Contains An Amine-, N-c(=x)-, Or N-s(=o)-containing Reactant Or Polymer Thereof (x Is Chalcogen) Patents (Class 525/443)
  • Patent number: 4752532
    Abstract: A primer composition primarily for the end of line repair of automobiles and trucks that has excellent adhesion to all types of substrates such as metal and plastics, and contains solvents and a film forming binder and pigments; wherein the binder contains about(1) 50-85% by weight, based on the weight of the binder, of a polyester of an alkylene diol, trimethylylol alkane, an aromatic dicarboxylic acid and a saturated aliphatic dicarboxylic acid having 3-10 carbon atoms wherein the hydroxyl groups of the polyester are esterified with an acid anhydride; the polyester copolymer has an acid no. of about 30-100, a hydroxyl number of about 50-120, a number average molecular weight of about 500-3,000 and a weight average molecular weight of about 1,000-6,000; and(2) 15-50% by weight, based on the weight of binder, of a methylated and butylated melamine formaldehyde agent having a degree of polymerization of about 1.5-2.0.
    Type: Grant
    Filed: October 31, 1986
    Date of Patent: June 21, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Zita Starka
  • Patent number: 4746703
    Abstract: This invention relates to a biaxially or multi-axially oriented, heat set film, which has on its surface numerous unevenesses, which comprise indentations around a protrusion. The protrusions comprise crosslinked or hardened organic particles having an average particle size of from 0.01 to 5.0 microns and having a narrow particle size distribution. The film surface has a mean surface roughness value Ra of from 0.005 to 0.10 micron.
    Type: Grant
    Filed: January 8, 1986
    Date of Patent: May 24, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hermann Dallmann, Walter Seifried, Werner Schaefer, Siegfried Janocha, Harmut Hensel
  • Patent number: 4740566
    Abstract: A thermosetting high gloss color-keyed primer-surfacer comprises 50-70% by weight of a film-forming component consisting essentially of, by weight, 40-70% of a polyester polyol formed by reaction of dimethyl 1,4-dicyclohexanedicarboxylate, dicarboxylic acids, and branched-chain glycols; 20-40% of an aminoplast resin; and 5-10% of an epoxy resin.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: April 26, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Henry S. Tremper, III
  • Patent number: 4737551
    Abstract: A solvent-based thermosetting coating composition comprising hydroxy functional urethane modified polyester resin and amine-aldehyde crosslinking agent. The coating composition may be formulated as a hot sprayable, high solids coating composition suitable for use as chip resistant automotive vehicle primer suitable for use on motor vehicle body panel areas subject to chipping by stones, gravel and other road debris. Alternatively, the composition may be formulated as a high solids composition sprayable with conventional spraying equipment. The hydroxy functional urethane modified polyester resin is the product of polymerization of lactone monomers in the presence of hydroxy-containing urethane modified polyester precursor. The polymerization reaction mixture comprises between about 10 and about 80 weight percent the hydroxy-containing urethane modified polyester precursor and between about 90 and about 20 weight percent lactone monomers.
    Type: Grant
    Filed: June 23, 1986
    Date of Patent: April 12, 1988
    Assignee: E. I. DuPont de Nemours and Company
    Inventors: Andrew H. Dervan, Panagiotis I. Kordomenos
  • Patent number: 4734467
    Abstract: A coil coating composition consisting essentially of (A) a binder component comprising a mixture of a linear polyester resin and a branched polyester resin, having a hydroxyl value of 40 to 90, and (B) a crosslinking component selected from melamine resin, at least part of which is methyl methylolated melamine, or isocyanate compound. Said polyester resins are herein defined. The coating composition is useful in a coil coating and results in a coating with excellent properties in respect of hardness, bending processability, fastness to boiling water, weather resistance, chemical resistance, marker stain resistance and the like.
    Type: Grant
    Filed: August 7, 1986
    Date of Patent: March 29, 1988
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Hirotoshi Umemoto, Hiromichi Tamasaki
  • Patent number: 4714657
    Abstract: A protective coating composition containing certain polyester polyols and an aminoplast derivative is applied to a thermoplastic substrate to produce a thermoformable article having mar- and solvent-resistance.
    Type: Grant
    Filed: April 18, 1985
    Date of Patent: December 22, 1987
    Assignee: General Electric Company
    Inventors: Clayton B. Quinn, Richard R. McClish, James E. Moore
  • Patent number: 4713410
    Abstract: A heat curable aqueous emulsion coating composition is disclosed which is adapted to deposit a release coating which stratifies to allow less silicone to effectively coat a given surface area. This emulsion comprises water containing: (1) a fatty acid or fatty alcohol-containing hydroxy-functional polyester having a hydroxy value of at least about 40 and which is a free flowing liquid at room temperature; (2) a cross-linking agent for said hydroxy resin; and (3) at least one silicone reactive with said hydroxy-functional resin and/or said cross-linking agent to provide a release function. The hydroxy-functional polyester and the cross-linking agent serve to emulsify the silicones in the aqueous phase of the emulsion.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: December 15, 1987
    Assignee: DeSoto, Inc.
