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Epoxy Resin for Composites (Latent Curable)
 Submitted To:
Dr. Sohail Nadeem
 Submitted By:
Shakeel Ahmad Khan (14003140007)
 Program: MS (Chemistry) 3rd
Department of Chemistry, University of Management and
Technology Lahore
1
Course Title: Advanced Inorganic Chemistry
12
 Introduction
 In what forms are Epoxies and Hardeners supplied
 Industries in which Epoxies are utilized
 Advantages of Composites High Strength to Weight Ratio
 Epoxy Coating
 Types of Epoxy Resins
 Curing Epoxy Resins
 Epoxy Hardener
 Conclusion
 Reference
2
List of Contents
Epoxy Resins:
 Epoxy resins were first commercialized in 1946 by S.O.
Greenlee. 
 Epoxy Resin (latent curable) that able to be hardened by some
additive or other agent.
 Epoxy resins are those molecules that contain at least two epoxide
groups.
 The epoxide group is also sometimes
referred to as a glycidyl or oxirane
group [1, 2]. Figure: Epoxide Group
3
Introduction
IN WHAT FORMS ARE EPOXIES AND
HARDENERS SUPPLIED?
 Liquids
 Solids
 Solutions
 Semi-formulated pastes [3].
4
INDUSTRIES IN WHICH EPOXIES ARE UTILIZED
 Coatings, Paints and Lacquers.
 Civil Engineering and Construction.
 Aerospace and Industrial Composite.
 Electrical & Electronics.
 Adhesives and Sealants.
 Recreational and Sporting Equipment.
 Foundries and tooling (i.e. automotive) [4].
5
ADVANTAGES OF COMPOSITES HIGH
STRENGTH TO WEIGHT RATIO [5]
Material Strength to
Weight Ratio
Aluminum 0.80
Steel 1.00
Titanium alloy 1.00
Glass/ Epoxy 2.86
Carbon/Epoxy 3.80
Aramid (Kevlar)/Epoxy 5.09
6
 Bisphenol A Epoxy Resin
 Bisphenol F Epoxy Resin
 Novolac epoxy resin
 Aliphatic epoxy resin
 Glycidylamine epoxy resin
[4,5,6,7].
7
Types of Epoxy Resins
 Bisphenol A Epoxy Resin:
 DGEBA resins are transparent
colourless-to-pale-yellow liquids
at room temperature [4].
 Synthesis:
Figure: Diglycidyl ether of bisphenol A (DGEBA)
8
Types of Epoxy Resins
Types of Epoxy Resins
 Bisphenol F Epoxy Resin:
 Bisphenol F Epoxy Resin may also undergo
epoxidation ina similar fashion to bisphenol A.
Compared to DGEBA, bisphenol F epoxy resins
have lower viscosity and a higher mean epoxy
content per gramme [5].
Figure: Bisphenol F epoxy resin
9
 Synthesis:
CH2
OH
OH
CH2 CH
CH2
Cl
O
+
CH2
CH
CH2
O
CH2
CH
CH2
O
CH2
O
O
Types of Epoxy Resins
 Novolac Epoxy Resin:
10
 Synthesis:
CH2
CH CH2
Cl
O
+ CH2CH2
OH OH OH
CH2
CH2
O
O
O
CH2
CH
CH2
O
CH2CH
CH2
O
CH2
CH
CH2
O
Reaction of phenols with formaldehyde and
subsequent glycidylation with epichlorhydrin
produces epoxidised novolacs, such as epoxy
phenol novolacs (EPN) and epoxy cresol
novolacs (ECN) [6].
Figure: Novolac Epoxy Resin
Types of Epoxy Resins
 Aliphatic epoxy resin:
11
 Synthesis:
CH2
CH CH2
Cl
O
+ C
CH3
CH3
CH2CH2 OH
OH
C
CH3
CH3
CH2
CH2
O
O
CH2
CH
CH2
O
CH2
CH
CH2
O
Aliphatic epoxy resins are typically
formed by glycidylation of aliphatic
alcohols or polyols [7].
