Processes Patents (Class 560/96)
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Patent number: 12173123Abstract: A method for recovering natural fibers from a textile comprising polyester and natural fibers. The method comprises the steps of: providing said textile soaked in a mixture comprising a solvent and a catalyst, providing and maintaining a temperature of said mixture comprising said textile within a range of 80-240° C. during depolymerization of polyester in said textile; and recovering natural fibers after said depolymerization, wherein, in said step of providing said textile soaked in said mixture, said catalyst of said mixture comprises calcium oxide.Type: GrantFiled: May 8, 2023Date of Patent: December 24, 2024Assignee: IKEA Supply AGInventor: Zengwei Guo
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Patent number: 11926709Abstract: A method for recycling waste polyester, in particular to a method for recycling waste polyester by a modified alcoholysis method to recycle waste polyester to prepare dimethyl terephthalate (DMT), is provided and belongs to waste polyester recycling technology field. The waste polyester after dewatering and deoxygenation treatment is used as a raw material, in the step of feeding in melted state the alcoholysis agent is added in the melted waste polyester for preliminary alcoholysis, and the alcoholysis agent is ethylene glycol. On one hand, alcoholysis reaction occurs when the waste polyester raw material are melted, and at the same time, the viscosity of the melted material is reduced. Thus, the melted material remains melted at the alcoholysis temperature and is not easy to solidify again after entering the alcoholysis tank, ensuring that the alcoholysis is carried out under homogeneous conditions.Type: GrantFiled: September 7, 2020Date of Patent: March 12, 2024Inventors: Huayu Fang, Enbin Zhu, Dubin Wang, Guoqing Yu, Jincheng Chen, Tianyuan Li, Jiantong Wu, Jianhua Chen, Shengyao Lin
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Patent number: 11866404Abstract: The present disclosure relates to the formation of terephthalate esters.Type: GrantFiled: June 17, 2021Date of Patent: January 9, 2024Assignee: 9449710 CANADA INC.Inventors: Adel Essaddam, Fares Essaddam
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Patent number: 11680151Abstract: A method for recovering natural fibers from a textile comprising polyester and natural fibers. The method comprises the steps of: providing said textile soaked in a mixture comprising a solvent and a catalyst, providing and maintaining a temperature of said mixture comprising said textile within a range of 80-240° C. during depolymerization of polyester in said textile; and recovering natural fibers after said depolymerization, wherein, in said step of providing said textile soaked in said mixture, said catalyst of said mixture comprises calcium oxide.Type: GrantFiled: May 3, 2021Date of Patent: June 20, 2023Assignee: IKEA Supply AGInventor: Zengwei Guo
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Patent number: 11655351Abstract: The invention present invention belongs to waste polyester recycling technology field and relates to a method and a device for recycling waste polyester, in particular to a method and a device for recycling waste polyester by modified chemical method to recover waste polyester to prepare dimethyl terephthalate (DMT). The recycling method of the present invention uses a process of continuous feeding, continuous alcoholysis and continuous transesterification. It can make the material undergo homogeneous alcoholysis in the melted state, and the required alcoholysis time is short. Because more than two alcoholysis tanks are used in series for continuous alcoholysis, the product quality of alcoholysis product is stable. When the alcoholysis product is continuously transesterified, it avoids the occurrence of side reactions and the unstable quality of the transesterified product, and the purity and yield of recycling product of waste polyester are greatly improved.Type: GrantFiled: September 7, 2020Date of Patent: May 23, 2023Inventors: Huayu Fang, Enbin Zhu, Dubin Wang, Guoqing Yu, Jincheng Chen, Tianyuan Li, Jiantong Wu, Jianhua Chen, Shengyao Lin
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Patent number: 11572452Abstract: The present invention is in related to a method for recycling a waste polyester material, more particularly to a method for recycling the waste polyester material through a chemical way to produce DMT. It belongs to the technical field of recycling and utilization of waste polyester materials. The present invention adopts the technology of continuous feeding and continuous alcoholysis, so that the material undergoes homogeneous alcoholysis in a melting state, and the required alcoholysis time is short. Two or more alcoholysis tanks are used in series for continuous alcoholysis. The product quality is stable. At the same time, due to the optimization of the amount of EG in the alcoholysis process, distillation and concentration are not required after the alcoholysis step is completed. The alcoholysis product is directly entered into the transesterification tank for the transesterification reaction, and pure DMT products can then be generated.Type: GrantFiled: September 7, 2020Date of Patent: February 7, 2023Inventors: Huayu Fang, Enbin Zhu, Dubin Wang, Guoqing Yu, Jincheng Chen, Tianyuan Li, Jiantong Wu, Jianhua Chen, Shengyao Lin
