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A kind of amino acid-based whole biomass benzoxazine surfactant and preparation method thereof

A technology of surfactant and benzoxazine, which is applied in the field of whole biomass benzoxazine surfactant and its preparation, can solve the problems such as the inability to synthesize benzoxazine monomer, and achieve the effect of environmental friendliness

Active Publication Date: 2021-02-05
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, amino acids exist in the form of zwitterions in solution and cannot be directly used in the synthesis of benzoxazine monomers, and there are still many challenges in the synthesis of benzoxazines using amino acids as amine sources

Method used

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  • A kind of amino acid-based whole biomass benzoxazine surfactant and preparation method thereof
  • A kind of amino acid-based whole biomass benzoxazine surfactant and preparation method thereof
  • A kind of amino acid-based whole biomass benzoxazine surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Example 1 Synthesis of amino acid-based all-biomass benzoxazine surfactants.

[0054] Dissolve 0.3g of glycine and 0.2g of sodium hydroxide in 20ml of dimethyl sulfoxide, and react with magnetic stirring at room temperature for 14h. Post-processing: Remove the solvent under reduced pressure, wash with methanol, ethanol, and n-hexane in turn, and dry in vacuum at 70°C overnight to obtain sodium glycinate, which is directly used in the next reaction.

[0055] Take 0.35g of sodium glycinate obtained in the previous step, 2.0g of cardanol, 0.5g of triethylamine and 0.8g of formaldehyde and dissolve it in 30ml of dioxane, raise the temperature to 90°C, and react for 5h. Post-processing: the solvent was removed under reduced pressure, washed with methanol, ethanol, and n-hexane in sequence, and dried in vacuum at 70° C. overnight to obtain a nearly colorless solid with a yield of 75%.

[0056] 1 H NMR (300MHz, CD 3 OD, ppm): δ=6.94-6.56, 5.48-5.30, 4.87, 4.00, 3.39, 2.9-2....

Embodiment 2

[0060] Dissolve 0.3g of alanine and 1.02g of potassium hydroxide in 20ml of dimethyl sulfoxide, and react with magnetic stirring at room temperature for 14h. Post-processing: remove the solvent under reduced pressure, wash with methanol, ethanol, and n-hexane in sequence, and dry under vacuum at 70°C overnight to obtain potassium alanine, which is directly used in the next reaction.

[0061] Dissolve 0.4 g of potassium alanine obtained in the previous step, 2.1 g of urushiol, 0.6 g of pyridine and 0.8 g of formaldehyde in 30 ml of dimethyl sulfoxide, heat up to 90° C., and react for 5 h. Post-processing: the solvent was removed under reduced pressure, washed with methanol, ethanol, and n-hexane in sequence, and dried under vacuum at 65° C. overnight to obtain a nearly colorless solid with a yield of 80%.

Embodiment 3

[0063] Dissolve 0.3g of leucine and 1.02g of lithium hydroxide in 20ml of dimethyl sulfoxide, and react with magnetic stirring at room temperature for 10h. Post-processing: remove the solvent under reduced pressure, wash with methanol, ethanol, and n-hexane in sequence, and dry under vacuum at 70°C overnight to obtain lithium leucine, which is directly used in the next reaction.

[0064] Take 0.3g of lithium leucine obtained in the previous step, 1.8g of urushiol, 0.4g of triethylamine and 0.65g of formaldehyde and dissolve it in 30ml of tetrahydrofuran, raise the temperature to 80°C, and react for 5h. Post-processing: the solvent was removed under reduced pressure, washed with methanol, ethanol, and n-hexane in turn, and dried in vacuum at 60° C. overnight to obtain a nearly colorless solid with a yield of 68%.

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Abstract

The invention relates to an amino acid-based all-biomass benzoxazine surfactant and a preparation method thereof. The amino acid salt is obtained by reacting a biomass amino acid with a base, and then passed through the bio-mass phenol and biomass formaldehyde containing a hydrophobic side chain. Mannich reaction to prepare amino acid-based all-biomass benzoxazine surfactants. The raw materials of the present invention are all renewable biomass resources, which are environmentally friendly, and can be used as a surfactant to prepare a series of oil / water emulsions, which exhibit high-efficiency emulsification, and can stabilize the high content of styrene with a volume ratio of up to 90%. phase emulsions; high internal phase emulsions also exhibit pH sensitivity.

Description

technical field [0001] The invention relates to the field of biomass surfactants, in particular to an amino acid-based all-biomass benzoxazine surfactant and a preparation method thereof. Background technique [0002] Biomass surfactants have many significant advantages over petrochemical-based surfactants. First, it uses naturally occurring renewable resources such as vegetable oils, sugars, and amino acids as raw materials. Not only are these natural ingredients plentiful, they are also available seasonally and sustainably. Second, it inherits the environmental friendliness of natural raw materials and is biodegradable under natural conditions. Therefore, biomass surfactants have attracted more and more attention from scientific researchers and industrial circles. [0003] The recently developed benzoxazine chemistry can efficiently link a variety of phenol and amine derivatives, making it easy to design surfactant molecules. Chinese patent document CN102421764A synthe...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01F17/32C07D265/16C09K23/32
Inventor 鲁在君王峥刘铭衣同刚宫新建
Owner SHANDONG UNIV
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