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Results for “Methacrylates”

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PubMed1976

An in vitro study of bacterial response to inert and reactive metals and to methyl methacrylate.

The clinical use of inert materials for internal fixation and joint replacement devices is increasing rapidly; studies on the effect of these materials on bacteria and host resistance to infection have not kept apace. Any substance placed within the body may interfere with host-parasite interaction, either by its physical presence or by physiochemical activity at its interface with the surrounding tissue. Either mechanism, by altering the normal host defense mechanism, may promote or retard bacterial growth. Bacterial growth may also be altered if a trace element essential to or inhibitory to the bacteria or an element that antagonizes or potentiates humoral antibacterial systems is leached from the substance. We have tested bacterial growth and inhibition in vitro in the presence of substances used as implant materials: surgical silver, iron, zinc-coated galvanized iron, aluminum alloy, stainless steel, Vitallium, and methyl methacrylate. Our results showed: 1) metals that have low grades of tissue reactivity and little bacteriotoxic effect provided a framework along which bacterial growth and propagation occurred; 2) metals that have higher levels of cellular reactivity, specifically aluminum and galvanized wire, caused selective bacterial toxicity. The in vitro response of bacteria to methyl methacrylate was similar to that of Vitallium and other inert substances, i.e., growth and propagation were abundant adjacent to methyl methacrylate. These studies led us to speculate that, if similar phenomena occur in vivo, bacterial growth and dissemination might be increased when an inert implant material was used and decreased when the implant material was more reactive.

Bacteria↗

PubMed1977

Reactions of human platelets with microspheres of poly(hydroxymethyl methacrylate) and polyacrylamide.

We have studied the contact interaction of platelets with hydrogels. In the form of microspheres, 0.6-1.0 mu, poly(glycol methacrylate) (polyHEMA) and poly(methyl methacrylate) beads cause platelets to aggregate at concentrations of about 10(8) beads/ml. Polyacrylamide and (20/80) poly(acrylamide-HEMA) copolymer were ineffective in aggregating platelets. The admixture of 20% methacrylate to polyHEMA rendered the beads inactive. Blood plasma components other than fibrinogen were found essential to the interaction of the beads with platelets. Near-infrared spectra of the hydrogels polyacrylamide and polyHEMA showed the water hydrogen bonds to be the same for both and different from those in pure water. The monomer HEMA is an inhibitor of platelet aggregation and the release reaction at levels of 0.1%. It is concluded that the two hydrogels have different blood compatibilities, which depend more on the network structures than the water structures in the respective gels.

Acrylamides↗

PubMed1980

Mechanical properties of the soft contact lens of poly(methyl methacrylate-N-vinylpyrrolidone).

The mechanical properties of the hydrogel membrane of poly(methyl methacrylate-N-vinylpyrrolidone) were studied for the purpose of making soft contact lenses for extended wear. The dependence of tensile fracture energy, flexibility, and recovery from deformation on the water content and thickness of the hydrogel membrane was studied. Reducing the thickness of a lens was found to exert a more advantageous effect than increasing its water content on maximizing the tensile fracture energy under the condition of an adequate supply of oxygen to the cornea through the contact lens. As long as its water content is controlled between 63 and 78%, the contact lens made of poly(methyl methacrylate-N-vinylpyrrolidone) has the flexibility on the same order as that of conventional soft contact lenses of poly(2-hydroxyethyl methacrylate). The rate of recovery from deformation increases with water content, and the residual elongation is negligible in the range of water content over about 70%. It is concluded that practical requirements for use of these contact lenses, determined by these three mechanical properties, can be satisfied at the same time if the water content of the contact lens is adjusted at about 70%.

Contact Lenses, Hydrophilic↗

PubMed2004

Endothelial cell adhesion on RGD-containing methacrylate terpolymers.

