Phenolic Reactant Contains At Least One Carboxylic Acid Group Or Is Derivative Thereof Patents (Class 528/206)
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Patent number: 6296950Abstract: A method of producing a thermotropic liquid crystalline copolyester having an extremely small amount of out-gases comprising the steps of: (1) charging in a reactor 5-100 mol % of aromatic hydroxycarboxylic acid, 0-47.5 mol % of aromatic dicarboxylic acid and 0-47.5 mol % of aromatic diol, so that the sum of mol % of each material is 100 mol % and the molt of aromatic dicarboxylic acid and that of aromatic diol are substantially equal; (2) adding acetic anhydride of an amount which satisfies the formula, (B-C)/A≧1.04, “A” representing the total molar number of the hydroxy group in a reaction system, “B” representing the molar number of acetic anhydride to be added, and “C” representing the molar number of water present in the reaction system prior to addition of acetic anhydride; (3) acetylation; (4) melt polymerization; and (5) solid-phase polymerization.Type: GrantFiled: March 15, 2001Date of Patent: October 2, 2001Assignee: Nippon Petrochemical Co., LTDInventors: Satoshi Murouchi, Yoshikuni Yamada, Toshitaka Kobayashi
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Patent number: 6268419Abstract: A method of producing a thermotropic liquid crystalline copolyester having an extremely small amount of out-gases comprising the steps of: (1) charging in a reactor 5-100 mol % of aromatic hydroxycarboxylic acid, 0-47.5 mol % of aromatic dicarboxylic acid and 0-47.5 mol % of aromatic diol, so that the sum of mol % of each material is 100 mol % and the mol % of aromatic dicarboxylic acid and that of aromatic diol are substantially equal; (2) adding acetic anhydride of an amount which satisfies the formula, (B−C)/A≧1.04, “A” representing the total molar number of the hydroxy group in a reaction system, “B” representing the molar number of acetic anhydride to be added, and “C” representing the molar number of water present in the reaction system prior to addition of acetic anhydride; (3) acetylation; (4) melt polymerization; and (5) solid-phase polymerization.Type: GrantFiled: March 29, 2000Date of Patent: July 31, 2001Assignee: Nippon Petrochemical Co., LTDInventors: Satoshi Murouchi, Yoshikuni Yamada, Toshitaka Kobayashi
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Patent number: 6268463Abstract: Carboxy-functionalized polyphenylene ethers containing structural units with a carboxyalkyl group in the 2-position are prepared by redistribution of a polyphenylene ether with a 2-carboxyalkylphenol such as 2-(3-carboxypropyl)phenol (melilotic acid), or by oxidative coupling of a suitable phenol with such a 2-carboxyalkylphenol. The products form compatibilizing copolymers with polymers containing carboxylic acid-reactive functional groups, such as polyesters, polyamides and epoxy resins.Type: GrantFiled: October 26, 1999Date of Patent: July 31, 2001Assignee: General Electric CompanyInventors: Gary William Yeager, Yiqun Pan
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Patent number: 6242558Abstract: A 1,3-propanediol-based aromatic polyester such as polytrimethylene terephthalate is modified by reaction with a hindered phenolic acid or ester to provide an endcapped polyester which has improved resistance to generation of acrolein when heated in air.Type: GrantFiled: November 27, 1996Date of Patent: June 5, 2001Assignee: Shell Oil CompanyInventor: Donald Ross Kelsey
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Patent number: 6239249Abstract: A method for producing a copolymerized polyester resin, which comprises subjecting a dicarboxylic acid component containing terephthalic acid or its ester derivative as the main component and a phenylene dioxydiacetic acid as a copolymerizable component, and a diol component containing ethylene glycol as the main component, to polycondensation through an esterification reaction or a transesterification reaction, wherein the phenylene dioxydiacetic acid is added to the reaction system in the form of a solution dissolved in the diol component.Type: GrantFiled: February 22, 2000Date of Patent: May 29, 2001Assignee: Mitsubishi Chemical CorporationInventors: Fumio Keitoku, Hisashi Kimura, Toshio Kanbe, Koichi Ikeyama
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Patent number: 6222000Abstract: Process for producing highly stretchable, amorphous anisotropic melt-forming polymers having recurring units derived from p-hydroxybenzoic acid, 6-hydroxy-2-naphthoic acid, at least one aromatic diacid and at least one aromatic diol and/or hydroxyamine component, at least a portion of which is 4,4′-biphenol, which process comprises incorporating into such polymers recurring units derived from one or more aromatic monomers that provide the polymers with selected meta-linkages wherein each of said recurring units is present in the polymer in specific amounts.Type: GrantFiled: January 14, 2000Date of Patent: April 24, 2001Assignee: Ticona LLCInventors: H. Clay Linstid, III, Dominick L. Cangiano, Ronald N. DeMartino, James E. Kuder, Vincent J. Provino
