CN106906047B - Method for adsorbing and extracting water-soluble essential oil from flower aqueous solution - Google Patents

Method for adsorbing and extracting water-soluble essential oil from flower aqueous solution Download PDF

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CN106906047B
CN106906047B CN201710151209.1A CN201710151209A CN106906047B CN 106906047 B CN106906047 B CN 106906047B CN 201710151209 A CN201710151209 A CN 201710151209A CN 106906047 B CN106906047 B CN 106906047B
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solution
essential oil
water
flower
sio
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CN106906047A (en
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张安运
雷高明
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Zhejiang University ZJU
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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
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  • Organic Chemistry (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Fats And Perfumes (AREA)

Abstract

The invention discloses a method for adsorbing and extracting water-soluble essential oil from a flower aqueous solution, which comprises the following steps: large pore SiO to be coated with polymer2Placing in flower water solution, shaking for at least 15min, and eluting with alcohol solution to obtain water soluble essential oil. Macroporous SiO of the coated polymer2Comprises the following steps: with large pores of SiO2As a carrier, the styrene-divinylbenzene polymer is generated by polymerization reaction on the carrier. The total organic carbon concentration in the flower water solution is 800-1100 mg/kg. Polymer coated macroporous SiO2The amount of the flower solution is 5-10 g: 1L of the compound. The method for adsorbing and extracting the water-soluble essential oil from the flower aqueous solution can efficiently adsorb and separate the water-soluble essential oil from the flower aqueous solution, and is simple to operate and high in separation efficiency.

