CN110066289A - Based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding - Google Patents
Based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding Download PDFInfo
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- CN110066289A CN110066289A CN201810063427.4A CN201810063427A CN110066289A CN 110066289 A CN110066289 A CN 110066289A CN 201810063427 A CN201810063427 A CN 201810063427A CN 110066289 A CN110066289 A CN 110066289A
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- 238000006352 cycloaddition reaction Methods 0.000 title claims abstract description 28
- 229910052761 rare earth metal Inorganic materials 0.000 title claims abstract description 28
- 150000002910 rare earth metals Chemical class 0.000 title claims abstract description 24
- 238000013329 compounding Methods 0.000 title claims abstract description 22
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 title claims abstract description 20
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 238000002360 preparation method Methods 0.000 claims abstract description 13
- 229910052684 Cerium Inorganic materials 0.000 claims abstract description 10
- 229910052688 Gadolinium Inorganic materials 0.000 claims abstract description 10
- 239000000126 substance Substances 0.000 claims abstract description 9
- 229910052772 Samarium Inorganic materials 0.000 claims abstract description 8
- 229910002651 NO3 Inorganic materials 0.000 claims description 48
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 45
- -1 anthracene methylphosphonic acid diethylester Chemical compound 0.000 claims description 18
- 239000003446 ligand Substances 0.000 claims description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 claims description 9
- 229910052769 Ytterbium Inorganic materials 0.000 claims description 8
- 229910052746 lanthanum Inorganic materials 0.000 claims description 8
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- 229910052692 Dysprosium Inorganic materials 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000003495 polar organic solvent Substances 0.000 claims description 4
- 239000013078 crystal Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 238000005286 illumination Methods 0.000 claims description 3
- 206010023126 Jaundice Diseases 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 13
- 230000009466 transformation Effects 0.000 abstract description 4
- 230000002441 reversible effect Effects 0.000 abstract description 3
- 238000003786 synthesis reaction Methods 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 238000005516 engineering process Methods 0.000 abstract description 2
- 239000011368 organic material Substances 0.000 abstract description 2
- 238000004566 IR spectroscopy Methods 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 150000001988 diarylethenes Chemical class 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 230000005621 ferroelectricity Effects 0.000 description 1
- 230000003760 hair shine Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
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- 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/003—Compounds containing elements of Groups 3 or 13 of the Periodic Table without C-Metal linkages
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/351—Metal complexes comprising lanthanides or actinides, e.g. comprising europium
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/182—Metal complexes of the rare earth metals, i.e. Sc, Y or lanthanide
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02B—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO BUILDINGS, e.g. HOUSING, HOUSE APPLIANCES OR RELATED END-USER APPLICATIONS
- Y02B20/00—Energy efficient lighting technologies, e.g. halogen lamps or gas discharge lamps
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to a kind of based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding, [4+4] cycloaddition occurs under ultraviolet light and is transformed into binuclear complex for its mononuclear complex, and converted with luminescent color, mononuclear complex chemical formula is Ln (depma) (hmpa)2(NO3)3, LnIII=La,Ce,Sm,Gd,Dy,Yb；Binuclear complex chemical formula is Ln2(depma2)(hmpa)4(NO3)6, LnIII=La,Ce,Sm,Gd,Dy,Yb.The preparation of monokaryon uses solution at room temperature synthetic technology, and binuclear complex, which only needs to irradiate mononuclear complex under mild ultraviolet light, can be obtained.Advantage: 1) being introduced into anthryl [4+4] cycloaddition in functional complexes for the first time, realizes the hybrid inorganic-organic materials of reversible luminous transformation.2) the white luminous conversion of rare earth compounding is realized for the first time, can be used as white light LEDs material.3) transformation of two kinds of complexs is carried out in a manner of monocrystalline to monocrystalline, and changing condition is mild.4) synthesis condition of complex is convenient, at low cost, and yield is high, with high purity；Meet environmentally friendly chemistry.
Description
Technical field
The present invention be it is a kind of based on anthryl [4+4] cycloaddition can backlight conversion rare earth compounding structure composition and its system
Preparation Method belongs to intelligent function field of material technology.
Background technique
Compound with reversible nature transformation is a kind of very important intelligent function material, such as off-color material, ferroelectricity
Material, dielectric material, piezoelectric material, single molecular magnets, spin crossover material etc. can be widely applied to sensing, electronic device, people
The Disciplinary Frontiers such as work intelligence, spintronics, information storage and quantum calculation.And the diarylethene of light activated switch ring, can light
Isomery diazonium molecule and the vinyl compound of reversible cycloaddition is caused to have become the important construction unit of intelligent function material.Although
The light dimerization reaction of anthryl derivative has been widely used for constructing pure organic functional material, but on function metal complex seldom
There is application.Once being introduced into organic-inorganic hybrid material, function will be realized in conjunction with organic, the special unique function of inorganic metal
The update of energy material.
