CN1952018A - Acid-soluble red rice red pigment and acid-soluble red rice yellow pigment and its preparation method - Google Patents

Acid-soluble red rice red pigment and acid-soluble red rice yellow pigment and its preparation method Download PDF

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CN1952018A
CN1952018A CNA2005100449473A CN200510044947A CN1952018A CN 1952018 A CN1952018 A CN 1952018A CN A2005100449473 A CNA2005100449473 A CN A2005100449473A CN 200510044947 A CN200510044947 A CN 200510044947A CN 1952018 A CN1952018 A CN 1952018A
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acid
haematochrome
yellow pigment
red yeast
rice fermented
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CN100491475C (en
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甘纯玑
洪惠娇
简文杰
谢苗
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Fujian Agriculture and Forestry University
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Fujian Agriculture and Forestry University
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Abstract

The invention discloses an acid soluble red-yeast red coloring matter and preparing method, which comprises the following steps: adopting soluble red-yeast red coloring matter and soluble red-yeast yellow coloring matter as raw material; reacting soluble red-yeast red coloring matter, yellow coloring matter and organic acid or acid anhydride; washing; filtering; drying to obtain the product. The coloring matter is natural pigment, which is fit for multiple foods.

Description

Acid soluble rice fermented with red yeast haematochrome and acid soluble rice fermented with red yeast yellow pigment and preparation method thereof
Technical field the present invention relates to monascorubin and yellow pigment and preparation method thereof, particularly can be dissolved in pure acid effectively or/and the acid soluble rice fermented with red yeast haematochrome of acid solution and acid soluble rice fermented with red yeast yellow pigment and preparation method thereof.
Background technology food dye is foodstuffs industry, pharmaceutical industry and day indispensable class additive of chemical industry.In recent years, because safety issue, some synthetic colours no longer are applicable to foodstuffs industry.Therefore, the exploitation of natural pigment is subject to people's attention day by day.
At present, foodstuffs industry solubility in acid pigment commonly used is lemon yellow, carmine.Carmine pigment thermotolerance, reducing resistance are poor, fugitive color in food processing process; And lemon yellow scale resistance is poor, and meeting alkali is variable color, be not suitable for being extensive use of, and above-mentioned two kinds of pigments is synthetic food color, and security is low.
At present, aspect the monascorubin new varieties, the patent No. is water-soluble red pigment of red rice and the yellow pigment that the method for 96122279.4 patents of invention is produced, in pH<4.5 o'clock, promptly begin to become turbid, be not suitable in some acidic foods such as soda pop, candy, sour milk, fizz and uses such as effervescent beverage, fruit can.
Development acid soluble rice fermented with red yeast haematochrome and acid soluble rice fermented with red yeast yellow pigment can remedy above-mentioned defective effectively.At present, on the monascorubin new varieties,, do not appear in the newspapers so far for acid soluble rice fermented with red yeast haematochrome and acid soluble rice fermented with red yeast yellow pigment.
Summary of the invention the objective of the invention is to research and develop acid soluble rice fermented with red yeast haematochrome and acid soluble rice fermented with red yeast yellow pigment and preparation method thereof, effectively to remedy water colo(u)r largely insoluble defective in acid and/or acid solution.
One, a kind of preparation method of acid soluble rice fermented with red yeast haematochrome
The present invention is that the water-soluble red pigment of red rice (being designated hereinafter simply as haematochrome A) that the method for 96122279.4 patents of invention is produced is a raw material with the patent No., and the preparation method may further comprise the steps:
1, described haematochrome A is mixed with organic acid or its acid anhydrides, the addition of organic acid or its acid anhydrides is 1~20 times of molar weight of haematochrome A, press 0.1%~10% of haematochrome A and organic acid or its acid anhydride mixture quality and add catalyzer, heating in water bath, temperature is 10 ℃~160 ℃, reacts 0.5 hour~12 hours.Described organic acid comprises acetate, propionic acid, 2 Methylpropionic acid; Described acid anhydrides comprises diacetyl oxide, propionic anhydride; Described catalyzer comprises the vitriol oil, concentrated hydrochloric acid, nitric acid.Described organic acid, acid anhydrides and catalyzer all are liquid.
2, in the resultant of step 1, in the distilled water by 10~60 times of its quality addings, fully stir;
3, the aqueous mixture after step 2 washing is filtered, get filtrate, placing thickening equipment to be concentrated into concentration is 20%;
4, the filtrate after will concentrating is dry gets final product.
The molecular structural formula of acid soluble rice fermented with red yeast haematochrome of the present invention is as follows:
Figure A20051004494700051
Wherein, R 1=C 7H 15Or C 5H 11, R 2Be alkyl (containing 1~4 of carbon number), M is a metal ion.
Two, a kind of preparation method of acid soluble rice fermented with red yeast yellow pigment
