Joanna Ortyl

Cracow University of Technology | PK · Faculty of Chemical Engineering and Technology

A straightforward approach was employed to synthesize methylene‐bridged poly(hetero aromatic)s based on furan, pyrrole, thiophene, and thiophene derivatives. The process involved an electrophilic aromatic substitution reaction facilitated by a visible light‐initiated system consisting of manganese decacarbonyl and an iodonium salt. The approach mai...

Obtaining dental composites with the desirable physical, mechanical and visual properties that polymerise according to an environmentally friendly cationic mechanism is a significant challenge. This is due to the lack of high-performance initiators for this type of material. This is because there are dental composites on the market that have, among...

Objectives: To obtain new generation dental composites with improved performance properties compared to currently available dental fillings on the market and to determine the influence of new initiating systems on final product parameters such as degree of cure, hardness, color, and shrinkage. Methods: In order to verify the effectiveness of the...

Photopolymerization is a growing field with an extensive range of applications and is environmentally friendly owing to its energy-efficient nature. Such light-assisted curing methods were initially used to cure the coatings. However, it has become common to use photopolymerization to produce 3D objects, such as bridges or dental crowns, as well as...

In this article, we described a new group of cationic photoinitiators. The influence of the arrangement of electron-donating substituents in the coumarin chromophore on their photophysical properties and photoinitiating activity is analysed. Five new coumarin-based iodonium salts exhibit two patterns of D–π-A structure – longer and shorter. They di...

An efficient hybrid photoanode based on the anodic TiO 2 layer covered with gold nanoparticles (AuNPs) and BODIPY (boradiazaindacene) microrods for solar-driven water splitting experiments was developed. The BODIPY derivative (B-1) was synthesized, and their stability in different solvents was characterized in order to prepare the heterojunction ph...

Herein the suitability of new 9-[(E)-2-phenyl]anthracene and 9-[(E)-2-phenyl]phenanthrene derivatives for the role of photosensitizers of diphenylidonium salts to initiate various types of photopolymerization processes using UV-and Vis-LED light sources were presented. The usefulness of the investigated compounds for initiating the cationic photopo...

Authomatic in-situ monitoring and characterization of photopolymerization.

Herein, a review of the literature on polymerization shrinkage occurring in dental composites was presented.

In this work, different types of carbon dots (CDs) based on citric acid as a precursor were synthesized using an efficient procedure to purify these materials from low molecular by-products and fluorophores.

We present a group of seven new advanced symmetric iodonium salts bearing two benzylidene-based chromophores. This is the first example of the use of a double bond in the structure of a symmetric iodonium salt. Such an improvement ensures excellent absorbing properties in the UV-A and visible range, representing a significant advance over the commo...

Hydrogen peroxide (H2O2) plays important roles in redox signaling and oxidative stress, and its dynamic concentration is critical to human health and diseases. Here we report the synthesis of a novel fluorescent probe based on pyridine-coumarin core 3-(2-pyridyl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chromen-2-one (P182) for quantitative m...

3D printing technology offers solutions for numerous needs in industry and the daily life of individuals. In recent years, most research efforts have focused on this technology as the market share has grown and requirements have become specified in their related fields. In this work, a novel visible light induced 3D printing system with high resolu...

Three-dimensional printing in SLA (stereolithography) and DLP (digital light processing) technologies has recently been experiencing a period of extremely rapid development. This is due to the fact that researchers recognise the many advantages of 3D printing, such as the high resolution and speed of the modelling and printing processes. However, t...

The addition of nanoparticles (NPs) into a polymer matrix represents a simple yet efficient tool for introducing or enhancing functional properties. 3D printing is a processing technique with unprecedented control over the micro- and macroscopic structure. Their combination creates a versatile fabrication tool for both professional and hobby users....

Photopolymerization processes are currently one of the key methods for obtaining functional materials, and the possibility of applying this process to additive technologies opens up new opportunities, especially for the medical market. 3D-VAT printing, including techniques such as digital light processing (DLP) and stereolithography (SLA), makes it...

Laboratory 1

A series of 2-amino-4,6-diphenyl-pyridine-3-carbonitrile (APC) derivatives has been synthesized and their applicability for the role of fluorescent molecular sensors for chemical and biochemical applications has been evaluated. It has been found that the dimethylamino-substituted APC derivatives exhibit a very high solvatochromic effect that makes...

meta -Terphenyl derivatives were used as versatile fluorescent sensors for online monitoring of hybrid photopolymerization that allow seeing the difference between different types of polymerization processes involved in the hybrid polymerization.

