CN107266374B - A kind of monokaryon zinc super molecular complex and preparation method thereof - Google Patents
A kind of monokaryon zinc super molecular complex and preparation method thereof Download PDFInfo
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- CN107266374B CN107266374B CN201710439530.XA CN201710439530A CN107266374B CN 107266374 B CN107266374 B CN 107266374B CN 201710439530 A CN201710439530 A CN 201710439530A CN 107266374 B CN107266374 B CN 107266374B
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
- C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/553—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms with halogen atoms or nitro radicals directly attached to ring carbon atoms, e.g. fluorouracil
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
- B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
- B01J31/1815—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0213—Complexes without C-metal linkages
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
- B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/20—Complexes comprising metals of Group II (IIA or IIB) as the central metal
- B01J2531/26—Zinc
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
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Abstract
The invention discloses a kind of monokaryon zinc super molecular complex and preparation method thereof, which is a kind of with exact space structure, and structural unit is [Zn (CcH2N3O4)2(H2O)4]·4H2O, crystallographic system are anorthic system, space group P-1, and cell parameter isα=95.707 °, β=105.740 °, γ=98.306 °, zinc ion are the octahedra geometric configuration of hexa-coordinate.The monokaryon zinc super molecular complex the preparation method comprises the following steps: zinc ion and 5- nitroorotic acid are carried out self-assembling reaction, a kind of monokaryon zinc super molecular complex is made.The preparation method is easy to operate, low in cost, is suitble to large-scale production.The resulting complex of the present invention has potential application prospect as catalyst material.
Description
Technical field
The invention belongs to technical field of material chemistry, and in particular to a kind of monokaryon zinc super molecular complex and preparation method thereof.
Background technique
Complex refers generally to by the atom or ion and ligand of transition metal the chemical combination formed in conjunction with by coordinate bond
Object, comprising by central atom or ion with several ligand moleculars or ion with the complicated molecule that coordinate bond combines and is formed or from
Son, commonly referred to as list of coordination units.All compounds containing list of coordination units are referred to complex.Study the chemistry of complex
Branch is known as Coordinative Chemistry.Swiss chemists Werner in 1893 has been put forward for the first time modern coordinate bond, ligancy and coordinationization
A series of basic conceptions such as object structure are closed, Effective Conductivity, isomerism and the magnetism of many complexs are successfully explained.Werner
Also referred to as " father of Coordinative Chemistry ", and therefore obtain Nobel chemistry Prize in 1913.Complex is larger in compound
A subclass, be widely used in daily life, industrial production and life science, development in recent years is especially rapid.
It not only with inorganic compound, organo-metallic compound associated, and with the cluster of frontier in chemistry now chemistry, coordination urge
Change and molecular biology has very big overlapping.Supermolecule is typically referred to by two or more molecule by intermolecular mutual
Effect is combined together, complicated composition, organized aggregation, and it is specific microcosmic to keep certain integrality to make it have
Structure and macroscopic properties.
Supermolecule complex, abbreviation complex, analytical chemistry, catalysis and in terms of have it is wide
General application.For example, changing the solubility of substance by generating complex, thus with other ion isolations.Such as with ammonium hydroxide
With AgCl, Hg2Cl2And PbCl2Reaction is to separate some cations；Sheltering the interference ions: it is real that analysis is eliminated with generation complex
Test it is middle can be to the factor that result interferes, when colorimetric method for determining Co, will receive the interference of Fe, can be added F and Fe generate it is colourless
Stablize complex ion [FeF6], to shelter Fe；Coordination catalysis: the mechanism for being catalyzed reaction can often be related to complex intermediate,
Such as in ammonia synthesizing industry with two ammino copper of acetic acid remove carbon monoxide, the polymerization reaction of organo-metallic catalyst catalyzed alkene or
Widow closes catalysis reaction and asymmetry catalysis in the preparation of drug；Extract metal: in the step of such as extraction of gold by cyanidation, due to
Generate stable complex ion [Au (CN)2], so that inactive gold enters in solution；In biology, many biomolecule are all
Complex, and the combination of iron-containing hemoglobin and oxygen and carbon monoxide, many enzymes and the chlorophyll containing magnesium it is normal
Running also all be unable to do without complex mechanism.Common cancer treatment drugs cis-platinum, i.e. cis- [PtCl2(NH3)2], cancer can be inhibited
The DNA replication dna process of cell, the complexes structure containing plane square；Ethylenediamine tetra-acetic acid, sodium citrate, 2,3- dimercapto
The antidotes such as succinic acid can be used for the mechanism of heavy metal detoxification, and often they can cooperate with heavy metal ion, be converted into it
The complex of toxicity very little, to achieve the purpose that removing toxic substances；In addition, some catalyst are also often super molecular complex.
The present invention discloses a kind of monokaryon zinc super molecular complex, and the super molecular complex thermal stability is good, preparation manipulation side
Method is simple, raw material is cheap and easy to get.The super molecular complex has potential application as the Hantzsch catalyst material reacted
Prospect.
