CN106279298B - A kind of 48 core copper cluster of chiral D-tartaric acid and its green synthesis method - Google Patents
A kind of 48 core copper cluster of chiral D-tartaric acid and its green synthesis method Download PDFInfo
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- 239000010949 copper Substances 0.000 title claims abstract description 75
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 229910052802 copper Inorganic materials 0.000 title claims abstract description 32
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 title claims abstract description 30
- 229960001270 d- tartaric acid Drugs 0.000 title claims abstract description 29
- 238000001308 synthesis method Methods 0.000 title abstract description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000000126 substance Substances 0.000 claims abstract description 5
- 229910019142 PO4 Inorganic materials 0.000 claims description 19
- 239000013078 crystal Substances 0.000 claims description 10
- 229910001415 sodium ion Inorganic materials 0.000 claims description 8
- 125000005587 carbonate group Chemical group 0.000 claims description 4
- 150000002500 ions Chemical class 0.000 claims description 4
- 239000010452 phosphate Substances 0.000 claims description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 3
- 238000004458 analytical method Methods 0.000 claims description 3
- 229960001367 tartaric acid Drugs 0.000 claims description 3
- 235000002906 tartaric acid Nutrition 0.000 claims description 3
- 239000011975 tartaric acid Substances 0.000 claims description 3
- 150000001735 carboxylic acids Chemical group 0.000 claims 2
- RKTYLMNFRDHKIL-UHFFFAOYSA-N copper;5,10,15,20-tetraphenylporphyrin-22,24-diide Chemical compound [Cu+2].C1=CC(C(=C2C=CC([N-]2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3[N-]2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 RKTYLMNFRDHKIL-UHFFFAOYSA-N 0.000 claims 1
- 238000002425 crystallisation Methods 0.000 claims 1
- 230000008025 crystallization Effects 0.000 claims 1
- 239000011734 sodium Substances 0.000 abstract description 30
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract description 15
- 229910052751 metal Inorganic materials 0.000 abstract description 9
- 239000002184 metal Substances 0.000 abstract description 9
- 239000000463 material Substances 0.000 abstract description 8
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract description 6
- 150000001732 carboxylic acid derivatives Chemical group 0.000 abstract description 6
- 230000005291 magnetic effect Effects 0.000 abstract description 6
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 abstract description 5
- 239000000243 solution Substances 0.000 abstract description 5
- 230000007613 environmental effect Effects 0.000 abstract description 3
- 238000000034 method Methods 0.000 abstract description 3
- 230000005316 antiferromagnetic exchange Effects 0.000 abstract description 2
- 238000006555 catalytic reaction Methods 0.000 abstract description 2
- 238000005557 chiral recognition Methods 0.000 abstract description 2
- 229910001431 copper ion Inorganic materials 0.000 abstract description 2
- 238000004134 energy conservation Methods 0.000 abstract description 2
- 230000003993 interaction Effects 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000007974 sodium acetate buffer Substances 0.000 abstract description 2
- 239000003446 ligand Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- FEWJPZIEWOKRBE-LWMBPPNESA-N levotartaric acid Chemical compound OC(=O)[C@@H](O)[C@H](O)C(O)=O FEWJPZIEWOKRBE-LWMBPPNESA-N 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 229960000935 dehydrated alcohol Drugs 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 3
- 239000000696 magnetic material Substances 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000001632 sodium acetate Substances 0.000 description 3
- 235000017281 sodium acetate Nutrition 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229910052723 transition metal Inorganic materials 0.000 description 3
- 150000003624 transition metals Chemical class 0.000 description 3
- 238000001291 vacuum drying Methods 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000978 circular dichroism spectroscopy Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- 230000005343 Curie-Weiss law Effects 0.000 description 1
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 241000233805 Phoenix Species 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000002983 circular dichroism Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 210000003746 feather Anatomy 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- WPFGFHJALYCVMO-UHFFFAOYSA-L rubidium carbonate Chemical compound [Rb+].[Rb+].[O-]C([O-])=O WPFGFHJALYCVMO-UHFFFAOYSA-L 0.000 description 1
- 229910000026 rubidium carbonate Inorganic materials 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000000547 structure data Methods 0.000 description 1
- 230000005469 synchrotron radiation Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/005—Compounds containing elements of Groups 1 or 11 of the Periodic Table without C-Metal linkages
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Abstract
The invention discloses a kind of 48 core copper cluster of chiral D-tartaric acid and its green synthesis methods.The chirality cluster compound is formed with following chemical formula：Na3H30[Cu48Na9(CO3)18(D‑TartH‑2)18(H2C6O10)6(PO4)2(H2O)6], wherein H2C6O10Indicate that quaternary carboxylic acid, D-Tart indicate D- tartaric acid.Using copper acetate as metal salt, the two is added in acetic acid/sodium acetate buffer of appropriate concentration, a certain amount of carbonate solution is added and reacts and obtain under corresponding condition using D- tartaric acid as ligand for above-mentioned chirality cluster compound.The method of the present invention is simple, energy conservation and environmental protection, and yield is high, and raw material is easy to get and cheap；48 core copper cluster of the present invention is a kind of chiral material with three-layer laminated structure, has expected chirality；The magnetic property of the 48 core copper cluster is simultaneously：There are anti-ferromagnetic exchange interactions between intramolecular copper ion；There is potential application prospect in terms of chiral separation, chiral Recognition, asymmetric catalysis and chiral magnet as a kind of chiral material.
