CN1161991A - Method for separating safflower yellow dye and saccharified material from extract of safflower - Google Patents
Method for separating safflower yellow dye and saccharified material from extract of safflower Download PDFInfo
- Publication number
- CN1161991A CN1161991A CN 97100815 CN97100815A CN1161991A CN 1161991 A CN1161991 A CN 1161991A CN 97100815 CN97100815 CN 97100815 CN 97100815 A CN97100815 A CN 97100815A CN 1161991 A CN1161991 A CN 1161991A
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- China
- Prior art keywords
- dyestuff
- sorbent material
- base
- aromatic substance
- safflower
- Prior art date
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- Granted
Links
- 244000020518 Carthamus tinctorius Species 0.000 title claims abstract description 43
- 235000003255 Carthamus tinctorius Nutrition 0.000 title claims abstract description 43
- 238000000034 method Methods 0.000 title claims abstract description 33
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 title abstract 3
- KINGXFAMZNIVNL-SXQDSXCISA-N safflor yellow A Natural products OC[C@@H]1O[C@H]2[C@H](OC3=C2C(=O)C(=C(O)C=Cc4ccc(O)cc4)C(=O)[C@]3(O)[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H]1O KINGXFAMZNIVNL-SXQDSXCISA-N 0.000 title abstract 3
- 239000001043 yellow dye Substances 0.000 title abstract 3
- 239000000463 material Substances 0.000 title description 2
- 239000002594 sorbent Substances 0.000 claims abstract description 76
- 239000000975 dye Substances 0.000 claims description 90
- 239000000126 substance Substances 0.000 claims description 44
- 125000003118 aryl group Chemical group 0.000 claims description 37
- 239000003960 organic solvent Substances 0.000 claims description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 229930182470 glycoside Natural products 0.000 claims description 18
- 150000002338 glycosides Chemical class 0.000 claims description 18
- 239000003463 adsorbent Substances 0.000 claims description 17
- 239000007788 liquid Substances 0.000 claims description 14
- 150000001720 carbohydrates Chemical class 0.000 claims description 13
- 241000628997 Flos Species 0.000 claims description 8
- 238000010521 absorption reaction Methods 0.000 claims description 8
- 239000012046 mixed solvent Substances 0.000 claims description 6
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000003456 ion exchange resin Substances 0.000 claims description 2
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 2
- 239000011148 porous material Substances 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 1
- 239000012535 impurity Substances 0.000 abstract description 5
- 150000001491 aromatic compounds Chemical class 0.000 abstract 2
- 238000004064 recycling Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 238000005406 washing Methods 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 229920001429 chelating resin Polymers 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 240000005220 Bischofia javanica Species 0.000 description 3
- 235000010893 Bischofia javanica Nutrition 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000007853 buffer solution Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- WLYGSPLCNKYESI-RSUQVHIMSA-N Carthamin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1[C@@]1(O)C(O)=C(C(=O)\C=C\C=2C=CC(O)=CC=2)C(=O)C(\C=C\2C([C@](O)([C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)C(O)=C(C(=O)\C=C\C=3C=CC(O)=CC=3)C/2=O)=O)=C1O WLYGSPLCNKYESI-RSUQVHIMSA-N 0.000 description 2
- DYQVDISPPLTLLR-HJQYTNQXSA-N Carthamin Natural products CC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)[C@]2(O)C(=C(C=C/3C(=O)C(=C(O)[C@](O)([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C3=O)C(=O)C=Cc5ccc(O)cc5)C(=O)C(=C2O)C(=O)C=Cc6ccc(O)cc6)O DYQVDISPPLTLLR-HJQYTNQXSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229920003071 Polyclar® Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- IAVUBSCVWHLRGE-UXEKTNMQSA-N (6e)-2,5-dihydroxy-6-[(e)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-2,4-bis[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1C(C(C(O)([C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)C1=O)=O)=C(O)\C1=C(/O)\C=C\C1=CC=C(O)C=C1 IAVUBSCVWHLRGE-UXEKTNMQSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 244000019459 Cynara cardunculus Species 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 101150096839 Fcmr gene Proteins 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 229920003068 Polyclar® 10 Polymers 0.000 description 1
