π-Expanded 1,3-diketones – synthesis, optical properties and application in two-photon polymerization

Nazir, Rashid; Thorsted, Bjarne; Balčiūnas, Evaldas; Mazur, Leszek Mateusz; Deperasińska, Irena; Samoć, Marek; Brewer, Jonathan R.; Farsari, Maria; Gryko, Daniel T.

doi:10.1039/c5tc03334a

Cited by 31 publications

(24 citation statements)

References 81 publications

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“…In most cases, the hybrid materials are rendered photosensitive by adding photoinitiators with high two‐photon absorption cross‐sections, either commercially available ones (e.g. Irgacure 2959, Irgacure 369 and Michler's ketone) or custom‐synthesized ones . Hybrid organic–inorganic materials such as those based on organometallic polymers are highly promising due to their versatility of applications and properties.…”

Section: Introductionmentioning

confidence: 99%

“…Irgacure 2959, Irgacure 369 and Michler's ketone) or custom-synthesized ones. [27][28][29][30][31] Hybrid organic-inorganic materials such as those based on organometallic polymers are highly promising due to their versatility of applications and properties. To date, organometallic materials incorporating Ge, 32 Ti, 33 V 34 and Zr 35 have been produced by LTPP.…”

Section: Introductionmentioning

confidence: 99%

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3D printing hybrid organometallic polymer‐based biomaterials via laser two‐photon polymerization

Balčiūnas

Baldock

Dreižė

et al. 2019

Polymer International

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Materials with microscale structures are gaining increasing interest due to their range of technical and medical applications. Additive manufacturing approaches to such objects via laser two‐photon polymerization, also known as multiphoton fabrication, enable the creation of new materials with diverse and tunable properties. Here, we investigate the properties of 3D structures composed of organometallic polymers incorporating aluminium, titanium, vanadium and zirconium. The organometallic polymer‐based materials were analysed using a variety of techniques including SEM, energy‐dispersive X‐ray spectroscopy, X‐ray photoelectron spectroscopy analysis and contact angle measurements and their biocompatibility was tested in vitro. Cell viability and mode of death were determined by 3‐(4,5‐dimethyl‐2‐thiazolyl)‐2,5‐diphenyl‐2H‐tetrazolium bromide (MTT) assay and acridine orange/ethidium bromide staining. Polymers incorporating Al, Ti and Zr supported cell adhesion and proliferation, and showed low toxicity in vitro, whereas the organometallic polymer incorporating V was shown to be cytotoxic. Inductively coupled plasma optical emission spectrometry suggested that leaching of the V from the organometallic polymer is the likely cause of this. The preparation of the organometallic polymers is straightforward and both simple 2D and complex 3D structures can be fabricated with ease. Resolution tests of the newly developed organometallic polymer incorporating Al show that suspended lines with widths down to 200 nm can be fabricated. We believe that the materials described in this work show promising properties for the development of objects with sub‐micron features for biomedical applications (e.g. biosensors, drug delivery devices, tissue scaffolds etc.). © 2019 The Authors. Polymer International published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

3D printing hybrid organometallic polymer‐based biomaterials via laser two‐photon polymerization

Balčiūnas

Baldock

Dreižė

et al. 2019

Polymer International

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“…[15][16][17] A number of research groups have utilised carbonyl moieties in the creation of 2PA PIs, with high sensitivity and low polymerisation thresholds. 2,3,11,[17][18][19][20][21] These are oen focussed on several well-known functional components, including; a-b-unsaturated ketones, 3,16,21 thioxanthones, 1,15 ketocoumarins, 19,22 1,3-diketones 23 and acylo-phosphine oxides. 24 Furthermore, many groups have produced dipolar, quadrupolar and octupolar PIs for TPP.…”

Section: Introductionmentioning

confidence: 99%

Photoinitiators for two-photon polymerisation: effect of branching and viscosity on polymerisation thresholds

et al. 2017

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“…Finally, it has to be noticed that the use of indane-1,3-dione-based dyes was not limited to single-photon photopolymerization and that a few structures were also developed for two-photon polymerization (2PP). Chemical structures of the three dyes PP30, PP31 [180] and PP32 [181] used since 2015 are presented in the Fig. 18.…”

Section: U N C O R R E C T E D P R O O Fmentioning

confidence: 99%

Recent advances on push–pull organic dyes as visible light photoinitiators of polymerization

Pigot

Noirbent

Brunel

et al. 2020

European Polymer Journal

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HAL is a multidisciplinary open access archive for the deposit and dissemination of scientific research documents, whether they are published or not. The documents may come from teaching and research institutions in France or abroad, or from public or private research centers. L'archive ouverte pluridisciplinaire HAL, est destinée au dépôt et à la diffusion de documents scientifiques de niveau recherche, publiés ou non, émanant des établissements d'enseignement et de recherche français ou étrangers, des laboratoires publics ou privés.

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π-Expanded 1,3-diketones – synthesis, optical properties and application in two-photon polymerization

Abstract: Non-planar, two-photon absorbing α,β-unsaturated 1,3-diketones possessing anthracene moiety are efficient photoinitiators in direct laser writing.

Cited by 31 publications

References 81 publications

3D printing hybrid organometallic polymer‐based biomaterials via laser two‐photon polymerization

3D printing hybrid organometallic polymer‐based biomaterials via laser two‐photon polymerization

Photoinitiators for two-photon polymerisation: effect of branching and viscosity on polymerisation thresholds

Recent advances on push–pull organic dyes as visible light photoinitiators of polymerization

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