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Patent number: 6207790Abstract: Process for producing highly stretchable, amorphous anisotropic melt-forming polymers consisting essentially of recurring units derived from p-hydroxybenzoic acid, 6-hydroxy-2-naphthoic acid, an aromatic diacid, at least a portion of which comprises 2,6-naphthalene dicarboxylic acid, and an aromatic diol and/or hydroxyamine component, at least a portion of which is 4,4′-biphenol; which comprises incorporating into such polymers recurring units derived from resorcinol, wherein each of said recurring units is present in the polymer in specified amounts.Type: GrantFiled: January 14, 2000Date of Patent: March 27, 2001Assignee: Ticona LLCInventors: H. Clay Linstid, III, Derrick B. McKie
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Thermally reactive near infrared absorption polymer coatings, method of preparing and methods of use
Patent number: 6177182Abstract: Provided herein are novel polymeric coating materials for direct digital imaging by laser. More specifically the novel coating materials are thermally reactive near infrared absorption polymers designed for use with near infrared laser imaging devices. This invention further extends to the preparation and methods of use of the novel materials. The invention is particularly useful in the preparation of lithographic printing plates for computer-to-plate and digital-offset-press technologies. The invention extends to photoresist applications, to rapid prototyping of printed circuit boards and to chemical sensor development.Type: GrantFiled: May 1, 2000Date of Patent: January 23, 2001Assignee: American Dye Source, Inc.Inventor: My T. Nguyen -
Patent number: 6172181Abstract: A (2,3,4,5,6-pentafluorobenzoyl)diphenyl ether compound represented by the formula (I): wherein R stands for a hydroxyl group or a group represented by ether ketone polymer represented by the formula (II): wherein n stands for a degree of polymerization, m is an integer of 0 or 1, and R1 stands for a group represented by the formula (III): wherein p is an integer 0 or 1 and R2 stands forType: GrantFiled: July 16, 1999Date of Patent: January 9, 2001Assignee: Nippon Shokubai Co., Ltd.Inventors: Kunio Kimura, Yuhiko Yamashita, Patrick E. Cassidy, John W. Fitch, III, V. Sreenivasulu Reddy
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Patent number: 6143860Abstract: A polymer composition made by combining a polyketone polymer and a phenolic alkylene dicarboxylate of the general formula: ##STR1## each R.sup.1 independently is hydrogen or alkyl with 1-6 carbon atoms, each R.sup.2 independently is alkyl with 1-6 carbon atoms,each m is an integer of 0-4, andn is an integer of 2-12; anda process for preparing these compositions.Type: GrantFiled: September 29, 1998Date of Patent: November 7, 2000Assignee: Shell Oil CompanyInventors: Abraham Adriaan Smaardijk, Hendrik De Wit
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Patent number: 6140455Abstract: Provided is a liquid crystalline polyester resin for extrusion molding having a solder heat resistant temperature of 250.degree. C. or more, wherein the ratio ((viscosity 2b)/(viscosity 1b)) of the melt viscosity (viscosity 1b) under a shearing speed of 1000/sec at the flow initiation temperature and the melt viscosity (viscosity 2b) under the same shearing speed at a temperature 20.degree. C. higher than the flow initiation temperature is from 0.10 to 0.70. The extrusion molding material of the above-described liquid crystalline polyester resin has excellent heat resistance, and can provide an extrusion molded article, especially a film having excellent appearance.Type: GrantFiled: November 10, 1999Date of Patent: October 31, 2000Assignee: Sumitomo Chemical Company, LimitedInventors: Tohru Nagashima, Koichi Mizumoto, Manabu Hirakawa
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Patent number: 6132884Abstract: Process for producing highly stretchable, amorphous anisotropic melt-forming polymers having recurring units derived from p-hydroxybenzoic acid, 6-hydroxy-2-naphthoic acid, at least one aromatic diacid and an aromatic diol and/or hydroxyamine component, at least a portion of which is 4,4'-biphenol, which comprises incorporating into such polymers recurring units derived from resorcinol and at least one additional monomer that provides the resulting polymer with selected meta linkages, wherein each of said recurring units is present in the polymer in specified amounts.Type: GrantFiled: January 14, 2000Date of Patent: October 17, 2000Assignee: Ticona LLCInventors: H. Clay Linstid, III, Dominick L. Cangiano, Ronald N. DeMartino, James E. Kuder, Vincent J. Provino
