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Rare-earth metal complex, catalyst composition and application

A technology of rare earth metal complexes, which is applied in the field of rare earth metal complexes and catalyst compositions composed of said complexes, and can solve the problems of low polymer molecular weight, conversion rate of only about 50%, and reduced conversion rate, etc.

Active Publication Date: 2016-03-16
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Stannous octoate is currently recognized as a better catalyst, with high activity and less catalyst consumption, and can produce high molecular weight polymers; the disadvantage is that it can only be polymerized at high temperature, and its conversion rate is only about 50% when the molecular weight reaches the highest ; If the molecular weight is to be increased, it must be at the cost of reducing the conversion rate, and the number average molecular weight is generally only up to about 200,000
CN1814645A discloses a preparation method and application method of a Schiff base aluminum catalyst for lactide ring-opening polymerization, but the catalytic activity of Schiff base aluminum is low, and the molecular weight of the polylactide finally obtained is low
All of these catalysts have high catalytic activity, and the prepared polymers have low molecular weight and uncontrollable molecular weight

Method used

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  • Rare-earth metal complex, catalyst composition and application
  • Rare-earth metal complex, catalyst composition and application
  • Rare-earth metal complex, catalyst composition and application

Examples

Experimental program
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Effect test

preparation example Construction

[0049] Preparation of Ligand Compounds:

[0050] Preparation of Rare Earth Metal Complex M

[0051] 1) Ligand synthesis

[0052] Add o-phenylenediamine (1.08g, 10mmol) and 2-hydroxy-2-phenylaminoacetaldehyde (3g, 20mmol) into a 100ml round bottom flask, add 20ml of ethanol, and stir at room temperature for 1 hour. Ethyl acetate was added to the reaction solution, and a large amount of white solid was precipitated. The solid was filtered with suction, washed with cold ethyl acetate, and vacuum-dried to obtain bis-imine (2.69 g, 7.8 mmol, yield 78%) as a white solid. Dissolve bisimine (3.46g, 10mmol) and sodium cyanoborohydride (1.26g, 20mmol) in DMF, stir and react at room temperature for 2 hours, add ethyl acetate, a large amount of white solid precipitates, suction filter, and use cold The solid was rinsed with ethyl acetate and dried under vacuum to obtain a white solid of bis-secondary amine (3.3 g, yield 95%).

[0053] The proton nuclear magnetic spectrum data of produc...

Embodiment 1

[0085] At room temperature, add 10 μmol of rare earth metal complex A (Ln is scandium, R 1 , R 2 for hydrogen, R 3 , R 4 , R 5 and R 6 is methyl, R 7 is trimethylsilyl methylene, R 8 nitrate), 20 μmol of benzyl alcohol and 5mL of toluene solvent, react at 20°C for 5 minutes, add 40mmol of lactide monomer, stir and react at 25°C for 15 minutes, add ethanol solution of hydrochloric acid with a volume concentration of 10% to terminate the reaction, The reaction solution was poured into ethanol for sedimentation, filtered to obtain a white solid, and dried in a vacuum oven at 40°C for 48 hours to obtain a polylactide solid with a conversion rate of 98% according to NMR. The molecular weight Mn of polylactide analyzed by GPC was 0.81 million, and the molecular weight distribution Mw / Mn was 1.25.

Embodiment 2

[0087] At room temperature, add 10 μmol of rare earth metal complex G (Ln is yttrium, R 1 , R 2 is methyl, R 3 , R 4 , R 5 and R 6 is ethyl, R 7 is hexamethyldisilazide, R 8nitrate), 20 μmol of benzyl alcohol and 50 mL of toluene solvent, react at 20 ° C for 5 minutes, add 30 mmol of lactide monomer, stir and react at 25 ° C for 3 h, add ethanol solution of hydrochloric acid with a volume concentration of 10% to terminate the reaction , Pour the reaction solution into ethanol to settle, filter to obtain a white solid, dry the white solid in a vacuum oven at 40°C for 48 hours to obtain a polylactide solid, and the conversion rate of NMR test is 98%. The molecular weight Mn of the polylactide analyzed by GPC was 120,000, and the Mw / Mn was 1.03.

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Abstract

The invention discloses a rare-earth metal complex having a structural formula (I) shown in the description. In the formula (I), Ln is a rare-earth metal; R1 and R2 can be identical or different, and are independently selected from at least one of hydrogen, substituted or un-substituted C1-C20 alkyl, C1-C20 alkoxy, a C6-C20 aryl-containing group, nitryl, amino, and halogen; R3, R4, R5, and R6 can be identical or different, and are independently selected from hydrogen and substituted or un-substituted C1-C10 alkyl; R7 is C1-C10 alkyl, substituted alkyl, amino, alkoxy, or a phenol group, and optionally contains or be free of heteroatoms; and R8 is selected from a negative ion group. The provided rare-earth metal complex, no matter independently used for ring opening polymerization of lactide, or forming the catalyst composition with a hydroxyl-containing compound, can efficiently catalyze ring opening polymerization of lactide, and a lactide polymer with high molecular weight and narrow molecular weight distribution can be obtained.

Description

technical field [0001] The invention relates to the field of catalysts, in particular to a rare earth metal complex and a catalyst composition composed of the complex. Background technique [0002] Polylactic acid (PLA) is a polyester biodegradable material with excellent biodegradability, so it is widely used in the production of tableware, film, fiber, clothing, auto parts and disposable containers, which is beneficial to solve the problem of petrochemical resource belt. to the problem of environmental pollution. In addition, polylactic acid also has the characteristics of good biocompatibility, non-toxicity and adjustable degradation. It meets the requirements of medical polymer materials. Controlled-release carrier materials and other aspects have broad application prospects. [0003] The early synthesis method of polyester was mainly based on the condensation reaction of acid compounds and alcohol compounds, but the structure of the polymer synthesized by this reactio...

Claims

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Application Information

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IPC IPC(8): C07F5/00C08G63/08C08G63/84
Inventor 赵丽娜杜影邓艳霞王争
Owner CHINA PETROLEUM & CHEM CORP
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