Patents Assigned to Shikoku Chemicals Corporation
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Patent number: 4925641Abstract: An aluminum borate whisker having a composition of 9Al.sub.2 O.sub.3 .multidot.2B.sub.2 O.sub.3 or 2Al.sub.2 O.sub.3 .multidot.B.sub.2 O.sub.3 is formed by reacting under heating at least one aluminum-supplying component selected from the group consisting of hydroxides and inorganic salts of aluminum and at least one boric acid-supplying component selected from the group consisting of oxides, oxyacids and their alkali metal salts of boron in the presence of at least one flux selected from the group consisting of alkali metal chlorides, alkali metal sulfates and alkali carbonates.Type: GrantFiled: June 16, 1988Date of Patent: May 15, 1990Assignees: Agency of Industrial Science & Technology, Shikoku Chemicals CorporationInventors: Takao Kitamura, Kohji Sakane, Hideo Wada, Hajime Hata, Hajime Kanbara
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Patent number: 4912123Abstract: Disclosed is a novel imidazole compound represented by the following formula: ##STR1## wherein A.sub.1 stands for a thien-3-yl or 4-chlorophenyl group and A.sub.2 stands for a 2,4-dichlorophenyl, 2-chlorothien-3-yl or 2-chloro-5-bromothien-3-yl group, with the proviso that at least one of A.sub.1 and A.sub.2 stands for a thien-3-yl or halogen-substituted thien-3-yl group. This compound is effective as a therapeutic antifungal agent or mildewproofing agent.Type: GrantFiled: October 27, 1988Date of Patent: March 27, 1990Assignee: Shikoku Chemicals CorporationInventors: Takayuki Fujita, Yoshiya Iwasaki, Hiroko Yabe, Tadashi Akita
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Patent number: 4826991Abstract: An imidazole compound represented by the general formula ##STR1## wherein R is an alkyl group having up to 17 carbon atoms or a phenyl group. This imidazole compound is useful as a curing agent or curing accelerator for epoxy resins.Type: GrantFiled: February 20, 1987Date of Patent: May 2, 1989Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Takeshi Masuda, Takayuki Murai, Singi Okazaki, Yukio Miyauchi, Masayuki Ito
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Patent number: 4798844Abstract: 1-(4-Chlorophenyl)-2-(1H-imidazolyl)-3-(2,4-dichlorophenyl)-2-propen-1-one hydrochloride is useful as a chemotherapeutant which is administered to men or animals for remedy of diseases caused by true fungi or bacteria.Type: GrantFiled: April 14, 1987Date of Patent: January 17, 1989Assignee: Shikoku Chemicals CorporationInventors: Takayuki Fujita, Yoshiya Iwasaki, Hiroko Yabe
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Patent number: 4720551Abstract: Disclosed are compounds represented by the following general formula and its hydrochloride salts: ##STR1## wherein A.sub.1 stands for a phenyl group, a halophenyl group, a thienyl group or a halothienyl group, and A.sub.2 stands for a phenyl group or a halophenyl group.These compounds can be obtained by reacting an imidazole compound of the following formula: ##STR2## with a benzaldehyde compound of the formula A.sub.2 -CHO. These compounds are valuable as fungicidal agents.Type: GrantFiled: September 12, 1986Date of Patent: January 19, 1988Assignee: Shikoku Chemicals CorporationInventors: Takayuki Fujita, Hiroko Yabe, Tadashi Akita
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Patent number: 4658009Abstract: Disclosed is a 2-substituted-4,6-diamino-s-triazine/isocyanuric acid adduct represented by the following formula: ##STR1## wherein R stands for an alkyl group having 2 to 20 carbon atoms, an unsubstituted or cyano group-substituted aryl group, or a group of the formula R.sup.1 --CH.sub.2 CH.sub.2 -- in which R.sup.1 stands for an alkoxy group having up to 20 carbon atoms, an acyloxy group, an amino group, an N-substituted amino group, a benzotriazolyl group or a 2-alkylimidazolyl-(4)-dithiocarbonyl group, or by the following formula: ##STR2## wherein R.sup.2 stands for an alkylene group which may have an intervening imino or phenylene group.When this adduct is used for curing a polyepoxy resin, a cured product having good heat resistance, insulating property and adhesion and an excellent migration-preventing effect is formed.Type: GrantFiled: March 13, 1986Date of Patent: April 14, 1987Assignee: Shikoku Chemicals CorporationInventors: Kazuo Kamagata, Toshiaki Yamada, Natsuo Sawa
