CN104356147A - Triazole Cu-hypochlorite complex with potential ferroelectric functions and preparation method thereof - Google Patents
Triazole Cu-hypochlorite complex with potential ferroelectric functions and preparation method thereof Download PDFInfo
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- CN104356147A CN104356147A CN201410623835.2A CN201410623835A CN104356147A CN 104356147 A CN104356147 A CN 104356147A CN 201410623835 A CN201410623835 A CN 201410623835A CN 104356147 A CN104356147 A CN 104356147A
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- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 150000003852 triazoles Chemical class 0.000 title abstract description 4
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Inorganic materials Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 title abstract 2
- 239000010949 copper Substances 0.000 claims abstract description 29
- 239000000463 material Substances 0.000 claims abstract description 24
- 150000004699 copper complex Chemical class 0.000 claims abstract description 8
- 238000001027 hydrothermal synthesis Methods 0.000 claims abstract description 5
- 229910020366 ClO 4 Inorganic materials 0.000 claims description 16
- 239000013078 crystal Substances 0.000 claims description 16
- -1 triazole copper complex Chemical class 0.000 claims description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 230000005260 alpha ray Effects 0.000 claims description 3
- 239000010439 graphite Substances 0.000 claims description 3
- 229910002804 graphite Inorganic materials 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims description 3
- 239000012046 mixed solvent Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 4
- 229910001914 chlorine tetroxide Inorganic materials 0.000 abstract 3
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 description 11
- 238000011160 research Methods 0.000 description 7
- 230000005684 electric field Effects 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- HVMMGTLUNJNHFE-UHFFFAOYSA-N 4-[3-(1,2,4-triazol-4-yl)phenyl]-1,2,4-triazole Chemical compound N=1N=CN(C1)C=1C=C(C=CC1)N1C=NN=C1 HVMMGTLUNJNHFE-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 230000005621 ferroelectricity Effects 0.000 description 4
- 150000002500 ions Chemical group 0.000 description 4
- 239000012621 metal-organic framework Substances 0.000 description 4
- 125000006850 spacer group Chemical group 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000001454 anthracenes Chemical class 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000005294 ferromagnetic effect Effects 0.000 description 2
- XZBIXDPGRMLSTC-UHFFFAOYSA-N formohydrazide Chemical compound NNC=O XZBIXDPGRMLSTC-UHFFFAOYSA-N 0.000 description 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 230000010287 polarization Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- LJCNRYVRMXRIQR-OLXYHTOASA-L potassium sodium L-tartrate Chemical compound [Na+].[K+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O LJCNRYVRMXRIQR-OLXYHTOASA-L 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 235000011006 sodium potassium tartrate Nutrition 0.000 description 2
- 230000002269 spontaneous effect Effects 0.000 description 2
- 0 CC/C(/N(C)/C=N/[N+])=C\CCCN(C)/C=*/NC Chemical compound CC/C(/N(C)/C=N/[N+])=C\CCCN(C)/C=*/NC 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 239000012922 MOF pore Substances 0.000 description 1
- 241000234295 Musa Species 0.000 description 1
- 235000018290 Musa x paradisiaca Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 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 description 1
- 238000012937 correction Methods 0.000 description 1
- 238000005564 crystal structure determination Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000002447 crystallographic data Methods 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000009415 formwork Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 150000001455 metallic ions Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000012549 training Methods 0.000 description 1
- 210000001835 viscera Anatomy 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
- C07F1/08—Copper compounds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention relates to a triazole Cu-hypochlorite complex with potential ferroelectric functions and a preparation method thereof. The invention discloses a method for preparing {[Cu(L)](ClO4).0.25H2O}(1)(L=4-(3-(4H-1,2,4-triazol-4-yl) benzyl)-4H-1,2,4-triazole). The complex is prepared from Cu(ClO4)2 and L under the hydrothermal conditions of 100 DEG C by adopting a hydrothermal method. The invention further discloses application of the copper complex {[Cu(L)](ClO4).0.25H2O}(1)(L=4-(3-(4H-1,2,4-triazol-4-yl) benzyl)-4H-1,2,4-triazole) as potential ferroelectric materials.
Description
The present invention obtains state natural sciences fund general project (21471113), and Tianjin Education Commission funded projects (20140506) and Tianjin innovation team of institution of higher education training plan subsidize (TD12-5038).
Technical field
The invention belongs to Inorganic synthese technical field, relate to copper complex { [Cu (L)] (ClO
4) 0.25H
2o} (
1) preparation method of (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) and the application as potential ferroelectric function material.
Background technology
FE compound is the special dielectric substance of a class, and have piezoelectricity and pyroelectric, some ferroelectric crystals also have non-linear optical effect, electrooptic effect, acoustooptic effect, photorefractive effect etc. in addition simultaneously.These character of ferroelectrics make them sound, optical, electrical, heat effect can be interknited, and become the functional materials that a class is important.Because it possesses the performance more excellent than traditional material or specific function; above-mentioned materials has clear superiority in structure-function integration, function material intelligentization, environmental protection, renewable circulation; being the key solving future source of energy crisis, Ecological Environment Crisis, is also one of Main way of 21 century development in science and technology.New material industry is also defined as one of seven power's emerging strategic industries by Chinese Government in " 12 planning ", simultaneously most important to the development of energy-conserving and environment-protective industry, generation information technical industry, New Energy Industry in seven power's emerging strategic industries.
1,2,4-triazole and derivative thereof have the coordination feature of pyrazoles and imidazoles concurrently, are the bridgingligands that coordination ability is stronger, have synthesized at present and have characterized a large amount of monokaryons, multinuclear and multidimensional compound.These parts can with 1, nitrogen-atoms on 2 and metallic ion coordination form N1, N2-bridging pattern, for 4 unsubstituted 1,2,4-triazole derivative is by 2, nitrogen-atoms on 4 forms N2, N4-bridging pattern, this N2, N4-bridging pattern is with the N1 of imidazoles in metalloenzyme, and N3-bridging mode class seemingly.Special purpose for triazole class compounds also shows in the design of molecular device, and the metal complexes that synthesis has different dimension has been the vital step of device.
The present invention selects Cu (ClO
4)
2with 4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole (L) 100
oc hydrothermal condition gets off to prepare copper complex { [Cu (L)] (ClO
4) 0.25H
2o} (
1).Because this match crystal is tetragonal system,
p4 (3) spacers, belong to polarity point group and polarity spacer, can be used as potential ferroelectric material and are applied.
Summary of the invention
Another object of the present invention is to provide a kind of isophthalic two triazole copper complex { [Cu (L)] (ClO
4) 0.25H
2o} (
1) monocrystalline and preparation method thereof.
Current inventor provides following technical scheme for this reason:
Two triazole copper complex { [Cu (L)] (ClO of isophthalic
4) 0.25H
2o} (
1) (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) structural motif as shown in Figure 1; L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole;
The present invention further discloses two triazole copper complex { [Cu (L)] (ClO of isophthalic
4) 0.25H
2o} (
1) (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) monocrystalline, it is characterized in that this single crystal structure adopts APEX II CCD single crystal diffractometer, use through graphite monochromatised Mok alpha-ray (l=0.71073) be incident radiation, with
w-2
qscan mode collects point diffraction, obtains unit cell parameters, utilize SHELXL-97 direct method to solve single crystal data from difference Fourier electron density map through least-squares refinement:
Two triazole copper complex { [Cu (L)] (ClO of isophthalic of the present invention
4) 0.25H
2o} (
1) preparation method of (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) monocrystalline, its feature in employing " hydrothermal method ", at CH
3cN and H
2in O, by Cu (ClO
4)
2with L ligand 1 00
oreact under C hydrothermal condition, obtain the yellow rhabdolith of applicable X-ray single crystal diffraction.Wherein CH
3cN and H
2the volume ratio of O is 4:6, Cu (BF
4)
2be 1:1 with the mol ratio of L;
The more detailed preparation method of the present invention is as follows:
Two triazole copper complex { [Cu (L)] (ClO of a kind of isophthalic
4) 0.25H
2o} (
1) preparation method of (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) monocrystalline, its feature in employing " hydrothermal method ", at CH
3cN and H
2in O, by Cu (ClO
4)
2with L ligand 1 60
oreact under C hydrothermal condition, obtain the yellow rhabdolith of applicable X-ray single crystal diffraction.Wherein CH
3cN and H
2the volume ratio of O is 4:6, Cu (ClO
4)
2be 1:1 with the mol ratio of L;
Solvent of the present invention is mixed solvent, CH
3cN and H
2o.