- 229920002659 Polyclar® Super R Polymers 0.000 description 1
- NNXHCBKOBDDJFM-UHFFFAOYSA-N Safflomin A Natural products OCC1OC(C(O)C(O)C1O)C2(O)C(=C(C(O)C3OCC(O)C(O)C3O)C(=O)C(=C2O)C(=O)C=Cc4ccc(O)cc4)O NNXHCBKOBDDJFM-UHFFFAOYSA-N 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- XZKRXPZXQLARHH-UHFFFAOYSA-N buta-1,3-dienylbenzene Chemical compound C=CC=CC1=CC=CC=C1 XZKRXPZXQLARHH-UHFFFAOYSA-N 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Natural products CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000006575 electron-withdrawing group Chemical group 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 235000002864 food coloring agent Nutrition 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- ZZMASNSDVDSYKO-UHFFFAOYSA-N hydroxysafflor yellow A Natural products OCC1OC(C(O)C(O)C1O)C2=C(O)C(O)(C3OC(CO)C(O)C(O)C3O)C(=O)C(=C2O)C(=O)C=Cc4ccc(O)cc4 ZZMASNSDVDSYKO-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008055 phosphate buffer solution Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920000523 polyvinylpolypyrrolidone Polymers 0.000 description 1
- 235000013809 polyvinylpolypyrrolidone Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229940119485 safflower extract Drugs 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The invention relates to a method for separating and recycling safflower yellow dye without impurities from the extract of safflower petal; the method is characterized in that: the extract of safflower petal is touched with the sorbent based on macroporous aromatic compound and/or the modified sorbent based on macroporous aromatic compound, so that the safflower yellow dye can be absorbed on the sorbent.
Description
The present invention relates to carthamin-A (safflomin-A) dyestuff that a kind of separation has excellent stability, as the method for sailor yellow B dyestuff, saccharides and the glycosides of safflower red (carthamin) raw material, this method is to absorb with absorption agent by these dyestuffs or the component that contains in the extract with the safflower petal.The carthamin that obtains-A dyestuff is as the dyestuff of food, makeup and pharmaceutical composition, and sailor yellow B is as the red raw material of safflower, and saccharides and glycosides are as the additive of food, makeup and pharmaceutical composition.
Safflower (Carthamus tinctorius L.) is a kind of composite plant, leaves the faint yellow flower of artichoke plant shape in mid-July.With its petal collect, dry or grind and fermentation demonstrates a kind of incarnadine, this tunning is known as ＂ Koka ＂ (safflower), in traditional Chinese medicine, it is had very high evaluation or with it as high-grade dyestuff.Further, the dyestuff that obtains from the safflower petal contains a large amount of water-soluble dye (being made up of carthamin-A, the plain C of sailor yellow B and Flos Carthami (safflominC)), and will be used as the pigment of food from the dyestuff that the safflower petal obtains.But the dyestuff that obtains from the safflower petal contains impurity such as glycosides and protein, and this is to the side effect that is formed with of the concentration of dyestuff and Powdered dyestuff.In addition, the sailor yellow B dyestuff coexistence that has the carthamin-A of weather resistance and decompose easily, these components will cause decolouring, color and luster is gloomy or As time goes on be precipitated out.
An object of the present invention is to provide and a kind ofly from safflower petal extract, separate and reclaim the method that does not have impurity such as glycosides and proteinic sailor yellow dyestuff.
Another object of the present invention provides a kind of commercial run that separates and reclaim carthamin-A dyestuff from safflower petal extract, carthamin-the A that obtains is being used for to food when painted, throw out can As time goes on not occur, and have excellent luminance, colourity and weather resistance.
The 3rd purpose of the present invention provides a kind of method of separating and reclaiming the sailor yellow B dyestuff that is used as the red raw material of safflower from safflower petal extract.
The 4th purpose of the present invention provides a kind of method of separating and reclaim saccharides or glycosides from safflower petal extract.