Hexyl methacrylate (HMA), methyl methacrylate (MMA), and methacrylic acid (MAA) were used as comonomers to produce a low glass transition temperature material, potentially useful in fabricating a small diameter vascular graft. Because it has been shown that grafts seeded with endothelial cells have better resistance to thrombosis, RGD-based peptide sequences were incorporated into the terpolymer. The two methods used for incorporating peptide sequences were a chain transfer reaction during polymerization, and a coupling reaction between the amine terminus of the peptide and the carboxyl groups of the MAA. Polymers were synthesized using the chain transfer reaction with peptide concentrations ranging from 1.7 to 7.0 micromol/g. Weight-average molecular weights decreased with increasing peptide concentration from 310,000 g/mol for the terpolymer without peptide, to 110,000 g/mol for a peptide concentration of 7.0 micromol/g. As a result, Young's modulus decreased with increasing peptide concentration. Terpolymers with peptides attached through a coupling reaction showed no decrease in molecular weight or mechanical properties. Confocal microscopy showed cells seeded on the RGD surfaces adhered and spread, while terpolymers with RGE sequences showed cells that were rounded and not spreading. Cell density on RGD surfaces increased with increasing peptide concentration up to a bulk peptide concentration of approximately 5 micromol/g and reached a plateau, which indicated the minimum peptide concentration necessary for maximum cell adhesion.

Biocompatible Materials↗

PubMed1976

In vitro studies of poly(methyl methacrylate) adjuvants.

Poly(methyl methacrylate) adjuvants, prepared by polymerizing monomeric methyl methacrylate in the presence of influenza virions or by addition of the virions to previously polymerized poly(methyl methacrylate) particles, were studied by means of the hemagglutination test, antibody binding, and electron microscopy. The results indicated that the virions were coated partly when the polymerization was carried out in the presence of the virus, whereas the virions were probably adsorbed when added to polymerized particles.

Adjuvants, Immunologic↗

PubMed1991

Propranolol:methacrylic acid copolymer binding interaction.

The polyanionic form of methacrylic acid:methacrylic acid methyl ester copolymer reacts readily with propranolol.HCl to give a sparingly soluble complex at saturation equilibrium. Propranolol: methacrylic acid copolymer complex is characterized by differential thermal analysis, and IR and UV spectroscopic methods. Propranolol content is found to be 68% in the complex. The value of the Hill coefficient (1.5) indicates that there is a high degree of positive cooperative interaction between propranolol and the polymer.

Allosteric Regulation↗

PubMed2006

A model of flow-through pore formation in methacrylate ester-based monolithic columns.

The main factors affecting the porosity of methacrylate-ester based monolithic columns were investigated. We prepared 23 monolithic capillary columns with porosity controlled by varying the proportions of butyl methacrylate and ethylene dimethacrylate monomers and of 1,4-butanediol and 1-propanol as the porogen solvent in the polymerization mixtures by thermally initiated in-situ polymerization in fused-silica capillaries. Using mixture design software, we systematically varied the composition of the polymerisation mixtures to find significant factors affecting flow-through pore formation. Multivariate analysis of the experimental data obtained for the fabricated columns yielded a model for prediction of the flow-through porosity in monolithic beds as a function of the composition of the polymerization mixture used to prepare polymethacrylate monolithic capillary columns. The mean error of prediction was lower than 8% for eight columns prepared independently of the original set of 15 columns used to derive the flow-through model. The flow-through porosity increases with increasing concentration of the binary porogen solvent mixture, the concentration of 1,4-butanediol being the main factor enhancing flow-through pore formation. On the other hand, increasing concentrations of the hydrophobic monomer butyl methacrylate and increasing concentrations of 1-propanol have a negative effect on flow-through pore formation. The capillary columns prepared with a high proportion of flow-through pores and a minimum amount of mesopores can be used for fast gradient separations of both low-molecular weight compounds and biopolymers.

Journal Article↗

PubMed1998

Reconstruction of the sternum and chest wall with methyl methacrylate: CT and MRI appearance.

