Cycloaliphatic Ring-containing Reactant (other Than Aryl) Patents (Class 528/307)
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Patent number: 6143801Abstract: A method of forming an esterification product Comprises providing (1) a material selected from the group consisting of ester monomers, ester oligomers, ester polymers, and mixtures thereof, and (2) a catalyst selected from the group consisting of: ##STR1## and mixtures thereof. wherein D is selected from the group consisting of carbon and silicon; Q is selected from the group consisting of O, S, and NR; M is selected from the group consisting of sodium, lithium, potassium, rubidium, and cesium; R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R', R", and R'" are each independently selected from the group consisting of H, O, halogen, Si, N, S, P, C.sub.1 to C.sub.20 linear or branched alkyl, C.sub.3 to C.sub.10 cycloalkyl, and aromatic; and reacting the material in the presence of the catalyst to form an esterification product.Type: GrantFiled: December 18, 1997Date of Patent: November 7, 2000Assignee: The University of North Carolina at Chapel HillInventors: Michel R. Gagne', Michael R. Korn
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Patent number: 6139954Abstract: The invention relates to amorphous and crystalline fibers, particularly binder fibers, made from polyesters and the polyesters themselves. The polyesters of the invention are generally formed from a glycol component, such as a five carbon glycol, and a dicarboxylic acid component. The polyesters may be formed into a variety of products, for example fibers, composites and other molded articles. Preferably the polyesters are binder fibers for nonwovens, textile and industrial yarns and fabrics.Type: GrantFiled: August 6, 1999Date of Patent: October 31, 2000Assignee: Eastman Chemical CompanyInventors: Leron R. Dean, William A. Haile, Richard L. McConnell
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Patent number: 6136455Abstract: The invention relates to a thermosetting coating composition for precoated steel sheets which are required to have high hardness, good workability and stain resistance, to a precoated steel sheet having a film of the coating composition, and to a method for producing such precoated steel sheets.Type: GrantFiled: October 22, 1998Date of Patent: October 24, 2000Assignee: NKK CorporationInventors: Takashi Anyashiki, Keiji Yoshida, Masaru Sagiyama, Masaaki Yamashita, Yasuyuki Kajita, Hiroyuki Kato, Kenichi Sasaki, Keiichi Kotani, Yasuhiro Toyoda, Mamoru Ehara, Katsuyoshi Tanaka
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Patent number: 6133404Abstract: A biodegradable polyester is formed by carrying out esterification and polycondensation with a carboxylic acid monomer group comprising at least one aliphatic dicarboxylic acid containing 2 to 14 carbon atoms and at least one aromatic or alicyclic carboxylic acid, and at least one glycol in the presence of a composite catalyst comprising a titanium compound, a zinc compound, an antimony compound and a phosphorous compound. The composite catalyst significantly improves the reaction rate of polyester polymerization as well as increases the production amounts of the polyester, as compared with conventional catalysts. The polyester is high in molecular weight, excellent in thermal and mechanical properties by virtue of the introduction of the aromatic or alicyclic carboxylic acid or its derivative, in addition to showing good biodegradability. This polyester can replace preexisting, expensive aliphatic polyesters.Type: GrantFiled: February 2, 1999Date of Patent: October 17, 2000Assignee: National Institute of Technology and QualityInventors: Hye Jung Kang, Sang Soon Park, Yong Joo Kim
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Patent number: 6132868Abstract: The invention relates to fibers, particularly binder fibers, made from copolyesters and the copolyesters themselves. The copolyesters of the invention are generally formed from 1,3- or 1,4-cyclohexanedimethanol, ethylene glycol and isophthalic acid or esters thereof and at least one dicarboxylic acid selected from terephthalic acid, naphthalenedicarboxylic acid, 1,3- or 1,4-cyclohexanedicarboxylic acid or esters thereof. Such copolyesters may be formed into a variety of products, especially binder fibers for nonwoven fabrics, textile and industrial yarns, and composites.Type: GrantFiled: November 6, 1998Date of Patent: October 17, 2000Assignee: Eastman Chemical CompanyInventors: Leron R. Dean, William A. Haile, Richard L. McConnell
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Patent number: 6127080Abstract: A process for the preparation of an unsaturated polyester which comprises (i) reacting an organic diol with a cyclic akylene carbonate in the presence of a first catalyst to thereby form a polyalkoxy diol, and (ii) optionally adding thereto a further amount of cyclic alkylene carbonate in the presence of a second catalyst, and (iii) subsequently polycondensing the resulting mixture with a dicarboxylic acid.Type: GrantFiled: March 10, 2000Date of Patent: October 3, 2000Assignee: Xerox CorporationInventors: Guerino G. Sacripante, Daniel A. Foucher, J. Stephen Kittelberger, Dongming Li, Marko D. Saban, Alan E. J. Toth, Robert D. Bayley
