New building blocks to expand your formulation options.
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1 JEFFAMINE amine JEFFLINK diamine New building blocks to expand your formulation options. Geert Dries Technical manager urethane chemistries Huntsman Performance Products
2 Content What is Polyurea? Why develop new molecules? JEFFAMINE amine and JEFFLINK diamine overview Some ideas Summary
3 What is Polyurea? POLYUREA O O OCN NCO R + Isocyanate Prepolymer H 2 N NH 2 R' Polyamine R N H N H Urea Linkage R' N H N H n
4 Typical formulation A side: Isocyanate component Prepolymer, (MDI, HDI, IPDI) 100% B side: Amine (Resin) component Polyether amine 40-75% Amine chain extender 15-50% Additives 0-10% System processing: Volume ratio: 1:1. Index Application temperature & pressure: ºC C & bar
5 Features and benefits of Polyurea Two component, 100% solids system, typically 1:1 volume mix Fast reactivity and cure without a catalyst Relatively moisture and temperature insensitive during application High abrasion resistance Excellent physical properties Good adhesion to variety of substrates Good low and high thermal stability
6 Typical uses Concrete protection Secondary containment Bridge decking Park decks Sewage installations Flat roofing Steel protection
7 Why develop new molecules? We are in the business of making molecules. Is there room for improvement? Adhesion Reactivity Wear and tear Processing Extending and opening new markets
8 JEFFAMINE amine and JEFFLINK diamine overview
9 PPG based polyether amines (primary) O x NH 2 R CH 2 n O NH 2 y O NH 2 z JEFFAMINE T-403 amine (x + y + z) = ~ 5-6 JEFFAMINE T-3000 amine (x + y + z) = ~ 50 JEFFAMINE T-5000 amine (x + y + z) = ~ 85
10 PPG based polyether amines (primary) O x NH 2 R CH 2 n O NH 2 y O NH 2 z JEFFAMINE T-403 amine (x + y + z) = ~ 5-6 JEFFAMINE T-3000 amine (x + y + z) = ~ 50 JEFFAMINE T-5000 amine (x + y + z) = ~ 85
11 PPG based polyether amines (primary) H 2 N O ( ) O x NH 2 JEFFAMINE D-230 amine JEFFAMINE D-400 amine JEFFAMINE D-2000 amine x ~ 3 x ~ 5 x ~ 32
12 PPG based polyether amines (secondary) Proprietary Huntsman catalyst technology allows high secondary amine formation with little primary or tertiary. Intrinsic reactivity drops roughly a factor of 20 for secondary compared to primary amines. Steric hindrance plays an additional role in slowing the reactivity. Cure speed (gel time) of a formulation is dependent on concentrations and inherent reactivity. Products are stable, there is no off-gassing of reversible blocking agents.
13 PPG based polyether amines (secondary) R NH O n O NH R JEFFAMINE SD-231 amine JEFFAMINE SD-401 amine JEFFAMINE SD-2001 amine Approximate mol weight, g/mol Approximate functionality Kinematic viscosity, 25 C, cst Equivalent weight, gram/eq Designed to be used in conjunction with, or to replace, aromatic or aliphatic chain extenders, or to partially replace existing primary polyether amines. Slow down reactivity Produce low viscosity prepolymers
14 IPDI quasi prepolymers Viscosity at 25 C (cst) Comparison of primary vs secondary polyetheramines in IPDI IPDI / Jeffamine D 2000 IPDI / Jeffamine SD NCOv (%)
15 H 12 MDI quasi prepolymer Viscosity at 25 C (cst) Comparison of primary vs secondary polyetheramines in H 12 MDI H12MDI / Jeffamine D 2000 H12MDI / Jeffamine SD NCOv (%)
16 PTMEG based polyether amines (primary and secondary) Poly(tetramethylene ether)glycol backbone amines - H 2 N O O a n O b ( ) ( ) ( ) NH 2 More hydrophobic, higher performance - premium soft segment
17 PTMEG based polyether amines (primary and secondary) JEFFAMINE THF-100 amine JEFFAMINE THF-140 amine JEEFAMINE THF-170 amine XTJ-652 (*) amine type Primary Primary Primary + Secondary Primary Fn Mw eq. weight viscosity 121 cst at 40 C 234 cst at 40 C 916 cst at 40 C 1245 cst at 40 C Melting point 8 C 16 C 33 C 35 C (*) experimental product
18 PTMEG based polyether amines (secondary) XTJ-604 (*) XTJ-605 (*) XTJ-653 (*) amine type Secondary Secondary Secondary Fn Mw eq. weight viscosity 261 cst at 25 C 251 cst at 40 C 1150 cst at 40 C (*) experimental product
