A Two-Dimensional Polymer from the Anthracene Dimer and Triptycene Motifs

Bhola, Radha; Payamyar, Payam; Murray, Daniel J.; Kumar, B. Santhosh; Teator, Aaron J.; Schmidt, Martin; Hammer, Sonja M.; Saha, Animesh; Sakamoto, Junji; Schlüter, A. Dieter; King, Benjamin T.

doi:10.1021/ja404351p

Cited by 187 publications

(147 citation statements)

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“…[ 22,23 ] Sub sequent exfoliation produced individual monolayers coined as 2DPs. [ 2,[24][25][26] Aiming at discovering general strategies for the synthesis of 2DPs, metal-organic monolayer sheets synthesized at the air/ water interface were also reported, which can be spanned over 20 μ m × 20 μ m-sized holes. [ 27 ] While their internal structure still awaits elucidation, the considerable mechanical stability refl ected by this spanning behavior indicates at least a Figure 1.…”

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confidence: 99%

Synthesis of a Covalent Monolayer Sheet by Photochemical Anthracene Dimerization at the Air/Water Interface and its Mechanical Characterization by AFM Indentation

et al. 2013

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Synthesis of a Covalent Monolayer Sheet by Photochemical Anthracene Dimerization at the Air/Water Interface and its Mechanical Characterization by AFM Indentation

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“…The direct synthesis of organic 2D nanomaterials from solution overcomes some of these limitations, and several elegant approaches have been recently reported. 4,8,[12][13][14] This approach typically uses rigid, symmetric, small-molecule building blocks bearing multiple reactive groups that can combine to form 2D periodic networks bound covalently or non-covalently. This provides a flexible route to surface-functionalized 2D nanomaterials.…”

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Structure-Determining Step in the Hierarchical Assembly of Peptoid Nanosheets

et al. 2014

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Organic two-dimensional nanomaterials are of growing importance, yet few general synthetic methods exist to produce them in high yields and to precisely functionalize them. We previously developed an efficient hierarchical supramolecular assembly route to peptoid bilayer nanosheets, where the organization of biomimetic polymer sequences is catalyzed by an air-water interface. Here we determine at which stages of assembly the nanoscale and atomic-scale order appear. We used X-ray scattering, grazing incidence X-ray scattering at the air-water interface, electron diffraction, and a recently developed computational coarse-grained peptoid model to probe the molecular ordering at various stages of assembly. We found that lateral packing and organization of the chains occurs during the formation of a peptoid monolayer, prior to its collapse into a bilayer. Identifying the structure-determining step enables strategies to influence nanosheet order, to predict and optimize production yields, and to further engineer this class of material. More generally, our results provide a guide for using fluid interfaces to catalytically assemble 2D nanomaterials.

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“…PGMA is well known to react with amines and has been used to immobilize biomolecules, such as DNAs, proteins and enzymes. 8,32 Here, we transferred PGMA@G onto PET. Then, arrays of 5 0 -amino-modified, 3 0 -TET-labeled singlestrand DNA oligonucleotides were inkjet-printed onto PGMA@G followed by overnight incubation, in which 3 0 -TET-labeled singlestrand DNA oligonucleotides was covalently bonded to the PGMA brushes through the ring-opening reaction of epoxy groups (Figure 5a).…”

Section: Polymer@graphene 2d Objects T Gao Et Almentioning

confidence: 99%

“…These remarkable phenomena have recently attracted research interest in 2D organic materials, including 2D polymers [7][8][9][10] and quasi-2D polymers. [11][12][13][14][15] The focus has mainly been on their chemical and biological properties and their applications as separation membranes, smart surfaces and sensors, and for catalysis and drug delivery.…”

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Transferable, transparent and functional polymer@graphene 2D objects

Gao

Liu

et al. 2014

NPG Asia Mater

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Compared with inorganic two-dimensional (2D) materials, such as graphene and transition metal dichalcogenides, organic 2D materials are believed to possess more interesting chemical and biological properties for certain applications, such as separation membranes, smart surfaces, sensors, catalysis and drug delivery. However, the study of organic 2D materials is largely hindered because of the lack of effective methods to produce them. This paper presents a new type of organic 2D material, namely 'polymer@graphene 2D objects', that can be synthesized via a simple and scalable chemistry. Polymer@graphene 2D objects are made of functional polymer brushes that tether one end of the polymer chain on the surface of graphene sheets via non-covalent p-p stacking interactions. These materials are transparent, freestanding, lightweight, flexible, transferable to various substrates with good stability and are patternable into different structures. Their functionality can be tailored by changing the polymer brushes that are immobilized. In this paper, we demonstrate the applications of these 2D objects in the smart control of surface wettability and DNA biosensors. INTRODUCTION Two-dimensional (2D) inorganic materials including graphene 1-3 and various transition metal dichalcogenides 4-6 have received tremendous attention in the past decade because of their unique properties and wide applications in optics and electronics. These remarkable phenomena have recently attracted research interest in 2D organic materials, including 2D polymers 7-10 and quasi-2D polymers. [11][12][13][14][15] The focus has mainly been on their chemical and biological properties and their applications as separation membranes, smart surfaces and sensors, and for catalysis and drug delivery. However, the 2D polymers reported to date are only limited to very specific building blocks and microscale sizes because of the lack of robust methods to produce them. On the other hand, the preparation of quasi-2D polymers either requires the undesirable crosslinking of the materials, using expensive and opaque novel metal supports, or high-energy electron beams. 16,17 Therefore, the investigation of the fundamental properties as well as practical applications of these organic 2D materials have remained largely hindered.In this paper, we report the development of a new type of functional organic 2D material, namely 'polymer@graphene 2D objects' , which are prepared in a cost-effective and high-throughput manner. Polymer@graphene 2D objects are made of functional

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A Two-Dimensional Polymer from the Anthracene Dimer and Triptycene Motifs

Cited by 187 publications

References 45 publications

Synthesis of a Covalent Monolayer Sheet by Photochemical Anthracene Dimerization at the Air/Water Interface and its Mechanical Characterization by AFM Indentation

Synthesis of a Covalent Monolayer Sheet by Photochemical Anthracene Dimerization at the Air/Water Interface and its Mechanical Characterization by AFM Indentation

Structure-Determining Step in the Hierarchical Assembly of Peptoid Nanosheets

Transferable, transparent and functional polymer@graphene 2D objects

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