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).
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Patent number: 4631347Abstract: 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: GrantFiled: October 17, 1983Date of Patent: December 23, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Haruyasu Yamamoto, Kiyoshi Kasamatsu, Takayuki Okabe, Kunio Mukai
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Patent number: 4507284Abstract: 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: GrantFiled: August 30, 1982Date of Patent: March 26, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshimi Yamada, Tadashi Ooishi, Toshiro Kato, Kunio Mukai
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Patent number: 4473561Abstract: 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: GrantFiled: April 6, 1982Date of Patent: September 25, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Ishiguri, Yoshimi Yamada, Toshiro Kato, Mitsuru Sasaki, Kunio Mukai
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Patent number: 4366150Abstract: 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: GrantFiled: November 26, 1980Date of Patent: December 28, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshimi Yamada, Tadashi Ooishi, Toshiro Kato, Kunio Mukai
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Patent number: 4326058Abstract: 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: GrantFiled: January 28, 1980Date of Patent: April 20, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Takayuki Okabe, Masachika Hirano, Kunio Mukai
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Patent number: 4320126Abstract: 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: GrantFiled: August 27, 1979Date of Patent: March 16, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Takayuki Okabe, Kunio Mukai, Masachika Hirano
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Patent number: 4308258Abstract: 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: GrantFiled: January 24, 1980Date of Patent: December 29, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Takayuki Okabe, Kunio Mukai, Masachika Hirano
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Patent number: 4273769Abstract: Nematocidal O-ethyl S-alkyl S-isopropyl phosphorodithiolates.Type: GrantFiled: April 14, 1980Date of Patent: June 16, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Rokuo Koyanagi, Yoshio Fujita, Kunio Mukai
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Patent number: 4137065Abstract: 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: GrantFiled: March 31, 1976Date of Patent: January 30, 1979Assignee: Sumitomo Chemical Company, Ltd.Inventors: Takeo Satomi, Naganori Hino, Masachika Hirano, Kunio Mukai, Hideo Sakamoto, Ryo Yoshida
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Patent number: 4113864Abstract: 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: GrantFiled: February 15, 1977Date of Patent: September 12, 1978Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Tsuchiya, Kunio Mukai, Akio Kimura, Hiroshi Taya, Keimei Fujimoto, Toshiaki Ozaki, Sigeo Yamamoto, Taizo Ogawa, Tadashi Ooishi, Yositosi Okuno
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Patent number: 4099954Abstract: The present invention relates to new herbicidal phosphorothioate (phosphorodithioate) derivatives and to preparation thereof.Type: GrantFiled: August 11, 1976Date of Patent: July 11, 1978Assignee: Sumitomo Chemical Company, LimitedInventors: Shunichi Hashimoto, Kunio Mukai
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Patent number: 4034050Abstract: 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: GrantFiled: December 17, 1975Date of Patent: July 5, 1977Assignee: Sumitomo Chemical Company, Ltd.Inventors: Mitsuru Sasaki, Kunio Mukai
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Patent number: 4028438Abstract: 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: GrantFiled: November 14, 1973Date of Patent: June 7, 1977Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Tsuchiya, Kunio Mukai, Akio Kimura, Hiroshi Taya, Keimei Fujimoto, Toshiaki Ozaki, Sigeo Yamamoto, Taizo Ogawa, Tadashi Ooishi, Yositosi Okuno
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Patent number: 4023956Abstract: 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: GrantFiled: September 9, 1975Date of Patent: May 17, 1977Assignee: Sumitomo Chemical Company, LimitedInventors: Ryo Yoshida, Takeo Satomi, Kunio Mukai, Masachika Hirano
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Patent number: 4015974Abstract: 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: GrantFiled: September 30, 1975Date of Patent: April 5, 1977Assignee: Sumitomo Chemical Company, LimitedInventors: Takeo Satomi, Naganori Hino, Koshi Tateishi, Masachika Hirano, Kunio Mukai, Katsuji Nodera, Mitsuru Sasaki
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Patent number: 3997526Abstract: Amidophosphorothiolate compounds, for example N-(O-methyl-S-n-propyldithiolphosphorylacetyl)-tetrahydroquinoline, are provided which have herbicidal activity.Type: GrantFiled: November 15, 1973Date of Patent: December 14, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Takeo Satomi, Naganori Hino, Masachika Hirano, Kunio Mukai, Hideo Sakamoto, Ryo Yoshida
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Patent number: 3987113Abstract: 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: GrantFiled: June 13, 1975Date of Patent: October 19, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsuru Sasaki, Katsuji Nodera, Kunio Mukai
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Patent number: 3982921Abstract: O-alkyl-O-(3-methyl-6-nitrophenyl)-N-secondary butyl-phosphorothionoamidate, which possesses herbicidal properties.Type: GrantFiled: December 24, 1974Date of Patent: September 28, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Takeo Satomi, Kunio Mukai, Akihiko Mine, Naganori Hino, Kohshi Tateishi, Masachika Hirano
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Patent number: 3956429Abstract: 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: GrantFiled: July 8, 1974Date of Patent: May 11, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsuru Sasaki, Kunio Mukai, Katsutoshi Tanaka
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Patent number: 3953546Abstract: 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: GrantFiled: July 11, 1974Date of Patent: April 27, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Masachika Hirano, Kunio Mukai, Hisami Takeda