Huntsman Corporation · NYSE:HUN
Huntsman — Technical Presentation (2005)
53 slides from Huntsman's technical presentation, 2005
Slide 1: Huntsman Products for the Metalworking Industry
Huntsman Products for the Metalworking Industry 2005
Slide 2: Agenda
Agenda Huntsman Corporation overview Huntsman metalworking specialties and research activities Surfactant Innovations – SURFONIC® MW-100 additive Low Foam surfactants DGA® agent – new registrations BHEMA – TEA replacement Aluminum and Magnesium studies SURFONAMINE® MW-781 butoxypropyl am
Slide 3: Huntsman Business Divisions
Huntsman Business Divisions Advanced Performance Base Polyurethanes Pigments Polymers Materials Products Chemicals Ethylene Design & Performance Composites Rigids Polyethylene Specialties Propylene Engineering Flexibles Polypropylene Performance Butadiene Power & Titanium Intermediates Electronics D
Slide 4: Extensive Global Reach
Extensive Global Reach Major Integrated Manufacturing Sites And Technical Centers Close to the Customer Performance Products
Slide 5: SURFONIC MW-100 Additive
SURFONIC® MW-100 Additive A versatile emulsifier for vegetable oils: Inherently low foaming Compatible with phosphate esters for EP Can be used to formulate macro or micro emulsions that are very stable Low pour point (- 2°C) for easy handling Low toxicity Performance Products
Slide 6: SURFONIC MW-100 Additive Emulsion Characteristics
SURFONIC® MW-100 Additive Emulsion Characteristics Macro Micro Particle size of Microemulsion Emulsion and Diluted Macroemulsion Performance Products
Slide 7: Macroemulsion with SURFONIC MW-100 Additive
Macroemulsion with SURFONIC® MW-100 Additive Water 99.00 5 Falex Wear Test 7 Conditions: 8 5 minutes conditioning 15 minutes, 675 lbs direct load 0.70 0.30 7 5 8 10 3 MW-100 11.30 88.00 11.70 Soybean oil Performance Products
Slide 8: SURFONIC MW-100 Additive
SURFONIC® MW-100 Additive Effect of Formulation on Torque @ 4000 PSI Soybean Oil Based Performance Products
Slide 9: Soybean Oil Microemulsion with SURFONIC MW-100 Additive
Soybean Oil Microemulsion with SURFONIC® MW-100 Additive 100 Soybean Oil Microemulsion Phosphate ester 0 0 100 100 MW 100 0 Phosphate ester Performance Products
Slide 10: Vegetable Oil-Based Soluble Oil
Vegetable Oil-Based Soluble Oil SURFONIC® MW-100 20 Emulsifier additive Canola Oil 70 Lubricity agent Sulfurized fatty acid 4 EP agent Alkanolamide 3 Corrosion control Biocide 2 Other additives q.s. dye, etc. Products of this type can be formulated at 20:1 to 100:1 (with adjustments to increase corr
Slide 11: Performance Products
HUNTSMAN ' = Performance Products
Slide 12: Alkoxylated Surfactants
Alkoxylated Surfactants R - EO - PO Foaming Increasing Component Size Performance Products
Slide 13: Tridecyl Alcohol Alkoxylate (5 EO, 12PO)
Tridecyl Alcohol Alkoxylate (5 EO, 12PO) Effect of nonionic/sulfonate ratio Performance Products
Slide 14: TDA EOPO
TDA EOPO Effect of EO and PO on foam height, 40°C Performance Products
Slide 15: Low Foaming SURFONIC Surfactants
Low Foaming SURFONIC® Surfactants SURFONIC LF-18 surfactant: used as self-cleaning lubricant in machining operation prior to laser welding SURFONIC LF-47 surfactant: general purpose low-foam applications SURFONIC P1, P3, P5 and JL-80X surfactants: NPE replacement Performance Products
Slide 16: Emulsifiers (Ethoxylates)
Emulsifiers (Ethoxylates) SO, SS NPE SURFONIC® N surfactants LAE SURFONIC L surfactants Branched Alcohol SURFONIC DA and TDA surfactants Alcohol EO/PO SURFONIC P and JL surfactants Fatty acid ethoxylates SURFONIC E400-MO surfactant Low Foamers SO SS SY CL SURFONIC LF surfactants LF-18, L
Slide 17: Lubricity actives for synthetics
