C HO H + P o l y a l d e h y d e. FIGURE 2 Preparation of polycarbamates from the reaction of polyols with urea. Urea/Catalyst Heat

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1 FIGURE 1 Formation of a polyurethane from the reaction of a polycarbamate and polyaldehyde. H H N N NH 2 P o l y c a r b a m a t e + H C P o l y a l d e h y d e C H H + R H N H R + H 2 P o l y u r e t h a n e i H FIGURE 2 Preparation of polycarbamates from the reaction of polyols with urea. Polymer Backbone i H i H I Urea/Catalyst Heat Polymer Backbone FIGURE 3 Chemical structure of the preferred polyaldehyde crosslinker CHDA. 2 AUGUST 217

2 Polyurethane Technology for Wood Coating Applications TABLE 1 Initial Starting Point Formulation based on the Polycarbamate Resin and CHDA at 561 g/l VC (Control) MATERIAL NAME WEIGHT (LB) VLUME (GAL) PART A PLYCARBAMATE RESIN A, 67% TINUVIN 5 (HALS).88.1 BYK N-BUTYL ACETATE SUBTTAL - PART A PART B CHDA CRSSLINKER ETHANL K-CURE 14 CATALYST SUBTTAL PART B TTAL FRMULATIN PRPERTIES: WEIGHT % SLIDS DENSITY (LB/GAL) 7.86 VLUME SLIDS (%) VC (G/L) 561 VC (LB SLVENT/LB ACID-CURED RESIN) 1.5 TABLE 2 Survey of Various Combinations of VC-exempt Solvents for Reducing the VC of the Clear FRMULATIN S-12 S-13 S-8 S-6 S-2 CNTRL VC-EXEMPT SLVENT DMC/ PCBTF DMC/PCBTF TBAC/PCBTF NNE SLVENT USAGE IN RX PART A PART A PART A SLVENT RATI 65/35 65/35 65/35 65/35 75/ WT % SLIDS DENSITY (LB/GAL) VL SLIDS (%) VC (G/L) VC (LB SLVENT/ LB ACID CURED RESIN) BRKFIELD VISC. (cp) PT LIFE (H) DRY-T-TUCH (MIN) DRY THRUGH (MIN) KNIG HARDNESS (SEC) MANDREL FLEXIBILITY PAINT.RG 3

3 TABLE 3 Viscosity Adjustment of the Clear Formulation by Varying the Weight % Solids VC-EXEMPT SLVENT SLVENT USAGE IN RX FRMULATIN SL-1 SL-2 SL-3 SL-4 SL-5 CNTRL NNE SLVENT RATI 65/35 65/35 65/35 65/ WT % SLIDS DENSITY (LB/GAL) VL SLIDS (%) VC (G/L) VC (LB SLVENT/LB ACID-CURED RESIN) BRKFIELD VISCSITY (cp) ZAHN CUP#2 INITIAL (SEC) PT LIFE (MIN) ZAHN CUP TIME T 26 SEC (MIN) DRY-T-TUCH (MIN) DRY THRUGH (MIN) KNIG HARDNESS (SEC) MANDREL FLEXIBILITY MEK RUBS (N RUBS) FIRST FAILURE REMVED % MEK RUBS S FIRST FAILURE, N.F RUBS % REMVED AT 2 RUBS FIGURE 4 Normal range on the Zahn cup #2 for conventional spray is 2 to 25 sec. nce the viscosity increase gives a Zahn cup greater than 26 to 3 sec, the spray quality will begin to decrease. The curve simulates the pot life behavior typically measured by the Brookfield viscosity. Time to Reach 26 Seconds with a Zahn Cup % Solids 4 AUGUST 217

4 Polyurethane Technology for Wood Coating Applications FIGURE 5a Formulation with acetone at a reduced VC and at 39.86% solids (Sol-1 was set at 39.86% solids and approximately 45 g/l, and Sol-5 was the control at 39.86% solids at approximately 56 g/l) Brookfield Viscosity Profile ver Time at 39.86% Solids Sol-1 Sol-2 FIGURE 5c Formulation with acetone at a reduced VC and at 41.95% solids. (Sol-3 was set at 41.95% solids and approximately 45 g/l, and Sol-5 was the control at 39.86% solids at approximately 56 g/l) Brookfield Viscosity Profile ver Time at 41.95% Solids Sol-3 Sol-5 FIGURE 5b Formulation with acetone at a reduced VC and at 4.87% solids. (Sol-2 was set at 4.87% solids and approximately 45 g/l, and Sol-5 was the control at 39.86% solids at approximately 56 g/l) Brookfield Viscosity Profile ver Time at 4.87% Sol-2 Sol-5 FIGURE 5d Formulation with acetone at a reduced VC and at 43.8% solids. (Sol-4 was set at 43.8% solids and approximately 45 g/l, and Sol-5 was the control at 39.86% solids at approximately 56 g/l). Brookfield Viscosity Profile ver Time at 43.8% Solids Sol-4 Sol-5 FIGURE 6 Effect on the Brookfield viscosity profile by replacing some ethanol with butanol % Butanol 15% Butanol 3% Butanol Control PAINT.RG 5

