Patents by Inventor Malcolm E. Kenney
Malcolm E. Kenney 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: 9731975Abstract: A method of forming chloro-substituted silanes from the reaction of an alkoxysilane with a chlorinating agent in the optional presence of a catalyst is provided. More specifically, chloro-substituted silanes, including but not limited to silicon tetrachloride, are formed by reacting a chlorinating agent, such as thionyl chloride, with an alkylalkoxysilane having the formula (R?O)4-xSiRx, where R and R? are independently selected alkyl groups comprising one or more carbon atoms and x is 0, 1, 2, or 3. The catalyst may be dimethylformamide, (chloromethylene)dimethyliminium chloride, or triethylamine, among others. The chloro-substituted silane formed in the reaction along with several by-products has the formula (R?O)4-x-ySiRxCly; where x is 0, 1, 2, or 3 and y is 1, 2, 3, or 4. One of the by-products of the reaction is an alkyl chloride.Type: GrantFiled: March 16, 2012Date of Patent: August 15, 2017Assignee: Case Western Reserve UniversityInventors: Dimitris E Katsoulis, Malcolm E Kenney, Plousia E Vassilaras
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Publication number: 20150023861Abstract: A method of forming chloro-substituted silanes from the reaction of an alkoxysilane with a chlorinating agent in the optional presence of a catalyst is provided. More specifically, chloro-substituted silanes, including but not limited to silicon tetrachloride, are formed by reacting a chlorinating agent, such as thionyl chloride, with an alkylalkoxysilane having the formula (R?O)4-xSiRx, where R and R? are independently selected alkyl groups comprising one or more carbon atoms and x is 0, 1, 2, or 3. The catalyst may be dimethylformamide, (chloromethylene)dimethyliminium chloride, or triethylamine, among others. The chloro-substituted silane formed in the reaction along with several by-products has the formula (R?O)4-x-ySiRxCly; where x is 0, 1, 2, or 3 and y is 1, 2, 3, or 4. One of the by-products of the reaction is an alkyl chloride.Type: ApplicationFiled: March 16, 2012Publication date: January 22, 2015Applicants: DOW CORNING CORPORATION, CASE WESTERN RESERVE UNIVERSITYInventors: Dimitris E Katsoulis, Malcolm E Kenney, Plousia E Vassilaras
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Patent number: 8440641Abstract: Pharmaceutical compositions of phthalocyanine compounds with a structure according to Formula (I) are described. Phthalocyanines are photosensitizer compounds having a phthalocyanine ring system that can be used for photodynamic therapy. Different phthalocyanines and phthalocyanine salts are shown to have useful characteristics such as water solubility, oil solubility, or tunable photostability. Formulations of phthalocyanines and phthalocyanine salts that can be used for topical and systemic administration are described.Type: GrantFiled: March 20, 2009Date of Patent: May 14, 2013Assignee: Case Western Reserve UniversityInventors: Ming Guo, Yun Liu, Malcolm E. Kenney
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Publication number: 20120323164Abstract: The use of phthalocyanines together with a free radical source for photodynamic therapy is described. The free radical sources cause the photodecomposition of the phthalocyanines, which can be useful for various reasons such as allowing light to penetrate to lower tissue levels that would otherwise be obscured. The nature of the phthalocyanine and the free radical source chosen can both have an influence on the rate of photodecomposition. The free radical sources can be provided along with the phthalocyanines either in free unattached form, or they can be attached to the phthalocyanines themselves.Type: ApplicationFiled: June 15, 2012Publication date: December 20, 2012Applicant: Case Western Reserve UniversityInventors: Malcolm E. Kenney, Yun Liu
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Patent number: 8211883Abstract: The invention relates to topical pharmaceutical compositions comprising a phthalocyanine, wherein a diamagnetic metal ion moiety is either coordinated or covalently bound to the phthalocyanine core. The invention also relates to methods for destroying cancer tissue, precancerous cells, photo-aged cells, damaged cells, or otherwise pathologic cells, or activated cells, such as lymphocytes or other cells of the immune system, or activated or inflamed tissue cells comprising topically administering to the cancer tissue or surrounding tissue an effective amount of a phthalocyanine composition.Type: GrantFiled: April 1, 2005Date of Patent: July 3, 2012Assignee: Case Western Reserve UniversityInventors: Kevin D. Cooper, Nancy L. Oleinick, Malcolm E. Kenney, Thomas S. McCormick, Jeffrey C. Berlin, Elma D. Baron
