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).
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Patent number: 4239803Abstract: A composition for enhancing and maintaining mechanical properties such as tensile strength of an ethylene polymer on heating at elevated temperature comprises (A) an initiator of cross-linking having a half-life measured at 110.degree. C. of 0.1 to 50 hours and (B) an alkylthioalkylenecarboxylic acid ester of a polycarbocyclic polyhydric phenol.Type: GrantFiled: June 14, 1977Date of Patent: December 16, 1980Assignee: Argus Chemical CorporationInventors: Toshio Ohzeki, Mitsuo Akutsu, Yutaka Nakahara, Tohru Haruna, Motonobu Minagawa, Masahiro Nonoyama
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Patent number: 4233414Abstract: New polyhydric phenol coesters are disclosed of polyhydric phenols, having 2 to 3 phenolic hydroxyl groups and 1 to 3 benzenoid rings, with carbonic acid and an aliphatic dicarboxylic acid having 4 to 10 carbon atoms and optionally a thioether sulfur atom in the aliphatic chain of the dicarboxylic acid. The new coesters have molecular weights from 700 to about 10,000, preferably from 1200 to 7000, and are highly effective stabilizers for a variety of synthetic resins.Stabilizer compositions comprising a polyhydric phenol coester and a known polymer stabilizer, as well as synthetic resins stabilized with such stabilizer compositions, are also disclosed.Type: GrantFiled: May 29, 1979Date of Patent: November 11, 1980Assignee: Argus Chemical CorporationInventors: William E. Leistner, Motonobu Minagawa, Yutaka Nakahara, Tohru Haruna
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Patent number: 4225474Abstract: New polyhydric phenol coesters are disclosed of polyhydric phenols, having 2 to 3 phenolic hydroxyl groups and 1 to 3 benzenoid rings, with carbonic acid and an organophosphonic acid having linked to phosphorus as alkyl, aryl, aralkyl or alkaryl group optionally substituted with a phenolic hydroxyl group. The new coesters have molecular weights up to a maximum of about 10,000, preferably from 1000 to 9000, and are highly effective stabilizers for a variety of synthetic resins.Stabilizer compositions comprising a polyhydric phenol coester and a known polymer stabilizer, as well as synthetic resins stabilized with such stabilizer compositions, are also disclosed.Type: GrantFiled: February 2, 1978Date of Patent: September 30, 1980Assignee: Argus Chemical Corp.Inventors: Motonobu Minagawa, Yutaka Nakahara, Masayuki Takahashi
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Patent number: 4224218Abstract: A stabilizer composition is disclosed that enhances the resistance to deterioration upon heating of vinyl chloride polymers. The stabilizer composition comprises (A) a metal salt of a sulfur-and nitrogen- free monocarboxylic acid or a phenol and (b) a metal salt of a phosphorous acid mono-ester in which the molar ratio of phosphorous acid mono-ester to metal is 1:1.Vinyl chloride polymer compositions stabilized with the above disclosed stabilizer composition are also disclosed.Type: GrantFiled: September 25, 1978Date of Patent: September 23, 1980Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Tetsuo Sekiguchi, Naoyasu Kurita, Yuji Sugawara
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Patent number: 4224203Abstract: A stabilizer composition is disclosed that enhances the resistance to deterioration upon heating of vinyl chloride polymers. The stabilizer composition comprises (A) a metal salt of a sulfur--and nitrogen--free monocarboxylic acid or a phenol and (B) a metal P-hydrocarbonphosphonate having at least one to thirty carbon atoms in the hydrocarbon group.Vinyl chloride polymer compositions stabilized with the above disclosed stabilizer composition are also disclosed.Type: GrantFiled: September 5, 1978Date of Patent: September 23, 1980Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Tetsuo Sekiguchi, Naoyasu Kurita, Yuji Sugawara
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Patent number: 4222931Abstract: 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: GrantFiled: December 8, 1977Date of Patent: September 16, 1980Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Yutaka Nakahara, Naohiro Kubota, Toshihiro Shibata
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Patent number: 4221687Abstract: An anti-yellowing additive is provided for environmentally acceptable stabilized vinyl chloride polymer compositions from which arsenic, cadmium, lead, mercury, and thallium are substantially excluded, comprising at least one basic inorganic compound of lithium, sodium, potassium, magnesium, calcium, strontium, barium, zinc, titanium, aluminum, zirconium, or tin, and a 1,3-diketone compound represented by the formula ##STR1## in which R is a hydrocarbon group having 1 to 18 carbon atoms, R' is a hydrogen atom, an acyl group ##STR2## or a hydrocarbon group having 1 to 18 carbon atoms, R' is a hydrogen atom or a hydrocarbon group having 1 to 18 carbon atoms, M is a hydrogen or one of the metals lithium, sodium, potassium, magnesium, calcium, strontium, barium, zinc, aluminum, and antimony, and n is the valence of the metal from 1 to 3.Type: GrantFiled: July 3, 1978Date of Patent: September 9, 1980Assignee: Argus Chemical Corp.Inventors: Motonobu Minagawa, Tetsuo Sekiguchi, Kenji Nakazawa
