Ring Carbon Is Shared By Three Of The Cyclos (e.g., Perylene Tetracarboxylic Acid Diimide, Etc.) Patents (Class 546/37)
-
Patent number: 6521756Abstract: The present invention provides a process for preparing transparent perylimide pigments of the formula (I) in which u is a number from 0 to 8 and, if u>0, E is a chlorine or bromine atom and, where u>1, may be a combination thereof, which comprises wet-grinding a crude perylimide pigment in a liquid medium in a stirred ballmill operated at a power density of from 1.0 kW per liter of milling space and at a stirrer tip speed of more than 12 m/s under the action of grinding media having a diameter of less than or equal to 0.9 mm, and isolating the resulting pigment.Type: GrantFiled: February 5, 2001Date of Patent: February 18, 2003Assignee: Clariant GmbHInventors: Joachim Weber, Gerhard Wilker, Manfred Urban, Martin Böhmer, Erwin Dietz
-
Patent number: 6464902Abstract: A process for the preparation of perylene mixtures comprised of at least two symmetrical perylene bisamide dimers of Formula 1 wherein R is hydrogen, alkyl, cycloalkyl, substituted alkyl, aryl, substituted aryl, aralkyl or substituted aralkyl, and at least one terminally unsymmetrical dimer of Formula 2 wherein R1 and R2 are hydrogen, alkyl, cycloalkyl, substituted alkyl, aryl, substituted aryl, aralkyl, or substituted aralkyl, and wherein R1 and R2 are dissimilar, which process comprises the condensation of a mixture of at least two perylene monoimide-monoanhydrides of Formula 3 with a diamine wherein R is hydrogen, alkyl, cycloalkyl, substituted alkyl, aryl, substituted aryl, aralkyl, and substituted aralkyl, with a 1,3-diaminopropane.Type: GrantFiled: May 25, 2000Date of Patent: October 15, 2002Assignee: Xerox CorporationInventors: Roger E. Gaynor, James M. Duff, C. Geoffrey Allen, Gordon K. Hamer, Ah-Mee Hor
-
Publication number: 20020127756Abstract: The invention relates to tuned multifunctional linker molecules for charge transport through organic-inorganic composite structures. The problem underlying the present invention is to provide multifunctional linker molecules for tuning the conductivity in nanoparticle-linker assemblies which can be used in the formation of electronic networks and circuits and thin films of nanoparticles.Type: ApplicationFiled: December 6, 2001Publication date: September 12, 2002Inventors: Jurina Wessels, William Ford, Akio Yasuda
-
Patent number: 6441174Abstract: The invention is directed to a process for preparing a bis(hydroxymethyl)perylenetetracarboximide compound by reacting perylene-3,4,9,10-tetracarboximide with formaldehyde. The bis(hydroxymethyl)perylenetetracarboximide can be isolated or further reacted in a one pot synthesis to yield a compound of the formula wherein X1 and X2 are organic radicals.Type: GrantFiled: December 6, 2001Date of Patent: August 27, 2002Assignee: Ciba Specialty Chemicals CorporationInventor: Shivakumar Basalingappa Hendi
-
Publication number: 20020112297Abstract: This invention relates to new fluorescent or non-fluorescent dye compounds having a terminal hydroxy, carboxylic acid/ester or amino group and a process for their preparation.Type: ApplicationFiled: July 13, 2001Publication date: August 22, 2002Applicant: CLARIANT FINANCE (BVI) LIMITEDInventors: Bansi Lal Kaul, Jean-Christophe Graciet
-
Patent number: 6432193Abstract: This invention relates to a continuous process for preparing perylenes by (a) continuously mixing a melt of the leuco form of a perylene tetracarboxylic diimide obtained by alkaline fusion of naphthalimide with a continuous water-containing stream containing (1) 2 to 50 parts of water per part of melt, (2) 0 to X1 moles of oxidizing agent per mole of the leuco form, (3) 0 to Y1 parts by weight of processing additives, based on the leuco form, and (4) 0 to Z1 parts by weight of an acid, based on the leuco form of the perylene tetracarboxylic diimide, to form a slurry; and (b) optionally mixing the slurry in one or more continuous or batchwise steps with a second stream containing (1) 0 to 10 parts by weight of water, based on the slurry, (2) 0 to X2 moles of oxidizing agent per mole of the leuco form of the perylene tetracarboxylic diimide, with the proviso the total of X1 and X2 represents at least the molar amount of oxidizing agent theoretically needed to oxidize all of the leuco form of the perylene tetrType: GrantFiled: December 15, 1999Date of Patent: August 13, 2002Assignee: Bayer CorporationInventors: Thomas R. Flatt, Richard Kent Faubion, Mark A. Putnam, Ulrich Feldhues, Richard A. Vogel
-
