Heterocyclic Compound Contains A 1,2-epoxy Ring Patents (Class 528/250)
  • Patent number: 5034501
    Abstract: A process for producing a resin is disclosed, comprising reacting (a) a polyalkylenepolyamine, (b) an alicyclic dibasic carboxylic acid and/or a reaction product having a free carboxyl group that is obtained by reacting an alicyclic dibasic carboxylic acid with a glycol, (c) a urea, and (d) an aldehyde and/or an alkylating agent. The resulting resin is useful as a wet strength agent to provide a paper coating composition having improved printability and printing effects.
    Type: Grant
    Filed: September 18, 1990
    Date of Patent: July 23, 1991
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Shigeru Ura, Haruo Tanaka, Hisao Takagishi, Yoshiya Fukuyama, deceased
  • Patent number: 5004798
    Abstract: Cationic copolymerization of trioxane and trimethylolpropane (TMP) formal or its ester derivatives yields acetal copolymers having pendant functional groups. The TMP formal or ester derivatives of TMP formal may therefore include functional groups selected from hydroxyl or ester moieties which are protected and thus survive the copolymerization with trioxane. These groups may then be present as functional reactive sites for the subsequent synthesis of block copolymers and/or to chemically bind modifiers to the acetal copolymer backbone, for example.
    Type: Grant
    Filed: May 12, 1989
    Date of Patent: April 2, 1991
    Assignee: Hoechst Celanese Corporation
    Inventors: Jerry A. Broussard, Andrew B. Auerbach, Nan L. Yang, James L. Paul, Yong C. Zheng, Chong L. Zhang
  • Patent number: 4987176
    Abstract: Reinforced polyoxymethylene materials containing(A) one or more polyoxymethylene homopolymers and/or copolymers and(B) wollastonite, advantageously in a weight ratio of components (A) to (B) of from 95:50 to5:50, with or without(C) additives in effective amounts, the wollastonite crystals (B) have a mean thickness equal to or smaller than 5 .mu.m and a mean length/thickness ratio equal to or greater than 5. The molding materials are prepared by introducing the wollastonite crystals (B) into the melt of component (A) at from 180.degree. to 260.degree. C., advantageously by means of an extruder.
    Type: Grant
    Filed: July 20, 1988
    Date of Patent: January 22, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Heiner Goerrissen, Gerhard Heinz, Albrecht Hilt, Georg N. Simon
  • Patent number: 4975519
    Abstract: Cationic polymerization of trioxane and a mixture of ester derivatives of .alpha.,.alpha.- and .alpha.,.beta.-isomers of glycerol formal yields acetal terpolymers having pendant functional groups (i.e., ester groups, or hydroxyl groups obtained by hydrolyzing ester groups, pendent from the polymer's backbone). The glycerol formal monomers employed in this invention may include functional groups selected from ester moieties which are protected from, and thus survive, the polymerization process with trioxane. These groups may then be present as functional reactive sites for the subsequent synthesis of block polymers and/or to chemically bind modifiers to the acetal terpolymer backbone, for example.
    Type: Grant
    Filed: May 12, 1989
    Date of Patent: December 4, 1990
    Assignee: Hoechst Celanese Corporation
    Inventors: Nan L. Yang, Andrew Auerbach, Rose Pesce, Jerry A. Broussard, James L. Paul
  • Patent number: 4975518
    Abstract: Cationic copolymerization of trioxane and 1,2,6-hexanetriol formal (HTF) or its ester derivatives yields acetal copolymers having pendant functional groups. The HTF formal or ester derivatives of HTF may therefore include functional groups selected from hydroxyl or ester moieties which are protected, and thus survive, the copolymerization with trioxane. These groups may then be present as functional reactive sites for the subsequent synthesis of block copolymers and/or to chemically bind modifiers to the acetal copolymer backbone, for example.
    Type: Grant
    Filed: May 12, 1989
    Date of Patent: December 4, 1990
    Assignee: Hoechst Celanese Corporation
    Inventors: Jerry A. Broussard, Andrew B. Auerbach, James L. Paul
  • Patent number: 4975520
    Abstract: A process for producing oxymethylene copolymers and terpolymers is disclosed which involves the non-linear addition of gaseous formaldehyde to a cyclic ether having at least two adjacent carbon atoms (1) and, in the case of a terpolymer, to a mixture of at least one (1) and one monoethylenically unsaturated aliphatic diol formal having at least four carbon atoms in its main chain (2), or to a mixture of (1) with a (2), in the presence of a polymerization initiator at a rate controlled so as to conform to a rate determined by kinetic equations that describe the rate of decomposition of trioxane to formaldehyde during conventional copolymerization of trioxane with a cyclic ether. The process and kinetic equations of the invention are applicable to batch reactions, single stream continuous reactions and dual stream continuous reactions.
