Methacrylate functional components

P-Pinene which is a main component of natural turpentine can be polymerized by living cationic isomerization polymerization [82] (Scheme 10) using TiCl3(OfPr) as a Lewis acid in conjunction with rc-Bu4NCl in CH2C12 at -40 °C. When initiator 31 was used, polymerization led to a poly(P-pinene) macromonomer with a methacrylate function at the a end and a chlorine atom at the co chain end [83]. Three macromonomers were prepared with DPn=8,15, and 25 respectively they had narrow MWD (Mw/Mn= 1.13-1.22) and the reported functionality was close to 1 (Fn=0.90-0.96). 

HPLC fractionation of a SOCM sample into its individual components provided information about the relative proportions of the various isomers. The ratio of 3a to 3b was approximately 3 1 as determined by peak areas (UV detection at 254 nm) of the HPLC chromatograms. This should be a reasonably good estimation of product ratio since the pendant methacrylate functionality is the only UV active group in these compounds. Die spiro-fused five-membered rings were characterized by a CO4 resonance at 135 ppm in the C NMR spectra. By contrast, the compounds of type 3b, with mixed five- and six-membered ring sizes, produced CO4 signals at 122 ppm. A small amount of an oxaspiro dimethacrylate (8, Figure 7) was also noted. This... 

The major fatty acid component of lesquerella oil (LO) is lesquerolic acid (55%), a C20 hydroxy fatty acid with an isolated double bond. Other than castor oil lesquerella is the only commercially available oil with a hydroxyl functional fatty acid. Two types of LO methacrylates, methacrylated lesquerella oil (MALO) and hydroxyethyl methacrylate modified lesquerella oil (HEMALO), were synthesized by reacting the oil with methacryloyl chloride and an methacrylic functional isocyanate, respectively (Scheme 2). 

Selected physical properties of various methacrylate esters, amides, and derivatives are given in Tables 1—4. Tables 3 and 4 describe more commercially available methacrylic acid derivatives. A2eotrope data for MMA are shown in Table 5 (8). The solubiUty of MMA in water at 25°C is 1.5%. Water solubiUty of longer alkyl methacrylates ranges from slight to insoluble. Some functionalized esters such as 2-dimethylaniinoethyl methacrylate are miscible and/or hydrolyze. The solubiUty of 2-hydroxypropyl methacrylate in water at 25°C is 13%. Vapor—Hquid equiUbrium (VLE) data have been pubHshed on methanol, methyl methacrylate, and methacrylic acid pairs (9), as have solubiUty data for this ternary system (10). VLE data are also available for methyl methacrylate, methacrylic acid, methyl a-hydroxyisobutyrate, methanol, and water, which are the critical components obtained in the commercially important acetone cyanohydrin route to methyl methacrylate (11). 

The materials used in a total joint replacement ate designed to enable the joint to function normally. The artificial components ate generally composed of a metal piece that fits closely into bone tissue. The metals ate varied and include stainless steel or alloys of cobalt, chrome, and titanium. The plastic material used in implants is a polyethylene that is extremely durable and wear-resistant. Also, a bone cement, a methacrylate, is often used to anchor the artificial joint materials into the bone. Cementiess joint replacements have mote tecentiy been developed. In these replacements, the prosthesis and the bone ate made to fit together without the need for bone cement. The implants ate press-fit into the bone. 

Even the earliest reports discuss the use of components such as polymer syrups bearing carboxylic acid functionality as a minor component to improve adhesion [21]. Later, methacrylic acid was specifically added to adhesive compositions to increase the rate of cure [22]. Maleic acid (or dibasic acids capable of cyclic tautomerism) have also been reported to increase both cure rate and bond strength [23]. Maleic acid has also been reported to improve adhesion to polymeric substrates such as Nylon and epoxies [24]. Adducts of 2-hydroxyethyl methacrylate and various anhydrides (such as phthalic) have also been reported as acid-bearing monomers [25]. Organic acids have a specific role in the cure of some blocked organoboranes, as will be discussed later. 

Non-ionic polymers have also been blended with ionic block copolymers. Poly(vinyl phosphanate)-l7-polystyrene and PS-l -SPS have been blended with PPO. In both cases, improvements were seen in MeOH permeability over that of fhe unmodified block copolymers and conductivity values dropped as a function of increasing PPO confenf. PVDF has been blended wifh SEES in order fo improve its mechanical and chemical stability, but aggregation was found fo be a problem due fo incompafibility between components. However, it was found that a small amount (2 wt%) of a methyl methacrylate-butyl acrylate-methyl methacrylate block copolymer as com-patibilizer not only led to greater homogeneity but also improved mechanical resistance, water management, and conductivity. ... 

Polyurethane-acrylic coatings with interpenetrating polymer networks (IPNs) were synthesized from a two-component polyurethane (PU) and an unsaturated urethane-modified acrylic copolymer. The two-component PU was prepared from hydroxyethylacrylate-butylmethacrylate copolymer with or without reacting with c-caprolactonc and cured with an aliphatic polyisocyanate. The unsaturated acrylic copolymer was made from the same hydroxy-functional acrylic copolymer modified with isocyanatoethyl methacrylate. IPNs were prepared simultaneously from the two-polymer systems at various ratios. The IPNs were characterized by their mechanical properties and glass transition temperatures. 

In addition, compomers contain extra monomers from conventional composites, and these contain acidic functional groups. The most widely used monomer of this type is so-called TCB, which is a di-ester of 2-hydroxyethyl methacrylate with butane tetracarboxylic acid [271]. This acid-functional monomer is a very minor component and compomers also contain some reactive glass powder of the type used in glass-ionomer cements [266]. 

Figure 3. Meso (isotactic) dyad frequency (m) of polyfmethyl methacrylate), prepared at 250 initiated by t-butylmagnesium bromide, as a function of solvent composition. The meso-frequency m is indicated for each point. The solvent composition, given in terms of mole fractions of THF, XThf, of toluene, Xtoiimie and of monomer, , ore indicated by the scale on each median, with each apex corresponding to the pure component indicated.

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