Summary of the invention
It is proposed by the present invention be it is a kind of based on anthryl [4+4] cycloaddition can backlight conversion rare earth compounding structure composition
And preparation method thereof, its purpose is to provide it is a kind of can the monokaryon of backlight conversion, micronucleited binucleated cells and preparation method thereof.
Technical solution of the invention:
Based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding, the mononuclear complex of the rare earth compounding is in purple
[4+4] cycloaddition occurs under outer light and is transformed into binuclear complex, and is converted with luminescent color, mononuclear complex includes rare earth
Nitrate Ln (NO3)3, ligand anthracene methylphosphonic acid diethylester depma and assistant ligand hexamethylphosphoramide hmpa, chemical formula
For Ln (depma) (hmpa)2(NO3)3, LnIII= La, Ce, Sm, Gd, Dy, Yb；Binuclear complex includes rare earth nitric acid
Salt Ln (NO3)3, ligand anthracene methylphosphonic acid diethylester cycloaddition product depma2With assistant ligand hexamethylphosphoramide hmpa,
Chemical formula is Ln2(depma2)(hmpa)4(NO3)6, LnIII= La, Ce, Sm, Gd, Dy, Yb。
Beneficial effects of the present invention:
1) anthryl [4+4] cycloaddition is introduced into functional complexes for the first time, realize can backlight conversion hybrid inorganic-organic material
Material.
2) the white luminous conversion of rare earth compounding is realized for the first time, can be used as white light LEDs material.
3) transformation of two kinds of complexs is carried out in a manner of monocrystalline to monocrystalline, and changing condition is more mild.
4) synthesis condition of complex facilitates succinct, low in cost, and yield is high, with high purity；Preparation and functional shift process
Meet environmentally friendly chemistry.
Detailed description of the invention
Attached drawing 1 is mononuclear complex Ln (depma) (hmpa)2(NO3)3Structural formula
Attached drawing 2 is binuclear complex Ln2(depma2)(hmpa)4(NO3)6Structural formula
Attached drawing 3 is mononuclear complex Dy (depma) (hmpa)2(NO3)3(solid black lines) and binuclear complex Dy2(depma2)
(hmpa)4(NO3)6Spectral power curve.
Specific embodiment
Based on anthryl [4+4] cycloaddition can backlight conversion rare earth compounding, the rare earth compounding monokaryon cooperation
[4+4] cycloaddition occurs under ultraviolet light and is transformed into binuclear complex for object, and with light power and energy, mononuclear complex includes
Rare earth nitrades Ln (NO3)3, ligand anthracene methylphosphonic acid diethylester depma and assistant ligand hexamethylphosphoramide hmpa, change
Formula is Ln (depma) (hmpa)2(NO3)3, LnIII= La, Ce, Sm, Gd, Dy, Yb；Binuclear complex includes rare earth
Nitrate Ln (NO3)3, ligand anthracene methylphosphonic acid diethylester cycloaddition product depma2With assistant ligand hexamethylphosphoramide
Hmpa, chemical formula Ln2(depma2)(hmpa)4(NO3)6, LnIII= La, Ce, Sm, Gd, Dy, Yb。
The mononuclear complex Ln (depma) (hmpa)2(NO3)3Ligand depma be anthracene methylphosphonic acid diethylester, knot
Structure formula is as shown below:
。
The mononuclear complex Ln (depma) (hmpa)2(NO3)3Assistant ligand hmpa be hexamethylphosphoramide,
Structural formula is as shown below:
。
The binuclear complex Ln2(depma2)(hmpa)4(NO3)6Ligand depma2It is anthracene methylphosphonic acid diethylester [4+
4] cycloaddition product, structural formula are as shown below:
。
The smooth power and energy is that mononuclear complex jaundice coloured light works as LnIIIWhen=Dy, binuclear complex realizes yellow hair
Light and white luminous conversion, work as LnIIIWhen=La, Ce, Gd, Yb, binuclear complex realizes the conversion of Yellow luminous and green emitting, when
LnIIIWhen=Sm, binuclear complex realizes the conversion of Yellow luminous and blue-light-emitting.
