Patents Represented by Attorney Terrence E. Miesle
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Patent number: 5491262Abstract: Bis{[1-(2-A-2-B)ethenyl]} [2-R.sup.2 -4-X-phenyl- or 1-(2-R.sup.2 -4-X-phenyl) ethenyl]methanes useful as color formers, particularly in transfer imaging, pressure sensitive and thermal-responsive carbonless duplicating systems, are prepared by the interaction of two molecular proportions of the corresponding 1-A-1-B-ethene with the appropriate 2-R.sup.2 -4-X-phenyl-(CH.dbd.CH).sub.n --CHO presence of an acidic catalyst.Type: GrantFiled: July 28, 1989Date of Patent: February 13, 1996Assignee: Hilton Davis Chemical Co.Inventor: William M. Hung
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Patent number: 4895958Abstract: 1-A-1-B-3-(2-R.sup.2 -4-N-R-N-R.sup.1 -aminophenyl)-3-(-4-R.sup.3 -phenylsulfonyl)prop-1-ene useful as color formers, particularly in transfer imaging, pressure-sensitive and thermal-responsive carbonless duplicating systems, are prepared by the interaction of the corresponding 1-A-1-B-ethene with the appropriate 2-R.sup.2 -4-N-R-N-4.sup.1 -benzaldehyde and the appropriate 4-R.sup.3 -benzenesulfinic acid in the presence of an acidic catalyst.Type: GrantFiled: January 3, 1989Date of Patent: January 23, 1990Assignee: Hilton Davis Co.Inventors: William M. Hung, James E. Kassner
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Patent number: 4874894Abstract: Process comprises the combination of two steps of interacting a R-benzene, sulfuric acid and phosphorus oxychloride to obtain 4-R-benzenesulfonyl chloride and amidating said sulfonyl chloride to produce 4-R-benzenesulfonamide.Type: GrantFiled: April 29, 1987Date of Patent: October 17, 1989Assignee: Hilton Davis Co.Inventor: Ramamurthi Kannan
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Patent number: 4870050Abstract: Bis{[1-(2-A-2-B)ethenyl]}[2-R.sup.2 -4-X-phenyl-or 1-(2-R.sup.2 -4-X-phenyl) ethenyl]methanes useful as color formers, particularly in transfer imaging, pressure sensitive and thermal-responsive carbonless duplicating systems, are prepared by the interaction of two molecular proportions of the corresponding 1-A-1-B-ethene with the appropriate 2-R.sup.2 -4-X-phenyl-(CH.dbd.CH).sub.n --CHO presence of an acidic catalyst.Type: GrantFiled: March 11, 1988Date of Patent: September 26, 1989Assignee: Hilton Davis Co.Inventor: William M. Hung
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Patent number: 4795736Abstract: 1-A-1-B-3-(2-R.sup.2 -4-N-R-N-R.sup.1 -aminophenyl)-3-(-4-R.sup.3 -phenylsulfonyl)prop-1-ene useful as color formers, particularly in transfer imaging, pressure-sensitive and thermal-responsive carbonless duplicating systems, are prepared by the interaction of the corresponding 1-A-1-B-ethene with the appropriate 2-R.sup.2 -4-N-R-N-4.sup.1 -benzaldehyde and the appropriate 4-R.sup.3 -benzenesulfinic acid in the presence of an acidic catalyst.Type: GrantFiled: June 1, 1987Date of Patent: January 3, 1989Assignee: Hilton Davis Co.Inventors: William M. Hung, James E. Kassner
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Patent number: 4788285Abstract: 3-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)-3-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)-X-phthalides, 7-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)-7-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)furo[3,4b]-pyridine-5(7H)-ones and 5-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)-5-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)furo[3,4b]-pyridine-7(5H)-ones are useful as color formers in transfer imaging systems, pressure-sensitive carbonless duplicating systems and thermal-responsive marking systems. The phthalides are prepared by the interaction of the corresponding 2-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)carbonyl-X-benzoic acid with the corresponding 3-R.sup.2 -N-R.sup.3 -N-R.sup.4 -aniline or the interaction of the corresponding 2-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)carbonyl-X-benzoic acid with the corresponding 1-R-2-R.sup.1 -5/6-Y-indole. The furopyridines are prepared by the interaction of the corresponding 2/3-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)carbonylpyridine-3/2-carboxylic acid with the corresponding 3-R.sup.Type: GrantFiled: December 7, 1987Date of Patent: November 29, 1988Inventors: William M. Hung, Angelique M. Black