The present invention is that the water-soluble monascus yellow pigment (being designated hereinafter simply as yellow pigment A) that the method for 96122279.4 patents of invention is produced is a raw material with the patent No., and the preparation method may further comprise the steps:
1, described yellow pigment A is mixed with organic acid or its acid anhydrides, the addition of organic acid or its acid anhydrides is 1~20 times of molar weight of yellow pigment A, press 0.1%~10% of yellow pigment A and organic acid or its acid anhydride mixture quality and add catalyzer, heating in water bath, temperature is 10 ℃~160 ℃, reacts 0.5 hour~12 hours.Described organic acid comprises acetate, propionic acid, 2 Methylpropionic acid; Described acid anhydrides comprises diacetyl oxide, propionic anhydride; Described catalyzer comprises the vitriol oil, concentrated hydrochloric acid, nitric acid.Described organic acid, acid anhydrides and catalyzer all are liquid.
2, in the resultant of step 1, in the distilled water by 10~60 times of its quality addings, fully stir;
3, the aqueous mixture after step 2 washing is filtered, get filtrate, placing thickening equipment to be concentrated into concentration is 20%;
4, the filtrate after will concentrating is dry gets final product.
The molecular structural formula of acid soluble rice fermented with red yeast yellow pigment of the present invention is as follows:
Figure A20051004494700061
Wherein, R 1=C 7H 15Or C 5H 11, R 2Be alkyl (containing 1~4 of carbon number), M is a metal ion.
Acid soluble rice fermented with red yeast haematochrome of the present invention and acid soluble rice fermented with red yeast yellow pigment very easily are dissolved in various organic acids, good stability, color clear.Water-soluble red pigment of red rice and monascus yellow pigment promptly begin to become turbid in pH<4.5 o'clock, and the present invention has thoroughly solved this difficult problem.
Acid soluble rice fermented with red yeast haematochrome of the present invention and acid soluble rice fermented with red yeast yellow pigment, can be used as the red stain and the yellow colorants of food, dissolve in multiple acid, as: organic acid and mineral acids such as citric acid, oxysuccinic acid, xitix, tartrate, Glacial acetic acid, acetum, phytic acid, lactic acid, phosphoric acid.As food colorant the time, its consumption depend on the painted food kind of wanting and the color harmony intensity of the color that requires.It demonstrates absorption in ultraviolet-visible spectrum, the maximum absorption wavelength of its aqueous solution is 500nm.Change the potential of hydrogen of solution, can not change the tone of pigment.This pigment has goodish light, heat and metal ion stability.The present invention has introduced ester bond by water-soluble monascus pigment and organic acid or its anhydride reaction at its side chain, increases carbochain, has reduced molecular polarity, makes it be converted into the solubility in acid pigment, and this is the present not available character of other pigment.
Pigment of the present invention is a natural pigment, can be used with other food colorant.Pigment of the present invention can be applied in the numerous food.For example, food such as candy, sour milk, fizz and effervescent beverage, fruit can, cake.
Embodiment is illustrated below in conjunction with embodiment in order fully to disclose acid soluble rice fermented with red yeast haematochrome of the present invention and acid soluble rice fermented with red yeast yellow pigment and preparation method thereof.
Embodiment 1: a kind of preparation method of acid soluble rice fermented with red yeast haematochrome
1 gram haematochrome A is added 1.5ml diacetyl oxide, the 0.3ml vitriol oil down in 60 ℃, cooling for reflux 4h has reacted the back and has added the stirring of 120ml distilled water, filters waste, filtrate vacuum concentration to concentration 20%, spraying drying can obtain the acid soluble rice fermented with red yeast haematochrome then.
Embodiment 2: a kind of preparation method of acid soluble rice fermented with red yeast haematochrome
1 gram haematochrome A is added 2.5ml propionic acid, 0.3ml concentrated hydrochloric acid under 60 ℃, cooling for reflux 4h has reacted back adding 120ml distilled water and has stirred, and filtration waste, filtrate vacuum concentration are to concentration 20%, and spraying drying can obtain the acid soluble rice fermented with red yeast haematochrome then.
Embodiment 3: a kind of preparation method of acid soluble rice fermented with red yeast yellow pigment
1 gram yellow pigment A is added 1.5ml 2 Methylpropionic acid, the 0.3ml vitriol oil down in 60 ℃, cooling for reflux 4h has reacted the back and has added the stirring of 120ml distilled water, filters waste, filtrate vacuum concentration to concentration 20%, spraying drying can obtain the acid soluble rice fermented with red yeast yellow pigment then.
Embodiment 4: a kind of preparation method of acid soluble rice fermented with red yeast yellow pigment
1 gram yellow pigment A is added 1.5ml diacetyl oxide, 0.3ml nitric acid under 60 ℃, cooling for reflux 4h has reacted back adding 120ml distilled water and has stirred, and filtration waste, filtrate vacuum concentration are to concentration 20%, and spraying drying can obtain the acid soluble rice fermented with red yeast yellow pigment then.
Acid soluble rice fermented with red yeast haematochrome of the present invention and acid soluble rice fermented with red yeast yellow pigment and preparation method thereof, the purity of used chemical reagent are food grade.

