CN115304646A - Preparation method of 1,5-cyclooctadiene iridium chloride dimer - Google Patents
Preparation method of 1,5-cyclooctadiene iridium chloride dimer Download PDFInfo
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- CN115304646A CN115304646A CN202211002719.XA CN202211002719A CN115304646A CN 115304646 A CN115304646 A CN 115304646A CN 202211002719 A CN202211002719 A CN 202211002719A CN 115304646 A CN115304646 A CN 115304646A
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- ORBBTCHHNMWMCP-UHFFFAOYSA-K cycloocta-1,5-diene trichloroiridium Chemical class [Ir](Cl)(Cl)Cl.C1=CCCC=CCC1 ORBBTCHHNMWMCP-UHFFFAOYSA-K 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 64
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 58
- 238000006243 chemical reaction Methods 0.000 claims abstract description 53
- DANYXEHCMQHDNX-UHFFFAOYSA-K trichloroiridium Chemical compound Cl[Ir](Cl)Cl DANYXEHCMQHDNX-UHFFFAOYSA-K 0.000 claims abstract description 41
- 229910021638 Iridium(III) chloride Inorganic materials 0.000 claims abstract description 36
- VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 claims abstract description 34
- 239000004912 1,5-cyclooctadiene Substances 0.000 claims abstract description 34
- 239000000376 reactant Substances 0.000 claims abstract description 29
- 238000001035 drying Methods 0.000 claims abstract description 21
- 238000005406 washing Methods 0.000 claims abstract description 20
- 238000001816 cooling Methods 0.000 claims abstract description 17
- 238000001914 filtration Methods 0.000 claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 31
- 238000003756 stirring Methods 0.000 claims description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 18
- 239000007787 solid Substances 0.000 claims description 13
- 238000010438 heat treatment Methods 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 238000010992 reflux Methods 0.000 claims description 9
- 238000007789 sealing Methods 0.000 claims description 9
- 239000005457 ice water Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000012153 distilled water Substances 0.000 claims description 3
- 239000011521 glass Substances 0.000 claims description 3
- 238000011085 pressure filtration Methods 0.000 claims description 3
- 239000002356 single layer Substances 0.000 claims description 3
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 8
- 239000003054 catalyst Substances 0.000 abstract description 5
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 238000003786 synthesis reaction Methods 0.000 abstract description 3
- 229910001873 dinitrogen Inorganic materials 0.000 abstract description 2
- 239000010970 precious metal Substances 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 description 6
- 239000007810 chemical reaction solvent Substances 0.000 description 5
- 229910052741 iridium Inorganic materials 0.000 description 5
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- QTYUSOHYEPOHLV-FNORWQNLSA-N 1,3-Octadiene Chemical compound CCCC\C=C\C=C QTYUSOHYEPOHLV-FNORWQNLSA-N 0.000 description 1
- 229910021639 Iridium tetrachloride Inorganic materials 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000012018 catalyst precursor Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000012824 chemical production Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000006053 organic reaction Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- CALMYRPSSNRCFD-UHFFFAOYSA-J tetrachloroiridium Chemical compound Cl[Ir](Cl)(Cl)Cl CALMYRPSSNRCFD-UHFFFAOYSA-J 0.000 description 1
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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
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0033—Iridium compounds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a preparation method of 1,5-cyclooctadiene iridium chloride dimer, which relates to the technical field of precious metal catalyst synthesis, wherein raw materials are prepared to prepare isopropanol solution, 1,5-cyclooctadiene solution and iridium trichloride, 1,5-cyclooctadiene is divided into two groups A and B according to the amount, iridium trichloride and 1,5-cyclooctadiene are reacted for 12 hours in an isopropanol solution system in the environment of nitrogen gas, concentration and cooling are carried out, filtering, washing and drying are carried out to obtain 1,5-cyclooctadiene iridium chloride dimer, the isopropanol solution is utilized to firstly establish the reaction environment of iridium trichloride and 3862 zxft 5725-cyclooctadiene, and then the reaction is carried out, so that the whole reaction consumes less reagents, the purity of the reagents is reduced, the obtained reactant 1,5-cyclooctadiene iridium chloride dimer is higher in purity, the obtained 4234 zxft 5334-cyclooctadiene chloride dimer is more purified, and the purity of the ring iridium chloride dimer is greatly improved, and the ring iridium chloride dimer is conveniently produced by using 4264.
