Ethylenically Unsaturated Carboxylic Acid Or Derivative Of An Ethylenically Unsaturated Carboxylic Acid Patents (Class 528/306)
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Patent number: 5436103Abstract: Modified unsaturated linear polymers have at least a first residue, a second residue and an acid residue. The first, second and acid residues correspond to a first, second and acid monomers used to prepare the polymers. The first monomer may be a diacid, anhydride, diacid ester or mixture thereof. The second monomer may be a diol or glycol. The acid monomer may be an aromatic dicarboxylic acid, different than the first monomer. The first residue is present in a concentration not less than about 7.5 mole % and the acid residue is present in a concentration ranging between 2.5 mole % and 12.5 mole %, based on the total mole monomer ratio of the polymer. The polymers have a glass transition temperature ranging from about 54.degree. C. to about 64.degree. C.Type: GrantFiled: August 27, 1993Date of Patent: July 25, 1995Assignee: Xerox CorporationInventors: Robert D. Bayley, Carol A. Fox, Thomas R. Hoffend, James R. Paxson
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Patent number: 5436313Abstract: An improved process for making polyetheresters is disclosed. A polyether is reacted with an anhydride in the presence of a strong protic acid or a metal salt of a strong protic acid in an amount effective to promote insertion of the anhydride into carbon-oxygen bonds of the polyether to produce the polyetherester. Polyetheresters made by the process of the invention are useful in a wide variety of applications, particularly in the polyurethane and unsaturated polyester industries.Type: GrantFiled: March 30, 1994Date of Patent: July 25, 1995Assignee: ARCO Chemical Technology, L.P.Inventors: Jeffrey A. Klang, Lau S. Yang
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Patent number: 5432249Abstract: The present invention provides a novel liquid crystalline polyester comprising structural units represented by the following general formulae A, B, C and D: ##STR1## where X and Y are each independently H, Cl, Br or an alkyl group having 1 to 4 carbon atoms, the molar ratio of A/B is in the range from 49/1 to 20/30 and that of C/D is in the range from 10/40 to 45/5.Type: GrantFiled: December 21, 1994Date of Patent: July 11, 1995Assignee: Nippon Oil Company, LimitedInventors: Yoshihiro Kumagai, Takuya Matsumoto, Iwane Shiozaki, Shigeki Takikawa
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Patent number: 5420205Abstract: A binder composition suitable for coating agents is described, that contains one or more unsaturated polyesters with an acid number of 5-60 mg KOH/g, a hydroxyl number of 50-200 mg KOH/g and a weight-average molecular weight (Mw) of 500-3000 g/mol, that are obtainable by reaction ofA) one or more alpha,beta-ethylenically unsaturated dicarboxylic acids or their anhydrides,B) one or more hydroxy-functional allyl ethers andC) one or more ethylenically unsaturated compounds with an oxirane group in the molecule,in the molar ratio of A):B):C)=(2 to 4):(2 to 4):(0.5 to 1.8). The composition is suitable in particular for filling putties and filling compounds that dry rapidly, even at low temperatures.Type: GrantFiled: June 20, 1994Date of Patent: May 30, 1995Assignee: Herberts Gesellschaft mis beschrankter HaftungInventors: Heinz D. Becker, Klaus Bederke, Gerhard Bremer, Herrmann Kerber, Birgit Precht, Fritz Sadowski, Werner Stephan
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Patent number: 5420173Abstract: A novel and safe ethylenically unsaturated peroxyester composition derived from an ethylenically unsaturated dicarboxylic acid is provided, as well as processes for making and using the composition. The peroxyester composition comprises about 0.04 to about 0.70 mole fraction of a first component compound having a formula I: ##STR1## about 0.32 to about 0.50 mole fraction of a second component compound having a formula II: ##STR2## about 0.04 to about 0.70 mole fraction of a third component compound having a formula III: ##STR3## wherein Q is an unsaturated ethylene divalent radical and R.sup.1 and R.sup.2 are organic substituents. Polymeric-peroxides are prepared via polymerizing the peroxyester compositions. The peroxyester compositions are also used for curing unsaturated polyester resins and for initiating polymerization of ethylenically unsaturated monomers.Type: GrantFiled: March 30, 1994Date of Patent: May 30, 1995Inventor: Jose Sanchez