    Inventors: John Katchko, Karel Kirz, Thomas H. Plaisance
  • Patent number: 4710542
    Abstract: Novel alkylcarbamylmethyl aminotriazines self-cure and also function as crosslinkers for compounds containing active hydrogen groups. When the active hydrogen-containing compounds are hydroxylated polymers, coatings are provided with exceptional resistance to detergent and salt-spray exposure and improved abrasion resistance. The novel aminotriazines also can be combined with fillers as binders which when cured provide shaped articles of manufacture, such as insulation and foundry core molds.
    Type: Grant
    Filed: May 16, 1986
    Date of Patent: December 1, 1987
    Assignee: American Cyanamid Company
    Inventors: Peter S. Forgione, Balwant Singh
  • Patent number: 4708984
    Abstract: Novel beta-hydroxyalkylcarbamylmethyl aminotriazines function in self-condensation and as crosslinkers for amino resins and also compounds containing active hydrogen groups. The compositions cure to coatings with excellent properties, and they can be used as binders for fillers such as insulating glass and foundry sand.
    Type: Grant
    Filed: May 16, 1986
    Date of Patent: November 24, 1987
    Assignee: American Cyanamid Company
    Inventors: Peter S. Forgione, Balwant Singh
  • Patent number: 4703101
    Abstract: A crosslinkable composition comprising a polyepoxide and a polyacid which is the half-ester formed from reacting an acid anhydride with a polyol is disclosed. The compositions are useful as coatings, particularly as clear coats in color-plus-clear coatings.
    Type: Grant
    Filed: August 19, 1985
    Date of Patent: October 27, 1987
    Assignee: PPG Industries, Inc.
    Inventors: Debra L. Singer, Rostyslaw Dowbenko, Dennis A. Simpson
  • Patent number: 4699949
    Abstract: Compounds of formula I or II ##STR1## in which n is 1 or 2, R.sup.1 is phenyl, substituted phenyl, alkyl, substituted alkyl, hydrogen, --OH or amino, R.sup.2 is hydrogen, R.sup.3 is hydrogen, alkyl, substituted alkyl, phenyl or substituted phenyl, R.sup.4 is alkyl, phenyl, substituted phenyl, alkylene or arylene, X is --O--, --S--, --CH.sub.2 -- and Y is a direct bond or --CH.sub.2 -- are latent hardening catalysts for acid curable resins. The catalysts are activated by heat and are used in heat-hardening high-solids industrial varnishes and for coil-coatings, can and wood varnishes.
    Type: Grant
    Filed: June 20, 1985
    Date of Patent: October 13, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Godwin Berner, Werner Rutsch
  • Patent number: 4698391
    Abstract: New crosslinked polymers are prepared from a combination of starting materials comprising a polymer, a crosslinking agent for the polymer, and a conductivity agent containing a quaternary ammonium moiety. The conductivity agent contains at least one functional group which, during an otherwise typical process of crosslinking the polymer through the crosslinking agent, reacts to bond the conductivity agent covalently and pendently to the crosslinking agent or the polymer. The resultant crosslinked polymer has lower electrical resistivity due to inclusion of the conductivity agent.
    Type: Grant
    Filed: July 30, 1986
    Date of Patent: October 6, 1987
    Assignee: Eastman Kodak Company
    Inventors: Paul D. Yacobucci, Thomas Albano
  • Patent number: 4686275
    Abstract: A saturated linear polyester resin composition suitable for coating a metal for anti-corrosion and/or decorative purposes contains a polyol, a dibasic acid and from about 4 to about 12% by weight solids of a C.sub.16 to C.sub.18 carbon chain oil function in the form of a fatty acid or derivative thereof.
    Type: Grant
    Filed: February 25, 1986
    Date of Patent: August 11, 1987
    Assignee: Valvoline Oil & Chemicals Ltd.
