CN110003294A - A kind of preparation method of copper cobalt nickel-scutelloside complex - Google Patents
A kind of preparation method of copper cobalt nickel-scutelloside complex Download PDFInfo
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- CN110003294A CN110003294A CN201910365431.0A CN201910365431A CN110003294A CN 110003294 A CN110003294 A CN 110003294A CN 201910365431 A CN201910365431 A CN 201910365431A CN 110003294 A CN110003294 A CN 110003294A
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- scutelloside
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- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
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Abstract
The present invention provides a kind of preparation method of copper cobalt nickel-scutelloside complex comprising following steps: by compound nantokite, perhaps cobalt salt compound or nickel salt compound are dissolved in sodium alginate aqueous solution, are prepared into transition metal ions precursor liquid;4~12% triethylamine solution of scutelloside is dissolved, scutelloside solution is obtained;Under magnetic stirring, the precursor liquid of transition metal ions is added dropwise into the triethylamine aqueous solution of scutelloside, carries out complex reaction, obtains precipitating mixed liquor;A period of time is stood after precipitating mixed liquor is continued stirring to fully reacting, is filtered, drying will be precipitated, copper, cobalt, nickel-scutelloside complex finished product are made respectively.Reaction time of the invention is short, process is simple, is easy to get to product, and yield rate and purity are higher, and property is stable, easy to maintain, has broad application prospects in medicine and animal feeding.
Description
Technical field
The present invention relates to transient metal complex preparation field, it is related specifically to a kind of copper cobalt nickel-scutelloside complex
Preparation method.
Background technique
Scutelloside (Baicalin) is one kind containing flavone compound, is present in Chinese medicine, has antibacterial, anti-inflammatory, disease-resistant
Poison, antihypertensive diuretic remove superoxide radical, inhibit various pharmacological actions such as lipase.In addition researcher confirms radix scutellariae
Glycosides has anti-inflammatory and anti-HIV-1 activity, and the drug effect of its external anti-HIV-1 is more significant, and therefore, scutelloside has become one kind
The anti-AIDS drug of popular research.In recent years, usually some (such as zinc, copper, cobalt, iron, aluminium, manganese etc.) are had pharmacological activity by someone
Metal ion chelated with scutelloside, the complex in the hope of obtaining can reach enhancing drug effect or generate new pharmacological activity
Purpose.
The synthesis of existing transition metal-scutelloside complex, is usually dissolved in sodium hydroxide, sodium bicarbonate for scutelloside
In equal alkaline solutions, under alkalescent, heating condition, transition metal-scutelloside is generated with the reactant aqueous solution of transition metal salt
Complex.There is following problems for this kind of synthetic method: scutelloside is unstable in alkaline solution, and structure easily occurs to go bad,
Cause the by-product in product more, and and transition metal ions combination effect it is poor, yield is lower;Transition metal ions is in alkali
Property solution in be also easy to produce precipitating, so as to cause product purity reduction;In addition, easy to form heavy when transition metal is mixed with scutelloside
The suspension in shallow lake is not easy to precipitate, and causes the sedimentation time too long, so that complex product yield is lower.
Summary of the invention
The main object of the present invention is to propose a kind of preparation method and application of (copper, cobalt, nickel)-scutelloside complex, purport
In settling velocity, yield and the purity for improving transition metal-scutelloside complex obtained.
To achieve the above object, described the invention proposes a kind of preparation method of (copper, cobalt, nickel)-scutelloside complex
The preparation method of (copper, cobalt, nickel)-scutelloside complex the following steps are included:
S1, it prepares transition metal ions precursor liquid: taking compound nantokite such as Cu (Ac)2、CuCl2、CuSO4、Cu(NO3)2, or
Cobalt salt compound such as Co (Ac)2、CoCl2、CoSO4、Co(NO3)2Or nickel salt compound such as Ni (Ac)2、NiCl2、NiSO4、Ni
(NO3)2It is dissolved in sodium alginate aqueous solution, is prepared into transition metal ions precursor liquid.
