Patents by Inventor John T. Lai

John T. Lai 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).

  • Publication number: 20090005529
    Abstract: A s,s?-bis-(?,??-disubstituted-??-acetic acid)-trithiocarbonate and derivatives thereof can be used as an initiator, chain transfer agent, or terminator for polymerization of monomers such as free radical polymerizable monomers. Homopolymers, copolymers, and the like as well as block copolymers can be made utilizing the trithio carbonate compound such as in a living free radical polymerization as well as to form telechelic polymers.
    Type: Application
    Filed: October 9, 2007
    Publication date: January 1, 2009
    Inventor: John T. Lai
  • Patent number: 7279591
    Abstract: A s,s?-bis-(?,??-disubstituted-??-acetic acid)-trithiocarbonate and derivatives thereof can be used as an initiator, chain transfer agent, or terminator for polymerization of monomers such as free radical polymerizable monomers. Homopolymers, copolymers, and the like as well as block copolymers can be made utilizing the trithio carbonate compound such as in a living free radical polymerization as well as to form telechelic polymers.
    Type: Grant
    Filed: July 28, 2005
    Date of Patent: October 9, 2007
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventor: John T. Lai
  • Patent number: 6962961
    Abstract: A s,s?-bis-(?, ??-disubstituted-??-acetic acid)-trithiocarbonate and derivatives thereof can be used as an initiator, chain transfer agent, or terminator for polymerization of monomers such as free radical polymerizable monomers. Homopolymers, copolymers, and the like as well as block copolymers can be made utilizing the trithio carbonate compound such as in a living free radical polymerization as well as to form telechelic polymers.
    Type: Grant
    Filed: May 5, 2003
    Date of Patent: November 8, 2005
    Assignee: Noveon IP Holdings Corp.
    Inventor: John T. Lai
  • Publication number: 20030233006
    Abstract: A s,s′-bis-(&agr;,&agr;′-disubstituted-&agr;″-acetic acid)-trithiocarbonate and derivatives thereof can be used as an initiator, chain transfer agent, or terminator for polymerization of monomers such as free radical polymerizable monomers. Homopolymers, copolymers, and the like as well as block copolymers can be made utilizing the trithio carbonate compound such as in a living free radical polymerization as well as to form telechelic polymers.
    Type: Application
    Filed: May 5, 2003
    Publication date: December 18, 2003
    Applicant: Noveon IP Holdings Corp.
    Inventor: John T. Lai
  • Patent number: 6596899
    Abstract: A s,s′-bis-(&agr;,&agr;′-disubstituted-&agr;″-acetic acid)-trithiocarbonatte and derivatives thereof can be used as an initiator, chain transfer agent, or terminator for polymerization of monomers such as free radical polymerizable monomers. Homopolymers, copolymers, and the like as well as block copolymers can be made utilizing the trithio carbonate compound such as in a living free radical polymerization as well as to form telechelic polymers.
    Type: Grant
    Filed: February 16, 2000
    Date of Patent: July 22, 2003
    Assignee: Noveon IP Holdings Corp.
    Inventor: John T. Lai
  • Patent number: 6204412
    Abstract: A method of manufacturing an alkylated diphenylamine composition to generate an alkylated diphenylamine composition with relatively low amounts of unsubstituted diphenylamine, based on the total weight of substituted and unsubstituted diphenylamine in the alkylated diphenylamine composition. The method includes reaction of unsubstituted diphenylamine with at least two olefins. In at least some instances, the alkylated diphenylamine composition may be used, for example, as an antioxidant in a lubricating fluid or polymer composition.
    Type: Grant
    Filed: April 16, 1999
    Date of Patent: March 20, 2001
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 5750787
    Abstract: A process for monoalkylating diphenylamine using a clay catalyst is disclosed which results in a reaction product having substantial amounts of desirable monoalkylated diphenylamine and minimal amounts of less desirable disubstituted diphenylamine and unsubstituted diphenylamine. The disclosed process uses clay catalysts which favor monoalkylation over dialkylation and specific conditions such as reaction temperature, mole ratios of alkylating olefin to diphenylamine, reaction times, and catalyst amounts. Preferred olefins are diisobutylene and linear alpha olefins having from 6 or 8 to 18 carbon atoms. When more than 1 wt. % residual unreacted diphenylamine is present it may be converted to alkylated diphenylamine by reacting with styrene, alpha-methylstyrene or isobutylene.
