CN104262368A - Coordination polymer regulated by aliphatic polycarboxylic ligand side group and preparation method of coordination polymer - Google Patents
Coordination polymer regulated by aliphatic polycarboxylic ligand side group and preparation method of coordination polymer Download PDFInfo
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- CN104262368A CN104262368A CN201410518598.3A CN201410518598A CN104262368A CN 104262368 A CN104262368 A CN 104262368A CN 201410518598 A CN201410518598 A CN 201410518598A CN 104262368 A CN104262368 A CN 104262368A
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- ligand
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- ligand polymer
- coordination polymer
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- 239000003446 ligand Substances 0.000 title claims abstract description 42
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 125000001931 aliphatic group Chemical group 0.000 title abstract description 7
- 230000001105 regulatory effect Effects 0.000 title abstract description 4
- 239000013256 coordination polymer Substances 0.000 title abstract 8
- 229920001795 coordination polymer Polymers 0.000 title abstract 8
- GOHPTLYPQCTZSE-UHFFFAOYSA-N 2,2-dimethylsuccinic acid Chemical compound OC(=O)C(C)(C)CC(O)=O GOHPTLYPQCTZSE-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000126 substance Substances 0.000 claims abstract description 9
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract 4
- 229920000642 polymer Polymers 0.000 claims description 29
- 239000011259 mixed solution Substances 0.000 claims description 16
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 10
- 239000003925 fat Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000012153 distilled water Substances 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 8
- 150000003751 zinc Chemical class 0.000 claims description 8
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 8
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 claims description 8
- NOWVLMYARDSBEV-UHFFFAOYSA-N ethene;pyridine Chemical compound C=C.C1=CC=NC=C1 NOWVLMYARDSBEV-UHFFFAOYSA-N 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 6
- 235000005074 zinc chloride Nutrition 0.000 claims description 4
- 239000011592 zinc chloride Substances 0.000 claims description 4
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 claims description 4
- 229960001763 zinc sulfate Drugs 0.000 claims description 4
- 229910000368 zinc sulfate Inorganic materials 0.000 claims description 4
- 125000006850 spacer group Chemical group 0.000 claims description 3
- QNRATNLHPGXHMA-XZHTYLCXSA-N (r)-(6-ethoxyquinolin-4-yl)-[(2s,4s,5r)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]methanol;hydrochloride Chemical group Cl.C([C@H]([C@H](C1)CC)C2)CN1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OCC)C=C21 QNRATNLHPGXHMA-XZHTYLCXSA-N 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 239000013110 organic ligand Substances 0.000 claims description 2
- 238000010583 slow cooling Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 6
- 239000000463 material Substances 0.000 abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 5
- 239000013078 crystal Substances 0.000 abstract description 3
- GCXGHQXLQHQRSG-UHFFFAOYSA-N 3-ethenyl-2-pyridin-2-ylpyridine Chemical compound C=CC1=CC=CN=C1C1=CC=CC=N1 GCXGHQXLQHQRSG-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 13
- 239000011701 zinc Substances 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- NNGXPHNZXAIRIL-UHFFFAOYSA-N ethene;pyridine Chemical compound C=C.C1=CC=NC=C1.C1=CC=NC=C1 NNGXPHNZXAIRIL-UHFFFAOYSA-N 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 238000002050 diffraction method Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000001384 succinic acid Substances 0.000 description 2
- 235000011044 succinic acid Nutrition 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000007405 data analysis Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- ZHUXMBYIONRQQX-UHFFFAOYSA-N hydroxidodioxidocarbon(.) Chemical compound [O]C(O)=O ZHUXMBYIONRQQX-UHFFFAOYSA-N 0.000 description 1
- 150000001261 hydroxy acids Chemical group 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 230000036642 wellbeing Effects 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/06—Zinc compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Abstract
The invention relates to the field of ligand chemistry, and particularly relates to a coordination polymer regulated by an aliphatic polycarboxylic ligand pendant and a preparation method of the coordination polymer. The chemical formula of the coordination polymer is C18H20N2O5Zn. The coordination polymer is an orthorhombic crystal system and Pn21 space group; Cell parameters comprise a being equal to 8.655(3)., b being equal to 19.175(6). and c being equal to 10.669(4)., alpha is equal to beta, beta is equal to gamma, and alpha, beta and gamma are respectively equal to 90 degrees, and V is equal to 1770.9(10).<3>. Different from simple aliphatic polycarboxylic acid, the coordination polymer has the advantages that 2,2-dimethylsuccinic acid is used as a carboxylic acid ligand, the main body of the carboxylic acid ligand is an aliphatic chain, a carboxylic acid group is arranged at each end of the aliphatic chain, and two methyl pendants are arranged on the main chain, the whole structure of the ligand is impacted by the steric hindrance of the two methyl pendants on the main chain, so that the regulating effect of pendants can be exerted in the process of assembling a materials. Furthermore, another ligand vinyl bipyridine is capable of improving the dimension and stability of compounds. Therefore, the coordination polymer has a very good potential application prospect in the field of molecular fluorescence.
