Patents Assigned to Adeka Argus Chemical Co., Ltd.
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Patent number: 4786730Abstract: The present invention discloses an optically active pyrimidine compound represented by the following general formula: ##STR1## wherein m is 1 to 12;n is 4 to 18; and*C represents an asymmetric carbon atom.The pyrimidine compound of the present invention is a liquid crystal compound useful as an electrooptic element wherein the response of the ferroelectric liquid crystal to an electric field is utilized.Type: GrantFiled: December 22, 1987Date of Patent: November 22, 1988Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Toshihiro Shibata, Masaki Kimura, Norio Kurosawa
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Patent number: 4774367Abstract: The phenol compound of the present invention can be readily produced by, for example, reacting glyoxal, glutaraldehyde or crotonaldehyde with particular phenols. The phenol compound of the present invention is useful not only as a developer but also as an antioxidant for, e.g., synthetic resins and as an intermediate in the production of medicines or agricultural chemicals.The heat-sensitive recording material of the present invention, which contains the phenol compound as described above, shows little discoloration of the developed color and little coloration of the ground even at a high temperature and high humidity. Thus it is highly superior to conventional ones.Type: GrantFiled: January 16, 1987Date of Patent: September 27, 1988Assignee: Adeka Argus Chemical Co., Ltd.Inventors: MItsuo Akutsu, Kazuhito Iuchi, Keiji Tabata
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Patent number: 4767834Abstract: Vinyl benzyl 2,2,6,6-tetramethyl piperidines are provided, having the formula: ##STR1## wherein: R is selected from the group consisting of hydrogen; oxyl; acyl and alkyl having from one to about eighteen carbon atoms; ##STR2## in which Y is --O-- or --N(R.sub.2)--, R.sub.1 is alkyl having from one to about eighteen carbon atoms and R.sub.2 is hydrogen or alkyl having from one to about eighteen carbon atoms.Type: GrantFiled: March 19, 1987Date of Patent: August 30, 1988Assignee: Adeka Argus Chemical Co., Ltd.Inventors: William E. Leistner, Yutaka Nakahara, Bunji Hirai, Mitsuharu Kanai
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Patent number: 4760141Abstract: Stabilizers for synthetic polymer compositions are provided which are hydrocarbyl(polyphenol)-poly(2,2,6,6-tetramethyl-piperidyl-1,3,5-triazines ) having the formula: ##STR1## in which R is a hydrocarbyl group having the valence n;R.sub.1 is selected from the group consisting of hydrogen; alkyl, alkenyl, cycloalkyl, hydroxyalkyl and alkoxy having from one to about twelve carbon atoms; acyl having from about one to about twelve carbon atoms; and oxyl;Y is selected from the group consisting of ##STR2## wherein R.sub.4 is lower alkyl having from one to about six carbon atoms; R.sub.5 is selected from the group consisting of hydrogen; alkyl, hydroxy alkyl and alkoxy having from one to about twelve carbon atoms; and cycloalkyl having from three to about twelve carbon atoms; and ##STR3## X is selected from the group consisting of ##STR4## wherein: R.sub.Type: GrantFiled: September 17, 1987Date of Patent: July 26, 1988Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Yutaka Nakahara, Etsuo Tobita
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Patent number: 4759871Abstract: Stabilizers for synthetic polymer compositions are provided which are hydrocarbyl(polyphenol)-poly(2,2,6,6-tetramethyl-piperidyl-1,3,5-triazines ) having the formula: ##STR1## in which: R is a hydrocarbyl group having the valence n;R.sub.1 is selected from the group consistng of hydrogen; alkyl, alkenyl, cycloalkyl, hydroxyalkyl and alkoxy having from one to about twelve carbon atoms; acyl having from about one to about twelve carbon atoms; and oxyl;Y is selected from the group consisting of ##STR2## wherein R.sub.4 is lower alkyl having from one to about six carbon atoms; R.sub.5 is selected from the group consisting of hydrogen; alkyl, hydroxy alkyl and alkoxy having from one to about twelve carbon atoms; and cycloalkyl having from three to about twelve carbon atoms; and ##STR3## X is selected from the group consisting of ##STR4## wherein: R.sub.Type: GrantFiled: September 11, 1987Date of Patent: July 26, 1988Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Yutaka Nakahara, Etsuo Tobita
