Preparation of imidazolium-type ionic liquids containing silsesquioxane frameworks and their thermal and ion-conductive properties

被引：45
作者：
Ishii, Takuhiro [1 ]
Enoki, Toshiaki [2 ]
Mizumo, Tomonobu [2 ]
Ohshita, Joji [2 ]
Kaneko, Yoshiro [1 ]
机构：
[1] Kagoshima Univ, Grad Sch Sci & Engn, Kagoshima 8900065, Japan
[2] Hiroshima Univ, Grad Sch Engn, Higashihiroshima 7398527, Japan
来源：
RSC ADVANCES | 2015年 / 5卷 / 20期
关键词：
SOL-GEL REACTION; HEXAGONALLY STACKED STRUCTURE; ROD-LIKE POLYSILSESQUIOXANE; RODLIKE POLYSILOXANE; SIDE-CHAINS; POSS; IMMOBILIZATION; CARBENE; SILICA;
D O I：
10.1039/c4ra17113f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An ionic liquid containing a random-structured oligosilsesquioxane (Im-Random-SQ-IL) was successfully prepared by the hydrolytic condensation of 1-methyl-3-[ 3-(triethoxysilyl) propyl] imidazolium chloride (MTICl) in aqueous bis(trifluoromethanesulfonyl) imide (TFSI). Im-Random-SQ-IL exhibited a glass transition temperature (T-g) at -25 degrees C as indicated by an endothermic peak in the differential scanning calorimetry (DSC) curve. In addition, fluidity was visually observed at ca. 0 degrees C, i.e. Im-Random-SQ-IL is a room temperature ionic liquid. Conversely, when the hydrolytic condensation of MTICl was performed using a water/methanol (1 : 19 v/v) solution of TFSI, an ionic liquid containing a cage-like oligosilsesquioxane (Im-Cage-SQ-IL) was obtained. The T-g of Im-Cage-SQ-IL was -22 degrees C, and its melting temperature (T-m) was 105 degrees C according to the DSC analysis. In addition, fluidity was observed for this ionic liquid at ca. 100 degrees C. These results suggest that both the amorphous structure of Im-RandomSQ- IL and the type of substituent groups in the silsesquioxane contributed to the ionic liquid behaviour below room temperature. In addition, these ionic liquids exhibited high thermal stabilities (Im-RandomSQ- IL: T-d3 = 429 degrees C, T-d5 = 437 degrees C and T-d10 = 447 degrees C, Im-Cage-SQ-IL: T-d3 = 427 degrees C, T-d5 = 436 degrees C and T-d10 = 446 degrees C) and relatively high ion conductivities (10(-4) -10(-3) S cm(-1), at similar to 100 degrees C).
引用
收藏
页码：15226 / 15232
页数：7
相关论文
共 47 条
[21]   Preparation of Ionic Silsesquioxanes with Controlled Structures and Their Functionalization [J].
Kaneko, Yoshiro .
KOBUNSHI RONBUNSHU, 2014, 71 (10) :443-456
[22]   Preparation of a Sulfo-Group-Containing Rod-Like Polysilsesquioxane with a Hexagonally Stacked Structure and Its Proton Conductivity [J].
Kaneko, Yoshiro ;
Toyodome, Hisaya ;
Mizumo, Tomonobu ;
Shikinaka, Kazuhiro ;
Iyi, Nobuo .
CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (30) :9394-9399
[23]   Preparation of Ionic Silsesquioxanes with Regular Structures and Their Hybridization [J].
Kaneko, Yoshiro ;
Toyodome, Hisaya ;
Shoiriki, Miki ;
Iyi, Nobuo .
INTERNATIONAL JOURNAL OF POLYMER SCIENCE, 2012, 2012
[24]   Preparation of cage-like octa(3-aminopropyl)silsesquioxane trifluoromethanesulfonate in higher yield with a shorter reaction time [J].
Kaneko, Yoshiro ;
Shoiriki, Miki ;
Mizumo, Tomonobu .
JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (29) :14475-14478
[25]   Preparation of chiral ladder-like polysilsesquioxanes and their chiral induction to anionic dye compound [J].
Kaneko, Yoshiro ;
Toyodome, Hisaya ;
Sato, Hisako .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (41) :16638-16641
[26]   Sol-Gel Synthesis of Water-Soluble Polysilsesquioxanes with Regular Structures [J].
Kaneko, Yoshiro ;
Iyi, Nobuo .
KOBUNSHI RONBUNSHU, 2010, 67 (05) :280-287
[27]   Sol-gel synthesis of ladder polysilsesquioxanes forming chiral conformations and hexagonal stacking structures [J].
Kaneko, Yoshiro ;
Iyi, Nobuo .
JOURNAL OF MATERIALS CHEMISTRY, 2009, 19 (38) :7106-7111
[28]   Organic-inorganic hybrid gels having functionalized silsesquioxanes [J].
Kim, KM ;
Chujo, Y .
JOURNAL OF MATERIALS CHEMISTRY, 2003, 13 (06) :1384-1391
[29]   Imidazolium-Functionalized SiO2 Nanoparticle Doped Proton Conducting Membranes for Anhydrous Proton Exchange Membrane Applications [J].
Lin, B. ;
Qiu, B. ;
Qiu, L. ;
Si, Z. ;
Chu, F. ;
Chen, X. ;
Yan, F. .
FUEL CELLS, 2013, 13 (01) :72-78
[30]   An effective approach for the immobilization of chiral Mn(III) salen complexes through a supported ionic liquid phase [J].
Lou, Lan-Lan ;
Yu, Kai ;
Ding, Fei ;
Zhou, Wei ;
Peng, Xiaojie ;
Liu, Shuangxi .
TETRAHEDRON LETTERS, 2006, 47 (37) :6513-6516
12345