JP6244153B2 - 導電性を有するbn電解質・クレイ複合材料 - Google Patents
導電性を有するbn電解質・クレイ複合材料 Download PDFInfo
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- 239000004927 clay Substances 0.000 title claims description 66
- 239000002131 composite material Substances 0.000 title claims description 43
- 239000003792 electrolyte Substances 0.000 title claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 31
- -1 amino compound Chemical class 0.000 claims description 12
- 239000000178 monomer Substances 0.000 claims description 11
- 238000012546 transfer Methods 0.000 claims description 11
- 238000009830 intercalation Methods 0.000 claims description 9
- 230000002687 intercalation Effects 0.000 claims description 9
- 239000006185 dispersion Substances 0.000 claims description 8
- 150000002500 ions Chemical class 0.000 claims description 8
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims description 7
- 229910052901 montmorillonite Inorganic materials 0.000 claims description 7
- 150000001639 boron compounds Chemical class 0.000 claims description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 6
- 239000011707 mineral Substances 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 239000011229 interlayer Substances 0.000 claims description 4
- 239000010410 layer Substances 0.000 claims description 4
- 239000010445 mica Substances 0.000 claims description 4
- 229910052618 mica group Inorganic materials 0.000 claims description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 3
- 125000005210 alkyl ammonium group Chemical group 0.000 claims description 3
- 229910052796 boron Inorganic materials 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 150000003512 tertiary amines Chemical class 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 239000007784 solid electrolyte Substances 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 229940126062 Compound A Drugs 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 239000011255 nonaqueous electrolyte Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 238000010586 diagram Methods 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000003365 glass fiber Substances 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 4
- 238000009792 diffusion process Methods 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000004020 conductor Substances 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229910000275 saponite Inorganic materials 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- VNSBYDPZHCQWNB-UHFFFAOYSA-N calcium;aluminum;dioxido(oxo)silane;sodium;hydrate Chemical compound O.[Na].[Al].[Ca+2].[O-][Si]([O-])=O VNSBYDPZHCQWNB-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000002484 cyclic voltammetry Methods 0.000 description 2
- 239000002608 ionic liquid Substances 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 239000000395 magnesium oxide Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 229910000273 nontronite Inorganic materials 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 241000871495 Heeria argentea Species 0.000 description 1
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- WKQUFJLZDFIAKF-UHFFFAOYSA-N boric acid;propane-1,2,3-triol Chemical compound OB(O)O.OCC(O)CO.OCC(O)CO WKQUFJLZDFIAKF-UHFFFAOYSA-N 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 229940125782 compound 2 Drugs 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 239000007772 electrode material Substances 0.000 description 1
