Direct laser writing of poly(phenylene vinylene) on poly(barrelene)

Tang, Tang; Ahumada, Guillermo; Bielawski, Christopher W.

doi:10.1039/d0py00869a

Cited by 4 publications

(7 citation statements)

References 45 publications

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“…Along with CPs FPs materials, the Bielawski group reported the ring-opening metathesis polymerization of (bicyclo[2.2.2]octa-2,5,7-triene) (barrelene) to prepare copolymers with norbornene, producing robust films [ 101 ]. The copolymers prepared underwent spontaneous dehydrogenation in the presence of air or when exposed to laser pulses (phenylene vinylene), affording precisely defined fluorescent patterns with micrometer-sized dimensions.…”

Section: Polymers Containing Fluorophoresmentioning

confidence: 99%

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Fluorescent Polymers Conspectus

Ahumada

Borkowska

2022

Polymers

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The development of luminescent materials is critical to humankind. The Nobel Prizes awarded in 2008 and 2010 for research on the development of green fluorescent proteins and super-resolved fluorescence imaging are proof of this (2014). Fluorescent probes, smart polymer machines, fluorescent chemosensors, fluorescence molecular thermometers, fluorescent imaging, drug delivery carriers, and other applications make fluorescent polymers (FPs) exciting materials. Two major branches can be distinguished in the field: (1) macromolecules with fluorophores in their structure and (2) aggregation-induced emission (AIE) FPs. In the first, the polymer (which may be conjugated) contains a fluorophore, conferring photoluminescent properties to the final material, offering tunable structures, robust mechanical properties, and low detection limits in sensing applications when compared to small-molecule or inorganic luminescent materials. In the latter, AIE FPs use a novel mode of fluorescence dependent on the aggregation state. AIE FP intra- and intermolecular interactions confer synergistic effects, improving their properties and performance over small molecules aggregation-induced, emission-based fluorescent materials (AIEgens). Despite their outstanding advantages (over classic polymers) of high emission efficiency, signal amplification, good processability, and multiple functionalization, AIE polymers have received less attention. This review examines some of the most significant advances in the broad field of FPs over the last six years, concluding with a general outlook and discussion of future challenges to promote advancements in these promising materials that can serve as a springboard for future innovation in the field.

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Section: Polymers Containing Fluorophoresmentioning

confidence: 99%

“…The films were prepared by drop-casting a solution of poly(barrelene-co-norbornene) (200 mg) in CH 2 Cl 2 (4 mL) into a PTFE mold. Reproduced from reference [ 101 ] with permission from the Royal Society of Chemistry (Licensed under CC-BY 3.0).…”

Section: Figurementioning

confidence: 99%

Fluorescent Polymers Conspectus

Ahumada

Borkowska

2022

Polymers

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“…11 A variety of synthetic methods have been disclosed for synthesizing PPVs including the Heck coupling of 1,4-dibromobenzene and ethylene, 12,13 Wittig or Knoevenagel condensations of terephthaldehyde and suitably functionalized xylenyl derivatives, [14][15][16] or the ring-opening metathesis polymerization of barrelene. [17][18][19] Variations of these methods are known and have enabled the synthesis of PPV derivatives that exhibit enhanced solubility or tailored electronic characteristics (Scheme 1). 20,21 Other methods that have been used to synthesize PPX and PPV utilize base-mediated polymerizations of α,α′-disubstituted para-xylenes and are often referred to as the 'Gilch route', which was named after the initial discovery of the chemistry.…”

Section: Introductionmentioning

confidence: 99%

New classes of functionalized parylenes and poly(phenylene vinylene)s via coupling of dihaloxylyl diesters

Lyu

Bielawski

2022

Polym. Chem.

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“…15−17 For example, Bielawski et al have described the synthesis of a local poly(phenylene vinylene), which is a typical conductive polymer, on a poly(barrelene) substrate by direct laser writing. 16 In this study, GO in an elastomeric matrix was transformed to rGO via photoreduction using a laser to make a local electrically conducting area. A similar approach was first reported by Parmeggiani et al in 2019.…”

Section: Introductionmentioning

confidence: 99%

“…Laser irradiation has been employed to etch a local electrically conducting area on an electrical insulator substrate (direct laser writing). This method of irradiation is employed owing to its simplicity, high versatility, and patterning resolution. − For example, Bielawski et al have described the synthesis of a local poly(phenylene vinylene), which is a typical conductive polymer, on a poly(barrelene) substrate by direct laser writing . In this study, GO in an elastomeric matrix was transformed to rGO via photoreduction using a laser to make a local electrically conducting area.…”

Section: Introductionmentioning

confidence: 99%

Slide-Ring Material/Highly Dispersed Graphene Oxide Composite with Mechanical Strength and Tunable Electrical Conduction as a Stretchable-Base Substrate

Hatakeyama

Ishikawa

Kirihara

et al. 2020

ACS Appl. Mater. Interfaces

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The development of stretchable elastomer composites with considerable mechanical strength and electrical conductivity is desired for future applications in communication tools, healthcare, and robotics. Herein, we have developed a novel stretchable elastomer composite by employing a slide-ring (SR) material as a matrix for restoration and graphene oxide (GO) as a precursor for a conductive filler. Highly dispersed GO in an organic solvent, prepared via a new method developed by the authors, allowed the uniform dispersion of GO into the matrix by simply mixing the solvent and SR. The resultant SR/GO composite exhibited considerably high mechanical toughness and cyclic durability. These properties were approximately maintained after pulse laser irradiation to add electrical conductivity on the composite by photoreducing of the dispersed GO, and its electrical conductivity was higher than that of the SR/graphene, carbon nanotubes, or graphite composites. The potential of the SR/GO composite as a stretchable base substrate for wearable devices was demonstrated by producing a prototype humidity sensor, a human motion monitoring sensor, and an electrical heater based on the composite with conductive circuits drawn using pulse laser patterning.

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Direct laser writing of poly(phenylene vinylene) on poly(barrelene)

Abstract: The ring-opening metathesis polymerization of barrelene (bicyclo[2.2.2]octa-2,5,7-triene) is described and well-defined fluorescent patterns with micrometer dimensions were created by direct laser writing on films of poly(barrelene-co-norbornene).

Cited by 4 publications

References 45 publications

Fluorescent Polymers Conspectus

Fluorescent Polymers Conspectus

New classes of functionalized parylenes and poly(phenylene vinylene)s via coupling of dihaloxylyl diesters

Slide-Ring Material/Highly Dispersed Graphene Oxide Composite with Mechanical Strength and Tunable Electrical Conduction as a Stretchable-Base Substrate

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