According to the present invention, a kind of method of separating and reclaiming sailor yellow dyestuff and saccharides or glycosides is provided, this method comprise with safflower petal extract and a kind of macropore with the aromatic substance be the sorbent material of base and/or macropore be that the modified adsorbent of base contacts with the aromatic substance so that the sailor yellow dyestuff is attracted on the described sorbent material.
Further, according to the present invention, provide a kind of method of from the safflower petal extract of having removed the sailor yellow dyestuff by absorption, separating and reclaim saccharides or glycosides.
Further, according to the present invention, provide a kind of method of separating and reclaiming sailor yellow B dyestuff and carthamin-A dyestuff, this method may further comprise the steps:
Being the sorbent material of base with the aromatic substance or being that the modified adsorbent of base contacts with the aromatic substance of safflower petal extract and a kind of macropore dissociates sailor yellow B dyestuff so that sailor yellow B dyestuff is attracted on the described sorbent material and from described sorbent material; With
The liquid that passed through described sorbent material is the sorbent material of base with the aromatic substance or is that the modified adsorbent of base contact with the aromatic substance with a kind of, carthamin-A dyestuff is dissociated so that carthamin-A dyestuff is attracted on the described sorbent material and from described sorbent material.
Among the present invention, safflower petal extract is meant the liquid of the extract that the neutrality that contains under useful neutrality or acid hot water or the room temperature or sour water safflower extracting obtain.Aforesaid liquid is preferably handled removing petal and impurity through decant or centrifugation, and with residue as starting raw material (safflower petal extract).Described neutrality or sour water can 1-99%, the preferably organic solvents of 10-70% (volume).In this case, preferably organic solvent is removed from liquid, is removed petal and impurity with methods such as evaporations, and with residue as starting raw material (safflower petal extract).In some cases, the liquid that contains organic solvent can directly be used as starting raw material.
The liquid (for example water) that is used as above-mentioned extraction is by a kind of acidic substance acidifying.Described acidic substance comprise mineral acid such as spirit of salt, sulfuric acid and phosphoric acid and organic acid such as acetate, citric acid, toxilic acid, tartrate and lactic acid.The content of acid is the 0.001-1 mole in the extract.Described liquid also can be with a kind of buffered soln acidifying, or also can be with buffered soln as described liquid.Described buffered soln comprises phosphate buffer solution, citric acid solution, acetic acid buffer solution, three spirit of salt buffered soln, ammonium acetate buffer solution, trisodium phosphate buffered soln, glycine buffer solution and a kind of palaiotype (Good ' s) buffered soln, but is not restricted to these buffered soln.The pH value of the liquid that is used to extract is 2-7, preferably 2-4.
Described organic solvent comprises water-miscible organic solvent for example ethanol, methyl alcohol, propyl alcohol and other solvent.The content of organic solvent is 1-99% (volume) in the water, is preferably 10-70% (volume).
Among the present invention, term ＂ macropore with the aromatic substance be the sorbent material ＂ of base or ＂ macropore be that the sorbent material ＂ of modification of base is meant that most of aperture is the sorbent material of 0.01-10ml/g at 1-9000A and pore volume with the aromatic substance.Described macropore be that the sorbent material of base is to have cancellated resin and be particle with resulting resin forming what a kind of polymerisable monomer such as Vinylstyrene and a kind of ethanoyl monomer such as vinylbenzene or vinyl pyrrolidone polymerization obtained with the aromatic substance.Described macropore with the aromatic substance be the base sorbent material can be following commodity sorbent material: DuoliteS-30, ES-33, S-37, S-862, S861, S-587 and S-761 (DiamondShamrock chemistry company limited product), Amberlite XAD-2, XAD-4, XAD-7, XAD-8, XAD-16, XAD-1180, XAD-2000 and XAD-2010 (Rohm ﹠ Haas company product), Diaion HP-10, HP-20, HP-21 and HP-40 and Sepabeads-850 (Mitsubishi chemical company product), Dowex XUS-40323 and XUS-40285 (Dow chemical company), KS, HS, AF and L-1 (Hokuetsu Tanso Kogyo K.K.), Polyclar SB-100, Polyclar Super R and Polyclar 10 (PVPP, insoluble polyvinylpyrrolidone) (ISP product) and Toyopearl HW-40 (Toso company product).
