CA2230895A1 - Obtention of circumine solid derivatives - Google Patents
Obtention of circumine solid derivatives Download PDFInfo
- Publication number
- CA2230895A1 CA2230895A1 CA002230895A CA2230895A CA2230895A1 CA 2230895 A1 CA2230895 A1 CA 2230895A1 CA 002230895 A CA002230895 A CA 002230895A CA 2230895 A CA2230895 A CA 2230895A CA 2230895 A1 CA2230895 A1 CA 2230895A1
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- CA
- Canada
- Prior art keywords
- procedure
- solution
- curcumine
- resin
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
-
- 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
- A23L5/40—Colouring or decolouring of foods
- A23L5/42—Addition of dyes or pigments, e.g. in combination with optical brighteners
- A23L5/43—Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives
Abstract
Process for producing solid derivatives of curcumine, comprising the agitation of a curcumine resin in a liquid medium, at a temperature lower than 100 ~C, in the presence of a hydrosoluble organic compound having a high molecular weight, and provided with abundant hydroxyle groups; the dye is obtained from the dissolution cooled down to room temperature.
Description
. . CA 02230895 1998-03-24 OBTENIION OF CURCUMINE SOLID DERIVAT~VES
DESCR~ ON
s l~U~ OSE C~F l~lE INV~N IlON
This invention refers to a procedure to obtain yellow, water ~oluble alld ~tablecolorunng, both ~n aqueous solution ~nd powder, which can be used ~n hllmun and animal food. The procedure involves the use of a natur~l product, as curcl~n ine resin, together with another natural water ~oluble product with abundant hydrox~l groups, such as polyethylcne glycol -chain of ~ce~ e units-or starch. lhe pJocedure consists of ~g;tatlng curcun~ resin for a period of between five and nine~ miml~es in a liquid m~ m at a te~ erature below 100~C, in the presence of the other rlatural cQ~ .~ln~l The colouring is obta~ned from the ~01~1tio n cooled at room temperature. Stability can be adjusted durlngpreparation, in order to adapt the colouring to spe~;fi~ app!ic~tinnst in which the main characteristic i5 the colou~ing stability or its ~ u~atic intenSity.
BACKGROUND TO THE INVEN IION
At pre~ent, ~li~rcllt procedures are know~ to l..e~a~e curcumine wate~ sol~ble compounds which, in general, originate from a first s~age in which a Cura~min~-oleoresin is solubiU~ed in an a~ ine meclium, after which the re~lting ~lkflllne2s salts are made to react with a high molec~ r weight and water sol~l~le organic substrate. These stages end by ~ ti~ the reaction m.~ m and, a~ a result, the organ~c ~ o~ acquire the acid stTuctu~e confer~ing the yellow colouring. The re~ti~n product is buffered with an organic acid irl order to m~qint~in a pH below 7. The product dries by means of ~to~nic~tio~l Having ca~ried out these ~teps, the colouring may be applied in dry n.ialures or in .~ CA 02230895 1998-03-24 .
r~e products.
Thcr~for~, these procedures are made up of a series of 6tages requi~ing spe~iflcpeno~lC of t~me, and to obtain a colour~ng ~akes ~ignifi~ant time. RPc;de~ to forrn s the curcllminoifl substrate compleJc, a ~o1~1ti~ n with the co~r~cl)u~ ~ orga~ic substrate mu~t be prepared, adding a basic re~ct~nt w~ich allows di~solving at least part of the cu~ oleoresin, which means ~n added cost as dif~erent products are u ed. The main disadvantage is the quick ~lecoTnpo~Cition (20~o in weig~t per hour) of cur~vminoi~1c in an ~ R1;n~ me~ m at the nececc~ly temperature for re~t~ot- This ~1eco,~ osiLion, apart from c~vsin~ the loss of costly r~w mflteriPI, produce~ a brown colouring material which ta~nt~ the des~red yellow colour aud provides organ~c products of an unknown structure which are, thcrefore, not rccQ~ nrled for food applic~ff~-n.c.
DESCRIPTION OF THE INVENl~ON
The obtention of the colou~ng follo Iving the procedure involved in this invention is bssed on a curcl~miT~e resin which is made oil-~ee by means of any of tlle procedures described in the bibliogi~l~, wch as cIy6t~llic~tion in organic ~olvent or, preferably, pmifi(~pti9n IIl s~ll,er~i.iLical fluid (PCr/ES97/00015).