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Thermally reactive near infrared absorption polymer coatings, method of preparing and methods of use
Patent number: 6124425Abstract: Provided herein are novel polymeric coating materials for direct digital imaging by laser. More specifically the novel coating materials are thermally reactive near infrared absorption polymers designed for use with near infrared laser imaging devices. This invention further extends to the preparation and methods of use of the novel materials. The invention is particularly useful in the preparation of lithographic printing plates for computer-to-plate and digital-offset-press technologies. The invention extends to photoresist applications, to rapid prototyping of printed circuit boards and to chemical sensor development.Type: GrantFiled: March 18, 1999Date of Patent: September 26, 2000Assignee: American Dye Source, Inc.Inventor: My T. Nguyen -
Patent number: 6114492Abstract: A potassium catalyst is used in combination with a cobalt catalyst to increase the reaction rate and/or reduce the reaction temperature of a melt polymerization process for producing an anisotropic melt-phase forming polymer derived from p-hydroxybenzoic acid, 6-hydroxy-2-naphthoic acid, aromatic hydroxycarboxylic acid, aromatic diol, at least a portion of which is resorcinol and at least one aromatic dicarboxylic acid, compared to a like process wherein either catalyst is used alone.Type: GrantFiled: January 14, 2000Date of Patent: September 5, 2000Assignee: Ticona LLCInventors: H. Clay Linstid, III, Vincent J. Provino
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Patent number: 6090905Abstract: Mannich-derivatized polyphenolic compositions prepared by the reaction of a phenolic compound having at least two phenol rings with an aldehyde and an amphoteric compound having both a basic moiety and an acidic moiety are disclosed. Methods for utilizing such compositions in the control of stickie formation in papermaking are also disclosed.Type: GrantFiled: February 12, 1999Date of Patent: July 18, 2000Assignee: Calgon CorporationInventors: Walter A. Juzukonis, Shih-Ruey T. Chen
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Patent number: 6069223Abstract: A process for making a crystallizable aromatic polymer comprises polycondensing difunctional monomers in the presence of a base and adding to the reaction mixture a nucleating agent. The nucleating agent comprises a nucleophilic group and a group of formula --A--X, where X is a metal cation and A is an anion. It is selected to give an increase in the peak crystallization temperature of the nucleated polymer compared to the unnucleated polymer.Type: GrantFiled: November 12, 1996Date of Patent: May 30, 2000Assignee: Victrex Manufacturing LimitedInventors: John Jamieson Liggat, Catherine Jane Wilde, Philip Anthony Staniland
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Patent number: 6063875Abstract: Carboxy-functionalized polyphenylene ethers containing structural units with a carboxyalkyl group in the 2-position are prepared by redistribution of a polyphenylene ether with a 2-carboxyalkylphenol such as 2-(3-carboxypropyl)phenol (melilotic acid), or by oxidative coupling of a suitable phenol with such a 2-carboxyalkylphenol. The products form compatibilizing copolymers with polymers containing carboxylic acid-reactive functional groups, such as polyesters, polyamides and epoxy resins.Type: GrantFiled: June 11, 1998Date of Patent: May 16, 2000Assignee: General Electric CompanyInventors: Gary William Yeager, Yiqun Pan
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Patent number: 6042920Abstract: Copolycarbonates comprise structural units derived from a bisphenol such as bisphenol A, a spiro(bis)indane bisphenol such as 6,6'-dihdyroxy-3,3,3',3'-tetramethyl-1,1'-spiro(bis)indane and a polyoxyalkylene glycol such as polyethylene glycol. These copolycarbonates have high processability and are expected to have low birefringence. They are useful for the fabrication of optical disks.Type: GrantFiled: August 7, 1998Date of Patent: March 28, 2000Assignee: General Electric CompanyInventors: Gautam Chatterjee, Joseph Anthony King, Jr., Donald George LeGrand, Godavarthi Satyanarayana Varadarajan