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Patent number: 4622097Abstract: Disclosed is a process for producing a copper through-hole printed circuit board, which comprises forming a required pattern on a copper-clad laminated plate using a resist ink soluble in an alkaline aqueous solution, immersing the copper-clad laminated plate in an aqueous solution of a salt of an alkylimidazole compound represented by the following general formula ##STR1## wherein R.sub.2 represents an alkyl group having 5 to 21 carbon atoms, R.sub.4 represents a hydrogen atom or a methyl group, and HA represents an organic or inorganic acid, to form on the copper surface of the copper-clad laminated plate an etching resist film composed of the alkylimidazole compound, drying the resulting copper-clad laminated plate, and then treating it with an alkaline etching solution.Type: GrantFiled: October 7, 1985Date of Patent: November 11, 1986Assignee: Shikoku Chemicals CorporationInventors: Minoru Tsukagoshi, Takuo Nakayama, Masahiko Minagawa, Shuji Yoshida
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Patent number: 4614774Abstract: Disclosed is an isocyanuric acid adduct of 2-vinyl-4,6-diamino-S-triazine represented by the following structural formula: ##STR1## This adduct is prepared by heating 2-vinyl-4,6-diamino-S-triazine and isocyanuric acid in the presence of water, preferably by using sodium sulfide as a polymerization inhibitor. This adduct is valuable as a hardening agent for an epoxy resin.Type: GrantFiled: July 25, 1985Date of Patent: September 30, 1986Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Takeshi Masuda, Takashi Mizui
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Patent number: 4596868Abstract: 2-Vinyl-4,6-diamino-s-triazine is synthesized in a high yield by reacting 2-(2'-methylimidazolyl-(1'))-ethyl-4,6-diamino-s-triazine with epichlorohydrin. The reaction may be carried out in an aqueous medium in the presence of a catalytic amount of a polymerization inhibitor.Type: GrantFiled: August 23, 1985Date of Patent: June 24, 1986Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Takeshi Masuda
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Patent number: 4579946Abstract: Disclosed is a process for the synthesis of 2-vinyl-4,6-diamino-S-triazine having the following structural formula: ##STR1## which comprises heating an imidazolyl-S-triazine compound represented by the following general formula: ##STR2## wherein R.sub.1 stands for a hydrogen atom, a methyl group or an ethyl group, and R.sub.2 stands for a hydrogen atom or a methyl group, or an isocyanuric acid-addition product thereof under reduced pressure in the presence of a polymerization inhibitor.According to this process, 2-vinyl-4,6-diamino-S-triazine can be manufactured at a low cost on an industrial scale.Type: GrantFiled: January 10, 1985Date of Patent: April 1, 1986Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Takeshi Masuda
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Patent number: 4514556Abstract: The disclosure relates to a novel compound 4,4'-methylene-bis-(2-ethyl-5-methyl imidazole) represented by the structural formula ##STR1## A method is provided for producing the novel compound subjecting formaldehyde or a methylenizing agent to thermal reaction with 2-ethyl-4-methyl imidazole in the presence of a catalyst; and a method of curing an epoxy compound and a method of accelerating curing the epoxy compound and a method of inhibiting crystallization of 2-ethyl-4-methyl imidazole, respectively by use of the new compound.Type: GrantFiled: March 29, 1984Date of Patent: April 30, 1985Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Toshihiro Suzuki, Shinji Okazaki
