CN109942395A - A kind of curcumin ionic liquid and its application - Google Patents
A kind of curcumin ionic liquid and its application Download PDFInfo
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Abstract
The invention discloses a kind of functionalized ion liquid based on biomass curcumin and its applications.The ionic liquid is made of curcumin structure for anion.Above-mentioned ionic liquid can effectively clear H2O2Isoreactivity oxygen radical, anti-lipid peroxidation reaction；A kind of detection as multimodal sensor for energy-containing compound 2,4,6- trinitrophenol in violated additive benzoyl peroxide in food safety and public safety；The present invention significantly improves the restricted problems such as curcumin own solubility is small, stability is poor, bioavailability is low, dosage is big simultaneously, is expected to be applied to health care product, cosmetics, wash in shield product, improves absorption of the human body to curcumin.
Description
Technical field
The invention belongs to material application field, it is related to a kind of curcumin ionic liquid and its application.
Background technique
Turmeric is a kind of Zingiber curcuma, has good medical value.It is mentioned in " Chinese Pharmacopoeia ": turmeric
Acrid, bitter, warm.There are breaking blood and promoting the circulation of qi, inducing meastruation to relieve menalgia function, is used for sternal rib shouting pain, chest impediment and cardialgia, promoting menstruation amenorrhoea, insane crazy, rheumatism shoulder
Arm pain, tumbling and swelling.The main chemical compositions that turmeric plays pharmacological action are curcumin chemical compounds, including curcumin, de-
Methoxyl group curcumin, bisdemethoxycurcumin etc., wherein curcumin is most important active constituent.From zingiberaceous plants such as turmerics
The curcumin extracted in rhizome is a kind of acid polyphenols class compound being made of two adjacent phenol to methylate and a beta-diketon,
Mainly exist in solid-state and liquid with enol form.Curcumin is a kind of pure natural yellow pigment, frequently as colorant, seasoning
Agent and additive are widely used in food industry.Such as spiedino of curry, Middle East in Indian's life etc. is all
Too busy to get away curcumin cooks flavouring.In addition to this, curcumin itself also have anti-inflammatory, anti-oxidant, reducing blood lipid, remove free radical,
Anticancer, antiatherosclerosis inhibit many-sided pharmacological action such as fat, anti-aging, the extensive pass by medical investigator
Note.However, the curcumin series of problems such as that there are solubility is small, stability is poor, vivo biodistribution utilization rate is low, dosage is big, sternly
Its popularization and application in food and medicine field is hindered again.If can effectively increase under the premise of keeping curcumin effect
The solubility and stability of big curcumin, can greatly improve its utilization rate in vivo, play its unique pharmacology
Activity.
Ionic liquid is a kind of in room temperature or close to the salt that liquid is presented at room temperature, has low melting point, low volatility, high fever
The excellent physicochemical properties such as stability, adjustable molecular structure and wider electrochemical window, by wide both at home and abroad
General concern.Neutral compound curcumin is prepared into ionic liquid with unique properties, can be played possessed by curcumin
Excellent efficacy, and unique physico-chemical property of energy coupled ion liquid itself overcome neutral compound curcumin solubility low, stable
The defects of property is poor, to significantly improve the bioavailability of curcumin.Not only synthesis process is simple, fast for curcumin ionic liquid
Speed, synthetic product low toxicity, green, but also there is very extensive application prospect.