S2, the triethylamine aqueous solution for preparing scutelloside: taking scutelloside powder to be dissolved with 4~12% triethylamine aqueous solution,
Obtaining pH value is 7.1~8.2 scutelloside solution containing triethylamine.
S3, transition metal ions precursor liquid obtained in S1 is slowly dropped in S2 obtains Huang under magnetic stirring
In the triethylamine aqueous solution of a kind of reed mentioned in ancient books glycosides, complex reaction is carried out, is immediately generated coloured complex precipitating mixed liquor.
S4, the precipitating mixed liquor of complex obtained in S3 is continued into 2~3 h of stirring at room temperature, is then allowed to stand 30~60
min;Precipitating is filtered to obtain, is washed for several times, is then washed with distilled water for several times with triethylamine solution, finally with 95% ethanol washing number
It is secondary, copper, cobalt, nickel transition metal-scutelloside complex product are obtained, and product is dry under 50~70 DEG C of vacuum conditions, point
It Zhi get not copper, cobalt, nickel transition metal-scutelloside complex finished product.
Preferably, the mass concentration of sodium alginate is 0.2~0.9% in S1.
Preferably, the mass concentration of contained triethylamine is 6~9% in triethylamine solution in S2.
Preferably, the scutelloside solution pH value in S2 containing triethylamine is 7.5.
Preferably, the mole ratio of the scutelloside and transition metal ions that are added in S3 are as follows: 1:1.2~1.6.
Preferably, the rate of addition that transition metal ions precursor liquid is added in S3 is 1.0~2.5mL/min.
Preferably, mixing time is 2.5h in S4, and precipitating time of repose is 30~60min, and precipitated product vacuum drying temperature is
65℃。
Preferably, the mass concentration that the triethylamine aqueous solution of precipitating is washed in S4 is 3~6%.
In technical solution of the present invention, used solvent is improved when to dissolution scutelloside, is proposed molten using triethylamine
Liquid compares the alkaline solutions such as existing alcohols solvent or sodium hydroxide, sodium bicarbonate as solvent, has preferably dissolution effect
Fruit, scutelloside can be stabilized and be completely dissolved in triethylamine solution, improve the Determination of baicalin for participating in complex reaction,
Meanwhile scutelloside pH value of solution is limited, so that 5 in scutelloside molecule hydroxyls is dissociated into (- O-), it is easier to and metal ion
Complexation reaction occurs;Triethylamine is not involved in complexation reaction simultaneously, does not influence metal-scutelloside complex molecular structure.This hair
Bright middle addition sodium alginate is a kind of foodstuffs without toxicity, is widely used in food service industry and field of medicaments, matches to metal-scutelloside
Closing object precipitating has flocculation, promotes precipitating particle to become larger, accelerates settling velocity.Yield rate and purity of the present invention are higher, and
Product property is stable, easy to maintain, has broad application prospects in medicine and animal feeding.
Detailed description of the invention
Fig. 1 is preparation technology flow chart of the present invention.
Specific embodiment
With reference to the accompanying drawing and specific embodiment is further explained structure and working principle of the invention:
As shown in Fig. 1, the present invention provides copper cobalt nickel transition metal-scutelloside complex preparation method comprising following step
It is rapid:
S1, it prepares copper (cobalt or nickel) ion precursor liquid: taking compound nantokite such as Cu (Ac)2、CuCl2、CuSO4、Cu(NO3)2,
Or cobalt salt compound such as Co (Ac)2、CoCl2、CoSO4、Co(NO3)2Or nickel salt compound such as Ni (Ac)2、NiCl2、
NiSO4、Ni(NO3)2It is dissolved in 0.2~0.9% sodium alginate aqueous solution, is prepared into transition metal ions precursor liquid.