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Patent number: 4474957Abstract: There is disclosed a process for producing cyanuric acid from urea using an external heating type reaction vessel furnished with agitator provided with plural urea supply ports in the direction of conveyance of the contents at such an interval as to make the residence time of the contents about 2 to 20 minutes, heating the urea in the presence of crude cyanuric acid to a temperature of 230.degree.-320.degree. C. to subject it to heat decomposition, and recycling a part of the formed crude cyanuric acid to the reactor.Type: GrantFiled: November 12, 1982Date of Patent: October 2, 1984Assignee: Shikoku Chemicals CorporationInventors: Soichi Sato, Shuzo Maeda, Junji Nakagi
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Patent number: 4469622Abstract: Disclosed is an imidazole-4(5)-dithiocarboxylic acid compound represented by the following general formula: ##STR1## wherein R.sub.2 stands for a hydrogen atom or a monovalent hydrocarbon group having up to 20 carbons, R.sub.4 stands for a hydrogen atom or an alkyl group having up to 4 carbon atoms, and X stands for a hydrogen atom or an alkali metal atom.This compound has an excellent rust preventive action to silver. This compound is prepared according to a process which comprises reacting an imidazole compound represented by the following general formula: ##STR2## wherein R.sub.2 and R.sub.4 are as defined above, with carbon disulfides and an alkali metal hydroxide in the presence of a solvent, and if necessary, acidifying the obtained imidazole compound.Type: GrantFiled: January 24, 1983Date of Patent: September 4, 1984Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Tokuichi Saeki
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Patent number: 4432959Abstract: A process for producing sodium cyanurate in the powdery form is disclosed. In this method, iso cyanuric acid is reacted with sodium carbonate or sodium hydrogencarbonate or a mixture of sodium carbonate and sodium hydrogencarbonate by mixing the raw materials in powdery form and in the presence of water in a range, in which hydrates can be formed from the raw materials at room temperature, while holding the system at a temperature at which free water can be produced.Type: GrantFiled: August 3, 1982Date of Patent: February 21, 1984Assignee: Shikoku Chemicals CorporationInventors: Tadao Shimamura, Naoki Kano
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Patent number: 4431818Abstract: Disclosed is an imidazole-4(5)-dithiocarboxylic acid compound represented by the following general formula: ##STR1## wherein R.sub.2 stands for a hydrogen atom or a monovalent hydrocarbon group having up to 20 carbons, R.sub.4 stands for a hydrogen atom or an alkyl group having up to 4 carbon atoms, and X stands for a hydrogen atom or an alkali metal atom.This compound has an excellent rust preventive action to silver. This compound is prepared according to a process which comprises reacting an imidazole compound represented by the following general formula: ##STR2## wherein R.sub.2 and R.sub.4 are as defined above, with carbon disulfide and an alkali metal hydroxide in the presence of a solvent, and if necessary, acidifying the obtained imidazole compound.Type: GrantFiled: January 24, 1983Date of Patent: February 14, 1984Assignee: Shikoku Chemical CorporationInventors: Natsuo Sawa, Tokuichi Saeki
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Patent number: 4394511Abstract: Disclosed is an imidazole-4(5)-dithiocarboxylic acid compound represented by the following general formula: ##STR1## wherein R.sub.2 stands for a hydrogen atom or a monovalent hydrocarbon group having up to 20 carbons, R.sub.4 stands for a hydrogen atom or an alkyl group having up to 4 carbon atoms, and X stands for a hydrogen atom or an alkali metal atom.This compound has an excellent rust preventive action to silver. This compound is prepared according to a process which comprises reacting an imidazole compound represented by the following general formula: ##STR2## wherein R.sub.2 and R.sub.4 are as defined above, with carbon disulfide and an alkali metal hydroxide in the presence of a solvent, and if necessary, acidifying the obtained imidazole compound.Type: GrantFiled: April 21, 1982Date of Patent: July 19, 1983Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Tokuichi Saeki
