Patents by Inventor Karl J. Duyck

Karl J. Duyck has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 7816308
    Abstract: Disclosed herein is a composition comprising: A) a lubricant; and B) a mixture of antioxidants, wherein said mixture is prepared by the partial condensation of an alkylated diphenylamine with an aldehyde or ketone in the presence of an acidic catalyst to yield at least one acridan of the general formula: wherein: R1, R2, R3, and R4 are independently selected from the group consisting of hydrogen, C3 to C32 alkyl, and C3 to C32 alkenyl, provided that at least one of R1, R2, R3, and R4 is not hydrogen, and R5 and R6 are independently selected from the group consisting of C1 to C20 hydrocarbyl and hydrogen; wherein, at the termination of said condensation, residual alkylated diphenylamine is not separated from the acridan product.
    Type: Grant
    Filed: April 14, 2004
    Date of Patent: October 19, 2010
    Assignee: Crompton Corporation
    Inventors: Karl J. Duyck, Theodore E. Nalesnik, John R. Baranski, Cyril A. Migdal, Rebecca F. Seibert
  • Patent number: 7375061
    Abstract: A composition of matter is disclosed wherein the composition comprises a hydrazide compound of the formula: wherein: R1 is selected from the group consisting of alkyl, alkyl ether, and phenyl; R2, R3, R4, R5, and R6 are independently selected from the group consisting of hydrogen, alkyl, alkyl ether, and aryl; and n is an integer of from 0 to 10; and wherein: when R1 is phenyl, it is of the structure: wherein R7, R8, and R9 are independently selected from the group consisting of hydrogen, alkyl, alkyl ether, and aryl, or R7 can be combined with R8 to form a ring of 5 or 6 carbon atoms. The hydrazides are useful as stabilizers for lubricants, greases, and polymeric systems, particularly lubricating oils, as are maleated polymers that have been functionalized with them.
    Type: Grant
    Filed: September 8, 2004
    Date of Patent: May 20, 2008
    Assignee: Crompton Corporation
    Inventors: Karl J. Duyck, Theodore E. Nalesnik, Wadim Batorewicz
  • Patent number: 7189875
    Abstract: Disclosed herein is a process for the preparation of alkylated diarylamines comprising adding to said diarylamine an olefin mixture containing highly reactive fractions, as well as fractions exhibiting a relatively lower chemical reactivity, in the presence of an acidic clay catalyst at a temperature low enough to prevent substantial deactivation of the catalyst until the addition is complete and then increasing the temperature to increase the alkylation rate of the less reactive fractions.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: March 13, 2007
    Assignee: Crompton Corporation
    Inventors: Karl J. Duyck, Timothy L. Lambert
  • Patent number: 6930183
    Abstract: Disclosed herein is an antioxidant that is an alkylated iminodibenzyl of the general formula: wherein: R1, R2, R3, and R4 are independently selected from the group consisting of hydrogen, alkyl moieties, and alkenyl moieties; and R5, R6, R7, and R8 are independently selected from the group consisting of hydrocarbyl moieties and hydrogen.
    Type: Grant
    Filed: April 17, 2003
    Date of Patent: August 16, 2005
    Assignee: Crompton Corporation
    Inventors: Karl J. Duyck, Theodore E. Nalesnik
  • Patent number: 6916767
    Abstract: A composition of matter is disclosed wherein the composition comprises an N-aromatic substituted acid amide compound selected from the group consisting of compounds of formula (I) wherein A and B are independently selected alkylene groups; R1 is selected from the group consisting of hydrogen, alkyl, alkylether, or ester; R2 is hydrogen if R1 is hydrogen; R2 is an alkyl primary amine if R1 is alkyl, alkylether, or ester; R3 and R4 are independently selected from the group consisting of hydrogen and alkyl; R5 is a sterically hindered phenolic group of formula (II) or formula (III) wherein X is CH2, S, NH, or O; and m, n, and p are independently selected integers equal to 0 or 1. These compositions may be used as such or they may be bound to a polymer backbone via a linking moiety.
    Type: Grant
    Filed: December 5, 2000
    Date of Patent: July 12, 2005
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Karl J. Duyck, Theodore E. Nalesnik
  • Publication number: 20040214813
    Abstract: Disclosed herein is an antioxidant that is an alkylated iminodibenzyl of the general formula: 1
    Type: Application
    Filed: April 17, 2003
    Publication date: October 28, 2004
    Applicant: CROMPTON CORPORATION
    Inventors: Karl J. Duyck, Theodore E. Nalesnik
  • Publication number: 20040211113
    Abstract: Disclosed herein is a process for the preparation of alkylated diarylamines comprising adding to said diarylamine an olefin mixture containing highly reactive fractions, as well as fractions exhibiting a relatively lower chemical reactivity, in the presence of an acidic clay catalyst at a temperature low enough to prevent substantial deactivation of the catalyst until the addition is complete and then increasing the temperature to increase the alkylation rate of the less reactive fractions.
    Type: Application
    Filed: March 31, 2004
    Publication date: October 28, 2004
    Inventors: Karl J. Duyck, Timothy L. Lambert
  • Publication number: 20040186238
    Abstract: A process is disclosed that comprises solution grafting a hydrocarbon polymer prepared from at least C2 to C28 polymerizable hydrocarbon, said polymer having a number average molecular weight in the range of from about 5,000 to about 500,000, with an ethylenically unsaturated C3 to C10 carboxylic acid material, using a free radical initiator, in the presence of an aromatic ester oil of the formula (I) wherein R1, R2, R3, R4, R5, and R6 are independently selected from the group consisting of hydrogen, —COOR7, —COOR8, —COOR9, —COOR10, —COOR11, and —COOR12, provided that no more than 5 of R1, R2, R3, R4, R5 and R6 are hydrogen, and R7, R8, R9, R10, R11, and R12 are independently selected from the group consisting of alkyl and alkylesters.
    Type: Application
    Filed: February 18, 2004
    Publication date: September 23, 2004
    Inventors: Karl J Duyck, Theodore E. Nalesnik, Uyen Thanh Tran
  • Publication number: 20030030033
    Abstract: A composition of matter is disclosed wherein the composition comprises an N-aromatic substituted acid amide compound selected from the group consisting of compounds of formula (I) wherein A and B are independently selected alkylene groups; R1 is selected form the group consisting of hydrogen, alkyl alkylether, or ester; R2 is hydrogen if R1 is hydrogen; R2 is an alkyl primary amine if R1 is alkyl, alkylether, or ester, R3 and R4 are independently selected from the group consisting of hydrogen and alkyl; R5 is a sterically hindered phenolic group of formula (II) or formula (III) wherein X is CH2, S, NH, or O; and m, n, and p are independently selected integers equal to 0 or 1. These compositions may be used as such or they may be bound to a polymer backbone via a linking moiety. In either case, they are useful as antioxidants, particularly in lubricating oil compositions.
    Type: Application
    Filed: June 19, 2002
    Publication date: February 13, 2003
    Inventors: Karl J. Duyck, Theodore E. Nalesnik