Publication number: 20020107258Abstract: Certain non-nucleoside compounds that will selectively inhibit telomerase by targeting the nucleic add structures, such as G-quadruplexes, that may be associated with human telomeres or telomerase have been identified. Inhibition of human telomerase by two perylenetetracarboxylic acid diimides and a carbocyanine has been demonstrated. 1H-NMR studies have evidenced the stabilization of a G-quadruplex by the perylenetetracarboxylic acid diimide compounds and provided evidence that these and structurally related compounds inhibit the telomerase enzyme by a mechanism consistent with interaction with G-quadruplex structures.Type: ApplicationFiled: December 5, 2000Publication date: August 8, 2002Applicant: Board of Regents, The Universty of Texas SystemInventors: Sean M. Kerwin, Oleg Y. Fedoroff, Miguel Salazar, Laurence H. Hurley
-
Publication number: 20020072069Abstract: The present invention is related to the linker molecules comprising one or more nucleic acid binding group and one or more nanoparticle binding group which are connected covalently by a spacer group. The problem underlying the present invention is to provide methods for the controlled and selective metallization of nucleic acids, the production of nanowires which may be used, e.g., in the formation of electronic networks and circuits allowing a high density arrangement, and the components of devices that may be incorporated in such networks and circuits. This problem is solved by a linker molecule which comprises one or more nucleic acid binding group(s) and one or more nanoparticle binding group(s) which are connected covalently by a spacer group. Such linkers can be used for the manufacture of nucleic acid/linker conjugates, nanoparticle/linker conjugates, and nanoparticle/linker/nucleic acid composites and further nanowires, electronic networks, electronic circuits and junctions comprising said nanowires.Type: ApplicationFiled: December 7, 2001Publication date: June 13, 2002Inventors: William Ford, Jurina Wessels, Akio Yasuda
-
Patent number: 6403797Abstract: This invention relates to a process for preparing perylene pigment compositions by (a) reacting, at a temperature of less than about 25° C., a mixture of (1) a perylene tetracarboxylic compound, (2) at least about 0.1% by weight, relative to the perylene tetracarboxylic compound, of a surfactant of formula (I) wherein R1, R2, R3, X, Y, Z, and Z′ are defined herein, (3) an equivalent excess, relative to the amount of the perylene tetracarboxylic compound, of ammonia or a primary amine RA—NH2, wherein RA is defined herein, and (4) optionally, a solvent, to form a perylene intermediate; (b) heating the perylene intermediate at a temperature of about 50° C. to about 250° C., optionally in the presence of certain non-pigmentary cyclic anhydrides or imides and/or solvents; and (c) collecting the perylene pigment composition.Type: GrantFiled: December 22, 2000Date of Patent: June 11, 2002Assignee: Bayer CorporationInventors: Charles W. Sandefur, Brian L. Thompson, Michael J. Greene, Gregory R. Schulz
-
Patent number: 6403796Abstract: A photoconductive imaging member comprised of an unsymmetrical perylene of the formula wherein each R1 and R2 are dissimilar and wherein the R1 and R2 are hydrogen, alkyl, cycloalkyl, substituted alkyl, aryl, substituted aryl, aralkyl, and substituted aralkyl, and X represents a symmetrical bridging component, and y represents the number of X components.Type: GrantFiled: September 28, 2000Date of Patent: June 11, 2002Assignee: Xerox CorporationInventors: James M. Duff, C. Geoffrey Allen, Ah-Mee Hor, Roger E. Gaynor
-
Patent number: 6399166Abstract: A liquid crystal display has a first substrate plate and a second substrate plate, and a liquid crystal layer disposed between the plates. A polarizing coating, having molecules of one or more organic dyes capable of forming a lyotropic liquid crystalline phase, is formed overlying a selected surface of each plate. Orientation of the polarizing coating is obtained by applying a force to the dye molecules when in the liquid crystal phase and subsequently converting the liquid crystal phase to a solid film.Type: GrantFiled: April 23, 1999Date of Patent: June 4, 2002Assignee: Optiva, Inc.Inventors: Ir Gvon Khan, Yuri A. Bobrov, Victor A. Bykov, Leonid Y. Ignatov, Pavel I. Lazarev
-
Publication number: 20020065401Abstract: The invention relates to novel soluble pigment precursors possessing not only higher thermal stability but also improved solubility characteristics and to a process for mass coloration of high temperature polymers that utilizes these novel soluble pigment precursors.Type: ApplicationFiled: November 20, 2001Publication date: May 30, 2002Inventors: Leonhard Feiler, Zhimin Hao
-