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Publication number: 20100240609Abstract: Pharmaceutical compositions of phthalocyanine compounds with a structure according to Formula (I) are described. Phthalocyanines are photosensitizer compounds having a phthalocyanine ring system that can be used for photodynamic therapy. Different phthalocyanines and phthalocyanine salts are shown to have useful characteristics such as water solubility, oil solubility, or tunable photostability. Formulations of phthalocyanines and phthalocyanine salts that can be used for topical and systemic administration are described.Type: ApplicationFiled: March 20, 2009Publication date: September 23, 2010Applicant: CASE WESTERN RESERVE UNIVERSITYInventors: Ming Guo, Yun Liu, Malcolm E. Kenney
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Publication number: 20090156552Abstract: The invention relates to topical pharmaceutical compositions comprising a phthalocyanine, wherein a diamagnetic metal ion moiety is either coordinated or covalently bound to the phthalocyanine core. The invention also relates to methods for destroying cancer tissue, precancerous cells, photo-aged cells, damaged cells, or otherwise pathologic cells, or activated cells, such as lymphocytes or other cells of the immune system, or activated or inflamed tissue cells comprising topically administering to the cancer tissue or surrounding tissue an effective amount of a phthalocyanine composition.Type: ApplicationFiled: April 1, 2005Publication date: June 18, 2009Inventors: Kevin D. Cooper, Nancy L. Oleinick, Malcolm E. Kenney, Thomas S. McCormick, Jeffrey C. Berlin, Elma D. Baron
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Patent number: 6225333Abstract: The present invention in general terms includes a method of treating cancerous cells containing a pigment, the method including irradiation of the cells with light of comprising the steps: (1) subjecting the cancerous cells to relatively high power light so as to substantially reduce the amount of the pigment in the cells; (2) treating the cancerous cells with one or more photosensitizing agent; followed by (3) subjecting the cancerous cells to relatively low power light so as to activate the photosensitizing agent(s).Type: GrantFiled: March 14, 2000Date of Patent: May 1, 2001Assignee: Bowling Green State UniversityInventors: Michael A. J. Rodgers, Giulio Jori, Malcolm E. Kenney
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Patent number: 6071944Abstract: The present invention in general terms includes a method of treating cancerous cells containing a pigment, the method including irradiation of the cells with light of comprising the steps: (1) subjecting the cancerous cells to relatively high power light so as to substantially reduce the amount of the pigment in the cells; (2) treating the cancerous cells with one or more photosensitizing agent; followed by (3) subjecting the cancerous cells to relatively low power light so as to activate the photosensitizing agent(s).Type: GrantFiled: November 12, 1997Date of Patent: June 6, 2000Assignee: Bowling Green State UniversityInventors: Michael A. J. Rodgers, Giulio Jori, Malcolm E. Kenney
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Patent number: 5872248Abstract: A simple, flexible, convenient method for making silicon phthalocyanines and naphthalocyanines by inserting silicon into metal-free phthalocyanines and metal-free naphthalocyanines is provided. The method comprises: providing a metal-free phthalocyanine or metal-free naphthalocyanine; reacting the metal-free phthalocyanine or metal-free naphthalocyanine with HSiCl.sub.3 to provide a reaction product; then reacting the reaction product with water; and extracting a silicon phthalocyanine or a silicon naphthalocyanine. The invention also relates to novel phthalocyanines and naphthalocyanines. The phthalocyanines and naphthalocyanines are useful as photosensitizers and as dyes.Type: GrantFiled: March 28, 1997Date of Patent: February 16, 1999Assignee: Case Western Reserve UniversityInventors: Gongzhen Cheng, Guolun Hao, Hongqiao Wu, Ying-Syi Li, Malcolm E. Kenney
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Patent number: 5763602Abstract: The present invention provides improved methods for synthesizing phthalocyanines, particularly HOSiPcOSi(CH.sub.3).sub.2 (CH.sub.2).sub.3 N(CH.sub.3).sub.2, which do not involve photolysis, and which produces purity of at least about 95%, and in the preferred embodiment of the first method of synthesis provide a yield of greater than about 70% and typically greater than 80%. The first method involves a method for synthesizing a phthalocyanine compound comprising the following steps: providing a phthalocyanine precursor having a central silicon; adding a first aminosiloxy ligand to the central silicon of the phthalocyanine precursor; adding a second aminosiloxy ligand to the central silicon of the phthalocyanine precursor; displacing the second aminosiloxy ligand by an organic acid ligand, preferably Cl.sub.3 CCOO ligand; then displacing the Cl.sub.3 CCOO ligand with an HO ligand.Type: GrantFiled: October 1, 1996Date of Patent: June 9, 1998Inventors: Ying-Syi Li, Malcolm E. Kenney
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Patent number: 5627241Abstract: A method of making an organopolysiloxane sheet or tube polymer involves contacting a sheet or tube silicate with an organo-H-chlorosilane to form an organosiloxane sheet or tube polymer with pendent .tbd.Si--H groups. Subsequently, the organosiloxane sheet or tube polymer with pendent .tbd.Si--H groups is contacted with an alkenyl group containing compound in the presence of a hydrosilation catalyst. The catalyst is used in an amount effective to catalyze a hydrosilation reaction between the alkenyl group on the alkenyl group containing compound and the hydride functionality on the organosiloxane sheet or tube polymer with pendent .tbd.Type: GrantFiled: September 19, 1996Date of Patent: May 6, 1997Assignees: Dow Corning Corporation, Case Western UniversityInventors: Chenggang Chen, Dimitris E. Katsoulis, Malcolm E. Kenney
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Patent number: 5605982Abstract: Organopolysiloxane sheet or tube polymers are made by contacting a sheet or tube silicate with an alkenyl group containing chlorosilane to form an alkenylsiloxy polymer, and subsequently contacting the alkenylsiloxy sheet or tube polymer with a hydrosilane or hydrosiloxane in the presence of a hydrosilation catalyst, to catalyze a reaction between the alkenyl group on the alkenylsiloxy polymer and hydride functionality on the hydrosilane or hydrosiloxane. Silylalkoxysiloxane sheet or tube polymers are made by contacting a sheet or tube silicate with an acidic solution of an alkenyl alcohol to form a polymeric sheet or tube alkenyloxysiloxane, and subsequently contacting the alkenyloxysiloxane with a hydrosilane or hydrosiloxane in the presence of a hydrosilation catalyst, to catalyze a reaction between the alkenyl group on the alkenyloxysiloxane and hydride functionality on the hydrosilane or hydrosiloxane.Type: GrantFiled: October 12, 1995Date of Patent: February 25, 1997Assignees: Dow Corning Corporation, Case Western Reserve UniversityInventors: Timothy C. Chao, Malcolm E. Kenney, Dimitris E. Katsoulis
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Patent number: 5484778Abstract: The present invention relates to a series of novel phthalocyanine compositions (or compounds) suitable for use as photosensitizers for photodynamic therapy. Specifically, the invention relates to a series of new aluminum (Al) germanium (Ge), gallium (Ga), tin (Sn) and/or silicon (Si) phthalocyanines having substituted amine or quaternary ammonium axial ligands attached to the central metal, and the use of these new phthalocyanine compositions for the treatment of cancer through photosensitization. Moreover, the present invention is directed to the methods of preparing these compositions for use in photodynamic therapy.Type: GrantFiled: September 2, 1993Date of Patent: January 16, 1996Assignee: University Hospitals of ClevelandInventors: Malcolm E. Kenney, Nancy L. Oleinick, Boris D. Rihter, Ying-Syi Li
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Patent number: 5403808Abstract: The subject invention relates to a process for the production of a sorbent for SO.sub.2 comprising mixing a source of Ca.sub.3 SiO.sub.5 admixed with about 3 % of a compound such as CaSO.sub.4 2 H.sub.2 O that facilitates the conversion of the Ca.sub.3 SiO.sub.5 to the desired product, or Ca.sub.2 SiO.sub.4, or both the mixture and Ca.sub.2 SiO.sub.4 with an excess of water; adding milling media to the mixture; and, agitating the mixture including the milling media for from about 1 hour to about 96 hours at a temperature of about ambient temperature to about 85.degree. C., such that a finely divided sorbent including C--S--H and Ca(OH).sub.2 as its main active components is formed.The invention further relates to the foregoing process wherein the source of Ca.sub.3 SiO.sub.5 admixed with about 3 % of a compound such as CaSO.sub.4.2 H.sub.2 O that facilitates the conversion of the Ca.sub.3 SiO.sub.5 to the desired product, or Ca.sub.2 SiO.sub.4, or both the mixture and Ca.sub.2 SiO.sub.Type: GrantFiled: July 7, 1993Date of Patent: April 4, 1995Assignee: Case Western Reserve UniversityInventors: Malcolm E. Kenney, Ray-Kuang Chiang
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Patent number: 5280183Abstract: Compounds are disclosed which comprise parallel, multiring, porphyrin-related compounds, particularly two-ring phthalocyanine compounds, which have a coordinating atom, either a metal or a metalloid, located at their center. The coordinating atoms in adjacent rings are connected by an oxygen bridge along an axial backbone disposed at right angles to the rings, and the coordinating atom and the ring on one end of the axis has a hydrophilic group attached thereto, while the coordinating atom in the ring at the other end of the axis has a hydrophobic group attached to it. Semiconducting films made from such compounds and devices made from such films, especially gas sensors, are also disclosed.Type: GrantFiled: February 7, 1992Date of Patent: January 18, 1994Assignee: Edison Polymer Innovation CorporationInventors: Daniel A. Batzel, Scott E. Rickert, Malcolm E. Kenney
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Patent number: 5183914Abstract: The present invention relates to a novel method of preparing alkoxysilanes and oligomeric alkoxysiloxanes. The method comprises reacting a metal silicate with an acid selected from the group consisting of sulfurous acid and acids with a pKa greater than about 2.5 in the presence of an alcohol. The resultant product is then reacted with an alcohol to form the alkoxysilane or oligomeric alkoxysiloxane, depending on the starting silicate. This method is particularly valuable since the reaction conditions are mild and the reactants are readily available.Type: GrantFiled: April 29, 1991Date of Patent: February 2, 1993Assignees: Dow Corning Corporation, Case Western Reserve UniversityInventors: Li-Tain Yeh, Malcolm E. Kenney, Gary N. Bokerman, John P. Cannady, Ollie W. Marko
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Patent number: 5166197Abstract: The present invention relates to a series of novel phthalocyanine compositions (or compounds) suitable for use as photosensitizers for photodynamic therapy. Specifically, the invention relates to a series of new aluminum (Al) and/or silicon (Si) phthalocyanines having substituted amine or quaternary ammonium axial ligands attached to the central metal, and the use of these new phthalocyanine compositions for the treatment of cancer through photosensitization. Moreover, the present invention is directed to the methods of preparing these compositions for use in photodynamic therapy.Type: GrantFiled: July 17, 1990Date of Patent: November 24, 1992Inventors: Malcolm E. Kenney, Nancy L. Oleinick, Boris D. Rihter
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Patent number: 5059510Abstract: Provided is an information recording medium, e.g., an optical recording medium, and a method for recording information thereon. The information layer of the recording medium comprises an organo macrocyclic chromophore containing a central hetero atom or two central hydrogen atoms or isotopes of hydrogen, e.g., a naphthalocyanine having silicon as the hetero atom, which chromophore is substituted with at least one substituent conferring film forming properties to the chromophore, e.g., a monomer or oligomeric substituent comprised of acid, amide or ester units. The information layer thereby offers excellent thermomechanical properties and exhibits excellent absorption properties all in a single component material. By utilizing a single component material, the problem of dye/polymer phase separation frequently encountered in dye/polymer mixtures is also overcome.Type: GrantFiled: August 22, 1989Date of Patent: October 22, 1991Assignee: Hoechst Celanese Corp.Inventors: R. Sidney Jones, Jr., David E. Nikles, Malcolm E. Kenney
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Patent number: 4900817Abstract: Compounds are disclosed which comprise parallel, multiring, porphyrin-related compounds, particularly two-ring phthalocyanine compounds, which have a coordinating atom, either a metal or a metalloid, located at their center. The coordinating atoms in adjacent rings are connected by an oxygen bridge along an axial backbone disposed at right angles to the rings, and the coordinating atom and the ring on one end of the axis has a hydrophilic group attached thereto, while the coordinating atom in the ring at the other end of the axis has a hydrophobic group attached to it. Semiconducting films made from such compounds and devices made from such films, especially gas sensors, are also disclosed.Type: GrantFiled: May 31, 1988Date of Patent: February 13, 1990Assignee: Edison Polymer Innovation CorporationInventors: Daniel A. Batzel, Scott E. Rickert, Malcolm E. Kenney