And Carbon And Chalcogen In The Ring Patents (Class 558/82)
  • Patent number: 10759818
    Abstract: A simple preparation method for a dialkoxypropyl methylphosphonate, wherein a methyl halogenated phosphonate monoester is reacted with a 3,3-dialkoxypropyl magnesium or zinc halide to obtain a 3,3-dialkoxypropyl methylphosphonate. The starting materials are readily available, the operations are simple, the conditions are mild, the synthesis conversion rate is high, and the method is suitable for industrial production.
    Type: Grant
    Filed: September 13, 2018
    Date of Patent: September 1, 2020
    Assignee: JIANGSU GOOD HARVEST-WEIEN AGROCHEMICAL CO., LTD
    Inventors: Lian Jiang, Weiwei Liu
  • Patent number: 9200019
    Abstract: Provided are a novel phosphorus 2-pyrone derivative and a preparation method thereof. The phosphorus 2-pyrone derivative according to the present invention is capable of being efficiently synthesized by treating an alkyl hydrogen alkynylphosphonate derivative and an alkyne derivative with a minimal amount of a gold catalyst.
    Type: Grant
    Filed: June 27, 2013
    Date of Patent: December 1, 2015
    Assignee: Knu-Industry Cooperation Foundation
    Inventors: Phil Ho Lee, Jun tae Mo, Taekyu Ryu
  • Publication number: 20140343183
    Abstract: A group of novel compounds containing one or more amino substituted DOPO (9,10-dihydro-9-oxa-phosphaphenthren-10-oxide) moieties. The compounds were found to have good flame retardant properties and also good thermal stability, which makes them particularly suitable as flame retardant additives for various thermoplastic polymers. In particular, they can be incorporated in a polyurethane foam.
    Type: Application
    Filed: August 6, 2012
    Publication date: November 20, 2014
    Applicants: FRITZ NAUER AG, EMPA EIDGENOSSISCHE MATERIALPRUFUNGS- UND FORSCHUNGSANSTALT
    Inventors: Sabyasachi Gaan, Matthias Neisius, Primo Mercoli, Shuyu Liang, Henri Mispreuve, Reinold Nascher
  • Publication number: 20140309194
    Abstract: This invention provides a therapeutic agent for arthrosis exerting inhibitory effects on articular cartilage destruction and high therapeutic effects on arthrosis. The invention provides a therapeutic agent for arthrosis which comprises, as an active ingredient, cyclic phosphatidic acid or carbacyclic phosphatidic acid.
    Type: Application
    Filed: October 12, 2012
    Publication date: October 16, 2014
    Applicant: SANSHO CO., LTD.
    Inventors: Kimiko Murofushi, Ikuko Masuda, Toshiro Morohoshi
  • Publication number: 20140235886
    Abstract: This invention relates to a novel compound having high refractive index suitable for use in optical resin materials, etc., without containing a sulfur atom, and to a method of preparing the same, in which the compound is a phosphorus-based (meth)acrylate compound represented by Formula (I).
    Type: Application
    Filed: January 28, 2014
    Publication date: August 21, 2014
    Applicant: SANKO CO., LTD.
    Inventors: Naoki KOMIYA, Akira INOUE
  • Patent number: 8703986
    Abstract: Provided is a process for preparing 10-chloro-9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO-C) compound, the process having steps of: reacting a liquid chlorinating agent and 9,10-dihydro-10-hydroxy-9-oxa 10-phosphaphenanthrene 10-oxide compound represented by formula (B) to form a mixture, the mixture comprises DOPO-C compound represented by formula (A) and an unreacted liquid chlorinating agent, separating the DOPO-C compound and the unreacted liquid chlorinating agent from the mixture to obtain the DOPO-C compound; wherein X1, X2, and X3 are each independently selected from the group consisting of hydrogen atom, hydroxyl group, cyano group, sulfonic acid group, sulfonate ester group represented by —SO3R1, halogen atom, alkoxy group represented by —OR2, acyclic hydrocarbon group having 1 to 8 carbon atoms, cyclic alkyl group having 3 to 8 carbon atoms, aryl group, heteroaryl group, and arylalkyl group, wherein R1 and R2 are each an acyclic hydrocarbon group having 1 to 8 carbon a
    Type: Grant
    Filed: July 1, 2013
    Date of Patent: April 22, 2014
    Assignee: UFC Corporation
    Inventors: Yu-Chin Lee, Jen-Hai Liao, Sung-Chen Lo, Chu-Chun Wu
  • Patent number: 8394512
    Abstract: The present invention relates to new phosphaphenanthrene compounds with excellent light emitting property and an organic light emitting diode (OLED) using the same.
