Nitrogen-containing Nonaldehyde Or Nonaldehyde Derivative Contains A Single Organic Amine Group Patents (Class 528/269)
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Patent number: 10689323Abstract: The invention relates to a method for the preparation of di- and polyamines of the diphenylmethane series, care being taken during the shutdown of the production process that an excess of aniline and respect to formalin is ensured.Type: GrantFiled: September 24, 2018Date of Patent: June 23, 2020Assignee: Covestro Intellectual Property GmbH & Co. KGInventors: Thomas Knauf, Stefan Wershofen, Klaus-Gerd Gruner, Volker Hartjes
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Patent number: 10125090Abstract: The invention relates to a method for the preparation of di- and polyamines of the diphenylmethane series, care being taken during the shutdown of the production process that an excess of aniline and respect to formalin is ensured.Type: GrantFiled: June 22, 2015Date of Patent: November 13, 2018Assignee: COVESTRO DEUTSCHLAND AGInventors: Thomas Knauf, Stefan Wershofen, Klaus-Gerd Gruner, Volker Hartjes
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Patent number: 9217054Abstract: Process for the production of di- and poly(diamino diphenyl methane) comprising the steps of (a) reacting aniline and formaldehyde in the presence of an acid catalyst to produce a reaction mixture containing di- and polyamines; (b) neutralizing the reaction mixture containing di- and polyamines; (c) separating the neutralized reaction mixture into an organic phase containing di- and polyamines and an aqueous phase; (d) further treating the organic phase separated off in step (c) by (d1) washing with water followed by (d2) separating the washed mixture into an organic phase and an aqueous phase and (d3) further fractionation of the organic phase to produce purified di- and polyamines on the one hand and aniline/water on the other hand; (e) further treating the aqueous phase separated off in step (c) by (e1) washing with aniline followed by (e2) separating the washed mixture into an aqueous phase and an organic phase and (e3) further treatment of the aqueous phase to remove the aniline thereby leaving an effluType: GrantFiled: August 28, 2008Date of Patent: December 22, 2015Assignee: Huntsman International LLCInventors: Robert Carr, Johannes Lodewijk Koole, Willem Van Der Borden
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Publication number: 20140235059Abstract: A novel diarylamine novolac resin such as a phenylnaphthylamine novolac resin, and further a resist underlayer film-forming composition in which the resin is used in a lithography process for manufacturing a semiconductor device. A polymer including a unit structure (A) of Formula (1): (in Formula (1), each of Ar1 and Ar2 is a benzene ring or a naphthalene ring). A method for manufacturing a semiconductor device, including: forming an underlayer film on a semiconductor substrate with the resist underlayer film-forming composition; forming a hardmask on the underlayer film; forming a resist film on the hardmask; forming a resist pattern by irradiation with light or an electron beam followed by development; etching the hardmask with the resist pattern; etching the underlayer film with the hardmask thus patterned; and processing the semiconductor substrate with the underlayer film thus patterned.Type: ApplicationFiled: September 25, 2012Publication date: August 21, 2014Applicant: NISSAN CHEMICAL INDUSTRIES, LTDInventors: Rikimaru Sakamoto, Yasunobu Someya, Keisuke Hashimoto, Hirokazu Nishimaki
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Patent number: 8791271Abstract: Process for preparing polymeric, ionic compounds comprising imidazolium groups, wherein an ?-dicarbonyl compound, an aldehyde, at least one amino compound having at least two primary amino groups, if appropriate an amino compound having only one primary amino group and a protic acid, where the carbonyl groups of the ?-dicarbonyl compound and of the aldehyde may, if appropriate, also be present as hemiacetal, acetal or hemiketal or ketal, are reacted with one another.Type: GrantFiled: December 10, 2009Date of Patent: July 29, 2014Assignee: BASF SEInventors: Michael Siemer, Sebastian Koltzenburg, Michael Klein
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Publication number: 20140199038Abstract: There is provided an optical waveguide which has appropriate orientation properties, a production process of which is simple so as to be suitable for producing an electro-optical element, and is able to reduce power consumption of the element due to excellent electro-optical properties, and further can be formed into a thin film and be layered; and a material for the optical waveguide. A cladding material of an optical waveguide, characterized by comprising a polymer compound including a triarylamine structure, and a nonlinear optical compound; and an optical waveguide produced by using the cladding material.Type: ApplicationFiled: August 13, 2012Publication date: July 17, 2014Applicants: KYUSHU UNIVERSITY, NISSAN CHEMICAL INDUSTRIES, LTD.Inventors: Shiyoshi Yokoyama, Kazuhiro Yamamoto, Kei Yasui, Masaaki Ozawa, Keisuke Odoi
