Patents by Inventor James R. Sounik

James R. Sounik 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: 8163464
    Abstract: A process for preparing proponates which comprises the steps of (i) supplying a solution of methanol containing 4-hydroxyphenylmethylcarbinol, (ii) subjecting said solution to an acid catalyzed displacement reaction for a sufficient period of time and under suitable conditions of temperature and pressure to convert substantially all of said carbinol to 4-hydroxyphenylmethylcarbinol methyl ether in solution, (iii) replacing the methanol in said ether containing solution with a second solvent and (iv) reacting the ether containing ethyl lactate solution with a suitable acid catalyst for a sufficient period of time and under suitable conditions of temperature and pressure to form said propanoates. New compositions of matter which comprise the propanoates, prepared in the above manner, have application in the electronic chemicals market such as in a photoresist composition.
    Type: Grant
    Filed: August 4, 2009
    Date of Patent: April 24, 2012
    Assignee: Du Pont Electronic Polymers L.P.
    Inventors: Michael T. Sheehan, James R. Sounik, George W. Clark, III
  • Patent number: 7834113
    Abstract: The present invention relates to novel photoresist compositions and processes for preparing the same utilizing polymers having a low polydispersity via the use of certain chain transfer agents (CTA) with certain monomers to provide said polymers. The polymers incorporating the chain transfer agents can be homopolymers, or made with additional monomers to provide copolymers. These polymers/copolymers are then converted into photoresist compositions for use as such.
    Type: Grant
    Filed: March 29, 2006
    Date of Patent: November 16, 2010
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: James R. Sounik, Frank Leonard Schadt, III, Michael Fryd
  • Publication number: 20100047714
    Abstract: A process for preparing proponates which comprises the steps of (i) supplying a solution of methanol containing 4-hydroxyphenylmethylcarbinol, (ii) subjecting said solution to an acid catalyzed displacement reaction for a sufficient period of time and under suitable conditions of temperature and pressure to convert substantially all of said carbinol to 4-hydroxyphenylmethylcarbinol methyl ether in solution, (iii) replacing the methanol in said ether containing solution with a second solvent and (iv) reacting the ether containing ethyl lactate solution with a suitable acid catalyst for a sufficient period of time and under suitable conditions of temperature and pressure to form said propanoates. New compositions of matter which comprise the propanoates, prepared in the above manner, have application in the electronic chemicals market such as in a photoresist composition.
    Type: Application
    Filed: August 4, 2009
    Publication date: February 25, 2010
    Inventors: Michael T. Sheehan, James R. Sounik, George W. Clark, III
  • Patent number: 7312281
    Abstract: An anhydrous, liquid phase process for preparing hydroxyl containing polymers of enhanced purity comprising the steps of polymerization, purification, transesterification, purification, catalyst removal, and solvent exchange. The resultant polymer in solution can be used directly, without further processing steps, to prepare a photoresist composition.
    Type: Grant
    Filed: February 24, 2005
    Date of Patent: December 25, 2007
    Assignee: DuPont Electronic Polymers L.P.
    Inventors: Michael T. Sheehan, James R. Sounik
  • Patent number: 7148320
    Abstract: Polymers derived from various monomers are purified by fractionalization of the crude polymers in a solvent/non solvent system via reverse precipitation.
    Type: Grant
    Filed: November 24, 2004
    Date of Patent: December 12, 2006
    Assignee: Dupont Electronic Polymers L.P.
    Inventors: Michael T. Sheehan, James R. Sounik
  • Patent number: 6864324
    Abstract: An anhydrous, liquid phase process for preparing hydroxyl containing polymers of enhanced purity comprising the steps of polymerization, purification, transesterification, purification, catalyst removal, and solvent exchange. The resultant polymer in solution can be used directly, without further processing steps, to prepare a photoresist composition.
    Type: Grant
    Filed: April 19, 2002
    Date of Patent: March 8, 2005
    Assignee: Chem First Electronic Materials L.P.
    Inventors: Michael T. Sheehan, James R. Sounik
  • Publication number: 20040248039
    Abstract: The present invention provides novel photoresist compositions and processes for preparing the same utilizing low polydispersity (co)polymers prepared via the polymerization of selected monomers in the presence of RAFT chain transfer agents. The polymers can be homopolymers of substituted styrenes, or can be copolymers comprising additional monomers. These (co)polymers can be converted into photoresist compositions for use as such.
    Type: Application
    Filed: May 7, 2004
    Publication date: December 9, 2004
    Inventors: James R. Sounik, Frank Leonard Schadt, Michael Fryd
  • Publication number: 20040242798
    Abstract: An anhydrous, liquid phase process for preparing polymers of enhanced purity and low polydispersity comprising the steps of polymerization, purification, transesterification, purification, catalyst removal, and solvent exchange. The resultant polymer in solution can be used directly, without further processing steps, to prepare a photoresist composition.
    Type: Application
    Filed: May 7, 2004
    Publication date: December 2, 2004
    Inventors: James R. Sounik, Frank Leonard Schadt, Michael Fryd
  • Patent number: 6759483
    Abstract: A novel one-pot cost efficient process for the preparation of homo-, co- and terpolymers of p-hydroxystyrene or substituted p-hydroxystyrene and alkyl acrylates. The process involves polymerization of esters of p-hydroxystyrene (or its substituted analogs), alkyl acrylate monomers and/or one or more of ethylenically unsaturated monomers in an alcohol solvent in the presence of a free radical initiator. The reaction mixture containing the so formed polymer is subjected to transesterification conditions using a catalytic amount of catalyst to result in co- and/or terpolymers of p-hydroxystyrene without cleavage of the alkyl ester in the acrylate repeat unit, and then removing the catalyst from the system. Preferred embodiments include homopolymers of p-hydroxystyrene, copolymer of p-hydroxystyrene and tert-butyl acrylate and terpolymer of p-hydroxystyrene, tert-butyl acrylate and styrene. These polymers have a wide variety of applications including as photoresists in microelectronics industry.
    Type: Grant
    Filed: April 19, 2002
    Date of Patent: July 6, 2004
    Assignee: Chemfirst Electronic Materials L.P.
    Inventors: Michael T. Sheehan, James R. Sounik
  • Publication number: 20030199641
    Abstract: An anhydrous, liquid phase process for preparing hydroxyl containing polymers of enhanced purity comprising the steps of polymerization, purification, transesterification, purification, catalyst removal, and solvent exchange. The resultant polymer in solution can be used directly, without further processing steps, to prepare a photoresist composition.
    Type: Application
    Filed: April 19, 2002
    Publication date: October 23, 2003
    Inventors: Michael T. Sheehan, James R. Sounik
  • Publication number: 20020156199
    Abstract: A novel one-pot cost efficient process for the preparation of homo-, co- and terpolymers of p-hydroxystyrene or substituted p-hydroxystyrene and alkyl acrylates. The process involves polymerization of esters of p-hydroxystyrene (or its substituted analogs), alkyl acrylate monomers and/or one or more of ethylenically unsaturated monomers in an alcohol solvent in the presence of a free radical initiator. The reaction mixture containing the so formed polymer is subjected to transesterification conditions using a catalytic amount of catalyst to result in co- and/or terpolymers of p-hydroxystyrene without cleavage of the alkyl ester in the acrylate repeat unit, and then removing the catalyst from the system. Preferred embodiments include homopolymers of p-hydroxystyrene, copolymer of p-hydroxystyrene and tert-butyl acrylate and terpolymer of p-hydroxystyrene, tert-butyl acrylate and styrene. These polymers have a wide variety of applications including as photoresists in microelectronics industry.
    Type: Application
    Filed: April 19, 2002
    Publication date: October 24, 2002
    Inventors: Michael T. Sheehan, James R. Sounik
  • Patent number: 6414110
    Abstract: The invention provides a novel process for improving the glass transition temperatures of polymers by partitioning the polymer between immiscible solvents to remove the low molecular weight polymer from the desired product.
    Type: Grant
    Filed: September 20, 2000
    Date of Patent: July 2, 2002
    Assignee: Triquest LP
    Inventors: Michael T. Sheehan, James R. Sounik, Keith M. Russ
  • Patent number: 5578687
    Abstract: A process for preparing a poly(hydroxystyrene) which comprises the steps of (a) heating a carbinol under decomposition conditions in the presence of a solvent for a sufficient period of time to form hydroxystyrene, said solvent having a boiling point in substantially the same range as said hydroxystyrene; and (b) polymerizing said hydroxystyrene under suitable polymerization conditions of pressure and temperature and for a sufficient period of time to form poly(hydroxystyrene).
    Type: Grant
    Filed: October 13, 1995
    Date of Patent: November 26, 1996
    Assignee: Hoechst Celanese Corporation
    Inventors: James R. Sounik, Keith M. Russ
  • Patent number: 5565544
    Abstract: A process for preparing a polyhydroxystyrene having a novolak type structure which comprises the step of polymerizing a mixture of carboxylic acid and at least one substituted phenyl carbinol whose formula is: ##STR1## wherein (a) R.sub.1 is selected from the group consisting of H, alkyl C.sub.1 -C.sub.20, substituted and unsubstituted phenyl, and C(O)R.sub.8 (where R.sub.8 is alkyl C.sub.1 -C.sub.20); (b) R.sub.2 is selected from the group consisting of H and alkyl C.sub.1 -C.sub.20 ; and (c) R.sub.3 -R.sub.7 are each independently selected from the group consisting of H, alkyl C.sub.1 -C.sub.20, OR.sub.9 (where R.sub.9 is H, alkyl C.sub.1 -C.sub.20, esters thereof, or substituted and unsubstituted phenyl), halogen, BZT, nitro, or amino, with the proviso that at least one of R.sub.3 -R.sub.7 is OR.sub.9, in the presence of a suitable catalyst for a sufficient period of time and under suitable conditions of temperature and pressure to form said novolak type polymer.
