Mixed With Aldehyde Or Aldehyde Derivative Reactant Or Polymer Derived Therefrom Patents (Class 525/441)
  • Publication number: 20150031823
    Abstract: The instant invention provides crosslinkable compositions, and method of producing the same. The non-aqueous single phase crosslinkable composition comprises: (a) a polyol having an average of 2 or more hydroxyl functional groups; (b) polyaldehyde, or acetal or hemiacetal thereof; and (c) an acid catalyst having pK of less than 6; and (d) optionally one or more organic solvents.
    Type: Application
    Filed: October 13, 2014
    Publication date: January 29, 2015
    Inventors: John N. Argyropoulos, Paul Foley, Eric Greyson, Jeff R. Anderson, Gary E. Spilman, Caroline Slone, Nahrian E. Kamber
  • Patent number: 8716429
    Abstract: In a curable coil coating composition comprising a mixture of: (a) a curable polyester that is a liquid at room temperature, (b) a cross-linking agent; and (c) a solvent; the improvement comprising preparing the polyester from a composition comprising a mixture of 1,3- and 1,4-cyclohexane dimethanol wherein the molar ratio of the 1,3 isomer to the 1,4 isomer is from about 60:40 to about 5:95. Cured coil coatings prepared from these compositions exhibit an excellent combination of flexibility and hardness.
    Type: Grant
    Filed: January 29, 2008
    Date of Patent: May 6, 2014
    Inventors: Gary E. Spilman, Scott J. Bis, Paul J. Popa
  • Patent number: 8124242
    Abstract: The present invention provides a coating composition, and coated substrates and articles. The coating composition includes a binder containing a polyester resin that is formed using at least one aromatic, dicarboxylic acid and at least one asymmetric diol. The present invention also provides coating compositions that may be used on articles where excellent outdoor durability is desired. A method of coating and fabricating a substrate is also included.
    Type: Grant
    Filed: May 21, 2008
    Date of Patent: February 28, 2012
    Assignee: Valspar Sourcing, Inc.
    Inventors: Larry B. Brandenburger, Abdel Hamid Yassin, Ted Robert Best
  • Patent number: 7915350
    Abstract: Compositions are described comprising a) polyoxymethylene, b) thermoplastic elastomer having active hydrogen atoms, c) polyoxymethylene which differs from component a) and contains active hydrogen atoms, d) reagent for covalent coupling of components b) and c), and e) if appropriate, another impact modifier, which differs from component b). The compositions feature improved toughness and can be used for production of moldings.
    Type: Grant
    Filed: April 12, 2006
    Date of Patent: March 29, 2011
    Assignee: Ticona GmbH
    Inventors: Holger Schmalz, Christine Köstler, Klaus Kurz
  • Patent number: 7816451
    Abstract: Star polymers prepared by reacting a highly branched polymer and either a lactone or lactam are disclosed. These star polymers find particular application as additives for powder coating compositions, to improve various performance properties thereof. Powder coating composition comprising the described star polymers are also disclosed.
    Type: Grant
    Filed: March 6, 2008
    Date of Patent: October 19, 2010
    Assignee: PPG Industries Ohio, Inc.
    Inventors: William H. Retsch, Jr., Michael J. Ziegler, Jackie L. Kulfan, Ronald R. Ambrose, Christopher P. Kurtz
  • Publication number: 20090214813
    Abstract: A flame retardant polymer fiber, a process for making such a fiber, and a material containing such fibers are provided. The flame retardant polymer fiber is a high tenacity fiber formed of a poly(trimethylene terephthalate) co-polymer containing a trimethylene terephthalate monomer and a phosphorous containing flame retardant monomer. The flame retardant PTT co-polymer fiber is produced by a process in which the trimethylene terephthalate monomer or its precursors and the phosphorous containing flame retardant monomer or its precursors are combined to form the PTT co-polymer in one or more pre-polymerization and polymerization steps, and the PTT co-polymer is spun into a fiber. Materials including such flame retardant PTT co-polymer fibers, e.g. carpets and textiles, are also provided.
    Type: Application
    Filed: December 16, 2008
    Publication date: August 27, 2009
    Inventors: Robert Van Den Berg, Wouter Koen Harteveld, Hans Joachim Heinen, Thomas Paul Von Kossak-Glowczewski
  • Patent number: 7381472
    Abstract: The present invention provides a coating composition, and coated substrates and articles. The coating composition includes a binder containing a polyester resin that is formed using at least one aromatic, dicarboxylic acid and at least one asymmetric diol. The present invention also provides coating compositions that may be used on articles where excellent outdoor durability is desired. A method of coating and fabricating a substrate is also included.
    Type: Grant
    Filed: August 5, 2003
    Date of Patent: June 3, 2008
    Assignee: Valspar Sourcing, Inc.
    Inventors: Larry B. Brandenburger, Abdel Hamid Yassin, Ted Robert Best
  • Patent number: 7361715
    Abstract: Star polymers prepared by reacting a highly branched polymer and either a lactone or lactam are disclosed. These star polymers find particular application as additives for powder coating compositions, to improve various performance properties thereof. Powder coating composition comprising the described star polymers are also disclosed.
