With Polycarboxylic Acid Or Derivative And A Compound Having Two Or More Hydroxyl Groups As Reactants Patents (Class 527/604)
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Patent number: 12006396Abstract: The present invention relates to amorphous polyesters on the basis of betulin, a method for producing them and their use.Type: GrantFiled: June 19, 2020Date of Patent: June 11, 2024Assignee: HENKEL AG & CO. KGaAInventors: Adrian Brandt, Horst Beck, Kerstin Schroeder, Alexander Kux
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Publication number: 20150111146Abstract: The disclosure describes a one reactor process for making a bio-based polyester resin. The resultant polyester resin retains thermal properties as compared to a similar resin but made using previous multi-step processes conducted in separate vessels.Type: ApplicationFiled: October 22, 2013Publication date: April 23, 2015Applicant: XEROX CORPORATIONInventors: Ke Zhou, Guerino G. Sacripante, Edward G. Zwartz, Cuong Vong, Richard PN. Veregin
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Publication number: 20150111141Abstract: The disclosure describes a sustainable toner with favorable hot offset and gloss mottle comprising a bioresin, where the toner surface has a carbon to oxygen ratio higher than found in existing bio-based toners comprising a bioresin.Type: ApplicationFiled: October 22, 2013Publication date: April 23, 2015Applicant: Xerox CorporationInventors: Richard PN Veregin, Edward G Zwartz, Guerino G Sacripante, Yulin Wang, Cuong Vong
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Patent number: 8980513Abstract: A polyester resin is a polycondensate obtained by reacting a divalent alcohol, a divalent carboxylic acid, and a mono- or divalent rosin by the use of a zinc compound as a reaction catalyst.Type: GrantFiled: April 26, 2012Date of Patent: March 17, 2015Assignee: Fuji Xerox Co., Ltd.Inventors: Hirofumi Shiozaki, Susumu Yoshino, Hirotaka Matsuoka, Yuki Sasaki
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Publication number: 20150056550Abstract: The disclosure describes a one reaction process for making a bio-based polyester resin. The resultant polyester resin retains thermal properties as compared to a similar resin but made using previous multi-step processes conducted in separate vessels.Type: ApplicationFiled: August 22, 2013Publication date: February 26, 2015Applicant: Xerox CorporationInventors: Guerino G. Sacripante, Ke Zhou, Edward G. Zwartz, Michael S. Hawkins, Veronique Laberge, Alan EJ Toth, Rashid Mahmood, Mark R. Elliott, John Abate
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Patent number: 8835589Abstract: An improved polycondensation method for bio-based polyesters synthesized from pre-formed macromers and the corresponding compositions, which are useful for producing binder polymers for imaging applications such as emulsion-aggregation (EA) toner.Type: GrantFiled: January 26, 2012Date of Patent: September 16, 2014Assignee: Xerox CorporationInventors: Valerie M. Farrugia, Guerino G. Sacripante, Ke Zhou
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Patent number: 8795941Abstract: The present disclosure provides a polyester toner resin comprising a polyhydroxylated thymol derivative that may be used in manufacturing an emulsion aggregation (EA) toner for imaging devices.Type: GrantFiled: December 18, 2012Date of Patent: August 5, 2014Assignee: Xerox CorporationInventors: Valerie M Farrugia, Guerino G Sacripante, Jordan H Wosnick
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Patent number: 8771913Abstract: The present disclosure provides a polyester toner resin comprising a polyhydroxylated cardanol derivative, that may be used in manufacturing an emulsion aggregation (EA) toner for imaging devices.Type: GrantFiled: December 18, 2012Date of Patent: July 8, 2014Assignee: Xerox CorporationInventors: Jordan H Wosnick, Guerino G Sacripante, Ke Zhou, Edward G Zwartz, Michael S Hawkins
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Patent number: 8765345Abstract: Disclosed is a polyester resin containing the polycondensation product of (a) at least one diacid, acid ester, or diester, and (b) at least two diols. The at least two diols include a disproportionated rosin diol and 2,2-bis(4-hydroxyphenyl)propane. Also disclosed is a toner composition having particles which include the disclosed polyester resin. Further disclosed is a method of preparing the disclosed polyester resin, and a method of forming toner particles that includes the disclosed polyester resin.Type: GrantFiled: November 7, 2012Date of Patent: July 1, 2014Assignee: Xerox CorporationInventors: Ke Zhou, Guerino G. Sacripante, Yulin Wang, Michael D'Amato