    Type: Grant
    Filed: March 20, 1989
    Date of Patent: December 4, 1990
    Assignee: Hoechst Celanese Corp.
    Inventor: George L. Collins
  • Patent number: 4956445
    Abstract: Acetal polymer having a high degree of polymerization is obtained using a catalyst of a heteropoly acid or an acid salt thereof in a small amount. The catalyst is represented by formula:H.sub.x [M.sub.m .multidot.M'.sub.n O.sub.l ]yH.sub.2 O (1)whereinM: a central element constituted of at least one member selected from among P, B, Si, Ge, Sn, As, Sb, U, Mn, Re, Cu, Ni, Ti, Co, Fe, Cr, Th and Ce,M': at least one ligand element selected from among W, Mo, V and Nb, m: 1 to 10, n: 6 to 40, l: 10 to 100, x: an integer of 1 or above, and y: 0 to 50.
    Type: Grant
    Filed: December 12, 1988
    Date of Patent: September 11, 1990
    Assignee: Polyplastics Co., Ltd.
    Inventors: Kaoru Yamamoto, Hiroyuki Sano, Shuichi Chino
  • Patent number: 4946930
    Abstract: There is disclosed a biaxially oriented film formed of film forming composition comprising a polyoxymethylene polymer in which the major constituent of the main chains of said polymer each of consists substantially of repeating units of oxymethylene group --CH.sub.2 --O--, said film being characterized in that, when said film is remelted at a temperature above the melting point of said film and the resulting melt is recrystallized isothermally at 140.degree. C. into a solid in film form, the number of polyoxymethylene spherulites in the crystal structure at the surface of the resulting film would be at least 50 per 0.1 mm.sup.2 area of the resulting film surface, as measured with a polarizing microscope through cross-polarizers, and a process for manufacturing the same.
    Type: Grant
    Filed: July 20, 1988
    Date of Patent: August 7, 1990
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Kenji Takasa, Satoshi Iijima
  • Patent number: 4945138
    Abstract: Vinyl ester resins of substituted epoxidized hydroxystyrylaza compounds are disclosed. These vinyl esters may be combined with various reactive monomers, prepolymers or polymers and cured to give a combination of high mechanical strength and glass transition temperature.
    Type: Grant
    Filed: February 28, 1989
    Date of Patent: July 31, 1990
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., John W. Robinson
  • Patent number: 4937312
    Abstract: There are provided new elastomeric copolymers of about 15 to 45 mol %, preferably about 25 to 35 mol % trioxane, about 55 to 85 mol %, preferably about 65 to 75 mol % of 1,3-dioxolane, said mol percents based on the total of trioxane and 1,3-dioxolane, and about 0.005 to 0.15 wt. %, preferably about 0.05 to 0.12 wt. % of 1,4-butanediol diglycidyl ether or butadiene diepoxide as a bifunctional monomer, based on the total weight of copolymer. The elastomeric copolymers may be prepared by mixing said monomers in a substantially dry state and under an inert atmosphere with a cationic polymerization catalyst, e.g., p-nitrobenzenediazonium tetrafluoroborate. The elastomeric copolymers have a strong interaction with moldable, crystalline acetal polymers comprising at least 85 mol % of polymerized oxymethylene units and may be used as a blending agent with such crystalline acetal polymers or as a bonding agent to improve the adhesiveness of the crystalline acetal polymer to other materials.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: June 26, 1990
    Assignee: Hoechst Celanese Corp.
    Inventors: George L. Collins, Kurt F. Wissbrun, Hongkyu Kim
  • Patent number: 4931536
    Abstract: Hydroxy functional acrylamido amino resins comprising hydroxy-hydrocarbyl groups. The resins are produced by reaction of alkoxymethyl amino resins with acrylamide to introduce acrylamidomethyl groups and then with a polyol to introduce hydroxy functionality. The hydroxy functional acrylamido amino resins may be epoxidized to form polyglycidamides which can then be formulated with epoxy reactants to provide curable epoxy systems.