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Patent number: 5420166Abstract: The present invention is directed to a method for treating cross-linked (cured) filled or untilled unsaturated polyester for deriving an alcohol recycle reactant useful in the synthesis of alcohol-formed derivative products. The first step of the method is the attrition of the cured unsaturated polyester to form particulates thereof. In the next step of the process, at least a fraction of any filler or fiberglass in the cured unsaturated polyester is separated to form a cured unsaturated polyester regrind. The next step is the subjecting of the cured unsaturated polyester regrind to agitated, uncatalyzed or catalyzed glycolysis in the presence of excess glycol and, optionally, a transesterification catalyst under agitation at elevated transesterification temperature. The final step of the process is the recovery of the recycle alcohol reactant for use in the synthesis of alcohol-formed derivative products.Type: GrantFiled: September 30, 1994Date of Patent: May 30, 1995Assignee: Ashland Oil, Inc.Inventors: Timothy A. Tufts, Chung-Chieh Tsai, Stephen S. Hupp
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Patent number: 5418301Abstract: The invention relates to a dendritic macromolecule of the polyester type comprising a central initiator molecule or initiator polymer having one or more reactive hydroxyl groups (A). The groups (A) are under formation of an initial tree structure bonded to reactive carboxyl groups (B) of a monomeric chain extender having the two reactive groups (A) and (B). The tree structure is optionally extended and further branched from the initiator molecule or initiator polymer by addition of further molecules of a monomeric chain extender by means of bonding between the reactive groups (A) and (B) thereof and is thereafter optionally further extended by reaction with a chain stopper. The invention also comprises a process for preparation of the dendritic macromolecule.Type: GrantFiled: July 13, 1994Date of Patent: May 23, 1995Assignee: Perstorp ABInventors: Anders Hult, Eva Malmstrom, Mats Johansson, Kent Sorensen
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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: 5409764Abstract: A curable adhesive composition comprising an unsaturated polyester oligomer (A) of any of the following formulae (I) to (IV), obtained by reacting a compound (a) having a hydroxyl group and/or an amino group, a cyclic acid anhydride (b) and an epoxide (c) having an ethylenically unsaturated group, and an adhesive polymer (B), ##STR1## wherein: R.sub.1 is a divalent organic moiety having 1 to 40 carbon atoms,R.sub.2 is a divalent organic moiety having 1 to 10 carbon atoms,R.sub.3 is hydrogen or methyl,R.sub.4 is a monovalent organic moiety having 1 to 40 carbon atoms,R.sub.5 is a monovalent organic moiety having 1 to 40 carbon atoms,R.sub.6 is hydrogen or a monovalent organic moiety having 1 to 10 carbon atoms, andn is an integer of 2 or greater.Type: GrantFiled: September 23, 1994Date of Patent: April 25, 1995Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Tsukasa Otsuki, Masato Yanagi, Toshikazu Onikubo, Kouichi Iibuchi
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Patent number: 5407772Abstract: Unsaturated linear polymers have repeating units of a reaction product of a first monomer, a second monomer, a third monomer and optionally a fourth monomer. The linear polymers have a glass transition temperature ranging from about 52.degree. C. to about 61.degree. C. The first monomer should have a weight average molecular weight less than 200. The second monomer may be a dicarboxylic acid or diester which is different than the third monomer. A concentration of second residues of the polymer, derived from the second monomer, ranges from about 3 wt. % to about 15 wt. %, based on the total weight of the polymer. The third monomer is an aromatic dicarboxylic acid or an ester thereof. In the polymer, a concentration of third residues, derived from the third monomer, ranges from about 40 wt. % to about 55 wt. %, based on the total weight of the polymer. The fourth monomer is a diol having a higher molecular weight than the first monomer.Type: GrantFiled: November 30, 1993Date of Patent: April 18, 1995Assignee: Xerox CorporationInventors: Robert D. Bayley, Carol A. Fox, Thomas R. Hoffend, Hadi K. Mahabadi, Enno E. Agur, Guerino Sacripante, Michael S. Hawkins
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Patent number: 5408013Abstract: An unsaturated polyester resin composition capable of affording a molded product having a small cured volume shrinkage, a superior dimensional stability, a surface quality and a high hardness, a sheet-form molding material using the composition and a process for producing a fiber-reinforced plastic molded product are provided, which composition comprises a saturated polyester obtained by reacting a saturated dibasic acid component containing 20% by mol or more of adipic acid with a saturated glycol component and having a number average molecular weight of 4,000 or higher and an acid value of 2 to 8 KOH mg/g, an unsaturated polyester and an ethylenic unsaturated monomer; which sheet-form molding material has the unsaturated resin composition together with a fiber reinforcing material placed between two films.Type: GrantFiled: December 1, 1993Date of Patent: April 18, 1995Assignee: Hitachi Chemical Co., Ltd.Inventors: Hiroyuki Kawakami, Masaaki Yasuda, Shoichi Sasaki
