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BIODEGRADABLE
   POLYMERS
              By :
         Madhuri Phute
INTRODUCTION

Biodegradation
      Biodegradation is the process of converting
polymer material into harmless, simple, gaseous products
by the action of enzymes, micro-organisms and water.


Biodegradable Polymer
       Biodegradable polymers degrade as a result of
natural biological processes, eliminating the need to
create a disposal system which can cause harm to our
environment.
NEED FOR BIODEGRADABLE
       POLYMERS
• Polymers have become an essential part of our daily
  life.
• Having its numerous advantages, it finds it use in
  every field.
• But these polymer products account for approx. 150
  million tons of non biodegradable waste every year.
• Such large amounts of waste leads to various
  problems, not to mention, a general lack of
  cleanliness in the neighbourhood.
Characteristics Of
    Biodegradable Polymers
•   Inert
•   Permeability
•   Non-toxicity
•   Bio-compatibility
•   Tensile strength
•   Mechanical strength
•   Controlled rate of degradation
Mechanism Of Biodegradable Polymers



               BIODEGRADATION




 ENZYMATIC
DEGRADATION        HYDROLYSIS       COMBINATION




    BULK EROSION                SURFACE EROSION
ENZYMATIC DEGRADATION
    Enzymatic degradation takes place with the
help of various enzymes.
    The type of enzymes used for degradation
depends upon the type of polymer:
• Fungi – ‘ Fusarium Moniliformae’
• Yeast- ‘Cryptococcus
• Enzymes from moulds such as ‘Penicillium’
POLYMER DEGRADATION AND
                        EROSION

Degradation ----- Chain Cleavage
Erosion ------- Loss of Mass

1. Bulk Erosion
2. Surface Erosion

                Degradation in two Phases
1.-Water penetration (Rate Determining)   2.-Rapid loss of polymer
  -Attacking Chemical bonds                 -Enzymatic attack
  -Shorter water soluble fragments          -Solubilisation
EROSION
Type I Erosion :
•  Evident with water soluble polymers cross linked to form three dimensional
   network.
•  Cross linking still intact.
•  Network insoluble.
•  Swelling.
•  Solubilisation by cleavage of water soluble backbone or crosslinking

Type II Erosion :
•  Polymers first are water insoluble but converted to water soluble by reaction
   with pendant group.

Type III Erosion :
•  Polymers with high molecular weight are broken down and transformed to
   smaller water soluble molecules.
POLYMER DEGRADATION   POLYMER EROSION
FACTORS AFFECTING
        BIODEGRADATION
CHEMICAL STRUCTURE
   (a) Functional Group
   (b) Hydrophobicity
MORPHOLOGY
   (a) Tensile strength
   (b) Branching
PARTICLE SIZE
    Larger the particle size slower the degradation
 process.
BIODEGRADABLE
           POLYMERS
•   Biopol
     (Polyhydroxybutarate-hydroxyvalerate)
•   Polycaprolactone
•   Polylactic Acids
•   Polyglycolic Acids
•   Polydioxane
BIOPOL
    BIOPOL is a copolymer of
  3-hydroxy butyric acid and
  3-hydroxy valeric acid.


PRODUCTION :
  It is produced by
fermentation of
glucose by
Acaligenes
eutrophus
species.
POLYHYDROXYBUTARATE-
       HYDROXYVALERATE
            (PHB-HV)
•   It is a type of
    Biopolymer.


• Molecular Formula:
   C27H42O12

•   Monomer Weight:
     558.62 amu
Properties of Biopol :
• Water insoluble and relatively resistant to hydrolytic degradation.
  Good oxygen permeability.
• Good ultra-violet resistance but poor resistance to acids and bases.
• Soluble in chloroform and other chlorinated hydrocarbons.
• Biocompatible and hence is suitable for medical applications.
• Melting point 175 C., and glass transition temperature 2 C.
• Tensile strength is 40 MPa close to that of polypropylene.
• Sinks in water (while polypropylene floats), facilitating its anaerobic
  biodegradation in sediments.
• Nontoxic.
• Less 'sticky' when melted, making it a potentially good material for
  clothing in the future
POLYCAPROLACTONE
Polycaprolactone (PCL) is a biodegradable polyester.

