基于腙衍生物的荧光增强有机凝胶和介晶超结构。

Fluorescence-enhanced organogels and mesomorphic superstructure based on hydrazine derivatives.

机构信息

Key Laboratory of Automobile Materials, Ministry of Education, Institute of Materials Science and Engineering, Jilin University, Changchun 130012, People's Republic of China.

出版信息

Langmuir. 2010 Jun 15;26(12):10183-90. doi: 10.1021/la100325c.

DOI:10.1021/la100325c

PMID:20232801

Abstract

New low-molecular-mass organic gelators (LMOGs) bearing hydrazine linkage and end-capped by phenyl, namely 1,4-bis[(3,4-bisalkoxyphenyl)hydrozide]phenylene (BPH-n, n = 4, 6, 8, 10), were designed and synthesized. These organogelators have shown great ability to gel a variety of organic solvents to form stable organogels with the critical gelation concentration as low as 8.7 x 10(-4) mol L(-1) (0.06 wt %). The formed gel has a high gel-sol transition temperature (T(gel)) at low gelation concentration. Aggregation-induced emission (AIE) has been observed after gelation though conventional chromophore units not incorporated in BPH-n. The fluorescence quantum yields of xerogel are 2 orders higher than that of dilute solution. In addition, the BPH-n (n = 6, 8, 10) exhibited thermotropic hexagonal column (Col(h)) mesophase, which are stable at room temperature as revealed by differential scanning calorimetry (DSC), polarized optical microscopy (POM), and X-ray diffraction (XRD) studies.

摘要

新型含腙键的低分子量有机凝胶因子（LMOG），其端基被苯基封端，即 1,4-双[（3,4-二烷氧基苯基）腙]苯（BPH-n，n = 4,6,8,10），被设计和合成。这些有机凝胶因子具有将各种有机溶剂凝胶化的巨大能力，形成的凝胶在低至 8.7 x 10(-4) mol L(-1)（0.06 wt %）的浓度下具有低临界凝胶浓度。在低凝胶浓度下，形成的凝胶具有较高的凝胶-溶胶转变温度（T(gel)）。尽管在 BPH-n 中未掺入常规发色团单元，但凝胶化后观察到聚集诱导发射（AIE）。干凝胶的荧光量子产率比稀溶液高 2 个数量级。此外，BPH-n（n = 6,8,10）表现出热致六方柱状（Col(h））介相，这在差示扫描量热法（DSC）、偏光显微镜（POM）和 X 射线衍射（XRD）研究中揭示了它们在室温下的稳定性。