Research regarding protein-ligand interactions remains a major concern in the fields of chemistry, biochemistry, pharmacology, and food science. Herein, the interaction of selected pyridine derivatives with bovine serum albumin (BSA) was investigated using UV–Vis and fluorescence spectroscopy. A series of 2-amino-4,6-diphenyl-pyridinium-3-carbonitr...

Nowadays, the lack of suitable photoinitiators (PI) and photoinitiating systems (PISs) represents the utmost challenge in 3D-VAT printing. High photoinitiating efficiency is needed for example in the presence of nanofillers such as carbon nanotubes (CNTs) which absorb and scatter light. Many prominent PISs contains iodonium salt as an initiator and...

Herein, mono- and disubstituted thioxanthones have been synthesized and introduced as photosensitizers of iodonium salt for cationic and free-radical photopolymerization of epoxy and an acrylate monomer, respectively. Photoinitiation activity of these molecules was verified during photopolymerization processes performed upon exposure to visible LED...

Deep Eutectic Monomers were prepared by dissolution of selected tetrabutylammonium salts serving as hydrogen bond acceptors (HBA) in methacrylic acid (MAA) acting both as hydrogen bond donor (HBD) and vinyl monomer. In this study, we systematically investigate the influence of chloride, nitrate, hydrogensulphate and fluoroborate anions on propertie...

Herein, novel europium(III) complex derivatives dedicated to polymer chemistry applications as molecular sensors have been reported. The following are among them tris(4,4,4-trifluoro-1-phenylbutane-1,3-dione) europium(III) (BTA) and tris(4,4,4-trifluoro-1-(2-naphthyl)butane-1,3-dione)europium(III)] (NTA). To obtain the relevant europium complexes,...

Five novel 4,6-diphenyl-2-pyrrol-1-yl-benzene-1,3-dicarbonitrile derivatives bearing the following substituents: -H, -SCH3, -OCH3, -CN, -NPh2 were synthesized and investigated as fluorescent sensors for photopolymerization processes. It was turned out, that using these compounds provide a visible and direct strategy to monitor the photopolymerizati...

This paper describes a series of novel benzylidene scaffold-based iodonium salt one-component photoinitiators containing double bonds and dialkylamino groups synthesized in one step via classical aldol condensation reactions. Systematic investigations of structure–activity relationships were performed via quantum-chemical calculations and experimen...

In order to respond to the growing demand for radiation‐curable waterborne products like hydrogels or inks, there is a need for water‐soluble radical photoinitiators exhibiting absorption in the near UV to visible range. Herein the synthesis of a novel type‐I diphenylphosphine oxide photoinitiator bearing a 2,6‐dimethyl‐4‐dimethylaminobenzoyl group...

Citric acid-based carbon dots (CDs) as nano-photoinitiating catalysts for 3D printing.

Photopolymerization is an environmentally-friendly, non-destructive, safe and solvent-free method. Moreover it guarantees low energy consumption. Therefore the photopolymerization is used in many scientific disciplines, including dentistry for production photocurable dental materials. In this work, the new photoinitiating systems based on camphoroq...

New meta- and para-cyanoderivatives of 1,4-di(styryl)benzene and 1,3-di(styryl)benzene were synthesized and investigated for their use as photosensitizers of iodonium salt for various photopolymerization processes. Detail spectroscopic characteristic of this compound were performed, and the mechanism of initiation in binary photoinitiating system t...

Herein, novel 1H-quinolin-2-ones derivatives dedicated to polymer chemistry have been reported. Essential spectroscopic studies including absorbance, fluorescence emission and excitation spectra were carried out. Subsequently, a number of studies on the suitability of new compounds for the role of fluorescent molecular probes using Fluorescence Pro...

In recent years, there has been growing interest in photo-mediated processes. Herein, this review aims to give a summary concerning photoinduced processes in which pyrylium salts are involved. Synthetic methods leading to obtaining pyrylium salts are presented as well as properties of these compounds are described in detail. The second part of the...

A semi-empirical equation describing the response of Solvent-Quenched Pressure Sensitive Paints (SQ-PSP) to pressure has been derived on the basis of phenomenological and thermodynamic considerations. Next, a method for determination of the coefficients present in the equation was proposed and fidelity of the predictions based on the equation was v...

The present article demonstrates selective cytotoxicity against cancer cells of the complexes [Co(L D)2]I2•CH3OH (1), [CoL D (NCS)2] (2) and [VOL D (NCS)2]•C6H5CH3 (3) containing the dip-odal tridentate ligand LD = N,N-bis(3,5-dimethylpyrazol-1-ylmethyl)amine), formed in situ. All tested complexes expressed greater anticancer activities and were le...

