WO1992016285A1 - Method for the extraction of substances of low molecular weight present in natural and synthetic products - Google Patents
Method for the extraction of substances of low molecular weight present in natural and synthetic products Download PDFInfo
- Publication number
- WO1992016285A1 WO1992016285A1 PCT/ES1992/000018 ES9200018W WO9216285A1 WO 1992016285 A1 WO1992016285 A1 WO 1992016285A1 ES 9200018 W ES9200018 W ES 9200018W WO 9216285 A1 WO9216285 A1 WO 9216285A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- molecular weight
- low molecular
- extraction
- soluble
- organic solvents
- Prior art date
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Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/24—Dialysis ; Membrane extraction
- B01D61/243—Dialysis
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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
- A23L2/70—Clarifying or fining of non-alcoholic beverages; Removing unwanted matter
- A23L2/72—Clarifying or fining of non-alcoholic beverages; Removing unwanted matter by filtration
- A23L2/74—Clarifying or fining of non-alcoholic beverages; Removing unwanted matter by filtration using membranes, e.g. osmosis, ultrafiltration
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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
- A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
- A23L5/20—Removal of unwanted matter, e.g. deodorisation or detoxification
Definitions
- H OJ TO YOUR ST ITUI DA equilibrium basically depends on the corresponding osmotic pressures on both sides of the membrane.
- the use of the semipermeable membrane between the aqueous medium and the organic medium allows, using the appropriate physical conditions such as overpressure in the aqueous phase, on the one hand to reduce the passage of organic solution to the aqueous one and on the other to prevent certain substances with high weight molecular or branched structure pass to the organic phase, achieving a certain selectivity in the extraction of certain solutes.
- This technique therefore allows the extraction of chemical compounds (microbial toxins, drugs, pesticides, etc.) of low molecular weight (less than 10,000 to 14,000 Daltons), dissolved in aqueous solutions prepared from food and feed (milk, juices, water, meat products, plant foods, compound feeds, or culture media), through a dialysis membrane, and recover them in a solvent not miscible with the previous one.
- chemical compounds microbial toxins, drugs, pesticides, etc.
- the organic solvent must meet two conditions: be practically insoluble in water and that the solubility of the substance to be extracted is greater in it than in water.
- the substances to be extracted can be any of the following means indicated:
- Patulina of fruit juices and derivatives (jams, components, jellies, cider, baby food).
- 'A a dialysis membrane a regenerated cellulose tube of 24 ⁇ pore size is used (Visking dyalysis tubing
- the tube is removed, the small amount of water that has passed into the tube is removed by dehydration with anhydrous sodium sulfate, its rotary evaporator content is concentrated to an appropriate volume (between 100 and 500 ⁇ l) and detected and quantify the corresponding mycotoxins using appropriate development solvents and detection conditions for each of them, using a densitometer.
Abstract
Method for the extraction of substances having a low molecular weight present in natural products by dialysis wherein the solvent of one of the sides of the semipermeable membrane (diffusate) has been substituted by a solvent immiscible with the solution from which the extraction is to be effected. The method allows to remove a high percentage of prejudicial or harmful substances from the solution or to recover substances of industrial interest from the organic phase which has been subjected to distillation and/or crystallization.
Description
Título Title
Procedimiento para la extracción de substancias de bajo peso molecular presentes en productos naturales y sintéticos.Procedure for the extraction of low molecular weight substances present in natural and synthetic products.
Campo de la técnicaTechnical field
Concentración por diálisis.Dialysis concentration
Estado de la técnicaState of the art
La extracción de substancias de bajo peso molecular présen¬ tes en productos naturales o sintéticos que sean mezclas comple¬ jas de gran cantidad de substancias (alimentos por ejemplo) plantea con frecuencia problemas que obligan a tediosos procesos de extracción y purificación.The extraction of substances of low molecular weight present in natural or synthetic products that are complex mixtures of a large number of substances (food for example) frequently raises problems that oblige tedious processes of extraction and purification.