    Type: Grant
    Filed: May 30, 1996
    Date of Patent: May 12, 1998
    Assignee: B. F. Goodrich Company
    Inventors: John T. Lai, Deborah S. Filla
  • Patent number: 5672752
    Abstract: A process for monoalkylating diphenylamine using clay catalyst is disclosed which results in a reaction product having substantial amounts of desirable monoalkylated diphenylamine and minimal amounts of less desirable disubstituted diphenylamine and unsubstituted diphenylamine. The disclosed process uses clay catalysts which favor monoalkylation over dialkylation and specific conditions such as reaction temperature and mole ratios of alkylating olefin to diphenylamine.
    Type: Grant
    Filed: September 13, 1995
    Date of Patent: September 30, 1997
    Assignee: The BFGoodrich Company
    Inventors: John T. Lai, Deborah S. Filla
  • Patent number: 5489711
    Abstract: An oligomer from diarylamines is disclosed which has desirable antioxidant properties in lubricating oils which contain synthetic ester lubricants. The oligomer is desirable for use at higher temperatures where it has less volatility than simple diarylamines. The oligomer has substantial portions of monosubstituted diphenylamine repeat units which result in linear oligomers. Di and polysubstituted diphenylamines may optionally be present as repeat units. These di and polysubstituted diphenylamines generally react as monofunctional reactants in oligomerization and tend to reduce the number of repeat units in the average oligomer.
    Type: Grant
    Filed: December 20, 1994
    Date of Patent: February 6, 1996
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 5321159
    Abstract: Disclosed is a method for decolorizing alkylated diarylamines, which have been made using aluminum chloride catalyst, by mixing and optionally heating the colored diarylamine with clay, then separating the decolorized diarylamine from the clay. Alternatively, the alkylated diarylamines, which have been made using aluminum chloride catalyst, may be decolorized by passing the diarylamines through a filter medium comprising clay.
    Type: Grant
    Filed: December 8, 1993
    Date of Patent: June 14, 1994
    Assignee: The B. F. Goodrich Company
    Inventors: John T. Lai, Chong-Kuang Shaw, Deborah S. Filla
  • Patent number: 5278209
    Abstract: Only two symmetrical stabilizers in a polyolefin or copolymer thereof, provide thermooxidative ("TO") or antioxidative ("AO") stability. One is an arylphosphite or arylfluorophosphite; the other is a monomolecular tri-substituted triazine in which each of three chlorine atoms on a trihalo-s-triazine is substituted with a piperazinone in which the N atom in the 4-position is alkylated. Only a trace amount of phosphite, at least 0.01 phr but less than 0.1 phr, is used so that the ratio of the piperazinone-substituted stabilizer to ester is greater than 1; additional phosphite has no noticeable effect. The trace amount of phosphite has a surprising booster effect, giving the stabilized composition excellent TO stability. Articles thermoformed from the stabilized polyolefin or copolymer thereof may be used under the hood or the dash of a vehicle, and, in containers for packaging goods, all of which articles are subject to TO degradation even if they are not subject to ultraviolet light degradation.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: January 11, 1994
    Inventors: George Kletecka, John T. Lai
  • Patent number: 5270471
    Abstract: A branched chain polyalkylene polyamine ("PAPA") having plural amine groups, including a secondary amine group intermediate terminal primary amine groups one of which is hindered, and having at least two carbon atoms between each group, is selectively reductively alkylated with a ketone. The reaction provides a convenient method for selectively reductively alkylating a PAPA having a hindered primary amine group, the method comprising contacting the PAPA with hydrogen and the ketone in the presence of a catalytically effective amount of a Group VIII metal on a catalyst support, at a pressure in the range from about 500-1000 psi and a temperature in the range from about 50.degree. C. to about 200.degree. C. for a period of time sufficient to preferentially alkylate the unhindered amine primary terminal amine group. The alkylation proceeds essentially without alkylating either the sterically hindered terminal primary amine group or the intermediate unhindered secondary amine group.