Free radical is generated a kind of group with high oxidation activation, organism in organism metabolic processes
A large amount of active oxygen radical cluster (ROS) is generated in metabolic processes.Under normal circumstances, the generation of free radical helps to adjust
Cell growth inhibits the benefits such as bacterium and virus, but if accumulation free radical is excessive in vivo, these oxides (such as: H2O2) just
Cell can be caused significantly to damage, many chronic diseases such as cancer, inflammation etc. is caused to occur.Two in curcumin molecular structure
Respectively contain a phenolic hydroxyl group and a methoxyl group on phenyl ring, research shows that the phenolic compound with this class formation is with very strong
Inoxidizability can play the role of removing free radical.Curcumin ionic liquid, the physiology on the one hand remaining curcumin are living
Property, to H2O2Isoreactivity oxygen radical has stronger oxidation resistance；On the other hand ionic liquid low melting point, no is combined again
Volatilization, the features such as stability is high, significantly improve the solubility, stability and bioavailability of curcumin, make neutral compound
Curcumin is greatly improved.Utilizing has with the green curcumin ionic liquid that native compound amino acid is cation preparation
Very strong oxidation resistance can replace curcumin as anti-inflammatory agent, antibacterial agent and skin conditioning agent etc. and be applied to health care product
In cosmetics, to overcome excessive free radicals to bring damage to the human body.
In recent years, Chinese society food safety affair emerged one after another, the exceeded nest of ham, content of iodine containing DDVP,
Pork containing clenbuterol hydrochloride, Follow Up Formula even containing melamine etc., these none do not threaten to human life.Especially eat
Product additive receives the dispute of broad masses: on the one hand without food additives, food is although fresh, but second day just
It can go bad, this can bring great inconvenience to our daily life；On the other hand, continue that food additives is allowed to be free on food
In, and will appear additive improper use and bring threat to the personal safety of consumer.In face of this severe situation, if can send out
Green pure natural additive for foodstuff is opened up, or the ingredient added in food is sternly monitored, so just can effectively solve food
Safety problem.
Summary of the invention
The object of the present invention is to provide a kind of curcumin ionic liquid and its applications.
Curcumin ionic liquid provided by the invention, anion are curcumin anion shown in Formulas I, and cation is formula
II into formula IV any one:
In the Formulas I, R1For hydrogen or methoxyl group；R2For hydrogen or methoxyl group, n=1,2 or 3；
In the Formula II-formula IV, R1And R2The alkyl for being 1~20 for carbon chain lengths, A, B and C are hydrogen or no more than 3 carbon
Any one in the alkyl and amino of chain length；In the definition of described A, B and C, alkyl is specially alkyl；
R3、R4、R5And R6For hydrogen, carbon chain lengths be 1-20 alkyl or carbon chain lengths containing substituent group be 1-20 hydrocarbon
Base；The substituent group is specially at least one of hydroxyl, ester group, amino and carboxyl；
R7For the variable groups of a-amino acid.
Specifically, the carbon chain lengths containing substituent group be 1-20 alkyl in, the substituent group be hydroxyl, ester group,
At least one of amino and carboxyl；
The R1To R6Definition in, the carbon chain lengths are specially the alkyl of 1-10；The more specifically alkyl of 1-6；It is described
Alkyl is specially alkyl or alkoxy；Again be specially methyl, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl group, tert-butyl,
Methoxyl group, ethyoxyl；
The Formula II concretely 1- methyl -3- ethyl imidazol(e) or 1- methyl -3- butyl imidazole；
The a-amino acid be selected from glycine, alanine, valine, leucine, isoleucine, phenylalanine, proline,
Tryptophan, serine, tyrosine, cysteine, methionine, asparagine, glutamine, threonine, aspartic acid, paddy ammonia
At least one of acid, lysine, arginine and histidine.
The R7Specially-C4H10N3、-C4H5N2、-C4H10N、-C4H11N3Or-C4H6N2；
The method provided by the invention for preparing the curcumin ionic liquid, comprising:
Curcumin compound corresponding with the cation is subjected to acid-base neutralization reaction and is obtained.
Specifically, the method can include: by corresponding imidazoles, quaternary ammonium hydroxide or amino acids with
Curcumin mixes in a solvent according to certain mol proportion, stirs evenly, rotary evaporation remove solvent after to get.
