CN113461489A - Method for preparing lanonol and wool acid by using lanolin as raw material - Google Patents
Method for preparing lanonol and wool acid by using lanolin as raw material Download PDFInfo
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- 239000004166 Lanolin Substances 0.000 title claims abstract description 83
- 235000019388 lanolin Nutrition 0.000 title claims abstract description 83
- 229940039717 lanolin Drugs 0.000 title claims abstract description 82
- 238000000034 method Methods 0.000 title claims abstract description 31
- 239000002253 acid Substances 0.000 title claims abstract description 28
- 239000002994 raw material Substances 0.000 title claims abstract description 16
- 210000002268 wool Anatomy 0.000 title description 14
- 238000007127 saponification reaction Methods 0.000 claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000002904 solvent Substances 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- 239000012071 phase Substances 0.000 claims abstract description 11
- 238000005191 phase separation Methods 0.000 claims abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
- 239000003960 organic solvent Substances 0.000 claims description 11
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 claims description 10
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical group CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 6
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 6
- 239000012074 organic phase Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 4
- 238000010979 pH adjustment Methods 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 238000005303 weighing Methods 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 22
- 238000000926 separation method Methods 0.000 abstract description 9
- 239000007788 liquid Substances 0.000 abstract description 7
- 238000009835 boiling Methods 0.000 abstract description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract description 3
- 239000008346 aqueous phase Substances 0.000 abstract description 3
- 238000001914 filtration Methods 0.000 abstract description 3
- 229910052708 sodium Inorganic materials 0.000 abstract description 3
- 239000011734 sodium Substances 0.000 abstract description 3
- 238000001704 evaporation Methods 0.000 abstract description 2
- 239000002910 solid waste Substances 0.000 abstract description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 32
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
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- 238000004128 high performance liquid chromatography Methods 0.000 description 3
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- 150000003432 sterols Chemical class 0.000 description 3
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- 238000005336 cracking Methods 0.000 description 2
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- 239000000203 mixture Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 239000003270 steroid hormone Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 150000003648 triterpenes Chemical class 0.000 description 2
- BQPPJGMMIYJVBR-UHFFFAOYSA-N (10S)-3c-Acetoxy-4.4.10r.13c.14t-pentamethyl-17c-((R)-1.5-dimethyl-hexen-(4)-yl)-(5tH)-Delta8-tetradecahydro-1H-cyclopenta[a]phenanthren Natural products CC12CCC(OC(C)=O)C(C)(C)C1CCC1=C2CCC2(C)C(C(CCC=C(C)C)C)CCC21C BQPPJGMMIYJVBR-UHFFFAOYSA-N 0.000 description 1
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 description 1