    Type: Grant
    Filed: October 27, 1992
    Date of Patent: December 14, 1993
    Assignee: The B. F. Goodrich Company
    Inventors: John T. Lai, Pyong-Nae Son
  • Patent number: 5240977
    Abstract: Excellent color stabilization as well as fiber integrity is obtained in bright sunlight at relatively high temperature, in polyolefin (PO) articles pigmented with red, yellow, and orange azo and disazo pigments, by combining the pigment with two `large molecule` primary stabilizers, the first an oxo-piperazinyl-triazine based (PIP-T) hindered amine light stabilizer (HALS), and the second, a 3,5-disubstituted-tert-butyl-4-hydroxybenzoate (3,5-DHBZ). The first contains at least two polysubstituted piperazinone rings in its molecule; the second is a hindered phenol with an ester group in the para- position. Stabilization of the PO's color is obtained for as long as the PO articles themselves are stabilized by the combination of primary stabilizers. With the combination, the pigmented articles are not only thermooxidatively and light-stabilized, but there is exceptionally low color fade. Because fibers may be extruded twice for better distribution of pigment, a small amount, no more than 0.
    Type: Grant
    Filed: February 22, 1991
    Date of Patent: August 31, 1993
    Assignee: The B. F. Goodrich Company
    Inventors: George Kletecka, John T. Lai, Pyong-Nae Son
  • Patent number: 5223339
    Abstract: Excellent stabilization to bright sunlight, is obtained in polypropylene (PP) fibers pigmented with Red 144, by combining the pigment with N-(substituted)-1-(piperazin-2-one alkyl)-.alpha.-(3,5-dialkyl-4-hydroxyphenyl)-.alpha.,.alpha.-substituted acetamide ("3,5-DHPZNA" for brevity). Stabilization of the red color is obtained for as long as the PP fibers themselves are stabilized by the 3,5-DHPZNA. 3,5-DHPZNA is a known hybrid stabilizer having a hindered amine N-(substituted)-1-(piperazin-2-one alkyl) group at one end, and a hinderd phenol (3,5-dialkyl-4-hydroxyphenyl) group at the other. This particular hybrid, containing a piperazinone group, combined through a disubstituted alpha carbon atom of the acetamide in a single molecule, affords the advantages of each group with respect to its stabilization of the fiber against degradation, but without the expected adverse interaction of each group with Red 144 pigment. With 3,5-DHPZNA and Red 144 pigment, essentially no secondary stabilizer is necessary.
    Type: Grant
    Filed: September 9, 1991
    Date of Patent: June 29, 1993
    Assignee: The B. F. Goodrich Company
    Inventors: George Kletecka, John T. Lai
  • Patent number: 5189173
    Abstract: A branched chain polyalkylene polyamine ("PAPA") having plural amine groups, including a secondary amine group intermediate terminal primary amine groups one of which is hindered, and having at least two carbon atoms between each group, is selectively reductively alkylated with a ketone. The reaction provides a convenient method for selectively reductively alkylating a PAPA having a hindered primary amine group, the method comprising contacting the PAPA with hydrogen and the ketone in the presence of a catalytically effective amount of a Group VIII metal on a catalyst support, at a pressure in the range from about 500-1000 psi and a temperature in the range from about 50.degree. C. to about 200.degree. C. for a period of time sufficient to preferentially alkylate the unhindered amine primary terminal amine group. The alkylation proceeds essentially without alkylating either the sterically hindered terminal primary amine group or the intermediate unhindered secondary amine group.
    Type: Grant
    Filed: March 2, 1989
    Date of Patent: February 23, 1993
    Assignee: The BFGoodrich Company
    Inventors: John T. Lai, Pyong-nae Son
  • Patent number: 5122593
    Abstract: Excellent stabilization of polypropylene (PP) fibers exposed to sterilization levels of gamma radiation, is obtained with a hybrid stabilizer having a N-(substituted)-1-(piperazin-2-one alkyl) group at one end and a (3,5-dialkyl-4-hydroxyphenyl)-.alpha.,.alpha.-disubstituted acetamide at the other. When this hybrid of a hindered amine with a hindered phenol is combined through a disubstituted alpha carbon atom of the acetamide in a single molecule, it affords the advantages of each group with respect to its stabilization against oxidation, but without the known inherent disadvantages of either group. This molecule is N-(substituted)-1-(piperazin-2-one alkyl)-.alpha.-(3,5-dialkyl-4-hydroxyphenyl)-.alpha.,.alpha.-substituted acetamide molecule ("3,5-DHPZNA" for brevity).
