Patents by Inventor Motonobu Minagawa

Motonobu Minagawa 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: 4885323
    Abstract: 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: Grant
    Filed: December 28, 1987
    Date of Patent: December 5, 1989
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Etsuo Tobita
  • Patent number: 4820844
    Abstract: A radiation sensitizer of the present invention contains a particular nitrotriazole compound as an active ingredient and accelerates inactivation of intractable hypoxic cells in a malignant tumor by irradiation.
    Type: Grant
    Filed: August 12, 1986
    Date of Patent: April 11, 1989
    Assignees: Adeka Argus Chemical Co., Ltd., Kyoto University
    Inventors: Tsutomu Kagiya, Motonobu Minagawa, Yutaka Nakahara, Ryoji Kimura, Tsuneo Tsubakimoto, Ryoichi Oshiumi, Koichi Sakano
  • Patent number: 4798836
    Abstract: Bis-(2,2,6,6-tetramethyl-piperidyl)diimides are provided, having the formula: ##STR1## in which R is selected from the group consisting of hydrogen; oxyl; alkyl and alkenyl having from one to about eighteen carbon atoms; epoxy and hydroxyalkyl having from two to about eight carbon atoms; acyl having from two to about eight carbon atoms; and phenalkyl having from seven to about twelve carbon atoms; and Z is a tetravalent aliphatic or cycloaliphatic hydrocarbon group having from two to about eighteen carbon atoms; and stabilizer and synthetic polymer compositions containing such diimides having improved resistance to deterioration when exposed to light.
    Type: Grant
    Filed: October 26, 1987
    Date of Patent: January 17, 1989
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Bunji Hirai, Kazuo Sugibuchi
  • Patent number: 4743688
    Abstract: 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: Grant
    Filed: September 2, 1986
    Date of Patent: May 10, 1988
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Etsuo Tobita
  • Patent number: 4698381
    Abstract: 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: Grant
    Filed: September 19, 1985
    Date of Patent: October 6, 1987
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata
  • Patent number: 4673701
    Abstract: 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: Grant
    Filed: December 28, 1984
    Date of Patent: June 16, 1987
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata
  • Patent number: 4623685
    Abstract: 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: Grant
    Filed: March 21, 1985
    Date of Patent: November 18, 1986
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata
  • Patent number: 4529760
    Abstract: Oligomers of 2,2,6,6-tetramethylpiperidinol polycarboxylic acid esters are provided having the formula: ##STR1## wherein: Z is the residue of an aliphatic or aromatic or nitriloaliphatic or hydroxy aliphatic polycarboxylic acid having from three to six carboxylic acid groups and from one to thirty carbon atoms; ##STR2## wherein R.sub.3 is hydrogen, alkyl and hydroxyalkyl having from one to about twenty carbon atoms; cycloalkyl having from six to about twenty carbon atoms; aryl having from six to about twenty carbon atoms; or cycloalkylene with the N in the ring and having from two to five carbon atoms;R is alkylene having from two to about twelve carbon atoms; cycloalkylene having from three to about twelve carbon atoms; phenylene having from six to about twenty carbon atoms; mixed alkylenecycloalkylene or alkylene phenylene or oxyalkylene having from two to about twelve carbon atoms; ##STR3## wherein R.sub.4 is alkyl having from one to about six carbon atoms;R.sub.
    Type: Grant
    Filed: November 1, 1983
    Date of Patent: July 16, 1985
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: William E. Leistner, Motonobu Minagawa, Yutaka Nakahara, Tohru Haruna, Atsushi Nishimura
  • Patent number: 4525506
    Abstract: Polyhydric alcohol ethers of 2,2,6,6-tetramethyl-4-piperidone ketals are provided, having the formula: ##STR1## wherein: R is selected from the group consisting of hydrogen, alkyl having from one to about eight carbon atoms, and alkyleneoxyalkylene, each alkylene having from two to about eight carbon atoms;R.sub.1 is selected from the group consisting of hydrogen and alkyl having from one to about four carbon atoms;R.sub.2 is selected from the group consisting of hydrogen; oxyl O; alkyl, hydroxy alkyl and epoxyalkyl having from one to about eighteen carbon atoms; acyl having from one to about eighteen carbon atoms; cycloalkyl having from three to about eighteen carbon atoms; phenyl; phenalkyl and alkylphenyl having from seven to about twenty-four carbon atoms; andn is a number from 3 to 6as well as synthetic resin compositions having an improved resistance to deterioration and containing such compounds.