Description
Technical field
The present invention relates to coordination chemistry field, ligand polymer of particularly a kind of fats poly carboxylic acid part side keynote control and preparation method thereof.
Background technology
Nearly two during the last ten years, and coordination chemistry and molecular engineering become the focus of people's research.Research in this respect, mainly be devoted to synthesize have special, have same or similar structural compounds with natural organic molecules, and expect that these compounds have the character of physics, chemistry, biology and Materials science aspect, thus obtain novel material to promote the well-being of mankind.When design and synthesis ligand polymer, more selects fats poly carboxylic acid part.Fats poly carboxylic acid part has abundant coordination mode, monokaryon can be combined to form with metal ion, multi-nuclear metal ion primitive, constructs colourful ligand polymer further, in molecular magnet, gas adsorption, catalysis, glimmering light or organisms etc., have potential application.Fats poly carboxylic acid part has long aliphatic chain, and sterie configuration is changeable, can work in coordination with the self-assembly that the effect such as coordinate bond and hydrogen bond participates in ligand polymer.And for obtaining more interesting and useful material, have employed mixed ligand system, fatty poly carboxylic acid deficiency dimensionally can be supplemented, in the dimension improving compound and stability, played effect.
Summary of the invention
Technical problem to be solved by this invention is to provide a kind of multiple ligand ligand polymer containing fats poly carboxylic acid part.
Another object of the present invention is the preparation method providing above-mentioned polymkeric substance.
A ligand polymer for fats poly carboxylic acid part side keynote control, chemical formula is C
18h
20n
2o
5zn, described polymkeric substance is rhombic system,
pn2 1 spacer, unit cell parameters is
a=8.655 (3),
b=19.175 (6),
c=10.669 (4),
α=β=γ=90o, V=1770.9 (10)
3.
A kind of preparation method of the multiple ligand ligand polymer containing fats poly carboxylic acid part is: by organic ligand 2,2-dimethyl succinic acid, two pyridine ethene and soluble zinc salt are dissolved in the middle of distilled water, at room temperature stir and form mixed solution, then slow cooling after described mixed solution under hydrothermal conditions reacting by heating is obtained described ligand polymer.
Further, described Heating temperature is 140 DEG C ~ 160 DEG C.
Further, the reacting by heating time is 48 ~ 96 hours.
Further, described cooling is 8 DEG C/h ~ 10 DEG C/h and is down to room temperature.
Further, described soluble zinc salt is at least one in zinc nitrate, zinc chloride, zinc sulfate.
Further, the mol ratio of described 2,2-dimethyl succinic acids, two pyridine ethene and soluble zinc salt is 1 ~ 1.2:1 ~ 1.2:1.
Preferred further, the mol ratio of described 2,2-dimethyl succinic acids, two pyridine ethene and soluble zinc salt is preferably 1:1:1.
The present invention has following beneficial effect:
The present invention selects 2,2-dimethyl succinic acid as Carboxylic acid ligand, and its main body is an aliphatic chain, and respectively there is a hydroxy-acid group at two ends, and main chain have two methyl side groups.Therefore, 2,2-dimethyl succinic acid is an asymmetric multiple tooth Carboxylic acid ligand.But being different from simple fatty poly carboxylic acid, the whole configuration of part of two methyl side groups steric interference on its main chain, this must give play to side base regulating effect and different from simple fatty poly carboxylic acid in the assembling process of material.And another part two pyridine ethene improves dimension and the stability of compound.Therefore, this ligand polymer has extraordinary potential application prospect in molecular fluorescence field.
Accompanying drawing explanation
Fig. 1 is ligand polymer C of the present invention
18h
20n
2o
5zn is with the coordination environment figure of metal center Zn.