The aim of our study was to define the appearance of methyl methacrylate grafts replacing resected sternum and ribs on CT and MRI and how the sternal graft may mimic an abnormally sclerotic sternum on CT images. We reviewed the CT scans of nine patients who had undergone chest wall resection (eight with malignant and one with benign disease) and reconstruction with a composite of methyl methacrylate and Marlex mesh graft. One of them had an MRI study as well. The size, shape and CT attenuation were assessed on mediastinal and bone window settings. The sternal graft was seen on mediastinal and even better on bone windows as an abnormally wide, irregularly shaped structure, somewhat denser than the normal sternum. The chest wall prosthesis replacing resected ribs was seen as a continuous dense structure and of similar attenuation as that of the sternal graft. On MRI the prosthesis appeared as a well-defined structure with no signal. Reconstruction of the chest wall with methyl methacrylate appears on CT as a diffusely dense sclerotic bone lesion not unlike a malignant lesion. The possibility of a graft has to be included in the differential diagnosis in these cases.

Adolescent↗

PubMed1982

Comparison of bond strengths of polymethyl methacrylate and alpha cyanoacrylate.

A method of fabricating similar methyl methacrylate cylinders was used to produce specimens to test the bond strength of alpha cyanoacrylate and autopolymerizing methyl methacrylate. Each group was tested immediately and after storage in 37 degrees C water bath for 90 days. Statistical analysis supported the finding that the autopolymerizing methyl methacrylate produced a better bond even without undercuts or mechanical retention.

Chemical Phenomena↗

PubMed1993

The shear strength of polymethyl methacrylate bonded to titanium partial denture framework material.

Premachined titanium frameworks are used in implant-supported fixed complete-arch prostheses. Traditionally, retentive mechanisms are incorporated in the wax patterns to provide retention between polymethyl methacrylate and the cast framework. Nontraditional forms of retention are needed with machined frameworks. This study determined whether three different surface characteristics of titanium improve the bond shear strength of polymethyl methacrylate. Thirty rod shaped specimens of titanium were divided into three equal groups: group 1 received no pretreatment; group 2 was pretreated with 110 microns alumina air abrasive; and group 3 was pretreated with 110 microns alumina air abrasive plus silane (clear). Denture resin was processed around each specimen. A Shell-Nielsen shear test was then performed at a crosshead speed of 0.5 mm/minute to determine the bond shear strength in kilograms per square centimeter. The bond shear strength of group 3 was 63% greater than group 1 (significant, p < 0.01; ANOVA-Scheffé interval 63 kg/cm2). The results of this study indicated that surface pretreatment of titanium with 110 microns alumina air abrasive plus silane coating significantly enhances the bond shear strength of polymethyl methacrylate.

Aluminum Oxide↗

PubMed1994

Leaching and cytotoxicity of formaldehyde and methyl methacrylate from acrylic resin denture base materials.

Acrylic resin dentures have the potential to elicit irritation, inflammation, and an allergic response of the oral mucosa. Studies of substances leachable from acrylic resins, their cytotoxicity to cultured cells, and means of reducing their leaching were systematically conducted. Under in vivo and in vitro conditions, formaldehyde and methyl methacrylate were significantly leached into human saliva and saliva-substitute buffer, especially from autopolymerized resins. Both leachable substances showed cytotoxic potentials in the range of their leaching concentrations. Formaldehyde was cytotoxic at lower concentrations than methyl methacrylate. Preleaching in water reduced subsequent leaching of both formaldehyde and methyl methacrylate, and the amount of reduction depended on an increase in the preleaching temperatures. Immersion of acrylic resin dentures in hot water (50 degrees C) before insertion is recommended, especially for autopolymerized resins used either for rebasing or as denture base materials, to minimize the risk of adverse reactions in patients who wear acrylic resin dentures.

Cell Count↗

PubMed1990

Photoregulation of the binding of an azobenzene-modified poly(methacrylic acid) to phosphatidylcholine bilayer membranes.

Radical copolymerization of a 4:1 mixture of methacrylic acid and N-[4-(phenylazo)-phenyl]methacrylamide afforded a copolymer of methacrylic acid bearing 10.4 mol% pendent azobenzene units. The copolymer was sensitive to irradiation by virtue of the photochemical trans-to-cis isomerization of the pendent chromophore. The pH-dependent conformational transition characteristic of poly(methacrylic acid) was shifted to a higher pH by the hydrophobic nature of the azobenzene units, but viscosity measurements revealed no further shift in the transition upon photoisomerization. The potentiometric titration curves of the two photoisomeric states of the chain were displaced in a manner consistent with the enhanced polarity of the cis form of the chromophore. The adsorption of the chain on phosphatidylcholine bilayer membranes was strikingly sensitive to light; at pH 7, the cis form adsorbed weakly if at all, whereas the trans form bound strongly to the membrane surface with concomitant reorganization of the lipid bilayer structure.