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Patent number: 5405910Abstract: Acryl modified polyester resins are prepared by a process which comprises reacting an acid mixture with an alcohol mixture to form hydroxyl polyester prepolymers, solution polymerizing acryl monomers with acidic acryl monomers having carboxyl groups to form acryl resins, and reacting said hydroxyl polyester prepolymers with said acryl resins and polycarboxylic acids having at least two carboxyl groups.A powder coating composition is composed of inorganic pigment or organic pigment, a flowing agent, a curing agent, a curing accelerator, other stabilizers and the acryl modified polyester resins prepared according to the above process.Type: GrantFiled: December 12, 1990Date of Patent: April 11, 1995Assignee: Korea Chemical CoInventors: Weon-seok Kim, Bong-jin Kim
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Patent number: 5401602Abstract: Low fix temperature toner resins are fabricated by a reactive melt mixing process wherein polymer resins are cross-linked at high temperature and high shear. The resins are particularly suitable for high speed fusing, show excellent offset resistance and wide fusing latitude and superior vinyl offset properties.Type: GrantFiled: March 23, 1993Date of Patent: March 28, 1995Assignee: Xerox CorporationInventors: Hadi K. Mahabadi, Enno E. Agur, Gerald R. Allison, Michael S. Hawkins, Stephan Drappel, Maria N. V. McDougall, Bernard Grushkin, Thomas R. Hoffend, Angelo J. Barbetta
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Patent number: 5399660Abstract: The invention provides a sizing agent with good stability, particularly which is rapid in getting started in the neutral zone and a method of producing the same.A sizing agent for papermaking in neutral zone is characterized by a main component of said sizing agent being selected from the group consisting of a diester of rosin-based substances having a dicarboxylic acid or acid anhydride group expressed by the following formula (I), ##STR1## (in which R.sub.1 represents a rosin acid residue or maleopimaric acid, R.sub.2 represents a dihydric alcohol residue and R.sub.3 represents a maleopimaric acid residue); and 2) a polyester reaction product expressed by the following formula (I'), ##STR2## (in which R'.sub.1 and R'.sub.5 represent a rosin acid residue or an .alpha.,.beta.-unsaturated polybasic carboxylic acid added rosin residue, at least one of them represents .alpha.,.beta.-unsaturated polybasic carboxylic acid added rosin residue, R'.sub.2 and R'.sub.4 represent polyhydric alcohol residues, R'.sub.Type: GrantFiled: April 30, 1993Date of Patent: March 21, 1995Assignee: Harima Chemicals, Inc.Inventors: Sadayuki Uchida, Tomohiko Nakata, Yoshihide Ishikawa, Masao Hamada, Shinichi Kimura, Satoru Iwasa
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Patent number: 5397641Abstract: A thermosetting powder composition which comprises (a) a specific a carboxyl-terminated polyester and (b) a glycidyl group-containing acrylic copolymer. The carboxyl-terminated polyester (a) has an acid number of 15 to 70 mg of KOH/g and must be prepared in two steps. In the first step, a hydroxyl-terminated polyester is prepared from at least one polycarboxylic acid other than 1,4-cyclohexanedicarboxylic acid, and at least one aliphatic or cycloaliphatic polyol and in the second step, the resulting hydroxyl-terminated polyester is esterified with 1,4-cyclohexanedicarboxylic acid exclusively. In addition, the composition of the polyester (a) is very specific: it contains at least 75 mole % of terephthalic acid, at least 10 mole % of 1,4-cyclohexanedicarboxylic acid and at most 14 mole % of at least one other aromatic and/or aliphatic and/or cycloatiphatic polycarboxylic acid, based on a total carboxylic acid content of 100 mole %.Type: GrantFiled: March 8, 1994Date of Patent: March 14, 1995Assignee: U C B S.A.Inventors: Luc Moens, Daniel Maetens, Jean-Luc Dallons, Jean-Marie Loutz
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Patent number: 5397671Abstract: A reactive melt mixing process for preparing toner resin, comprising: melting a reactive base resin, thereby forming a polymer melt; adding to said polymer melt a free radical initiator compound and optionally a vinyl monomer compound to form a second melt; and heating and mixing under high shear said second melt with optional addition of a vinyl monomer compound to form a partially crosslinked and partially gelled toner resin.Type: GrantFiled: February 10, 1994Date of Patent: March 14, 1995Assignee: Xerox CorporationInventors: Robert D. Bayley, Carol A. Fox, Thomas R. Hoffend
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Patent number: 5395692Abstract: This invention relates to a polyester comprising repeating units having the structure: ##STR1## wherein R.sup.1 is selected from the group consisting of hydrogen, alkyl having 1 to 6 carbon atoms and aryl having 6 to 10 carbon atoms and R.sup.2 is selected from the group consisting of hydrogen, alkyl having 1 to 6 carbon atoms, and aryl having 6 to 10 carbon atoms.Type: GrantFiled: May 6, 1994Date of Patent: March 7, 1995Assignee: Eastman Chemical CompanyInventors: Alan W. White, Joseph R. Zoeller