- CHGIKSSZNBCNDW-UHFFFAOYSA-N (3beta,5alpha)-4,4-Dimethylcholesta-8,24-dien-3-ol Natural products CC12CCC(O)C(C)(C)C1CCC1=C2CCC2(C)C(C(CCC=C(C)C)C)CCC21 CHGIKSSZNBCNDW-UHFFFAOYSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- XYTLYKGXLMKYMV-UHFFFAOYSA-N 14alpha-methylzymosterol Natural products CC12CCC(O)CC1CCC1=C2CCC2(C)C(C(CCC=C(C)C)C)CCC21C XYTLYKGXLMKYMV-UHFFFAOYSA-N 0.000 description 1
- FPTJELQXIUUCEY-UHFFFAOYSA-N 3beta-Hydroxy-lanostan Natural products C1CC2C(C)(C)C(O)CCC2(C)C2C1C1(C)CCC(C(C)CCCC(C)C)C1(C)CC2 FPTJELQXIUUCEY-UHFFFAOYSA-N 0.000 description 1
- BKLIAINBCQPSOV-UHFFFAOYSA-N Gluanol Natural products CC(C)CC=CC(C)C1CCC2(C)C3=C(CCC12C)C4(C)CCC(O)C(C)(C)C4CC3 BKLIAINBCQPSOV-UHFFFAOYSA-N 0.000 description 1
- LOPKHWOTGJIQLC-UHFFFAOYSA-N Lanosterol Natural products CC(CCC=C(C)C)C1CCC2(C)C3=C(CCC12C)C4(C)CCC(C)(O)C(C)(C)C4CC3 LOPKHWOTGJIQLC-UHFFFAOYSA-N 0.000 description 1
- CAHGCLMLTWQZNJ-UHFFFAOYSA-N Nerifoliol Natural products CC12CCC(O)C(C)(C)C1CCC1=C2CCC2(C)C(C(CCC=C(C)C)C)CCC21C CAHGCLMLTWQZNJ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229930003316 Vitamin D Natural products 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229940031955 anhydrous lanolin Drugs 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 210000000170 cell membrane Anatomy 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- HIJBKXJGCRTKHY-UHFFFAOYSA-N chloroform;1,1,1-trichloroethane Chemical compound ClC(Cl)Cl.CC(Cl)(Cl)Cl HIJBKXJGCRTKHY-UHFFFAOYSA-N 0.000 description 1
- QBSJHOGDIUQWTH-UHFFFAOYSA-N dihydrolanosterol Natural products CC(C)CCCC(C)C1CCC2(C)C3=C(CCC12C)C4(C)CCC(C)(O)C(C)(C)C4CC3 QBSJHOGDIUQWTH-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- CAHGCLMLTWQZNJ-RGEKOYMOSA-N lanosterol Chemical compound C([C@]12C)C[C@@H](O)C(C)(C)[C@H]1CCC1=C2CC[C@]2(C)[C@H]([C@H](CCC=C(C)C)C)CC[C@@]21C CAHGCLMLTWQZNJ-RGEKOYMOSA-N 0.000 description 1
- 229940058690 lanosterol Drugs 0.000 description 1
- -1 lanosterol) Chemical compound 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 235000019166 vitamin D Nutrition 0.000 description 1
- 239000011710 vitamin D Substances 0.000 description 1
- 150000003710 vitamin D derivatives Chemical class 0.000 description 1
- 235000005282 vitamin D3 Nutrition 0.000 description 1
- 239000011647 vitamin D3 Substances 0.000 description 1
- 229940046008 vitamin d Drugs 0.000 description 1
- 229940021056 vitamin d3 Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/86—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
Abstract
本发明提供一种以羊毛脂为原料制备羊毛醇和羊毛酸的方法。本方法包含皂化反应，过滤，分液，调整水相pH值得到羊毛酸，蒸干溶剂得到羊毛醇等5个步骤。本方法的特点在于：1.选取的溶剂沸点均超过100摄氏度，使皂化反应能在较高温度下进行，有利于快速皂化；2.反应获得的羊毛酸钠处于水相中，简单分相即可与羊毛醇分开；3.通过调整pH获得羊毛酸，过程中不产生固体废渣。本发明的方法适合推广用于皂化羊毛脂得到羊毛醇和羊毛酸。The invention provides a method for preparing lanolin and lanolinic acid by using lanolin as raw material. The method comprises 5 steps of saponification reaction, filtration, liquid separation, adjusting the pH value of the aqueous phase to obtain lanolinic acid, and evaporating the solvent to dryness to obtain lanolin alcohol. The characteristics of this method are: 1. The boiling point of the selected solvent is all over 100 degrees Celsius, so that the saponification reaction can be carried out at a higher temperature, which is conducive to rapid saponification; 2. The sodium lanolin obtained by the reaction is in the water phase, and the simple phase separation can be done Separate from lanolin; 3. Obtain lanolin by adjusting pH, and no solid waste residue is produced in the process. The method of the invention is suitable to be used for saponifying lanolin to obtain lanolin and lanolinic acid.
Description
Technical Field
The invention belongs to a separation method in the field of medicines, and particularly relates to a method for preparing lanonol and wool acid by taking lanolin as a raw material.
Background
Lanolin, also known as anhydrous lanolin and wool wax, is yellow, translucent, oily, viscous, ointment-like, semisolid in appearance. Insoluble in water, soluble in chloroform-trichloroethane mixed solvent at ratio of 3:10, slightly soluble in carbon tetrachloride, diethyl ether, petroleum ether and xylene, and insoluble in cold ethanol. Can absorb 2 times of water by weight to form a paste. Lanolin is an ester composed mainly of higher fatty acids and alcohols such as sterol, fatty alcohol and triterpene alcohol (mainly lanosterol), and contains about 95% of lanolin, free alcohols, fatty acids and alkanes, wherein the content of cholesterol is 10% -15%. The main source of lanolin is wool washing wastewater from wool spinning industry. Pure lanolin is an excellent emollient and is widely used in cosmetics. Lanolin alcohol and lanolin acid can be obtained by saponification of lanolin.
Lanolin alcohol is also called lanolin alcohol, is one of saponification products obtained by saponifying lanolin with alkali and separating, is light yellow to brown waxy or pasty solid, and has a melting point of 60-70 ℃. Insoluble in water, slightly soluble in anhydrous ethanol and mineral oil, and soluble in chloroform, oleyl alcohol and castor oil. It mainly comprises higher fatty alcohol, sterol and triterpene alcohol. Because of containing a large amount of sterol substances (such as cholesterol), lanolin alcohol has excellent moisture retention and emulsion stability, so that it can be used as a nutritional agent or bioactive substance added into high-grade cosmetics, and has effects of moistening skin, retaining moisture, etc. Lanolin alcohol is also one of the very effective W/O type emulsifiers.
The solubility of cholesterol in lanolin alcohol is similar to that of fat, and the lanolin alcohol is insoluble in water and easily soluble in solvents such as ether and chloroform. Cholesterol is an essential substance indispensable to animal tissue cells, not only participates in the formation of cell membranes, but also is a raw material for the synthesis of bile acids, vitamin D and steroid hormones. The cholesterol can be metabolized and converted into bile acid, steroid hormone, and 7-dehydrocholesterol, wherein the 7-dehydrocholesterol can be converted into vitamin D3 by ultraviolet irradiation. Cholesterol has multiple industrial applications, and can be widely applied to various fields such as cosmetics, emulsifiers, medicine industry, liquid crystal industry and the like.
Wool acid is one of the most important products in lanolin derivatives, and is widely used in cosmetics; wool acid can promote the penetration of water vapor to skin fat, and thus plays an important role in skin care. Higher purity wool acid is the main raw material for the preparation of various lanolin derivatives. Lanolin has been shown to be rich in branched chain fatty acids, which include all the branched chain fatty acids detectable in vernix. The branched chain fatty acid has important effect on intestinal tracts of newborn and human health, but the content of natural sources is low, the artificial synthesis cost is high, and the content of the branched chain fatty acid in the lanolin is as high as more than 50%, so that the preparation of high-purity wool acid provides possibility for extracting and enriching the branched chain fatty acid.
Lanolin has abundant resources and wide application prospect, and particularly contains a large amount of products with high added values, such as lanolin alcohol, cholesterol, wool acid and the like, in a cracking product of the lanolin. The existing methods for treating lanolin in industrial production comprise the saponification of divalent metal oxides, the saponification of alkaline alcohol solution and the like, and have the problems of low reaction yield, long time, environmental pollution caused by heavy metal ions and the like. Therefore, there is still a need to develop a lanolin saponification method that is low in cost, solvent toxicity, equipment requirements, and environmental friendliness.
Disclosure of Invention
The invention aims to provide a method for preparing lanolin alcohol and lanolin acid by using lanolin as a raw material, aiming at the problems of incomplete saponification, complex treatment after saponification, high requirements of saponification reaction on equipment and the like in the conventional lanolin saponification process.
