Scanning Tunneling Microscopy Investigation of Two-Dimensional Polymorphism of Structural Isomers

Scanning Tunneling Microscopy Investigation of Two-Dimensional Polymorphism of Structural Isomers
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DOI:
10.1021/acs.jpcc.8b08221
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发表时间:
2018-10
期刊:
The Journal of Physical Chemistry C
影响因子:
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通讯作者:
Angela Silski;Jacob P. Petersen;Ryan D. Brown;S. Corcelli;S. Kandel
Angela Silski;Jacob P. Petersen;Ryan D. Brown;S. Corcelli;S. Kandel
中科院分区:
其他
文献类型:
--
作者:
Angela Silski;Jacob P. Petersen;Ryan D. Brown;S. Corcelli;S. Kandel

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两对结构异构体的单分子膜沉积在Au(111)上,并在真空中用扫描隧道显微镜观察。我们观察到专门的环状五聚体的靛红(1H-吲哚-2,3-二酮),而其结构异构体,邻苯二甲酰亚胺(异吲哚-1,3-二酮),自组装主要成紧密堆积的阵列,交替的结构,包括动力学锁定的无序簇和四聚体网络。去除邻苯二甲酰亚胺NH基团并将其替换为CH 2基团产生1,3-茚二酮,尽管失去了氢键供体位点,但其自组装成类似的结构:紧密堆积区域和四聚体网络。靛红的等效类似物1,2-茚满二酮不形成五聚体,而是仅形成紧密堆积区域和无序区域。通过反复改变化学结构,我们证明了化学结构对所得二维自组装的影响。
Monolayers of two pairs of structural isomers were deposited on Au(111) and observed via scanning tunneling microscopy in ultrahigh vacuum. We observe exclusively cyclic pentamers of isatin (1H-indole-2,3-dione), whereas its structural isomer, phthalimide (isoindole-1,3-dione), self-assembles primarily into close-packed arrays, with alternate structures that include kinetically locked disordered clusters and tetramer networks. Removal of the phthalimide NH group and its replacement with a CH2 group produces 1,3-indandione, which, despite the loss of the hydrogen-bond donor site, self-assembles into similar structures: close-packed areas and tetramer networks. The equivalent analog for isatin, 1,2-indandione, does not form pentamers and instead forms only close-packed areas and disordered regions. By iteratively altering the chemical structure, we demonstrate the influence that the chemical structure has on the resulting two-dimensional self-assembly.