Patents by Inventor Paul J. Schmidt

Paul J. Schmidt 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).

  • Patent number: 4528136
    Abstract: Process comprises the combination of the two steps of condensing Y-benzaldehyde with N-R.sup.2 -N-R.sup.3 -aniline and 3-N-R-N-R.sup.1 -benzoic acid, under acidic conditions to produce 2-[(Y-phenyl) (4-N-R.sup.2 -N-R.sup.3 -aminophenyl)methyl]-5-N-R-N-R.sup.1 -aminobenzoic acid, and oxidizing said benzoic acid to produce 3-(Y-phenyl)-3-(4-N-R.sup.2 -N-R.sup.3 -aminophenyl)-6-N-R-N-R.sup.1 -aminophthalide.
    Type: Grant
    Filed: April 14, 1983
    Date of Patent: July 9, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, Patrick J. Jefferies
  • Patent number: 4515971
    Abstract: Dialkylamino-substituted 2-anilino-5'/6'-carboxyfluorans, 2-amino and substituted amino-5'/6'-carboxyfluorans, 1,3-dialkyl-5'/6'-carboxyfluorans, esterified dialkylamino-substituted 2-anilino-5'/6'-carboxyfluorans, 2-amino and substituted amino-5'/6'-carboxyfluorans, 1,3-dialkyl-5'/6'-carboxyfluorans and 3,3-(corresponding-substituted-diaryl)-5/6-carboxyphthalides useful as color formers, particularly in carbonless duplicating and thermal marking systems, are prepared by the interaction of 4/5-carboxy-2-(4-dialkylamino-substituted-2-hydroxybenzoyl)benzoic acids and substituted diphenylamines to produce the phthalides which are then subjected to ring closure to produce the carboxyfluorans and by the interaction of 4/5-carboxy-2-(4-dialkylamino-substituted-2-hydroxybenzoyl)benzoic acids and substituted 4-hydroxyacetanilides or alkyl phenols which are esterified with alkyl halides or dialkyl sulfates.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: May 7, 1985
    Assignee: Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4507483
    Abstract: 3-[(Substituted-amino)(aryl or heteroaryl)methyl]-1H-indoles which are useful as color-formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting 3-[(arylsulfonyl)(aryl or heteroaryl)methyl]-1H-indoles with amines or precursors thereof in the presence of a base.
    Type: Grant
    Filed: March 9, 1983
    Date of Patent: March 26, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4494989
    Abstract: Mono and bis substituted (arylsulfonyl)alkanes useful as color formers, particularly in carbonless duplicating and thermal marking systems, are prepared by the interaction of the appropriate aldehyde or dialdehyde with the appropriate aryl or heterocyclic moiety and the appropriate phenylsulfinic acid in the presence of a catalyst.
    Type: Grant
    Filed: July 19, 1982
    Date of Patent: January 22, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4485242
    Abstract: 3-[(Alkoxy)(aryl or heteroaryl)methyl]-1H-indoles which are useful as color formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting 3-[(arylsulfonyl)(aryl or heteroaryl)methyl]-1H-indoles with alcohols in the presence of a base.
    Type: Grant
    Filed: July 30, 1981
    Date of Patent: November 27, 1984
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4477676
    Abstract: Mono-, bis- and tris-indolyl-substituted furanones useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared respectively by: the interaction of an indole with mucochloric acid; the interaction of an indole with a 4-mono(indolyl)-substituted 4-oxo-2-butenoic acid; and by the interaction of an indole with a 2,4-bis(indolyl)-substituted 4-oxobutanoic acid or with a 3,5-bis(indolyl)-substituted furanone.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: October 16, 1984
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Nathan N. Crounse, Paul J. Schmidt
  • Patent number: 4451657
    Abstract: Mono-, bis- and tris-indolyl-substituted furanones useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared respectively by: the interaction of an indole with mucochloric acid; the interaction of an indole with a 4-mono(indolyl-substituted 4-oxo-2-butenoic acid; and by the interaction of an indole with a 2,4-bis(indolyl)-substituted 4-oxobutanoic acid or with a 3,5-bis(indolyl)-substituted furanone.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: May 29, 1984
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Nathan N. Crounse, Paul J. Schmidt
  • Patent number: 4446321
    Abstract: Novel 4-aryl-or heteroaryl-2,6-bis[(substituted-amino)phenyl]pyridines which are useful as color formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting a 2-, 3- or 4-R.sub.1 R.sub.2 N-acetophenone with an aryl or heteroaryl aldehyde in the present of ammonia or an ammonia-releasing agent.
    Type: Grant
    Filed: June 3, 1982
    Date of Patent: May 1, 1984
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4431819
    Abstract: 3-Heteroaryl-3-(diphenylamino)phthalides useful as color formers in pressure-sensitive carbonless duplicating systems, thermal marking systems and hectographic copying systems are prepared by reacting 2-(heteroarylcarbonyl)benzoic acids with diphenylamines.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: February 14, 1984
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4417059
    Abstract: This invention relates to 3,7-bis(disubstituted aminophenyl- or indolyl)-3,7-bis(diphenylamino)pyromellitides, 3,5-bis(disubstituted aminophenyl- or indolyl)-3,5-bis(diphenylamino)pyromellitides and mixtures thereof useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2,5-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,4-benzenedicarboxylic acids or 2,4-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,5-benzenedicarboxylic acids and mixtures thereof with diphenylamines.