    Type: Grant
    Filed: May 27, 1988
    Date of Patent: June 5, 1990
    Assignee: Monsanto Company
    Inventor: William F. Pfohl
  • Patent number: 4931537
    Abstract: Curable epoxy systems comprising polyglycidamides and epoxy reactants. The polyglycidamides are hydroxy functional polyglycidamides derived from amino resins. The epoxy systems can be used as laminating, encapsulating and coating resins. When the epoxy reactant is an anhydride, cure under ambient conditions is obtained.
    Type: Grant
    Filed: May 27, 1988
    Date of Patent: June 5, 1990
    Assignee: Monsanto Company
    Inventor: William F. Pfohl
  • Patent number: 4906726
    Abstract: A water-based coating composition comprising as the first component, a mixture of a polyaldehyde chosen from the group consisting of glyoxal, glutaraldehyde and derivatives of glyoxal and glutaraldehyde, and a water dispersible component chosen from the group consisting of epoxy resin emulsions which can be emulsified in water, synthetic latexes stable at about pH 7 or less, low molecular weight resin emulsions, epoxy ester emulsions, water emulsified alkyds, and cationic, anionic and non-ionic asphalt emulsions and, as the second component, the non-gel reaction product of (I) urea-formaldehyde ether monomer, urea-formaldehyde phenol monomer, urea-nonylphenol formaldehyde monomer, thiourea-formaldehyde ether monomer, melamine formaldehyde ether monomer hexamethoxymethyl melamine, with (II) a polyamine chosen from a group consisting of primary and secondary amines and/or a monoamine, combined with (III) a hydroxide or oxide of calcium, strontium or barium.
    Type: Grant
    Filed: March 13, 1989
    Date of Patent: March 6, 1990
    Assignee: Adhesive Coatings Co.
    Inventor: Lowell Cummings
  • Patent number: 4898925
    Abstract: There are provided new elastomeric copolymers of about 15 to 45 mol %, preferably about 25 to 35 mol % trioxane, about 55 to 85 mol %, preferably about 65 to 75 mol % of 1,3-dioxolane, said mol percents based on the total of trioxane and 1,3-dioxolane, and about 0.005 to 0.15 wt. %, preferably about 0.05 to 0.12 wt. % of 1,4-butanediol diglycidyl ether or butadiene diepoxide as a bifunctional monomer, based on the total weight of copolymer. The elastomeric copolymers may be prepared by mixing said monomers in a substantially dry state and under an inert atmosphere with a cationic polymerization catalyst, e.g, p-nitrobenzenediazonium tetrafluoroborate. The elastomeric copolymers have a strong interaction with moldable, crystalline acetal polymers comprising at least 85 mol % of polymerized oxymethylene units and may be used as a blending agent with such crystalline acetal polymers or as a bonding agent to improve the adhesiveness of the crystalline acetal polymer to other materials.
    Type: Grant
    Filed: September 12, 1988
    Date of Patent: February 6, 1990
    Assignee: Hoechst Celanese Corporation
    Inventors: George L. Collins, Kurt F. Wissbrun, Hongkyu Kim
  • Patent number: 4851483
    Abstract: Vinyl ester resins of substituted epoxidized hydroxystyrylaza compounds are disclosed. These vinyl esters may be combined with various reactive monomers, prepolymers or polymers and cured to give a combination of high mechanical strength and glass transition temperature.
    Type: Grant
    Filed: September 25, 1987
    Date of Patent: July 25, 1989
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., John W. Robinson
  • Patent number: 4840978
    Abstract: Described herein are compositions suitable for photocopolymerization comprising a cyclic vinyl ether containing compound and an epoxide. These compositions can be cured to give coatings with improved flexibility and impact resistant properties.
    Type: Grant
    Filed: December 22, 1986
    Date of Patent: June 20, 1989
    Assignee: Union Carbide Corporation
    Inventors: Joseph V. Koleske, George T. Kwiatkowski
  • Patent number: 4806622
    Abstract: Polyacetal obtained by the polymerization of trioxane, for example, suspended in an organic solvent, in the presence of a comonomer (for example, ethylene oxide), is stabilized by hydrolysis in the heated state under pressure and then, after hydrolysis, the reaction mixture is depressurized to atmospheric pressure in order to release an aqueous phase containing the polymer and a vapor phase which contains formaldehyde and trioxane. According to the invention, the latter is recycled directly into the formaldehyde trimerization stage under reduced pressure.
