Patents by Inventor Franklin H. Barrows
Franklin H. Barrows 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: 6906121Abstract: A composition of matter is disclosed that comprises a compound of the formula AnR, wherein: A is R1 is hydrocarbyl; m is 0 or 1; n is 1, 2, or 3; R is selected from the group consisting of: mono-, di-, and trivalent aliphatic groups; mono-, di-, and trivalent aromatic groups; five- and six-membered heterocyclic rings comprising n carbon atoms bonded to A, at least one nitrogen atom, and, optionally, at least one sulfur atom; and wherein R2 and R3 are independently selected from the group consisting of hydrogen and hydrocarbyl. These compounds are useful as coupling agents in filled elastomer compositions.Type: GrantFiled: March 24, 2003Date of Patent: June 14, 2005Assignee: Uniroyal Chemical Company, Inc.Inventors: Joseph F. Stieber, Franklin H. Barrows
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Publication number: 20040192826Abstract: A composition of matter is disclosed that comprises a compound of the formula AnR, wherein:Type: ApplicationFiled: March 24, 2003Publication date: September 30, 2004Applicant: UNIROYAL CHEMICAL COMPANY, INC.Inventors: Joseph F. Stieber, Franklin H. Barrows
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Publication number: 20030212291Abstract: Alkanediol ortho- and meta-diamino benzoates are prepared by reacting either ortho- or meta-amino benzoic acid esters with an alkanediol in the presence of a transesterification catalyst. The ortho-diamine may alternatively be prepared by reacting isatoic anhydride with the alkanediol. These alkanediol ortho- and meta-diamino benzoates are useful in the curing of urethane prepolymers to produce novel polyurethane urea elastomers.Type: ApplicationFiled: May 2, 2002Publication date: November 13, 2003Applicant: CROMPTON CORPORATIONInventors: Vincent J. Gajewski, Franklin H. Barrows
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Patent number: 6245912Abstract: There is disclosed a process for the preparation of sulfenimides comprising: mixing, in a hydrocarbon solvent, a sulfenamide of the formula with an aldehyde of the formula R4CHO where X is a sulfur atom, a —C═N— group, or a —C═C— group, R1 and R2 are independently selected from the group consisting of hydrogen, alkyl, and aryl or may be joined to form a saturated or unsaturated ring or aromatic ring, R3 is alkyl or cycloalkyl, and R4 is a hydrocarbon radical wherein the carbon bearing the aldehyde function is bonded only to other carbon atoms, a substituted or unsubstituted aryl ring, or a heteroaromatic ring; and heating the mixture at a temperature and for a period of time sufficient to convert the sulfenamide to the sulfenimide.Type: GrantFiled: October 12, 2000Date of Patent: June 12, 2001Assignee: Uniroyal Chemical Company, Inc.Inventors: Joseph F. Stieber, Franklin H. Barrows
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Patent number: 6187726Abstract: Compounds and lubricant compositions are disclosed that comprise a substituted linear thiourea of the structure wherein R1, R2, and R4 are independently selected from the group consisting of alkyl, alkenyl, aryl, alkaryl, aralkyl, and hydrogen; R3 is selected from the group consisting of alkyl, alkenyl, and combinations thereof; X is selected from the group consisting of (i) methylene, if, and only if, R3 is alkenyl, (ii) oxygen, and (iii) sulfur; and A is selected from the group consisting of alkylene and aryl.Type: GrantFiled: November 12, 1999Date of Patent: February 13, 2001Assignee: CK Witco CorporationInventors: Theodore E. Nalesnik, Franklin H. Barrows
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Patent number: 6180795Abstract: There is disclosed a process for the preparation of sulfenimides comprising: mixing, in a hydrocarbon solvent, a sulfenamide of the formula with an aldehyde of the formula R4CHO where X is a sulfur atom, a —C═N— group, or a —C═C— group, R1 and R2 are independently selected from the group consisting of hydrogen, alkyl, and aryl or may be joined to form a saturated or unsaturated ring or aromatic ring, R3 is alkyl or cycloalkyl, and R4 is a hydrocarbon radical wherein the carbon bearing the aldehyde function is bonded only to other carbon atoms, a substituted or unsubstituted aryl ring, or a heteroaromatic ring; and heating the mixture at a temperature and for a period of time sufficient to convert the sulfenamide to the sulfenimide.Type: GrantFiled: July 30, 1999Date of Patent: January 30, 2001Assignee: Uniroyal Chemical Company, Inc.Inventors: Joseph F. Stieber, Franklin H. Barrows
