Abstract: The present invention relates to a method for preparing 5- and 6-halomethyl quinoxalines. The method comprises contacting a 5- or 6-methyl quinoxaline with a halogenating agent in the presence of a radical initiator in a solvent selected from the group consisting of fluorobenzene, difluorobenzenes, trifluorobenzenes, chlorobenzene, dichlorobenzenes, trichlorobenzenes, &agr;, &agr;, &agr;-trifluorotoluene and &agr;, &agr;, &agr;-trichlorotoluene. The invention also relates to preparing 6-bromomethyl quinoxaline with N-bromosuccinimide in the presence of a radical initiator in 1,2-dichloroethane. The method for halogenating benzylic methyl groups may also be employed to halogenate a wide variety of halomethyl heterocyclic compounds.
Abstract: The present invention relates to a method for preparing quinoxaline-5- and 6-carboxylic acids. The method comprises contacting an aqueous alkaline suspension of a 5- or 6-halomethyl quinoxaline with oxygen in the presence of a transition metal catalyst, to form the respective quinoxaline-5- or 6-carboxylic acid. The method for oxidizing benzylic methyl groups may also be employed to prepare a wide variety of heterocyclic carboxylic acid compounds.
Abstract: The present invention relates to a method for preparing quinoxaline-5- and 6-carboxylic acids. The method comprises contacting an aqueous suspension of a 5- or 6-hydroxymethyl quinoxaline with oxygen in the presence of a transition metal catalyst, to form the respective quinoxaline-5- or 6-carboxylic acid. The method for oxidizing benzylic methyl groups may also be employed to prepare a wide variety of heterocyclic carboxylic acid compounds.
Abstract: The present invention pertains to methods for preparing 5- and 6-benzyl functionalized quinoxalines. In a first embodiment, the method comprises contacting an aqueous suspension of a 5- and 6-halomethyl quinoxaline with a water-soluble nucleophile. In a second embodiment, the method comprises contacting a 5- and 6-halomethyl quinoxaline with an organic solvent-soluble nucleophile in an inert polar organic solvent. In a third embodiment, the method comprises contacting a 5- and 6-halomethyl quinoxaline in an organic solvent with an aqueous solution of a water-soluble nucleophile in the presence of a phase transfer catalyst.
Abstract: This invention provides water-based compositions which are essentially free of hydrocarbon solvents, particularly coating, ink, fountain solution, adhesive and agricultural compositions, manifesting reduced equilibrium and dynamic surface tension by the incorporation of a surface tension reducing amount of certain tartrate diester compounds of the structure
where R1 and R2 are C4 to C6 alkyl groups.
Type:
Grant
Filed:
February 20, 2002
Date of Patent:
April 8, 2003
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Caroline Sassano Slone, Kevin Rodney Lassila
Abstract: The present invention relates to a method for preparing 5- and 6-halomethyl quinoxalines. The method comprises contacting a 5- or 6-methyl quinoxaline with a halogenating agent in the presence of a radical initiator in a solvent selected from the group consisting of fluorobenzene, difluorobenzenes, trifluorobenzenes, chlorobenzene, dichlorobenzenes, trichlorobenzenes, &agr;, &agr;, &agr;-trifluorotoluene and &agr;, &agr;, &agr;-trichlorotoluene. The method for halogenating benzylic methyl groups may also be employed to halogenate a wide variety of halomethyl heterocyclic compounds.
Abstract: This invention provides water-based compositions, particularly coating, ink, and agricultural compositions, manifesting reduced equilibrium and dynamic surface tension by the incorporation of a surface tension reducing amount of certain alkylated aminoether compounds of the structure
R—HN(CH2)p[O(CH2)n]mO(CH2)qNH—R′
where n is 2-6, m is 0-4, and p and q are 2-6, and R and R′ independently are an alkyl group comprising 5 to 18 carbons, preferably which is branched or in which the point of attachment to nitrogen is on a nonterminal carbon.
Type:
Grant
Filed:
January 4, 2000
Date of Patent:
December 10, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Kevin Rodney Lassila, Kristen Elaine Minnich, Richard Van Court Carr
Abstract: A heat curable, a one-component epoxy protective or decorative coating or adhesive composition comprising an epoxy resin, acid anhydride latent heat activated curing agent and an accelerator for the acid anhydride curing agent characterized in that 2-phenylimidazole phosphate salt is the accelerator.
Type:
Grant
Filed:
November 1, 2000
Date of Patent:
October 8, 2002
Assignee:
Air Products and Chemical, Inc.
Inventors:
Dilipkumar Nandlal Shah, William Edward Starner
Abstract: Improved ink jet paper coatings which impart high optical density images and excellent water resistance to paper and a process for making an improved ink jet recording paper. The coating composition comprises an inorganic pigment preferably silica, and a PVOH composition in which the PVOH is blended with an alkylated non-polymeric polyamine.
Type:
Grant
Filed:
August 9, 1999
Date of Patent:
October 1, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
John Joseph Rabasco, Kevin Rodney Lassila, Richard Van Court Carr, Kristen Elaine Minnich
Abstract: This invention provides water-based compositions, particularly coating, ink, fountain solution and agricultural compositions, manifesting reduced equilibrium and dynamic surface tension by the incorporation of a surface tension reducing amount of an acetylenic diol ethylene oxide/propylene oxide adduct of the structure
where r and t are 1 or 2, (n+m) is 1 to 30 and (p+q) is 1 to 30. Use of such adducts as surfactants in photoresist developer/electronics cleaning compositions is particularly advantageous.