    Type: Grant
    Filed: June 5, 1987
    Date of Patent: February 21, 1989
    Assignee: Solvay & Cie (Societe Anonyme)
    Inventor: Nicolas Hardy
  • Patent number: 4772641
    Abstract: Aqueous gel-forming compositions are prepared by reacting for 1-10 hours at 50.degree.-95.degree. C., melamine, formaldehyde and a sulfurous acid salt with the optional addition of a gel-modifying agent and/or a gelling agent which is added to the composition immediately prior to use.
    Type: Grant
    Filed: June 20, 1985
    Date of Patent: September 20, 1988
    Assignee: Pfizer Inc.
    Inventors: Clifford N. Meltz, Gordon D. Gruetzmacher, Ping W. Chang
  • Patent number: 4764585
    Abstract: Cationic fixing agents based on the reaction products of(a) a monofunctional or polyfunctional amine having one or more primary and/or secondary and/or tertiary amino groups and(b) cyanamide, dicyandiamide, guanidine or bisguanidinegive improved results when the reaction takes place in the presence of a catalyst (K) selected from metals, metal salts and heterocyclic nitrogen-containing organic bases, particularly zinc chloride.
    Type: Grant
    Filed: September 15, 1987
    Date of Patent: August 16, 1988
    Assignee: Sandoz Ltd.
    Inventors: Jurg Heller, Bruno Kissling, Curt Muller, Tibor Robinson, Salvatore Valenti
  • Patent number: 4758608
    Abstract: Ultraviolet curable terpolymers of trioxane, from at least 65 weight percent to about 75 weight percent of 1,3-dioxolane and from about 2 weight percent to about 20 weight percent of a monoethylenically unsaturated aliphatic diol formal having at least 4 carbon atoms in its main chain, e.g., 4,7-dehydro- 1,3-dioxepin, which are non-crystalline at room temperature or above are disclosed. These terpolymers, when admixed with a multifunctional crosslinking monomer, e.g., a multifunctional acrylate such as 1,6-hexanediol diacrylate, and a photosensitizer, e.g., a benzoin compound such as benzoin isobutyl ether, can be cured to an insoluble, non-tacky, rubbery state using UV radiation. The thus-cured polymeric materials form useful crosslinked films, and when cryogenically ground to a suitable small particle size can be blended with conventionally prepared crystalline oxymethylene homo-, co- and terpolymers to improve the latters' impact properties.
    Type: Grant
    Filed: September 14, 1987
    Date of Patent: July 19, 1988
    Assignee: Hoechst Celanese Corporation
    Inventors: George L. Collins, Paul Zema, William M. Pleban
  • Patent number: 4739032
    Abstract: Compositions comprising an oligomer which (a) comprises the repeating unit (AR - CHR), and where Ar is an aromatic group and R is hydrogen or a hydrocarbyl group of hydrogen, (b) has pendant and/or terminal groups which include inter alia acyloxymethyl, hydroxymethyl and carboxyl, and (c) has a functionality between 0.5 and 10, and processes for the preparation thereof are described. These compositions may be used in dental, electrical and electronic applications.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: April 19, 1988
    Assignee: Imperial Chemical Industries plc
    Inventor: Michael E. B. Jones
  • Patent number: 4691000
    Abstract: Copolymers containing oxymethylene and 2-fluoromethoxyethylene repeat units. These copolymers, of improved heat stability, may be prepared by copolymerizing trioxane with a derivative of a cyclic ether whose molecule contains at least two adjacent carbon atoms and in which an oxymethylene group carries a fluoromethyl substituent, especially epifluorohydrin.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: September 1, 1987
    Assignee: Solvay & Cie. (Societe Anonyme)
    Inventors: Andre Collart, Fredy Declerck
  • Patent number: 4582894
    Abstract: A class of epoxy compounds, (i.e. polyglycidamides) are blended with polyamines and other epoxy reactive oligomers to provide crosslinkable coating systems. When the systems are cured they are tough and abrasion resistant, possess solvent, chemical and water resistance and UV stability.
    Type: Grant
    Filed: May 2, 1984
    Date of Patent: April 15, 1986
    Assignee: Monsanto Company
    Inventor: William F. Pfohl
  • Patent number: 4581422
    Abstract: The reaction product of cyanoguanidine, formaldehyde and an amine terminated polyether provides a liquid curing agent for epoxy resins. Epoxy resins are useful in applications such as decorative coatings, encapsulations, adhesives, laminates, potting compounds, etc.
    Type: Grant
    Filed: May 6, 1985
    Date of Patent: April 8, 1986
    Assignee: Texaco, Inc.
    Inventors: George P. Speranza, Harold G. Waddill
  • Patent number: 4581421
    Abstract: The reaction product of imidazole and/or its alkyl derivatives and an aldehyde is described. Epoxy resins containing the product are useful in applications such as decorative coatings, encapsulations, adhesives, laminates, potting compounds, etc.
    Type: Grant
    Filed: May 6, 1985
    Date of Patent: April 8, 1986
    Assignee: Texaco, Inc.
    Inventors: Harold G. Waddill, George P. Speranza
  • Patent number: 4581423
    Abstract: The reaction product of hydantoins, formaldehyde and an amine terminated polyether provides a liquid curing agent for epoxy resins. Epoxy resins are useful in applications such as decorative coatings, encapsulations, adhesives, laminates, potting compounds, etc.
    Type: Grant
    Filed: May 6, 1985
    Date of Patent: April 8, 1986
    Assignee: Texaco, Inc.
    Inventors: George P. Speranza, Harold G. Waddill
  • Patent number: 4539377
    Abstract: Alkenylphenylglycidyl ether capped styryl pyridines and styryl pyrazines are prepared by etherifying with an alkenylphenylglycidyl ether the reaction product of (A) a substituted pyridine and/or pyrazine with (B) a substituted aromatic aldehyde with the proviso that at least one of the components (A) or (B) contains a hydroxyl group which is susceptible to etherification by an alkenylphenylglycidyl ether. These alkenylphenylglycidyl ether capped styryl pyridines and pyrazines can be homopolymerized or copolymerized with other materials to produce polymers having excellent high temperature resistance, good mechanical strength and excellent processability and are used to make cured composites with heat resistant fibers that have applications in high temperature environments such as engine compartments and/or fire walls.
    Type: Grant
    Filed: July 19, 1984
    Date of Patent: September 3, 1985
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4511707
    Abstract: The wet fastness properties of direct or reactive dyeings on cellulosic substrates are improved by aftertreatment with a precondensate of(A) the product of reacting a mono- or polyfunctional primary or secondary amine with cyanamide, dicyandiamide (DCDA), guanidine or biguanidine; or ammonia with cyanamide or DCDA; whereby up to 50 mole % of the cyanamide, DCDA, guanidine or biguanide may be replaced with a dicarboxylic acid or a mono- or di-ester thereof, said product (A) containing reactive hydrogen atoms bound to nitrogen, and either(B) an epihalohydrin or a precursor thereof, or(C) formaldehyde or a formaldehyde precursor, or(D) a dihydroxyalkyleneurea or a methyl ether thereof,followed by formaldehyde or a formaldehyde precursor optionally together with(E) an N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amideand, if (A) is used with (C) or (D), or if (E) is present, together with(F) a catalyst for the cross-linking of N-methylol compounds of the type (E) abov
    Type: Grant
    Filed: January 25, 1984
    Date of Patent: April 16, 1985
    Assignee: Sandoz Ltd.
    Inventors: James R. Runyon, Salvatore Valenti
  • Patent number: 4452606
    Abstract: The wet fastness properties of direct or reactive dyeings on cellulosic substrates are improved by aftertreatment with a precondensate or mixture of(A) the product of reacting a polyalkylenepolyamine in free base or salt form with an epihalohydrin or a precursor thereofand (B) and N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amidein the presence of(C) a catalyst for the cross-linking of N-methylol compounds of the type (B) above,followed by a heat-curing step.
    Type: Grant
    Filed: May 10, 1982
    Date of Patent: June 5, 1984
    Assignee: Sandoz Ltd.
    Inventors: Joseph van Diest, Salvatore Valenti
  • Patent number: 4439203
    Abstract: The wet fastness properties of direct or reactive dyeings on cellulosic substrates are improved by aftertreatment with a precondensate of(A) the product of reacting a mono- or polyfunctional primary or secondary amine with cyanamide, dicyandiamide (DCDA), guanidine or biguanidine; or ammonia with cyanamide or DCDA; whereby up to 50 mole % of the cyanamide, DCDA, guanidine or biguanidine may be replaced with a dicarboxylic acid or a mono- or di-ester thereof, said product (A) containing reactive hydrogen atoms bound to nitrogen,and either (B) an epihalohydrin or a precursor thereofor (C) formaldehyde or a formaldehyde precursoror (D) a dihydroxyalkyleneurea or a methyl ether thereof, followed by formaldehyde or a formaldehyde precursoroptionally together with (E) an N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amideand, if (A) is used with (C) or (D), or if (E) is present, together with (F) a catalyst for the cross-linking of N-methylol compounds of the type (E) ab
    Type: Grant
    Filed: May 10, 1982
    Date of Patent: March 27, 1984
    Assignee: Sandoz Ltd.