Figure : Aliphatic epoxy resin
Types of Epoxy Resins
 Aliphatic Amine epoxy resin:
12
 Synthesis:
Figure : Aliphatic Amine epoxy resin
A primary amine reacts with an epoxy group to
produce a secondary amine and a secondary
alcohol. The secondary amine can further react
with an epoxy group to form a tertiary amine [7].
Curing Epoxy Resins
13
Curing Process:
 Uncured epoxy resins have only poor mechanical, chemical and
heat resistance properties.
 However, good properties are obtained
by reacting the linear epoxy resin with
suitable curatives to form three-dimensi
-onal cross-linked thermoset structures.
This process is commonly referred to as
curing or gelation process [3].
Epoxy Hardeners
14
 Aliphatic amines/ adducts
 Cycloaliphatic amines /adducts
 Polyaminoamides
 Phenalkamines
 Aromatic amines
 Formulated anhydrides
 BF and BCl adducts with amines [4,5]₃ ₃
 Commercial adhesives and laminating resins based on these systems are now
widely available.
 Later, high performance thermoplastics have been successfully used to modify
epoxies with higher crosslink density.
 The behavior of thermoplastic modified systems is still being studied.
 For composite applications, especially for fiber reinforced composites, the
process ability such as the initial viscosity of the thermoset resins is very
important. The materials used to toughen epoxies, such as rubbers and
thermoplastics, are linear polymers, which behave as classical chain entangled
polymers and often have high viscosities.
15
Conclusion
 McAdams, L. V.; Gannon, J. A. Kroschwitz, J. I. ed., John Wiley & Sons, 1991,
258-318.
 May, C. A., 2nd ed., Marcel Dekker, New York, 1988.
 McGarry, F. J. ed., Marcel Dekker, Inc.: New York, 1996, 175-188.
 Shaw, S. J., Collyer, A. A., ed., Chapman & Hall: London, 1994, 165-209.
 Riew, C. K.; Gillham, J. K., ed., American Chemical Society, Washington, DC,
1984.
 Crivello, J. V. Lam, J. H. W. Macromolecules 1977, 10, 1307.
 O’Neil, L. A.; Cole, C. P. J. Appl. Chem. London 1956, 6, 356.
16
References
17

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Epoxy Resins for Composites (Latent Curable)

  • 1. Epoxy Resin for Composites (Latent Curable)  Submitted To: Dr. Sohail Nadeem  Submitted By: Shakeel Ahmad Khan (14003140007)  Program: MS (Chemistry) 3rd Department of Chemistry, University of Management and Technology Lahore 1 Course Title: Advanced Inorganic Chemistry 12
  • 2.  Introduction  In what forms are Epoxies and Hardeners supplied  Industries in which Epoxies are utilized  Advantages of Composites High Strength to Weight Ratio  Epoxy Coating  Types of Epoxy Resins  Curing Epoxy Resins  Epoxy Hardener  Conclusion  Reference 2 List of Contents
  • 3. Epoxy Resins:  Epoxy resins were first commercialized in 1946 by S.O. Greenlee.   Epoxy Resin (latent curable) that able to be hardened by some additive or other agent.  Epoxy resins are those molecules that contain at least two epoxide groups.  The epoxide group is also sometimes referred to as a glycidyl or oxirane group [1, 2]. Figure: Epoxide Group 3 Introduction
  • 4. IN WHAT FORMS ARE EPOXIES AND HARDENERS SUPPLIED?  Liquids  Solids  Solutions  Semi-formulated pastes [3]. 4
  • 5. INDUSTRIES IN WHICH EPOXIES ARE UTILIZED  Coatings, Paints and Lacquers.  Civil Engineering and Construction.  Aerospace and Industrial Composite.  Electrical & Electronics.  Adhesives and Sealants.  Recreational and Sporting Equipment.  Foundries and tooling (i.e. automotive) [4]. 5
