JP6188700B2 - 金属ナノ粒子複合体およびその製造方法 - Google Patents
金属ナノ粒子複合体およびその製造方法 Download PDFInfo
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- JP6188700B2 JP6188700B2 JP2014536867A JP2014536867A JP6188700B2 JP 6188700 B2 JP6188700 B2 JP 6188700B2 JP 2014536867 A JP2014536867 A JP 2014536867A JP 2014536867 A JP2014536867 A JP 2014536867A JP 6188700 B2 JP6188700 B2 JP 6188700B2
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 57
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- 238000010438 heat treatment Methods 0.000 claims description 34
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- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 10
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- 239000007903 gelatin capsule Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000000696 magnetic material Substances 0.000 description 1
- 230000005389 magnetism Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000013337 mesoporous metal-organic framework Substances 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000001000 micrograph Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000003541 multi-stage reaction Methods 0.000 description 1
- 229940031182 nanoparticles iron oxide Drugs 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 229910000487 osmium oxide Inorganic materials 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- JIWAALDUIFCBLV-UHFFFAOYSA-N oxoosmium Chemical compound [Os]=O JIWAALDUIFCBLV-UHFFFAOYSA-N 0.000 description 1
- SJLOMQIUPFZJAN-UHFFFAOYSA-N oxorhodium Chemical compound [Rh]=O SJLOMQIUPFZJAN-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 125000004151 quinonyl group Chemical group 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229910003450 rhodium oxide Inorganic materials 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- 238000000851 scanning transmission electron micrograph Methods 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 238000000087 superconducting quantum interference device magnetometry Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- 238000001075 voltammogram Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000013154 zeolitic imidazolate framework-8 Substances 0.000 description 1
- MFLKDEMTKSVIBK-UHFFFAOYSA-N zinc;2-methylimidazol-3-ide Chemical compound [Zn+2].CC1=NC=C[N-]1.CC1=NC=C[N-]1 MFLKDEMTKSVIBK-UHFFFAOYSA-N 0.000 description 1
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Description
