Professional Documents
Culture Documents
Definition
A biodegradable product has the ability to break down, safely, reliably, and relatively quickly, by biological means, into raw materials of nature and disappear into nature. Natures way: every resource made by nature returns to nature. Nature has perfected the system we just need to figure out how
Biodegradable Polymers
Carbonyl bond to
O N S
A.
O R1 C X R2 H2O R1 O C OH
+ HX
R2
Where X= O, N, S
O R1 C O R2
O R1 C NH R2 R1
O C S R2
Ester
Amide
Thioester
Biodegradable Polymers
B.
O R1 X C X' R2 H2O R1 X O C OH
HX'
R2
Where X and X= O, N, S
O R1 O C O R2 R1 NH O C O R2 R1 NH O C NH R2
Carbonate
Urethane
Urea
C.
O R1 C X
O C R2
H2O R1
O C OH
+
O
HX
R2
Where X and X= O, N, S
O R1 C NH O C R2 R1 O O C R2 C
Imide
Anhydride
Biodegradable Polymers
Acetal: Hemiacetal: Ether
R
H R O C H O R' H2O R OH
+
H
C H
R'
OH
OH C C
OH
O
C OH
H O C H
OH
OH C
C H2O C OH OH C
H R C H
OH + H2O C OH C==O H
H OH
OH C
H C H
R'
H2O
R'
C H H
OH
Nitrile
Phosphonate Polycyanocrylate
H R C C R N
H2O
H R C C H2N R O
H2O
C C HO
R O
O H2O RO P OR''
H R C H CN C C O OR'' H C H CN C C O OR''' R' H2O R H C H
O OR' R OH
+ HO
P OR''
CN C
OH
+ HO
R'
H C H OH
CN
C C O OR'''
R'
C O OR''
Synthetic polymers
Degradation Mechanisms
Enzymatic degradation Hydrolysis (depend on main chain structure: anhydride > ester > carbonate)
Degradation Schemes
Surface erosion (poly(ortho)esters and polyanhydrides)
Sample is eroded from the surface Mass loss is faster than the ingress of water into the bulk
(a)
Bulk-eroding system
(b)
Surface-eroding system
Polymer and drug particles are milled to a particle size range of 90 to 150 m
Drug / Polymer mix is compressed at ~30,000 psi Formation of some types of tablet / matrix
Advantages
More uniform distribution of drug in polymer Wide range of shapes possible
Disadvantages
Thermal instability of drugs (heat inactivation) Drug / polymer interaction at high temperature Cost
Co-dissolve drug and polymer in an organic solvent Pour the drug / polymer solution into a mold chilled under dry ice Allow solvent to evaporate Formation of a drug-polymer matrix
Disadvantages
Possible non-uniform drug distribution Proper solvents for drugs and polymers Fragility of the system Unwanted matrix porosity Use of organic solvents / Solvent residues
Polyesters
Comparison
Properties
Yield Strength, MPa Elongation, % Tensile Modulus, GPa Flexural Strength, MPa
PLA
49 2.5 3.2 70
PS
49 2.5 3.4 80
PVC
35 3.0 2.6 90
PP
35 10 1.4 49
Poly(lactide-co-glycolide) (PLGA)