A thermally reversible supramolecular system based on biphenyl polydiacetylene

Zhang, Lei; Yuan, Yongbo; Tian, Xiaohui; Sun, Jinyu

doi:10.1016/j.cclet.2015.05.027

Cited by 19 publications

(6 citation statements)

References 38 publications

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“…This is in stark contrast to other stimulus-triggered chromism of PDAs, most of which is typically irreversible. Studies have revealed that the reversible thermochromic behaviors of PDAs are largely dependent on the intramolecular noncovalent interactions, i.e., hydrogen bonds, π–π stacking, van der Waals force, etc. ,,− In general terms, the stronger the interactions, the better the thermochromic properties of PDAs i.e., reversibility in a wider temperature range. The thermochromic reversibility of PDAs has been achieved by strengthening the intramolecular interactions.…”

Section: Linear Diacetylenes: a Single Polar Headgroup And A Hydropho...mentioning

confidence: 99%

Recent Developments in Polydiacetylene-Based Sensors

2019

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Conjugated polymers are intriguing materials that have potential practical applications in diverse interdisciplinary subjects. Among them, polydiacetylenes (PDAs) have been extensively studied due to their interesting structural, spectral, and optical features. In particular, the unique colorimetric and fluorescent transition of PDAs in response to different external stimuli makes them a novel class of sensing materials, and numerous applications of PDAs as bio-or chemosensors have been explored in the past few decades. In this review, we summarize the latest developments with regard to the applications of PDAs as a class of sensing materials presented in the literature since 2014. This review is sorted into categories based on the structural differences of diacetylene monomers, from which PDAs are generated. In addition, different forms of PDAs and various methods for improving the sensing performance of PDAs are also emphasized.

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Section: Linear Diacetylenes: a Single Polar Headgroup And A Hydropho...mentioning

confidence: 99%

Recent Developments in Polydiacetylene-Based Sensors

2019

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“…It is hypothesized that pi‐pi stacking interactions between the biphenyl groups provide noncovalent crosslinks, as can be seen in Figure 7. Such layered noncovalent interactions are also sometimes referred to as smectic interactions and have been reported previously 52–55 . These smectic interactions have shown to restrict the motion of the polymer chains in the network, thus minimizing the swelling ratio 56–58 .…”

Section: Resultsmentioning

confidence: 75%

“…Such layered noncovalent interactions are also sometimes referred to as smectic interactions and have been reported previously. [52][53][54][55] These smectic interactions have shown to restrict the motion of the polymer chains in the network, thus minimizing the swelling ratio. [56][57][58] Since the chain mobility decreased with increasing covalent crosslink density (i.e., increasing 44BDA), the potential for noncovalent crosslinks decreased with increasing 44BDA.…”

Section: Characterization Of Polymers 331 | Swelling Studiesmentioning

confidence: 99%

Development of biphenyl monomers and associated crosslinked polymers with intramolecular pi‐pi interactions

Shah

Ostertag

Tang

et al. 2020

J of Applied Polymer Sci

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Monomers containing biphenyl moieties were employed to create two sets of covalently crosslinked polymers that displayed noncovalent interactions in their 3‐dimensional network. The biphenyls (precursors) used were 2‐phenylphenol, 4‐phenylphenol and 4,4′‐dihydroxybiphenyl, and their acrylated forms were synthesized and named as 2‐phenylphenolmonoacrylate, 4‐phenylphenolmonoacrylate, and 4,4′‐dihydroxybiphenyldiacrylate, respectively. These were characterized by differential scanning calorimetry, nuclear magnetic resonance, and Fourier transform infrared spectroscopy to confirm the successful acrylation reaction. Polymers were synthesized via free radical polymerization reactions with varying crosslinker contents, and their network properties were characterized using swelling studies and compressive modulus tests. Interestingly, swelling studies did not show the expected decreasing swelling ratio with increasing crosslinker content, while compression testing indicated the expected trend of increasing modulus with increasing crosslinking density. The unexpected swelling results are hypothesized to result from the intramolecular interactions between the biphenyl side groups that result in noncovalent crosslinks.

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“…It is easy to self-assemble to form vesicles and films in an aqueous solution and has unique optical properties and special mechanical strength and stability. In addition, it has been shown that external stimulation would cause the disturbance of the conjugated skeleton interface of polydiacetylene, which gives rise to its conformational change, resulting in dramatic fluorescence differences. − When the capture probe on the PCDM vesicle acquired the target GST, the vesicle underwent color conversion from blue to red with the fluorescence transition stimulated by the repulsive force due to steric hindrance in the GST. This produced fluorescence in its red phase.…”

Section: Results and Discussionmentioning

confidence: 99%

Can Direct-Immersion Aqueous–Aqueous Microextraction Be Achieved When Using a Single-Drop System?

et al. 2022

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For the analysis of biological analytes in complex matrices, it is difficult to achieve extraction of analytes and enrichment in an aqueous−aqueous single-drop microextraction system. In this study, we proposed a pH-dependent polydopamine (PDA)-coated vesicle/Fe 3 O 4 magnetic aqueous−aqueous in a single-drop microreactor (SDMR) for the direct fluorescence detection of glutathione S-transferase (GST), a metabolic enzyme involved with crucial biological processes, in biological samples. After extracting and enriching the GST target from an aqueous−aqueous single-drop interface, the extraction process was conducted rapidly in 6 s in the SDMR system. The GST was first extracted from the sample solution via the GST-Aptamer on the polydopamine-coated vesicle/ Fe 3 O 4 nanospheres (Fe 3 O 4 @PDA@GST-Aptamer). Then, as the pH changed from weakly acidic to weakly alkaline in the SDMR system, the GST and GST-Aptamer were released from Fe 3 O 4 @PDA@GST-Aptamer nanospheres and captured by polydiacetylene vesicles via the capture probe. These changes altered the effective conjugation length and angle of the vesicle trunk, generating a highly enhanced fluorescence signal. This not only achieved the purpose of target enrichment but also reduced interferences posed by matrix effects. The approach can be used for the direct detection of GST in genuine urine and blood without any sample pretreatment. The linear range was 0.005 to 0.5 μg/mL, and the limit of detection was 0.834 ng/mL. The recoveries of GST in genuine blood samples ranged from 90.8 to 108.0% and in urine from 91.6 to 102.8%. The method has the capability of handling complex samples directly by enabling microextraction in an aqueous−aqueous single-drop system.

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A thermally reversible supramolecular system based on biphenyl polydiacetylene

Cited by 19 publications

References 38 publications

Recent Developments in Polydiacetylene-Based Sensors

Recent Developments in Polydiacetylene-Based Sensors

Development of biphenyl monomers and associated crosslinked polymers with intramolecular pi‐pi interactions

Can Direct-Immersion Aqueous–Aqueous Microextraction Be Achieved When Using a Single-Drop System?

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