    Type: Grant
    Filed: December 16, 2003
    Date of Patent: April 22, 2008
    Assignee: PPG Industries Ohio, Inc.
    Inventors: William H. Retsch, Jr., Michael J. Ziegler, Jackie L. Kulfan, Ronald R. Ambrose, Christopher P. Kurtz
  • Patent number: 7320829
    Abstract: A reactive fluorinated polymer having polyester and polyether segments is mixed with a reactive melamine resin to form a coating composition. The polyether segment can include monomeric units from an oxetane monomer having pendant fluorine groups that are linked to the oxetane via an ether group. The melamine resin can be a lower alkyl etherified melamine-formaldehyde. The composition can be disposed on a substrate and treated to form a laminate.
    Type: Grant
    Filed: February 5, 2004
    Date of Patent: January 22, 2008
    Assignee: OMNOVA Solutions Inc.
    Inventors: Joe A. Wright, Daniel D. Woodland, Raymond J. Weinert, Jr., James E. Robbins, Robert E. Medsker, Edward N. Kresge, Daniel C. Gottschalk, Guillermina C. Garcia, Martin J. Fay
  • Patent number: 7214432
    Abstract: A coating composition comprising components A, B and optionally C, wherein component A comprises at least one hydroxy-terminated polyarylate. Component B is an organic species which can react with the hydroxy terminal groups of component A, and component C is a catalyst or mixture of catalysts. The hydroxy-terminated polyarylates are prepared by a solution polymerization method.
    Type: Grant
    Filed: September 30, 2003
    Date of Patent: May 8, 2007
    Assignee: General Electric Company
    Inventors: Glen David Merfeld, Rainer Koeniger, Ali Ersin Acar, Paul Dean Sybert, Zhaohui Su
  • Patent number: 7199184
    Abstract: Aqueous stoving enamels containing resins A which have hydroxyl groups and are made hydrophilic by partially neutralized acid groups, and highly etherified aminoplasts B, characterised in that the aqueous solutions or dispersions of the resin have a pH value of 6 or below, a method for the preparation thereof, and a method of use comprising coating thermally sensitive substrates.
    Type: Grant
    Filed: September 21, 2004
    Date of Patent: April 3, 2007
    Assignee: Surface Specialties Austria GmbH
    Inventors: Markus A. Schafheutle, Julius Burkl, Anton Arzt, Gerlinde Petritsch, Rudolf Jedlicka, Joerg Wango
  • Patent number: 7151143
    Abstract: The invention provides blends of macrocyclic polyester oligomer (MPO) with high-molecular-weight polymer and polymerization catalyst as friable, one-component, ready-to-polymerize materials with long shelf life. The invention also provides methods for preparation and use of the blend materials. The blends are used, for example, in the production of thermoplastics via low-pressure processes, such as rotational molding and powder coating, without modification of existing equipment. The blends are particularly useful where it is desired to exploit the ability to polymerize and crystallize MPO isothermally, but where the melt viscosity of unfilled MPO is too low for use in existing equipment.
    Type: Grant
    Filed: June 3, 2004
    Date of Patent: December 19, 2006
    Assignee: Cyclics Corporation
    Inventors: Yi-Feng Wang, Steven R. Bahr, Paul Willey, Tohru Takekoshi, Sunita S. Baghel, Steven J. Winckler
  • Patent number: 6962958
    Abstract: A reaction product is useful as a crosslinking agent for polymers having functional groups reactive with the reaction product such as hydroxyl, carboxylic acid, amide, thiol, urea, carbamate and/or thiocarbamate groups, wherein the polymer includes an acrylic, polyester, polyether and/or polyurethane. The reaction product is derived from a) a polyisocyanate or polyisocyanurate, b) a hydroxyalkyl carbamate, c) an aldehyde and d) at least one monohydric alcohol.
    Type: Grant
    Filed: February 5, 2004
    Date of Patent: November 8, 2005
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Michael A. Mayo, Steven V. Barancyk, Jane N. Valenta, Sherry M. Gaggini, William A. Humphrey
  • Patent number: 6902820
    Abstract: Coating compositions comprising: A) least one hydroxy-functional polyester with at least two hydroxyl groups per molecule, wherein at least one of which hydroxyl groups is a tertiary hydroxyl group, and the polyester has a number average molecular weight Mw of 200 to 5000, and contains as a structural element 10-90 wt-%, relative to the total quantity of polyester, of at least one acid ester group comprising a tertiary hydroxyl group and of the following general formula I ?wherein R1 is a single bond or a C1-C6 alkyl group, R2 and R3 mutually independently mean a C1-C4 alkyl group, B) optionally, at least one additional hydroxy-functional binder other than A) and C) at least one cross-linking agent which is capable of entering into a cross-linking reaction with the OH-groups of components A) and B.