Description
Technical Field
The invention relates to the technical field of noble metal catalyst synthesis, in particular to a preparation method of 1,5-cyclooctadiene iridium chloride dimer.
Background
In the pharmaceutical synthesis and fine chemical production industries, asymmetric catalytic hydrogenation has the characteristics of perfect atom economy, cleanness, high efficiency and the like, so that the asymmetric catalytic hydrogenation is widely applied, at present, researchers have found a plurality of catalysts for asymmetric catalytic hydrogenation, wherein a complex formed by utilizing iridium has a good catalytic effect in the asymmetric catalytic hydrogenation, and 1,5-cyclooctadiene iridium chloride dimer is a commonly used noble metal iridium catalyst which can effectively catalyze the generation of carbon-carbon bonds, vinyl ethers and the like and can catalyze a plurality of reactions such as hydrogen transfer and the like, and simultaneously, the catalyst is a commonly used catalyst precursor which is combined with other ligands and additives to catalyze various organic reactions with high activity.
The existing method for reacting iridium chloride with ethanol for more than 24 hours under the oxygen-free reflux condition and the method for preparing 1,5-cyclooctadiene iridium chloride dimer by refluxing iridium trichloride or iridium tetrachloride and alcohol (the number of carbon atoms is 3-9) for a period of time both have the problems of more byproducts, higher consumption of reactants and low purity of finished products, and are not beneficial to actual preparation and use.
Disclosure of Invention
Solves the technical problem
Aiming at the defects of the prior art, the invention provides a preparation method of 1,5-cyclooctadiene iridium chloride dimer, which solves the problems of low purity, large reagent consumption and the like of 1,5-cyclooctadiene iridium chloride dimer prepared by the prior art.
Technical scheme
In order to achieve the purpose, the invention is realized by the following technical scheme: a preparation method of 1,5-cyclooctadiene iridium chloride dimer comprises the following steps:
sp1: preparing raw materials, namely preparing an isopropanol solution, a 1,5-cyclooctadiene solution and iridium trichloride, quantitatively dividing 1,5-cyclooctadiene into a group A and a group B, wherein the solution ratio of 1,5-cyclooctadiene in the group A and the group B is 1:5;
sp2: pre-reacting, namely adding an isopropanol solution into a reaction kettle of a substitute stirring device, and heating to 85 ℃ under the condition of introducing nitrogen to reflux for 2 hours;
sp3: adding reactants, namely cooling to 60 ℃ under the condition of introducing nitrogen after the pre-reaction is finished, and adding 1,5-cyclooctadiene of the group A;
sp4: sealing reaction, namely adding iridium trichloride and 1,5-cyclooctadiene in the group B into a reaction kettle under the condition of introducing nitrogen, sealing the reaction kettle, quickly heating to 85 ℃, and reacting for 12 hours;
sp5: carrying out reduced pressure treatment, namely stopping introducing nitrogen, and concentrating the solution to 6L under the reduced pressure condition;
sp6: cooling, namely cooling the temperature of the reactant to room temperature after the concentration is finished, adding an ice-water mixture, continuously stirring for 30min, and standing for 1h after the stirring is finished;
sp7: the method comprises the following steps of (1) treating a reactant, namely filtering the reactant, washing the reactant for 4 times by using distilled water, and washing the reactant for 3 times by using frozen methanol to obtain an orange solid;
sp8: and (4) drying, namely taking out the orange solid after washing, and drying in vacuum.
Preferably, the amount of 1,5-cyclooctadiene in the group A in the raw material preparation is 1 time of the molar amount of the iridium trichloride, and the amount of 1,5-cyclooctadiene in the group B is 5 times of the molar amount of the iridium trichloride.
Preferably, the drying environment in the drying treatment is 80 ℃, the drying time is 25min, and the filtration in the reactant treatment is reduced pressure filtration.
Preferably, the volume ratio of the isopropanol in the isopropanol solution to the water in the raw material preparation is 2:1, and the isopropanol solution is proportioned and fixed to the constant volume by adopting a 1000ml volumetric flask.
Preferably, the reaction kettle in the pre-reaction is a 15L glass single-layer reaction kettle, and the introduction speed of nitrogen in the pre-reaction is 3 bubbles/second.
