And Carbon And Chalcogen In The Ring Patents (Class 558/82)
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Patent number: 10759818Abstract: 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: GrantFiled: September 13, 2018Date of Patent: September 1, 2020Assignee: JIANGSU GOOD HARVEST-WEIEN AGROCHEMICAL CO., LTDInventors: Lian Jiang, Weiwei Liu
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Patent number: 9200019Abstract: 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: GrantFiled: June 27, 2013Date of Patent: December 1, 2015Assignee: Knu-Industry Cooperation FoundationInventors: Phil Ho Lee, Jun tae Mo, Taekyu Ryu
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Publication number: 20140343183Abstract: 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: ApplicationFiled: August 6, 2012Publication date: November 20, 2014Applicants: FRITZ NAUER AG, EMPA EIDGENOSSISCHE MATERIALPRUFUNGS- UND FORSCHUNGSANSTALTInventors: Sabyasachi Gaan, Matthias Neisius, Primo Mercoli, Shuyu Liang, Henri Mispreuve, Reinold Nascher
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Publication number: 20140309194Abstract: 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: ApplicationFiled: October 12, 2012Publication date: October 16, 2014Applicant: SANSHO CO., LTD.Inventors: Kimiko Murofushi, Ikuko Masuda, Toshiro Morohoshi
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Publication number: 20140235886Abstract: 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: ApplicationFiled: January 28, 2014Publication date: August 21, 2014Applicant: SANKO CO., LTD.Inventors: Naoki KOMIYA, Akira INOUE
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Patent number: 8703986Abstract: 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 aType: GrantFiled: July 1, 2013Date of Patent: April 22, 2014Assignee: UFC CorporationInventors: Yu-Chin Lee, Jen-Hai Liao, Sung-Chen Lo, Chu-Chun Wu
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Patent number: 8394512Abstract: The present invention relates to new phosphaphenanthrene compounds with excellent light emitting property and an organic light emitting diode (OLED) using the same.Type: GrantFiled: April 5, 2008Date of Patent: March 12, 2013Assignee: Inktec Co., Ltd.Inventors: Kwang Choon Chung, Hyun-Nam Cho, Ik-Kyu Park, Ji-Hoon Yoo, Ae-Ran Hyun, Yun-Ho Jung
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Patent number: 8383609Abstract: 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: GrantFiled: July 7, 2008Date of Patent: February 26, 2013Assignee: Centre National de la Recherche ScientifiqueInventors: Jean-Luc Pirat, David Virieux, Ludovic Clarion, Jean-Noël Volle, Norbert Bakalara, Marcel Mersel, Jerôme Montbrun, Henri-Jean Cristau
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Publication number: 20130012668Abstract: 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: ApplicationFiled: July 5, 2012Publication date: January 10, 2013Applicant: NATIONAL CHUNG HSING UNIVERSITYInventors: CHING-HSUAN LIN, YU-WEI TIAN
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Patent number: 8349224Abstract: 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: GrantFiled: November 25, 2009Date of Patent: January 8, 2013Assignee: BASF SE LudwigshafenInventors: Sabine Fuchs, Thomas Weiβ, Rainer Xalter
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Publication number: 20130005938Abstract: 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: ApplicationFiled: September 14, 2012Publication date: January 3, 2013Applicants: 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
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Publication number: 20120329960Abstract: 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: ApplicationFiled: June 20, 2012Publication date: December 27, 2012Inventor: CHIEN-HONG CHEN
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Publication number: 20120292582Abstract: 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: ApplicationFiled: April 17, 2012Publication date: November 22, 2012Applicant: Krems Chemie Chemical Services AGInventors: Thomas Zich, Fritz Freidl, Bernadette Mehofer, Michael Hönel, Johannes Artner, Manfred Döring, Michael Ciesielski
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Patent number: 8278375Abstract: 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: GrantFiled: July 5, 2006Date of Patent: October 2, 2012Assignee: Rhodia UK LimitedInventors: Vincent Schanen, Dwight Shamblee, Gleb Priimov, Julie Ann Salter
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Patent number: 8242266Abstract: 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: GrantFiled: January 19, 2012Date of Patent: August 14, 2012Assignees: National Chunghsing University, Chang Chun Plastics Co., LtdInventors: Ching-Hsuan Lin, Chia-Wei Chang, Tsung-Li Lin, Kuen-Yuan Hwang, An-Pang Tu, Fang-Hsien Su
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Patent number: 8222441Abstract: 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: GrantFiled: April 13, 2009Date of Patent: July 17, 2012Assignees: Chang Chun Plastics Co., Ltd., National Chung Hsing UniversityInventors: Ching-Hsuan Lin, Tsung Li Lin, Chia Wei Chang, Kuen-Yuan Hwang, An-Pang Tu, Fang-Hsien Su