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Patent number: 8580472Abstract: Disclosed is a polyester resin comprising the polycondensation product of (a) at least one diacid, acid ester, or diester; and (b) at least one diol; wherein either (i) at least one diacid, acid ester, or diester comprises a rosin diacid, rosin acid ester, or rosin diester; or (ii) at least one diol comprises a rosin diol, and wherein at least one of the rosin diacid, rosin acid ester, rosin diester, or rosin diol is either (A) an ester of a functionalized rosin or an ester of a reduced functionalized rosin, or (B) a dimerized rosin. Also disclosed is a toner composition comprising particles which comprise the disclosed polyester resin and an optional colorant.Type: GrantFiled: May 16, 2011Date of Patent: November 12, 2013Assignee: Xerox CorporationInventors: Valerie M Farrugia, Ke Zhou, Guerino G Sacripante, Rina Carlini, Paul J Gerroir
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Publication number: 20130196262Abstract: An improved polycondensation method for bio-based polyesters synthesized from pre-formed macromers and the corresponding compositions, which are useful for producing binder polymers for imaging applications such as emulsion-aggregation (EA) toner.Type: ApplicationFiled: January 26, 2012Publication date: August 1, 2013Applicant: XEROX CORPORATIONInventors: Valerie M. FARRUGIA, Guerino G. SACRIPANTE, Ke ZHOU
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Publication number: 20130164672Abstract: A polyester resin is a polycondensate obtained by reacting a divalent alcohol, a divalent carboxylic acid, and a mono- or divalent rosin by the use of a zinc compound as a reaction catalyst.Type: ApplicationFiled: April 26, 2012Publication date: June 27, 2013Applicant: FUJI XEROX CO., LTD.Inventors: Hirofumi SHIOZAKI, Susumu YOSHINO, Hirotaka MATSUOKA, Yuki SASAKI
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Patent number: 8431303Abstract: Disclosed is a polyester resin comprising the polycondensation product of (a) at least one diacid, acid ester, or diester; and (b) at least one diol; wherein either (i) at least one diacid, acid ester, or diester comprises a rosin diacid, rosin acid ester, or rosin diester; or (ii) at least one diol comprises a rosin diol. Also disclosed is a toner composition comprising particles which comprise the disclosed polyester resin and an optional colorant.Type: GrantFiled: January 17, 2011Date of Patent: April 30, 2013Assignee: Xerox CorporationInventors: Guerino G Sacripante, Ke Zhou, Edward G Zwartz, Paul J Gerroir, Michael S Hawkins
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Patent number: 8309291Abstract: A polyester for a toner, obtainable by polycondensing an alcohol component and a carboxylic acid component containing a (meth)acrylic acid-modified rosin; and a toner containing the polyester for a toner. The polyester for a toner of the present invention is usable as a resin binder for a toner usable in, for example, developing electrostatic latent images formed in electrophotography, electrostatic recording method, electrostatic printing method or the like.Type: GrantFiled: April 16, 2007Date of Patent: November 13, 2012Assignee: Kao CorporationInventors: Yoshitomo Kimura, Yasunori Inagaki, Katsutoshi Aoki, Takashi Kubo, Yoshihiro Ueno
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Patent number: 7994106Abstract: The present invention relates to a rosin acid ester and compositions containing the same, as well as methods of making and using the same.Type: GrantFiled: May 9, 2007Date of Patent: August 9, 2011Assignee: Arizona Chemical Company, LLCInventors: Lloyd A. Nelson, H. Jerrold Miller
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Patent number: 7910680Abstract: The present invention relates to new (meth)acrylate compositions, their preparation and their use in ultraviolet light curable applications such as coatings, inks and adhesives.Type: GrantFiled: April 25, 2007Date of Patent: March 22, 2011Assignee: Dow Global Technologies LLCInventors: Jerry E. White, Jim D. Earls, Peter S. Martin, Mike B. McIntosh, Richard M. Wehmeyer
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Patent number: 7696401Abstract: An absorbent material formed at least in part of a cross-linked polymer. The absorbent material has a centrifuge retention capacity as determined by a Centrifuge Retention Capacity Test of at least about 20 g/g and a gel bed permeability under load as determined by a Gel Bed Permeability Under Load Test of at least about 300×10?9 cm2 or a free swell gel bed permeability as determined by a Free Swell Gel Bed Permeability Test of at least about 2,500×10?9 cm2. The cross-linked polymer may comprise either at least about 75 weight percent anionic polymer or at least about 75 weight percent cationic polymer. In one embodiment, the cross-linked polymer is surface treated with a water soluble non-cross-linked polymer having a potential for becoming charged opposite that of the cross-linked polymer.Type: GrantFiled: July 31, 2003Date of Patent: April 13, 2010Assignee: Evonik Stockhausen, Inc.Inventors: Jian Qin, Xiaomin Zhang, Debra Ann Miller