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Patent number: 4743688Abstract: Poly-2,2,6,6 tetramethyl piperidyl amino spiro glycol ether-1,3,5-triazines are provided having the formula: ##STR1## in which: R is selected from the group consisting of hydrogen, alkyl having from one to about eighteen carbon atoms, hydroxyalkyl having from two to about six carbon atoms; epoxyalkyl having from three to about eight carbon atoms; alkylaryl having from seven to about eighteen carbon atoms; acyl having from two to about eight carbon atoms; and oxyl;each of R.sub.1 and R.sub.2 is selected from the group consisting of hydrogen, alkyl having from one to about eighteen carbon atoms; and alkylene forming a heterocyclic ring including the nitrogen atom in the ring and having from four to seven carbon atoms and no or one oxygen atom; andn is a number from 2 to about 40 representing the average number of units enclosed by the brackets; and synthetic resin compositions containing the same as light stabilizers.Type: GrantFiled: September 2, 1986Date of Patent: May 10, 1988Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Etsuo Tobita
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Patent number: 4740544Abstract: Stabilizers for synthetic polymer compositions are provided which are hydrocarbyl(polyphenol)-poly(2,2,6,6-tetramethyl-piperidyl-1,3,5-triazines ) having the formula: ##STR1## in which: R is a hydrocarbyl group having the valence n;R.sub.1 is selected from the group consisting of hydrogen; alkyl, alkenyl, cycloalkyl, hydroxyalkyl and alkoxy having from one to about twelve carbon atoms; acyl having from about one to about twelve carbon atoms; and oxyl;Y is selected from the group consisting of ##STR2## wherein R.sub.4 is lower alkyl having from one to about six carbon atoms; R.sub.5 is selected from the group consisting of hydrogen; alkyl, hydroxy alkyl and alkoxy having from one to about twelve carbon atoms; and cycloalkyl having from three to about twelve carbon atoms; and ##STR3## X is selected from the group consisting of ##STR4## wherein: R.sub.Type: GrantFiled: July 10, 1986Date of Patent: April 26, 1988Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Yutaka Nakahara, Etsuo Tobita
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Patent number: 4739090Abstract: A process for preparing diaryl pentaerythritol diphosphites by reaction of phosphorous trichloride, pentaerythritol and an alkyl phenol having the formula ##STR1## wherein: R.sub.1 is selected from the group consisting of tertiary alkyl having from about four to about eight carbon atoms and cyclohexyl; andR.sub.2 and R.sub.3 are each selected from the group consisting of hydrogen and alkyl having from one to about eight carbon atoms;in the presence of a catalyst selected from the group consisting of amines; quaternary ammonium salts; amides of carboxylic acids; amides of oxygen acids of phosphorus; ureas; thioureas; and quaternary phosphonium salts.Type: GrantFiled: March 28, 1986Date of Patent: April 19, 1988Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Kenji Tajima, Masayuki Takahashi, Kazunori Nishikawa, Takashi Takeuchi
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Patent number: 4707507Abstract: Water-soluble or dispersible 2,2,6,6-tetramethylquaternary ammonium halides are provided, effective as stabilizers to increase the resistance to deterioration when exposed to light of synthetic resins, and having the formula: ##STR1## wherein: R.sub.1, R.sub.3 and R.sub.4 are alkyl having from one to about twelve carbon atoms;n is 1 or 2;when n is 1, R.sub.2 is alkyl having from one to about twelve carbon atoms; andwhen n is 2, R.sub.2 is alkylene having from one to about twelve carbon atoms; andX is halogen as well as stabilizer compositions and synthetic resin compositions containing the same.Type: GrantFiled: September 4, 1986Date of Patent: November 17, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Mitsuo Akutsu, Mitsuharu Kanai
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Patent number: 4698381Abstract: N,N',N"-tris((2,2,6,6-tetramethyl-4-piperidyl)triazinyl) undecane triamines are provided having the formula: ##STR1## wherein: X is selected from the group consisting of ##STR2## in which: R is selected from the group consisting of hydrogen; oxyl O'; alkyl having from one to about eighteen carbon atoms; hydroxyalkyl having from two to about eight carbon atoms; epoxyalkyl having from three to about eight carbon atoms; alkaryl having from seven to about twelve carbon atoms; and acyl having from one to about eight carbon atoms;Y is O or NR.sub.2 ;R.sub.1 is alkyl having from one to about six carbon atoms; andR.sub.2 is hydrogen or alkyl having from one to about eighteen carbon atoms;as well as stabilizer compositions and stabilized synthetic polymer compositions containing the same having improved resistance to deterioration upon exposure to light.Type: GrantFiled: September 19, 1985Date of Patent: October 6, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata
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Patent number: 4692485Abstract: Vinyl benzyl 2,2,6,6-tetramethyl piperidines are provided, having the formula: ##STR1## wherein: R is selected from the group consisting of hydrogen; oxyl; acyl and alkyl having from one to about eighteen carbon atoms;X is ##STR2## in which Y is --O-- or--N(R.sub.2)--, R.sub.1 is alkyl having from one to about eighteen carbon atoms and R.sub.2 is hydrogen or alkyl having from one to about eighteen carbon atoms.Type: GrantFiled: December 5, 1985Date of Patent: September 8, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: William E. Leistner, Yutaka Nakahara, Bunji Hirai, Mitsuharu Kanai
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Patent number: 4684680Abstract: Thermosetting synthetic resin lacquer compositions having improved light stability are provided comprising a thermosetting synthetic resin and an alkylidene bis(benzotriazolyl phenol) having the formula (I): ##STR1## wherein: R.sub.1 is hydrogen or alkyl having from one to about twelve carbon atoms;R.sub.2 is alkyl having from one to about twelve carbon atoms or arylalkyl having from seven to about sixteen carbon atoms;X is selected from the group consisting of hydrogen, halogen, alkyl having from one to about twelve carbon atoms, aryl having from six to ten carbon atoms, arylalkyl having from seven to about sixteen carbon atoms, alkoxy having from one to about twelve carbon atoms, aryloxy having from six to ten carbon atoms; and arylalkoxy having from seven to about sixteen carbon atoms.Type: GrantFiled: November 6, 1985Date of Patent: August 4, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Naohiro Kubota, Toshihiro Shibata, Atsushi Nishimura
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Patent number: 4684679Abstract: Polyacetal resin compositions are provided having improved light stability and comprising an alkylidene bis(benzotriazolyl phenol) having the formula: ##STR1## wherein: R.sub.1 is selected from the group consisting of hydrogen and alkyl having from one to about eleven carbon atoms;R.sub.2 is selected from the group consisting of alkyl having from one to about twelve carbon atoms; and arylalkyl having from seven to about eighteen carbon atoms; andX is selected from the group consisting of hydrogen; halogen; alkyl having from one to about twelve carbon atoms; aryl alkyl having from seven to about eighteen carbon atoms; alkoxy having from one to about twelve carbon atoms; phenoxy; arylalkoxy having from seven to about eighteen carbon atoms; and phenyl.Type: GrantFiled: January 6, 1986Date of Patent: August 4, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Naohiro Kubota, Atsushi Nishimura
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Patent number: 4681905Abstract: Stabilizer compositions for synthetic resins are provided, improving the resistance of the resin to deterioration when exposed to ultraviolet light, comprising a 2,2,6,6-tetramethylpiperidyl compound and an alkylidene-bis-(benzotriazolyl phenol) having the formula: ##STR1## wherein: R.sub.1 is hydrogen or alkyl having from one to about twelve carbon atoms;R.sub.2 is alkyl having from one to about twelve carbon atoms or arylalkyl having from seven to about sixteen carbon atoms;X is selected from the group consisting of hydrogen, halogen, alkyl having from one to about twelve carbon atoms, aryl having from six to ten carbon atoms, arylalkyl having from seven to about sixteen carbon atoms, alkoxy having from one to about twelve carbon atoms, aryloxy having from six to ten carbon atoms; and arylalkoxy having from seven to about sixteen carbon atoms; as well as synthetic resin compositions containing such stabilizers.Type: GrantFiled: November 6, 1985Date of Patent: July 21, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Naohiro Kubota, Atsushi Nishimura