Cuando estas substancias son solubles en solventes orgáni¬ cos, como es el caso de muchas toxinas microbianas, pesticidas, fármacos, pigmentos, etc., la extracción se hace directamente con solventes orgánicos no irascibles con el producto del que se quieren extraer, lo que facilita en cierta forma la recuperación de estas substancias. Sin embargo, cuando las muestras son muy complejas (alimentos, piensos, etc.), las extracciones con solventes orgánicos plantean numerosos problemas como:When these substances are soluble in organic solvents, as is the case with many microbial toxins, pesticides, drugs, pigments, etc., the extraction is done directly with non-irascible organic solvents with the product from which they want to extract, which facilitates in some way the recovery of these substances. However, when the samples are very complex (food, feed, etc.), extractions with organic solvents pose numerous problems such as:
Formación de emulsiones que dificultan la separación y exigen centrifugaciones.Formation of emulsions that make separation difficult and require centrifugation.
Precipitación de proteínas y otras sustancias que disminuyen el rendimiento de la extracción.Precipitation of proteins and other substances that decrease the yield of the extraction.
Extracción conjunta de otras substancias, fundamentalmente lipidicas, que exigen una purificación adicional ya que interfieren con los procesos de concentración y detección posteriores.Joint extraction of other substances, mainly lipidic, that require an additional purification since they interfere with the subsequent concentration and detection processes.
Por otra parte, en los sistemas tradicionales de diálisis se emplean soluciones acuosas separadas por una membrana semipermea- ble de forma que las substancias que por su tamaño molecular puedan atravesar la membrana lo hagan libremente hasta que su concentración en ambos lados de la membrana se equilibra. EsteOn the other hand, in the traditional dialysis systems, aqueous solutions separated by a semipermeable membrane are used so that the substances that due to their molecular size can cross the membrane do so freely until their concentration on both sides of the membrane is balanced . East
H OJ A SU ST I T U I DA
equilibrio depende básicamente de las presiones osmóticas corres¬ pondientes en ambos lados de la membrana.H OJ TO YOUR ST ITUI DA equilibrium basically depends on the corresponding osmotic pressures on both sides of the membrane.
Este procedimiento tiene, en general, el inconveniente de que el grado de extracción y concentración que se obtiene es muy bajo, ya que se tiene que conseguir el equilibrio a ambos lados de la membrana o hay que repetirlo muchas veces.This procedure has, in general, the disadvantage that the degree of extraction and concentration that is obtained is very low, since the balance has to be achieved on both sides of the membrane or it must be repeated many times.
Una variante de este proceso es la que se describe en la patente US 3,915,802 (28-10-75) de Upjohn, que fundamentalmente emplea una relación muy baja entre el volumen de difusato y el de dializado; del primero, en un recipiente aparte se extrae con un disolvente apropiado el soluto y la solución vuelve al dializa- dor.A variant of this process is that described in US Patent 3,915,802 (28-10-75) of Upjohn, which essentially employs a very low relationship between the volume of diffusate and dialysate; from the first, in a separate container the solute is extracted with an appropriate solvent and the solution returns to the dialyzer.
Breve descripción de la invenciónBrief Description of the Invention
En la técnica objeto de la presente invención, lo que se ha hecho ha sido substituir el solvente de uno de los lados de la membrana semipermeable por un solvente no miscible con la solu- ción de la que se quiere realizar la extracción, de forma que el equilibrio al que se llega al finalizar el proceso se debe, más que a la presión osmótica, al coeficiente de reparto de la subs¬ tancia problema en ambos solventes; de esta forma se consigue obtener concentraciones de soluto en el dializato superiores a las que tenía en el difusato.In the technique object of the present invention, what has been done has been to replace the solvent on one side of the semipermeable membrane with a solvent not miscible with the solution from which the extraction is to be carried out, so that the equilibrium reached at the end of the process is due, more than to the osmotic pressure, to the distribution coefficient of the problem substance in both solvents; in this way it is possible to obtain concentrations of solute in the dialysate higher than those in the diffusate.
La utilización de la membrana semipermeable entre el medio acuoso y el medio orgánico permite, utlizando las condiciones físicas apropiadas como sobrepresión en la fase acuosa, por una parte reducir el paso de solución orgánica a la acuosa y por otra evitar que determinadas sustancias con alto peso molecular o estructura ramificada pasen a la fase orgánica, consiguiendo una cierta selectividad en la extracción de ciertos solutos.The use of the semipermeable membrane between the aqueous medium and the organic medium allows, using the appropriate physical conditions such as overpressure in the aqueous phase, on the one hand to reduce the passage of organic solution to the aqueous one and on the other to prevent certain substances with high weight molecular or branched structure pass to the organic phase, achieving a certain selectivity in the extraction of certain solutes.