    Inventors: Collin J. Bryant, Tom Mitsopoulos
  • Patent number: 4683271
    Abstract: New siloxane-esters, useful as powder coating resins, are prepared by random condensation polymerization of a hindered glycol and a hydroxy functional silicone having about two ##STR1## groups per molecule wherein R is lower alkyl or phenyl groups and the remaining silicone valences form ring-structured siloxanes. Improved powder properties, including tack temperatures of 150.degree. F. to 220.degree. F., are believed to result in part from the hindered glycols especially those having carboxylic functionality.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: July 28, 1987
    Assignee: The Glidden Company
    Inventors: Ju-Chui Lin, Kirk J. Abbey, Gary P. Craun, Peter V. Robinson
  • Patent number: 4634738
    Abstract: A high solids curable polymer resin coating composition comprising mixed ether aminoplasts containing C.sub.8 to C.sub.12 alkoxymethyl and methoxymethyl groups and a hydroxy-containing resin. The coating composition provides improved intercoat adhesion and cross-link density. Examples of the hydroxy-containing resin are acrylic, alkyd and polyester resins.
    Type: Grant
    Filed: February 26, 1985
    Date of Patent: January 6, 1987
    Assignee: Monsanto Company
    Inventor: J. Owen Santer
  • Patent number: 4632961
    Abstract: A colored base composition comprising a dispersing amphoteric resin and pigment, said amphoteric resin being prepared by the addition or condensation reaction of an acidic resin bearing both of an electron acceptant group and a functional group and a basic resin and/or basic low molecular weight compound bearing both of an electron donative group and a functional group, the functional group located on one side of the reactants being an active hydrogen and/or active alkoxyl group and the functional group located on the other side of the reactants being a group which is reactive with said active hydrogen and/or active alkoxyl. This base composition is quite stable, compatible with various kinds of resins and pigments and capable of producing a paint composition with excellent film performance.
    Type: Grant
    Filed: August 9, 1983
    Date of Patent: December 30, 1986
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Kouichi Tsutsui, Hirotoshi Umemoto, Shoji Ikeda
  • Patent number: 4618657
    Abstract: A heat curable coating composition which deposits a release coating containing a smaller proportion of silicone release material is disclosed. This composition comprises (1) an hydroxy-functional resin which is preferably a polyester resin; (2) a cross-linking agent for the polyester, such as an aminoplast resin; and (3) at least one and preferably a mixture of at least two reactive silicones which are preferably polysiloxanes. These two polysiloxanes comprise: (A) a hydrogen- or alkoxy-functional polysiloxane; and (B) an elastomeric polysiloxane reactive with the hydrogen- or alkoxy-functional polysiloxane to provide release properties. Either or both of the polysiloxanes are reactive with the hydroxy-functional resin or the cross-linking agent. Components (1), (2) and (3) are compatible in a liquid admixture which may contain a volatile inert organic solvent or which may be solvent-free.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: October 21, 1986
    Assignee: DeSoto, Inc.
    Inventors: John Katchko, Thomas H. Plaisance, Karel Kriz
  • Patent number: 4616054
    Abstract: The invention describes a composition and method for the reduction of volatile organic emissions from polyester compositions having a hydroxyl value of at least 150 using water and an organic solvent.
    Type: Grant
    Filed: December 18, 1984
    Date of Patent: October 7, 1986
    Assignee: Cargill Incorporated
    Inventor: Morris R. Olson
  • Patent number: 4598110
    Abstract: A resin composition comprising(I) a granular or powdery resin which is a condensation product of a phenol, an aldehyde and optionally a nitrogen-containing compound having at least two active hydrogens and is characterized by (A) containing spherical primary particles and their secondary agglomerated particles each having a particle diameter of 0.1 to 150 microns, (B) having such a size that at least 50% by weight thereof can pass through a 100 Tyler mesh sieve, and (C) having a free phenol content, determined by liquid chromatography, of not more than 500 ppm, and(II) at least one member selected from the group consisting of (1) a rubbery elastic material, (2) a thermoplastic resin and (3) a curable resin other than said granular or powdery resin (I) and/or a filler material other than said granular or powdery resin (I).
    Type: Grant
    Filed: June 12, 1984
    Date of Patent: July 1, 1986
    Assignee: Kanebo Ltd.
    Inventors: Hiroaki Koyama, Shigeo Shimizu
  • Patent number: 4578436
    Abstract: A novel resinous composition used for coating comprising an amphoteric polyester resin whose acidic groups are capable of developing a resinous acid value are controlled in kind and are modified with saturated alicyclic acids and etherified amino-formaldehyde resins. This resinous composition is characterized by having all of the advantages possessed by oil-free polyester resin compositions in respect to weather resistance, the mechanical properties of the coating, interlaminar adhesion and the like, and furthermore, are excellent, inter alia, weather resistance because of be modified with saturated alicyclic acids. Also the curing properties are improved because of the control of the acidic groups and because the resins are amphoteric, they are compatible with melamine resins and have excellent pigment dispersibility. The invention also provides a coating composition containing as a vehicle, the abovementioned resinous composition.