S2, the triethylamine aqueous solution for preparing scutelloside: taking scutelloside powder to be dissolved with 4~12% triethylamine aqueous solution,
Obtaining pH value is 7.1~8.2 scutelloside solution containing triethylamine.
S3, transition metal ions precursor liquid obtained in S1 is slowly dropped in S2 obtains Huang under magnetic stirring
In the triethylamine aqueous solution of a kind of reed mentioned in ancient books glycosides, complex reaction is carried out, is immediately generated coloured complex precipitating mixed liquor.
S4, the precipitating mixed liquor of complex obtained in S3 is continued into 2~3 h of stirring at room temperature, is then allowed to stand 30~60
min;Precipitating is filtered to obtain, is washed for several times with 3%~6% triethylamine aqueous solution, is then washed with distilled water for several times, finally uses
95% ethanol washing for several times, obtains copper, cobalt, nickel transition metal-scutelloside complex product, and by product in 50~70 DEG C of vacuum
Under the conditions of it is dry, copper, cobalt, nickel transition metal-scutelloside complex finished product is made.
Embodiment 1
It takes scutelloside powder to be dissolved with 4% triethylamine aqueous solution 100mL, the scutelloside solution of 6.7mmol, the pH of this solution is made
Value is 7.1;Under the conditions of stirring at normal temperature, 8.04mmol acetic acid copper solution is added dropwise into above-mentioned solution with the speed of 1 mL/min
It (containing 0.2% sodium alginate), that is, is precipitated;Continue to stand 60 min after stirring 2 h at room temperature, then filters, use mass concentration
For several times for the washing of 3% triethylamine aqueous solution, it then is washed with distilled water 5 times, finally for several times with 95% ethanol washing, in 70 DEG C of vacuum items
It is dried under part to get arriving copper-scutelloside complex precipitated products.
With the content of trace copper in Atomic Absorption Spectrometry amount product, yield and purity are calculated;Product yield after measured
It is 98.72%, purity 99.25%.
Embodiment 2
It takes scutelloside powder to be dissolved with 12% triethylamine aqueous solution 100mL, the scutelloside solution of 6.7mmol, the pH of this solution is made
Value is 8.2;Under the conditions of stirring at normal temperature, it is molten that 10.72 mmol copper sulphate are added dropwise into above-mentioned solution with the speed of 2.5 mL/min
Liquid (contains 0.9% sodium alginate), that is, is precipitated;Continue to stand 30 min after stirring 3 h at room temperature, filters, be with mass concentration
6% triethylamine aqueous solution washs for several times, then is washed with distilled water 5 times, finally for several times with 95% ethanol washing, in 50 DEG C of vacuum conditions
Lower drying is to get to by copper-scutelloside complex precipitated products.
With the content of trace copper in Atomic Absorption Spectrometry amount product, yield and purity are calculated;Product yield after measured
It is 99.03%, purity 99.14%.
Embodiment 3
The implementation steps of embodiment 3 are same as Example 2, keep other conditions constant in example 2, copper acetate and copper sulphate
Can be replaced respectively with 9.38 mmol copper chlorides or copper nitrate, prepare copper-scutelloside complex precipitated products, product it is pure
Degree is respectively 99.76%, 99.18%.
Embodiment 4
It takes scutelloside powder to be dissolved with 9% triethylamine aqueous solution 100mL, the scutelloside solution of 6.7mmol, the pH of this solution is made
Value is 8.0;Under the conditions of stirring at normal temperature, 10.05 mmol cobalt nitrate solutions are added dropwise into above-mentioned solution with the speed of 2 mL/min
It (containing 0.5% sodium alginate), that is, is precipitated;Continue to stand 45 min after stirring 2.5 h at room temperature, then filter, it is dense with quality
Degree is that 5% triethylamine aqueous solution washs for several times, then is washed with distilled water 5 times, finally for several times with 95% ethanol washing, in 60 DEG C of vacuum
Under the conditions of dry to get to by cobalt-scutelloside complex precipitated products.
