New building blocks to expand your formulation...
Transcript of New building blocks to expand your formulation...
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
New building blocks to New building blocks to
expand your formulation expand your formulation
options. options.
Geert Dries
Technical manager urethane chemistries
Huntsman Performance Products
JEFFAMINEJEFFAMINE®® amine amine
JEFFLINKJEFFLINK®® diaminediamine
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
Content
• What is Polyurea?
• Why develop new molecules?
• JEFFAMINE® amine and JEFFLINK® diamine overview
• Some ideas
• Summary
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
Urea
Linkage
NR
H
N
O
R'N N
O
HH HnR'
H2N NH2R
OCN NCO +
IsocyanatePrepolymer
Polyamine
POLYUREAPOLYUREA
What is Polyurea ?
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
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 1.05 System processing: Volume ratio: 1:1. Index 1.05 --1.151.15
Application temperature & pressure: 75Application temperature & pressure: 75--8080ººC & 150C & 150--180 bar180 bar
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
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
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
Typical uses
• Concrete protection
– Secondary containment
– Bridge decking
– Park decks
– Sewage installations
• Flat roofing
• Steel protection
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
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
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
JEFFAMINE® amine
and JEFFLINK® diamine overview
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
O
O
CH 2
NH2
O NH 2
NH 2
R
x
y
z
n
JEFFAMINE® T-3000 amine (x + y + z) = ~ 50
JEFFAMINE® T-5000 amine (x + y + z) = ~ 85
JEFFAMINE® T-403 amine (x + y + z) = ~ 5-6
PPG based polyether amines(primary)
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
O
O
CH 2
NH2
O NH 2
NH 2
R
x
y
z
n
JEFFAMINEJEFFAMINE®® TT--3000 amine (x + y + z) = ~ 503000 amine (x + y + z) = ~ 50
JEFFAMINE® T-5000 amine (x + y + z) = ~ 85
JEFFAMINE® T-403 amine (x + y + z) = ~ 5-6
PPG based polyether amines(primary)
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
x ~ 3
x ~ 5
x ~ 32
JEFFAMINE D-230 amine
JEFFAMINE D-400 amine
JEFFAMINE D-2000 amine
H2NO
ONH2
x
( )
PPG based polyether amines(primary)
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
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.
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
JEFFAMINE®
SD-231 amine
JEFFAMINE®
SD-401 amine
JEFFAMINE®
SD-2001 amine
Approximate mol weight, g/mol 315 515 2050
Approximate functionality 2 2 2
Kinematic viscosity, 25°C, cSt 7 18 209
Equivalent weight, gram/eq 158 258 1025
NHO
ONH
RR
n
PPG based polyether amines(secondary)
• 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
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
IPDI quasi prepolymers
Comparison of primary vs secondary polyetheramines in IPDI
0
1000
2000
3000
4000
5000
6000
7000
8000
9000
12 13 14 15 16 17 18 19 20NCOv (%)
Vis
co
sity a
t 25°C
(cS
t)
IPDI / Jeffamine® D 2000
IPDI / Jeffamine® SD 2001
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
H12MDI quasi prepolymer
Comparison of primary vs secondary polyetheramines in H12MDI
0
1000
2000
3000
4000
5000
6000
7000
12 13 14 15 16 17 18
NCOv (%)
Vis
co
sit
y a
t 2
5°C
(c
St)
H12MDI / Jeffamine® D 2000
H12MDI / Jeffamine® SD 2001
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
Poly(tetramethylene ether)glycol backbone amines -
H2NO
OO
NH2( ))( ( )a n b
PTMEG based polyether amines(primary and secondary)
More hydrophobic, higher performance - “premium soft segment”
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
PTMEG based polyether amines(primary and secondary)
1245 cst at 40°C916 cSt at 40°C234 cSt at 40°C121 cSt at 40°Cviscosity
35°C33°C16°C8°CMelting
point
1150760710500eq. weight
2300170013501000Mw
22.822Fn
Primary
Primary +
SecondaryPrimaryPrimaryamine
type
XTJ-652 (*)
JEEFAMINE®
THF-170 amine
JEFFAMINE®
THF-140 amine
JEFFAMINE®
THF-100 amine
(*) experimental product
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