5 FIGURE 7 Effect of replacing some of the ethanol with butanol on film hardness development. (The % butanol is based on the total amount of ethanol in the formulation.) Konig Hardness (sec) % Butanol 15% Butanol 25% Butanol % Butanol 3% Butanol Control 1 day 2 day 7 day 27 day TABLE 4 Addition of Butanol to Replace Some of the Ethanol in the Clear Formulation to Extend Pot Life FRMULATIN B-1 B-2 B-3 B-4 B-5 CNTRL FRMULATIN B-1 B-2 B-3 B-4 B-5 CNTRL % F ETHANL REPLACED W/BUTANL VC-EXEMPT SLVENT NNE SLVENT USAGE IN RX SLVENT RATI 65/35 65/35 65/35 65/35 WT% SLIDS DENSITY (LB/GAL) VL SLIDS (%) VC (G/L) VC (LB SLVENT/LB ACID-CURED RESIN) BRKFIELD VISCSITY (cp) ZAHN CUP#2 INITIAL (SEC) PT LIFE (MIN) ZAHN CUP TIME T 26 SEC. (MIN) DRY-T-TUCH (MIN) DRY THRUGH (MIN) KNIG HARDNESS (SEC) MANDREL FLEXIBILITY MEK RUBS (N RUBS) FIRST FAILURE REMVED % MEK RUBS S FIRST FAILURE, N. F RUBS % REMVED AT 2 RUBS AUGUST 217

6 Polyurethane Technology for Wood Coating Applications FIGURE 8 Brookfield viscosity profile over time effect of methanol and propanol on extending the pot life of a reduced VC clear formulation Brookfield Viscosity Profile ver Time - Alcohol Addition for Extending the Pot Life PM-2 (3% Propanol) PM-3 (3% Methanol) PM-5 (control) FIGURE 9 Zahn cup viscosity profile over time effect of methanol and propanol on extending the pot life of a reduced VC clear formulation. 4 Effect of Alcohol on the Zahn Cup Viscosity Profile - Alcohol Addition for Extending the Pot life Zahn Cup Reading (sec) PM-2 (3% Propanol) PM-3 (3% Methanol) PM-5 (control) PAINT.RG 7

7 TABLE 5 Effect of Propanol and Methanol on the Film Properties and Pot Life of the Clear Formulation FRMULATIN PM-1 PM-2 PM-3 PM-4 PM-5 CNTRL % ALCHL BASED N TTAL Rx WT 3% BUTANL 3% PRPANL 3% METHANL 6.1 % BUTANL % F ETHANL REPLACED W/ALTERNATIVE ALCHL 14.65% BUTANL 14.65% PRPANL 14.65% METHANL 3% BUTANL VC-EXEMPT SLVENT NNE SLVENT USAGE IN Rx PART PART SLVENT RATI () 65/35 65/35 65/35 65/ WT% SLIDS DENSITY (LB/GAL) VL SLIDS (%) VC (G/L) VC (LB SLVENT/LB ACID-CURED RESIN) BRKFIELD VISCSITY (CP) ZAHN CUP#2 INITIAL (SEC) PT LIFE (MIN) ZAHN CUP TIME T 26 SEC (MIN) DR-T-TUCH (MIN) DRY THRUGH (MIN) KNIG HARDNESS (SEC) MANDREL FLEXIBILITY MEK RUBS- (N RUBS) FIRST FAILURE REMVED % MEK RUBS S FIRST FAILURE, N. F RUBS % REMVED AT 2 RUBS F 1/4 IN AUGUST 217

8 Polyurethane Technology for Wood Coating Applications TABLE 6 Modified Starting Point Formulation Based on a Polycarbamate Resin and CHDA Crosslinker at 43.1% Solids and Approximately 45 g/l VC MATERIAL NAME WEIGHT (LB) VLUME (GAL) PART A PLYCARBAMATE RESIN A, 67% TINUVIN 5 (HALS).86.1 BYK PCBTF SUBTTAL PART A PART B CHDA CRSSLINKER ETHANL METHANL PCBTF K-CURE 14 CATALYST SUBTTAL PART B TTAL FRMULATIN PRPERTIES: WEIGHT % SLIDS 43.1 DENSITY (LB/GAL) 8.26 VLUME SLIDS (%) VC (G/L) 456 VC (LB SLVENT/LB ACID-CURED RESIN).9 PAINT.RG 9

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