    Type: Grant
    Filed: May 2, 1984
    Date of Patent: March 25, 1986
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Hirotoshi Umemoto, Hisaki Tanabe, Akihiro Kanakura, Shinji Nakano
  • Patent number: 4575536
    Abstract: A coating composition comprising as resinous vehicle, a melamine resin, and a crosslink curable type resin having functional groups capable of reacting with the melamine resin, which is characterized in that the melamine resin has a weight-average molecular weight by Gel Permeation Chromatography of 6000 to 12000 and bears as functional groups, imino, methylol and alkoxymethylol groups, the sum of imino and methylol groups being, when expressed in terms of average number per triazine nucleus, 2.0 to 2.5, the number of alkoxymethylol groups being 2.0 or more, and the ratio of methylol groups to imino groups being 1.0 to 2.5.The coating composition is characterized by having, inter alia, a low temperature curing property and excellent intercoat adhesion.
    Type: Grant
    Filed: March 30, 1984
    Date of Patent: March 11, 1986
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Hiromichi Tamasaki
  • Patent number: 4563492
    Abstract: A resinous composition for coating use comprising an amphoteric resin having an acidic resinous component and a basic component of a basic compound, and an amino-formaldehyde resin etherified with monohydric alcohol having 1 to 4 carbon atoms and/or isocyanate compound, which is characterized by the fact that the basic component of a said amphoteric resin consists of a basic compound whose titration midpoint potential in non-aqueous potentiometric titration, when incorporated into the resin, is less than 450 mV, and the basicity of the amphoteric resin is within the range of 1.0.times.10.sup.-2 to 1.0 m mol/g solid. This composition can exhibit excellent pigment dispersibility and is useful as resinous vehicle for a coating composition to be used as a top coat for automobile bodies and the like.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: January 7, 1986
    Inventors: Hirotoshi Umemoto, Hisaki Tanabe, Akihiro Kanakura, Shinji Nakano
  • Patent number: 4552803
    Abstract: Fire retardant compositions in the form of a powder are produced from the following components:______________________________________ Component Parts by Weight ______________________________________ Aldehyde 70-140 Ammonium phosphate 50-250 Ammonium, alkali metal or 50-250 alkaline earth metal compound or salt Urea reactant 70-190 Hydroxy reactant 20-60 Phosphoric acid 150-250 ______________________________________Also provided are retardant compositions containing the powder and methods for treating substrates, such as paper or wood, as well as cotton, wool, and synthetic textiles to impart fire retardant properties thereto.
    Type: Grant
    Filed: August 21, 1984
    Date of Patent: November 12, 1985
    Inventor: Glenn A. Pearson
  • Patent number: 4551492
    Abstract: A polyester composition in organic solvents with about 40% polyester, 26% melamine crosslinker and 16% cellulose acetate butyrate provides a coating composition with 18% binder solids.
    Type: Grant
    Filed: December 27, 1984
    Date of Patent: November 5, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Armand Aerts
  • Patent number: 4550137
    Abstract: In a curable composition capable of acid catalyzed crosslinking and having as its principal components an active hydrogen-containing resin, a crosslinking agent present externally and/or internally as a part of the active hydrogen-containing resin, and an acid catalyst, cure can be readily attained by using as the acid catalyst, a catalytic amount of a latent acid catalyst which is the reaction product of a member selected from a lactam, an amino acid, an amino ester and an aminoalkyl ester; an alcohol or water; and a member selected from a sulfonic acid, sulfuric acid, and phosphoric acid.
    Type: Grant
    Filed: March 28, 1983
    Date of Patent: October 29, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Rostyslaw Dowbenko, Barbara A. Greigger
  • Patent number: 4548998
    Abstract: This invention encompasses an improved high solids, solvent-based, thermosetting composition having the necessary hardness and flexibility that make it an effective coating for both elastomeric and hard metal substrates. The composition comprises a polyester-urethane polyol and a curing agent such as an aminoplast. The improvement herein comprises the method of preparing the polyester-urethane polyol which comprises reacting together urea, polyamine and a polyester polyol.