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Patent number: 11478774Abstract: Metal Organic Framework (MOF) materials and methods of making MOF materials. The methods include grinding of mixtures of metal hydroxide(s) and ligand(s). The MOF materials may have at least two different ligands. The MOF materials may have open metal sites. The MOF materials can be used in gas storage applications.Type: GrantFiled: August 29, 2017Date of Patent: October 25, 2022Assignee: CORNELL UNIVERSITYInventors: Juan Paulo Hinestroza, Manuela Leticia Kim, Eugenio Hernan Otal
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Patent number: 9018408Abstract: The present invention generally relates to a condensed process for producing terephthalic acid and terephthalic esters from a dialkyl cyclohexane-2,5-dione-1,4-dicarboxylate; a chemoselective process for preparing a substantially bicyclic-lactone-free dialkyl cyclohexane-2,5-diol-1,4-dicarboxylate; and compositions of matter prepared thereby.Type: GrantFiled: January 10, 2012Date of Patent: April 28, 2015Assignee: Dow Global Technologies LLCInventors: William Kruper, Jr., Cynthia L. Rand, David C. Molzahn
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Publication number: 20150025186Abstract: Disclosed are a method for preparing an ester plasticizer and an ester plasticizer prepared by the method. More specifically, disclosed are a method for preparing an ester plasticizer comprising trans-esterifying 100 parts by weight of dioctyl terephthalate with 0.1 to 89.9 parts by weight of butyl alcohol, and an ester plasticizer prepared by the method. Advantageously, provided are a novel method for preparing an ester plasticizer and an ester plasticizer with superior physical properties, prepared by the method.Type: ApplicationFiled: October 9, 2014Publication date: January 22, 2015Inventors: Hyun Kyu KIM, Da Won JUNG, Mi Yeon LEE, Dong Hyun KO
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Publication number: 20150025263Abstract: 3,4-Dicarboalkoxybiphenyl-3?,4?-dicarboxylic acid represented by the general formula (1): in which R11 and R12 each represents an alkyl group having 1 to 4 carbon atoms, and n represents the number of waters of hydration that is 0 or 1, and the corresponding anhydride.Type: ApplicationFiled: October 1, 2014Publication date: January 22, 2015Inventors: Yasushi Yamamoto, Yasutaka Yoshida, Hikaru Yatabe, Yoshihiro Yamauchi, Tetsurou Tsuji
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Publication number: 20140364631Abstract: The present disclosure is related to silica-based Lewis acid catalysts, being essentially devoid of strong Brønsted acid character, and their ability to effect the [4+2] cycloaddition and dehydrative aromatization of dienes and dienophiles containing oxygenated substituents to form substituted benzene products. In some embodiments, the processes comprise contacting biomass-derived substrates with ethylene to form terephthalic acid and its derivatives.Type: ApplicationFiled: May 20, 2014Publication date: December 11, 2014Inventors: MARK E. DAVIS, JOSHUA PACHECO
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Patent number: 8871966Abstract: A method for preparing 1,4-biscarboxylic acid esters of benzene is provided.Type: GrantFiled: March 15, 2013Date of Patent: October 28, 2014Assignee: Iowa State University Research Foundation, Inc.Inventors: George A. Kraus, Jennifer J. Lee
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Publication number: 20140275608Abstract: A method for preparing 1,4-biscarboxylic acid esters of benzene is provided.Type: ApplicationFiled: March 15, 2013Publication date: September 18, 2014Inventors: George A. Kraus, Jennifer J. Lee
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Patent number: 8772529Abstract: A catalyst for alkylation contains an inorganic structural material having an ion-exchange ability and a metal ion having a valency of 2 or more. The metal ion is supported on the inorganic structural material. The inorganic structural material is preferably a zeolite. The metal ion is preferably a lanthanide metal. The catalyst for alkylation imparts industrially satisfiable activity and selectivity and can be readily separated, collected and recycled. Furthermore, the process for producing an alkylaromatic hydrocarbon compound includes reacting an aromatic hydrocarbon compound and a compound having an unsaturated bond in the presence of the catalyst for alkylation.Type: GrantFiled: June 3, 2011Date of Patent: July 8, 2014Assignee: UBE Industries, LtdInventors: Yasushi Yamamoto, Hikaru Yatabe