Claims (8)

1, a kind of preparation method of acid soluble rice fermented with red yeast haematochrome is characterized in that may further comprise the steps:
(1) described haematochrome A is mixed with organic acid or its acid anhydrides, the addition of organic acid or its acid anhydrides is 1~20 times of molar weight of haematochrome A, press 0.1%~10% of haematochrome A and organic acid or its acid anhydride mixture quality and add catalyzer, heating in water bath, temperature is 10 ℃~160 ℃, reacts 0.5 hour~12 hours;
(2) in the resultant of step (1), in the distilled water by 10~60 times of its quality addings, fully stir;
(3) the aqueous mixture after step (2) washing is filtered, get filtrate, placing thickening equipment to be concentrated into concentration is 20%;
(4) filtrate after will concentrating is dry gets final product.
2, the preparation method of a kind of acid soluble rice fermented with red yeast haematochrome according to claim 1, it is characterized in that 1 gram haematochrome A is added 1.5ml diacetyl oxide, the 0.3ml vitriol oil down in 60 ℃, cooling for reflux 4h, react the back and added the stirring of 120ml distilled water, filter waste, filtrate vacuum concentration to concentration 20%, spraying drying gets final product then.
3, the preparation method of a kind of acid soluble rice fermented with red yeast haematochrome according to claim 1, it is characterized in that 1 gram haematochrome A is added 2.5ml propionic acid, 0.3ml concentrated hydrochloric acid down in 60 ℃, cooling for reflux 4h, react the back and added the stirring of 120ml distilled water, filter waste, filtrate vacuum concentration to concentration 20%, spraying drying gets final product then.
4, a kind of acid soluble rice fermented with red yeast haematochrome is characterized in that molecular structural formula is as follows:
5, a kind of preparation method of acid soluble rice fermented with red yeast yellow pigment is characterized in that may further comprise the steps:
(1) described yellow pigment A is mixed with organic acid or its acid anhydrides, the addition of organic acid or its acid anhydrides is 1~20 times of molar weight of yellow pigment A, press 0.1%~10% of yellow pigment A and organic acid or its acid anhydride mixture quality and add catalyzer, heating in water bath, temperature is 10 ℃~160 ℃, reacts 0.5 hour~12 hours;
(2) in the resultant of step (1), in the distilled water by 10~60 times of its quality addings, fully stir;
(3) the aqueous mixture after step (2) washing is filtered, get filtrate, placing thickening equipment to be concentrated into concentration is 20%;
(4) filtrate after will concentrating is dry gets final product.
6, the preparation method of a kind of acid soluble rice fermented with red yeast yellow pigment according to claim 5, it is characterized in that 1 gram yellow pigment A is added 1.5ml 2 Methylpropionic acid, the 0.3ml vitriol oil down in 60 ℃, cooling for reflux 4h, react the back and added the stirring of 120ml distilled water, filtration waste, filtrate vacuum are revolved and are concentrated into concentration 20%, and spraying drying gets final product then.
7, the preparation method of a kind of acid soluble rice fermented with red yeast yellow pigment according to claim 5, it is characterized in that 1 gram yellow pigment A is added 1.5ml diacetyl oxide, 0.3ml nitric acid down in 60 ℃, cooling for reflux 4h, react the back and added the stirring of 120ml distilled water, filter waste, filtrate vacuum concentration to concentration 20%, spraying drying gets final product then.
8, a kind of acid soluble rice fermented with red yeast yellow pigment is characterized in that molecular structural formula is as follows:
Figure A2005100449470003C1
CNB2005100449473A 2005-10-20 2005-10-20 Acid-soluble red rice red pigment and acid-soluble red rice yellow pigment and its preparation method Expired - Fee Related CN100491475C (en)

