Patents by Inventor Richard H. S. Wang
Richard H. S. Wang 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: 5473098Abstract: Disclosed is a process for the preparation of 4,4'-stilbenedicarboxylate esters by a 4-step process starting with an alkyl p-formylbenzoate and utilizing intermediate phosphite and phosphonate compounds. The steps comprise(1) preparing an alkyl p-(hydroxymethyl)benzoate by hydrogenating an alkyl p-formylbenzoate;(2) contacting the alkyl p-(hydroxymethyl)benzoate of step (1) with a trialkyl phosphite to obtain a phosphite ester compound having the formula: ##STR1## (3) contacting the phosphite ester of step (2) with a catalytic amount of iodine to rearrange the phosphite ester to the corresponding phosphonate ester;and(4) contacting the phosphonate ester compound of step (3) with an alkyl p-formylbenzoate in the presence of an alkali metal alkoxide and an inert solvent to obtain the dialkyl 4,4'-stilbenedicarboxylate.Type: GrantFiled: March 6, 1995Date of Patent: December 5, 1995Assignee: Eastman Chemical CompanyInventors: Richard H. S. Wang, Carl A. Bryan, Jr., Bill A. Eller
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Patent number: 5470998Abstract: Disclosed is a process for the preparation of 4,4'-stilbenedicarboxylate esters by a 3-step process utilizing p-toluic acid, an alkyl p-formylbenzoate and a trialkyl phosphite. The steps comprise(1) preparing p-(chloromethyl)benzoic acid by chlorinating p-toluic acid with sulfuryl chloride in the presence of a free radical initiator and chlorobenzene or dichlorobenzene;(2) contacting the p-(chloromethyl)benzoic acid of step (1) with a trialkyl phosphite to obtain a phosphonate compound; and(3) contacting the phosphonate ester compound of step (2) with an alkyl p-formylbenzoate in the presence of an alkali metal alkoxide and an inert solvent to obtain the dialkyl 4,4'-stilbenedicarboxylate.Type: GrantFiled: March 6, 1995Date of Patent: November 28, 1995Assignee: Eastman Chemical CompanyInventor: Richard H. S. Wang
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Patent number: 5332828Abstract: Disclosed is an improved process for the preparation of 4,4'-bis(2-benzoxazolyl)stilbene compounds by the reaction of 4,4'-stilbenedicarboxylic acid with 2-aminophenol compounds in the presence of a tin or titanium catalyst and certain solvents.Type: GrantFiled: February 22, 1993Date of Patent: July 26, 1994Assignee: Eastman Kodak CompanyInventor: Richard H. S. Wang
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Patent number: 5319127Abstract: Disclosed are a class of phenolic-hydrazide compounds of diverse structure which are useful as stabilizers for polyolefins. The phenolic-hydrazide compounds inhibit oxidative degradation of polyolefins which is attributable to heat and/or ultraviolet light and is promoted or accelerated by metals, e.g., copper, in contact with the polyolefin.Type: GrantFiled: September 23, 1993Date of Patent: June 7, 1994Assignee: Eastman Chemical CompanyInventors: Richard H. S. Wang, Ping P. Shang, Daniel A. Jervis
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Patent number: 5302744Abstract: Disclosed are a class of phenolic-hydrazide compounds of diverse structure which are useful as stabilizers for polyolefins. The phenolic-hydrazide compounds inhibit oxidative degradation of polyolefins which is attributable to heat and/or ultraviolet light and is promoted or accelerated by metals, e.g., copper, in contact with the polyolefin.Type: GrantFiled: March 27, 1992Date of Patent: April 12, 1994Assignee: Eastman Kodak CompanyInventors: Richard H. S. Wang, Ping P. Shang, Daniel A. Jervis
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Patent number: 5189088Abstract: Disclosed is a class of bis(phenolic-amine)quinone compounds which are useful as stablizers for polyolefins. The bis(phenolic-amine)quinone compounds inhibit oxidative degradation of polyolefins which is attributable to heat and/or ultraviolet light and is promoted or accelerated by metals, e.g., copper, in contact with the polyolefin. The compounds also exhibit excellent thermal stability.Type: GrantFiled: March 30, 1992Date of Patent: February 23, 1993Assignee: Eastman Kodak CompanyInventors: Richard H. S. Wang, Ping P. Shang, Daniel A. Jervis
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Patent number: 5112893Abstract: Disclosed are polyolefin compositions containing a phosphite compound having the formula ##STR1## wherein R.sup.1 is hydrogen, alkyl or aralkyl; R.sup.2 is hydrogen or alkyl; and R.sup.3 is alkyl or aryl.Type: GrantFiled: October 10, 1990Date of Patent: May 12, 1992Assignee: Eastman Kodak CompanyInventor: Richard H. S. Wang
