Well-Defined Amphiphilic C60-PEG Conjugates: Water-Soluble and Thermoresponsive Materials

被引:16
作者
Aroua, Safwan [1 ]
Tiu, Elisha Gabrielle V. [1 ]
Ishikawa, Takashi [2 ]
Yamakoshi, Yoko [1 ]
机构
[1] Swiss Fed Inst Technol, Lab Organ Chem, Vladimir Prelog Weg 3, CH-8093 Zurich, Switzerland
[2] Paul Scherrer Inst, CH-5232 Villigen, Switzerland
基金
瑞士国家科学基金会; 日本科学技术振兴机构;
关键词
Water-soluble fullerenes; Amphiphilic molecule; Monodispersity; Thermoresponsivity; Micelle-type formation; MRI CONTRAST AGENTS; FULLERENE DERIVATIVES; FUNCTIONALIZED FULLERENES; BIOLOGICAL APPLICATIONS; PHOTODYNAMIC THERAPY; AQUEOUS-SOLUTION; CARBOXYLIC-ACID; SUGAR BALLS; CHEMISTRY; CHAINS;
D O I
10.1002/hlca.201600171
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
For the preparation of well-defined H2O-soluble C-60 polymers, several C-60-PEG conjugates were prepared from a C-60 biscarboxylic acid derivative and monodisperse NH2-PEGs (NH2-EG(n), n=4-36) via amide conjugation. When the relatively long PEGs (EG(n), n12) were employed, the C-60-PEG conjugates became completely H2O-soluble by forming micelle-like structure shown by the data of surface tension, DLS, and cryo-TEM. Interestingly, these H2O-soluble C-60-PEG conjugates (C-60(EG(n))(2), n=12-36) showed reversible thermoresponse to form larger aggregates (ca. 1m by DLS) at higher temperatures. The temperature for the aggregation was related to the lengths of PEGs attached to C-60; 29 degrees C (C-60(EG(n))(2), n=12), 51 degrees C (n=20), and 72 degrees C (n=36). This thermoresponse was speculated to occur by dehydration of well-organized PEG chains in the micelle-type structure of monodisperse C-60-PEG caused by gauche-to-anti conformational change of PEG anchors. This thermoresponse of well-defined amphiphilic C-60-PEG conjugates indicates potential applications in areas such as temperature sensors and thermoresponsive materials.
引用
收藏
页码:805 / 813
页数:9
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