π-Conjugated polymer-layered structures: synthesis and self-assembly

Tsuji, Yuichi; Morisaki, Yasuhiro; Chujo, Yoshiki

doi:10.1038/pj.2016.89

Cited by 11 publications

(8 citation statements)

References 55 publications

(50 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Conjugated polymers are a class of organic frameworks that are widely used in an extensive range of electronic applications, thanks to their promising optical and electronic properties. 1 These polymers offer an excellent alternative to inorganic materials since they are moderately low-cost. 2 For these reasons, conjugated polymers have found remarkable applications in devices such as organic photovoltaics (OPV), organic light-emitting diodes (OLED), organic field-effect transistors (OFET) and a variety of sensors.…”

Section: Introductionmentioning

confidence: 99%

Multi-replica biased sampling for photoswitchable π-conjugated polymers

Fortino

Cozza

Bonomi

et al. 2021

The Journal of Chemical Physics

View full text Add to dashboard Cite

In recent years, conjugated polymers are attracting considerable interest in view of their lightdependent torsional reorganization around the p-conjugated backbone, which determines peculiar light-emitting properties. Motivated by the interest in designing conjugated polymers with tunable photoisomerization pathways, we devised a computational framework to enhance the sampling of the polymer conformational space and at the same time estimate ground to excited-state free-energy differences. This scheme is based on a combination of Hamiltonian Replica Exchange (REM), Parallel Bias metadynamics, and free-energy perturbation theory. In our scheme, each REM replica samples different intermediate states connecting the ground to the first two excited states, which are characterized by TD-DFT simulations at the B3LYP/6-31G* level of theory. We applied the method on a 5-mer of poly(9,9-dioctylfluoren-2,7-diyl) and compared the results with the emission energies measured experimentally, showing a quantitative agreement with the prediction provided by our simulation framework.

show abstract

Section: Introductionmentioning

confidence: 99%

Multi-replica biased sampling for photoswitchable π-conjugated polymers

Fortino

Cozza

Bonomi

et al. 2021

The Journal of Chemical Physics

View full text Add to dashboard Cite

show abstract

“…On the other hand, hydrophobic units in amphiphiles tend to microphase separate due to hydrophobic interactions . This structural concept can be further combined with assembly mechanisms relying on electrostatic forces, π–π stacking interactions, hydrogen bonding and Van der Waals interactions. Hence, DNA amphiphiles have the ability to self‐assemble into predictable morphologies ( Figure ), such as spherical micelles, rods, vesicles, and bilayers .…”

Section: Nanoscale Assemblies From Dna Amphiphilesmentioning

confidence: 99%

DNA Nanotechnology Enters Cell Membranes

Huo

Boersma

et al. 2019

Advanced Science

View full text Add to dashboard Cite

DNA is more than a carrier of genetic information: It is a highly versatile structural motif for the assembly of nanostructures, giving rise to a wide range of functionalities. In this regard, the structure programmability is the main advantage of DNA over peptides, proteins, and small molecules. DNA amphiphiles, in which DNA is covalently bound to synthetic hydrophobic moieties, allow interactions of DNA nanostructures with artificial lipid bilayers and cell membranes. These structures have seen rapid growth with great potential for medical applications. In this Review, the current state of the art of the synthesis of DNA amphiphiles and their assembly into nanostructures are first summarized. Next, an overview on the interaction of these DNA amphiphiles with membranes is provided, detailing on the driving forces and the stability of the interaction. Moreover, the interaction with cell surfaces in respect to therapeutics, biological sensing, and cell membrane engineering is highlighted. Finally, the challenges and an outlook on this promising class of DNA hybrid materials are discussed.

show abstract

“…Morisaki and Chujo synthesized polythiophene and polyfluorene with boronic acid at one end by means of Suzuki-Miyaura CTCP of the corresponding monomers with a diaminonaphthalene (DAN)-protected phenyl boronic acid Pd initiator, followed by removal of the DAN group. 12 It occurred to us that conjugated polymer with boronate at one end might be easily obtained by Suzuki-Miyaura CTCP of AB-type monomer with a Pd(0) initiator instead of an ArPdBr initiator; the C Br bond of the monomer is expected to undergo oxidative addition and to bring about CTCP (Scheme 1). Since we anticipated that the boronate-end polymer would show coupling in a step-growth polymerization manner in the final stage, when the monomer concentration is decreased, we conducted the polymerization with Pd(0) in the presence of a chain terminator boronate reagent (Atropos polymerization: Kohsaka and Kitayama have proposed this polymerization protocol and defined it as a living polymerization in the presence of terminator, leading to control of molecular weight and end structures by means of complete monomer consumption and the subsequent termination 13,14 ).…”

mentioning

confidence: 99%

Synthesis of molecular‐weight‐controlled polyfluorene with boronate at one end

Tokita

Sugawara

Awayama

et al. 2019

J. Polym. Sci. Part A: Polym. Chem.

View full text Add to dashboard Cite

We investigated the synthesis of polyfluorene with a pinacol boronate (PinB) moiety at one end and with controlled molecular weight by means of Suzuki–Miyaura coupling polymerization of pinacol (7‐bromo‐9,9‐dioctyl‐9H‐fluoren‐2‐yl)boronate (1) with a palladium(0) precatalyst in the presence of pinacol 4‐trifluoromethylphenylboronate (2) as a chain terminator and CsF/18‐crown‐6 as a base. When we used AmPhos Pd G2, which has a propensity for intramolecular catalyst transfer on a π‐electron face, polyfluorene with the PinB moiety at one end and PhCF3 (derived from 2) at the other end was obtained, and the molecular weight increased in proportion to the feed ratio of [1]0/[catalyst]0, though the molecular weight distribution was broad. Since the molecular weight also linearly increased with respect to the conversion of 1 until the middle stage of polymerization, the polymerization appears to involve chain‐growth polymerization through intramolecular catalyst transfer from the Pd catalyst inserted into the CBr bond of 1. The broad molecular weight distribution might be mainly due to slow initiation and slow termination with 2, rather than polymer–polymer coupling. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 2498–2504

show abstract

π-Conjugated polymer-layered structures: synthesis and self-assembly

Cited by 11 publications

References 55 publications

Multi-replica biased sampling for photoswitchable π-conjugated polymers

Multi-replica biased sampling for photoswitchable π-conjugated polymers

DNA Nanotechnology Enters Cell Membranes

Synthesis of molecular‐weight‐controlled polyfluorene with boronate at one end

Contact Info

Product

Resources

About