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).
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Patent number: 8163464Abstract: 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: GrantFiled: August 4, 2009Date of Patent: April 24, 2012Assignee: Du Pont Electronic Polymers L.P.Inventors: Michael T. Sheehan, James R. Sounik, George W. Clark, III
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Patent number: 7834113Abstract: 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: GrantFiled: March 29, 2006Date of Patent: November 16, 2010Assignee: E. I. du Pont de Nemours and CompanyInventors: James R. Sounik, Frank Leonard Schadt, III, Michael Fryd
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Publication number: 20100047714Abstract: 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: ApplicationFiled: August 4, 2009Publication date: February 25, 2010Inventors: Michael T. Sheehan, James R. Sounik, George W. Clark, III
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Patent number: 7312281Abstract: 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: GrantFiled: February 24, 2005Date of Patent: December 25, 2007Assignee: DuPont Electronic Polymers L.P.Inventors: Michael T. Sheehan, James R. Sounik
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Patent number: 7148320Abstract: Polymers derived from various monomers are purified by fractionalization of the crude polymers in a solvent/non solvent system via reverse precipitation.Type: GrantFiled: November 24, 2004Date of Patent: December 12, 2006Assignee: Dupont Electronic Polymers L.P.Inventors: Michael T. Sheehan, James R. Sounik
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Patent number: 6864324Abstract: 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: GrantFiled: April 19, 2002Date of Patent: March 8, 2005Assignee: Chem First Electronic Materials L.P.Inventors: Michael T. Sheehan, James R. Sounik
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Publication number: 20040248039Abstract: 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: ApplicationFiled: May 7, 2004Publication date: December 9, 2004Inventors: James R. Sounik, Frank Leonard Schadt, Michael Fryd
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Publication number: 20040242798Abstract: 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: ApplicationFiled: May 7, 2004Publication date: December 2, 2004Inventors: James R. Sounik, Frank Leonard Schadt, Michael Fryd
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Patent number: 6759483Abstract: 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: GrantFiled: April 19, 2002Date of Patent: July 6, 2004Assignee: Chemfirst Electronic Materials L.P.Inventors: Michael T. Sheehan, James R. Sounik
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Publication number: 20030199641Abstract: 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: ApplicationFiled: April 19, 2002Publication date: October 23, 2003Inventors: Michael T. Sheehan, James R. Sounik
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Publication number: 20020156199Abstract: 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: ApplicationFiled: April 19, 2002Publication date: October 24, 2002Inventors: Michael T. Sheehan, James R. Sounik
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Patent number: 6414110Abstract: 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: GrantFiled: September 20, 2000Date of Patent: July 2, 2002Assignee: Triquest LPInventors: Michael T. Sheehan, James R. Sounik, Keith M. Russ
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Patent number: 5578687Abstract: 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: GrantFiled: October 13, 1995Date of Patent: November 26, 1996Assignee: Hoechst Celanese CorporationInventors: James R. Sounik, Keith M. Russ
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Patent number: 5565544Abstract: 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: GrantFiled: June 16, 1995Date of Patent: October 15, 1996Assignee: Hoechst Celanese CorporationInventor: James R. Sounik
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Patent number: 5563300Abstract: 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: GrantFiled: December 7, 1995Date of Patent: October 8, 1996Assignee: Hoechst Celanese CorporationInventors: James R. Sounik, Graham N. Mott, Charles B. Hilton, Mohammad Aslam
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Patent number: 5563289Abstract: 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: GrantFiled: October 13, 1995Date of Patent: October 8, 1996Assignee: Hoechst Celanese CorporationInventors: James R. Sounik, Keith M. Russ
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Patent number: 5554719Abstract: 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: GrantFiled: June 16, 1995Date of Patent: September 10, 1996Assignee: Hoechst Celanese CorporationInventor: James R. Sounik
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Patent number: 5523378Abstract: 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: GrantFiled: September 18, 1995Date of Patent: June 4, 1996Assignee: Hoechst Celanese CorporationInventors: James R. Sounik, Graham N. Mott, Charles B. Hilton
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Patent number: 5498804Abstract: 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: GrantFiled: March 17, 1995Date of Patent: March 12, 1996Assignee: Hoechst Celanese CorporationInventors: James R. Sounik, Graham N. Mott, Charles B. Hilton
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Patent number: 5493062Abstract: 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: GrantFiled: December 19, 1994Date of Patent: February 20, 1996Assignee: Hoechst Celanese CorporationInventors: James R. Sounik, William W. Wilkison, III, Keith M. Russ