Advantageous effects
The invention provides a preparation method of 1,5-cyclooctadiene iridium chloride dimer. The method has the following beneficial effects:
the method comprises the steps of reacting iridium trichloride and 1,5-cyclooctadiene in an isopropanol solution system for 12 hours in a nitrogen-filled environment, concentrating, cooling, filtering, washing and drying to obtain 1,5-cyclooctadiene iridium chloride dimer, utilizing an isopropanol solution to firstly establish a reaction environment of iridium trichloride and 1,5-cyclooctadiene, and then carrying out reaction, so that the whole reaction has low reagent consumption and fewer byproducts, the obtained reactant 1,5-cyclooctadiene iridium chloride dimer has higher purity, the whole process has few reaction steps, the purity of the obtained 1,5-cyclooctadiene iridium chloride dimer is about 90%, the purity of 1,5-cyclooctadiene iridium chloride dimer is greatly improved, and the production, preparation and use are facilitated.
Drawings
FIG. 1 is a diagram of the preparation method of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The first embodiment is as follows:
as shown in figure 1, a preparation method of 1,5-cyclooctadiene iridium chloride dimer, the specific preparation method is as follows:
sp1: preparing raw materials, namely preparing an isopropanol solution, a 1,5-cyclooctadiene solution and iridium trichloride, dividing 1,5-cyclooctadiene into two groups A and B according to the amount, wherein the solution ratio of 1,5-cyclooctadiene in the group A and the group B is 1:5;
sp2: pre-reaction, namely adding isopropanol solution into a reaction kettle of a substitute stirring device,
heating to 85 ℃ under the condition of introducing nitrogen, and refluxing for 2h;
sp3: adding reactants, namely cooling to 60 ℃ under the condition of introducing nitrogen after the pre-reaction is finished, and adding 1,5-cyclooctadiene of the group A;
sp4: sealing reaction, namely adding iridium trichloride and 1,5-cyclooctadiene in the group B into a reaction kettle under the condition of introducing nitrogen, sealing the reaction kettle, quickly heating to 85 ℃, and reacting for 12 hours;
sp5: carrying out reduced pressure treatment, namely stopping introducing nitrogen, and concentrating the solution to 6L under the reduced pressure condition;
sp6: cooling, namely cooling the reactant to room temperature after concentration, adding an ice-water mixture, continuously stirring for 30min, and standing for 1h after stirring;
sp7: treating a reactant, namely filtering the reactant, washing the reactant with distilled water for 4 times, and then washing the reactant with frozen methanol for 3 times to obtain an orange solid;
sp8: and (4) drying, namely taking out the washed orange solid and drying the orange solid in vacuum.
1,5-cyclooctadiene in the group A in the raw material preparation is 1 time of molar mass of iridium trichloride, 1,5-cyclooctadiene in the group B is 5 times of molar mass of iridium trichloride, the drying environment in the drying treatment is 80 ℃, the drying time is 25min, the filtration in the reactant treatment is reduced pressure filtration, the volume ratio of the isopropanol amount in the isopropanol solution in the raw material preparation to water is 2:1, the isopropanol solution adopts a volumetric flask of 1000ml to carry out proportioning and constant volume, iridium trichloride and 1,5-cyclooctadiene react for 12h in an isopropanol solution system in the environment of nitrogen gas introduction, concentration and temperature reduction are carried out, filtration, washing and drying are carried out to obtain 1,5-cyclooctadiene iridium chloride dimer, the reaction environment of iridium trichloride and 1,5-cyclooctadiene is firstly constructed by utilizing the isopropanol solution, and then the reaction is carried out, the consumption of the whole reaction on reagents is small, byproducts are few, so that the purity of the obtained reactant 1,5-cyclooctadiene iridium chloride dimer is higher, the reaction steps of the whole process are few, the purity of the obtained 1,5-cyclooctadiene iridium chloride dimer is about 90%, the purity of 1,5-cyclooctadiene iridium chloride dimer is greatly improved, the production, the preparation and the use are convenient, a reaction kettle in the pre-reaction is a 15L glass single-layer reaction kettle, the nitrogen introducing speed in the pre-reaction is 3 bubbles/second, the mass of iridium trichloride is 1000g when the iridium trichloride is actually used, the content of metal iridium in the iridium trichloride solution is 6% of the whole solution according to requirements, and therefore 9000ml of a reaction solvent required for preparing the iridium trichloride into the solution according to the volume ratio is calculated: preparing isopropanol solution by water =2:1, adding the obtained isopropanol solution into a reaction kettle with a stirring device, heating to 85 ℃ under the condition of introducing nitrogen, refluxing for 2h, cooling to 60 ℃ under the condition of introducing nitrogen after refluxing is finished, adding 350ml of 1,5-cyclooctadiene reagent with the molar weight 1 time that of iridium trichloride into the reaction kettle under the condition of introducing nitrogen, adding 1000g of iridium trichloride into the reaction kettle under the condition of introducing nitrogen, wherein the content of metallic iridium in 1000g of iridium trichloride is 54%, and simultaneously adding the remaining 1,5-cyclooctadiene 1750ml with the molar weight 5 times that of iridium trichloride, sealing the reaction kettle, heating to 85 ℃, starting timing after dripping, reacting for 12 hours, stopping introducing nitrogen, concentrating the solution to 6L under reduced pressure, cooling the reactant to room temperature after concentrating, adding an ice water mixture, continuing stirring for 30 minutes, standing for 1 hour after stirring, filtering the reactant, washing the reactant for 4 times with water, washing the reactant for 3 times with frozen methanol, taking out an orange-red solid after washing, drying at the temperature of 80 ℃ in vacuum to obtain 858.6g of a solid, and determining that the yield of the 1,5-cyclooctadiene iridium chloride dimer is 91.0%.
The second embodiment is as follows:
7147ml of reaction solvent was calculated according to 794g of iridium trichloride, wherein the content of metallic iridium in 794g of iridium trichloride was 54%, and the reaction solvent required for the reaction was calculated in the same manner as in example 1 above, in terms of volume ratio of isopropanol: water =2:1, preparing an isopropanol solution, adding the obtained isopropanol solution into a reaction kettle with a stirring device, heating to 85 ℃ under the condition of introducing nitrogen, refluxing for 2 hours, cooling to 60 ℃ under the condition of introducing nitrogen, adding 1,5-cyclooctadiene reagent with the molar weight being 1 time of that of iridium trichloride into the reaction kettle under the condition of introducing nitrogen, 278ml, adding 794g of iridium trichloride into the reaction kettle under the condition of introducing nitrogen, simultaneously adding the remaining 5 times of 1,5-cyclooctadiene with the molar weight, sealing the reaction kettle, heating to 85 ℃, starting timing after dripping, reacting for 12 hours, stopping introducing nitrogen, concentrating the solution to 6L under reduced pressure, cooling the temperature of the reaction product to room temperature after concentrating, adding an ice water mixture, continuously stirring for 30min, standing for 1 hour after stirring, filtering the reaction product, washing the reaction product with water for 4 times, taking out the product, washing the product with frozen methanol, washing the product with red orange solid at 3580 ℃, drying the orange solid at 3532 zxft, and measuring the yield of iridium chloride at 3432.7-3432 ℃ under vacuum.
The third concrete embodiment:
according to 1574g of iridium trichloride, the required 14166ml of reaction solvent is calculated, and the reaction solvent is prepared by the following components in percentage by volume: water =2:1, preparing an isopropanol solution, adding the obtained isopropanol solution into a reaction kettle with a stirring device, heating to 85 ℃ under the condition of introducing nitrogen, refluxing for 2 hours, cooling to 60 ℃ under the condition of introducing nitrogen, adding 1,5-cyclooctadiene reagent 551ml with the molar weight being 1 time of that of iridium trichloride into the reaction kettle under the condition of introducing nitrogen, adding 1574g of iridium trichloride into the reaction kettle under the condition of introducing nitrogen, simultaneously adding 1,5-cyclooctadiene 2755ml with the molar weight being 5 times of that of iridium trichloride, sealing the reaction kettle, heating to 85 ℃, starting timing after dripping, reacting for 12 hours, stopping introducing nitrogen, concentrating the solution to 6L under reduced pressure, cooling the temperature of the reaction product to room temperature after concentrating, adding an ice water mixture, continuously stirring for 30 minutes, standing for 1 hour after stirring is finished, filtering the reaction product, washing the reaction product with water for 4 times, then washing with frozen methanol, washing the red orange solid with 353, drying at 3532 ℃ to obtain a red orange solid with 3532 zxft, and measuring the yield of iridium chloride at 3432.32 ℃ after stirring is finished, and measuring the orange octadiene.
