Huntsman Corporation · NYSE:HUN

Huntsman — Technical Presentation (July 2004)

15 slides from Huntsman's technical presentation, July 2004

1. Slide 1: Reactive Diluents into Epoxy Resins

   Reactive Diluents into Epoxy Resins Use of JEFFSOL® Propylene Carbonate to replace Glycidyl Ethers as Reactive Diluents with O Liquid Epoxy Resins O O JEFFSOL® Propylene Carbonate 1 (PC)

2. Slide 2: Contents

   Contents • Background • Information from The Society of Plastics Industry on Glycidyl Ether Toxicity • Purpose and information about use of JEFFSOL® Propylene carbonate as a Reactive Diluent with Liquid Epoxy Resin • Process • Types of Reactive Diluents on the Market today • Properties of JEFFSOL® P

3. Slide 3: Background

   Background • Reactive Diluents/Flexibilizers (with Epoxy Resins) are used to reduce viscosity, primarily, for easier mixing/handling of the resin or prepolymer. • They can also provide flexibility (decrease crosslinking by , in some cases (with more reactive amines) increase cure rates, and increase

4. Slide 4: Society of the Plastics Industry glycidyl ether toxicity studies

   The Epoxy Resin Systems Task Group of The Society of the Plastics Industry, Inc., has sponsored studies to test the genotoxicity, neurotoxicity and developmental toxicity of alkyl (C,, - C,;) glycidyl ether (CAS 120547-52-6). These studies were conducted in accordance with U.S. Environmental Protect

5. Slide 5: Reactive Diluents

   Reactive Diluents • Primarily for Viscosity Reduction of Liquid Epoxy Resins • Diluent reacts with the curing agent to have no residual left in the system • Butyl G/E has –in the past- been the best viscosity reducer; highest volume used. But, significant toxicity concerns have moved LER producers t

6. Slide 6: Process/use of JSPC

   Process/use of JSPC NaOH D Epi- I chlorohydrin S CRUDE REACTOR T LER LER Bis- I STORAGE Phenol L L LOWER VISCOSITY JEFFSOL PROPYLENE EPOXY CARBONATE RESIN 6

7. Slide 7: Types of Reactive Diluents and Flexibilizers for LER

   TYPES OF REACTIVE DILUENTS AND FLEXIBILIZERS FOR LER (US MARKET ONLY; MM#) %PERCENT OF BASIC DILUENT %PERCENT OF OVERALL OR FLEXIBILIZER SPECIFIC TYPE VOLUMES CATEGORY DILUENT / CATEGORY FLEXIBILIZER MONO - • BUTYL • 1.4 • 18% FUCTIONAL GLYCIDYL ETHER • 3.8 • 50% DIGLYCIDYL • ALKYL G/E • 1.1 • 14% E

8. Slide 8: Properties of JEFFSOL Propylene Carbonate

   PROPERTIES OF JEFFSOL® PROPYLENE CARBONATE Properties JEFFSOL® PROPYLENE CARBONATE Molecular Wt. 102.09 Boiling Pt. (°C) 241.9 Freezing Pt. (°C) -49.3 Melting Pt. (°C) ---- Flash Pt. (°F) (PMCC) 275 Density (g/ml, 25°C) 1.200 (g/ml, 40°C) 1.183 Viscosity (cp, 25°C) 2.50 (cp, 40°C) 1.86 Surface Tensi

9. Slide 9: JEFFSOL Propylene Carbonate Is Environmentally and Health Friendly

   JEFFSOL® PROPYLENE CARBONATE IS ENVIRONMENTALLY AND HEALTH FRIENDLY • High Boiling Point • High Flash Point • Low Evaporation Rates • Low Toxicity • Low Odor • Economical • Not Damaging to the Atmosphere • Readily Biodegradable • High Solvency 9

10. Slide 10: Features and Benefits of JEFFSOL Carbonates in Epoxy Formulations

    Features and Benefits of JEFFSOL® Carbonates in Epoxy Formulations 10

11. Slide 11: Effects of JEFFSOL Carbonates in Epoxy Systems with more reactive amines

    Effects of JEFFSOL® Carbonates in Epoxy Systems with more reactive amines (ethyleneamines, some JEFFAMINE® amines) 11

12. Slide 12: Viscosity vs. Carbonate Concentration

    viscosity, cps Viscosity vs. Carbonate Concentration Carbonates in Liquid Epoxy Resin 10000 3000 } 1000 - propylene carbonate © ethylene carbonate @ 5 10 15 carbonate conc., phr 20 12 HUNTSMAN

13. Slide 13: Table 1. Properties of Carbonate-Modified Systems

    Table 1. Properties of Carbonate-Modified Systems TETA Cure Liquid epoxy resin, e. e. w. 188 100 y 100 100 100 100 100 JEFFSOL® EC 5 10 16 JEFFSOL® PC 6 11 TETA 13 17 19 20 17 18 Brookfield visc., cps 2500 1220 680 460 790 500 Gel time, min (200 g mass) 39 18 10.5 7.5 23 18 Peak exotherm temp., °C 2

14. Slide 14: Table 2. XTJ-504 Cure Properties

    Cure Conditions: 2 hr 80 deg C, 3 hr, 125 deg C XTJ-504 is a TEG Diamine from Huntsman 1cps = 1mP.s 1psi = 0.006895MPa 1 ft-lb/in = 53.37 J/m 14

15. Slide 15: Table 3. Cured Resin Properties with Carbonate Diluents

    Table 3. Cured Resin Properties with Carbonate Diluents Ambient Cure vs. Heat Cure F z * Liquid epoxy resin, e. e. w. 188 100 100 100 100 100 100 100 DETA 21 21 TETA 13 20 20 TEPA 20 20 JEFFSOL® EC-50 10 10 10 10 10 10 cure conditions heat rt rt heat rt heat rt Tensile strength, psi 13,700 5,250 2,1

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