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Approaching Two‐Dimensional Copolymers: Photoirradiation of Anthracene‐ and Diaza‐Anthracene‐Bearing Monomers in Langmuir Monolayers
Author(s) -
Payamyar Payam,
Servalli Marco,
Hungerland Tim,
Schütz Andri P.,
Zheng Zhikun,
Borgschulte Andreas,
Schlüter A. Dieter
Publication year - 2015
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201400569
Subject(s) - anthracene , copolymer , monomer , monolayer , covalent bond , polymer chemistry , x ray photoelectron spectroscopy , materials science , amphiphile , photochemistry , chemistry , polymer , chemical engineering , organic chemistry , nanotechnology , composite material , engineering
By using structurally similar amphiphilic monomers, it is shown that compressed monolayers of varying amounts of such monomers at the air/water interface can be converted by photoirradiation into the corresponding covalently connected monolayer sheets. Since one of the monomers carries three anthracene units and the other three 1,8‐diaza‐anthracene units, the growth reaction is proposed to take place through photochemically achieved [4+4]‐cycloaddition between pairs of these units that are co‐facially (face‐to‐face) arranged, to furnish the corresponding covalent dimers. While evidence for both homodimers is amply available, the existence of the heterodimer needs to be established with the help of a model reaction to support the conceptual aspect of this work, copolymerization in two dimensions. The sheet copolymers exhibit substantial robustness in that they can be spanned over 20 × 20 μm 2 ‐sized holes without rupturing under their own weight. X‐ray photoelectron spectroscopy (XPS) studies reveal that the monomers are incorporated into the sheet copolymers according to feed. These results establish existence of the first covalent sheet copolymer, which is considered a step ahead towards novel 2D materials.