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Identification and assessment of alternatives to selected phthalates

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46<br />

ates distance between the freely organised polymer chain parts, <strong>and</strong> shields the<br />

attraction forces between polar parts <strong>of</strong> the chain, <strong>and</strong> thereby weakens the<br />

attraction between the chain parts. This allows for more free movement<br />

amongst the weakly bound chain parts, which means that the material becomes<br />

flexible.<br />

The properties <strong>of</strong> the plasticiser have immense influence <strong>of</strong> how well it plasticises<br />

the polymer, <strong>and</strong> on the performance characteristics <strong>of</strong> the plasticised<br />

material. It is however important <strong>to</strong> underst<strong>and</strong> that the plasticiser (with a few<br />

exceptions) does not form specific chemical bonds with the polymer, <strong>and</strong><br />

there is therefore in principle a flexibility in which type <strong>and</strong> configuration <strong>of</strong><br />

plasticisers that actually can be used <strong>to</strong> obtain the desired plasticising performance<br />

characteristics.<br />

External plasticisers may be separated from the PVC matrix due <strong>to</strong> extraction<br />

by solvents, oils, water, surface rubbing, volatility, migration in<strong>to</strong> adjacent<br />

media, or degradation mechanisms.<br />

Structure <strong>of</strong> some plasticiser families<br />

As mentioned, many families <strong>of</strong> plasticisers are available. Most <strong>of</strong> them have<br />

however certain chemical functionalities in common with the <strong>phthalates</strong> family.<br />

This can be seen in Figure 3.1, which shows representatives <strong>of</strong> some different<br />

plasticiser families. They are typically branched, quite "voluminous"<br />

molecules, with many oxygen bonds (= carbonyl groups). Many have benzyl<br />

rings or the hydrogenated counterpart, cyclohexane.<br />

Even so, many similar plasticisers have distinctly different impacts on health<br />

<strong>and</strong> environment, <strong>and</strong> are therefore relevant <strong>alternatives</strong> <strong>to</strong> <strong>phthalates</strong>. This is<br />

probably primarily due <strong>to</strong> the fact that many types <strong>of</strong> interactions with biological<br />

systems are substance specific, <strong>and</strong> even shape-specific (structurally<br />

specific), meaning that substances with identical chemical composition may<br />

work differently, if just a part <strong>of</strong> the molecule has shifted position from one<br />

place <strong>to</strong> another.<br />

Phthalate (DEHP, DOP; di<br />

2-ethylhexylphthalat)<br />

Terephthalate, (DEHT,<br />

DOT DOTP; di 2-ethylhexyl<br />

terephthalate)<br />

Trimellitates (TOTM; tri<br />

(2-ethylhexyl) trimellitate)

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