    Type: Grant
    Filed: March 25, 1983
    Date of Patent: June 25, 1985
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata, Ryozo Arata
  • Patent number: 4500663
    Abstract: N,N,N-tris(2,2,6,6-tetramethyl-4-piperidone ketal)-1,3,5-triazines are provided, having the formula: ##STR1## wherein: R.sub.1 is selected from the group consisting of hydrogen and alkyl having from one to about four carbon atoms; andR.sub.2 is selected from the group consisting of hydrogen; oxyl O; alkyl, hydroxy alkyl and epoxyalkyl having from one to about eighteen carbon atoms; alkanoyl having from one to about eighteen carbon atoms; cycloalkyl having from three to about eighteen carbon atoms; phenyl; phenalkyl and alkylphenyl having from seven to about twenty-four carbon atoms; as well as synthetic resin compositions having an improved resistance to deterioration and containing such compounds.
    Type: Grant
    Filed: March 25, 1983
    Date of Patent: February 19, 1985
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata, Ryozo Arata
  • Patent number: 4499220
    Abstract: Copolymer light stabilizers are provided having at least one 2,2,6,6-tetraalkyl piperidyl group in the molecule and a molecular weight within the range from about 1000 to about 20,000, that are copolymers of a maleic or fumaric acid ester containing a 2,2,6,6-tetraalkyl piperidyl group in the alcohol group of the formula: ##STR1## wherein ##STR2## R.sub.2 is alkyl or R.sub.1 ; X is ##STR3## R.sub.6 is lower alkyl; R.sub.3 is hydrogen or alkyl;R.sub.4 is hydrogen or methyl;R.sub.5 is alkylene;Y is ##STR4## R.sub.7 is alkylene; and at least one monomer selected from the group consisting of aliphatic carboxylic acid vinyl ester having from two to eight carbon atoms; alkyl vinyl ethers having from one to eighteen carbon atoms; triallyl isocyanurate; pinene; and tricyclo-(5.2.1.0.sup.2.6)-decene-3; and synthetic resin compositions having improved light stability comprising per 100 parts by weight of resin from 0.001 to 5 parts by weight of the polymeric light stabilizer.
    Type: Grant
    Filed: May 20, 1982
    Date of Patent: February 12, 1985
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4491643
    Abstract: Bis(2,2,6,6-tetramethylpiperidyl-1,3,5-triazinyl)-spirodiamines and spiroglycol ethers are provided, having the formula: ##STR1##
    Type: Grant
    Filed: January 9, 1984
    Date of Patent: January 1, 1985
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Etsuo Tobita
  • Patent number: 4477616
    Abstract: Tetra-2,2,6,6-tetramethyl-4-piperidinyl)-3-methyl-5-(1',2'-biscarboxylate)- ethyl-cyclohexane or 3-cyclohexene-1,2-dicarboxylates are provided having the formula (I) or (II): ##STR1## wherein: R.sub.1 is selected from the group consisting of hydrogen, --O, alkyl, hydroxy alkyl and epoxyalkyl having from one to about eighteen carbon atoms, acyl having from one to about eighteen carbon atoms, cycloalkyl having from three to about eighteen carbon atoms; phenyl; phenalkyl and alkylphenyl having from seven to about twenty-four carbon atoms;R.sub.2 is lower alkyl having from one to about six carbon atoms; andX is selected from the group consisting of: ##STR2## as well as stabilized synthetic resin compositions comprising such piperidinyl compounds.
    Type: Grant
    Filed: March 3, 1983
    Date of Patent: October 16, 1984
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata
  • Patent number: 4469828
    Abstract: Alkylthiopropionyl hydrazino triazines are provided having the formula: ##STR1## wherein: R is alkyl having from one to about fifty carbon atoms;X is ##STR2## where R.sub.1 is selected from the group consisting of hydrogen, alkyl having from one to about fifty carbon atoms; and ##STR3## where R.sub.2 is selected from the group consisting of hydrogen, O and alkyl hydroxyalkyl, epoxy alkyl and acyloxy alkyl having from one or two to about eight carbon atoms;when X is O, A is selected from the group consisting of alkylene having from two to about twenty carbon atoms, cycloalkylene having from about five to about eight carbon atoms and phenylene;when X is ##STR4## A is selected from the group consisting of a direct linkage, alkylene having from one to about twenty carbon atoms, cycloalkylene having from five to about eight carbon atoms; phenylene; and ##STR5## where R.sub.