Publication number: 20020052500Abstract: The invention is directed to a process for preparing a bis(hydroxymethyl)perylenetetracarboximide compound by reacting perylene-3,4,9,10-tetracarboximide with formaldehyde.Type: ApplicationFiled: December 6, 2001Publication date: May 2, 2002Inventor: Shivakumar Basalingappa Hendi
-
Patent number: 6348595Abstract: The invention is directed to a process for preparing a bis(hydroxymethyl)perylenetetracarboximide compound by reacting perylene-3,4,9,10-tetracarboximide with formaldehyde. The bis(hydroxymethyl)perylenetetracarboximide can be isolated or further reacted in a one pot synthesis to yield a compound of the formula wherein X1 and X2 are organic radicals.Type: GrantFiled: October 27, 1999Date of Patent: February 19, 2002Assignee: Ciba Specialty Chemicals CorporationInventor: Shivakumar Basalingappa Hendi
-
Patent number: 6326494Abstract: A 1,7-disubstituted perylene-3,4,9,10-tetracarboxylic diimide of the general formula VI: Compositions or products comprising the compound of formula VI. Compositions comprising 1,7-diaroxy- or 1,7-diarylthio-substituted perylene-3,4,9,10-tetracarboxylic dianhydrides (I) or 1,7-diaroxy- or 1,7-diarylthio-substituted perylene-3,4,9,10-tetracarboxylic acids (Ia).Type: GrantFiled: August 2, 2000Date of Patent: December 4, 2001Assignee: BASF AktiengesellschaftInventors: Arno Böhm, Harald Arms, Georg Henning, Peter Blaschka
-
Publication number: 20010016656Abstract: The present invention provides a process for preparing transparent perylimide pigments of the formula (I) 1Type: ApplicationFiled: February 5, 2001Publication date: August 23, 2001Applicant: Clariant GmbHInventors: Joachim Weber, Gerhard Wilker, Manfred Urban, Martin Bohmer, Erwin Dietz
-
Patent number: 6274728Abstract: Compounds of formula A(B)x (I), wherein x is an integer from 1 to 8, A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, indanthrone, isoindolinone, isoindoline, dioxazine, azo, phthalocyanine or diketopyrrolopyrrole series that is bonded to x groups B via one or more hetero atoms, those hetero atoms being selected from the group consisting of N, O and S and forming part of the radical A, each group B independently of any other(s) is hydrogen or a group of the formula at least one group B being a group of the formula The compounds according to the invention are used in high-molecular-weight organic materials, thermo-, photo- or chemo-sensitive recording materials, light-sensitive negative or positive resist compositions, ink compositions for ink-jet printing and color tapes for thermal transfer printing.Type: GrantFiled: December 16, 1999Date of Patent: August 14, 2001Assignee: Ciba Specialty Chemicals Corp.Inventors: Véronique Hall-Goulle, Aline Bize
-
Patent number: 6224665Abstract: This invention relates to a process for preparing perylene pigment compositions by reaction of (a) a perylene tetracarboxylic compound; (b) about 0.01 to about 20% by weight, relative to the perylene tetracarboxylic compound, of a non-pigmentary cyclic anhydride or imide of formula (I) wherein W is O or NR1 (where R1 is hydrogen, a metal, or optionally substituted alkyl, cycloalkyl, aralkyl, or aryl), R2, R3, and R4 are various combinations of substituents and/or fused-on rings, and the dotted line is an optional double bond representing R2−C=C—R3; (c) ammonia or a primary alkyl, aralkyl, or aryl amine; optionally in the presence of (d) a solvent and/or (e) one or more dispersants.Type: GrantFiled: January 25, 2000Date of Patent: May 1, 2001Assignee: Bayer CorporationInventors: Gregory R. Schulz, Michael J. Greene
-
Patent number: 6221150Abstract: The present invention relates to pigment dispersants of the formula (I) in which Z1 is a radical of the formula (Ia) —[X—Y]q—[X1—Y1]r—[X2—NH]sH (Ia) in which X, X1 and X2 are identical or different and are a branched or unbranched C2-C6-alkylene radical or a C5-C7-cycloalkylene radical which can be substituted by from 1 to 4 C1-C4-alkyl radicals, hydroxyl radicals, and/or by from 1 to 2 further C5-C7-cycloalkyl radicals; Y and Y1 are identical or different and are an NH—, —O— or N(C1-C6-alkyl) group, q is a number from 1 to 6, r and s independently of one another are a number from 0 to 6, but are not simultaneously zero; and Z is defined as Z1, Z2 or Z3, where Z2 is a radical of the formula (Ib) —[X—O]q1—[X1—O]qH (Ib) in which q1 is a number from 0 to 6, and Z3 is hydrogen, hydroxyl, amino or C1-C6-alkyl where the alkyl group canType: GrantFiled: February 22, 1999Date of Patent: April 24, 2001Assignee: Clariant GmbHInventors: Joachim Weber, Manfred Urban, Erwin Dietz
-
