# US 2019/0169177 A1 · Benzoxazine-based mixture and use thereof > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2019/0169177 A1 - Document ID: US20190169177A1 - Status: Published application - Kind: A1 - Application number: 16/312,650 - Filed: 2017-06-30 - Published: 2019-06-06 - Earliest claimed: 2016-06-30 - Assignees: Kolon Industries, Inc. - Applicants: Kolon Industries, Inc. - Inventors: Sae Rom NAM; Do Kyung SUNG; Hee Jin CHO - Web page: https://patentgrep.com/patent/US20190169177A1 ## CPC - C07D 413/10: linked by a carbon chain containing aromatic rings - C07D 265/14: condensed with one six-membered ring - C07D 265/16: with only hydrogen or carbon atoms directly attached in positions 2 and 4 - C07D 413/14: containing three or more hetero rings - C08G 73/02: Polyamines - C08G 73/06: Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule - C08L 79/04: Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) ## Abstract The present invention relates to a benzoxazine-based mixture and a use thereof and, more specifically, to a benzoxazine-based mixture and a use of a cured product in which the benzoxazine-based mixture is cured, wherein the benzoxazine-based mixture has high dielectric characteristics, heat resistant characteristics, and flame-retardant characteristics by comprising a benzoxazine ring in a molecular structure, and thus can be applied to a sealing material, a molding material, a template material, an adhesive, a material for an electric insulation paint, and the like, which are used for a copper clad laminate or an electronic part, used in a printed circuit board. ## Claims ### Claim 1 A benzoxazine-based mixture prepared by steps comprising: (a) continuously reacting or condensing a hydroxyalkylphenol prepared by reaction of a phenol-based compound and a glyoxal with a phenol-based compound to prepare a multi-functional phenol-based mixture; (b) mixing the multi-functional phenol-based mixture with a mono amine-based compound and (c) reacting the obtained mixture with an aldehyde-based compound. ### Claim 2 (depends on 1) The benzoxazine-based mixture according to claim 1, wherein the phenol-based compound comprises at least one selected from the group consisting of phenol, o-cresol, p-cresol, m-cresol, p-tert-butylphenol, p-octylphenol, p-cumylphenol, dodecylphenol, o-phenylphenol, p-phenylphenol, 1-naphthol, 2-naphthol, m-methoxyphenol, p-methoxyphenol, m-ethoxyphenol, xylenol, 2-bromo-4-methylphenol and 2-allylphenol. ### Claim 3 (depends on 1) The benzoxazine-based mixture according to claim 1, wherein the multi-functional phenol-based mixture comprises at least two of a diphenol-based compound of formula 1, a triphenol-based compound of formula 2, a tetraphenol-based compound of formula 3 and a tetraphenol oligomer of formula 4 as represented below: wherein R1 to R4 are the same or different from each other and each independently are H, halogen element, a carboxyl group, a C1 to C20 alkyl group, a C3 to C20 cycloalkyl group, a C2 to C20 alkenyl group, a C2 to C20 alkynyl group, a C2 to C20 alkoxy group, a C6 to C20 aryl group, a C7 to C20 aralkyl group, or an allyl group, wherein the aryl group comprises a fused ring and n is an integer of 1 to 15. ### Claim 4 (depends on 1) The benzoxazine-based mixture according to claim 1, wherein the reaction of step (a) is carried out at from 70 to 90° C. under an acid catalyst. ### Claim 5 (depends on 4) The benzoxazine-based mixture according to claim 4, wherein the acid catalyst comprises at least one selected from sulfuric acid, nitric acid, hydrochloric acid, acetic acid, para-toluene sulfonic acid, methyl sulfonic acid, boron trifluoride, aluminum chloride and sulfonic acid. ### Claim 6 (depends on 1) The benzoxazine-based mixture according to claim 1, wherein the mono amine-based compound comprises at least one selected from the group consisting of ethanolamine, allylamine, methylamine, ethylamine, propylamine, butylamine, isopropylamine, hexylamine, octadecylamine, cyclohexylamine, 2-aminofluorene and aniline. ### Claim 7 (depends on 1) The benzoxazine-based mixture according to claim 1, wherein the aldehyde-based compound comprises at least one selected from the group consisting of formaldehyde, acetaldehyde, propionaldehyde and butylaldehyde. ### Claim 8 (depends on 1) The benzoxazine-based mixture according to claim 1, wherein the reaction of step (c) is carried out at from 40 to 80° C. ### Claim 9 (depends on 1) The benzoxazine-based mixture according to claim 1, wherein the benzoxazine-based mixture comprises at least two selected from a dibenzoxazine-based compound of formula 5, a tribenzoxazine-based compound of formula 6, a tetrabenzoxazine-based compound of formula 7 and a tetrabenzoxazine-based oligomer of formula 8 as represented below: wherein R1 to R4 are the same or different from each other and each independently are H, halogen element, a carboxyl group, a C1 to C20 alkyl group, a C3 to C20 cycloalkyl group, a C2 to C20 alkenyl group, a C2 to C20 alkynyl group, a C2 to C20 alkoxy group, a C6 to C20 aryl group, a C7 to C20 aralkyl group, or an allyl group, wherein the aryl group comprises a fused ring, n is an integer of 1 to 15, and R5 to R8 are the same or different from each other and each independently are a C1 to C20 alkyl group, a C3 to C20 cycloalkyl group, an allyl group, a C3 to C20 alkenyl group, a C3 to C20 alkynyl group, a C6 to C20 aryl group, a C7 to C20 aralkyl group, wherein functional groups are substituted or unsubstituted with halogen. ### Claim 10 (depends on 9) The benzoxazine-based mixture according to claim 9, wherein the benzoxazine-based mixture comprises at least two benzoxazine-based compounds selected from the following compounds: ### Claim 11 (depends on 9) The benzoxazine-based mixture according to claim 9, wherein the benzoxazine-based mixture comprises at least two benzoxazine-based compounds selected from the following compounds: ### Claim 12 (depends on 1) A thermosetting resin composition comprising the benzoxazine-based mixture according to claim 1. ### Claim 13 (depends on 1) A cured product comprising a polybenzoxazine cured from the benzoxazine-based mixture according to claim 1.