ADHESIVES

[Link] // 1
 CREATING PERFORMANCE
THROUGH CHEMISTRY
LACTIDES
—
POLYOLS
Building upon decades spent advancing materials chemistry innovation, NatureWorks offers — We achieve this by coupling
solutions based on lactides and lactide intermediates that help innovators within the coatings, RESINS
adhesives, sealants, and elastomers (C.A.S.E.), toner and surfactant industries realize: tunable Vercet™ lactide-
based chemistries with the
knowledge of scientists and
engineers who understand
how to dial in the full
capabilities of this versatile
Significant, measurable
product performance
Move through the R&D
process more efficiently
Decrease systems
costs via an optimized
product line.
benefits and with minimal risk supply chain

VERSATILE VERCET LACTIDE CHEMISTRY

O O
O R
O R O O
O O H
x + HO OH H O
O O x/2 x/2
O
O
O

LACTIDE LACTIDE POLYOLS

Reacts readily with alcohols, amines, glycols Tg ranges ~ 0 - 60°C

100% solids Hydroxyl values 12-112 mg-KOH/g

No water loss Secondary hydroxyl functionality

Sustainably sourced Readily reacts with isocyanates

Readily soluble in esters and ketones
Renewably-sourced biobased polyols and resins

2 // NATUREWORKS PERFORMANCE CHEMICALS [Link] // 3

 POLYOLS + RESINS POLYOLS FOR URETHANE ADHESIVES
CUSTOM SOLUTIONS FOR ADHESIVES
Vercet lactide-based chemistry enables formulation flexibility in adhesives when trying to Vercet polyols show compatibility with a variety of polyols such as 2000 molecular weight
achieve new or enhanced performance properties not found with incumbent chemistries. adipate-based polyols.

Viscosity OHV1 Performance

Vercet Grade f Tg (˚C)
@100˚C (Pa*s) [mg-KOH/g] Features
VERCET POLYOLS FOR VERCET RESINS FOR 15
P1025X 1 1.3 25 Chain stopper
URETHANE ADHESIVES ADHESIVES
P2025X 2 40 11.3 25
High modulus & hardness.
P2056X 2 25 2.1 56
Oil & grease resistance.
Wood & wood laminates Wood & wood laminates P20112X 2 5 <1.0 112
Plastics Paper
P2225X 2 35 13 25 High modulus & hardness.
Film Metals
SUBSTRATES Metal Plastics Oil & grease resistance.
P2256X 2 21 2 56
Glass Improves flexibility
-1 & toughness.
Dissimilar substrates P22112X 2 <1.0 112

P3025X 3 40 19.1 25 Crosslinker

1. OHV-Hydroxyl Value as determined by ASTM E1899

100% solids - liquid Solvent-borne
100% solids - reactive Hot melt PROPERTIES
DELIVERY Hot melt
MECHANISMS POLYURETHANES FORMULATED
WITH VERCET POLYOLS
Polyurethane with Control
Vercet P2025X (Based on AA-HDO)8
Polyol

Furniture & flooring Flexible packaging Wt% - Polyol / MDI6

85.3/12.5/0.8 86.6/11.6/0.8
Nonwovens / hygiene Packaging - carton and case seal /1,2 PDO7
Durable assembly 3D printing
Polyol OHV1
MARKETS Recreation / transportation Edge banding [mg-KOH/g]
30 29
Electronics
Packaging- rigid & flexible Gel Time [sec]
120°C 158 60

Hardness2
[Shore A / D] 84/71 70/33
Tailored open times and pot life Tunable viscosity and set time
Compatible with common polyols (seconds to minutes)
Tg/Tm3 Tg 51-55˚C Tm peak 55˚C
PERFORMANCE Adhesion to polar substrates Improved green strength
Low dispensing temperatures
BENEFITS Excellent chemical and solvent
resistance Adhesion to polar substrates Resiliency4 17 23
Overlap shear strength Renewably-sourced building block
Renewably-sourced building
block Water Pickup55 0.9% 0.6%