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Patent number: 6111129Abstract: A process is disclosed for the direct preparation of alkanediol-diaminobenzoates comprising transesterifying an alkyl-p-aminobenzoate with a diol in the presence of a transesterification catalyst.Type: GrantFiled: November 4, 1998Date of Patent: August 29, 2000Assignee: Uniroyal Chemical Company, Inc.Inventors: Franklin H. Barrows, Vincent J. Gajewski
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Patent number: 5990310Abstract: A method for preparing substituted triazines includes reacting a phenylazoaniline with a cyanuric halide to produce a (phenylazo) phenylamino-1,3,5-triazine, which is then reduced to form an aminoanilino-1,3,5-triazine. The aminoanilino-1,3,5-triazine can be alkylated under reducing conditions to produce an N-alkyl-phenylenediamino-1,3,5-triazine such as 2,4,5-tris-[N-alkyl-p-phenylenediamino]-1,3,5-triazine, which is useful as an antiozonant in rubber and other polymer formulations.Type: GrantFiled: April 8, 1999Date of Patent: November 23, 1999Assignee: Uniroyal Chemical Company, Inc.Inventor: Franklin H. Barrows
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Patent number: 5574187Abstract: Processes of preparing para substituted phenylamines, such as, p-phenylenediamines, and particularly, p-aminodiphenylamine. One process involves contacting phenylhydroxylamine with a nucleophilic reagent, such as aniline, in specified proportions and within a specified temperature range, in the absence of oxygen, and in the presence of a homogeneous acid catalyst, such as hydrochloric acid. A second process involves contacting phenylhydroxylamine with a nucleophilic reagent, such as aniline, in the presence of a solid acid catalyst, such as acidic zeolite Y, under reaction conditions.Type: GrantFiled: October 6, 1994Date of Patent: November 12, 1996Assignee: Uniroyal Chemical Company, Inc.Inventors: Russell E. Malz, Gerard V. Smith, Mark P. Ferrandino, Ruozhi Song, Chung-Yuan Lin, Franklin H. Barrows
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Patent number: 5283274Abstract: This invention relates to the improvement of rubber-to-metal adhesion and adhesion retention in sulfur vulcanizable, metal reinforced rubber compositions via the use of substituted pyrimidine and triazine adhesion promoters of Structure (I). ##STR1## wherein A is N or C-H, X, Y and Z are independently selected from the group consisting of chloro, ##STR2## wherein R.sub.1 may be hydrogen, chloro, acyl, or C.sub.1 -C.sub.12 alkyl; R.sub.2 may be hydrogen, C.sub.1 -C.sub.12 alkyl, chloro, hydroxy, alkoxy, or anilino; R.sub.3 may be hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl; R.sub.4 may be hydrogen, C.sub.1 -C.sub.8 alkyl, cyclohexyl, C.sub.1 -C.sub.12 hydroxylalkyl, or C.sub.1 -C.sub.12 alkoxyalkyl; R.sub.5 may be hydrogen, C.sub.1 -C.sub.4 alkyl, cyclohexyl, or C.sub.1 -C.sub.12 hydroxyalkyl; with the proviso that Z may not be chloro when both X and Y are chloro.Type: GrantFiled: June 19, 1992Date of Patent: February 1, 1994Assignee: Uniroyal Chemical Company, Inc.Inventors: Rebecca F. Seibert, Edward L. Wheeler, Franklin H. Barrows, William R. True
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Patent number: 5126385Abstract: This invention relates to the improvement of rubber-to-metal adhesion and adhesion retention in sulfur vulcanizable, metal reinforced rubber compositions via the use of certain phenylenediamino substituted chloropyrimidine and chlorotriazine adhesion promoters.Type: GrantFiled: March 20, 1990Date of Patent: June 30, 1992Assignee: Uniroyal Chemical Company, Inc.Inventors: Rebecca F. Seibert, Edward L. Wheeler, Franklin H. Barrows, William R. True
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Patent number: 5120844Abstract: Disclosed are tris-substituted 1,3,5-triazine compounds having at least one (N-alkyl-p-phenylendediamino) group on the triazine ring. The preferred compositions are tri-substituted with the alkyl p-phenylenediamino group. The preferred compounds may be prepared by reacting N-alkylphenylenediamine with a cyanuric halide.Type: GrantFiled: July 19, 1990Date of Patent: June 9, 1992Assignee: Uniroyal Chemical Company, Inc.Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko
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Patent number: 5068271Abstract: Disclosed are novel 2,4,6 substituted pyrimidines where the substituents may be the same or different groups. At least one substituent must be N-alkyl paraphenylenediamino, and the other substituents may be various radicals containing sulfur, oxygen or nitrogen or hydrogen or alkyl groups. The compounds are useful as antioxidants and antiozonants for unsaturated compounds and polymers.Type: GrantFiled: July 30, 1990Date of Patent: November 26, 1991Assignee: Uniroyal Chemical Company, Inc.Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko
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Patent number: 5047530Abstract: Disclosed are novel tris(N-alkyl-p-phenylenediamino)-1,3,5-triazine compounds useful as antiozonants for unsaturated high polymers. The compounds may be prepared by reacting N-alkylphenylenediamine with a cyanuric halide.Type: GrantFiled: October 5, 1988Date of Patent: September 10, 1991Assignee: Uniroyal Chemical Company, Inc.Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko, Wadim Batorewicz
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Patent number: 4972010Abstract: Disclosed are tris-substituted 1,3,5-triazine compounds having at least one (N-alkyl-p-phenylenediamino) group on the triazine ring. The preferred compositions are tri-substituted with the alkyl p-phenylenediamino group. The preferred compounds may be prepared by reacting N-alkylphenylenediamine with a cyanuric halide.Type: GrantFiled: September 21, 1988Date of Patent: November 20, 1990Assignee: Uniroyal Chemical Company, Inc.Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko
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Patent number: 4946956Abstract: Disclosed are novel 2,4,6 substituted pyrimidines where the substituents may be the same or different groups. At least one substituent must be N-alkyl parphenylenediamino, and the other substituents may be various radicals containing sulfur, oxygen or nitrogen or hydrogen or alkyl groups. The compounds are useful as antioxidants and antiozonants for unsaturated compounds and polymers.Type: GrantFiled: September 21, 1988Date of Patent: August 7, 1990Assignee: Uniroyal Chemical Company, Inc.Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko
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Patent number: 4794135Abstract: Disclosed are novel tris(N-alkyl-p-phenylenediamino)-1,3,5-triazine compounds useful as antiozonants for unsaturated high polymers. The compounds may be prepared by reacting N-alkylphenylenediamine with a cyanuric halide.Type: GrantFiled: August 28, 1987Date of Patent: December 27, 1988Assignee: Uniroyal Chemical Company, Inc.Inventors: Edward L. Wheeler, Franklin H. Barrows, Robert J. Franko, Wadim Batorewicz
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Patent number: 4305868Abstract: Novel phenolically substituted esterbisamides as antioxidants useful for the protection of organic materials such as synthetic and natural rubbers, plastics and petroleum products against oxidative degradation.Type: GrantFiled: May 30, 1979Date of Patent: December 15, 1981Assignee: Uniroyal, Inc.Inventors: Edward L. Wheeler, Elmar H. Jancis, Richard A. Gencarelli, Franklin H. Barrows
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Patent number: 4304714Abstract: Novel phenolic oxamide antioxidants for protecting organic materials such as synthetic and natural rubbers, petroleum products, and plastics from oxidative degradation.Type: GrantFiled: May 30, 1979Date of Patent: December 8, 1981Assignee: Uniroyal, Inc.Inventors: Edward L. Wheeler, Elmar H. Jancis, Richard A. Gencarelli, Franklin H. Barrows
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Patent number: 4175200Abstract: N,N'-disubstituted sulfonyl hydrazine with the following structural formula are disclosed:R(SO.sub.2 NR.sup.1 NHR.sup.2).sub.nwherein the R.sup.1 and R.sup.2 groups are the same or different and are either --COOR.sup.3 or --CONHR.sup.4. These novel compounds are useful as high temperature blowing agents for gas-expandable polymers.Type: GrantFiled: April 21, 1977Date of Patent: November 20, 1979Assignee: Uniroyal, Inc.Inventors: Byron A. Hunter, Franklin H. Barrows