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Patent number: 4736027Abstract: 3-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)-3-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)-X-phthalides, 7-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)-7-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)furo[3,4b]-pyridine-5-(7H)-ones and 5-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)-5-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)furo[3,4b]-pyridine-7(5H)-ones are useful as color formers in transfer imaging systems, pressure-sensitive carbonless duplicating systems and thermal-responsive marking systems. The phthalides are prepared by the interaction of the corresponding 2-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)carbonyl-X-benzoic acid with the corresponding 3-R.sup.2 -N-R.sup.3 -N-R.sup.4 -aniline or the interaction of the corresponding 2-(2-R.sup.2 -4-N-R.sup.3 -N-R.sup.4 -aminophenyl)carbonyl-X-benzoic acid with the corresponding 1-R-2-R.sup.1 -5/6-Y-indole. The furopyridines are prepared by the interaction of the corresponding 2/3-(1-R-2-R.sup.1 -5/6-Y-indol-3-yl)carbonylpyridine-3/2-carboxylic acid with the corresponding 3-R.sup.Type: GrantFiled: December 4, 1986Date of Patent: April 5, 1988Assignee: Hilton Davis Chemical Co.Inventors: William M. Hung, Angelique M. Black
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Patent number: 4732991Abstract: Process comprises the combination of the three steps of condensing 3-N(R).sub.2 -4-X-benzoic acid with an aromatic or heterocyclic aldehyde, Y-CHO, under acidic conditions to produce 3-Y-5-X-6-N(R).sub.2 phthalide (II), condensing said phthalide with a compound of the formula Z-H under alkaline or acid conditions to produce 2-(.alpha.-Y-.alpha.-Z)methyl-4-X-5-N(R).sub.2 benzoic acid (III), and oxidizing said benzoic acid to produce 3-Y-3-Z-5-X-6-N(R).sub.2 phthalide (I) where: R is hydrogen, non-tertiary alkyl of one to four carbon atoms, benzyl or substituted benzyl; X is hydrogen or halo; Y is 4-R.sup.1 -3-R.sup.2 -2-R.sup.1 -phenyl, 1-R.sup.5 -2-R.sup.6 -5/6-R.sup.4 -3-indolyl, 9-R.sup.7 -3-carbazolyl, 9-julolidinyl, 3,4-dioxymethylenephenyl, 2-thienyl, 1-R.sup.8 -2-pyrrolyl, or 4-pyridinyl; and Z is 4-R.sup.1 -3-R.sup.2 -2-R.sup.1 -phenyl, 1-R.sup.5 -2-R.sup.6 -5/6-R.sup.4 -3-indolyl or 1-R.sup.Type: GrantFiled: February 18, 1986Date of Patent: March 22, 1988Assignee: Hilton Davis Chemical Co.Inventors: Paul J. Schmidt, Nathan N. Crounse
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Patent number: 4707373Abstract: Salts of phenylazonaphthyl sulfonic acids useful as blue-red colorants for textile fabrics, cellulosic fibers and edible compositions are prepared by diazotizing aniline sulfonic acid and coupling the resulting diazo compound to a 1-hydroxynaphthalene mono- or disulfonic acid.Type: GrantFiled: July 18, 1986Date of Patent: November 17, 1987Assignee: Hilton Davis Co.Inventors: Wayne L. Cook, Robert P. Huth
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Patent number: 4697018Abstract: The invention provides processes for the preparation of both known and novel [bis(substituted-aryl) (indolyl)]methanes and [(substituted-aryl) (heteryl) (indolyl)]methanes, useful as color formers, particularly in carbonless duplicating and thermal marking systems, which comprises the interaction of [bis(substituted-aryl) (phenylsulfonyl)]methanes and [(substituted-aryl) (heteryl) (phenylsulfonyl)]methanes with indoles in the presence of either an alkaline or an acidic catalyst.Type: GrantFiled: September 30, 1985Date of Patent: September 29, 1987Assignee: The Hilton-Davis Chemical Co.Inventors: Paul J. Schmidt, William M. Hung