Patent number: 6184378Abstract: A 1,7-disubstituted perylene-3,4,9,10-tetracarboxylic diimide of the general formula VI where X1 and X1 re independently bromine or —L—R, where L is 1,2-ethylene, 1,2-ethenylene or 1,2-ethynylene and R is hydrogen or C1-C30-alkyl whose carbon chain can be interrupted by one or more groups —O—, —S—, —NR3—, —CO— and/or —SO2— and/or which can be substituted one or more times by —COOR3, —SO3R3, hydroxyl, cyano, C1-C6-alkoxy, C5-C8-cycloalkyl or aryl or by a 5- to 7-membered heterocyclic radical which is attached via a nitrogen atom and can include further heteroatoms and/or can be aromatic, R3 being hydrogen or C1-C6-alkyl.Type: GrantFiled: September 24, 1999Date of Patent: February 6, 2001Assignee: BASF AktiengesellschaftInventors: Arno Böhm, Harald Arms, Georg Henning, Peter Blaschka
-
Patent number: 6174361Abstract: The invention relates to a process for preparing N,N′-dimethylperylene-3,4,9,10-tetracarboxylic diimide, utilizing the reaction of perylene-3,4,9,10-tetracarboxylic dianhydride with monomethylamine, which comprises employing at least 2 times the molar amount of monomethylamine per mole of perylene-3,4,9,10-tetracarboxylic dianhydride and at least 3 times the amount by weight of water based on the weight of the dianhydride, conducting the reaction at a temperature from 50 to 200° C., removing unreacted monomethylamine by distillation, subjecting the resulting crude pigment to wet grinding in a liquid, aqueous or aqueous-organic medium in a stirred ballmill which is operated with a power density of more than 1.5 kW per liter of milling space and a stirrer tip speed of more than 12 m/s under the action of grinding media having a diameter of less than or equal to 0.Type: GrantFiled: August 13, 1999Date of Patent: January 16, 2001Assignee: Clariant GmbHInventors: Manfred Urban, Martin Boehmer, Joachim Weber
-
Patent number: 6172078Abstract: The present invention provides a quinolinomorphinan derivative or a pharmacologically acceptable acid addition salt thereof, and an agent for curing or preventing cerebral disorders composed of the derivative and salt thereof, which is represented by the following formula (I): (wherein R1 represents cyclopropylmethyl or the like; R2 and R3 independently represent hydroxy, methoxy, or the like; R4 represents hydrogen, methyl, amino or the like; and (R5)m represents hydrogen, substituted benzo, or the like. The compounds of the present invention prevent damages of the cerebral nerve cells and are useful as medicine for curing or preventing various cerebral diseases such as cerebral stroke, traumatic cerebral diseases, cerebral edema, and cerebral neurodegenerative diseases.Type: GrantFiled: January 13, 1999Date of Patent: January 9, 2001Assignee: Toray Industries, Inc.Inventors: Hiroshi Nagase, Yoshifumi Imamura, Hiroshi Ohno, Masanobu Kaneeda, Susumu Matsuda, Yasushi Miyauchi
-
Patent number: 6165800Abstract: A new class of chemiluminescent acridinium or benzacridinium compounds is disclosed by virtue of forming an intramolecular energy transfer conjugate (ETC) between the acridinium or benzacridinium compound and a luminophore. A method of extending the emission wavelengths of acridinium or benzacridinium esters in order to further reduce or eliminate the emission spectral overlap between the parent polysubstituted aryl Acridinium Esters (DMAE) and Benzacridinium Esters (LEAE) is disclosed. The ETC's retain the unique desired properties of acridinium or benzacridinium compounds including complete light emission in very short period of time, monophasic emission spectrum, simplicity of triggering mechanism, ability of labeling the biological molecules of interest to form a tracer, and good stability. Additionally, the range of the emission spectrum of an acridinium or benzacridinium compound can now be shifted at will and at longer leap through the choice of a luminophore as the integral part of an ETC molecule.Type: GrantFiled: May 27, 1998Date of Patent: December 26, 2000Assignee: Bayer CorporationInventors: Qingping Jiang, Jun Xi, Anand Natrajan, David Sharpe, Marcus Baumann, Rolf Hilfiker, Erika Schmidt, Paul Senn, Fritz Thommen, Adrian Waldner, Alex Alder, Say-Jong Law
-
Patent number: 6165661Abstract: A mixture comprised of at least two perylenes and wherein the mixture includes symmetrical perylenes, unsymmetrical perylenes, and unsymmetrical perylenes with dissimilar R.sub.1 and R.sub.2 terminal substituents. The perylene mixtures can be selected for photoconductive imaging members.Type: GrantFiled: May 21, 1999Date of Patent: December 26, 2000Assignee: Xerox CorporationInventors: Cheng-Kuo Hsiao, Ah-Mee Hor, James M. Duff, Giuseppa Baranyi, C. Geoffrey Allen
-
