Synthesis and Solution Processing of a Hydrogen-Bonded Ladder Polymer

Zou, Yang; Ji, Xiaozhou; Cai, Jinming; Yuan, Tianyu; Stanton, Daniel J.; Lin, Yan‐Ru; Naraghi, Mohammad; Fang, Lei

doi:10.1016/j.chempr.2016.12.008

Cited by 56 publications

(77 citation statements)

References 76 publications

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“…The thiophene-pyrrole-based LHAs showed that the absorption maxima is redshifted from 298 nm for SN3 (19) to 436 nm for SN10 (27) (Figure 5). 48 The molar extinction coefficient increases with increasing conjugation length.…”

Section: Physical Properties Dependent On Conjugation Lengthmentioning

confidence: 99%

“…[15][16][17] The insolubility of ladder-type polymers prevents detailed structural characterization and hence understanding of their physical properties. 18,19 To overcome these problems and obtain new ladder structures, the development of efficient and versatile synthetic strategies is needed so that the potential for the ladder molecules and polymers can be fully explored. 20 Actually, very few synthetic strategies toward…”

Section: Introductionmentioning

confidence: 99%

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Exploration of Syntheses and Functions of Higher Ladder-type π-Conjugated Heteroacenes

Cai

Awais

Zhang

et al. 2018

Chem

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Ladder-type heteroacenes with well-defined structures and highly planar and delocalized p-electrons are an important class of materials for potential applications in organic electronics. The incorporation of heteroatoms into the ladder backbone allows for tuning optical-electronic properties and crystal structures in the solid state. Significant progress in synthesis and physical studies of a number of fascinating ladder molecules has been achieved. This review discusses progression in synthetic methods, structural characterization, and applications of ladder-type heteroacenes.

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Section: Physical Properties Dependent On Conjugation Lengthmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Exploration of Syntheses and Functions of Higher Ladder-type π-Conjugated Heteroacenes

Cai

Awais

Zhang

et al. 2018

Chem

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“…The hydrogen nuclear magnetic resonance ( 1 H NMR) titration experiments indicated that this dipeptide has a strong and differential binding affinity for Neu5Ac, Gal, GlcNAc, Man or Glc. Then, L-Asp-L-Phe was grafted onto a branched polyethyleneimine (PEI) main chain (average molecular weight of 10 000 Da) with a grafting ratio of~6% to construct a smart polymeric network, 27 and more details of the synthetic process are displayed in Supplementary Scheme 1. A quartz crystal microbalance with a dissipation monitoring (QCM-D) experiment and corresponding surface stiffness analysis demonstrated that the prepared PEI-g-LAsp-L-Phe (abbreviated PEI-g-DF) thin film displayed satisfactory chemoselectivity for three glucose homologs that only differ in the stereo-orientation of a hydroxyl as well as remarkable adsorption with Neu5Ac, Gal and GlcNAc, which further facilitated the highly selective adsorption of the sialyllactose linkage isomers 28 (that is, core fragments of the sialo-complex-type glycans) and N-linked disialylated bi-antennary glycan (that is, the real glycan appended to a glycopeptide).…”

Section: Introductionmentioning

confidence: 99%

A biomimetic design for a sialylated, glycan-specific smart polymer

Chen

Wang

et al. 2018

NPG Asia Mater

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Increasing evidence has indicated that glycans and their interactions with glycan-specific binding proteins have crucial roles in most physiological processes. One emerging topic in biomaterials is the construction of smart materials capable of recognizing and responding to these valuable glycans. However, because of the complicated compositions and structures as well as the low abundances and microheterogeneity of glycans, developing glycan-responsive materials with a high sensitivity and specificity is a long-term, challenging goal. Here, we report a biomimetic polymer capable of capturing and discriminating sialo-complex-type glycans with the core Neu5Ac-Gal-GlcNAc-Man sequence, which is one of the most effective biomarkers for cancer detection. As an optimized dipeptide, L-Asp-L-Phe has a strong but differential binding affinity for N-acetyl-neuraminic acid (Neu5Ac), N-acetyl-glucosamine (GlcNAc), galactose (Gal), and mannose (Man), which are the core construction units of sialylated glycans. In addition, the L-Asp-L-Phe-grafted polyethyleneimine film displays remarkable adsorption behavior for the model sialylated glycans and can discriminate their linkage isomers, which is accompanied by significant changes in the surface morphology and stiffness. These features facilitate the highly selective capture of sialylated glycopeptides from complex protein samples using PEI-g-L-Asp-L-Phe-modified mSiO 2 @SiO 2 @Fe 3 O 4 core-shell microspheres. The mechanism analysis demonstrates that the favorable polymeric spatial structures and multiple synergetic hydrogen-bonding interactions among the dipeptides and glycan are the main driving forces, indicating a clear direction for designing glycan-specific biomaterials.

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“…[20] As a continuing effort to explore the utility of this synthesis, herein, we report the design and synthesis of a conjugated copolymer consisting of aniline and fluorene repeating unit (poly(aniline-co-fluorene), PAF) that exhibits a high doping level, multi-electron transfer, and excellent solution processability, enabling the formation of thick (>50 µm)…”

mentioning

confidence: 99%

Scalable Synthesis and Multi‐Electron Transfer of Aniline/Fluorene Copolymer for Solution‐Processable Battery Cathodes

Zou

Wang

et al. 2017

Macromol. Rapid Commun.

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In this study, the authors report the highly efficient, multigram‐scale synthesis of an ester‐functionalized, poly(aniline‐co‐fluorene) polymer. The excellent solubility and film‐forming ability of this polymer facilitate its application as a reversible battery cathode. Electrochemical quartz crystal microbalance with dissipation monitoring confirms a multi‐electron transfer process, resulting in a specific discharge capacity of 51 mAh g−1 and a high reversible doping level of 0.69. Galvanostatic cycling at 1 C demonstrates excellent electrode stability with a capacity retention of 95.2% after 100 cycles. Therefore, this work demonstrates a novel electroactive polymer that exemplifies how chemical functionality may be used to properly balance processability and electroactivity of macromolecular battery cathodes.

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Synthesis and Solution Processing of a Hydrogen-Bonded Ladder Polymer

Cited by 56 publications

References 76 publications

Exploration of Syntheses and Functions of Higher Ladder-type π-Conjugated Heteroacenes

Exploration of Syntheses and Functions of Higher Ladder-type π-Conjugated Heteroacenes

A biomimetic design for a sialylated, glycan-specific smart polymer

Scalable Synthesis and Multi‐Electron Transfer of Aniline/Fluorene Copolymer for Solution‐Processable Battery Cathodes

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