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Patent number: 8134021Abstract: 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: GrantFiled: July 14, 2009Date of Patent: March 13, 2012Assignees: National Chunghsing University, Chang Chun Plastics Co., LtdInventors: Ching-Hsuan Lin, Chia-Wei Chang, Tsung-Li Lin, Kuen-Yuan Hwang, An-Pang Tu, Fang-Hsien Su
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Patent number: 7994358Abstract: 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: GrantFiled: October 7, 2009Date of Patent: August 9, 2011Assignee: Chang Chun Plastic Co., Ltd.Inventors: Gai-Chi Chen, Ching-Jui Huang, An Pang Tu, Kuen Yuan Hwang
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Patent number: 7973191Abstract: 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: GrantFiled: August 12, 2009Date of Patent: July 5, 2011Assignee: EMS-Patent AGInventors: Manfred Döring, Brigitte Lindner, Andreas Kaplan
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Patent number: 7964750Abstract: 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: GrantFiled: August 5, 2009Date of Patent: June 21, 2011Assignee: UFC CorporationInventors: Ling Lu, Kai-Chiang Huang, Kuan-Chieh Tseng, Chung-Ning Fan, Yu-Cheng Lee, Tien-Wen Lo, Yu-Chin Lee
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Publication number: 20110054087Abstract: 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: ApplicationFiled: March 4, 2010Publication date: March 3, 2011Inventors: Vilas M. Chopdekar, Angelo R. Mellozzi, Arthur T. Cornelson
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Publication number: 20110034717Abstract: 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: ApplicationFiled: August 5, 2009Publication date: February 10, 2011Applicant: UFC CORPORATIONInventors: Ling Lu, Kai-Chiang Huang, Kuan-Chieh Tseng, Chung-Ning Fan, Yu-Cheng Lee, Tien-Wen Lo, Yu-Chin Lee
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Publication number: 20100298272Abstract: 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: ApplicationFiled: July 7, 2008Publication date: November 25, 2010Applicant: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUEInventors: Jean-Luc Pirat, David Virieux, Ludovic Clarion, Jean-Noel Volle, Norbert Bakalara, Marcel Mersel, Jerome Montbrun, Henri-Jean Cristau
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Patent number: 7825274Abstract: 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: GrantFiled: June 18, 2008Date of Patent: November 2, 2010Assignee: Chung Shan Institute of Science and TechnologyInventors: Wen-Chiung Su, Chang-Chih Lin, Ching-Shang Sheng
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Publication number: 20100252818Abstract: The present invention relates to new phosphaphenanthrene compounds with excellent light emitting property and an organic light emitting diode (OLED) using the same.Type: ApplicationFiled: April 5, 2008Publication date: October 7, 2010Applicant: INKTEC CO., LTD.Inventors: Kwang Choon Chung, Hyun-Nam Cho, Ik-Kyu Park, Ji-Hoon Yoo, Ae-Ran Hyun, Yun-Ho Jung
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Patent number: 7741505Abstract: 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: GrantFiled: June 18, 2008Date of Patent: June 22, 2010Assignee: Chung Shan Institute of Science and TechnologyInventors: Wen-Chiung Su, Chang-Chih Lin, Ching-Shang Sheng
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Publication number: 20100105939Abstract: 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: ApplicationFiled: October 7, 2009Publication date: April 29, 2010Applicant: CHANG CHUN PLASTICS CO., LTD.Inventors: Gai-Chi Chen, Ching-Jui Huang, An Pang Tu, Kuen Yuan Hwang
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Publication number: 20100069657Abstract: 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: ApplicationFiled: August 12, 2009Publication date: March 18, 2010Applicant: EMS-PATENT AGInventors: Manfred Döring, Brigitte Lindner, Andreas Kaplan
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Publication number: 20100004426Abstract: 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: ApplicationFiled: July 2, 2009Publication date: January 7, 2010Inventors: Ching-Hsuan Lin, Tsung Li Lin, Yu-Ting Fang, Kuen-Yuan Hwang, An-Pang Tu
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Patent number: 7626051Abstract: 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: GrantFiled: May 9, 2007Date of Patent: December 1, 2009Assignee: Chung Shan Institute of Science & TechnologyInventors: Wen-Chiung Su, Chin-Shang Sheng
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Publication number: 20090258997Abstract: 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: ApplicationFiled: April 13, 2009Publication date: October 15, 2009Inventors: Ching-Hsuan Lin, Tsung Li Lin, Chia Wei Chang, Kuen-Yuan Hwang, An-Pang Tu, Fang-Hsien Su
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Patent number: 7465819Abstract: 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: GrantFiled: January 24, 2006Date of Patent: December 16, 2008Assignee: Chung Shan Institute of Science and TechnologyInventors: Wen-Chiung Su, Chang-Chih Lin, Ching-Shang Sheng