Descripción detallada de la invención
La sustitución de una de las soluciones acuosas por un solvente orgánico inmiscible con la solución acuosa, en el cual la substancia problema sea además más soluble, permite que ésta se acumule en un porcentaje muy elevado en este solvente, hacia el que sólo le acompañarán las sustancias solubles en dicho solvente que igualmente sean capaces de atravesar la membrana.Detailed description of the invention The substitution of one of the aqueous solutions with an immiscible organic solvent with the aqueous solution, in which the test substance is also more soluble, allows it to accumulate in a very high percentage in this solvent, to which only the substances soluble in said solvent that are also capable of crossing the membrane.
Esta técnica permite por tanto extraer compuestos químicos (toxinas microbianas, fármacos, pesticidas, etc.) de bajo peso molecular (menor de 10.000 a 14.000 Daltons) , disueltos en soluciones acuosas preparadas a partir de alimentos y piensos (leche, zumos, agua, productos cárnicos, alimentos vegetales, piensos compuestos, o medios de cultivo) , a través de una membra¬ na de diálisis, y recuperarlos en un solvente no miscible con el anterior.This technique therefore allows the extraction of chemical compounds (microbial toxins, drugs, pesticides, etc.) of low molecular weight (less than 10,000 to 14,000 Daltons), dissolved in aqueous solutions prepared from food and feed (milk, juices, water, meat products, plant foods, compound feeds, or culture media), through a dialysis membrane, and recover them in a solvent not miscible with the previous one.
En la figura 1 se da un esquema del procedimiento. El diali- zato [1] (solución con el soluto a dializar) se pone en contacto en un dializador [3] a través de la membrana con el difusato [2] (solución a la que pasa el soluto) que es un disolvente orgánico apropiado a la substancia a extraer.An outline of the procedure is given in Figure 1. The dialyzate [1] (solution with the solute to be dialyzed) is contacted in a dialyzer [3] through the membrane with the diffusate [2] (solution to which the solute passes) which is an organic solvent appropriate to the substance to be extracted.
Ajustando las condiciones de temperatura, agitación y tiempo de residencia, así como la proporción de dializado a difusato, se pueden conseguir transferencias superiores al 90% del soluto del dializato al difusato. A continuación, el difusato se trata [5] con un deshidratante apropiado, tal como el sulfato sódico anhidro, y por cristalización [7] se separa el soluto [6] y se recupera el disolvente orgánico.By adjusting the conditions of temperature, agitation and residence time, as well as the proportion of dialysate to diffusate, transfers greater than 90% of the solute from the dialysate to diffusate can be achieved. Then, the diffusate is treated [5] with an appropriate dehydrator, such as anhydrous sodium sulfate, and by crystallization [7] the solute [6] is separated and the organic solvent is recovered.
Se obtiene así por un lado el producto químico dializado C6]/ Y P°r otro la solución [4] en la que se ha rebajado sensi¬ blemente la concentración de aquel producto, y por otro el disolvente orgánico recuperado.Thus, on the one hand, the C 6 ] / YP ° r dialyzed chemical is obtained, and the solution [4] in which the concentration of that product has been significantly reduced, and on the other, the recovered organic solvent.
En el caso en que la sustancia a extraer se encuentre en un producto sólido o semisólido, bien puede hacerse una extracciónIn the event that the substance to be extracted is in a solid or semi-solid product, an extraction may well be done.
H OJA SU
previa con agua, bien realizar la extracción directamente suspen¬ diendo el sólido en la fase acuosa del sistema.H EYE YOUR previous with water, either perform the extraction directly by suspending the solid in the aqueous phase of the system.
El disolvente orgánico debe cumplir dos condiciones: ser prácticamente insoluble en agua y que la solubilidad de la sustancia a extraer sea mayor en él que en agua.The organic solvent must meet two conditions: be practically insoluble in water and that the solubility of the substance to be extracted is greater in it than in water.
Las sustancias a extraer pueden ser cualquiera de las siguientes de los medios que se indican:The substances to be extracted can be any of the following means indicated:
- Aflatoxinas de leche y productos lácteos- Milk and milk products aflatoxins
- Aflatoxinas de fluidos y tejidos animales y vegetales.- Aflatoxins of animal and vegetable fluids and tissues.