Description
Technical field
The invention belongs to inorganic functional material technical fields, and in particular to a kind of 48 core copper cluster of chiral D-tartaric acid conjunction
Object and its green synthesis method.
Background technique
The synthesis of chiral tetrahedrane-type metal clusters and property are always the hot spot of domestic and international researcher research, especially chiral mistake
Cross the research of metal cluster compound.The charming place of this kind of molecule is not only present in it and usually relies on what synthesis chemist was created
Suitable reaction conditions, the graceful structures spontaneously formed in complex system introduce chirality especially in metal cluster compound, so that
It has good application prospect in asymmetric catalysis, nonlinear optics, chiral magnetic material and chiral Recognition etc. fields.
In the chiral cluster compound reported at present, the research based on chiral polyacid base Mixed-metal cluster is more.But
Having same core late transition metal as construction unit formation, the chiral tetrahedrane-type metal clusters with nano-scale is phoenix feathers and unicorn horns,
It is limited only to several late transition metals scattered in the periodic table of elements.It is suitable in complex system when due to metal cluster compound synthesis
The reason of reaction condition, inner connecting way and metal nucleus number, so that the chiral late transition metal cluster compound of preparation same core becomes
The difficult point and hot spot in Inorganic synthese field；In addition, synthesizing chemists in the case where advocating the necessary form of green and sustainable chemistry
The approach for just pursuing more low-consumption high-efficiency removes synthesis functional material, using environmental-friendly solvent（Such as water）, substituting traditional has
Solvent is reacted at normal temperatures and pressures, no matter is all had very in terms of environmental protection or from the angle of safety in production, energy-saving and emission-reduction
Important meaning.
With the rapid development of material preparation technology, the chiral material of researchers and its various performance parameters are proposed more
High requirement.More and more chiral materials are synthesized, but are at present Na there has been no chemical formula3H30[Cu48Na9(CO3)18
(D-TartH-2)18(H2C6O10)6(PO4)2(H2O)6] using 48 core metal complexs as the three-layer laminated chiral magnetic of primitive
The report of material.
Summary of the invention
The technical problem to be solved in the present invention is to provide a kind of new 48 core copper cluster of D- tartaric acid and it
Green synthesis method.
48 core copper cluster of D- tartaric acid of the present invention, chemical formula are：Na3H30[Cu48Na9(CO3)18(D-
TartH-2)18(H2C6O10)6(PO4)2(H2O)6]。
Wherein, H2C6O10Indicate that quaternary carboxylic acid, D-Tart are D- tartaric acid.
48 core copper cluster of D- tartaric acid of the present invention is considered as：By D- tartaric acid, quaternary carboxylic acid and Cu2+
[the Cu that ion coordination is formed8] structural motif, 3 [Cu8] structural motif by phosphate radical bridging forms [Cu24] unit, 2
[Cu24] unit passes through Na+Ion and carbonate bridging form [Cu48] cluster compound, adjacent [Cu48] cluster compound passes through Na+Ion
Bridging forms three-layer laminated structure.
1 Na of table3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6(PO4)2(H2O)6] crystallographic parameter
Applicants have found that 48 core copper cluster of the present invention has such as chirality optical property：Solid circles
Dichroscope is composed in 248nm（-）, 303 nm（+）, 645nm（-）, 738nm（+）Place's display Cotton effect.