Summary of the invention
The technical problem to be solved by the present invention is to be directed to the prior art, it is mild to provide a kind of reaction condition, preparation process
Simply, low in cost, the zinc super molecular complex and preparation method thereof with mononuclear structure.
The technical solution taken by the invention to solve the above technical problem are as follows: a kind of monokaryon zinc super molecular complex, it should
Zinc super molecular complex has certain space structure, chemical formula ZnC8H20N6O16, structural unit is [Zn (CcH2N3O4)2
(H2O)4]·4H2O, crystallographic system are anorthic system, space group P-1, and cell parameter isα=95.707 °, β=105.740 °, γ=98.306 °, zinc ion six
The octahedra geometric configuration of coordination.
A kind of preparation method of above-mentioned monokaryon zinc super molecular complex, comprising the following steps:
(1) a certain amount of zinc chloride and 5- nitroorotic acid potassium monohydrate are weighed, is placed in a beaker, adds suitable distillation
Water heats, and stirring obtains reaction mixture solution；
(2) above-mentioned reaction mixture solution is transferred in the stainless steel cauldron containing 25mL polytetrafluoroethyllining lining,
Sealing reaction kettle is placed in air dry oven, and 110~130 DEG C of heating are reacted 36~72 hours, and reaction terminates to be cooled to room temperature,
Precipitating is filtered out, filtrate places 2~4 days and slowly vapors away partial solvent, obtains colourless bulk crystals；
(3) colourless bulk crystals are taken out, natural air drying is to get the super molecular complex；
Preferably, the mass ratio of the material for participating in reaction are as follows: zinc ion: 5- nitroorotic acid potassium=1: 1；
Preferably, the substance withdrawl syndrome of the zinc chloride for participating in reaction and 5- nitroorotic acid potassium monohydrate is
0.01~0.05mmol/mL.
Compared with prior art, present invention is characterized in that
The 5- nitroorotic acid being conjugated with rigid plane and zinc ion are subjected to self-assembling reaction, in the reaction 5- nitro
Orotic acid decarboxylize is transformed into 5- nitrouracil, and 5- nitrouracil sloughs a proton and uses its nitrogen-atoms and zinc ion
Coordination, forms a kind of zinc super molecular complex of mononuclear structure.The super molecular complex is anti-in some catalysis as lewis acid
There is potential application prospect in answering.
Detailed description of the invention
Fig. 1 be zinc super molecular complex of the invention structural unit figure (for illustrative clarity, hydrogen atom, carbon atom and right
The atom for operating out is claimed not mark).
Specific embodiment
The present invention will be described in further detail below with reference to the embodiments of the drawings.
Embodiment 1:
It weighs zinc chloride (1.0mmol, 0.136g), 5- nitroorotic acid potassium monohydrate (1.0mmol, 0.257g) is set
In beaker, add distilled water 20mL, heat, stirring obtains reaction mixture solution；Above-mentioned reaction mixture solution is transferred to and is contained
In the stainless steel cauldron for having 25mL polytetrafluoroethyllining lining, sealing reaction kettle is placed in air dry oven, and 110 DEG C of heating are anti-
It answers 72 hours, reaction terminates to be cooled to room temperature, filters out precipitating, and filtrate places 2 days and slowly vapors away partial solvent, obtains no color lump
Shape crystal；Colourless bulk crystals are taken out, natural air drying is to get the super molecular complex.
Embodiment 2:
It weighs zinc chloride (0.1mmol, 0.0136g), 5- nitroorotic acid potassium monohydrate (0.1mmol, 0.0257g),
It is placed in a beaker, adds distilled water 10mL, heat, stirring obtains reaction mixture solution；Above-mentioned reaction mixture solution is transferred to
In stainless steel cauldron containing 25mL polytetrafluoroethyllining lining, sealing reaction kettle is placed in air dry oven, 130 DEG C of heating
Reaction 36 hours, reaction terminate to be cooled to room temperature, filter out precipitating, and filtrate places 4 days and slowly vapors away partial solvent, obtains colourless
Bulk crystals；Colourless bulk crystals are taken out, natural air drying is to get the super molecular complex.
Embodiment 3:
It weighs zinc chloride (0.5mmol, 0.068g), 5- nitroorotic acid potassium monohydrate (0.5mmol, 0.129g) is set
In beaker, add distilled water 15mL, heat, stirring obtains reaction mixture solution；Above-mentioned reaction mixture solution is transferred to and is contained
In the stainless steel cauldron for having 25mL polytetrafluoroethyllining lining, sealing reaction kettle is placed in air dry oven, and 120 DEG C of heating are anti-
It answers 48 hours, reaction terminates to be cooled to room temperature, filters out precipitating, and filtrate places 3 days and slowly vapors away partial solvent, obtains no color lump
Shape crystal；Colourless bulk crystals are taken out, natural air drying is to get the super molecular complex.