- Patulina de zumos de frutas y derivados (mermeladas, compo¬ tas, jaleas, sidra, alimentos infantiles) . - Substancias de bajo peso molecular solubles en solventes orgánicos a partir de agua, alimentos, piensos compuestos.- Patulina of fruit juices and derivatives (jams, components, jellies, cider, baby food). - Low molecular weight substances soluble in organic solvents from water, food, compound feed.
- Substancias de bajo peso molecular solubles en solventes orgánicos a partir de fluidos y tejidos animales y vege¬ tales. - Substancias de bajo peso molecular solubles en solventes orgánicos a partir de productos naturales y sintéticos.- Low molecular weight substances soluble in organic solvents from animal and vegetable fluids and tissues. - Low molecular weight substances soluble in organic solvents from natural and synthetic products.
- Pesticidas de bajo peso molecular solubles en solventes orgánicos a partir de agua, alimentos y piensos compuestos.- Low molecular weight pesticides soluble in organic solvents from water, food and compound feed.
- Pesticidas de bajo peso molecular solubles en solventes orgánicos a partir de fluidos y tejidos animales y vegetales y de productos naturales y sintéticos.- Low molecular weight pesticides soluble in organic solvents from animal and vegetable fluids and tissues and from natural and synthetic products.
- Insecticidas de bajo peso molecular solubles en solventes orgánicos a partir de agua, alimentos, piensos compuestos.- Low molecular weight insecticides soluble in organic solvents from water, food, compound feed.
- Insecticidas de bajo peso molecular solubles en solventes orgánicos a partir de fluidos y tejidos animales y vegetales y de productos naturales y sintéticos.- Low molecular weight insecticides soluble in organic solvents from animal and vegetable fluids and tissues and from natural and synthetic products.
- Insecticidas organoclorados de bajo peso molecular solubles en solventes orgánicos a partir de agua, alimentos y piensos compuestos. - Insecticidas organoclorados de bajo peso molecular solubles en solventes orgánicos a partir de fluidos y tejidos anima¬ les y vegetales, productos naturales y sintéticos.
- Insecticidas organofosforados de bajo peso molecular solu¬ bles en solventes orgánicos a partir de agua, alimentos, piensos compuestos, fluidos y tejidos animales y vegetales y productos naturales y sintéticos.- Low molecular weight organochlorine insecticides soluble in organic solvents from water, food and compound feed. - Low molecular weight organochlorine insecticides soluble in organic solvents from animal and vegetable fluids and tissues, natural and synthetic products. - Low molecular weight organophosphorus insecticides soluble in organic solvents from water, food, compound feed, animal and plant fluids and tissues and natural and synthetic products.
' 5 - Fármacos de bajo peso molecular solubles en solventes orgánicos a partir de agua, alimentos, piensos compuestos, fluidos y tejidos animales y vegetales, productos naturales y sintéticos.'5 - Low molecular weight drugs soluble in organic solvents from water, food, compound feed, animal and vegetable fluids and tissues, natural and synthetic products.
- Antibióticos de bajo peso molecular solubles en solventes 10 orgánicos a partir de agua, de alimentos, piensos compues¬ tos, fluidos y tejidos animales y vegetales y productos naturales y sintéticos.- Low molecular weight antibiotics soluble in organic solvents from water, food, compound feed, animal and vegetable fluids and tissues and natural and synthetic products.
- Productos biológicos de bajo peso molecular solubles en solventes orgánicos a partir de agua, de alimentos, piensos- Low molecular weight biological products soluble in organic solvents from water, food, feed
15 compuestos, fluidos y tejidos animáis y vegetales y produc¬ tos naturales y sintéticos.15 compounds, fluids and animate and vegetable tissues and natural and synthetic products.
- Productos sintéticos de bajo peso molecular solubles en solventes orgánicos a partir de agua, de alimentos, piensos compuestos, fluidos y tejidos animáis y vegetales y produc-- Low molecular weight synthetic products soluble in organic solvents from water, food, compound feed, fluids and animal and vegetable tissues and products.
20 tos naturales y sintéticos.20 natural and synthetic coughs.
- Toxinas microbianas de bajo peso molecular solubles en solventes orgánicos a partir de agua, de alimentos, piensos compuestos, fluidos y tejidos animales y vegetales y produc¬ tos naturales y sintéticos.- Low molecular weight microbial toxins soluble in organic solvents from water, food, compound feed, animal and vegetable fluids and tissues and natural and synthetic products.
