Capillary-Driven Sensor Fabrication of Polydiacetylene-on-Silica Plate in 30 Seconds: Facile Utilization of π-Monomers with C18- to C25-Long Alkyl Chain

Park, Jin Hyuk; Choi, Hyun Ju; Cui, Chunzhi; Ahn, Dong June

doi:10.1021/acsomega.7b01141

Cited by 9 publications

(13 citation statements)

References 27 publications

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“…The color visualization character of PDAs and particularly their distinct color transition induced upon external stimuli have made them a possible choice for colorimetric sensing applications. − Because the chromogenic PDAs for TeDA, TrDA, and DiDA can be readily prepared by UV irradiation, subsequently, the colorimetric response toward heat and the organic solvent was investigated. We first began studying thermochromism of polymeric PDAs in the solid phase by heating gradually from 30 to 220 °C on a hot plate, which led to a naked-eye detectable periodic color change as a function of temperature.…”

Section: Resultsmentioning

confidence: 99%

“…As a result, PDAs absorb in the visible region and typically exhibit a blue color. Very importantly, the PDAs generate an assembly-related colorimetric responsetypically blue to redtoward external stimuli, and this unique property of PDAs has been extensively applied for various sensing applications. − On the other hand, PDA offers intriguing morphological characteristics depending on molecular design and self-assembling behavior. In particular, these morphologies include films/sheets, , vesicles, − nanowires/nanofibers, − tubes, , crystals, and so forth.…”

Section: Introductionmentioning

confidence: 99%

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Intrinsically Porous Dual-Responsive Polydiacetylenes Based on Tetrahedral Diacetylenes

et al. 2018

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The combinatorial functionalization in a single molecular framework by structural integration utilizing multiple functional materials to create predefined structural morphology and multistimuli-responsive smart materials has attracted intensive attention. Herein, we constructed intrinsically porous and dualresponsive supramolecule, TeDA, by introducing a photopolymerizable diacetylene template (10,12-pentacosadiynoic acid) to the sterically rigid tetrahedral tetraphenylmethane (TPM) core. The self-assembled monomeric TeDA is transformed into the covalently cross-linked blue-phase polydiacetylene (TePDA) by UV irradiation (UV 254 nm). The BET measurement and examination of SEM images confirm the mesoporous characteristic for TeDA/PDA. Very interestingly, the blue-phase TePDA produces a naked-eye detectable colorimetric response to heat and VOCs (liquid and vapor phase). Most importantly, TePDA exhibits reversible thermochromism and excellent colorimetric response to chloroform vapors. To signify the structural influence of TPM on material properties, we also studied non-TPM derivatives. The TeDA/PDA integrated system demonstrates potential applications in developing multistimuli-responsive sensors.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Intrinsically Porous Dual-Responsive Polydiacetylenes Based on Tetrahedral Diacetylenes

et al. 2018

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“…The mechanism for the color transition accepted by the research community is the structural transition of PDA's carbonic chain from planar to non-planar form when the compound is exposed to an external stimulus, and this transition is influenced by the lateral chain [39,40]. Chen et al (2012) [41] observed that the color transitioning of vesicles produced only with tricosadinoic acid occurred after NaOH addition. The color changes occurred due to the deprotonation of the carboxylic acids, from the polymer polar groups, which increased Coulombic repulsive force, leading to a new zig-zag PDA's polymeric carbonic chain [41][42][43].…”

Section: Resultsmentioning

confidence: 99%

“…Chen et al (2012) [41] observed that the color transitioning of vesicles produced only with tricosadinoic acid occurred after NaOH addition. The color changes occurred due to the deprotonation of the carboxylic acids, from the polymer polar groups, which increased Coulombic repulsive force, leading to a new zig-zag PDA's polymeric carbonic chain [41][42][43]. Same behavior was observed for PDA films exposed to high pH conditions; however, steric impediment due to polymer matrix hampered the deprotonation of PDA carboxylic groups reducing the intensity of the color changes.…”

Section: Resultsmentioning

confidence: 99%

Development and Evaluation of the Chromatic Behavior of an Intelligent Packaging Material Based on Cellulose Acetate Incorporated with Polydiacetylene for an Efficient Packaging

