Amphiphilic amido inulin and preparation method thereof

An aminoinulin and amphiphilic technology, applied in the field of daily chemicals, can solve the problem of less renewable resources, and achieve the effects of easy promotion, easy availability of equipment and raw materials, and expansion of application scope

Active Publication Date: 2013-03-06
YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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  • Amphiphilic amido inulin and preparation method thereof
  • Amphiphilic amido inulin and preparation method thereof
  • Amphiphilic amido inulin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Amphipathic aminoinulin is a compound represented by formula (1).

[0031]

[0032] In this example, the target compound was synthesized according to the above synthetic route (1).

[0033] 1) Synthesis of Compound 1: Inulin was dried overnight at 100°C under vacuum. Take 1.62g of inulin and add it to 50mL of purified nitrogen-nitrogen dimethylformamide under the protection of nitrogen, raise the temperature until the inulin is completely dissolved, and add 3.5g of N-bromosuccinyl when the temperature of the solution drops to room temperature imine (NBS); then 5.2 g of triphenylphosphine dissolved in 30 mL of nitrogen nitrogen dimethylformamide was added dropwise at room temperature; after reacting at room temperature for 30 min, the reaction temperature was raised to 70 ° C, and React for 3h; after the reaction, pour the reaction solution into 250mL acetone to precipitate out. After the precipitate was suction filtered and washed with acetone, it was directly tran...

Embodiment 2

[0040] The difference from Example 1 is:

[0041]1) Synthesis of Compound 1: Inulin was dried overnight at 100°C under vacuum. Take 1.62g of inulin and add it to 50mL of purified nitrogen-nitrogen dimethylformamide under the protection of nitrogen, then raise the temperature until the inulin is completely dissolved, and add 3.5g of N-bromosuccinyl when the temperature of the reaction solution drops to room temperature imine (NBS) to the above reaction solution. 5.2 g of triphenylphosphine dissolved in 30 mL of nitrogen nitrogen dimethylformamide was added dropwise to the above reaction solution at room temperature, and then reacted at room temperature for 30 minutes, then the temperature of the reaction system was raised to 70 ° C, and at this temperature After the reaction, the reaction solution was poured into 250 mL of acetone, and a precipitate was precipitated. After the precipitate was suction-filtered and washed with acetone, it was directly transferred to 180 mL of d...

Embodiment 3

[0045] The difference from Example 1 is:

[0046] 1) Synthesis of Compound 1: Inulin was dried overnight at 100°C under vacuum. Take 1.62g of inulin and add it to 50mL of purified nitrogen-nitrogen dimethylformamide under the protection of nitrogen, raise the temperature until the inulin is completely dissolved, and add 3.5g of N-bromosuccinyl when the temperature of the reaction solution drops to room temperature imine (NBS) to the above reaction solution. Weigh 5.2 g of triphenylphosphine and dissolve it in 30 mL of nitrogen-nitrogen dimethylformamide. This solution was added dropwise to the reaction solution at room temperature. After the reaction solution was reacted at room temperature for 30 minutes, the temperature of the reaction system was raised to 70°C. After the reaction was carried out at 70°C for 3 hours, the reaction solution was poured into 250mL acetone, and a precipitate was precipitated. After the precipitate was suction-filtered and washed with acetone, i...

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Abstract

The invention relates to the field of daily chemicals and the medicine industry, in particular to an amphiphilic amido inulin and a preparation method thereof. The amphiphilic amido inulin is shown in a formula (1), wherein R is H, CH3, CH3CH2CH2, (CH3)2CH or C6H5; and the average numeric area of n is 10-35. The preparation method comprises the following steps of: performing halogenating reaction on the primary hydroxyl of inulin; after reaction, reacting with sodium azide or lithium azide at 40-70 DEG C for 8-24 hours; purifying to obtain 6 azide-3,4-succinate-6 deoxidized inulin; and reducing the 6 azide-3,4-succinate-6 deoxidized inulin by utilizing triphenylphosphine, so as to obtain the amphiphilic amido inulin. According to the pepaation method, the amphiphilic amido inulin is obtained by virtue of an effective synthesis means, halogen is used for replacing the primary hydroxyl of inulin so as to cause that the sixth-site group of the inulin is ionized easily, acyl is used for protecting the naked hydroxy, at the othe sites, of the inulin, azido is used for performing nucleophilic substitution on the sixth-site group which is ionized easily, and the product is reduced so as to obtain the amphiphilic amido inulin with high substitution degree. The preparation method has the advantages that the synthesis step is simple, popularization is easy, and required equipment and raw materials are easily available. The formula (1) is shown in the specification.

Description

technical field [0001] The invention relates to the field of daily chemicals and the pharmaceutical industry, in particular to an amphipathic aminoinulin and its preparation. Background technique [0002] Inulin, also known as inulin, is a biological polysaccharide. It is produced by connecting D-fructofuranose molecules with β-(2,1) glycosidic bonds, and the end of each inulin molecule is connected with a glucose residue with α-(1,2) glycosidic bonds. The degree of polymerization is usually 2-60, and the average The degree of polymerization is 10. [0003] Inulin widely exists in some microorganisms and fungi in nature. However, it mainly exists in plants, such as Jerusalem artichoke, chicory, salsify, dahlia tubers, etc., among which Jerusalem artichoke is the main source of raw materials for inulin production. Jerusalem artichoke is commonly known as Jerusalem artichoke and ghost ginger. It is native to North America and is a perennial herb plant. It is widely cultivat...

Claims

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Application Information

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IPC IPC(8): C08B37/18
CPCC08B37/0054
Inventor 郭占勇任剑明董方李青冯艳胡云霞
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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