Mononuclear complex Ln (depma) (hmpa)2(NO3)3The preparation method comprises the following steps: by Ln (NO3)3·6H2O, anthracene methylphosphine
Diethyl phthalate and hexamethyl phosphinylidyne 1:1: 2 are dissolved in volatile polar organic solvent in molar ratio, filtering removal insoluble matter,
Volatilization is stood, faint yellow bulk crystals are obtained.
The polar organic solvent is methanol, ethyl alcohol, acetonitrile or methylene chloride or their mixed solvent.
Mononuclear complex Ln (depma) (hmpa)2(NO3)3The preparation method comprises the following steps: by the binuclear complex Ln2
(depma2)(hmpa)4(NO3)6It is heated 1 hour at 100 DEG C.
The mononuclear complex Ln (depma) (hmpa)2(NO3)3The preparation method comprises the following steps: by the binuclear complex Ln2
(depma2)(hmpa)4(NO3)6It is irradiated 2 hours under 254 nm ultraviolet lights.
Binuclear complex Ln2(depma2)(hmpa)4(NO3)6The preparation method comprises the following steps: by the mononuclear complex Ln
(depma)(hmpa)2(NO3)3Illumination 10 hours under the ultraviolet light greater than 365nm.
Technical solution of the present invention is described further with reference to the accompanying drawing.
As shown in Fig. 1, mononuclear complex Ln (depma) (hmpa)2(NO3)3Structural formula；
As shown in Fig. 2, binuclear complex Ln2(depma2)(hmpa)4(NO3)6Structural formula；
As shown in Fig. 3, mononuclear complex Dy (depma) (hmpa)2(NO3)3(solid black lines) and binuclear complex Dy2
(depma2)(hmpa)4(NO3)6Spectral power curve.The corresponding 1931 CIE chromaticity coordinates of mononuclear complex be respectively (0.32,
0.56) it, shines in yellow green, binuclear compound chromaticity coordinates is (0.25,0.36), is shone in blue and white.
Embodiment 1
By Dy (NO3)3·6H2O(0.1mmol, 45.6mg), anthracene methylphosphonic acid diethylester (0.1mmol, 32.8mg) and hexamethyl
Phosphoric triamide (0.2mmol, 36.0mg) is dissolved in the volatile polar solvent such as 5mL methanol or tetrahydrofuran, and filtering removal is not
Molten object is stored at room temperature volatilization, obtains faint yellow bulk crystals；Or take binuclear complex Dy described in 20 mg2(depma2)
(hmpa)4(NO3)6It is heated one hour at 100 DEG C.Chemical formula C31H57DyN9O14P3, elemental analysis calculated value (%): C,
35.97; H, 5.55; N, 12.18；Experiment value (%): C, 35.75; H, 5.56; N, 12.60.
Infrared spectroscopy (KBr, cm-1): 3001(vw), 2934(w), 2904(w), 2856(vw), 2815(w),
1495(s), 1470(s), 1384(w), 1309(vs), 1249(w), 1191(m), 1147(vs), 1058(m),
1031(m), 991(s), 896(vw), 816(w), 788(vw), 751(m), 692(vw), 643(vw), 581(vw),
542(vw) 542(vw), 478(w).
The binuclear complex Dy2(depma2)(hmpa)4(NO3)6Synthesis
20mg mononuclear complex is placed in the ultraviolet point light source of 365nm (spot size 1cm2, optical power 182mw/cm2) under illumination 10
Hour, pure product can be obtained.Chemical formula C62H114DyN18O28P6, elemental analysis calculated value (%): C, 35.97; H,
5.55; N, 12.18；Experiment value (%): C, 35.84; H, 5.57; N, 12.63.
Infrared spectroscopy (KBr, cm-1): 3001(vw), 2935(w), 2905(w), 2856(vw), 2814(w),
1497(s), 1469(s), 1384(w), 1307(vs), 1189(m), 1142(vs), 1055(m), 1030(m), 990
(s), 899(vw), 870(vw), 815(w), 784(w), 752(m), 684(w), 644(w), 581(w), 542
(w), 476(w).
