Physics of Solid Polymers
Seoul National University 1#
optically active enantiomers(left or right handed) C* = “asymmetric centre”; all 4 substituents different
Chiral aminoacids chirality = no mirror plane
* *
C*
H2N R2
COOH
R1 R1
NH2 C*
HOOC R2
Biopolymers
C C H H
CH3 H C C H H
CH3 H
C C H H
CH3 H
C C H H
CH3 H
C C H H
CH3 H
C C H H
CH3 H Is i-PP chiral?
No, there is a mirror plane through every backbone carbon.
(Difference in distance to the two chain ends does not count in practice.)
Proteins
HOOC C NH2 R1
R2
HOOCC NH2 R1
R2 +
HOOC C NH R1
R2 C O
C NH2 R1
R2 amide group
Carboxylic acid + amine Æamide+ H2O
polypeptide C
R1 R2
CN H
{ }x
O
Proteins
• 30+ aminoacids make up all proteins in nature.
• Proteins are aperiodic, but have the same polypeptide backbone.
• All natural aminoacids have the same handedness.
• Only two basic conformations of protein chain segments:
–α-helix –β-sheet
Conformation of polypeptides
Ω fixed
α-helix 18/5 helix (L. Pauling) Stabilized by intramolecular H-bonding C=O⋅⋅⋅⋅⋅H-N
α-Helix
Physics of Solid Polymers
Seoul National University 2#
β-sheet - planar zigzag
(like polyethylene, except –C(R1,R2)-CO-NH- replaces –CH2-)
β-Sheet
6-strand antiparallel β-sheet
• regular conformations stabilized by H-bonds even though the chains are not crystalline.
(in synthetic polymers regular helix is only possible when stabilized by crystallization)
• A complete protein moleule = “tertiary structure”
– straight sections of α-helix and β-sheet + folds
http://www.avatar.se/molscript/examples/
“β-sandwich” structure “β-barrel”
Physics of Solid Polymers
Seoul National University 3#
DNA double helix
•triplets of paired “bases”
connected by multiple H- bond
•“lock-and-key” (molecular recognition)
•mechanism of DNA replication
Triple helix of collagen
• stiff protein fibres in tendon tissue
Hydrogen bonding in synthetic polymers
N H C O
CH2CH2CH2CH2CH2N H C O Nylon-6
HO C O
CH2CH2CH2CH2CH2NH2 HO C O
CH2CH2CH2CH2CH2NH2 +
adipic acid
N H C O
CH2CH2CH2CH2CH2N H C O
N H C O
CH2CH2CH2CH2CH2N H C O
Note: Nylon-2 is a polypeptide
Physics of Solid Polymers
Seoul National University 4#
Kevlar and Nomex
C O N H N C
H N
H C O
O
N C H N
H C O
O
C O N H
Kevlar
Kevlar: 1,4 substitution (para) Nomex: 1,3 substitution (meta) Aromatic polyamides (Aramides)
PIEZOELECTRIC POLYMERS
• Poly(vinylidene fluoride) -CH
2-CF
2-CH
2-CF
2-
• - Crystals are non-centrosymmetric.
(lack centre of inversion)
•
Æferroelectric
(spontaneously polarize, have net electric dipole)
•
Æpiezoelectric
(change polarization under pressure)
Æuse in computer keyboards
Poly(vinylydene fluoride (PVDF)
P