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Cationic self-assembled monolayers composed of gemini-structured sulfur compounds on gold : A new approach to control ionic functions on surfaces and chiral detection.

金上由双子结构硫化合物组成的阳离子自组装单层：一种控制表面离子功能和手性检测的新方法。

基本信息

批准号：
15310098
负责人：
TAMADA Kaoru
金额：
$ 10.05万
依托单位：
Tokyo Institute of Technology (2005-2006)National Institute of Advanced Industrial Science and Technology (2003-2004)
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (B)
财政年份：
2003
资助国家：
日本
起止时间：
2003 至 2005
项目状态：
已结题

项目摘要

Cationic self-assembled monolayers (SAMs) composed of quaternary ammonium (QA) sulfur derivatives have been synthesized to control the distance between charged head groups on gold substrates. Two molecules bearing resembling molecular structures, "gemini"-structured didodecyl dithiol (HS-gQA-SH) and didodecyl disulfide (QA-SS-QA) or dodecyl thiol (QA-SH), were utilized in this study, and the formation and structure of the SAMs were characterized by surface plasmon resonance spectroscopy (SPR), X-ray photoelectron spectroscopy (XPS), and Fourier transform infrared-reflection adsorption spectroscopy (FTIR-RAS) and Kelvin Probe method. In the HS-gQA-SH SAM, the orientation and distance between QA groups are specified by the covalent bonding with ethylene spacer, while those of the QA-SS-QA SAM and QA-SH are determined by the electric repulsion between charged head groups, that is, QA groups in the QA-SS-QA SAM and QA-SH are more randomly located, being more distant than with those in the HS-gQA-SH SAM. Contact potential difference data obtained by KP suggested the existence of much larger dipoles on HS-gQA-SH SAM compared with on QA-SH SAM as a result of higher density of the functional group.We found that L-tartaric acid (TA), a probe molecule with two carboxyl groups having the distance of an ethylene unit, exhibits a strong affinity on the HS-gQA-SH SAM. In contrast, a specific binding was little observed on the QA-SS-QA SAM and QA-SH SAM. We demonstrate the crystal growth of L-TA on TA enantiomers (L or D-TA) immobilized QA-SH SAM, and found selective crystal growth on the same chiral surfaces (L-TA on L-TA). We have also tried one-step synthesis of gold nanoparticles capped by the QA-SS-QA SAM in this study.

合成了由季铵（QA）硫衍生物组成的阳离子自组装单分子膜（SAMs），以控制金基底上带电头部基团之间的距离。两个具有相似分子结构的分子，“双子”结构的双十二烷基二硫醇（HS-gQA-SH）和双十二烷基二硫化物采用表面等离子体共振谱（SPR）、X射线光电子能谱（XPS）、傅里叶变换红外反射吸收光谱法（FTIR-RAS）和开尔文探针法。在HS-gQA-SH SAM中，QA基团之间的取向和距离由与乙烯间隔基的共价键合指定，而QA-SS-QA SAM和QA-SH的取向和距离由带电头部基团之间的电排斥决定，即，QA-SS-QA SAM和QA-SH中的QA基团更随机地定位，比HS-gQA-SH SAM中的QA基团更远。KP法测得的接触电位差数据表明，HS-gQA-SH SAM上的偶极比QA-SH SAM上的偶极大得多，这是由于HS-gQA-SH SAM上的官能团密度较高所致。相反，在QA-SS-QA SAM和QA-SH SAM上几乎没有观察到特异性结合。我们证明了L-TA在TA对映体（L或D-TA）固定的QA-SH SAM上的晶体生长，并发现在相同的手性表面（L-TA对L-TA）上的选择性晶体生长。在本研究中，我们还尝试了一步合成由QA-SS-QA SAM包覆的金纳米颗粒。