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Patent number: 6040111Abstract: Disclosed are an aromatic hydroxycarboxylic acid resin represented by the following formula (1): ##STR1## wherein each A group is the same or different and individually represents a substituted or unsubstituted phenylene or naphthylene group, R.sup.1 represents a hydrogen atom or a C.sub.1-4 alkyl group, R.sup.2 represents a hydrogen atom or a C.sub.1-10 alkyl, C.sub.1-10 alkoxyl, nitro or hydroxyl group, l stands for an integer of 0-100, m stands for an integer of 0-20 and n stands for an integer of 0-3 with the proviso that m stands for an integer other than 0 when all of the A group represent an unsubstituted or substituted phenylene group, a preparation process thereof and use of the same.Type: GrantFiled: December 18, 1997Date of Patent: March 21, 2000Assignee: Mitsui Chemicals, Inc.Inventors: Akio Karasawa, Akihiro Yamaguchi, Keizaburo Yamaguchi, Yuko Ishihara
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Patent number: 5973072Abstract: The present invention is directed to a polymeric vehicle, the formulated coating composition and a coating binder made from the polymeric vehicle and a method for making the polymeric vehicle where the polymeric vehicle includes a phenolic urethane reactive diluent. The phenolic urethane reactive diluent may be made from a phenolic ester alcohol having at least one aliphatic hydroxyl group.Type: GrantFiled: March 21, 1996Date of Patent: October 26, 1999Assignee: Exxon Chemical Patents, Inc.Inventors: Frank N. Jones, Vijay Swarup, Ramachandran P. Subrayan, Suru Zhang
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Patent number: 5916997Abstract: Disclosed are weatherable polyester soft block copolymer compositions comprising copolymers of resorcinol or alternatively phenol, aromatic dicarboxylic acid, and a aliphatic dicarboxylic acid based structural units. These polyester soft block copolymers comprise a substantial proportion of direct linkages between the resorcinol or alternatively the phenol, and the aromatic dicarboxylic acid based structural units, the balance of the linkages being between resorcinol and the aliphatic dicarboxylic acid based structural units.Type: GrantFiled: February 25, 1998Date of Patent: June 29, 1999Assignee: General Electric CompanyInventors: Jimmy Lynn Webb, Randall Lee Carter, Tiberiu Mircca Siclovan, Matthew Hal Littlejohn, James Edward Pickett
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Patent number: 5886130Abstract: A new class of polyarylene co-polymers include repeating units comprising one or more arylene units having the general formula (--Ar--/--Y--).sub.n, where Y is a divalent group chosen from nil, --Z--, --Z--Ph--, and --Ph--Z--Ph--, where Z is a divalent group chosen from the group consisting of --O--, --S--, --NR--, --O(CO)--, --O(CO.sub.2)--,--(CO)NH(CO)--, --NR(CO)--, phthalimide, pyromellitimide, --CO--, --SO--, --SO.sub.2 --, --P(O)R--, --CH.sub.2 --, --CF.sub.2 --, and --CRR'--; Ph is phenylene (ortho, meta or para); and n is greater than 4. The co-polymers are useful as molding resins, and composite matrix resins, and where Ar is heteroarylene as ion exchange resins.Type: GrantFiled: November 2, 1995Date of Patent: March 23, 1999Assignee: Maxdem IncorporatedInventors: Mark S. Trimmer, Ying Wang, Matthew L. Marrocco III, Virgil J. Lee
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Patent number: 5859833Abstract: Copolycarbonates having low intrinsic birefringence comprise structural units derived from hydroxyphenylindanol, from resorcinol, alkylenedioic acid or eugenolsiloxane, and, optionally, from a bisphenol, preferably bisphenol A. The copolycarbonates are useful for the fabrication of optical data recording media such as compact disks.Type: GrantFiled: September 2, 1997Date of Patent: January 12, 1999Assignee: General Electric CompanyInventors: Gautam Chatterjee, Gary Charles Davis
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Patent number: 5824414Abstract: Phenols are reacted with hydrogen peroxide in a solution comprising an organic solvent compatible with water, water, a peroxidase and a dispersing agent to obtain spherical polyphenol particles.Type: GrantFiled: April 17, 1996Date of Patent: October 20, 1998Assignees: Mitsui Chemicals, Inc., Shiro KobayashiInventors: Shiro Kobayashi, Hiroshi Uyama, Sunao Maeda, Shinichirou Tawaki
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Patent number: 5798422Abstract: Disclosed are an aromatic hydroxycarboxylic acid resin represented by the following formula (1): ##STR1## wherein each A group is the same or different and individually represents a substituted or unsubstituted phenylene or naphthylene group, R.sup.1 represents a hydrogen atom or a C.sub.1-4 alkyl group, R.sup.2 represents a hydrogen atom or a C.sub.1-10 alkyl, C.sub.1-10 alkoxyl, nitro or hydroxyl group, l stands for an integer of 0-100, m stands for an integer of 0-20 and n stands for an integer of 0-3 with the proviso that m stands for an integer other than 0 when all of the A group represent an unsubstituted or substituted a group, a preparation process thereof and use of the same.Type: GrantFiled: August 7, 1995Date of Patent: August 25, 1998Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Akio Karasawa, Akihiro Yamaguchi, Keizaburo Yamaguchi, Yuko Ishihara
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Patent number: 5780556Abstract: The present invention provides an amino curable polyester oligomer composition having low viscosity and a narrow molecular weight distribution comprising one or a mixture of oligomers (a) and (b): ##STR1## wherein R is the residue of at least one aliphatic, cycloaliphatic or mixed aliphatic/aromatic polycarboxylic-acid having from 2 to about 20 carbon atoms, R.sub.1 is the residue of at least one aliphatic, cycloaliphatic or mixed aliphatic/cycloaliphatic polyol having from 2 to about 20 carbon atoms, A is a radical of the formula: ##STR2## B is a radical of the formula: ##STR3## wherein R.sub.4 is H, OH, halogen or an organic radical containing 1 to 4 carbon atoms, R.sub.5 is a direct bond or an organic radical containing 1 to 20 carbon atoms and R.sub.6 is an organic radical containing 2 to 20 carbon atoms, n is a number averaging from greater than 0 up to less than 2 and p is a number averaging from about 0.Type: GrantFiled: June 7, 1995Date of Patent: July 14, 1998Assignee: Exxon Chemical Patents IncInventors: Albert Ilya Yezrielev, Konstantinos R. Rigopoulos, Vijay Swarup
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Patent number: 5767223Abstract: A thermotropic liquid crystal polyester and a sealing material used for electric and electronic parts prepared from the thermotropic liquid crystal polyester, which polyester can be molded at low temperatures, while which polyester has heat resistance capable of well withstanding the process such as soldering. The thermotropic liquid crystal polyester is characterized in that it contains five kinds of specified repeating structural units in the respective ratios and it meets specific conditions of an intrinsic viscosity or the temperature of complete melting and storage elastic modulus.Type: GrantFiled: July 28, 1997Date of Patent: June 16, 1998Assignee: Nippon Petrochemicals Company, LimitedInventors: Yoshikuni Yamada, Satoshi Murouchi, Toshitaka Kobayashi
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Patent number: 5747175Abstract: Liquid-crystalline polymer blends comprising two or more cholesteric liquid-crystalline polymers or at least one nematic liquid-crystalline polymer and at least one cholesteric liquid-crystalline polymer.All hues can be produced specifically and in a reproducible manner by variation in the blend components and in the mixing ratio. The polymer blends are suitable as materials or as effect pigments.Type: GrantFiled: April 1, 1997Date of Patent: May 5, 1998Inventors: Erwin Dietz, Axel Schonfeld
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Patent number: 5744125Abstract: Disclosed are cosmetic melanins of different colors produced by procedures involving oxidative polymerization of monomeric precursors of melanin and/or co-monomers that enhance substantivity or adherence of the melanins to the skin and hair. Also disclosed are methods for preparing cosmetic melanins and methods for using these compositions topically to produce a natural-appearing tan and to prevent damage to skin caused by UV exposure.Type: GrantFiled: February 23, 1995Date of Patent: April 28, 1998Assignee: Yale UniversityInventors: John M. Pawelek, James T. Platt
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Patent number: 5710237Abstract: Liquid crystalline polyesters made from hydroquinone, terephthalic acid, 2,6-naphthalene dicarboxylic acid and 4-hydroxybenzoic acid, and having a selected composition range, have melting points of about 350.degree. C. or less, good physical properties, and are readily manufactured. The polymers are useful as molding resins.Type: GrantFiled: May 8, 1995Date of Patent: January 20, 1998Assignee: E. I. Du Pont de Nemours and CompanyInventors: Marion Glen Waggoner, Michael Robert Samuels
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Patent number: 5703202Abstract: A process for treating a liquid crystal polymer film which includes the steps of: heating a film obtained by extrusion molding of a liquid crystal polymer, while contacting at least one surface of the film with a supporting body, to melt the polymer; cooling the melted polymer to form a solidified polymer layer; and separating the solidified polymer layer from the supporting body. The process readily provides liquid crystal polymer films having excellent resistance to intra-layer delamination and high tensile strength and elongation, as well as excellent resistance to abrasion, dimensional stability when heated, and resistance to folding.Type: GrantFiled: April 2, 1996Date of Patent: December 30, 1997Assignees: Hoechst Celanese Corp, Kuraray Co. Ltd.Inventors: Randy Douglas Jester, John Arthur Penoyer, Douglas Duane Roth, Detlef Frank, Minoru Onodera, Takeichi Tsudaka, Toshiaki Sato, Tohei Moritani
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Patent number: 5670603Abstract: This invention relates to polymers having non-linear optical properties which polymers include fluorene moieties having at least one electron accepting group and at least one electon donating group substituted to different phenyl rings of the fluorene moiety.Type: GrantFiled: March 8, 1993Date of Patent: September 23, 1997Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
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Patent number: 5652275Abstract: The invention relates to a process for the chemical recycling of polycarbonates by catalyzed reaction with diaryl carbonates to oligocarbonates which are crystallized, purified and then polycondensed back to polycarbonates, insoluble constituents optionally being removed before the crystallization step.Type: GrantFiled: June 18, 1996Date of Patent: July 29, 1997Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Buysch, Steffen Kuhling
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Patent number: 5631330Abstract: Non liquid-crystalline esterphenol-capped liquid polymer and polyol compositions in combination with an amino crosslinking agent endow coating compositions containing them with the ability of providing films having superior properties. The esterphenol-capped polymers and polyols can be prepared by direct esterification of hydroxybenzoic acid without its decarboxylation.Type: GrantFiled: June 7, 1995Date of Patent: May 20, 1997Assignee: Exxon Chemical Patents, Inc.Inventors: Albert I. Yezrielev, William E. Wellman, Ralph M. Kowalik, George A. Knudsen, Michael G. Romanelli
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Patent number: 5616680Abstract: A process for producing an anisotropic melt-phase forming polymer involving separate acetylation and polymerization steps, which utilizes controlled vapor phase reflux to reduce reactant loss and assist in maintaining the stoichiometry of the process.Type: GrantFiled: November 22, 1995Date of Patent: April 1, 1997Assignee: Hoechst Celanese CorporationInventor: H. Clay Linstid, III
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Patent number: 5591809Abstract: The present invention provides novel one-step processes for preparing highly branched macromolecule polymers that have highly controlled molecular architectures. The process comprises the reaction of a branching monomer such as a substituted phenyl compound having the formula: ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3 are defined herein, with a core monomer and an end-capping monomer, such as a phenolic ester, for a sufficient period of time and at a sufficient temperature to directly produce the highly branched polymer, in a single processing step.Type: GrantFiled: August 18, 1995Date of Patent: January 7, 1997Assignee: Hoechst Celanese CorporationInventors: Richard Vicari, Kathleen N. Juneau, Carl D. Murphy
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Patent number: 5589565Abstract: A self-doped conducting polymer having along its backbone a .pi.-electron conjugated system which comprises a plurality of monomer units, between about 0.01 and 100 mole % of the units having covalently linked thereto at least one Bronsted acid group. The conductive zwitterionic polymer is also provided, as are monomers useful in the preparation of the polymer and electrodes comprising the polymer.Type: GrantFiled: March 8, 1993Date of Patent: December 31, 1996Assignee: The Regents of the University of CaliforniaInventors: Fred Wudl, Alan Heeger
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Patent number: 5587507Abstract: A method for preparing diphenol compounds, which method includes the steps of coupling a hydroxyphenyl carboxylic acid with a L-tyrosine ester in a water-miscible organic reaction solvent containing a carbodiimide capable of forming a water-soluble urea by-product, thereby forming a diphenol reaction product; and combining the reaction mixture with an amount of water effective to precipitate the diphenol as a water-immiscible organic phase, so that a water-immiscible organic phase is formed containing the diphenol reaction product. New diphenol monomers and polymers polymerized therefrom are also disclosed.Type: GrantFiled: March 31, 1995Date of Patent: December 24, 1996Assignee: Rutgers, The State UniversityInventors: Joachim B. Kohn, Kimberly A. Hooper
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Patent number: 5567795Abstract: The present invention provides novel one-step processes for preparing highly branched macromolecule polymers that have highly controlled molecular architectures. The process comprise the reaction of a branching monomer such as a substituted phenyl compound having the formula: ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3 are defined herein, with a second monomer (an end-capping monomer) such as a phenolic ester for a sufficient period of time and at a sufficient temperature to directly produce the highly branched polymer, in a single processing step.Type: GrantFiled: August 18, 1995Date of Patent: October 22, 1996Assignee: Hoechst Celanese CorporationInventors: Richard Vicari, Kathleen N. Juneau, Carl D. Murphy
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Patent number: 5552508Abstract: Novel difunctionalized cyclobutabenzene monomers of the general formula: ##STR1## wherein Z can be hydrogens or a cyclobutane ring; and X and Y are carboxyl, amino, alcohol, isocyanate, acid halide, or bis-acyl halide groups. Exemplary difunctional bitricyclodecatriene monomers are [2,2'-bidicyclo[2.4.0]octa-1,3,5-triene]-5,5'-dicarboxylic acid (BXTA) and [2,2'-bitricyclo[6.2.0.0]deca-1,3,(6),7-triene]-7,7'-dicarboxylic acid (QXTA). The difunctionalized bitricyclodecatriene monomers can form part of a polymer backbone chain in which the multiple butane ring functionalities can be easily opened to produce strong, three-dimensional covalent bond crosslinking between polymer chains. The crosslinking can be induced simply by heating the polymer to a temperature in excess of 250.degree. C.Type: GrantFiled: May 23, 1995Date of Patent: September 3, 1996Assignee: University of Michigan, The Board of RegentsInventors: David C. Martin, Jeffrey S. Moore, Larry J. Mar koski, Kenneth A. Walker, Gary E. Spilman
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Patent number: 5534613Abstract: Polymers of the class rigid-rod aromatic heterocyclic polymers, having repeating units of the formula: ##STR1## wherein R is selected from the group consisting of --H, --CH.sub.3, --N(CH.sub.3).sub.2 and --OH, and Q is ##STR2## wherein X is --S-- or --O--, exhibit increased electrical conductivity, as compared to rigid-rod aromatic heterocyclic polymers polymers not containing the triarylamino moiety.Type: GrantFiled: January 26, 1995Date of Patent: July 9, 1996Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Loon-Seng Tan, Kasturi R. Srinivasan
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Patent number: 5525686Abstract: A process for preparing a polyvalent metal salt of a salicylic acid resin which comprises the steps of reacting salicylic acid or its derivative with styrene or its derivative at a temperature of -20.degree. C. or higher but lower than 40.degree. C. in the presence of sulfuric acid, and then reacting the resulting reaction product with a polyvalent metal compound; an aqueous dispersion in which the polyvalent metal salt of the resin is dispersed in water; and a developing sheet in which the polyvalent metal salt of the salicylic acid resin is used.Type: GrantFiled: December 13, 1994Date of Patent: June 11, 1996Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Yoshimitsu Tanabe, Jotaro Kida, Kiyoharu Hasegawa, Masakatsu Nakatsuka, Masayuki Furuya, Takeshi Nishimura
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Patent number: 5466773Abstract: Novel thermotropic liquid crystalline polyesters derived from t-butylhydroquinone, terephthalic acid, 2,6-naphthalene dicarboxylic acid and 4-hydroxybenzoic acid are described. These polymers are useful as molding resins.Type: GrantFiled: February 28, 1995Date of Patent: November 14, 1995Assignee: E. I. du Pont de Nemours and CompanyInventors: Michael R. Samuels, Marion G. Waggoner
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Patent number: 5464926Abstract: Oligomeric monomers are produced by reaction of a bisphenol compound with ther a dihalobenzophenone or a (2,2)bis(4-halophenyl)hexafluoropropane and any other activated halogen containing aromatic compounds in the presence of a base and an appropriate solvent. The resulting oligomeric product, a dialkaline bisphenate terminated salt, is then reacted with 4-nitrophthalonitrile to form an oligomer-based phthalonitrile. These oligomers, in the presence or absence of an curing agent, may then be heated to form high temperature thermosetting polymers. These polymers can potentially be used as advanced materials for composites, as adhesives, and for microelectronic applications.Type: GrantFiled: July 27, 1994Date of Patent: November 7, 1995Assignee: The United States of America as represented by the Secretary of the NavyInventor: Teddy M. Keller