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Patent number: 4219463Abstract: 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: GrantFiled: November 17, 1977Date of Patent: August 26, 1980Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Naohiro Kubota, Tohru Haruna, Toshihiro Shibata
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Patent number: 4217258Abstract: A stabilizer composition is disclosed for increasing the resistance to yellowing and loss of clarity of a vinyl halidepolymer upon heating, which comprises a thio-1,3-dicarbonyl compound represented by the formula ##STR1## in which M represents hydrogen, an organotin group or a metal, R represents hydrogen, a hydrocarbon group or a group ##STR2## each of R, R", and R'" represents hydrogen or an organic group, X is oxygen or sulfur, and n representing the valence of M is an integer from 1 to 4, and at least one heat stabilizer which is an alkyltin compound or a metal salt of a non-nitrogenous monocarboxylic acid or of a hydrocarbon-substituted phenol.Stabilized vinyl halide polymer compositions, in which the above stabilizer composition is used to improve the resistance to yellowing and the clarity, are also disclosed.Type: GrantFiled: April 27, 1979Date of Patent: August 12, 1980Assignee: Argus Chemical Corp.Inventors: Motonobu Minagawa, Tetsuo Sekiguchi, Kenji Nakazawa
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Patent number: 4210577Abstract: 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: GrantFiled: December 8, 1977Date of Patent: July 1, 1980Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Yutaka Nakahara, Naohiro Kubota, Toshihiro Shibata
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Patent number: 4199495Abstract: New thiolcarbonate esters are disclosed, having a molecular weight from 400 to 5,000 perferably from 600 to 1500, and containing 3 to 20 percent by weight thiolcarbonate sulfur. The thiolcarbonate esters are represented by the formula ##STR1## in which R is a hydrogen atom, an aliphatic hydrocarbon group having 1 to 22 carbon atoms, a cycloaliphatic hydrocarbon group having 5 to 22 carbon atoms, or an aromatic hydrocarbon group having 6 to 22 carbon atoms; R' is an alkylene group having 1 to 3 carbon atoms; A is the residue of a polyhydroxy compound having 2 to 4 carbon atoms and 2 to 4 hydroxy groups, provided that the number of hydroxy groups does not exceed the number of carbon atoms; Q is ##STR2## Where X individually at each occurrence is a hydrogen atom or ##STR3## k has the same value at each occurrence and is zero or 1; m is a whole number from 1 to 3; n is a whole number from 0 to 2 and p is a number from 0 to 10.Type: GrantFiled: February 28, 1978Date of Patent: April 22, 1980Assignee: Argus Chemical Corp.Inventors: Motonobu Minagawa, Yutaka Nakahara, Kazumi Kitsukawa
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Patent number: 4189409Abstract: 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: GrantFiled: July 14, 1978Date of Patent: February 19, 1980Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata
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Patent number: 4174297Abstract: New polyhydric phenol coesters are disclosed of polyhydric phenols, having 2 to 3 phenolic hydroxyl groups and 1 to 3 benzenoid rings, with carbonic acid and an aliphatic dicarboxylic acid having 4 to 10 carbon atoms and optionally a thioether sulfur atom in the aliphatic chain of the dicarboxylic acid. The new coesters have molecular weights from 700 to about 10,000, preferably from 1200 to 7000, and are highly effective stabilizers for a variety of synthetic resins.Stabilizer compositions comprising a polyhydric phenol coester and a known polymer stabilizer, as well as synthetic resins stabilized with such stabilizer compositions, are also disclosed.Type: GrantFiled: November 9, 1976Date of Patent: November 13, 1979Assignee: Argus Chemical CorporationInventors: William E. Leistner, Motonobu Minagawa, Yutaka Nakahara, Tohru Haruna
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Patent number: 4173599Abstract: 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: GrantFiled: March 16, 1978Date of Patent: November 6, 1979Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Naohiro Kubota, Toshihiro Shibata
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Patent number: 4171298Abstract: New ortho-alkylhydroxybenzylpropanediol compounds of carboxylic acids, aldehydes, ketones, phosphites, phosphates, and phosphonates are disclosed. The propanediol compounds have in the molecule from one to four preferably from one to three ortho-alkylhydroxybenzylpropanediol units, each of which carries one to two ortho-alkylhydroxybenzyl groups, and are highly effective stabilizers for a variety of synthetic resins.Stabilizer compositions comprising a orthoalkylhydroxybenzylpropanediol compound and a known polymer stabilizer, as well as synthetic resins stabilized with such stabilizer compositions, are also disclosed.Type: GrantFiled: October 31, 1977Date of Patent: October 16, 1979Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Yutaka Nakahara, Masayuki Takahashi