25 - Micotoxinas de bajo peso molecular solubles en solventes orgánicos a partir de agua, de alimentos, piensos compues¬ tos, fluidos y tejidos animales y vegetales y productos naturales y sintéticos.25 - Low molecular weight mycotoxins soluble in organic solvents from water, food, compound feed, animal and vegetable fluids and tissues and natural and synthetic products.
30 Ejemplo;30 Example;
Extracción de aflatoxinas B1, G1 y M1 de la leche.Extraction of aflatoxins B 1 , G 1 and M 1 from milk.
' Como membrana de diálisis se utiliza un tubo de celulosa regenerada de 24 Á de tamaño de poro (Visking dyalysis tubing'As a dialysis membrane a regenerated cellulose tube of 24 Á pore size is used (Visking dyalysis tubing
"35 20/32, Serva, Feinbiochemica, Heidelberg/New York), que se corta en fragmentos de 60 cm. de longitud. El tubo se hidrata por inmersión en agua destilada, se deja escurrir, se cierra un"35 20/32, Serva, Feinbiochemica, Heidelberg / New York), which is cut into fragments of 60 cm in length. The tube is hydrated by immersion in distilled water, allowed to drain, a
HOJA SUSTITU I DA
extremo y se rellena con 70 mi de cloroformo, cerrándose el extremo abierto.SUBSTITUTE SHEET I DA end and fill with 70 ml of chloroform, closing the open end.
En un matraz de 200 mi de capacidad, se ponen 50 mi de la muestra acuosa (leche) y el tubo de diálisis preparado ante¬ riormente, agitándose el matraz en un incubador orbital a 100 rp durante un periodo de 5 horas a 37°C.In a 200 ml capacity flask, 50 ml of the aqueous sample (milk) and the dialysis tube prepared above are placed, the flask being shaken in an orbital incubator at 100 rp for a period of 5 hours at 37 ° C .
Transcurrido este tiempo, se saca el tubo, se elimina la pequeña cantidad de agua que ha pasado al tubo mediante des- hidratación con sulfato sódico anhidro, se concentra su contenido en rotavapor hasta un volumen apropiado (entre 100 y 500 μl) y se detectan y cuantifican las micotoxinas correspondientes utilizan¬ do solventes de desarrollo y condiciones de detección apropiados para cada una de ellas, usando un densitómetro.After this time, the tube is removed, the small amount of water that has passed into the tube is removed by dehydration with anhydrous sodium sulfate, its rotary evaporator content is concentrated to an appropriate volume (between 100 and 500 μl) and detected and quantify the corresponding mycotoxins using appropriate development solvents and detection conditions for each of them, using a densitometer.
El análisis demuestra que el 90 % de las aflatoxinas se han eliminado del dializato.
The analysis shows that 90% of aflatoxins have been removed from the dialysate.
Claims
1. Procedimiento para la extracción de substancias de bajo peso molecular presentes en productos naturales por diálisis en la que ha sido substituido el solvente de uno de los lados de la membra¬ na semipermeable (difusato) por un disolvente inmiscible con la solución de la que se quiere realizar la extracción.1. Procedure for the extraction of low molecular weight substances present in natural products by dialysis in which the solvent on one side of the semipermeable membrane (diffusate) has been replaced by a solvent immiscible with the solution of which You want to perform the extraction.
El procedimiento permite eliminar un porcentaje elevado de sustancias perjudiciales de la solución o recuperar sustancias de interés industrial a partir de la fase orgánica a la que han pasado por destilación y/o cristalización.The procedure allows eliminating a high percentage of harmful substances from the solution or recovering substances of industrial interest from the organic phase to which they have gone through distillation and / or crystallization.
2. Procedimiento para la extracción de substancias de bajo peso molecular presentes en productos naturales o sintéticos, según la reivindicación 1, en el que la solución orgánica es inmiscible (o de muy baja solubilidad) en agua y en la que el producto a extraer presenta una solubilidad mayor que la que tiene en el agua.2. Procedure for the extraction of low molecular weight substances present in natural or synthetic products, according to claim 1, wherein the organic solution is immiscible (or of very low solubility) in water and in which the product to be extracted has a greater solubility than what it has in water.