Herein, a novel fluorescent method for the determination of GSH levels in aqueous solutions involving the utilization of citric acid as a derivatization reagent was developed. Therefore, crucial parameters of the derivatization process were established what has resulted in the development of sensitive, reproducible, and accurate GSH assay. The meth...

In recent years, frontal polymerisation has found a growing interest in many applications. Thus, its ability to cure thick samples with different fillers up to 50% by local application of...

Herein, new iodonium salts based on 4,4-difluoro-1,3,5,7,8-pentamethyl-4-bora-3a,4a-diaza-s-indecene (B-1) chromophore has been introduced to 3D printing applications. Iodonium salts with different anions such as tosylate, hexafluorophosphate, hexafluoroantimonate, and triflate absorbing in...

Herein, the generation of decarboxylated derivatives of gomphrenin pigments exhibiting potential health-promoting properties and the kinetics of their extraction during tea brewing from the purple flowers of Gomphrena globosa L. in aqueous and aqueous citric acid solutions were investigated. Time-dependent concentration monitoring of natural gomphr...

The photoinduced polymerization of monomers is currently an essential tool in various industries. The photopolymerization process plays an increasingly important role in biomedical applications. It is especially used in the production of dental composites. It also exhibits unique properties, such as a short time of polymerization of composites (up...

A series of 2-(diethylamino)-4-(1-ethylpropyl)-6-phenyl-benzene-1,3-dicarbonitrile derivatives were investigated in terms of photosensitisation in various photopolymerization processes in UV-A and vis light conditions. A full spectroscopic analysis of the tested compounds was performed. In addition to excellent spectroscopic properties, these compo...

In the present paper, novel thioxanthone-based compounds were synthesised and evaluated as a component of photoredox catalysts/photoinitiating systems for the free-radical polymerisation (FRP) of acrylates and the ring-opening cationic polymerisation (CP) of epoxy monomers. The performance of the obtained thioxanthones in two- and three-component p...

This paper describes the development of four new coumarin chromophore-based iodonium salts as efficient one-component cationic photoinitiators upon light-emitting diode irradiations (LEDs) with maximum emission under the UV-A region at...

The following article introduces technologies that build three dimensional (3D) objects by adding layer-upon-layer of material, also called additive manufacturing technologies. Furthermore, most important features supporting the conscious choice of 3D printing methods for applications in micro and nanomanufacturing are covered. The micromanufacturi...

This article is a literature review on those compounds that act as photoinitiators of photopolymerization processes in biomedical applications.

This work demonstrates a new versatile, efficient photoinitiating system based on 2-amino-4-phenyl-6-(4-phenylphenyl)benzene-1,3-dicarbonitrile and 2-amino-4-phenyl-6-[4-[(E)-styryl]phenyl]benzene-1,3-dicarbonitrile derivatives as photosensitisers of iodonium and thianthrenium salts for photopolymerization under visible low light intensity with...

Novel fluorescent sensors with electron-donating or electron-withdrawing substituents incorporated into a chromophore group based on 2,6-diphenylpyridine were designed and synthesised. The spectroscopic properties of these compounds were studied. Moreover, the positive solvatochromism of 2,6-bis-(4-methylsulphanylphenyl)pyridine (PT-SCH3) in select...

Light-initiated polymerization processes are currently an important tool in various industrial fields. The advancement of technology has resulted in the use of photopolymerization in various biomedical applications, such as the production of 3D hydrogel structures, the encapsulation of cells, and in drug delivery systems. The use of photopolymeriza...

In this work, we presented a new bimolecular photoinitiating system based on 2-amino-4,6-diphenylpyridine-3-carbonitrile derivatives as visible photosensitizers of diphenyliodonium salt. Real-time FTIR and photo-DSC photopolymerization experiments with a cycloaliphatic epoxide and vinyl monomers showed surprisingly good reactivity of the bimolecula...

1-Amino-4-methyl-naphthalene-2-carbonitrile derivatives are proposed for the role of photosensitizers of iodonium salt during the photopolymerization processes upon near UV-A and visible ranges. Remarkably, 1-amino-4-methyl-naphthalene-2-carbonitrile derivatives are highly versatile allowing access to photoinitiating systems for (i) the cationic ph...

