Monomers, toxic properties

The handling of the monomer presents a number of problems. The monomer will polymerise on storage even under an inert gas. Polymer deposition may be observed after standing for less than a day. Exposure to air, to water or to light will accelerate polymerisation. A number of phenolic materials are effective inhibitors, a typical example being 0.02% p-methoxyphenol. Exposure to light, air and water must, however, still be avoided. The monomer has an anaesthetic action and chronic toxic properties and care must therefore be taken in its handling. 

Shefter VO (1995) Handbook of Toxic Properties of Monomers and Additives. Boca Raton, FL CRC Press. United States Pharmacopeia XXIII. 

Toxic properties of thermally oxidized fats are concentrated in the non-urea adductable monomers and dimers (45, 46). Usual... 

Polymer-supported selenium regents have been prepared to avoid some of the obnoxious and toxic properties of these reagents as monomers (Michels et al., 1976). The reagents were used to convert 4-methylcyclohexanone into 4-methylcyclohex-2-enone, to hydrobro-minate ethyl 2-bromopropionate, and to glycolate 2-methyl-2-heptene. 

One other polymeric material that was once used in capacitor manufacturing but which fell from favour many years ago, largely because of its toxicity and the general demise of paper capacitors, is polyvinyl carbazole. This material is worthy of mention if only because of more recent interests in its monomer s properties as a component for plasma developable resist systems.Polyvinyl carbazole is a hard plastic with a structure related to polystyrene, the difference being the presence of a carbazole group in place of a phenyl group... 

The reaction with sodium sulfite or bisulfite (5,11) to yield sodium-P-sulfopropionamide [19298-89-6] (C3H7N04S-Na) is very useful since it can be used as a scavenger for acrylamide monomer. The reaction proceeds very rapidly even at room temperature, and the product has low toxicity. Reactions with phosphines and phosphine oxides have been studied (12), and the products are potentially useful because of thek fire retardant properties. Reactions with sulfide and dithiocarbamates proceed readily but have no appHcations (5). However, the reaction with mercaptide ions has been used for analytical purposes (13)). Water reacts with the amide group (5) to form hydrolysis products, and other hydroxy compounds, such as alcohols and phenols, react readily to form ether compounds. Primary aUphatic alcohols are the most reactive and the reactions are compHcated by partial hydrolysis of the amide groups by any water present. 

Nearly all polymerization processes and products require a post-reaction process to remove and reduce to an acceptable level residual monomer(s), solvent or diluent. End use properties can be adversely affected by high levels of residuals through toxicity, odor, or poor physical properties. In the cases of residual solvent or diluent, a separation process involving the evaporation of the volatile components (devolatilization) can be used. Devolatilization can be used for residual monomer removal, but completing the polymerization of monomer is an attractive alternative when applicable. Polymerization finishing is usually accomplished with an increase in temperature to kick-off a finishing initiator or the addition of an initiator. (D For the dispersion... 

In an attempt to identify new, biocompatible diphenols for the synthesis of polyiminocarbonates and polycarbonates, we considered derivatives of tyrosine dipeptide as potential monomers. Our experimental rationale was based on the assumption that a diphenol derived from natural amino acids may be less toxic than many of the industrial diphenols. After protection of the amino and carboxylic acid groups, we expected the dipeptide to be chemically equivalent to conventional diphenols. In preliminary studies (14) this hypothesis was confirmed by the successful preparation of poly(Z-Tyr-Tyr-Et iminocarbonate) from the protected tyrosine dipeptide Z-Tyr-Tyr-Et (Figure 3). Unfortunately, poly (Z-Tyr-Tyr-Et iminocarbonate) was an insoluble, nonprocessible material for which no practical applications could be identified. This result illustrated the difficulty of balancing the requirement for biocompatibility with the need to obtain a material with suitable "engineering" properties. 

Esters represent an important class of chemical compounds with applications as solvents, plasticizers, flavors and fragrances, pesticides, medicinals, surfactants, chemical intermediates, and monomers for resins. Recently, esters of amino acids have attracted attention regarding their use as biobased surfactants with excellent adsorption and aggregation properties, low toxicity, and broad biological activity. 

The polymerization rate was essentially zero in each of the systems (even with unreacted double bonds present and continued initiation) after 9 minutes of exposure to UV light. The maximum functional group conversion reached in each system was 96% (1 wt% 1651), 87% (0.5 wt% 1651), and 83% (0.1 wt% 1651). If equal reactivity of the double bonds is assumed, only between 0.16 to 2.89% of unreacted monomer will be present at these total double bond conversions. Unreacted monomer can affectively plasticize the polymer network rendering it more pliable and decreasing its mechanical properties, and unreacted monomer may compromise the biocompatible nature of the system if the monomer leaches to a toxic level. Therefore, it is desirable to identify polymerization conditions which maximize the conversion of monomer. 

See a/so Methacrylic ester monomers Methacrylic ester polymers Methacrylic monomers acute toxicity of, 16 260t exposure to, 16 261 for 193-nm resists, 15 178-179 physical properties of, 16 227-235t, 278t polymerization of, 14 259 Methacrylates... 

Both nanospheres and nanocapsules are prepared from either a polymerization reaction of dispersed monomers or from a solvent dispersion procedure using preformed polymers. In many instances, the latter procedure using preformed polymer is desirable, as potential reactions between drug and monomer are avoided and the potential toxicity of residual monomers, surfactant, and initiator is reduced [37], The final properties of nanoparticles, such as their size, morphology, drug loading, release characteristics, and biodisti-bution, are all influenced by the method of preparation [38],... 

Crosslinked polymers are widely used as dental materials (1-31. Perhaps the most challenging application is in the restoration of teeth (4). The monomers must be non-toxic and capable of rapid polymerization in the presence of oxygen and water. The products should have properties comparable to tooth enamel and dentin and a service life of more than a few years. In current restorative materials such properties are sought using so-called "dental composites" which contain high volume fractions of particulate Inorganic fillers (5-71. However in the present article attention is concentrated on one commonly used crosslinked polymeric component, and on the way in which some of its properties are influenced by low volume fractions of fillers. 

The detection of contamination with mercury is a very serious issue due to the extreme toxicity and ease of reaction of this heavy metal. Mercury is commonly used in many everyday applications, such as thermometry, barometry or scientific apparatus. Therefore, it is important to note the development of a fluorescent IIP membrane for detection of mercury [63], This membrane was based on the combination of two fluorescent functional monomers, namely 4-vinyl pyridine and 9-vinylcarbazole. Binding of Hg2+ was proposed to be based on complexation of the metal ion with lone pairs of both pyridine and carbazole. The IIP membrane was capable of recognizing Hg2+in the linear range of concentrations from 5 x 10 7 to 1 x 10 4 M. Selectivity of the chemosensor was studied for a wide group of possible competitive ions and the chemosensor responded to all of them in the presence of a fixed amount of Hg2+ at 1 x 10 5 M. Nevertheless, the highest influence on recognition properties was observed in the presence of Cu2+ (4.87%) and Pb2+ (4.57%), which are still acceptable values for the successful detection of Hg2+. This progress stimulates further development of the MIP detection of ions. 

Polyglycolide was one of the first synthetic polymers used as a degradable surgical suture [122]. Fig. 8 shows the glycolide monomer and polymer structures. This aliphatic polyester is biodegradable and exhibits negligible toxicity when implanted in tissue. It is also possible to fabricate a strong fiber of this polyester with satisfactory mechanical properties. 

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