CN103588624A - Preparation method for water-soluble compound of d-borneol and application of water-soluble compound - Google Patents
Preparation method for water-soluble compound of d-borneol and application of water-soluble compound Download PDFInfo
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- CN103588624A CN103588624A CN201310550315.9A CN201310550315A CN103588624A CN 103588624 A CN103588624 A CN 103588624A CN 201310550315 A CN201310550315 A CN 201310550315A CN 103588624 A CN103588624 A CN 103588624A
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- 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
- C07C29/68—Preparation of metal alcoholates
- C07C29/70—Preparation of metal alcoholates by converting hydroxy groups to O-metal groups
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- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/145—Acids, anhydrides or salts thereof
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
- A23L2/52—Adding ingredients
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/22—Organic compounds, e.g. vitamins
- C11D9/26—Organic compounds, e.g. vitamins containing oxygen
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- Polymers & Plastics (AREA)
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Abstract
The invention discloses a preparation method for a water-soluble compound of d-borneol and application of the water-soluble compound and belongs to the technical field of chemical engineering. The preparation method comprises the steps: 1) under a nitrogen atmosphere, adding sodium or potassium into an ether or ethanol solution of the d-borneol, performing slow stirring and full reaction, and stewing the solution overnight; 2) filtering and concentrating the mixture obtained in the step 1), washing and drying the mixture, and collecting solids; 3) dissolving the solids obtained in the step 2) into water, performing dialysis through a permeable membrane, and performing pressure reduction and water removal to obtain water-soluble sodium salt or potassium salt of the d-borneol. According to the preparation method, the d-borneol, namely natural borneol, can be prepared into the water-soluble sodium salt or the potassium salt of the d-borneol through the steps in the preparation method under the conditions, and the characteristic that the d-borneol cannot be dissolved into the water is changed, so that the obtained product is extremely easy to dissolve in water, and convenience is brought to the subsequent processing; furthermore, the invention also discloses novel application of the water-soluble sodium salt or the potassium salt of the d-borneol.
Description
Technical field
The invention belongs to chemical technology field, be specifically related to preparation method and the application thereof of the water-soluble cpds of d-Bomeol.
Background technology
Borneol camphor tree CirmamonunCamphora is famous and precious rare medicinal material, is again senior spices, or important industrial chemicals.The good reputation that has plant gold, it was once the main source of borneol that borneol camphor tree originates in the fragrant tree of the Sumatran natural borneol of Indonesia tree root, but because long-term transition is felled closely exhausted.Borneol is recorded in the Northern and Southern Dynasties the earliest, and apart from modern existing more than 2,000 year history, in the classic of TCM, borneol is called as natural Broneolum Syntheticum, because having transdermal function, is attributed to aromatic and inducing resuscitation medicinal material.< < Bencao Jingshu > > cloud: " its perfume (or spice) is the hat of hundred medicines to borneol.”。
What in borneol camphor tree, play a key effect is d-Bomeol, and d-Bomeol is white translucent crystallization, has like camphor smell, can be dissolved in alcohol and ether, water insoluble.Due to the water-fast characteristic of d-Bomeol, its exploitation have been brought to unnecessary trouble.
Summary of the invention
The problem existing for prior art, the object of the invention is to the preparation method of water-soluble cpds and the technical scheme of application thereof that design provides a kind of d-Bomeol.
The preparation method of the water-soluble cpds of described d-Bomeol, is characterized in that comprising following processing step:
1) under nitrogen atmosphere, in the ether of d-Bomeol or alcoholic solution, add sodium or potassium, and carry out slowly stirring fully reaction, standing, spend the night;
2) mixture filtering and concentrating step 1) being obtained, washing, dry, collect solid;
3) by step 2) dissolution of solid that obtains is in water, then adopt permeable membrane dialysis, then decompression dewaters, and obtains water-soluble sodium salt or the sylvite of d-Bomeol.
The preparation method of the water-soluble cpds of described d-Bomeol, in the step 1) described in it is characterized in that, the mol ratio of d-Bomeol and sodium or potassium is 1:1.1～1.3.
The preparation method of the water-soluble cpds of described d-Bomeol, is characterized in that in described step 1), stirring reaction temperature is 24～28 ℃, 30～40 minutes stirring reaction time.
The preparation method of the water-soluble cpds of described d-Bomeol, is characterized in that in described step 1), ethereal solution is ether or tetrahydrofuran (THF), and alcoholic solution is ethanol.
The preparation method of the water-soluble cpds of described d-Bomeol, is characterized in that described step 2) middle washing employing ether or alcoholic solution, described ethereal solution is ether or tetrahydrofuran (THF), alcoholic solution is ethanol.
The preparation method of the water-soluble cpds of described d-Bomeol, in the step 3) described in it is characterized in that, permeable membrane dialysis is 3～6 days.
The application of the water-soluble cpds of described d-Bomeol in daily chemical products.
The application of the water-soluble cpds of described d-Bomeol in beverage.
The application of the water-soluble cpds of described d-Bomeol in food.
The application of the water-soluble cpds of described d-Bomeol in preparation antibacterials.