Fig. 2 is ligand polymer C of the present invention
18h
20n
2o
5the tomograph of Zn.
Embodiment
Below in conjunction with embodiment, the present invention will be described in detail, and embodiment is only the preferred embodiment of the present invention, is not limitation of the invention.
embodiment 1
By 0.05mmol2,2-dimethyl succinic acid, 0.05mmol bis-pyridine ethene and 0.05mmol zinc nitrate are dissolved in 15mL distilled water, at room temperature stir and form mixed solution, then described mixed solution is inserted in 25mL reactor, put into baking oven be heated to 150 DEG C reaction 72 hours after be down to room temperature with 10 DEG C/h, collect ligand polymer of the present invention after opening the drying of still filtration washing, productive rate is 54% (based on Mn).
Then above-mentioned polymkeric substance is carried out structural characterization.
The X ray diffracting data of this polymkeric substance visits on diffractometer in Bruker Smart Apex CCD face, uses MoK
αradiation (λ=0.71073), collects with ω scan mode and carries out Lp factor correction, and absorption correction uses SADABS program.Use direct method solution structure, then obtain whole non-hydrogen atom coordinate by difference Fourier method, and obtain hydrogen atom position (C H 1.083) with theoretical hydrogenation method, by method of least squares, structure is revised.Evaluation work completes with SHELXTL routine package on PC.Polymer crystals mathematic(al) parameter is in table 1.Structure is shown in Fig. 1, Fig. 2.
the crystallographic parameter of table 1. polymkeric substance and structure elucidation
Single crystal structural data analysis shows, the spacer of this title complex is orthogonal non-centrosymmetrical
pna2 1 ; 1 crystallography independently Zn atom is had, 12,2-dimethyl succinic acid part, 11,3-bis-(4-pyridyl) ethene and a water molecules object (as shown in Figure 1) in crystallography asymmetric cell.Wherein Zn1 is 4 coordinations, respectively with the carboxyl oxygen (Zn – O=1.980 – 1.996) of two 2,2-dimethyl succinic acids, two 1, nitrogen-atoms (Zn – N=2.042 – 2.046) coordination on 3-bis-(4-pyridyl) ethene, forms a ZnO
2n
2tetrahedral configuration.2, two carboxyls on 2-dimethyl succinic acid adopt monodentate pattern to be connected with Zn atom respectively, spiral long-chain is constituted with Zn atom, this is due to 2, two methyl on 2-dimethyl succinic acid ligand backbone side serve structure-directing effect in the formation of compound, create special spiral long-chain.And 1,3-bis-(4-pyridyl) ethene shows as containing N bitooth ligand, spiral long-chain, under the connection of 1,3-bis-(4-pyridyl) ethene, defines fine and close three-dimensional structure (as shown in Figure 2).
embodiment 2
By 0.06mmol2,2-dimethyl succinic acid, 0.05mmol bis-pyridine ethene and 0.05mmol zinc nitrate are dissolved in 15mL distilled water, at room temperature stir and form mixed solution, then described mixed solution is inserted in 25mL reactor, put into baking oven be heated to 160 DEG C reaction 60 hours after be down to room temperature with 10 DEG C/h, collect ligand polymer of the present invention after opening the drying of still filtration washing, productive rate is 47% (based on Mn).
embodiment 3
By 0.06mmol2,2-dimethyl succinic acid, 0.06mmol bis-pyridine ethene and 0.05mmol zinc chloride are dissolved in 15mL distilled water, at room temperature stir and form mixed solution, then described mixed solution is inserted in 25mL reactor, put into baking oven be heated to 155 DEG C reaction 80 hours after be down to room temperature with 10 DEG C/h, collect ligand polymer of the present invention after opening the drying of still filtration washing, productive rate is 38% (based on Mn).
embodiment 4
By 0.05mmol2,2-dimethyl succinic acid, 0.06mmol bis-pyridine ethene and 0.05mmol zinc chloride are dissolved in 15mL distilled water, at room temperature stir and form mixed solution, then described mixed solution is inserted in 25mL reactor, put into baking oven be heated to 145 DEG C reaction 70 hours after be down to room temperature with 8 DEG C/h, collect ligand polymer of the present invention after opening the drying of still filtration washing, productive rate is 42% (based on Mn).