Patent number: 6166210Abstract: Perylene imide monocarboxylic acids of the general formula I ##STR1## perylene-3,4-dicarboxylic acid imides, perylene imide carboxylic acid derivatives and a process for the preparation of these compounds as well as their use, inter alia, as colourants.Type: GrantFiled: December 3, 1998Date of Patent: December 26, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Heinz Langhals, Wolfgang Jona
-
Patent number: 6156763Abstract: Certain non-nucleoside compounds that will selectively inhibit telomerase by targeting the nucleic add structures, such as G-quadruplexes, that may be associated with human telomeres or telomerase have been identified. Inhibition of human telomerase by two perylenetetracarboxylic acid diimides and a carbocyanine has been demonstrated. .sup.1 H-NMR studies have evidenced the stabilization of a G-quadruplex by the perylenetetracarboxylic acid diimide compounds and provided evidence that these and structurally related compounds inhibit the telomerase enzyme by a mechanism consistent with interaction with G-quadruplex structures.Type: GrantFiled: February 4, 1999Date of Patent: December 5, 2000Assignee: Board of Regents, The University of Texas SystemInventors: Sean M. Kerwin, Oleg Y. Fedoroff, Miguel Salazar, Laurence H. Hurley
-
Patent number: 6143068Abstract: This invention relates to a process for preparing perylene pigment compositions by reaction of(a) a perylene tetracarboxylic compound;(b) about 0.01 to about 20% by weight, relative to the perylene tetracarboxylic compound, of a non-pigmentary cyclic anhydride or imide of formula (I) ##STR1## wherein W is O or NR' (where R.sup.1 is hydrogen, a metal, or optionally substituted alkyl, cycloalkyl, aralkyl, or aryl), R.sup.2, R.sup.3, and R.sup.4 are various combinations of substituents and/or fused-on rings, and the dotted line is an optional double bond representing R.sup.2 --C.dbd.C--R.sup.3 ;(c) ammonia or a primary alkyl, aralkyl, or aryl amine; optionally in the presence of(d) a solvent and/or(e) one or more dispersants.Type: GrantFiled: January 25, 2000Date of Patent: November 7, 2000Assignee: Bayer CorporationInventors: Gregory R. Schulz, Michael J. Greene
-
Patent number: 6136817Abstract: New morphinane derivatives of the formula ##STR1## their pharmaceutically acceptable salts, a process for their preparation and their use in the manufacture of pharmaceutical preparations.Type: GrantFiled: August 22, 1995Date of Patent: October 24, 2000Assignee: Astra ABInventor: Helmut Schmidhammer
-
Patent number: 6130101Abstract: The present invention describes xanthene dyes, including rhodamines, rhodols and fluoresceins that are substituted one or more times by a sulfonic acid or a salt of a sulfonic acid. The dyes of the invention, including chemically reactive dyes and dye-conjugates are useful as fluorescent probes, particularly in biological samples.Type: GrantFiled: September 23, 1997Date of Patent: October 10, 2000Assignee: Molecular Probes, Inc.Inventors: Fei Mao, Wai-Yee Leung, Richard P. Haugland
-
N,N'-dimethylperylene-3,4,9,10-tetracarboxylic acid diimide pigments suitable for water-based paints
Patent number: 6099636Abstract: A N,N'-dimethylperylene-3,4,9,10-tetracarboxylic diimide pigment suitable for aqueous basecoats is obtainable by coating the diimide, suspended in an aqueous medium, with a carboxyl-carrying resin in the presence of 3,4-dicarboximidoperylene-9-sulfonic acid or salts thereof and with a C.sub.8 -C.sub.8 -alkyl- or-alkenylamine, isolating and drying the coated dimide and then subjecting it to dry milling.Type: GrantFiled: July 16, 1998Date of Patent: August 8, 2000Assignee: BASF AktiengesellschaftInventors: Georg Henning, Peter Blaschka, Arno Bohm -
Patent number: 6084099Abstract: Preparation of N,N'-di(C.sub.1 -C.sub.4 alkyl)perylene-3,4,9,10-tetracarboxylic acid diimides (I) by the reaction of perylene-3,4,9,10-tetracarboxylic acid diimide (II) with a C.sub.1 -C.sub.4 alkyl halide, in which the reaction is carried out in a dipolar-aprotic organic solvent in the presence of an inorganic base.Type: GrantFiled: October 28, 1998Date of Patent: July 4, 2000Assignee: BASF AktiengesellschaftInventors: Claus Hackmann, Michael Acker, Georg Henning, Siegfried Mensch
-
Patent number: 6060601Abstract: Perylene hydrazide imides of the general formula I a process for the preparation thereof, the use thereof as detection reagents for carbonyl compounds, protonic acids, acylating agents and metal salts, and also perylene hydrazones II and bi- and tri-fluorophoric perylene bisimides III, the preparation thereof and methods of using them.Type: GrantFiled: July 23, 1998Date of Patent: May 9, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Heinz Langhals, Wolfgang Jona
