JP2006152249A5 - - Google Patents

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JP2006152249A5
JP2006152249A5 JP2005281724A JP2005281724A JP2006152249A5 JP 2006152249 A5 JP2006152249 A5 JP 2006152249A5 JP 2005281724 A JP2005281724 A JP 2005281724A JP 2005281724 A JP2005281724 A JP 2005281724A JP 2006152249 A5 JP2006152249 A5 JP 2006152249A5
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carbon
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oxygen atom
perfluoroalkylene
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JP2006152249A (en
JP4788267B2 (en
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Claims (8)

下式（Ａ）で表されるモノマー単位を含む重合体。
Figure 2006152249
 ただし、ＲＦはフッ素原子、炭素数１〜６のペルフルオロアルキル基、炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキル基または−ＱＦＳＯ２Ｆを示し、ＱＦは炭素数１〜６のペルフルオロアルキレン基または炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキレン基を示す。 The polymer containing the monomer unit represented by the following Formula (A).
Figure 2006152249
 Where R F represents a fluorine atom, a C 1-6 perfluoroalkyl group, a C 2-6 carbon-carbon bond-containing perfluoroalkyl group containing an etheric oxygen atom, or —Q F SO 2 F; F represents a perfluoroalkylene group having 1 to 6 carbon atoms or a perfluoroalkylene group containing an etheric oxygen atom between carbon-carbon bonds having 2 to 6 carbon atoms. 式（Ａ）で表されるモノマー単位が、下式（Ａ２）で表されるモノマー単位である請求項１に記載の重合体。
Figure 2006152249
 ただし、ＲＦ２はフッ素原子、炭素数１〜６のペルフルオロアルキル基または−ＱＦ２ＳＯ２Ｆを示し、ＱＦ２は炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキレン基を示す。 The polymer according to claim 1, wherein the monomer unit represented by the formula (A) is a monomer unit represented by the following formula (A2).
Figure 2006152249
 However, R F2 represents a fluorine atom, a C 1-6 perfluoroalkyl group or —Q F 2 SO 2 F, and Q F 2 is a perfluoroalkylene containing an etheric oxygen atom between C 2 -C 6 carbon-carbon bonds. Indicates a group. 数平均分子量が、５０００〜５００００００である請求項１または２に記載の重合体。   The polymer according to claim 1 or 2, wherein the number average molecular weight is 5,000 to 5,000,000. 下式（ａ）で表される化合物を重合させることを特徴とする下式（Ａ）で表されるモノマー単位を含む重合体の製造方法。
Figure 2006152249
 ただし、ＲＦはフッ素原子、炭素数１〜６のペルフルオロアルキル基、炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキル基または−ＱＦＳＯ２Ｆを示し、ＱＦは炭素数１〜６のペルフルオロアルキレン基または炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキレン基を示す。 The manufacturing method of the polymer containing the monomer unit represented by the following Formula (A) characterized by polymerizing the compound represented by the following formula (a).
Figure 2006152249
 Where R F represents a fluorine atom, a C 1-6 perfluoroalkyl group, a C 2-6 carbon-carbon bond-containing perfluoroalkyl group containing an etheric oxygen atom, or —Q F SO 2 F; F represents a perfluoroalkylene group having 1 to 6 carbon atoms or a perfluoroalkylene group containing an etheric oxygen atom between carbon-carbon bonds having 2 to 6 carbon atoms. 下式（ａ−１）で表される化合物を脱ハロゲン化剤の存在下に脱ハロゲン化反応させることを特徴とする下式（ａ）で表される化合物の製造方法。
Figure 2006152249
 ただし、Ｘ１およびＸ２はそれぞれ独立に塩素原子または臭素原子を示し、ＲＦはフッ素原子、炭素数１〜６のペルフルオロアルキル基、炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキル基または−ＱＦＳＯ２Ｆを示し、ＱＦは炭素数１〜６のペルフルオロアルキレン基または炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキレン基を示す。 A process for producing a compound represented by the following formula (a), which comprises dehalogenating a compound represented by the following formula (a-1) in the presence of a dehalogenating agent.
Figure 2006152249
 However, X < 1 > and X < 2 > show a chlorine atom or a bromine atom each independently, R <F > is etheric oxygen between a fluorine atom, a C1-C6 perfluoroalkyl group, and a C2-C6 carbon-carbon bond. shows a perfluoroalkyl group or a -Q F SO 2 F includes atoms, Q F is a carbon of 2-6 perfluoroalkylene group carbon atoms or 1 to 6 carbon atoms - perfluoroalkylene group containing an etheric oxygen atom between carbon bond Indicates. 下式（ａ−１）で表される化合物。
Figure 2006152249
 ただし、Ｘ１およびＸ２はそれぞれ独立に塩素原子または臭素原子を示し、ＲＦは、フッ素原子、炭素数１〜６のペルフルオロアルキル基、炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキル基または−ＱＦＳＯ２Ｆを示し、ＱＦは炭素数１〜６のペルフルオロアルキレン基または炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキレン基を示す。 A compound represented by the following formula (a-1).
Figure 2006152249
 However, X < 1 > and X < 2 > show a chlorine atom or a bromine atom each independently, and R <F > is ether property between a fluorine atom, a C1-C6 perfluoroalkyl group, and a C2-C6 carbon-carbon bond. A perfluoroalkyl group containing an oxygen atom or —Q F SO 2 F, wherein Q F is a perfluoroalkylene group having 1 to 6 carbon atoms or a perfluoroalkylene containing an etheric oxygen atom between carbon and carbon bonds having 2 to 6 carbon atoms Indicates a group. 下式（ａ２）で表される化合物。
Figure 2006152249
 ただし、ＲＦ２はフッ素原子、炭素数１〜６のペルフルオロアルキル基または−ＱＦ２ＳＯ２Ｆを示し、ＱＦ２は炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキレン基を示す。 A compound represented by the following formula (a2).
Figure 2006152249
 However, R F2 represents a fluorine atom, a C 1-6 perfluoroalkyl group or —Q F 2 SO 2 F, and Q F 2 is a perfluoroalkylene containing an etheric oxygen atom between C 2 -C 6 carbon-carbon bonds. Indicates a group. 下式（Ｂ）で表されるモノマー単位を含むフルオロポリマー。
Figure 2006152249
 ただし、ＲＦＢはフッ素原子、炭素数１〜６のペルフルオロアルキル基、炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキル基、または−ＱＦ（ＳＯ２Ｙ−（ＳＯ２Ｒｆ）ｓ）Ｍ＋基を示し、ＱＦは炭素数１〜６のペルフルオロアルキレン基または炭素数２〜６の炭素−炭素結合間にエーテル性酸素原子を含むペルフルオロアルキレン基を示し、Ｙは酸素原子、窒素原子、または炭素原子を示し、Ｒｆはエーテル性酸素原子を含んでいてもよいペルフルオロアルキル基を示し、ｓはＹに対応し、Ｙが酸素原子である場合には０、Ｙが窒素原子である場合には１、Ｙが炭素原子である場合には２を示し、Ｍ＋は、Ｈ＋、１価の金属カチオン、または１以上の水素原子が炭化水素基で置換されていてもよいアンモニウムを示す。 A fluoropolymer containing a monomer unit represented by the following formula (B).
Figure 2006152249
 However, R FB is a fluorine atom, a C 1-6 perfluoroalkyl group, a C 2-6 perfluoroalkyl group containing an etheric oxygen atom between carbon-carbon bonds, or —Q F (SO 2 Y — ( SO 2 R f ) s ) M + group, Q F represents a C 1-6 perfluoroalkylene group or a C 2-6 carbon-carbon bond-containing perfluoroalkylene group containing an etheric oxygen atom, Y represents an oxygen atom, a nitrogen atom or a carbon atom, R f represents a perfluoroalkyl group which may contain an etheric oxygen atom, s corresponds to Y, and 0 when Y is an oxygen atom , 1 when Y is a nitrogen atom, 2 when Y is a carbon atom, M + is H + , a monovalent metal cation, or one or more hydrogen atoms are replaced by hydrocarbon groups Have been Also good ammonium.
JP2005281724A 2004-10-26 2005-09-28 Polymer having fluorosulfonyl group and 1,3-dioxolane structure and use thereof Active JP4788267B2 (en)