Azo Compounds↗

PubMed1994

In vitro micronucleus induction by polymethyl methacrylate bone cement in cultured human lymphocytes.

Human lymphocytes cultured in vitro were used to assess the ability of polymethyl methacrylate (PMMA), currently used in orthopaedic surgery as bone cement, to induce micronuclei in binucleated cells. The results of the study show a significant increase in the micronucleus frequency in treated cultures and therefore the genotoxic effect of PMMA bone cement or its ingredients (methyl methacrylate, dimethyl para-toluidine and hydroquinone) usually present in self-curing methacrylate bone cement and released in small quantities after polymerisation. This effect is evident during the stage immediately after the polymerisation process, and after a certain period of time (5 days in our experimental model).

Adult↗

PubMed2006

Influence of moisture content on the mechanical properties of methyl methacrylate-starch copolymers.

The water vapour sorption-desorption behaviour of graft copolymers (hydroxypropylstarch-methyl methacrylate -HSMMA- and carboxymethylstarch-methyl methacrylate -CSMMA-) synthetised by free-radical polymerisation and alternatively dried by oven (OD) or freeze-drying (FD) techniques was investigated in a previous paper. The aim of the present study was to analyse the influence of the amount and distribution of water molecules on the flow and compaction characteristics of this family of methyl methacrylate-starch copolymers. Products were stored at constant temperature (25 degrees C) and different relative humidity conditions (RH). Flow properties of the powdered materials were evaluated using glass and stainless-steel funnels and the densification behaviour was studied in detail by means of Heckel treatment and compression parameters. Results revealed that the storage at 25-50% RH was the optimum condition relating flowability for HSMMA and OD-CSMMA copolymers. At higher RH values, the flow characteristics worsened, due to an increment in cohesive forces. Compaction experiments showed that the 25-50% RH range improved also the compression performance of the copolymers, due to increasing powder compressibility and reduced compact relaxation. Under these circumstances, absorbed water might act as plasticiser and adsorbed water as lubricant.

Compressive Strength↗

PubMed2002

Purification of the specific immunoglobulin G1 by immobilized metal ion affinity chromatography using nickel complexes of chelating porous and nonporous polymeric sorbents based on poly(methacrylic esters). Effect of polymer structure.

Ni2+ complexes of the chelating nonporous and porous bead sorbents based on methacrylic esters crosslinked with ethylene dimethacrylate were used in isolation of the horseradish peroxidase-specific immunoglobulin IgG1 from the crude mouse ascitic fluid by immobilized metal ion affinity chromatography (IMAC). Iminodiacetic and aspartic acids were attached to porous poly(glycidyl methacrylate) beads differing in size, morphology and chemical composition. Ethylenediaminetriacetic acid and quinolin-8-ol chelating groups were attached mainly to the surface hydroxyl groups in nonporous poly(diethylene glycol methacrylate) beads through spacers. The latter sorbents exhibited better kinetic characteristics than the former but a very low IgG1 sorption capacity. In a single-step IMAC procedure, the best efficiency in the specific IgG1 purification was obtained with porous sorbents (recovery 92%, purity 73%). Differences in IMAC separations are discussed from the point of view of morphology of polymer beads as well as of the type and concentration of chelating ligands.

Chelating Agents↗

PubMed1996

Dimensional accuracy of thermoformed polymethyl methacrylate.

