Patents by Inventor Kunio Mukai

Kunio Mukai 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: 4631347
    Abstract: A dithiolphosphoric acid ester of the formula, ##STR1## wherein R is methyl or ethyl group, and when R is methyl group, A is iso-butyl, sec-butyl or tert-butyl group and B is methyl, ethyl or n-propyl group, when R is ethyl group and A is sec-butyl or tert-butyl group, B is methyl group, and when R is ethyl group and A is iso-butyl group, B is methyl, ethyl or n-propyl group, which is useful as a soil pesticidal composition for pests in soil.
    Type: Grant
    Filed: October 17, 1983
    Date of Patent: December 23, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Haruyasu Yamamoto, Kiyoshi Kasamatsu, Takayuki Okabe, Kunio Mukai
  • Patent number: 4507284
    Abstract: A soil disinfectant composition for preventing and controlling diseases caused by pathogenic fungi living in soil, which comprises an effective amount of at least one of phenylphosphinic acid and its salts as an active ingredient, and at least one inert carrier or diluent.
    Type: Grant
    Filed: August 30, 1982
    Date of Patent: March 26, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshimi Yamada, Tadashi Ooishi, Toshiro Kato, Kunio Mukai
  • Patent number: 4473561
    Abstract: A fungicidal composition which comprises as an active ingredient a fungicidally effective amount of a compound of the formula: ##STR1## wherein X is a hydroxyl group or a hydroxyamino group, or its salt and an inert carrier or diluent.
    Type: Grant
    Filed: April 6, 1982
    Date of Patent: September 25, 1984
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yukio Ishiguri, Yoshimi Yamada, Toshiro Kato, Mitsuru Sasaki, Kunio Mukai
  • Patent number: 4366150
    Abstract: A soil disinfectant composition for preventing and controlling diseases caused by pathogenic fungi living in soil, which comprises an effective amount of at least one of phenylphosphinic acid and its salts as an active ingredient, and at least one inert carrier or diluent.
    Type: Grant
    Filed: November 26, 1980
    Date of Patent: December 28, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshimi Yamada, Tadashi Ooishi, Toshiro Kato, Kunio Mukai
  • Patent number: 4326058
    Abstract: Phosphoro-thioates or dithioates of the formula (I), ##STR1## wherein R is a C.sub.1 -C.sub.3 alkyl group, R.sub.1 is a C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.4 alkylamino or allylamino group, R.sub.2 is a halogen atom, a C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.3 alkyl group, R.sub.3 is a hydrogen or halogen atom or a C.sub.1 -C.sub.3 alkyl group, R.sub.4 is a C.sub.1 -C.sub.3 alkyl group, and X is an oxygen or sulfur atom, provided that when R.sub.1 is a C.sub.1 -C.sub.4 alkylamino or allylamino group, X is an oxygen atom, a process for producing phosphoro-thioates or dithioates of the formula (I) characterized by condensing a pyrimidine of the formula (II), ##STR2## wherein Y is a halogen atom, and R.sub.2, R.sub.3 and R.sub.4 are as defined above, with a thio- or dithio-phosphate of the formula, ##STR3## wherein M is an alkali metal atom or an ammonium group, and R, R.sub.
    Type: Grant
    Filed: January 28, 1980
    Date of Patent: April 20, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Okabe, Masachika Hirano, Kunio Mukai
  • Patent number: 4320126
    Abstract: Organophosphorus esters of the formula (I), ##STR1## wherein R is a C.sub.1 -C.sub.2 alkyl group, R.sub.1 is a C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.4 alkylamino, phenyl or phenoxy group, R.sub.2 and R.sub.3, which may be the same or different, are each a C.sub.1 -C.sub.5 alkyl or methoxy C.sub.2 -C.sub.3 alkyl group and X is an oxygen or sulfur atom, a method for producing organophosphorus esters of the formula (I) characterized by condensation reaction of s-triazines of the formula, ##STR2## wherein M is a potassium or sodium atom and R.sub.2 and R.sub.3 are as defined above, with a halogenated compound of the formula, ##STR3## wherein Y is a halogen atom and R, R.sub.1 and X are as defined above, and an insecticide, acaricide and/or nematocide characterized by containing organophosphorus esters of the formula (I) as an active ingredient.
    Type: Grant
    Filed: August 27, 1979
    Date of Patent: March 16, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Okabe, Kunio Mukai, Masachika Hirano
  • Patent number: 4308258
    Abstract: Pyrimidin-4-yl-phosphorothionates of the formula (I), ##STR1## wherein R is a C.sub.1 -C.sub.2 alkyl group, R.sub.1 is a C.sub.1 -C.sub.2 alkoxyl or C.sub.1 -C.sub.4 alkylamino group, R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.1 -C.sub.3 alkoxyl or methylmercapto group, and X is an oxygen or sulfur atom; a process for producing pyrimidin-4-yl-phosphorothionates of the formula (I) characterized by condensing a 4-hydroxypyrimidine of the formula (II), ##STR2## wherein R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.1 -C.sub.3 alkoxyl or methylmercapto group, with a halogen compound of the formula, ##STR3## wherein R is a C.sub.1 -C.sub.2 alkyl, R.sub.1 is a C.sub.1 -C.sub.2 alkoxyl or C.sub.1 -C.sub.