Also disclosed is a method for making random and block EO/PO adducts of acetylenic diols by reacting an acetylenic diol with EO and/or PO in the presence of a trialkylamine or Lewis acid.
Type:
Grant
Filed:
December 18, 2001
Date of Patent:
September 24, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Kevin Rodney Lassila, Paula Ann Uhrin, Joel Schwartz
Abstract: A heat curable, a one-component epoxy protective or decorative coating or adhesive composition comprising an epoxy resin, dicyandiamide latent heat activated curing agent and an accelerator for the dicyandiamide curing agent characterized in that an imidazole phosphate salt is the accelerator.
Type:
Grant
Filed:
November 1, 2000
Date of Patent:
August 27, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Dilipkumar Nandlal Shah, William Edward Starner
Abstract: The invention provides N-aminopropylated toluenediamines, processes for synthesizing them, compositions containing them and methods for using them to cure epoxy resins. In preferred embodiments, the N-aminopropylated toluenediamines are represented by the following formula:
where the nitrogen atoms are ortho or meta to each other on the aromatic ring.
Type:
Grant
Filed:
December 19, 2001
Date of Patent:
August 27, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
William Edward Starner, Tammy Lynn Cush
Abstract: This invention provides water-based compositions, particularly coating, ink, fountain solution, adhesive, agricultural and electronics cleaning compositions, manifesting reduced equilibrium surface tension by the incorporation of a surface tension reducing amount of an N-alkylimide of tartaric acid and/or an N-alkylimide of malic acid of the following structures, respectively:
where R1 is a C5 to C10 alkyl group.
Type:
Grant
Filed:
March 29, 2001
Date of Patent:
August 20, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Ingrid Kristine Meier, Kevin Rodney Lassila, Caroline Sassano Slone
Abstract: This invention provides water-based compositions which are essentially free of hydrocarbon solvents, particularly coating, ink, fountain solution, adhesive and agricultural compositions, manifesting reduced equilibrium and dynamic surface tension by the incorporation of a surface tension reducing amount of certain tartrate diester compounds of the structure
where R1 and R2 are C4 to C6 alkyl groups.
Type:
Grant
Filed:
April 6, 2000
Date of Patent:
July 23, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Caroline Sassano Slone, Kevin Rodney Lassila
Abstract: This invention provides water-based compositions, particularly coating, ink, fountain solution, adhesive, agricultural and electronics cleaning compositions, manifesting reduced equilibrium surface tension by the incorporation of a surface tension reducing amount of an N,N′-dialkylamide of malic acid of the following structure:
where R1 and R2 are C4 to C10 alkyl groups, preferably at least one of R1 and R2 being a branched C4 to C10 alkyl group.
Type:
Grant
Filed:
March 29, 2001
Date of Patent:
July 2, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Ingrid Kristine Meier, Kevin Rodney Lassila, Caroline Sassano Slone
Abstract: This invention provides water-based compositions which are essentially free of hydrocarbon solvents, particularly coating, ink, fountain solution, adhesive, agricultural and electronics cleaning compositions, manifesting reduced equilibrium and dynamic surface tension by the incorporation of a surface tension reducing amount of certain tri-alkylamides of citric acid of the structure
where R1, R2 and R3 are independently C1 to C18 alkyl groups.
Type:
Grant
Filed:
July 9, 2001
Date of Patent:
June 4, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Caroline Sassano Slone, Kevin Rodney Lassila, Ingrid Kristine Meier
Abstract: This invention provides water-based compositions, particularly coating, ink, fountain solution, adhesive, agricultural and electronics cleaning compositions, manifesting reduced equilibrium surface tension by the incorporation of a surface tension reducing amount of an N,N′-dialkylamide of tartaric acid of the following structure:
where R1 and R2 are C4 to C8 alkyl groups with at least one of R1 and R2 being a branched C4 to C8 alkyl group.
Type:
Grant
Filed:
March 29, 2001
Date of Patent:
June 4, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Ingrid Kristine Meier, Kevin Rodney Lassila, Caroline Sassano Slone
Abstract: A substantially solvent free, aqueous, pigmented, two component polyurethane-polyurea dispersion comprising:
(a) an aqueous mixture of an acid-containing polymeric polyol and a polyol free of acid groups, wherein the mixture has an average hydroxyl functionality of at least 1.5 and an acid number between about 15 and 200; and
an amine or a blend of amines having an average active hydrogen functionality of at least 1.5, the amine or blend of amines being present in a sufficient amount to substantially neutralize the acid-containing polymeric polyol;
(b) one or more polyisocyanates; and
(c) two or more different pigments;
characterized by reducing or eliminating flooding of the pigments with
(d) an aqueous polymer emulsion present in an amount sufficient to impart thixotropy to the mixture of (a) and (d).
Type:
Grant
Filed:
November 15, 1999
Date of Patent:
May 28, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Denise Luise Lindenmuth, Charles Raymond Hegedus, Frank Ralph Pepe
Abstract: This invention provides water-based compositions, particularly coating, ink, fountain solution, adhesive and agricultural compositions, manifesting reduced equilibrium and dynamic surface tension by the incorporation of a surface tension reducing amount of certain malate diester compounds of the structure
where R1 and R2 are C3 to C6 alkyl groups.
Type:
Grant
Filed:
October 26, 1999
Date of Patent:
April 9, 2002
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Kevin Rodney Lassila, Caroline Sassano Slone
Abstract: Compositions of emulsified polymeric polyols, are prepared by a method comprising the acid catalyzed, non-reversible polymerization of lower molecular weight epoxy resins in an aqueous emulsified state. Coating compositions are prepared from the emulsified polymeric polyols crosslinked with various crosslinking agents.