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Fig. 1-1 Variation of molecular weight with conversion; (a) chain polymerization; (b) step polymerization; (c) nonterminating chain polymerization and protein synthesis.
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mechanism departs from the normal chain pathway. This is observed in certain chain polymerizations, which involve a fast initiation process coupled with the absence of reactions that terminate the propagating reactive centers. Biological syntheses of proteins also show the behavior described by Fig. 1-1c because the various monomer molecules are directed to react in a very speci c manner by an enzymatically controlled process.
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The ring-opening polymerizations of cyclic monomers such as propylene oxide
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or E-caprolactam
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usually proceed by the chain polymerization mechanism, but the dependence of polymer molecular weight on conversion almost never follows the behavior in Fig. 1-1a. Ring-opening polymerizations often follow the behavior in Fig. 1-1c. The International Union of Pure and Applied Chemistry [IUPAC, 1994] suggested the term polycondensation instead of step polymerization, but polycondensation is a narrower term than step polymerization since it implies that the reactions are limited to condensations reactions in which small molecules such as water are expelled during polymerization. The term step polymerization encompasses not only condensations but also polymerizations in which no small molecules are expelled. An example of the latter is the reaction of diols and diisocyantes to yield polyurethanes (Eq. 1-6). The formation of polyurethanes follows the same reaction characteristics as the formation of polyesters, polyamides, and other polymerizations in which small molecules are expelled. Ring-opening polymerizations point out very clearly that one must distinguish between the classi cation of the polymerization mechanism and that of the polymer structure. The two classi cations cannot always be used interchangeably. Polymers such as the polyethers and polyamides produced in Eqs. 1-10 and 1-11, as well as those from other cyclic monomers, must be separately classi ed as to polymerization mechanism and polymer structure. These polymers are structurally classi ed as condensation polymers, since they contain functional groups (e.g., ether, amide) in the polymer chain. They, like the polyurethanes, are not classi ed as addition polymers by the use of Carothers original classi cation. The situation is even more complicated for a polymer such as that obtained from E-caprolactam. The exact same polymer can be obtained by the step polymerization of the linear monomer E-aminocaproic acid. It should suf ce at this point to stress that the terms condensation and step polymer or polymerization are not synonymous nor are the terms addition and chain polymer or polymerization, even though these terms are often used interchangeably. The classi cation of polymers based only on polymer structure or only on polymerization mechanism is often an oversimpli cation that leads to ambiguity and error. Both structure and mechanism are usually needed in order to clearly classify a polymer.
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1-2 NOMENCLATURE OF POLYMERS Polymer nomenclature leaves much to be desired. A standard nomenclature system based on chemical structure as is used for small inorganic and organic compounds is most desired.
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Unfortunately, the naming of polymers has not proceeded in a systematic manner until relatively late in the development of polymer science. It is not at all unusual of a polymer to have several names because of the use of different nomenclature systems. The nomenclature systems that have been used are based on either the structure of the polymer or the source of the polymer [i.e., the monomer(s) used in its synthesis] or trade names. Not only have there been several different nomenclature systems, but their application has not always been rigorous. An important step toward standardization was initiated in the 1970s by the International Union of Pure and Applied Chemistry.
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The most simple and commonly used nomenclature system is probably that based on the source of the polymer. This system is applicable primarily to polymers synthesized from a single monomer as in addition and ring-opening polymerizations. Such polymers are named by adding the name of the monomer onto the pre x poly without a space or hyphen. Thus the polymers from ethylene and acetaldehyde are named polyethylene and polyacetaldehyde, respectively. When the monomer has a substituted parent name or a multiworded name or an abnormally long name, parentheses are placed around its name following the pre x poly. The polymers from 3-methyl-1-pentene, vinyl chloride, propylene oxide, chlorotri uoroethylene, and E-caprolactam are named poly(3-methyl-1-pentene), poly(vinyl chloride), poly(propylene oxide), poly(chlorotri uoroethylene), and poly(E-caprolactam), respectively. Other examples are listed in Table 1-2. The parentheses are frequently omitted in common usage when naming polymers. Although this will often not present a problem, it is incorrect and in some cases the omission can lead to uncertainty as to the structure of the polymer named. Thus the use of polyethylene oxide instead of poly(ethylene oxide) can be ambiguous in denoting one of the following possible structures:
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