With the content of trace copper in Atomic Absorption Spectrometry amount product, yield and purity are calculated.Product yield after measured
It is 99.23%, purity 99.46%.
Embodiment 5
It takes scutelloside powder to be dissolved with 6% triethylamine aqueous solution 100mL, the scutelloside solution of 6.7mmol, the pH of this solution is made
Value is 7.5;Under the conditions of stirring at normal temperature, it is molten that 8.71 mmol cobalt chlorides are added dropwise into above-mentioned solution with the speed of 1.5 mL/min
Liquid (contains 0.8% sodium alginate), that is, is precipitated;Continue to stand 50 min after stirring 2.6 h at room temperature, then filters, use quality
Concentration is that 4% triethylamine aqueous solution washs for several times, then is washed with distilled water 5 times, finally for several times with 95% ethanol washing, true at 65 DEG C
It is dried under empty condition to get arriving cobalt-scutelloside complex precipitated products.
With the content of trace copper in Atomic Absorption Spectrometry amount product, yield and purity are calculated;Product yield after measured
It is 99.09%, purity 99.03%.
Embodiment 6
The implementation steps of embodiment 6 are same as Example 5, keep other conditions constant in embodiment 5, cobalt nitrate and cobalt chloride
It can be replaced respectively by cobaltous sulfate or cobalt acetate, be prepared into cobalt-scutelloside complex precipitated products, the purity of product is respectively
99.34%、99.15%。
Embodiment 7
It takes scutelloside powder to be dissolved with 5% triethylamine aqueous solution 100mL, the scutelloside solution of 6.7mmol, the pH of this solution is made
Value is 7.3;Under the conditions of stirring at normal temperature, it is molten that 8.71 mmol nickel nitrates are added dropwise into above-mentioned solution with the speed of 2.2 mL/min
Liquid (contains 0.3% sodium alginate), that is, is precipitated;Continue to stand 45 min after stirring 2 h at room temperature, then filter, it is dense with quality
Degree is that 4% triethylamine aqueous solution washs for several times, then is washed with distilled water 5 times, finally for several times with 95% ethanol washing, in 60 DEG C of vacuum
Under the conditions of dry to get to by nickel-scutelloside complex precipitated products.
With the content of micro-nickel in Atomic Absorption Spectrometry amount product, yield and purity are calculated;Product yield after measured
It is 99.41%, purity 99.31%.
Embodiment 8
It takes scutelloside powder to be dissolved with 8% triethylamine aqueous solution 100mL, the scutelloside solution of 6.7mmol, the pH of this solution is made
Value is 7.8;Under the conditions of stirring at normal temperature, 8.71mmol nickel chloride solution is added dropwise into above-mentioned solution with the speed of 1.8 mL/min
It (containing 0.5% sodium alginate), that is, is precipitated;Continue to stand 35 min after stirring 3 h at room temperature, then filters, use mass concentration
For several times for the washing of 4% triethylamine aqueous solution, it then is washed with distilled water 5 times, finally for several times with 95% ethanol washing, in 55 DEG C of vacuum items
It is dried under part to get arriving nickel-scutelloside complex precipitated products.
With the content of micro-nickel in Atomic Absorption Spectrometry amount product, yield and purity are calculated;Product yield after measured
It is 99.09%, purity 99.27%.
Embodiment 9
The implementation steps of embodiment 9 are same as Example 8, keep other conditions constant in embodiment 8, nickel nitrate and nickel chloride
It can be replaced respectively by nickel sulfate or nickel acetate, be prepared into nickel-scutelloside complex precipitated products, the purity of product is respectively
99.51%、99.13%。
Respectively to cobalt-scutelloside made from copper made from scutelloside, embodiment 1-scutelloside complex finished product, embodiment 5
Nickel made from complex finished product and embodiment 8-scutelloside complex finished product carries out results of IR and shows scutelloside 4
Position-C=O absorption peak is in 1661.9cm-1Place.After scutelloside and metal ion form complex, the hydroxyl on C=O and 5 of scutelloside
Base (- OH) can be coordinated with metallic element, shift electron cloud, and then lead to C=O absorption peak red shift.Scutelloside molecule
Middle C=O absorption peak is by 1661.9cm-1Red shift is to 1622.52cm-1(copper, cobalt), 1629.94cm-1(nickel), illustrate embodiment 1,
5, copper, cobalt, nickel ion form stable complex with scutelloside respectively in 8.
