Room Temperature Synthesis of a Covalent Monolayer Sheet at Air/Water Interface Using a Shape-Persistent Photoreactive Amphiphilic Monomer

被引：32

作者：

Chen, Yougen ^{[1
]}

Li, Ming ^{[1
]}

Payamyar, Payam ^{[1
]}

Zheng, Zhikun ^{[1
]}

Sakamoto, Junji ^{[1
]}

Schlueter, A. Dieter ^{[1
]}

机构：

[1] ETH, Swiss Fed Inst Technol, Dept Mat, Polymer Chem Lab, CH-8093 Zurich, Switzerland

来源：

ACS MACRO LETTERS | 2014年 / 3卷 / 02期

关键词：

1,8-DIAZAANTHRACENE UNITS; 2-DIMENSIONAL POLYMERS; ORGANOMETALLIC SHEETS; POROUS GRAPHENE; PHOTODIMERIZATION; POLYMERIZATION; MULTILAYERS; ANTHRACENES; CHEMISTRY; ADHESION;

D O I：

10.1021/mz400597k

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

The shape-persistent monomer 3 with its three 1,8-diazaanthracene (DAA) units is spread and compressed at the air/water interface and the layer then converted into a 1.5 nm thick covalent monolayer sheet by photoirradiation under ambient conditions. The sheet obtained under these extremely mild conditions is mechanically stable to carry its own weight when spanned over TEM grids. While its molecular structure cannot be given yet with certainty, it is likely to be the result of [4 + 4]-cycloaddition dimerizations between the DAA units of neighboring monomers. Evidence is based on the wavelength of the monomer fluorescence emission, the kinetics of this emission's intensity decay with irradiation time, and the mechanical sheet stability that suggests a surpassing of percolation threshold. Finally, the thermal stability of the sheet is investigated.

引用

页码：153 / 158

页数：6

共 60 条

[31] Creating Favorable Geometries for Directing Organic Photoreactions in Alkanethiolate Monolayers [J].

Kim, Moonhee ;

Hohman, J. Nathan ;

Cao, Yang ;

Houk, Kendall N. ;

Ma, Hong ;

Jen, Alex K. -Y. ;

Weiss, Paul S. .

SCIENCE, 2011, 331 (6022) :1312-1315

[32] A two-dimensional polymer prepared by organic synthesis [J].

Kissel, Patrick ;

Erni, Rolf ;

Schweizer, W. Bernd ;

Rossell, Marta D. ;

King, Benjamin T. ;

Bauer, Thomas ;

Goetzinger, Stephan ;

Schlueter, A. Dieter ;

Sakamoto, Junji .

NATURE CHEMISTRY, 2012, 4 (04) :287-291

[33] NEW HETEROCYCLIC-COMPOUNDS DERIVED FROM DIETHYL 2,5-DIOXO-1,4-CYCLOHEXANEDICARBOXYLATE AND 2-AMINOBENZOPHENONE [J].

KITAHARA, K ;

NISHI, H .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (04) :1063-1065

[34] Highly Adaptable Two-Dimensional Metal-Organic Coordination Networks on Metal Surfaces [J].

Kley, Christopher S. ;

Cechal, Jan ;

Kumagai, Takashi ;

Schramm, Frank ;

Ruben, Mario ;

Stepanow, Sebastian ;

Kern, Klaus .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (14) :6072-6075

[35]

Koenig SP, 2011, NAT NANOTECHNOL, V6, P543, DOI [10.1038/NNANO.2011.123, 10.1038/nnano.2011.123]

[36]

Lafferentz L, 2012, NAT CHEM, V4, P215, DOI [10.1038/NCHEM.1242, 10.1038/nchem.1242]

[37] Synthesis of Shape-Persistent Macrocycles with Three 1,8-Diazaanthracene Units and Their Packing in the Single Crystal [J].

Li, Ming ;

Klaerner, Frank-Gerrit ;

Sakamoto, Junji ;

Schlueter, A. Dieter .

CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (40) :13348-13354

[38] Solid-State Photopolymerization of a Shape-Persistent Macrocycle with Two 1,8-Diazaanthracene Units in a Single Crystal [J].

Li, Ming ;

Schlueter, A. Dieter ;

Sakamoto, Junji .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (28) :11721-11725

[39] Operation of Graphene Transistors at Gigahertz Frequencies [J].

Lin, Yu-Ming ;

Jenkins, Keith A. ;

Valdes-Garcia, Alberto ;

Small, Joshua P. ;

Farmer, Damon B. ;

Avouris, Phaedon .

NANO LETTERS, 2009, 9 (01) :422-426

[40]

Lopez-Sanchez O, 2013, NAT NANOTECHNOL, V8, P497, DOI [10.1038/NNANO.2013.100, 10.1038/nnano.2013.100]

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