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Publication number: 20080020961Abstract: Low molecular weight graft copolymer comprising a synthetic component formed from at least one or more olefinically unsaturated carboxylic acid monomers or salts thereof, and a natural component formed from a hydroxyl-containing natural moiety. The number average molecular weight of the graft copolymer is about 100,000 or less, and the weight percent of the natural component in the graft copolymer is about 50 wt % or greater based on total weight of the graft copolymer. Processes for preparing such graft copolymers are also disclosed.Type: ApplicationFiled: July 20, 2007Publication date: January 24, 2008Inventors: Klin A. Rodrigues, Jannifer Sanders
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Patent number: 6420533Abstract: This method will produce depolymerized lignins substantially free from sodium compounds. Black liquor supplied from a pulping process is utilized for providing a mixture of depolymerized lignins dispersed and dissolved in absolution containing sodium hydroxide. The mixture is then separated to form depolymerized lignins and a solution containing sodium hydroxide. Following separation, the depolymerized lignins are then extracted with water to produce an extractate containing water soluble sodium compounds. The extracted depolymerized lignins, containing sodium compounds, are then reacted with an acid to form sodium salts. The solution containing sodium salts is then separated from the extracted depolymerized lignins to produce substantially sodium free depolymerized lignins. The separated solution containing sodium hydroxide is combined with the extractate and the combination, subsequent to removal of water, is made available to reuse for recycle to depolymerize, disperse and dissolve additional lignins.Type: GrantFiled: August 4, 2000Date of Patent: July 16, 2002Inventor: Gene E. Lightner
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Patent number: 6252027Abstract: The invention provides a thermally formed article having biodegradability, recycling ability and thermoplasticity. The thermally formed article comprises a sugar polymer represented by the following general formula wherein G is a residue of a monosaccharide, oligosaccharide or polysaccharide, R is a linear or branched alkylene group having at least 4 carbon atoms when G is the residue of the monosaccharide, or a linear or branched alkylene group having at least 6 carbon atoms when G is the residue of the oligosaccharide or polysaccharide, and n is an integer of 1 to 5,000.Type: GrantFiled: September 13, 1999Date of Patent: June 26, 2001Assignee: Canon Kabushiki KaishaInventors: Chieko Mihara, Toshihiko Takeda, Yoshihiko Kikuchi, Masato Minami
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Patent number: 6153693Abstract: This invention relates to novel rosin-based resins and the process for preparing them. In particular, the invention relates to elastomeric-modified pigment binder compositions which exhibit properties that make them useful in formulating vehicles for lithographic printing inks and other coating applications.Type: GrantFiled: February 11, 1999Date of Patent: November 28, 2000Assignee: Westvaco CorporationInventors: Michael D. Matzinger, G. Frederick Hutter
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Patent number: 6054562Abstract: Lignin and polyether glycol produces a product which has a distinct melt point and melt viscosity. Polyether glycol has a plasticizing effect wherein the lignin can be thought of as the hard resin. When 20 parts of polyether glycol are processed with 80 parts of lignin a new material which has a melt point and a viscosity is created whereas lignin itself has no melt and flow characteristics. The new modified lignin can be cured with hexamine like a phenolic resin.Type: GrantFiled: February 25, 1999Date of Patent: April 25, 2000Inventor: Kenneth R. Kurple
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Patent number: 5491215Abstract: This invention relates to rosin carboxypyrrolidinone adducts. In particular, this invention relates to water-soluble resins derived from the reaction product of a modified rosin with a hydroxyl-containing carboxypyrrolidinone derivative. These resins can be used to make acrylic latex compositions which can, in turn, be utilized to produce water-based flexographic and gravure ink formulations.Type: GrantFiled: April 11, 1995Date of Patent: February 13, 1996Assignee: Westvaco CorporationInventor: G. Frederick Hutter
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Patent number: 5183847Abstract: Alkali-soluble resins, their preparation and use are disclosed herein. The resins are carboxylated polyamide/acrylic resins and are synthesized in a two-step fusion process in which a polyamide is first condensed with a carboxylated rosin and this intermediate product is then further condensed with an acrylic or styrene/acrylic copolymer.Type: GrantFiled: September 21, 1988Date of Patent: February 2, 1993Assignee: BASF CorporationInventors: Sobhy El-Hefnawi, Shailesh C. Shah, Basil Wasyliw
