CN103725033A - Method for extracting Enteromorpha pigment - Google Patents
Method for extracting Enteromorpha pigment Download PDFInfo
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- CN103725033A CN103725033A CN201310724512.8A CN201310724512A CN103725033A CN 103725033 A CN103725033 A CN 103725033A CN 201310724512 A CN201310724512 A CN 201310724512A CN 103725033 A CN103725033 A CN 103725033A
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- pigment
- ethyl acetate
- sherwood oil
- orselle
- waterside
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Abstract
The invention discloses a method for extracting an Enteromorpha pigment, which comprises the following steps: washing Enteromorpha, drying, pulverizing, and extracting by immersing in alcohol; filtering the extracting solution to obtain a filtrate, recovering the alcohol, and extracting with ethyl acetate to obtain a pigment solution; and passing the pigment solution through a silica gel resin chromatographic column, eluting by using petroleum ether or a petroleum ether-ethyl acetate mixed solution or ethyl acetate as an eluting agent, collecting the pigment component, and concentrating to remove the solvent. According to the method, the reagents used in the pigment crude extracting solution working process are water and alcohol, and the alcohol is recycled, so no environmental pollution is generated; the organic solvents used in the pigment purification process can also be recycled; and the extracted pigment has the advantages of stable properties and low production cost, is simple to operate, and has wide prospects when being developed as a food additive or staining agent.
Description
Technical field
The invention belongs to field of processing of aquatic products, especially algae processing, is specifically related to the preparation of waterside orselle.
Background technology
Enteromorpha belongs to Chlorophyta, Chlorophyceae, Ulvales, Ulvaceae, is a kind of large ocean green alga.Enteromorpha has extremely strong degeneration-resistant energy for growth, breaks out continuously the green tide of 7 years in Yellow Sea of China marine site, and its sociales are Enteromorpha.Enteromorpha itself is nontoxic, but the green tide forming may cause breaking out of insect, and algae deposition seabed can cause that water hypoxia causes hydrobiont dead, and changes sedimental physico-chemical property, and ocean Benthic ecology system is produced and had a strong impact on.But the contained biomass resource of Enteromorpha can be exploited.It is edible that Enteromorpha can be processed into tongue bar, or extract the nutrition such as polysaccharide.While preparing polysaccharide from Enteromorpha, needs decolour Enteromorpha to improve sugared purity in advance, the invention provides a kind of method of extracting waterside orselle, are intended to utilize the above-mentioned waterside orselle removing.
Summary of the invention
The object of this invention is to provide a kind of method of extracting waterside orselle.
Technical scheme is that a kind of method of extracting waterside orselle, is after Enteromorpha washing is dry and pulverizing, uses alcohol-pickled extraction; Vat liquor is crossed leaching filtrate, is extracted with ethyl acetate and obtains pigment solution after recovered alcohol; By silica gel resin chromatography post loading, the mixed solution of sherwood oil or sherwood oil and ethyl acetate, as washing composition wash-out, is collected colour component, the concentrated solvent of removing.
Concrete step comprises:
(1) harvesting Enteromorpha, reject impurity, fresh water washs to rinsing liquid specific conductivity and is no more than 0.02ms;
(2) remove moisture 40～75 ℃ of oven dry, preferably at 60 ℃ of heating, dryings;
(3) Enteromorpha is pulverized for the fragment below 3mm; Be preferably, adopt stamp mill dry method to smash to pieces to fragment below 3mm;
(4) 75%～95%(volumetric concentrations) alcohol-pickled spending the night, 200-800 order silk cover filtering for vat liquor, gets filtrate, and filtrate is rotary evaporation recovered alcohol at 40-60 ℃; Filter residue can be further used for extracting polysaccharide or being processed as Enteromorpha mud;
(5) remaining liquid is extracted with ethyl acetate pigment, gets upper solution, obtains pigment solution;
(6) with sherwood oil suspension silica gel resin, packing; The pigment solution of ethyl acetate extraction blots with silica gel, loading;
(7) by the mixed solution of sherwood oil or sherwood oil and ethyl acetate or ethyl acetate as washing composition wash-out, collect colour component, the concentrated solvent of removing;
Concrete, with sherwood oil, as washing composition wash-out, collect colour component, obtain zeaxanthin class pigment;
Or, with sherwood oil be eluted to colourless after, then (volume ratio is 4:1,7:3 to use sherwood oil and ethyl acetate mixed solution, 3:2,1:1), as eluent successively wash-out, collect colour component, obtain successively phoeophytin acid esters a, chlorophyllide a, chlorophyll a and xenthophylls, finally use ethyl acetate as eluent wash-out, collects and obtain chlorophyll oxide compound.
