Patents by Inventor Toshihiro Shibata

Toshihiro Shibata 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: 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: 4415689
    Abstract: Synthetic resin compositions having an improved resistance to deterioration upon exposure to light comprising a 2,2,6,6-tetramethyl piperidinyl triazine.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: November 15, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata
  • 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
  • Patent number: 4405736
    Abstract: 2,2,6,6-Tetramethyl-4-piperidyl spiro aliphatic ethers are provided, useful as stabilizers for organic polymeric materials.
    Type: Grant
    Filed: June 9, 1981
    Date of Patent: September 20, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Naohiro Kubota, Toshihiro Shibata, Kazuo Sugibuchi, Yutaka Nakahara
  • Patent number: 4404301
    Abstract: Polymeric 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 polymers of an unsaturated carboxylic acid ester selected from the group consisting of unsaturated cycloaliphatic mono-, di, and tri-carboxylic acid esters having from seven to about thirty carbon atoms; unsaturated branched-chain aliphatic di- and tri-carboxylic acid esters having from four to about thirty carbon atoms; sorbic acid ester, 3,8-nonadienyl acid ester, oleic acid ester, linolenic acid ester and ricinoleic acid ester; or copolymers of at least one thereof with another copolymerizable unsaturated monomer; and synthetic resin compositions having improved light stability comprising per 100 parts by weight of resin from 0.001 to 10 parts by weight of the polymeric light stabilizer.
    Type: Grant
    Filed: April 22, 1982
    Date of Patent: September 13, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Naohiro Kubota, Toshihiro Shibata, Ryozo Arata
  • Patent number: 4396735
    Abstract: Light stabilizers for synthetic resin compositions and synthetic resin compositions containing such stabilizers are provided, comprising(1) at least one hindered heterocyclic amine having the formula: ##STR1## wherein: X is a bivalent linking radical forming with the ring structure ##STR2## a nitrogen-containing heterocyclic ring having from five to seven ring atoms, preferably piperidine;R.sub.1 and R.sub.2 are each selected from the group consisting of lower alkyl, preferably methyl, and R.sub.1 and R.sub.2 taken together as pentylene (CH.sub.2).sub.5 ;R.sub.3 and R.sub.4 are each selected from the group consisting of lower alkyl, and R.sub.3 and R.sub.4 taken together as one of butylene--(CH.sub.2).sub.4, pentylene--(CH.sub.2).sub.5, and CH.sub.2 --C(CH.sub.3).sub.2 --NH--C(CH.sub.3).sub.2 --CH.sub.2 --;n is 1 or 2; andwhen n is 1, Y.sub.1 is selected from the group consisting of hydrogen, O.sup..cndot.
    Type: Grant
    Filed: October 3, 1980
    Date of Patent: August 2, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4378443
    Abstract: 2,2,6,6-Tetraalkyl-4-piperidyl-bis-spiro-ethers are provided, useful as stabilizers for lessening deterioration due to exposure to light of organic polymeric materials, and having the general formula: ##STR1##
    Type: Grant
    Filed: October 8, 1980
    Date of Patent: March 29, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4351915
    Abstract: 2,2,6,6-Tetramethyl-4-piperidyl spiro aliphatic ethers which are useful as stabilizers for organic polymeric materials, and have the general formula are disclosed: ##STR1## wherein: Y.sub.1 is ##STR2## A.sub.1, A.sub.2, A.sub.3, A.sub.4, A.sub.5, and A.sub.6 are groups which are defined in the specification, at least one pair of A.sub.1 and A.sub.2 ; A.sub.3 and A.sub.4 ; and A.sub.5 and A.sub.6 being taken together to form the group ##STR3## the groups R.sub.1, R.sub.2, R.sub.3 and Z as well as X, p, and m being as defined in the specification.
