Tetrapodal Diazatriptycene Enforces Orthogonal Orientation in Self-Assembled Monolayers
Tetrapodal Diazatriptycene Enforces Orthogonal Orientation in Self-Assembled Monolayers
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DOI：
10.1021/acsami.9b16062
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发表时间：
2020-02-05
影响因子：
9.5
通讯作者：
Muellen, Klaus
中科院分区：
文献类型：
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作者：
Benneckendorf, Frank S.;Rohnacher, Valentina;Muellen, Klaus
构象刚性的多足分子应该控制功能性头部基团在固体载体上自组装时的取向和堆积密度。普通三脚架在这方面经常失败，因为不均匀的粘合配置和随机取向。这些问题是规避了一个合适的四足diazatriptycene部分，轴承四个硫醇锚定基团，如本研究所示。这样的分子在Au（111）基底上形成良好限定的自组装单层（SAM），由此四足支架强制末端头部基团相对于基底几乎直立取向，其中四个锚定基团中的至少三个提供与表面的硫醇盐样共价连接。通过缩合化学的官能化允许将各种各样的官能头部基团引入到四脚体中，为先进的表面工程和传感器制造铺平了道路。
Conformationally rigid multipodal molecules should control the orientation and packing density of functional head groups upon self-assembly on solid supports. Common tripods frequently fail in this regard because of inhomogeneous bonding configuration and stochastic orientation. These issues are circumvented by a suitable tetrapodal diazatriptycene moiety, bearing four thiol-anchoring groups, as demonstrated in the present study. Such molecules form well-defined self-assembled monolayers (SAMs) on Au(111) substrates, whereby the tetrapodal scaffold enforces a nearly upright orientation of the terminal head group with respect to the substrate, with at least three of the four anchoring groups providing thiolate-like covalent attachment to the surface. Functionalization by condensation chemistry allows a large variety of functional head groups to be introduced to the tetrapod, paving the path toward advanced surface engineering and sensor fabrication.