In the above method, the corresponding compound of cation is shown in Formula II or the corresponding hydroxide of formula III or formula IV
Corresponding a-amino acid；Specially tetraethyl ammonium hydroxide or tetrapropylammonium hydroxide；
The molar ratio of curcumin compound corresponding with the cation is 1:0.5 to 1:3；Specially 1:1；
In the acid-base neutralization reaction step, temperature is 25~80 DEG C；Time is 2~36h；Specially 8h.
The acid-base neutralization reaction carries out in a solvent；
The solvent is chosen in particular from water, ethyl alcohol, methanol, isopropanol, acetone, acetonitrile, methylene chloride, dimethyl sulfoxide and N,
At least one of dinethylformamide.
In addition, aforementioned present invention provide curcumin ionic liquid it is anti-oxidant or prepare in antioxidant application and
Prepare at least one of curcumin health care product, cosmetics and hair care product application and as visible sensor
Using also belonging to protection scope of the present invention.
In addition, curcumin ionic liquid provided by the invention is detecting violated additive or benzoyl peroxide or is containing and can change
Object or 2 is closed, the application in 4,6- trinitrophenols also belongs to protection scope of the present invention.
The present invention has the advantages that following prominent and effect:
The preparation method synthesizes curcumin ionic liquid with pure natural compound curcumin, low in cost, process green,
Pollution-free, products pure, purification is simple, and the high no coupling product of yield generates, and complies fully with Atom economy.Curcumin ionic liquid
Body has had both the advantageous property of both curcumin and ionic liquid, on the one hand significantly improves turmeric using the characteristic of ionic liquid
The defects of plain solubility is low, stability is poor, on the other hand such ionic liquid has the pharmacological activity of curcumin, bio-compatible
Property it is good, degradability is high, bio-toxicity is low, is expected to that curcumin is replaced to be applied in each field such as food, drug, cosmetics, mention
Absorption of the high human body to curcumin.Curcumin ionic liquid has stronger oxidation resistance, can effectively clear H2O2Isoreactivity oxygen
Free radical can be applied in each field such as food, drug, cosmetics；It is simultaneously the research and development of natural perfume material type antioxidant
Provide a kind of selection.In addition, curcumin ionic liquid also has huge potential using value in sensor field: first,
It can be used as a kind of visible sensor to be applied to quickly detect violated additive benzoyl peroxide in food safety；Second, can
It is applied to carry out specific recognition to energy-containing compound 2,4,6- trinitrophenol in public safety as a kind of fluorescent optical sensor
And detection.Such sensor operations is easy, selectivity good, fast response time, high sensitivity, and is without expensive instrument and equipment
The real-time detection of benzoyl peroxide and 2,4,6- trinitrophenol can be achieved.
Specific embodiment
The present invention is further elaborated combined with specific embodiments below, but the present invention is not limited to following embodiments.Institute
State method is conventional method unless otherwise instructed.The raw material can obtain unless otherwise instructed from public commercial source.
Embodiment 1:
Synthesize tetraethyl curcumin Ammonium Salt Ionic Liquid [N2222] [Cur] (cation: R in formula III3、R4、R5And R6Be-
C2H5；Anion: n=1 in Formulas I).
0.50g curcumin is added in 50mL round-bottomed flask, and 10mL ethyl alcohol, which is added, keeps dissolution of raw material complete, then according to
The molar ratio of curcumin and tetraethyl ammonium hydroxide is that 0.80g tetraethyl ammonium hydroxide aqueous solution (25%) is added in 1:1, in 25 DEG C
Under be vigorously stirred carry out acid-base neutralization reaction 8h after, rotary evaporation remove solvent, can be obtained the tetraethyl curcumin of rufous
Ammonium Salt Ionic Liquid.
Embodiment 2:
Synthesize tetrapropyl curcumin Ammonium Salt Ionic Liquid [N3333] [Cur] (cation: R in formula III3、R4、R5And R6Be-
C3H7；Anion: n=1 in Formulas I).
0.50g curcumin is added in 50mL round-bottomed flask, and 10mL ethyl alcohol, which is added, keeps dissolution of raw material complete, then according to
The molar ratio of curcumin and tetrapropylammonium hydroxide is that 1.3g tetrapropylammonium hydroxide solution (25%) is added in 1:1, in 25 DEG C
Under be vigorously stirred carry out acid-base neutralization reaction 8h after, rotary evaporation remove solvent, can be obtained the tetrapropyl curcumin of rufous
Ammonium Salt Ionic Liquid.
Embodiment 3:
Synthesize tetrabutyl curcumin Ammonium Salt Ionic Liquid [N4444] [Cur] (cation: R in formula III3、R4、R5And R6Be-
C4H9；Anion: n=1 in Formulas I).
0.50g tetrabutyl bromide is dissolved in the round-bottomed flask of about 20mL ethyl alcohol or isopropanol, and according to molar ratio 1:
1.05 are added 0.12g potassium hydroxide, are mixed 1 hour, filter after removing white precipitate potassium bromide, are slowly added to 0.57g ginger
Flavine is vigorously stirred after carrying out acid-base neutralization reaction 8h at 25 DEG C, and rotary evaporation removes solvent, can be obtained the four of rufous
Butyl curcumin Ammonium Salt Ionic Liquid.
Embodiment 4:
Synthesize 1- methyl -3- ethyl imidazol(e) curcumin ionic liquid [C2Mim] [Cur] (cation: R in Formula II1For-
CH3, R2For-C2H5；A, B and C is hydrogen；Anion: n=1 in Formulas I).
0.34g 1- methyl -3- ethyl imidazol(e) bromide is dissolved in the round-bottomed flask of about 15mL ethyl alcohol or isopropanol, and
According to molar ratio 1:1.05 addition 0.12g potassium hydroxide, 1h is mixed, filters after removing white precipitate potassium bromide, slowly adds
Enter 0.57g curcumin, be vigorously stirred at 25 DEG C after carrying out acid-base neutralization reaction 16h, rotary evaporation removes solvent, can be obtained
Blackish green 1- methyl -3- ethyl imidazol(e) curcumin ionic liquid.
Embodiment 5:
Synthesize 1- methyl -3- butyl imidazole curcumin ionic liquid [C4Mim] [Cur] (cation: R in Formula II1For-
CH3, R2For-C4H9；A, B and C is hydrogen；Anion: n=1 in Formulas I).
0.35g 1- methyl -3- ethyl imidazol(e) bromide is dissolved in the round-bottomed flask of about 15mL ethyl alcohol or isopropanol, and
0.13g potassium hydroxide is added according to molar ratio 1:1.05, is mixed 1 hour, filters after removing white precipitate potassium bromide, slowly
0.59g curcumin is added, is vigorously stirred at 25 DEG C after carrying out acid-base neutralization reaction 16h, rotary evaporation removes solvent, can obtain
Obtain blackish green 1- methyl -3- butyl imidazole curcumin ionic liquid.
Embodiment 6:
Synthesize curcumin ionic liquid [Ch] [the Cur] (cation: R in formula III based on choline3、R4And R5Be-
CH3, R6For-C2H5O；Anion: n=1 in Formulas I).
0.50g curcumin is added in 50mL round-bottomed flask, and 10mL ethyl alcohol, which is added, keeps dissolution of raw material complete, then according to
The molar ratio of curcumin and choline is that 0.33g aqueous choline base solution (50%) is added in 1:1, is vigorously stirred and is carried out in soda acid at 25 DEG C
After reaction 8h, rotary evaporation removes solvent, can be obtained the choline curcumin ionic liquid of rufous.
Embodiment 7:
Synthesis is based on arginic curcumin ionic liquid [Arg] [Cur] (cation: R in formula IV7For-C4H10N3；Yin
Ion: n=1 in Formulas I).
0.50g curcumin is added in 50mL round-bottomed flask, and 10mL ethyl alcohol, which is added, keeps dissolution of raw material complete, then according to
Curcumin and arginic molar ratio are that 0.24g arginine is added in 1:1, are vigorously stirred at 25 DEG C and carry out acid-base neutralization reaction 8h
Afterwards, rotary evaporation removes solvent, can be obtained brick-red arginine curcumin ionic liquid.
Embodiment 8:
Synthesize curcumin ionic liquid [His] [the Cur] (cation: R in formula IV based on histidine7For-C4H5N2；Yin
Ion: n=1 in Formulas I).
0.50g curcumin is added in 50mL round-bottomed flask, and 10mL ethyl alcohol, which is added, keeps dissolution of raw material complete, then according to
The molar ratio of curcumin and histidine is that 0.22g histidine is added in 1:1, is vigorously stirred at 25 DEG C and carries out acid-base neutralization reaction 8h
Afterwards, rotary evaporation removes solvent, can be obtained brick-red histidine curcumin ionic liquid.
Embodiment 9:
Synthesize curcumin ionic liquid [Lys] [the Cur] (cation: R in formula IV based on lysine7For-C4H10N；Yin
Ion: n=1 in Formulas I).
0.50g curcumin is added in 50mL round-bottomed flask, and 10mL ethyl alcohol, which is added, keeps dissolution of raw material complete, then according to
The molar ratio of curcumin and lysine is that 0.20g histidine is added in 1:1, is vigorously stirred at 25 DEG C and carries out acid-base neutralization reaction 8h
Afterwards, rotary evaporation removes solvent, can be obtained brick-red lysine curcumin ionic liquid.
Embodiment 10:
Synthesis is based on arginic curcumin ionic liquid [Arg] [Cur]2(cation: R in formula IV7For-C4H11N3；
Anion: n=1 in Formulas I).
0.50g curcumin is added in 50mL round-bottomed flask, and 10mL ethyl alcohol, which is added, keeps dissolution of raw material complete, then according to
Curcumin and arginic molar ratio are that 0.48g arginine is added in 2:1, and carry out acid-base neutralization reaction is vigorously stirred at 25 DEG C
After for 24 hours, rotary evaporation removes solvent, can be obtained brick-red arginine curcumin ionic liquid.
Embodiment 11:
Synthesize the curcumin ionic liquid [His] [Cur] based on histidine2(cation: R in formula IV7For-C4H6N2；Yin
Ion: n=1 in Formulas I).
0.50g curcumin is added in 50mL round-bottomed flask, and 10mL ethyl alcohol, which is added, keeps dissolution of raw material complete, then according to
The molar ratio of curcumin and histidine is that 0.44g histidine is added in 2:1, and carry out acid-base neutralization reaction is vigorously stirred at 25 DEG C
After for 24 hours, rotary evaporation removes solvent, can be obtained brick-red histidine curcumin ionic liquid.
Embodiment 12:
6 gained choline curcumin ionic liquid of embodiment removes H2O2The experiment of free radical.
According to bibliography [T.Ak, et al., Antioxidant and radical scavenging
Properties of curcumin, Chemico-Biological Interactions 174 (2008) 27-37] in turmeric
Element removes H2O2Free radical introduces method, removes H using ultraviolet-visible spectrophotometry measurement curcumin ionic liquid2O2From
By the ability of base.
In the H that 5mL concentration is 50mmol/L2O220uL mass is added in solution (phosphate buffer solution pH=6.86 preparation)
Concentration is that the choline curcumin ionic liquid of 0.50mg/mL is measured at 217nm then using phosphate buffer solution as reference
Its absorbance value As.20uL solvent and 5mL H are measured simultaneously2O2Absorbance value Ac.Removing of the final ion liquid to free radical
Rate is calculated by such as formula:
Clearance rate %=(1-As/Ac)×100
Wherein AcH when to be not added with curcumin ionic liquid2O2Absorbance value, AsAfter curcumin ionic liquid is added
H2O2Absorbance value.