- 230000009881 electrostatic interaction Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910000271 hectorite Inorganic materials 0.000 description 1
- KWLMIXQRALPRBC-UHFFFAOYSA-L hectorite Chemical compound [Li+].[OH-].[OH-].[Na+].[Mg+2].O1[Si]2([O-])O[Si]1([O-])O[Si]([O-])(O1)O[Si]1([O-])O2 KWLMIXQRALPRBC-UHFFFAOYSA-L 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000010416 ion conductor Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 229910021647 smectite Inorganic materials 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 229940071182 stannate Drugs 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 230000007723 transport mechanism Effects 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- AZJYLVAUMGUUBL-UHFFFAOYSA-A u1qj22mc8e Chemical compound [F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[F-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O=[Si]=O.O=[Si]=O.O=[Si]=O.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 AZJYLVAUMGUUBL-UHFFFAOYSA-A 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
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- Compositions Of Macromolecular Compounds (AREA)
- Conductive Materials (AREA)
Description
(X,Y)2〜3Z4O10(OH)2・mH2O・(W1/3) ・・・(1)
前記一般式(1)において、XはAl,Fe(III),Mn(III)又はCn(III)であり、YはMg,Fe(II),Mn(II),Ni,Zn又はLiであり、XはSi又はAlであり、WはK,Na又はCaであり、H2Oは層間水、mは整数を表す。
ジ・グリセリンボラートとC34不飽和,側鎖状ジカルボン酸エステル高分子ホウ素化合物とポリオキシエチレンステアリルアミン(7モル付加)と等モル反応した高分子型BN化合物。
ジ・グリセリンボラートとC10飽和,直鎖状ジカルボン酸エステルの高分子ホウ素化合物とポリオキシエチレンステアリルアミン(7モル付加)と等モル反応した高分子型BN化合物。
低級アルコールに易分散性のコープケミカル社製有機修飾スメクタイト。
予めエタノールに5wt%になるようにルーセンタイトSENを超音波分散させ、白色分散液としておき、BN−2の5wt%エタノール溶液を任意の比率で先の白色分散液に添加して分散液が半透明になるまでさらに超音波を照射して後にエタノールを加熱により揮発させ、半固形状の電解質複合体(BN電解質・クレイ複合材料)を得た。
また、ITO蒸着済みの対向電極ガラスセル(表面抵抗20Ω/cm)の間に半固体試料(BN電解質・クレイ複合材料)を含浸させたガラス繊維紙(実験例1−4)又は含浸させていないガラス繊維紙(比較実験例1)を挟み、該ガラスセルをダブルクリップで挟むことにより固定し、実験セルを作成した。ガラス繊維紙としてTGP−003(日本板硝子社製、厚さ43μm)を用いた。
実験例1−1と同様な実験を、市販のITO電極(インジウム錫酸化合物、大日本塗料社製)微粒子にバインダとして0.003wt%のBN電解質・クレイ複合材料を含む組成物 を用いて実施し、そのナイキスト線図(0.01V)を図1に示した。
実験1−1と同様の条件により、BN電解質・クレイ複合材料の電荷移動抵抗Rctと複合体中のクレイ含有量の関係を調べ、その結果を図5に示した。BN化合物としてBN−2及びBN−3を用いた。
図5を俯瞰するとBN電解質の種類に因り程度の差はあるがBN電解質・クレイ複合体中のクレイ含有量が30〜60wt%程度の時に電荷移動抵抗が消失もしくは極小値をとり、その両翼の濃度領域では再び同抵抗値が増大することが分かる。
先述の周波数帯で外部電界による損失(誘電損失)ε”が最大となる周波数fcをグラフから求め 、緩和時間τを右計算式(τ=1/2πfc)から求めて組成物中のクレイ含有量との関係を調べ、その結果を図6に示した。BN化合物としてBN−2及びBN−3を用いた。
図6の緩和時間にもクレイ含有量が多くなると緩和時間が極小化する兆候が認められるが、クレイ含有量が多くなると極小値に収束する挙動が異なる。
BN電解質・クレイ複合材料の実用的電気化学的性能を把握する為に下記導電性試験の実験を行った。
実験例2−1と同様の方法により、BN−2含有量66wt%のBN電解質・クレイ複合材料を得た後、実験セルを作成した。得られた実験セルに対して、±1.0Vの範囲で走査速度10mV/秒にて3回掃引してCV(サイクリックボルタモグラム)を実施し、その結果を図7に示した。
図7に示した如く、本発明のBN電解質・クレイ複合材料は極めて優れた導電性を示した。
Claims (5)
- 半極性結合を有する有機ホウ素化合物の1種又は2種以上とヒドロキシ基を少なくとも1個有する合計炭素数5〜82の三級アミン及び分子中に2個以上の塩基性窒素を有するポリアミノ化合物からなる群から選択される1種以上のアミノ化合物との中和塩であり、前述有機ホウ素化合物のホウ素原子1個に対し、塩基性窒素原子1個の割合での反応生成物である電荷移動結合体と有機修飾クレイの複合体よりなるBN電解質・クレイ複合材料であって、
前記有機修飾クレイが、粘土系層間化合物の層間表面に有機イオンを導入した粘土系層間化合物であり、
前記有機イオンが4級アルキルアンモニウムであり、
前記BN電解質・クレイ複合材料が、前記電荷移動結合体のBN骨格が4級アルキルアンモニウムで覆われる前記粘土系層間化合物の層間に取り込まれて配置されてなる、半固形状の電解質複合体であることを特徴とする導電性を有するBN電解質・クレイ複合材料。 - 前記有機修飾クレイが、モンモリロナイト鉱物群と雲母鉱物群の層間表面に有機イオンを導入した粘土系層間化合物であることを特徴とする請求項1記載のBN電解質・クレイ複合材料。
- 前記アミノ化合物が(メタ)アクリル酸ジメチルアミノエチルと他の単量体との共重合アミノ化合物であり、前記他の単量体は、(メタ)アクリル酸アルキルエステル単量体、(メタ)アクリル酸ヒドロキシ(アルコキシ)含有エステル単量体、(メタ)アクリル酸脂環・芳香環・複素環及びビニール基含有エステル単量体からなる群から選択される1種又は2種以上であることを特徴とする請求項1又は2記載のBN電解質・クレイ複合材料。
- 請求項1〜3のいずれか1項記載のBN電解質・クレイ複合材料のみからなる、又は該BN電解質・クレイ複合材料を含むことを特徴とする導電デバイス用非水電解分散体。
- 請求項4記載の導電デバイス用非水電解分散体を含んでなることを特徴とする導電デバイス。
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