    Inventors: James R. Runyon, Salvatore Valenti
  • Patent number: 4399272
    Abstract: A process for producing a polyacetal copolymer, which comprises copolymerizing formaldehyde and a compound selected from the group consisting of alkylene oxides, poly(alkylene oxides), cyclic formals and poly (cyclic formals) in the presence of a Lewis acid and an anionic polymerization catalyst with the exception of metal chelate compounds.
    Type: Grant
    Filed: November 4, 1980
    Date of Patent: August 16, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hisaya Sakurai, Minoru Hamada, Kazuhiko Matsuzaki, Muneaki Aminaka
  • Patent number: 4383077
    Abstract: Disclosed are novel water-soluble, thermosettable resinous compositions derived by reacting a precondensate of dicyandiamide, formaldehyde, a salt of a water-soluble polyaminopolyamide and an ammonium salt with urea and then condensing the reaction product with additional formaldehyde. The resinous compositions are cationic and have particular utility in the manufacture of paper sized with cellulose reactive sizing agents such as ketene dimer sizing agents.
    Type: Grant
    Filed: December 8, 1981
    Date of Patent: May 10, 1983
    Assignee: Hercules Incorporated
    Inventor: Ralph A. Bankert
  • Patent number: 4382129
    Abstract: Disclosed are novel water-soluble, thermosettable resinous compositions derived by reacting a precondensate of dicyandiamide, formaldehyde, a salt of a water-soluble polyaminopolyamide and an ammonium salt with acrylamide and then condensing the reaction product with additional formaldehyde. The resinous compositions are cationic and have particular utility in the manufacture of paper sized with cellulose reactive sizing agents such as ketene dimer sizing agents.
    Type: Grant
    Filed: December 8, 1981
    Date of Patent: May 3, 1983
    Assignee: Hercules Incorporated
    Inventor: Ralph A. Bankert
  • Patent number: 4380603
    Abstract: Disclosed are novel water-soluble, thermosettable resinous compositions derived by reacting a precondensate of dicyandiamide, formaldehyde, a salt of a water-soluble polyaminopolyamide and an ammonium salt with epihalohydrin, condensing the reaction product with additional formaldehyde and then post-modifying the condensate with additional epihalohydrin or a nitrogen-containing compound. The resinous compositions are cationic and have particular utility in the manufacture of paper sized with cellulose reactive sizing agents such as ketene dimer sizing agents.
    Type: Grant
    Filed: December 8, 1981
    Date of Patent: April 19, 1983
    Assignee: Hercules Incorporated
    Inventor: Ralph A. Bankert
  • Patent number: 4380620
    Abstract: In a process for preparing polyoxymethylenes by polymerizing formaldehyde in the presence of an anionic polymerization catalyst, the use of a polyhydric alcohol having at least three alcoholic hydroxyl groups in the molecule permits the preparation of polyoxymethylenes which have desired molecular weights along with improved melt fluidity and which are excellent in processability.
    Type: Grant
    Filed: August 12, 1981
    Date of Patent: April 19, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Kazuhiko Matsuzaki, Minoru Hamada, Hisaya Sakurai
  • Patent number: 4380602
    Abstract: Disclosed are novel water-souble, thermosettable resinous compositions derived by reacting a precondensate of dicyandiamide, formaldehyde, a salt of a water-soluble polyaminopolyamide and an ammonium salt with epihalohydrin and then condensing the reaction product with additional formaldehyde. The resinous compositions are cationic and have particular utility in the manufacture of paper sized with cellulose reactive sizing agents such as ketene dimer sizing agents.
    Type: Grant
    Filed: December 8, 1981
    Date of Patent: April 19, 1983
    Assignee: Hercules Incorporated
    Inventor: David H. Dumas
  • Patent number: 4377667
    Abstract: A polyacetal suitable for moldings which are excellent in lubricity, wear and antistatic properties, which has at least one terminal of its linear polymer molecule capped with an alkylene oxide adduct of an alcohol or a carboxylic acid, which adduct is of the formula ##STR1## wherein R.sub.o is a hydrogen atom, alkyl group, substituted alkyl group, aryl group, or substituted aryl group, R.sub.o 's may be the same or different, R.sub.1 is an alkyl group, substituted alkyl group, aryl group, or substituted aryl group, R.sub.2 is a hydrogen atom, alkyl group, substituted alkyl group, aryl group, or substituted aryl group, m is from 2 to 6, and n is from 1 to 1,000; the number average molecular weight of said polyacetal being in the range from 10,000 to 500,000 excluding the terminal group.