  • 6. ADVANTAGES OF COMPOSITES HIGH STRENGTH TO WEIGHT RATIO [5] Material Strength to Weight Ratio Aluminum 0.80 Steel 1.00 Titanium alloy 1.00 Glass/ Epoxy 2.86 Carbon/Epoxy 3.80 Aramid (Kevlar)/Epoxy 5.09 6
  • 7.  Bisphenol A Epoxy Resin  Bisphenol F Epoxy Resin  Novolac epoxy resin  Aliphatic epoxy resin  Glycidylamine epoxy resin [4,5,6,7]. 7 Types of Epoxy Resins
  • 8.  Bisphenol A Epoxy Resin:  DGEBA resins are transparent colourless-to-pale-yellow liquids at room temperature [4].  Synthesis: Figure: Diglycidyl ether of bisphenol A (DGEBA) 8 Types of Epoxy Resins
  • 9. Types of Epoxy Resins  Bisphenol F Epoxy Resin:  Bisphenol F Epoxy Resin may also undergo epoxidation ina similar fashion to bisphenol A. Compared to DGEBA, bisphenol F epoxy resins have lower viscosity and a higher mean epoxy content per gramme [5]. Figure: Bisphenol F epoxy resin 9  Synthesis: CH2 OH OH CH2 CH CH2 Cl O + CH2 CH CH2 O CH2 CH CH2 O CH2 O O
  • 10. Types of Epoxy Resins  Novolac Epoxy Resin: 10  Synthesis: CH2 CH CH2 Cl O + CH2CH2 OH OH OH CH2 CH2 O O O CH2 CH CH2 O CH2CH CH2 O CH2 CH CH2 O Reaction of phenols with formaldehyde and subsequent glycidylation with epichlorhydrin produces epoxidised novolacs, such as epoxy phenol novolacs (EPN) and epoxy cresol novolacs (ECN) [6]. Figure: Novolac Epoxy Resin
  • 11. Types of Epoxy Resins  Aliphatic epoxy resin: 11  Synthesis: CH2 CH CH2 Cl O + C CH3 CH3 CH2CH2 OH OH C CH3 CH3 CH2 CH2 O O CH2 CH CH2 O CH2 CH CH2 O Aliphatic epoxy resins are typically formed by glycidylation of aliphatic alcohols or polyols [7]. Figure : Aliphatic epoxy resin
  • 12. Types of Epoxy Resins  Aliphatic Amine epoxy resin: 12  Synthesis: Figure : Aliphatic Amine epoxy resin A primary amine reacts with an epoxy group to produce a secondary amine and a secondary alcohol. The secondary amine can further react with an epoxy group to form a tertiary amine [7].
  • 13. Curing Epoxy Resins 13 Curing Process:  Uncured epoxy resins have only poor mechanical, chemical and heat resistance properties.  However, good properties are obtained by reacting the linear epoxy resin with suitable curatives to form three-dimensi -onal cross-linked thermoset structures. This process is commonly referred to as curing or gelation process [3].
  • 14. Epoxy Hardeners 14  Aliphatic amines/ adducts  Cycloaliphatic amines /adducts  Polyaminoamides  Phenalkamines  Aromatic amines  Formulated anhydrides  BF and BCl adducts with amines [4,5]₃ ₃
  • 15.  Commercial adhesives and laminating resins based on these systems are now widely available.  Later, high performance thermoplastics have been successfully used to modify epoxies with higher crosslink density.  The behavior of thermoplastic modified systems is still being studied.  For composite applications, especially for fiber reinforced composites, the process ability such as the initial viscosity of the thermoset resins is very important. The materials used to toughen epoxies, such as rubbers and thermoplastics, are linear polymers, which behave as classical chain entangled polymers and often have high viscosities. 15 Conclusion
  • 16.  McAdams, L. V.; Gannon, J. A. Kroschwitz, J. I. ed., John Wiley & Sons, 1991, 258-318.  May, C. A., 2nd ed., Marcel Dekker, New York, 1988.  McGarry, F. J. ed., Marcel Dekker, Inc.: New York, 1996, 175-188.  Shaw, S. J., Collyer, A. A., ed., Chapman & Hall: London, 1994, 165-209.  Riew, C. K.; Gillham, J. K., ed., American Chemical Society, Washington, DC, 1984.  Crivello, J. V. Lam, J. H. W. Macromolecules 1977, 10, 1307.  O’Neil, L. A.; Cole, C. P. J. Appl. Chem. London 1956, 6, 356. 16 References
  • 17. 17