The new 2-(diethylamino)-4,6-diphenyl-benzene-1,3-dicarbonitrile derivatives were synthesized and proposed as high performance photoinitiators in conjunction with iodonium salt for: i) cationic polymerization of epoxides, ii) free-radical polymerization of acrylates, iii) the synthesis of interpenetrating polymer networks (IPNs) from acrylate/epoxy...

luminescent Sensors

Abstract An apparatus for measuring the effect of pressure on luminescence characteristics of molecular sensors was designed and constructed. Next, the apparatus was applied for studies of the effect of pressure on luminescence of a series of europium(III) complexes. The following Eu(III) complexes were evaluated as potential pressure sensors for...

The applicability of new 1,6-diphenylquinolin-2-oneas derivatives as fluorescent molecular sensors for monitoring the progress of photopolymerisation processes by Fluorescence Probe Technique (FPT) has been tested. The progress of cationic, free-radical and thiol-ene photopolymerisation for commercially available monomers: triethylene glycol diviny...

The performance of a series of 2-amino-4,6-diphenyl-benzene-1,3-dicarbonitrile derivatives (i.e., amino-meta-terphenyls) as visible light sensitizers for diphenyliodonium salt for enabling photopolymerization at different irradiation wavelengths was studied. Structural modification of 2-amino-4,6-diphenyl-benzene-1,3-dicarbonitrile...

Novel 2-amino-4-methyl-6-phenyl-benzene-1,3-dicarbonitrile derivatives were proposed as photosensitizes of iodonium salt for a highly effective bimolecular photoinitiating system upon soft irradiation conditions under long-wave ultraviolet (UV-A) and visible light. Remarkably, these structures are highly versatile, allowing access to photoinitiatin...

Fluorescent molecular probes become interesting analytical tools in determination and labeling of chemical compounds and physical properties such as viscosity and polarity. Currently known fluorescent molecular probes can selectively and regardless of the environment detect only few molecules, and applicability in determination of micro- viscosity...

The performance of a series of 2-amino-4,6-diphenyl-pyridine-3-carbonitrile derivatives as fluorescent molecular sensors for monitoring photopolymerization processes of different monomers by the Fluorescence Probe Technique (FPT) was studied. It has been shown that the new derivatives are characterized by much higher sensitivity than the commercial...

Applicability of a series of coumarin derivatives as fluorescent probes for monitoring progress of cationic photopolymerization processes by Fluorescence Probe Technique (FPT) has been studied using triethylene glycol divinyl ether as a model monomer and diphenyliodonium hexafluorophospate as a cationic photoinitiator. The following coumarins were...

Photoinitiating systems play a key role in the starting point of a polymerization reaction under exposure to a UV or a visible light. The number of publications discussing photoinitiating systems for polymerization has seen a significant growth in recent years and this book provides an update on their latest research developments. The book covers d...

Applicability of 15 trivalent samarium complexes as novel luminescent probes for monitoring progress of photopolymerization processes or thickness of polymer coatings by the Fluorescence Probe Technique (FPT) was studied. Three groups of samarium(III) complexes were evaluated in cationic photopolymerization of triethylene glycol divinyl ether monom...

A method for determination of relative initiation efficiency of free-radical photoinitiators directly in monomers by Fluorescence Probe Technique (FPT) has been expanded into cationic photoinitiators and the use of LEDs instead of monochromatic light sources. The relative initiation efficiency of a series of cationic photoinitiators relative to dip...

Molecular chemical sensor, especially optical luminescent sensor, technologies are a rapidly growing topic in science and product design, embracing development in chemistry, biochemistry and life science research. [...]

Extremely interesting and important applications of luminescent sensors have been found in research testing polymeric materials by fluorescence spectroscopy. [...]

Photopolymerization of the hybrid monomers: 3,4-epoxycyclohexylmethyl methacrylate (Cyclomer M100) and 2-(2-vinyloxyethoxy)ethyl acrylate (VEEA) was studied by Fluorescence Probe Technique (FPT). Kinetics of cationic and free-radical photopolymerization of the hybrid monomers in the presence of the same molar concentration of various photoinitiator...

1,3-Bis(p-bromophenylamino)squaraine which functions as an electron-transfer photosensitizer for a wide range of diphenyliodonium salts radical photoinitiators of triacrylate polymerization under UV-blue light irradiation is presented. The functionality of the photosensitizer is determined by the presence of a suitable co-initiator. For this purpos...

2-Ethyl-2-(hydroxymethyl)-1,3-propanediol triacrylate was polymerized in the presence of squarylium dye and various onium salts. The onium salts under study are commercially available or may be easy synthesized and are characterized by light absorption properties below 300 nm and generate phenyl radicals upon blue light exposure. Due to these inter...