Synthesis And Structure Charactrtization Of The Novel Adamantane Derivatives

Adamantane is an Cage-shape hydrocarbon with unique structure and performance. Su-bstitution and oxidation reactions a re easily occurred with the head carbon atom of a da-mantane which leading to form ation of many adamantane derivatives. Being reputated asaznovel material of fine chemical engineering, adamantane has widely appliedin many areas such as drugs manufacture industry, fine chemical industry, high polymer material andaerospace so on.The synthetic method of the novel derivatives of adamantane including 4-(1-ad aman-tyl)-1,3-bentenediol a ndl,3-Bis(4-hydroxyphenyl)adamantane we re presented in thispaper.The synthetic conditions of adamantane derivatives were optimized respectively. Finally, th-e structures of the the synthesized adamantane derivatives w ere characterized by differentanalysis methods. The main conclusions were as follows:The influences of reaction time, reaction temperature and the ratio of reactants hadbeen investigated for synthesis of monobromo-adamantane, t hen the product structure was characterized by infrared spectrum. The optimal reaction time is 6 hours for the first s-tage, then 3 hours for the second stage. The optimal reaction temperature isin the rangeof 85～87℃for the first stage, then 113～115℃for the second stage. The ratio of reactants (adamantane: liduid bromine(mol: mol)) is confirmed to be 1.9:1. Under the optim-al conditions, the highest yield of monobromo-adamantane is 39%.For synthesis of 4-(1-adamantyl)-1, 3-bentenediol, the optimal reaction time is 72 ho-urs. The optimal reaction temperature is in the range of 78～82℃. The ratio of reactants(monobromo-adamantane. resorcinol (mol: mol)) are confirmed to be1.1: 1. Under the op-timal reaction conditions, the highest yield of 4-(1-adamantyl)-1, 3-bentenediolis 34.4%. T-he product was characterized by Hertz magnetic resonance spectrum.For synthesis of 1, 3-dibromo-adarnantane, the optimal reaction time is 2 hours. Theop-timal reaction temperature is between 85～87℃. The ratio of reactants(liq-uid bromine: a-damantane (mol: mol)) are confirmed to be 2.5: 1. Under the op-timal reaction conditions, the highest yield of 1,3-dibromo-adamantane is 39.2%.For synthesis of 1,3-Bis(4-hydroxyphenyl)adamantane, the optimal reaction time is 16hours. The optimal reaction temperature is between 83～85℃. The ratio of reactants(Phenol: 1,3-dibromo-adamantane (mol:mol)) is confirmed to be 32:1. Under theoptimal reaction conditions, the highest yield of 1,3-Bis(4-hydroxyphenyl)a damantaneis 50.5%. Finally, the product was characterized by infrared spectrum and Hertz ma g netic resonance spectrum.The above adamantane derivatives have latent applications in synthesis of novelhighpolymer materials with high performance or special functions.