Starting ~om a Curc~ e resin punfied ~n supercritical fluid - without previously~ub---i~ g it to an ~ ine puri~ication sta~e ~ c~ tly ~ncreases ~he globsl performance of the proce~s and preseIves the edible and chromatic qualib of the fimal product, guar~tees the ~senre of solvent, even in trace q~l~ntitie~, and al~o guarantees that the aromatic components of the oleoresi~ are practically ~liminp~t~ th minim.lm inte"ference in the aroma of the final product. These q~ itie~ confcr spe~l ad~J~nt~e~ ~ fou~l ~rpll~t~
The vehicle, in the ~r~t varisnt of the methn~, lS a polyethylene ~glycol with am-~le~ r weight p.~,fel~bly between 4,000 and 6,000, and with a melting point below 85~C. Cur~min~ resin dissolves cQ~rletely in the melted polyethy}ene . ~ CA 02230895 1998-03-24 glycoL being the weight ratio bc~.. eell the cur~mir~e resin and the acth~e orgaD~c o~gens of the polyethylene glycol below 1:20, preferably around 1:600. The solution i8 ~t~te~l for a few minute~, ~oint~inin~ the temperature between 70~C
and 80~C.
After agitation, the solution is cooled in an anhydrous ~tn~-sph~re and the resulti~g material is exposed to certain cQnl1itin~l~ to allow the solid to be industrially han~lle~l, in granule, flake or powder form, u~ing the cul-4;~o~
m~cllin~qs .;u.lel ~ ava~ e~ Ouc~ as grinding mp~hine~ to obtain po..del~.
The resulting solid product i8~0111ble in water, does not gG~ ate turbidity, doe~
not lose any of the basic raw m~terial, whlch is ~llr~ n~ resin, is not cQrlt~nin~e~ by any ~l~cQn~position by-product and has a strong, clear, yellow colour.
The vehicle, in the ~econd variant of the metbod, is a starch. C~.r~u.,.;.~- resin is dissolved in an ~ ine aqueous sollltio n, v~ith a pH of 11-14, which is previou~ly heated to 30-40~C. Another solution, compo~ed of 10~o to 20~ of starch in water, is added to the previou~ sollltio~l- ~e weight ratio of ~ ne zu resin and starch ~s between 1:1 and 1:50.
The sollltinn is agitated at the requ~red temperature for S to 90 ~[lulc6, afterwhich it i6 ~ lified until a pH of bel~eell 8 and ~ ~ re~heA The acid u~ed caD
be an edible quality, inorganic acid, such as phosphoric, hydrochloric or sulphuric ~5 acid, or an organic acid, such a~ citric or acetic acid.
l~e res~llting preririt~te is filtered and dried in an o~en at 40~C. Once is dry, it is ~ound until the desired particle size f~r the required application is obtained.
ThiS proces6 e6tablishes the characteristics of the final solid~ in order to adapt it to the physical and ~ emi~l conditions of a large ~umber of matrice~ which ine~ e ~ erc.,l foods, drinks, pharmaceutical products, etc. Depending on tbe r~a~tion times, tenl~elal~Jres and pH, products w~th a high chromatic stability to ter~l~,elature and light can be acbieved, n~o~ing them particularly good for s ~ti~erie and cater~ or u~th a high colou~ng ~ , particularly good for soft drinks and pickle~.
'I'be colour~ng obtained by me~ns of the ~lesenl variant has a greater colou~g ,capacity, greater stability to light and greater storage stability than colourings o obtained by metho~l~ described in the bibliography. h~e-~o~lres are c~rried out ~Eollo~ methodl~ described ~ usual bibllouapby. I;~ he~n~ore, qua~ c ~performance ~ncrea~e~.
s ]~UN EX~MPLE8 ~F THE INVENTION
~Example 1. 0.518 gr. of curc~lminP resin, obtained follow~ng the procedure ~n ]PCr/~S07/00015, a~e dissolved in 21 gr. of polyethylene glycol with a lnolec~
weight of 6,000, previously melted at 78nC. The ~ ture is ~ nt~in~ at this l:emp¢rature under ~t~tion for 8 minl~te~ After the agitation time, the paste isleft to solidiiy in aDhydrous ~tn o~rhere. 21.5 gr of a water soluble solid colouring are obtained.