Description

Method for adsorbing and extracting water-soluble essential oil from flower aqueous solution
Technical Field
The invention relates to the technical field of essential oil extraction, in particular to a method for adsorbing and extracting water-soluble essential oil from a flower aqueous solution.
Background
Plant essential oils are volatile aromatic components contained in plant bodies, particularly fresh plants, and are a class of odorous volatile oily liquid substances.
Essential oil is ubiquitous in various parts of plants, plays an important role in the growth process of the plants, has the functions of regulating temperature and preventing diseases, and prevents the plants from being damaged by pathogenic bacteria. The essential oil also has obvious effects on body building, beauty, skin care, mood balancing and the like.
In the process of extracting plant essential oil, the most used method is to extract essential oil from fresh flowers of plants.
The extraction of the plant essential oil mainly comprises the following steps: steam distillation, squeezing, solvent extraction, absorption, and supercritical carbon dioxide extraction. When the distillation is carried out by adopting a steam distillation method, the fresh flowers are mixed with water, then heating distillation is carried out, the essential oil is volatilized by gaseous components, and after cooling, the essential oil is separated according to the density difference of the essential oil and the water.
And part of water-soluble essential oil still remains in the water solution after cooling, and the part of water-soluble essential oil is very low in content and good in water solubility and is difficult to separate by adopting a steam distillation method. The water-soluble essential oil has better quality and is easier to be absorbed by human body than the oil-soluble essential oil, so that a plurality of methods are adopted to separate and recover the water-soluble essential oil in the flower water solution, wherein the most used method is to adopt activated carbon to adsorb and recover the water-soluble essential oil. But the adsorption performance of the active carbon to the water-soluble essential oil is poor, and the use requirement is difficult to meet.
Disclosure of Invention
The invention provides a method for adsorbing and extracting water-soluble essential oil from a flower aqueous solution, which can efficiently adsorb and separate the water-soluble essential oil from the flower aqueous solution and has simple operation and high separation efficiency.
A method for adsorptive extraction of water soluble essential oils from aqueous flower solutions comprising the steps of:
large pore SiO to be coated with polymer2Placing in flower water solution, shaking for at least 15min, and eluting with alcohol solution to obtain water soluble essential oil.
The flower aqueous solution is as follows: after the essential oil is separated by adopting a steam distillation method, the water solution is obtained by condensation, the water-soluble essential oil is remained in the water solution, the content of the water-soluble essential oil is not high, and the water-soluble essential oil is difficult to be effectively enriched by adopting a conventional method.
The invention is to coat polymer macroporous SiO2As an adsorbent, the essential oil is adsorbed and separated from the flower water solution, and the adsorption efficiency is obviously higher than that of activated carbon under the same condition.
Macroporous SiO of the coated polymer2Comprises the following steps: with large pores of SiO2As a carrier, the styrene-divinylbenzene polymer is generated by polymerization reaction on the carrier. I.e. the macroporous SiO of the coating polymer2Is a silicon-based-styrene-divinylbenzene polymer (SiO)2-P), a new class of inorganic/organic support materials, SiO is disclosed in US68439212Styrene-divinylbenzene polymers, SiO2-P is an organic high polymer complex carrier containing porous silica carrier particles, and the preparation method is as follows:
(1) by reacting macroporous SiO2Washing with concentrated nitric acid, vacuum filtering, washing with deionized water to neutral, repeating for 10 times, and drying.
(2) Under the vacuum and argon protection condition, 1,2, 3-trichloropropane and m-xylene are used as solvents, and SiO is added into a large hole248.7g of m/p-formylstyrene, 8.9g of m/p-divinylbenzene, 72.2g of dioctylandiphthalate, 54.0g of sodium toluate, 0.56g of α -azobisisobutyronitrile and 0.57g of 1, 1' -dicyclohexylamine-1-carbonitrile were added thereto, and the mixture was gradually heated from room temperature to 90 ℃ and held for 13 hours, after which it was gradually cooled to room temperature.
(3) Washing with acetone and methanol, filtering, repeating for 10 times, and drying.
The method is suitable for adsorbing and separating the water-soluble essential oil from the flower water solution with low water-soluble essential oil content, and preferably, the total organic carbon concentration in the flower water solution is 800-1100 mg/kg. Namely, the total organic carbon content is 800-1100 mg per kg of flower water solution.
Preferably, the polymer-coated macroporous SiO2The amount of the flower solution is 5-10 g: 1L of the compound. Polymer coated macroporous SiO2The dosage of the water-soluble essential oil is small, and the effective enrichment of the water-soluble essential oil can be carried out.
When the water-soluble essential oil is adsorbed and separated, the operation is carried out at normal temperature, on one hand, special temperature control equipment is not needed, and on the other hand, the essential oil is prevented from being damaged. Preferably, the shaking is performed at a temperature of 298. + -. 10K.
The oscillation time, namely the contact time, is preferably 15min to 7h in order to ensure sufficient adsorption of the water-soluble essential oil and to consider time efficiency. Further preferably, the oscillation time is 3-7 h. And preferably, the oscillation time is 5-7 h.
The oscillation frequency is ensured in the oscillation process, so that the water-soluble essential oil can be adsorbed on the macroporous SiO of the coated polymer2And is not easily removed from the polymer-coated macroporous SiO2And (3) upper desorption, wherein the oscillation frequency is preferably 100-140 rpm. More preferably, the oscillation frequency is 110 to 130 rpm.
After adsorption, alcohol solution can be adopted to concentrate the macroporous SiO in the coating polymer2The above water-soluble essential oil is eluted, and preferably, the alcohol solution is an aqueous solution of ethanol or propylene glycol. More preferably, the mass fraction of the alcoholic solution is 40-60%.
The method for adsorbing and extracting the water-soluble essential oil from the flower aqueous solution can efficiently adsorb and separate the water-soluble essential oil from the flower aqueous solution, and is simple to operate and high in separation efficiency.
Drawings
FIG. 1 shows macroporous SiO of activated carbon and coated polymer at different contact times2Total organic carbon content in the filtrate after absorption.
FIG. 2 shows macroporous SiO of activated carbon and coated polymer at different contact times2Adsorption partition coefficient of (1).
Detailed Description
EXAMPLE 1 Polymer coated macroporous SiO2(SiO2Preparation of-P)
(1) By reacting macroporous SiO2Washing with concentrated nitric acid, vacuum filtering, washing with deionized water to neutral, repeating for 10 times, and drying.
(2) Under the vacuum and argon protection condition, 1,2, 3-trichloropropane and m-xylene are used as solvents, and SiO is added into a large hole248.7g of m/p-formylstyrene, 8.9g of m/p-divinylbenzene, 72.2g of dioctylandiphthalate, 54.0g of sodium toluate, 0.56g of α -azobisisobutyronitrile and 0.57g of 1, 1' -dicyclohexylamine-1-carbonitrile were added thereto, and the mixture was gradually heated from room temperature to 90 ℃ and held for 13 hours, after which it was gradually cooled to room temperature.
(3) Washing with acetone and methanol, filtering, repeating for 10 times, and drying.
Example 2
Put 0.25gSiO2P is shaken in 50mL of floral water solution (total organic carbon content 1010mg/kg) at a speed of 120rpm at a temperature of 298K for a shaking time (i.e. contact time): transferring 2mL flower water solution for 5min, 15min, 30min, 60min, 120min, 180min, 240min, 300min, 360min, and 420min, filtering with microporous membrane, and determining total organic matter in filtrate with Total Organic Carbon (TOC) analyzerCarbon concentration from which SiO was calculated2Adsorption partition coefficient (K) of Pd)。
Because the components of the essential oil are very complex, the content of the water-soluble essential oil is measured by the total organic carbon content.
After the oscillation time reaches 420min, SiO is added2Taking the P out of the flower water solution, and eluting by using 40% ethanol solution by mass fraction to obtain the water-soluble essential oil.
The total organic carbon concentration of this example is shown in FIG. 1, and the adsorption distribution coefficient is shown in FIG. 2.
Comparative example 1
Placing 0.25g of activated carbon in 50mL of flower water solution (the total organic carbon content is 1010mg/kg), and oscillating at the speed of 120rpm at the temperature of 298K for the oscillation time (namely the contact time): transferring 2mL of flower water solution when 5min, 15min, 30min, 60min, 120min, 180min, 240min, 300min, 360min and 420min, filtering with microporous membrane, measuring total organic carbon concentration in filtrate with Total Organic Carbon (TOC) analyzer, and calculating adsorption distribution coefficient (K) of activated carbond)。
The total organic carbon concentration of this comparative example is shown in FIG. 1, and the adsorption partition coefficient is shown in FIG. 2.
As can be seen from a comparison of FIG. 1, SiO was used for the same contact time2The total organic carbon concentration in the filtrate with P as the adsorbent was lower than that in the filtrate with activated carbon as the adsorbent, demonstrating SiO2the-P has better adsorption effect on water-soluble essential oil.
As can be seen from a comparison of FIG. 2, the water-soluble essential oil is in SiO for the same contact time2The adsorption partition coefficient on P is higher than that on activated carbon, proving that SiO2the-P has better adsorption effect on water-soluble essential oil.
Example 2
Put 0.35gSiO2P is shaken in 50mL of floral water solution (total organic carbon content 900mg/kg) at a speed of 120rpm at a temperature of 298K for a shaking time (i.e. contact time): transferring at 5min, 15min, 30min, 60min, 120min, 180min, 240min, 300min, 360min, and 420minFiltering 2mL of flower water solution with microporous membrane, determining total organic carbon concentration in filtrate with Total Organic Carbon (TOC) analyzer, and calculating SiO2Adsorption partition coefficient (K) of Pd)。
The total organic carbon concentration and adsorption partition coefficient were similar to example 1.
After the oscillation time reaches 420min, SiO is added2Taking the P out of the flower water solution, and eluting by using a propanol solution with the mass fraction of 50% to obtain the water-soluble essential oil.
Example 3
Put 0.45gSiO2P is shaken in 50mL of floral water solution (total organic carbon content 1100mg/kg) at a speed of 100rpm at a temperature of 298K for a shaking time (i.e. contact time): transferring 2mL flower water solution when 5min, 15min, 30min, 60min, 120min, 180min, 240min, 300min, 360min, and 420min, filtering with microporous membrane, measuring total organic carbon concentration in filtrate with Total Organic Carbon (TOC) analyzer, and calculating SiO2Adsorption partition coefficient (K) of Pd)。
The total organic carbon concentration and adsorption partition coefficient were similar to example 1.
After the oscillation time reaches 420min, SiO is added2Taking the P out of the flower water solution, and eluting by using an ethanol solution with the mass fraction of 60% to obtain the water-soluble essential oil.
The aqueous solutions of flowers used in the examples and comparative examples were obtained by steam distillation of Michelia figo.

