Schiff base aluminum compound and preparation method thereof, and polylactic acid preparation method

A Schiff base aluminum and compound technology, applied in the polymer field, can solve the problems of low catalytic reaction selectivity and activity

Active Publication Date: 2013-11-27
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, when the reported catalysts catalyze the ring-opening polymerizatio

Method used

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  • Schiff base aluminum compound and preparation method thereof, and polylactic acid preparation method
  • Schiff base aluminum compound and preparation method thereof, and polylactic acid preparation method
  • Schiff base aluminum compound and preparation method thereof, and polylactic acid preparation method

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preparation example Construction

[0054] The invention provides a kind of preparation method of Schiff base aluminum compound, comprising the following steps:

[0055] reacting the Schiff base with the structure of formula (III) and the organoaluminum compound in a solvent to obtain the Schiff base aluminum compound with the structure of formula (I), the organoaluminum compound being an alkylaluminum;

[0056]

[0057] Among them, R 1 and R 2 independently selected from -H, alkyl, halogen or -NO 2 ;

[0058] R 3 , R 4 and R 5 independently selected from -H, -CH 3 ;

[0059] The R' is an alkyl group;

[0060] or

[0061] reacting the Schiff base aluminum compound having the structure of formula (I) with a hydroxyl-containing compound in a solvent to obtain a compound represented by formula (II), and the hydroxyl-containing compound is an alkyl hydroxyl-containing compound and Ph CH 2 One of OH;

[0062]

[0063] The R" is an alkoxy group and -OCH 2 One of the Ph.

[0064] The invention uses t...

Embodiment 1

[0097] Dissolve 3.05g of amino alcohol in 20mL of ethanol, slowly add dropwise 50mL of ethanol solution containing 6.1g of salicylaldehyde, and reflux the resulting mixed solution for 14h to obtain a reaction solution; rotary evaporation removes most of the solvent in the reaction solution, The obtained reaction product was purified by column chromatography, and the eluent of the column chromatography was n-hexane and ethyl acetate at a volume ratio of 1:1 to obtain a Schiff base.

[0098] The Schiff base that the present invention will obtain carries out nuclear magnetic resonance spectrum 1 HNMR (300.00MHz, CDCl 3 ) analysis, the results show: δ=8.21(s, NCH1H), 7.24(t, ArH1H), 7.13(d, ArH1H), 6.86(d, ArH1H), 6.79(t, ArH1H), 3.78(t, NCH 2 C2H),3.60(t,CCH 2 OH2H). 13 CNMR (400MHz, CDCl 3)δ=166.67(NCH), all ozone ring: 162.12, 132.62, 131.60, 118.44, 118.33, 117.29; 61.67(NCCOH), 60.95(COH), which shows that the Schiff base obtained in this example has the formula (III) Th...

Embodiment 2

[0100] Dissolve 3.05g of amino alcohol in 20mL of ethanol, slowly dropwise add 50mL of ethanol solution containing 9.6g of 3,5-dichlorosalicylaldehyde, and reflux the obtained mixed solution for 14h to obtain a reaction solution; the reaction solution is removed by rotary evaporation Most of the solvent, the obtained reaction product was recrystallized with dichloromethane to obtain a Schiff base.

[0101] The present invention carries out the proton nuclear magnetic resonance spectrum analysis to the Schiff base that obtains 1 HNMR (300.00MHz, d 6 -DMSO), the results are as follows:

[0102] δ=14.46(s,OH1H),8.51(s,NCH1H),7.56(d,ArH1H),7.42(d,ArH1H),3.67(m,NCH 2 C, CCH 2 OH4H). 13 CNMR (400MHz,d 6 -DMSO) δ=166.50 (NCH), all ozone rings: 165.02, 133.44, 130.88, 125.48, 116.85, 116.65; 60.15 (COH), 56.25 (NCCOH). This shows that the Schiff base obtained in this example has the structure shown in formula (II), wherein R 1 and R 2 Simultaneously -Cl, R 3 , R 4 and R 5 A...

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Abstract

The invention provides a Schiff base aluminum compound and a preparation method thereof, and a polylactic acid preparation method. The Schiff base aluminum compound provided by the invention has a structure shown in Formula (I) or Formula (II), wherein R1 and R2 are independently selected from -H, alkyl, halogen or -NO2; R3, R4 and R5 are independently selected from -H and -CH3; R' is alkyl; and R'' is one of alkoxy and -OCH2Ph, and Ph is phenyl. The Schiff base aluminum compound provided by the invention has two metal active center binding sites, and has high reaction activity during catalytic lactide ring-opening polymerization. Besides, the Schiff base aluminum compound provided by the invention has a large molecular structure and high steric hindrance, enhances the selectivity for lactide ring-opening polymerization, and improves the space structure regularity of the polymerization product. Thus, the Schiff base aluminum compound provided by the invention has high catalytic activity and structure selectivity for lactide ring-opening polymerization, and improves the space structure regularity of polylactic acid.

Description

technical field [0001] The invention relates to the technical field of polymers, in particular to a Schiff base aluminum compound, a preparation method thereof and a preparation method of polylactic acid. Background technique [0002] Polylactic acid is a chemically synthesized biodegradable material, which is widely used in packaging materials, biomedicine and pharmaceutical industries. The synthesis of polylactic acid usually adopts two methods, namely, ring-opening polymerization of lactide (a cyclic dimer of lactic acid) and direct polymerization of lactic acid. Among them, polylactic acid of macromolecule generally adopts the method of ring-opening polymerization of lactide, and a large number of documents and patents have carried out related reports on the ring-opening polymerization of lactide, such as the U.S. Patent No. US5235031 and the U.S. Patent No. US5357034 US patent. [0003] Lactide is divided into three stereoisomers: L-lactide (LLA), D-lactide (DLA) and ...

Claims

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Application Information

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IPC IPC(8): C07F5/06C08G63/84C08G63/08
Inventor 庞烜曲智段然龙李想高波陈学思
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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