JP4884252B2 - ポリシロキサン化合物とその製造方法、高分子電解質膜、膜電極接合体および燃料電池 - Google Patents
ポリシロキサン化合物とその製造方法、高分子電解質膜、膜電極接合体および燃料電池 Download PDFInfo
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- C08G77/04—Polysiloxanes
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- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
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- H01M8/1009—Fuel cells with solid electrolytes with one of the reactants being liquid, solid or liquid-charged
- H01M8/1011—Direct alcohol fuel cells [DAFC], e.g. direct methanol fuel cells [DMFC]
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- H01M8/1037—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having silicon, e.g. sulfonated crosslinked polydimethylsiloxanes
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- H01M8/00—Fuel cells; Manufacture thereof
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- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/1069—Polymeric electrolyte materials characterised by the manufacturing processes
- H01M8/1072—Polymeric electrolyte materials characterised by the manufacturing processes by chemical reactions, e.g. insitu polymerisation or insitu crosslinking
- H01M8/1074—Sol-gel processes
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- C08J2383/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
- C08J2383/04—Polysiloxanes
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- H01M2300/00—Electrolytes
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Description
ポリメチルヒドロシロキサン(Aldrich社製、トリメチルシリル末端、平均分子量約5000、nは約80)10gをフラスコに投入し、テトラヒドロフラン100mlを入れて希釈した後、10質量%のPd/C(palladium/charcoal)を200mg添加した。次いで、蒸溜水177.mmol(3.20ml)を添加し、この過程で発生した水素ガスを除去した。常温で15時間反応を進めた後、反応液をセライトおよびMgSO4を通じて濾過し、濾液を0.1torr程度の減圧下に置いて揮発性物質を除去することで、質量比10%の置換されたポリメチルヒドロシロキサン溶液を得た。生成物のヒドロキシ置換は、IRスペクトルから確認することができた。
40のバイアルにフェネチルトリメトキシシラン11.3gを入れて撹拌しつつ、クロロスルホン酸5.8gを徐々に滴加した後、これを常温で3時間撹拌した。これを塩化メチレンで洗浄してスルホン化されたフェネチルトリメトキシシランを製造した。
上記の製造例3で合成したスルホン化されたポリ(エーテルエーテルケトン)(SPEEK)のみを高分子電解質材料として使用することを除いては、実施例1と同じ方法により高分子電解質膜を得た。
SPEEK90質量%に10質量%のSiO2(日本化学工業(株)製、粒子サイズ10〜20nm)を混合したものを高分子電解質膜材料として使用することを除いては、実施例1と同じ方法により高分子電解質膜を得た。
ナフィオン117フィルム(デュポン社製)を蒸溜水に24時間浸漬させた。
23 カソード拡散層
30 カソード
31 カソード触媒層
32 アノード
33 アノード触媒層
40,50 分離板
41 高分子電解質膜
Claims (9)
- 下記化学式1のポリシロキサン化合物。
R1は、それぞれ独立して水素原子、アルキル基またはアリール基であり、
R2は、それぞれ独立して、アルキル基またはアリール基であり、
Xは、ヒドロキシ基、炭素数1〜10のアルコキシ基または炭素数6〜12のアセトキシ基であり、
Yは、一つ以上のスルホン酸基を有する炭素数1〜15の炭化水素基であり、
pは、1または2の整数であり、
mは、0〜200の整数であり、
nは、1〜200の整数である。 - 前記Yは、下記化学式2であることを特徴とする、請求項1に記載のポリシロキサン化合物。
ここで、下記化学式2において、sは、1〜5の整数である。
- 前記Yは、下記化学式3であることを特徴とする、請求項1に記載のポリシロキサン化合物。
ここで、下記化学式3において、sは、1〜5の整数である。
- 下記化学式4の化合物と下記化学式5の化合物とを、酸または塩基触媒下で加水分解及び縮重合する段階を含むことを特徴とする、ポリシロキサン化合物の製造方法。
R1は、それぞれ独立して水素原子、アルキル基またはアリール基であり、
R2は、それぞれ独立して、アルキル基またはアリール基であり、
Xは、ヒドロキシ基、炭素数1〜10のアルコキシ基または炭素数6〜12のアセトキシ基であり、
Zは、スルホン酸基、または、酸化によってスルホン酸基に変換可能な硫黄原子を有する炭素数1〜15の炭化水素基であり、
rは、1〜3の整数であり、
qは、1〜400の整数である。 - 前記加水分解及び縮重合する段階の生成物を酸化してスルホン化する段階を更に含むことを特徴とする、請求項4に記載のポリシロキサン化合物の製造方法。
- 前記化学式4の化合物のヒドロキシ基と前記化学式5の化合物とは、1:0.2〜1:3のモル比で添加されることを特徴とする、請求項4または5に記載のポリシロキサン化合物の製造方法。
- 請求項1〜請求項3のいずれかに記載のポリシロキサン化合物を含むことを特徴とする、高分子電解質膜。
- 触媒層と拡散層とを備えるカソードと、触媒層と拡散層とを備えるアノードと、前記カソードと前記アノードとの間に配設される高分子電解質膜と、を備える膜電極接合体において、
前記高分子電解質膜は、請求項1〜3のいずれかに記載のポリシロキサン化合物を含むことを特徴とする、膜電極接合体。 - 触媒層と拡散層とを備えるカソードと、触媒層と拡散層とを備えるアノードと、前記カソードと前記アノードとの間に配設される高分子電解質膜と、を備える燃料電池において、
前記高分子電解質膜は、請求項1〜3のいずれかに記載のポリシロキサン化合物を含むことを特徴とする、燃料電池。
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KR1020060016674A KR101193164B1 (ko) | 2006-02-21 | 2006-02-21 | 술폰산기 함유 유기 고분자 실록산 화합물 및 이를포함하는 연료전지 |
KR10-2006-0016674 | 2006-02-21 |
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JP2006114277A (ja) | 2004-10-13 | 2006-04-27 | Toyota Motor Corp | プロトン伝導材料、固体高分子電解質膜、及び燃料電池 |
JP2006134765A (ja) | 2004-11-08 | 2006-05-25 | Toyota Motor Corp | 触媒電極層用電解質材料、それを用いた膜電極複合体、および固体高分子電解質型燃料電池 |
JP2006249160A (ja) | 2005-03-09 | 2006-09-21 | Konishi Kagaku Ind Co Ltd | スルホン化ポリオルガノシルセスキオキサン及びその製造方法 |
JP2007048655A (ja) | 2005-08-11 | 2007-02-22 | Sekisui Chem Co Ltd | 架橋性電解質膜の製造方法 |
FR2894580B1 (fr) * | 2005-12-09 | 2014-04-11 | Inst Francais Du Petrole | Materiau hybride organique-inorganique mesostructure |
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KR20070083379A (ko) | 2007-08-24 |
US20070196713A1 (en) | 2007-08-23 |
CN101024692A (zh) | 2007-08-29 |
US7833665B2 (en) | 2010-11-16 |
JP2007224299A (ja) | 2007-09-06 |
CN101024692B (zh) | 2011-04-06 |
KR101193164B1 (ko) | 2012-10-19 |
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