Rhamnolipid alcohol amide derivative as well as preparation method and application thereof

A technology of rhamnolipid alcohol amide and rhamnolipid is applied in the field of rhamnolipid alcohol amide derivatives and preparation thereof, and can solve the problems of complex rhamnolipid process, complex fermentation liquid composition, and rhamnolipid limitation and other problems, to achieve the effect of improving oil sand cleaning efficiency, excellent oil cleaning effect and surface activity improvement.

Active Publication Date: 2021-11-19
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Yet, because rhamnolipid exists in the fermented liquid of microorganism, and content is very low, the maximum output of rhamnolipid as disclosed in CN 108342431 A is only 53.3g / L; Another research patent (CN101845468A) discloses fermented liquid The content of the rhamnolipid in the medium is 35g / L-50g / L, but the components in the fermentation broth are complex, and the process of separating and extracting the purer rhamnolipid is relatively complicated, and about 70-90% of its production cost is To be used in the middle and lower reaches of the extraction and separation process, therefore, the large-scale application of rhamnolipids is limited

Method used

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  • Rhamnolipid alcohol amide derivative as well as preparation method and application thereof
  • Rhamnolipid alcohol amide derivative as well as preparation method and application thereof
  • Rhamnolipid alcohol amide derivative as well as preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0039] This example illustrates the synthesis method of the rhamnolipid monoethanolamide of the present invention.

[0040] (1) Dissolve 0.01mol mixed rhamnolipid RL (a mixture of monosaccharide and disaccharide and disaccharide) and 0.03mol triethylamine in 50mL of dichloromethane, and transfer to a three-neck round bottom flask;

[0041] (2) HCTU (0.011mol) pre-dissolved in N,N'-dimethylformamide (DMF) was slowly added dropwise to the three-necked round-bottomed flask described in step (1);

[0042] (3) The round bottom flask in the step (2) is magnetically stirred at 0° C. to fully mix the medicines;

[0043] (4) Add monoethanolamine (0.01mol) dropwise under stirring at 0°C, and then stir the mixture at room temperature for 12h;

[0044] (5) The reaction mixture in step (4) was washed three times with saturated ammonium chloride solution, and extracted with ethyl acetate. The solvents DMF and DCM were removed under reduced vacuum. The residue was poured into 100 mL of ic...

Embodiment 2

[0066] This example illustrates the synthesis method of rhamnolipid diethanolamide of the present invention.

[0067] (1) Dissolve 0.01mol mixed rhamnolipid RL and 0.01mol triethylamine in 50mL methylene chloride, and transfer to a three-necked round bottom flask;

[0068] (2) HCTU (0.012mol) pre-dissolved in N,N'-dimethylformamide (DMF) was slowly added dropwise to the three-necked round-bottomed flask described in step (1);

[0069] (3) The round bottom flask in the step (2) is magnetically stirred at 0° C. to fully mix the medicines;

[0070] (4) Add diethanolamine (0.011mol) dropwise under stirring at 0°C, and then stir the mixture at room temperature for 6h;

[0071] (5) The reaction mixture in step (4) was washed three times with saturated ammonium chloride solution, and extracted with ethyl acetate. The solvents DMF and DCM were removed under reduced vacuum. The residue was poured into 100 mL of ice water and stirred for 10 minutes to obtain a paste. Finally, the pa...

Embodiment 3

[0080] This example illustrates the synthesis method of rhamnolipid monoisopropanolamide of the present invention.

[0081] (1) Dissolve 0.01mol mixed rhamnolipid RL and 0.05mol triethylamine in 50mL methylene chloride, and transfer to a three-necked round bottom flask;

[0082] (2) HCTU (0.01mol) pre-dissolved in N,N'-dimethylformamide (DMF) was slowly added dropwise to the three-necked round-bottomed flask described in step (1);

[0083] (3) The round bottom flask in the step (2) is magnetically stirred at 0° C. to fully mix the medicines;

[0084] (4) While stirring at 0°C, monoisopropanolamine (0.02mol) was added dropwise, and then the mixture was stirred at room temperature for 24h;

[0085] (5) The reaction mixture in step (4) was washed three times with saturated ammonium chloride solution, and extracted with ethyl acetate. The solvents DMF and DCM were removed under reduced vacuum. The residue was poured into 100 mL of ice water and stirred for 10 minutes to obtain ...

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Abstract

The invention discloses a rhamnolipid alcohol amide derivative as well as a preparation method and an application thereof. The rhamnolipid alcohol amide derivative is one or a mixture of two of a compound shown as a formula I and a compound shown as a formula II. The structural formula of the compound shown in the formula I is shown in the specification, the structural formula of the compound shown in the formula II is shown in the specification, R1 and R2 are H, -CH2CH2OH or -CH2(CHOH)CH3, and at most one of R1 and R2 is H. The rhamnolipid alcohol amide derivative has the characteristics of lower interfacial tension, low adsorption loss and high oil washing efficiency, and more importantly, compared with unmodified rhamnolipid, the adsorption loss of the rhamnolipid alcohol amide derivative is reduced by 10-30%, the oil washing efficiency is improved by 3-35%, and meanwhile, the rhamnolipid alcohol amide derivative has higher temperature resistance and salt resistance. The valuable guidance is provided for developing an effective surfactant oil displacement system used for severe reservoir geological conditions.

Description

technical field [0001] The invention belongs to the technical field of oil recovery, and in particular relates to a rhamnolipid alcohol amide derivative and a preparation method and application thereof. Background technique [0002] In the current society, fossil energy still occupies a dominant position, providing continuous support for the development of the world economy. Therefore, in order to extract the maximum amount of oil from the reservoir, there is an urgent need to develop cost-effective technologies for enhanced oil recovery (EOR). Different intensification technologies have been developed and applied worldwide, such as thermal flooding (steam injection, in-situ combustion, etc.), chemical flooding (surfactants, polymers, alkalis, solvents, etc.), gas flooding (CO 2 , N 2 etc.) and microbial flooding (in situ fermentation and injection of heterologous fermentation products). Among these enhanced oil recovery techniques, chemical flooding is widely used becaus...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/04C07H1/00C09K8/584E21B43/22
CPCC07H15/04C07H1/00C09K8/584E21B43/16
Inventor 李霜余定华李壮壮黄和
Owner NANJING UNIV OF TECH
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