Preparation of Polycaprolactone:




Properties Of Polycaprolactone:
•   It has a low melting point of around 60 C.
•   It has a glass transition temperature of about −60 C.
Uses Of Polycaprolactone:
•  The most common use of polycaprolactone is in the
  manufacture of speciality polyurethanes.
•   Polycaprolactones impart good water, oil, solvent and
  chlorine resistance to the polyurethane produced.
•   This polymer is often used as an additive for resins to
  improve their processing characteristics and their end
  use properties.
•   Being compatible with a range of other materials, PCL
  can be mixed with starch to lower its cost and increase
  biodegradability or it can be added as a polymeric
  plasticizer to PVC.
Degradation Of Polycaprolactone:

•  PCL is degraded by hydrolysis of its ester
 linkages in physiological conditions (such as in
 the human body).
• It has therefore received a great deal of
 attention for use as an implantable biomaterial.
• In particular it is especially interesting for the
 preparation of long term implantable devices,
 owing to its degradation which is even slower
 than that of polylactide (or polylactic acid).
POLYLACTIC ACID
•  Polylactic acid or polylactide
  (PLA) is a thermoplastic
  aliphatic polyester derived from
  renewable resources, such as
  corn starch, tapioca products
  (roots, chips or starch) or
  sugarcane.
•   It can biodegrade under
  certain conditions, such as the
  presence of oxygen, and is
  difficult to recycle.
• The name "polylactic acid" does not comply with IUPAC standard
  nomenclature, and is potentially ambiguous or
  confusing, because PLA is not a polyacid (polyelectrolyte), but
  rather a polyester
Formation of Polylactic Acids:

   Bacterial fermentation is used to produce
lactic acid from corn starch or cane sugar.
Uses of Polylactic Acids:




Mulch film made of PLA-blend Biodegradable PLA cups
bio-flex                     in use at an eatery


                           Due to PLA's relatively low
                           glass transition
                           temperature, PLA cups
                           cannot hold hot liquids.
                           However, much research is
                           devoted to developing a heat
                           resistant PLA.
POLYGLYCOLIC ACID
•   Polyglycolide or
  Polyglycolic acid (PGA) is a
  biodegradable, thermoplastic
  polymer and the simplest linear,
  aliphatic polyester.
• It is a tough fibre-forming
  polymer. Due to its hydrolytic
  instability its use has been
  limited.                            •     It also exhibits an
• It has a glass transition               elevated degree of
  temperature between 35-40 C.            crystallinity, around 45-
• Its melting point is in the range       55%, thus resulting in
  of 225-230 C.                           insolubility in water.
Preparation of Polyglycolic Acids:

Polyglycolide can be obtained through several different
processes starting with different materials:
• Polycondensation of glycolic acid
• Ring-opening polymerization of glycolide
• Solid-state polycondensation of halogenoacetates
Degradation of Polyglycolic Acids:
•    Polyglycolide has hydrolytic instability due to the presence of the
    ester linkage in its backbone.
•    The degradation process is erosive and appears to take place in
    two steps during which the polymer is converted back to its
    monomer glycolic acid:
    1. First water diffuses into the amorphous (non-crystalline)
    regions of the polymer matrix, cleaving the ester bonds.
    2. Second step starts after the amorphous regions have been
    eroded, leaving the crystalline portion of the polymer susceptible to
    hydrolytic attack. When the crystalline regions collapse, the polymer
    chain dissolves.
•    When exposed to physiological conditions, polyglycolide is
    degraded by hydrolysis, and broken down by certain enzymes.
•    The degradation product, glycolic acid, is nontoxic.
•   Studies undergone using polyglycolide have shown that the
    material loses half of its strength after two weeks and 100% after
    four weeks. The polymer is completely resorbed by the organism in
    a time frame of four to six months.
Biodegradable Polymers
For Controlled Drug Delivery
 POLY ESTERS

 POLY PHOSPHO ESTERS
 POLY ANHYDRIDES

 POLY OLEFINS

 POLY AMIDES
NATURAL POLYMERS
These are the polymers obtained from natural resources, and
  are generally non-toxic.

                     NATURAL POLYMERS




   PROTEINS                                  Polysaccharides

  Ex: COLLAGEN                              Ex : DEXTRAN
      ALBUMIN                                    CHITOSAN
      FIBRIN                                     STARCH

ADVANTAGES :         1) Readily & Abundantly Available.
                     2) Comparatively Inexpensive.
                     3) Non toxic products.
                     4) Can be modified to get semi synthetic
                         forms.
Reference
•   S. P. Vyas, Roop K. Khar; Controlled Drug Delivery –
    Concepts And Advances; First Edition, Reprint 2010; Vallabh
    Prakashan; Page No. 97 – 154
•   N. K. Jain; Advances in Controlled & Novel Drug Delivery;
    First Edition, Reprint 2003; CBS Publishers & Distributors;
    pg. no. 1 – 17
•   Mark Chasin, Robert Langer; Biodegradable Polymers as
    Drug Delivery Systems; First Indian Edition, Reprint 2008;
    Marcel Dekker.
•   PowerPoint presentation by Mr. Shrikant Sharma.
•   Internet sites:
    –    www.wikipedia.com
    –    www.athurstream.com
    –    www.slideworld.com
    –    www.google.com

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Biodegradable polymers by madhuri phute

  • 1. BIODEGRADABLE POLYMERS By : Madhuri Phute
  • 2. INTRODUCTION Biodegradation Biodegradation is the process of converting polymer material into harmless, simple, gaseous products by the action of enzymes, micro-organisms and water. Biodegradable Polymer Biodegradable polymers degrade as a result of natural biological processes, eliminating the need to create a disposal system which can cause harm to our environment.
  • 3. NEED FOR BIODEGRADABLE POLYMERS • Polymers have become an essential part of our daily life. • Having its numerous advantages, it finds it use in every field. • But these polymer products account for approx. 150 million tons of non biodegradable waste every year. • Such large amounts of waste leads to various problems, not to mention, a general lack of cleanliness in the neighbourhood.
  • 4. Characteristics Of Biodegradable Polymers • Inert • Permeability • Non-toxicity • Bio-compatibility • Tensile strength • Mechanical strength • Controlled rate of degradation
  • 5. Mechanism Of Biodegradable Polymers BIODEGRADATION ENZYMATIC DEGRADATION HYDROLYSIS COMBINATION BULK EROSION SURFACE EROSION
  • 6. ENZYMATIC DEGRADATION Enzymatic degradation takes place with the help of various enzymes. The type of enzymes used for degradation depends upon the type of polymer: • Fungi – ‘ Fusarium Moniliformae’ • Yeast- ‘Cryptococcus • Enzymes from moulds such as ‘Penicillium’
  • 7. POLYMER DEGRADATION AND EROSION Degradation ----- Chain Cleavage Erosion ------- Loss of Mass 1. Bulk Erosion 2. Surface Erosion Degradation in two Phases 1.-Water penetration (Rate Determining) 2.-Rapid loss of polymer -Attacking Chemical bonds -Enzymatic attack -Shorter water soluble fragments -Solubilisation
  • 8. EROSION Type I Erosion : • Evident with water soluble polymers cross linked to form three dimensional network. • Cross linking still intact. • Network insoluble. • Swelling. • Solubilisation by cleavage of water soluble backbone or crosslinking Type II Erosion : • Polymers first are water insoluble but converted to water soluble by reaction with pendant group. Type III Erosion : • Polymers with high molecular weight are broken down and transformed to smaller water soluble molecules.
  • 9. POLYMER DEGRADATION POLYMER EROSION
  • 10. FACTORS AFFECTING BIODEGRADATION CHEMICAL STRUCTURE (a) Functional Group (b) Hydrophobicity MORPHOLOGY (a) Tensile strength (b) Branching PARTICLE SIZE Larger the particle size slower the degradation process.
  • 11. BIODEGRADABLE POLYMERS • Biopol (Polyhydroxybutarate-hydroxyvalerate) • Polycaprolactone • Polylactic Acids • Polyglycolic Acids • Polydioxane
  • 12. BIOPOL BIOPOL is a copolymer of 3-hydroxy butyric acid and 3-hydroxy valeric acid. PRODUCTION : It is produced by fermentation of glucose by Acaligenes eutrophus species.
  • 13. POLYHYDROXYBUTARATE- HYDROXYVALERATE (PHB-HV) • It is a type of Biopolymer. • Molecular Formula: C27H42O12 • Monomer Weight: 558.62 amu
  • 14. Properties of Biopol : • Water insoluble and relatively resistant to hydrolytic degradation. Good oxygen permeability. • Good ultra-violet resistance but poor resistance to acids and bases. • Soluble in chloroform and other chlorinated hydrocarbons. • Biocompatible and hence is suitable for medical applications. • Melting point 175 C., and glass transition temperature 2 C. • Tensile strength is 40 MPa close to that of polypropylene. • Sinks in water (while polypropylene floats), facilitating its anaerobic biodegradation in sediments. • Nontoxic. • Less 'sticky' when melted, making it a potentially good material for clothing in the future
  • 15. POLYCAPROLACTONE Polycaprolactone (PCL) is a biodegradable polyester. Preparation of Polycaprolactone: Properties Of Polycaprolactone: • It has a low melting point of around 60 C. • It has a glass transition temperature of about −60 C.
  • 16. Uses Of Polycaprolactone: • The most common use of polycaprolactone is in the manufacture of speciality polyurethanes. • Polycaprolactones impart good water, oil, solvent and chlorine resistance to the polyurethane produced. • This polymer is often used as an additive for resins to improve their processing characteristics and their end use properties. • Being compatible with a range of other materials, PCL can be mixed with starch to lower its cost and increase biodegradability or it can be added as a polymeric plasticizer to PVC.