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Patent number: 5393849Abstract: A thermosetting composition comprising the combination of an unsaturated polyester resin and a polyamino compound having a plurality of secondary or primary amino moieties.Type: GrantFiled: October 19, 1993Date of Patent: February 28, 1995Assignee: Georgia-Pacific Resins, Inc.Inventors: Ramji Srinivasan, Ted M. McVay, David A. Hutchings
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Patent number: 5391696Abstract: Polycondensates which contain tartaric acid derivatives, processes for their preparation and use thereof.The invention relates to polycondensates which consist of at least 95 mol % of recurring structural units of the formula I ##STR1## where R.sup.1 is a 2,3-O-alkylidenetartaric acid derivative (II) or furo[2,5] (V), alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl or a heterocycle, X is --O--, --NH-- or --S-- and R.sup.2 is 2,3-O-alkylidene-L-threitol (III) or a compound of the formula VI, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl or a heterocycle, with the proviso that more than 5 mol % of the radicals R.sup.1 and/or R.sup.2 are present in the polycondensate of the formula I, where R.sup.1 is compound of the formula II or R.sup.2 is a compound of the formula III or R.sup.1 is a compound of the formula II and R.sup.2 is a compound of the formula III, or in which more than 5 mol % of the radicals R.sup.1 and R.sup.2 are present in the polycondensate of the formula I, wherea) R.sup.Type: GrantFiled: May 21, 1992Date of Patent: February 21, 1995Assignee: Hoechst AktiengesellschaftInventors: Volker Krone, Michael Magerstadt, Axel Walch, Gunter Ditzinger, Norbert Lill
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Patent number: 5384387Abstract: Novel polyesters prepared from a diol, a dicarboxylic acid or ester forming reactive derivative thereof and an aromatic amino acid, ester or alcohol are disclosed.Type: GrantFiled: May 4, 1993Date of Patent: January 24, 1995Assignee: General Electric CompanyInventors: John A. Tyrell, Gary F. Smith
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Patent number: 5380793Abstract: This invention is a low cost styrene-soluble unsaturated polyester resin made using recycled or virgin polyethylene terephthalate. The PET is first glycolyzed using inexpensive glycols and then reacted with maleic anhydride and dicyclopentadiene, forming polyesters containing cyclopentadiene added by Diels-Alder reaction and/or norbornyl-terminated polyesters.Type: GrantFiled: July 13, 1993Date of Patent: January 10, 1995Assignee: Ashland Oil, Inc.Inventor: Timothy P. Pepper
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Patent number: 5380809Abstract: A composition for an optical material consisting essentially of a polyallyl carbonate of linear or branched alkylene glycols, an allyl ester oligomer having allyl ester groups at the terminals thereof and a main chain derived from an alicyclic dicarboxylic acid and a polyhydric saturated alcohol, and if desired, a diallyl ester, alkyl (meth)acrylate, dialkyl maleate or dialkyl fumarate monomer.Type: GrantFiled: August 26, 1993Date of Patent: January 10, 1995Assignee: Showa Denko K.K.Inventors: Hiroshi Uchida, Yasuji Tanaka
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Patent number: 5378757Abstract: Disclosed is a water-dissipatable alkyd resin containing a sulfonate group. The alkyd resin is prepared by reacting at least one monoglyceride, a polycarboxylic acid, and a polyol sulfomonomer adduct containing at least one sulfonate group. The alkyd resin is useful to prepare cross-linked coatings such as obtained with oil based paints.Type: GrantFiled: November 15, 1993Date of Patent: January 3, 1995Assignee: Eastman Chemical CompanyInventors: William W. Blount, Jr., Thauming Kuo
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Patent number: 5376494Abstract: Low fix temperature toner resins are fabricated by a reactive melt mixing process wherein polymer resins are cross-linked at high temperature and high shear. The resins are particularly suitable for high speed fusing, show excellent offset resistance and wide fusing latitude and superior vinyl offset properties.Type: GrantFiled: December 30, 1991Date of Patent: December 27, 1994Assignee: Xerox CorporationInventors: Hadi K. Mahabadi, Enno E. Agur, Gerald R. Allison, Michael S. Hawkins, Stephan Drappel, Maria N. V. McDougall, Bernard Grushkin, Thomas R. Hoffend, Angelo J. Barbetta
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Patent number: 5373058Abstract: This development provides glycidyl-acrylates that, when copolymerized with unsaturated polyesters, provide high performance, structural SMC products. The acrylates increase the reactivity of the polyesters. One result has been "zero shrinkage" parts with good heat distortion, pigmentability and excellent mechanical and physical properties.Type: GrantFiled: February 18, 1993Date of Patent: December 13, 1994Assignee: Owens-Corning Fiberglas Technology Inc.Inventors: William G. Hager, Timothy W. Ramey, Paul R. Krumlauf, Jay J. Beckman
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Patent number: 5371172Abstract: An unsaturated alkyd having a number-average molecular weight of at least 5000 and having terminal carboxyl groups is provided by esterification and then deglycolization reaction of an .alpha.,.beta.-unsaturated polybasic acid or an polyhydroxy alcohol followed by reaction with polybasic acid anhydride to substitute more than 10 mole % of terminal hydroxyl groups with carboxyl groups. High molecular weight unsaturated polyester resin is also provided by formulating the unsaturated alkyd with a copolymerizable monomer such as styrene. The polyester resin can be widely used in a various applications by employing the excellent physical properties thereof.Type: GrantFiled: March 24, 1992Date of Patent: December 6, 1994Assignee: Showa Highpolymer Co., Ltd.Inventors: Eiichiro Takiyama, Isamu Niikura, Takao Hokari
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Patent number: 5362800Abstract: Unsaturated polyester resin compositions (UPRs) containing monomeric compounds of the formula (I): ##STR1## wherein R, R.sub.1 and R.sub.2 are H or a methyl group, for use as accelerators and crosslinking agents. A process for preparing the UPRs.Type: GrantFiled: April 1, 1993Date of Patent: November 8, 1994Assignee: Alusuisse Italia S.p.A.Inventors: Giuseppe Antonio Caramaschi, Sergio Sanchioni, Marco Bocci, Maurizio Leonardi
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Patent number: 5362843Abstract: 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 (a core monomer) such as a dihydric phenol for a sufficient period of time and at a sufficient temperature to directly produce the highly branched polymer, characterized by having a single core, in a single processing step.Type: GrantFiled: September 22, 1993Date of Patent: November 8, 1994Assignee: Hoechst Celanese CorporationInventors: Richard Vicari, Michael P. Bodman
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Patent number: 5358789Abstract: Provided are polyester resins containing hydroxy functionalized isophthalate ester moieties useful in coating compositions. The invention provides both solvent-borne as well as water-borne coating compositions comprised of the resins and a crosslinker such as a melamine-type crosslinker. Polyester resins of the present invention having a T.sub.g of greater than about 50.degree. C. are useful in thermosetting powder coating compositions. The coatings thus provided possess excellent acid resistance, hardness, impact resistance, and stain resistance.Type: GrantFiled: March 3, 1994Date of Patent: October 25, 1994Assignee: Eastman Chemical CompanyInventors: Thauming Kuo, Charles H. Foster
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Patent number: 5354840Abstract: Functional-amine polyesters have at least a first residue of a first monomer, a second residue of a second monomer and from about 0.1 to about 3.0 mole percent of a functional-amine residue of a functional amine prepared by reacting the first and second monomers and the functional amine in an inert atmosphere. The functional amine has a functional group which facilitates polymerizing the amine and the first and second monomers. The amine residue facilitates reaction of the functional-amine polyester in an organic peroxide cross-linking reaction system.Type: GrantFiled: September 10, 1993Date of Patent: October 11, 1994Assignee: Xerox CorporationInventor: Peter G. Odell
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Patent number: 5350830Abstract: Provided are polyester resins containing hydroxy functionalized isophthalate ester moieties useful in coating compositions. The invention provides both solvent-borne as well as water-borne coating compositions comprised of the resins and a crosslinker such as a melamine-type crosslinker. Polyester resins of the present invention having a T.sub.g of greater than about 50.degree. C. are useful in thermosetting powder coating compositions. The coatings thus provided possess excellent acid resistance, hardness, impact resistance, and stain resistance.Type: GrantFiled: November 27, 1992Date of Patent: September 27, 1994Assignee: Eastman Chemical CompanyInventors: Thauming Kuo, Charles H. Foster
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Patent number: 5342892Abstract: A propylene-graft-unsaturated polyester is disclosed comprising the reaction product of a polypropylene, an unsaturated polyester and a free radical initiator. The polypropylene-graft-unsaturated polyester is generally prepared by reacting at elevated temperatures using a peroxide. The polypropylene-graft-unsaturated polyester is very useful as a compatibilizing agent in blends of polyester and ethylene-propylene rubber to improve the impact strength of the polyester.Type: GrantFiled: December 31, 1992Date of Patent: August 30, 1994Assignee: Eastman Chemical CompanyInventors: Jeffrey J. Vanderbilt, Max F. Meyer, Jr.
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Patent number: 5324350Abstract: Cyclopentadiene-modified alkyd resins obtained by reaction of naturally occurring, unsaturated fatty acid esters with cyclopentadiene compounds under pressure, transesterification of the resulting adducts with polyols which contain at least three hydroxyl groups, and esterification with aromatic or cycloaliphatic polycarboxylic acids or anhydrides thereof. These resins are employed in the preparation of printing inks for offset printing. The novel resins impart an improved gloss to these printing inks.Type: GrantFiled: March 2, 1993Date of Patent: June 28, 1994Assignee: Hoechst AktiengesellschaftInventors: Albert Bender, Lothar Bothe, Gerhard Werner
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Adhesive polyester prepolymer which does not etch polycarbonate sheets, and method of preparing same
Patent number: 5318853Abstract: This invention relates to multiple glass/plastic laminates for ballistic resistant and security applications. The laminates typically comprise a glass lite and a plastic sheet, such as polycarbonate, bonded with an adhesive based on a novel solvent free thermosetting alkyd resin. Subsequent layers can be polycarbonate sheets and/or acrylic sheets and glass lites with the adhesive layer separating the lites and sheets.The resin developed specifically for this application is an unsaturated polyester designed to be highly flexible, tough, low exotherm and compatible with t-butyl styrene. This monomer is unique in that it does not etch acrylic or polycarbonate sheets.Further, this invention relates to a vertical liquid pour process which enables the rapid manufacture of bullet resistant glass/plastic laminates without the need for expensive ultra-violet or heat curing ovens. The adhesive cures at temperatures ranging from 60.degree. F. to 90.degree. F.Type: GrantFiled: July 22, 1992Date of Patent: June 7, 1994Assignee: Resikast CorporationInventors: Charles E. Bayha, H. Arne Sudlow -
Patent number: 5314729Abstract: An artificial marble formed by molding a material, in which said material comprises an unsaturated polyester, an unsaturated polymerizable monomer, and a filler. The unsaturated polyester consists essentially of an acid component and an alcohol component, wherein said alcohol component contains at least a glycol selected from a group consisting of 2-methylpropane-1,3-diol, 3-methylpentane-1,5-diol, 3-methyl-2-pentene-1,5-diol, 2-isopropylidene-1,3-propanediol, 2-isopropyl-1,3-propanediol, and 2-methylene-1,3-propanediol.Type: GrantFiled: July 29, 1991Date of Patent: May 24, 1994Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Mitsunori Ikezoe, Shigeru Motomiya
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Patent number: 5306567Abstract: Provided are polyester resins containing hydroxy functionalized isophthalate ester moieties useful in coating compositions. The invention provides both solvent-borne as well as water-borne coating compositions comprised of the resins and a crosslinker such as a melamine-type crosslinker. Polyester resins of the present invention having a T.sub.8 of greater than about 50.degree. C. are useful in thermosetting powder coating compositions. The coatings thus provided possess excellent acid resistance, hardness, impact resistance, and stain resistance.Type: GrantFiled: March 22, 1993Date of Patent: April 26, 1994Assignee: Eastman Kodak CompanyInventors: Thauming Kuo, Charles H. Foster, Yeong-Ho Chang
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Patent number: 5304628Abstract: A radiation-curing resin composition comprising (A) a resin having a carboxylic acid group and an unsaturated double bond and (B) a compound containing a cyclocarbonate group. The composition is excellent in stability and curing properties and provides a cured film excellent in water resistance, solvent resistance, chemical resistance, and heat resistance.Type: GrantFiled: August 4, 1992Date of Patent: April 19, 1994Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Masashi Kinoshita, Hidenobu Ishikawa
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Patent number: 5302670Abstract: The present invention relates to plastics that can be obtained by reacting unsaturated and/or hydroxyl-group-containing fatty acids or their esters or mixtures of various such fatty acids and esters with bifunctional ester-forming and/or amide-forming compounds and, if necessary, subsequently converting ethylenic double bonds, to give difatty acid diamides, difatty acid diesters, difatty acid amide esters, monofatty acid amide amines or monofatty acid amide alcohols as monomer components which contain at least two reactive groups suited for linkage to give polymers, in particular ethylenic double bonds, hydroxyl groups, epoxy groups or amino groups, and by linking the said compounds in the known way via a second group of bifunctional compounds that are capable of reacting with these free reactive groups to give the desired plastics.Type: GrantFiled: February 28, 1991Date of Patent: April 12, 1994Assignee: Battelle-Institut e.V.Inventors: Rainer Frische, Jurgen Volkheimer, Klaus Wollmann, Herrmann Schomann, Judith Schneider, Alexander Ach, Renate Gross-Lannert, Bernd Best
