Durable, broadband-transparent polyoxalamide polymers and methods of making and using the same
US-2024400824-A1 · Dec 5, 2024 · US
US2025243299A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2025243299-A1 |
| Application number | US-202318854584-A |
| Country | US |
| Kind code | A1 |
| Filing date | Apr 10, 2023 |
| Priority date | Apr 11, 2022 |
| Publication date | Jul 31, 2025 |
| Grant date | — |
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Provided is a method for hydrogenating an aromatic ring (aromatic hydrogenation) of an aromatic vinyl compound polymer in order to obtain a hydrogenated polymer having sufficient heat resistance at a high rate of aromatic hydrogenation. More specifically, provided is a method for producing a hydrogenated polymer by hydrogenating an aromatic ring (aromatic hydrogenation) of an aromatic vinyl compound polymer, the method including reducing a hydrogenation catalyst before use.
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1 . A method for producing a hydrogenated polymer by hydrogenating an aromatic ring of an aromatic vinyl compound polymer, wherein: the aromatic vinyl compound polymer comprising a first monomer unit and a second monomer unit, the method comprising: reducing a hydrogenation catalyst before use; and performing hydrogenation reaction using the aromatic vinyl compound polymer, a solvent, and the hydrogenation catalyst that has undergone reduction treatment to obtain a hydrogenated polymer, wherein the solvent is a mixed solvent comprising at least one first solvent and at least one second solvent, wherein the first solvent is a solvent that dissolves an unhydrogenated aromatic vinyl compound polymer, and the second solvent is a solvent that dissolves the hydrogenated polymer. 2 . The method for producing the hydrogenated polymer according to claim 1 , wherein the at least one first solvent comprises one or more members selected from the group consisting of methyl acetate, ethyl acetate, butyl acetate, and methyl isobutyrate. 3 . The method for producing the hydrogenated polymer according to claim 1 , wherein the at least one second solvent comprises one or more members selected from the group consisting of cyclohexane, C9 to C10 alkylcyclohexane, C7 to C15 monoalkylcyclohexane, C8 to C15 dialkylcyclohexane, C9 to C15 trialkylcyclohexane, C10 to C15 tetraalkylcyclohexane, cyclooctane, C9 to C15 monoalkylcyclooctane, C10 to C15 dialkylcyclooctane, C11 to C15 trialkylcyclooctane, C12 to C15 tetraalkylcyclooctane, n-octane, and n-decane. 4 . The method for producing the hydrogenated polymer according to claim 1 , wherein the first solvent has a boiling point of 50° C. or higher and an ignition point of 400° C. or higher. 5 . The method for producing the hydrogenated polymer according to claim 1 , wherein the second solvent has a boiling point of 80° C. or higher and an ignition point of 230° C. or higher. 6 . The method for producing the hydrogenated polymer according to claim 1 , wherein the first monomer is selected from the group consisting of styrene, α-methylstyrene, chlorostyrene, 4-methylstyrene, 4-tert-butylstyrene, and 4-methoxystyrene. 7 . The method for producing the hydrogenated polymer according to claim 1 , wherein the second monomer is selected from the group consisting of maleic anhydride, butadiene, cyclopentadiene, and isoprene. 8 . The method for producing the hydrogenated polymer according to claim 1 , wherein the aromatic vinyl compound polymer is selected from the group consisting of a copolymer of styrene and maleic anhydride, a copolymer of styrene and butadiene, and a copolymer of styrene and isoprene. 9 . The method for producing the hydrogenated polymer according to claim 8 , wherein the aromatic vinyl compound polymer is a copolymer of styrene and maleic anhydride. 10 . The method for producing the hydrogenated polymer according to claim 1 , wherein in the aromatic vinyl compound polymer, a polymerization ratio (mol %) between the first monomer unit and the second monomer unit is 70:30 or more and less than 100:0. 11 . The method for producing the hydrogenated polymer according to claim 1 , further comprising forming a resin of the polymer by devolatilization extrusion after the hydrogenation reaction. 12 . The method for producing the hydrogenated polymer according to claim 1 , further comprising a concentration step between the hydrogenation reaction and the devolatilization extrusion. 13 . The method for producing the hydrogenated polymer according to claim 1 , wherein a mass ratio of the at least one first solvent to the at least one second solvent (first solvent:second solvent) is 1:9 to 9:1. 14 . The method for producing the hydrogenated polymer according to claim 1 , wherein the hydrogenation catalyst is a solid catalyst on which palladium, platinum, ruthenium, rhodium, or nickel is supported. 15 . A method for producing an optical material, comprising the method for producing the hydrogenated polymer according to claim 1 . 16 . The method for producing the optical material according to claim 15 , wherein the optical material is an optical lens.
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