    Type: Grant
    Filed: September 25, 2003
    Date of Patent: June 7, 2005
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Jos Huybrechts, Ann Vaes, Lieve Bastin, Leen Tanghe
  • Patent number: 6727344
    Abstract: Monofunctional polyfluorooxetane oligomers and polymers are prepared by the cationic polymerization of fluorooxetane monomers with a monoalcohol. The fluorooxetane oligomers or polymers can be copolymerized with generally cyclic ethers. Alternatively, the polyfluorooxetane oligomer or polymer having a single hydroxyl end group can be functionalized with a variety of compounds so as to yield a functional end group such as an acrylate, a methacrylate, an allylic, an amine, etc., with the functionalized oligomer or polymer being suitable for use in radiation curable or thermal curable coating compositions. These functionalized polymers can be copolymerized and cured to provide improvements in wetting and surface properties that have previously been provided by migratory chemicals such as waxes and oils.
    Type: Grant
    Filed: March 28, 2002
    Date of Patent: April 27, 2004
    Assignee: Omnova Solutions Inc.
    Inventors: Raymond J. Weinert, Guillermina C. Garcia, Aslam Malik, Roland Carlson, Robert E. Medsker
  • Patent number: 6686051
    Abstract: A polyester polymer includes at least one hydroxyl terminated polyoxetane block containing repeat units derived from polymerizing at least one oxetane monomer having a pendant —CH2—O—(CH2)n—Rf group wherein said Rf group is partially or fully fluorinated. A preferred process for forming said polymer is by reacting a hydroxyl terminated polyoxetane with a polycarboxylic acid under appropriate conditions to form an ester linkage and then adding and reacting that product with polyester forming reactants. The polyester polymer containing at least one polyoxetane block therein when reacted with an amino resin curative can be used as a coating on a substrate wherein the coating has dry erase properties. The coated substrate can be used as prepared or applied to yet other substrates.
    Type: Grant
    Filed: October 27, 2000
    Date of Patent: February 3, 2004
    Assignee: OMNOVA Solutions Inc.
    Inventors: Raymond J. Weinert, Robert E. Medsker, Daniel D. Woodland, Edward N. Kresge, Daniel C. Gottschalk, Joe A. Wright
  • Patent number: 6683137
    Abstract: In an intermediate coating composition comprising high-acid-value polyester resin, low-acid-value polyester resin, melamine resin containing an imino group and pigments, a ratio (AV1/AV2) of acid value (AV1) of high-acid-value polyester resin to that (AV2) of low-acid-value polyester resin is adjusted to be 1.25-5. A method for forming multilayered coating films using this intermediate coating composition and multilayered coating films prepared using said method are provided, wherein, by specifying the acid value of resins and type of cross-linking agents in the intermediate coating, said multilayered coating films formed even under short-time baking conditions is excellent in its appearance and adhesiveness to the top coating, and said intermediate coating composition is able to maintain its storage stability excellent so as to be capable of shortening the coating processes.
    Type: Grant
    Filed: June 21, 2002
    Date of Patent: January 27, 2004
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Masuo Kida, Yasuo Tanaka
  • Patent number: 6613436
    Abstract: The present invention provides a crosslinking agent which may have reactive benzoxazine groups prepared from (a) at least one aromatic compound, (b) at least one aminotriazine compound, and (c) at least one other compound having active hydrogen groups reactive with aminoplast compound (b). The crosslinking agent is essentially free of hydroxyl functionality and has a glass transition temperature of at least 25° C. The present invention is further directed to a method for preparing the above-described crosslinking agent, and a curable powder coating composition comprising a mixture of (A) a polymer having functional groups reactive with aminotriazine and/or benzoxazine groups having a glass transition temperature of at least 30° C.; and (B) the above crosslinking agent. Multilayer composite coating compositions are also provided including a basecoat deposited from a film-forming composition and a topcoat over the basecoat, deposited from the curable powder coating composition described above.
    Type: Grant
    Filed: July 31, 2001
    Date of Patent: September 2, 2003
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Ronald R. Ambrose, Anthony M. Chasser, Shengkui Hu, Jackie L. Smith
  • Patent number: 6608167
    Abstract: This invention provides a new, biomass-derived glycol, bis(2-hydroxyethyl)isosorbide, which is found to be a valuable monomer for a wide variety of polymeric materials.
    Type: Grant
    Filed: March 26, 2002
    Date of Patent: August 19, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Richard Hayes, Charles Brandenburg
  • Publication number: 20030138650
    Abstract: In a first embodiment a polyoxetane-polyester polymer comprising a hydroxyl terminated polyoxetane prepolymer containing repeat units derived from polymerized oxetane monomers having one or two pendant —CH2—O— (CH2)n-Rf groups wherein Rf is partially or fully fluorinated, where the polyoxetane prepolymer is esterified with polyester forming reactants to form the polyoxetane-polyester polymer, and said polymer is mixed with a reactive lower alkyl etherified melamine formaldehyde to form a thermoformable coating composition. In a second embodiment, the coating composition is based on a polyester mixed with the lower alkyl etherified melamine formaldehyde and is substantially free of the polyoxetane. The coating composition is partially cured in a first stage heating at less than about 180° F. to provide a thermoformable partially cured, tack-free, non-blocking, coating layer, followed by application to generally a contoured substrate and thermoformed to conform thereto.
