corresponds to the valency of M;wherein n is 1 to 3;wherein R.sup.1 is selected from hydrogen, halogen, alkyl, oxyalkyl, or NO.sub.2, with the proviso that the alkyl group is of 1 to 50 carbons;wherein R.sup.2 is selected from hydrogen, alkyl, or aryl, with the proviso that the alkyl group is of 1-5 carbon; anda suitable binder therefor.Type: GrantFiled: January 17, 1989Date of Patent: January 23, 1990Assignee: Appleton Papers Inc.Inventors: Steven L. Vervacke, Kenneth D. Glanz
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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: RE33815Abstract: A heat sensitive record sheet which comprises a coated layer comprising 2-anilino-3-methyl-6-dibutylaminofluoran.Type: GrantFiled: June 27, 1988Date of Patent: February 4, 1992Assignee: Hodogaya Chemical Co., Ltd.Inventors: Masahiko Yamaguchi, Michihiro Gonda, Yutaka Satoh, Mikiko Kanasugi