    Type: Grant
    Filed: November 22, 1982
    Date of Patent: September 4, 1984
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Tohru Haruna, Masayuki Takahashi
  • Patent number: 4468488
    Abstract: Poly(piperidylamine) alkanes represented by the Formula (I) or (II): ##STR1## and synthetic resin compositions having improved resistance to deterioration by light containing such compounds.
    Type: Grant
    Filed: February 28, 1983
    Date of Patent: August 28, 1984
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata
  • Patent number: 4463112
    Abstract: Organic polyphosphites are disclosed having in the molecule at least two phosphite ester groups, at least one of which is linked through oxygen to a phenylethylidene-substituted phenyl group and to a residue of a polyhydroxy compound which is a pentaerythritol residue or a residue of a phenol or alcohol having two to three hydroxyl groups separated from one another by at least three carbon atoms.Polymer stabilizer compositions comprising an organic polyphosphite as disclosed and a known polymer stabilizer, as well as synthetic resin stabilized with such stabilizer compositions, are also disclosed.
    Type: Grant
    Filed: February 13, 1980
    Date of Patent: July 31, 1984
    Inventors: William E. Leistner, Motonobu Minagawa, Yutaka Nakahara, Kazumi Kitsukawa
  • Patent number: 4460725
    Abstract: Polyethers containing 2,2,6,6-tetramethyl piperidinyl carboxylic acid ester or ether groups are provided, comprising polymeric units having the structure ##STR1## wherein X is selected from the group consisting of: ##STR2## R.sub.1 is selected from the group consisting of hydrogen, --O, alkyl, hydroxy alkyl and epoxyalkyl having from one to about eighteen carbon atoms, acyl having from one to about eighteen carbon atoms, cycloalkyl having from three to about eighteen carbon atoms; phenyl; phenalkyl and alkylphenyl having from seven to about twenty-four carbon atoms;R.sub.2 is hydrogen or hydroxy;n.sub.1 is 0 or 1;R.sub.3 is lower alkyl having from one to about six carbon atoms; andn is the average number of such units in the polymer; as well as stabilized synthetic resin compositions comprising such polyethers.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: July 17, 1984
    Inventors: William E. Leistner, Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata, Ryozo Arata
  • Patent number: 4423174
    Abstract: Synthetic resin compositions of improved resistance to deterioration by heat and light are provided containing a 2,2,6,6-tetramethyl piperidyl ether having the formula: ##STR1## The compounds of the invention can be prepared by the reaction of the 2,2,6,6-tetramethyl piperidyl alcohol R.sub.1 -OH with (poly) trimethylol alkane, (poly) pentaerthritol, or an alcohol containing an oxetane ring, to form the ether.The etherification is carried out by the conventional method, for example, by the reaction of R.sub.1 -OH with the organic sulfonate of the above-mentioned alcohols, or by the reaction of R.sub.1 -OH with the halogenated above-mentioned alcohols in the presence of an alkali or acid acceptor.The compounds where n is equal to 2 or more can be prepared by chain opening polymerization of the corresponding compound containing the oxetane ring.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: December 27, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Naohiro Kubota, Ryoji Kimura
  • Patent number: 4416797
    Abstract: Chlorinated organic compounds having their resistance to deterioration (when heated, exposed to light or water, or in contact with certain metals such as iron and aluminum) enhanced by a 1,3-dicarbonyl compound having the formula: ##STR1## wherein: R.sub.1 is selected from the group consisting of hydrogen, hydrocarbon groups having from one to about eighteen carbon atoms and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR.sub.1, ester COOR.sub.1, alkyl and alkoxycarbonyl alkyl having from one to about eighteen carbon atoms;R.sub.2 is selected from the group consisting of hydrocarbon groups having from one to about eighteen carbon atoms and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR.sub.1, ester COOR.sub.1, alkyl and alkoxycarbonyl alkyl having from one to about eighteen carbon atoms;R.sub.
    Type: Grant
    Filed: February 19, 1981
    Date of Patent: November 22, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Tetsuyu Inoue, Naoyasu Kurita
  • Patent number: 4415688
    Abstract: Poly(piperidylamine) alkanes represented by the Formula (I) or (II): ##STR1## R is selected from the group consisting of: --NH.sub.2 ; ##STR2## and synthetic resin compositions having improved resistance to deterioration by light containing such compounds.
    Type: Grant
    Filed: November 22, 1982
    Date of Patent: November 15, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata