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<strong>Protective</strong> <strong>Coatings</strong> <strong>for</strong> <strong>Heavy</strong> <strong>Duty</strong> <strong>and</strong> <strong>Marine</strong> <strong>Applications</strong> <strong>by</strong><br />

Means of Surface Tolerant Anti-corrosive Paints based on Epoxy<br />

Resins cured <strong>by</strong> Phenalkamines.<br />

Jean-Luc Dallons, Global Marketing Manager, Cardolite Corp.<br />

Abstract<br />

Phenalkamines derived from Cashew Nutshell liquid are very per<strong>for</strong>ming curing agents <strong>for</strong><br />

epoxy resins.<br />

Paint <strong>for</strong>mulations based on phenalkamine curing agents bring about protective coatings with<br />

outst<strong>and</strong>ing corrosion resistance.<br />

These coatings are very surface tolerant, namely, can be applied on non well prepared<br />

metallic surface even under humid conditions.<br />

Phenalkamines cure epoxy resins along a broad range of temperatures.<br />

<strong>Coatings</strong> based on phenalkamines are particularly suitable <strong>for</strong> heavy duty industrial <strong>and</strong><br />

marine applications.<br />

Introduction<br />

Steel is one of the most popular construction material. It is used all over the world to build<br />

bridges, ships, transportation vehicles, stadia <strong>and</strong> plants.<br />

Steel has many advantages, namely its versatility <strong>and</strong> its availability. The main disadvantage<br />

of steel, however, is its tendency to corrode, there<strong>for</strong>e requiring a protective coating.<br />

Corrosion is a natural phenomenon that affects the appearance of the ship, bridge or any other<br />

construction. Peeling paint is a sign of poor maintenance <strong>for</strong> the public <strong>and</strong> can induce an<br />

unsafe feeling (1). The industry is there<strong>for</strong>e more <strong>and</strong> more requiring high quality coatings.<br />

Nowadays, however, quality can sometimes be downsized due to cost reductions programs.<br />

Furthermore, environmental regulations are pushing the industry to reduce its air emissions.<br />

As a consequence, replacement of existing per<strong>for</strong>ming materials <strong>by</strong> non polluting ones is a<br />

very challenging project.<br />

High quality, lower cost <strong>and</strong> environmental friendly oppose frequently one another. By<br />

plotting these three requirements, we get a triangle (fig.1) which shows clearly that optimising<br />

one requirement is most of the time done to the detriment of the others. Indeed, focusing on<br />

cost reduction will more likely lead to a poor per<strong>for</strong>ming material. Environmental friendly<br />

coatings are often less per<strong>for</strong>ming than conventional ones or at least not so easy to h<strong>and</strong>le <strong>and</strong><br />

there<strong>for</strong>e more expensive.<br />

As a general rule of thumb, the best solution is always found through the best compromise.<br />

This paper will demonstrate that the best solution is brought about <strong>by</strong> epoxy 2K coatings<br />

based on phenalkamines curing agents.<br />

1


Figure 1 . Industry Requirements.<br />

Cost Reduction<br />

High Quality<br />

Environment<br />

Phenalkamine Technology(2-6)<br />

Phenalkamines are epoxy curing agents obtained through amination of polymerized cardanol,<br />

a chemical derived from the cashew nutshell liquid (CNSL). This is there<strong>for</strong>e a renewable raw<br />

material.<br />

The chemical <strong>for</strong>mula of cardanol (figure 2) illustrates the particular properties that this<br />

backbone unit will confer to coatings. Cardanol is very difficult to synthesize through a<br />

conventional chemical process as the aliphatic side chain is found in the meta position<br />

regarding the phenol group which actually orientates any further substitution to the positions<br />

ortho or para. Nature can however make it.<br />

Figure 2 . Cardanol Structure <strong>and</strong> Properties.<br />

OH<br />

Reactivity Enhancement -<br />

Adhesion<br />

C 7 H 14 -CH=CH-CH 2 -CH=CH-C 3 H 7<br />

Chemical Resistance<br />

Water<br />

Resistance<br />

As shown <strong>by</strong> figure 2, the hydroxyl group will provide adhesion <strong>and</strong> can also act as catalyst<br />

<strong>for</strong> the curing reaction between amine <strong>and</strong> epoxy functions. Phenalkamines are there<strong>for</strong>e fast<br />

curing agents.<br />

2


The aliphatic chain will confer a water repellence to the coating whilst chemical resistance<br />

will be obtained thanks to the aromatic ring.<br />

Cost Reduction<br />

Industry can reduce cost through :<br />

‣ Shortening the down-times<br />

‣ Getting back to service as fast as possible<br />

‣ Reducing the total application cost<br />

‣ Being able to coat all over the year (“All Season Cure”)<br />

‣ Reducing operation <strong>for</strong> substrate pre-treatment<br />

Hardness of the film is rapidly achieved when using phenalkamine curing agents, there<strong>for</strong>e<br />

shortening the down-times between two subsequent coating applications. Development of<br />

hardness with phenalkamine compared to conventional polyamide is illustrated <strong>by</strong> figure 3.<br />

Figure 3 . Hardness Development.<br />

Persoz (sec.)<br />

180<br />

160<br />

140<br />

120<br />

100<br />

80<br />

60<br />

40<br />

20<br />

0<br />

0 10 20 30 40 50 60<br />

Time (h)<br />

Phenalkamine<br />

PAA<br />

A freshly painted or repaired object requires always a certain time be<strong>for</strong>e to be put into<br />

service. Reducing this waiting time is obviously interesting to an economic point of view.<br />

As can be seen in figure 4, phenalkamines fast cure epoxy resins even at low temperature<br />

which is not the case <strong>for</strong> conventional curing agents. Epoxy 2K paints based on<br />

phenalkamines are there<strong>for</strong>e an “All Season Cure” system. 2 coats a day as well as coating<br />

during the winter season in cold geographical areas is not anymore a dream but a reality.<br />

3


Figure 4 . Curing at Different Temperatures<br />

100<br />

90<br />

80<br />

70<br />

Conversion (%)<br />

60<br />

50<br />

40<br />

30<br />

20<br />

10<br />

0<br />

0 1 2 3 4 5 6 7 8 9 10<br />

Curing Time (Days)<br />

Phenalkamine @ 24 °C Phemalkamine @ 4 °C Phenalkamine @ -5°C Polyamide @ 5 °C<br />

Phenalkamines, perceived as very expensive materials, reveal to be very cost effective.<br />

Due to their very low AHEW number, <strong>for</strong>mulators are using less curing agents as it is<br />

illustrated in table 1.<br />

Table 1 . Formulation with Phenalkamines<br />

Hardener<br />

Phenalkamine<br />

(65 %, AHEW : 174)<br />

PAAad<br />

(70 %, AHEW : 340)<br />

PAAad<br />

(60 %, AHEW : 520)<br />

PAAad<br />

(50 %, AHEW : 785)<br />

Amount to Cure 100 g of<br />

Epikote 1000 x 75<br />

26 g<br />

51 g<br />

78 g<br />

118 g<br />

Cost of 1 kg of paint containing phenalkamine curing agent is indeed almost doubled compare<br />

to a conventional epoxy paint.<br />

However, prices are virtually the same if one calculates per litre of dry paint.<br />

Phenalkamine based paint, due to easier h<strong>and</strong>ling <strong>and</strong> surface preparation tolerance, can<br />

drastically drop the total cost of the entire paint process (figure 5).<br />

4


Figure 5. Cost of Phenalkamine Based Coating.<br />

Total paint cost evaluation<br />

100%<br />

90%<br />

80%<br />

Costs in % of Traditional system<br />

70%<br />

60%<br />

50%<br />

40%<br />

30%<br />

20%<br />

10%<br />

0%<br />

Polyaminoamide/200µ/ 3 coats/SA 2,5 Cardolite/200µ/2 coats/SA 2,5 Cardolite/200µ/1 coats/SA 2,5 Cardolite/200µ/1 coats/ST 2<br />

Paint cost Application Pretreatment<br />

To achieve the same coating protection, paints based on phenalkamines require only two<br />

coating layers <strong>and</strong> even a single one compared to the three layers that must be applied with<br />

conventional polyamide systems. Finally, epoxy 2 K based on phenalkamines can be used on<br />

a non well prepared substrate like slightly rusted steel (ST2) as shown in figure 6.<br />

Figure 6. Surface Tolerant Coating.<br />

Starting<br />

Panel<br />

After 1500<br />

hr Salt<br />

Spray<br />

5


High Quality <strong>Coatings</strong><br />

Whilst being a cost effective coating system, epoxy 2K with phenalkamines as curing agents<br />

are proven very high quality coatings.<br />

Phenalkamines provide indeed a very outst<strong>and</strong>ing anti-corrosion property <strong>and</strong> can be used on<br />

steel, galvanized steel <strong>and</strong> Aluminum as shown in figure 7.<br />

Figure 7 . Anti-corrosion <strong>Coatings</strong> on Different Substrates.<br />

Steel Aluminum Galvanized Steel<br />

After 750 hr salt spray<br />

Phenalkamines, compared with polyamides, cycloaliphatic amines or Manich bases, provide<br />

also the best water repellence on epoxy 2K coatings like shown in figure 8.<br />

Figure 8 . Water Resistance<br />

2,5<br />

Weight Change (%)<br />

2<br />

1,5<br />

1<br />

Phenalkamine<br />

Polyamide<br />

Cycloaliphatic<br />

Mannich<br />

0,5<br />

0<br />

25 °C 65 °C<br />

Immersion Temperature<br />

6


Environment<br />

Fast curing phenalkamines can be <strong>for</strong>mulated as high solids coating as it is illustrated <strong>by</strong><br />

table 2.<br />

Table 2 . High Solids Formulations<br />

Epoxy<br />

16.3<br />

22.8<br />

Solvent<br />

10.4<br />

8.3<br />

Part A<br />

Rutile<br />

15.6<br />

15.1<br />

Talc<br />

33.4<br />

32.3<br />

Barite<br />

9.3<br />

9.1<br />

Part B<br />

Phenalkamine<br />

15.1<br />

12.4<br />

VOC<br />

(calculated)<br />

265 g/l<br />

285 g/l<br />

Some phenalkamines can even be <strong>for</strong>mulated as 100 % solid, namely solvent free <strong>and</strong> be used<br />

in contact with potable water (2).<br />

Conclusions<br />

The paint industry dream to achieve a low cost, high quality <strong>and</strong> environment friendly<br />

<strong>for</strong>mulations is now a reality through the use of phenalkamine curing agents <strong>for</strong> epoxy resins.<br />

This system offers indeed :<br />

‣ All Season Cure <strong>Coatings</strong><br />

‣ Excellent combination between fast curing <strong>and</strong> workable pot life at both ambient <strong>and</strong><br />

low temperatures<br />

‣ Surface Tolerant <strong>Applications</strong><br />

‣ Very High Solids to even 100 % solid <strong>for</strong>mulations<br />

‣ Outst<strong>and</strong>ing anti-corrosion properties on different metallic substrates.<br />

References<br />

1) Perkins, P., JPCL, October 2003, 56-62.<br />

2) Dallons, J.L., PPCJ, to be published.<br />

3) R.A Gardiner, Modern Paint <strong>and</strong> Coating, July 1978<br />

4) Z.Dai, A. Constantinescu, A. Dahal, C. Ford, SPI-ERF Conference, September<br />

1994<br />

5) E. Van Nevel, PPCJ, April 1995<br />

6) M.C. Liepins, Welt der Farben, 9/2002 (12-13)<br />

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