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A kind of preparation method and application of amino acid stannous complex

An amino acid stannous and complex technology, which is applied in the preparation of organic compounds, the preparation of cyanide reactions, organic compounds/hydrides/coordination complex catalysts, etc. Industrial production and other problems, to achieve the effect of high yield, high molecular weight of the product, and high syndiotactic selectivity

Active Publication Date: 2022-05-17
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The present invention is directed at the existing synthesis method of amino acid stannous to be obtained by the direct reaction of stannous salt and amino acid in a solvent, and a large amount of toxic organic solvents are used in the process of applying the method to prepare amino acid stannous, the method is complicated, and the yield is relatively high. low, and can only obtain part of the amino acid and tin complexes, it is only suitable for the research of preparing a small amount of stannous amino acid in the laboratory, and cannot carry out large-scale industrial production. For the above-mentioned shortcomings, a kind of stannous amino acid is provided. new synthetic method

Method used

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  • A kind of preparation method and application of amino acid stannous complex
  • A kind of preparation method and application of amino acid stannous complex
  • A kind of preparation method and application of amino acid stannous complex

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Embodiment 1

[0033] The synthesis of embodiment 1 catalyst L-tin protophenylalanate

[0034] Add L-phenylalanine (9.9g, 0.06mol) and methanol (40ml) into a 100ml three-neck flask, stir and react in a constant temperature water bath at 60°C for 20min, then add triethylamine solution (6.07g, 0.06mol) dropwise, Add dropwise in 30 minutes, L-phenylalanine is all dissolved, then feed nitrogen into the solution for 10min, remove the oxygen in the solution and the reaction flask, and add stannous chloride (SnCl 2 2H 2 (2, 6.78g, 0.03mol) 10ml of methanol solution, after 30 minutes of dropwise addition, react at 60°C for 5 hours, the L-stannous phenylalanine is precipitated in granular form, filtered, and the product is dried in a vacuum oven for 24 hours , to obtain 12.4g, yield 12.4 / 13.38×100%=92.68%. Elemental analysis value (composition C 18 h 20 N 2 o 4 Sn) (%) C: 48.43 (47.23), H: 4.48 (4.42), Sn: 26.46 (26.53), (measured in air).

Embodiment 2

[0035] The synthesis of embodiment 2 catalyst L-stannous leucine

[0036] The experimental procedure was the same as in Example 1, except that L-phenylalanine was replaced with 0.06 mol L-leucine to obtain 10.82 g of stannous L-leucine with a yield of 95.33%. Elemental analysis value (composition C 12 h 24 N 2 o 4 Sn) (%) C: 38.05 (37.93), H: 6.34 (6.21), Sn: 31.22 (30.83), (measured in air).

Embodiment 3

[0037] The synthesis of embodiment 3 catalyst L-stannous isoleucine

[0038] The experimental procedure was the same as that in Example 1, except that L-phenylalanine was replaced with 0.06 mol L-isoleucine to obtain 9.93 g stannous L-isoleucine with a yield of 87.49%. Elemental analysis value (composition C 12 h 24 N 2 o 4 Sn) (%) C: 38.05 (37.81), H: 6.34 (6.26), Sn: 31.22 (29.87), (measured in air).

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Abstract

The invention discloses a preparation method and application of an amino acid stannous complex. The preparation steps of the amino acid stannous complex: first, triethylamine and amino acid react in an organic medium to obtain an amino acid salt, then undergo a metathesis reaction with a neutral stannous salt ligand, and then filter and dry to obtain the target amino acid stannous complex things. This type of amino acid stannous complex compound described in the present invention is a kind of high-efficiency lactone ring-opening polymerization catalyst, can be used for the ring-opening polymerization reaction of lactone such as catalyzing lactide; molecular weight polylactic acid. The new synthesis method of the amino acid stannous and its advantages as a catalyst for the ring-opening polymerization of lactones such as lactide are very obvious: raw materials are cheap, the synthesis route is simple, the product yield is high, and it has very high catalytic activity and high stereoselectivity It can obtain polyester materials with higher molecular weight and lower cytotoxicity, which can meet the needs of large-scale industrial production.

Description

technical field [0001] The present invention relates to a new synthesis method of an organometallic compound and its use as a catalyst in the ring-opening polymerization of lactone and lactone, in particular to a new synthesis method of stannous amino acid, and the role of stannous amino acid in catalyzing lactide and lactone Use of ring-opening polymerization of lactones. Background technique [0002] The early method of preparing stannous amino acid is to use DMF as a catalyst to obtain the complex of stannous amino acid by azeotropic water removal with tin or alkyl tin oxide and amino acid in benzene solution. This method uses a large amount of toxic organic Solvent, complex method, low yield, and only part of the amino acid stannous complex can be obtained, which cannot be applied to large-scale production [B. Y. K. HO and J. J. ZUCKERMAN*, Inorganic Chemistry, 1973, (7): 1552-1561]. [0003] In the process of transitioning from an exhausted resource economy to a renewa...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C229/76C07C227/16C07D207/16C07D209/20B01J31/22C08G63/85C08G63/08
CPCC07C229/76C07C227/16C07D207/16C07D209/20B01J31/2217C08G63/823B01J2231/14
Inventor 魏志勇贺毛毛孙明臣
Owner DALIAN UNIV OF TECH
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