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Patent number: 6120895Abstract: Biodegradable polyesters based onA) 95-99.99 mol % of at least one polyester A containing as monomeric building blocks of an acid component comprisinga.sub.11) 20-95 mol % of at least one aliphatic or cycloaliphatic dicarboxylic acid or its ester-forming derivative anda.sub.12) 5-80 mol % of at least one aromatic dicarboxylic acid or its ester-forming derivative andat least one dihydroxy compound or at least one amino alcohol or their mixtures, andB) 0.01-5 mol % of a mixture comprising mono-, bi-, tri-, tetra- and higher-nuclear isocyanurates or corresponding compounds containing two, three or four functional groups capable of reacting with the end groups of polyester A, or mixtures of the isocyanurates and the corresponding compounds,as well as molding compositions comprising said polyesters, their manufacture and their use in the manufacture of moldings, filsm, fibers and coatings.Type: GrantFiled: March 17, 1999Date of Patent: September 19, 2000Assignee: BASF AktiengesellschaftInventors: Christoph Kowitz, Peter Bauer, Dieter Bernhard Beimborn, Bernd Bruchmann, Uwe Faller, Martin Laun, Udo Pagga, Gunter Pipper, Volker Warzelhan
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Patent number: 6120889Abstract: The invention relates to an amorphous copolyester having a maximum melt viscosity at 1 radian/second and at about 260 to about 290.degree. C. of about 12000 poise, a glass transition temperature ranging from about 88.degree. C. to about 120.degree. C., and an inherent viscosity of at least about 0.6 dl/g. The amorphous copolyesters comprise the reaction product of a diol component and a dicarboxylic acid component. The diol component comprises residues of from about 5.0 to about 50 mole % of 2,2'-(sulfonylbis(4,1 -phenyleneoxy))-bis(ethanol) which has the following chemical formula: ##STR1## and from about 50 to about 95 mole % of a mixture of at least two diols selected from the group consisting of ethylene glycol, neopentyl glycol, 1,3-propanediol, 1,4-butanediol, 1,4-cyclohexanedimethanol, and mixture thereof. The dicarboxylic acid component comprises residues of terephthalic acid, isophthalic acid, 1,4-cyclohexandedicarboxylic acid, 2,6-naphthalene dicarboxylic acid and mixtures thereof.Type: GrantFiled: June 3, 1999Date of Patent: September 19, 2000Assignee: Eastman Chemical CompanyInventors: S. Richard Turner, Bobby J. Sublett
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Patent number: 6111004Abstract: Disclosed are polymeric plasticizers of the formula (1)R.sup.a --C(O)--(O--G--OC(O)--(CH.sub.2).sub.4-12 --C(O)).sub.1-12 --O--G--O--C(O)--R.sup.b (1)wherein R.sup.a and R.sup.b are each C.sub.2 -C.sub.22 straight saturated alkyl groups, and wherein each G group is 1,2-propanediyl or 2-methylpropane-1,3-diyl such that both types of G groups are present in a ratio to each other of 3:1 to 1:3.Type: GrantFiled: January 9, 1998Date of Patent: August 29, 2000Assignee: Velsicol Chemical CorporationInventors: Keith Biesiada, Michael Fisch, Richard Peveler
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Patent number: 6103859Abstract: The invention is directed to a method for making copolyesters of terephthalic acid and a diol component including ethylene glycol and includes the steps of adding terephthalic acid and diol to a first esterification reactor and then late addition of supplemental ethylene glycol subsequent to the first esterification reactor but prior to a point where the ethylene glycol partial pressure is reduced below about 300 torr.Type: GrantFiled: March 18, 1998Date of Patent: August 15, 2000Assignee: Eastman Chemical CompanyInventors: Mary Therese Jernigan, Carol Juilliard Greene, Larry Cates Windes
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Patent number: 6103822Abstract: Polymeric acid functional polyols are provided which are the reaction product of at least one hydroxyl-terminated polymer and a nonaromatic polyanhydride. Polymeric acid functional polyols are also provided which are the esterification reaction product of a first component which is at least one of an aliphatic dicarboxylic acid, a polyol and mixtures thereof and a second component which has at least two unhindered functional groups and at least one hindered carboxylic acid functional group. Methods of making such polymeric acid functional polyols by reacting a hydroxyl-terminated polymer and a nonaromatic dianhydride or by the esterification reaction of the first and second component described herein are also included in the invention. Further, hydrophilic polyurethane foams and water borne polyurethanes formed from the reaction of these polymeric acid functional polyols with polyisocyanates are also provided.Type: GrantFiled: January 7, 1998Date of Patent: August 15, 2000Assignee: Inolex Investment CorporationInventors: Tyler Housel, Ira S. Katuran, Rocco Burgo
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Patent number: 6099778Abstract: The present invention discloses a process for producing molded, shaped or extruded articles comprising the steps of:a) melt reacting, in the presence of a catalyst which is substantially free of Co compounds, at least one glycol and at least one dicarboxylic acid to form a polyester having an I.V. of at least about 0.5 dL/g, wherein said at least one glycol is selected from the group consisting of glycols having up to 10 carbon atoms and mixtures thereof and said dicarboxylic is selected from the group consisting of alkyl dicarboxylic acids having 2 to 16 carbon atoms, aryl dicarboxylic acids having 8 to 16 carbon atoms and mixtures thereof;b) adding an acetaldehyde reducing additive to said polyester to form a reduced acetaldehyde polyester; andc) forming said reduced acetaldehyde polyester into articles directly from step b.Thus, the present invention provides a process for directly producing from the melt article having extremely low acetaldehyde content.Type: GrantFiled: October 23, 1997Date of Patent: August 8, 2000Assignee: Eastman Chemical CompanyInventors: Gregory Wayne Nelson, Vincent Alvin Nicely, Sam Richard Turner
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Patent number: 6100369Abstract: A method for continuously producing a polyester by continuously melt-polymerizing a raw material consisting of a dicarboxylic acid component composed of mainly an aromatic dicarboxylic acid and containing an alicyclic dicarboxylic acid or an aliphatic dicarboxylic acid, or their ester-forming derivatives with a diol component, characterized in that said diol component as a distillate in the polycondensation reaction, including an adhering material, is condensed, said adhering material is separated centrifugally, and then the residual diol component, after distillation, is supplied to an esterification reaction or an ester interchange reaction.Type: GrantFiled: December 21, 1998Date of Patent: August 8, 2000Assignee: Teijin LimitedInventors: Kazumoto Miyajima, Hideshi Kurihara
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Patent number: 6093787Abstract: Disclosed is a select class of liquid crystalline polyesters and molding compositions comprising the polyesters and glass fiber. The liquid crystalline polyesters consist essentially of (1) diacid residues consisting essentially of (i) cyclohexanedicarboxylic acid residues and (ii) other diacid residues selected from terephthalic acid residues, 2,6-naphthalenedicarboxylic acid residues, or a mixture thereof; (2) diol residues consisting essentially of hydroquinone residues, 4,4'-biphenol residues or a mixture thereof; and, optionally, (3) p-hydroxybenzoic acid residues. In the above definition, the moles of diol residues are equal to the moles of diacid residues and the total of the (1), (2) and (3) mole percentages is equal to 100. The liquid crystalline polyesters have melting points determined by differential scanning calorimetry equal to or less than 375.degree. C.Type: GrantFiled: April 9, 1998Date of Patent: July 25, 2000Assignee: Eastman Chemical CompanyInventors: Timothy Edward Long, Peggy Spears Birch, James Rodney Bradley
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Patent number: 6087469Abstract: Low molar mass polyester polyols having a weight-average molar mass M.sub.Type: GrantFiled: March 5, 1999Date of Patent: July 11, 2000Assignee: Vianova Resins AGInventors: Ulrich Epple, Ulrike Kuttler, Claudia Pietsch
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Patent number: 6080834Abstract: A catalyst composition is disclosed. The composition comprises a titanium compound, a complexing agent, a solvent, and optionally a cocatalyst. The cocatalyst can be a cobalt/aluminum catalyst, an antimony compound, or combinations thereof. Also disclosed is a process for producing the composition. The process comprises combining a titanium compound, a complexing agent, a solvent, and optionally a cocatalyst. Further disclosed is a process for using the composition which comprises contacting a carbonyl compound, in the presence of the composition, with an alcohol under a condition suitable for esterification, transesterification, polymerization, or combinations thereof.Type: GrantFiled: April 16, 1999Date of Patent: June 27, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Donald Edward Putzig, Edward Francis McBride, Hiep Quang Do, James Arthur Trainham, Hermann Ludwig Jaeger, Heiner Schulte
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Patent number: 6074758Abstract: A poly(hydroxy ester ether) is prepared by reacting a) a diacid containing a hetero moiety of the formula:HO.sub.2 CCH.sub.2 X(RX).sub.y CH.sub.2 CO.sub.2 Hwherein X is selected from the group consisting of --O--, --S--, and NH; y is the whole number 0 or 1; and R is selected from the group consisting of an aromatic moiety and a heterocyclic moiety having from 6 to 30 carbon atoms; andb) a diglycidyl ether generally represented by the formula: ##STR1## wherein R.sup.2 is an aromatic moiety or divalent aliphatic hydrocarbon having 2 to 20 carbon atoms. Films, articles and laminations made from the composition exhibit an oxygen permeability of less than about 8 cc-mil/100 in.sup.2 -24 hour-atmosphere. The present invention is further directed to a miscible blend having the poly(hydroxy ester ether) of the present invention and a second component selected from a saturated polyester of an aromatic diacid, such as PET and PEN.Type: GrantFiled: November 4, 1999Date of Patent: June 13, 2000Assignee: Eastman Chemical CompanyInventor: Robert Boyd Barbee
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Patent number: 6069222Abstract: A polyester or polyurethane polymer having a repeating unit represented by the following formula (1): ##STR1## wherein A is a polyol compound residue represented by the following formula (2) or formula (3): ##STR2## wherein R.sup.1 and R.sup.3 each individually represents an alkyl group having from 1 to 4 carbon atoms, and R.sup.2 and R.sup.4 each individually represents a hydrogen atom or a methyl group; and B is represented by the following formula (4) or formula (5): ##STR3## wherein X represents an alkylene, cycloalkylene, arylene or arylalkylene group having from 1 to 12 carbon atoms; ##STR4## wherein Y represents an alkylene, cycloalkylene, arylene or arylalkylene group having from 1 to 12 carbon atoms.Type: GrantFiled: July 24, 1998Date of Patent: May 30, 2000Assignee: Showa Denko K.K.Inventors: Masato Kaneda, Hiroshi Uchida