The present invention is that natural Broneolum Syntheticum is made water-soluble sodium salt or the sylvite of d-Bomeol by step condition of the present invention to d-Bomeol, has changed the water-fast feature of d-Bomeol, and the product obtaining is very easily water-soluble, for follow-up processing has brought convenience.In addition, the present invention has developed the new purposes of water-soluble sodium salt or the sylvite of d-Bomeol.
Embodiment
Below in conjunction with embodiment, further illustrate the present invention.
Embodiment 1: the preparation of the water-soluble sodium salt of d-Bomeol
1) under nitrogen atmosphere, in reaction vessel, in the ethanolic soln of d-Bomeol, add sodium Metal 99.5, the mol ratio of d-Bomeol and sodium Metal 99.5 is 1:1.1, and at 25 ℃ of temperature, carries out slowly stirring 35 minutes, and fully reaction, standing, spends the night;
2) mixture filtering and concentrating step 1) being obtained, washing with alcohol, dry, collect solid;
3) by step 2) dissolution of solid that obtains is in water, then adopt permeable membrane dialysis 5 days, then decompression dewaters, and obtains the water-soluble sodium salt of d-Bomeol.
Embodiment 2: the preparation of the water-soluble sylvite of d-Bomeol
1) under nitrogen atmosphere, in reaction vessel, in the tetrahydrofuran solution of d-Bomeol, add potassium metal, the mol ratio of d-Bomeol and sodium Metal 99.5 is 1:1.2, and at 24 ℃ of temperature, carries out slowly stirring 30 minutes, and fully reaction, standing, spends the night;
2) mixture filtering and concentrating step 1) being obtained, ether washing, dry, collect solid;
3) by step 2) dissolution of solid that obtains is in water, then adopt permeable membrane dialysis 3 days, then decompression dewaters, and obtains the water-soluble sylvite of d-Bomeol.
Embodiment 3: the preparation of the water-soluble sodium salt of d-Bomeol
1) under nitrogen atmosphere, in the diethyl ether solution of d-Bomeol, add sodium Metal 99.5, the mol ratio of d-Bomeol and sodium Metal 99.5 is 1:1.3, and at 28 ℃ of temperature, carries out slowly stirring 40 minutes, and fully reaction, standing, spends the night;
2) mixture filtering and concentrating step 1) being obtained, ether washing, dry, collect solid;
3) by step 2) dissolution of solid that obtains is in water, then adopt permeable membrane dialysis 6 days, then decompression dewaters, and obtains the water-soluble sodium salt of d-Bomeol.
Test example 1: water-soluble comparison
The water-soluble salt of the d-Bomeol that embodiment 1,2 or 3 obtains is very easily dissolved in water, and the water-soluble salt of every 1g d-Bomeol can be dissolved in and be greater than in the pure water that 0.5ml is less than 1ml, and raw material d-Bomeol is water insoluble.
Test example 2: antibacterial bacteriostatic effect measuring (water-soluble sodium salt or the sylvite of d-Bomeol are dissolved in distilled water)
Below illustrate application of the present invention.
Application examples 1: collyrium
Water-soluble salt 5%, the physiological saline 53.74% of the d-Bomeol that four rimocidin C 0.06%, F127 30%, F68 11%, carbomer 0.2%, embodiment 1,2 or 3 make.
Simultaneously, the water-soluble salt of the d-Bomeol that the embodiment 1,2 or 3 that the present invention makes makes is except being applied to collyrium, can also be applied to external application dermatologic medicine, medicine for oral administration of pharmacy field etc., mainly play the effect of an antisepsis and anti-inflammation, during production, only need in existing raw material, add the water-soluble salt of the d-Bomeol that accounts for total raw material 0.1～5%.
Application examples 2: perfumed soap
The water-soluble salt 2.8% of the d-Bomeol that stearic acid 6%, fatty acid distribution of coconut oil 5%, tensio-active agent 80%, sodium oxide 1%, essence 0.2%, distilled water 5%, embodiment 1,2 or 3 make.
Simultaneously, the water-soluble salt of the d-Bomeol that the embodiment 1,2 or 3 that the present invention makes makes is except being applied to perfumed soap, can also be applied to toothpaste, washing powder, Liquid soap, sanitising agent, air freshener, toilet water, perfume, shampoo, cleansing milk of household chemicals field etc., during making, it need add the water-soluble salt of 0.1～5% the d-Bomeol that accounts for raw material gross weight in conventional formula, mainly plays an effect that antisepsis and anti-inflammation is antibacterial.
Application examples 3: mineral water
The water-soluble salt 0.5% of the d-Bomeol that mineral water 99.5%, embodiment 1,2 or 3 make.
Simultaneously, the water-soluble salt of the d-Bomeol that the embodiment 1,2 or 3 that the present invention makes makes is except being applied to mineral water, can also be applied to fruit juice, soda pop, functional drinks, dairy beverage of field of beverage etc., during making, it need add the water-soluble salt of 0.1～5% the d-Bomeol that accounts for raw material gross weight in conventional formula, mainly plays an effect that antisepsis and anti-inflammation is antibacterial.