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Patent number: 4688059Abstract: This invention relates to 3-aryl or heteroaryl-3-alkoxy, phenoxy-, alkylthio- or phenylthiophthalides useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2-(disubstituted amino)phenylcarbonylbenzoic acids with an acid chloride or an anhydride of an alkanoic acid in the first step and a further reaction of the product of the first step with an alcohol, a thioalcohol, a phenol or a thiophenol in a second step.Type: GrantFiled: October 20, 1986Date of Patent: August 18, 1987Assignee: The Hilton-Davis Chemical Co.Inventors: Paul J. Schmidt, William M. Hung
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Patent number: 4675389Abstract: Physiologically acceptable cation salts of (2-alkoxy-4-sulfonyl-5-alkylphenyl)azo-1-hydroxynaphthalene sulfonic acids useful as blue-red colorants for textile fabrics, cellulosic fibers and edible compositions are prepared by diazotizing 2-alkoxy-4-sulfonyl-5-alkylanilines and coupling the resulting diazo compounds to a 1-hydroxynaphthalene mono- or disulfonic acid.Type: GrantFiled: June 5, 1984Date of Patent: June 23, 1987Assignee: The Hilton-Davis Chemical Co.Inventors: Wayne L. Cook, Robert P. Huth
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Patent number: 4661605Abstract: This invention relates to 3-aryl or heteroaryl-3-alkoxy, phenoxy-, alkylthio- or phenylthiophthalides useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2-(disubstituted amino)phenylcarbonylbenzoic acids with an acid chloride or an anhydride of an alkanoic acid in the first step and a further reaction of the product of the first step with an alcohol, a thioalcohol, a phenol or a thiophenol in a second step.Type: GrantFiled: January 24, 1985Date of Patent: April 28, 1987Assignee: The Hilton-Davis Chemical Co.Inventors: Paul J. Schmidt, William M. Hung
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Patent number: 4652643Abstract: 3-(N--R.sup.2 --N-Acylamino)-7-(N--R.sup.3 --N--R.sup.4 -amino)-10-acylphenothiazines and phenoxazines useful as color formers, particularly in electrochromic recording systems, are prepared by the interaction of the corresponding 3-(N--R.sup.2 -amino)-7-(N--R.sup.3 --N--R.sup.4 -amino)phenothiazinium or phenoxazinium halide with a reducing agent to obtain the corresponding leuco compound and subsequently interacting the leuco compound with at least two molecular proportions of an acylating agent.Type: GrantFiled: April 3, 1986Date of Patent: March 24, 1987Assignee: The Hilton-Davis Chemical CompanyInventors: Michael B. Gunn, William M. Hung
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Patent number: 4639750Abstract: 2- And/or 6-pyridylethylamino-substituted fluorans useful as color formers, particularly in pressure-sensitive carbonless duplicating systems and thermal-responsive marking systems are prepared by the interaction of (pyridylethylaminophenyl)carbonylbenzoic acids with 4-hydroxy- or alkoxyanilines or by the interaction of (disubstituted aminophenyl)carbonylbenzoic acids with N-pyridylethyl-4-hydroxy- or alkoxyacetanilides. The (pyridylethylaminophenyl)carbonylbenzoic acid intermediates required for the fluorans are prepared by interacting a N-pyridylethyl-3-hydroxyaniline with a substituted or unsubstituted phthalic anhydride. The N-pyridylethyl-4-hydroxy- or alkoxyanilines and the N-pyridylethyl-3-hydroxyanilines are prepared by interacting the respective aniline with a vinylpyridine.Type: GrantFiled: February 24, 1986Date of Patent: January 27, 1987Assignee: The Hilton-Davis Chemical CompanyInventors: William M. Hung, Edward E. Ehlinger