Macropore be that the modified adsorbent of base is to be that the sorbent material of base carries out chemical modification with electron-withdrawing group as chlorine atom or bromine atoms and obtains with the aromatic substance with the above-mentioned macropore that obtains with the aromatic substance.Macropore be that the modified adsorbent of base can be the commodity sorbent material (by Mitsubishi chemical company product) of commodity Sepabeads SP-206 by name and SP-207 with the aromatic substance.
Safflower used in the present invention can be fresh safflower or dry safflower, can comprise ＂ MogamiKoka ＂, ＂ China Koka ＂, ＂ Okayama No.1 ＂, ＂ Israel ＂ and ＂ California ＂ safflower.But the present invention is not limited to these safflowers.
To explain the method for separation safflower of the present invention and saccharides or glycosides below in more detail.When the extract that will contain the sailor yellow dyestuff and macropore be the sorbent material of base when contacting with the aromatic substance, the sailor yellow B dyestuff that is contained in the extract is attracted on the sorbent material.Then, is the mixed solvent washing (this mixed solvent can contain a kind of acidic substance simultaneously) of organic solvent/water of 1-20/99-80 with the sorbent material that is adsorbed with dyestuff with deionized water wash or with the volume ratio of organic solvent/water, and is that the mixed solvent of organic solvent/water of 100-21/0-79 dissociates with sailor yellow B dyestuff with the volume ratio of organic solvent/water.After removing in the dilution of water or acidic aqueous solution or with organic solvent, with by described macropore with the aromatic substance be base sorbent material liquid directly with macropore be that the modified adsorbent of base contacts with the aromatic substance so that carthamin-A dye adsorption be on the basic modified adsorbent with the aromatic substance at macropore.With the sorbent material that is adsorbed with carthamin-A dyestuff with deionized water wash or with the low-down water washing of acidity, to remove glycosides, polysaccharide, protein etc., then, with carthamin-A dyestuff be the mixed solvent disassociation of organic solvent/water of 30-100/70-0 with the volume ratio of organic solvent/water.By described macropore with the aromatic substance be the base sorbent material and macropore with the aromatic substance be the base modified adsorbent after, liquid contains from safflower deutero-saccharides or glycosides, and these components can be by spent ion exchange resin or activated carbon decolorizing and purifying.
Be used for preferably being selected from water-miscible organic solvent methyl alcohol, ethanol, acetone and propyl alcohol, but organic solvent is not limited to these solvents from the organic solvent of described sorbent material disassociation sailor yellow B dyestuff.
Adopt above-mentioned method, can at an easy rate the sailor yellow dyestuff be separated with saccharides, or, adopt above-mentioned method, can at an easy rate sailor yellow B dyestuff, carthamin-A dyestuff be separated with saccharides, but separation method is not limited to these methods.
That is, sailor yellow B dyestuff and Flos Carthami element-A dyestuff macropore with the aromatic substance be the sorbent material of base and macropore with the aromatic substance be absorption on the modified adsorbent of base depend on the safflower as raw material, described acidic substance, the buffered soln that is used to extract and organic solvent and macropore with the aromatic substance be the sorbent material of base and macropore be the combination of modified adsorbent of base with the aromatic substance.Sailor yellow B dyestuff is adsorbed on some macropore is on the modified adsorbent of base with the aromatic substance, and carthamin-A dye adsorption be on the sorbent material of base with the aromatic substance in some macropore.Therefore, when stating factor in the choice, must be careful.
Explain the present invention below with reference to the following examples, wherein, ＂ % ＂ represents ＂ % (weight) ＂.
Embodiment 1
10 kilograms of fresh safflowers were dipped in 200 liter 5% the acetic acid aqueous solution 20 hours, then with the aqueous solution that obtains by to be filled with the pillar of 10 liters of sorbent materials (Diaion HP-20).The yellow B dyestuff of part carthamin-A dyestuff and Flos Carthami is attracted on the described sorbent material.Use 30 liter 15% aqueous ethanolic solution (containing 1% acetate) to wash then with 20 liter 1% acetic acid aqueous solution washing in the sorbent material that is adsorbed with dyestuff to remove carthamin-A dyestuff.Then, with 20 liter 50% aqueous ethanolic solution by this sorbent material (resin) with wash-out sailor yellow B dyestuff.From the solution that obtains, remove ethanol, and, obtain 30 gram sailor yellow B dyestuffs residue lyophilize under vacuum.
Further, the absorption of sailor yellow B dyestuff is finished after solution that stay and that contain carthamin-A dyestuff by one be filled with 1 liter of sorbent material (Sepabeads SP-207) pillar so that carthamin-A be adsorbed.Sorbent material is washed with 2 premium on currency, and 2 liter 50% aqueous ethanolic solution is passed through this sorbent material with wash-out carthamin-A dyestuff,, obtain 100 gram carthamin-A dyestuffs residue lyophilize under vacuum.To decolour and purifying with active carbon powder by the solution of sorbent material, and concentrate, obtain about 200 gram saccharidess, glycosides etc.
Embodiment 2
5 kilograms of dry safflowers were dipped in 100 liter 1.5% the aqueous citric acid solution 20 hours.With the solution that obtains by being filled with the pillar of 5 liters of Amberlite XAD-16.The yellow B dyestuff of part carthamin-A dyestuff and Flos Carthami is attracted on the described sorbent material.Use 10 liter 20% methanol aqueous solution (containing 0.5% citric acid) to wash then with 10 liter 1.5% aqueous citric acid solution washing in the sorbent material that is adsorbed with dyestuff to remove carthamin-A dyestuff.Then, with 10 liter 70% methanol aqueous solution by this sorbent material with wash-out sailor yellow B dyestuff.From the solution that obtains, remove ethanol, and residue is concentrated, obtain the liquid that 100 grams contain the 30 gram sailor yellow B dyestuffs of having an appointment.
Further, the solution that stays after the absorption of sailor yellow B dyestuff is finished by one be filled with 3 liters of Amberlite XAD-2010 pillar so that carthamin-A be adsorbed.With sorbent material (Amberlite) with 6 premium on currency washings, then with 6 liter 70% methanol aqueous solution by this sorbent material with wash-out carthamin-A dyestuff.From the solution that obtains, remove methyl alcohol, and will concentrate, obtain 1 kilogram of solution that contains the 300 gram carthamin-A dyestuffs of having an appointment.To decolour and purifying with active carbon powder by the solution of sorbent material, and concentrate, obtain about 100 gram saccharidess, glycosides etc.
Embodiment 3
1 kilogram of dry safflower (California) was dipped in 20 liter 60% the aqueous ethanolic solution (containing 1.0% toxilic acid) 20 hours.With the solution that obtains by being filled with the pillar of 10 liters of Polyclar.The yellow B dyestuff of part carthamin-A dyestuff and Flos Carthami is attracted on the described sorbent material.Use 20 liter 90% aqueous ethanolic solution (containing 0.5% toxilic acid) to wash then with 20 liter 1.0% toxilic acid solution washing in the sorbent material that is adsorbed with dyestuff to remove carthamin-A dyestuff.Then, with 20 liter 90% aqueous ethanolic solution by this sorbent material with wash-out sailor yellow B dyestuff.From the solution that obtains, remove ethanol, and residue is concentrated, obtain about 10 gram sailor yellow B dyestuffs.