-
Patent number: 6049428Abstract: The present invention provides dyes of formula I-XXXIV, described in detail below, and dichroic light polarizers based on the dyes. In the dichroic light polarizers of this invention the dye molecules are aggregated into particles oriented in a predetermined direction on a surface of a substrate to enable the dye to polarize light transmitted through the dye. In another embodiment, a dichroic light polarizer includes a molecularly oriented layer of an organic dye on a surface of a substrate. The layer has a non-periodic arrangement of different polarizing elements. Each of the polarizing elements have differing orientations of the polarization vector in the substrate plane and/or differing colors. The dichroic light polarizer may contain one or more additional dye layers and may have a transparent layer intermediate to the dye layer.Type: GrantFiled: August 4, 1997Date of Patent: April 11, 2000Assignee: Optiva, Inc.Inventors: Ir G Khan, Yuri A. Bobrov, Leonid Y. Ignatov, Elena Y. Shishkina, Pavel I Lazarev, Alexey V. Kurbatov
-
Patent number: 6015458Abstract: This invention relates to a process for preparing perylene pigment compositions by reaction of(a) a perylene tetracarboxylic compound;(b) about 0.01 to about 20% by weight, relative to the perylene tetracarboxylic compound, of a non-pigmentary cyclic anhydride or imide of formula (I) ##STR1## wherein W is O or NR.sup.1 (where R.sup.1 is hydrogen, a metal, or optionally substituted alkyl, cycloalkyl, aralkyl, or aryl), R.sup.2, R.sup.3, and R.sup.4 are various combinations of substituents and/or fused-on rings, and the dotted line is an optional double bond representing R.sup.2 --C.dbd.C--R.sup.3 or R.sup.3 --C.dbd.C--R.sup.4 ; and(c) ammonia or a primary alkyl, aralkyl, or aryl amine;optionally in the presence of(d) a solvent and/or(e) one or more dispersants.Type: GrantFiled: December 15, 1998Date of Patent: January 18, 2000Assignee: Bayer CorporationInventors: Gregory R. Schulz, Michael J. Greene
-
Patent number: 6013777Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m and n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.Type: GrantFiled: June 10, 1998Date of Patent: January 11, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
-
Patent number: 5955612Abstract: A class of sulforhodamine labeling reagents capable of binding with a biomolecular species to produce a conjugate with fluorescent properties. The sulforhodamine labeling reagents have the structure: ##STR1## The group X is selected from an alkyl, an olefin, a monocyclic aliphatic saturated hydrocarbon, an aryl, or nothing at all. The group Y is selected from an amide, a substituted amide, or nothing at all. The group Z is selected from a monocyclic aliphatic hydrocarbon, an aryl, or an alkyl, as defined with respect to group X, a polyethylene glycol chain of the general form (CH.sub.2 CH.sub.2 O).sub.n, or nothing at all. The alkyl or polyethylene glycol chain may further have inert intermediate amide, ether, or disulfide functionalities. The group X, group Y, and group Z cannot all be nothing at all or non-existent. The group R is an electrophilic moiety suitable for conjugation of the fluorescent labeling reagent with a biomolecular species. Also disclosed is a method of making the reagents.Type: GrantFiled: May 23, 1997Date of Patent: September 21, 1999Assignee: SystemixInventors: Clarence N. Ahlem, Steven M. Torkelson
-
Patent number: 5929239Abstract: Perylene-3,4:9,10-tetracarboxylic acid imides of the general formula I, including their optical antipodes and their mixtures, in particular their racemates ##STR1## wherein R.sup.1 to R.sup.14 are identical or different and are hydrogen or a radical selected from the group consisting of an unsubstituted or substituted carbocyclic aromatic radical, an unsubstituted or substituted heterocyclic aromatic radical, halogen, unsubstituted or substituted C.sub.1 -C.sub.18 alkyl, --OR.sup.15, --CN, --NR.sup.16 R.sup.17, --COR.sup.18, --NR.sup.19 COR.sup.18, --NR.sup.15 COOR.sup.18, --NR.sup.15 CONR.sup.16 R.sup.17, --NHSO.sub.2 R.sup.18, --SO.sub.2 R.sup.18, --SOR.sup.18, --SO.sub.2 OR.sup.18, --CONR.sup.16 R.sup.17 --N.dbd.NR.sup.20, --OCOR.sup.18 and --OCONHR.sup.18, where pairs of adjacent radicals can form a carbocyclic or heterocyclic ring,wherein R.sup.18 is C.sub.1 14 C.sub.18 alkyl, C.sub.6 -C.sub.10 aryl, or benzyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.Type: GrantFiled: January 26, 1998Date of Patent: July 27, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Heinz Langhals, Josef Gold
-