And then with acetone, methylene dichloride or methyl alcohol as elutriant, can continue the chlorophyll oxide compound that wash-out obtains brown color.
Present method agents useful for same in the pigment crude extract course of processing is water and alcohol, and alcohol recovery, non-environmental-pollution; Organic solvent used in pigment purge process is also recyclable.The pigment proterties of prepared extraction is stable, and low production cost is easy and simple to handle, as foodstuff additive or staining agent exploitation, has broad prospects.Byproduct after pigment extracts is the Enteromorpha of decolouring, can further be processed into sea grass polysaccharide, Enteromorpha mud etc.The present invention can make full use of the economic worth of Enteromorpha, reduces waste.
Accompanying drawing explanation
Fig. 1 is in embodiment 1, the absorption spectrum of gained zeaxanthin class pigment.
Fig. 2 is in embodiment 2, the absorption spectrum of gained phoeophytin acid esters a pigment.
Fig. 3 is in embodiment 6, the absorption spectrum of gained chlorophyll oxide compound pigment.
Embodiment
For technique means, creation characteristic that the present invention is realized, reach object and effect is easy to understand, below further set forth the present invention.
Embodiment 1
(1) harvesting Enteromorpha, reject impurity, washs to the specific conductivity of rinsing liquid and is no more than 0.02ms with fresh water.(2) remove moisture, 60 ℃ of heating, dryings.(3) adopt stamp mill dry method, the Enteromorpha of oven dry is smashed to pieces to fragment and is of a size of 3mm.(4) with volumetric concentration 75% is alcohol-pickled, spend the night, 600 order silk cover filterings for vat liquor, get filtrate, by filtrate rotary evaporation recovered alcohol at 50 ℃.(5) remaining liquid is extracted with ethyl acetate pigment, gets upper solution, obtains pigment solution.
(6) with sherwood oil suspension silica gel resin, packing.The pigment solution of ethyl acetate extraction blots with silica gel, is placed in silica gel chromatographic column loading.
(7) with sherwood oil, as washing composition wash-out, collect colour component, be spin-dried for concentrated.Thin-layer chromatography is done in sampling, with extraction agent (acetone/sherwood oil=3/2 volume ratio), dissolves, and developping agent (sherwood oil/acetone=3/1 volume ratio) launches, and measures Rf value.Sampling scanning absorption spectrum, does solvent and blank with sherwood oil, and sweep limit is 300-700nm, interval 1nm.Result preliminary evaluation is as follows:
| Pigment | Color | Actual measurement maximum absorption band (nm) | Rf value |
| Zeaxanthin | Yellow | 450 | 0.53 |
Absorption spectrum as shown in Figure 1.Qualification result is zeaxanthin class pigment.With this pigment, dye white cloth, bolting silk and waterproof face-cloth, after solvent evaporates, cloth, bolting silk and waterproof face-cloth become yellow.Pigment water cannot wash away, and washs more than 50 times, or is soaked in water more than 5 days, and color is constant, tentatively shows that this pigment has Color.
Embodiment 2
(1) harvesting Enteromorpha, reject impurity, washs to the specific conductivity of rinsing liquid and is no more than 0.02ms with fresh water.(2) remove moisture, 60 ℃ of heating, dryings.(3) adopt stamp mill dry method, the Enteromorpha of oven dry is smashed to pieces to fragment and is of a size of 3mm.(4) with volumetric concentration 75% is alcohol-pickled, spend the night, 600 order silk cover filterings for vat liquor, get filtrate, by filtrate rotary evaporation recovered alcohol at 45 ℃.(5) remaining liquid is extracted with ethyl acetate pigment, gets upper solution, obtains pigment solution.
(6) with sherwood oil suspension silica gel resin, packing.The pigment solution of ethyl acetate extraction blots with silica gel, is placed in silica gel chromatographic column loading.
(7) first with sherwood oil, as washing composition, be eluted to colourlessly, then the petrol ether/ethyl acetate mixed solvent wash-out that is 4:1 by volume ratio collects colour component, is spin-dried for concentrated.Thin-layer chromatography is done in sampling, with extraction agent (acetone/sherwood oil=3/2 volume ratio), dissolves, and developping agent (sherwood oil/acetone=3/1 volume ratio) launches, and measures Rf value.Sampling scanning absorption spectrum, does solvent and blank with the mixed solvent of petrol ether/ethyl acetate=3/1, and sweep limit is 300-700nm, interval 1nm.Result preliminary evaluation is as follows:
Absorption spectrum as shown in Figure 2.Qualification result is that (phoeophytin acid esters a) for chlorophyll class pigment.With this pigment, dye white cloth, bolting silk and waterproof face-cloth, after solvent evaporates, cloth, bolting silk and waterproof face-cloth become grey green-yellow.Pigment water cannot wash away, and washs more than 50 times, or is soaked in water more than 5 days, and color is constant, tentatively shows that this pigment has Color.
Embodiment 3
In embodiment 2, the petrol ether/ethyl acetate mixed solvent that is 4:1 by sherwood oil and volume ratio as washing composition successively wash-out after, then the petrol ether/ethyl acetate mixed solvent wash-out that is 7:3 by volume ratio collects colour component, is spin-dried for concentrated.Thin-layer chromatography is done in sampling, with extraction agent (acetone/sherwood oil=3/2 volume ratio), dissolves, and developping agent (sherwood oil/acetone=3/1 volume ratio) launches, and measures Rf value.Sampling scanning absorption spectrum, does solvent and blank with the mixed solvent of petrol ether/ethyl acetate=3/1, and sweep limit is 300-700nm, interval 1nm.Result preliminary evaluation is as follows:
| Pigment | Color | Actual measurement maximum absorption band (nm) | Rf value |
| Chlorophyll class (chlorophyll | Bluish-green | 475 | 0.45 |
| Acid esters a) | ? | ? | ? |
Qualification result is that (chlorophyllide a) for chlorophyll class pigment.With this pigment, dye white cloth, bolting silk and waterproof face-cloth, after solvent evaporates, cloth, bolting silk and waterproof face-cloth become blue-greenish colour.Pigment water cannot wash away, and washs more than 50 times, or is soaked in water more than 5 days, and color is constant, tentatively shows that this pigment has Color.
Embodiment 4
After embodiment 3 loading wash-outs, then continue the petrol ether/ethyl acetate mixed solvent wash-out that is 3:2 by volume ratio, collect colour component, be spin-dried for concentrated.Thin-layer chromatography is done in sampling, with extraction agent (acetone/sherwood oil=3/2 volume ratio), dissolves, and developping agent (sherwood oil/acetone=3/1 volume ratio) launches, and measures Rf value.Sampling scanning absorption spectrum, does solvent and blank with the mixed solvent of petrol ether/ethyl acetate=3/1, and sweep limit is 300-700nm, interval 1nm.Result preliminary evaluation is as follows:
| Pigment | Color | Actual measurement maximum absorption band (nm) | Rf value |
| Chlorophyll class (chlorophyll a) | Bluish-green | 435 | 0.40 |
Qualification result is chlorophyll class pigment (chlorophyll a).With this pigment, dye white cloth, bolting silk and waterproof face-cloth, after solvent evaporates, cloth, bolting silk and waterproof face-cloth become blue-greenish colour.Pigment water cannot wash away, and washs more than 50 times, or is soaked in water more than 5 days, and color is constant, tentatively shows that this pigment has Color.
