Patents Represented by Attorney Terrence E. Miesle
  • Patent number: 5491262
    Abstract: 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: Grant
    Filed: July 28, 1989
    Date of Patent: February 13, 1996
    Assignee: Hilton Davis Chemical Co.
    Inventor: William M. Hung
  • Patent number: 4895958
    Abstract: 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: Grant
    Filed: January 3, 1989
    Date of Patent: January 23, 1990
    Assignee: Hilton Davis Co.
    Inventors: William M. Hung, James E. Kassner
  • Patent number: 4874894
    Abstract: 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: Grant
    Filed: April 29, 1987
    Date of Patent: October 17, 1989
    Assignee: Hilton Davis Co.
    Inventor: Ramamurthi Kannan
  • Patent number: 4870050
    Abstract: 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: Grant
    Filed: March 11, 1988
    Date of Patent: September 26, 1989
    Assignee: Hilton Davis Co.
    Inventor: William M. Hung
  • Patent number: 4795736
    Abstract: 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: Grant
    Filed: June 1, 1987
    Date of Patent: January 3, 1989
    Assignee: Hilton Davis Co.
    Inventors: William M. Hung, James E. Kassner
  • Patent number: 4788285
    Abstract: 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: Grant
    Filed: December 7, 1987
    Date of Patent: November 29, 1988
    Inventors: William M. Hung, Angelique M. Black
  • Patent number: 4736027
    Abstract: 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: Grant
    Filed: December 4, 1986
    Date of Patent: April 5, 1988
    Assignee: Hilton Davis Chemical Co.
    Inventors: William M. Hung, Angelique M. Black
  • Patent number: 4732991
    Abstract: 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: Grant
    Filed: February 18, 1986
    Date of Patent: March 22, 1988
    Assignee: Hilton Davis Chemical Co.
    Inventors: Paul J. Schmidt, Nathan N. Crounse
  • Patent number: 4707373
    Abstract: 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: Grant
    Filed: July 18, 1986
    Date of Patent: November 17, 1987
    Assignee: Hilton Davis Co.
    Inventors: Wayne L. Cook, Robert P. Huth
  • Patent number: 4697018
    Abstract: 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: Grant
    Filed: September 30, 1985
    Date of Patent: September 29, 1987
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4688059
    Abstract: 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: Grant
    Filed: October 20, 1986
    Date of Patent: August 18, 1987
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4675389
    Abstract: 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: Grant
    Filed: June 5, 1984
    Date of Patent: June 23, 1987
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Wayne L. Cook, Robert P. Huth
  • Patent number: 4661605
    Abstract: 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: Grant
    Filed: January 24, 1985
    Date of Patent: April 28, 1987
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4652643
    Abstract: 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: Grant
    Filed: April 3, 1986
    Date of Patent: March 24, 1987
    Assignee: The Hilton-Davis Chemical Company
    Inventors: Michael B. Gunn, William M. Hung
  • Patent number: 4639750
    Abstract: 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: Grant
    Filed: February 24, 1986
    Date of Patent: January 27, 1987
    Assignee: The Hilton-Davis Chemical Company
    Inventors: William M. Hung, Edward E. Ehlinger
  • Patent number: 4632783
    Abstract: 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: Grant
    Filed: May 13, 1985
    Date of Patent: December 30, 1986
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: William M. Hung, Patrick J. Jefferies
  • Patent number: 4604462
    Abstract: 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: Grant
    Filed: September 3, 1985
    Date of Patent: August 5, 1986
    Assignee: The Hilton-Davis Chemical Co.
    Inventor: William M. Hung
  • Patent number: 4604461
    Abstract: 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: Grant
    Filed: September 3, 1985
    Date of Patent: August 5, 1986
    Assignee: The Hilton-Davis Chemical Co.
    Inventor: William M. Hung
  • Patent number: 4604458
    Abstract: 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: Grant
    Filed: September 3, 1985
    Date of Patent: August 5, 1986
    Assignee: The Hilton-Davis Chemical Co.
    Inventor: William M. Hung
  • Patent number: 4595768
    Abstract: 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: Grant
    Filed: April 23, 1984
    Date of Patent: June 17, 1986
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, Nathan N. Crounse