Abstract: Provided is a process for the formation of nitrated compounds by the nitration of hydrocarbon compounds with dilute nitric acid. Also provided are processes for preparing industrially useful downstream derivatives of the nitrated compounds, as well as novel nitrated compounds and derivatives, and methods of using the derivatives in various applications.
Type:
Grant
Filed:
June 25, 2019
Date of Patent:
January 3, 2023
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Daniel M. Trauth, George D. Green, Raymond J. Swedo, Richard L. James, Ian A. Tomlinson
Abstract: The present technology relates generally to aqueous dispersion or emulsion compositions that include a polymeric binder resin and an ether amine. Specifically, the polymeric binder resin includes acid functional groups, at least a portion of which are neutralized by the ether amine such that the polymeric binder resin is dissolved or dispersed in the water, provided that the polymeric binder resin is not a polyurethane and the ether amine is a compound of formula I: wherein R1 and R2 are independently C1-C4 alkyl or C3-C4 cycloalkyl group; or R1 and R2, together with the nitrogen to which they are attached, form a C4-C5 membered heterocycloalkyl ring; A is a C1-C6 alkylene or C1-C6 cycloalkylene ring; and R3 is C1-C4 alkyl or C3-C4 cycloalkyl group; provided that the compound of formula I contains no more than 10 carbons.
Abstract: Tertiary amine and quaternary ammonium compounds of Formula I and/or Formula II are provided. The present technology also provides compositions that include one or more of the compounds that may be useful for electronics processing (e.g., semiconductor processing composition), cleaning, stripping, degreasing, or a combination of two or more thereof. The compounds of Formula I and/or Formula II may be useful as a low toxicity substitute for tetramethylammonium hydroxide.
Abstract: Provided is a process for the formation of nitrated compounds by the nitration of hydrocarbon compounds with dilute nitric acid. Also provided are processes for preparing industrially useful downstream derivatives of the nitrated compounds, as well as novel nitrated compounds and derivatives, and methods of using the derivatives in various applications.
Type:
Grant
Filed:
January 2, 2018
Date of Patent:
August 13, 2019
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Daniel M. Trauth, George D. Green, Raymond J. Swedo, Richard L. James, Ian A. Tomlinson
Abstract: A method for curing an epoxy resin by adding to the epoxy resin a compound having formula (I) wherein X is a difunctional group selected from the group consisting of C2-C20 alkyl, C5-C20 cycloalkyl, C6-C10 aryl, C8-C20 aryl alkyl, C4-C20 heteroalkyl or C10-C20 aryl heteroalkyl.
Abstract: Provided is a binder composition and its use in aqueous based paints and coatings and other applications. The binder composition comprises: a polyurethane dispersion containing water and a polyurethane polymer, wherein the polyurethane polymer is prepared by reacting a nitroalcohol compound, a polyol compound, a polyisocyanate compound, and optionally chain extenders, wherein the nitroalcohol compound is of formula I, wherein R, R1, and Z are as defined herein.
Type:
Grant
Filed:
November 13, 2013
Date of Patent:
June 19, 2018
Assignee:
ANGUS Chemical Company
Inventors:
Patrick E. Brutto, George D. Green, Zhenwen Fu, Eric C. Greyson, Andrew Hejl, Jia Tang
Abstract: Provided is a process for the formation of nitrated compounds by the nitration of hydrocarbon compounds with dilute nitric acid. Also provided are processes for preparing industrially useful downstream derivatives of the nitrated compounds, as well as novel nitrated compounds and derivatives, and methods of using the derivatives in various applications.
Type:
Grant
Filed:
October 22, 2015
Date of Patent:
February 13, 2018
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Daniel M. Trauth, George D. Green, Raymond J. Swedo, Richard L. James, Ian A. Tomlinson
Abstract: The disclosure provides paint compositions that comprise isoxazolidine derivatives that are low in volatile organic compounds (VOCs). These compositions have extended open time, and are suitable for both water-based and organic solvent-based formulations.
Abstract: Provided is a binder composition and its use in aqueous based paints and coatings and other applications. The binder composition comprises: (a) a copolymer formed from one or more esters or amides of acrylic acid or methacrylic acid, or their mixtures, together with a monomer unit of formula I, wherein R, R1 R2, R3, R4, and X are as defined above; and (b) water, wherein the binder composition is an aqueous emulsion.
Type:
Grant
Filed:
November 13, 2013
Date of Patent:
June 13, 2017
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Patrick E. Brutto, George D. Green, Zhenwen Fu, Eric C. Greyson, Andrew Hejl, Jia Tang
Abstract: Provided is a process for making (2-nitro)alkyl (meth)acrylate compounds of formula I: wherein n, R, R1, R2, R3, R4, R6, R7, and n are as defined herein, by a transesterification reaction between a nitroalcohol compound and a (meth)acrylate compound in the presence of a transesterification catalyst and a free radical inhibitor.