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Patent number: 8754185Abstract: Methods for making and using amino-aldehyde resins. The method for making an amino-aldehyde resin can include mixing an intermediate amino-aldehyde reaction product having a total aldehyde compound to total amino compound molar ratio ranging from about 1.4:1 to about 3:1 with a first aldehyde compound and a first amino compound to produce an amino-aldehyde resin having a total aldehyde compound to total amino compound molar ratio ranging from about 0.5:1 to about 1.2:1. The concentration of the first aldehyde compound mixed with the intermediate reaction product can be about 1.9 wt % or more based on a combined solids weight of the aldehyde compounds and the amino compounds in the amino-aldehyde resin.Type: GrantFiled: November 9, 2011Date of Patent: June 17, 2014Assignee: Georgia-Pacific Chemicals LLCInventors: Robert A. Breyer, Richard M. Rammon, Clinton L. Mills
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Publication number: 20140080971Abstract: A highly branched polymer comprising repeating units which each have an acid group such as sulfo group, said repeating units being represented by formula [1] or the like, and a dispersant for carbon nanotubes (CNTs) which comprises the highly branched polymer can disperse CNTs in a medium such as an organic solvent to the individual sizes and can yield thin films having improved conductivity. In formula [1], any one of A1 to A5 is a sulfo group, and the others are each a hydrogen atom.Type: ApplicationFiled: May 25, 2012Publication date: March 20, 2014Applicant: NISSAN CHEMICAL INDUSTRIES, LTD.Inventors: Daigo Saito, Tatsuya Hatanaka
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Patent number: 8557949Abstract: Process for the production of di- and poly(diamino diphenyl methane) comprising the steps of (a) reacting aniline and formaldehyde in the presence of an acid catalyst to produce a reaction mixture containing di- and polyamines; (b) neutralizing the reaction mixture containing di- and polyamines; (c) separating the neutralized reaction mixture into an organic phase containing di- and polyamines and an aqueous phase; (d) further treating the organic phase separated off in step (c) by (d1) washing with water followed by (d2) separating the washed mixture into an organic phase and an aqueous phase and (d3) further fractionation of the organic phase to produce purified di- and polyamines on the one hand and aniline/water on the other hand; (e) further treating the aqueous phase separated off in step (c) by (e1) washing with aniline followed by (e2) separating the washed mixture into an aqueous phase and an organic phase and (e3) further treatment of the aqueous phase to remove the aniline thereby leaving an effluType: GrantFiled: August 28, 2008Date of Patent: October 15, 2013Assignee: Huntsman International LLCInventors: Robert Carr, Johannes Lodewijk Koole, Willem Van Der Borden
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Publication number: 20130178596Abstract: Disclosed is a rapid mixing reactor, comprising a first feed-in passage housing, a reactor housing, a second feed-in passage, a hollow blade-wheel feed distributor, a rotation shaft, and a first feed distributor, wherein the first feed-in passage housing and the reactor housing are constructed coaxially and communicated with each other; the second feed-in passage, the hollow blade-wheel feed distributor and the rotation shaft each are fixed in connection with each other in the sequence along the central axis of the reactor; the hollow blade-wheel feed distributor is located within the reactor housing and rotates axially under the driving force of the rotation shaft; the second feed-in passage is connected with the hollow blade-wheel feed distributor; the first feed-in passage housing is set up with at least one first feed-in inlet therein; the reactor housing is set up with at least one reaction liquid outlet at its distal end; and the first feed distributor and the hollow blade-wheel feed distributor are proType: ApplicationFiled: December 29, 2010Publication date: July 11, 2013Applicant: YANTAI WANHUA POLYURETHANES CO., LTD.Inventors: Jiansheng Ding, Dezhen Sun, Weiqi Hua, Qingle Hou, Wenbo Wang, Xueli Yu
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Patent number: 8119731Abstract: An object of the present invention is to provide a definitely novel water-based amino resin which is a condensation product of an amino compound (a) having no acid functional group, an amino compound having an acid functional group or an amide compound (b) having an acid functional group, formaldehyde (c) and an alcohol (d), wherein an acid functional group originating in the compound (b) is neutralized with a basic compound (e).Type: GrantFiled: February 1, 2008Date of Patent: February 21, 2012Assignee: Mitsui Chemicals, Inc.Inventors: Gen Miyata, Yoshitomo Saitou, Sunao Maeda