The invention provides a method for preparing lanonol and wool acid by using lanolin as a raw material, which comprises six steps:
firstly, weighing a certain mass of lanolin, and selecting an organic solvent;
secondly, adding a certain mass of sodium hydroxide, a certain volume of organic solvent and water into a reaction vessel;
thirdly, raising the temperature to carry out saponification reaction, and heating for a period of time;
fourthly, cooling the substances in the reaction system to room temperature, standing for phase splitting, and filtering;
fifthly, taking the lower aqueous phase, and adjusting the pH value to obtain wool acid;
and sixthly, taking the upper organic phase and the precipitated solid in the reaction, and evaporating the solvent to dryness under reduced pressure to obtain the lanonol.
The organic solvent mentioned in the method specifically refers to methyl isobutyl ketone or n-heptanol. The mass of sodium hydroxide and organic solvent and water mentioned in the method means that the mass ratio of the mass (g) of sodium hydroxide to the mass (g) of lanolin is 1: 1.5-1: 2.5; the ratio of lanolin mass (g) to organic solvent volume (mL) is 1: 4-1: 10; the ratio of lanolin mass (g) to water volume (mL) is 1: 4-1: 10. the saponification reaction temperature mentioned in the method is 80-110 ℃, and the saponification reaction time is 5-15 h. Adjusting the pH of the aqueous phase means adjusting the pH to less than 1.6-2.
The method comprises the steps of saponification, filtration, liquid separation, pH adjustment and the like. The method is characterized in that: 1. the selected solvents are higher boiling point solvents (the boiling point of methyl isobutyl ketone is 115.8 ℃ at normal pressure, the boiling point of n-heptanol is 175.8 ℃), so that the reaction can be carried out at higher temperature; 2. the sodium lanolate obtained by the reaction is in a water phase, and can be separated from the lanonol by simple phase separation; 3. the wool acid is obtained by adjusting the pH value, and no solid waste residue is generated in the process. The method of the invention is suitable for being popularized and used for saponifying lanolin to obtain lanolin alcohol and lanolin fatty acid. Compared with the prior art, the method for saponifying and cracking the lanolin has the advantages of lower cost, safer solvent, lower requirement on equipment and less environmental pollution, and is suitable for being popularized and applied to saponifying the lanolin on a large scale.
The invention has the advantages that the boiling points of the used water and organic solvent are higher, so that the saponification reaction can be carried out at higher temperature and the requirement on a pressure container is lower; the lanolin alcohol and the sodium lanolin are respectively separated in an organic phase and a water phase, so that subsequent treatment is facilitated; methyl isobutyl ketone and n-heptanol both belong to low-toxicity solvents, and are easy to regenerate. The organic solvent adopted by the invention can be repeatedly used for a plurality of times, thereby reducing the cost and increasing the yield. The application of the method can reduce energy consumption and requirements on equipment, reduce the subsequent steps of separating the lanolin alcohol and the lanolin fatty acid, reduce the toxicity of the solvent, improve the overall production efficiency and have good industrial prospect.
Drawings
FIG. 1 is a flow chart of the method of the present invention.
FIG. 2 shows cholesterol crystals isolated from lanolin alcohol obtained by saponification in example 1.
FIG. 3 shows cholesterol crystals isolated from lanolin alcohol obtained by saponification in example 2.
FIG. 4 shows cholesterol crystals isolated from lanolin alcohol obtained by saponification in example 3.
Detailed Description
The invention is further explained by the accompanying drawings and examples.