Wherein Cu (ClO
4)
2be 1:1 with the mol ratio of L.
The present invention further discloses copper complex { [Cu (L)] (ClO
4) 0.25H
2o} (
1) (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) as the application of potential ferroelectric material, fluorescent material aspect; Described fluorescent material refers to the application of this compound as Mg2+ ion fluorescence probe.
Two triazole copper complex { [Cu (L)] (ClO of a kind of isophthalic disclosed by the invention
4) 0.25H
2o} (
1) advantage and disadvantage that has of (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) monocrystalline is:
(1) operation is simple and easy to do.
(2) reaction yield is high, and the purity of products obtained therefrom is high.
(3) { [Cu (L)] (ClO prepared by the present invention
4) 0.25H
2o}
n(
1) (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) production cost is low, method is easy, is applicable to scale operation.
Accompanying drawing explanation
Fig. 1: title complex
1crystalline structure primitive figure.
Fig. 2: title complex
1tomograph.
Embodiment
Below in conjunction with embodiment, the present invention is described further, and embodiment is only indicative, never means that it limits the scope of the invention by any way.All raw materials are such as: anthracene nucleus etc. are all buy from chemical reagents corporation both domestic and external, through continuing to purify but directly use.Raw materials used by commercially available.
Embodiment 1
The preparation of 4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole (L) part
In 50 mL, tri-mouthfuls of round-bottomed flasks that magneton, reflux exchanger and thermometer are housed, add mphenylenediamine (1 mmol) respectively, two formyl hydrazine (2 mmol), starts and is stirred in 160 DEG C, reacts 12 hours.After reaction terminates, reaction solution is down to room temperature, separates out and precipitate in a large number, by precipitation water and ethyl alcohol recrystallization, yield 86%.Ultimate analysis C
10h
8n
6theoretical value: C, 56.60; H, 3.80; N, 39.60.Experimental value: C, 56.56; H, 3.75; N, 39.56.Mphenylenediamine, the mol ratio of two formyl hydrazine is 1:2.
Embodiment 2
Cu (ClO
4)
2with 4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) mol ratio of (L) is 1:1;
L (0.0424 g, 0.2 mmol), Cu (ClO
4)
2(0.0691 g, 0.2 mmol), H
2o (6 mL), CH
3cN (4 mL), hydro-thermal 160
oc is slowly down to room temperature in tri-days afterwards.The yellow rhabdolith that applicable X-ray single crystal diffraction is analyzed is had after driving still.Productive rate: 35% (calculating based on L).Ultimate analysis (C
10h
8.5clCuN
6o
4.25) theoretical value (%): C, 30.67; H, 2.03; N, 19.51.Measured value: C, 30.63; H, 2.06; N, 19.59.We also attempted other ratios, such as Cu (ClO
4)
2be 2:1 with the mol ratio of L, then the length of no matter hydro-thermal reaction time, all can not get crystalline compound.Therefore Cu (ClO
4)
2be 2:1 with the mol ratio of L be optimum response proportioning.
Embodiment 3
Crystal structure determination adopts APEX II CCD single crystal diffractometer, use through graphite monochromatised Mok alpha-ray (l=0.71073) be incident radiation, with
w-
2qscan mode collects point diffraction, obtains unit cell parameters, utilize software to solve crystalline structure from difference Fourier electron density map through least-squares refinement, and through Lorentz lorentz and polarizing effect correction.All H atom are synthesized by difference Fourier and are determined through desirable position calculation.Detailed axonometry data are in table 1.Structural motif is shown in Fig. 1, and inclusion anthracene nucleus molecule is shown in Fig. 2 as the two-dimensional layered structure of organic formwork.
Table 1 title complex
1crystallographic data
Embodiment 4
Crystal presses the Finite Symmetric image of geometric shape, can be divided into 32 kinds of point groups, wherein has 10 kinds of point groups:
c 1,
c s ,
c 2,
c 2
v ,
c 3,
c 3
v ,
c 4,
c 4
v ,
c 6,
c 6
v , they have spontaneous polarization.All have so-called pole axis from their crystalline structure of symmetrical analysis, namely utilize symmetry operation can not realize the axis overlapped with other crystal orientation of crystal, pole axis two ends have different physicalies.From physical properties, they not only have spontaneous polarization, and its electric dipole moment can change direction under External Electrical Field, under the condition that dielectric strength allows, can form ferroelectric hysteresis loop.This performance of crystal is called ferroelectricity, has ferroelectric material and is called ferroelectric material.From nineteen twenty-one first FE compound Rochelle salt [KNaC
4h
4o
6] 4H
2since O is found, the research of ferroelectric material mainly concentrates on pure mineral compound.Due to Rochelle salt unstable, the complicacy of structure and the ferroelectric property of uniqueness, make to study ferroelectric material in early days difficult.After 15 years, Busch and Scherrer has found KH
2pO
4etc. relevant hydrogen-bonded ferroelectrics, very soon, first non-hydrogen-bonded ferroelectrics-uhligite BaTiO
3be found in early days at 1840s, this is ferroelectric historical milestone.Ferroelectric material presents the ferroelectric hysteresis loop feature similar to ferro-magnetic because of the relation between its electric displacement vector to strength of electric field under External Electrical Field, has a wide range of applications so the same with ferro-magnetic in information storage, image display etc.Research in recent years shows, the ferroelectric design and synthesis of molecular based is more simple and easy to get than the method for pure inorganic materials only by doping, so become the another popular research direction of current Material Field.
The present invention is by achiral ligand 4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) (L) and Cu (ClO
4)
2synthesize the 3-dimensional metal organic frame compound with chiral space group and polarity point group under hydrothermal conditions.In theory, according to our understanding, because of under External Electrical Field, crystallization has the neutral polymer of three-dimensional structure in polarity spacer, and adjacent positive and negative charge center alternately, causes moment of dipole to be offset, be difficult in inside form multiple micro-electric capacity, and then be difficult to form large electricdomain, so can MOF compound show ferroelectric behavior, be a controversial topic in fact.In this case, even if the polymkeric substance of three-dimensional structure can produce ferroelectricity, predicted performance is poor, be difficult to polarize under such as electric field and be arranged with sequence or moment of dipole very little being even difficult on instrument measures signal etc., so the neutral polymer of many three-dimensional structures always shows the false or pseudo-ferroelectric hysteresis loop of Banana Type.But MOF compound is because having guest molecules in structure, if these objects are polarity, under External Electrical Field, all polar molecules can form a little electric capacity and as a moment of dipole, thus may show ferroelectricity in MOF system; If object is ion, so these ions can form moment of dipole with MOF skeleton and show ferroelectricity.At chemical field research ferroelectric material more than late at physical field, as far as we know, the research in this field having chemist to participate at present mainly concentrates on Asia, comprising the seminar such as Sato of the Japanese Kobayashi of molecular science institute, the Ohkoshi of Tokyo University and Kyushu University; Gao Song, the Wang Zheming of university of BeiJing, China, the Xiong Rengen of Southeast China University, the Song You of coordination chemistry National Key Laboratory of Nanjing University and the Zang Shuanquan of Zhengzhou University and the Long Lasheng of Xiamen University.In the compound reported, the research changed for guest molecule or ion regulation ferroelectric property is very few.As far as we know, up to the present, the article of three sections of associated visceras is only had to be in the news: the height of Peking University pine academician delivered in 2013
jACSchirality porous coordination [the NH of upper report
4] [Zn (HCOO)
3], object NH
4 +unordered-orderly conversion of ion can realize the conversion of porous material paraelectric phase-ferroelectric phase; Zhengzhou University Zang Shuanquan teaches and Nanjing University Song You teaches and to deliver in 2013
jACSalso a novel porous MOF material [{ Co is reported
2(L) (bpe) (H
2o) } 5H
2o] (H
4l=N-(1,3-dicarboxyl-5-phenyl) iminodiethanoic acid, bpe=1,3-bis-(4-pyridine) ethane).This material can by the absorption of object spiral water chain and coordinated water molecule/remove the switch realizing material ferroelectric properties, show that porous material Semi-polarity molecular/ionic has important regulation and control to material ferroelectric properties, its ferroelectric material having molecular switch performance and object sensing capabilities for exploitation all has important Research Significance.The copper complex of the present invention's synthesis has polarity point group and polarity spacer, is that nature exists one of ten kinds of few point groups, in synthesis ferroelectric material, have potential using value.
