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Rare earth alkyl coordination compound for configuration maintenance of catalytic levorotatory lactide and ring-opening polymerization as well as preparation method and use method thereof

A technology of L-lactide and alkyl complexes, applied in the field of rare earth alkyl complexes, can solve the problems of non-renewable petroleum resources, resource shortage, white pollution and the like

Active Publication Date: 2010-01-06
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, with the development of science and society, people pay more and more attention to environmental and resource issues and become a global problem. Although polyolefins based on petroleum have excellent performance and price advantages, they are difficult to use after use. Recycling has caused the relatively serious "white pollution" problem
Petroleum resources are non-renewable, and a large number of unreasonable uses have brought serious resource shortages to human beings.

Method used

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  • Rare earth alkyl coordination compound for configuration maintenance of catalytic levorotatory lactide and ring-opening polymerization as well as preparation method and use method thereof
  • Rare earth alkyl coordination compound for configuration maintenance of catalytic levorotatory lactide and ring-opening polymerization as well as preparation method and use method thereof
  • Rare earth alkyl coordination compound for configuration maintenance of catalytic levorotatory lactide and ring-opening polymerization as well as preparation method and use method thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation Embodiment 1

[0083] Preparation Example 1 Preparation of Complex 12

[0084] (1) Preparation of ligand 4 used in complex 12, the reaction process is as follows:

[0085]

[0086] Ligand 4

[0087] Dissolve 2,4-pentanedione (5mL, 0.048mol), 2-methoxyaniline (12mL, 0.106mol) in 30mL toluene, add a catalytic amount of p-toluenesulfonic acid, and use a The reflux device of the water separator is heated and refluxed at 120 degrees for 4 hours. The remaining toluene was distilled off under reduced pressure, and the resulting brown oily solid was cooled to room temperature. The oily solid was crushed in a small amount of methanol solvent, then suction filtered and washed 5 times with cold methanol. Recrystallized three times from a mixed solution of methanol / n-hexane (4 / 1), and finally obtained a light yellow solid, ie ligand 4 (2.60 g), with a yield of 87.3%. With deuterated chloroform (CDCl 3 ) is a 300 MHz nuclear magnetic resonance instrument (hydrogen spectrum, 1 H NMR) characterized...

preparation Embodiment 2

[0092] Preparation Example 2 Preparation of Complex 15

[0093] (1) Preparation of ligand 5 used in complex 15, the reaction process is as follows:

[0094]

[0095] Ligand 5

[0096] Dissolve 2,4-pentanedione (5mL, 0.048mol), 2,6-diisopropylaniline (9.65g, 0.106mol) in 30mL of toluene, add a catalytic amount of p-toluenesulfonic acid, and Next, use a reflux device with a water separator to heat and reflux at 120 degrees for 4 hours. The remaining toluene was distilled off under reduced pressure, and the resulting brown oily solid was cooled to room temperature. The oily solid was crushed in a small amount of methanol solvent, then suction filtered and washed 5 times with cold methanol. Recrystallized three times from a mixed solution of methanol / n-hexane (4 / 1) to finally obtain a light yellow solid, Ligand 5 (12.00 g), with a yield of 90.0%.

[0097] (2) The preparation of complex 15, its reaction process is shown in the following formula

[0098]

[0099] Ligand 5 ...

preparation Embodiment 3

[0101] Preparation Example 3 Preparation of Complex 20

[0102] (1) The ligand used in complex 20 is ligand 4.

[0103] (2) The preparation of complex 20, its reaction process is shown in the following formula:

[0104]

[0105] Ligand 4 Complex 20

[0106] In a glove box, dissolve ligand 4 (0.26 g, 0.84 mmol) in 5 mL of n-hexane, cool to -30 °C, add equimolar Sc(CH 2 SiMe 3 ) 3 (THF) 2 (0.377g, 0.84mmol) in 5mL cold n-hexane solution (-30°C); control the reaction temperature at -30°C, after 0.5h of reaction, remove 2 / 3 of the solvent under reduced pressure, and freeze to obtain light yellow crystals, namely the complex 20 (0.36 g), the yield was 80%. deuterated benzene (C 6 D. 6 ) is the proton spectrum of the reagent with nuclear magnetic resonance (( 1 HNMR), 400 MHz) characterized the structure of the ligand. 1 H NMR (400MHZ, C 6 D. 6 ): δ=6.87-6.80 (td, J=1.7Hz, 1.4Hz, 1.6Hz, 2H, 2-OMe-C 6 h 4 -βH), 6.80-6.71 (td, J=1.2Hz, 1.1Hz, 1.2Hz, 2H, 2-OMe-C 6 h ...

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Abstract

The invention relates to a rare earth alkyl coordination compound for configuration maintenance of catalytic levorotatory lactide and ring-opening polymerization as well as a preparation method and a use method thereof. The rare earth alkyl coordination compound can be used for initiating levorotatory lactide to carry out configuration maintenance and ring-opening polymerization of a solution, has high activity and can use tetrahydrofuran, methylene chloride or toluene as an organic solvent. In a tetrahydrofuran solution, a levorotatory lactide ring-opening polymerization reaction is carried out at 20-70 DEG C, and the monomer conversion rate reaches 100% after the reaction is carried out for 0.1-5 hours; in a toluene solvent, the levorotatory lactide ring-opening polymerization reaction is carried out at 20-100 DEG C, and the monomer conversion rate reaches 100% after the reaction is carried out for 0.1-5 hours. The molecular weight of a product is controlled by the mol ratio of a monomer and an initiator, the activity of the lactide polymerization reaction is influenced by the space effect and the electronic effect of a catalyst, the solvent, the temperature and the actualizing method of the polymerization reaction and the like, and the configuration maintenance of the poly-levorotatory lactide is obtained.

Description

technical field [0001] The invention relates to a rare earth alkyl complex for catalyzing the ring-opening polymerization of L-lactide, its preparation method and usage. Background technique [0002] Polymer synthesis is the basis of polymer science. Exploring and developing new catalytic systems in polymer synthesis is an important research topic to promote the development of polymer science. The rapid development of general-purpose polymer materials such as polyolefins has largely benefited from the invention and development of metallocene catalysts, which enable the smooth implementation of macroscopic properties of materials at the polymer chain structure level. However, with the development of science and society, people pay more and more attention to environmental and resource issues and become a global problem. Although polyolefins based on petroleum have excellent performance and price advantages, they are difficult to use after use. Recycling has caused the relati...

Claims

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Application Information

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IPC IPC(8): C07F19/00C07F7/08C07F5/00C08G63/08C08G63/84
Inventor 崔冬梅苗蔚杨溢刘新立李世辉刘波
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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