Type:
Grant
Filed:
February 18, 2014
Date of Patent:
June 6, 2017
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Muhunthan Sathiosatham, Robert Wilczynski
Abstract: A process for making a tertiary aminoalcohol compound is disclosed. The process comprises using an excess amount of a carbonyl compound in a condensation step between the carbonyl compound and a nitroalkane in the presence of a catalytic amount of a tertiary aminoalcohol compound, and conducting a hydrogenation/alkylation step to produce the tertiary aminoalcohol. The tertiary aminoalcohol compound used to catalyze the condensation step is preferably the same tertiary aminoalcohol compound produced in the hydrogenation/alkylation step. The process uses fewer steps than conventional processes.
Type:
Grant
Filed:
July 16, 2012
Date of Patent:
May 30, 2017
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
David W. Moore, Christian Spieker, John D. Gummere
Abstract: Provided are aminoalcohol compounds for use as additives for paints and coatings. The compounds are of the formula (I): wherein x, R, R1, R2, R3, R4, R5, R6, and RA are as defined herein.
Type:
Grant
Filed:
July 23, 2012
Date of Patent:
March 28, 2017
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Asghar Peera, Raymond J. Swedo, G. David Green, Esin G. Busche, John W. Quinn, Shreyas Bhide, Mahesh Sawant
Abstract: Disclosed is an apparatus for synthesizing nitroalkanes by reaction of a hydrocarbon feedstock with aqueous nitric acid. The apparatus may be designed such that it can synthesize more than one nitroalkane using the same equipment.
Type:
Grant
Filed:
August 22, 2013
Date of Patent:
November 29, 2016
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Mahesh Sawant, Daniel M. Trauth, John G. Pendergast, Jr., Ravindra S. Dixit
Abstract: The present invention provides a process for producing alkyl amines by dehydroxylation of aminoalcohols. This provides an alternate reaction route for making alkyl amines, such as 2-methylpropane-2-amine and its derivatives.
Type:
Grant
Filed:
November 21, 2013
Date of Patent:
October 11, 2016
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Paul Davis, Raj Deshpande, George David Green, Vandana Pandey
Abstract: This disclosure relates to methods for limiting the undesired reverse Mannich reaction during the hydrogenation reduction of one or more nitro functional groups (—NO2) to their corresponding amines (—NH2).
Type:
Grant
Filed:
December 20, 2013
Date of Patent:
September 6, 2016
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
David Wayne Moore, Douglas John Bugajsky
Abstract: Provided are compounds for use as neutralizing agents in aqueous formulations. The compounds are of the formula I: (Formula I should be inserted here.) wherein R, R1, R2, R3, R4, and R5 are as defined herein.
Abstract: A method for making an anion exchange or chelant resin comprising a vinyl aromatic polymer including a repeating unit comprising an aromatic ring substituted with an aliphatic amino group, wherein the method comprises the step of reacting a vinyl aromatic polymer with a nitro compound comprising from 1 to 12 carbon atoms with the proviso that the a carbon includes at least one hydrogen.
Type:
Application
Filed:
June 9, 2014
Publication date:
August 18, 2016
Applicants:
ANGUS CHEMICAL COMPANY, ROHM AND HAAS COMPANY, DOW GLOBAL TECHNOLOGIES LLC
Inventors:
George D. Green, John C. Rohanna, Alfred K. Schultz
Abstract: An aqueous coating composition containing a compound of formula (I) wherein R1 is a C2-C20 hydrocarbyl group; and R2 and R3 independently are C1-C10 alkyl or HO(CH2CH2O)xCH2—, wherein x represents an integer from 0-5.
Abstract: Disclosed are a process and an apparatus for synthesizing nitroalkanes by reaction of a hydrocarbon feedstock with aqueous nitric acid. Energy and capital costs may be reduced by recycling a majority of the aqueous phase back to the reactor.
Type:
Grant
Filed:
April 1, 2013
Date of Patent:
May 17, 2016
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Mahesh Sawant, Daniel M. Trauth, John G. Pendergast, Jr.
Abstract: This invention provides a method for shortstopping free radical polymerization reactions using a shortstopping agent comprising at least two alkyl hydroxylamines (AHAs) selected from the group consisting of primary AHAs, a mixture of at least one of each of primary and secondary AHAs, and salts thereof. A method for producing elastomers using the aforesaid shortstopping agents is also provided.
Type:
Grant
Filed:
September 23, 2013
Date of Patent:
April 12, 2016
Assignee:
ANGUS CHEMICAL COMPANY
Inventors:
Charles E. Coburn, Mrunalini S. Dhamdhere, Kaustubh Gupte, Mahesh Sawant