Method for Catalyzing Caprolactone Polymerization Using Asymmetric Aluminum Complex Containing Acetylacetone Derivatives
A technology of acetylacetone and aluminum complex is applied in the field of catalyzing caprolactone polymerization, which can solve the problems of non-renewability and non-degradability, and achieve the effects of diverse catalyst structure, high stereoselectivity and controllable molecular weight.
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Embodiment 1
[0042] The structural formula of the synthesized ligand is the above formula (A), where R 1 is methyl; R 2 For methyl, the reaction process is: Add 0.30 g of ethylenediamine (a) with unilateral protection and equimolar amount of acetylacetone into 12 mL of methanol, heat and reflux for 12 hours, cool, filter and wash with cold methanol after the reaction , filtered, collected, dried and weighed to obtain 0.35 g of solid, with a yield of 81.4%.
[0043] The NMR information of the obtained product is as follows, as can be seen from the NMR information, R 1 is methyl; R 2 The ligand for the methyl group was successfully synthesized.
[0044] 1 H NMR (400 MHz, CDCl 3 ) δ 10.85 (s, 1H, O H ), 8.03 (d, J = 6.4Hz, 2H,Ar– H ), 7.56 (d, J = 6.4Hz, 2H, Ar– H ), 5.23 (s, 1H, C H ), 4.25 (m, 2H, NC H 2 ),3.42 (m, 2H, =NC H 2 ), 2.08 (s, 6H, C H 3 ). HRESI-MS: m / z ccld. C 15 h 16 N 2 o 3 [M-H] - ;271.1085, found: 271.1090.
Embodiment 2
[0046] The structural formula of the synthesized ligand is the above formula (A), where R 1 is methyl; R 2 It is trifluoromethyl, and the reaction process is as follows: Add 0.20 g of ethylenediamine (a) with unilateral protection and equimolar amount of trifluoroacetylacetone into 10 mL of methanol, heat and reflux for 12 hours, cool and filter after the reaction is completed and use Washed with cold methanol, filtered, collected, dried and weighed to obtain 0.30 g of solid, yield 88.2%.
[0047] The NMR information of the obtained product is as follows, as can be seen from the NMR information, R 1 is methyl; R 2 The ligand for trifluoromethyl was synthesized successfully.
[0048] 1 H NMR (400 MHz, CDCl 3 ) δ 11.25 (s, 1H, O H ), 8.05 (d, J = 6.6 Hz, 2H,Ar– H ), 7.58 (d, J = 6.6 Hz, 2H, Ar– H ), 5.62 (s, 1H, C H ), 4.26 (m, 2H, NC H 2 ),3.45 (m, 2H, =NC H 2 ), 2.09 (s, 3H, C H 3 ). HRESI-MS: m / z cacld.C 15 h 12 f 3 N 2 o 3 F[M-H] - ; 325.0802, fo...
Embodiment 3
[0050] The structural formula of the synthesized ligand is the above formula (A), where R 1 is trifluoromethyl; R 2 is phenyl, the reaction process is: Add 0.25 g of ethylenediamine (a) with unilateral protection and equimolar amount of benzoyltrifluoroacetone into 20 mL of methanol, heat and reflux for 12 hours, cool and filter after the reaction and use Washed with cold methanol, filtered, collected, dried and weighed to obtain 0.45 g of solid, yield 88.2%.
[0051] The NMR information of the obtained product is as follows, as can be seen from the NMR information, R 1 is trifluoromethyl; R 2 The ligand for phenyl was synthesized successfully.
[0052] 1 H NMR (400 MHz, CDCl 3 ) δ 12.05 (s, 1H, O H ), 8.07 (d, J = 6.8 Hz, 2H,Ar– H ), 7.60 (d, J = 6.8 Hz, 2H, Ar– H ), 7.56-7.47(m, 3H, Ar– H), 7.19 (d, J =6.0 Hz, 2H, Ar– H ), 6.47 (s, 1H, C H ), 4.34 (m, 2H, NC H 2 ), 3.92 (m, 2H, =NC H 2 ). HRESI-MS: m / z cacld.C 20 h 15 f 3 N 2 o 3 [M-H] - ; 387...
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