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Patent number: 6068910Abstract: A polyester resin composition is calendered to produce a film or a sheet. The polyester resin composition is a polyester having a crystallization half time from a molten state of at least 5 minutes combined with an additive for preventing sticking of the polyester to calendering rolls.Type: GrantFiled: February 26, 1999Date of Patent: May 30, 2000Assignee: Eastman Chemical CompanyInventors: Paul Mary Flynn, Richard Leon McConnell, Hubertus Jacobus Wilhelmus Moolenaar, Timothy Michael Sanders
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Patent number: 6066714Abstract: A catalyst composition is disclosed. The composition comprises a titanium compound, a phosphorus compound, an amine, a solvent and optionally a cocatalyst in which the phosphorus compound has a formula selected from the group consisting of (R.sup.1 O).sub.x (PO)(OH).sub.3-x, (R.sup.1 O).sub.y (P.sub.2 O.sub.3)(OH).sub.4-y, and combinations thereof; the amine is a tertiary amine; each R.sup.1 is independently a linear or branched alkyl radical containing from 1 to about 20 carbon atoms per radical; x is 1 or 2; and y is 1, 2, or 3; and the cocatalyst can be a cobalt/aluminum catalyst, an antimony compound, or combinations thereof. Also disclosed is a process for producing the composition. The process comprises combining a titanium compound, a phosphorus compound, a solvent, an amine, a solvent, and optionally a cocatalyst. The phosphorus compound, amie, and solvent are the same as those disclosed above.Type: GrantFiled: April 15, 1999Date of Patent: May 23, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Donald Edward Putzig, Edward Francis McBride, Hiep Quang Do, James Arthur Trainham, Hermann Ludwig Jaeger, Heiner Schulte
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Patent number: 6063465Abstract: A polyester container made from a polymer having ethylene glycol moieties, isosorbide moieties and terepthaloyl moieties, and the method of making the container is described. The polyester container is suitable for holding liquids and solids, and may be hot-filled or cold-filled. In particular, wide-mouth jars and narrow-necked bottles may be formed. The polyester has an inherent viscosity of at least 0.35 dL/g when measured as a 1% (weight/volume) solution of the polyester in o-chlorophenol at a temperature of 25.degree. C.Type: GrantFiled: April 23, 1998Date of Patent: May 16, 2000Assignee: HNA Holdings, Inc.Inventors: Larry F. Charbonneau, Robert E. Johnson
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Patent number: 6063495Abstract: A polyester fiber made from a polymer having ethylene glycol moieties, isosorbide moieties and terepthaloyl moieties, and the method of making the fiber is described. The polyester fiber is used to form articles suitable for commercial, especially textile, and industrial uses, and has an inherent viscosity of at least 0.35 dL/g when measured as a 1% (weight/volume) solution of the polyester in o-chlorophenol at a temperature of 25.degree. C.Type: GrantFiled: April 23, 1998Date of Patent: May 16, 2000Assignee: HNA Holdings, Inc.Inventors: Larry F. Charbonneau, Garo Khanarian, Robert E. Johnson, Helmut B. Witteler, John A. Flint
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Patent number: 6063464Abstract: A polyester polymer and method for making the polyester, wherein the polyester is prepared by (1) combining in a reactor a monomer containing a diacid moiety; a monomer comprising a diol moiety; and a monomer containing an isosorbide moiety; with a condensation catalyst suitable for condensing aromatic diacids and diols; and (2) heating the monomers and catalyst to polymerize the monomers to yield a polyester having an inherent viscosity of at least about 0.15 dL/g.Type: GrantFiled: April 23, 1998Date of Patent: May 16, 2000Assignee: HNA Holdings, Inc.Inventors: Larry F. Charbonneau, Robert E. Johnson, Helmut B. Witteler, Garo Khanarian
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Patent number: 6063827Abstract: A process for the preparation of an unsaturated polyester which comprises (i) reacting an organic diol with a cyclic akylene carbonate in the presence of a first catalyst to thereby form a polyalkoxy diol, and (ii) optionally adding thereto a further amount of cyclic alkylene carbonate in the presence of a second catalyst, and (iii) subsequently polycondensing the resulting mixture with a dicarboxylic acid.Type: GrantFiled: July 22, 1998Date of Patent: May 16, 2000Assignee: Xerox CorporationInventors: Guerino G. Sacripante, Daniel A. Foucher, J. Stephen Kittelberger, Dongming Li, Marko D. Saban, Alan E. J. Toth, Robert D. Bayley
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Patent number: 6057418Abstract: The present invention relates to a water-dilutable polyester comprisinga) at least 25 mol-% of cycloaliphatic structural units, preferably from 30 to 50 mol-%,b) up to 20 mol-% of aromatic structural units, preferably from 10 to 15 mol-%,c) at least 30 mol-%, preferably from 35 to 50 mol-%, of aliphatic diols having a number of carbon atoms .gtoreq.4, andd) at least 20 mol-%, preferably from 25 to 40 mol-%, of polyols containing branched aliphatic chains.Type: GrantFiled: October 10, 1996Date of Patent: May 2, 2000Assignee: BASF Coatings AGInventors: Michael Hartung, Jorg Budde, Ulrich Poth