    Type: Grant
    Filed: January 24, 1980
    Date of Patent: December 29, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Okabe, Kunio Mukai, Masachika Hirano
  • Patent number: 4273769
    Abstract: Nematocidal O-ethyl S-alkyl S-isopropyl phosphorodithiolates.
    Type: Grant
    Filed: April 14, 1980
    Date of Patent: June 16, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Rokuo Koyanagi, Yoshio Fujita, Kunio Mukai
  • Patent number: 4137065
    Abstract: Pesticidal compositions containing, as active ingredient, a compound of the formula ##STR1## wherein R.sub.1 is lower alkyl, lower alkenyl, lower alkynyl or a radical of the formula ##STR2## IN WHICH X is lower alkyl, halogen or hydrogen and n is zero or an integer of 1 to 5,R.sub.2 is lower alkyl, lower alkenyl or lower alkynyl,R.sub.3 is a radical of the formula ##STR3## or a radical of the formula ##STR4## and Y is oxygen or sulfur.
    Type: Grant
    Filed: March 31, 1976
    Date of Patent: January 30, 1979
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Takeo Satomi, Naganori Hino, Masachika Hirano, Kunio Mukai, Hideo Sakamoto, Ryo Yoshida
  • Patent number: 4113864
    Abstract: Phosphorothiolates represented by the formula, ##STR1## wherein R is an alkyl; A is an alkyl, haloalkyl, alkenyl, alkinyl, alkylthioalkyl, phenylthioalkyl, phthalimidoalkyl or phenylalkyl; X is hydrogen, a halogen or an alkyl; and n is an integer of 1 to 5, are obtained by (1) reacting sodium or potassium hydrosulfide with a compound represented by the formula, ##STR2## WHEREIN R, X and n have the same significances as mentioned above, to prepare a thiophosphate represented by the formula, ##STR3## wherein R, X and n have the same significances as mentioned above; and M is an alkali metal, and then (2) reacting said thiophosphate with a halide represented by the formula,Y -- Awherein A has the same significance as mentioned above; and Y is a halogen.The phosphorothiolates have insecticidal and fungicidal activities.
    Type: Grant
    Filed: February 15, 1977
    Date of Patent: September 12, 1978
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hiroshi Tsuchiya, Kunio Mukai, Akio Kimura, Hiroshi Taya, Keimei Fujimoto, Toshiaki Ozaki, Sigeo Yamamoto, Taizo Ogawa, Tadashi Ooishi, Yositosi Okuno
  • Patent number: 4099954
    Abstract: The present invention relates to new herbicidal phosphorothioate (phosphorodithioate) derivatives and to preparation thereof.
    Type: Grant
    Filed: August 11, 1976
    Date of Patent: July 11, 1978
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Shunichi Hashimoto, Kunio Mukai
  • Patent number: 4034050
    Abstract: Process for preparing 5-methyl-2-nitrophenol of high purity by sulfonating tri-m-cresyl phosphate, nitrating the sulfonated tri-m-cresyl phosphate, hydrolyzing the nitrated, sulfonated tri-m-cresyl phosphate to obtain a mixture of nitro-m-cresols, steam-distilling the mixture, and repeatedly washing the distillate with a dilute aqueous alkaline solution.
    Type: Grant
    Filed: December 17, 1975
    Date of Patent: July 5, 1977
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Mitsuru Sasaki, Kunio Mukai
  • Patent number: 4028438
    Abstract: Phosphorothiolates represented by the formula, ##STR1## wherein R is an alkyl; A is an alkyl, haloalkyl, alkenyl, alkinyl, alkylthioalkyl, phenylthioalkyl, phthalimidoalkyl or phenylalkyl; X is hydrogen, a halogen or an alkyl; and n is an integer of 1 to 5, are obtained by (1) reacting sodium or potassium hydrosulfide with a compound represented by the formula, ##STR2## WHEREIN R, X, and n have the same significances as mentioned above, to prepare a thiophosphate represented by the formula, ##STR3## wherein R, X and n have the same significances as mentioned above; and M is an alkali metal, and then (2) reacting said thiophosphate with a halide represented by the formula,Y--Awherein A has the same significance as mentioned above; and Y is a halogen.The phosphorothiolates have insecticidal and fungicidal activities.