Claims (10)
1. based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding, it is characterised in that the monokaryon of rare earth compounding is matched
[4+4] cycloaddition occurs under ultraviolet light and is transformed into binuclear complex for conjunction object, and converts with luminescent color；Mononuclear complex packet
Include rare earth nitrades Ln (NO3)3, ligand anthracene methylphosphonic acid diethylester depma and assistant ligand hexamethylphosphoramide hmpa,
Chemical formula is Ln (depma) (hmpa)2(NO3)3, LnIII= La, Ce, Sm, Gd, Dy, Yb；Binuclear complex includes rare earth
Nitrate Ln (NO3)3, ligand anthracene methylphosphonic acid diethylester cycloaddition product depma2With assistant ligand hexamethylphosphoramide
Hmpa, chemical formula Ln2(depma2)(hmpa)4(NO3)6, LnIII= La, Ce, Sm, Gd, Dy, Yb。
2. it is according to claim 1 based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding, it is characterised in that
The mononuclear complex Ln (depma) (hmpa)2(NO3)3Ligand depma be anthracene methylphosphonic acid diethylester, structural formula is as follows
It is shown:
。
3. it is according to claim 1 based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding, it is characterised in that
The mononuclear complex Ln (depma) (hmpa)2(NO3)3Assistant ligand hmpa be hexamethylphosphoramide, structural formula is such as
Shown in lower:
。
4. it is according to claim 1 based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding, it is characterised in that
The binuclear complex Ln2(depma2)(hmpa)4(NO3)6Ligand depma2It is that anthracene methylphosphonic acid diethylester [4+4] ring adds
At product, structural formula is as follows:
。
5. it is according to claim 1 based on anthryl [4+4] cycloaddition can backlight conversion rare earth compounding, feature exists
It is converted in the light, mononuclear complex jaundice coloured light works as LnIIIWhen=Dy, binuclear complex realizes Yellow luminous and white hair
Light conversion, works as LnIIIWhen=La, Ce, Gd, Yb, binuclear complex realizes the conversion of Yellow luminous and green emitting, works as LnIIIWhen=Sm,
Binuclear complex realizes the conversion of Yellow luminous and blue-light-emitting.
6. as described in claim 1 based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding, it is characterised in that institute
State mononuclear complex Ln (depma) (hmpa)2(NO3)3The preparation method comprises the following steps: by Ln (NO3)3·6H2O, anthracene methylphosphonic acid diethyl
Ester and hexamethyl phosphinylidyne 1:1: 2 are dissolved in volatile polar organic solvent in molar ratio, and filtering removal insoluble matter, standing is waved
Hair, obtains faint yellow bulk crystals.
7. it is according to claim 6 based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding, it is characterised in that
The polar organic solvent is one of methanol, ethyl alcohol, acetonitrile or methylene chloride.
8. as described in claim 1 based on anthryl [4+4] cycloaddition can backlight turn rare earth compounding, it is characterised in that institute
State mononuclear complex Ln (depma) (hmpa)2(NO3)3The preparation method comprises the following steps: by the binuclear complex Ln2(depma2)
(hmpa)4(NO3)6It is heated 1 hour at 100 DEG C.
9. as described in claim 1 based on anthryl [4+4] cycloaddition can backlight turn rare earth compounding, it is characterised in that it is described
Mononuclear complex Ln (depma) (hmpa)2(NO3)3The preparation method comprises the following steps: by the binuclear complex Ln2(depma2)(hmpa)4
(NO3)6It is irradiated 2 hours under 254 nm ultraviolet lights.
10. as described in claim 1 based on anthryl [4+4] cycloaddition can backlight convert rare earth compounding, it is characterised in that
The binuclear complex Ln2(depma2)(hmpa)4(NO3)6The preparation method comprises the following steps: by the mononuclear complex Ln (depma)
(hmpa)2(NO3)3Illumination 10 hours under the ultraviolet light greater than 365nm.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007032325A1 (en) * | 2005-09-14 | 2007-03-22 | Toyo Boseki Kabushiki Kaisha | Polyester, process for production of polyester, and polyester molded article |
| CN103242382A (en) * | 2013-04-24 | 2013-08-14 | 南京大学 | Chiral rare-earth organic phosphoric acid macroscopic spirochete material |
| CN103524556A (en) * | 2013-10-12 | 2014-01-22 | 广西师范大学 | Diacerhein aminophosphonate derivatives, and synthetic method and applications thereof |
-
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- 2018-01-23 CN CN201810063427.4A patent/CN110066289B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007032325A1 (en) * | 2005-09-14 | 2007-03-22 | Toyo Boseki Kabushiki Kaisha | Polyester, process for production of polyester, and polyester molded article |
| CN103242382A (en) * | 2013-04-24 | 2013-08-14 | 南京大学 | Chiral rare-earth organic phosphoric acid macroscopic spirochete material |
| CN103524556A (en) * | 2013-10-12 | 2014-01-22 | 广西师范大学 | Diacerhein aminophosphonate derivatives, and synthetic method and applications thereof |
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