2020

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Global growth of the food industry and the demand for new products with natural characteristics, safe conditions and traceability have driven researches for the development of technologies such as intelligent packaging, capable to fulfil those needs. Polydiacetylene (PDA) is a synthetic material that has been highlighted in research field as a sensor substance, which can be used to produce intelligent packaging capable to detect chemical or biochemical changes in foods and in their environment due to PDA’s color transition from blue to red. This work focused on the development and optimization of an intelligent packaging constituted of a polymeric matrix of cellulose acetate-based incorporated with PDA as the substance sensor. Cellulose acetate films (3% wt.) were developed by a casting method, and the amounts of triethyl citrate plasticizer (TEC) (0–25% wt. of cellulose-acetate) and PDA (0–60 mg) were analyzed to optimize the conditions for the best color transitioning at this study range. The compound amounts incorporated into polymeric matrices were established according to Central Composite Designs (CCD). Three more design variables were analyzed, such as the polymerization time of PDA under UV light exposition (0–60 min), pH values (4–11) and temperature exposure on the film (0–100 °C), important factors on the behavior of PDA’s color changing. In this study, film thickness and film color coordinates were measured in order to study the homogeneity and the color transitioning of PDA films under different pH and temperature conditions, with the purpose of maximizing the color changes through the optimization of PDA and TEC concentrations into the cellulose acetate matrix and the polymerization degree trigged by UV light irradiation. The optimal film conditions were obtained by adding 50.48 g of PDA and 10% of TEC, polymerization time of 18 min under UV light, at 100 °C ± 2 °C of temperature exposure. The changes in pH alone did not statistically influence the color coordinates measured at the analyzed ratio; however, variations in pH associated with other factors had a significant effect on visual color changes, and observations were described. PDA films were optimized to maximize color change in order to obtain a cheap and simple technology to produce intelligent packaging capable to monitor food products along the distribution chain in real time, improving the food quality control and consumer safety.

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“…96 Red fluorescence intensity of 10,12-octadecadiynoic acid (C18)-coated sensors were approximately 20 times greater than that of TCDA (C23)-coated sensors. 96 These studies indicate that the composition of spacer, linker, and alkyl chain moieties have significant effects on detection sensitivity, however, more investigation is needed in this area. Kim and colleagues have further explored an alternative to DA−NHS intermediates by investigating DA−epoxy conjugates due to the known stability of epoxy groups under proper storage and their ability to readily react with amine groups.…”

Section: Industrial and Engineering Chemistry Researchmentioning

confidence: 97%

Polydiacetylene Supramolecules: Synthesis, Characterization, and Emerging Applications

Wen

Roper

Tsutsui

2018

Ind. Eng. Chem. Res.

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Polydiacetylenes are a class of polymers with unique optical properties. Upon photopolymerization, monomers form a deep blue, nonfluorescent polymer, which transitions to a red, fluorescent polymer in response to various environmental factors such as pH, temperature, or molecular binding. The chromatic and emissive properties of polydiacetylenes have generated considerable popularity for their use in biosensing applications over the past three decades. The versatility of polydiacetylene forms has also allowed for a wide range of sensors including liposome bacterial sensors, films for detecting influenza virus, hydrogels for protein detection, and printed ink for the detection of volatile organic compounds. In this article, we review the wide range of techniques employed in the development of polydiacetylene sensors and summarize methods to modify, characterize, and analyze polydiacetylene-based sensing systems. Additionally, we discuss the recent directions of polydiacetylene materials outside of sensing applications as versatile tools in biomedicine and tissue engineering.

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Capillary-Driven Sensor Fabrication of Polydiacetylene-on-Silica Plate in 30 Seconds: Facile Utilization of π-Monomers with C18- to C25-Long Alkyl Chain

Cited by 9 publications

References 27 publications

Intrinsically Porous Dual-Responsive Polydiacetylenes Based on Tetrahedral Diacetylenes

Intrinsically Porous Dual-Responsive Polydiacetylenes Based on Tetrahedral Diacetylenes

Development and Evaluation of the Chromatic Behavior of an Intelligent Packaging Material Based on Cellulose Acetate Incorporated with Polydiacetylene for an Efficient Packaging

Polydiacetylene Supramolecules: Synthesis, Characterization, and Emerging Applications

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