4074-90-2Relevant articles and documents
Lectin recognizing thermoresponsive double hydrophilic glycopolymer micelles by RAFT polymerization
Sun, Kan,Bligh, S. W. Annie,Nie, Hua-Li,Quan, Jing,Zhu, Li-Min
, p. 34912 - 34921 (2014)
Thermoresponsive double hydrophilic block glycopolymer poly(N- isopropylacrylamide-co-6-O-vinyladipoyl-d-glucose)-b-poly(N-isopropylacrylamide) (P(NIPAm-co-OVAG)-b-PNIPAm) was prepared by a combination of enzymatic synthesis and reversible addition-fragment chain transfer (RAFT) polymerization protocols using P(NIPAm-co-OVAG) as a macro-RAFT agent. All the precisely synthesized glycopolymers were characterized by nuclear magnetic resonance spectroscopy and gel permeation chromatography. Detections using laser light scattering and transmission electron microscopy revealed that the block glycopolymer was able to self-assemble into micelles with various sizes and sphere morphologies in aqueous solutions. The glucose pendants in the glycopolymers had obvious interaction with lectin, concanavalin A (Con A), and their capacity of interaction with Con A was controlled by the number of glucose units in the glycopolymers. The block glycopolymer micelles have excellent biocompatibility with pig iliac endothelial cells using the MTT assay, however the glycopolymer-Con A micelles could be used to induce apoptosis in human hepatoma SMMC-7721 cells.
Novel synthesis routes for the preparation of low toxic vinyl ester and vinyl carbonate monomers
Hofecker, Andreas,Knaack, Patrick,Liska, Robert,Markovic, Marica,Ovsianikov, Aleksandr,Steinbauer, Patrick
supporting information, p. 3629 - 3641 (2020/10/02)
UV curing of photopolymerizable monomers, like (meth)acrylates, has been utilized for coatings for more than half a century and more recently in further developed areas such as tissue engineering. However, these monomers have major disadvantages, e.g., high irritancy and cytotoxicity, which leads to limited use in tissue engineering regarding health issues. Vinyl esters (VE) and vinyl carbonates (VC) can compete with (meth)acrylates in terms of material properties and have significantly lower toxicity, but lack in cost efficient synthesis methods. The purpose of this communication is to establish new pathways to overcome this drawback. It was shown that VEs can be synthesized either by vinyloxy trimethylsilane or by acetaldehyde in excellent yields. Moreover, a new method to synthesize vinyl chloroformate as precursor for VCs in lab scale was evolved by a catalyzed reaction of vinyloxy trimethylsilane with a phosgene solution. Finally, the cytotoxicity tests showed auspicious results.
PROCESS FOR THE PRODUCTION OF HIGHER CARBOXYLIC ACID VINYL ESTERS
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Page/Page column 40; 43, (2017/01/31)
This invention concerns a process for the production of vinyl esters of carboxylic acids with 3 to 20 carbon atoms, via vinylation in the presence of palladium (Pd) catalyst in combination with copper (Cu) as co-catalyst stabilized by organic salts in the presence of ethylene and air or oxygen.
Biomaterials based on low cytotoxic vinyl esters for bone replacement application
Husar, Branislav,Heller, Christian,Schwentenwein, Martin,Mautner, Andreas,Varga, Franz,Koch, Thomas,Stampfl, Juergen,Liska, Robert
experimental part, p. 4927 - 4934 (2012/06/01)
In recent days, additive manufacturing technologies (AMT) based on photopolymerization have also found application in tissue engineering. Although acrylates and methacrylates have excellent photoreactivity and afford photopolymers with good mechanical properties, their cytotoxicity and degradation products disqualify them from medical use. Within this work, (meth)acrylate-based monomers were replaced by vinyl esters with exceptional low cytotoxicity. The main focus of this paper lies on the determination of the photoreactivity and investigations concerning mechanical properties and degradation behavior of the new materials. Tested monomers provide sufficient photoreactivity for processing by AMT. Mechanical properties similar to natural bone could be obtained by adding suitable fillers like hydroxylapatite (HA). The right ratio of hydrophobic and hydrophilic monomers allows the tuning of the degradation behavior. Finally, with the optimum formulation, cellular 3D structures were built using digital light processing.
METHOD FOR PRODUCING VINYL ESTERS OF CARBOXYLIC ACIDS
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Page/Page column 4, (2010/06/22)
The present invention relates to a process for preparing vinyl carboxylates, wherein a carboxylic acid is reacted with an alkyne compound in the presence of a catalyst which is selected from salts of perrhenic acid at a temperature of =250° C. The process gives rise to the desired vinyl esters with a high yield.
Exploiting enzymatic regioselectivity: A facile methodology for the synthesis of polyhydroxylated hybrid compounds
Magrone, Pietro,Cavallo, Francesco,Panzeri, Walter,Passarella, Daniele,Riva, Sergio
supporting information; experimental part, p. 5583 - 5590 (2011/02/18)
Polyhydroxylated hybrid molecules have been synthesized using a protocol based on the regioselective acylation of the target compounds with activated dicarboxylic acids catalyzed by Novozym-435. The procedure implies that the mixed ester derivatives prepared and isolated from the first esterification step act as acylating agents in the second esterification step.
Process for Preparing Vinyl Carboxylates
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Page/Page column 5, (2009/01/24)
The present invention relates to a process for preparing vinyl carboxylates, wherein a carboxylic acid is reacted with an alkyne compound in the presence of a catalyst which is selected from carbonyl complexes, halides and oxides of rhenium, of manganese, of tungsten, of molybdenum, of chromium and of iron and rhenium metal at a temperature of ≦300° C. The process gives the desired vinyl esters with high yield.