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Patent number: 6048957Abstract: The present invention relates to a process for producing polyesters displaying exceptionally low acetaldehyde concentrations and good clarity comprising the steps of:polycondensing in the melt phase, a polyester monomer/oligomer mixture under conditions sufficient to form a precursor having in intrinsic viscosity less than 75% of a possible maximum intrinsic viscosity; andsolid stating said precursor under conditions sufficient to increase said intrinsic viscosity at least about 0.05 dl/g.Type: GrantFiled: April 24, 1998Date of Patent: April 11, 2000Assignee: Eastman Chemical CompanyInventors: Michael Paul Ekart, James Earl Hataway, Perry Michael Murdaugh, Gary Walton Popwell
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Patent number: 6034203Abstract: A process which can be used in oligomerization, polymerization, or depolymerization such as, for example, the production of a polyester is provided. The process comprises contacting a carbonyl compound, in the presence of a composition, with an alcohol. The catalyst comprises a catalyst having the formula of M.sub.x Ti.sup.(III) Ti.sup.(IV).sub.y O.sub.(x+3+4y)/2 wherein M is an alkali metal, Ti.sup.(III) is titanium in the +3 oxidation state, Ti.sup.(IV) is titanium in the +4 oxidation state, x and y are numbers greater than or equal to zero wherein if x equals zero, y is a number less than 1/2.Type: GrantFiled: April 8, 1999Date of Patent: March 7, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Steven Raymond Lustig, Robert Ray Burch, Eugene M. McCarron, III
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Patent number: 6034202Abstract: The invention provides non-antimony containing polymerization catalysts for the condensation of polyesters. The catalyst is in the form of a clear chlorine and/or bromine containing solution of a metal glycoxide and a metal glycolate having a pH in the range of from 0 to about 1, and containing chlorine and/or bromine atoms at a number ratio of chlorine and/or bromine to total metal cations in the catalyst ranging from about 0.5:1 to about 3:1. Polyesters produced with this catalyst have improved melt elasticity, and higher melt viscosity. The former property is desirable for the preparation of large and complex shaped polyester containers, and the latter property is desirable for melt spinning of industrial grade fibers and tire cords.Type: GrantFiled: March 1, 1999Date of Patent: March 7, 2000Assignee: AlliedSignal Inc.Inventors: Shaul Moshe Aharoni, Konstantin Nikolaev Goranov
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Patent number: 6025069Abstract: Disclosed is a novel thermoplastic article having a high-relief, molded or embossed surface produced by contacting a laminate comprising a first or outer copolyester sheet material and a second or backing copolyester sheet material with heat and pressure using a heated element which simultaneously causes the material to be bonded and a high-relief, decorative appearance to be produced on at least one surface of the thermoplastic article. Also disclosed is an embossed or molded, bonded laminate comprising, in order, (1) a first or outer copolyester layer, (2) a second layer comprising a film which is colored or which bears an image or pattern, and (3) a third or backing copolyester layer, wherein the first and third layers are composed on the above-described copolyester. The copolyesters of the thermoplastic articles and laminates are selected from copolyesters having an inherent viscosity of 0.5 to 1.2 dL/g, when measured at 25.degree. C. using 0.Type: GrantFiled: June 19, 1998Date of Patent: February 15, 2000Assignee: Eastman Chemical CompanyInventors: Michael Dennis Eckart, Raymond Lynn Goodson
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Patent number: 6025406Abstract: Photocurable, addition polymerizable compositions contain an epoxy resin and a photoinitiator system containing (a) an epoxy resin and (b) a photoinitiator system comprising: (i) an iodonium salt; (ii) a visible light sensitizer; and (iii) an electron donor compound, wherein the photoinitiator system has a photoinduced potential of at least about 0 mV relative to a standard solution of 2.9.times.10.sup.-5 moles/g diphenyl iodonium hexafluoroantimonate and 1.5.times.10.sup.-5 moles/g camphorquinone in 2-butanone. The compositions cure on exposure to light in the visible spectrum and are useful in a variety of applications, including dental adhesives and composites.Type: GrantFiled: April 11, 1997Date of Patent: February 15, 2000Assignee: 3M Innovative Properties CompanyInventors: Joel D. Oxman, Dwight W. Jacobs
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Patent number: 6020455Abstract: A copolymer containing vinyl-3,4-cyclohexanediol and at least one monomer selected from acrylic acid, methacrylic acid, alkyl acrylate, alkyl methacrylate, styrene, acrylonitrile, butadiene, isoprene, vinyl acetate, maleic anhydride, ethylene, vinyl chloride, vinylidene dichloride, methyl styrene, vinyl toluene, acrylic and methacrylic acid, vinyl acetate, maleic anhydride, fumarate esters, maleate esters, vinylidene difluoride, vinyl fluoride, acrylic or methacrylic esters of the formula (I)H.sub.2 C.dbd.CHCOOR or H.sub.2 C.dbd.CCH.sub.3 COOR (I)where R is a aromatic or aliphatic hydrocarbon group containing 20 or fewer carbons and optionally containing oxygen, sulfur, or phosphorous, and mixtures thereof. A resin composition containing vinyl-3,4-cyclohexanediol, at least one carboxylic acid or ester thereof or anhydride, and optionally a polyol or diol other than vinyl-3,4-cyclohexanediol.Type: GrantFiled: February 11, 1998Date of Patent: February 1, 2000Assignee: BP Amoco CorporationInventors: Wayne Robert Pretzer, Matthew Albert Kulzick, Paul Alan Koning, Asare Nkansah, Maria Curry-Nkansah