  • 17. Degradation Of Polycaprolactone: • PCL is degraded by hydrolysis of its ester linkages in physiological conditions (such as in the human body). • It has therefore received a great deal of attention for use as an implantable biomaterial. • In particular it is especially interesting for the preparation of long term implantable devices, owing to its degradation which is even slower than that of polylactide (or polylactic acid).
  • 18. POLYLACTIC ACID • Polylactic acid or polylactide (PLA) is a thermoplastic aliphatic polyester derived from renewable resources, such as corn starch, tapioca products (roots, chips or starch) or sugarcane. • It can biodegrade under certain conditions, such as the presence of oxygen, and is difficult to recycle. • The name "polylactic acid" does not comply with IUPAC standard nomenclature, and is potentially ambiguous or confusing, because PLA is not a polyacid (polyelectrolyte), but rather a polyester
  • 19. Formation of Polylactic Acids: Bacterial fermentation is used to produce lactic acid from corn starch or cane sugar.
  • 20. Uses of Polylactic Acids: Mulch film made of PLA-blend Biodegradable PLA cups bio-flex in use at an eatery Due to PLA's relatively low glass transition temperature, PLA cups cannot hold hot liquids. However, much research is devoted to developing a heat resistant PLA.
  • 21. POLYGLYCOLIC ACID • Polyglycolide or Polyglycolic acid (PGA) is a biodegradable, thermoplastic polymer and the simplest linear, aliphatic polyester. • It is a tough fibre-forming polymer. Due to its hydrolytic instability its use has been limited. • It also exhibits an • It has a glass transition elevated degree of temperature between 35-40 C. crystallinity, around 45- • Its melting point is in the range 55%, thus resulting in of 225-230 C. insolubility in water.
  • 22. Preparation of Polyglycolic Acids: Polyglycolide can be obtained through several different processes starting with different materials: • Polycondensation of glycolic acid • Ring-opening polymerization of glycolide • Solid-state polycondensation of halogenoacetates
  • 23. Degradation of Polyglycolic Acids: • Polyglycolide has hydrolytic instability due to the presence of the ester linkage in its backbone. • The degradation process is erosive and appears to take place in two steps during which the polymer is converted back to its monomer glycolic acid: 1. First water diffuses into the amorphous (non-crystalline) regions of the polymer matrix, cleaving the ester bonds. 2. Second step starts after the amorphous regions have been eroded, leaving the crystalline portion of the polymer susceptible to hydrolytic attack. When the crystalline regions collapse, the polymer chain dissolves. • When exposed to physiological conditions, polyglycolide is degraded by hydrolysis, and broken down by certain enzymes. • The degradation product, glycolic acid, is nontoxic. • Studies undergone using polyglycolide have shown that the material loses half of its strength after two weeks and 100% after four weeks. The polymer is completely resorbed by the organism in a time frame of four to six months.
  • 24. Biodegradable Polymers For Controlled Drug Delivery  POLY ESTERS  POLY PHOSPHO ESTERS  POLY ANHYDRIDES  POLY OLEFINS  POLY AMIDES
  • 25. NATURAL POLYMERS These are the polymers obtained from natural resources, and are generally non-toxic. NATURAL POLYMERS PROTEINS Polysaccharides Ex: COLLAGEN Ex : DEXTRAN ALBUMIN CHITOSAN FIBRIN STARCH ADVANTAGES : 1) Readily & Abundantly Available. 2) Comparatively Inexpensive. 3) Non toxic products. 4) Can be modified to get semi synthetic forms.
  • 26. Reference • S. P. Vyas, Roop K. Khar; Controlled Drug Delivery – Concepts And Advances; First Edition, Reprint 2010; Vallabh Prakashan; Page No. 97 – 154 • N. K. Jain; Advances in Controlled & Novel Drug Delivery; First Edition, Reprint 2003; CBS Publishers & Distributors; pg. no. 1 – 17 • Mark Chasin, Robert Langer; Biodegradable Polymers as Drug Delivery Systems; First Indian Edition, Reprint 2008; Marcel Dekker. • PowerPoint presentation by Mr. Shrikant Sharma. • Internet sites: – www.wikipedia.com – www.athurstream.com – www.slideworld.com – www.google.com