    Type: Grant
    Filed: December 7, 1984
    Date of Patent: October 22, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Wen-Hsuan Chang, Ronald R. Ambrose
  • Patent number: 4537923
    Abstract: Polyalkylpiperidinesulfonic acid esters of the formulae I and IIB--X--O--SO.sub.2 --A).sub.m (I)(B'--X--O--SO.sub.2).sub.2 A' (II),in which A, A', B, B', X and m are as defined in claim 1, the polyalkylpiperidine group being present in each of the substituents B and B'. These esters are suitable for use as curing catalysts for acid-curable resins and act therein, at the same time, as light stabilizers.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: August 27, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Mario Slongo, Friedrich Karrer
  • Patent number: 4535031
    Abstract: Modified aminoplast resin comprising:(a) 60 to 99.5% by weight of an aminoplast precondensate which has been etherified with a lower alkanol to an extent not exceeding 10% and(b) 0.5 to 40% by weight of a modifying agent which comprises a mixture of (i) a water-soluble polyester prepared from carboxylic acids with at least one carboxyl and dihydric or polyhydric alcohols, and (ii) sufficient free diol or polyol whereby the mixture has a ratio of the sum of free and esterified hydroxyls of 0.8 to 4.5 moles for each mole of the sum of free and esterified carboxyls which resins are useful in impregnating webs for producing laminates and panels of wood-based materials.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: August 13, 1985
    Assignee: Cassella Aktiengesellschaft
    Inventors: Peter Dorries, Thomas Gotze, Steffen Piesch, Manfred Schon, Gunther Wulff, Karl Hintermeier
  • Patent number: 4535132
    Abstract: This invention encompasses a high solids, solvent-based, thermosetting composition having the necessary hardness and flexibility that make it an effective coating for both elastomeric and metal substrates. The composition comprises a polyester polyol and a curing agent such as an aminoplast.
    Type: Grant
    Filed: December 12, 1983
    Date of Patent: August 13, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Ronald R. Ambrose, Wen-Hsuan Chang, David T. McKeough, Delano R. Eslinger, Samuel Porter, Jr.
  • Patent number: 4535128
    Abstract: A resinous composition for coating use comprising a resin obtained by the reaction of base resin having as essential groups, both carboxyl groups derived from a polycarboxylic acid whose titration midpoint potential in non-aqueous potentiometric titration is more than -300 mV in a state capable of developing a resinous acid value and a functional group reactive with a crosslinking agent, and an alkyleneimine compound in an amount equivalent to resinous acid value of 0.01 to 50, the resinous acid value based on said polycarboxylic acid in the final composition being 2 to 50.This is useful for the preparation of a coating composition having improved curing property, storage stability and time color stability.
    Type: Grant
    Filed: December 30, 1983
    Date of Patent: August 13, 1985
    Inventors: Hirotoshi Umemoto, Hisaki Tanabe, Shinji Nakano
  • Patent number: 4530977
    Abstract: An hydroxy-functional polyurethane reaction product is disclosed which enables the provision of thermosetting solution coating compositions which cure at low temperature to form flexible coatings. These polyurethanes are provided by the reaction of an organic diisocyanate with a stoichiometric excess of an essentially linear hydroxy-functional polyester which is the polyesterification reaction product of C.sub.4 -C.sub.10 aliphatic dicarboxylic acid or anhydride thereof with a stoichiometric excess of C.sub.3 -C.sub.8 aliphatic diol providing an alcohol/acid molar ratio of 3/2 to 6/5. The reaction is substantially complete as indicated by an acid number less than 10, and the diisocyanate is used in an amount providing an NCO/OH ratio of from 2/3 to 12/13. The thermosetting solution coating composition is provided by an organic solvent having dissolved therein from 5-50% of total resin solids of a curing agent reactive with hydroxy groups together with the polyurethane which has been described.
    Type: Grant
    Filed: July 30, 1984
    Date of Patent: July 23, 1985
    Assignee: DeSoto, Inc.
    Inventors: Ronald J. Lewarchik, Gerry K. Noren, Ronald Metcalfe, Demetrius J. Bonin, Erwin S. Poklacki
  • Patent number: 4530976
    Abstract: This invention is directed to flexible basecoat/clearcoat coating systems which have excellent adherence to metal and plastic substrates and possess superior weathering properties. The clearcoat and basecoat composition comprises hydroxy-containing urethane modified polyester, made by reacting a urethane modified diol with polyol and diacid component, and crosslinking agent. The crosslinking agent of the pigmented basecoat composition comprises amine-aldehyde crosslinking agent. The crosslinking agent of the clearcoat comprises polyisocyanate crosslinking agent. Optionally, either or both compositions may comprise a high molecular weight linear polyurethane.
    Type: Grant
    Filed: October 13, 1983
    Date of Patent: July 23, 1985
    Assignee: Ford Motor Company
    Inventors: Panagiotis I. Kordomenos, Kenneth R. Kurple, Delores J. Alexander
  • Patent number: 4529665
    Abstract: In a curable composition which contains as its principal components an active hydrogen-containing resin, a curing agent, and an acid catalyst, improved properties result by utilizing as the acid catalyst an ammonium salt or substituted ammonium salt of a sulfocarboxylic acid ester. The resultant composition is capable of curing at a low temperature and exhibits good appearance, solvent resistance and intercoat adhesion.