    Type: Grant
    Filed: June 4, 1981
    Date of Patent: March 22, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hisaya Sakurai, Minoru Hamada, Kazuhiko Matsuzaki
  • Patent number: 4343929
    Abstract: A process for producing a polyacetal homopolymer or copolymer which comprises continuously feeding a liquid starting mixture containing molten trioxane and a catalyst and optionally a comonomer through a feed opening of a reactor, said reactor being a continuously stirring-type mixer having two stirring shafts having a plurality of plate-like paddles fixed thereto the cross-section of each of said paddles taken perpendicularly of the axial direction of the stirring shaft having a shape of a convex lens, an ellipse or a quasipolygon inscribing a phantom circle at each vertex, one of said paddles facing another paddle fixed to the other stirring shaft and said one paddle being positioned such that it rotates while the edges thereof keep a slight clearance from the inner surface of the barrel and the other paddle; polymerizing the starting mixture while moving it toward the discharge opening by the rotation of the paddles, the improvement wherein the profiles of the paddles are changed, or the arrangement of the
    Type: Grant
    Filed: October 23, 1980
    Date of Patent: August 10, 1982
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Akitoshi Sugio, Kazuyoshi Taka, Akira Amemiya, Tomotaka Furusawa, Mutsuhiko Takeda, Katsumasa Tanaka, Toshikazu Umemura, Yoshihiro Ono
  • Patent number: 4321304
    Abstract: Novel compositions of matter comprising the reaction product of beta-diketones and epoxy resins blended with monomeric or polymeric phosphonium salts are hereby provided. The beta-diketones useful herein are those which enolize in amounts that render them sufficiently acidic and reactable with epoxy groups of the resin. The novel reaction products can be dispersed in water to form pretreatment agents and they can be formulated with curing agents to form coating compositions. Ferrous metals treated with the compositions of this invention exhibit excellent corrosion resistance properties.
    Type: Grant
    Filed: October 2, 1980
    Date of Patent: March 23, 1982
    Assignee: PPG Industries, Inc.
    Inventor: Nicholas T. Castellucci
  • Patent number: 4321305
    Abstract: Novel compositions of matter comprising a water-dispersible reaction product of beta-diketones and epoxy material are hereby provided. The beta-diketones useful herein are those which enolize in amounts that render them sufficiently acidic and reactable with epoxy groups of the resin. The novel reaction products can be dispersed in water and they can be formulated optionally with curing agents. Ferrous metals treated with the compositions of this invention exhibit excellent corrosion-resistant properties.
    Type: Grant
    Filed: October 2, 1980
    Date of Patent: March 23, 1982
    Assignee: PPG Industries, Inc.
    Inventors: Nicholas T. Castellucci, Joseph F. Bosso
  • Patent number: 4310645
    Abstract: Polyadducts, free from epoxide groups, are obtained from ammonia and epoxide compounds by reacting 1 mole of ammonia with from 1.2 to 2.0 equivalents of epoxide, so that if diepoxide compounds are used products of the general formula (I) ##STR1## are obtained, while if triepoxides and/or tetraepoxide compounds are used, by themselves, or together with diepoxide compounds, products of the general formula II ##STR2## are produced; in these formulae, the E.sup.1 's are identical or different hydroxyl-containing divalent radicals and the E.sup.2 's are identical or different hydroxyl-containing trivalent or tetravalent radicals, resulting from the opening of the oxirane rings of epoxide compounds containing two, three or four epoxide groups in the molecule, n.sup.1, n.sup.3 and n.sup.5 are from 0 to 3, n.sup.2 and n.sup.4 are from 1 to 3 and X is 0 or 1, and one or more of the divalent radicals E.sup.1 in the general formula (II) may or may not be replaced by polyvalent radicals E.sup.2.
    Type: Grant
    Filed: December 4, 1980
    Date of Patent: January 12, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Fritz E. Kempter, Eberhard Schupp, Hans-Uwe Schenck, Erich Gulbins
  • Patent number: 4284754
    Abstract: A thermosetting composition particularly suitable as a high solids coating composition for automotive applications. Exclusive of pigments, solvents and ether non-reactive components, the composition consists essentially of: (A) an oligomeric hydroxy functional phosphate ester having a number average molecular weight of between about 500 and about 5000 and being prepared by reaction of a polyepoxide and an acid phosphate ester; (B) up to 50 weight percent of a hydroxy functional compound; and (C) between about 15 and about 50 weight percent of an amine aldehyde crosslinking agent.