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Patent number: 4673701Abstract: Alkylidene bisphenol phosphites and phosphates having 2,2,6,6-tetramethyl piperidinyl groups are provided having the formula: ##STR1## wherein: R.sub.1 is alkyl having from one to about twelve carbon atoms;R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of hydrogen and alkyl having from one to about twelve carbon atoms;m is 0 or 1;n is 0 or 1;X is selected from the group consisting of ##STR2## wherein: R.sub.5 is selected from the group consisting of hydrogen, oxyl O.sup.2, alkyl having from one to about twelve carbon atoms; arylalkyl having from seven to about eighteen carbon atoms; 2,3-epoxypropyl, acyl having from one to about eight carbon atoms and ##STR3## in which R.sub.6 is selected from the group consisting of hydrogen, alkyl having from one to about twelve carbon atoms and phenyl, and Y.sub.1 is selected from the group consisting of hydrogen; acyl having from one to about twelve carbon atoms; and ##STR4## Z.sub.1 is selected from the group consisting of ##STR5## wherein R.Type: GrantFiled: December 28, 1984Date of Patent: June 16, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata
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Patent number: 4670492Abstract: Cyclic bis and tris phosphites are provided having the formula: ##STR1## wherein: A is selected from the group consisting of sulfur; oxygen; alkylidene having from one to about six carbon atoms; cycloalkylidene having from three to about eight carbon atoms; and phenyl and alkyl phenyl alkylidene having from seven to about fourteen carbon atoms;R is selected from the group consisting of alkyl having from one to about eighteen carbon atoms; cycloalkyl having from three to about eight carbon atoms; and phenalkylidene and alkyl phenalkylidene having from seven to about twelve carbon atoms;R.sub.1 is selected from the group consisting of hydrogen; alkyl having from one to about eighteen carbon atoms; cycloalkyl having from three to about eight carbon atoms; and phenalkylidene and alkyl phenalkylidene having from seven to about twelve carbon atoms;n is 2 or 3;R.sub.2 is ##STR2## wherein: m=0 when n is 2; and 1 when n is 3;R.sub.3, R.sub.4, R.sub.5, R.sub.Type: GrantFiled: October 22, 1985Date of Patent: June 2, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Yutaka Nakahara, Tohru Haruna, Etsuo Tobita
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Patent number: 4663459Abstract: A process is provided for the preparation of 2,2,6,6-tetramethyl-4-oxopiperidine, reacting acetone with ammonia in the presence of a catalytically effective amount of an organic carboxylic acid halide.Type: GrantFiled: February 14, 1985Date of Patent: May 5, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Tohru Haruna, Atsushi Nishimura, Kazuo Sugibuchi
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Patent number: 4661597Abstract: A process is provided for the preparation of 2,2,6,6-tetramethyl-4-oxopiperidine, reacting acetone with 2,2,4,4,6-pentamethyl-2,3,4,5,-tetrahydropyrimidine in the presence of a catalytically effective amount of an organic carboxylic acid halide.Type: GrantFiled: February 14, 1985Date of Patent: April 28, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Tohru Haruna, Atsushi Nishimura, Kazuo Sugibuchi
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Patent number: 4623685Abstract: Thermosetting synthetic resin lacquer compositions are provided having improved resistance to deterioration when exposed to ultraviolet light, comprising a 1-phenoxycarbonyl-2,2,6,6-tetramethylpiperidyl compound.Type: GrantFiled: March 21, 1985Date of Patent: November 18, 1986Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata
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Patent number: 4619958Abstract: Mixed light stabilizers for synthetic polymers are provided having the formula ##STR1## wherein: R is a polyvalent group selected from the group consisting of aliphatic hydrocarbon groups having from one to about twenty carbon atoms, cycloaliphatic hydrocarbon groups having from three to about sixteen carbon atoms and aromatic hydrocarbon groups having from six to about thirty carbon atoms; such groups substituted with from one to about six groups selected from the group consisting of hydroxy, acyloxy, and halogen; and N(C.sub.n.sbsb.1 H.sub.2n.sbsb.1).sbsb.3 where n.sub.1 is a number from one to five;R.sub.1 is selected from the group consisting of hydrogen, oxyl, alkyl, epoxy alkyl and hydroxy alkyl having from one to about twelve carbon atoms, alkyl aryl having from six to about eighteen carbon atoms, and acyl having from two to about twelve carbon atoms;R.sub.2 is selected from the group consisting of alkyl and alkenyl having from eight to about thirty carbon atoms;R.sub.Type: GrantFiled: September 30, 1983Date of Patent: October 28, 1986Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Tohru Haruna, Atsushi Nishimura