Embodiment 5
In embodiment 4, after the petrol ether/ethyl acetate mixed solvent wash-out that volume ratio is 3:2, then continue the petrol ether/ethyl acetate mixed solvent wash-out that is 1:1 by volume ratio and collect colour component, be spin-dried for concentrated.Thin-layer chromatography is done in sampling, with extraction agent (acetone/sherwood oil=3/2 volume ratio), dissolves, and developping agent (sherwood oil/acetone=3/1 volume ratio) launches, and measures Rf value.Sampling scanning absorption spectrum, does solvent and blank with the mixed solvent of petrol ether/ethyl acetate=3/1, and sweep limit is 300-700nm, interval 1nm.Result preliminary evaluation is as follows:
| Pigment | Color | Actual measurement maximum absorption band (nm) | Rf value |
| Xenthophylls | Deep yellow | 450 | 0.34 |
Qualification result is xenthophylls.With this pigment, dye white cloth, bolting silk and waterproof face-cloth, after solvent evaporates, cloth, bolting silk and waterproof face-cloth become deep yellow.Pigment water cannot wash away, and washs more than 50 times, or is soaked in water more than 5 days, and color is constant, tentatively shows that this pigment has Color.
Embodiment 6
In embodiment 5, the petrol ether/ethyl acetate mixed solvent that is 1:1 by volume ratio is done after wash-out, then collects colour component with eluent ethyl acetate, is spin-dried for concentrated.Thin-layer chromatography is done in sampling, with extraction agent (acetone/sherwood oil=3/2 volume ratio), dissolves, and developping agent (sherwood oil/acetone=3/1 volume ratio) launches, and measures Rf value.Sampling scanning absorption spectrum, does solvent and blank with the mixed solvent of petrol ether/ethyl acetate=3/1, and sweep limit is 300-700nm, interval 1nm.Result preliminary evaluation is as follows:
| Pigment | Color | Actual measurement maximum absorption band (nm) | Rf value |
| Chlorophyll oxide compound | Pale brown | 410 | 0 |
Absorption spectrum as shown in Figure 3.Qualification result is chlorophyll oxide compound.With this pigment, dye white cloth, bolting silk and waterproof face-cloth, after solvent evaporates, cloth, bolting silk and waterproof face-cloth become brown color.Pigment water cannot wash away, and washs more than 50 times, or is soaked in water more than 5 days, and color is constant, tentatively shows that this pigment has Color.
With after eluent ethyl acetate, continue to use acetone, methylene dichloride or methyl alcohol as elutriant, can continue the chlorophyll oxide compound that wash-out obtains brown color.
More than show and described ultimate principle of the present invention, principal character and advantage of the present invention.The technician of the industry should understand; the present invention is not restricted to the described embodiments; that in above-described embodiment and specification sheets, describes just illustrates principle of the present invention; the present invention also has various changes and modifications without departing from the spirit and scope of the present invention, and these changes and improvements all fall in the claimed scope of the invention.The claimed scope of the present invention is defined by appending claims and equivalent thereof.
Claims (8)
1. a method of extracting waterside orselle, is characterized in that, comprises the following steps:
(1) Enteromorpha is washed to rinsing liquid specific conductivity and is no more than 0.02ms with fresh water;
(2) remove moisture, dry at 40～75 ℃;
(3) dried Enteromorpha is pulverized for the fragment below 3mm;
(4) 75%～95% alcohol-pickled spending the night, 200-800 order silk cover filtering for vat liquor, gets filtrate, rotary evaporation recovered alcohol at 40～60 ℃;
(5) remaining liquid is extracted with ethyl acetate, and gets upper solution, obtains pigment solution;
(6) with sherwood oil suspension silica gel resin, packing; In step (5), the pigment solution of ethyl acetate extraction blots with silica gel, loading;
(7) by the mixed solution of sherwood oil or sherwood oil and ethyl acetate or ethyl acetate as washing composition wash-out, collect colour component, the concentrated solvent of removing.
