Preparation Method of Bifunctional Dextrin with High Embedding Rate and Rapid Absorption

Abstract

The present disclosure relates to a preparation method of a bifunctional dextrin with a high embedding rate and rapid absorption. The preparation method includes the following steps: conducting an alkali treatment: adding 10 g of a highly-branched cyclodextrin into a 250 mL Erlenmeyer flask, adding 100 mL of a 2 mol/L NaOH solution, and conducting a treatment in a water bath at 30° C. for 1 h; conducting a high-pressure treatment; mixing materials: adding a cross-linking agent polyacrylic acid and a catalyst sodium dihydrogen phosphate, adding β-cyclodextrin, immersing while stirring for 30 min, and drying; conducting stepwise heating: heating an obtained mixed material in an oven at 90° C. for 15 min, heating to 160° C., and treating for 10 min; and conducting product acquisition: stopping heating, rinsing an obtained heated product with distilled water, conducting filtering to remove impurities, washing twice with 50° C. distilled water, drying, and collecting a resulting finished product.

Claims

1. A preparation method of a bifunctional dextrin with a high embedding rate and rapid absorption, comprising the following steps: (1) conducting an alkali treatment on a highly-branched cyclodextrin: adding 10.0 g of the highly-branched cyclodextrin into a 250.0 mL Erlenmeyer flask, adding 100.0 mL of a 2 mol/L NaOH solution, and conducting a treatment in a water bath for 1 h; (2) conducting a high-pressure treatment: dissolving an obtained alkali-treated highly-branched cyclodextrin in deionized water, placing a resulting solution in a high-pressure homogenizer, and conducting homogenization at a room temperature three times; (3) conducting esterification and cross-linking: adding a cross-linking agent polyacrylic acid and a catalyst sodium dihydrogen phosphate into an obtained high-pressure-treated highly-branched cyclodextrin, stirring while heating at 50° C. for 10 min, adding β-cyclodextrin, immersing while stirring for 0.5 h, taking out, washing, and drying; (4) conducting stepwise heating: preheating an obtained dried product in an oven set at 90° C. for 15 min, heating to 160° C., and treating for 10 min; and (5) conducting product acquisition: stopping heating, rinsing an obtained heated product with a small amount of distilled water, conducting filtering to remove impurities, washing twice with 50° C. distilled water, drying in an oven, and collecting a resulting finished product, namely, the bifunctional dextrin with a high embedding rate and rapid absorption.

2. The preparation method of a bifunctional dextrin with a high embedding rate and rapid absorption according to claim 1, wherein the polyacrylic acid and the β-cyclodextrin are at a concentration molar ratio of 2:1; and the catalyst sodium dihydrogen phosphate and the cross-linking agent are at a molar ratio of 1:10.

3. The preparation method of a bifunctional dextrin with a high embedding rate and rapid absorption according to claim 1, wherein in step 2, the high-pressure treatment is conducted at 200 MPa.

4. The preparation method of a bifunctional dextrin with a high embedding rate and rapid absorption according to claim 1, wherein in step 1, the treatment in the water bath is conducted at 30° C.

Description

BRIEF DESCRIPTION OF THE DRAWINGS

[0026] FIG. 1 shows a schematic diagram of the cyclization of a waxy corn starch under the action of an enzyme;

[0027] FIG. 2 shows a process flow diagram of the present disclosure;

[0028] FIG. 3 shows a grafting schematic diagram under an ideal state for the highly-branched cyclodextrin without a high-pressure treatment;

[0029] FIG. 4 shows a grafting schematic diagram under an actual state for the highly-branched cyclodextrin without the high-pressure treatment;

[0030] FIG. 5 shows a grafting schematic diagram for the highly-branched cyclodextrin with the high-pressure treatment;

[0031] FIG. 6 shows a scanning electron microscopy (SEM) image of the highly-branched cyclodextrin grafted with β-cyclodextrin; and

[0032] FIG. 7 shows an enlarged SEM image of the highly-branched cyclodextrin grafted with β-cyclodextrin.

