KR101073063B1 - Method for producing glycolic acids form skin of apples - Google Patents

Abstract

The present invention relates to a glycolic acid production method, and more particularly to a glycolic acid production method using an apple peel with low production cost and simple manufacturing process by using the apple peel easily discarded from the surrounding.

Apple peel, glycolic acid

Description

Glycolic acid production method using apple peel {METHOD FOR PRODUCING GLYCOLIC ACIDS FORM SKIN OF APPLES}

The present invention relates to a glycolic acid production method, and more particularly to a glycolic acid production method using an apple peel with low production cost and simple manufacturing process by using the apple peel easily discarded from the surrounding.

Glycolic acid is one of the alpha-hydroxy acid families of carboxylic acids, a odorless and tasteless hygroscopic solid that has a dual functionality with both alcohol and suitably strong acid functional groups on very small molecules. The result is inherent chemical properties as well as the chemical properties of typical acids and alcohols.

That is, glycolic acid uses both hydroxyl and carboxylic acid groups to form a five-membered ring complex (chelate) with a polyvalent metal. This metal ion complexing ability is useful in acid cleaning applications where the hard water scale dissolution and precipitation prevention, in particular good cleaning power, are key factors.

Glycolic acid also reacts with organic alcohols and acids to form esters. Low molecular weight alkyl glycolic acid esters have unusual solubility and can be used as substituents for n-propanol and isopropanol, ethylenediamine, phenol, m-cresol, 2-ethoxyethyl acetate, and ethyl lactate and methyl lactate Can be. Higher molecular weight alkyl esters can be used in personal care product formulations.

In addition, glycolic acid can itself react with each other to form dimeric glycolides, head-to-tail polyester oligomers, and long chain polymers. The copolymer can be made using other alpha hydroxy acids such as lactic acid and the like. Polyester polymers are gradually hydrolyzed under an aqueous environment at a controllable rate. This property is useful in biomedical applications such as degradable sutures and where controlled release of acid is required to lower the pH.

As a result, glycolic acid is used in cosmetics and skin-related medicines, attracts attention as a raw material of polyglycolic acid, which is useful as a biodegradable polymer, and is also used in textile treatments, leather treatments, metal polishes, dyes, metal processing aids, and adhesive raw materials. .

Therefore, the supply of high purity and low cost glycolic acid is required in the fields of cleaning, industrial, functional cosmetics, biodegradable polymers and medical polymers, but the conventional glycolic acid production method (when natural materials are used as a method for producing glycolic acid, Extracted from sorghum, and the method of synthesis is known as a method of producing formaldehyde by the carbonylation reaction, a method of producing by reacting acetic acid chloride and sodium hydroxide and a method of producing oxalic acid by electroreduction) The process is extremely complex, inefficient and of low purity. In addition, in the case of high purity, there is a problem in that the yield of glycolic acid is remarkably lowered and the manufacturing cost is high.

Therefore, there is a need to develop a glycolic acid production method having a low manufacturing cost and a simple manufacturing process using materials readily available around us.

The present inventors have completed the present invention as a result of trying to solve all the disadvantages and problems of the prior art as described above.

Accordingly, an object of the present invention is to provide a glycolic acid manufacturing method using an apple peel to extract the glycolic acid contained in the apple peel so as to produce useful substances using the waste resources that are discarded and to create high value using the same. .

Another object of the present invention is to provide a glycolic acid manufacturing method using an apple peel which can lower the manufacturing cost by recycling easily discarded skins of apples, which have a relatively high proportion of apples produced in Korea. .

Still another object of the present invention is to provide a glycolic acid manufacturing method using an apple peel, which can obtain glycolic acid in a simpler and cheaper manufacturing process.

The objects of the present invention are not limited to the above-mentioned objects, and other objects that are not mentioned will be clearly understood by those skilled in the art from the following description.

In order to achieve the above object, the present invention comprises the steps of obtaining a concentrate from an apple peel; Preparing a concentrate composition by mixing the concentrate and distilled water in a volume ratio of 1:40 to 60; Filtering the concentrate composition to obtain a filtrate; And it provides a glycolic acid production method using an apple peel comprising the step of purifying glycolic acid from the filtrate.

In a preferred embodiment, further comprising the step of leaving the concentrate composition for 20 to 60 minutes before filtering the concentrate composition.