    Type: Grant
    Filed: February 22, 1989
    Date of Patent: June 16, 1992
    Assignee: The B. F. Goodrich Company
    Inventors: Eileen Jennings, John T. Lai
  • Patent number: 5098944
    Abstract: An oxo-piperazinyl triazine with three piperazinone substituents, each of which has an alkylated N.sup.4 atom ("MPIP-T"), used in an amount no more than 0.2 phr, and without any secondary stabilizer (hence referred to as a "virgin MPIP-T"), and in particular, without any hindered phenol antioxidant, or phosphorous acid ester, simultaneously provides thermooxidative stability and stability against degradation by UV light along with acceptable melt processability. Further, the virgin MPIP-T allows (i) uninterrupted operation of a die or mold while maintaining the surfaces of the cavities essentially contaminant-free; and, (ii) excellent AO stabilization which is equivalent to that obtained with a premier hindered phenol AO, and superior to that obtained with the premier oligomeric piperidinyl-triazine compound, when each stabilizer is used in the same amounts by weight in a thermoplastic synthetic resinous substrate.
    Type: Grant
    Filed: September 11, 1990
    Date of Patent: March 24, 1992
    Assignee: The B. F. Goodrich Company
    Inventors: George Kletecka, John T. Lai, Pyong N. Son
  • Patent number: 5096949
    Abstract: N-substituted, N-(polysubstituted-4-piperidinyl)-.alpha.-(3,5-dialkyl-4-hydroxyphenyl)-.a lpha., .alpha.-disubstituted acetamide ("3,5-DHPIPA") generates an exceptionally stable hindered acetamide aroxyl radical which is far more stable than the "blue aroxyl radical" derived from 2,4,6-tri-tert-butyl-phenol, which radical was heretofore adjudged the standard of superior stability and resistance to degradation due to heat, oxygen and light, the compound having been specifically disclosed as a uv-stabilizer. The hindered aroxyl amide radical which is at least ten times more stable than the "blue aroxyl radical" heretofore deemed stable, may be generated by 3,5-DHPIPA compounds prepared by a peculiarly effective synthesis known as the ketoform reaction. This ketoform reaction is unexpectedly well-adapted to produce the 3,5-DHPIPA compounds which we have been unable to produce by any other synthesis known to us.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: March 17, 1992
    Assignee: The B. F. Goodrich Company
    Inventors: John T. Lai, Pyong N. Son
  • Patent number: 5089614
    Abstract: An essentially single stage reaction has been discovered in which a disubstituted ethanolamine, that is, a 2,2'-substituted-2-aminoethanol, may be reacted with a haloform and a carbonyl containing compound selected from the group consisting of monoketones and benzaldehyde, in the presence of an alkali metal hydroxide, and optionally in the presence of a phase transfer catalyst, to produce an alkali metal hydroxyethylaminoacetate ("HEAA") which has N-adjacent C atoms on which there are a total of at least three substituents (hence "polysubstituted"), and one or both pairs of substituents on each N-adjacent C atom may be cyclized. The HEAA may be cyclized by the action of a mineral acid to produce a 2-morpholone hydrochloride which is characterized by having a total of at least three substituents on the N-adjacent C atoms of the ring. The 2-morpholone so produced may be reduced to a polysubstituted aminodiol.
    Type: Grant
    Filed: March 29, 1990
    Date of Patent: February 18, 1992
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 5071981
    Abstract: A stabilizer compound for synthetic resinous materials is a tri-substituted triazine in which each substituent is a N.sup.4 -methylated 2-keto-1,4-diazacyclohexane connected to the triazine ring through an alkylene bridge. This bridge permits efficient methylation of the N.sup.4 atom in every substituent under conditions which yield crystals having at least 90% purity. These crystals may be further purified to at least 95% purity at which purity level they contain less than 500 ppm ash. The stabilization effect of 95% pure compound in a polyacetal is such that, even with an ash content of 50 ppm, it has better stabilization properties than its 99.2% pure precursor (the non-methylated tri-substituted triazine) with an ash content of 10 ppm, as evidenced by lower formaldehyde evolved and better color retention, that is, developing less color in a water white sample after testing at 259.degree. C.
    Type: Grant
    Filed: March 19, 1990
    Date of Patent: December 10, 1991
    Assignees: The B. F. Goodrich Company, E. I. du Pont de Nemours and Company
    Inventors: Pyong-Nae Son, John T. Lai, Peter D. Smith, Leonard E. R. Kosinski