I~ample 2. 3.0007 U- Of water ~oluble starch are di~solved in 18.8 ml. of water 2S at 40~C. 0.G ml. of sodium hydrox~de at 40% (p/v) are added, the ~klur~
bomogenire~l and then 1.0005 gr. of curcum;nP resin, obtained follou~ng the procedure ~Il PCI'/ES07/00015, are added. The ~L re is Pgitated for 60 snin~ c, m~int~ini~l~ the pH between 12 alld 12.5 and the ~ml,cr~ture be~veen 4 0~C and 45~C.
After thi~, the solllt)on L neut~alised with p!lo~11~ric add 1 n~rm~l until pH=7.1. After neutralisatiorl, the ~nl~ n i~ left for 3 m;nlltos One m~ itre Of the resulting pa~te, diluted ~n 370 ml. of water, pr~entC an absorbance of 1,009, providing a chromatic capacity 15~o above commercially marketed kuL~ e.
s Th~s so~ m~ aftcr keeping it exposed to white light for 2 hours under ~t~tion and at 60~C, pr~s~..te~1 an absorbance of 1,004.
The re~ ting paste is left to cool in t~e oven at 40~C for 48 to 72 llours, obt~ 3.4 gr. of water soluble solid yellow product.
The dricd product wa~ m~int~ine~l in the oven, under controlled ~tmosphere~ at 60~C and ~ moisture of 90~ for 30 natural days. As a result of thi~ ~,rocess, the product lost 28.6% of its chromatic ac~ivity and partially lost its water solubility ~pocity~ ~ ~l ppm sQlntio~c have perm~nA~t turbidiy even after h~?~tir~a at 40 SO~C.
Example 3. 3.0007 gr. of water s~luble starch are dissolved ~n 18.8 rnl. of water at 40~C 0.6 ml. of so~ m hydro~nde at 40% (p/v) are added, the mixt~e ~
ao homo~e~iced aDd therl 1.0002 gr. of cur~lmine re~in, obtained follow~ng the procedure in P~ S07/OOOlS, are added. The ~ lurC iS agitated for 60 minute6, ms~int~ining the pH between 12 and 12.5 and tbe t~ml,crature bcn~een 40~C alld 45~C.
DESCR~ ON
s l~U~ OSE C~F l~lE INV~N IlON
This invention refers to a procedure to obtain yellow, water ~oluble alld ~tablecolorunng, both ~n aqueous solution ~nd powder, which can be used ~n hllmun and animal food. The procedure involves the use of a natur~l product, as curcl~n ine resin, together with another natural water ~oluble product with abundant hydrox~l groups, such as polyethylcne glycol -chain of ~ce~ e units-or starch. lhe pJocedure consists of ~g;tatlng curcun~ resin for a period of between five and nine~ miml~es in a liquid m~ m at a te~ erature below 100~C, in the presence of the other rlatural cQ~ .~ln~l The colouring is obta~ned from the ~01~1tio n cooled at room temperature. Stability can be adjusted durlngpreparation, in order to adapt the colouring to spe~;fi~ app!ic~tinnst in which the main characteristic i5 the colou~ing stability or its ~ u~atic intenSity.
BACKGROUND TO THE INVEN IION
At pre~ent, ~li~rcllt procedures are know~ to l..e~a~e curcumine wate~ sol~ble compounds which, in general, originate from a first s~age in which a Cura~min~-oleoresin is solubiU~ed in an a~ ine meclium, after which the re~lting ~lkflllne2s salts are made to react with a high molec~ r weight and water sol~l~le organic substrate. These stages end by ~ ti~ the reaction m.~ m and, a~ a result, the organ~c ~ o~ acquire the acid stTuctu~e confer~ing the yellow colouring. The re~ti~n product is buffered with an organic acid irl order to m~qint~in a pH below 7. The product dries by means of ~to~nic~tio~l Having ca~ried out these ~teps, the colouring may be applied in dry n.ialures or in .~ CA 02230895 1998-03-24 .
r~e products.
Thcr~for~, these procedures are made up of a series of 6tages requi~ing spe~iflcpeno~lC of t~me, and to obtain a colour~ng ~akes ~ignifi~ant time. RPc;de~ to forrn s the curcllminoifl substrate compleJc, a ~o1~1ti~ n with the co~r~cl)u~ ~ orga~ic substrate mu~t be prepared, adding a basic re~ct~nt w~ich allows di~solving at least part of the cu~ oleoresin, which means ~n added cost as dif~erent products are u ed. The main disadvantage is the quick ~lecoTnpo~Cition (20~o in weig~t per hour) of cur~vminoi~1c in an ~ R1;n~ me~ m at the nececc~ly temperature for re~t~ot- This ~1eco,~ osiLion, apart from c~vsin~ the loss of costly r~w mflteriPI, produce~ a brown colouring material which ta~nt~ the des~red yellow colour aud provides organ~c products of an unknown structure which are, thcrefore, not rccQ~ nrled for food applic~ff~-n.c.
