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materials that are more readily processable at the fully imidized state. Appropriate dianhydrides and diamines are used to increase solubility and melt processability by decreasing molecular order and packing. This is done by introducing exible segments [aliphatic, O, S, C O, SO2, C(CH3)2, C(CF3)2] into the polyimide chains or bulky side groups (phenyl, t-butyl) or using 1,3-disubstituted reactants instead of 1,4 reactants [de Abajo, 1999; Sillion, 1999; Yokota et al., 2001]. Polyetherimides (PEI) are polyimides containing suf cient ether as well as other exibilizing structural units to impart melt processability by conventional techniques, such as injection molding and extrusion. The commercially available PEI (trade name: Ultem) is the polymer synthesized by nucleophilic aromatic substitution between 1,3-bis(4-nitrophthalimido) benzene and the disodium salt of bisphenol A (Eq. 2-209) [Clagett, 1986]. This is the same reaction as that used to synthesize polyethersulfones and polyetherketones (Eq. 2-206) except that nitrite ion is displaced instead of halide. Polymerization is carried out at 80 130 C in a polar solvent (NMP, DMAC). It is also possible to synthesize the same polymer by using the diamine dianhydride reaction. Everything being equal (cost and availability of pure reactants), the nucleophilic substitution reaction is probably the preferred route due to the more moderate reaction conditions.
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PEI is amorphous with a glass transition temperature of 215 C and continuous-use temperature of 170 180 C. The solvent and chemical resistance of PEI is comparable to that of polyimides as described above, except that it is soluble in partially halogenated organic solvents. Processability by conventional techniques coupled with a wide range of desirable properties has resulted in fast growth for this new polymer. PEI also has the advantage of not having any volatiles (water) produced during processing as occurs during the secondstage cyclization of poly(amic acids). Voids and strains can be generated as volatiles are lost during processing. PEI presently accounts for a major fraction of all polyimides. PEI resins are used in many industries: electrical electronic (circuit boards, radomes, hightemperature switches), transportation (fuel system components, transmission and jet engine components, lamp sockets), medical (surgical instrument handles, trays, and other items requiring sterilization by steam, ethylene oxide, chemical means, or g radiation), and consumer and business (microwave cookware, curling irons, food packaging, memory disks, fans for computer and other equipment). Polyamideimides (PAIs) (trade name: Torlon), containing both amide and imide functional groups in the polymer chain, are produced by the reaction of trimellitic anhydride (or a derivative) with various diamines (Eq. 2-210). PAI resins are amorphous polymers
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with glass transition temperatures of 270 285 C and continuous-use temperatures of 220 230 C. Polyamideimides have excellent resistance to organic solvents. PAI has good resistance to acids, bases, and oxidants but is attacked by bases at high temperature. Polyamideimides are used in various aircraft (jet engine, generator, and compressor components),
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automotive (universal joints, transmission seal rings and washers), and industrial (machine gears and other mechanical components, nonstick and low-friction coatings) applications. Polyesterimides have been commercialized using reactants that possess combinations of imide or imide-forming groups together with carboxyl and hydroxyl groups [Lienert, 1999]. Bismaleimide (BMI) polymers are produced by reaction of a diamine and a bismaleimide (Eq. 2-211) [de Abajo, 1988, 1999; Mison and Sillion, 1999]. Polymerization is carried out with the bismaleimide in excess to produce maleimide end-capped telechelic oligomers (XLVI). Heating at temperatures of 180 C and higher results in crosslinking via radical chain
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polymerization (Chap. 3) of the maleimide carbon carbon double bonds (Eq. 2-212). The properties of the thermoset product can be varies by changing the Ar and Ar0 groups and the crosslink density. The latter depends on the bismaleimide : diamine ratio. (Further variations are possible by radical copolymerization (Chap. 6) of XLVI with alkene monomers.) A variety of other end-capping reactants (including allyl, alkyne, and cyanate fnctionalities) have been used to allow subsequent crosslinkng [Enoki et al., 1995; Mison and Sillion, 1999; Wright and Schorzman, 2001].
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