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Phthalic acid derived L-phenylalanine micromolecular gel and preparation method thereof

A technology of phthalic acid and molecular gelling agent, applied in the field of gel materials, can solve the problems of unable to control the weak interaction force between molecules, affecting the mechanical strength and performance, and destroying small molecule organic gels.

Pending Publication Date: 2020-11-10
LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The nature and type of solvent have a great influence on the self-assembly form or molecular recognition of the gel, but the small molecule organogel is easily damaged by a single factor, which affects the mechanical strength and performance, and cannot be designed through the directional design of the molecular structure. To regulate the weak interaction force between molecules, change the molecular structure configuration or the arrangement of the aggregation state

Method used

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  • Phthalic acid derived L-phenylalanine micromolecular gel and preparation method thereof
  • Phthalic acid derived L-phenylalanine micromolecular gel and preparation method thereof
  • Phthalic acid derived L-phenylalanine micromolecular gel and preparation method thereof

Examples

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Embodiment 1

[0040] Phthalic acid-derived amino acid gelling factors of different chain lengths in Example 1

[0041] The first step: Weigh 10mmol of Boc-protected L-phenylalanine, 1.2eq of HOBt in a round bottom flask, add 20mL of dry dichloromethane and stir; use a syringe to measure 1.2eq of long-chain amine and 2.2eq Continue to add triethylamine into the round-bottom flask and stir to dissolve; after the reaction system dissolves, weigh 1.2eq of EDCI and transfer it to a small beaker, add 5mL of dry dichloromethane; place the dissolved reaction system at 0°C Slowly add EDCI dropwise to the reaction system in an ice-water bath, remove the ice-water bath after the dropwise addition, and stir overnight at room temperature. The next day after the completion of the thin-layer chromatography monitoring reaction, add an appropriate amount of water to the system, adjust the pH to about 2-3 with 1mol / L HCl solution, transfer to a separatory funnel and extract with dichloromethane for 3 times, ...

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Abstract

The invention belongs to the field of gel materials, and particularly relates to phthalic acid derived Lphenylalanine micromolecular gel and a preparation method thereof.The preparation method includes the following steps that 1, adding Boc protected Lphenylalanine, HOBt, long-chain amine and NEt3 into a flask and stirring the above by dichloromethane, dropwise adding EDCl in an ice bath till thereaction concludes adjusting the pH value to be acidic by using a saturated Na2CO3 solution; (2) concentrating the extracted organic phase, and carrying out column chromatography separation; (3) adding TFA and dichloromethane into the obtained product, dissolving and stirring; and (4) after extracting and spin-drying, adding phthalic anhydride, dissolving with acetone, stirring, and recrystallizing to obtain the target product. The invention has high mechanical strength, can effectively balance or avoid the bonding or destroying capacity of a proton solvent in the solvent to a gel, and has good gelling capacity to non-polar organic solvents such as diesel oil, paraffin, decane, dodecane, tetradecane, cetane and the like.

Description

technical field [0001] The invention belongs to the field of gel materials, and in particular relates to a phthalic acid-derived L-phenylalanine small-molecule gel and a preparation method thereof. The present invention can selectively gel in non-polar solvents such as dedecane, dodecane, tetradecane, hexadecane, diesel oil and liquid paraffin, and optimize the gel performance by changing the carbon chain length and substituents. Background technique [0002] Small-molecule organogel is a special dispersion system. The gel factor intertwines through self-assembly in a large number of media (liquid or gas) to form a spatial network structure; it is between solid and liquid, and the storage modulus Dominant soft solid matter. Small molecule organogels can produce sensitive responses to external stimuli such as force, light, pH value, temperature, and sound waves. The discovery and design of a new class of small molecule organogels is a rapidly growing field of research, espe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C237/20C07C231/12B01J13/00
CPCC07C237/20B01J13/0065Y02P20/55
Inventor 何宇鹏包欢张万年于芳李飞刘鹏宇韩宝秀
Owner LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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