    Type: Grant
    Filed: January 4, 1980
    Date of Patent: August 18, 1981
    Assignee: Ford Motor Company
    Inventors: Mohinder S. Chattha, Henk vanOene
  • Patent number: 4188271
    Abstract: A composition is described which provides an improvement in the electrodeposition of zinc from aqueous alkaline plating baths and particularly from alkaline plating baths containing little or no cyanide. The new composition comprises the reaction product of one or more piperazines, at least one additional nitrogen-containing compound selected from the group consisting of ammonia or aliphatic acyclic compounds containing at least one primary amine group, formaldehyde, and an epihalohydrin or a glycerol halohydrin or mixtures thereof. Aqueous, alkaline zinc plating baths containing the additive compositions of the invention deposit a bright zinc coating over a wide range of current densities.
    Type: Grant
    Filed: January 23, 1976
    Date of Patent: February 12, 1980
    Assignee: Rohco, Inc.
    Inventors: William E. Eckles, Wilfred J. Ferguson, William J. Willis
  • Patent number: 4187355
    Abstract: This invention relates to a process for the production of novel polyalkylene glycol ethers based on a mixture of polyhydric alcohols, hydroxyaldehydes and hydroxy ketones produced by the auto-condensation of formaldehyde hydrate (formose). The improvement realized is in the use of an acid catalysis rather than the normal base catalysis. The new polyether polyols are valuable starting materials for the production of polyurethane foams.
    Type: Grant
    Filed: August 17, 1978
    Date of Patent: February 5, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventor: Kuno Wagner
  • Patent number: 4158652
    Abstract: Compositions comprising an ester diol alkoxylate in conjunction with crosslinkers, or polycaprolactone polyols or derivatives thereof, or low molecular weight polyols, or isocyanates, or latexes have been produced that are useful as coatings, inks and adhesives.
    Type: Grant
    Filed: September 29, 1977
    Date of Patent: June 19, 1979
    Assignee: Union Carbide Corporation
    Inventors: Joseph V. Koleske, Robert J. Knopf, Oliver W. Smith
  • Patent number: 4144226
    Abstract: Ether and acetal carboxylates useful as detergent builders to replace sodium tripolyphosphate (STP) in detergent formulations are known to the art. According to the present invention, new and novel polymeric acetal carboxylates are provided which are stable under laundry use conditions, but depolymerize in acid media, making the polymer fragments more readily biodegradable in waste streams.
    Type: Grant
    Filed: August 22, 1977
    Date of Patent: March 13, 1979
    Assignee: Monsanto Company
    Inventors: Marvin M. Crutchfield, Victor D. Papanu, Craig B. Warren
  • Patent number: 4115369
    Abstract: A process for continuously producing an oxymethylene polymer by continuously polymerizing a starting monomer containing at least 50 mole% of trioxane in bulk in the presence of a catalyst, which comprises feeding the starting monomer into a first-stage polymerization reactor having a self-cleaning action to perform a first-stage polymerization reaction until the conversion reaches 40 to 70%, withdrawing the reaction mixture as a powder from the outlet of the first-stage polymerization reactor, feeding the reaction mixture into a second-stage polymerization reactor having a stirring action to perform a second-stage polymerization reaction until the conversion reaches 95 to 100%, and then withdrawing the polymerization product as a powder from the outlet of the second-stage polymerization reactor.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: September 19, 1978
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Akitoshi Sugio, Tomotaka Furusawa, Katsumasa Tanaka, Toshikazu Umemura, Hiroyuki Urabe
  • Patent number: 4105637
    Abstract: A process for producing a polyacetal polymer. The process includes reacting a polyacetal forming polymerization mixture in a polymerization reaction zone, which zone includes an elongated casing substantially following the outer boundaries of at least a pair of shafts, each of the shafts provided with a plurality of intermeshing elliptical shaped plates having flattened edges at the major axis which mesh, wiping the surface of its mating plate. The polymerization mixture is polymerized to form a polyacetal product in the form of a finely divided solid.
    Type: Grant
    Filed: October 11, 1974
    Date of Patent: August 8, 1978
    Assignee: Celanese Corporation
    Inventors: Michael Semanchik, David M. Braunstein