    Type: Application
    Filed: October 8, 2002
    Publication date: July 24, 2003
    Applicant: OMNOVA Solutions Inc.
    Inventors: Martin Fay, Guillermina C. Garcia, Raymond J. Weinert, James E. Robbins
  • Patent number: 6512047
    Abstract: A polyoxymethylene resin composition, having enhanced tensile elongation, thermal stability, processibility and impact resistance, comprises: (i) from 45 to less than 97% % by weight of a polyoxymethylene resin (Component A); (ii) from 1 to less than 20% by weight of a thermoplastic polyester elastomer (Component B); (iii) from 2 to 35% by weight of a thermoplastic polyurethane elastomer (Component C); and (iv) from 0.1 to less than 10% by weight of a maleic anhydride-grafted aliphatic polyolefinic rubbery polymer (Component D), based on the total weight of Components A, B, C and D.
    Type: Grant
    Filed: May 15, 2001
    Date of Patent: January 28, 2003
    Assignee: Korea Engineering Plastics Co., Ltd.
    Inventors: Tak-Kyu Kim, Jong-Taek Lee, Ki-Chang Hong
  • Patent number: 6500545
    Abstract: The present invention provides a crosslinking agent having reactive benzoxazine groups which is the ungelled reaction product of (a) at least one mono-hydroxy aromatic compound and (b) at least one aminotriazine compound having one or less non-alkylated NH group present in a molar ratio of reactant (a) to reactant (b) ranging from 1.0 to 3.0: 1.0, provided that where reactant (a) is a single ring monohydroxy aromatic compound, the molar ratio of reactant (a) to reactant (b) ranges from 1.0 to 1.8:1.0 and from 2.2 to 3.0:1.0. The crosslinking agent is essentially free of hydroxyl functionality and has a glass transition temperature of at least 25° C. The present invention is further directed to a method for preparing the above-described crosslinking agent.
    Type: Grant
    Filed: September 21, 2000
    Date of Patent: December 31, 2002
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Ronald R. Ambrose, Anthony M. Chasser, Shengkui Hu, John R. Schneider, Jackie L. Smith
  • Patent number: 6472466
    Abstract: The present invention describes the preparation of multifunctional imine-esters and their application as novel crosslinkers for surface coatings. The imine-esters are prepared by reacting a di- or tri-aldehyde with an &agr;-aminoester such as glycine ethyl ester hydrochloride. These novel crosslinkers may then be formulated with polyesters containing maleic anhydride residues to give enamel coating formulations. The enamels may be cured by a 1,3-dipolar cycloaddition mechanism to give carbon-carbon bonds and cyclic structure. Coatings thus prepared have advantages of low toxicity, no formaldehyde evolution, and improved performance.
    Type: Grant
    Filed: June 22, 2001
    Date of Patent: October 29, 2002
    Assignee: Eastman Chemical Company
    Inventors: Thauming Kuo, Jeffery Earl Grant Powell
  • Patent number: 6423418
    Abstract: A substrate having an adherent and stain resistant layer having durability and flexibility, said layer comprising the reaction product of a reactive polyester having free carboxylic acid and/or hydroxyl groups, a hydroxyl terminated polymer including repeat units from an oxetane having pendant —CH2—O—(CH2)n—Rf groups (said Rf groups generally being a fluorinated alkyl group) and an amino resin curative. The substrate may be printed or embossed or both. The coated substrate has both stain resistant properties and dry erase properties with dry erase markers. The coated substrate can be used as prepared or applied to other substrates.
    Type: Grant
    Filed: February 4, 1999
    Date of Patent: July 23, 2002
    Assignee: Omnova Solutions Inc.
    Inventors: Marten S. Callicott, David L. Hyde, Charles M. Kausch, Anthony Verrocchi, Joe A. Wright, Raymond J. Weinert, Robert E. Medsker, Daniel D. Woodland, Daniel C. Gottschalk
  • Patent number: 6420040
    Abstract: A coating composition for application to primed metal substrates as a topcoat is disclosed. The coating composition is especially useful on metal closures for vacuum-packed food products. The coating composition is free of a halide-containing vinyl polymer and comprises: (a) an acrylate co-polymer having pendant hydroxy groups, (b) a hydroxy-terminated polyester, (c) a crosslinker, and (d) a nonaqueous carrier.