The preparation method of above-mentioned 48 core copper cluster is：Using D- tartaric acid, copper acetate as starting material, by the two plus
In the acetic acid/sodium acetate buffer for entering appropriate concentration pH value, a certain amount of carbonate solution is added, is stirred to react at room temperature
Certain time stands evaporation a couple of days through filtering at room temperature, and product is washed with dehydrated alcohol, is placed in vacuum oven drying, i.e.,
Obtain D type chirality cluster compound.
In above-mentioned preparation method, the D- tartaric acid, copper acetate molar ratio be 1-10.
In above-mentioned preparation method, the buffer concentration of the acetic acid/sodium acetate is 0.5-5.0 mol/L, and pH value is
3.0-6.5 dosage is 2-100 milliliters.
In above-mentioned preparation method, the carbonate solution concentration is 0.5-5.0 mol/L；Carbonate is selected from：Carbonic acid
Lithium, sodium carbonate, potassium carbonate, rubidium carbonate.
In above-mentioned preparation method, the room temperature reaction time is 1-24 hours, filtering, when filtrate is stood evaporation at room temperature
Between be 1-30 days；Product is washed 3 times with dehydrated alcohol, and juxtaposition is chiral to get D type in 60 DEG C of dry 12h in a vacuum drying oven
Cluster compound.
48 core copper cluster of D- tartaric acid of the present invention is by D- tartaric acid, quaternary carboxylic acid and Cu2+Ion is matched
[the Cu that position is formed8] structural motif, 3 [Cu8] structural motif by phosphate radical bridging forms [Cu24] unit, 2 [Cu24] unit
Pass through Na+Ion and carbonate bridging form [Cu48] cluster compound, adjacent [Cu48] cluster compound passes through Na+Ion bridging forms three
Tie up layer structure.
Compared with prior art, the present invention provides a kind of new 48 core copper cluster Na of D- tartaric acid3H30
[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6(PO4)2(H2O)6] and preparation method thereof, the 48 core copper cluster
Chiral optical property be：Solid circular dichroism is in 248nm（+）, 303 nm（-）, 645nm（+）, 738nm（-）Locate display section
Effect；The method of the invention is simple, energy conservation and environmental protection, and yield is high, and raw material is easy to get and cheap.
Detailed description of the invention：
48 core copper cluster Na of Fig. 1 D- tartaric acid3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6
(PO4)2(H2O)6] mono-crystalline structures figure.
48 core copper cluster Na of Fig. 2 D- tartaric acid3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6
(PO4)2(H2O)6] three-layer laminated structure self assembly block diagram, from { Cu8Structural motif (a) arrive { Cu24Trimeric structures list
First (b) arrives { Cu48Cluster compound (c) arrives three-layer laminated structure (d) again.
48 core copper cluster Na of Fig. 3 D- tartaric acid3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6
(PO4)2(H2O)6] Solid-state circular dichroism spectroscopy figure.
48 core copper cluster Na of Fig. 4 D- tartaric acid3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6
(PO4)2(H2O)6] χMT-T and χM -1T curve figure.
48 core copper cluster Na of Fig. 5 D- tartaric acid3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6
(PO4)2(H2O)6] M-H curve graph.
48 core copper cluster Na of Fig. 6 D- tartaric acid3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6
(PO4)2(H2O)6] infrared spectrogram.
Specific embodiment
Content in order to better understand the present invention, below by specific example, the present invention is described in further detail, but this
Invention is not limited to following embodiment.
Embodiment 1：It weighs 0.220gD- tartaric acid and 0.489g copper acetate and is added 30ml, the acetic acid of 1.0M/L, pH=5.5/
In the buffer solution of sodium acetate, 2M/L carbonate solution 7ml is added, is stirred to react 8h at room temperature, through filtering, is stood at room temperature
Evaporation 12 days, is filtered to obtain blue strip crystal, is washed 3 times with dehydrated alcohol, and juxtaposition is dry in 60 DEG C in a vacuum drying oven
48 core copper cluster of D- tartaric acid can be obtained in dry 12h.
1 products therefrom of embodiment is characterized：
1）Crystal structure analysis：
The intact blue bulk crystals of surface texture are determined by synchrotron radiation to determine its crystal structure, gained crystal knot
Structure data are as shown in aforementioned table 1.The chemical structure of gained blue strip crystal is as shown in Figure 1, determine the blue strip of gained
Crystal is 48 core copper cluster Na of D- tartaric acid3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6(PO4)2
(H2O)6], wherein H2C6O10Indicate that quaternary carboxylic acid, D-Tart are D- tartaric acid.
48 core copper cluster of D- tartaric acid of the present invention is by D- tartaric acid, quaternary carboxylic acid and Cu2+Ion is matched
[the Cu that position is formed8] structural motif, 3 [Cu8] structural motif by phosphate radical bridging forms [Cu24] unit, 2 [Cu24] unit
Pass through Na+Ion and carbonate bridging form [Cu48] cluster compound, adjacent [Cu48] cluster compound passes through Na+Ion bridging forms three
Layer structure is tieed up, as shown in Figure 2.
2）Optical property measurement：
Take 48 core copper cluster Na of D- tartaric acid made from 0.015g the present embodiment3H30[Cu48Na9(CO3)18(D-
TartH-2)18(H2C6O10)6(PO4)2(H2O)6] tested on solid CD with after 0.710g KBr tabletting, Solid-state circular dichroism spectroscopy figure is such as
Shown in Fig. 3
3）Magnetic property measurement：
Take 48 core copper cluster Na of D- tartaric acid made from 0.026g the present embodiment3H30[Cu48Na9(CO3)18(D-
TartH-2)18(H2C6O10)6(PO4)2(H2O)6] pulverize after Magnetic Test is carried out on magnetic property test equipment, obtain magnetic property
Test curve such as Fig. 4（The χ of magnetic materialMT-T and χM -1T curve figure）, Fig. 5（M-H curve graph is obtained under magnetic material temperature 2K）
It is shown.
By Fig. 4-5 it is found that 48 core copper cluster of D- tartaric acid of the present invention χ at room temperatureMT is 7.22 cm3 K
moD-1, as temperature reduces, χMT is slowly reduced, until being down to 1.18cm3 K moD-1；And χM -1T curve defers to Curie-weiss
Law is fitted it to obtain Weiss constant to be -132.52K, Curie constant 20.83cm3 K moD-1.Negative Weiss constant and
χMT-T curve trend illustrates that there are anti-ferromagnetic exchange interactions between intramolecular copper ion.
4）IR Characterization：
Infrared spectrometer is exchanged with 100 FT-IR type Fourier of PerkinElmer Spectrum（KBr tabletting）, to this
48 core copper cluster Na of D- tartaric acid made from embodiment3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6
(PO4)2(H2O)6] infrared analysis is carried out, spectral limit 400-4000cm-1 is taken the photograph, gained infrared spectrum spectrogram is as shown in Figure 6.
Embodiment 2：It weighs 0.450gD- tartaric acid and 0.780g copper acetate and is added 25ml, the acetic acid of 0.5M/L, pH=6.0/
In the buffer solution of sodium acetate, 1.8 M/L carbonate solution 4ml are added, are stirred to react 6h at room temperature, through filtering, at room temperature
Evaporation 19 days are stood, blue strip crystal is filtered to obtain, is washed 3 times with dehydrated alcohol, juxtaposition is in a vacuum drying oven in 60
DEG C dry 12h, can be obtained 48 core copper cluster of D- tartaric acid.
Claims (1)
1. a kind of 48 core copper cluster of chiral D-tartaric acid, which is characterized in that the 48 core copper of chiral D-tartaric acid
Cluster compound is formed with following chemical formula：Na3H30[Cu48Na9(CO3)18(D-TartH-2)18(H2C6O10)6(PO4)2(H2O)6],
Wherein, H2C6O10Indicate that quaternary carboxylic acid, D-Tart indicate D- tartaric acid；The 48 core copper cluster structure group of D- tartaric acid
At can be regarded as by D- tartaric acid, quaternary carboxylic acid and Cu2+[the Cu that ion coordination is formed8] structural motif, 3 [Cu8] structure
Primitive forms [Cu by phosphate radical bridging24] unit, 2 [Cu24] unit passes through Na+Ion and carbonate bridging form [Cu48] cluster
Close object, adjacent [Cu48] cluster compound passes through Na+Ion bridging forms three-layer laminated structure；Single crystal structure analysis shows the D-
48 core copper cluster of tartaric acid has following cell parameter：Crystallization is tetragonal crystal system, P6322 space groups, a=30.1147
(9), b=30.1147 (9), c=29.3170 (16), α=β=90.00 °, γ=120 °, V=23025.4 (16)3, Z=
2, Flack value=0.02 (3), structure chart is as follows：
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