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A kind of amino acid sugar ester, its preparation method and application

An amino acid sugar ester and amino acid technology, applied in the petroleum industry, can solve the problems of biodegradability and environmental friendliness to be improved, and achieve the effects of non-toxicity, good chemical stability and good biodegradability in the preparation process

Active Publication Date: 2019-06-18
CHINA PETROCHEMICAL CORP +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the raw materials selected for this base fluid contain almost no aromatic hydrocarbons, its biodegradability and environmental friendliness still need to be improved

Method used

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  • A kind of amino acid sugar ester, its preparation method and application
  • A kind of amino acid sugar ester, its preparation method and application
  • A kind of amino acid sugar ester, its preparation method and application

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preparation example Construction

[0041] Correspondingly, the present invention provides a kind of preparation method of amino acid sugar ester, comprises the following steps:

[0042] In the presence of a catalyst, react an amino acid with a monosaccharide in a solvent to obtain an amino acid sugar ester;

[0043] The amino acid is selected from glycine, glutamic acid, alanine or aspartic acid, and the monosaccharide is selected from glucose, galactose, fructose, mannose or ribose;

[0044] The amino acid sugar ester has the structure of formula I:

[0045]

[0046] In formula I, R 1 selected from hydrogen, methyl, -CH 2 COOH or -CH 2 CH 2 COOH;

[0047] R 2 Any one selected from the groups shown in formulas 1 to 5:

[0048]

[0049] The second object of the present invention is to provide a method for preparing amino acid sugar ester, and the prepared amino acid sugar ester can be used as the base oil of drilling fluid. In addition, the preparation method of the amino acid sugar ester provided ...

Embodiment 1

[0066] (1) Add 75 parts by weight of glycine, 150 parts by weight of glucose, 10 parts by weight of papain, and 100 parts by weight of 1-butyl-3-methylimidazolium hexafluorophosphate ionic liquid solvent into a reaction kettle with stirring, condensation and heating devices , stir and mix evenly, react at 30°C and 150rpm for 20h, and cool down to room temperature to obtain a crude solution of glycine-glucose ester.

[0067] (2) Add 150 parts by weight of n-hexane extractant in the crude solution of above-mentioned glycine glucose ester three times altogether, each addition is 50 parts by weight, after mixing uniformly, leave standstill, the gained solution is divided into two layers; A separatory funnel with a capacity of 1000mL was used to separate, and the lower layer was 1-butyl-3-methylimidazolium hexafluorophosphate-papain mixture, and the upper layer was glycine glucose ester-n-hexane solution; wherein, 1-butyl-3- Methylimidazolium hexafluorophosphate-papain mixture can ...

Embodiment 2

[0071] (1) 165 parts by weight of glutamic acid, 180 parts by weight of galactose, 35 parts by weight of α-chymotrypsin, 200 parts by weight of 1-butyl-3-methylimidazolium tetrafluoroborate ionic liquid solvent are added with stirring, condensation and In the reaction kettle of the heating device, stir and mix evenly, react at 50° C. and 200 rpm for 24 hours, and cool down to room temperature to obtain a crude solution of galactosyl glutamate.

[0072] (2) Add 300 parts by weight of cyclohexane extractant in the crude solution of the above-mentioned galactosyl glutamate for three times, each addition is 100 parts by weight, after mixing evenly, let it stand, and the gained solution is divided into Two layers; separated by a separatory funnel with a capacity of 1000mL, the lower layer is 1-butyl-3-methylimidazolium tetrafluoroboric acid-α-chymotrypsin mixture, and the upper layer is galactosyl glutamate-cyclohexane solution ; Wherein, the 1-butyl-3-methylimidazolium tetrafluoro...

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Abstract

The invention provides an amino acid glycosyl ester, and a preparation method and an application thereof. According to the method, under the existence of a catalyst, amino acid and monosaccharide are subjected to a reaction in a solvent, such that the amino acid glycosyl ester is obtained. The amino acid is selected from glycine, glutamic acid, alanine and aspartic acid. The monosaccharide is selected from glucose, galactose, fructose, mannose and ribose. The amino acid glycosyl ester has a structure represented by a formula I. In the formula I, R1 is selected from hydrogen, methyl, -CH2COOH and -CH2CH2COOH; R2 is any one selected from groups represented by formulas 1-5. The amino acid glycosyl ester provided by the invention has characteristics such as good lubricating performance, and can be adopted as drilling fluid base oil. The amino acid glycosyl ester has good biodegradability, and is environment-friendly. Preferably, the amino acid glycosyl ester is synthesized with an ionic liquid as the solvent and a biological enzyme as the catalyst. The preparation method is simple; conditions are mild; no wastewater, waste gas or waste residue is discharged; and the preparation process is nontoxic, highly efficient and environment-friendly.

Description

technical field [0001] The invention relates to the technical field of petroleum industry, in particular to an amino acid sugar ester, its preparation method and its application. Background technique [0002] Drilling fluid is a circulating flushing medium used in the drilling process, mainly composed of dispersion medium (continuous phase), dispersed phase and additives. Among them, base oil is the main component of drilling fluid, and its performance indicators determine most of the performance indicators of drilling fluid, such as flash point, viscosity, freezing point and biological toxicity. With the increasingly stringent national environmental protection requirements and the demand for "clear water and blue sky" advocated by petrochemical groups, the development of environmentally friendly drilling fluids and the development of green base oils for drilling fluids have become the main direction of drilling fluid research and application. [0003] The Chinese patent do...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H13/06C07H1/00C09K8/04
CPCY02P20/54
Inventor 单海霞何焕杰王中华孙举马雅雅郭民乐
Owner CHINA PETROCHEMICAL CORP
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