    Type: Grant
    Filed: May 26, 1981
    Date of Patent: September 28, 1982
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Naohiro Kubota, Toshihiro Shibata, Kazuo Sugibuchi, Motonubu Minagawa
  • Patent number: 4336183
    Abstract: 2,2,6,6-Tetramethyl-4-piperidyl carboxylic acid esters and amides of mono and poly alcohols, phenols and amines are provided, useful as stabilizers for organic polymeric materials, and having the general formula: ##STR1##
    Type: Grant
    Filed: August 14, 1980
    Date of Patent: June 22, 1982
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Yutaka Nakahara, Toshihiro Shibata, Naohiro Kubota
  • Patent number: 4323684
    Abstract: A process is provided for the preparation of a 2,2,6,6-Tetraalkyl-4-piperidyl spiro aliphatic ether represented by the formula ##STR1## in which R.sub.1 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R.sub.2 is a hydrogen atom, or a methyl, ethyl, or hydroxymethyl group, n is zero or one, R.sub.3 is a group represented by a formula ##STR2## and R.sub.
    Type: Grant
    Filed: August 5, 1980
    Date of Patent: April 6, 1982
    Inventors: Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4312804
    Abstract: 2,2,6,6-Tetraalkyl-4-piperidyl alcohol esters of tetradecylene polycarboxylic acids are provided, useful as light stabilizers for organic polymeric materials, and having the general formula: ##STR1## in which R is selected from the group consisting of ##STR2## wherein: R.sub.5 and R.sub.6 are each hydrogen or lower alkyl or hydroxyalkyl having from one to about six carbon atoms;R.sub.7 is lower alkyl having from one to about six carbon atoms;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are selected from the group consisting of hydrogen and methyl;X.sub.1 and X.sub.3 are selected from the group consisting of hydrogen and COOR;X.sub.2 and X.sub.4 are selected from the group consisting of COOR and ##STR3## 30 wherein R.sub.8, R.sub.9 and R.sub.10 are selected from the group consisting of hydrogen, hydroxy, alkyl, and alkoxy having from one to about eighteen carbon atoms.
    Type: Grant
    Filed: July 23, 1980
    Date of Patent: January 26, 1982
    Assignee: Argus Chemical Corporation
    Inventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4250313
    Abstract: 2,2,6,6-Tetramethyl-4-piperidone spiroketal carbinol compound of Formula I ##STR1## in which R.sub.1 represents hydrogen, alkyl of one to ten carbon atoms, or aralkyl of seven to ten carbon atoms, and R.sub.2 represents alkyl of one of one to six carbon atoms, is prepared by heating a mixture of a 2,2,6,6-tetramethyl-4-piperidone compound of Formula II ##STR2## or an acid addition salt thereof, and a 1,3 dioxane compound having the formula III ##STR3## in which R.sub.3 and R.sub.4 represent R.sub.1 or aryl of six to ten carbon atoms or taken together represent alkylene of four to eight carbon atoms, removing R.sub.3 R.sub.4 CO compound and recovering 2,2,6,6-tetramethyl-4-piperidonespiroketal compound.
    Type: Grant
    Filed: February 1, 1980
    Date of Patent: February 10, 1981
    Assignee: Argus Chemical Corp.
    Inventors: Yutaka Nakahara, Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4250312
    Abstract: A 2,2,6,6-tetramethyl-4-piperidone spiroketal carbinol compound of Formula I ##STR1## in which R.sub.1 represents an alkyl group having from one to six carbon atoms, is prepared by heating a trimethylolalkane compound having the formula R.sub.1 --C(CH.sub.2 OH).sub.3 with a 2,2,6,6-tetramethyl-4-piperidone ketal compound of Formula II ##STR2## in which R.sub.2 represents an alkyl group having from one to twelve carbon atoms or an ether-interrupted alkyl group having from three to twelve carbon atoms and from one to two ether oxygen atoms, removing alcohol R.sub.2 OH, and recovering 2,2,6,6-tetramethyl-4-piperidone spiroketal carbinol compound of Formula I.
    Type: Grant
    Filed: December 28, 1979
    Date of Patent: February 10, 1981
    Assignee: Argus Chemical Corp.
