JP5132671B2 - 水分の吸着及び脱着のための吸着剤 - Google Patents
水分の吸着及び脱着のための吸着剤 Download PDFInfo
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- JP5132671B2 JP5132671B2 JP2009500277A JP2009500277A JP5132671B2 JP 5132671 B2 JP5132671 B2 JP 5132671B2 JP 2009500277 A JP2009500277 A JP 2009500277A JP 2009500277 A JP2009500277 A JP 2009500277A JP 5132671 B2 JP5132671 B2 JP 5132671B2
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- moisture
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- XTUBPKVLOAIMQY-UHFFFAOYSA-H chromium(3+);terephthalate Chemical compound [Cr+3].[Cr+3].[O-]C(=O)C1=CC=C(C([O-])=O)C=C1.[O-]C(=O)C1=CC=C(C([O-])=O)C=C1.[O-]C(=O)C1=CC=C(C([O-])=O)C=C1 XTUBPKVLOAIMQY-UHFFFAOYSA-H 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
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- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
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- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 3
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- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- JSCNZPJYIJBBJI-UHFFFAOYSA-D [V+5].[V+5].[O-]C(=O)c1ccc(cc1)C([O-])=O.[O-]C(=O)c1ccc(cc1)C([O-])=O.[O-]C(=O)c1ccc(cc1)C([O-])=O.[O-]C(=O)c1ccc(cc1)C([O-])=O.[O-]C(=O)c1ccc(cc1)C([O-])=O Chemical compound [V+5].[V+5].[O-]C(=O)c1ccc(cc1)C([O-])=O.[O-]C(=O)c1ccc(cc1)C([O-])=O.[O-]C(=O)c1ccc(cc1)C([O-])=O.[O-]C(=O)c1ccc(cc1)C([O-])=O.[O-]C(=O)c1ccc(cc1)C([O-])=O JSCNZPJYIJBBJI-UHFFFAOYSA-D 0.000 claims description 2
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- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
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- XTWMRBJKMXZQDS-UHFFFAOYSA-N iron;terephthalic acid Chemical compound [Fe].OC(=O)C1=CC=C(C(O)=O)C=C1 XTWMRBJKMXZQDS-UHFFFAOYSA-N 0.000 claims description 2
- LVPMIMZXDYBCDF-UHFFFAOYSA-N isocinchomeronic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)N=C1 LVPMIMZXDYBCDF-UHFFFAOYSA-N 0.000 claims description 2
- 239000011572 manganese Substances 0.000 claims description 2
- KVQQRFDIKYXJTJ-UHFFFAOYSA-N naphthalene-1,2,3-tricarboxylic acid Chemical compound C1=CC=C2C(C(O)=O)=C(C(O)=O)C(C(=O)O)=CC2=C1 KVQQRFDIKYXJTJ-UHFFFAOYSA-N 0.000 claims description 2
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- 229910052749 magnesium Inorganic materials 0.000 claims 2
- 125000000129 anionic group Chemical group 0.000 claims 1
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- 239000011777 magnesium Substances 0.000 claims 1
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
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- 229920006362 Teflon® Polymers 0.000 description 4
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- 239000012535 impurity Substances 0.000 description 4
- 238000007781 pre-processing Methods 0.000 description 4
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- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 3
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- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
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- 229910052746 lanthanum Inorganic materials 0.000 description 2
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- 229910052684 Cerium Inorganic materials 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
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- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
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- 125000003277 amino group Chemical group 0.000 description 1
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- 239000012298 atmosphere Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- JVCSQUWRWAUUII-UHFFFAOYSA-N carboxy cyclohexyl carbonate Chemical compound OC(=O)OC(=O)OC1CCCCC1 JVCSQUWRWAUUII-UHFFFAOYSA-N 0.000 description 1
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- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 1
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- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
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- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
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- 150000002576 ketones Chemical class 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
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- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
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- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
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- 239000013259 porous coordination polymer Substances 0.000 description 1
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
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- 239000002594 sorbent Substances 0.000 description 1
- 238000002336 sorption--desorption measurement Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
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- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- 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
- B01J20/223—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material containing metals, e.g. organo-metallic compounds, coordination complexes
- B01J20/226—Coordination polymers, e.g. metal-organic frameworks [MOF], zeolitic imidazolate frameworks [ZIF]
-
- 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
- B01D53/26—Drying gases or vapours
- B01D53/263—Drying gases or vapours by absorption
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Description
1)金属前駆体、リガンドとして作用できる有機化合物及び溶媒を混合して反応物混合液を製造する段階;及び
2)前記反応物混合液に0.3GHz乃至300GHzのマイクロ波を照射して100℃以上で加熱する段階;
とを含む製造方法によって製造され、前記の製造方法によって製造された多孔性有機無機混成体はナノサイズの細孔窓サイズを有し、粒子サイズの分布が均一であり、平均粒径が500nm以下であり、望ましくは10乃至500nmであり、さらに望ましくは200nm以下、なおさら望ましくは100nm以下、最も望ましくは50nm以下である多孔性有機無機混成体である。
)、アミド基(-CONH2)、スルホン酸基(-SO3H)、スルホン酸アニオン基(-SO3 -)、メタンジチオ酸基 (-CS2H)、メタンジチオ酸アニオン基 (-CS2 -)、ピリジン基、またはピラジン基などが例示される。より安定した有機無機混成体を導くためには、配位できるサイトが2つ以上である、例えば 2座配位 または3座配位 の有機分子が有利である。有機分子としては配位する座があれば、ビピリジン、ピラジンなどの中性分子、テレフタレート、ナフタレンジカルボキシレート、ベンゼントリカルボキシレート、グルタレート、サクシネートなどで例示されるカルボン酸のアニオンなどの陰イオン性分子は勿論、カチオン物質も可能である。カルボン酸アニオンの場合、例えば、テレフタレートのような芳香環を有することの他にホルメートのような芳香環を有さないカルボン酸のアニオンは勿論であり、シクロヘキシルジカボネートのように非芳香環を有するアニオンなどいずれも可能である。配位できる座を有する有機物は勿論であり、潜在的に配位する座を有して反応条件で配位できるように変化されるのも可能である。つまり、テレフタル酸のような有機酸を使用しても反応後にはテレフタレートで金属成分と結合することができる。使用できる有機物の代表的な例としては ベンゼンジカルボン酸 、 ナフタレンジカルボン酸 、 ベンゼントリカルボン酸 、 ナフタレントリカルボン酸 、 ピリジンジカルボン酸 、 ビピリジルジカルボン酸 、 ギ酸 、 シュウ酸 、 マロン酸 、 コハク酸 、 グルタル酸 、 ヘキサンジオン酸 、 ヘプタンジオン酸 、またはシクロヘキシルジカルボン酸から選ばれる有機酸及びそれらのアニオン、ピラジン、ビピリジンなどである。また、一つ以上の有機物を混合して使用することもできる。
<実施例>
テフロン(登録商標)反応器にCr(NO3)3・9H2O、HF水溶液及び1,4−ベンゼンジカルボン酸(BDCA)を加えた後、蒸留水を加え、反応物の最終のモル比はCr:HF:BDCA:H2O=1:1:1:275になるように行った。混合された反応物を室温で超音波を照射し、1分間前処理して最大限均一な反応物になるように施して核の形成を容易にした。前処理された反応物を含有したテフロン(登録商標)反応器をマイクロ波反応器(CEM社、モデルMars-5)に装着し、2.45GHzのマイクロ波を照射して3分かけて210℃に昇温させた。その後、210℃で1分保持して反応させた後、室温で冷却後遠心分離、蒸留水を用いた洗滌、乾燥して有機無機混成体、クロムテレフタレート(Cr-BDCA)を得た。製造されたCr-BDCAのX−線回折分析の結果、2θ値が略3.3、5.2、5.9、8.5及び9.1で特徴的な回折ピークを有することが示され、これから立方体の結晶性クロムテレフタレートが得られたことがわかった。本実施例から得られたクロムテレフタレート結晶の電子顕微鏡の写真は図1に示され、1.3nmの平均細孔窓サイズを有する30乃至40nmの最も均一な粒子から構成されたことを示している。これで反応物の前処理を行い、マイクロ波を照射して合成することにより、最も短い時間に非常に効果的に有無機混成体が得られたことがわかった。
実施例1から超音波による前処理を行わず、210℃における反応時間を1分の代わりに2分で保持することを除いては実施例1と同一な方法で有機無機混成体を製造した。X−線回折形態(図3のa)から実施例1と同一な構造の物質が得られ、電子顕微鏡の写真から40乃至50nm程度の均一な特性を有する有機無機混成体が得られたことがわかった。150℃の真空において脱水の後、液体窒素の温度で測定した窒素吸着量は窒素相対圧0.5(P/P0=0.5)で1050mL/g(46.9mmol/g)と高く示され、また30℃で得られたベンゼンの吸着実験の結果、ベンゼン相対圧0.5(P/P0=0.5)で16mmol/gの非常に高い吸着量を示した。この際、有機無機混成体の平均細孔窓サイズは1.3nmであった。図4には窒素及びベンゼンの吸着の等温線を示した。本実施例から製造された多孔性有機無機混成体の表面積と細孔体積はそれぞれ3700m2/g及び1.9mL/gであった。従って、本実施例から製造されたクロムテレフタレートナノ粒子は非常に大きな吸着容量を示し、細孔を有する結晶性の多孔性物質であることがわかり、吸着剤、触媒、触媒担体などで使用できることがわかる。
実施例2から210℃における反応時間を2分の代わりに40分保持することを除いては実施例2と同一に行い、有無機混成体を製造した。X−線回折形態(図3のb)から実施例1と同一な構造の物質が得られ、電子顕微鏡の写真(図2)から実施例2に比較して粒子サイズが相当増加されたが、200nm程度の均一な特性を有する有機無機混成体が得られたことがわかった。この物質の表面積と細孔体積及び細孔の平均はそれぞれ3900m2/g、2.1mL/g及び1.3nmであった。
実施例2と同一に行い、Cr(NO3)3・9H2Oの代わりにFeCl3を使用して有無機混成体を製造した。X−線回折形態から実施例1と同一な構造の物質が得られ、電子顕微鏡の写真から50乃至100nm程度の均一な粒径を有する有機無機混成体が得られ、細孔のサイズは1.5nmであった。
実施例2からCr(NO3)3・9H2Oを使用する代わりにVCl3を使用することを除いては、実施例2と同一な方法で有機無機混成体を製造した。X−線回折形態から実施例1と同一な構造の物質が得られ、電子顕微鏡の写真から50乃至80nm程度の均一な粒径を有する有機無機混成体が得られることがわかった。
テフロン(登録商標)反応器にCr(NO3)3・9H2O、HF水溶液及び1,4−ベンゼンジカルボン酸(BDCA)を加えた後、蒸留水を加え、反応物の最終のモル比はCr:HF:BDCA:H2O=1:1:1:275になるように行った。前記溶液にアルミナ基板を垂直に整列させてアルミナ基板含有反応物を含有したテフロン(登録商標)反応器をマイクロ波反応器(CEM社、モデルMars-5)に装着し、2.45GHzのマイクロ波を照射して3分かけて210℃に昇温させた。その後、210℃で30分保持して反応させた後、室温で冷却後遠心分離、蒸留水を用いた洗滌、乾燥して有機無機混成体、Cr-BDCAを得た。薄膜のX−線回折形態は実施例3とよく一致した。これで、有機無機混成体薄膜を直接製造することができることを確認した。
実施例3から得られたクロムテレフタレートを塩化アンモニウム飽和水容液をデシケーターの上層に3日保持して十分水分を吸着させた後、熱重量分析法で脱着される程度及び温度を測定した。図5からわかるように、60℃、65℃、70℃でそれぞれ水分を吸着したクロムテレフタレートの全重量の約37%、43%、45%の水分が脱着したことがわかり、300℃以上で加熱する場合にはクロムテレフタレートの構造が崩壊されながら質量が減少することがわかる。図5からわかるように、水分を吸着したクロムテレフタレートの全重量の45乃至50%が水分であって、クロムテレフタレートの水分吸着量が最も大きいことがわかり、それだけでなく、70℃以内の温度で吸着された水分の90%以上が脱着されて高い脱着量を示したことがわかる。
実施例3から得られた試料を150℃で真空乾燥した後、水分の吸着実験を重量法で行った。相対湿度21.4%において吸着剤重量当たり水分吸着量が0.04g/gで非常に低かった。即ち、非常に低い湿度においても、クロムテレフタレートは吸着し難いことがわかり、このような特性と100℃以下における容易である脱着性質を用いれば、加湿、除湿などに最も優れる性能を示すことがわかる。
実施例7と同一に吸収及び脱着の特性を分析するが、商業用シリカゲルを使用した。70℃の温度では脱着量が15%に過ぎず、30%の脱着にも115℃の高い温度が必要であった。
上述したように、本発明によって製造された多孔性有機無機混成体は、水分の吸着量が高く、100℃以内の低温で脱着量が非常に高くて吸着剤を用いた除湿機、加湿機、冷暖房機に使用される。特に、脱着温度が最も低くてこのような装備の運転費用が非常に大きく減少できるという長所がある。
Claims (9)
- a)Cr、Fe、V、Zr、Al、Ti、Ni、Co、Mn、Ca及びMgからなる群から選ばれる1つ以上の金属またはCr、Fe、V、Zr、Al、Ti、Ni、Co、Mn、Ca及びMgからなる群から選ばれる1つ以上の成分を含む金属化合物である金属前駆体と有機化合物から選ばれるリガンドとの反応によって合成され、
b)1000乃至10000m2/gの表面積を有し、
c)0.5乃至2nmの細孔窓サイズを有し、
d)平均粒子サイズが、500nm以下である、有機無機混成体
を含む水分吸着剤。 - 前記有機無機混成体が、>1.0mL/gの細孔体積を有することを特徴とする請求項1に記載の水分吸着剤。
- 前記リガンドとして作用できる有機化合物が、カルボン酸基、カルボン酸アニオン基(carboxylate)、アミノ基(-NH2)、アミド基(-CONH2)、スルホン酸基(-SO3H)、及びスルホン酸アニオン基(-SO3-)から選ばれる1つ以上の官能基を有する分子またはその混合物であることを特徴とする請求項1又は2に記載の水分吸着剤。
- 前記カルボン酸官能基を有する有機化合物がベンゼンジカルボン酸、ナフタレンジカルボン酸、ベンゼントリカルボン酸、ナフタレントリカルボン酸、ピリジンジカルボン酸、ビピリジルジカルボン酸、ギ酸、シュウ酸、マロン酸、コハク酸、グルタル酸、ヘキサンジオン酸、ヘプタンジオン酸、またはシクロヘキシルジカルボキシル酸から選ばれることを特徴とする請求項3に記載の水分吸着剤。
- 前記有機無機混成体が、クロムテレフタレート、鉄テレフタレート、またはバナジウムテレフタレートであることを特徴とする請求項4に記載の水分吸着剤。
- 前記有機無機混成体が、クロムテレフタレートであることを特徴とする請求項5に記載の水分吸着剤。
- 前記有機無機混成体が、細孔を有する立方体のクロムテレフタレートであることを特徴とする請求項6に記載の水分吸着剤。
- 前記有機無機混成体が、厚膜、薄膜、またはメンブレイン形態であることを特徴とする請求項1乃至7のいずれかに記載の水分吸着剤。
- 前記厚膜、薄膜、またはメンブレイン形態である有機無機混成体が、アルミナ、シリコン、ガラス、酸化インジウムスズ(ITO)、酸化インジウム亜鉛(IZO)または耐熱性ポリマー、または表面処理されたアルミナ、シリコン、ガラス、酸化インジウムスズ(ITO)、酸化インジウム亜鉛(IZO)または耐熱性ポリマーを反応物混合液に浸漬し、マイクロ波で加熱して製造することを特徴とする請求項8に記載の水分吸着剤。
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2006
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2007
- 2007-03-07 US US12/282,099 patent/US20090130411A1/en not_active Abandoned
- 2007-03-07 WO PCT/KR2007/001122 patent/WO2007105871A1/en active Application Filing
- 2007-03-07 EP EP07715522.4A patent/EP2001586B1/en active Active
- 2007-03-07 CN CN2007800135115A patent/CN101421034B/zh active Active
- 2007-03-07 JP JP2009500277A patent/JP5132671B2/ja active Active
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Publication number | Publication date |
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EP2001586A1 (en) | 2008-12-17 |
KR20070092592A (ko) | 2007-09-13 |
KR100806586B1 (ko) | 2008-02-28 |
JP2012152738A (ja) | 2012-08-16 |
WO2007105871A1 (en) | 2007-09-20 |
US20110236298A1 (en) | 2011-09-29 |
US20090130411A1 (en) | 2009-05-21 |
JP2009529422A (ja) | 2009-08-20 |
EP2001586A4 (en) | 2010-09-15 |
EP2001586B1 (en) | 2016-05-11 |
HK1130218A1 (en) | 2009-12-24 |
US8980128B2 (en) | 2015-03-17 |
CN101421034B (zh) | 2013-03-20 |
CN101421034A (zh) | 2009-04-29 |
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