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JP4867843B2 (en) * 2007-08-09 2012-02-01 旭硝子株式会社 Fluorosulfonyl group-containing monomer and polymer thereof, and sulfonic acid group-containing polymer
US20110027687A1 (en) * 2009-07-31 2011-02-03 Asahi Glass Company, Limited Electrolyte material, liquid composition and membrane/electrode assembly for polymer electrolyte fuel cell
JP2011140605A (en) * 2010-01-08 2011-07-21 Toyota Central R&D Labs Inc High oxygen-permeable electrolyte, method for producing the same, and sulfonimide monomer
JP5402796B2 (en) * 2010-04-06 2014-01-29 トヨタ自動車株式会社 Method for producing membrane electrode assembly having diffusion layer integrated catalyst layer
EP2810715B1 (en) 2012-01-31 2017-01-11 Asahi Glass Company, Limited Process for producing fluorinated ion exchange resin fluid
WO2016104379A1 (en) * 2014-12-25 2016-06-30 旭硝子株式会社 Method for manufacturing fluorine-containing polymer particles
JP7276330B2 (en) 2018-05-18 2023-05-18 Ａｇｃ株式会社 Method for producing fluoropolymer and method for producing fluorinated ion-exchange polymer
WO2020145287A1 (en) 2019-01-08 2020-07-16 Ａｇｃ株式会社 Catalyst layer, catalyst layer forming solution, and membrane electrode assembly
WO2021132475A1 (en) 2019-12-27 2021-07-01 Ａｇｃ株式会社 Catalyst layer, liquid for forming catalyst layer, and membrane electrode assembly
WO2022075462A1 (en) 2020-10-09 2022-04-14 Ａｇｃ株式会社 Membrane electrode assembly and solid polymer fuel cell
JP7284776B2 (en) 2021-03-30 2023-05-31 株式会社豊田中央研究所 Mesoporous carbon, electrode catalyst and catalyst layer for fuel cell
CN115991822A (en) * 2021-10-18 2023-04-21 山东东岳未来氢能材料股份有限公司 Ionic polymer membrane containing perfluorobutyl ethyl ether and preparation method thereof
CN114276482A (en) * 2021-11-22 2022-04-05 浙江巨化技术中心有限公司 Emulsion polymerization preparation method of perfluorosulfonic acid resin
CN114085310A (en) * 2021-11-22 2022-02-25 浙江巨化技术中心有限公司 Bulk polymerization preparation method of perfluorosulfonic acid resin
CN114085309A (en) * 2021-11-22 2022-02-25 浙江巨化技术中心有限公司 Solution polymerization preparation method of perfluorosulfonic acid resin
CN114213569A (en) * 2021-11-22 2022-03-22 浙江巨化技术中心有限公司 Suspension polymerization preparation method of perfluorosulfonic acid resin
JP2023137120A (en) 2022-03-17 2023-09-29 株式会社豊田中央研究所 Mesoporous carbon, electrode catalyst, and catalyst layer for fuel cell

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