# US 2014/0194655 A1 · Fluorine-Containing Aromatic Compound and Method for Producing Same > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2014/0194655 A1 - Document ID: US20140194655A1 - Status: Published application - Kind: A1 - Application number: 14/237,651 - Filed: 2012-08-08 - Published: 2014-07-10 - Earliest claimed: 2011-08-09 - Assignees: Central Glass Company, Limited - Inventors: Junya Nakatsuji; Makoto Matsuura; Kazuhiro Yamanaka - Web page: https://patentgrep.com/patent/US20140194655A1 ## CPC - C07C 39/19: containing carbon-to-carbon double bonds but no carbon-to-carbon triple bonds - C07C 37/20: using aldehydes or ketones - C07C 39/24: Halogenated derivatives - C07C 39/367: polycyclic non-condensed, containing only six-membered aromatic rings as cyclic parts, e.g. halogenated poly-hydroxyphenylalkanes - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS ## Abstract Disclosed is a fluorine-containing aromatic compound represented by the following general formula (1) and its production method. In the formula (1), R1 is a hydroxyl group or amino group, each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, n is an integer of 0 to 2, and each of m and l is independently 0 or 1. A polymer derived from this fluorine-containing aromatic compound contains —C(CF3)2OH group at a position away from the polymer main chain. Therefore, it is useful for resist use. ## Claims ### Claim 1 A fluorine-containing aromatic compound represented by the general formula (1): (In the formula (1), R1 is a hydroxyl group or amino group, each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, n is an integer of 0 to 2, and each of m and 1 is independently 0 or 1.). ### Claim 2 (depends on 1) The fluorine-containing aromatic compound as claimed in claim 1, which is represented by the general formula (2): (In the formula (2), R1 is a hydroxyl group or amino group, R2 is a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and m is 0 or 1.). ### Claim 3 (depends on 1) The fluorine-containing aromatic compound as claimed in claim 1, which is represented by the general formula (3): (In the formula (3), R2 is a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and m is 0 or 1.). ### Claim 4 (depends on 1) The fluorine-containing aromatic compound as claimed in claim 1, which is represented by the formula (4): ### Claim 5 (depends on 1) The fluorine-containing aromatic compound as claimed in claim 1, which is represented by the general formula (5): (In the formula (5), R1 is a hydroxyl group or amino group, each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and each of m and 1 is independently 0 or 1.). ### Claim 6 (depends on 1) The fluorine-containing aromatic compound as claimed in claim 1, which is represented by the general formula (6): (In the formula (6), each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and each of m and 1 is independently 0 or 1.). ### Claim 7 (depends on 6) The fluorine-containing aromatic compound as claimed in claim 6, which is represented by the formula (7): ### Claim 8 A method for producing a fluorine-containing aromatic compound represented by the general formula (1): (In the formula (1), R1 is a hydroxyl group or amino group, each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, n is an integer of 0 to 2, and each of m and 1 is independently 0 or 1.) wherein an aromatic compound represented by the general formula (8): (In the formula (8), R1 is a hydroxyl group or amino group, each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, R6 is a hydroxyl group or amino group, and n is an integer of 0 to 2.) is reacted with hexafluoroacetone in the presence of an acid catalyst. ### Claim 9 (depends on 8) The method for producing a fluorine-containing aromatic compound as claimed in claim 8, which is represented by the general formula (2): (In the formula (2), R1 is a hydroxyl group or amino group, R2 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and m is 0 or 1.) by reacting an aromatic compound represented by the general formula (9): (In the formula (9), R1 is a hydroxyl group or amino group, R2 is a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and R6 is a hydroxyl group or amino group.) with hexafluoroacetone in the presence of an acid catalyst. ### Claim 10 (depends on 8) The method for producing a fluorine-containing aromatic compound as claimed in claim 8, which is represented by the general formula (3): (In the formula (3), R2 is a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and m is 0 or 1.) by reacting an aromatic compound represented by the general formula (10): (In the formula (10), R2 is a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, and hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms.) with hexafluoroacetone in the presence of an acid catalyst. ### Claim 11 (depends on 8) The method for producing a fluorine-containing aromatic compound as claimed in claim 8, which is represented by the formula (4): the method being characterized by reacting bisphenol A: with hexafluoroacetone in the presence of an acid catalyst. ### Claim 12 (depends on 8) The method for producing a fluorine-containing aromatic compound as claimed in claim 8, which is represented by the general formula (5): (In the formula (5), R1 is a hydroxyl group or amino group, each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and each of m and 1 is independently 0 or 1.) by reacting an aromatic compound represented by the general formula (11): (In the formula (11), R1 is a hydroxyl group or amino group, each of R2 to R5 is a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and R6 is a hydroxyl group or amino group.) with hexafluoroacetone in the presence of an acid catalyst. ### Claim 13 (depends on 8) The method for producing a fluorine-containing aromatic compound as claimed in claim 8, which is represented by the general formula (6): (In the formula (6), each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and each of m and 1 is independently 0 or 1.) by reacting an aromatic compound represented by the general formula (12): (In the formula (12), each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, and R6 is a hydroxyl group or amino group.) with hexafluoroacetone in the presence of an acid catalyst. ### Claim 14 (depends on 13) The method for producing a fluorine-containing aromatic compound as claimed in claim 13, which is represented by the formula (7): the method being characterized by reacting an aromatic compound represented by the formula (13): with hexafluoroacetone in the presence of an acid catalyst. ### Claim 15 (depends on 8) The production method as claimed in claim 8, which is characterized by that the acid catalyst is methanesulfonic acid.