Above-described embodiments are merely to illustrate the technical scheme, rather than its limitations;Although referring to before
Stating embodiment, invention is explained in detail, those skilled in the art should understand that: it still can be to preceding
It states technical solution documented by embodiment to modify, or part of or all technical features is equivalently replaced;And
These modifications or substitutions, the range for technical solution of various embodiments of the present invention that it does not separate the essence of the corresponding technical solution.
Claims (7)
1. a kind of preparation method of copper cobalt nickel-scutelloside complex, it is characterised in that: itself the following steps are included:
S1, copper, cobalt nickel ion precursor liquid are prepared: takes compound nantokite such as Cu (Ac)2、CuCl2、CuSO4、Cu(NO3)2, or
Cobalt salt compound such as Co (Ac)2、CoCl2、CoSO4、Co(NO3)2Or nickel salt compound such as Ni (Ac)2、NiCl2、NiSO4、Ni
(NO3)2It is dissolved in the aqueous solution of sodium alginate, is prepared into transition metal ions precursor liquid;
S2, the triethylamine aqueous solution for preparing scutelloside: taking scutelloside powder to be dissolved with triethylamine aqueous solution, obtain pH value be 7.1~
The 8.2 scutelloside solution containing triethylamine;
S3, transition metal ions precursor liquid obtained in S1 is slowly dropped to three of scutelloside in S2 under magnetic stirring
In ethylamine solution, complex reaction is carried out, is immediately generated coloured complex precipitating mixed liquor;
S4, the precipitating mixed liquor of complex obtained in S3 is continued to stir at room temperature, is then stood;Precipitating is filtered to obtain,
Washed for several times, be then washed with distilled water for several times with triethylamine solution, finally for several times with 95% ethanol washing, respectively obtain copper,
Cobalt, nickel transition metal-scutelloside complex product, and product is dry under 50~70 DEG C of vacuum conditions, copper, cobalt, nickel is made
Transition metal-scutelloside complex finished product.
2. copper cobalt nickel-scutelloside complex preparation method according to claim 1, it is characterised in that: seaweed in S1
The mass concentration of sour sodium is 0.2~0.9%.
3. the preparation method of a kind of copper cobalt nickel-scutelloside complex according to claim 1, it is characterised in that: sharp in S2
Scutelloside is dissolved with triethylamine aqueous solution, the mass concentration of triethylamine aqueous solution is 4%~12%, preferably 5%~9%.
4. a kind of preparation method of copper cobalt nickel-scutelloside complex according to claim 3, it is characterised in that: copper in S3
The rate of addition of (cobalt or nickel) ion precursor liquid is 1.0~2.5mL/min.
5. the preparation method of a kind of copper cobalt nickel-scutelloside complex according to claim 1, it is characterised in that: yellow in S3
The mole ratio of a kind of reed mentioned in ancient books glycosides and transition metal ions is 1:1.2~1.6.
6. the preparation method of a kind of copper cobalt nickel-scutelloside complex according to claim 1, it is characterised in that: used in S4
Triethylamine aqueous solution washing precipitating, the mass concentration of triethylamine aqueous solution are 3~6%.
7. the preparation method of a kind of copper cobalt nickel-scutelloside complex according to claim 1, it is characterised in that: stirred in S4
Mixing the time is 2~3 h, and precipitating time of repose is 30~60 min, and vacuum drying temperature is 50~70 DEG C.
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Application publication date: 20190712 |