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Polyesters formed from phthalic anhydride and glycerol were among the rst commercial crosslinked polyesters. Linear polyesters seldom are synthesized by the direct reactions of acids or acid anhydrides with alcohols because the higher temperatures requred for high conversions lead to side reactions, which interfere with obtaining high molecular weights. This consideration is not overwhelmingly important for crosslinking systems, since crosslinking is achieved at far lower extents of reaction than are needed to obtain high polymer in a linear polymerization. Crosslinked polyesters are typically synthesized by direct esteri cation of acid or acid anhydride with alcohol.

2-170

Simple polyesters of the type described by Eq. 2-170 are too limited to be of commercial interest. Almost all crosslinked polyesters are either unsaturated polyesters or alkyd polyesters. These offer a greater ability to vary the nal product properties to suit a targeted market. Also, they offer greater process control since different chemical reactions are involved in the polymerization and crosslinking reactions. A typical unsaturated polyester

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have not typically been large for ten- to thirty-year issues in the homogeneous US government market 4 Call prices In the high bond markets of the 1930 s and 1940 s, there were times when most prime corporate bonds sold up near call price or above call price Averages based on such issues would then stand at yields above the going rate 5 Quotation Many seasoned corporate bonds become very inactive Stock Exchange quotations used by some averages, based on a unit of one bond, gave a poor clue to the true level of the market 6 Sinking funds In the lower bond markets of recent decades, when the bond market included a large number of high-quality industrial issues with big sinking funds selling at large discounts, industrial bond yield averages would sometimes be depressed far below the going yields that investors were willing to accept.

is that obtained by the polymerization of maleic anhydride and ethylene glycol. Maleic anhydride is only a bifunctional reactant in the polyesteri cation reaction, but it has the potential

Acknowledgments . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ix Introduction . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . xiii

2-171

Agencies that must present averages made up entirely of industrial bonds found it difficult not to understate the level of market yields 7 Coupon High-coupon corporate and government bonds often yield much more than do otherwise identical low-coupon bonds, especially in periods of low prices Most of these difficulties are reasonably well overcome by Durand s method of creating his basic yield index for corporate bonds Since the 1970 s, US Treasury and Federal Reserve publications have reported constant maturity yield series for government securities for a number of maturities ranging from one to thirty years These are derived by techniques similar to those used by Durand Since the 1930 s, techniques for deriving indices of yields have improved Credit ratings became very severe, and the issues in the prime market became much more uniform.

for a higher functionality under the appropriate reaction conditions The alkene double bond is reactive under radical chain polymerization conditions Crosslinking is accomplished in a separate step by radical copolymerization with alkene monomers such as styrene, vinyl toluene, methyl methacrylate, triallyl cyanurate, and diallyl phthalate (Sec 6-6a) Fumaric and itaconic acids are also used as the diacid component Most reaction formulations involve a mixture of a saturated diacid (iso- and terephthalic, adipic) with the unsaturated diacid or anhydride in appropriate proportions to control the density of crosslinking (which depends on the carbon carbon double-bond content of the prepolymer) for speci c applications [Parker and Peffer, 1977; Selley, 1988] Propylene glycol, 1,4-butanediol, neopentyl glycol, diethylene glycol, and bisphenol A are also used in place of ethylene glycol as the diol component Aromatic reactants are used in the formulation to improve the hardness, rigidity, and heat resistance of the crosslinked product.

Halogenated reactants are used to impart ame resistance The Unites States production of unsaturated polyesters was more than 17 billion pounds in 2001 Almost all unsaturated polyesters are used with brous reinforcements or llers More than 80% of the market consists of structural applications that require the strengthening imparted by brous (usually ber glass) reinforcement The remainder is used without brous reinforcement but with inexpensive llers to lower costs Unsaturated polyesters have a good combination of resistance to softening and deformation at high temperature, electrical properties, resistance to corrosion, weak alkalies, and strong acids and possess very good weatherability The liquid polyester prepolymers are especially easy to fabricate into infusible thermoset objects by casting in open molds, spray techniques as well as compression, hand layup, and resin-transfer molding.

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