Patent number: 5886160Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m and n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.Type: GrantFiled: June 12, 1998Date of Patent: March 23, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
-
Patent number: 5756744Abstract: Photoconductive imaging members comprised of unsymmetrical dimeric perylene as a charge generator, wherein said perylene is of the following formula ##STR1## wherein R is hydrogen, alkyl, cycloalkyl, substituted alkyl, aryl, substituted aryl, aralkyl or substituted aralkyl group, and X--Y is an unsymmetrical bridging moiety of alkylene, substituted alkylene, arylene, substituted arylene, aralkylene or substituted aralkylene.Type: GrantFiled: July 29, 1997Date of Patent: May 26, 1998Assignee: Xerox CorporationInventors: James M. Duff, C. Geoffrey Allen, Ah-Mee Hor, Gordon K. Hamer
-
Patent number: 5753030Abstract: This invention relates to pigment compositions prepared by precipitating a blend of (a) about 60 to about 95 percent by weight of a perylene pigment having the formula ##STR1## wherein R.sup.1 and R.sup.2 are independently C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.7 -C.sub.16 aralkyl, or C.sub.6 -C.sub.10 aryl; and (b) about 5 to about 40 percent by weight of a polycyclic aromatic compound containg at least 5 aromatic rings wherein at least one ring is substituted with at least one keto group.Type: GrantFiled: May 13, 1996Date of Patent: May 19, 1998Assignee: Bayer CorporationInventors: Thomas R. Flatt, Mark W. Johnson
-
Patent number: 5739296Abstract: Polarizing coatings are formed from dyestuffs which provide a stable liquid crystalline phase in a wide range of concentrations, temperatures and pH-values. Particles formed by aggregates of the liquid crystal molecules are oriented in a predetermined direction to polarize light. The stability of the liquid crystalline state allows orienting the particles by mechanical forces such as a shearing force applied when the liquid crystal (10) is spread on a support surface (20) by a knife-like doctor (90) or a tension deformation force acting on the meniscus of the liquid crystal deposited between two surfaces (20, 30) as the surfaces are peeled off one another. As a result, the polarizing coatings are formed in some embodiments by simple methods. In some embodiments, the polarizing coatings have a high lightfastness, a high thermal stability, and a high dichroic ratio.Type: GrantFiled: November 20, 1995Date of Patent: April 14, 1998Assignee: Russian Technology GroupInventors: Khan Ir Gvon, Yuri A. Bobrov, Victor A. Bykov, Leonid Y. Ignatov, Tatiana D. Ivanova, Sergei I. Popov, Elena Y. Shishkina, Georgiy N. Vorozhtsov
-
Patent number: 5710197Abstract: Fluorescent pigments contain essentially a polymer matrix based on polymethyl methacrylate and a nonpolar fluorescent dye from the coumarin or perylene series, the polymer matrix being a crosslinked polymethacrylate or polyacrylate prepared by suspension polymerization.Type: GrantFiled: July 13, 1995Date of Patent: January 20, 1998Assignee: BASF AktiengesellschaftInventors: Wolfgang Fischer, Andreas Deckers, Norbert Guntherberg, Ekkehard Jahns, Sylke Haremza, Werner Ostertag, Helmut Schmidt
-
Patent number: 5693808Abstract: Di-, tri- and tetrachromophoric perylene-3,4:9,10-tetracarboxylic acid imides of the formula I ##STR1## in which A is, for example, 1,4-phenylene,R is 1-hexylheptyl andm is 2,are readily accessible by reaction of a perylene-3,4:9,10-tetracarboxylic acid monoanhydride monoimide with 1,4-diaminobenzene-bisformamide. The preparation process and also a specific process for the preparation of monochromic perylene-3,4:9, 10-tetracarboxylic acid bisimides are also claimed. These processes are particularly suitable for reaction of highly electron-rich aromatic amines, which cannot be reacted under conventional condensation conditions.Type: GrantFiled: November 6, 1995Date of Patent: December 2, 1997Assignee: Ciba Specialty Chemicals CorporationInventor: Heinz Langhals
-
Patent number: 5650512Abstract: A class of sulforhodamine labeling reagents capable of binding with a biomolecular species to produce a conjugate with fluorescent properties. The sulforhodamine labeling reagents have the structure: ##STR1## The group X is selected from an alkyl, an olefin, a monocyclic aliphatic saturated hydrocarbon, an aryl, or nothing at all. The group Y is selected from an amide, a substituted amide, or nothing at all. The group Z is selected from a monocyclic aliphatic hydrocarbon, an aryl, or an alkyl, as defined with respect to group X, a polyethylene glycol chain of the general form (CH.sub.2 CH.sub.2 O).sub.n, or nothing at all. The alkyl or polyethylene glycol chain may further have inert intermediate amide, ether, or disulfide functionalities. The group X, group Y, and group Z cannot all be nothing at all or non-existent. The group R is an electrophilic moiety suitable for conjugation of the fluorescent labeling reagent with a biomolecular species. Also disclosed is a method of making the reagents.Type: GrantFiled: June 7, 1995Date of Patent: July 22, 1997Assignee: SystemixInventors: Clarence N. Ahlem, Steven M. Torkelson