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Patent number: 6020393Abstract: A branched random aliphatic-aromatic copolyesters suitable for foaming has increased melt viscosity and melt strength during extrusion and comprises repeating units of:[--{(O--R.sup.1 --O).sub.a --(CO--R.sup.2 --CO).sub.b }--{(O--R.sup.3 --O).sub.c --(CO--Ar--CO).sub.d }--](BA).sub.x.The mole percent of the acid components and diol components are each based on 100 mole percent. The aliphatic acid residue, --CO--R.sup.2 --CO--, is present in an amount b ranging from 30 to 95 percent and the aromatic acid residue, --CO--Ar--CO--, is present in an amount d ranging from 5 to 70 percent. The diol residues, --O--R.sup.1 --O-- and --O--R.sup.3 --O--, are present in an amount a of 0 to 100 mol percent and in an amount c of 100 to 0 mol percent, respectively. The branching agent, BA, is present in an amount x of 0.01 to 10 weight percent based on the total weight of acid residues, diol residues and branching agent. A foamed article of the branched random aliphatic-aromatic copolyesters is disclosed.Type: GrantFiled: November 5, 1997Date of Patent: February 1, 2000Assignee: Eastman Chemical CompanyInventor: Kishan Chand Khemani
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Patent number: 6020420Abstract: This invention provides crystalline, water-dispersible polyesters comprising residues of 4,4'-biphenyl dicarboxylic acid. The polyesters comprise residues of 4,4'-biphenyl dicarboxylic acid, at least one difunctional sulfomonomer in an amount sufficient to provide water dispersibility to the polyester, and a glycol or a mixture of glycols. The polyesters of the invention are useful in ink and adhesive compositions.Type: GrantFiled: March 10, 1999Date of Patent: February 1, 2000Assignee: Eastman Chemical CompanyInventor: Scott Ellery George
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Patent number: 6001910Abstract: A remoistenable hot melt adhesive composition comprising (i) 25 to 80% by weight of a sulfonated polyester;(ii) 3 to 40% by weight of an anionic or cationic plasticizer;(iii) 0 to 40% by weight of a polar tackifier;(iv) 0 to 3% by weight of an antioxidant; and(v) 10 to 35% by weight of a polar wax; and(vi) optionally 0 to 30% nonionic plasticizer, wherein the total of (i)-(vi) to equal 100% by weight.Type: GrantFiled: April 9, 1999Date of Patent: December 14, 1999Assignee: National Starch and Chemical Investment Holding CorporationInventors: Mitchell J. Blumenthal, Charles W. Paul, Matthew L. Sharak
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Patent number: 5998568Abstract: A method for making a polyester resin comprises reacting a first polyfunctional alcohol or polyfunctional thiol and a carbonate in the presence of a catalyst to form an alkoxylated intermediate. The catalyst comprises: (1) a metal, a salt of a metal, or mixtures thereof and (2) a quaternary ammonium salt, a tertiary amine, an imidazole, or mixtures thereof. The alkoxylated intermediate is then reacted with a polyfunctional organic acid or anhydride thereof to form the polyester resin.Type: GrantFiled: January 14, 1999Date of Patent: December 7, 1999Assignee: Reichhold, Inc.Inventors: Hildeberto Nava, Karin F. Nelson-Baron
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Patent number: 5990265Abstract: Disclosed herein is a novel physical form of low molecular weight poly(trimethylene terephthalate). This form may be produced from molten low molecular weight poly(trimethylene terephthalate) material by means of rapid heat transfer from the material. The poly(trimethylene terephthalate) composition is suitable for use as a starting material for solid-state polymerization in order to produce polymers of higher molecular weight.Type: GrantFiled: June 22, 1998Date of Patent: November 23, 1999Assignee: E. I. du Pont de Nemours and CompanyInventors: Elwood Neal Blanchard, Craig Robert Gochanour, Kenneth Wayne Leffew, Jan M. Stouffer
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Patent number: 5989665Abstract: The invention relates to a copolyester having an inherent viscosity ranging from about 0.4 to about 1.4 and a cold crystallization temperature ranging from about 120 to about 160.degree. C. Such copolyesters comprise the reaction product of a glycol component comprising from about 85 to about 100 mole % of 1,3-propanediol, a dibasic acid component comprising from about 85 to about 100 mole % of a dibasic acid selected from terephthalic acid, napthalenedicarboxylic acid, anhydrides, acid chlorides, and lower alkyl esters thereof, and mixtures thereof, and from about 5 to about 15 mole % of a comonomer. The presence of the comonomer lowers the crystallization temperature of the copolyesters according to the invention such that amorphous preforms can be easily molded from the copolyesters. Such amorphous preforms are readily stretch blow molded into bottles or other container shapes or may be injection molded into various shapes or objects or extruded into film or sheeting.Type: GrantFiled: March 15, 1999Date of Patent: November 23, 1999Assignee: Eastman Chemical CompanyInventors: Gary W. Connell, Bobby J. Sublett