    Type: Grant
    Filed: April 30, 1999
    Date of Patent: July 16, 2002
    Assignee: The Valspar Corporation
    Inventors: Lawrence P. Seibel, Girish G. Parekh
  • Patent number: 6420472
    Abstract: There is described a curable coating composition having at least one effect pigment which, upon cure, exhibits substantially improved orientation of the effect pigment and a corresponding improvement in appearance. The composition comprises: (A) a carbamate-functional component having a hydrophobicity equivalent to or greater than that of a carbamate-functional compound (A′) which is the reaction product of: (1) a compound comprising a plurality of hydroxyl groups, at least one of which is the result of a ring-opening reaction between an epoxy group and an organic acid group, and (2) cyanic acid or a compound comprising a carbamate group, and (B) a component comprising a plurality of groups that are reactive with the carbamate functional groups on component (A), and (C) at least one effect pigment, the curable coating composition when cured having a substantially improved effect pigment orientation. Preferably, the composition further comprises particular rheology control agents.
    Type: Grant
    Filed: May 12, 2000
    Date of Patent: July 16, 2002
    Assignee: BASF Corporation
    Inventors: John W. Rehfuss, Marvin L. Green, Bertrum Miller
  • Patent number: 6383651
    Abstract: A polyester polymer including at least one polyoxetane block of repeating units derived from polymerizing at least one oxetane monomer having at least one pendant —CH2—O—(CH2)n— Rf group wherein said Rf group is partially or fully fluorinated is described. A preferred process for forming said polymer by reacting the hydroxyl terminated polymer with a polycarboxylic acid under appropriate conditions to form an ester linkage and then adding and reacting that product with polyester forming reactants.
    Type: Grant
    Filed: August 27, 1999
    Date of Patent: May 7, 2002
    Assignee: Omnova Solutions Inc.
    Inventors: Raymond J. Weinert, Edward N. Kresge, Robert E. Medsker, Daniel D. Woodland
  • Patent number: 6312824
    Abstract: The invention provides a composition that exhibits good adhesion to polyamide material and other materials, comprising 60 to 99 weight percent of a copolyester elastomer, and 1 to 40 weight percent of a novolac resin, based on the total weight of the copolymer elastomer and the novolac resin only, wherein the composition comprises greater than 50 weight percent copolyester elastomer based on the total weight of the composition. The invention also concerns an article comprising at least two materials bonded together at one or more defined contact surfaces, a first one of the bonded materials comprising a copolyester elastomer and a novolac resin. Such bodies can be welded, injection molded, and extruded simultaneously or sequentially.
    Type: Grant
    Filed: August 27, 1999
    Date of Patent: November 6, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Jean-Michel Philippoz, Edmund Arthur Flexman, Jr.
  • Patent number: 6211329
    Abstract: A process for synthesis of a polymeric polyalcohol substantially and preferably built up form polyester units and composed of a monomeric or polymeric initiator molecule to which at least one dentritic branch (dendron) consisting of a number of branching generations is added. The branching generations comprise a polymericor monomeric branching chain extender having three reactive functions of which two are hydroxyl groups. The two hydroxyl groups of the ranching chain extender is acetal protected by reaction between said two hydroxyl groups and an acetal-forming carbonyl compound, preferably an aldehyde. The acetal protected branching chain extender is then employed for addition to the initiator molecule of a first branching generation followed by an optional deprotection of the hydroxyl groups by decomposition of acetals and for addition in repeated steps of further branching generations.
    Type: Grant
    Filed: February 29, 2000
    Date of Patent: April 3, 2001
    Assignee: Perstorp AB
    Inventors: Nicola Rehnberg, Bo Pettersson, Ulf Annby, Mats Malmberg
  • Patent number: 6200683
    Abstract: The invention pertains to compositions which can be coated onto substrates. These compositions include a combination of a resin blend comprising a first polyester resin and a second polyester resin, wherein the first polyester is different from the second polyester, an aminoplast crosslinking resin, an acid catalyst, and a urea-aldehyde resin. Films prepared from coating compositions made in accordance with the present invention having improved stain resistance. In many instances, films prepared from coating compositions made in accordance with the present invention not only have improved stain resistance, but also have low temperature flexibility.
    Type: Grant
    Filed: December 16, 1994
    Date of Patent: March 13, 2001
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Robert A. Montague, W. Scott Huffman, Jamel S. Richardson, Padmanabhan Sundararaman
  • Patent number: 6117931
    Abstract: There is described a curable coating composition having at least one effect pigment which, upon cure, exhibits substantially improved orientation of the effect pigment and a corresponding improvement in appearance. The composition comprises:(A) a carbamate-functional component having a hydrophobicity equivalent to or greater than that of a carbamate-functional compound (A') which is the reaction product of:(1) a compound comprising a plurality of hydroxyl groups, at least one of which is the result of a ring-opening reaction between an epoxy group and an organic acid group, and(2) cyanic acid or a compound comprising a carbamate group, and(B) a component comprising a plurality of groups that are reactive with the carbamate functional groups on component (A), and(C) at least one effect pigment,the curable coating composition when cured having a substantially improved effect pigment orientation. Preferably, the composition further comprises particular rheology control agents.