2. described in claim 1, extract the method for waterside orselle, it is characterized in that, in step (7), with sherwood oil, as washing composition wash-out, collect colour component, obtain zeaxanthin class pigment.
3. described in claim 1 or 2, extract the method for waterside orselle, it is characterized in that, in step (7), with sherwood oil be eluted to colourless after, the sherwood oil that is 4:1 by volume ratio again and ethyl acetate mixed solution, as eluent wash-out, are collected colour component, obtain phoeophytin acid esters a.
4. described in claim 3, extract the method for waterside orselle, it is characterized in that, then with volume ratio be 7:3 sherwood oil and ethyl acetate mixed solution as eluent wash-out, collect colour component, obtain chlorophyllide a.
5. described in claim 4, extract the method for waterside orselle, it is characterized in that, then with volume ratio be 3:2 sherwood oil and ethyl acetate mixed solution as eluent wash-out, collect colour component, obtain chlorophyll a.
6. described in claim 5, extract the method for waterside orselle, it is characterized in that, then with volume ratio be 1:1 sherwood oil and ethyl acetate mixed solution as eluent wash-out, collect colour component, obtain xenthophylls.
7. described in claim 6, extract the method for waterside orselle, it is characterized in that, then use ethyl acetate as eluent wash-out, collect and obtain chlorophyll oxide compound.
8. described in claim 7, extract the method for waterside orselle, it is characterized in that, continue to use acetone, methylene dichloride or methyl alcohol as elutriant, wash-out, collects and obtains chlorophyll oxide compound.
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| CN201310724512.8A CN103725033B (en) | 2013-12-24 | 2013-12-24 | Method for extracting Enteromorpha pigment |
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| CN201310724512.8A CN103725033B (en) | 2013-12-24 | 2013-12-24 | Method for extracting Enteromorpha pigment |
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Cited By (4)
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| CN105542509A (en) * | 2016-01-25 | 2016-05-04 | 苏州印丝特纺织数码科技有限公司 | Natural dye for spinning and preparation method thereof |
| CN111848360A (en) * | 2020-08-18 | 2020-10-30 | 宁波大学 | Preparation method of active ingredients in enteromorpha |
| CN111948319A (en) * | 2020-08-18 | 2020-11-17 | 宁波大学 | Efficient separation and analysis method for active ingredients in enteromorpha |
| CN115679689A (en) * | 2022-12-12 | 2023-02-03 | 杨开健 | Flame-retardant fabric finishing agent and fabric finishing method |
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Cited By (6)
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| CN105542509A (en) * | 2016-01-25 | 2016-05-04 | 苏州印丝特纺织数码科技有限公司 | Natural dye for spinning and preparation method thereof |
| CN111848360A (en) * | 2020-08-18 | 2020-10-30 | 宁波大学 | Preparation method of active ingredients in enteromorpha |
| CN111948319A (en) * | 2020-08-18 | 2020-11-17 | 宁波大学 | Efficient separation and analysis method for active ingredients in enteromorpha |
| CN111948319B (en) * | 2020-08-18 | 2022-04-01 | 宁波大学 | Efficient separation and analysis method for active ingredients in enteromorpha |
| CN111848360B (en) * | 2020-08-18 | 2023-01-06 | 宁波大学 | Preparation method of active ingredients in enteromorpha |
| CN115679689A (en) * | 2022-12-12 | 2023-02-03 | 杨开健 | Flame-retardant fabric finishing agent and fabric finishing method |
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Effective date of registration: 20220610 Address after: 201318 4 building, 1 Lane 99, Shen Mei Road, Pudong New Area, Shanghai, 4 Patentee after: SHANGHAI SONGHAO BIOTECHNOLOGY Co.,Ltd. Address before: 201306, No. 999, Huan Cheng Road, Pudong New Area, Shanghai Patentee before: SHANGHAI OCEAN University |