Further, the absorption of sailor yellow B dyestuff is finished the solution that stays afterwards and be filled with the pillar of 1 liter of Dowex XUS-40323 so that carthamin-A is attracted to (Dowex) on the sorbent material by one.With sorbent material (Dowex) with 2 premium on currency washings, then with 2 liter 70% aqueous ethanolic solution by this sorbent material with wash-out carthamin-A dyestuff.From the solution that obtains, remove ethanol, and residue is concentrated, obtain about 30 gram carthamin-A dyestuffs.To decolour and purifying with active carbon powder by the solution of sorbent material, and concentrate, obtain about 50 gram saccharidess, glycosides etc.
Embodiment 4
10 kilograms of dry safflowers (Chinese Koka) were with 100 liters 100 ℃ water hot extraction 1 hour.With the solution that obtains by a pillar that is filled with 10 liters of Diaion HP-20.The yellow B dyestuff of part carthamin-A dyestuff and Flos Carthami is attracted on the described sorbent material.Use 30 liter 15% aqueous ethanolic solution (containing 1% acetate) to wash then with 20 liter 1.0% acetic acid aqueous solution washing in the sorbent material that is adsorbed with dyestuff to remove carthamin-A dyestuff.Then, with 20 liter 50% aqueous ethanolic solution by this sorbent material with wash-out sailor yellow B dyestuff.From the solution that obtains, remove ethanol, and, obtain about 30 gram sailor yellow B dyestuffs residue lyophilize under vacuum.
Further, the solution that stays after the absorption of sailor yellow B dyestuff is finished by one be filled with 1 liter of sorbent material (Sepabeads SP-207) pillar so that carthamin-A be adsorbed.With sorbent material (Sepabeads) with 2 premium on currency washings, then with 2 liter 50% aqueous ethanolic solution by this sorbent material with wash-out carthamin-A dyestuff.From the solution that obtains, remove ethanol, and, obtain about 100 gram carthamin-A dyestuffs residue lyophilize under vacuum.To decolour and purifying with active carbon powder by the solution of sorbent material, and concentrate, obtain about 200 gram saccharidess, glycosides etc.
As mentioned above, the present invention can be provided for the carthamin-A dyestuff of food color with technical scale, and As time goes on it throw out can not occur, and have excellent luminance, colourity and weather resistance.Further, according to the present invention, can separate and reclaim being used as the expensive red raw material sailor yellow dyestuff of safflower of preparation with high yield.In addition, according to the present invention, after reclaiming sailor yellow B dyestuff and Flos Carthami element-A dyestuff, can also be with saccharides or glycosides separation and the recovery that contains in the safflower.
Claims (10)
1, a kind of method of separating and reclaiming sailor yellow dyestuff and saccharides or glycosides, this method comprise with safflower petal extract and a kind of macropore with the aromatic substance be the sorbent material of base and/or macropore be that the modified adsorbent of base contacts with the aromatic substance so that the sailor yellow dyestuff is attracted on the described sorbent material.
2, the method for claim 1, wherein, this method further comprise make with the aromatic substance be the sorbent material of base and/or with the aromatic substance be the modified adsorbent of base contact with the mixture of water with organic solvent or organic solvent so that the sailor yellow dyestuff from described sorbent material dissociative step.
3, the method for claim 1, wherein described sailor yellow dyestuff contains sailor yellow B dyestuff and Flos Carthami element-A dyestuff.
4, the method for claim 1, wherein from the safflower petal extract of having removed the sailor yellow dyestuff by absorption, separate and recovery saccharides and glycosides.
5, method as claimed in claim 4, wherein, saccharides or glycosides are by separating safflower petal extract and reclaiming with gac and/or ion exchange resin contact.
6, the method for claim 1, this method may further comprise the steps:
Safflower petal extract is the sorbent material of base with the aromatic substance or is that the modified adsorbent of base contacts with the aromatic substance with a kind of, sailor yellow B dyestuff is dissociated so that sailor yellow B dyestuff is attracted on the described sorbent material and from described sorbent material; With
The liquid that passed through described sorbent material is the sorbent material of base with the aromatic substance or is that the modified adsorbent of base contact with the aromatic substance with a kind of, carthamin-A dyestuff is dissociated so that carthamin-A dyestuff is attracted on the described sorbent material and from described sorbent material.