    Type: Grant
    Filed: April 5, 2008
    Date of Patent: March 12, 2013
    Assignee: Inktec Co., Ltd.
    Inventors: Kwang Choon Chung, Hyun-Nam Cho, Ik-Kyu Park, Ji-Hoon Yoo, Ae-Ran Hyun, Yun-Ho Jung
  • Patent number: 8383609
    Abstract: A new anticancer compounds of formula (1) Drugs and pharmaceutical compositions to be used in human or veterinary medicine, which include at least one compound of formula (1).
    Type: Grant
    Filed: July 7, 2008
    Date of Patent: February 26, 2013
    Assignee: Centre National de la Recherche Scientifique
    Inventors: Jean-Luc Pirat, David Virieux, Ludovic Clarion, Jean-Noël Volle, Norbert Bakalara, Marcel Mersel, Jerôme Montbrun, Henri-Jean Cristau
  • Publication number: 20130012668
    Abstract: The present invention provides novel phosphinated compounds of monofunctional, bifunctional, multifunctional phenols represented by the following formulae and their derivatives, and preparation methods thereof:
    Type: Application
    Filed: July 5, 2012
    Publication date: January 10, 2013
    Applicant: NATIONAL CHUNG HSING UNIVERSITY
    Inventors: CHING-HSUAN LIN, YU-WEI TIAN
  • Patent number: 8349224
    Abstract: The present invention relates to flame retardant polymer compositions which comprise melamine phenylphosphonates and mixtures with dihydro-oxa-phosphaphenanthrene derivatives. The compositions are especially useful for the manufacture of flame retardant compounds based on polyfunctional epoxides or polycondensates like polyesters, polyamides and polycarbonates.
    Type: Grant
    Filed: November 25, 2009
    Date of Patent: January 8, 2013
    Assignee: BASF SE Ludwigshafen
    Inventors: Sabine Fuchs, Thomas Weiβ, Rainer Xalter
  • Publication number: 20130005938
    Abstract: A series of novel phosphorus-containing compounds having the following formula is provided: in which: R1-R4, A, Q and m are as defined in the specification. A process for the preparation of the compound of formula (I) is also provided. A polymer of formula (PA), and preparation process and use thereof are further provided. A polymer of formula (PI), and preparation process and use thereof are also provided.
    Type: Application
    Filed: September 14, 2012
    Publication date: January 3, 2013
    Applicants: NATIONAL CHUNG HSING UNIVERSITY, CHANG CHUN PLASTICS CO., LTD.
    Inventors: Ching-Hsuan LIN, Tsung Li LIN, Yu-Ting FANG, Kuen-Yuan HWANG, An-Pang TU
  • Publication number: 20120329960
    Abstract: The present invention provides a flame-retardant hardener for epoxy resin having a compound represented by formula (I): In addition, the present invention also provides a flame-retardant resin material comprising the aforementioned flame-retardant hardener for epoxy resin. Moreover, the present invention further provides a method for manufacturing a flame-retardant hardener for epoxy resin, which can be directly applied in a resin curing process after a cooling step without additional purification. As described by the present invention, the flame-retardant hardener for epoxy resin in accordance with the present invention can replace the conventional toxic halogenated resins, and provide an environmental-friendly flame-retardant hardener for epoxy resin.
    Type: Application
    Filed: June 20, 2012
    Publication date: December 27, 2012
    Inventor: CHIEN-HONG CHEN
  • Publication number: 20120292582
    Abstract: The invention relates to ammonium salts of 9,10-dihydro-10-hydroxy-9-oxa-10-phosphaphenanthrene-10-one or -10-oxide (DOPO-OH) of formula I: wherein X is selected from ammonia, melamine, and guanidine, as well as ring-opened hydrolyzates thereof according to the following formula II: wherein X is defined as above.
    Type: Application
    Filed: April 17, 2012
    Publication date: November 22, 2012
    Applicant: Krems Chemie Chemical Services AG
    Inventors: Thomas Zich, Fritz Freidl, Bernadette Mehofer, Michael Hönel, Johannes Artner, Manfred Döring, Michael Ciesielski
  • Patent number: 8278375
    Abstract: Mixtures of three types of linear, branched or cyclic phosphates are useful flame retardants, especially for thermoplastic resins or as functional additives in polymer matrices.
    Type: Grant
    Filed: July 5, 2006
    Date of Patent: October 2, 2012
    Assignee: Rhodia UK Limited
    Inventors: Vincent Schanen, Dwight Shamblee, Gleb Priimov, Julie Ann Salter
  • Patent number: 8242266
    Abstract: The Phosphorus-containing bisphenols and preparing method thereof are disclosed. A method for producing the phosphorus-containing bisphenol of the formula (1) includes reacting compounds respectively defined by a formula (a), (b), (c) and an acid catalyst to yield compounds of phosphorus-containing bisphenol.
