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PRESSURE AND TEMPERATURE CHANGES WITH A SINGLE-COMPONENT SYSTEM        189


              How is coffee decaffeinated?

             Critical and supercritical fluids

             We continue our theme of ‘coffee’. Most coffees contain a large amount of the
             heterocyclic stimulant caffeine (I). Some people prefer to decrease the amounts of
             caffeine they ingest for health reasons, or they simply do not like to consume it at
             all, and they ask for decaffeinated coffee instead.


                                                 O
                                                        CH 3
                                         H 3 C         N


                                                       N
                                           O
                                                 CH 3
                                                 (I)

               The modern method of removing I from coffee resembles the operation of a coffee
             percolator, in which the water-soluble chemicals giving flavour, colour and aroma
             are leached from the ground-up coffee during constant irrigation with a stream of
             boiling water.
               Figure 5.8 shows such a system: we call it a Soxhlet apparatus. Solvent is passed
             continually through a porous cup holding the ground coffee. The solvent removes the
             caffeine and trickles through the holes at the bottom of the cup, i.e. as a solution of
             caffeine. The solvent is then recycled: solvent at the bottom of the flask evaporates
             to form a gas, which condenses at the top of the column. This pure, clean solvent
             then irrigates the coffee a second time, and a third time, etc., until all the caffeine
             has been removed.
               Water is a good choice of solvent in a standard kitchen percolator because it removes
             all the water-soluble components from the coffee – hence the flavour. Clearly, how-
             ever, a different solvent is required if only the caffeine is to be removed. Such a
             solvent must be cheap, have a low boiling point to prevent charring of the coffee
             and, most importantly, should leave no toxic residues. The presence of any residue
             would be unsatisfactory to a customer, since it would almost certainly leave a taste;
             and there are also health and safety implications when residues persist.
               The preferred solvent is supercritical CO 2 . The reasons for this
             choice are many and various. Firstly, the CO 2 is not hot (CO 2 first  CO 2 is supercritical
                                 ◦
             becomes critical at 31 C and 73 atm pressure; see Figure 5.5), so  at temperatures and
             no charring of the coffee occurs during decaffeination. Furthermore,  pressures above the
             at such a low temperature, all the components within the coffee that  critical point.
             impart the flavour and aroma remain within the solid coffee – try
             soaking coffee beans in cold water and see how the water tastes afterwards! Caffeine
             is removed while retaining a full flavour.
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