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Patent number: 7317119Abstract: 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: GrantFiled: August 13, 2004Date of Patent: January 8, 2008Assignee: Schill & Seilacher “Struktol” AGInventors: Uwe Dittrich, Berthold Just, Manfred Döring, Michael Ciesielski
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Patent number: 7317120Abstract: 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: GrantFiled: August 13, 2004Date of Patent: January 8, 2008Assignee: Schill + Seilacher “Struktol” AGInventors: Uwe Dittrich, Berthold Just, Manfred Döring, Michael Ciesielski
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Patent number: 7232922Abstract: 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: GrantFiled: November 9, 2004Date of Patent: June 19, 2007Assignee: Chung Shan Institute of Science & TechnologyInventors: Wen-Chiung Su, Tseng-Rong Wu, Chin-Shang Sheng
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Patent number: 7232921Abstract: 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: GrantFiled: October 26, 2004Date of Patent: June 19, 2007Assignee: Chung Shan Institute of Science & TechnologyInventors: Wen-Chiung Su, Chin-Shang Sheng
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Patent number: 7115765Abstract: 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: GrantFiled: February 12, 2003Date of Patent: October 3, 2006Assignee: Forschungszentrum Karlsruhe GmbHInventors: Stephan Sprenger, Michael Ciesielski, Carsten Kollann, Manfred Döring
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Patent number: 6946569Abstract: 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: GrantFiled: March 2, 2004Date of Patent: September 20, 2005Assignee: The Penn State Research FoundationInventor: Xumu Zhang
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Publication number: 20040204602Abstract: A phenolic group-containing phosphonite compound has the following formula (I) 1Type: ApplicationFiled: July 15, 2003Publication date: October 14, 2004Inventors: Erica Lin, Ching-Yie Su
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Patent number: 6727377Abstract: 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: GrantFiled: November 6, 2001Date of Patent: April 27, 2004Assignee: The Penn State Research FoundationInventor: Xumu Zhang
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Patent number: 6613848Abstract: 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: GrantFiled: May 16, 2000Date of Patent: September 2, 2003Assignee: National Science CouncilInventors: Chun-Shan Wang, Jeng-Yueh Shieh
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Patent number: 6441067Abstract: 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: GrantFiled: August 23, 2001Date of Patent: August 27, 2002Assignee: Chung-Shan Institute of Science & TechnologyInventors: Yie-Shun Chiu, Meng-Dan Jiang, Ying-Ling Liu
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Patent number: 6359162Abstract: 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: GrantFiled: February 17, 2000Date of Patent: March 19, 2002Assignee: Hoechst Schering AgrEvo GmbHInventor: Lothar Willms
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Patent number: 6245880Abstract: 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: GrantFiled: October 4, 2000Date of Patent: June 12, 2001Assignee: Toyo Boseki Kabushiki KaishaInventors: Hideo Takeuchi, Maki Sato, Shoichi Gyobu
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Patent number: 6242514Abstract: 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: GrantFiled: November 26, 1997Date of Patent: June 5, 2001Assignee: Sumitomo Chemical Company, Ltd.Inventors: Taketoshi Kikuchi, Naoki Inui, Kanako Fukuda, Takashi Sanada
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Patent number: 6107506Abstract: 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: GrantFiled: April 23, 1998Date of Patent: August 22, 2000Inventors: Toranosuke Saito, Takumi Hirayama, Yukinori Kohguchi
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Patent number: 5932642Abstract: 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: GrantFiled: December 19, 1997Date of Patent: August 3, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Peter Nesvadba, Paul Dubs
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Patent number: 5914361Abstract: 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: GrantFiled: August 26, 1997Date of Patent: June 22, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Naoki Inui, Taketoshi Kikuchi, Kanako Fukuda
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Patent number: 5821376Abstract: 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: GrantFiled: October 24, 1997Date of Patent: October 13, 1998Assignee: Schill & Seilacher GmbH & Co.Inventors: Paul Rathfelder, Horst Rieckert, Jorg Dietrich
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Patent number: 5750755Abstract: 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: GrantFiled: August 12, 1996Date of Patent: May 12, 1998Assignee: Fuji Photo Film Co., Ltd.Inventors: Takashi Nakamura, Hiroshi Fukuzawa, Michio Ono