It is noted that, herein, relational terms such as first and second, and the like may be used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Also, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising a reference structure" does not exclude the presence of other similar elements in a process, method, article, or apparatus that comprises the element.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that various changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (5)
1. A preparation method of 1,5-cyclooctadiene iridium chloride dimer is characterized by comprising the following steps: the preparation method comprises the following steps:
sp1: preparing raw materials, namely preparing an isopropanol solution, a 1,5-cyclooctadiene solution and iridium trichloride, quantitatively dividing 1,5-cyclooctadiene into a group A and a group B, wherein the solution ratio of 1,5-cyclooctadiene in the group A and the group B is 1:5;
sp2: pre-reacting, namely adding an isopropanol solution into a reaction kettle of a substitute stirring device, and heating to 85 ℃ under the condition of introducing nitrogen to reflux for 2 hours;
sp3: adding reactants, namely cooling to 60 ℃ under the condition of introducing nitrogen after the pre-reaction is finished, and adding 1,5-cyclooctadiene of the group A;
sp4: sealing reaction, namely adding iridium trichloride and 1,5-cyclooctadiene in the group B into a reaction kettle under the condition of introducing nitrogen, sealing the reaction kettle, quickly heating to 85 ℃, and reacting for 12 hours;
sp5: carrying out reduced pressure treatment, namely stopping introducing nitrogen, and concentrating the solution to 6L under the reduced pressure condition;
sp6: cooling, namely cooling the temperature of the reactant to room temperature after the concentration is finished, adding an ice-water mixture, continuously stirring for 30min, and standing for 1h after the stirring is finished;
sp7: the method comprises the following steps of (1) treating a reactant, namely filtering the reactant, washing the reactant for 4 times by using distilled water, and washing the reactant for 3 times by using frozen methanol to obtain an orange solid;
sp8: and (4) drying, namely taking out the orange solid after washing, and drying in vacuum.
2. The method for preparing 1,5-cyclooctadiene iridium chloride dimer according to claim 1, wherein: in the raw material preparation, the amount of 1,5-cyclooctadiene in the group A is 1 time of the molar weight of iridium trichloride, and the amount of 1,5-cyclooctadiene in the group B is 5 times of the molar weight of iridium trichloride.
3. The method for preparing 1,5-cyclooctadiene iridium chloride dimer according to claim 1, wherein: the drying environment in the drying treatment is 80 ℃, the drying time is 25min, and the filtration in the reactant treatment is reduced pressure filtration.
4. The method for preparing 1,5-cyclooctadiene iridium chloride dimer according to claim 1, wherein: in the raw material preparation, the volume ratio of the isopropanol dosage to the water in the isopropanol solution is 2:1, and the isopropanol solution is proportioned and fixed to the constant volume by adopting a 1000ml volumetric flask.
5. The method for preparing 1,5-cyclooctadiene iridium chloride dimer according to claim 1, wherein: the reaction kettle in the pre-reaction is a 15L glass single-layer reaction kettle, and the introduction speed of nitrogen in the pre-reaction is 3 bubbles/second.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20010020107A1 (en) * | 2000-01-10 | 2001-09-06 | Richard Walter | Method for producing [IrcodC1]2 |
| JP2006045089A (en) * | 2004-08-02 | 2006-02-16 | Daicel Chem Ind Ltd | METHOD FOR PRODUCING DI-mu-CHLOROBIS(1,5-CYCLOOCTADIENE) DIIRIDIUM(I) |
| CN104140450A (en) * | 2014-08-07 | 2014-11-12 | 西安近代化学研究所 | Method for recycling [(COD)IrCl]2 |
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- 2022-08-19 CN CN202211002719.XA patent/CN115304646A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20010020107A1 (en) * | 2000-01-10 | 2001-09-06 | Richard Walter | Method for producing [IrcodC1]2 |
| JP2006045089A (en) * | 2004-08-02 | 2006-02-16 | Daicel Chem Ind Ltd | METHOD FOR PRODUCING DI-mu-CHLOROBIS(1,5-CYCLOOCTADIENE) DIIRIDIUM(I) |
| CN104140450A (en) * | 2014-08-07 | 2014-11-12 | 西安近代化学研究所 | Method for recycling [(COD)IrCl]2 |
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