Lubricity actives for synthetics SY, CL SURFONIC® POA-17R2, POA-25R2, POA-L101 and POA-L61 surfactants SURFONIC LF-18 surfactant SURFONIC L4-29X surfactant Coupling agents SO, SS, SY Propylene Glycol Dipropylene Glycol SURFONIC L24-2 and L12-3 surfactants Performance Products
Slide 18: Extreme Pressure Agents
Extreme Pressure Agents SS, SY Phosphate esters - SURFONIC® PE-2258, PE-533, PE-BP2 and PE-2188 surfactants Provide anti-weld functionality Lubricity Additives SO, SS, SY, CL Amides PEG Esters - SURFONIC E400-MO surfactant Reduce friction and heat load Alkanolamines for alkalinity control
Slide 19: Specialty Amines
Specialty Amines Amines provide alkalinity for corrosion control Amines are often blended (primary + tertiary) for buffering Certain amines may be useful in low-biocide formulations (especially branched etheramines) Performance Products
Slide 20: Huntsman Amines for Metalworking
Huntsman Amines for Metalworking H2N CH2 CH2 NH2 HOCH2CH2OCH2CH2NH2 CH O CH x DIGLYCOLAMINE® agent CH3 CH3 Product x JEFFAMINE® D-230 amine 2-3 HOCH2CH2NH2 JEFFAMINE® D-400 amine 5-6 MEA CH2[OCH2CH(CH3)]NH2 (HOCH2CH2)2NH x CH3CH2 CH2[OCH2CH(CH3)]NH2 y DEA CH2[OCH2CH(CH3)]NH2 z x + y + z = ~5.3 (HOCH
Slide 21: Commonly Used Amine Derivatives
Commonly Used Amine Derivatives Carboxylate salts - buffering and lubricity Boric acid salts and condensates - high pH buffer – bioresistant Carboxamides - lubricity, secondary emulsifier, corrosion control Acid phosphate salts - cleaning corrosion control (vibratory acid) Performance Produc
Slide 22: Industry Concerns Influenced by Amine Selection
Industry Concerns Influenced by Amine Selection Environmental, Health and Safety Issues Toxicity Misting and Volatility Registration Issues Performance Issues Reserve Alkalinity pH Stability Corrosion Protection (Ferrous and Non-Ferrous) Extending Tool Life (Lubricity, Cobalt Leaching)
Slide 23: Benefits of DIGLYCOLAMINE Agent
Benefits of DIGLYCOLAMINE® Agent DGA® agent has low acute toxicity and low toxicity to aquatic species, is non-mutagenic in in vitro systems, and has low nitrosamine potential While DGA® agent is corrosive to the skin and eyes (similar to other strong primary amines), it is not a dermal sensitiz
Slide 24: Benefits of DIGLYCOLAMINE Agent
Benefits of DIGLYCOLAMINE® Agent Many amides and salts of DGA® agent are TSCA registered and are easy to make DGA® agent is a strong primary amine that gives a cost- effective alkalinity boost and provides effective corrosion inhibition with low odor DGA® agent has a low tendency to leach coba
Slide 25: DGA Agent Developments
DGA® Agent Developments Castor oil amide was registered on TSCA 4/1/2004 Soya, Stearic and Isostearic amides – additional aquatic toxicity requested Magnesium corrosion work Performance Products
Slide 26: Registrations for Derivatives of DGA Agent
Registrations for Derivatives of DGA® Agent TSCA 99-350 DGA® amide of Neodecanoic acid 212335-62-1 TSCA 99-351 DGA amide of Coco Fatty acid 212335-59-6 TSCA 99-352 DGA amide of Dodecanoic acid 20138-28-7 TSCA 99-353 DGA amide of Decanoic acid 158948-13-1 TSCA 99-358 DGA amide of Castor-oil Fatty aci
Slide 27: Registrations for Derivatives of DGA Agent continued
Registrations for Derivatives of DGA® Agent continued… TSCA 99-544 DGA® salt of Tall Oil Fatty acid 216593-48-5 TSCA 99-545 DGA salt of Octadecanoic acid 216583-60-7 TSCA 99-546 DGA salt of Isooctadecanoic acid 216583-91-4 TSCA 99-547 DGA salt of Soya Fatty acid 216593-49-6 TSCA 99-548 DGA salt of C
Slide 28: Cobalt Leaching by Commonly Used Metalworking Amines
Cobalt Leaching by Commonly Used Metalworking Amines 1000 900 800 Dissolved Cobalt (ppm) 700 600 500 400 pH = 8.5 pH = 9.0 300 pH = 9.5 200 100 0 pH = 8.5 r w ate en t P 1 pH = 9.0 ag AM 77 ® A- MA A pH = 9.5 GA XT BH E TE A D DE ME A PA MI DIP A Amine Performance Products