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Publication number: 20140155632Abstract: The invention relates to a process for preparing aryl- and heteroarylacetic acids and derivatives thereof by reaction of aryl or heteroaryl halides with malonic diesters in the presence of a palladium catalyst, of one or more bases and optionally of a phase transfer catalyst. This process enables the preparation of a multitude of functionalized aryl- and heteroarylacetic acids and derivatives thereof, especially also the preparation of arylacetic acids with sterically demanding substituents.Type: ApplicationFiled: February 27, 2012Publication date: June 5, 2014Inventors: Thomas Himmler, Lukas J. Goossen, Felix Rudolphi, Bingrui Song
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Publication number: 20130345467Abstract: The present invention generally relates to a condensed process for producing terephthalic acid and terephthalic esters from a dialkyl cyclohexane-2,5-di-one-1,4-dicarboxylate; a chemoselective process for preparing a substantially bicyclic-lactone-free dialkyl cyclohexane-2,5-diol-1,4-dicarboxylate; and compositions of matter prepared thereby.Type: ApplicationFiled: January 10, 2012Publication date: December 26, 2013Inventors: William Kruper, JR., Cynthia L. Rand, David C. Molzahn
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Publication number: 20130041174Abstract: A catalyst for alkylation contains an inorganic structural material having an ion-exchange ability and a metal ion having a valency of 2 or more. The metal ion is supported on the inorganic structural material. The inorganic structural material is preferably a zeolite. The metal ion is preferably a lanthanide metal. The catalyst for alkylation imparts industrially satisfiable activity and selectivity and can be readily separated, collected and recycled. Furthermore, the process for producing an alkylaromatic hydrocarbon compound includes reacting an aromatic hydrocarbon compound and a compound having an unsaturated bond in the presence of the catalyst for alkylation.Type: ApplicationFiled: June 3, 2011Publication date: February 14, 2013Applicant: UBE INDUESTRIES, LTD.Inventors: Yasushi Yamamoto, Hikaru Yatabe
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Patent number: 8367858Abstract: The present invention relates to novel substituted and unsubstituted terephthalic acid and carboxylate derivatives and products prepared therefrom having a significant renewable content. The invention also relates to processes for preparing substituted and unsubstituted terephthalic and carboxylate derivatives thereof wherein a portion of the starting materials utilized is derived from renewable resources. The invention also relates to novel cyclohexene based intermediates prepared in these processes and to conversion of these intermediates to substituted and unsubstituted cyclohexane-1,4-dicarboxylates and carboxylate derivatives thereof and novel forms of the resulting products having renewable content. The invention also relates to products prepared from substituted and unsubstituted terephthalic acid and carboxylate derivatives thereof derived from starting materials derived from renewable resources.Type: GrantFiled: June 16, 2010Date of Patent: February 5, 2013Assignee: Amyris, Inc.Inventors: John W. Frost, Adeline Miermont, Dirk Schweitzer, Vu Bui, Douglas A. Wicks
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Publication number: 20110288311Abstract: The present invention relates to novel substituted and unsubstituted terephthalic acid and carboxylate derivatives and products prepared therefrom having a significant renewable content. The invention also relates to processes for preparing substituted and unsubstituted terephthalic and carboxylate derivatives thereof wherein a portion of the starting materials utilized is derived from renewable resources. The invention also relates to novel cyclohexene based intermediates prepared in these processes and to conversion of these intermediates to substituted and unsubstituted cyclohexane-1,4-dicarboxylates and carboxylate derivatives thereof and novel forms of the resulting products having renewable content. The invention also relates to products prepared from substituted and unsubstituted terephthalic acid and carboxylate derivatives thereof derived from starting materials derived from renewable resources.Type: ApplicationFiled: June 16, 2010Publication date: November 24, 2011Applicant: Draths CorporationInventors: John W. Frost, Adeline Miermont, Dirk Schweitzer, Vu Bui, Douglas A. Wicks
