Polymeric Self-Assembled Monolayers. 2. Synthesis and Characterization of Self-Assembled Polydiacetylene Mono- and Multilayers

Kim, Taisun; Crooks, Richard M.; Tsen, Maoee; Sun, Li

doi:10.1021/ja00119a010

Cited by 122 publications

(137 citation statements)

References 1 publication

Supporting

Mentioning

126

Contrasting

Order By: Relevance

“…Extended tetrathiafulvalene (TTF) analogs have been widely developed in view of increasing the dimensionality of the corresponding conducting materials. [7] However, from a different viewpoint, one can envision taking advantage of the strong p-donor properties of the 1,4-dithiafulvenyl (DTF) group to alter the electronic properties of ex- …”

Section: Methodsmentioning

confidence: 99%

Surface-Confined Nanoparticles as Substrates for Photopolymerizable Self-Assembled Monolayers

Menzel¹,

Mowery

Cai

et al. 1999

Adv. Mater.

View full text Add to dashboard Cite

Section: Methodsmentioning

confidence: 99%

Surface-Confined Nanoparticles as Substrates for Photopolymerizable Self-Assembled Monolayers

Menzel¹,

Mowery

Cai

et al. 1999

Adv. Mater.

View full text Add to dashboard Cite

“…[140][141][142][143][144][145][146][147] Of these methods, controlled radical polymerization of vinyl monomers affords a diverse array of methods to prepare new functional surfaces. These include atom transfer radical polymerizations ͑ATRPs͒ from alkyl halides, [148][149][150][151] nitroxide-mediated polymerizations ͑NMPs͒, 151 and reversible addition-fragmentation chain transfer polymerizations from benzyl N , N-diethyldithiocarbamates. 152,153 ATRP is a particularly attractive approach for the preparation of polymer brushes.…”

Section: Fa8 Raynor Et Al: Controlling Cell Adhesion To Biomaterialsmentioning

confidence: 99%

Polymer brushes and self-assembled monolayers: Versatile platforms to control cell adhesion to biomaterials (Review)

et al. 2009

View full text Add to dashboard Cite

This review focuses on the surface modification of substrates with self-assembled monolayers (SAMs) and polymer brushes to tailor interactions with biological systems and to thereby enhance their performance in bioapplications. Surface modification of biomedical implants promotes improved biocompatibility and enhanced implant integration with the host. While SAMs of alkanethiols on gold substrates successfully prevent nonspecific protein adsorption in vitro and can further be modified to tether ligands to control in vitro cell adhesion, extracellular matrix assembly, and cellular differentiation, this model system suffers from lack of stability in vivo. To overcome this limitation, highly tuned polymer brushes have been used as more robust coatings on a greater variety of biologically relevant substrates, including titanium, the current orthopedic clinical standard. In order to improve implant-bone integration, the authors modified titanium implants with a robust SAM on which surface-initiated atom transfer radical polymerization was performed, yielding oligo(ethylene glycol) methacrylate brushes. These brushes afforded the ability to tether bioactive ligands, which effectively promoted bone cell differentiation in vitro and supported significantly better in vivo functional implant integration.

show abstract

“…[15][16][17][18] During electron irradiation, carbon-hydrogen bonds are cleaved initially, followed by formation of carbon-carbon crosslinks between the aromatic units. Near-edge X-ray absorption fine structure spectroscopy (NEXAFS) [15,19,20] and infrared reflection absorption spectroscopy (IRRAS) [16] both indicate lower molecular order and reduced aromaticity of the crosslinked films.Other examples of crosslinked monolayers that have been previously reported include polymeric SAMs containing polydiacetylene units [21] and polymerized Langmuir-Blodgett films.[22] SAMs containing only aliphatic chains, such as alkanethiols on gold, are not crosslinked by electron irradiation but undergo C-C-and C-H-bond cleavage and desorption at low electron doses.[23]We now show that crosslinked aromatic SAMs can be released from the substrate by selective cleavage of the anchorgroup-substrate bond or by dissolution of the substrate. SAMs of 1,1′-biphenyl-4-thiol (Ia, see Fig.…”