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Patent number: 5278280Abstract: Hard resinous polyol esters having a high degree of hydroxyl functionality and a ball and ring softening temperature of at least about 50.degree. C.Type: GrantFiled: June 26, 1990Date of Patent: January 11, 1994Assignee: Imcera Group Inc.Inventor: Paul E. Eckler
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Patent number: 5270402Abstract: This invention relates to hyperbranched, functional polyesters.Type: GrantFiled: September 14, 1992Date of Patent: December 14, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Garret D. Figuly
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Patent number: 5268452Abstract: Unsaturated polyester resins of the type already having reactive liquid polymers reacted into the backbone of the resins, are cured in the presence of a reactive liquid polymer additive admixed with the prereacted unsaturated polyester resin. Heating of this system during cure causes the reactive liquid polymer additive to miscibilize with the unsaturated polyester resin. The unsaturated polyester resin modified in the manner described above shows a significant enhancement in toughness as measured by fracture energy over unmodified counterparts or counterparts modified by known methods of adduction or admixing alone.Type: GrantFiled: July 22, 1992Date of Patent: December 7, 1993Assignee: The B.F. Goodrich CompanyInventors: Alan R. Siebert, Robert J. Bertsch
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Patent number: 5254643Abstract: An unsaturated alkyd having a number-average molecular weight of at least 5000 obtained by esterification and then deglycolization reaction of (a) at least 10 mol % of an .alpha., .beta.-unsaturated polybasic acid or an anhydride thereof relative to 100 mol % of the total polybasic acid including any saturated or non-.alpha., .beta.-unsaturated polybasic acid (or anhydride thereof) and (b) at least 50 mol % of a polyhydroxy alcohol having a boiling point of 300.degree. C. or less at 760 mmHg relative to 100 mol % of the total polyhydroxy alcohol summed up with another polyhydroxy alcohol not defined above. The polyester resin can be widely used in a various applications by employing the excellent physical properties thereof.Type: GrantFiled: March 13, 1992Date of Patent: October 19, 1993Assignee: Showa Highpolymer Co., Ltd.Inventors: Eiichiro Takiyama, Ryushi Ogura, Takao Hokari, Yositaka Hatano
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Patent number: 5254667Abstract: New macromers useful for the preparation of white, stable, high solids, low viscosity vinyl graft polymer polyol dispersions and processes for the manufacture of the macromers are disclosed.Type: GrantFiled: July 10, 1989Date of Patent: October 19, 1993Assignee: BASF CorporationInventor: John E. Davis
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Patent number: 5252682Abstract: A cationically initiated curable resin system is provided using polyester dicyclopentadiene oligomer blended with monomer having vinyl ether end groups and a cationic initiator. A process for preparing the resin system and a process of coating are also provided.Type: GrantFiled: December 17, 1992Date of Patent: October 12, 1993Assignee: Zircon CorporationInventor: Charles E. Bayha
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Patent number: 5244985Abstract: Disclosed are an epoxidized polyester which comprises, per molecule, at least three bifunctional groups each having the general formula ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each is a hydrogen atom or an alkyl group containing 1 to 5 carbon atoms, or R.sup.1 and R.sup.2 taken together represent an endomethylene group, and which has a number average molecular weight of about 1,000 to about 10,000, as well as processes for preparing the epoxidized polyester.Type: GrantFiled: March 25, 1992Date of Patent: September 14, 1993Assignee: New Japan Chemical Co., Ltd.Inventors: Tomio Nobe, Hiroyuki Kanamaru, Harutomo Nomoto, Shoji Tani