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Patent number: 4169089Abstract: Synthetic resins processed at temperatures in excess of 200.degree. C. are protected against deterioration on exposure to light of wave length shorter than 400 nanometers by compounding with a stabilizer composition comprising (A) 40 to 90 parts by weight of at least one 5,5'-methylenebis(2-hydroxy-4-alkoxybenzophenone) having 1 to 18 carbon atoms in the alkoxy group, (B) 5 to 30 parts by weight of at least one 3,5'-methylenedi(2-hydroxy-4-alkoxybenzophenone) having 1 to 18 carbon atoms in the alkoxy group, (C) 5 to 40 parts by weight of at least one 3,3'-methylenebis(2-hydroxy-4-alkoxybenzophenone) having 1 to 18 carbon atoms in the alkoxy group. Synthetic resins suitably stabilized with compositions of the invention include thermoplastic polyesters such as polyhydric phenol carbonate polyesters and alkanediol terephthalate polyesters, as well as high melting polyolefins such as poly-4-methylpentene and polypropylene.Type: GrantFiled: March 31, 1978Date of Patent: September 25, 1979Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Naohiro Kubota, Kazuo Sugibuchi
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Patent number: 4160762Abstract: Stabilizer compositions are provided to enhance the resistance to deterioration on heating of a halogen-containing resin, comprising (A) a sulfide compound of four-valent tin having linked to a tin atom at least one sulfide group, and through carbon 1 or 2 alkoxycarbonylalkylene groups having from 1 to 8 carbon atoms in the alkoxy group and from 2 to 3 atoms in the alkylene group; and (B) a tin mercaptoalkylenecarboxylic acid ester having linked to a tin atom through sulfur 2 or 3 mercaptoalkylenecarboxylic acid alkyl ester groups having 1 or 2 carbon atoms in the mercaptoalkylene group and 4 to 18 carbon atoms in the alkyl ester group, and through carbon 1 or 2 alkoxycarbonylalkylene groups having from 1 to 8 carbon atoms in the alkoxy group and 2 or 3 carbon atoms in the alkylene group. The stabilizer composition contains at lesast 5% by weight of the sulfide compound (A).Halogen-containing resin compositions stabilized with the above stabilizer composition are also provided.Type: GrantFiled: June 14, 1977Date of Patent: July 10, 1979Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Tetsuo Sekiguchi
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Patent number: 4146518Abstract: A stabilized halogen-containing resin composition by incorporating therein (a) at least one kind of mono alkyltin compounds or dialkyltin compounds and (b) at least one kind of monoalkoxycarbonylalkyltin compound or bis(alkoxycarbonylalkyl)tin compounds.Type: GrantFiled: July 21, 1977Date of Patent: March 27, 1979Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Tetsuo Sekiguchi
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Patent number: 4146517Abstract: New polyhydric phenol coesters are disclosed of polyhydric phenols, having 2 to 3 phenolic hydroxyl groups and 1 to 3 benzenoid rings, with carbonic acid and an inorganic acid which can be phosphorous acid, phosphoric acid, and boric acid. The new coesters have molecular weights from 700 to about 10,000, preferably from 1200 to 7000, and are highly effective stabilizers for a variety of synthetic resins.Stabilizer compositions comprising a polyhydric phenol coester and a known polymer stabilizer, as well as synthetic resins stabilized with such stabilizer compositions, are also disclosed.Type: GrantFiled: February 28, 1977Date of Patent: March 27, 1979Assignee: Argus Chemical CorporationInventors: William E. Leistner, Motonobu Minagawa, Yutaka Nakahara, Tohru Haruna
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Patent number: 4145333Abstract: Synthetic resins such as polyolefins, vinyl chloride polymers, ABS polymers, ethylene-vinyl acetate copolymers and polyesters are stabilized against deteriorating influences with new stabilizer compositions comprising certain hydroxyphenylalkylenephosphonic acid esters of polycarbocyclic polyhydroxy compounds having the general formula (1) ##STR1## (wherein, R.sub.1 denotes alkyl or cycloalkyl, R.sub.2 and R.sub.3 denote a hydrogen atom, alkyl or cycloalkyl. R.sub.4 denotes alkyl, cycloalkyl, arylalkyl, aryl, alkylaryl, alkylpolyoxyalkylene or a residue of polyhydricphenol. A is a residue of polynuclearpolyhydric phenol or hydrogenated derivative thereof of from 2 to 4 valent. n is 1 to 8. m is 1 to 5. L is 0, 1 or 2.Type: GrantFiled: July 20, 1977Date of Patent: March 20, 1979Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Yutaka Nakahara, Masayuki Takahashi