PTMEG based polyether amines(secondary)
1150 cSt at 40°C251 cSt at 40°C261 cSt at 25°Cviscosity
1200715550eq. weight
240014301100Mw
222Fn
SecondarySecondarySecondaryamine type
XTJ-653 (*)XTJ-605 (*)XTJ-604 (*)
(*) experimental product
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
XTJ-653REFERENCECasting system
70200mg lossTaber abrasion (H-18)
4445shore DHardness
Mechanical properties
240420secondsTack free time
120180secondsGel time
Reactivity
115115Suprasec® 2054
5DETDA
4045BADPM
50XTJ-653
5JEFFAMINE® SD 401 amine
55JEFFAMINE® D 2000 amine
Abrasion is reduced with 70%
Comparing the PPG vs PTMEG based polyether amines
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
1218secondsTack free time (s)
67secondsGel time (s)
Reactivity
112115MDI prepolymer (16%)
1212BADPM
2020DETDA
68XTJ-652
68JEFFAMINE® D 2000 amine
XTJ-652REFSpray system
Comparing the PPG vs PTMEG based polyether amines
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
100230mg lossTaber abrasion (H-18)
407455%Elongation at break
20.120.3MPaTensile at break
8383N/mmTear strength
4948shore DHardness
XTJ-652REFERENCEMechanical properties
Comparing the PPG vs PTMEG based polyether amines
Abrasion is reduced with 55%
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
Comparing the PPG vs PTMEG based polyether amines
2.55.5150 days at RT
1.5230 days at RT
1.51.95 days at RT
XTJ-652REFERENCEwater uptake (%)
Water uptake is reduced with 55%
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
JEFFLINK® diamine
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
JEFFLINK® diamine in analiphatic system
texturedsmoothappearance
56/5585/85gloss 20/60
5783N/mmTear strength
444477%Elongation at break
12.318.2MPaTensile at break
3547shore DHardness
Mechanical properties
15570secondsTack free time
614secondsGel time
reactivity
JEFFLINK® 754 diamine JEFFLINK® 136 diamineDiamine used
IPDI + JEFFAMINE® SD 2001 amine to NCOv 16% Prepolymer used
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
JEFFLINK® diamine features
• Colorless liquids
• Low viscosity
• Prolonged gel time
• Shorter dry time
• Variation in hardness
• Contribute to UV stability
Process
Property
Product
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
Combining JEFFAMINE® T 3000
amine with PTMEG polyether amines
42
12
114
16
45
24
15
T 3000
/ XTJ-605
20
8
111
20
45
35
T 3000
/ XTJ-605
621216secondsTack Free Time
1368secondsGel time
Reactivity
112111111Suprasec® 2054
10BADPM
162424DETDA
XTJ-605
40XTJ-604
24JEFFAMINE® T 3000 amine
11JEFFAMINE® T 5000 amine
106576JEFFAMINE® D 2000 amine
T 3000
/ XTJ-604REF 2REF 1formulation
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
1.8
1.6
87
337
26.8
42
T 3000
/ XTJ 605
2.1
1.9
82
510
24.1
38
T 3000
/ XTJ 605
100150130mg lossAbrasion (H-18)
Water uptake
1.82.02.1%1 day at RT
1.92.32.3%1 week at RT
%2 weeks at RT
525561541%elongation
27.424.825.5MPaTensile
404445Shore DHardness
T 3000
/ XTJ 604REF 2REF 1
Abrasion is reduced with up to 45%
Combining JEFFAMINE® T 3000
amine with PTMEG polyether amines
Water uptake is reduced with ~20%
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
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
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
What can HUNTSMAN do for you?
• To offer building blocks for making suitable systems towards thespecialist 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,…
PDA Europe 2011 Annual Conference –The Hague, 14-16 November
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 84108 / 801-584-5700
• Technical Service US: 8600 Gosling Road / The Woodlands, Texas 77381 / 281-719-7780
• Main Offices Europe: Huntsman Belgium BVBA / Everslaan 45 / B-3078 Everberg, Belgium / 32-2 -758-9211
• Technical Service Europe: Technical Services Representative / Everberg Office / 32-2-758-9392
• Main Offices Asia Pacific Offices: Huntsman Singapore PTE / 150 Beach Road, #37-00 Gateway West / Singapore 189720 / 65 6297 3363
• Technical Service Asia Pacific: Huntsman Performance Products / 61 Market Road, Brooklyn, Victoria / Australia 3012 / 61 3 9933 6666
• www.huntsman.com