    Type: Grant
    Filed: August 19, 1981
    Date of Patent: November 22, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4414399
    Abstract: Dialkylamino-substituted 2-anilino-5'/6'-carboxyfluorans, 2-amino and substituted amino-5'-6'-carboxyfluorans, 1,3-dialkyl-5'/6'-carboxyfluorans, esterified dialkylamino-substituted 2-anilino-5'/6'-carboxyfluorans, 2-amino and substituted amino-5'/6'-carboxyfluorans, 1,3-dialkyl-5'/6'-carboxyfluorans and 3,3-(corresponding-substituted-diaryl)-5/6-carboxyphthalides useful as color formers, particularly in carbonless duplicating and thermal marking systems, are prepared by the interaction of 4/5-carboxy-2-(4-dialkylamino-substituted-2-hydroxybenzoyl)benzoic acids and substituted diphenylamines to produce the phthalides which are then subjected to ring closure to produce the carboxyfluorans and by the interaction of 4/5-carboxy-2-(4-dialkylamino-substituted-2-hydroxybenzoyl)benzoid acids and substituted 4-hydroxyacetanilides or alkyl phenols which are esterified with alkyl halides or dialkyl sulfates.
    Type: Grant
    Filed: April 15, 1983
    Date of Patent: November 8, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4403791
    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: August 6, 1981
    Date of Patent: September 13, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4399291
    Abstract: Process comprises the combination of the two steps of condensing Y-benzaldehyde with N--R.sup.2 --N--R.sup.3 -aniline and 3--N--R--N--R.sup.1 -benzoic acid, under acidic conditions to produce 2-[(Y-phenyl) (4--N--R.sup.2 --N--R.sup.3 -aminophenyl)methyl]-5--N--R--N--R.sup.1 -aminobenzoic acid, and oxidizing said benzoic acid to produce 3-(Y-phenyl)-3-(4--N--R.sup.2 --N--R.sup.3 -aminophenyl)-6--N--R--N--R.sup.1 -aminophthalide.
    Type: Grant
    Filed: December 9, 1981
    Date of Patent: August 16, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, Patrick J. Jefferies
  • Patent number: 4398030
    Abstract: 3-[(Substituted-amino)(aryl or heteroaryl)methyl]-1H-indoles which are useful as color-formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting 3-[(arylsulfonyl)(aryl or heteroaryl)methyl]-1H-indoles with amines or precursors thereof in the presence of a base.
    Type: Grant
    Filed: January 22, 1982
    Date of Patent: August 9, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4396767
    Abstract: Novel 4-[4-(substituted-amino)phenyl]- or heteroaryl-2,6-bis(heteroaryl)pyridines which are useful as color formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting a heteroaryl methyl ketone with a 2-R.sub.4 -4-NR.sub.5 R.sub.6 -benzaldehyde or a heteroaryl aldehyde in the presence of ammonia or an ammonia-releasing agent.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: August 2, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4377698
    Abstract: Mono-. bis- and tris-indolyl-substituted furanones useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared respectively by: the interaction of an indole with mucochloric acid; the interaction of an indole with a 4-mono(indolyl)-substituted 4-oxo-2-butenoic acid; and by the interaction of an indole with a 2,4-bis(indolyl)-substituted 4-oxobutanoic acid or with a 3,5-bis(inodlyl)-substituted furanone.
    Type: Grant
    Filed: July 7, 1980
    Date of Patent: March 22, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Nathan N. Crounse, Paul J. Schmidt
  • Patent number: 4363503
    Abstract: Novel 4-aryl-or heteroaryl-2,6-bis[(substituted-amino)phenyl]pyridines which are useful as color formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting a 2-, 3- or 4-R.sub.1 R.sub.2 N-acetophenone with an aryl or heteroaryl aldehyde in the present of ammonia or an ammonia-releasing agent.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: December 14, 1982
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4351768
    Abstract: 3-Aryl-3-indolylphthalides, 3-aryl-3-pyrrolylphthalides and 3-aryl-3-carbazolylphthalides prepared by interaction of the appropriate 2-(heteroaryl)carbonylbenzoic acid and the appropriate phenylamine, and 3,3-bis(indolyl)phthalides prepared by the interaction of the appropriate 2-(indolyl)carbonylbenzoic acid and the appropriate indole are useful as color formers in pressure-sensitive carbonless duplicating systems, thermal marking systems and hectographic copying systems.
    Type: Grant
    Filed: March 14, 1980
    Date of Patent: September 28, 1982
    Assignee: Sterling Drug Inc.
    Inventors: Nathan N. Crounse, Paul J. Schmidt
  • Patent number: 4343493
    Abstract: This invention relates to 3,7-bis(disubstituted aminophenyl- or indolyl)-3,7-bis(diphenylamino)pyromellitides, 3,5-bis(disubstituted aminophenyl- or indolyl)-3,5-bis(diphenylamino)pyromellitides and mixtures thereof useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2,5-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,4-benzenedicarboxylic acids or 2,4-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,5-benzenedicarboxylic acids and mixtures thereof with diphenylamines.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: August 10, 1982
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4341402
    Abstract: 3-[(Substituted-amino)(aryl or heteroaryl)methyl]-1H-indoles which are useful as color-formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting 3-[(arylsulfonyl)(aryl or heteroaryl)methyl]-1H-indoles with amines or precursors thereof in the presence of a base.
    Type: Grant
    Filed: March 6, 1980
    Date of Patent: July 27, 1982
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. W. Hung