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Patent number: 4985474Abstract: A resin composition hardenable by irradiation of a high energy ray is disclosed, which includes:(a) a resin selected from the group consisting of rosins and modified rosins and having an acid value of at least 150 and a Gardner color scale of not greater than 15;(b) a compound of the general formula (I):Y--CO--O--A--O).sub. m CO--CR.dbd.CH.sub.2 (I)wherein Y represents ##STR1## A represents an alkylene having 1-4 carbon atoms, R represents hydrogen or methyl and m is an integer of 1-4;(c) a hydroxyl group-containing compound having only one acrylic or methacrylic group and at least one hydroxyl group; and(d) a polyol compound having at least two hydroxyl groups. The resin composition is useful for plugging through-holes of a metal plated board in manufacturing printed wiring boards.Type: GrantFiled: November 13, 1989Date of Patent: January 15, 1991Assignee: Somar CorporationInventors: Osamu Ogitani, Ryuichi Fujii
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Patent number: 4981939Abstract: This binder for toner preparation comprises as the main constituent thereof a polyester (X) composed of a polybasic acid component and a polyhydric alcohol component with a rosin-modified polyhydric alcohol (ab) introduced as part of the polyhydric alcohol component. The rosin-modified polyhydric alcohol is prepared in advance by reacting a polyhydric alcohol (a) having three or more hydroxyl groups with a rosin type compound (b).Type: GrantFiled: August 23, 1989Date of Patent: January 1, 1991Assignee: Nippon Gohsei Kagaku Kogyo KabushikiInventors: Akira Matsumura, Sadao Shigematsu, Tomiji Itou
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Patent number: 4968575Abstract: There are provided binder resins for use in toner compositions which comprise, as the main component thereof, a terminally blocked polyester in which the terminal hydroxyl groups of polyester polyol molecules are blocked by a rosin compound selected from the group consisting of rosin, hydrogenated rosin and disproportionated rosin and which has an acid value of not more than 4 KOH mg/g and a hydroxyl value of not more than 20 KOH mg/g as well as toner compositions comprising them in combination of a coloring agent and a charge control agent.Type: GrantFiled: July 19, 1988Date of Patent: November 6, 1990Assignee: Nippon Gohsei Kagaku Kogyo Kabushiki KaishaInventors: Akira Matsumura, Tomiji Itou, Toshiyuki Kusuda, Sadao Shigematsu
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Patent number: 4912187Abstract: An ester of a sterically hindered polyhydroxymonocarboxylic acid and a polyhydroxy-containing component, which ester is a solid at ambient temperature conditions, comprising the condensation product of said acid selected from the group consisting of dimethylolpropionic acid, trimethylolacetic acid, and mixtures thereof, and said polyhydroxy-containing component selected from the group consisting of pentaerythritol, trimethylolethane, and mixtures thereof, said product having a mol ratio of acid to polyhydroxy-containing component of at least about 1.75, a ring and ball softening point of at least about 50.degree. C., and an acid number of less than about 40.Type: GrantFiled: January 29, 1988Date of Patent: March 27, 1990Assignee: Questra Chemicals Corp.Inventor: Paul E. Eckler
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Patent number: 4775497Abstract: An esterification process particularly for the preparation of rosin esters, polyesters and polymeric esters wherein aliphatic or aromatic carboxylic acids are reacted with appropriate alcohols in the presence of catalytic amounts of a mixture of a calcium hydroxyaryl phosphonate and an organosilicon heterocycle, the presence of said mixture serving to reduce the time necessary for complete esterification and to provide esters with increased oxidation stability and better color.Type: GrantFiled: October 24, 1986Date of Patent: October 4, 1988Assignee: Ciba-Geigy CorporationInventors: Stephen D. Pastor, Richard W. Thomas
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Patent number: 4710228Abstract: Disclosed are edible film coating compositions of low moisture permeability and their methods of preparation. The compositions comprise cross-linked, refined shellac and preferably an edible member having a reactive hydroxyl or acid moiety selected from the group consisting of edible sources of polyphenolics, edible sources of benzaldehyde and derivatives, acetylated monoglycerides, polyglycerol esters, edible straight chain mono-carboxylic acid, edible di-carboxylic acids and mixtures thereof. Useful weight ratios of shellac to reactant range from 1:0.001 to 0.1. In the preferred method of preparation, the shellac is cross-linked with the reactants in a dry, molten mixture by heating at 130.degree. to 175.degree. C. for 2 to 15 minutes. The resulting coating compound while molten is dissolved in a food grade solvent, applied to a substrate and dried.Type: GrantFiled: October 16, 1985Date of Patent: December 1, 1987Assignee: General Mills, Inc.Inventors: Jonathan Seaborne, David C. Egberg