Thermoforming of polymethyl methacrylate sheet is used to produce a number of different types of dental appliances. The purpose of this study was to determine the dimensional accuracy of thermoformed polymethyl methacrylate specimens. Five blanks of the acrylic resin were thermoformed on stone casts prepared from a silicone mold of a brass master die. The distances between index marks were measured both on the cast and on the thermoformed blanks with an optical comparator. Measurements on the blanks were made again 24 hours after processing and then 1 week, 1 month, and 3 months after immersion in water. Linear shrinkage of less than 1% (range 0.37% to 0.52%) was observed 24 hours after removal of the blanks from the cast. Immersion of the thermoformed specimens in water resulted in an increase in measured dimensions, but after 3 months' immersion these increases were still less than those of the cast (range 0.07% to 0.18%). It was concluded that it is possible to thermoform Perspex polymethyl methacrylate accurately.

Dental Materials↗

PubMedDate not supplied

Graft copolymerization of methyl methacrylate onto mercaptochitin and some properties of the resulting hybrid materials.

The graft copolymerization of methyl methacrylate onto mercaptochitin and some properties of the resulting graft copolymers have been studied. Methyl methacrylate was efficiently graft copolymerized onto mercaptochitin in dimethyl sulfoxide, and the grafting percentage reached 1300% under appropriate conditions. Although the side-chain ester groups were resistant to aqueous alkali, hydrolysis could be achieved with a mixture of aqueous sodium hydroxide and dimethyl sulfoxide. Subsequent treatment with acetic anhydride in methanol transformed the sodium carboxylate groups into carboxyl groups. Although the graft copolymers exhibited an improved affinity for organic solvents, those having sodium carboxylate or carboxyl units were characterized by a much more enhanced solubility and were soluble in common solvents. The hygroscopic nature of chitin decreased with an increase in the grafting extent but increased significantly upon hydrolysis of the ester groups. The enzymatic degradability of the graft copolymers, as evaluated with lysozyme, was also dependent on the grafting extent and much higher than that of the original chitin. DSC measurements revealed the presence of a glass transition phenomenon, which could be ascribed to the poly(methyl methacrylate) side chain.

Animals↗

PubMed2004

ansa-Zirconocene ester enolates: synthesis, structure, reaction with organo-lewis acids, and application to polymerization of methacrylates.

The synthesis, structural characterization, and abstraction chemistry of ansa-zirconocene ester enolate complexes relevant to the isospecific polymerization of methacrylates are reported. Reactions of rac-(EBI)ZrMe(OTf) and rac-(EBI)Zr(OTf)(2) [EBI = C(2)H(4)(Ind)(2)] with 1 and 2 equiv of lithium isopropylisobutyrate in toluene produce the first examples of ansa-zirconocene mono- and diester enolate complexes: rac-(EBI)ZrMe[OC(O(i)Pr)=CMe(2)] (1) and rac-(EBI)Zr[OC(O(i)Pr)=CMe(2)](2) (2) in 89% and 50% isolated yields, respectively. The reaction of 1 with B(C(6)F(5))(3) was investigated in six different organic solvents; in THF at ambient temperature, this reaction cleanly produces the isolable cationic ansa-zirconocene ester enolate complex rac-(EBI)Zr(+)(THF)[OC(O(i)Pr)=CMe(2)][MeB(C(6)F(5))(3)](-) (3) in quantitative yield. The analogous reaction of 1 with Al(C(6)F(5))(3) in toluene, however, proceeds through a proposed novel, intramolecular proton transfer process in which propylene is eliminated from the isopropoxy group, subsequently producing a carboxylate-bridged tight ion pair rac-(EBI)Zr(+)(Me)OC((i)Pr)OAl(C(6)F(5))(3)(-) (4). In addition to standard spectroscopic and analytical characterizations for the isolated complexes 1-4, complexes 2 and 4 have also been structurally characterized by X-ray diffraction studies. Polymerization of methyl methacrylate (MMA) and n-butyl methacrylate (BMA) has been investigated using complexes 1, 3, and 4. Both the isolated cationic 3 and neutral 1 (the latter combined with B(C(6)F(5))(3) in situ) are highly active (10 min for quantitative MMA conversion) and highly isospecific ([mm] > 95% for PMMA; [mm] > 99% for PBMA) via enantiomorphic-site control, producing polymethacrylates with extremely narrow molecular weight distributions (M(w)/M(n) = 1.03). The aluminate complex 4, however, produces syndiotactic PMMA predominantly via chain-end control.

Journal Article↗