Slide 29: Copper Leaching by Commonly Used Metalworking Amines
Copper Leaching by Commonly Used Metalworking Amines 160 140 Dissolved Copper (ppm) 120 100 80 60 pH not adjusted 40 pH = 9.0 20 0 k b la n g en t MP 1 a ter A® a A A-77 EMA A w XT BH TE A DG ME DE A PA Amines MI PA DI Performance Products
Slide 30: Copper Corrosion/Leaching
Copper Corrosion/Leaching Aqueous solutions of amines and amine-based additives can contribute to copper corrosion/leaching 1% aqueous amine solutions (pH adjusted to desired level with acetic acid) are being tested using a modified ASTM D130 test. Copper coupons (3 x 1/2 x 1/16 inch) are submerge
Slide 31: Aluminum Staining/Corrosion
Aluminum Staining/Corrosion Tests include aluminum wrought alloys 2024, 6061 and 7075 and cast alloy 390 Test procedure: Aluminum coupons (1 x 3 x 1/16 in.) are partially submerged in the test solution inside a closed jar. Test solution = 2.5 wt% aqueous amine, the pH of each solution is adjuste
Slide 32: Aluminum Staining/Corrosion
Aluminum Staining/Corrosion Amine Dissolved Al (ppm) Al 7075 Al 6061 Al 2024 Al 390 DGA® agent 5 5.5 7.6 9 AMP 9 7.9 12 11.5 TEA 155 195 235 215 XTA-771 11 9.3 14 14 BHEMA 7.2 4.8 8.6 9 DEA 7.9 9.3 10 11 MEA 10 Blank <1 <1 <1 <1 Test conditions: 2.5 wt% aqueous solution of amine, test time = 24 hour
Slide 33: Aluminum Staining/Corrosion
Aluminum Staining/Corrosion DGA® agent AMP TEA JEFFOX® A-150 amine BHEMA DEA Blank 2.5 wt% aqueous solution of amine, test coupon = Al 6061, test time = 24 hours, pH = 8.8 Performance Products
Slide 34: Aluminum Staining/Corrosion
Aluminum Staining/Corrosion DGA® agent AMP TEA JEFFOX® A-150 amine BHEMA DEA Blank 2.5 wt% aqueous solution of amine, test coupon = Al 6061, test time = 88 hours, pH = 8.0 Performance Products
Slide 35: Aluminum Staining/Corrosion
Aluminum Staining/Corrosion Amine: Dissolved Al (ppm) Isononanoic acid salt Al 7075 Al 6061 Al 2024 Al 390 DGA® agent 2.6 3.4 5 3.9 AMP 3.6 3.4 3.7 2.2 TEA 10 30 3.7 2.2 XTA-771 3.0 2.6 2.7 2.2 BHEMA 2.2 3.0 <1 <1 DEA 2.5 <1 1.2 <1 MEA 1.9 <1 2.6 <1 Blank 4.1 <1 6.7 6.0 Test conditions: 2.5 wt% aque
Slide 36: Aluminum Staining/Corrosion
Aluminum Staining/Corrosion DGA® agent AMP TEA JEFFOX® A-150 amine BHEMA DEA MEA Blank 2.5 wt% aqueous solution of amine- isononanoic acid salt, test coupon = Al 6061, test time = 24 hours, pH = 8.8 Performance Products
Slide 37: Aluminum Staining/Corrosion
Aluminum Staining/Corrosion Amine: Dissolved Al (ppm) Isononanoic acid salt Al 7075 Al 6061 Al 2024 Al 390 DGA® agent 3.1 3.8 2.8 1.3 AMP 4.7 5.5 3.6 4.5 TEA 40 39 34 32 XTA-771 3.3 4.8 3.7 4.0 BHEMA 1.6 2.2 1.4 1.8 DEA 2.5 3.8 1.2 2.7 MEA 2.7 4.2 2.6 2.7 Blank 2.3 4.0 1.8 2.5 Test conditions: Aqueo
Slide 38: Aluminum Staining/Corrosion Summary of Results
Aluminum Staining/Corrosion Summary of Results Aluminum staining is pH dependent Aluminum staining/corrosion is also dependent on the presence of other common additives (such as fatty acids) Tests run at pH = 8 suggest that DGA® agent may provide an advantage over other amines Solutions of T
Slide 39: BHEMA Development
BHEMA Development Starting to gain ground in Europe for TEA replacement Reserve alkalinity curves indicate that BHEMA is slightly stronger than TEA Performance Products
Slide 40: Benefits of BHEMA
Benefits of BHEMA BHEMA is a tertiary amine which can be useful as an alternative to TEA BHEMA has low acute toxicity, low nitrosamine potential, and low volatility BHEMA is not classified as corrosive under DOT BHEMA showed a lower tendency to stain aluminum than TEA Currently few TSCA re