Example 1
Referring to FIG. 1, 15g of crude lanolin is weighed, 10g of sodium hydroxide solid, 150mL of deionized water and 60mL of methyl isobutyl ketone are added into a closed reaction vessel, the temperature is raised to 110 ℃ by heating in an oil bath, and heating is carried out for 5h from the time when the temperature is raised to the set temperature. After cooling to room temperature, the mixture was filtered, and the remaining liquid was allowed to stand for liquid separation. The solid and organic phases were combined and the solvent was evaporated down under reduced pressure to give 17.2g of lanonol, of which the mass of cholesterol was 1.34 g. Adjusting pH of the water phase to 1.853 with hydrochloric acid, standing, and separating phase to obtain upper oily lanolin acid (0.9 g in total). By subsequent separation and purification, needle-like white cholesterol crystals (FIG. 2) were obtained, which were analyzed by HPLC and had a purity of 93.5%.
Example 2
Referring to fig. 1, crude lanolin 15g is weighed, 6g sodium hydroxide solids, 60mL deionized water and 150mL methyl isobutyl ketone are added into a closed reaction vessel, heated to 80 ℃, and heated for 15h after timing from the temperature rise to the set temperature. After cooling to room temperature, the mixture was filtered, and the remaining liquid was allowed to stand for liquid separation. The solid and organic phases were combined and the solvent was evaporated down under reduced pressure to give 11.2g of lanonol, of which the mass of cholesterol was 1.07 g. Adjusting pH of the water phase to 1.988 with hydrochloric acid, standing, and separating phase to obtain upper oily wool acid (total amount of 3.0 g). By subsequent separation and purification, needle-like white cholesterol crystals (FIG. 3) were obtained, which were analyzed by HPLC and had a purity of 92.0%.
Example 3
Referring to fig. 1, crude lanolin 15g is weighed, 7.5g sodium hydroxide solids, 105mL deionized water and 80mL n-heptanol are added to the reaction in a closed container, heated to 95 ℃ and heated for 8h starting from the temperature rise to the set temperature. Cooling to room temperature, and standing for liquid separation. The upper organic phase was taken and the solvent was evaporated to dryness under reduced pressure to give 90.6g of lanonol, of which the mass of cholesterol was 1.83 g. Adjusting pH of the water phase to 1.624 with hydrochloric acid, standing, and separating phase to obtain upper oily lanolin acid (4.2 g in total). By subsequent separation and purification, needle-like white cholesterol crystals (FIG. 4) were obtained, which were analyzed by HPLC and had a purity of 89.3%.
Claims (8)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3983147A (en) * | 1973-06-12 | 1976-09-28 | Dai-Ichi Kogyo Seiyaku Co., Ltd. | Separation of wool fatty acid |
| CN1911881A (en) * | 2006-08-18 | 2007-02-14 | 浙江大学 | Method of separating wool acid and lanonol from wool grease |
-
2021
- 2021-06-21 CN CN202110685664.6A patent/CN113461489A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3983147A (en) * | 1973-06-12 | 1976-09-28 | Dai-Ichi Kogyo Seiyaku Co., Ltd. | Separation of wool fatty acid |
| CN1911881A (en) * | 2006-08-18 | 2007-02-14 | 浙江大学 | Method of separating wool acid and lanonol from wool grease |
Non-Patent Citations (8)
| Title |
|---|
| 刘勇等: "从羊毛醇中提取胆甾醇方法的评述", 《日用化学工业》 * |
| 张珏等: "羊毛脂皂化工艺的研究", 《中国油脂》 * |
| 张珏等: "羊毛酸的提取", 《中国油脂》 * |
| 李专成: "羊毛脂提取胆固醇的研究与工业开发", 《化学工程与装备》 * |
| 许菲菲: "从羊毛脂中提取胆甾醇的工艺研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 * |
| 谭兰兰: ""羊毛脂皂化及其胆甾醇提取的工艺研究"", 《中国优秀博硕士学位论文全文数据库(硕士)工程科技Ⅰ辑》 * |
| 谭兰兰等: "羊毛脂皂化及其产物的分离", 《四川化工与腐蚀控制》 * |
| 陈洋等: "羊毛脂制备羊毛酸的工艺研究", 《中国油脂》 * |
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