19 Comparing the PPG vs PTMEG based polyether amines Casting system REFERENCE XTJ-653 JEFFAMINE D 2000 amine 55 JEFFAMINE SD 401 amine 5 XTJ BADPM DETDA 5 Suprasec Reactivity Gel time seconds Tack free time seconds Mechanical properties Hardness shore D Taber abrasion (H-18) mg loss 200 Abrasion is reduced with 70% 70
20 Comparing the PPG vs PTMEG based polyether amines Spray system REF XTJ-652 JEFFAMINE D 2000 amine 68 XTJ DETDA BADPM MDI prepolymer (16%) Reactivity Gel time (s) seconds 7 6 Tack free time (s) seconds 18 12
21 Comparing the PPG vs PTMEG based polyether amines Mechanical properties REFERENCE XTJ-652 Hardness shore D Tear strength N/mm Tensile at break MPa Elongation at break % Taber abrasion (H-18) mg loss Abrasion is reduced with 55%
22 Comparing the PPG vs PTMEG based polyether amines water uptake (%) 5 days at RT 30 days at RT 150 days at RT REFERENCE XTJ Water uptake is reduced with 55%
23 JEFFLINK diamine
24 JEFFLINK diamine in an aliphatic system Prepolymer used Diamine used reactivity Gel time Tack free time Mechanical properties Hardness Tensile at break Elongation at break Tear strength gloss 20/60 appearance seconds seconds shore D MPa % N/mm IPDI + JEFFAMINE SD 2001 amine to NCOv 16% JEFFLINK 136 diamine JEFFLINK 754 diamine /85 56/55 smooth textured
25 JEFFLINK diamine features Colorless liquids Low viscosity Prolonged gel time Shorter dry time Variation in hardness Contribute to UV stability Product Process Property
26 Combining JEFFAMINE T 3000 amine with PTMEG polyether amines formulation REF 1 REF 2 T 3000 / XTJ-604 T 3000 / XTJ-605 T 3000 / XTJ-605 JEFFAMINE D 2000 amine JEFFAMINE T 5000 amine 11 JEFFAMINE T 3000 amine XTJ XTJ DETDA BADPM 10 Suprasec Reactivity Gel time seconds Tack Free Time seconds
27 Combining JEFFAMINE T 3000 amine with PTMEG polyether amines REF 1 REF 2 T 3000 / XTJ 604 T 3000 / XTJ 605 T 3000 / XTJ 605 Hardness Shore D Tensile MPa elongation % Abrasion (H-18) mg loss Water uptake 1 day at RT % week at RT % weeks at RT % Abrasion is reduced with up to 45% Water uptake is reduced with ~20%
28 Conclusions The new building blocks can extend your market reach Improving the abrasion resistance Reducing the water absorption Widen your formulation latitude Increase the processing latitude
29 What can HUNTSMAN do for you? To offer building blocks for making suitable systems towards the specialist formulators. Amine products under the JEFFAMINE amine and JEFFLINK diamine brand name MDI products under the SUPRASEC isocyanate brand name Titanium dioxide products under the TIOXIDE pigment brand name Joint projects to develop tailor made products for specific markets eg. Water proofing membranes, metal protection, To assist and offer guidance in the correct and safe use of our products EHS, ISOPA, Walk the Talk,
30 disclaimer Copyright 2011 Huntsman Corporation. All rights reserved. All information contained herein is provided "as is" without any warranties, express or implied, and under no circumstances shall the authors or Huntsman be liable for any damages of any nature whatsoever resulting from the use or reliance upon such information. Nothing contain in this publication should be construed as a license under any intellectual property right of any entity, or as a suggestion, recommendation, or authorization to take any action that would infringe any patent. The term "Huntsman" is used herein for convenience only, and refers to Huntsman Corporation, its direct and indirect affiliates, and their employees, officers, and directors. JEFFAMINE, JEFFLINK, SUPRASEC and TIOXIDE are registered trademarks of Huntsman Corporation or an affiliate thereof in one or more, but not all countries. Main Offices US: 500 Huntsman Way / Salt Lake City, Utah / Technical Service US: 8600 Gosling Road / The Woodlands, Texas / Main Offices Europe: Huntsman Belgium BVBA / Everslaan 45 / B-3078 Everberg, Belgium / Technical Service Europe: Technical Services Representative / Everberg Office / Main Offices Asia Pacific Offices: Huntsman Singapore PTE / 150 Beach Road, #37-00 Gateway West / Singapore / Technical Service Asia Pacific: Huntsman Performance Products / 61 Market Road, Brooklyn, Victoria / Australia 3012 /
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