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Chapter 4. Stereoisomerism

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Chapter 4. Stereoisomerism

⋅ Polymer configuration – arrangements of atoms which cannot be altered except by

breaking and reforming primary chemical bonds.

− Configuration in vinyl polymers −

i) Atactic − a random arrangement of the unsymmetrical group.

[(e.g.) polypropylene oxide]

ii) Isotactic − the structure in which all of the groups are lined up on the same side of the backbone.

e.g.) PPO, i-PP (Tm = 176 oC)

.

iii)Syndiotactic − alterating placement of the group on either side of the chain.

O C C O C C O C C O C C

H H H H H H H

H CH3 H CH3 H H H CH3

CH3

O C C O C C O C C O C C

H H H H

H H H

H

CH3 CH3 H CH3

H H

CH3

H

O C C O C C O C C O C C

H CH3 H H H H

CH3 CH3

H H H H H H

CH3 H

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⋅ Configuration- specifies the relative spatial arrangement of bonds in a molecule (of

given constitution) without regard to the changes in molecular shape

which can arise because of rotations about single bonds. A change in

configuration reguires the breaking and reforming of chemical

bonds.

⋅ Conformation- the conformation of a macromolecule of given constitution and

configuration specifies the spatial arrangements of the various atoms

in the molecule that may occur because of rotations about single

bonds.

- vinyl polymer에서는 stereoregularity가 증가할수록 crystallinity가 증가 함.

- no configurational isomers in PE

⋅ Polymer conformation- changes in structure caused by rotation about single bond.

- stereoisomerism in diene polymer ex) polybutadiene,

i) cis-PBD : the substituent groups on the double-sided carbons may either be on the same side.

C = C C C C = C C H H H H

H H H H

H H C

H H

n

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ii) trans-PBD : the substituent groups on the double-sided carbons may either be on the opposite side.

C = C C C C = C C H H H

H H H H

H n

H

H C

H H

참조

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