Claims (4)
1. two triazole copper complex { [Cu (L)] (ClO of isophthalic
4) 0.25H
2o} (
1) (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) structural motif as shown in Figure 1.
2. the monocrystalline of copper complex described in claim 1, is characterized in that this single crystal structure adopts APEX II CCD single crystal diffractometer, use through graphite monochromatised Mok alpha-ray (l=0.71073) be incident radiation, with
w-2
qscan mode collects point diffraction, obtains unit cell parameters, utilize software to solve single crystal data from difference Fourier electron density map through least-squares refinement:
。
3. { [Cu (L)] (ClO of copper complex described in claim 1
4) 0.25H
2o}
n(
1) preparation method of (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole), it is characterized in that adopting it to be adopt " hydrothermal method ", i.e. Cu (ClO
4)
2with L 100
oc hydrothermal condition gets off and prepares this title complex;
Described solvent is mixed solvent is CH
3cN and H
2o; Wherein Cu (ClO
4)
2be 1:1 with the mol ratio of L.
4. { [Cu (L)] (ClO of copper complex described in claim 1
4) 0.25H
2o} (
1) (L=4-(3-(4H-1,2,4-triazole-4-yl) phenyl)-4H-1,2,4-triazole) have using value as potential ferroelectric material.
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| CN104497020A (en) * | 2014-12-15 | 2015-04-08 | 天津师范大学 | Triazole and copper perchlorate complex with 4-pyridinylphenylboronic acid catalyzing effect and preparation method of triazole and copper perchlorate complex |
| CN104497024A (en) * | 2014-12-15 | 2015-04-08 | 天津师范大学 | Triazole-copper perchlorate complex with 3-methoxyphenylboronic acid catalyzing effect and preparation method of triazole-copper perchlorate complex |
| CN104530094A (en) * | 2014-12-15 | 2015-04-22 | 天津师范大学 | Triazole-copperperchlorate hydrate complex for catalyzing 4-methoxyphenylboronic acid and preparation method thereof |
| CN106083904A (en) * | 2016-06-21 | 2016-11-09 | 江苏科技大学 | A kind of calcic there are the coordination compound of low temperature phase change, preparation method and applications |
| CN106083851A (en) * | 2016-06-21 | 2016-11-09 | 江苏科技大学 | A kind of have the metallic lead coordination compound of low temperature phase change, preparation method and applications |
| CN110152729A (en) * | 2019-05-15 | 2019-08-23 | 暨南大学 | A kind of formiate elctro-catalyst and the preparation method and application thereof with perovskite structure organic inorganic hybridization |
Citations (1)
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| CN104497018A (en) * | 2014-12-15 | 2015-04-08 | 天津师范大学 | Triazole-copper perchlorate complex with p-fluorophenylboronic acid catalyzing effect and preparation method of triazole-copper perchlorate complex |
| CN104497020A (en) * | 2014-12-15 | 2015-04-08 | 天津师范大学 | Triazole and copper perchlorate complex with 4-pyridinylphenylboronic acid catalyzing effect and preparation method of triazole and copper perchlorate complex |
| CN104497024A (en) * | 2014-12-15 | 2015-04-08 | 天津师范大学 | Triazole-copper perchlorate complex with 3-methoxyphenylboronic acid catalyzing effect and preparation method of triazole-copper perchlorate complex |
| CN104530094A (en) * | 2014-12-15 | 2015-04-22 | 天津师范大学 | Triazole-copperperchlorate hydrate complex for catalyzing 4-methoxyphenylboronic acid and preparation method thereof |
| CN104497020B (en) * | 2014-12-15 | 2016-08-17 | 天津师范大学 | There is triazole-cupric perchlorate coordination compound of catalysis 4-pyridine phenylboric acid and preparation method thereof |
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