    Type: Grant
    Filed: December 23, 1983
    Date of Patent: July 16, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Suryya K. Das, Samuel Porter, Jr., William P. Blackburn, Karl F. Schimmel, Rostyslaw Dowbenko
  • Patent number: 4525535
    Abstract: A protective surface coating composition particularly useful for wood coating containing hydroxylated polyester, glycoluril, and emulsion polymer can be heat cured to produce cured films on substrates. The coating is particularly useful as wood coatings.
    Type: Grant
    Filed: October 22, 1984
    Date of Patent: June 25, 1985
    Assignee: SCM Corporation
    Inventors: Gary P. Craun, Henry J. DeGraaf
  • Patent number: 4524192
    Abstract: This invention is directed to flexible coating compositions which have excellent adherence to metal and plastic substrates and possess superior weathering properties. The composition comprises hydroxy-containing urethane modified polyesters, amine-aldehyde crosslinking agent and, optionally, high molecular weight linear urethanes. The polyesters are made by reacting urethane modified diol with polyol and acid component.
    Type: Grant
    Filed: October 13, 1983
    Date of Patent: June 18, 1985
    Inventors: Delores J. Alexander, Kenneth R. Kurple, Panagiotis I. Kordomenos
  • Patent number: 4520167
    Abstract: A coating composition comprises an hydroxyalkyl carbamate compound, an amino cross-linker, a polymer containing active sites which are reactive with the cross-linker and, optionally, an acid catalyst. The hydroxyalkyl carbamate compound serves as a reactive diluent in the composition. The composition is stable at ambient temperature and reactive at elevated temperature to form a cross-linked compound in which the hydroxyalkyl carbamate compound is incorporated.
    Type: Grant
    Filed: February 17, 1984
    Date of Patent: May 28, 1985
    Assignee: American Cyanamid Co.
    Inventors: Werner J. Blank, Girish G. Parekh
  • Patent number: 4518746
    Abstract: An essentially linear polyester oligomer having hydroxyl and carboxyl terminal groups for subsequent cure and its production are disclosed. This polyester oligomer is produced by first adducting approximately equimolar amounts of diol carrying two primary hydroxyl groups and a dicarboxylic acid anhydride to form an hydroxy acid. The carboxyl groups of this hydroxy acid are then esterified by reaction with an approximately stoichiometric proportion of diol carrying one primary hydroxyl group and one secondary hydroxyl group, the stoichiometry being based on the total hydroxyl content of the diol and the carboxyl content of the hydroxy acid, to form an hydroxyl-terminated oligomer. This hydroxyl-terminated oligomer is then adducted with a polycarboxylic acid monoanhydride having a carboxyl functionality of at least 3, this monoanhydride being used in an amount of 0.01 to 0.15 equivalents of anhydride per hydroxyl equivalent in the hydroxyl-terminated oligomer.
    Type: Grant
    Filed: March 15, 1984
    Date of Patent: May 21, 1985
    Assignee: DeSoto, Inc.
    Inventors: Kazys Sekmakas, Raj Shah, Ronald J. Lewarchik, Kevin P. Murray
  • Patent number: 4510290
    Abstract: Compounds of the formula I and II ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6, X, Y and n are as defined in claim 1, are latent curing catalysts for acid-curable stoving lacquers. They are distinguished by satisfactory solubility in the acid-curable resin systems, can be stored virtually indefinitely in the dark and, when exposed to shortwave light, make it possible to cure the resins by acid catalysis at a relatively low temperature.
    Type: Grant
    Filed: January 3, 1983
    Date of Patent: April 9, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Rudolf Kirchmayr, Werner Rutsch
  • Patent number: 4501854
    Abstract: An improved curable composition capable of acid catalyzed crosslinking is composed of an active hydrogen-containing resin, a curing agent and a sulfonate as latent acid catalyst. The catalyst is represented by the following structural formula: ##STR1## wherein: Z is a radical independently selected from C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl, C.sub.6 to C.sub.18 aryl, halogen, alkoxy, hydroxyl, and aryloxy;R is independently selected from hydrogen, C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl, and C.sub.6 to C.sub.18 aryl;R.sup.1 is independently selected from C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl, hydroxyalkyl, and hydroxycycloalkyl;y is an integer from 0 to 4,w is an integer from 0 to 2, andx is an integer from 1 to 3, with the proviso that when w is 0, y is an integer from 1 to 4 and x is an integer from 2 to 3 and when y is 0, w is an integer from 1 to 2 and x is an integer from 1 to 3.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: February 26, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Debra L. Singer, Gregory J. McCollum, Rostyslaw Dowbenko
  • Patent number: 4501863
    Abstract: A resinous composition for coating use comprising a resin having a resinous acid value derived from polycarboxylic acid whose titration midpoint potential in non-aqueous potentiometric titration is more than -300 mV under the state capable of developing resinous acid value of 2 to 50 and having a functional group reactive with a crosslinking agent, and preparation thereof.The composition is useful for the preparation of coating composition having improved curing property.