Colourless bulk crystals made from embodiment 1-3 are subjected to structured testing, the results showed that the colourless bulk crystals of gained are
For the zinc super molecular complex with mononuclear structure, structural unit is as shown in Figure 1 (for illustrative clarity, hydrogen atom, carbon atom
The atom come out with symmetry operation does not mark).Obtained its chemical formula of monokaryon zinc super molecular complex is ZnC8H20N6O16,
Its structural unit is [Zn (CcH2N3O4)2(H2O)4]·4H2O, crystallographic system are anorthic system, space group P-1, and cell parameter isα=95.707 °, β=105.740 °, γ=98.306 °, zinc ion six
The octahedra geometric configuration of coordination.
Monokaryon zinc super molecular complex is made as catalyst in embodiment 1-3 and carries out Hantzsch catalysis reaction:
It by taking 3- cyanobenzaldehyde as an example, takes water as a solvent, using obtained zinc super molecular complex as catalyst research
To the catalytic performance of Hantzsch reaction.Reaction equation is as follows:
4- cyanobenzaldehyde 5mmol, ethyl acetoacetate 10.25mmol, acetic acid are added in 50mL three neck round bottom flask
Ammonium 20mmol, catalyst 0.2g and water 10mL, under stiring in 90 DEG C of reaction 3h.With the every 30min tracking reaction of thin-layer chromatography TLC
(solvent volume ratio: ethyl acetate: petroleum ether 3:5).After reaction, reaction mixture uses the ethyl acetate of 10mL respectively
Extraction 3 times, extract liquor is dried and evaporated concentration with anhydrous magnesium sulfate.Most sterling, yield are obtained through recrystallization or column chromatographic purifying afterwards
72%.
Claims (2)
1. a kind of monokaryon zinc super molecular complex, which is characterized in that the zinc super molecular complex has certain space structure, each
The structural unit of zinc super molecular complex includes a metal zinc ion, two 5- nitrouracil ligands, four coordination H2O points
Son, four object H2O molecule, structural unit are [Zn (C4H2N3O4)2(H2O)4]·4H2O, chemical formula ZnC8H20N6O16, brilliant
System is anorthic system, and space group P-1, cell parameter is α=
95.707 °, β=105.740 °, γ=98.306 °, zinc ion is the octahedra geometric configuration of hexa-coordinate, two of them nitrogen-atoms
From ligand 5- nitrouracil, four oxygen atoms come from four water of coordination molecule；
The coordination structure of the zinc ion and ligand 5- nitrouracil and water of coordination molecule is as follows, for sake of simplicity, four
Object H2O molecule is omitted:
2. a kind of preparation method of monokaryon zinc super molecular complex as described in claim 1, which is characterized in that including following step
It is rapid:
(1) a certain amount of zinc chloride and 5- nitroorotic acid potassium monohydrate are weighed, is placed in a beaker, adds suitable distilled water,
Heating, stirring, obtains reaction mixture solution；
(2) above-mentioned reaction mixture solution is transferred in the stainless steel cauldron containing 25mL polytetrafluoroethyllining lining, is sealed
Reaction kettle is placed in air dry oven, and 110~130 DEG C of heating are reacted 36~72 hours, and reaction terminates to be cooled to room temperature, is filtered
Fall precipitating, filtrate places 2~4 days and slowly vapors away partial solvent, obtains colourless bulk crystals；
(3) colourless bulk crystals are taken out, natural air drying is to get the super molecular complex；
The mass ratio of the material for participating in reaction are as follows: zinc ion: 5- nitroorotic acid potassium=1: 1；
The substance withdrawl syndrome of the zinc chloride for participating in reaction and 5- nitroorotic acid potassium monohydrate is 0.01~
0.05mmol/mL；
Decarboxylize is transformed into 5- nitrouracil to the 5- nitroorotic acid in the reaction；
The substance for participating in reaction is that chemistry is pure.
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| CN102127427A (en) * | 2011-01-11 | 2011-07-20 | 宁波大学 | Blue-light-emitting fluorescent material and preparation method thereof |
| CN102241973A (en) * | 2011-05-04 | 2011-11-16 | 宁波大学 | Fluorescent material with green luminescence property and preparation method thereof |
| CN102329610A (en) * | 2011-09-23 | 2012-01-25 | 宁波大学 | Purple fluorescent material and a preparation method thereof |
| CN106243136A (en) * | 2016-07-26 | 2016-12-21 | 宁波大学 | A kind of purple fluorescence material and preparation method thereof |
| CN106366100A (en) * | 2016-07-27 | 2017-02-01 | 宁波大学 | 5-aminoorotic acid dinuclear cadmium complex |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102127427A (en) * | 2011-01-11 | 2011-07-20 | 宁波大学 | Blue-light-emitting fluorescent material and preparation method thereof |
| CN102241973A (en) * | 2011-05-04 | 2011-11-16 | 宁波大学 | Fluorescent material with green luminescence property and preparation method thereof |
| CN102329610A (en) * | 2011-09-23 | 2012-01-25 | 宁波大学 | Purple fluorescent material and a preparation method thereof |
| CN106243136A (en) * | 2016-07-26 | 2016-12-21 | 宁波大学 | A kind of purple fluorescence material and preparation method thereof |
| CN106366100A (en) * | 2016-07-27 | 2017-02-01 | 宁波大学 | 5-aminoorotic acid dinuclear cadmium complex |
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