DESCRIPTION OF THE INVENl~ON
The obtention of the colou~ng follo Iving the procedure involved in this invention is bssed on a curcl~miT~e resin which is made oil-~ee by means of any of tlle procedures described in the bibliogi~l~, wch as cIy6t~llic~tion in organic ~olvent or, preferably, pmifi(~pti9n IIl s~ll,er~i.iLical fluid (PCr/ES97/00015).
Starting ~om a Curc~ e resin punfied ~n supercritical fluid - without previously~ub---i~ g it to an ~ ine puri~ication sta~e ~ c~ tly ~ncreases ~he globsl performance of the proce~s and preseIves the edible and chromatic qualib of the fimal product, guar~tees the ~senre of solvent, even in trace q~l~ntitie~, and al~o guarantees that the aromatic components of the oleoresi~ are practically ~liminp~t~ th minim.lm inte"ference in the aroma of the final product. These q~ itie~ confcr spe~l ad~J~nt~e~ ~ fou~l ~rpll~t~
The vehicle, in the ~r~t varisnt of the methn~, lS a polyethylene ~glycol with am-~le~ r weight p.~,fel~bly between 4,000 and 6,000, and with a melting point below 85~C. Cur~min~ resin dissolves cQ~rletely in the melted polyethy}ene . ~ CA 02230895 1998-03-24 glycoL being the weight ratio bc~.. eell the cur~mir~e resin and the acth~e orgaD~c o~gens of the polyethylene glycol below 1:20, preferably around 1:600. The solution i8 ~t~te~l for a few minute~, ~oint~inin~ the temperature between 70~C
and 80~C.
After agitation, the solution is cooled in an anhydrous ~tn~-sph~re and the resulti~g material is exposed to certain cQnl1itin~l~ to allow the solid to be industrially han~lle~l, in granule, flake or powder form, u~ing the cul-4;~o~
m~cllin~qs .;u.lel ~ ava~ e~ Ouc~ as grinding mp~hine~ to obtain po..del~.
The resulting solid product i8~0111ble in water, does not gG~ ate turbidity, doe~
not lose any of the basic raw m~terial, whlch is ~llr~ n~ resin, is not cQrlt~nin~e~ by any ~l~cQn~position by-product and has a strong, clear, yellow colour.
The vehicle, in the ~econd variant of the metbod, is a starch. C~.r~u.,.;.~- resin is dissolved in an ~ ine aqueous sollltio n, v~ith a pH of 11-14, which is previou~ly heated to 30-40~C. Another solution, compo~ed of 10~o to 20~ of starch in water, is added to the previou~ sollltio~l- ~e weight ratio of ~ ne zu resin and starch ~s between 1:1 and 1:50.
The sollltinn is agitated at the requ~red temperature for S to 90 ~[lulc6, afterwhich it i6 ~ lified until a pH of bel~eell 8 and ~ ~ re~heA The acid u~ed caD
be an edible quality, inorganic acid, such as phosphoric, hydrochloric or sulphuric ~5 acid, or an organic acid, such a~ citric or acetic acid.
l~e res~llting preririt~te is filtered and dried in an o~en at 40~C. Once is dry, it is ~ound until the desired particle size f~r the required application is obtained.
ThiS proces6 e6tablishes the characteristics of the final solid~ in order to adapt it to the physical and ~ emi~l conditions of a large ~umber of matrice~ which ine~ e ~ erc.,l foods, drinks, pharmaceutical products, etc. Depending on tbe r~a~tion times, tenl~elal~Jres and pH, products w~th a high chromatic stability to ter~l~,elature and light can be acbieved, n~o~ing them particularly good for s ~ti~erie and cater~ or u~th a high colou~ng ~ , particularly good for soft drinks and pickle~.
