Page 594 - Carrahers_Polymer_Chemistry,_Eighth_Edition
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Synthesis of Reactants and Intermediates for Polymers                        557


                                                   1,3-Butadiene
                                                          CH 2
                                H 3 C    CH 2
                                                                H C      Vinyl ethyl ether
                                                                 2
                                                 H C
                                                  2
                                H C  Isoprene      O                   O
                                 2
                                                                             CH 3
                                               H C   CH 3       H C                   Cl
                                                3
                                                                 3
                                            O                         OH          Cl
                            O
                                        H 3 C  OH
                                                    HC  CH                 CH 2
                       H C     O    CH 2                         H C                  CH 2
                                                                  2
                        3
                           Vinyl acetate
                                              HF                       H C
                                                              HCl       2        H 2 C  Cl
                                     H 2 C            HC  N                  HCl
                                            F                                          CH 2
                                                             C
                                                           H 2
                                    Vinyl fluoride                          CH     Chloroprene
                                              H C                 Cl
                                                2
                                                         N
                                             Acrylonitrile   Vinyl chloride
                 FIGURE 17.3  Monomer synthesis chemical flow diagram based on acetylene feedstock.

                                                                               Epichlorohydrin
                      Propylene oxide           Acrylic acid
                                                       O                        Cl        O
                        C
                      H 3                                                   OH
                                             H C
                                              2
                                 O
                                           OH
                                                    OH
                                                                                      OH
                                                                    Cl
                                                                                           OH
                                              CH 3                CH 2   Cl
                                                         Cl
                          Acrylonitrile                                                 Glycerol
                                       Cl                                          OH
                                   N
                                                                      O
                                                     CH 2   H 2 C         H C        OH
                                                                           2
                       H 2 C
                                              H C      HO
                                               2
                                                              CH 3
                                H 3 C   CH 3
                                                       H 3 C     O
                         O                                                      OH
                                                             H C     CH 3 H 3 C
                                                              3
                    H C  +  CH 3
                     3
                         OH                                 CH 3          H 3 C      N
                                                     H C
                                                      2
                                                                O
                                         CH 3             O    Methyl methacrylate
                           HO                         OH     CH 3
                                         CH 3
                                     Bisphenol A
                 FIGURE 17.4  Monomer synthesis chemical flow diagram based on propylene feedstock.






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         K10478.indb   557
         K10478.indb   557                                                                    9/14/2010   3:43:18 PM
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