JP5451766B2 - 有機骨格構造体 - Google Patents
有機骨格構造体 Download PDFInfo
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- JP5451766B2 JP5451766B2 JP2011533121A JP2011533121A JP5451766B2 JP 5451766 B2 JP5451766 B2 JP 5451766B2 JP 2011533121 A JP2011533121 A JP 2011533121A JP 2011533121 A JP2011533121 A JP 2011533121A JP 5451766 B2 JP5451766 B2 JP 5451766B2
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- JP
- Japan
- Prior art keywords
- skeleton structure
- organic skeleton
- hydrogen
- plate
- boron
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic System
- C07F5/02—Boron compounds
- C07F5/05—Cyclic compounds having at least one ring containing boron but no carbon in the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic System
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82B—NANOSTRUCTURES FORMED BY MANIPULATION OF INDIVIDUAL ATOMS, MOLECULES, OR LIMITED COLLECTIONS OF ATOMS OR MOLECULES AS DISCRETE UNITS; MANUFACTURE OR TREATMENT THEREOF
- B82B3/00—Manufacture or treatment of nanostructures by manipulation of individual atoms or molecules, or limited collections of atoms or molecules as discrete units
Description
本発明において「線状又は環状のホウ素含有クラスタ」とは、ホウ素の有効な反応部位のうち2つの反応部位のそれぞれにホウ素以外の他の原子が共有結合してなる線状又は環状のホウ素含有分子を意味する。
前記C6〜C204の芳香族環基は、下記の式3、式4、式5及び式6のいずれか1つで示すことができるが、これらに制限されない。
溶媒メシチレン1.0mlの入った4ml入りガラス瓶に、BDBA(ベンゼンジボロン酸)25mg(0.15mmol)を入れて分散液を形成した後、超音波分解装置(超音波周波数:40kHz)を用いて前記分散液を1時間かけて分散させた。次いで、前記分散液にピリジン0.1mlを加えた。次いで、前記ガラス瓶を密封した後、温度85℃のオーブンで3日間加熱して得られた白色の固体状粉末をろ別し、アセトンで十分に洗浄した後、真空状態で約3時間以上かけて乾燥した。元素分析機を用いて前記得られた固体状粉末の元素を分析した。その分析結果は、次の通りである。
元素分析:(C3H2BO)6(メシチレン)3(ピリジン)2=C55H58N2O6B6,Calcd.C 72.76%,H 6.44%,N 3.09%.Found.C 72.77%、H 6.66%,N 2.98%.
溶媒メシチレン1.0mlに代えて、溶媒メシチレン0.5mlと1,4−ジオキサン0.5mlの混合物を使用した以外は、実施例1と同様にして固体状粉末を得た。
1.IRスペクトル比較
実施例1で製造された有機骨格構造体内における板状層にルイス塩基が結合されているかを確認するため、赤外線分光法(IR)を用いて実施例1の有機骨格構造体(PCOF−1)のスペクトルを分析した。その結果を図5に示す。また、対照群としてCOF−1[C3H2BO]6・(C9H12)1](Covalent Organic Framework−1,Science 2005,310,1166)を使用した。
実施例1で製造された有機骨格構造体(PCOF−1)において、板状層にルイス塩基が結合されたかを確認するため、粉末X線回折(PXRD)分析を行った。その結果を図7に示す。また、対照群としてCOF−1[C3H2BO]6・(C9H12)1](Covalent Organic Framework−1,Science 2005,310,1166)を使用した。
実施例1で製造された有機骨格構造体(PCOF−1)の熱的特性を測定するため、熱重量分析(TGA)を行った。その結果を図6に示す。また、対照群としてCOF−1[C3H2BO]6・(C9H12)1](Covalent Organic Framework−1,Science 2005,310,1166)を使用した。
実施例1で製造された有機骨格構造体(PCOF−1)の水素ガス吸脱着の様態を確認するため、自動吸着機を用いて温度77K及び圧力1atmの条件下で水素ガス吸着実験を行った。その実験結果を図8に示す。また、対照群としてCOF−1[C3H2BO]6・(C9H12)1](Covalent Organic Framework−1,Science 2005,310,1166)を使用した。
実施例1で製造された有機骨格構造体内における板状層間の距離を測定するため、分子モデリング技法を用い、実験的なパラメータが不要な量子力学計算を導入した。Materials Studio 4.3パッケージのDMo13プログラムを利用し、PBE/DNP組合を用いて構造を最適化した。また、層間距離は、各層のホウ素(B)原子がなす平面と隣り合う層のホウ素原子がなす平面との間の距離にした。具体的には、ある6つのホウ素原子からなる六角形平面の層において、その中央の座標を計算した後、その点から隣り合う六角形表面層の中央座標までの距離を計算した。計算の結果、層間距離は、約7.6Åであった。
Claims (7)
- 下記式9aで示される板状層と、
前記板状層内のホウ素に配位結合されたピリジンと、
を含む有機骨格構造体。
- 隣り合う板状層の層間距離が、4Å〜15Åの範囲である請求項1に記載の有機骨格構造体。
- ピリジンが、板状層の垂直方向において前記板状層内のホウ素に配位結合されている請求項1に記載の有機骨格構造体。
- メシチレン、1,4−ジオキサン及びこれらの混合物から選択される溶媒の存在下、ベンゼンジボロン酸(BDBA)をピリジンと反応させて製造される請求項1に記載の有機骨格構造体。
- 反応温度が、40℃〜160℃の範囲である請求項4に記載の有機骨格構造体。
- 水素の吸着、脱着又は両方を行うことができる請求項1に記載の有機骨格構造体。
- 請求項1〜6のいずれかに記載の有機骨格構造体を含有し、
水素を吸着又は貯蔵することができる吸着体。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR20080114056 | 2008-11-17 | ||
KR10-2008-0114056 | 2008-11-17 | ||
PCT/KR2009/006769 WO2010056092A2 (ko) | 2008-11-17 | 2009-11-17 | 유기 골격 구조체 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2012506423A JP2012506423A (ja) | 2012-03-15 |
JP5451766B2 true JP5451766B2 (ja) | 2014-03-26 |
Family
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Application Number | Title | Priority Date | Filing Date |
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JP2011533121A Expired - Fee Related JP5451766B2 (ja) | 2008-11-17 | 2009-11-17 | 有機骨格構造体 |
Country Status (4)
Country | Link |
---|---|
US (1) | US8692020B2 (ja) |
JP (1) | JP5451766B2 (ja) |
KR (1) | KR101257545B1 (ja) |
WO (1) | WO2010056092A2 (ja) |
Families Citing this family (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5698229B2 (ja) | 2009-06-19 | 2015-04-08 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニアThe Regents Of The University Of California | 錯体混合リガンド開骨格材料 |
US8876953B2 (en) | 2009-06-19 | 2014-11-04 | The Regents Of The University Of California | Carbon dioxide capture and storage using open frameworks |
WO2011038208A2 (en) | 2009-09-25 | 2011-03-31 | The Regents Of The University Of California | Open metal organic frameworks with exceptional surface area and high gas strorage capacity |
US9102609B2 (en) | 2010-07-20 | 2015-08-11 | The Regents Of The University Of California | Functionalization of organic molecules using metal-organic frameworks (MOFS) as catalysts |
CA2812294A1 (en) | 2010-09-27 | 2012-06-21 | The Regents Of The University Of California | Conductive open frameworks |
JP2014511353A (ja) | 2011-01-21 | 2014-05-15 | ザ レジェンツ オブ ザ ユニヴァースティ オブ カリフォルニア | 金属−トリアゾレート骨格の製造 |
EP2670761A4 (en) * | 2011-02-04 | 2016-05-25 | Univ California | PREPARATION OF METAL CATCHCHATE STRUCTURES |
KR102011160B1 (ko) | 2011-10-13 | 2019-08-14 | 더 리젠츠 오브 더 유니버시티 오브 캘리포니아 | 예외적으로 큰 기공 간극을 갖는 금속 유기 골격체 |
US9499555B2 (en) * | 2012-10-12 | 2016-11-22 | Council Of Scientific And Industrial Research | Porous crystalline frameworks, process for the preparation therof and their mechanical delamination to covalent organic nanosheets (CONS) |
PT106766B (pt) * | 2013-02-06 | 2017-01-02 | Inst Superior Técnico | Sensores óticos para deteção de boro baseados na utilização de 2,3,6,7,10,11-hexahidroxitrifenileno ou seus derivados |
US10035127B2 (en) | 2013-11-04 | 2018-07-31 | The Regents Of The University Of California | Metal-organic frameworks with a high density of highly charged exposed metal cation sites |
ES2768680T3 (es) | 2014-02-19 | 2020-06-23 | Univ California | Armazones organometálicos que tienen resistencia a los ácidos, a los disolventes, y térmica |
JP2017512637A (ja) | 2014-03-18 | 2017-05-25 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | 微小孔性金属−有機骨格の秩序化超格子を含むメゾスコピック材料 |
US10087205B2 (en) | 2014-03-28 | 2018-10-02 | The Regents Of The University Of California | Metal organic frameworks comprising a plurality of SBUS with different metal ions and/or a plurality of organic linking ligands with different functional groups |
US9475777B2 (en) * | 2014-05-16 | 2016-10-25 | University Of Houston System | Thermally robust, highly porous, and partially fluorinated organic framework with affinity for hydrocarbons, fluorocarbons and freons |
US10118877B2 (en) | 2014-12-03 | 2018-11-06 | The Regents Of The University Of California | Metal-organic frameworks for aromatic hydrocarbon separations |
WO2016094663A2 (en) * | 2014-12-11 | 2016-06-16 | University Of Houston System | Adsorption of fluorinated anesthetics within the pores of molecular crystals |
KR101669169B1 (ko) * | 2014-12-19 | 2016-10-26 | 한국생산기술연구원 | 탄소 구조물 및 공유결합성 유기 골격구조체의 복합체, 이의 제조방법 및 이의 용도 |
US10058855B2 (en) | 2015-05-14 | 2018-08-28 | The Regents Of The University Of California | Redox-active metal-organic frameworks for the catalytic oxidation of hydrocarbons |
JP2019503407A (ja) | 2015-11-27 | 2019-02-07 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | 織状構造を有する共有結合性有機構造体 |
US11370889B2 (en) * | 2018-05-18 | 2022-06-28 | The Regents Of The University Of California | Boroxine based dynamic thermosetting polymers |
CN111099625B (zh) * | 2018-10-25 | 2021-10-01 | 中国石油化工股份有限公司 | 分子筛scm-24、其合成方法及其用途 |
JP2021052034A (ja) * | 2019-09-20 | 2021-04-01 | 東京エレクトロン株式会社 | 金属酸化物膜の形成方法及び成膜装置 |
JP2021052033A (ja) * | 2019-09-20 | 2021-04-01 | 東京エレクトロン株式会社 | 金属酸化物膜の形成方法及び成膜装置 |
CN111019149B (zh) * | 2019-12-12 | 2021-03-16 | 武汉理工大学 | Cof-5一维棒状晶体材料及其制备方法 |
CN113845658B (zh) * | 2021-08-26 | 2023-04-28 | 南京理工大学 | 多孔有机聚合物、制备方法及其应用 |
CN114230427B (zh) * | 2021-12-06 | 2022-10-04 | 天津大学 | 复合燃料、其制备方法及含有其的推进剂 |
CN114427657A (zh) * | 2022-01-30 | 2022-05-03 | 北京东方红升新能源应用技术研究院有限公司 | 一种高压储氢方法及气瓶 |
CN114370603A (zh) * | 2022-01-30 | 2022-04-19 | 北京东方红升新能源应用技术研究院有限公司 | 一种高压储氢方法、装置及系统 |
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US5648508A (en) | 1995-11-22 | 1997-07-15 | Nalco Chemical Company | Crystalline metal-organic microporous materials |
JP5160893B2 (ja) * | 2004-10-22 | 2013-03-13 | ザ リージェンツ オブ ザ ユニバーシティ オブ ミシガン | 共有結合性有機骨格及び多面体 |
PT1874459E (pt) * | 2005-04-07 | 2016-02-08 | Univ Michigan | Alta adsorção de gás numa estrutura microporosa organometálica com locais metálicos abertos |
WO2008082087A1 (en) | 2007-01-03 | 2008-07-10 | Insilicotech Co., Ltd | Coordination polymer crystal with porous metal-organic frameworks and preperation method thereof |
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2009
- 2009-11-17 US US13/129,515 patent/US8692020B2/en not_active Expired - Fee Related
- 2009-11-17 KR KR1020090111000A patent/KR101257545B1/ko active IP Right Grant
- 2009-11-17 JP JP2011533121A patent/JP5451766B2/ja not_active Expired - Fee Related
- 2009-11-17 WO PCT/KR2009/006769 patent/WO2010056092A2/ko active Application Filing
Also Published As
Publication number | Publication date |
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WO2010056092A2 (ko) | 2010-05-20 |
WO2010056092A3 (ko) | 2010-09-16 |
JP2012506423A (ja) | 2012-03-15 |
WO2010056092A9 (ko) | 2010-07-29 |
US20110230678A1 (en) | 2011-09-22 |
KR101257545B1 (ko) | 2013-04-23 |
KR20100055350A (ko) | 2010-05-26 |
US8692020B2 (en) | 2014-04-08 |
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