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Patent number: 8034970Abstract: Methods and systems for the production of phthalic acid diesters are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and mixing of a phthalic acid derivative with alcohol. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time with existing catalysts.Type: GrantFiled: June 23, 2008Date of Patent: October 11, 2011Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Publication number: 20110213116Abstract: The invention provides methods and systems for manufacturing low-acid polyalkylene terephthalate, for example, polybutylene terephthalate (PBT). The invention also provides methods and systems for preparing macrocyclic polyester oligomer (MPO) from low-acid polyalkylene terephthalate. Finally, the invention provides methods and systems for preparing MPO via reaction of a diol and a dialkyl ester in an organic solvent to form non-isolated, low-acid polyalkylene terephthalate which undergoes cyclization (depolymerization) to form MPO.Type: ApplicationFiled: July 29, 2010Publication date: September 1, 2011Inventors: Peter D. Phelps, Gary R. Faler
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Publication number: 20110009548Abstract: Oxo-diesters of cyclic olefins, methods of making them and their use as plasticizers in polymer compositions are disclosed.Type: ApplicationFiled: July 6, 2010Publication date: January 13, 2011Applicant: ExxonMobil Research and Engineering CompanyInventors: Jihad Mohammed DAKKA, Edmund Joseph Mozeleski, Lisa Saunders Baugh, Allen David Godwin, Diana S. Smirnova
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Publication number: 20100168441Abstract: Disclosed is a process for production of a substituted benzene, which comprises intramolecularly and/or intermolecularly trimerizing a triple bond in an alkyne in the presence of a transition metal catalyst to yield a substituted benzene compound. In the process, the transition metal catalyst is prepared from an iminomethylpyridine represented by the formula (1) or (2), a transition metal salt or a hydrate thereof, and a reducing agent in a reaction system and is used to perform the trimerization. The process can be used in any one of the intramolecular cyclization of a triyne compound, the cyclization of a diyne compound or an alkyne compound and the intermolecular cyclization of three molecules of an alkyne compound, is excellent in economic effectiveness and operability, and is practically advantageous.Type: ApplicationFiled: January 9, 2007Publication date: July 1, 2010Inventor: Sentaro Okamoto
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Publication number: 20100137630Abstract: Acetals are formed from an aldehyde hydrogenation product mixture comprising alcohols and at most 2% of alde-hydes and the product is distilled to yield purified alcohols and a second stream containing acetals and/or unsaturated ethers.Type: ApplicationFiled: February 27, 2008Publication date: June 3, 2010Inventors: Ronald Dean Garton, Corey W. Reed, Rao Krishna Kulai, Bruce D. Lilly, Ramzi Yanni Saleh, Raphael Frans Caers
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Patent number: 7696125Abstract: A catalyst and a process for preparing carboxylic acid esters from an aldehyde and an alcohol in the presence of molecular oxygen are disclosed. The catalyst comprises metals supported on a silica-containing support, wherein the metals consist essentially of palladium, lead, an alkali or alkaline earth metal, and at least one of niobium and zirconium. The process for preparing a carboxylic acid ester comprises reacting an aldehyde with an alcohol in the presence of molecular oxygen and the aforementioned catalyst.Type: GrantFiled: July 6, 2005Date of Patent: April 13, 2010Assignee: Lee Chang Yung Chemical Industry CorporationInventors: Kindtoken Hwaider Liu, Man-Yin Lo, Wen-Chyi Lin, Mei-Yuan Chang
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Publication number: 20100056820Abstract: The present invention relates to a process for preparing substituted 2-arylmalonic esters of the general formula I in which R is C1-C6-alkyl or C1-C4-alkoxy-C1-C4-alkyl; Ar is phenyl or a heteroaromatic 5- or 6-membered ring; where each carbon atom present in the radicals mentioned above optionally carries a substituent RA; RA is F, Cl, CN, NO2, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, etc., or two adjacent substituents RA together with the carbon atoms to which they are attached form a ring; and where a malonic ester is reacted with a base and an aryl bromide in the presence of a copper salt, which comprises employing from 0.1 to 0.65 molar equivalents of the base per molar equivalent of the malonic ester.Type: ApplicationFiled: January 21, 2008Publication date: March 4, 2010Applicant: BASF SEInventors: Volker Maywald, Christian Ott, Bernd Wolf, Manfred Ehresmann, Michael Rack, Michael Keil, Sebastian Peer Smidt