    Type: Grant
    Filed: December 30, 1983
    Date of Patent: February 26, 1985
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Hirotoshi Umemoto, Hisaki Tanabe, Mitsuo Yamada, Shinji Nakano
  • Patent number: 4500680
    Abstract: Curable compositions with improved humidity resistance are composed of an active hydrogen-containing resin which is essentially free of glycidyl groups, a curing agent present externally and/or internally as a part of the active hydrogen-containing resin, and a catalytic amount of a sulfonic acid having a molecular weight of less than 500 and represented by the following structural formula: ##STR1## wherein: Z is a radical independently selected from C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl, C.sub.6 to C.sub.18 aryl, halogen, alkoxy, and aryloxy;R is independently selected from hydrogen, C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl and C.sub.6 to C.sub.18 aryl;y is an integer from 0 to 4; w is an integer from 0 to 2;x is an integer from 1 to 3, with the proviso that when w is 0, y is an integer from 1 to 4 and x is an integer from 2 to 3 and when y is 0, w is an integer from 1 to 2 and x is an integer from 1 to 2.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: February 19, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Debra L. Singer, Gregory J. McCollum, Rostyslaw Dowbenko, James B. O'Dwyer
  • Patent number: 4500689
    Abstract: A low cost resinous insulating solution is made by blending a polyester resin with a solution of a reaction product admixture containing long chain alkyl phenol, short chain alkyl phenol, crosslinking agent, aldehyde and alkali catalyst.
    Type: Grant
    Filed: December 30, 1983
    Date of Patent: February 19, 1985
    Assignee: Westinghouse Electric Corp.
    Inventor: Charles H. Thomas
  • Patent number: 4482698
    Abstract: A thermosetting coating composition containing an acid-curable amino resin and from 0,1 to 10 percent by weight of a blocked sulphonic acid, calculated on the weight of amino resin. The blocked acid used is an O-sulphonyl hydroxamic ester of the formula [RSO.sub.2 ONHCOO].sub.n A, wherein n represents an integer from 1 to 5 and R and A are organic groups.The new blocked acids are better soluble in the current solvents used in these coating compositions.The compositions may be used advantageously for coating a substrate by electrostatic spraying.
    Type: Grant
    Filed: August 8, 1983
    Date of Patent: November 13, 1984
    Assignee: Akzo N.V.
    Inventor: Johan B. Reesink
  • Patent number: 4476277
    Abstract: A resin composition comprising(I) a granular or powdery resin which is a condensation product of a phenol, an aldehyde and optionally a nitrogen-containing compound having at least two active hydrogens and is characterized by (A) containing spherical primary particles and their secondary agglomerated particles each having a particle diameter of 0.1 to 150 microns, (B) having such a size that at least 50% by weight thereof can pass through a 100 Tyler mesh sieve, and (C) having a free phenol content, determined by liquid chromatography, of not more than 500 ppm, and(II) at least one member selected from the group consisting of (1) a rubbery elastic material, (2) a thermoplastic resin and (3) a curable reisn other than said granular or powdery resin (I) and/or a filler material other than said granular or powdery resin (I).
    Type: Grant
    Filed: December 23, 1982
    Date of Patent: October 9, 1984
    Assignee: Kanebo Ltd.
    Inventors: Hiroaki Koyama, Shigeo Shimizu
  • Patent number: 4468495
    Abstract: Fire retardant compositions in the form of a powder are produced from the following components:______________________________________ Component Parts by Weight ______________________________________ Aldehyde 70-110 Ammonium phosphate 120-180 Ammonium sulfate 120-180 Urea 120-180 Alkanolamine 35-50 Phosphoric acid 100-150 ______________________________________Also provided are fire retardant compositions containing the powder, and methods for treating substrates such as paper or wood to impart fire retardant properties thereto.