    Type: Grant
    Filed: January 19, 2012
    Date of Patent: August 14, 2012
    Assignees: National Chunghsing University, Chang Chun Plastics Co., Ltd
    Inventors: Ching-Hsuan Lin, Chia-Wei Chang, Tsung-Li Lin, Kuen-Yuan Hwang, An-Pang Tu, Fang-Hsien Su
  • Patent number: 8222441
    Abstract: A series of novel phosphorus-containing compounds having the following formula are disclosed: wherein R1-R12, A, B, D, X, and Y are as defined in the specification. A process for the preparation of the compound of formula (1), a curing agent, and a flame resistant epoxy resin and a preparation process thereof are also provided.
    Type: Grant
    Filed: April 13, 2009
    Date of Patent: July 17, 2012
    Assignees: Chang Chun Plastics Co., Ltd., National Chung Hsing University
    Inventors: Ching-Hsuan Lin, Tsung Li Lin, Chia Wei Chang, Kuen-Yuan Hwang, An-Pang Tu, Fang-Hsien Su
  • Patent number: 8134021
    Abstract: The Phosphorus-containing bisphenols and preparing method thereof are disclosed. A method for producing the phosphorus-containing bisphenol of the formula (1) includes reacting compounds respectively defined by a formula (a), (b), (c) and an acid catalyst to yield compounds of phosphorus-containing bisphenol.
    Type: Grant
    Filed: July 14, 2009
    Date of Patent: March 13, 2012
    Assignees: National Chunghsing University, Chang Chun Plastics Co., Ltd
    Inventors: Ching-Hsuan Lin, Chia-Wei Chang, Tsung-Li Lin, Kuen-Yuan Hwang, An-Pang Tu, Fang-Hsien Su
  • Patent number: 7994358
    Abstract: The present invention provides a phosphorus-containing compound of formula (I): wherein R1, R2, R3 and R4 are the same or different; and R1, R2, R3 and R4 are independently selected from the group consisting of hydrogen, halogen, C1-8 alkyl, haloalkyl, and alkoxy. The phosphorus-containing compound is prepared by bonding a bisphenol group to a phosphorus atom to prevent the phosphorus-containing heterocyclic molecule from exhibiting steric hindrance on hydroxyl functional groups, thereby increasing reactivity in the subsequent reactions.
    Type: Grant
    Filed: October 7, 2009
    Date of Patent: August 9, 2011
    Assignee: Chang Chun Plastic Co., Ltd.
    Inventors: Gai-Chi Chen, Ching-Jui Huang, An Pang Tu, Kuen Yuan Hwang
  • Patent number: 7973191
    Abstract: The invention relates to general syntheses of (6H)-dibenz[c,e] [1,2]-oxaphosphorins which are substituted with nitrogen compounds on the phosphorus atom and comprising commercially available 6H-dibenz[c,e] [1,2]-oxaphosphorin-6-oxides. These nitrogen-containing (6H)-dibenz[c,e] [1,2]-oxaphosphorins can be used as reactive starting substances for further syntheses or as flameproofing agents or as stabilisers.
    Type: Grant
    Filed: August 12, 2009
    Date of Patent: July 5, 2011
    Assignee: EMS-Patent AG
    Inventors: Manfred Döring, Brigitte Lindner, Andreas Kaplan
  • Patent number: 7964750
    Abstract: A method for synthesizing 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide or its derivatives has a step of introducing 6-chloro-6H-dibenz[c,e][1,2]oxaphosphorin or its derivative, an acid compound and water into a reacting chamber to form an organic layer having 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide or its derivative and an aqueous layer. Because the acid compound is from an external source and has a catalyzing effect, employing the method can prevent side reaction from occurring and increase yield of 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide or its derivative. Furthermore, the method is a one-pot operation of hydrolysis, dehydration and cyclization, so the method does not require purification of intermediates. Therefore, the method is time- and cost-saving and requires less organic solvent, resulting in less pollution to the environment.