3. Procedimiento para la extracción de substancias de bajo peso molecular presentes en productos naturales o sintéticos, según las reivindicaciones 1 y 2, en el que el producto que contiene la sustancia a extraer es una solución o suspensión acuosa.3. Procedure for the extraction of low molecular weight substances present in natural or synthetic products, according to claims 1 and 2, wherein the product containing the substance to be extracted is an aqueous solution or suspension.
4. Procedimiento para la extracción de substancias de bajo peso molecular presentes en productos naturales o sintéticos, según las reivindicaciones 1 a 3, en el que el producto que contiene la sustancia a extraer es un producto sólido que se mantiene en suspensión en agua durante el proceso de extracción.4. Procedure for the extraction of low molecular weight substances present in natural or synthetic products, according to claims 1 to 3, wherein the product containing the substance to be extracted is a solid product that is suspended in water during the extraction process
5. Procedimiento para la extracción de substancias de bajo peso molecular presentes en productos naturales o sintéticos, según las reivindicaciones 1 a 4, en el que el disolvente orgánico se separa de la sustancia extraída por técnicas convencionales de cristalización y/o evaporación, pudiendo volver a ser utilizado en el proceso.5. Procedure for the extraction of low molecular weight substances present in natural or synthetic products, according to claims 1 to 4, wherein the organic solvent is separated from the extracted substance by conventional crystallization and / or evaporation techniques, and can be returned To be used in the process.
H OJA S U STITU I DA H EYE YOUR STITU I DA
6. Procedimiento para la extracción de substancias de bajo peso molecular presentes en productos naturales o sintéticos, según las reivindicaciones 1 a 5, en el que las sustancias a extraer puede ser cualquiera de las siguientes en los medios que se indican:Method for the extraction of low molecular weight substances present in natural or synthetic products, according to claims 1 to 5, in which the substances to be extracted can be any of the following in the means indicated:
- Aflatoxinas de leche y productos lácteos- Milk and milk products aflatoxins
- Aflatoxinas de fluidos y tejidos animales y vegetales.- Aflatoxins of animal and vegetable fluids and tissues.
- Patulina de zumos de frutas y derivados (mermeladas, compo- tas, jaleas, sidra, alimentos infantiles) .- Patulina of fruit juices and derivatives (jams, components, jellies, cider, baby food).
7. Procedimiento para la extracción de substancias de bajo peso molecular presentes en productos naturales o sintéticos, según las reivindicaciones l a 5, en el que las sustancias a extraer puede ser cualquiera de las siguientes:7. Procedure for the extraction of low molecular weight substances present in natural or synthetic products, according to claims 1 to 5, wherein the substances to be extracted can be any of the following:
- Substancias de bajo peso molecular solubles en solventes orgánicos- Low molecular weight substances soluble in organic solvents
- Pesticidas de bajo peso molecular solubles en solventes orgánicos.- Low molecular weight pesticides soluble in organic solvents.
- Insecticidas de bajo peso molecular solubles en solventes orgánicos.- Low molecular weight insecticides soluble in organic solvents.
- Insecticidas organoclorados y/o organofosforados de bajo peso molecular solubles en solventes orgánicos. - - Fármacos de bajo peso molecular solubles en solventes orgánicos.- Organochlorine and / or organophosphorus insecticides of low molecular weight soluble in organic solvents. - - Low molecular weight drugs soluble in organic solvents.
- Antibióticos de bajo peso molecular solubles en solventes orgánicos.- Low molecular weight antibiotics soluble in organic solvents.
- Productos biológicos de bajo peso molecular solubles en solventes orgánicos.- Low molecular weight biological products soluble in organic solvents.
- Productos sintéticos de bajo peso molecular solubles en solventes orgánicos.- Low molecular weight synthetic products soluble in organic solvents.
- Toxinas microbianas de bajo peso molecular solubles en solventes orgánicos. - Micotoxinas de bajo peso molecular solubles en solventes orgánicos.- Low molecular weight microbial toxins soluble in organic solvents. - Low molecular weight mycotoxins soluble in organic solvents.
HOJA SUSTITU I DA Contenidas en:SUBSTITUTE SHEET I DA Contained in:
- Agua, alimento y piensos compuestos.- Water, food and compound feed.
- Fluidos y tejidos animales y vegetales.- Animal and plant fluids and tissues.
- Productos naturales y sintéticos.- Natural and synthetic products.