By being calculated, choline curcumin ionic liquid is to H2O2The clearance rate of free radical is 50%, compares vitamin C
(29%) clearance rate is higher by very much, illustrates that its oxidation resistance is stronger than vitamin C.It is therefore seen that choline curcumin salt ion
Liquid can effectively clear H2O2Isoreactivity oxygen radical has stronger oxidation resistance, can be effectively as a kind of natural perfume material
Type antioxidant is applied in food industries, pushes green food industry development.
Embodiment 13:
Shampoo experiment of 7 gained of embodiment based on arginine curcumin ionic liquid.
Shampoo weight ratio of constituents used are as follows: panthenol (0.2%), laruyl alcohol sulfuric acid ester receive (15%), laureth sulphur
Sour rouge sodium (4%), Cocoamidopropyl betaine (5%), sodium citrate (1%), citric acid (1%), coconut oleoyl amine (8%),
Coconut oleoyl amine amine oxide (0.5%), dimethyl silicone polymer (3%), sodium chloride (0.5%), glycol distearate
(1%), curcumin ionic liquid (10%), essence (0.5%), surplus are distilled water.
According to above-mentioned raw materials percentage, quantitatively weighed respectively in two 50mL volumetric flasks for indicating A, B number first
0.040g panthenol, 3.0g laruyl alcohol sulfuric acid ester sodium, 0.80g laureth sulfuric acid ester sodium, 1.0g Cocoamidopropyl betaine,
0.20g sodium citrate, 0.20g citric acid, 1.6g coconut oleoyl amine, 0.10g coconut oleoyl amine amine oxide, 0.60g polydimethylsiloxanes
10mL distilled water is added in alkane, 0.10g sodium chloride, 0.20g glycol distearate, and heating stirring is to complete at 60~70 DEG C
Dissolution；Then 0.10g essence is added in A when above-mentioned solution is cooled to 25 DEG C, be added in B 2.0g arginine curcumin salt from
Sub- liquid, 0.10g essence stir and evenly mix, and a kind of simple shampoo can be obtained；Under room temperature, two kinds of shampoos of A, B are uniformly applied
It is put on withered hair specimen surface, carries out SEM sweep test analysis after 3~5min.
Analysis the results show that compared with the hair sample of the A kind shampoo of unused amino acid curcumin ionic liquid,
In the SEM figure for using the hair sample of the B kind shampoo of the ionic liquid, film area coverage is wider, and hair quality surface is thick
Rugosity is lower, without obvious fold.
Embodiment 14:
The visible sensor of 2 gained tetrapropyl curcumin Ammonium Salt Ionic Liquid of embodiment is applied to detect in food safety
The experiment of benzoyl peroxide.
0.50g benzoyl peroxide is quantitatively weighed first is added to the tetrapropyl curcumin that 10mL concentration is 0.10mmol/L
In the ethanol solution of Ammonium Salt Ionic Liquid, acutely oscillation and in placing 20min under room temperature, ionic liquid solution can be observed
Color is constantly shoaled by bronzing until colourless.Simultaneously weigh other same amount of chaff interferent glycine, glutamic acid, lysine,
Glucose, KCl, NaCl, CaCl2、NaNO3It is added in the ionic liquid solution of 10mL same concentrations, finds ionic liquid solution
There is no significant changes for color.Then these solution are placed under ultraviolet lamp (365nm) to compare to observe and find only to be added
Fluorescent quenching has occurred in the solution of Benzoyl Oxide, and other chaff interferent solution are without obvious phenomenon.As it can be seen that tetrapropyl curcumin ammonium
Ionic liquid can be directly used as a kind of visible sensor for selective enumeration method benzoyl peroxide.
Embodiment 15:
A kind of fluorescent optical sensor of 1- methyl -3- ethyl imidazol(e) curcumin ionic liquid is applied to detect in public safety
The experiment of 2,4,6- trinitrophenol.