'I'be colour~ng obtained by me~ns of the ~lesenl variant has a greater colou~g ,capacity, greater stability to light and greater storage stability than colourings o obtained by metho~l~ described in the bibliography. h~e-~o~lres are c~rried out ~Eollo~ methodl~ described ~ usual bibllouapby. I;~ he~n~ore, qua~ c ~performance ~ncrea~e~.
s ]~UN EX~MPLE8 ~F THE INVENTION
~Example 1. 0.518 gr. of curc~lminP resin, obtained follow~ng the procedure ~n ]PCr/~S07/00015, a~e dissolved in 21 gr. of polyethylene glycol with a lnolec~
weight of 6,000, previously melted at 78nC. The ~ ture is ~ nt~in~ at this l:emp¢rature under ~t~tion for 8 minl~te~ After the agitation time, the paste isleft to solidiiy in aDhydrous ~tn o~rhere. 21.5 gr of a water soluble solid colouring are obtained.
I~ample 2. 3.0007 U- Of water ~oluble starch are di~solved in 18.8 ml. of water 2S at 40~C. 0.G ml. of sodium hydrox~de at 40% (p/v) are added, the ~klur~
bomogenire~l and then 1.0005 gr. of curcum;nP resin, obtained follou~ng the procedure ~Il PCI'/ES07/00015, are added. The ~L re is Pgitated for 60 snin~ c, m~int~ini~l~ the pH between 12 alld 12.5 and the ~ml,cr~ture be~veen 4 0~C and 45~C.
After thi~, the solllt)on L neut~alised with p!lo~11~ric add 1 n~rm~l until pH=7.1. After neutralisatiorl, the ~nl~ n i~ left for 3 m;nlltos One m~ itre Of the resulting pa~te, diluted ~n 370 ml. of water, pr~entC an absorbance of 1,009, providing a chromatic capacity 15~o above commercially marketed kuL~ e.
s Th~s so~ m~ aftcr keeping it exposed to white light for 2 hours under ~t~tion and at 60~C, pr~s~..te~1 an absorbance of 1,004.
The re~ ting paste is left to cool in t~e oven at 40~C for 48 to 72 llours, obt~ 3.4 gr. of water soluble solid yellow product.
The dricd product wa~ m~int~ine~l in the oven, under controlled ~tmosphere~ at 60~C and ~ moisture of 90~ for 30 natural days. As a result of thi~ ~,rocess, the product lost 28.6% of its chromatic ac~ivity and partially lost its water solubility ~pocity~ ~ ~l ppm sQlntio~c have perm~nA~t turbidiy even after h~?~tir~a at 40 SO~C.
Example 3. 3.0007 gr. of water s~luble starch are dissolved ~n 18.8 rnl. of water at 40~C 0.6 ml. of so~ m hydro~nde at 40% (p/v) are added, the mixt~e ~
ao homo~e~iced aDd therl 1.0002 gr. of cur~lmine re~in, obtained follow~ng the procedure in P~ S07/OOOlS, are added. The ~ lurC iS agitated for 60 minute6, ms~int~ining the pH between 12 and 12.5 and tbe t~ml,crature bcn~een 40~C alld 45~C.
2~ Afte~ this, the sol~ nn is neu~alised with phosphoric acid 1 normal until,pH=7.2. After neutr~lis~ti~n ,the solution ~s left for 3 ~ tcs. One m~ tre of the reslllting paste, diluted ~ 400 ml. of water, pil:sel~tC a~ll absorballce of 1,204, provlding an eqwvalent chromatic capaci~ 79% above commercially~m~ t~d l:artraz~ne.
... . .. ..... , .. . _ .. ..... . ... . .. ,,, _ .. ....... ..... ...... . .. ...
. .
oll~t;~ n, after keep~ng it e~tpo~e~l to wbite light for 2 hours under ~git~t;~
and at 60~C, presPnted aIl absorbance of 0.926.
The resulting paste is left to cool down in the oven at 40~C for 48 to 72 hours,s obtaining 4.4 ~r. of water ~oluble solid ycllow product.
The drled product wa~ m~int~inecl ~n the overl, under controlled ~tmo~here, at 60~C and a ~o~ e of 90~o for 30 natural days. As a result of this process, the ;product lost 28.6% of its cl~ro~ lic ~ctivity and parually lost its water sol~bility o ~capacity, a~ 221 ppm solutions have perln~n~nt turbidity even after h~tiT~ at 40-SO~C.
... . .. ..... , .. . _ .. ..... . ... . .. ,,, _ .. ....... ..... ...... . .. ...
. .
oll~t;~ n, after keep~ng it e~tpo~e~l to wbite light for 2 hours under ~git~t;~
and at 60~C, presPnted aIl absorbance of 0.926.