-
Patent number: 5646000Abstract: The invention is directed to a series of novel compounds, and their pharmaceutically acceptable salts, of the formula ##STR1## wherein R is C.sub.0-6 alkyl substituted with R.sup.5 or a mono or polycyclic aromatic or heteroaromatic system comprised of 5 or 6-membered aromatic or heteroaromatic rings that are either unsubstituted or substituted with one or more of R.sup.1 and R.sup.2 ; R.sup.1 and R.sup.2 are independently C.sub.1-6 alkyl, carboxyl, hydroxyl, azido, nitro, amino, C.sub.1-6 alkylamino, C.sub.1-6 dialkylamino, arylamino, aryl C.sub.1-6 alkylamino, hydroxysulfonyl or arylazo; aryl is a phenyl or naphthyl ring which is unsubstituted or substituted with one or more of R.sup.3 and R.sup.4 ; R.sup.3 and R.sup.4 are independently C.sub.1-6 alkyl, azido, nitro, amino, C.sub.1-6 dialkylamino or hydroxysulfonyl; R.sup.5 is ##STR2## provided that when R is an unsubstituted monocyclic ring, the monocyclic ring is not phenyl or pyridyl.Type: GrantFiled: September 29, 1994Date of Patent: July 8, 1997Assignee: Merck & Co., Inc.Inventors: Bohumil Bednar, Melissa Egbertson, Robert J. Gould, George D. Hartman, Jules A. Shafer
-
Patent number: 5631263Abstract: A therapeutic method is provided to elevate a depressed mammalian autologous mixed lymphocyte response and to alleviate the diseases associated therewith by the administration of an effective amount of certain selective delta opioid receptor antagonists to a mammal such as a human patient in need of such treatment.Type: GrantFiled: May 25, 1995Date of Patent: May 20, 1997Assignees: Minneapolis Medical Research Foundation, Regents of the University of MinnesotaInventors: Philip S. Portoghese, Burt M. Sharp, Kristin M. Linner
-
Patent number: 5561232Abstract: Compounds of formulaA(B).sub.x, (I),whereinx is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m and n, are as defined in claim 1. These carbamate group-containing soluble chromophores am distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.Type: GrantFiled: October 6, 1994Date of Patent: October 1, 1996Assignee: Ciba-Geigy CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
-
Patent number: 5527805Abstract: A fused ring system compound is disclosed that contains an epoxide group on one side of the fused rings and an enediyne macrocyclic ring on the other side of the fused rings. The compounds have DNA-cleaving, antimicrobial and tumor growth-inhibiting properties. Chimeric compounds having the fused ring system compound as an aglycone bonded to (i) a sugar moiety as the oligosaccharide portion or (ii) a monoclonal antibody or antibody combining site portion thereof that immunoreacts with target tumor cells are also disclosed. Compositions containing a compound or a chimer are disclosed, as are methods of preparing a compound.Type: GrantFiled: January 21, 1994Date of Patent: June 18, 1996Assignee: The Scripps Research InstituteInventors: Adrian L. Smith, Chan-Kou Hwang, Sebastian V. Wendeborn, Kyriacos C. Nicolaou, Erwin P. Schreiner, Wilhelm Stahl, Wei-Min Dai, Peter E. Maligres, Toshio Suzuki
-
Patent number: 5494913Abstract: Compounds of the formulas: ##STR1## or pharmaceutically acceptable salts thereof. These compounds are obtainable by cultivation of a pure culture of Actinoplanes sp. SCC2314, ATCC 55600. These compounds are useful as antifungal agents.Type: GrantFiled: December 13, 1994Date of Patent: February 27, 1996Assignee: Schering CorporationInventors: Min Chu, Mahesh G. Patel, Ann C. Horan, Joseph Terracciano
-
Patent number: 5466807Abstract: Novel perylene compounds based on perylene-3,4,9,10-tetracarboxylic acid monoanhydride monoimides which are substituted by alkylene- or arylenesulfonic acid groups on one or both imide nitrogen atoms, or on corresponding tetracarboxylic acid diimides, or on a halogenation product thereof, have properties which render them accessible, in addition to their use as dispersing agent for pigments of the same class of compound or other categories, also for direct use as pigments and fluorescent dyestuffs as well as polymer-soluble dyestuffs.Type: GrantFiled: March 9, 1992Date of Patent: November 14, 1995Assignee: Hoechst AktiengesellschaftInventors: Erwin Dietz, Manfred Urban