In a preferred embodiment, the step of obtaining the concentrate from the apple peel is a step of obtaining a reduced pressure filtrate by pulverizing the apple peel and filtered under reduced pressure; And heating concentrated at 90-100 ° C. until the reduced pressure filtrate is concentrated to 1/5 volume.

In a preferred embodiment, the step of purifying glycolic acid from the filtrate is to pass the filtrate through HPLC.

In a preferred embodiment, the 3.65-3.75 min peak is aliquoted after passing the filtrate through the HPLC.

The present invention has the following excellent effects.

The glycolic acid production method using the apple peel of the present invention extracts the glycolic acid contained in the apple peel to produce useful materials using the waste resources discarded and to create high value using them.

Glycolic acid production method using the apple peel of the present invention can reduce the manufacturing cost by recycling easily discarded skin of the apple which occupies a relatively high proportion of the fruit produced in the country.

Glycolic acid production method using the apple peel of the present invention can obtain glycolic acid in a simpler and cheaper manufacturing process.

The terms used in the present invention were selected as general terms as widely used as possible, but in some cases, the terms arbitrarily selected by the applicant are included. In this case, the meanings described or used in the detailed description of the present invention are considered, rather than simply the names of the terms. The meaning should be grasped.

Hereinafter, with reference to the accompanying drawings and the preferred embodiment shown will be described in detail the technical configuration of the present invention.

However, the present invention is not limited to the embodiments described herein but may be embodied in other forms. Like reference numerals designate like elements throughout the specification.

First, looking at the technical features of the present invention, the technical feature of the present invention is to prepare glycolic acid using an apple peel. That is, when using natural materials, glycol acid production methods known to date are known to use only sugar cane, and glycolic acid is known to be contained only in unripe fruits, leaves, and sweet corn.

As a result, the glycolic acid production method using the apple peel of the present invention is commonly known in the surroundings is not only extremely easy to obtain, but also extremely environmentally friendly by recycling wastes discarded as trash.

In addition, glycolic acid production method using the apple peel of the present invention comprises the steps of obtaining a concentrate from the apple peel; Preparing a concentrate composition by mixing the concentrate and distilled water in a volume ratio of 1:40 to 60; Filtering the concentrate composition to obtain a filtrate; And purifying glycolic acid from the filtrate.

Looking more specifically, the step of obtaining a concentrate from the apple peel is a step of obtaining a reduced pressure filtrate by pulverizing the apple peel and filtered under reduced pressure; And heating concentrated at 90-100 ° C. until the reduced pressure filtrate is concentrated to 1/5 volume.

Here, the apple peel is used to clean the collected apple peel after removal of water, the grinding is preferably pulverized as fine as possible using a pulverizer of a known configuration, decompression the pulverized by using a decompression filter of a known configuration Obtain a filtrate.

Thereafter, the resultant is concentrated by heating at 90-100 ° C. until the volume of the reduced pressure filtrate obtained using the heat concentrator having a known configuration is reduced to a volume of 1/5.

Next, distilled water is added to extract the glycolic acid contained in the obtained concentrate, and the concentrate and the distilled water are mixed at a volume ratio of 1: 40-60, preferably 1:50, using a stirrer so that they can be mixed as uniformly as possible. It may be.

In some cases, the concentrate composition prepared by uniformly mixing the concentrate with distilled water may be left at room temperature for a predetermined time, preferably 20 to 60 minutes, so that the glycolic acid contained in the concentrate is dissolved in distilled water.

Next, the prepared concentrate composition is left to immediately or for a predetermined time and then filtered through a filtration device of a known configuration to obtain a filtrate.

Thereafter, the glycolic acid is purified from the obtained filtrate, and it is preferable to use high performance liquid chromatography (HPLC) having a known configuration. That is, glycolic acid is purified by passing the filtrate through the mobile phase through HPLC. Particularly, glycolic acid can be obtained by separating the 3.65-3.75 min peak after passing the filtrate through HPLC.

Example

1. Preparation of Concentrate from Apple Peel

After washing with water, 50 g of the dried apple peel was finely pulverized with a mixer and filtered through a vacuum filter to obtain a 50 ml vacuum filtrate. Thereafter, 50 mL of a vacuum filtrate was heated at 98 ° C. for 30 minutes to obtain a concentrated 10 mL of concentrate.