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Patent number: 8110652Abstract: A polyimide resin which is soluble in an organic solvent and which has a low coefficient of water absorption, thermosetting properties, high heat resistance and excellent adhesive properties, a method for manufacturing the same, an adhesive and a film each containing the subject polyimide resin and a metal-clad laminate including an adhesive layer composed of the subject polyimide resin are provided. The polyimide resin is a polyimide resin containing a repeating unit represented by the following formula (1) and a repeating unit represented by the following formula (2), with a proportion of a group presented by the following formula (3) being 50% by mole or more of the whole of X.Type: GrantFiled: July 17, 2007Date of Patent: February 7, 2012Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Tsuyoshi Bito, Shuta Kihara, Jitsuo Oishi
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Publication number: 20110303876Abstract: The present invention relates to a polymer which comprises at least one structural unit which contains at least one aldehyde group, and to a process for the preparation of a crosslinkable or crosslinked polymer including a polymer which contains aldehyde groups. The present invention thus also relates to a crosslinkable polymer and a crosslinked polymer which is prepared by the process according to the invention, and to the use of this crosslinked polymer in electronic devices, in particular in organic electroluminescent devices, so-called OLEDs (OLED=organic light emitting device).Type: ApplicationFiled: February 1, 2010Publication date: December 15, 2011Applicant: MERCK PATENT GMBHInventors: Aurélie Ludemann, Rémi Manouk Anémian, Alice Julliart
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Patent number: 7973119Abstract: This invention relates to adhesive systems using imines and salts thereof and precursors to electron deficient olefins.Type: GrantFiled: October 24, 2007Date of Patent: July 5, 2011Assignee: Loctite (R&D) LimitedInventors: Ciaran B. McArdle, Ligang Zhao
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Patent number: 7943724Abstract: Process for preparing diamino diphenyl methane and poly-(diamino diphenyl methane) comprising reacting aniline with formaldehyde in the presence of hydrogen chloride added in the gaseous form wherein the aniline contains 0.1 to 7 wt %, preferably 2 to 5 wt % of a protic chemical, preferably water.Type: GrantFiled: November 7, 2006Date of Patent: May 17, 2011Assignee: Huntsman International LLCInventor: Robert Henry Carr
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Publication number: 20100056716Abstract: An object of the present invention is to provide a definitely novel water-based amino resin improving the problems of a butylated amino resin which has excellent physical properties in a coated film but is less liable to be provided with a water base property as compared with a methylated amino resin and a methylated amino resin which is easy to be provided with a water base property but has inferior physical properties in a coated film as compared with a butylated amino resin. The water-based amino resin of the present invention is a water-based amino resin which is a condensation product of an amino compound (a) having no acid functional group, an amino compound having an acid functional group or an amide compound (b) having an acid functional group, formaldehyde (c) and an alcohol (d), wherein an acid functional group originating in the compound (b) is neutralized with a basic compound (e).Type: ApplicationFiled: February 1, 2008Publication date: March 4, 2010Inventors: Gen Miyata, Yoshitomo Saitou, Sunao Maeda
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Patent number: 7563845Abstract: A producing process of amino resin crosslinked particles includes the step of curing an emulsion of an amino resin precursor and an emulsifier in the presence of a catalyst, the amino resin precursor being a product of a reaction of an amino compound with formaldehyde, so as to prepare amino resin particles, the step of neutralizing the suspension of the amino resin particles after the curing step, and the step of heating the suspension in a temperature range of 130° C. to 230° C. after the neutralizing step. The amino resin crosslinked particles thus prepared by the condensation of the amino compound and formaldehyde generate formaldehyde in an amount of not more than 1000 ppm in a pyrolysis test and have a characteristic that a Hunter whiteness is not less than 85 percent.Type: GrantFiled: October 31, 2005Date of Patent: July 21, 2009Assignee: Nippon Shokubai Co., Ltd.Inventors: Yasuhiro Yamamoto, Yasuhiro Shingai
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Publication number: 20080312405Abstract: Process for preparing diamino diphenyl methane and poly-(diamino diphenyl methane) comprising reacting aniline with formaldehyde in the presence of hydrogen chloride added in the gaseous form wherein the aniline contains 0.1 to 7 wt %, preferably 2 to 5 wt % of a protic chemical, preferably water.Type: ApplicationFiled: November 7, 2006Publication date: December 18, 2008Applicant: Huntsman International LLCInventor: Robert Henry Carr
