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Symmetrical Monomers Containing Other Multiple Bonds
Published in George B. Butler, Cyclopolymerization and Cyclocopolymerization, 2020
1,2,5,6-Diepoxyhexane was polymerized as early as 1964 under the influence of a variety of catalysts to afford soluble polymers for which tetrahydropyran recurring units were proposed. Aluminum isopropoxide, phosphorus pentafluoride-water, diethylzinc and triisobutyl aluminum were employed as catalysts. A diethylzinc-water catalyst system gave the highest molecular weight polymer with limited solubility {η = 0.45 dl/g] for 1,2,5,6-diepoxyhexane. The IR spectrum was consistent with a cyclic ether. An anionic mechanism for polymerization of 1,2,5,6-diepoxyhexane (5-22) was proposed.
Photodegradation of rhodamine-B and methyl orange employing nano-alumina developed from new aluminium(III) complex(es) associated with phenanthridine-salicylaldehyde derived ligands
Published in Journal of Coordination Chemistry, 2022
Sathish Thanigachalam, Madhvesh Pathak, Kulathu Iyer Sathiyanarayanan
Benzene solution (ca. 15 mL) of aluminium isopropoxide (2.04 g, 10 mmol) was reacted with acetylacetone (2.03 g, 20 mmol) and 1a (3.751 g, 10 mmol) in 20 ml anhydrous benzene as solvent. The reaction mixture was refluxed on a fractionating column for 6 h. During reflux, the liberated isopropanol came out of the reaction mixture in the form of azeotropic mixture that facilitated an estimate of the amount of liberated PriOH oxidimetrically [16, 40] to monitor the progress of reaction. After completion of the reaction, excess solvent was removed under vacuum and afterwards washed with anhydrous n-hexane repeatedly to afford a greenish-yellow solid. Yield: 5.10 g (85.2%). m.p = 252–254 °C. 1H NMR (400 MHz, CDCl3): δ (ppm) 1.99 (s, 12H, CH3 of acetylacetonate), 2.79–2.82 (t, 2H, J = 6.4 Hz, CH2), 2.93–2.97 (t, 2H, J = 5.6 Hz, CH2), 3.04–3.07 (m, 2H, J = 4 Hz, CH2), 3.13–3.16 (t, 2H, J = 6.4 Hz, CH2), 5.482 (s, 2H, CH of acetylacetonate), 6.54–6.58 (t, 1H, J = 7.6 Hz, ArH), 6.97–7.01 (t, 1H, J = 7.6 Hz, ArH), 7.06–7.09 (t, 2H, J = 8 Hz, ArH), 7.16–7.23 (m, 3H, J = 8 Hz, ArH), 7.28–7.35 (m, 4 Hz, J = 6.8 Hz, ArH), 7.54–7.56 (d, 1H, J = 7.2 Hz, ArH). 13C NMR (100 MHz, CDCl3, 25 °C): δ (ppm) 26.78 (CH3 carbon of acetylacetonate), 29.33, 29.39, 29.49, 32.88, 101.13 (CH carbon of acetylacetonate) 118.15, 118.55, 122.49, 126.03, 126.24, 126.96, 127.31, 127.58, 127.97, 128.05, 128.35, 128.48, 129.44, 129.74, 130.31, 131.90, 132.56, 133.23, 138.28, 139.41, 147.75, 151.28, 156.35 (ArC-O), 157.21 (ArC = N), 191.48 (keto carbon of acetylacetonate). FTIR (solid KBr) ν = 2956.87, 1583.56, 1526.69, 1382.96, 1286.52, 1247.94, 1190.08, 1026.13, 1014.56, 935.48, 736.81, 752.24, 682.80, 657.73, 576.72, 487.99, 418.55. Anal. Calcd for C37H34AlNO5: C, 74.11; H, 5.72; N, 2.34. Found: C, 74.02; H, 5.54; N, 2.43%. HRMS and HPLC spectra for 2a Calcd [M+] m/z 599.2252, Found: 599.2262.