    Type: Grant
    Filed: December 1, 1997
    Date of Patent: September 12, 2000
    Assignee: BASF Corporation
    Inventors: John W. Rehfuss, Marvin L. Green, Bertrum Miller
  • Patent number: 6114434
    Abstract: Resins AB which are dilutable in water following neutralization and have an acid number of from 25 to 160 mg/g, obtainable by reacting mass fractions, based in each case on the sum of the masses of the solids in the reaction mixture, of A from 30 to 90% of at least one acid-functional polymer selected from polyesters, dimerized and oligomerized unsaturated aliphatic carboxylic acids and polymers of olefinically unsaturated monomers, each having an acid number of from 30 to 240 mg/g, and B from 10 to 70% of at least one water-insoluble aldehyde resin or ketone resin obtainable by condensing ketones, ketones together with aldehydes, ketones with urea or aldehydes with urea, having a hydroxyl number from 20 to 300 mg/g, a softening point of from 60 to 140.degree. C. and a number-average molar mass of from 500 to 3000 g/mol.
    Type: Grant
    Filed: October 6, 1998
    Date of Patent: September 5, 2000
    Assignee: Vianova Resins AG
    Inventors: Peter Tuemmler, Gerald Hobisch, Hellmuth Kasch
  • Patent number: 5993975
    Abstract: The present invention provides a coating composition capable of forming, on a zinc or zinc alloy plated steel plate subjected to a chromate chemical treatment, a coating film superior in processability, corrosion resistance, adhesive property, impact resistance, scratch resistance, etc. This composition comprises:(A) a polyester resin having a glass transition temperature of -25.degree. C. to 35.degree. C., a number-average molecular weight of 1,000-35,000 and a hydroxyl value of 3-80 mgKOH/g,(B) a melamine resin curing agent which is a methyl-etherified melamine resin, or a mixture of a methyl-etherified mel amine resin and a butyl-etherified melamine resin,(C) a rust preventive pigment, and(D) organic polymer fine particles,wherein the proportions of the individual components are:(A) 60-95 parts by weight,(B) 5-40 parts by weight,(C) 1-50 parts by weight per 100 parts by weight of the total of (A) and (B), and(D) 2-40 parts by weight per 100 parts by weight of the total of (A) and (B).
    Type: Grant
    Filed: October 18, 1996
    Date of Patent: November 30, 1999
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Shoichi Tanaka, Takashi Nakano
  • Patent number: 5976706
    Abstract: Polyesterdiols having low viscosities of less than 3500 cps, high content of non-volatile matter in excess of 96 wt %, and narrow molecular weight distribution of less than about 1.4 are prepared by esterification of one or more aliphatic dicarboxylic acids or ester derivatives thereof using at least a 1.5 molar excess of one or more aliphatic diols until an acid number of less than 20 is achieved, and stripping excess diol from the polyesterdiol reaction product. Where esterification catalyst is used, catalyst is substantially removed prior to stripping excess unreacted diol from polyesterdiol reaction product. The polyesterdiols so produced are useful as (i) curable components in thermosettable resin compositions, particularly compositions essentially free of volatile organic solvent and also containing a crosslinking agent and a reactive hardening agent: and/or (ii) useful as coatings, paints and adhesives, providing coatings with very low content of volatile organic compounds.
    Type: Grant
    Filed: July 27, 1998
    Date of Patent: November 2, 1999
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Albert Ilya Yezrielev, Konstantinos R. Rigopoulos, Richard William Ryan, Karen K. Kuo, George Andrew Knudsen
  • Patent number: 5973072
    Abstract: The present invention is directed to a polymeric vehicle, the formulated coating composition and a coating binder made from the polymeric vehicle and a method for making the polymeric vehicle where the polymeric vehicle includes a phenolic urethane reactive diluent. The phenolic urethane reactive diluent may be made from a phenolic ester alcohol having at least one aliphatic hydroxyl group.
    Type: Grant
    Filed: March 21, 1996
    Date of Patent: October 26, 1999
    Assignee: Exxon Chemical Patents, Inc.
    Inventors: Frank N. Jones, Vijay Swarup, Ramachandran P. Subrayan, Suru Zhang
  • Patent number: 5969054
    Abstract: The present invention relates to binder compositions containingA) 40 to 95 parts by weight of OH-functional graft copolymer resins prepared by copolymerizinga) 0.1 to 10 parts by weight of polybutadienes containing at least 20% of 1,2-vinyl groups,b) 5 to 30 parts by weight of aliphatic .alpha.-olefins,c) 0.1 to 35 parts by weight of glycidyl esters of .alpha.-alkylalkane-monocarboxylic acids,d) 10 to 70 parts by weight of unsaturated, aromatic monomers,e) 5 to 60 parts by weight of hydroxyalkyl esters of acrylic and/or methacrylic acid having primary hydroxyl groups,f) 0 to 50 parts by weight of (cyclo)aliphatic esters of acrylic and/or methacrylic acid,g) 0.1 to 20 parts by weight of .alpha.,.beta.