mentioning

confidence: 99%

Freestanding Nanosheets from Crosslinked Biphenyl Self‐Assembled Monolayers

et al. 2005

View full text Add to dashboard Cite

occurring at ca. +1.20 V versus FeCp +/0 2 as well as reductions at potentials similar to those in our study (see (a) below). The HOMO level for perylene diimides can then be estimated as ca. 6.3 eV using E 1/2 (TPD +/0 ) -E 1/2 (PDI +/0 ) = E HOMO (TPD) -E HOMO (PDI),with E 1/2 (TPD +/0 ) = +0.26 V versus FeCp +/0 2 in CH 2 Cl 2 (see (b) below) and a value of 5.4 eV (from UV-PES; see (c) below) for E HOMO (TPD (s) Preparation and manipulation of supramolecular objects with nanometer dimensions in several of the three spatial directions are prominent goals of modern nanotechnology. [1] To date, nanosized objects, such as nanospheres, [2] nanowires, [3] or nanobelts [4] have been prepared from various materials, such as metals, ceramics, or organic polymers. Carbon nanotubes are another well-known example of supramolecular objects with one mesoscopically extended dimension and two others confined to the nanometer length scale.[5] Two-dimensionally extended nanomaterials have been prepared, e.g., from polyelectrolyte multilayers, with a thickness between 10 and 15 nm.[6] Similar freestanding polymeric membranes with thicknesses in the range of several tens of nanometers capable of spanning micrometerwide pores have been prepared from Langmuir-Blodgett monolayers of crosslinked polyisoprene, [7] from triblock copolymers, [8] and most recently from nanocomposite membranes of polyelectrolytes with embedded gold nanoparticles.[9] Extremely flat and two-dimensionally extended objects have been termed "nanosheets" and prepared, for example, by exfoliation of layered inorganic materials, with a thickness down to 1 nm and lateral dimensions up to 100 lm. [10,11] In this communication, we show the controlled preparation of individual, freestanding nanosheets with the thickness of a single biphenyl molecule. These nanosheets can span holes in the size range of several tens of micrometers. They can be prepared by electron-induced crosslinking of self-assembled monolayers and subsequent release of the material from its substrate. Self-assembled monolayers (SAMs) are highly ordered organic molecular aggregates chemisorbed on a surface with a thickness of a single molecule, i.e., in the range of a few nanometers. [12][13][14] SAMs containing aromatic bi-or terphenyl units can be laterally crosslinked by electron irradiation and are effective resist materials for nanopatterning. [15][16][17][18] During electron irradiation, carbon-hydrogen bonds are cleaved initially, followed by formation of carbon-carbon crosslinks between the aromatic units. Near-edge X-ray absorption fine structure spectroscopy (NEXAFS) [15,19,20] and infrared reflection absorption spectroscopy (IRRAS) [16] both indicate lower molecular order and reduced aromaticity of the crosslinked films.Other examples of crosslinked monolayers that have been previously reported include polymeric SAMs containing polydiacetylene units [21] and polymerized Langmuir-Blodgett films.[22] SAMs containing only aliphatic chains, such as alkanethiols on gold, are not crosslinked ...

show abstract

Polymeric Self-Assembled Monolayers. 2. Synthesis and Characterization of Self-Assembled Polydiacetylene Mono- and Multilayers

Cited by 122 publications

References 1 publication

Surface-Confined Nanoparticles as Substrates for Photopolymerizable Self-Assembled Monolayers

Surface-Confined Nanoparticles as Substrates for Photopolymerizable Self-Assembled Monolayers

Polymer brushes and self-assembled monolayers: Versatile platforms to control cell adhesion to biomaterials (Review)

Freestanding Nanosheets from Crosslinked Biphenyl Self‐Assembled Monolayers

Contact Info

Product

Resources

About