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Publication number: 20080193758Abstract: The invention relates to nanoscale melamine-formaldehyde particles which have a particle diameter of 10 to 95 nm and comprise fluorescent dyes, to a process for the production thereof, and to the use thereof as support material for the preparation of biomarkers, ink-jet inks, fluorescent markers and/or as adsorption material for chromatographic separations.Type: ApplicationFiled: April 20, 2006Publication date: August 14, 2008Inventors: Armin Kuebelbeck, Juliane Riedel
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Publication number: 20080138607Abstract: A method of forming an article including a substrate and a cured film formed from a coil coating composition on the substrate is provided. The coil coating composition comprises a precursor to the coil coating composition and a matting agent comprising an amide-based polymer. The coil coating composition is applied to the substrate and cured to form a cured film having a first region having a first film thickness and a first gloss. The substrate is deformed to establish a second region of the cured film having a second film thickness that is less than the first film thickness and a second gloss. A coil coating system including the substrate and the cured film disposed on the substrate is also provided. The matting agent stabilizes gloss of the cured film, minimizing a difference between the first gloss and the second gloss of the cured film on a deformed substrate.Type: ApplicationFiled: December 7, 2006Publication date: June 12, 2008Applicant: BASF CORPORATIONInventors: Daniel Calimente, Edward J. Daraskevich
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Patent number: 7041776Abstract: The invention relates to a method of producing polyisocyanates of the diphenylmethane series including the steps of a) reacting aniline and formaldehyde in the presence of HCl to provide a product mixture containing polyamines of the diphenylmethane series, HCl, aniline and water; b) removing excess aniline and water by distillation to provide a product mixture comprising polyamines of the diphenylmethane series, HCl, no more than 10 wt. % aniline based on the polyamines, and no more than 5 wt. % water based on the polyamines; and c) phosgenating the product mixture in (b).Type: GrantFiled: September 26, 2003Date of Patent: May 9, 2006Assignee: Bayer AktiengesellschaftInventors: Daniel Koch, Hans-Georg Pirkl, Torsten Hagen, Stefan Wershofen
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Patent number: 7038002Abstract: A fraction of diisocyanates of the diphenylmethane series containing at least 95 wt. % binuclear methylenediphenyl diisocyanate is obtained by a) reacting aniline and formaldehyde in the presence of an acid catalyst to produce diamines and polyamines of the diphenylmethane series containing binuclear methylenediphenyl diamine, b) phosgenating the diamines and polyamines produced in a), optionally in the presence of a solvent, to produce a crude diisocyanate and polyisocyanate, and c) separating a fraction containing at least 95 wt. % binuclear methylenediphenyl diisocyanate with a 4,4?-MDI content of over 60 wt. %, a 2,4?-MDI content of 4 to 35 wt. % and a 2,2?-MDI content of 0.01 to 10 wt. %, relative to the mass of the fraction, and a maximum of 20 ppm phenyl isocyanate and optionally a maximum of 50 ppm solvent from the crude diisocyanate and polyisocyanate produced in b) in a single distillation step with optional upstream and/or downstream separation of low-boiling components.Type: GrantFiled: July 21, 2004Date of Patent: May 2, 2006Assignee: Bayer Materialscience AGInventors: Hans-Georg Pirkl, Ulrich Liman, Robert Vieler, Ralf Echterhoff
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Patent number: 7026050Abstract: A producing process of amino resin crosslinked particles includes the step of curing an emulsion of an amino resin precursor and an emulsifier in the presence of a catalyst, the amino resin precursor being a product of a reaction of an amino compound with formaldehyde, so as to prepare amino resin particles, the step of neutralizing the suspension of the amino resin particles after the curing step, and the step of heating the suspension in a temperature range of 130° C. to 230° C. after the neutralizing step. The amino resin crosslinked particles thus prepared by the condensation of the amino compound and formaldehyde generate formaldehyde in an amount of not more than 1000 ppm in a pyrolysis test and have a characteristic that a Hunter whiteness is not less than 85 percent.Type: GrantFiled: September 25, 2002Date of Patent: April 11, 2006Assignee: Nippon Shokubai Co., Ltd.Inventors: Yasuhiro Yamamoto, Yasuhiro Shingai
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Publication number: 20040092701Abstract: The invention relates to a method of producing polyisocyanates of the diphenylmethane series including the steps ofType: ApplicationFiled: September 26, 2003Publication date: May 13, 2004Inventors: Daniel Koch, Hans-Georg Pirkl, Torsten Hagen, Stefan Wershofen