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Patent number: 5464923Abstract: The present invention provides novel substituted biphenyl pyrazines or pyrazine derivatives ("BPD") which are functional and have useful application as a monomer for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides; and as pigments for coating compositions such as paints. These BPD have the general formula: ##STR1## wherein R.sub.1 -R.sub.8 and n are defined herein.Type: GrantFiled: October 19, 1994Date of Patent: November 7, 1995Assignee: Hoechst Celanese CorporationInventors: Richard Vicari, George Kvakovszky, Olan S. Fruchey
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Patent number: 5422415Abstract: Described are compositions protected against thermal and oxidative degradation that compriseA) a polyether polyol or mixtures of such polyols,B) at least one benzofuranone derivative of formula I, ##STR1## wherein L, G, m, R.sub.1 to R.sub.5 and R.sub.21 to R.sub.24 are as defined in claim 1,C) at least one compound from the group of the phenolic anti-oxidants, and/orD) at least one compound from the group of the amino anti-oxidants of the secondary amine type. Also polyurethane(s) (foam(s)) prepared therefrom are protected against thermal and oxidative degradation, especially against core scorching.Type: GrantFiled: February 3, 1994Date of Patent: June 6, 1995Assignee: Ciba-Geigy CorporationInventor: Peter Michaelis
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Patent number: 5418312Abstract: Novel difucntionalized cyclobutabenzene monomers of the general formula: ##STR1## wherein Z can be hydrogens or a cyclobutane ring; and X and Y are carboxyl, amino, alcohol, isocyanate, acid halide, or bis-acyl fluoride groups. In a particularly preferred embodiment, the cyclobutabenzene derivative is 1,2-dihydrocyclobutabenzene-3,6-carboxylic acid. The difunctionalized cyclobutabenzene monomer can form part of a polymer backbone chain, but has an additional functionality, the butane ring, which can be easily opened to produce strong, covalent bond crosslinking between polymer chains. The crosslinking can be induced simply by heating the polymer to a temperature in excess of 300.degree. C.Type: GrantFiled: August 1, 1994Date of Patent: May 23, 1995Assignee: The Board of Regents of the University of MichiganInventors: David C. Martin, Jeffrey S. Moore, Larry J. Markoski, Kenneth A. Walker
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Patent number: 5416187Abstract: This invention provides an improved process for preparing phenol-functional polyester resins which are useful in thermosetting coating compositions. The process involves a polycondensation reaction comprising a two-step charging procedure and suitable reaction conditions.Type: GrantFiled: April 4, 1994Date of Patent: May 16, 1995Assignee: Eastman Chemical CompanyInventors: Thauming Kuo, Jeffery E. G. Powell
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Patent number: 5387657Abstract: Epoxy resins containing more than one vicinal epoxide group per molecule and at least one thiadiazole, oxadiazole or both thiadiazole and oxadiazole moiety per molecule are disclosed, as well as curable and cured compositions thereof. Certain of these epoxy resins possess enantiotropic liquid crystallinity. These enantiotropic epoxy resins are useful in preparing copolymers with high glass transition temperatures and liquid crystalline morphology, which can result in enhanced unidirectional mechanical properties. These epoxy resins are useful in coating, casting, encapsulation, electronic or structural laminate or composite, filament winding or molding applications.Type: GrantFiled: April 28, 1994Date of Patent: February 7, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Joseph A. Schomaker, Jimmy D. Earls
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Patent number: RE37160Abstract: A method for preparing diphenol compounds, which method includes the steps of coupling a hydroxyphenyl carboxylic acid with a L-tyrosine ester in a water-miscible organic reaction solvent containing a carbodiimide capable of forming a water-solvent urea by-product, thereby forming a diphenol reaction product; and combining the reaction mixture with an amount of water effective to precipitate the diphenol as a water-immiscible organic phase, so that a water-immiscible organic phase is formed containing the diphenol reaction product. New diphenol monomers and polymers polymerized therefrom are also disclosed.Type: GrantFiled: July 21, 1999Date of Patent: May 1, 2001Assignee: Rutgers, The State UniversityInventors: Joachim B. Kohn, Kimberly A. Hooper