Slide 41: Titration Curves of Metalworking Amines with Decanoic Acid
Titration Curves of Metalworking Amines with Decanoic Acid 50g of a 5% decanoic acid solution with various amines 10 9 8 7 DGA(R) Agent 6 MEA 5 AMP BHEMA 4 TEA 3 0 20 40 60 80 100 mL o f 5% amine so lut io n Performance Products
Slide 42: Titration Curves with CORFREE M1 Acid
Titration Curves of Metalworking Amines with CORFREE® M1 Acid 50 g of a 5% CORFREE acid solution with various amines 11 10 9 8 pH 7 DGA(R) Agent MEA 6 AMP 5 TEA BHEMA 4 3 0 20 40 60 80 100 120 140 CORFREE® is a registered trademark mL of 5% amine solution of Invista North America Performance Product
Slide 43: Titration Curves with Isononanoic Acid
Titration Curves of Metalworking Amines with Isononaoic Acid 50g of a 5% acid solution with various amines 11 10 9 8 pH 7 TEA DGA(R) Agent 6 MEA AMP 5 BHEMA 4 3 0 20 40 60 80 100 120 140 160 mL of 5% amine solution Performance Products
Slide 44: JEFFAMINE D-2000 Amine
JEFFAMINE® D-2000 Amine Widely known product similar to other JEFFAMINE etheramines Acts as a defoamer in metalworking formulations Fatty acid amides of D-2000 may even be better Performance Products
Slide 45: Foam Performance of JEFFAMINE D-2000 Amine
Foam Performance of JEFFAMINE® D-2000 Amine Hydrophobic amine gives defoaming performance in semi- synthetic, but especially synthetic formulations Amine end groups give enhanced compatibility in formulations Suggested starting point in a formulation is 0.5-1% Test Conditions : 0.1% sodium
Slide 46: JEFFAMINE D-2000 Amine Defoamer Performance
JEFFAMINE® D-2000 Amine Defoamer Performance 25 Pumping stopped defoamer added 20 Foam H eight cm 15 Blank 10 5 0 0 5 10 15 20 25 30 35 Minutes Performance Products
Slide 47: JEFFAMINE D-2000 Amine Defoamer Performance
JEFFAMINE® D-2000 Amine Defoamer Performance 25 20 Defoamer added, pumping stopped Foam Height, cm 15 10 5 Pumping restarted 0 0 2 4 6 8 10 12 14 Time, minutes Performance Products
Slide 48: New Amines: SURFONAMINE MW-781 amine
New Amines SURFONAMINE® MW-781 amine Very low molecular weight (131 g/mol) Strong Primary Amine (7.6 meq/g total amine) Has surfactant properties - coupling agent/solubilizer Salts tend to be low foaming CAS# 16499-88-0 TSCA, NDSL, EINECS registrations Performance Products
Slide 49: SURFONAMINE MW-781 Amine Dynamic Foam Test
SURFONAMINE® MW-781 Amine Dynamic Foam Test 1% equimolar acid:amine salt in hard water plus 0.1% foaming agent TEA+Boric acid MEA+Boric Acid 45 MW-781+Boric acid 40 TEA+CORFREE M1 acid 35 MEA+CORFREE M1 acid DGA® agent+CORFREE Foam Height, cm 30 M1 acid MW-781+CORFREE M1 25 acid Foam Blank 20 15 MW-
Slide 50: SURFONAMINE MW-781 Amine Program
SURFONAMINE® MW-781 Amine Program Likely - Vapor phase CI Multipurpose additive for synthetic and semisynthetic formulations Excellent candidate for Borate production Evaluation for a pH “kick” Performance Products
Slide 51: SURFONAMINE MW-781 Amine Properties
SURFONAMINE® MW-781 Amine Properties Water white liquid Melt Point -47°C Viscosity 2 cSt Specific Gravity, 0.85 20/20°C Typical assay 99.5% by GC Performance Products
Slide 52: SURFONAMINE MW-781 Amine Physical Properties
SURFONAMINE® MW-781 Amine Physical Properties 2.5 0.86 0.85 2 0.84 0.83 Viscosity, cSt Density Density, g/cc 1.5 0.82 0.81 1 Viscosity 0.8 0.5 0.79 0.78 0 0.77 0 20 40 60 80 100 120 Temperature, °C Performance Products
Slide 53: Technical Info
Technical Info Huntsman Metalworking Chemicals product information (also available on cd) Web Site: www.huntsman.com/metalworking Technical: 281-719-7780 DIGLYCOLAMINE JEFFAMINE, SURFONIC, JEFFOX and SURFONAMINE are registered trademarks of Huntsman Corporation or an affiliate thereof in one or more