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Publication number: 20040002579Abstract: The invention relates to a process for the preparation of polyamines of the diphenylmethane series, comprisingType: ApplicationFiled: June 23, 2003Publication date: January 1, 2004Inventors: Torsten Hagen, Friedhelm Kamper, Daniel Koch, Heinz-Herbert Muller
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Patent number: 6586557Abstract: Provided is an improved binder for use of fiberglass insulations and glass mats. The fiberglass binder is a triazone material prepared from urea, formaldehyde and a primary amine or a mixture of a priamary amine and ammonia. The binder of the present invention provides an increase in nitrogen content, while lowering the costs of manufacturer and improving performance. The binders of the present invention also exhibit lowered emissions and excellent high temperature properties.Type: GrantFiled: May 30, 2001Date of Patent: July 1, 2003Assignee: Johns Manville International, Inc.Inventor: Thomas J. Taylor
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Patent number: 6521359Abstract: Provided is a polymeric fluorescent substance which emits a fluorescence in a solid state, which comprises the following repeating unit in an amount of 20 mol % or more based on the total amount of all repeating units, in the formula, X1 represents a group selected from the group consisting of —CR3═CR4—, —C≡C—, —SiR5R6—, —NR7—, —CO—, —CO—O—, —O—CO—, —SO2—, a carbon-carbon single bond, —O— and —S—. The polymeric fluorescent substance has strong fluorescence, and can be suitably used as a polymer LED and a dye for laser.Type: GrantFiled: March 31, 2000Date of Patent: February 18, 2003Assignee: Sumitomo Chemical Company, LimitedInventors: Takanobu Noguchi, Shuji Doi, Makoto Kitano, Fumi Yamaguchi
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Publication number: 20030032762Abstract: Provided is an improved binder for use of fiberglass insulations and glass mats. The fiberglass binder is a triazone material prepared from urea, formaldehyde and a primary amine or a mixture of a priamary amine and ammonia. The binder of the present invention provides an increase in nitrogen content, while lowering the costs of manufacturer and improving performance. The binders of the present invention also exhibit lowered emissions and excellent high temperature properties.Type: ApplicationFiled: May 30, 2001Publication date: February 13, 2003Inventor: Thomas J. Taylor
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Patent number: 6258898Abstract: A crosslinking agent comprising one or more carbamate groups or groups convertible to carbamate and two or more polyfunctional amino moieties having the formula wherein L is selected from the group consisting of alkyl or aryl, cycloalkyl and alkylaryl having a carbon chain length between 1 and 6 carbon atoms and N is a polyfunctional amino moiety. L may also have additional bridging groups such as esters, ethers, ureas, or urethanes groups. Also included is a method of making the crosslinker, a coating composition containing the crosslinker and a method for coating a substrate with the composition.Type: GrantFiled: December 23, 1996Date of Patent: July 10, 2001Assignee: BASF CorporationInventors: John W. Rehfuss, Walter H. Ohrbom, Donald L. St. Aubin
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Patent number: 6077614Abstract: Modified melamine-formaldehyde resins are made of a condensate of formaldehyde, urea, melamine and modifying agents which contains: (a) a combination of 5 to 25 wt %, with respect to melamine, of dicyanodiamide and 8 to 30 wt %, with respect to melamine, of water-soluble polyalcohol with at least two hydroxyalkyl groups, and/or (b) 1.5 to 20 wt % amines having the formulas (Ia)NR.sub.4 R.sub.5 --R.sub.1 --X (Ia)and/or (Ib),NR.sub.4 R.sub.5 --R.sub.2 --Y--R.sub.3 --X (Ib)in which R.sub.1 and R.sub.3 are the same or different and depending on the meaning of X stand for a linear, branched or cyclic C.sub.1 -C.sub.12 alkyl or alkylene radical and R.sub.2 stands for a linear, branched or cyclic C.sub.1 -C.sub.12 alkylene radical; R.sub.4 and R.sub.5 can be the same or different and can stand for H or for a linear or branched C.sub.1 -C.sub.12 alkyl radical; and X can stand for hydrogen, OH or NR.sub.4 R.sub.5 and Y can stand for --O-- or --NH--. The molar ratio of melamine to formaldehyde ranges from 1:1.Type: GrantFiled: January 12, 1999Date of Patent: June 20, 2000Assignee: Agrolinz Melamin GmbHInventors: Natale Conti, Friedl Heger