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Patent number: 5990263Abstract: Novel extended polymer surfactants comprising a methoxy-terminated polyethylene glycol hydrophilic block acylated with a hydrophobic moiety comprising a chain of at least two fatty acid units, e.g. an acyloxyacyl group such as 16-hexadecanoyloxyhexadecanoyl, are useful in the preparation of polymer-based gas-containing contrast agents by emulsion techniques.Type: GrantFiled: March 4, 1996Date of Patent: November 23, 1999Assignee: Nycomed Imaging ASAInventors: Harald Dugstad, P.ang.l Rongved, Roald Skurtveit
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Patent number: 5985389Abstract: The present invention is a compositional blend having a polyester, an acetaldehyde reduction compound and less than 50 ppm of an optical brightener. The blend has utility for food and beverage molded containers where improved clarity and flavor retention are important without producing a haze. The acetaldehyde reduction compound can be a low molecular weight partially aromatic polyamide, a low molecular weight aliphatic polyamides or polyesteramide. The optical brightener preferably is a bis(benzoxazolyl) stilbene. Articles, and especially beverage containers, produced from the blend have a yellowness, b*, less than about 2.5.Type: GrantFiled: June 15, 1998Date of Patent: November 16, 1999Assignee: Eastman Chemical CompanyInventors: James Samuel Nelson Dalton, Steven Lee Stafford, John David Hewa
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Patent number: 5986040Abstract: A moldable linear polyester resin consisting essentially of a polyester having the formula: ##STR1## where R is an alkyl from 1 to 6 carbon atoms and n is greater than about 70, said polyester resin being derived from the transesterification reaction of a starting DMCD and a starting CHDM wherein the trans-cis ratio of repeating units derived from DMCD is preferably greater than about 8 to 1, and the trans-cis ratio of repeating units derived from DMCD is preferable greater than about 1 to 1, said polyester resin having crystalline properties with a preferable viscosity greater than 4500 poise and a melting temperature greater than 216 degrees Centigrade.Type: GrantFiled: September 3, 1998Date of Patent: November 16, 1999Assignee: General Electric CompanyInventors: Bimal R. Patel, Gary F. Smith, Timothy E. Banach
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Patent number: 5958581Abstract: A polyester film made from a polymer having ethylene glycol moieties, isosorbide moieties and terepthaloyl moieties, and the method of making the film is described. The polyester film is used to form articles such as films, lacquers, labels, capacitors, insulators, and the like, and has an inherent viscosity of at least 0.35 dL/g when measured as a 1% (weight/volume) solution of the polyester in o-chlorophenol at a temperature of 25.degree. C.Type: GrantFiled: April 23, 1998Date of Patent: September 28, 1999Assignee: HNA Holdings, Inc.Inventors: Garo Khanarian, Larry F. Charbonneau, Carol Kitchens, Sunny S. Shen
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Patent number: 5922828Abstract: A novel process to produce polyethylene terephthalate (PET) using a specific catalyst stabilizer system is described. The catalyst stabilizer system is specific for producing PET wherein the polycondensation catalyst is a titanium and the stabilizer possesses an irreversible oxidation potential of at least +2.0 volts versus SCE. The novel process results in PET having acceptable color and low acetaldehyde content.Type: GrantFiled: August 13, 1997Date of Patent: July 13, 1999Assignee: Hoechst Celanese Corp.Inventor: David Anthony Schiraldi
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Patent number: 5922474Abstract: The present invention relates to polyesters formed by reacting components comprising: (a) from about 20 to about 45 mol% of a diol; (b) from about 4 to about 25 mol% of a polyol; (c) from about 5 to about 25 mol% of a diacid; (d) up to 6 mol% of an ethylenically unsaturated anhydride; and (e) from about 35 to about 45 mol% of a monofunctional fatty acid, where all mole percentages are based on the total mols of (a), (b), (c), (d) and (e). Further, the present invention is directed to liquid enamel compositions comprising: (1) from about 50 to about 90 wt. % of a polyester of the present invention; (2) about 10 to about 50 wt. % of a crosslinking agent; and (3) less than about 20 wt. % of a suitable organic solvent; where all weight percentages are based on the total weight of (1), (2) and (3). The liquid enamel compositions of the present invention have a viscosity of 50 to 1,000 mPa s (cP) at room temperature.Type: GrantFiled: January 22, 1998Date of Patent: July 13, 1999Assignee: Eastman Chemical CompanyInventor: Thauming Kuo
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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: 5914374Abstract: A urethanized polyester is claimed which is suitable as an additive for aqueous coating systems, which is obtainable by, in a first reaction stage (A), subjecting(a) from 10 to 45 mol-% of one or more diols,(b) from 5 to 50 mol-% of one or more polyols having at least 3 OH groups, and(c) from 35 to 47 mol-% of one or more aromatic, aliphatic or cycloaliphatic polycarboxylic acids and/or reactive derivatives thereof to a polycondensation reaction in a manner known per se until the reaction mixture has an acid number of from 1 to 10, and, in a reaction stage (B), reacting the resulting reaction product in a manner known per se with an organic polyisocyanate. The urethanized polyester is outstandingly suitable as an additive for aqueous coating materials in order to improve the rheological stabilization of coating materials.Type: GrantFiled: February 20, 1997Date of Patent: June 22, 1999Assignee: BASF Coatings AGInventors: Vera Block, Harald Borgholte, Uwe Meisenburg, Heinz-Peter Rink, Ludwig Moorkamp
