Vinylcarbonates as low-toxic monomers for digital ink-jet inks: Promising alternatives to acrylate based systems

Mostegel, Florian H.; Roth, Meinhart; Gassner, Martina; Oesterreicher, Andreas; Piock, Richard; Edler, Matthias; Grießer, Thomas

doi:10.1016/j.porgcoat.2016.01.003

Cited by 13 publications

(11 citation statements)

References 18 publications

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“…It has been reported that viscosity increase is the main reason for printing behaviour changes . Figure and Table show the effect of DG content on droplet formation, higher viscosity was also beneficial to slow the speed of droplet and reduce the number of transient satellites.…”

Section: Resultsmentioning

confidence: 91%

Influence of nano‐coated pigment ink formulation on ink‐jet printability and printing accuracy

Zhang

Wang

Agbo

et al. 2017

Coloration Technology

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Pigment ink was formulated with nano‐coated pigment dispersion, prepared via mini‐emulsion polymerization. To study the effect of nano‐coated pigment, surfactant and humectant on ink‐jet printability, the trajectory of droplets with different pigment ink composition was monitored. The effect of ink formulation on the accuracy of printing process of the pigment ink was discussed by study on line width and edge contour of printed patterns. Experimental results indicated that the additives and properties of the pigment ink had a great influence on droplet formation and precise positioning of the printed patterns. The optimal composition for the pigment ink as following: nano‐coated pigment dispersion was 20% w/w, surfactant (S‐465) was 1.5% w/w, humectant (diethylene glycol) was 30% w/w and defoamer (FB‐50) was 0.1% w/w. The prepared pigment ink exhibited excellent freeze–thaw, thermal and centrifugal stability. In addition, the optimal formula was beneficial to form a stable droplet and obtain high precision patterns.

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Section: Resultsmentioning

confidence: 91%

Influence of nano‐coated pigment ink formulation on ink‐jet printability and printing accuracy

Zhang

Wang

Agbo

et al. 2017

Coloration Technology

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“…One important requirement of UV reactive binders for ink‐jet inks, paints, and resins is their compatibility with pigments, fillers, and other additives. In a previous study, it has already been shown that carbon based pigments negatively influence the shelf‐life of a PyG stabilized vinyl carbonate/thiol ink‐jet formulation . In order to evaluate the influence of carbon black pigments on the efficiency of heterosynergistic stabilizers, equimolar vinyl carbonate/thiol formulations were prepared to which, in a subsequent step, commercially available predispersed carbon black pigments (Flint group ZE37J9) were added.…”

Section: Resultsmentioning

confidence: 99%

“…The mechanism of the thiol‐ene photopolymerization is presented in Scheme . The application of vinyl carbonates in combination with appropriate thiol monomers as UV reactive binder in modern ink‐jet inks has already been presented by our group . Apart from a lower cytotoxicity, the application of such a thiol‐ene system suffers from one major drawback: the occurrence of dark premature polymerization resulting in a reduced shelf life…”

Section: Introductionmentioning

confidence: 99%

Enhancing the stability of UV‐curable thiol/vinyl carbonate resins

Edler

Mostegel

Roth

et al. 2017

J of Applied Polymer Sci

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In this study, the effect of various stabilizer systems on low‐cytotoxic thiol/vinyl carbonate formulations was evaluated with the aim to inhibit premature dark polymerization reactions. The addition of hydroxybenzene‐based radical scavengers such as pyrogallol (PyG), hydroquinone monomethyl ether (MEHQ), or butylated hydroxytoluene (BHT) resulted in a significantly decelerated increase in viscosity compared to formulations without stabilizers during a defined storage period at 50 °C. The usage of bicomponent stabilization systems in appropriate concentrations further reduced the viscosity increase for nonpigmented formulations. The most effective heterosynergistic stabilization system based on PyG and diisoctyl phosphonic acid (9 mM/90 mM) exerts only a minor influence on the polymerization performance, which was shown by photo‐DSC measurements. The herein presented stabilization of vinyl carbonate/thiol resins exhibits a significant contribution to bringing these low‐toxic building blocks into industrial applications. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 44934.

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“…This problem has been resolved by the introduction of vinyl ester and viny carbonate monomers [23]. The reactivity can be improved to that similar to acrylates through the combination with thiolene addition polymerization [24][25][26]. However, these are also slowly degrading in ambient conditions with, for example, vinyl esters [23], reportedly taking many years at neutral conditions and with thiol-yne carbonates only degrading in very high or very low pH conditions [27].…”

Section: Introductionmentioning

confidence: 99%

Poly[bis(serine ethyl ester)phosphazene] regulates the degradation rates of vinyl ester photopolymers

et al. 2023

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Vinyl esters and carbonates have recently been demonstrated to have considerably lower cytotoxicity than their more commonly used (meth)acrylate counterparts, inspiring their use in the 3D printing of biomaterials. However, the degradation rates of such synthetic photopolymers are slow, especially in the mild conditions present in many biological environments. Some applications, for example, tissue regeneration scaffolds and drug release, require considerably faster biodegradation. Furthermore, it is essential to be able to easily tune the degradation rate to fit the requirements for a range of applications. Herein we present the design and synthesis of hydrolytically degradable polyphosphazenes substituted with a vinyl carbonate functionalized amino acid. Thiolene copolymerization with vinyl esters gave cured polymers which are demonstrated to considerably accelerate the degradation rates of cured vinylester/thiolene polymer scaffolds. Graphical abstract

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Vinylcarbonates as low-toxic monomers for digital ink-jet inks: Promising alternatives to acrylate based systems

Cited by 13 publications

References 18 publications

Influence of nano‐coated pigment ink formulation on ink‐jet printability and printing accuracy

Influence of nano‐coated pigment ink formulation on ink‐jet printability and printing accuracy

Enhancing the stability of UV‐curable thiol/vinyl carbonate resins

Poly[bis(serine ethyl ester)phosphazene] regulates the degradation rates of vinyl ester photopolymers

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