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Patent number: 5874179Abstract: The invention relates to nitrogen-containing polymers containing structural units of formula (I), ##STR1## where the symbols and indices have the following meanings: Ar.sup.1, Ar.sup.2, Ar.sup.3 are, identically or differently, mono- and/or polynuclear and/or condensed aryl and/or heteroaryl groups which may or may not be linked via one or more bridges carbon atoms, which may or may not be substituted;X is a single bond, --O--, --S--, --SO--, --SO.sub.2, NR.sup.3, --CR.sup.4 R.sup.5 --, --CO--, --CR.sup.6 .dbd.CR.sup.7, CR.sup.8 R.sup.9 --CR.sup.10 R.sup.11 or SiR.sup.12 R.sup.13 ;R.sup.1 -R.sup.13 are, identically or differently, H, a hydrocarbon radical having from 1 to 22 carbon atoms or Ar.sup.4, where Ar.sup.4, identical with or different from Ar.sup.1, has the same meanings as Ar.sup.1 ;n=1, 2 or 3.Type: GrantFiled: March 28, 1997Date of Patent: February 23, 1999Assignee: Hoechst AktiengesellschaftInventors: Willi Kreuder, Hans-Heinrich Horhold, Henning Rost
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Patent number: 5853952Abstract: There is disclosed a color developing resin composition comprising a base polymer, a dialdehyde represented by the general formula OHC--R.sup.1' --CHO, a diamine represented by the general formula H.sub.2 N--R.sup.2' --NH.sub.2 (at least one of R.sup.1' and R.sup.2' is an aromatic group), a compound which produces an acid by light irradiating and a resin which is crosslinked with the acid.Type: GrantFiled: August 29, 1996Date of Patent: December 29, 1998Assignee: Kabushiki Kaisha ToshibaInventors: Toru Ushirogouchi, Makoto Nakase, Akira Yoshizumi, Naoko Kihara, Takuya Naito, Naomi Shida, Koji Asakawa
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Patent number: 5756594Abstract: Polymers which contain polyacetal blocks are obtainable by polymerizing carboxylates containing aldehyde groups in the presence of initiators and reacting the polymers with at least bifunctional crosslinking agents in the presence of acids or Lewis acids and, if required hydrolyzing the ester groups present as polymerized units, process for the preparation of the polymers containing polyacetal blocks by polymerizing carboxylates containing aldehyde groups in the presence of initiators and reacting the resulting polyacetals containing terminal hydroxyl groups with at least bifunctional crosslinking agents in the presence of acids or Lewis acids, and the use of the resulting polymers as additives in phosphate-free and reduced phosphate detergents and cleaning agents, as scale inhibitors and as dispersants for pigments.Type: GrantFiled: September 19, 1997Date of Patent: May 26, 1998Assignee: BASF AktiengesellschaftInventors: Angelika Funhoff, Dieter Boeckh, Matthias Kroner, Richard Baur, Alexander Kud, Gunnar Schornick, Volker Schwendemann
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Patent number: 5710240Abstract: The invention relates to compounds of the formula I ##STR1## in which n is a number in the range from 1 to 100; X is --R.sup.7 --, --CO--, --CO--CO--, --CO--R.sup.2 --CO--, --CO--NH--R.sup.5 --NH--CO--, --CO--O--R.sup.6 --O--CO-- or ##STR2## where p is a number in the range from 0 to 6, X' is O or a direct bond, E is C.sub.1 -C.sub.12 alkyl, phenyl, C.sub.7 -C.sub.12 phenylalkyl or C.sub.5 -C.sub.12 cycloalkyl, and E' is hydrogen or is as defined for E;Z, when X is R.sup.7, is O or NR.sup.1 ; Z, when X is ##STR3## is O; and Z, in all other cases, is O, NH or NR.sup.1 ;R.sup.1 is C.sub.1 -C.sub.4 alkyl, C.sub.7 -C.sub.9 phenylalkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.2 -C.sub.8 alkanoyl, benzoyl or C.sub.1 -C.sub.4 alkyl-substituted benzoyl;R.sup.2 and R.sup.7 are C.sub.1 -C.sub.18 alkylene; C.sub.2 -C.sub.18 alkylene which is interrupted by O or S; phenylene; a mixed aromatic/aliphatic radical containing 7 to 12 carbon atoms; naphthylene; or an --R.sup.4 --D--R.sup.4 -- radical;R.sup.Type: GrantFiled: February 26, 1996Date of Patent: January 20, 1998Assignee: Ciba Specialty Chemicals CorporationInventor: Alfred Steinmann
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Patent number: 5457155Abstract: A process for preparing a controlled functional density poly(secondary amine) comprising: (a) contacting a polymer containing olefinic unsaturation with carbon monoxide in hydrogen under hydroformylation conditions in the presence of a hydroformylation catalyst to produce a controlled functional density polyaldehyde containing reactive carbon-carbon double bonds, and (b) contacting the polyaldehyde with hydrogen and a primary amine under reductive amination conditions in the presence of a ruthenium-containing imine hydrogenation catalyst or (b.sup.1) contacting the polyaldehyde with a sterically hindered aliphatic or cycloaliphatic primary amine or an aromatic primary amine under reductive amination conditions in the presence of an alkali metal borohydride to produce poly(secondary amine) having a substantially equivalent ratio of secondary amine groups to reactive carbon-carbon double bonds as the ratio of aldehyde groups to reactive carbon-carbon double bonds in the polyaldehyde.Type: GrantFiled: February 3, 1995Date of Patent: October 10, 1995Assignee: Monsanto CompanyInventors: Martin P. McGrath, Samuel J. Tremont