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Patent number: 5227460Abstract: A low melt toner resin with low minimum fix temperature and wide fusing latitude contains a linear portion and a cross-linked portion containing high density cross-linked microgel particles, but substantially no low density cross-linked polymer. The resin may be formed by reactive melt mixing.Type: GrantFiled: December 30, 1991Date of Patent: July 13, 1993Assignee: Xerox CorporationInventors: Hadi K. Mahabadi, Enno E. Agur, Gerald R. Allison, Michael S. Hawkins, Stephan Drappel, Maria N. V. McDougall, Bernard Grushkin, Thomas R. Hoffend, Angelo J. Barbetta
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Patent number: 5219980Abstract: The invention presents a biodegradable polyester polymer comprising ##STR1## wherein: n=number of repeating polymer units of the formula shown; p=0 or 1, 0 indicating the absence of the subscripted constituent; q=0 or 1, 0 indicating the absence of the subscripted constituent; when p=0, 1=1; when p=1, 1=0; R.sup.1 =a divalent organic substituent which can include oxygen, nitrogen or sulfur atoms as part of the polymer backbone; R.sup.2 =a divalent organic substituent which can include oxygen, nitrogen or sulfur atoms as part of the polymer backbone; R.sup.3 and R.sup.4 are each independently hydrogen or an organic substituent or together form a divalent ring which may be optionally substituted; and each R is independently H, alkyl, alkenyl or alkynyl, aryl, aralkyl, cycloalkyl, cycloalkenyl or cycloalkynyl, all optionally substituted with F, Cl, Br, I, CN or NO.sub.2.Type: GrantFiled: April 16, 1992Date of Patent: June 15, 1993Assignee: SRI InternationalInventor: Ronald Swidler
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Patent number: 5208316Abstract: Provided are a cyclodextrin polymer containing cyclodextrin in the backbone chain of a high-molecular weight compound selected from a polyurethane, a polyurea, an unsaturated polyester, a polyester, a polycarbonate, a polyamide and a polysulfone, as well as a cyclodextrin membrane prepared using said polymer.In accordance with the present invention, an increased amount of cyclodextrin unit can be immobilized and the function thereof is significantly improved; further, by using a specific high-molecular weight compound, the polymer obtained is rendered insoluble in water, etc. and yet decomposable with enzymes and it can accordingly be used as a degradable polymer. Further, there can be provided a cyclodextrin membrane which contains a large extent of cyclodextrin and which can be used alone as a membrane.Type: GrantFiled: March 23, 1992Date of Patent: May 4, 1993Assignee: Toppan Printing Co., Ltd.Inventor: Masanobu Yoshinaga
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Patent number: 5198529Abstract: A high molecular weight unsaturated polyester having a number-average molecular weight of 5,000 or greater, the polyester being represented by a general formula: ##STR1## wherein G denotes a glycol residue, m denotes 1 to 10, n denotes 1, and M denotes a number corresponding to a number-average molecular weight greater than 5,000. The high molecular unsaturated polyester of the present invention is an unsaturated polyester having a large molecular weight unattainable by conventional methods, and can find wide application by utilizing its improved physical properties.Type: GrantFiled: November 18, 1991Date of Patent: March 30, 1993Assignee: Showa Highpolymer Co., Ltd.Inventors: Eiichiro Takiyama, Yositaka Hatano
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Patent number: RE34727Abstract: A biaxially oriented polyester film simultaneously satisfying the following formulas (I) to (III):.vertline.S.sub.180 -S.sub.120 .vertline..ltoreq.54 (I)T.sub.S.sup.MD .gtoreq.100 (II)Q.sub.120 .ltoreq.0.7 (III)wherein S.sub.180 is shrinking stress (g/mm.sup.2) of the film in the machine direction at 180.degree. C., S.sub.120 is shrinking stress (g/mm.sup.2) of the film in the machine direction at 120.degree. C., T.sub.S.sup.MD is shrinkage initiation temperature (.degree.C.) of the film in the machine direction, and Q.sub.120 is shrinkage (%) of the film in the machine direction after 5 hours' treatment at 120.degree. C., is described. The film has a good dimensional stability due to its low shrinkage, particularly in the machine direction, and substantially free from defect such as wave and wrinkle.It is prepared by biaxially stretching, heat-setting and relaxing an extruded polyester film under particular conditions so as to obtain a biaxially oriented polyester film having these characteristics.Type: GrantFiled: November 3, 1992Date of Patent: September 13, 1994Assignee: Diafoil Company, Ltd.Inventors: Shigeo Utsumi, Kichinojo Tomitaka, Tomoyuki Kotani, Masumi Koizumi