Patents by Inventor Yuki Mizukawa

Yuki Mizukawa 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: 5284958
    Abstract: There are disclosed processes of producing a 1H-pyrazolo[5,1-c]-1,2,4-triazole compound by (1) the ring-formation reaction of 5-hydrazino-1H-pyrazole with a carboxylic acid and by (2) the ring-closure reaction of a 5-acylhydrazino-1H-pyrazole, wherein both the reactions are carried out in the presence of a phosfolan compound or phosphonium salt formed from a tertiary phosphine and a halogenating agent. The disclosure described provides a method of producing a 1H-pyrazolo[5,1-c]-1,2,4-triazole compound that can be carried out efficiently in one step in simplified process with improved yield compared with the prior process.
    Type: Grant
    Filed: July 23, 1992
    Date of Patent: February 8, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Yuki Mizukawa
  • Patent number: 5262288
    Abstract: A silver halide color photographic photosensitive material comprises a support, having thereon at least one silver halide emulsion layer, wherein a coupler represented by formula (I) shown below is included in at least one layer of the photosensitive material, and a coupler represented by formula (M) shown below is included in at least one layer of the photosensitive material: ##STR1## wherein R.sub.1 represents an aryl group having substituents the sum of whose Hammett's rule substituent .sigma. constants is at least 0.2, and R.sub.2 represents an aryl group having substituents the sum of whose Hammett's rule substituent .sigma. constants is at least 0.75; ##STR2## wherein R.sub.
    Type: Grant
    Filed: July 17, 1991
    Date of Patent: November 16, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kei Sakanoue, Yuki Mizukawa
  • Patent number: 5214149
    Abstract: There are disclosed processes of producing a 1H-pyrazolo[5,1-c]-1,2,4-triazole compound by (1) the ring-formation reaction of 5-hydrazino-1H-pyrazole with a carboxylic acid and by (2) the ring-closure reaction of a 5-acylhydrazino-1H-pyrazole, wherein both the reactions are carried out in the presence of a phosfolan compound or phosphonium salt formed from a tertiary phosphine and a halogenating agent. The disclosure described provides a method of producing a 1H-pyrazolo[5,1-c]-1,2,4-triazole compound that can be carried out efficiently in one step in simplified process with improved yield compared with the prior process.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: May 25, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Yuki Mizukawa
  • Patent number: 5155016
    Abstract: A silver halide photographic material comprising a support having thereon at least one silver halide emulsion layer and at least one coupler represented by the following general formula (I): ##STR1## wherein (Q) represents a pyrazoloazole type color image forming coupler residue; L.sub.1 and L.sub.2 each represents a methylene group or an ethylene group; l and m each represents 0 or 1; R.sub.1 represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group; R.sub.2 represents a group connecting with A through a carbon atom, an oxygen atom, a nitrogen atom or a sulfur atom; A represents a carbon atom or a sulfur atom; n represents 1, when A is a carbon atom, or 1 or 2, when A is a sulfur atom; B represents a carbon atom, an oxygen atom, a nitrogen atom or a sulfur atom; X represents an atomic group necessary to form a ring; R.sub.1 and R.sub.2 may connect with each other to form a ring; and B and R.sub.2 may connect with each other to form a ring, when B is a carbon atom or a nitrogen atom.
    Type: Grant
    Filed: September 11, 1990
    Date of Patent: October 13, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yuki Mizukawa, Tadahisa Sato
  • Patent number: 5122612
    Abstract: There is disclosed a process for producing 5-amino-4-halogeno-1H-pyrazole compounds comprising reacting a compound represented by the following formula (I) with a halogenating agent to obtain a compound represented by the following formula (II): ##STR1## wherein R represents a hydrogen atom, an alkyl group, or an aryl group, m is 0 or an integer, and Y represents an organic or inorganic acid radical, ##STR2## wherein R has the same meaning as defined above in formula (I), X represents a halogen atom, n is 0 or an integer, and Z represents an organic or inorganic acid radical.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: June 16, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yuki Mizukawa, Keizo Kimura, Tadahisa Sato
  • Patent number: 5089651
    Abstract: A process for producing a 3-iminonitrile represented by the following general formula (I): ##STR1## wherein M represents an alkali metal, which comprises reacting acetonitrile with an alkali metal hydride in an amount of from 0.01 to 0.5 molar equivalent to acetonitrile; and a process for producing a 3-iminonitrile of the formula (II): ##STR2## which comprises mixing the compound represented by the foregoing general formula (II), which was obtained by the reaction between acetonitrile and the alkali metal hydride, with a protic solvent, are disclosed. These processes are useful for producing the desired 3-iminonitrile safely, inexpensively and in high yields.
    Type: Grant
    Filed: January 2, 1991
    Date of Patent: February 18, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masato Taniguchi, Tadahisa Sato, Yuki Mizukawa
  • Patent number: 5066575
    Abstract: The present invention relates to a silver halide color photographic material comprising a support having thereon at least one silver halide emulsion layer, which contains at least one nondiffusible pyrazolo(1,5-b)(1,2,4)triazole magenta coupler represented by the following general formula (I) in at least one of the silver halide emulsion layers in order to acquire high color formability and to produce a dye image excellent in hue: ##STR1## wherein R.sub.1 represents an alkyl group; R.sub.2 and R.sub.3 each represents a hydrogen atom or an alkyl group, provided that both are not a hydrogen atom; R.sub.4 represents an alkyl group, an alkoxy group or a halogen atom; L represents an alkylene group; m represents an integer of 0 to 5; n represents an integer of 0 to 5, and when n is 2 or more, the R.sub.4 's may be different from one another; and X represents a halogen atom.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: November 19, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Tadahisa Sato, Osamu Takahashi, Hideaki Naruse, Yuki Mizukawa
  • Patent number: 5055587
    Abstract: A process for preparing a 1H-pyrazolo[5,1-C]-1,2,4-triazole compound represented by the following general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a substituent group, R.sup.2 represents an alkyl group, an aryl group or a heterocyclic ring group, and X represents a hydrogen atom or a substituent group,which process comprises reacting either an imidic acid ester represented by the following general formula (II): ##STR2## wherein R.sup.2 is as defined above, R.sup.3 represents an alkyl group, and Y represents an acid radical, or an orthoester represented by the following general formula (III):R.sup.2 --C(OR.sup.3).sub.3 (III)wherein R.sup.2 and R.sup.3 are as defined above, with a 5-hydroazino-1H-pyrazole compound represented by the following general formula (IV): ##STR3## wherein R.sup.1 and X are as defined above, Y' represents an acid radical, and n represents O or a positive integer necessary to neutralize the intramolecular electric charge.
    Type: Grant
    Filed: March 15, 1989
    Date of Patent: October 8, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Yuki Mizukawa