2. Preparation of concentrate composition

A concentrate composition was prepared by mixing 1 mL of the concentrate and 50 mL of distilled water. At this time, a stirrer was used to mix uniformly.

3. Filtrate Preparation

The concentrate composition was filtered using 5B filter paper to obtain a filtrate.

4. Purification of Glycolic Acid from Filtrate

 For the filtrate, glycolic acid was purified using HPLC in the same manner as in Table 1. The peak of the filtrate shown in FIG. 2 (TR 3.7 min), which coincides with the peak of standard glycolic acid shown in FIG. 1, was aliquoted to purify glycolic acid to obtain glycolic acid.

HPLC Purification Method Model LC-10AD Liquid Chromatograph
        SPD-10A UV-VIS Detector
        C-R6A Chromatopac Integrator
        Shimadzu, Kyoto, JP Column Gemini ODS C18, 5u, 110A, Phenomenex, USA
         4.6 mm (I.D.) * 250 mm (L) Solvent

in 3mM

in 3mM

Flow rate 1.0 mL / min Detector UV 220 nm Injection volume 5 uL Attenuation 4 Chart speed 10

Experimental Example 1

Verification using GC / MS of the prepared glycolic acid

In the above example, in order to confirm whether the glycolic acid purified by HPLC was glycolic acid, an aliquot was derivatized with TMS, and GC-MS analysis was performed. GC-MS analysis conditions are shown in Tables 2 and 3 below.

Gas chromatography analysis method Instrument Shimadzu GC-2010 Gas Chromatograph Column VB-WAX (60 m ㅧ 0.25 mm ㅧ 0.25 um) Column oven temp. 100 ℃ Injection Temp. 250 ℃ Injection Mode Split Split Ratio 50 Column flow 1.0 mL / min Carrier gas He

Mass spectrometry method Ion source Temp. 200 ℃ Interface Temp. 200 ℃ Solvent Cut Time 2.0 min Detector Gain Mode Absolute 1.50kV Running time 25.0 min Mass range 40-600 m / z

The analysis results are shown in FIG. 4. Compared with the analysis results of the standard glycolic acid shown in FIG. 3, the same time zone as the standard glycolic acid was shown at TR 4.58 minutes, and as shown in FIG. It can be seen that the same ionic pattern and similarity (Similarity 82%) was shown to be glycolic acid prepared by the preferred embodiment of the present invention.

Experimental Example 2

HPLC analysis was performed to quantify the glycolic acid contained in the apple peel concentrate. After the calibration curve was prepared as shown in FIG. 6 for standard glycolic acid dissolved at an appropriate concentration, the concentration was analyzed under the conditions described in Table 4. As a result, it was confirmed that 9.8 mg of glycolic acid could be obtained with 1 kg of apple peel.

As described above, the preferred embodiments have been illustrated and described, but are not limited to the above-described embodiments, and various modifications may be made by those skilled in the art without departing from the spirit of the present invention. And modifications will be possible.

1 is a graph showing the results of HPLC analysis of standard glycolic acid,

Figure 2 is a graph showing the HPLC analysis of the filtrate prepared according to a preferred embodiment of the present invention,

3 is a graph showing the results of GC analysis of standard glycolic acid,

Figure 4 is a graph showing the GC analysis of the glycolic acid prepared by the preferred embodiment of the present invention,

5 is a graph showing an MS analysis result of glycolic acid prepared by a preferred embodiment of the present invention;

6 is a graph showing the calibration curve prepared for standard glycolic acid.

Claims (5)

 Grinding the apple peel and filtering under reduced pressure to obtain a reduced pressure filtrate; And concentrating at 90-100 ° C. until the reduced pressure filtrate is concentrated to 1/5 volume. Preparing a concentrate composition by mixing the concentrate and distilled water in a volume ratio of 1:40 to 60; Filtering the concentrate composition to obtain a filtrate; And A glycolic acid production method using an apple peel comprising passing the filtrate through HPLC to purify glycolic acid from the filtrate. The method of claim 1, Method for producing glycolic acid using an apple peel, further comprising the step of leaving the concentrate composition for 20 to 60 minutes before filtering the concentrate composition. delete delete The method of claim 1, Method for producing glycolic acid using an apple peel, characterized in that after passing through the filtrate by HPLC to the peak 3.65-3.75min.

Images