HOJA SUSTITU I DA SUBSTITUTE SHEET I DA
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ESP9100649 | 1991-03-13 | ||
| ES9100649A ES2032716A6 (en) | 1991-03-13 | 1991-03-13 | Method for the extraction of substances of low molecular weight present in natural and synthetic products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1992016285A1 true WO1992016285A1 (en) | 1992-10-01 |
Family
ID=8271614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/ES1992/000018 WO1992016285A1 (en) | 1991-03-13 | 1992-02-13 | Method for the extraction of substances of low molecular weight present in natural and synthetic products |
Country Status (3)
| Country | Link |
|---|---|
| AU (1) | AU1325692A (en) |
| ES (1) | ES2032716A6 (en) |
| WO (1) | WO1992016285A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5965111A (en) * | 1998-05-01 | 1999-10-12 | The Procter & Gamble Company | Fast drying water-borne nail polish |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4311789A (en) * | 1975-12-31 | 1982-01-19 | Gambro Ag | Method for sampling and measuring the content of a low-molecular weight compound in a complex fluid medium |
| SU1103146A1 (en) * | 1982-11-23 | 1984-07-15 | Институт питания АМН СССР | Method of determination of patulin in food-stuff |
| DE3310263A1 (en) * | 1983-03-22 | 1984-09-27 | Fresenius AG, 6380 Bad Homburg | Process for eliminating lipophilic substances from aqueous solutions and apparatus for carrying out the process |
| EP0246065A1 (en) * | 1986-05-13 | 1987-11-19 | Celanese Corporation | Liquid/liquid extractions with microporous membranes |
| US4921612A (en) * | 1985-10-22 | 1990-05-01 | The Trustees Of Stevens Institute Of Technology | Asymmetrically-wettable porous membrane process |
-
1991
- 1991-03-13 ES ES9100649A patent/ES2032716A6/en not_active Expired - Fee Related
-
1992
- 1992-02-13 WO PCT/ES1992/000018 patent/WO1992016285A1/en unknown
- 1992-02-13 AU AU13256/92A patent/AU1325692A/en not_active Abandoned
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4311789A (en) * | 1975-12-31 | 1982-01-19 | Gambro Ag | Method for sampling and measuring the content of a low-molecular weight compound in a complex fluid medium |
| SU1103146A1 (en) * | 1982-11-23 | 1984-07-15 | Институт питания АМН СССР | Method of determination of patulin in food-stuff |
| DE3310263A1 (en) * | 1983-03-22 | 1984-09-27 | Fresenius AG, 6380 Bad Homburg | Process for eliminating lipophilic substances from aqueous solutions and apparatus for carrying out the process |
| US4921612A (en) * | 1985-10-22 | 1990-05-01 | The Trustees Of Stevens Institute Of Technology | Asymmetrically-wettable porous membrane process |
| EP0246065A1 (en) * | 1986-05-13 | 1987-11-19 | Celanese Corporation | Liquid/liquid extractions with microporous membranes |
Non-Patent Citations (4)
| Title |
|---|
| Journal of Membrane Science, volumen 20, num. 2, Agosto 1984, Elsevier Science Publishers BV, Amsterdam, NL; A. Kiani et al.: "Solvent extraction with immobilized interfaces in a microporous hydrophobic membrane", páginas 125-145, ver resumen; conclusiones * |
| Journal of Membrane Science, volumen 47, num. 3, Diciembre 1989, Elsevier Science Publishers BV, Amsterdam, NL; R. Prasad et al.: "Hollow fiber solvent extraction of pharmaceutical products: A case study", páginas 235-259, ver conclusiones * |
| World Patent Index Latest, Secciõn Ch., Semana 8506, resumen 85-037217, Derwent Publications Ltd, London, GB; & SU, A, 1103146 (A MED FOOD INST.) 23 Noviembre 1982, ver resumen * |
| World Patent Index Latest, Secciõn Ch., Semana 8749, resumen 87-343684, Derwent Publications Ltd, London, GB; & ES, A, 8707654 (L.D. RODRIGUEZ) 1 Noviembre 1987, ver resumen * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5965111A (en) * | 1998-05-01 | 1999-10-12 | The Procter & Gamble Company | Fast drying water-borne nail polish |
Also Published As
| Publication number | Publication date |
|---|---|
| AU1325692A (en) | 1992-10-21 |
| ES2032716A6 (en) | 1993-02-16 |
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