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Publication number: 20090281348Abstract: The present invention relates to a method of regenerating a ruthenium catalyst suitable for hydrogenation, which comprises flushing the catalyst with inert gas in a regeneration step until the original activity or part of the original activity has been attained. The method is particularly useful for ruthenium catalysts which are used for the hydrogenation of aromatics.Type: ApplicationFiled: July 18, 2007Publication date: November 12, 2009Applicant: BASF SEInventors: Jochem Henkelmann, Michael Becker, Daniela Mirk, Felix Richter, Thomas Schäfer
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Publication number: 20090275772Abstract: An object of the present invention is to provide a method capable of producing a 1,2-phenylethane compound with extremely high yield in a short amount of time.Type: ApplicationFiled: March 16, 2007Publication date: November 5, 2009Inventor: Takeshi Niitani
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Publication number: 20090216017Abstract: A process for producing a biaryl compound, characterized by reacting an arylhydrazine compound, hydrogen peroxide and an aryl compound. When the reaction is conducted in the presence of a given metal or a compound of the metal or in the presence of a metal oxide obtained by reacting the given metal or a compound of the metal with hydrogen peroxide, then the yield of the biaryl compound is improved.Type: ApplicationFiled: May 1, 2009Publication date: August 27, 2009Inventor: Koji HAGIYA
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Publication number: 20090143595Abstract: A process for the preparation of a multi-dimensional microporous metal-organic compound comprising the steps of providing a first reactant which includes at least one metal in ionic form, providing a second reactant which includes a bridging organic ligand, grinding the first and second reactants together, wholly or substantially in the absence of solvent.Type: ApplicationFiled: August 25, 2006Publication date: June 4, 2009Applicant: The Queen's University of BelfastInventors: Stuart Lloyd James, Ana Lazuen-Garay, Anne Pichon
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Patent number: 7425603Abstract: A polymer comprising structural units derived from a polycyclic dihydroxy compound of Formula (I) wherein R1, R2 and R3 are independently at each occurrence selected from the group consisting of a cyano functionality, a halogen, an aliphatic functionality having 1 to 10 carbons, a cycloaliphatic functionality having 3 to 10 carbons, and an aromatic functionality having 6 to 10 carbons; wherein each occurrence of “n”, “m”, and “p” independently has a value of 0, 1, 2, 3, or 4; and wherein the polymer is substantially linear.Type: GrantFiled: November 29, 2005Date of Patent: September 16, 2008Assignee: General Electric CompanyInventors: T. Tilak Raj, Radhakrishna Arakali Srinivasarao, Jan-Pleun Lens, Subrahmanya Bhat K., Umesh Hasyagar, Subash Scindia
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Publication number: 20080154035Abstract: The present invention relates to a coupling method between intramolecular carbon using the intramolecular cyclization reaction in situ of an allyl-indium compound derived from an allyl derivative containing an unsaturated hydrocarbon compound and indium, in presence of a transition metal compound catalyst. More particularly, the present invention relates to a coupling method between intramolecular carbon for preparing a cyclic compound having a vinyl group as a substituent by bonding a carbon in an allyl derivative containing an unsaturated hydrocarbon compound and a carbon in the unsaturated hydrocarbon compound via intramolecular cyclization reaction in situ of an allyl-indium compound as a coupling agent derived from the allyl derivative containing the unsaturated hydrocarbon and indium (In), in presence of a palladium catalyst.Type: ApplicationFiled: July 17, 2007Publication date: June 26, 2008Applicant: PHIL HO LEEInventors: Phil Ho LEE, Kooyeon LEE, Dong SEOMOON, Hyunseok KIM
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Publication number: 20080132672Abstract: A composition and a process for producing an ester or polyester are provided. The composition comprises a titanium compound and clay or a dispersion of clay. The process comprises contacting a carbonyl compound, in the presence of a catalyst, with a glycol in which the catalyst comprises a titanium compound and clay or a dispersion of clay.Type: ApplicationFiled: February 4, 2008Publication date: June 5, 2008Applicant: E.I. du Pont de Nemours and companyInventor: Donald Edward Putzig
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Patent number: 7381786Abstract: Disclosed herein is a process for preparing a polymer comprising structural units derived from polycyclic dihydroxy compound having Formula (I), wherein R1 is selected from the group consisting of a cyano functionality, a nitro functionality, an aliphatic functionality having 1 to 10 carbons, an aliphatic ester functionality having 2 to 10 carbons, a cycloaliphatic ester functionality having 4 to 10 carbons and an aromatic ester functionality having 4 to 10 carbons; R2 is selected from the group consisting of a cyano functionality, a nitro functionality, an aliphatic ester functionality having 2 to 10 carbons, a cycloaliphatic ester functionality having 4 to 10 carbons and an aromatic ester functionality having 4 to 10 carbons; and each R3 and R4, at each occurrence, can be the same or different and are independently at each occurrence an aliphatic functionality having 1 to 10 carbons or a cycloaliphatic functionality having 3 to 10 carbons, “n” is an integer having a value 0 to 4 and “m” is an integer haType: GrantFiled: March 29, 2007Date of Patent: June 3, 2008Assignee: General Electric CompanyInventors: Jan Henk Kamps, Jan-Pleun Lens, James A. Mahood, Arakali Srinivasarao Radhakrishna, T. Tilak Raj, Ravindra Vikram Singh
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Patent number: 7361779Abstract: Mixtures of terephthalate diesters having lowered freezing points and methods of making the terephthalic acid diesters. The method includes contacting a first alcohol, a second different alcohol and dimethyl terephthalate in the presence of a catalyst to thereby form the terephthalate diesters.Type: GrantFiled: April 18, 2007Date of Patent: April 22, 2008Assignee: Eastman Chemical CompanyInventors: Mark Holt, Phillip Wayne Turner, Steven Leroy Cook, Martin James Stimpson
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Patent number: 7326763Abstract: A polymer comprises structural units derived from a polycyclic dihydroxy compound of Formula (I) wherein R1 is selected from the group consisting of a cyano functionality, a nitro functionality, an aliphatic functionality having 1 to 10 carbons, an aliphatic ester functionality having 2 to 10 carbons, a cycloaliphatic ester functionality having 4 to 10 carbons and an aromatic ester functionality having 4 to 10 carbons; R2 is selected from the group consisting of a cyano functionality, a nitro functionality, an aliphatic ester functionality having 2 to 10 carbons, a cycloaliphatic ester functionality having 4 to 10 carbons and an aromatic ester functionality having 4 to 10 carbons; and R3 and R4 are independently at each occurrence a hydrogen, an aliphatic functionality having 1 to 10 carbons or a cycloaliphatic functionality having 3 to 10 carbons.Type: GrantFiled: October 28, 2005Date of Patent: February 5, 2008Assignee: General Electric CompanyInventors: Jan Henk Kamps, Jan-Pleun Lens, James A. Mahood, Radhakrishna Arakali Srinivasarao, T. Tilak Raj, Ravindra Vikram Singh
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Patent number: 7307183Abstract: A method for preparing tetrabromobenzoate ester from a tetrabromophthalic anhydride including the steps of reacting the tetrabromophthalic anhydride with a catalyst and an alcohol at a temperature that favors partial esterification over complete esterification of the tetrabromophthalic anhydride to form a tetrabromophthalate half-ester reaction mixture; and feeding the half-ester reaction mixture to at least one reactor having and maintaining a temperature that favors decarboxylation over esterification to produce a tetrabromobenzoate ester-containing product. The temperature favoring partial esterification of the tetrabromophthalic anhydride is between about 70° C. and 130° C. The temperature favoring decarboxylation over esterification is between about 190° C. and 205° C. The tetrabromobenzoate ester-containing product comprises at least about 85% tetrabromobenzoate ester. The at least one reactor may include two or more reactors connected to one another in series.Type: GrantFiled: July 29, 2003Date of Patent: December 11, 2007Assignee: Great Lakes Chemical CorporationInventors: David W. Bartley, James D. Siebecker, Stephen B. Falloon
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Patent number: 7271281Abstract: 2,3,3?,4?-Biphenyltetracarboxylic acid tetraester is predominantly produced by a process in which a phthalic acid diester is subjected to oxidative-coupling reaction in the presence of molecular oxygen and a catalyst comprising a rhodium-containing compound.Type: GrantFiled: October 25, 2004Date of Patent: September 18, 2007Assignee: Ube Industries, Ltd.Inventors: Tetsuro Tsuji, Yasushi Yamamoto, Shinji Yasuda
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Patent number: 7247742Abstract: A process for preparing a dialkylester of a naphthalenedicarboxylic acid comprising directing a liquid phase reaction mixture comprising a low molecular weight alcohol, a naphthalenedicarboxylic acid, a dialkylester of a naphthalenedicarboxylic acid, and a polyethylene naphthalate containing material, at a given temperature and pressure through series arranged reaction zones and subsequently removing a product comprising a dialkylester formed by the reaction of the naphthalenedicarboxylic acid and the polyethylene naphthalate containing material with the low molecular weight alcohol from a reaction zone. This invention is also directed to a process for preparing a purified dialkylester of a naphthalenedicarboxylic acid comprising a series of crystallization and distillation steps, and combinations thereof.Type: GrantFiled: May 20, 2004Date of Patent: July 24, 2007Assignee: BP Corporation North America Inc.Inventors: Rosemary F. McMahon, John A. Macek, Gregory P. Hussmann, Michael J. Panzer, Raymond J. Eifert, David A. Young, Allen B. Mossman, J. Deven Cleckler
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Patent number: 7208620Abstract: A dihydroxy aromatic compound having a Formula (I) wherein R1 is selected from the group consisting of a cyano functionality, a nitro functionality, an aliphatic functionality having 1 to 10 carbons, an aliphatic ester functionality having 2 to 10 carbons, a cycloaliphatic ester functionality having 4 to 10 carbons and an aromatic ester functionality having 4 to 10 carbons; R2 is selected from the group consisting of a cyano functionality, a nitro functionality, an aliphatic ester functionality having 2 to 10 carbons, a cycloaliphatic ester functionality having 4 to 10 carbons and an aromatic ester functionality having 4 to 10 carbons; and each R3 and R4, at each occurrence, can be the same or different and are independently at each occurrence an aliphatic functionality having 1 to 10 carbons or a cycloaliphatic functionality having 3 to 10 carbons, “n” is an integer having a value 0 to 4 and “m” is an integer having a value 0 to 4.Type: GrantFiled: October 28, 2005Date of Patent: April 24, 2007Assignee: General Electric CompanyInventors: Jan Henk Kamps, Jan-Pleun Lens, A. S. Radhakrishna, T. Tilak Raj, Ravindra Vikram Singh
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Patent number: 7030264Abstract: Bis-?-hydroxyethyl terephthalate having an optical density measured in a 10 wt % methanol solution at a measurement wavelength of 380 nm and a cell optical path length of 10 mm of 0.000 to 0.006. The present invention makes it clear that purified BHET having an optical density of 0.006 or less provides high-quality PET having excellent purity, whiteness and transparency.Type: GrantFiled: July 31, 2000Date of Patent: April 18, 2006Assignee: Aies Co. Ltd.Inventors: Shuji Inada, Kikuchi Sato
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Patent number: 6914154Abstract: A production process, especially a continuous production process, for a biphenyltetracarboxylic acid tetraester characterized by carrying out, in parallel, a step of preliminarily mixing a phthalic acid diester and a palladium compound-containing catalyst to prepare a starting mixture, a step of continuously or intermittently supplying the starting mixture to a reactor, a step of conducting oxidative dimerization reaction of the phthalic acid diester in a temperature range of from 140° C. and lower than 250° C. while supplying molecular oxygen to the reactor to form a reaction mixture in the reactor, and a step of continuously or intermittently removing a portion of the reaction mixture from the reactor.Type: GrantFiled: August 12, 2003Date of Patent: July 5, 2005Assignee: Ube Industries, Ltd.Inventors: Yasushi Yamamoto, Tetsuro Tsuji, Jun Haruta, Kikuo Ataka, Noboru Kakeya
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Patent number: 6867322Abstract: An ester-forming monomer obtained by depolymerization of polytrimethylene terephthalate and having an acrolein content of no greater than 0.5 wt %. Polymers obtained using the monomer and fibers, films and molded articles comprising the polymers. The ester-forming monomer is obtained by reacting polytrimethylene terephthalate with at least one compound selected from among monoalcohols, 1,3-propanediol and water in the presence of a basic substance. When the recovered ester-forming monomer is used as the starting material for production of a polymer, it is possible to produce a molding polymer for fibers, films and the like with quality equivalent to or higher than that obtained using virgin monomer.Type: GrantFiled: September 13, 2000Date of Patent: March 15, 2005Assignee: Asahi Kasei Kabushiki KaishaInventors: Jinichiro Kato, Katsuhiro Fujimoto