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Patent number: 5457147Abstract: A process for preparing a controlled functional density poly(secondary amine) comprising: (a) contacting a polymer containing olefinic unsaturation with carbon monoxide in hydrogen under hydroformylation conditions in the presence of a hydroformylation catalyst to produce a controlled functional density polyaldehyde containing reactive carbon-carbon double bonds, and (b) contacting the polyaldehyde with hydrogen and a primary amine under reductive amination conditions in the presence of a ruthenium-containing imine hydrogenation catalyst or (b.sup.1) contacting the polyaldehyde with a sterically hindered aliphatic or cycloaliphatic primary amine or an aromatic primary amine under reductive amination conditions in the presence of an alkali metal borohydride to produce poly(secondary amine) having a substantially equivalent ratio of secondary amine groups to reactive carbon-carbon double bonds as the ratio of aldehyde groups to reactive carbon-carbon double bonds in the polyaldehyde.Type: GrantFiled: February 3, 1995Date of Patent: October 10, 1995Assignee: Monsato CompanyInventors: Martin P. McGrath, Samuel J. Tremont
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Patent number: 5364958Abstract: The hue of a methylene-crosslinked polyphenylene polyisocyanate continuously produced by the reaction with phosgene in an inert solvent of a polyamine mixture obtained by condensation of aniline and formaldehyde in the presence of an acid catalyst is improved by first removing any residual phosgene followed by heat treatment in the presence of hydrogen chloride gas.Type: GrantFiled: June 22, 1993Date of Patent: November 15, 1994Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Noritoshi Ishida, Zunzi Tashima, Naoki Sato, Michiya Takasaki, Masaaki Iijima, Kazuyuki Kuroda, Kazunari Nitta
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Patent number: 5288804Abstract: A composition comprising a first component including a compound comprising at least two acetoacetate groups, and a second component including a compound comprising at least two groups which will react with an acetoacetate group, at least one of which is an aromatic aldimine group having a relatively low reactivity with water when compared with its reactivity with an acetoacetate group.The components may be premixed in water prior to application.The invention further includes a product comprising a cured blend of the two components. The product of the invention is usually a coating or film.Type: GrantFiled: January 3, 1992Date of Patent: February 22, 1994Assignee: Reichhold Chemicals, Inc.Inventors: Kyu-Jun Kim, Roy C. Williams
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Patent number: 5219979Abstract: New polyoxazolidines can be defined with the general formula: ##STR1## where R, R.sub.1, R.sub.2 and n have the meaning specified in the description. These polyoxazolidines are useful cross-linking agents for hydrocuring systems based on polyisocyanates, acrylate polymers and polyepoxides, in compositions for paints, coatings, sealants and adhesives.Type: GrantFiled: February 10, 1992Date of Patent: June 15, 1993Assignee: Enichem Synthesis S.p.A.Inventor: Alberto Greco
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Patent number: 5081219Abstract: An open chain poly Reissert can be formed by the initial reaction of an aromatic dialdehyde (e.g., terephthaldicaboxaldehyde) and ammonia or a primary amine (e.g., methylamine) to form a reaction product which is then reacted with an aliphatic acid chloride (e.g., adipoyl chloride).Type: GrantFiled: October 3, 1990Date of Patent: January 14, 1992Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: Harry W. Gibson, H. R. Jois Yajnanarayana
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Patent number: 5006633Abstract: An electroactive polymer is obtained by doping a copolymer represented by the following general formula (I): ##STR1## wherein R.sup.1 is hydrogen or a hydrocarbon residue having 1 to 20 carbon atoms; R.sup.2 is hydrogen, a hydrocarbon residue having 1 to 20 carbon atoms, furyl, pyridyl, nitrophenyl, chlorophenyl, or methoxyphenyl; l is an integer not smaller than 2; m is an integer not smaller than 1; and n is an integer not smaller than 2.Type: GrantFiled: August 18, 1989Date of Patent: April 9, 1991Assignee: Nippon Oil Company, LimitedInventors: Yutaka Shikatani, Naoki Kataoka, Yoshiyuki Shimo, Nobuyuki Kuroda, Kazuo Matsuura
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Patent number: 4952667Abstract: Provided is a copolymer having a repeating unit represented by the general formula ##STR1## wherein Ar represents ##STR2## wherein R.sup.1 represents hydrogen or a hydrocarbon group having 1 to 20 carbon atoms, R.sup.2 represents hydrogen, a hydrocarbon group having 1 to 20 carbon atoms, furyl, pyridyl, chlorophenyl, nitrophenyl or methoxyphenyl, n is 1 or more and an electroactive polymer obtained by doping the above copolymer.Type: GrantFiled: June 8, 1988Date of Patent: August 28, 1990Assignee: Nippon Oil Company, LimitedInventors: Yutaka Shikatani, Hobuyuki Kuroda, Naoki Kataoka, Yoshiyuki Shimo, Kazuo Matsuura, Etsuo Kawamata, Hiroshi Kobayashi
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Patent number: 4929713Abstract: An open chain poly Reissert can be formed by the initial reaction of an aromatic dialdehyde (e.g., terephthaldicaboxaldehyde) and primary amine (e.g., methylamine) to form a reaction product which is then reacted with an aliphatic acid chloride (e.g., adipoyl chloride).Type: GrantFiled: October 6, 1989Date of Patent: May 29, 1990Assignee: Virginia Polytechnic Institute and State UniversityInventors: Harry W. Gibson, Yajnanarayana H. R. Jois
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Patent number: 4778654Abstract: A hydrocarbon-soluble corrosion inhibitor composition comprising the reaction product obtained by the acid-catalyzed oligomerization of alkylaniline, formaldehyde, and an aromatic compound selected from aniline, phenol, alkylphenol and an ethoxylated alkylphenol. Also disclosed is a method of inhibiting corrosion of a corrodible metal utilizing said composition.Type: GrantFiled: October 31, 1986Date of Patent: October 18, 1988Assignee: Chevron Research CompanyInventors: Robert Bacskai, Albert H. Schroeder
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Patent number: 4764585Abstract: Cationic fixing agents based on the reaction products of(a) a monofunctional or polyfunctional amine having one or more primary and/or secondary and/or tertiary amino groups and(b) cyanamide, dicyandiamide, guanidine or bisguanidinegive improved results when the reaction takes place in the presence of a catalyst (K) selected from metals, metal salts and heterocyclic nitrogen-containing organic bases, particularly zinc chloride.Type: GrantFiled: September 15, 1987Date of Patent: August 16, 1988Assignee: Sandoz Ltd.Inventors: Jurg Heller, Bruno Kissling, Curt Muller, Tibor Robinson, Salvatore Valenti
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Patent number: 4758475Abstract: Polyurethane dispersions based on reaction products from (A) bismethylolated urethanes having at least 2 urethane groups and (B) polyhydroxyl compounds which contain groups which are capable of ion formation, these groups being present in neutralized form, and a process for the preparation thereof. The use of the dispersions for the surface-coating of metal, plastics, glass, leather and paper.Type: GrantFiled: December 18, 1986Date of Patent: July 19, 1988Assignee: Hoechst AGInventors: Helmut Eckes, Dieter Engel
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Patent number: 4751272Abstract: A process for producing an oxymethylene copolymer, comprising the steps of polymerizing trioxane and cyclic ether in the presence of a boron trifluoride catalyst, adding a hindered amine compound to the polymer obtained by said polymerization, and stabilizing instable chain ends of the polymer. The oxymethylene copolymer thus obtained provides excellent heat resistance and superior mechanical properties.Type: GrantFiled: April 27, 1987Date of Patent: June 14, 1988Assignee: Toray Industries, Inc.Inventors: Sigeru Okita, Yoshiyuki Yamamoto, Toshihiro Hatsu
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Patent number: 4739032Abstract: Compositions comprising an oligomer which (a) comprises the repeating unit (AR - CHR), and where Ar is an aromatic group and R is hydrogen or a hydrocarbyl group of hydrogen, (b) has pendant and/or terminal groups which include inter alia acyloxymethyl, hydroxymethyl and carboxyl, and (c) has a functionality between 0.5 and 10, and processes for the preparation thereof are described. These compositions may be used in dental, electrical and electronic applications.Type: GrantFiled: March 30, 1987Date of Patent: April 19, 1988Assignee: Imperial Chemical Industries plcInventor: Michael E. B. Jones
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Patent number: 4725457Abstract: A resinous composition is composed of the ungelled reaction product of(i) a diester of oxalic acid;(ii) a material containing one or more primary and/or secondary amino groups and one or more additional functional groups; and(iii) a material capable of coreacting with (i) or (ii).The resinous composition is useful in formulating intumescent fire protective compositions for fire protection of substrates.Type: GrantFiled: August 7, 1986Date of Patent: February 16, 1988Assignee: PPG Industries, Inc.Inventors: Thomas A. Ward, Karl F. Schimmel, Lois C. Trautvetter, Robert W. Heber, John P. Mikus, Jerome A. Seiner
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Patent number: 4673725Abstract: Compositions comprising an oligomer which (a) comprises the repeating unit (Ar--CHR), and where Ar is an aromatic group and R is hydrogen or a hydrocarbyl group or hydrogen, (b) has pendant and/or terminal groups which include inter alia acyloxymethyl, hydroxymethyl and carboxyl, and (c) has a functionality between 0.5 and 10, and processes for the preparation thereof are described. These compositions may be used in dental, electrical and electronic applications.Type: GrantFiled: May 15, 1986Date of Patent: June 16, 1987Assignee: Imperial Chemical Industries PLCInventor: Michael E. B. Jones