    Type: Grant
    Filed: January 28, 1983
    Date of Patent: August 28, 1984
    Inventor: Glenn A. Pearson
  • Patent number: 4465815
    Abstract: A novel polyhydroxy oligomer crosslinkable with amine-aldehyde to form a coating composition adapted for use as an automotive topcoat which upon curing forms a hard, glossy, durable coating with outstanding weatherability and excellent resistance to solvents and water. The coating composition comprises:(A) a polyhydroxy oligomer having a number average (M.sub.n) molecular weight of between about 300-2000 and being the reaction product of:(i) an acid ester made by reacting(a) a C.sub.3 -C.sub.10 aliphatic branched diol, and(b) an alkyl hexahydrophthalic anhydride, wherein (a) and (b) are combined in the reaction mixture in amounts and under conditions sufficient to result in reaction in a molar ratio of greater than 1:1 up to 1:2; and(ii) a monoepoxide C.sub.2 -C.sub.10 monomer, the monomer is included in an amount sufficient to provide reaction of about 1.0 epoxide groups for each acid group of the acid ester;(B) an amine-aldehyde crosslinking agent; and(C) optionally a hydroxy functional additive.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: August 14, 1984
    Assignee: Ford Motor Company
    Inventor: Mohinder S. Chattha
  • Patent number: 4459401
    Abstract: An essentially linear polyester oligomer having hydroxyl and carboxyl terminal groups for subsequent cure and its production are disclosed. This polyester oligomer is produced by first adducting approximately equimolar amounts of diol carrying two primary hydroxyl groups and a dicarboxylic acid anhydride to form an hydroxy acid. The carboxyl groups of this hydroxy acid are then esterified by reaction with an approximately stoichiometric proportion of diol carrying one primary hydroxyl group and one secondary hydroxyl group, the stoichiometry being based on the total hydroxyl content of the diol and the carboxyl content of the hydroxy acid, to form an hydroxyl-terminated oligomer. This hydroxyl-terminated oligomer is then adducted with a polycarboxylic acid monoanhydride having a carboxyl functionality of at least 3, this monoanhydride being used in an amount of 0.01 to 0.15 equivalents of anhydride per hydroxyl equivalent in the hydroxyl-terminated oligomer.
    Type: Grant
    Filed: May 4, 1983
    Date of Patent: July 10, 1984
    Assignee: DeSoto, Inc.
    Inventors: Kazys Sekmakas, Raj Shah, Ronald J. Lewarchiki, Kevin P. Murray
  • Patent number: 4450200
    Abstract: A composition forming coated films having an excellent chipping resistance, containing:A. at least one polyester resin derived from (1) at least one acid component selected from the group consisting of dibasic acids and derivatives thereof and (2) at least one alcohol component selected from the group consisting of polyhydric alcohols and derivatives thereof; andB. at least one aminoplast resin having a number-average molecular weight of 800 to 1400,The polyester resin containing at least 20% by weight of the acid component being an aliphatic dibasic acid having 4 to 10 carbon atoms and at least 20% by weight of the alcohol component being a dihydric alcohol having 2 to 6 carbon atoms, the polyester resin having a number-average molecular weight of 2000 to 4000, a hydroxyl number of 30 to 75 and an acid number of 5 to 15.The weight ratio of the polyester resin to the aminoplast resin is 60/40 to 95/5.
    Type: Grant
    Filed: August 17, 1982
    Date of Patent: May 22, 1984
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Susumu Iwato, Tatuo Nakamura, Takeo Kurauchi
  • Patent number: 4442270
    Abstract: Disclosed are crystalline polyesters having low melt viscosities, and thermosetting compositions comprising these polyesters. The compositions are especially useful as powder coatings. At least 40 mole percent of the acid moiety is a terephthalic or isophthalic acid moiety, and the polyester contains as moieties of the dihydric alcohol about 40-100 mole percent 1,6-hexanediol, the polyester being further characterized as having a molecular weight of about 700-3000, a melt viscosity of about 50-3000 cps at 160.degree. C. and a hydroxyl number of about 30-160.
    Type: Grant
    Filed: February 8, 1983
    Date of Patent: April 10, 1984
    Assignee: Eastman Kodak Company
    Inventors: David T. Passmore, Willis C. Wooten, Paul McBride
  • Patent number: RE31961
    Abstract: A high solids pigmented coating composition is prepared from a curing agent and an ester diol binder which is a mixture of(a) 20-80 mole % of a compound having the general formula: ##STR1## where R.sub.1 represents the group formed by abstraction of the two carboxyl groups from a cycloaliphatic and/or aromatic dicarboxylic acid having 8 to 20 carbon atoms and R.sub.2 and R.sub.3 may be the same or different and represent groups formed by abstraction of the two hydroxyl groups from a divalent alcohol having 2 to .[.12.]. .Iadd.6 .Iaddend.carbon atoms, and m is a number of 1 - 3, and(b) 80-20 mole % of a compound having the general formula: ##STR2## where R.sub.4 represents the group formed by abstraction of the two carboxyl groups from an aliphatic dicarboxylic acid having 2 to 12 carbon atoms, and R.sub.5 and R.sub.6 may be the same or different and represent groups formed by abstraction of the two hydroxyl groups from a divalent alcohol having 2 to .[.12.]. .Iadd.6 .Iaddend.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: July 30, 1985
    Assignee: Akzo nv
    Inventor: Roelof Buter