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Patent number: 4632783Abstract: A method for sanitizing flush toilets wherein a sanitizing agent and a triphenylmethane dyestuff are dispensed separately from a dual dispensing means into the toilet flush water. The dyestuff is resistant to attack by the sanitizing agent and therefore provides an aesthetically pleasing color to the water remaining in the bowl during the time period between flushes.Type: GrantFiled: May 13, 1985Date of Patent: December 30, 1986Assignee: The Hilton-Davis Chemical Co.Inventors: William M. Hung, Patrick J. Jefferies
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Patent number: 4604462Abstract: 4-(N-Acylamino)-8-(N-R.sup.1 -N-R.sup.2 -amino)imidazophenoxazines useful as color formers, particularly in electrochromic recording systems, are prepared by the interaction of the corresponding 1,3-diamino-7-(N-R.sup.1 -N-R.sup.2 -amino)phenooxazinium halide with a reducing agent to obtain the corresponding leuco compound and subsequently interacting the leuco compound with at least two molecular proportions of an acylating agent.Type: GrantFiled: September 3, 1985Date of Patent: August 5, 1986Assignee: The Hilton-Davis Chemical Co.Inventor: William M. Hung
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Patent number: 4604461Abstract: 5-[N-(RCO)-N-R.sup.1 -amino] or (RCOO)-9-(N-R.sup.2 -N-R.sup.3 -amino)-12-(RCO)benzo[a]phenoxazines useful as color formers, particularly in electrochromic recording systems, are prepared by the interaction of the corresponding 5-(N-R.sup.1 -amino)-9-(N-R.sup.2 -N-R.sup.3 -amino)benzo[a]phenoxazinium halide or 9-(N-R.sup.2 -N-R.sup.3 -amino)benzo[a]phenoxazin-5-one with a reducing agent to obtain the corresponding leuco compound and subsequently interacting the leuco compound with at least two molecular proportions of an acylating agent.Type: GrantFiled: September 3, 1985Date of Patent: August 5, 1986Assignee: The Hilton-Davis Chemical Co.Inventor: William M. Hung
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Patent number: 4604458Abstract: 3-(R-Carbonyloxy)-7-(N-R.sup.1 -N-R.sup.2 -amino)-10-(RCO)-phenothiazines useful as color formers, particularly in electrochromic recording systems, are prepared by the interaction of the corresponding 7-(N-R.sup.1 -N-R.sup.2 -amino)phenothiazin-3-one with a reducing agent to obtain the corresponding leuco compound and subsequently interacting the leuco compound with about two molecular proportions of an acylating agent.Type: GrantFiled: September 3, 1985Date of Patent: August 5, 1986Assignee: The Hilton-Davis Chemical Co.Inventor: William M. Hung
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Patent number: 4595768Abstract: Process comprises the combination of the three steps of condensing 3-N(R).sub.2 -4-X-benzoic acid with an aromatic or heterocyclic aldehyde, Y-CHO, under acidic conditions to produce 3-Y-5-X-6-N(R).sub.2 phthalide (II), condensing said phthalide with a compound of the formula Z-H under alkaline or acid conditions to produce 2-(.alpha.-Y-.alpha.-Z)methyl-4-X-5-N(R).sub.2 benzoic acid (III), and oxidizing said benzoic acid to produce 3-Y-3-Z-5-X-6-N(R).sub.2 phthalide (I) where: R is hydrogen, non-tertiary alkyl of one to four carbon atoms, benzyl or substituted benzyl; X is hydrogen or halo; Y is 4-R.sup.1 -3-R.sup.2 -2-R.sup.1 -phenyl, 1-R.sup.5 -2-R.sup.6 -5/6-R.sup.4 -3-indolyl, 9-R.sup.7 -3-carbazolyl, 9-julolidinyl, 3,4-dioxymethylenephenyl, 2-thienyl, 1-R.sup.8 -2-pyrrolyl, or 4-pyridinyl; and Z is 4-R.sup.1 -3-R.sup.2 -2-R.sup.1 -phenyl, 1-R.sup.5 -2-R.sup.6 -5/6-R.sup.4 -3-indolyl or 1-R.sup.Type: GrantFiled: April 23, 1984Date of Patent: June 17, 1986Assignee: The Hilton-Davis Chemical Co.Inventors: Paul J. Schmidt, Nathan N. Crounse