    Type: Grant
    Filed: August 5, 2009
    Date of Patent: June 21, 2011
    Assignee: UFC Corporation
    Inventors: Ling Lu, Kai-Chiang Huang, Kuan-Chieh Tseng, Chung-Ning Fan, Yu-Cheng Lee, Tien-Wen Lo, Yu-Chin Lee
  • Publication number: 20110054087
    Abstract: A phosphorus-containing cyanate ester which imparts flame retardance to polymers, e.g., thermosetting polymers such as epoxies, with which it is admixed. The resultant polymers are especially useful for electronic, aerospace and automotive applications. The phosphorus-containing cyanate esters have the structure (I): wherein A is a phenyl or naphthyl moiety containing a monocyanato or dicyanato substituent which may be further substituted with one or more of the same or dissimilar straight-chain, branched-chain or cycloalkyl groups having 1 to 12 carbon atoms.
    Type: Application
    Filed: March 4, 2010
    Publication date: March 3, 2011
    Inventors: Vilas M. Chopdekar, Angelo R. Mellozzi, Arthur T. Cornelson
  • Publication number: 20110034717
    Abstract: A method for synthesizing 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide or its derivatives has a step of introducing 6-chloro-6H-dibenz[c,e][1,2]oxaphosphorin or its derivative, an acid compound and water into a reacting chamber to form an organic layer having 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide or its derivative and an aqueous layer. Because the acid compound is from an external source and has a catalyzing effect, employing the method can prevent side reaction from occurring and increase yield of 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide or its derivative. Furthermore, the method is a one-pot operation of hydrolysis, dehydration and cyclization, so the method does not require purification of intermediates. Therefore, the method is time-and cost-saving and requires less organic solvent, resulting in less pollution to the environment.
    Type: Application
    Filed: August 5, 2009
    Publication date: February 10, 2011
    Applicant: UFC CORPORATION
    Inventors: Ling Lu, Kai-Chiang Huang, Kuan-Chieh Tseng, Chung-Ning Fan, Yu-Cheng Lee, Tien-Wen Lo, Yu-Chin Lee
  • Publication number: 20100298272
    Abstract: A new anticancer compounds of formula (1) Drugs and pharmaceutical compositions to be used in human or veterinary medicine, which include at least one compound of formula (1).
    Type: Application
    Filed: July 7, 2008
    Publication date: November 25, 2010
    Applicant: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Jean-Luc Pirat, David Virieux, Ludovic Clarion, Jean-Noel Volle, Norbert Bakalara, Marcel Mersel, Jerome Montbrun, Henri-Jean Cristau
  • Patent number: 7825274
    Abstract: A bisbiphenylacylphosphine oxide of formula (I) and its preparation method are provided. The formula of —Ar— is First, 10-chloro-9,10-dihydro-9-oxa-10-phosphaphenanthrene (CDOP) is prepared by using 2-phenylphenol, and then is esterified to synthesize 6-methoxy-(6H)-dibenz[c,e][1,2]oxa-phosphorin (MDOP). Next, acid chloride compounds are added for performing the Arbuzov reaction to synthesize bisbiphenylacylphosphine oxide. CDOP is hydrolyzed to be derived into 9,10-dihydro-9-oxa-10-phosphaphen-anthrene-10-oxide (DOPO), and then DOPO reacts with arylaldehyde to form secondary alcohol. Therefore, bisbiphenylacylphosphine oxide is prepared by using secondary alcohol under oxidation. Also, under a coupling reaction, DOPO reacts with the acid chloride compounds by using a Lewis acid as a catalyst to prepare bisbiphenylacylphosphine oxide.
    Type: Grant
    Filed: June 18, 2008
    Date of Patent: November 2, 2010
    Assignee: Chung Shan Institute of Science and Technology
    Inventors: Wen-Chiung Su, Chang-Chih Lin, Ching-Shang Sheng
  • Publication number: 20100252818
    Abstract: The present invention relates to new phosphaphenanthrene compounds with excellent light emitting property and an organic light emitting diode (OLED) using the same.
    Type: Application
    Filed: April 5, 2008
    Publication date: October 7, 2010
    Applicant: INKTEC CO., LTD.
    Inventors: Kwang Choon Chung, Hyun-Nam Cho, Ik-Kyu Park, Ji-Hoon Yoo, Ae-Ran Hyun, Yun-Ho Jung
  • Patent number: 7741505
    Abstract: A bisbiphenylacylphosphine oxide of formula (I) and its preparation method are provided. The formula of —Ar— is First, 10-chloro-9,10-dihydro-9-oxa-10-phosphaphenanthrene (CDOP) is prepared by using 2-phenylphenol, and then is esterified to synthesize 6-methoxy-(6H)-dibenz[c,e][1,2]oxa-phosphorin (MDOP). Next, acid chloride compounds are added for performing the Arbuzov reaction to synthesize bisbiphenylacylphosphine oxide. CDOP is hydrolyzed to be derived into 9,10-dihydro-9-oxa-10-phosphaphen-anthrene-10-oxide (DOPO), and then DOPO reacts with arylaldehyde to form secondary alcohol. Therefore, bisbiphenylacylphosphine oxide is prepared by using secondary alcohol under oxidation. Also, under a coupling reaction, DOPO reacts with the acid chloride compounds by using a Lewis acid as a catalyst to prepare bisbiphenylacylphosphine oxide.