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Patent number: 4694033Abstract: The present invention relates to resin compositions comprising a mixture of at least two resins, one resin consisting of the reaction product of an epoxidized fatty acid ester of a polyvalent alcohol with a carboxylic acid, and another resin consisting of a carboxylic acid-modified ester of a polyvalent alcohol.Type: GrantFiled: February 7, 1986Date of Patent: September 15, 1987Assignee: DSM Resins B.V.Inventor: Robert van der Linde
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Patent number: 4686270Abstract: Resin compositions comprising two resins A and B, wherein resin A consists of the reaction product of an epoxidized fatty acid ester of a polyvalent alcohol and a monovalent carboxylic acid and resin B consists of a carboxylic acid modified fatty acid ester of a polyvalent alcohol.These resins compositions are suitable for linoleum manufacture.Type: GrantFiled: August 5, 1985Date of Patent: August 11, 1987Assignee: DSM Resins B.V.Inventors: Robert Van der Linde, Johan Rietberg
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Patent number: 4643848Abstract: Phosphinic acid (also called hypophosphorous acid), when used in very small quantities, is disclosed to act as a catalyst to accelerate the reaction of rosin with an unsaturated dibasic acid to form a modified rosin for subsequent esterification with a polyhydric alcohol. According to the process of the invention, a rosin is reacted with an unsaturated dibasic acid such as maleic anhydride or fumaric acid in the presence of phosphinic acid at a temperature of from about 180.degree. C. to about 220.degree. C. When the modified rosin is subsequently esterified, the rosin ester exhibits improved color, softening point, and viscosity in a specified solution.Type: GrantFiled: February 21, 1986Date of Patent: February 17, 1987Assignee: Westvaco CorporationInventors: John H. Thomas, Don P. Duncan, Michael A. Lake, Gary B. Womack
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Patent number: 4508806Abstract: An electrophotographic toner composition having excellent blocking resistance and offset resistance which contains as a resin binder a polymeric rosin compound having a glass transition temperature of 30.degree. and 100.degree. C. and a gel fraction of 1 to 99% to xylene prepared by the reaction of (a) a glycidyl ester of rosin, (b) a dicarboxylic acid or its anhydride, and (c) a crosslinking agent selected from the group consisting of a polyfunctional epoxy compound, a polycarboxylic acid having a valency of not less than 3 or its anhydride, and a polyhydric alcohol having a valency of not less than 3. A dihydric alcohol may be used in the above reaction in order to improve the low temperature fixing property of the toner.Type: GrantFiled: July 15, 1983Date of Patent: April 2, 1985Assignee: Arakawa Kagaku Kogyo Kabushiki KaishaInventors: Osamu Oseto, Fumio Moriuchi
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Patent number: 4507376Abstract: An electrophotographic toner composition having excellent blocking resistance and offset resistance which contains as a resin binder a polymeric rosin compound having a softening point of 50.degree. to 190.degree. C., a glass transition temperature of 10.degree. to 170.degree. C. and a molecular weight of 2,000 to 40,000 prepared by the reaction of (a) a glycidyl ester of rosin, (b) a dicarboxylic acid or its anhydride, and (c) a crosslinking agent selected from the group consisting of a polyfunctional epoxy compound, a polycarboxylic acid having a valency of not less than 3 or its anhydride, and a polyhydric alcohol having a valency of not less than 3. A dihydric alcohol may be used in the above reaction in order to improve the low temperature fixing property of the toner.Type: GrantFiled: July 15, 1983Date of Patent: March 26, 1985Assignee: Arakawa Kagaku Kogyo Kabushiki KaishaInventors: Muneharu Makita, Osamu Oseto, Toshiaki Munemitsu
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Patent number: 4322326Abstract: A coating composition of enhanced physical characteristics such as those of hardness, flexibility and/or ultra-violet resistance is provided which comprises a mixture of ethylene-vinyl ester copolymer containing at least about 55% by weight of interpolymerized vinyl ester and a dibasic acid-modified rosin ester of a rosin acid and a polyhydric alcohol containing from 2 to 6 hydroxyl groups, said dibasic acid-modified rosin ester being present in said composition at a level of at least about 30% by weight.Type: GrantFiled: February 9, 1981Date of Patent: March 30, 1982Assignee: National Distillers & Chemical Corp.Inventor: Lorrin W. Pyle