    Type: Grant
    Filed: July 7, 1997
    Date of Patent: October 19, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Wamprecht, Michael Sonntag, Dieter Margotte
  • Patent number: 5922474
    Abstract: 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: Grant
    Filed: January 22, 1998
    Date of Patent: July 13, 1999
    Assignee: Eastman Chemical Company
    Inventor: Thauming Kuo
  • Patent number: 5852136
    Abstract: There is described a curable coating composition comprising:(A) a carbamate-functional component that is the reaction product of:(1) a compound comprising a plurality of hydroxyl groups, at least one of which is the result of a ring-opening reaction between an epoxy group and an organic acid group, and(2) cyanic acid or a compound comprising a carbamate group, and(B) a component comprising a plurality of groups that are reactive with the carbamate functional groups on component (A).
    Type: Grant
    Filed: July 1, 1996
    Date of Patent: December 22, 1998
    Assignee: BASF Corporation
    Inventor: Marvin L. Green
  • Patent number: 5817709
    Abstract: Sulfonimide cure catalysts are used with aminoplast crosslinking agents and resins capable of reacting with aminoplast crosslinking agents to prepare heat curable compositions capable of crosslinking to form coatings and articles. Liquid or solid curable compositions may be prepared. Solid sulfonimide catalysts used in combination with solid glycoluril type crosslinking agents are well suited for powder coating systems containing hydroxy- and carboxy-functional resins.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: October 6, 1998
    Assignee: Cytec Technology Corp.
    Inventors: Jeno G. Szita, Subban Ramesh, William Jacobs, III, John Colin Brogan
  • Patent number: 5817722
    Abstract: Polyesterdiols having low viscosities of less than 3500 cps, high content of non-volatile matter in excess of 96 wt %, and narrow molecular weight distribution of less than about 1.4 are prepared by esterification of one or more aliphatic dicarboxylic acids or ester derivatives thereof using at least a 1.5 molar excess of one or more aliphatic diols until an acid number of less than 20 is achieved, and stripping excess diol from the polyesterdiol reaction product. Where esterification catalyst is used, catalyst is substantially removed prior to stripping excess unreacted diol from polyesterdiol reaction product. The polyesterdiols so produced are useful as (i) curable components in thermosettable resin compositions, particularly compositions essentially free of volatile organic solvent and also containing a crosslinking agent and a reactive hardening agent: and/or (ii) useful as coatings, paints and adhesives, providing coatings with very low content of volatile organic compounds.
    Type: Grant
    Filed: April 1, 1996
    Date of Patent: October 6, 1998
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Albert Ilya Yezrielev, Konstantinos R. Rigopoulos, Richard William Ryan, Karen K. Kuo, George Andrew Knudsen
  • Patent number: 5759694
    Abstract: A novel polyester is provided comprising the reaction product of: (1) an acid functional polyester which is prepared from: (a) a material of the structure: ##STR1## wherein X is a lower alkyl group having from about 1 to about 4 carbon atoms, and R and R' are independently lower alkylene groups having from about 1 to about 4 carbon atoms; (b) a polyol different from (a); and (c) a polyacid; and (2) a monoepoxide containing from about 3 to 20 carbon atoms. The reaction product is carbamoylated. The carbamoylated polyester can be present in a film-forming composition also having a carbamate functional acrylic polymer; and an aminoplast crosslinking agent. Also such a film-forming composition can be a clear coat in a multi-component composite coating composition.
    Type: Grant
    Filed: June 30, 1997
    Date of Patent: June 2, 1998
    Assignee: PPG Industries, Inc.
    Inventors: Michael A. Mayo, Daniel E. Rardon, Leigh-Ann Humbert
  • Patent number: 5719239
    Abstract: A coated panel formed from a self-supporting cellulosic substrate and a top coating containing a thermoset resin having about 0.1-1.5 wt % free formaldehyde admixed with said resin; and (b) a thermoplastic polymer thoroughly admixed with said resin, wherein said thermoplastic polymer exhibits amine groups capable of reacting with at least some of the free formaldehyde under resin curing conditions. The coated panel can be embossed with decorative patterns such as wood grain without fracture of the coated surface or significant buildup on the press or embossing die surfaces.
    Type: Grant
    Filed: December 18, 1996
    Date of Patent: February 17, 1998
    Assignee: Georgia-Pacific Resins, Inc.
    Inventors: George E. Mirous, Bernard E. Sullivan
  • Patent number: 5688598
    Abstract: A thermosetting, organic solvent-based, primer coating composition for protecting metal surfaces which includes a solvent solution of: (a) a hydroxy-functional polyester resin; (b) a thermosetting acrylic resin; (c) a hydroxy-terminal polybutadiene resin, a hydroxy-terminal epoxidized polybutadiene resin, or mixtures thereof; (d) a blocked isocyanate crosslinker including at least one dimethyl pyrazole blocked isocyanate; (e) an aminoplast crosslinker including at least one melamine-formaldehyde condensate; (f) a catalyst; and, (g) a pigment. The primer exhibits excellent flexibility after curing to allow the primer to be coil coated onto metals as a thicker film and to have the metal subsequently formed without film fracture or loss of adhesion.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: November 18, 1997
    Assignee: Morton International, Inc.