    Type: Grant
    Filed: June 16, 1995
    Date of Patent: October 15, 1996
    Assignee: Hoechst Celanese Corporation
    Inventor: James R. Sounik
  • Patent number: 5563300
    Abstract: The present invention provides a unique and novel way of producing carbinols such as 4-hydroxyphenylmethylcarbinol (HPMC). In this new process, a ketone such as 4-hydroxyacetophenone (4-HAP) is heated under suitable hydrogenation conditions of temperature and pressure in the presence of a suitable catalyst and a basic material, and for a sufficient period of time to form HPMC.
    Type: Grant
    Filed: December 7, 1995
    Date of Patent: October 8, 1996
    Assignee: Hoechst Celanese Corporation
    Inventors: James R. Sounik, Graham N. Mott, Charles B. Hilton, Mohammad Aslam
  • Patent number: 5563289
    Abstract: The present invention provides a unique and novel way of producing an acetoxystyrene. In this new process which comprises a single step, a mixture of (a) a carbinol, (b) an acetylating agent, and (c) an acid catalyst is dehydrated under suitable dehydration conditions of temperature and pressure to form said acetoxystyrene.
    Type: Grant
    Filed: October 13, 1995
    Date of Patent: October 8, 1996
    Assignee: Hoechst Celanese Corporation
    Inventors: James R. Sounik, Keith M. Russ
  • Patent number: 5554719
    Abstract: A new polyhydroxystyrene having a novolak type structure which is prepared by the process which comprises the step of polymerizing a mixture of carboxylic acid and at least one substituted phenyl carbinol whose formula is: ##STR1## wherein (a) R.sub.1 is selected from the group consisting of H, alkyl C.sub.1 -C.sub.20, substituted and unsubstituted phenyl, and C(O)R.sub.8 (where R.sub.8 is alkyl C.sub.1 -C.sub.20); (b) R.sub.2 is selected from the group consisting of H and alkyl C.sub.1 -C.sub.20 ; and (c) R.sub.3 -R.sub.7 are each independently selected from the group consisting of H, alkyl C.sub.1 -C.sub.20, OR.sub.9 (where R.sub.9 is H, alkyl C.sub.1 -C.sub.20, esters thereof, or substituted and unsubstituted phenyl), halogen, BZT, nitro, or amino, with the proviso that at least one of R.sub.3 -R.sub.7 is OR.sub.9, in the presence of a suitable catalyst for a sufficient period of time and under suitable conditions of temperature and pressure to form said polyhydroxystyrene.
    Type: Grant
    Filed: June 16, 1995
    Date of Patent: September 10, 1996
    Assignee: Hoechst Celanese Corporation
    Inventor: James R. Sounik
  • Patent number: 5523378
    Abstract: The present invention provides a unique and novel way of producing polyhydroxystyrene which comprises the steps of (a) heating 4-hydroxyacetophenone under suitable hydrogenation conditions of temperature and pressure in the presence of a suitable palladium catalyst and a basic material and for a sufficient period of time to form 4-hydroxyphenylmethylcarbinol; (b) heating 4-hydroxyphenylmethylcarbinol under suitable conditions of temperature and pressure and for a sufficient period of time to form said polyhydroxystyrene.
    Type: Grant
    Filed: September 18, 1995
    Date of Patent: June 4, 1996
    Assignee: Hoechst Celanese Corporation
    Inventors: James R. Sounik, Graham N. Mott, Charles B. Hilton
  • Patent number: 5498804
    Abstract: The present invention provides a unique and novel way of producing carbinols such as 4-hydroxyphenylmethylcarbinol (HPMC). In this new process, a ketone such as 4-hydroxyacetophenone (4-HAP) is heated under suitable hydrogenation conditions of temperature and pressure in the presence of a suitable catalyst and for a sufficient period of time to form HPMC.
    Type: Grant
    Filed: March 17, 1995
    Date of Patent: March 12, 1996
    Assignee: Hoechst Celanese Corporation
    Inventors: James R. Sounik, Graham N. Mott, Charles B. Hilton
  • Patent number: 5493062
    Abstract: The present invention provides a unique and novel way of producing vinyl phenols such as p-vinyl phenol (4-hydroxystyrene--HSM). In this new process, p-.alpha.-aminoethylphenol (AEP) is heated under suitable deamination conditions of temperature and pressure and for a sufficient period of time to form the 4-hydroxystyrene (HSM).
    Type: Grant
    Filed: December 19, 1994
    Date of Patent: February 20, 1996
    Assignee: Hoechst Celanese Corporation
    Inventors: James R. Sounik, William W. Wilkison, III, Keith M. Russ