    Type: Grant
    Filed: June 18, 2008
    Date of Patent: June 22, 2010
    Assignee: Chung Shan Institute of Science and Technology
    Inventors: Wen-Chiung Su, Chang-Chih Lin, Ching-Shang Sheng
  • Publication number: 20100105939
    Abstract: The present invention provides a phosphorus-containing compound of formula (I): wherein R1, R2, R3 and R4 are the same or different; and R1, R2, R3 and R4 are independently selected from the group consisting of hydrogen, halogen, C1-8 alkyl, haloalkyl, and alkoxy. The phosphorus-containing compound is prepared by bonding a bisphenol group to a phosphorus atom to prevent the phosphorus-containing heterocyclic molecule from exhibiting steric hindrance on hydroxyl functional groups, thereby increasing reactivity in the subsequent reactions.
    Type: Application
    Filed: October 7, 2009
    Publication date: April 29, 2010
    Applicant: CHANG CHUN PLASTICS CO., LTD.
    Inventors: Gai-Chi Chen, Ching-Jui Huang, An Pang Tu, Kuen Yuan Hwang
  • Publication number: 20100069657
    Abstract: The invention relates to general syntheses of (6H)-dibenz[c,e] [1,2]-oxaphosphorins which are substituted with nitrogen compounds on the phosphorus atom and comprising commercially available 6H-dibenz[c,e] [1,2]-oxaphosphorin-6-oxides. These nitrogen-containing (6H)-dibenz[c,e] [1,2]-oxaphosphorins can be used as reactive starting substances for further syntheses or as flameproofing agents or as stabilisers.
    Type: Application
    Filed: August 12, 2009
    Publication date: March 18, 2010
    Applicant: EMS-PATENT AG
    Inventors: Manfred Döring, Brigitte Lindner, Andreas Kaplan
  • Publication number: 20100004426
    Abstract: A series of novel phosphorus-containing compounds having the following formula is provided: in which: R1-R4, A, Q and m are as defined in the specification. A process for the preparation of the compound of formula (I) is also provided. A polymer of formula (PA), and preparation process and use thereof are further provided. A polymer of formula (PI), and preparation process and use thereof are also provided.
    Type: Application
    Filed: July 2, 2009
    Publication date: January 7, 2010
    Inventors: Ching-Hsuan Lin, Tsung Li Lin, Yu-Ting Fang, Kuen-Yuan Hwang, An-Pang Tu
  • Patent number: 7626051
    Abstract: A method for preparing a biphenylphosphonate compound of the following formula (I): wherein n is 2 or 3; Ar is a C6-C16 aromatic group; which comprising (a) reacting an o-phenylphenol with a phosphorus trichloride in the presence of a zinc chloride catalyst to form a 6-chloro-6H-dibenz [c,e] [1,2]oxaphosphorin of the following formula (II); (b) reacting a polyhydroxybenzene compound of the formula (III) (HO)n—Ar??(III) wherein n and Ar are defined the same as the above, with the compound of formula (II) to form a compound of the following formula (IV) wherein n and Ar are defined the same as the above; and (c) oxidizing the compound of formula (IV) in the presence of water and ozone to form the compound of formula (I).
    Type: Grant
    Filed: May 9, 2007
    Date of Patent: December 1, 2009
    Assignee: Chung Shan Institute of Science & Technology
    Inventors: Wen-Chiung Su, Chin-Shang Sheng
  • Publication number: 20090258997
    Abstract: A series of novel phosphorus-containing compounds having the following formula are disclosed: wherein R1-R12, A, B, D, X, and Y are as defined in the specification. A process for the preparation of the compound of formula (1), a curing agent, and a flame resistant epoxy resin and a preparation process thereof are also provided.