    Inventors: Mitchell T. Keck, Ronald J. Lewarchik, Jack C. Allman
  • Patent number: 5648434
    Abstract: Sulfonimide cure catalysts are used with aminoplast crosslinking agents and resins capable of reacting with aminoplast crosslinking agents to prepare heat curable compositions capable of crosslinking to form coatings and articles. Liquid or solid curable compositions may be prepared. Solid sulfonimide catalysts used in combination with solid glycoluril type crosslinking agents are well suited for powder coating systems containing hydroxy- and carboxy-functional resins.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: July 15, 1997
    Assignee: Cytec Technology Corp.
    Inventors: Jeno G. Szita, Subban Ramesh, William Jacobs, III, John Colin Brogan
  • Patent number: 5648417
    Abstract: A color coating composition having excellent appearance, acid resistance and mar resistance is provided. Such excellent properties are achieved by the combination of an aminoplast-curing coating system with a curable coating system comprising a particular half esterified acid anhydrides, hydroxyl groups and epoxy groups.
    Type: Grant
    Filed: July 29, 1995
    Date of Patent: July 15, 1997
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Akira Fushimi, Seigo Miyazoe, Atsushi Yamada, Yoshitaka Okude
  • Patent number: 5646214
    Abstract: An adherent film-forming composition comprising a carbamate-functional polyester polymer or oligomer, a hydroxy functional polymer derived from ethylenically unsaturated monomers and an aminoplast crosslinking agent is disclosed. The coating composition can be used to produce clear coats in composite color plus clear coatings exhibiting good levels of acid etch resistance as well as high intercoat adhesion. Also disclosed are a method of applying a composite color plus clear coating to a substrate and the coated article prepared by such a method.
    Type: Grant
    Filed: August 23, 1996
    Date of Patent: July 8, 1997
    Assignee: PPG Industries, Inc.
    Inventor: Michael A. Mayo
  • Patent number: 5620801
    Abstract: The present invention relates to a polyester resin for use in a thermosetting coating composition, said polyester comprising an acid component, an alcohol component and a trifunctional branching agent; wherein the acid component consists of from 90 to 100 mole % of an aromatic acid or aromatic anhydride or mixture thereof and from 0 to 10 mole % of a polycarboxylic acid or polycarboxylic anhydride or mixture thereof; and wherein the alcohol component consists of at least 60 mole % of one or more glycols selected from the group consisting of CH.sub.3 --CH.sub.2 --C(CH.sub.2 OH).sub.2 --R.sub.1 wherein R.sub.1 is an alkyl and derivatives of said glycols, from 0 to 20 mole % of neopentylglycol, and of up to 20 mole % of a trifunctional branching agent.
    Type: Grant
    Filed: July 20, 1995
    Date of Patent: April 15, 1997
    Assignee: BHP Steel (JLA) Pty. Ltd.
    Inventors: Malcolm R. Binns, Jim Viatos, Jenny A. Maliphant
  • Patent number: 5602212
    Abstract: A linear copolyester is prepared by polycondensation of an aromatic bicarboxylic acid with an alkylene glycol and with a carboxyphosphinic acid or anhydride which produces monomeric units having the formula: ##STR1## wherein R.sub.1 is an alkylene or phenyl radical and R.sub.2 is an alkyl or phenyl radical.This copolyester can be used as a flame-retardant additive for organic polymers.
    Type: Grant
    Filed: May 28, 1996
    Date of Patent: February 11, 1997
    Assignee: Enichem Synthesis S.p.A.
    Inventors: Carlo Neri, Gianluigi Landoni
  • Patent number: 5602210
    Abstract: A molecular composite material includes a liquid crystal polymer such as polyazomethine, a thermoplastic polymer such as a polyamide and a compatibilizing agent such as .epsilon.-caprolactam having at least one functional group showing compatibility and/or reactivity to the liquid crystal polymer and/or the thermoplastic polymer.
    Type: Grant
    Filed: July 3, 1996
    Date of Patent: February 11, 1997
    Assignee: Honda Giken Kogyo Kabushiki Kaisha
    Inventors: Tatsuya Hattori, Kazuhiro Kagawa
  • Patent number: 5597861
    Abstract: A waterborne paint is provided by dissolving or dispersing a polyester resin and a crosslinker in an aqueous medium containing a base. The polyester resin contains a hydroxy-terminated polyalkadienediol having an average degree of polymerization from 5 to 50, a hydrogenated product thereof or a mixture thereof in a proportion from 1 to 30% by weight of the entire polyester-forming reactants, and has an acid number from 5 to 150, a hydroxyl number from 30 to 250. The paint is useful for forming a multilayer coating film on automobile bodies by applying the paint between an electrodeposition coating layer and a top coating layer.
    Type: Grant
    Filed: March 15, 1995
    Date of Patent: January 28, 1997
    Assignee: Nippon Paint Company, Ltd.
    Inventors: Yasuhiko Nakae, Shigeru Ishida, Shoichi Mure, Yasuhiro Shibata