JP2013170175A - ラダー型ポリシルセスキオキサン及びその製造方法 - Google Patents
ラダー型ポリシルセスキオキサン及びその製造方法 Download PDFInfo
- Publication number
- JP2013170175A JP2013170175A JP2012032783A JP2012032783A JP2013170175A JP 2013170175 A JP2013170175 A JP 2013170175A JP 2012032783 A JP2012032783 A JP 2012032783A JP 2012032783 A JP2012032783 A JP 2012032783A JP 2013170175 A JP2013170175 A JP 2013170175A
- Authority
- JP
- Japan
- Prior art keywords
- ladder
- psq
- compound
- ion
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title abstract description 7
- 229920000734 polysilsesquioxane polymer Polymers 0.000 claims abstract description 36
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- 229910001413 alkali metal ion Inorganic materials 0.000 claims abstract description 12
- 150000007942 carboxylates Chemical group 0.000 claims abstract description 8
- GBQYMXVQHATSCC-UHFFFAOYSA-N 3-triethoxysilylpropanenitrile Chemical compound CCO[Si](OCC)(OCC)CCC#N GBQYMXVQHATSCC-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000002500 ions Chemical class 0.000 claims abstract description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- 239000007864 aqueous solution Substances 0.000 claims description 13
- 229910001415 sodium ion Inorganic materials 0.000 claims description 9
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims description 8
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 7
- 239000003729 cation exchange resin Substances 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000012670 alkaline solution Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 abstract description 15
- 239000003463 adsorbent Substances 0.000 abstract description 6
- 150000001767 cationic compounds Chemical class 0.000 abstract description 5
- 239000000178 monomer Substances 0.000 abstract description 4
- 239000003513 alkali Substances 0.000 abstract description 2
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 54
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 19
- 238000005259 measurement Methods 0.000 description 13
- 239000000243 solution Substances 0.000 description 9
- 238000005481 NMR spectroscopy Methods 0.000 description 8
- 239000011734 sodium Substances 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 5
- 238000004566 IR spectroscopy Methods 0.000 description 4
- 229910018557 Si O Inorganic materials 0.000 description 4
- 238000002441 X-ray diffraction Methods 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- CPRMKOQKXYSDML-UHFFFAOYSA-M rubidium hydroxide Chemical compound [OH-].[Rb+] CPRMKOQKXYSDML-UHFFFAOYSA-M 0.000 description 4
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 4
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 3
- -1 hydrogen ions Chemical class 0.000 description 3
- 238000012643 polycondensation polymerization Methods 0.000 description 3
- 229910001419 rubidium ion Inorganic materials 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 2
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 description 2
- 229910008051 Si-OH Inorganic materials 0.000 description 2
- 229910006358 Si—OH Inorganic materials 0.000 description 2
- 229910052792 caesium Inorganic materials 0.000 description 2
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 2
- NCMHKCKGHRPLCM-UHFFFAOYSA-N caesium(1+) Chemical compound [Cs+] NCMHKCKGHRPLCM-UHFFFAOYSA-N 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229910001414 potassium ion Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000004611 spectroscopical analysis Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Images
