Patents Assigned to Shikoku Chemicals Corporation
  • Patent number: 4925641
    Abstract: 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: Grant
    Filed: June 16, 1988
    Date of Patent: May 15, 1990
    Assignees: Agency of Industrial Science & Technology, Shikoku Chemicals Corporation
    Inventors: Takao Kitamura, Kohji Sakane, Hideo Wada, Hajime Hata, Hajime Kanbara
  • Patent number: 4912123
    Abstract: 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: Grant
    Filed: October 27, 1988
    Date of Patent: March 27, 1990
    Assignee: Shikoku Chemicals Corporation
    Inventors: Takayuki Fujita, Yoshiya Iwasaki, Hiroko Yabe, Tadashi Akita
  • Patent number: 4826991
    Abstract: 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: Grant
    Filed: February 20, 1987
    Date of Patent: May 2, 1989
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Takeshi Masuda, Takayuki Murai, Singi Okazaki, Yukio Miyauchi, Masayuki Ito
  • Patent number: 4798844
    Abstract: 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: Grant
    Filed: April 14, 1987
    Date of Patent: January 17, 1989
    Assignee: Shikoku Chemicals Corporation
    Inventors: Takayuki Fujita, Yoshiya Iwasaki, Hiroko Yabe
  • Patent number: 4720551
    Abstract: 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: Grant
    Filed: September 12, 1986
    Date of Patent: January 19, 1988
    Assignee: Shikoku Chemicals Corporation
    Inventors: Takayuki Fujita, Hiroko Yabe, Tadashi Akita
  • Patent number: 4658009
    Abstract: 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: Grant
    Filed: March 13, 1986
    Date of Patent: April 14, 1987
    Assignee: Shikoku Chemicals Corporation
    Inventors: Kazuo Kamagata, Toshiaki Yamada, Natsuo Sawa
  • Patent number: 4622097
    Abstract: 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: Grant
    Filed: October 7, 1985
    Date of Patent: November 11, 1986
    Assignee: Shikoku Chemicals Corporation
    Inventors: Minoru Tsukagoshi, Takuo Nakayama, Masahiko Minagawa, Shuji Yoshida
  • Patent number: 4614774
    Abstract: 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: Grant
    Filed: July 25, 1985
    Date of Patent: September 30, 1986
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Takeshi Masuda, Takashi Mizui
  • Patent number: 4596868
    Abstract: 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: Grant
    Filed: August 23, 1985
    Date of Patent: June 24, 1986
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Takeshi Masuda
  • Patent number: 4579946
    Abstract: 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: Grant
    Filed: January 10, 1985
    Date of Patent: April 1, 1986
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Takeshi Masuda
  • Patent number: 4514556
    Abstract: 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: Grant
    Filed: March 29, 1984
    Date of Patent: April 30, 1985
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Toshihiro Suzuki, Shinji Okazaki
  • Patent number: 4474957
    Abstract: 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: Grant
    Filed: November 12, 1982
    Date of Patent: October 2, 1984
    Assignee: Shikoku Chemicals Corporation
    Inventors: Soichi Sato, Shuzo Maeda, Junji Nakagi
  • Patent number: 4469622
    Abstract: 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: Grant
    Filed: January 24, 1983
    Date of Patent: September 4, 1984
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Tokuichi Saeki
  • Patent number: 4432959
    Abstract: 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: Grant
    Filed: August 3, 1982
    Date of Patent: February 21, 1984
    Assignee: Shikoku Chemicals Corporation
    Inventors: Tadao Shimamura, Naoki Kano
  • Patent number: 4431818
    Abstract: 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: Grant
    Filed: January 24, 1983
    Date of Patent: February 14, 1984
    Assignee: Shikoku Chemical Corporation
    Inventors: Natsuo Sawa, Tokuichi Saeki
  • Patent number: 4394511
    Abstract: 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: Grant
    Filed: April 21, 1982
    Date of Patent: July 19, 1983
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Tokuichi Saeki
  • Patent number: 4205156
    Abstract: 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: Grant
    Filed: January 22, 1979
    Date of Patent: May 27, 1980
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Tadao Nomoto, Keiko Iuchi, Toshihiro Suzuki, Shunichi Kawata
  • Patent number: 4189577
    Abstract: 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: Grant
    Filed: March 13, 1978
    Date of Patent: February 19, 1980
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Tadao Nomoto, Keiko Iuchi, Toshihiro Suzuki, Shunichi Kawata
  • Patent number: 4122277
    Abstract: 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: Grant
    Filed: June 2, 1977
    Date of Patent: October 24, 1978
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Kyoko Gohda
  • Patent number: 4104473
    Abstract: 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: Grant
    Filed: April 23, 1976
    Date of Patent: August 1, 1978
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Kyoko Gohda