SINTESIS C-4-ALILOKSI-3-METOKSIFENILKALIKS[4]RESORSINARENA DARI VANILIN DAN APLIKASINYA SEBAGAI ADSORBEN KATION LOGAM Pb(II); SYNTHESIS OF C-4-ALLYLOXY-3-METHOXYPHENYLCALIX[4] RESORCINARENE FROM VANILLIN AND ITS APPLICATION AS ADSORBENT OF Pb(II) METAL CATION
KESUMA, ENDHY PUTRA, Jumina
2015 | Skripsi | FMIPA UGMSynthesis of C-4-allyloxy-3-methoxyphenylcalix[4]resorcinarene from vanillin and its application as adsorbent for Pb(II) metal cation have been carried out. Synthesis of C-4-allyloxy-3-methoxyphenylcalix[4]resorcinarene from vanillin was conducted in three steps. The first step was synthesis of 3-bromo-1-propene from allyl alcohol and bromide acid using concentrated sulphuric acid as catalyst. The alkene product was obtained as colorless liquid with pungent odor in 46.14% yield. The second step was synthesis of 4-allyloxy-3-methoxybenzaldehyde from vanillin and 3-bromo-1-propene using potassium carbonate in acetone. The benzaldehyde product was obtained as yellow-brownish liquid in 77.08% yield. the product obtained was then reacted with resorcinol in acidic condition to produce C-4-allyloxy-3-methoxyphenylcalix[4]resorcinarene. This product was obtained as pink solid in 78.17% yield having melting point of more than 200 °C. The structure elucidation of the product was performed by IR, 1H-NMR dan 13C-NMR. Adsorption experiments were carried out in batch sistem under variation of medium acidity, interaction time and initial metal concentration. Adsorption kinetic was studied using Lagergren and Ho equations, while adsorption isoterm was analyzed by Langmuir and Freundlich equations. The result showed that the amount of adsorbed metal increased with the increase of pH and interaction time until finally reached the optimum condition at pH 4 and at interaction time 30 minutes. The kinetic study showed that the adsorption of Pb(II) followed pseudo-second order of Ho with adsorption rate (k) of 1.176 g mg-1 minute-1. The isoterm study showed that the adsorption followed Langmuir isoterm model. The calculated equilibrium constant (K) was 7.283 × 10-5 L mol-1, maximum adsorption capacity (Xm) was 1.538 mmol g-1 and adsorption energy was 33.67 kJ mol-1.
Kata Kunci : calix[4]resorcinarene; vanillin; adsorption; Pb(II)