Landscapes
- Silicon Polymers (AREA)
Abstract
【解決手段】モノマーとして2−シアノエチルトリエトキシシランを用いてアルカリ性の条件下で重合反応させると、規則的な配列であって主鎖がねじれた構造を形成し、複数のアニオン性ラダー型ポリシルセスキオキサンが重なってヘキサゴナル積層構造を形成する。また、側鎖にはアニオン性のカルボキシレート基が形成されており、アルカリ金属イオンとイオン対を形成する。
【選択図】図7
Description
(1)下記式(I)により表される単位の構造を有することを特徴とするラダー型ポリシルセスキオキサン。
下記式(II)に表される構造の化合物を加熱して縮合重合させ、陽イオン交換樹脂により下記式(III)に表される単位の構造の化合物を得る工程と、
下記式(III)に表される単位の構造の化合物に、メタノールまたはエタノールを含むアルカリ性溶液を混合し、カルボキシレート基と前記アルカリ性溶液中のアルカリ金属イオンとのイオン対を形成した固形物を抽出する工程と、
を有することを特徴とするラダー型ポリシルセスキオキサンの製造方法。
まず、水酸化ナトリウム水溶液に2−シアノエチルトリエトキシシランを混合比(重量比)が0.9:1〜3:1となるように混合して6時間〜24時間攪拌することにより加水分解が起こり、次式(IV)に表される構造の化合物が得られる。
Claims (4)
- 前記アルカリ金属イオンは、ナトリウムイオンであることを特徴とする請求項1に記載のラダー型ポリシルセスキオキサン。
- 前記式(I)に表される単位の構造は、主鎖がねじれて形成されていることを特徴とする請求項1又は2に記載のラダー型ポリシルセスキオキサン。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2012032783A JP6143042B2 (ja) | 2012-02-17 | 2012-02-17 | ラダー型ポリシルセスキオキサン及びその製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2012032783A JP6143042B2 (ja) | 2012-02-17 | 2012-02-17 | ラダー型ポリシルセスキオキサン及びその製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2013170175A true JP2013170175A (ja) | 2013-09-02 |
JP6143042B2 JP6143042B2 (ja) | 2017-06-07 |
Family
ID=49264340
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2012032783A Active JP6143042B2 (ja) | 2012-02-17 | 2012-02-17 | ラダー型ポリシルセスキオキサン及びその製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP6143042B2 (ja) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2014221737A (ja) * | 2013-05-13 | 2014-11-27 | 国立大学法人 鹿児島大学 | シルセスキオキサン構造を有するイオン液体及びその製造方法 |
JP2014223200A (ja) * | 2013-05-16 | 2014-12-04 | 株式会社サンセイアールアンドディ | 遊技機 |
WO2015029747A1 (ja) * | 2013-08-26 | 2015-03-05 | 国立大学法人 鹿児島大学 | スルホ基含有ラダー型ポリシルセスキオキサン及びその製造方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS57128693A (en) * | 1981-01-30 | 1982-08-10 | Tokyo Denshi Zairyo Kogyo Kk | Organosilicon compound |
JPS58198528A (ja) * | 1982-05-17 | 1983-11-18 | Katsuji Abe | 有機シリコン化合物 |
JPH1160734A (ja) * | 1997-08-14 | 1999-03-05 | Showa Denko Kk | 重合体、レジスト樹脂組成物、及びそれらを用いたパターン形成方法 |
-
2012
- 2012-02-17 JP JP2012032783A patent/JP6143042B2/ja active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS57128693A (en) * | 1981-01-30 | 1982-08-10 | Tokyo Denshi Zairyo Kogyo Kk | Organosilicon compound |
JPS58198528A (ja) * | 1982-05-17 | 1983-11-18 | Katsuji Abe | 有機シリコン化合物 |
JPH1160734A (ja) * | 1997-08-14 | 1999-03-05 | Showa Denko Kk | 重合体、レジスト樹脂組成物、及びそれらを用いたパターン形成方法 |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2014221737A (ja) * | 2013-05-13 | 2014-11-27 | 国立大学法人 鹿児島大学 | シルセスキオキサン構造を有するイオン液体及びその製造方法 |
JP2014223200A (ja) * | 2013-05-16 | 2014-12-04 | 株式会社サンセイアールアンドディ | 遊技機 |
WO2015029747A1 (ja) * | 2013-08-26 | 2015-03-05 | 国立大学法人 鹿児島大学 | スルホ基含有ラダー型ポリシルセスキオキサン及びその製造方法 |
Also Published As
Publication number | Publication date |
---|---|
JP6143042B2 (ja) | 2017-06-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Mosby et al. | Surface functionalization of zirconium phosphate nanoplatelets for the design of polymer fillers | |
Mizoshita et al. | Tetraphenylpyrene-bridged periodic mesostructured organosilica films with efficient visible-light emission | |
Gerasko et al. | Sandwich-type tetranuclear lanthanide complexes with cucurbit [6] uril: From molecular compounds to coordination polymers | |
Krishnaraj et al. | Triggering white-light emission in a 2D imine covalent organic framework through lanthanide augmentation | |