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Patent number: 4205156Abstract: An imidazole-isocyanuric acid adduct having the following general formula is disclosed: ##STR1## wherein R.sub.1 is a member selected from the group consisting of a hydrogen atom, a .beta.-cyanoethyl group and a .beta.-[3,5-diamino-S-triazinyl-(1)]-ethyl group, R.sub.2 stands for a monovalent hydrocarbon group having up to 17 carbon atoms, R.sub.3 is a member selected from the group consisting of a hydrogen atom and an alkyl group having up to 4 carbon atoms, with the proviso that when R.sub.1 is a hydrogen atom, R.sub.2 is a methyl or phenyl group and R.sub.3 is a hydrogen atom and when R.sub.1 is a .beta.-cyanoethyl group, R.sub.2 is a phenyl group and R.sub.3 is a hydrogen atom, and n is a number of from 0 to 2.This adduct has peculiar characteristics not possessed by ordinary salts. Namely, the adduct is stable in water, and it decomposes in a solvent or under heating. The adduct is valuable as a curing agent for epoxy resins, and it can be utilized for purification of imidazoles.Type: GrantFiled: January 22, 1979Date of Patent: May 27, 1980Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Tadao Nomoto, Keiko Iuchi, Toshihiro Suzuki, Shunichi Kawata
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Patent number: 4189577Abstract: An imidazole-isocyanuric acid adduct having the following formula is disclosed: ##STR1## wherein R.sub.1 is a member selected from the group consisting of a hydrogen atom, a .beta.-cyanoethyl group and a .beta.-[3,5-diamino-s-triazinyl-(1)]-ethyl group, R.sub.2 stands for a monovalent hydrocarbon group having up to 17 carbon atoms, R.sub.3 is a member selected from the group consisting of a hydrogen atom and an alkyl group having up to 4 carbon atoms, with the proviso that when R.sub.1 is a hydrogen atom, R.sub.2 is a methyl or phenyl group and R.sub.3 is a hydrogen atom and when R.sub.1 is a .beta.-cyanoethyl group, R.sub.2 is a phenyl group and R.sub.3 is a hydrogen atom, and n is a number of from 0 to 2.This adduct has peculiar characteristics not possessed by ordinary salts. Namely, the adduct is stable in water, and it decomposes in a solvent or under heating. The adduct is valuable as a curing agent for epoxy resins, and it can be utilized for purification of imidazoles.Type: GrantFiled: March 13, 1978Date of Patent: February 19, 1980Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Tadao Nomoto, Keiko Iuchi, Toshihiro Suzuki, Shunichi Kawata
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Patent number: 4122277Abstract: A process for producing C-methylol imidazoles which comprises reacting imidazole compounds containing an aryl group at the 2-position with formaldehyde in a reaction medium having a pH of at least 7 whereby the formaldehyde adds to the carbon atom of the imidazole ring. The products are either monomethylol imidazoles or dimethlol imidazoles depending upon the starting imidazole compounds. Most of the C-methylol imidazoles thus obtained are new compounds.Type: GrantFiled: June 2, 1977Date of Patent: October 24, 1978Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Kyoko Gohda
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Patent number: 4104473Abstract: A process for producing C-methylol imidazoles which comprises reacting imidazole compounds containing an aryl group at the 2-position with formaldehyde in a reaction medium having a pH of at least 7 whereby the formaldehyde adds to the carbon atom of the imidazole ring. The products are either monomethylol imidazoles or dimethlol imidazoles depending upon the starting imidazole compounds. Most of the C-methylol imidazoles thus obtained are new compounds.Type: GrantFiled: April 23, 1976Date of Patent: August 1, 1978Assignee: Shikoku Chemicals CorporationInventors: Natsuo Sawa, Kyoko Gohda