DETAILED DESCRIPTION OF THE EMBODIMENTS

[0033] The present disclosure will be described in further detail below in combination with specific examples, so as to help those skilled in the art have a more complete, accurate, and in-depth understanding of the inventive concepts and technical solutions of the present disclosure. The protection scope of the present disclosure includes but not limited to the following examples. Without departing from the spirit and scope of the present application, any modifications made to the details and forms of the technical solutions of the present disclosure shall fall within the protection scope of the present disclosure.

Example 1

Preparation of a Bifunctional Dextrin Embedding Cinnamaldehyde

[0034] (1) Conducting an alkali treatment on a highly-branched cyclodextrin: 10.0 g of the highly-branched cyclodextrin was added into a 250.0 mL Erlenmeyer flask, 100.0 mL of a 2 mol/L NaOH solution was added, and a treatment in a water bath was conducted at 30° C. for 1 h. [0035] (2) Conducting a high-pressure treatment: an obtained alkali-treated highly-branched cyclodextrin was placed in a high-pressure homogenizer, and homogenization was conducted at a room temperature and a pressure of 200 MPa three times. [0036] (3) Mixing materials: a cross-linking agent polyacrylic acid and a catalyst sodium dihydrogen phosphate were added into an obtained high-pressure-treated highly-branched cyclodextrin, β-cyclodextrin was added, immersed while stirring for 0.5 h, taken out, and dried; where the polyacrylic acid and the β-cyclodextrin were at a concentration molar ratio of 2:1; and the catalyst sodium dihydrogen phosphate and the cross-linking agent were at a molar ratio of 1:10. [0037] (4) Conducting stepwise heating: an obtained dried product was heated in an oven set at 90° C. for 15 min, heated to 160° C., and treated for 10 min. [0038] (5) Conducting product acquisition: heating was stopped, an obtained heated product was rinsed with a small amount of distilled water, filtering was conducted to remove impurities, washed twice with 50° C. distilled water, dried in an oven, and a resulting finished product was collected. [0039] (6) Obtaining cinnamaldehyde embedded in bifunctional dextrin molecules: 5 g of the product and cinnamaldehyde were added to the Erlenmeyer flask according to a host-to-guest molar ratio of 1:2, and 100 mL of distilled water was added. An obtained mixture was stirred in a water bath at 45° C. for 48 h, frozen overnight, and an embedding was obtained using a freeze-dryer.

[0040] FIG. 6 showed a SEM image of the highly-branched cyclodextrin grafted with β-cyclodextrin. The β-cyclodextrin formed granular aggregates on a surface of the highly-branched cyclodextrin. The protrusions on the surface of the highly-branched cyclodextrin were the polyacrylic acid cross-linking agent that had not been successfully grafted to the cyclodextrin.

[0041] FIG. 7 showed an enlarged SEM image of the highly-branched cyclodextrin grafted with β-cyclodextrin. A structure of the β-cyclodextrin was discerned, where a rhombohedral crystalline structure remained. However, after alkali and high-pressure treatments, a rough and uneven surface structure of the crystal appeared, and was beneficial to embedding guest molecules.

[0042] The analysis was conducted by determining an immobilization capacity of the β-cyclodextrin and an embedding rate of the cinnamaldehyde, and the results were shown in the table below.

TABLE-US-00001 TABLE 1 Determination results of immobilization capacity of β-cyclodextrin and embedding rate of cinnamaldehyde Polyacrylic acid β-cyclodextrin Cinnamaldehyde immobilization immobilization embedding SN capacity/% capacity/% rate/% Control group 0.9%  1.3% 48.3% Experimental group 3.1% 14.5% 81.2%

[0043] The control group was a product that was not subjected to the high-pressure treatment. In the control product, due to the dense branch distribution of the highly-branched cyclodextrin itself and the influence of steric hindrance, the cross-linking of the polyacrylic acid was difficult. This resulted in a low grafting rate of the β-cyclodextrin and a poor embedding effect of the cinnamaldehyde. However, the experimental group followed the normal production process; and after the high-pressure treatment, a branched structure of the highly-branched cyclodextrin was opened, and the steric hindrance was reduced. In this way, the polyacrylic acid was easily combined with the hydroxyl groups on the dextrin branch chain, such that the grafting rate of β-cyclodextrin was improved, and the embedding rate of cinnamaldehyde was also significantly increased.