5. Immersion testing, 8 days at 25°C

1. OHV – Hydroxyl Value as determined by ASTM E1899
6. 4,4' - Methylene diphenyl diisocyanate
2. Hardness as determined by ASTM 2240, 4 weeks
7. 1,2 - Propanediol
3. DSC mid-point, 20°C/min, 2nd heat
8. 1,6 - Hexanediol adipate
4. Resiliency as determined by ASTM D2632
4 // NATUREWORKS PERFORMANCE CHEMICALS [Link] // 5
 POLYURETHANE PERFORMANCE POLYURETHANE PERFORMANCE
HIGHER MODULUS CREATES HIGHER STRENGTH HOT OIL SWELL SHOWS
OVER EXTENDED TEMPERATURE RANGE EXCELLENT OIL RESISTANCE
WT% CANOLA OIL
1E+10 PICK-UP 68˚C

1E+09 10X 100X

4

Control TPU
1E+08
3

Vercet P2025X
Storage Modulus (Pa)

1E+07
2

1E+06
1
Temp (°C)

1E+05
20 25 30 35 40 45 50 55 60 0

Tg (°C, DSC) Tg (°C, DMA) E' (MPa, 30°C) E' (MPa, 35°C) E' (MPa, 45°C) E' (MPa, 50°C) Time (Days)
CONTROL TPU 41-44 Tm (onset) 24 21 8.8 3.0 -1

VERCET P2025X 49-52 56 347 331 321 315 0 2 4 6 8 10

ASTM Method D790. 3 point bend fixture heated 3°C per minute.
WT% IRM 903 OIL
PICK-UP 68˚C

POLYURETHANE PERFORMANCE
EXCELLENT HARDNESS AT LOW MDI
CONTENT USES LESS ISOCYANATE 8
Control TPU

71 6
CONTROL
34 Vercet P2025X

84  18%
VERCET P2025X
2
71  109%

Shore A Shore D 0
0 10 20 30 40 50 60 70 80 90

ASTM Method 2240. Measured after 4 weeks.

Time (Days)
-2
0 1.5 3 4.5 6 7.5

6 // NATUREWORKS PERFORMANCE CHEMICALS [Link] // 7

 VERCET RESINS FOR ADHESIVES

POLYOLS FOR POLYURETHANES IN REACTIVE HOT MELT ADHESIVES

Vercet offers high polarity, amorphous PLA resins, customizable to a range of viscosities, glass transition
temperatures, and are compatible with common adipate polyesters and ethylene vinyl acetate co-polymers
PREPOLYMER FORMULATION enabling formulation flexibility. These bio-based resins improve overlap shear strength to metal, wood, and polar
Control, polymers, improve peel adhesion failure temperature, and greatly improve solvent/oil resistance.
Polyol Vercet P2025X (HDO-Adipate) • 85% Vercet-based polyol
• 15% 4,4' MDI
PROPERTIES
• Isocynate index 1.05
%NCO 2.0 2.5
• Reaction time 2-3 hours TUNABLE SET TIME, VISCOSITY, & GREEN STRENGTH IN RESINS
ADHESIVE FORMULATION Vercet Resin Grades2
Viscosity (mPa*s, 120˚C) +100,000 14,000
Physical Properties1 A1000 A1010X A1020X3 A1030X A1050 Method
• 88 Wt% Vercet-based prepolymer
• 10 Wt% DEG-adipate prepolymer Specific Gravity 1.24 ASTM D792
DSC Transition (˚C) 51 53 • 1.0 Wt% Epoxy silane adhesion promoter NW Internal DSC Method,
Tg-Range (°C) 54-57 48-56
• 1.0 Wt% DMDEE catalyst Tg mid-point, 2nd heat

Brookfield
30-50 320-340
Viscosity (Pa*s) 120°C
NW Internal Brookfield
150°C 140-160 5-10 30-50 Method
(#27 Spindle)
180°C >1,000 20-35
REACTIVE HOT MELT ADHESIVES PERFORMANCE
200°C 310-340 >1600
STABLE NCO PREPOLYMER ENSURES Melt Flow Index
10 @ 180˚C 80 @ 150˚C 600 @ 150˚C 450 @ 150˚C 10 @ 210˚C ASTM D1228
STORAGE AND POTLIFE STABILITY (g/10min)

1. Typical properties; not to be construed as specifications 3. Pellets of A1020X may cold flow due to its low viscosity and could
2. X suffix denotes experimental grade resin require additional handling
%NCO OF
PREPOLYMERS
OVER TIME 3.0
AT 120˚C VERCET RESINS AS TACKIFER FOR HOT MELT ADHESIVE
HDO-Adipate Control
HOT MELT ADHESIVE FORMULATION GREATER PEEL ADHESION FAILURE TEMP.
2.5
Vercet P2025X Resin Wt% Adhesive SAFT (ºC) PAFT (ºC)

2.0 EVA resin (80% vinyl acetate) 33% Control 61 50

PEG 8000 wax 33% A1020X 61 61

1.5
Vercet PLA tackifier 33%

Anti-oxidant 1%
SAFT and PAFT via modified ASTM D4498.
A 10 mil x 1” x 1” adhesive specimen on
1.0
Kraft paper tested in the shear mode (500g
AT 1:1 MIXING RATIO : weight) and peel mode (100g weight) by
• Veret PLA resins are compatible with hanging in an oven that was then ramped
0.5 up at 30°F/hr from RT. The temperatures at
EVA copolymers containing >60% vinyl
Time (Hours) acetate (VA). failure were recorded.

0 • Vercet PLA resins are incompatible with

resins such as hydrogentated wood rosin,
1 2 3 4 5 6
styrene-isoprene block copolymers, and
paraffin or soy waxes.
8 // NATUREWORKS PERFORMANCE CHEMICALS [Link] // 9
 HOT MELT ADHESIVES BENIGN BY DESIGN
EXCELLENT BONDING TO POLAR SUBSTRATES REDUCING VOLATILITY IN PRICING THROUGH
ALTERNATIVE FEEDSTOCKS
OVERLAP SHEAR STRENGTH
Renewably-sourced Vercet lactide-based products bring sensible, elegant, and cost-effective solutions
*CONTROL 1169
METAL (STEEL) based squarely on the principles of green chemistry to supply chains that, until now, were coupled
A1020X 2131 with traditional fossil-petroleum solutions and their inherent price volatility.

*CONTROL 1470
WOOD (PINE)
A1020X 2201 250

*CONTROL 896
PMMA
A1020X 1069
200
*CONTROL 1039
HDPE
A1020X 310

* General purpose packaging adhesive.

Force (N) 150
0 500 1000 1500 2000 2500 3000

HOT MELT ADHESIVES

LOW OIL SWELL SHOWS IMPROVED OIL RESISTANCE

WT% CANOLA OIL

PICK-UP, ROOM 4.0
TEMPERATURE
3.5 50
Control EVA
3.0
Prices re-based to 100
2.5 Industrial HMA

2.0
0
Vercet PLA Blend
1.5
2006 2018
1.0

0.5

0.0 Petrochemical Feedstocks Vercet Feedstock

Time (Days)
-0.5
1 2 3 4 5 6 7

10 // NATUREWORKS PERFORMANCE CHEMICALS [Link] // 11

 BRIAN GLASBRENNER
HOW CAN WE COMMERCIAL MANAGER
HELP YOU?
+1 (952) 562.3391
brian_glasbrenner@[Link]
To learn more about
Vercet custom
solutions, please BILL COGGIO
contact a member APPLICATION AND TECHNOLOGY MANAGER

of our Performance +1 (952) 562.3308

Chemicals team. bill_coggio@[Link]

[Link] | vercet@[Link] | @natureworks

Vercet and the Vercet logo are trademarks or registered trademarks of NatureWorks LLC in the USA and other countries.
© 2018 NatureWorks LLC. All rights reserved.

[Link] // 12