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101880469A (en) * 2010-07-15 2010-11-10 福建农林大学 Method for preparing water-soluble monascus yellow pigment
CN102321381A (en) * 2011-05-28 2012-01-18 福建农林大学 A kind of preparation method of water-soluble acidproof monascorubin
CN105647232A (en) * 2016-03-25 2016-06-08 广东科隆生物科技有限公司 Preparation method of monascus yellow pigment
CN106752066A (en) * 2015-11-12 2017-05-31 简文杰 Acid soluble rice fermented with red yeast pigment and preparation method thereof
CN109021615A (en) * 2018-09-12 2018-12-18 乐象永续科技(杭州)有限公司 Preparation method, color lake and the application in color lake
WO2020052656A1 (en) * 2018-09-12 2020-03-19 乐象永续科技(杭州)有限公司 Lake pigment preparation method, lake pigment and application thereof
CN111269123A (en) * 2020-03-31 2020-06-12 南京大学仕医药科技有限公司 Compound modified by carthamus tinctorius red pigment and capable of enhancing stability of compound in solution, and preparation method and application of compound

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101880469A (en) * 2010-07-15 2010-11-10 福建农林大学 Method for preparing water-soluble monascus yellow pigment
CN102321381A (en) * 2011-05-28 2012-01-18 福建农林大学 A kind of preparation method of water-soluble acidproof monascorubin
CN106752066A (en) * 2015-11-12 2017-05-31 简文杰 Acid soluble rice fermented with red yeast pigment and preparation method thereof
CN106752066B (en) * 2015-11-12 2020-04-17 简文杰 Acid-soluble monascus pigment and preparation method thereof
CN105647232A (en) * 2016-03-25 2016-06-08 广东科隆生物科技有限公司 Preparation method of monascus yellow pigment
CN105647232B (en) * 2016-03-25 2017-03-22 广东科隆生物科技有限公司 Preparation method of Monascus yellow pigment
CN109021615A (en) * 2018-09-12 2018-12-18 乐象永续科技(杭州)有限公司 Preparation method, color lake and the application in color lake
WO2020052659A1 (en) * 2018-09-12 2020-03-19 乐象永续科技(杭州)有限公司 Method for preparing lake pigment, lake pigment and use thereof
WO2020052656A1 (en) * 2018-09-12 2020-03-19 乐象永续科技(杭州)有限公司 Lake pigment preparation method, lake pigment and application thereof
CN111269123A (en) * 2020-03-31 2020-06-12 南京大学仕医药科技有限公司 Compound modified by carthamus tinctorius red pigment and capable of enhancing stability of compound in solution, and preparation method and application of compound

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