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Patent number: 5910363Abstract: This invention relates to a polyester composition comprising:(A) 95 to 99.90% by weight of a polyester comprising from about 85 to 100 mole % of 2,6-naphthalenedicarboxylic acid and 85 to 100 mole % of at least one aliphatic glycol having from 2 to 16 carbon atoms, based on the total mole percentage for the glycol portion and for the acid portion of said polyester each equalling 100 mole %, and(B) 0.1 to 5.0% by weight of one or more polymeric carbodiimides.These polyester compositions result in improved hydrolytic stability in end products such as fiber, monofilament, films, thermoformed articles, containers and sheeting based on naphthalenedicarboxylic acid and ethylene glycol.Type: GrantFiled: May 6, 1998Date of Patent: June 8, 1999Assignee: Eastman Chemical CompanyInventors: Martin Emerson Rogers, Sarah Jayne Webb
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Patent number: 5895807Abstract: A process for making a random polyalkylene terephthalate/naphthalate copolymer by synthesizing a bis-(hydroxyalkyl)-naphthalate composition under transesterification conditions, and subsequently combining the bis-(hydroxyalkyl)-naphthalate, a terephthalic acid, and an alkylene glycol under direct esterification conditions to form a random polyaklylene terephthalate/naphthalate copolymer. The preferred bis-(hydroxyalkyl)-naphthalate is bis-(2-hydroxyalkyl)-2,6-naphthalate, with bis-(2-hydroxyethyl)-2,6-naphthalate being the most preferred. Preferably, the bis-(hydroxyalkyl)-naphthalate is added at the initial stage of an acid-based polymer process, and polymerization is initiated or continued to produce a polyester copolymer. Alternatively, the bis-(hydroxyalkyl)-naphthalate is added to phthalate-based oligomers after the initial direct esterification stage, and polymerization is continued to produce a polyester copolymer.Type: GrantFiled: November 19, 1997Date of Patent: April 20, 1999Assignee: Shell Oil CompanyInventors: Joseph Galko, Douglas David Callander, Eugene John Burkett, Edwin Andrew Sisson
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Patent number: 5894048Abstract: This invention relates to a synthetic laminate structure and a method for making the synthetic laminate structure. More particularly, the synthetic laminate structure contains an outer layer comprising a substantially transparent copolyester, a printed or colored film layer having opposed surfaces wherein at least one of the surfaces is colored or has an image printed thereon, a backing layer, and a laminating enhancer layer comprising a polyurethane disposed between the outer layer and the film layer, the laminated enhancer layer providing a bond between the outer layer and film layer characterized by a substantial absence of visible air pockets or adhesion discontinuities.Type: GrantFiled: October 31, 1996Date of Patent: April 13, 1999Assignee: Eastman Chemical CompanyInventors: Michael Dennis Eckart, Raymond Lynn Goodson
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Patent number: 5880250Abstract: Polymeric acid functional polyols are provided which are the reaction product of at least one hydroxyl-terminated polymer and a nonaromatic polyanhydride. Polymeric acid functional polyols are also provided which are the esterification reaction product of a first component which is at least one of an aliphatic dicarboxylic acid, a polyol and mixtures thereof and a second component which has at least two unhindered functional groups and at least one hindered carboxylic acid functional group. Methods of making such polymeric acid functional polyols by reacting a hydroxyl-terminated polymer and a nonaromatic dianhydride or by the esterification reaction of the first and second component described herein are also included in the invention. Further, hydrophilic polyurethane foams and water borne polyurethanes formed from the reaction of these polymeric acid functional polyols with polyisocyanates are also provided.Type: GrantFiled: August 16, 1996Date of Patent: March 9, 1999Assignee: Inolex Investment CorporationInventors: Tyler Housel, Ira S. Katuran, Rocco Burgo, Oleg I. Bleyman
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Patent number: 5869191Abstract: Linear, tertiary carboxyl functional polyester resins obtainable by reaction ofa) at least one compound A.sub.1, comprising the reaction product of(i) a glycidylester of a mixture of certain highly branched saturated monocarboxylic acids isomers, and(ii) a mixture of said highly branched saturated monocarboxylic acids;b) at least one aromatic or cycloaliphatic dicarboxylic acid compound B;c) optionally at least one dihydroxymonocarboxylic acid compound C; andd) optionally at least one diol compound D; in a certain molar ratio of compounds A.sub.1 :B:C:D, at a temperature of from 100.degree. to 225.degree. C., until essentially all the non-tertiary carboxyl groups as initially present in the reaction mixture have been reacted.Type: GrantFiled: November 24, 1997Date of Patent: February 9, 1999Assignee: Shell Oil CompanyInventors: Ronald Petrus Clemons Van Gaalen, Petrus Gerardus Kooijmans, Eric Johannes Vos