It quantitatively weighs 0.20g trinitrophenol and is added to the 1- methyl -3- ethyl imidazol(e) that 10mL concentration is 0.10mmol/L
In the ethanol solution of curcumin ionic liquid, acutely oscillation and in placing 5min under room temperature is then same by itself and 10mL
1- methyl -3- ethyl imidazol(e) curcumin the Ammonium Salt Ionic Liquid of concentration, which is placed under ultraviolet lamp (365nm), compares observation, can see
It is significantly increased to the solution fluorescence that trinitrophenol is added.As it can be seen that 1- methyl -3- ethyl imidazol(e) curcumin ionic liquid can be with
As a kind of fluorescent optical sensor for detecting energy-containing compound 2,4,6- trinitrophenol.
Claims (10)
1. a kind of curcumin ionic liquid, anion is curcumin anion shown in Formulas I, and cation is Formula II into formula IV
Any one:
In the Formulas I, R1For hydrogen or methoxyl group；R2For hydrogen or methoxyl group, n=1,2 or 3；
In the Formula II-formula IV, R1And R2The alkyl for being 1~20 for carbon chain lengths, A, B and C are hydrogen or no more than 3 carbon chain length
Any one in the alkyl and amino of degree；
R3、R4、R5And R6For hydrogen, carbon chain lengths be 1-20 alkyl or carbon chain lengths containing substituent group be 1-20 alkyl；Institute
Stating substituent group is specially at least one of hydroxyl, ester group, amino and carboxyl；
R7For the variable groups of a-amino acid.
2. curcumin ionic liquid according to claim 1, it is characterised in that: the carbon chain lengths containing substituent group
For in the alkyl of 1-20, the substituent group is at least one of hydroxyl, ester group, amino and carboxyl；
The a-amino acid is selected from glycine, alanine, valine, leucine, isoleucine, phenylalanine, proline, color ammonia
Acid, tyrosine, cysteine, methionine, asparagine, glutamine, threonine, aspartic acid, glutamic acid, relies serine
At least one of propylhomoserin, arginine and histidine.
3. a kind of method for preparing any curcumin ionic liquid of claims 1 or 2, comprising:
Curcumin compound corresponding with the cation is subjected to acid-base neutralization reaction and is obtained.
4. according to the method described in claim 3, it is characterized by: the corresponding compound of the cation is Formula II or formula III pair
Corresponding a-amino acid shown in the hydroxide or formula IV answered.
5. the method according to claim 3 or 4, it is characterised in that: curcumin compound corresponding with the cation
Molar ratio be 1:0.5 to 1:3；Specially 1:1；
In the acid-base neutralization reaction step, temperature is 25~80 DEG C；Time is 2~36h.
6. according to the method any in claim 3-5, it is characterised in that: the acid-base neutralization reaction in a solvent into
Row；
The solvent is chosen in particular from water, ethyl alcohol, methanol, isopropanol, acetone, acetonitrile, methylene chloride, dimethyl sulfoxide and N, N- bis-
At least one of methylformamide.
7. any curcumin ionic liquid of claims 1 or 2 is anti-oxidant or prepare application in antioxidant.
8. any curcumin ionic liquid of claims 1 or 2 is preparing curcumin health care product, cosmetics and hair-washing hair-care
Application at least one of product.
9. application of any curcumin ionic liquid of claims 1 or 2 as visible sensor.
10. any curcumin ionic liquid of claims 1 or 2 is detecting violated additive or benzoyl peroxide or is containing energy
Application in compound or 2,4,6- trinitrophenol.
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| CN111606814A (en) * | 2020-04-28 | 2020-09-01 | 廊坊师范学院 | Ionic liquid containing citrazinic acid anions and application thereof in iodine absorption |
| WO2021134096A1 (en) * | 2019-12-26 | 2021-07-01 | Colgate-Palmolive Company | Oral care compositions |
| CN116421584A (en) * | 2023-04-26 | 2023-07-14 | 东南大学 | Curcumin ionic liquid medicine carrying film and preparation method and application thereof |
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