Claims (5)

1. A method for adsorbing and extracting water-soluble essential oil from a flower aqueous solution is characterized by comprising the following steps:
large pore SiO to be coated with polymer2Placing in flower water solution, shaking for at least 15min, and eluting with alcohol solution to obtain water soluble essential oil;
the oscillation frequency is 100-140 rpm;
macroporous SiO of the coated polymer2The preparation method comprises the following steps:
(1) by reacting macroporous SiO2Washing with concentrated nitric acid, suction filtering, and washing with deionized waterUntil the solution is neutral, repeating and drying;
(2) under the vacuum and argon protection condition, 1,2, 3-trichloropropane and m-xylene are used as solvents, and SiO is added into a large hole248.7g of m/p-formylstyrene, 8.9g of m/p-divinylbenzene, 72.2g of dioctylandiphthalate, 54.0g of sodium toluate, 0.56g of α -azobisisobutyronitrile and 0.57g of 1, 1' -dicyclohexylamine-1-carbonitrile are added thereto, heated stepwise from room temperature to 90 ℃ and held for 13 hours, after which it is cooled stepwise to room temperature;
(3) washing and filtering the product with acetone and methanol respectively, repeating and drying;
the concentration of total organic carbon in the flower aqueous solution is 800-1100 mg/kg;
macroporous SiO of the coated polymer2The amount of the flower solution is 5-10 g: 1L of the compound.
2. The method for adsorptive extraction of water soluble essential oils from aqueous floral solutions of claim 1 wherein the shaking is performed at a temperature of 298 ± 10K.
3. The method for adsorptive extraction of water soluble essential oil from aqueous floral solution as claimed in claim 1, wherein the shaking time is 15 min-7 h.
4. The method for the adsorptive extraction of water soluble essential oils from aqueous floral solutions of claim 1, wherein said alcohol solution is an aqueous solution of ethanol or propylene glycol.
5. The method for adsorptive extraction of water soluble essential oils from aqueous floral solutions of claim 1 wherein said alcoholic solution comprises 40 to 60% by weight.
CN201710151209.1A 2017-03-14 2017-03-14 Method for adsorbing and extracting water-soluble essential oil from flower aqueous solution Expired - Fee Related CN106906047B (en)

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