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Patent number: 4956406Abstract: Disclosed are novel bis-cyclic phosphite compounds having the formula ##STR1## wherein each R.sup.1 is independently selected from hydrogen, alkyl, aralkyl, aryl, carboxy, alkoxycarbonyl or halogen;each R.sup.2 is independently selected from hydrogen, alkyl, aralkyl, alkoxy, aryl, carboxyl, alkoxycarbonyl or halogen;each R.sup.3 and R.sup.4 is alkyl; andA is 1,3- or 1,4-phenylene.Also disclosed are synthetic polymeric materials stabilized with one or more of the above compounds.Type: GrantFiled: August 3, 1989Date of Patent: September 11, 1990Assignee: Eastman Kodak CompanyInventors: Garry L. Myers, Richard H. S. Wang
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Patent number: 4929654Abstract: Disclosed are novel cyclic phosphite compounds having the formula ##STR1## wherein each R.sup.1 is independently selected from hydrogen, alkyl, aralkyl, aryl, carboxy, alkoxycarbonyl or halogen;each R.sup.2 is independently selected from hydrogen, alkyl, aralkyl, alkoxy, aryl, carboxy, alkoxycarbonyl or halogen;R.sup.3 is (a) hydrogen, alkyl, cyclohexyl or aryl when n is 1; (b) alkylene, cyclohexylene, cyclohexylenedialkylene, arylene or a divalent group having the formula ##STR2## wherein R.sup.1 and R.sup.2 are defined above and A.sup.2 is 1,3- or 1,4-phenylene when n is 2; (c) alkanetriyl when n is 3; or alkanetetrayl when n is 4;n is 1, 2, 3 or 4; andA.sup.1 is 1,3-phenylene.Also disclosed are synthetic polymeric materials stabilized with one of the above compounds and phosphite chloride compounds from which the above compounds are prepared.Type: GrantFiled: October 4, 1988Date of Patent: May 29, 1990Assignee: Eastman Kodak CompanyInventors: Richard H. S. Wang, Garry L. Myers
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Patent number: 4882374Abstract: Disclosed are novel cyclic phosphite compounds having the formula ##STR1## wherein R.sup.1 is hydrogen, alkyl or aralkyl; R.sup.2 is hydrogen or alkyl; R.sup.3 is alkyl or aryl; and R.sup.4 and R.sup.5 each is alkyl. Also disclosed are polyolefin compositions stabilized with one or more of the above compounds.Type: GrantFiled: February 6, 1989Date of Patent: November 21, 1989Assignee: Eastman Kodak CompanyInventors: Richard H. S. Wang, Garry L. Myers
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Patent number: 4859726Abstract: Disclosed are bis-benzotriazolylphenol compounds having the formula ##STR1## wherein R.sup.1 and R.sup.2 each is a 2-benzotriazolyl radical;R.sup.3 and R.sup.4 each is hydrogen, alkyl, aralkyl, alkoxy, aryl, carboxy, alkoxycarbonyl or halogen; andA is 1,3- or 1,4-phenylene.Also disclosed ae synthetic polymeric materials stabilized with one of the above compounds.Type: GrantFiled: October 24, 1988Date of Patent: August 22, 1989Assignee: Eastman Kodak CompanyInventors: Richard H. S. Wang, Garry L. Myers
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Patent number: 4788298Abstract: Disclosed is a three-step process for the preparation of 3-chloro-4-alkyl-7-hydroxy or alkoxycoumarin compounds starting with resorcinol or a monoalkyl ester of resorcinol and chlorinating an intermediate compound with sulfuryl chloride in the presence of acetic acid or an alkyl acetate.Type: GrantFiled: January 22, 1985Date of Patent: November 29, 1988Assignee: Eastman Kodak CompanyInventor: Richard H. S. Wang
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Patent number: 4707537Abstract: Polyester compositions useful in formed articles such as beverage bottles and having condensation reacted therein at least one UV-absorbing compound of the formula ##STR1## wherein X is hydroxyl, carboxy, carbalkoxy, substituted carbalkoxy, or acyloxy; Y is cyano, carbamyl, substituted carbamyl, aryl, acyl, alkylsulfonyl, substituted alkylsulfonyl, phenylsulfonyl, or substituted phenylsulfonyl; R is selected from -alkylene-O-alkylene-, -alkylene-S-alkylene-, -alkylene-N(-SO.sub.2 alkyl)-alkylene-, straight or branched chain alkylene or such alkylene substituted with an X substituent; and R.sub.1 is hydrogen or 1-3 groups selected from alkyl, alkoxy and halogen.Type: GrantFiled: September 30, 1986Date of Patent: November 17, 1987Assignee: Eastman Kodak CompanyInventors: Wayne P. Pruett, Richard H. S. Wang, Samuel D. Hilbert, Max A. Weaver
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Patent number: 4661566Abstract: Compositions comprising polyester or polycarbonate having reacted therein a total of from about 1.0 to about 5,000 parts by weight per million parts by weight of polyester of at least one UV absorbing compound of the formula ##STR1## wherein R is alkyl or the like, X is carbonyl or sulfonyl, R.sup.1 is hydrogen or a substituent, and Y and Z are hydrogen or substituents such as cyano or alkoxycarbonyl, with the provision that at least one of R, R.sup.1, Y, and Z is, or forms part of, or contains one or more reactive groups capable of undergoing a condensation reaction under polyester forming conditions, such that the UV absorbing compound is reacted into the polymer. The compound has a maximum light absorbance within the range of from about 320 nm to about 380 nm, which is nonextractable from the polyester and stable under the polyester processing conditions, for imparting UV screening properties to the polymer.Type: GrantFiled: February 6, 1986Date of Patent: April 28, 1987Assignee: Eastman Kodak CompanyInventors: Wayne P. Pruett, Richard H. S. Wang, Samuel D. Hilbert, Max A. Weaver
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Patent number: 4617373Abstract: Molding or fiber grade condensation polymer having copolymerized therein a total of from 1.0 to about 5,000 ppm of at least one methine moiety having one or more methine units defined as "the group >C.dbd.C< conjoined with a conjugated aromatic system," said moiety absorbing in the range of from about 350 nm to about 650 nm, and being nonextractable from said polymer and stable under the polymer processing conditions. The moieties preferably have molecular weights of from about 200 to about 600 although lower and higher molecular weights are also operable and are derived from reactants (monomers) having one or more groups such as hydroxyl, carboxyl, carboxylic ester, acid halide, amino and the like which condense during condensation or polycondensation to enter the moiety into the polymer chain.Type: GrantFiled: January 28, 1986Date of Patent: October 14, 1986Assignee: Eastman Kodak CompanyInventors: Wayne P. Pruett, Richard H. S. Wang, Samuel D. Hilbert, Max A. Weaver
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Patent number: 4617374Abstract: Polyester compositions useful in formed articles such as beverage bottles and having condensation reacted therein at least one UV-absorbing compound of the formula ##STR1## wherein: R is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, or alkenyl;R.sup.1 is hydrogen, or alkyl, aryl, or cycloalkyl, all of which may be substituted;R.sup.2 is hydrogen, or alkyl, cycloalkyl or aryl, all of which may be substituted;R.sup.3 is hydrogen or 1-3 substituents; andP is cyano or a group such as carbamoyl, aryl, alkylsulfonyl, arylsulfonyl, alkanoyl or aroyl, all of which groups may be substituted;whereby the polyester composition has maximum light radiation absorbance within the range of from about 320 nm to about 380 nm.Type: GrantFiled: January 28, 1986Date of Patent: October 14, 1986Assignee: Eastman Kodak CompanyInventors: Wayne P. Pruett, Richard H. S. Wang, Samuel D. Hilbert, Max A. Weaver
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Patent number: 4579893Abstract: Disclosed are compounds having the formula ##STR1## wherein X is the residue of a benzoxazole radical;Y is carboxyl, alkoxycarbonyl, alkanoyl, cyano, carbamoyl, N-alkylcarbamoyl or N,N-dialkylcarbamoyl; andA is phenyl, naphthyl or phenyl or napthyl substituted with one or more substituents selected from hydroxy, halogen, alkyl, alkoxy, cycloalkyl, aryl, aryloxy or Y. Also disclosed are polymeric materials stabilized against degradation by ultraviolet light by the incorporation therein of one or more of the above-defined compounds.Type: GrantFiled: January 6, 1984Date of Patent: April 1, 1986Assignee: Eastman Kodak CompanyInventors: Richard H. S. Wang, Michael Bellas, William W. Blount, Jr.
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Patent number: 4518808Abstract: Disclosed is a process for the preparation of certain dichloro-hydroxy and alkoxy aromatic compounds by reacting the corresponding unchlorinated compound with sulfuryl chloride in the presence of acetic acid, propionic acid or lower alkyl esters thereof.Type: GrantFiled: September 29, 1983Date of Patent: May 21, 1985Assignee: Eastman Kodak CompanyInventors: Richard H. S. Wang, Garry L. Myers
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Patent number: 4281129Abstract: The invention relates to piperidinyl hydrogen 2-hydroxyalkyl phosphates which have been found to be effective ultraviolet stabilizers. The invention also relates to piperidinyl hydrogen 2-hydroxyalkyl phosphate salts which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the piperidinyl hydrogen 2-hydroxyalkyl phosphates or salts thereof to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, or coated on the exterior of the molded article, film or extruded fiber.Type: GrantFiled: October 2, 1979Date of Patent: July 28, 1981Assignee: Eastman Kodak CompanyInventors: Gether Irick, Jr., Richard H. S. Wang
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Patent number: 4256626Abstract: The invention relates to multichromophoric compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the multichromophoric composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stablizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, coated on the exterior of the molded article, film or extruded fiber.Type: GrantFiled: July 12, 1978Date of Patent: March 17, 1981Assignee: Eastman Kodak CompanyInventors: Richard H. S. Wang, Joseph S. Zannucci