The resulting paste is left to cool down in the oven at 40~C for 48 to 72 hours,s obtaining 4.4 ~r. of water ~oluble solid ycllow product.
The drled product wa~ m~int~inecl ~n the overl, under controlled ~tmo~here, at 60~C and a ~o~ e of 90~o for 30 natural days. As a result of this process, the ;product lost 28.6% of its cl~ro~ lic ~ctivity and parually lost its water sol~bility o ~capacity, a~ 221 ppm solutions have perln~n~nt turbidity even after h~tiT~ at 40-SO~C.
Claims (8)
1. Procedure to obtain curcumine solid derivatives, characterised because it involves the following steps: a curcumine resin is agitated in a liquid medium, at a temperature below 100°C, in the presence of a water soluble organic compound of high molecular weight and provided with abundant hydroxyl groups. The solution is agitated without varying the initial temperature for a period of time between five and ninety minutes. The colouring is obtained from the solution cooled at room temperature.
2. Procedure, according to the previous claim, characterised because the organic compound is one of the following: polyethylene glycol with a molecular weight between 4,000 and 10,000, edible water soluble starch.
3. Procedure, according to claims 1 and 2, characterised because the weight ratio between curcumine resin and polyethylene glycol is between 1:20 and 1:1000.
4. Procedure, according to claims 1 and 2, characterised because the starch is dissolved in water at around 40°C. This is added to the sodium hydroxide solution and, after this, curcumine resin is added and the mixture is agitated for a period of time between 5 and 90 minutes. After this, an acid solution is addedto obtain a pH between 8 and 5. The resulting paste is dried in an oven until a solid product is obtained.
5. Procedure, according to claim 4, characterised because the water soluble starch solution is prepared at a concentration of between 5% and 40%.
6. Procedure, according to claim 4, characterised because the weight ratio between the curcumine, resin product and the starch solution is between 1:1 and 1:500.
7. Procedure, according to claim 4, characterised because the acid used to passivate the solution may be an organic acid, such as citric or acetic acid, or an inorganic acid of edible quality, such as phosphoric, hydrochloric or sulphuric acid.
8. Procedure, according to claim 4, characterised the final drying process of the product is carried out at a temperature between 35°C and 90°C, and during a time period between 0.5 and 72 hours.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES09601654A ES2121539B1 (en) | 1996-07-25 | 1996-07-25 | PROCEDURE FOR OBTAINING A STABLE FOOD DYE BASED ON CURCUMINE. |
| ESP9601653 | 1996-07-25 | ||
| ESP9601654 | 1996-07-25 | ||
| ES09601653A ES2121538B1 (en) | 1996-07-25 | 1996-07-25 | PROCEDURE FOR OBTAINING A FOOD COLOR BASED ON CURCUMINE. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2230895A1 true CA2230895A1 (en) | 1998-02-05 |
Family
ID=26154982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002230895A Abandoned CA2230895A1 (en) | 1996-07-25 | 1997-07-23 | Obtention of circumine solid derivatives |
Country Status (3)
| Country | Link |
|---|---|
| AU (1) | AU3623897A (en) |
| CA (1) | CA2230895A1 (en) |
| WO (1) | WO1998004636A1 (en) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4307117A (en) * | 1980-03-27 | 1981-12-22 | General Foods Corporation | Stabilized curcumin colorant |
| US4475919A (en) * | 1980-04-28 | 1984-10-09 | Colorcon, Inc. | Colored medicinal tablet, natural color pigment and method for using the pigment in coloring food, drug and cosmetic products |
| US4683256A (en) * | 1980-11-06 | 1987-07-28 | Colorcon, Inc. | Dry edible film coating composition, method and coating form |
| US4999205A (en) * | 1989-08-17 | 1991-03-12 | Kalamazoo Holdings, Inc. | Curcumin complexed on water-dispersible substrates |
-
1997
- 1997-07-23 CA CA002230895A patent/CA2230895A1/en not_active Abandoned
- 1997-07-23 AU AU36238/97A patent/AU3623897A/en not_active Abandoned
- 1997-07-23 WO PCT/ES1997/000187 patent/WO1998004636A1/en active Application Filing
Also Published As
| Publication number | Publication date |
|---|---|
| AU3623897A (en) | 1998-02-20 |
| WO1998004636A1 (en) | 1998-02-05 |
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