7, the method for claim 1, this method may further comprise the steps:
Described safflower petal extract is contacted with the sorbent material that with the aromatic substance is base, sailor yellow B dyestuff is dissociated so that sailor yellow B dyestuff is attracted on the described sorbent material and from described sorbent material; With
Contact with the modified adsorbent that with the aromatic substance is base having passed through the liquid of described sorbent material, carthamin-A dyestuff is dissociated so that carthamin-A dyestuff is attracted on the described sorbent material and from described sorbent material.
8, method as claimed in claim 6, described sailor yellow B dyestuff dissociates in the volume ratio of organic solvent/water is the mixed solvent of organic solvent/water of 100-21: 0-79.
9, method as claimed in claim 6, described carthamin-A dyestuff dissociates in the volume ratio of organic solvent/water is the mixed solvent of organic solvent/water of 30-100: 70-0.
10, the method for claim 1, wherein described macropore with the aromatic substance be the sorbent material of base and macropore be that the most aperture of modified adsorbent of base is that 1-9000 and pore volume are 0.01-10ml/g with the aromatic substance.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4570696 | 1996-03-04 | ||
| JP045706/96 | 1996-03-04 | ||
| JP045706/1996 | 1996-03-04 | ||
| JP198600/1996 | 1996-07-29 | ||
| JP198600/96 | 1996-07-29 | ||
| JP19860096A JP3410610B2 (en) | 1996-03-04 | 1996-07-29 | Separation method of safflower yellow pigment and sugar from safflower extract |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1161991A true CN1161991A (en) | 1997-10-15 |
| CN1071362C CN1071362C (en) | 2001-09-19 |
Family
ID=26385762
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN97100815A Expired - Lifetime CN1071362C (en) | 1996-03-04 | 1997-03-04 | Method for separating safflower yellow dye and saccharified material from extract of safflower |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP3410610B2 (en) |
| CN (1) | CN1071362C (en) |
| TW (1) | TW353104B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1101424C (en) * | 2000-01-21 | 2003-02-12 | 浙江大学 | Method for extracting natural edible pigment safflor yellow |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1085674C (en) * | 1998-11-24 | 2002-05-29 | 北京市心肺血管疾病研究所 | Safflower total uranidin, its preparation and application |
| JP4510230B2 (en) * | 2000-05-26 | 2010-07-21 | 三栄源エフ・エフ・アイ株式会社 | Deodorized safflower yellow |
| JP2007089450A (en) * | 2005-09-28 | 2007-04-12 | Pola Chem Ind Inc | Food for controlling eyestrain |
| CN102692472B (en) * | 2011-03-22 | 2015-10-21 | 河北以岭医药研究院有限公司 | A kind of content assaying method of hydroxyl radical carthamin yellow carthamus A |
| CN102382151A (en) * | 2011-09-08 | 2012-03-21 | 成都中医药大学 | Separation and purification method for safflower yellow |
| US10214568B2 (en) | 2012-01-12 | 2019-02-26 | Ezaki Glico Co., Ltd. | Method for preparing phycocyanin |
| CN102660139B (en) * | 2012-05-18 | 2013-09-11 | 江西国亿生物科技有限公司 | Preparation of high-quality arthamin yellow |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1105683A (en) * | 1994-01-18 | 1995-07-26 | 龚枫砰 | Yellow health-care (coloring agent) dye |
-
1996
- 1996-07-29 JP JP19860096A patent/JP3410610B2/en not_active Expired - Lifetime
-
1997
- 1997-02-18 TW TW086101874A patent/TW353104B/en not_active IP Right Cessation
- 1997-03-04 CN CN97100815A patent/CN1071362C/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1101424C (en) * | 2000-01-21 | 2003-02-12 | 浙江大学 | Method for extracting natural edible pigment safflor yellow |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1071362C (en) | 2001-09-19 |
| JP3410610B2 (en) | 2003-05-26 |
| TW353104B (en) | 1999-02-21 |
| JPH09296124A (en) | 1997-11-18 |
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