Example 2

Preparation of a Bifunctional Dextrin Embedding Flavonoid

[0044] (1) Conducting an alkali treatment on a highly-branched cyclodextrin: 10.0 g of the highly-branched cyclodextrin was added into a 250.0 mL Erlenmeyer flask, 100.0 mL of a 2 mol/L NaOH solution was added, and a treatment in a water bath was conducted at 30° C. for 1 h. [0045] (2) Conducting a high-pressure treatment: a resulting alkali-treated highly-branched cyclodextrin was placed in a high-pressure homogenizer, and homogenization was conducted at a room temperature and a pressure of 200 MPa three times. [0046] (3) Mixing materials: a cross-linking agent polyacrylic acid and a catalyst sodium dihydrogen phosphate were added into an obtained high-pressure-treated highly-branched cyclodextrin, β-cyclodextrin was added, and immersed while stirring for 0.5 h, taken out, and dried; where the polyacrylic acid and the β-cyclodextrin were at a concentration molar ratio of 2:1; and the catalyst sodium dihydrogen phosphate and the cross-linking agent were at a molar ratio of 1:10. [0047] (4) Conducting stepwise heating: an obtained dried product was heated in an oven set at 90° C. for 15 min, heated to 160° C., and treated for 10 min. [0048] (5) Conducting product acquisition: heating was stopped, an obtained heated product was rinsed with a small amount of distilled water, filtering was conducted to remove impurities, washed twice with 50° C. distilled water, dried in an oven, and a resulting finished product was collected. [0049] (6) Obtaining flavonoid embedded in bifunctional dextrin molecules: 5 g of the product and flavonoid were added to the Erlenmeyer flask according to a host-to-guest molar ratio of 1:1, and 100 mL of distilled water was added. An obtained mixture was stirred in a water bath at 45° C. for 48 h, frozen overnight, and an embedding was obtained using a freeze-dryer.

Example 3

Preparation of a Bifunctional Dextrin Embedding DHA

[0050] (1) Conducting an alkali treatment on a highly-branched cyclodextrin: 10.0 g of the highly-branched cyclodextrin was added into a 250.0 mL Erlenmeyer flask, 100.0 mL of a 2 mol/L NaOH solution was added, and a treatment in a water bath was conducted at 30° C. for 1 h. [0051] (2) Conducting a high-pressure treatment: a resulting alkali-treated highly-branched cyclodextrin was placed in a high-pressure homogenizer, and the homogenization was conducted at a room temperature and a pressure of 200 MPa three times. [0052] (3) Mixing materials: a cross-linking agent polyacrylic acid and a catalyst sodium dihydrogen phosphate were added into an obtained high-pressure-treated highly-branched cyclodextrin, β-cyclodextrin was added, immersed while stirring for 0.5 h, taken out, and dried; where the polyacrylic acid and the β-cyclodextrin were at a concentration molar ratio of 2:1; and the catalyst sodium dihydrogen phosphate and the cross-linking agent were at a molar ratio of 1:10. [0053] (4) Conducting stepwise heating: an obtained dried product was heated in an oven set at 90° C. for 15 min, heated to 160° C., and treated for 10 min. [0054] (5) Conducting product acquisition: heating was stopped, an obtained heated product was rinsed with a small amount of distilled water, filtering was conducted to remove impurities, washed twice with 50° C. distilled water, dried in an oven, and a resulting finished product was collected. [0055] (6) Obtaining DHA embedded in bifunctional dextrin molecules: 5 g of the product and DHA were added to the Erlenmeyer flask according to a host-to-guest molar ratio of 1:3, and 100 mL of distilled water was added. An obtained mixture was stirred in a water bath at 45° C. for 48 h, frozen overnight, and an embedding was obtained using a freeze-dryer.