    Inventors: Yutaka Nakahara, Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4222931
    Abstract: Stabilizers for organic polymeric materials are provided, comprising a phosphonic acid ester, a phenolic antioxidant and a 2,2,6,6-tetramethyl-4-piperidyl ether alcohol or ether having the general formula: ##STR1## wherein R.sub.2 is lower alkyl or hydroxyalkyl having from one to six carbon atoms;R.sub.3 is a hydrogen atom, provided R.sub.2 is hydroxyalkyl; ##STR2## R.sub.2 and R.sub.3 may be taken together to form ##STR3## Y is selected from the group consisting of hydrogen and O.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: September 16, 1980
    Assignee: Argus Chemical Corporation
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4219463
    Abstract: Stabilizers for organic polymeric materials are provided, comprising a 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid ester having the general formula: ##STR1## wherein: R.sub.1 is selected from the group consisting of ##STR2## Y is selected from the group consisting of hydrogen and O; R.sub.
    Type: Grant
    Filed: November 17, 1977
    Date of Patent: August 26, 1980
    Assignee: Argus Chemical Corporation
    Inventors: Motonobu Minagawa, Naohiro Kubota, Tohru Haruna, Toshihiro Shibata
  • Patent number: 4210577
    Abstract: Stabilizers for organic polymeric materials are provided, comprising a 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid ester having the general formula: ##STR1## wherein: R.sub.1 is selected from the group consisting of ##STR2## Y is selected from the group consisting of hydrogen and O.sup.. ; R.sub.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: July 1, 1980
    Assignee: Argus Chemical Corporation
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4189409
    Abstract: A novel process is provided for preparing a methylenebis(2-hydroxy-4-alkoxybenzophenone), comprising forming a novel 2-hydroxy-4-alkoxyacyloxymethylbenzophenone by a reaction of a 2-hydroxy-4-alkoxybenzophenone with a carboxylic acid and formaldehyde, and causing the 2-hydroxy-4-alkoxyacyloxymethylbenzophenone to react with a 2-hydroxy-4-alkoxybenzophenone in the presence of an acid catalyst.Both the acyloxymethylhydroxyalkoxybenzophenone and methylenebis(2-hydroxy-4-alkoxybenxophenone) which are prepared according to this invention are useful to prevent-degradation of organic materials, particularly as light stabilizers for synthetic resins.
    Type: Grant
    Filed: July 14, 1978
    Date of Patent: February 19, 1980
    Assignee: Argus Chemical Corporation
    Inventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata
  • Patent number: 4186151
    Abstract: A novel process is provided for preparing 5,5'-methylenebis(2-hydroxy-4-alkoxybenzophenone), comprising forming a novel 2-hydroxy-4-alkoxy-5-aminomethylbenzophenone by a reaction of a 2-hydroxy-4-alkoxybenzophenone with an amine and formaldehyde, and causing the 2-hydroxy-4-alkoxy-5-aminomethylbenzophenone to react with a 2-hydroxy-4-alkoxybenzophenone or to dimerize.Both the aminomethylhydroxyalkoxybenzophenone and the methylenebis (2-hydroxy-4-alkoxybenzophenone) which are prepared according to this invention are useful to prevent photo-degradation of organic materials, particularly as light stabilizers for synthetic resins.
    Type: Grant
    Filed: February 22, 1978
    Date of Patent: January 29, 1980
    Assignee: Argus Chemical Corporation
    Inventors: Naohiro Kubota, Toshihiro Shibata, Kazuo Sugibuchi
  • Patent number: 4173599
    Abstract: 2,2,6,6-tetraalkyl-4-piperidyl ketones and ketals are provided, useful as stabilizers for organic polymeric materials, and having the general formula: ##STR1## wherein n are each 0 or 1 and are each the same;R is selected from the group consisting of hydrogen, alkyl having from one to about eighteen carbon atoms, and acryl ##STR2## R' being alkyl having from one to about eighteen carbon atoms; R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are selected from the group consisting of hydrogen and alkyl having from one to about eighteen carbon atoms;R.sub.6 is selected from the group consisting of hydrogen and O.sup..
    Type: Grant
    Filed: March 16, 1978
    Date of Patent: November 6, 1979
    Assignee: Argus Chemical Corporation
    Inventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata
  • Patent number: RE31261
    Abstract: 2,2,6,6-Tetrasubstituted-4-piperidyl carboxy heterocyclic compounds are provided which are useful as stabilizers for organic polymeric materials.
    Type: Grant
    Filed: November 27, 1981
    Date of Patent: May 31, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata