JP5599522B2 - 表面開始光重合を介するpegヒドロゲルでの被包化疎水性および親水性エアロゲル - Google Patents
表面開始光重合を介するpegヒドロゲルでの被包化疎水性および親水性エアロゲル Download PDFInfo
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- 239000000017 hydrogel Substances 0.000 title claims description 66
- 230000002209 hydrophobic effect Effects 0.000 title claims description 33
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 45
- 239000002131 composite material Substances 0.000 claims description 37
- YQGOJNYOYNNSMM-UHFFFAOYSA-N eosin Chemical compound [Na+].OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 YQGOJNYOYNNSMM-UHFFFAOYSA-N 0.000 claims description 25
- 229920001223 polyethylene glycol Polymers 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 22
- 239000000377 silicon dioxide Substances 0.000 claims description 20
- 239000004964 aerogel Substances 0.000 claims description 16
- 230000015572 biosynthetic process Effects 0.000 claims description 15
- SEACYXSIPDVVMV-UHFFFAOYSA-L eosin Y Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 SEACYXSIPDVVMV-UHFFFAOYSA-L 0.000 claims description 14
- 239000011248 coating agent Substances 0.000 claims description 10
- 238000000576 coating method Methods 0.000 claims description 10
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 7
- 229920000671 polyethylene glycol diacrylate Polymers 0.000 claims description 5
- 239000002243 precursor Substances 0.000 claims description 5
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- 238000003980 solgel method Methods 0.000 claims description 3
- 239000004809 Teflon Substances 0.000 claims description 2
- 229920006362 Teflon® Polymers 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000007864 aqueous solution Substances 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 239000003814 drug Substances 0.000 description 38
- 229940079593 drug Drugs 0.000 description 34
- 239000002202 Polyethylene glycol Substances 0.000 description 18
- 239000011148 porous material Substances 0.000 description 16
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- 238000011068 loading method Methods 0.000 description 10
- 230000004048 modification Effects 0.000 description 9
- 238000012986 modification Methods 0.000 description 9
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 8
- 102000004169 proteins and genes Human genes 0.000 description 7
- 108090000623 proteins and genes Proteins 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000004965 Silica aerogel Substances 0.000 description 6
- 238000005538 encapsulation Methods 0.000 description 6
- 238000001179 sorption measurement Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
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- 229910052757 nitrogen Inorganic materials 0.000 description 3
- -1 silicon alkoxide Chemical class 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 238000013270 controlled release Methods 0.000 description 2
- 238000000151 deposition Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 230000007794 irritation Effects 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
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- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 description 2
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- 210000002784 stomach Anatomy 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000000352 supercritical drying Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- XKRFYHLGVUSROY-UHFFFAOYSA-N argon Substances [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
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- 238000006243 chemical reaction Methods 0.000 description 1
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- 238000011161 development Methods 0.000 description 1
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- 125000004386 diacrylate group Chemical group 0.000 description 1
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- 239000002552 dosage form Substances 0.000 description 1
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- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000002163 immunogen Effects 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000027756 respiratory electron transport chain Effects 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
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- 230000003595 spectral effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229940126585 therapeutic drug Drugs 0.000 description 1
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- 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
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/0052—Preparation of gels
- B01J13/0065—Preparation of gels containing an organic phase
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5031—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide)
-
- 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
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/0091—Preparation of aerogels, e.g. xerogels
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B33/00—Silicon; Compounds thereof
- C01B33/113—Silicon oxides; Hydrates thereof
- C01B33/12—Silica; Hydrates thereof, e.g. lepidoic silicic acid
- C01B33/14—Colloidal silica, e.g. dispersions, gels, sols
- C01B33/157—After-treatment of gels
- C01B33/158—Purification; Drying; Dehydrating
- C01B33/1585—Dehydration into aerogels
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- Animal Behavior & Ethology (AREA)
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- Epidemiology (AREA)
- Inorganic Chemistry (AREA)
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Description
1.エアロゲルの疎水性の調整
2.PEGヒドロゲルでのエアロゲルのコーティング。
本発明の要旨は、シリカエアロゲルおよびPEGヒドロゲルの複合材料を提供することである。
1)エアロゲルの疎水性の調整
2)PEGヒドロゲルでのエアロゲルのコーティング
本発明において、シリカエアロゲルの合成のために テトラエチルオルソシリケート(98.0%)および水酸化アンモニウム(NH4OH)(エタノール中2.0M)はAldrichから購入し、塩酸(HCI)はRiedel-de Haenから購入した(37%)。エタノールはMerckから得た(99.9%)。改質については、ヘキサメチルジシラザン(HMDS)は、Alfa Aesarから得た(98%)。二酸化炭素(99.998%)はMesser Aligazから購入した。ヒドロゲル形成については、エオシンY(98%)、1−ビニル 2−ピロリジノン(99+%)、ポリ(エチレングリコール)ジアクリレート(PEG−DA)(MW1/4 575Da)は、Aldrichから得た。トリエタノールアミン(>99.5%)はFlukaから得た。すべての化学薬品はすべて受領したままで用いた。
直径13.7mmおよび高さ3.3mmのエアロゲルのディスクは、シリカ先駆物質としてTEOSを用いる2工程のゾル−ゲル法により合成した。HCIおよびNH4OHは、各々、加水分解および縮合の触媒として用いた(図2−a)。TEOS:水:HCI:NH4OHの全モル比を1:4:2.44×10−3:2×10−2にて一定に保った。アルコゲルは、1日間323Kのエタノール水(50重量%)溶液中で、3日間室温のエタノール溶液中で熟成させた(図2−b)。熟成工程の目的はアルコゲルの機械的強度を改善することであった。熟成工程後、それらをエタノール溶液中の光重合開始剤である2mMエオシンYと接触させた。アルコゲルの表面上のエオシンYの吸着は、エオシンYを含むシリカアルコゲルの赤みを帯びた透明な複合材料に導いた(図2−c)。エオシンYを含むシリカアルコゲルは、313Kおよび10.3MPa(図2−d)にて臨界超過のCO2(scCO2)により引き続いて乾燥させた。
h(図2−g)。
2.b:1日間323Kでのエタノール−水(50重量%)溶液および3日間室温でのエタノール中のアルコゲルの熟成
2.c:エオシンYを含むシリカアルコゲルの赤みを帯びた透明な複合材料の生成
2.d:313Kおよび10.3MPaにてのCO2(scCO2)での超臨界乾燥
2.e:超臨界流体析出技術を用いて、親水性でかつエオシン官能化したエアロゲルを疎水性にさせる
2.f:光重合の実施
2.g:PEGヒドロゲルコーティングした疎水性エアロゲルの画像。
3.a:純粋なエアロゲルの画像、
3.b:エオシン添加の親水性エアロゲルの画像、
3.c:エオシン添加の疎水性エアロゲル上の水滴の画像。
3.d:ヒドロゲルコーティングした疎水性エアロゲルの画像。
4.a:窒素吸着に対するエオシン負荷および表面改質の効果
4.b:細孔サイズ分布に対するエオシン負荷および表面改質の効果
Claims (5)
- 表面開始光重合を介する外部ヒドロゲル層により被包化したエオシン官能化シリカエアロゲルを含む複合材料。
- 外部ヒドロゲル層がPEGヒドロゲルである請求項1記載の複合材料。
- エオシン官能化シリカエアロゲルの形成、および表面開始光重合を介する該エアロゲル周囲のPEGヒドロゲルのコーティングを含むことを特徴とする請求項1記載の複合材料の製造方法。
- エオシン官能化シリカエアロゲルの形成が、
a.シリカ先駆物質としてのテトラエチルオルソシリケート、エタノール、HCIおよびNH4OHを用いる2工程のゾル−ゲル法により、直径13.7mmおよび高さ3.3mmのアルコゲルのディスクを合成し、
b.アルコゲルを、1日間323Kのエタノール水溶液中で、および3日間室温のエタノール溶液中で熟成させ、
c.熟成したアルコゲルをエタノール溶液中の光重合開始剤の2mMエオシンYと接触させ、次いで、
d.エオシンYを含むアルコゲルを、313Kおよび10.3MPaにて臨界超過のCO2により引き続いて乾燥させる
工程を含むことを特徴とする請求項3記載の複合材料の製造方法。 - 表面開始光重合を介するエオシン官能化シリカエアロゲル周囲のヒドロゲルのコーティングが、
a.20.68MPaおよび333.2Kにて、得られた親水性でかつエオシン官能化したエアロゲルを表面改質剤としてのヘキサメチルジシラザンおよび溶媒としての臨界超過のCO2と反応させて、疎水性エアロゲルを得、
b.エオシン負荷疎水性エアロゲルをPEG−ジアクリレートポリマー溶液に浸漬し、光重合をエアロゲルの各表面につき3分間514nmの波長の可視光線を用いて実施し、
c.PEGヒドロゲルプレポリマー溶液を0.2μmのシリンジのテフロンフィルターを用いてフィルター滅菌し、次いで
d.表面開始重合を介して疎水性エアロゲル周囲にPEGヒドロゲルコーティングを形成させる
工程を含む請求項3記載の複合材料の製造方法。
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TR2011/00234 | 2011-01-10 | ||
TR201100234 | 2011-01-10 | ||
PCT/EP2012/050116 WO2012095346A2 (en) | 2011-01-10 | 2012-01-05 | Hydrophobic and hydrophilic aerogels encapsulated with peg hydrogel via surface initiated photopolymerization |
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US (1) | US20140065229A1 (ja) |
EP (1) | EP2663395B1 (ja) |
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WO (1) | WO2012095346A2 (ja) |
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US10414894B2 (en) | 2014-07-31 | 2019-09-17 | Virginia Commonwealth University | Method for one-step synthesis, cross-linking and drying of aerogels |
CN105566583A (zh) * | 2015-06-09 | 2016-05-11 | 天津城建大学 | 一种高抗冲、高透光、高隔热聚甲基丙烯酸甲酯复合材料及其制备方法 |
CN108884175B (zh) * | 2016-01-26 | 2021-09-24 | 国立大学法人京都大学 | 低密度凝胶体及低密度凝胶体的制造方法 |
WO2017185009A1 (en) * | 2016-04-21 | 2017-10-26 | Virginia Commonwealth University | Methods for fabrication of silica aerogels with custom shapes using freeze drying |
US9745439B1 (en) * | 2016-05-10 | 2017-08-29 | Qatar Foundation For Education, Science And Community Development | Methods of forming aerogels |
CN108359104A (zh) * | 2018-01-08 | 2018-08-03 | 同济大学 | 一种以二氧化硅气凝胶为改性剂制备耐高温聚乙烯的方法 |
CN111630085B (zh) * | 2018-01-19 | 2024-01-12 | 汉阳大学校产学协力团 | 载有活性材料的气凝胶及水凝胶和气凝胶的复合物 |
WO2019143205A1 (ko) * | 2018-01-19 | 2019-07-25 | 한양대학교 산학협력단 | 활물질을 담지한 에어로겔, 이와 하이드로겔의 복합체 |
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---|---|---|---|---|
JPS63175636A (ja) * | 1987-01-12 | 1988-07-20 | Maeda Seikan Kk | 重合体により被覆された無機固体物質及びその製造方法 |
EP0408496A3 (en) * | 1989-07-12 | 1992-07-01 | Ciba-Geigy Ag | Solid dosage form for pharmaceutical substances |
FR2689418B1 (fr) * | 1992-04-03 | 1994-07-01 | Centre Nat Rech Scient | Procede de preparation de micro-capsules ou de liposomes de tailles controlees par application d'un cisaillement constant sur une phase lamellaire. |
DE69415998T2 (de) * | 1993-11-08 | 1999-08-12 | Gillette Co | Verfahren zur formung von partikeln unter verwendung einer überkritischen flüssigkeit so hergestellte aerogelpartikel und aerogelpartikel enthaltenden antiperspirantien |
JP2006504508A (ja) * | 2001-12-27 | 2006-02-09 | エアロジェル・コンポジット・リミテッド・ライアビリティ・カンパニー | エアロジェル及び金属組成物 |
US7160438B2 (en) * | 2002-12-19 | 2007-01-09 | W.R. Grace & Co. - Conn. | Process for removal of nitrogen containing contaminants from gas oil feedstreams |
US7087156B2 (en) * | 2002-12-19 | 2006-08-08 | W.R. Grace & Co. - Conn. | Process for removal of nitrogen containing contaminants from gas oil feedstreams |
US20060239986A1 (en) * | 2005-01-26 | 2006-10-26 | Perez-Luna Victor H | Method for the formation of hydrogel multilayers through surface initiated photopolymerization |
JP2006219446A (ja) * | 2005-02-14 | 2006-08-24 | National Cardiovascular Center | ゲル粒子及びその製造方法 |
WO2009092819A1 (en) * | 2008-01-25 | 2009-07-30 | Duo-Ge | Combination of oral medicaments bonded by a wrapping |
-
2012
- 2012-01-05 JP JP2013547854A patent/JP5599522B2/ja not_active Expired - Fee Related
- 2012-01-05 WO PCT/EP2012/050116 patent/WO2012095346A2/en active Application Filing
- 2012-01-05 US US13/979,019 patent/US20140065229A1/en not_active Abandoned
- 2012-01-05 EP EP12703983.2A patent/EP2663395B1/en active Active
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JP2014509248A (ja) | 2014-04-17 |
EP2663395B1 (en) | 2015-03-18 |
US20140065229A1 (en) | 2014-03-06 |
WO2012095346A2 (en) | 2012-07-19 |
WO2012095346A3 (en) | 2012-11-08 |
EP2663395A2 (en) | 2013-11-20 |
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