Application examples 4: bread
The water-soluble salt 3% of the d-Bomeol that whole wheat flour 15%, Strong flour 35%, water 30%, dry yeast 1%, white sugar 8%, sweet oil 6%, salt 2%, embodiment 1,2 or 3 make.
Simultaneously, the water-soluble salt of the d-Bomeol that the embodiment 1,2 or 3 that the present invention makes makes is except being applied to bread, can also be applied to cake, biscuit of field of food etc., during making, it need add the water-soluble salt of 0.1～5% the d-Bomeol that accounts for raw material gross weight in conventional formula, mainly plays an effect that antisepsis and anti-inflammation is antibacterial.
Claims (10)
1. the preparation method of the water-soluble cpds of d-Bomeol, is characterized in that comprising following processing step:
1) under nitrogen atmosphere, in the ether of d-Bomeol or alcoholic solution, add sodium or potassium, and carry out slowly stirring fully reaction, standing, spend the night;
2) mixture filtering and concentrating step 1) being obtained, washing, dry, collect solid;
3) by step 2) dissolution of solid that obtains is in water, then adopt permeable membrane dialysis, then decompression dewaters, and obtains water-soluble sodium salt or the sylvite of d-Bomeol.
2. the preparation method of the water-soluble cpds of d-Bomeol as claimed in claim 1, is characterized in that in described step 1), the mol ratio of d-Bomeol and sodium or potassium is 1:1.1～1.3.
3. the preparation method of the water-soluble cpds of d-Bomeol as claimed in claim 1, is characterized in that in described step 1), stirring reaction temperature is 24～28 ℃, 30～40 minutes stirring reaction time.
4. the preparation method of the water-soluble cpds of d-Bomeol as claimed in claim 1, is characterized in that in described step 1), ethereal solution is ether or tetrahydrofuran (THF), and alcoholic solution is ethanol.
5. the preparation method of the water-soluble cpds of d-Bomeol as claimed in claim 1, is characterized in that described step 2) middle washing employing ether or alcoholic solution, described ethereal solution is ether or tetrahydrofuran (THF), alcoholic solution is ethanol.
6. the preparation method of the water-soluble cpds of d-Bomeol as claimed in claim 1, is characterized in that in described step 3) permeable membrane dialysis 3～6 days.
7. as the application of the water-soluble cpds of the d-Bomeol that in claim 1-6, any one makes in daily chemical products.
8. as the application of the water-soluble cpds of the d-Bomeol that in claim 1-6, any one makes in beverage.
9. as the application of the water-soluble cpds of the d-Bomeol that in claim 1-6, any one makes in food.
10. as the application of the water-soluble cpds of the d-Bomeol that in claim 1-6, any one makes in preparation antibacterials.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310550315.9A CN103588624B (en) | 2013-11-08 | 2013-11-08 | The preparation method of the water-soluble cpds of d-Bomeol and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201310550315.9A CN103588624B (en) | 2013-11-08 | 2013-11-08 | The preparation method of the water-soluble cpds of d-Bomeol and application thereof |
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| CN103588624A true CN103588624A (en) | 2014-02-19 |
| CN103588624B CN103588624B (en) | 2015-09-09 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107751828A (en) * | 2017-10-24 | 2018-03-06 | 长春老韩头清真食品有限公司 | A kind of cheese's flavor candy sausage and preparation method thereof |
| CN113069373A (en) * | 2021-04-06 | 2021-07-06 | 邵毅 | Dry eye cream, preparation method and application |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101319043A (en) * | 2008-07-21 | 2008-12-10 | 中国科学院长春应用化学研究所 | Water-soluble polymer containing phosphate group and preparation method thereof |
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2013
- 2013-11-08 CN CN201310550315.9A patent/CN103588624B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101319043A (en) * | 2008-07-21 | 2008-12-10 | 中国科学院长春应用化学研究所 | Water-soluble polymer containing phosphate group and preparation method thereof |
Non-Patent Citations (3)
| Title |
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| JANET M ET AL.: "Studies in Stereochemistry. 47. Asymmetric Induction by Leaving Group in Nucleophilic Aromatic Substitution", 《J. ORG. CHEM.》, vol. 49, no. 25, 31 December 1984 (1984-12-31), pages 4930 - 4943 * |
| 刘志伟 等: ""右旋龙脑的应用及生产方法"", 《广州化工》, vol. 34, no. 2, 31 December 2006 (2006-12-31) * |
| 刘虎: ""大基团取代的α,β-不饱和酮的合成及不对称聚合的初步研究"", 《中国优秀硕士学位论文全文数据库工程科技Ⅰ辑》, no. 06, 15 June 2011 (2011-06-15), pages 014 - 167 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107751828A (en) * | 2017-10-24 | 2018-03-06 | 长春老韩头清真食品有限公司 | A kind of cheese's flavor candy sausage and preparation method thereof |
| CN113069373A (en) * | 2021-04-06 | 2021-07-06 | 邵毅 | Dry eye cream, preparation method and application |
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| Publication number | Publication date |
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| CN103588624B (en) | 2015-09-09 |
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