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Patent number: 6867323Abstract: Improved methods for generating a —C—C— bond by cross-coupling of a transferable group with an acceptor group. The transferable group is a substituent of an organosilicon nucleophile and the acceptor group is provided as an organic electrophile. The reaction is catalyzed by a Group 10 transition metal complex (e.g., Ni, Pt or Pd), particularly by a palladium complex. Certain methods of this invention use improved organosilicon nucleophiles which are readily prepared, can give high product yields and exhibit high stereoselectivity. Methods of this invention employ activating ions such as halides, hydroxide, hydride and silyloxides. In specific embodiments, organosilicon nucleophilic reagents of this invention include siloxanes, particularly cyclic siloxanes. The combination of the cross-coupling reactions of this invention with ring-closing metathesis, hydrosilylation and intramolecular hydrosilylation reactions provide useful synthetic strategies that have wide application.Type: GrantFiled: June 6, 2001Date of Patent: March 15, 2005Assignee: The Board of Trustees of the University of IllinoisInventors: Scott E. Denmark, Jun Young Choi, Daniel Wehrli, Zhicai Wu, Luc Neuville, Weitao Pan, Ramzi F. Sweis, Zhigang Wang, Shyh-Ming Yang
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Patent number: 6855844Abstract: Disclosed are polyester-ether polyols and their use in urethane prepolymers, urethane foams and non-foam urethane coatings, adhesives, sealants and/or elastomers. Methods for producing such polyester-ether polyols using double metal cyanide catalysts are disclosed, along with methods for producing urethane prepolymers. The polyester-ether polyols of the instant invention are preferably the reaction product of phthalic anhydride, diethylene glycol, and propylene oxide. These polyester-ether polyols are useful as either the primary polyol in urethane compositions or in combination with conventional auxiliary polyester- and/or polyether-based polyols. The polyester-ether polyols impart greatly improved solubility and compatibility to mixtures of either polyether and/or polyester polyols. The polyester-ether polyols of the instant invention are desirably of lower viscosity than their precursor intermediate polyester polyols and are generally soluble in either polyester- and/or polyether-based polyols.Type: GrantFiled: October 25, 2000Date of Patent: February 15, 2005Assignee: Stepan CompanyInventors: Eric J. Geiger, Douglas K. Hillshaffer
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Publication number: 20040127737Abstract: Carboxylic acid benzyl esters can be prepared by reacting dibenzyl ethers with carboxylic anhydrides in the presence of acid, optionally applied to a support, as catalyst.Type: ApplicationFiled: September 17, 2003Publication date: July 1, 2004Inventors: Pieter Ooms, Bernd-Ulrich Schenke
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Patent number: 6710202Abstract: To provide a process for producing a high-purity bis-&bgr;-hydroxyethyl terephthalate from crude terephthalic acid.Type: GrantFiled: August 5, 2002Date of Patent: March 23, 2004Assignee: Aies Co., Ltd.Inventors: Shuji Inada, Kikuchi Sato
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Publication number: 20040024240Abstract: The present invention provides a process for the preparation of homophthlate esters useful in the preparation of homophthalic anhydride reactants.Type: ApplicationFiled: July 28, 2003Publication date: February 5, 2004Inventors: William E. Bauta, William R. Cantrell, Dennis P. Lovett
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Patent number: 6664380Abstract: Free perfluorosulfonylmethide compounds and metal salts thereof show strong catalytic activity in carbon-carbon bond formation reactions, in amounts as low as 0.1 mole %. Fluorous media may be used, especially biphasic fluorous media enabling ready recycling of the catalyst. The formula thereof is: M[C(SO2R1)3−(m+q)(SO2R2)m(SO2R3)q]x where M is H, Sc, Y, La, Ce, Pr, Nd, Sm Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, Lu, Zr, Hf, Th, Nb, Ta, U, Bi, Al, Ga, In or Tl, x is the common oxidation state of a said metal M, R1, R2 and R3 are perfluorinated or polyfluoronated hydrocarbon, ether or amine moieties or mixtures thereof and m+q=0, 1, 2 or 3 (m and q being zero or integers).Type: GrantFiled: February 19, 2002Date of Patent: December 16, 2003Assignee: The Institute of Applied CatalysisInventors: Anthony Gerard Martin Barrett, David Christopher Braddock, David Chadwick
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Patent number: 6630601Abstract: An aromatic polyester is pre-decomposed by heating together with bis-&bgr;-hydroxyethyl terephthalate and/or a low condensate thereof and then, reacted with ethylene glycol to convert the terephthalic acid component of the pre-decomposed product into bis-&bgr;-hydroxyethyl terephthalate and/or a low condensate thereof. The thus obtained solution composition, that is, bis-&bgr;-hydroxyethyl terephthalate solution composition containing ethylene glycol, bis-&bgr;-hydroxyethyl terephthalate and cations and/or anions as impurities is brought into contact with a cation exchanger and/or an anion exchanger to remove cations and anions as impurities to produce bis-&bgr;-hydroxyethyl terephthalate having a small content of ions.Type: GrantFiled: August 17, 2000Date of Patent: October 7, 2003Assignee: Aies Company LimitedInventors: Shuji Inada, Kikuchi Sato