項1. 有機系構造体に金属ナノ粒子が分散した構造を有し、前記有機系構造体は金属及び金属を還元可能な多価配位子を含む多孔性配位高分子(Porous Coordination Polymer(PCP))又は金属−有機物構造体(Metal-Organic Framework(MOF))の構造とカーボンを含むことを特徴とする、金属ナノ粒子複合体。
項2. 金属ナノ粒子の金属が 周期表の1〜12族に属する金属の1種又は2種以上である、項1に記載の複合体。
項3. 金属ナノ粒子の金属が、金、白金、銀、銅、ルテニウム、スズ、パラジウム、ロジウム、イリジウム、オスミウム、ニッケル、コバルト、亜鉛、鉄、イットリウム、マグネシウム、マンガン、チタン、ジルコニウム、ハフニウムあるいはこれらから選ばれる2種以上の金属の合金である、項2に記載の複合体。
項4. 有機系構造体が少なくとも部分的にカーボンを含む、項1〜3のいずれかに記載の複合体。
項5. 前記カーボンが、グラッシーカーボン、グラファイト、カーボンオニオン、コークス、カーボンシャフト、カーボンナノウォール、カーボンナノコイル、カーボンナノチューブ、カーボンナノツイスト、カーボンナノファイバー、カーボンナノホーン、カーボンナノロープ、カーボンブラックからなる群から選ばれる、項4に記載の複合体。
項6. 金属及び金属を還元可能な多価配位子を含む多孔性配位高分子(PCP)又は金属−有機物構造体(MOF)を加熱して金属ナノ粒子を析出させることを特徴とする、有機系構造体に金属ナノ粒子が分散した構造を有する項1〜5のいずれかに記載の金属ナノ粒子複合体の製造方法。
項7. 前記加熱を真空下で行う、項6に記載の方法。
IRMOF-1, Zn4O(BDC)3 (H2BDC= benzenedicarboxylic acid)
MOF-69C, Zn3(OH2)(BDC)2
MOF-74, M2(DOBDC) (H2DOBDC=2,5-dihydroxyterephthalic acid, M=Zn, Co, Ni, Mg)
HKUST-1, Cu3(BTC)2 (H3BTC=1,3,5-benzenetricarboxylic acid)
MOF-508, Zn(BDC)(bipy)0.5
Zn-BDC-DABCO,Zn2(BDC)2(DABCO), (DABCO=1,4-diazabicyclo[2.2.2]-octane)
Cr-MIL-101, Cr3F(H2O)2O(BDC)3
Al-MIL-110, Al8(OH)12{(OH)3(H2O)3}[BTC]3,
Al-MIL-53, Al(OH)[BDC]
ZIF-8, Zn(MeIM)2, (H-MeIM=2-methylimidazole)
MIL-88B, Cr3OF(O2C-C6H4-CO2)3
MIL-88C, Fe3O(O2C-C10H6-CO2)3
MIL-88D, Cr3OF(O2C-C12H8-CO2)3
CID-1 [Zn2(ip)2(bpy)2] (Hip=isophthalic acid, bpy=4,4'-bipyridine)
錯体の加熱は減圧下、不活性雰囲気下、還元雰囲気下、酸化雰囲気下、好ましくは真空下に行うことができる。加熱反応時の減圧下の圧力としては、1000Pa程度以下、好ましくは100Pa程度以下、特に5〜100Pa程度である。
上記のような条件で錯体を加熱することで、錯体を構成する金属イオンは還元されて金属単体のナノ粒子となる。また、有機配位子は、加熱により少なくとも一部が変化、例えばカーボンに変化する。複合体の有機系構造体は、錯体の配位子に由来するものである。
本発明の好ましい金属ナノ粒子複合体は、金属ナノ粒子がほぼ均一に複合体の表面及び内部に分散している。金属ナノ粒子がほぼ均一に分散していることは、TEM写真により確認することができる。
3000mlナスフラスコに溶媒としてDMF-エタノール-水(容量で1:1:1)2000 ml、Ni(NO3)2・6H2O(23.8 g)、2,5-ジヒドロキシテレフタル酸(H4dhtp、4.8 g)を加え、100℃で5日間撹拌して反応させた。析出した三次元構造金属錯体(Ni2(dhtp))を吸引濾過により回収した後、メタノール、水で洗浄した。続いて、25℃で24時間減圧下で乾燥し、目的の金属錯体(Ni2(dhtp))12gを得た。目的の金属錯体が得られたことは、粉末X線構造解析で確認した。得られた金属錯体を、以下「Ni-MOF-74」と称することがある。
300mlナスフラスコに溶媒としてDMF-エタノール-水(容量で1:1:1)200 ml、Co(NO3)2・6H2O(2.4 g)、2,5-ジヒドロキシテレフタル酸(H4dhtp、0.5 g)を加え、100℃で5日間撹拌して反応させた。析出した三次元構造金属錯体(Co2(dhtp))を吸引濾過により回収した後、メタノール、水で洗浄した。続いて、25℃で24時間減圧下で乾燥し、目的の金属錯体(Co2(dhtp))0.8gを得た。目的の金属錯体が得られたことは、粉末X線構造解析で確認した。
製造例1で得られたNi錯体について、以下の表2の反応温度及び反応時間において、真空ポンプを用いた減圧下(真空下)で加熱して、本発明のNi複合体を製造した。
製造例2で得られたCo錯体について、400℃で18時間、真空ポンプを用いた減圧下(真空下)で加熱して、本発明のCo複合体を製造した。
実施例1で得られたNi複合体(400℃-12h)について、磁気測定を実施した。複合体4.5 mgをゼラチンカプセル内に詰め、さらにPVPのエタノール溶液を用いて固めたものをSQUID測定用ロッドに取り付け、2 K及び300 Kにおける磁場依存性を測定した。MOFについては、Ni2(dhtp)3.1 mgをラップで包み、複合体と同様に磁場依存性を測定した。結果を図8に示す。
実施例1で得られたNi複合体(350℃-12h、400℃-12h)を電極触媒として用い、エタノール酸化反応を実施した。複合体10mgをエタノール2 mlと「ナフィオン(登録商標)」〔デュポン社製、固形分濃度5質量%の十倍希釈サンプル〕100 μlの混合溶媒に添加し、超音波を照射して懸濁液とした。この懸濁液30μLをグラッシーカーボン電極〔3mm径、電極面積は7.1mm2〕に塗布し、乾燥することで修飾電極を得た。この修飾電極を濃度1.0Mの水酸化ナトリウムおよび0.5 Mエタノールの混合溶液中に浸漬し、室温、大気圧下、アルゴン雰囲気において、銀塩化銀電極電位に対して−0.45〜1.00Vの走査範囲で、50mV/sの走査速度で電位をサイクルした。結果を図9に示す。
製造例1で得られたNi錯体について、以下の表2の反応温度及び反応時間において、大気圧下(空気中)で350℃、12時間加熱して、本発明のNi複合体を製造した。Niナノ粒子は、Ni酸化物(NiO)になっていた。
Claims (6)
- 有機系構造体に金属ナノ粒子が分散した構造を有し、前記有機系構造体は金属及び金属を還元可能な多価配位子を含む多孔性配位高分子(Porous Coordination Polymer(PCP))又は金属−有機物構造体(Metal-Organic Framework(MOF))の構造とカーボンを含むことを特徴とする、金属ナノ粒子複合体において、
金属ナノ粒子の金属が、金、白金、銀、銅、ルテニウム、スズ、パラジウム、ロジウム、イリジウム、ニッケル、またはコバルト、あるいはこれらから選ばれる2種以上の金属の合金である、複合体。 - 金属ナノ粒子の金属が、ニッケルまたはコバルト、あるいはこれらの合金である、請求項1に記載の複合体。
- 有機系構造体が少なくとも部分的にカーボンを含む、請求項1または2に記載の複合体。
- 前記カーボンが、グラッシーカーボン、グラファイト、カーボンオニオン、コークス、カーボンシャフト、カーボンナノウォール、カーボンナノコイル、カーボンナノチューブ、カーボンナノツイスト、カーボンナノファイバー、カーボンナノホーン、カーボンナノロープ、カーボンブラックからなる群から選ばれる、請求項3に記載の複合体。
- 金属及び金属を還元可能な多価配位子を含む多孔性配位高分子(PCP)又は金属−有機物構造体(MOF)を加熱して金属ナノ粒子を析出させることを特徴とする、有機系構造体に金属ナノ粒子が分散した構造を有する請求項1〜4のいずれかに記載の金属ナノ粒子複合体の製造方法。
- 前記加熱を真空下で行う、請求項5に記載の方法。
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US10695741B2 (en) | 2016-06-17 | 2020-06-30 | Battelle Memorial Institute | System and process for continuous and controlled production of metal-organic frameworks and metal-organic framework composites |
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US10978718B2 (en) * | 2017-08-29 | 2021-04-13 | Uchicago Argonne, Llc | Carbon dioxide reduction electro catalysts prepared for metal organic frameworks |
US11033888B2 (en) | 2017-08-30 | 2021-06-15 | Uchicago Argonne, Llc | Nanofiber electrocatalyst |
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CN109956463B (zh) * | 2017-12-14 | 2022-07-05 | 中国科学院大连化学物理研究所 | 一种碳纳米管及其制备方法 |
US10882807B2 (en) * | 2018-03-21 | 2021-01-05 | Massachusetts Institute Of Technology | Methods and compositions for the catalytic upgrading of alcohols |
US20190334124A1 (en) * | 2018-04-28 | 2019-10-31 | Wuhan China Star Optoelectronics Semiconductor Display Technology Co., Ltd. | Oled packaging structure and oled display panel |
US11634446B2 (en) * | 2019-04-22 | 2023-04-25 | Trustees Of Dartmouth College | Two-dimensional stimuli-responsive covalent organic frameworks with high intrinsic conductivity |
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