    Type: Grant
    Filed: November 14, 1973
    Date of Patent: June 7, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hiroshi Tsuchiya, Kunio Mukai, Akio Kimura, Hiroshi Taya, Keimei Fujimoto, Toshiaki Ozaki, Sigeo Yamamoto, Taizo Ogawa, Tadashi Ooishi, Yositosi Okuno
  • Patent number: 4023956
    Abstract: Compounds of the formula ##STR1## WHERE R.sub.1 is lower alkenyl, optionally substituted by chlorine or bromine, or R.sub.1 is alkoxyalkyl; R.sub.2 and R.sub.3 are lower alkyl; R.sub.4 is lower alkyl, lower alkoxy or halogen; and n is zero or an integer of 1-5, which are useful as herbicides, insecticides, acaricides and nematocides.
    Type: Grant
    Filed: September 9, 1975
    Date of Patent: May 17, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ryo Yoshida, Takeo Satomi, Kunio Mukai, Masachika Hirano
  • Patent number: 4015974
    Abstract: The present invention relates to compounds of the formula: ##STR1## wherein R.sub.1 is lower alkyl, lower alkenyl, lower alkynyl, cycloalkyl, unsubstituted aralkyl, lower alkyl or halogen-substituted aralkyl or halogen-substituted alkenyl; R.sub.2 is lower alkyl; Y is hydrogen or methyl and X is lower alkyl; n is an integer of 1 to 5, and a method of producing these compounds. These compounds are eminently suited for killing weeds, injurious insects, nematodes and acaricides.
    Type: Grant
    Filed: September 30, 1975
    Date of Patent: April 5, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takeo Satomi, Naganori Hino, Koshi Tateishi, Masachika Hirano, Kunio Mukai, Katsuji Nodera, Mitsuru Sasaki
  • Patent number: 3997526
    Abstract: Amidophosphorothiolate compounds, for example N-(O-methyl-S-n-propyldithiolphosphorylacetyl)-tetrahydroquinoline, are provided which have herbicidal activity.
    Type: Grant
    Filed: November 15, 1973
    Date of Patent: December 14, 1976
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takeo Satomi, Naganori Hino, Masachika Hirano, Kunio Mukai, Hideo Sakamoto, Ryo Yoshida
  • Patent number: 3987113
    Abstract: A process for preparing 5-methyl-2-nitrophenol from di-m-cresyl carbonate in high yield, by a specific combination of sulfonation, nitration, hydrolysis and steam distillation, is provided.
    Type: Grant
    Filed: June 13, 1975
    Date of Patent: October 19, 1976
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Mitsuru Sasaki, Katsuji Nodera, Kunio Mukai
  • Patent number: 3982921
    Abstract: O-alkyl-O-(3-methyl-6-nitrophenyl)-N-secondary butyl-phosphorothionoamidate, which possesses herbicidal properties.
    Type: Grant
    Filed: December 24, 1974
    Date of Patent: September 28, 1976
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takeo Satomi, Kunio Mukai, Akihiko Mine, Naganori Hino, Kohshi Tateishi, Masachika Hirano
  • Patent number: 3956429
    Abstract: A phenylenediamine compound of the formula: ##SPC1##Wherein R.sub.1 is a lower alkyl group or a phenyl group which may bear one to five substituents, R.sub.2 is a lower alkyl group, A is an alkyl group, an alkenyl group, an alkynyl group, a haloalkyl group, a phenyl group, a cyanoalkyl group, a lower alkylthioalkyl group, a haloalkenyl group, a lower alkoxyalkyl group, a lower alkoxycarbonylalkyl group, a lower alkylcarbamoylalkyl group or a phenylalkyl group which may bear one to five substituents on the benzene ring and X is an oxygen atom or a sulfur atom, which is useful as a pesticide effective in preventing and controlling simultaneously two or more kinds of plant diseases and can be produced by reacting an amidophosphoric ester of the formula: ##SPC2##Wherein R.sub.1, A and X are each as defined above with an alkoxycarbonyl isothiocyanate of the formula: ##EQU1## wherein R.sub.2 is as defined above.
    Type: Grant
    Filed: July 8, 1974
    Date of Patent: May 11, 1976
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Mitsuru Sasaki, Kunio Mukai, Katsutoshi Tanaka
  • Patent number: 3953546
    Abstract: Thio(dithio)-phosphorate of the formula, ##SPC1##Wherein A represents an alkyl having up to 6 carbon atoms; B represents lower alkyl having up to 4 carbon atoms; Y represents halogen, methoxy or ethoxy; X represents oxygen or sulfur; R.sub.1 represents alkyl having up to 6 carbon atoms, phenyl, phenyl substituted by halogen or phenyl substituted by lower alkyl having up to 4 carbon atoms; R.sub.2 represents hydrogen or alkyl having up to 6 carbon atoms; R.sub.3 represents hydrogen or alkyl having up to 6 carbon atoms; and n represents 0, 1 or 2, which is useful as a pesticide.
    Type: Grant
    Filed: July 11, 1974
    Date of Patent: April 27, 1976
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masachika Hirano, Kunio Mukai, Hisami Takeda