embodiment 5
By 0.06mmol2,2-dimethyl succinic acid, 0.05mmol bis-pyridine ethene and 0.05mmol zinc sulfate are dissolved in 15mL distilled water, at room temperature stir and form mixed solution, then described mixed solution is inserted in 25mL reactor, put into baking oven be heated to 140 DEG C reaction 56 hours after be down to room temperature with 9 DEG C/h, collect ligand polymer of the present invention after opening the drying of still filtration washing, productive rate is 32% (based on Mn).
embodiment 6
By 0.06mmol2,2-dimethyl succinic acid, 0.06mmol bis-pyridine ethene and 0.05mmol zinc sulfate are dissolved in 15mL distilled water, at room temperature stir and form mixed solution, then described mixed solution is inserted in 25mL reactor, put into baking oven be heated to 150 DEG C reaction 64 hours after be down to room temperature with 10 DEG C/h, collect ligand polymer of the present invention after opening the drying of still filtration washing, productive rate is 26% (based on Mn).
The above embodiment only have expressed embodiments of the present invention; it describes comparatively concrete and detailed; but therefore can not be interpreted as the restriction to the scope of the claims of the present invention; in every case the technical scheme adopting the form of equivalent replacement or equivalent transformation to obtain, all should drop within protection scope of the present invention.
Claims (9)
1. a ligand polymer for fats poly carboxylic acid part side keynote control, is characterized in that: chemical formula is C
18h
20n
2o
5zn.
2. the ligand polymer of a kind of fats poly carboxylic acid part side keynote control according to claim 1, it is characterized in that, described polymkeric substance is rhombic system,
pn2 1 spacer, unit cell parameters is
a=8.655 (3),
b=19.175 (6),
c=10.669 (4),
α=β=γ=90o, V=1770.9 (10)
3.
3. the preparation method of ligand polymer according to claim 1, it is characterized in that: by organic ligand 2,2-dimethyl succinic acid, two pyridine ethene and soluble zinc salt are dissolved in the middle of distilled water, at room temperature stir and form mixed solution, then slow cooling after described mixed solution under hydrothermal conditions reacting by heating is obtained described ligand polymer.
4. the preparation method of ligand polymer according to claim 3, is characterized in that: described Heating temperature is 140 DEG C ~ 160 DEG C.
5. the preparation method of ligand polymer according to claim 3, is characterized in that: the reacting by heating time is 48 ~ 96 hours.
6. the preparation method of ligand polymer according to claim 3, is characterized in that: described cooling is 8 DEG C/h ~ 10 DEG C/h and is down to room temperature.
7. the preparation method of ligand polymer according to claim 3, is characterized in that: described soluble zinc salt is at least one in zinc nitrate, zinc chloride, zinc sulfate.
8. the preparation method of ligand polymer according to claim 3, is characterized in that: the mol ratio of described 2,2-dimethyl succinic acids, two pyridine ethene and soluble zinc salt is 1 ~ 1.2:1 ~ 1.2:1.
9. a kind of preparation method had containing ring ligand polymer according to claim 8, is characterized in that: the mol ratio of described 2,2-dimethyl succinic acids, two pyridine ethene and soluble zinc salt is preferably 1:1:1.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410518598.3A CN104262368B (en) | 2014-10-04 | 2014-10-04 | Coordination polymer of fats polycarboxylic acid part side keynote control and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410518598.3A CN104262368B (en) | 2014-10-04 | 2014-10-04 | Coordination polymer of fats polycarboxylic acid part side keynote control and preparation method thereof |
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|---|---|
| CN104262368A true CN104262368A (en) | 2015-01-07 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105801607A (en) * | 2016-04-19 | 2016-07-27 | 赖树兴 | Novel PVC heat stabilizer and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103772418A (en) * | 2014-01-13 | 2014-05-07 | 刘国政 | Coordination polymer with mixed ligand and preparation method thereof |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103772418A (en) * | 2014-01-13 | 2014-05-07 | 刘国政 | Coordination polymer with mixed ligand and preparation method thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105801607A (en) * | 2016-04-19 | 2016-07-27 | 赖树兴 | Novel PVC heat stabilizer and preparation method thereof |
| CN105801607B (en) * | 2016-04-19 | 2018-05-22 | 广东共力建材有限公司 | A kind of PVC heat stabilizer and preparation method thereof |
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| Publication number | Publication date |
|---|---|
| CN104262368B (en) | 2016-08-17 |
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