Yang et al. | Carboxyl-functionalized ionic liquid assisted preparation of flexible, transparent, and luminescent chitosan films as vapor luminescent sensor | |
Zhou et al. | Imparting tunable and white-light luminescence to a nanosized metal–organic framework by controlled encapsulation of lanthanide cations | |
Yan et al. | Two luminescent molecular hybrids composed of bridged Eu (III)-β-diketone chelates covalently trapped in silica and titanate gels | |
Qin et al. | Water-robust zinc–organic framework with mixed nodes and its handy mixed-matrix membrane for highly effective luminescent detection of Fe3+, CrO42–, and Cr2O72–in aqueous solution | |
Serre et al. | Synthesis and characterization of a new three-dimensional lanthanide carboxyphosphonate: Ln4 (H2O) 7 [O2C− C5H10N− CH2-PO3] 4 (H2O) 5 | |
Li et al. | Synthesis, structure, and luminescent and magnetic properties of novel lanthanide metal− organic frameworks with zeolite-like topology | |
Li et al. | In situ formed white-light-emitting lanthanide–zinc–organic frameworks | |
Li et al. | Lanthanide (Eu3+, Tb3+)/β-diketone modified mesoporous SBA-15/organic polymer hybrids: chemically bonded construction, physical characterization, and photophysical properties | |
Liu et al. | Dramatically enhanced luminescence of layered terbium hydroxides as induced by the synergistic effect of Gd3+ and organic sensitizers | |
Chen et al. | The first europium (III) β‐diketonate complex functionalized polyhedral oligomeric silsesquioxane | |
Baig et al. | Facile synthesis of an electrically conductive polycarbazole–zirconium (IV) phosphate cation exchange nanocomposite and its room temperature ammonia sensing performance | |
Yu et al. | A new organic− inorganic hybrid layered molybdenum (V) cobalt phosphate constructed from [H24 (Mo16O32) Co16 (PO4) 24 (OH) 4 (C5H4N) 2 (H2O) 6] 4− wheels and 4, 4′-bipyridine linkers | |
JP6143042B2 (ja) | ラダー型ポリシルセスキオキサン及びその製造方法 | |
Peng et al. | Lanthanide derivatives of Ta/W mixed-addendum POMs as proton-conducting materials | |
Zhang et al. | Transparent and Hazy Eu x Tb1–x-Nanopaper with Color-Tuning, Photo-Switching, and White Light-Emitting Properties for Anti-counterfeiting and Light-Softened WLEDs | |
JP6057378B2 (ja) | スルホ基含有ラダー型ポリシルセスキオキサン及びその製造方法 | |
Wang et al. | Three Robust Blue-Emitting Anionic Metal–Organic Frameworks with High Stability and Good Proton Conductivities | |
Maegawa et al. | Transparent and visible-light harvesting acridone-bridged mesostructured organosilica film | |
Chen et al. | Luminescent dimeric oxalate-bridged Eu3+/Tb3+-implanted arsenotungstates: tunable emission, energy transfer, and detection of Ba2+ ion in aqueous solution | |
Tan et al. | Luminescent coordination polymer gels based on rigid terpyridyl phosphine and Ag (i) | |
Li et al. | Novel luminescent hybrids by incorporating rare earth β-diketonates into polymers through ion pairing with an imidazolium counter ion |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20140716 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20150319 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20150324 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20150521 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20151027 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20170426 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6143042 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |