Sintesis senyawa dibenzalaseton, 4-dimetilamino benzalaseton, dan disinamalaseton serta uji aktivitas sebagai tabir surya

FINA MUSTIKA, Dr. Deni Pranowo, S.Si., M.Si ; Respati Tri Swasono, S.Si., M.Phil., Ph.D

2019 | Skripsi | S1 KIMIA

Sintesis dibenzalaseton (senyawa A), 4-dimetilaminobenzalaseton (senyawa B), dan disinamalaseton (senyawa C), serta uji aktivitas sebagai senyawa tabir surya telah dilakukan. Tujuan penelitian ini melakukan sintesis senyawa A, B, dan C menggunakan metode konvensional dan sonokimia, membandingkan produk senyawa A, B, dan C antara metode konvensional dan sonokimia, dan menguji senyawa A, B, dan C sebagai senyawa tabir surya dengan metode in vitro. Senyawa A, B, dan C masing-masing disintesis menggunakan perbandingan benzaldehida dan aseton (2:1), 4-dimetilaminobenzaldehida dan aseton (1:2), sinamaldehida dan aseton (2:1) dengan pelarut etanol dan katalis NaOH 5 M secara konvensional dan sonokimia. Pada metode konvensional, senyawa A dan C dilakukan sintesis selama 1 jam namun senyawa B selama 24 jam. Pada metode sonokimia, semua senyawa direaksikan selama 10 menit. Ketiga senyawa yang terbentuk dan dilakukan pemurnian dilanjutkan karakterisasi dengan menggunakan spektrometer FTIR, GC-MS/DI-MS, dan 1H NMR. Uji aktivitas senyawa sebagai tabir surya dengan metode in vitro. Produk sintesis untuk masing-masing senyawa menghasilkan persen hasil, warna, dan titik leleh sebagai berikut: senyawa A secara konvensional 22,44%, padatan kuning, dan 105-107 derajat celsius sedangkan secara sonokimia 49,65%, padatan kuning, dan 104-106 derajat celsius; senyawa B secara konvensional 33,72%, padatan jingga, dan 128-129 derajat celsius sedangkan secara sonokimia 52,33%, padatan jingga, dan 127-129 derajat celsius; senyawa C secara konvensional 29,77%, padatan jingga, dan 119-121 derajat celsius sedangkan secara sonokimia adalah 27,47%, padatan jingga, dan 114-116 derajat celsius. Nilai SPF dari senyawa A, B, dan C berturut-turut sebesar 1,400-360,6; 1,070-4886; dan 7,050-6668. Kata kunci : sonokimia, dibenzalaseton, disinamalaseton, sunscreen

Synthesis of dibenzalacetone (compound A), 4-dimethyl amino benzalacetone (compound B), and dicinnamalacetone (compound C) and their activity test as sunscreen agent have been carried out. The purposes of the research were to synthesize compound A, compound B, and compound C with conventional and sonochemistry method, to compare product of compound A, B, and C with conventional and sonochemistry method, and to examine compound A, B, and C as sunscreen compound using in vitro method. All of the compound A, B, and C were synthesized through condensation benzaldehyde and acetone (2:1), 4-dimethylaminobenzaldehyde and acetone (1:2), and cinnamaldehyde and acetone (2:1) with 96% ethanol solvent and 5 M NaOH catalyst by conventional and sonochemistry method. In conventional method, compound A and B were synthesized for an hour while compound C was synthesized for 24 hours. But, all of the compounds were synthesized for 10 inutes by sonochemistry method. Three purified solid compounds are characterized by using spectrometer FTIR, GC-MS/DI-MS, and 1H-NMR. Sunscreen activity test was carried out using in vitro method. Synthesis product for each compound gave percentage yield, colour, and melting point as follows, compound A by conventional method was 24.44%, yellow precipitation, and 105-107 derajat celsius; compound A by sonochemistry method was 49.65%, yellow precipitation, and 104-106 derajat celsius. Compound B by conventional method was 33.72%, orange precipitation, and 128-129 derajat celsius; compound B by sonochemistry method was 52.33%, orange precipitation, and 127-129 derajat celsius. Compound C by conventional method was 29.77%, orang precipitation, and 119-121 derajat celsius. Compound C by sonochemistry method was 27.47%, orange precipitation, and 114-116 derajat celsius. SPF value of compound A, B, and C continued were 1.400-360.6; 1.070-4886; and 7.050-6668. Keyword : sonochemistry, dibenzalacetone, dicinnamalacetone, sunscreen

Kata Kunci : sonokimia, dibenzalaseton, disinamalaseton, sunscreen