JP2018193260A - シラノール化合物及び水素の製造方法 - Google Patents
シラノール化合物及び水素の製造方法 Download PDFInfo
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- JP2018193260A JP2018193260A JP2017096381A JP2017096381A JP2018193260A JP 2018193260 A JP2018193260 A JP 2018193260A JP 2017096381 A JP2017096381 A JP 2017096381A JP 2017096381 A JP2017096381 A JP 2017096381A JP 2018193260 A JP2018193260 A JP 2018193260A
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- 239000001257 hydrogen Substances 0.000 title claims abstract description 98
- 229910052739 hydrogen Inorganic materials 0.000 title claims abstract description 98
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 title claims abstract description 91
- -1 silanol compound Chemical class 0.000 title claims abstract description 54
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 29
- 239000011949 solid catalyst Substances 0.000 claims abstract description 54
- 239000002245 particle Substances 0.000 claims abstract description 51
- 238000006243 chemical reaction Methods 0.000 claims abstract description 46
- 239000010931 gold Substances 0.000 claims abstract description 41
- 229910052737 gold Inorganic materials 0.000 claims abstract description 35
- 150000001875 compounds Chemical class 0.000 claims abstract description 34
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims abstract description 34
- 229910052588 hydroxylapatite Inorganic materials 0.000 claims abstract description 27
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 claims abstract description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000012298 atmosphere Substances 0.000 claims abstract description 11
- 238000010438 heat treatment Methods 0.000 claims abstract description 5
- 239000000758 substrate Substances 0.000 claims description 14
- 239000000446 fuel Substances 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 230000000903 blocking effect Effects 0.000 claims description 3
- 230000001678 irradiating effect Effects 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 abstract description 17
- 239000000126 substance Substances 0.000 abstract description 8
- 239000000243 solution Substances 0.000 description 14
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- 238000002360 preparation method Methods 0.000 description 11
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- 150000002344 gold compounds Chemical class 0.000 description 9
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 230000003197 catalytic effect Effects 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
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- 108010024636 Glutathione Proteins 0.000 description 4
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- 125000002723 alicyclic group Chemical group 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
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- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
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- 239000011575 calcium Substances 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
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- 239000003638 chemical reducing agent Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- OIKHZBFJHONJJB-UHFFFAOYSA-N dimethyl(phenyl)silicon Chemical compound C[Si](C)C1=CC=CC=C1 OIKHZBFJHONJJB-UHFFFAOYSA-N 0.000 description 3
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- 238000007254 oxidation reaction Methods 0.000 description 3
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- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 125000004178 (C1-C4) alkyl group Chemical class 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- JAJIPIAHCFBEPI-UHFFFAOYSA-N 9,10-dioxoanthracene-1-sulfonic acid Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O JAJIPIAHCFBEPI-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000001506 calcium phosphate Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
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- 235000019253 formic acid Nutrition 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- FDTBETCIPGWBHK-UHFFFAOYSA-N hydroxy-dimethyl-phenylsilane Chemical compound C[Si](C)(O)C1=CC=CC=C1 FDTBETCIPGWBHK-UHFFFAOYSA-N 0.000 description 2
- 229910052987 metal hydride Inorganic materials 0.000 description 2
- 150000004681 metal hydrides Chemical class 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 2
- 229940078499 tricalcium phosphate Drugs 0.000 description 2
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 2
- 235000019731 tricalcium phosphate Nutrition 0.000 description 2
- AQRLNPVMDITEJU-UHFFFAOYSA-N triethylsilane Chemical compound CC[SiH](CC)CC AQRLNPVMDITEJU-UHFFFAOYSA-N 0.000 description 2
- AOLMQKSSMXFUPJ-UHFFFAOYSA-N (4-chlorophenyl)-dimethylsilane Chemical compound C[SiH](C)C1=CC=C(Cl)C=C1 AOLMQKSSMXFUPJ-UHFFFAOYSA-N 0.000 description 1
- UHXCHUWSQRLZJS-UHFFFAOYSA-N (4-dimethylsilylidenecyclohexa-2,5-dien-1-ylidene)-dimethylsilane Chemical compound C[Si](C)C1=CC=C([Si](C)C)C=C1 UHXCHUWSQRLZJS-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- CSDQQAQKBAQLLE-UHFFFAOYSA-N 4-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine Chemical compound C1=CC(Cl)=CC=C1C1C(C=CS2)=C2CCN1 CSDQQAQKBAQLLE-UHFFFAOYSA-N 0.000 description 1
- 238000004438 BET method Methods 0.000 description 1
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- 239000004215 Carbon black (E152) Chemical group 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 229910003767 Gold(III) bromide Inorganic materials 0.000 description 1
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- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
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- 125000004423 acyloxy group Chemical group 0.000 description 1
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- 125000003342 alkenyl group Chemical group 0.000 description 1
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- 125000002102 aryl alkyloxo group Chemical group 0.000 description 1
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
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- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
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- ISEIIPDWJVGTQS-UHFFFAOYSA-N tributylsilicon Chemical compound CCCC[Si](CCCC)CCCC ISEIIPDWJVGTQS-UHFFFAOYSA-N 0.000 description 1
- ISPSHPOFLYFIRR-UHFFFAOYSA-N trihexylsilicon Chemical compound CCCCCC[Si](CCCCCC)CCCCCC ISPSHPOFLYFIRR-UHFFFAOYSA-N 0.000 description 1
- GCZKMPJFYKFENV-UHFFFAOYSA-K triiodogold Chemical compound I[Au](I)I GCZKMPJFYKFENV-UHFFFAOYSA-K 0.000 description 1
- UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 description 1
- PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 1
- AKQNYQDSIDKVJZ-UHFFFAOYSA-N triphenylsilane Chemical compound C1=CC=CC=C1[SiH](C=1C=CC=CC=1)C1=CC=CC=C1 AKQNYQDSIDKVJZ-UHFFFAOYSA-N 0.000 description 1
- ZHOVAWFVVBWEGQ-UHFFFAOYSA-N tripropylsilane Chemical compound CCC[SiH](CCC)CCC ZHOVAWFVVBWEGQ-UHFFFAOYSA-N 0.000 description 1
- GEUFMGZEFYJAEJ-UHFFFAOYSA-N tris(2-methylpropyl)silicon Chemical compound CC(C)C[Si](CC(C)C)CC(C)C GEUFMGZEFYJAEJ-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
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Abstract
Description
本発明の他の目的は、水素とともに、シリコン樹脂やカップリング反応に有用なシラノール化合物を製造する方法を提供することにある。
本発明の他の目的は、前記水素の生成方法を利用した水素発生装置や燃料電池を提供することにある。
上記特性を有する本発明を利用した水素発生装置は、従来の電池やバッテリーに比べ劣化防止性に優れ、長期保管が可能である。そのため、災害時等の緊急用ポータブル電源として利用可能である。また、小型化、軽量化に対応可能であるため、燃料電池(例えば、スマートフォンの充電等に使用されるポケットサイズの燃料電池)への応用が可能である。
そして、本発明によって得られる水素は燃料電池の燃料として有用であり、当該水素を空気中で燃焼させることにより電力を作り出すことができる。また、水のみを副生し、地球温暖化の原因の1つと考えられる二酸化炭素が生成しないため、クリーンなエネルギーである。従って、本発明は、地球環境への負荷が少ない低炭素社会の実現に大きく貢献するものである。
本発明のシラノール化合物及び水素の製造方法は、平均粒子径が2.5nm以下の金粒子がハイドロキシアパタイトに担持されてなる固体触媒の存在下、ヒドロシラン化合物と水とを反応させてシラノール化合物と水素とを得ることを特徴とする。
本発明における固体触媒は、平均粒子径が2.5nm以下の金粒子がハイドロキシアパタイトに担持されてなる。
Ca10-Z(HPO4)Z(PO4)6-Z(OH)2-Z・mH2O (2)
(式中、Zは0≦Z≦1を満たす数を示し、mは0〜2.5の数を示す)
本発明におけるヒドロシラン化合物は、ケイ素−水素結合を分子内に有する化合物であり、例えば、下記式(1)で表される化合物が挙げられる。
本発明のシラノール化合物及び水素の製造方法は、上記固体触媒の存在下、ヒドロシラン化合物と水とを反応させてシラノール化合物と水素とを得る(好ましくは、ヒドロシラン化合物と水との酸化反応により、シラノール化合物と水素とを得る)ことを特徴とする。
本発明の水素発生装置は、上記シラノール化合物及び水素の製造方法を利用して水素を発生させるシステム、詳細には、平均粒子径が2.5nm以下の金粒子がハイドロキシアパタイトに担持されてなる固体触媒の存在下、ヒドロシラン化合物と水とを反応させることにより水素を発生させるシステムを備える。
燃料電池は、水素を燃料として利用し、当該水素を空気中の酸素と反応させることにより電力を作り出す装置である。本発明の燃料電池は、上記水素発生装置を備え、上記水素発生装置を用いて発生させた水素を利用することを特徴とする。より詳細には、上記シラノール化合物及び水素の製造方法を利用して水素を発生させるシステムを備え、当該システムによって発生した水素を利用することを特徴とする。
HAuCl4(0.25mmol)のメタノール溶液50mLに、グルタチオン(1.0mmol)を添加し、空気雰囲気下、0℃で30分間撹拌した。次に、KBH4(1.0mmol)のメタノール溶液を反応液に添加し、更に0℃で1時間撹拌した。
反応液中の沈殿物を遠心分離器を使用して分取し、水に再分散して分散液を得た。
得られた分散液にハイドロキシアパタイト(以後、「HAP」と称する場合がある、商品名「リン酸三カルシウム」、和光純薬工業(株)製;10g)を添加し、室温で4時間撹拌した。
その後、反応液を濾過して得られた濾滓を脱イオン水で洗浄し、真空乾燥させ、更に空気雰囲気下、400℃で8時間焼成して金粒子に付着したグルタチオンを取り除いて、固体触媒(1)(Au/HAP、Au担持量:0.5重量%)を得た。固体触媒(1)中に硫黄成分は検出されなかった。これによりキャッピング剤としてのグルタチオンが完全に除去されていることが確認された。また、固体触媒(1)中の金粒子の平均粒子径は1.9nmであった。粒度分布の標準偏差(σ)は0.16nmであった。
HAPの添加量を2.5gに変更した以外は調製例1と同様にして、固体触媒(2)(Au/HAP、Au担持量:2.0重量%)を得た。固体触媒(2)中の金粒子の平均粒子径は2.3nmであった。粒度分布の標準偏差(σ)は0.23nmであった。
HAPの添加量を1.67gに変更した以外は調製例1と同様にして、固体触媒(3)(Au/HAP、Au担持量:3.0重量%)を得た。固体触媒(3)中の金粒子の平均粒子径は3.1nmであった。粒度分布の標準偏差(σ)は0.25nmであった。
反応時間を9分に変更した以外は実施例1と同様に行った。
固体触媒(1)に代えて、実施例1の通りの反応を行い、反応終了後に回収し、再度反応に利用する作業を5回繰り返して得られた5th reuse固体触媒(1)を使用し、反応時間を9分に変更した以外は実施例1と同様に行った。
固体触媒(1)に代えて固体触媒(2)を使用した以外は実施例1と同様に行った。
固体触媒(1)に代えて固体触媒(3)を使用した以外は実施例1と同様に行った。
固体触媒(1)に代えてバルク金を使用した以外は実施例1と同様に行った。
固体触媒(1)に代えてHAPを使用した以外は実施例1と同様に行った。
Claims (7)
- 平均粒子径が2.5nm以下の金粒子がハイドロキシアパタイトに担持されてなる固体触媒の存在下、ヒドロシラン化合物と水とを反応させてシラノール化合物と水素とを得る、シラノール化合物及び水素の製造方法。
- 空気雰囲気下で反応を行う、請求項1に記載のシラノール化合物及び水素の製造方法。
- 実質的に加熱することなく且つ活性エネルギー線を照射することなく反応を行う、請求項1又は2に記載のシラノール化合物及び水素の製造方法。
- ヒドロシラン化合物が、下記式(1)で表される化合物である、請求項1〜3の何れか1項に記載のシラノール化合物及び水素の製造方法。
- 請求項1〜4の何れか1項に記載のシラノール化合物及び水素の製造方法を利用して水素を発生させるシステムを備えた水素発生装置。
- 固体触媒と反応基質とを接触させることで水素を発生させ、固体触媒と反応基質との接触を遮断することで水素の発生を阻害する、スイッチオン/オフ切り替え機能を備えた、請求項5に記載の水素発生装置。
- 請求項5又は6に記載の水素発生装置を備えた燃料電池。
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