    Type: Application
    Filed: April 13, 2009
    Publication date: October 15, 2009
    Inventors: Ching-Hsuan Lin, Tsung Li Lin, Chia Wei Chang, Kuen-Yuan Hwang, An-Pang Tu, Fang-Hsien Su
  • Patent number: 7465819
    Abstract: A bisbiphenylacylphosphine oxide of formula (I) and its preparation method are provided. The formula of —Ar— is First, 10-chloro-9,10-dihydro-9-oxa-10-phosphaphenanthrene (CDOP) is prepared by using 2-phenylphenol, and then is esterified to synthesize 6-methoxy-(6H)-dibenz[c,e][1,2]oxa-phosphorin (MDOP). Next, acid chloride compounds are added for performing the Arbuzov reaction to synthesize bisbiphenylacylphosphine oxide. CDOP is hydrolyzed to be derived into 9,10-dihydro-9-oxa-10-phosphaphen-anthrene-10-oxide (DOPO), and then DOPO reacts with arylaldehyde to form secondary alcohol. Therefore, bisbiphenylacylphosphine oxide is prepared by using secondary alcohol under oxidation. Also, under a coupling reaction, DOPO reacts with the acid chloride compounds by using a Lewis acid as a catalyst to prepare bisbiphenylacylphosphine oxide.
    Type: Grant
    Filed: January 24, 2006
    Date of Patent: December 16, 2008
    Assignee: Chung Shan Institute of Science and Technology
    Inventors: Wen-Chiung Su, Chang-Chih Lin, Ching-Shang Sheng
  • Patent number: 7317119
    Abstract: A process is provided for the preparation of 9,10-dihydro-9-oxa-10-organyloxyphosphaphenanthrene-10-oxide or -thione and derivatives of same substituted on the phenyl groups, in which: (a) 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOP) or a derivative of same is reacted in the presence of at least one mono- or polyhydric alcohol with at least one ortho ester with formation of a first intermediate product, (b) the intermediate product from step (a) is optionally reacted with at least one further mono- or polyhydric alcohol with formation of a further intermediate product and (c) the intermediate product from steps (a) or (b) is transformed by addition of oxidation agent into 9,10-dihydro-9-oxa-10-organyloxyphosphaphenanthrene-10-oxide or -thione or a derivative of same substituted on the phenyl groups.
    Type: Grant
    Filed: August 13, 2004
    Date of Patent: January 8, 2008
    Assignee: Schill & Seilacher “Struktol” AG
    Inventors: Uwe Dittrich, Berthold Just, Manfred Döring, Michael Ciesielski
  • Patent number: 7317120
    Abstract: A process is provided for the preparation of 9,10-dihydro-9-oxa-10-organylphosphaphenanthrene-10-oxide and derivatives of same substituted on the phenyl groups, in which: (a) 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOP) or a derivative of same is reacted in the presence of at least one mono- or polyhydric alcohol with at least one ortho ester with formation of a first intermediate product, (b) the intermediate product from step (a) is optionally reacted with at least one further mono- or polyhydric alcohol with formation of a further intermediate product and (c) the intermediate product from steps (a) or (b) is transformed by addition of catalytic quantities of alkylation agent into 9,10-dihydro-9-oxa-10-organylphosphaphenanthrene-10-oxide or a derivative of same substituted on the phenyl groups.
    Type: Grant
    Filed: August 13, 2004
    Date of Patent: January 8, 2008
    Assignee: Schill + Seilacher “Struktol” AG
    Inventors: Uwe Dittrich, Berthold Just, Manfred Döring, Michael Ciesielski
  • Patent number: 7232921
    Abstract: A method for preparing a biphenylphosphonate compound of the following formula (I): wherein n is 2 or 3; Ar is a C6–C16 aromatic group; which comprising (a) reacting an o-phenylphenol with a phosphorus trichloride in the presence of a zinc chloride catalyst to form a 6-chloro-6H-dibenz [c,e][1,2] oxaphosphorin of the following formula (II); (b) reacting a polyhydroxybenzene compound of the formula (III) (HO)n—Ar ??(III) wherein n and Ar are defined the same as the above, with the compound of formula (II) to form a compound of the following formula (IV) wherein n and Ar are defined the same as the above; and (c) oxidizing the compound of formula (IV) in the presence of water and ozone to form the compound of formula (I).
    Type: Grant
    Filed: October 26, 2004
    Date of Patent: June 19, 2007
    Assignee: Chung Shan Institute of Science & Technology
    Inventors: Wen-Chiung Su, Chin-Shang Sheng
  • Patent number: 7232922
    Abstract: A method for preparing an arylphosphonite antioxidant of the formula (I) below is disclosed, wherein Ar is First, the reactants 2-phenylphenol and phosphorus trichloride are heated under the existence of a zinc chloride catalyst for producing 6-chloro-6H-dibenz[c,e][1,2]oxaphosphorin (CDOP) of the formula (II) below: Next, the excess phosphorus trichloride is removed. Finally, an organic solution of a di-hydroxylphenol compound of the formula (III), Ar—(OH)2??(III) wherein Ar is defined as the above, is heated with the CDOP of formula (II) to form the product of the formula (I).
    Type: Grant
    Filed: November 9, 2004
    Date of Patent: June 19, 2007
    Assignee: Chung Shan Institute of Science & Technology
    Inventors: Wen-Chiung Su, Tseng-Rong Wu, Chin-Shang Sheng
  • Patent number: 7115765
    Abstract: The present invention relates to a process for preparing 6-alkoxy-(6H)-dibenzo[c,e][1,2]oxaphosphorins, wherein 6H-dibenzo[c,e][1,2]oxaphosphorin 6-oxides of the formula I are used as the reactant.
    Type: Grant
    Filed: February 12, 2003
    Date of Patent: October 3, 2006
    Assignee: Forschungszentrum Karlsruhe GmbH
    Inventors: Stephan Sprenger, Michael Ciesielski, Carsten Kollann, Manfred Döring
  • Patent number: 6946569
    Abstract: Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.
    Type: Grant
    Filed: March 2, 2004
    Date of Patent: September 20, 2005
    Assignee: The Penn State Research Foundation
    Inventor: Xumu Zhang
  • Publication number: 20040204602
    Abstract: A phenolic group-containing phosphonite compound has the following formula (I) 1
    Type: Application
    Filed: July 15, 2003
    Publication date: October 14, 2004
    Inventors: Erica Lin, Ching-Yie Su
  • Patent number: 6727377
    Abstract: Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.
    Type: Grant
    Filed: November 6, 2001
    Date of Patent: April 27, 2004
    Assignee: The Penn State Research Foundation
    Inventor: Xumu Zhang
  • Patent number: 6613848
    Abstract: A hardener for an epoxy resin comprises a phenolic, thiophenolic, aminophenyl, tris-phenolic, tris-thiophenolic, tris-aminophenyl, tetrakis-phenolic, tetrakis-thiophenolic, or tetrakis-aminophenyl compounds; or phenol-formaldehyde or phenol-formaldehyde/melamine-formaldehyde resins wherein the phenyl rings are substituted with at least one of the structures wherein R1 and R2 independently are H, C1-C18 alkyl, C6-C18 aryl, C6-C18 substituted aryl, C6-C18 aryl methylene, or C6-C18 substituted aryl methylene; X is O, S or NH and Ar is wherein R is C1-C4 alkyl and n=0-5.
    Type: Grant
    Filed: May 16, 2000
    Date of Patent: September 2, 2003
    Assignee: National Science Council
    Inventors: Chun-Shan Wang, Jeng-Yueh Shieh
  • Patent number: 6441067
    Abstract: A series of novel phosphorus-containing compounds suitable for use as a flame retardant having the following formula are disclosed: wherein R1-R8 independently are H or C1-C4 alkyl; Y is —OH or wherein Q is H, —NO2, —NH2, —OH, —CH3, —CHO, —COOH, A is —O—, —, —CH2—, or —C(CH3)2—; R9 and R10 independently are H, or C1-C4 alkyl.
    Type: Grant
    Filed: August 23, 2001
    Date of Patent: August 27, 2002
    Assignee: Chung-Shan Institute of Science & Technology
    Inventors: Yie-Shun Chiu, Meng-Dan Jiang, Ying-Ling Liu
  • Patent number: 6359162
    Abstract: Glufosinate and the 2-methyl analog thereof can be prepared in a multi-step synthesis from methylphosphorus compounds (II) with unsaturated keto compounds (III) via adducts (IV), subsequent reaction under the conditions of a Strecker synthesis and finally hydrolysis of the aminonitrile (V): Step 1: Step 2: Step 3: Hydrolysis of (V) to give glufosinate Depending on process conditions and substrates, various compounds can be identified as adducts (IV).
    Type: Grant
    Filed: February 17, 2000
    Date of Patent: March 19, 2002
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventor: Lothar Willms
  • Patent number: 6245880
    Abstract: A polyester having a good color tone can be obtained by using, as an ester-forming component, a compound derived from an organophosphorous composition comprising an organophosphorous compound represented by the general formula (1): wherein R1 and R2 represent an organic group or a halogen atom, and m and n represent an integer of 0 to 4, provided that R1 and R2 may be the same or different when m or n is an integer of 2 to 4, and a divalent metallic compound in an amount more than 30 ppm and not more than 2300 ppm in terms of a divalent metal based on the organophosphorous compound.
    Type: Grant
    Filed: October 4, 2000
    Date of Patent: June 12, 2001
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Hideo Takeuchi, Maki Sato, Shoichi Gyobu
  • Patent number: 6242514
    Abstract: A pentavalent phosphorous compound represented by the formula (I): wherein RA forms a cyclic group together with E, O and P, E represents a direct bond or oxygen atom, F represents a connecting group, and RB represents a phenyl group which may be optionally substituted; and the pentavalent phosphorous compound is useful as a stabilizer for an organic material.
    Type: Grant
    Filed: November 26, 1997
    Date of Patent: June 5, 2001
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Taketoshi Kikuchi, Naoki Inui, Kanako Fukuda, Takashi Sanada
  • Patent number: 6107506
    Abstract: In the coexistence of an a 5.about.20 molar excess of water based upon 2-phenylphenol compound which is reacted with phosphorus trihalide to form a 6-halo-(6H)-dibenzo[c.e][1,2]-oxaphosphorin compound and an organic solvent which is unsoluble in water and is inert in the reaction system, an organic phosphorus compound expressed by the structural formula (1) is hydrolyzed under heating to obtain a biphenyl phosphorus compound expressed by the general formula (2) and then, a cyclising dehydration reaction under heating of the resulting compound is carried out to obtain an organic phosphorus compound expressed by the structural formula (3). This constitution can produce a product of high purity and high quality without using specific chemicals or an equipment made of specific materials.
    Type: Grant
    Filed: April 23, 1998
    Date of Patent: August 22, 2000
    Inventors: Toranosuke Saito, Takumi Hirayama, Yukinori Kohguchi
  • Patent number: 5932642
    Abstract: A description is given of novel compounds of formula I ##STR1## wherein R.sup.1, R.sub.2, R.sub.3, and R.sup.4 are hydrogen, alkyl, phenylalkyl, or alkoxy and where R.sub.5 and R.sub.6 are hydrogen or phenyl or together with the linking carbon atoms, are cycloalkenylene or cycloalkenylene which is interrupted by oxygen or sulfur. These compounds are useful as stabilizers for organic materials against oxidative, thermal or light-induced degradation.
    Type: Grant
    Filed: December 19, 1997
    Date of Patent: August 3, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Peter Nesvadba, Paul Dubs
  • Patent number: 5914361
    Abstract: Phosphonites which are useful as a deterioration inhibitor for organic material and are represented by the following formula: ##STR1## wherein X represents a connecting group, and R.sup.A represents a phenyl group which may be optionally substituted; and a process for producing the same are provided.
    Type: Grant
    Filed: August 26, 1997
    Date of Patent: June 22, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Naoki Inui, Taketoshi Kikuchi, Kanako Fukuda
  • Patent number: 5821376
    Abstract: The invention relates to a process for the preparation of 2'-hydroxydiphenyl-2-phosphinic acid in the form of a commercial mixture with 6-hydroxy-(6H)-dibenzo-(c,e)(1,2)-oxaphosphorine, the process being carried out on a commercial scale, more simply and more cheaply than previously, as a one-pot reaction without isolating intermediate products and avoiding a distillation step, with said process comprising the steps:(a) o-phenylphenol is added to a mixture of PCl.sub.3 and a Lewis acid as a catalyst while simultaneously heating the reaction mixture, and the reaction mixture is then fluxed;(b) the resulting reaction mixture is allowed to cool and, stirring continuously, is hydrolysed, being mixed first with water and then with a low alkanol;(c) next, the product is crystallised during further stirring, and(d) the crystalline product obtained is sucked off, washed and dried.
    Type: Grant
    Filed: October 24, 1997
    Date of Patent: October 13, 1998
    Assignee: Schill & Seilacher GmbH & Co.
    Inventors: Paul Rathfelder, Horst Rieckert, Jorg Dietrich
  • Patent number: 5750755
    Abstract: A silver halide color photosensitive material is disclosed, which has on a support at least one photosensitive silver halide emulsion layer, wherein at least one nondiffusible compound represented by the following formulas (I), (I-1), or (I-2) is contained to inhibit generation of color stain and color fog and to ensure excellent keeping quality: ##STR1## wherein Y.sup.1 represents atoms completing a phosphorus-containing heterocyclic ring; and ##STR2## wherein R.sup.1 represents an aryl group or a heterocyclic group; R.sup.2 represents an alkyl group, a cycloalkyl group, an aryl group (formula (I-2)), a heterocyclic group (formula CI-2)), an alkoxy group or an aryloxy group; A.sup.1 and A.sup.2 each represent a hydrogen atom or a hydrolyzable group; G represents a carbon atom or a phosphorus atom; X represents an oxygen atom or a sulfur atom; and R.sup.3 represents an alkyl group, a cycloalkyl group, an aryl group, or a heterocyclic group.
    Type: Grant
    Filed: August 12, 1996
    Date of Patent: May 12, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takashi Nakamura, Hiroshi Fukuzawa, Michio Ono