CN116836203B - Water-soluble Pt(IV) complex with hydroxycarboxylic acid as axial ligand, preparation method and use thereof - Google Patents
Water-soluble Pt(IV) complex with hydroxycarboxylic acid as axial ligand, preparation method and use thereof Download PDFInfo
- Publication number
- CN116836203B CN116836203B CN202310783577.3A CN202310783577A CN116836203B CN 116836203 B CN116836203 B CN 116836203B CN 202310783577 A CN202310783577 A CN 202310783577A CN 116836203 B CN116836203 B CN 116836203B
- Authority
- CN
- China
- Prior art keywords
- trans
- hydroxycarboxylic acid
- complex
- water
- soluble
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
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
- C07F15/0086—Platinum compounds
- C07F15/0093—Platinum compounds without a metal-carbon linkage
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/34—Chemical or biological purification of waste gases
- B01D53/74—General processes for purification of waste gases; Apparatus or devices specially adapted therefor
- B01D53/86—Catalytic processes
- B01D53/8668—Removing organic compounds not provided for in B01D53/8603 - B01D53/8665
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/34—Chemical or biological purification of waste gases
- B01D53/74—General processes for purification of waste gases; Apparatus or devices specially adapted therefor
- B01D53/86—Catalytic processes
- B01D53/8678—Removing components of undefined structure
- B01D53/8687—Organic components
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/42—Platinum
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/70—Organic compounds not provided for in groups B01D2257/00 - B01D2257/602
- B01D2257/708—Volatile organic compounds V.O.C.'s
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Biomedical Technology (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a water-soluble Pt (IV) complex taking hydroxycarboxylic acid as an axial ligand, a preparation method and application thereof, wherein the molecular formula is trans- [ Pt (NH 3)4(OH)(OOCR)](NO3)2(‑ OOCR is lactate, hydrogen tartrate or dihydrogen citrate), namely ammonia, hydroxy and hydroxycarboxylic acid are used as internal ligands to form hexacoordinated octahedral coordination cations with Pt (IV), and 2 nitrate radicals are used as external anions to play a role in charge balance. The synthesis is that [ Pt (NH 3)4](NO3)2) is used as a starting material, firstly carries out axial oxidation reaction with excessive hydrogen peroxide, converts into trans- [ Pt (NH 3)4(OH)2](NO3)2) with small water solubility, then carries out axial neutralization reaction with equimolar amount of hydroxycarboxylic acid, the synthesis method is simple, easy to control, high in yield and suitable for batch synthesis, and the Pt (IV) complex does not contain chlorine, sulfur, phosphine, sodium, potassium and other elements harmful to the catalyst, has high water solubility and can be used for producing industrial supported platinum catalysts.
Description
Technical Field
The invention relates to a water-soluble Pt (IV) complex trans- [ Pt (NH 3)4(OH)(OOCR)](NO3)2(- OOCR is lactate, hydrogen tartrate or dihydrogen citrate) with hydroxycarboxylic acid as an axial ligand, a preparation method and application of the water-soluble Pt (IV) complex trans- [ Pt (NH 3)4(OH)(OOCR)](NO3)2(- OOCR is lactate, hydrogen tartrate or dihydrogen citrate) as a catalytic precursor, and belongs to the field of chemistry and chemical industry.
Background
The supported platinum catalyst is a very important heterogeneous reaction catalyst, has the characteristics of excellent catalytic activity, strong selectivity, high stability, long catalytic life and the like, is an excellent catalyst for hydrogenation and dehydrogenation reactions, petroleum reforming reactions, oxidation reactions, cracking reactions, isomerization reactions, disproportionation reactions, decarboxylation reactions and deamination reactions, and is widely applied to the fields of inorganic chemical industry, organic chemical industry, fine chemical industry, petrochemical industry, environmental protection and environmental management, fuel cells and the like. Currently, the main technology for preparing supported platinum catalysts is a chemical impregnation method, and one of the key steps is liquid phase loading, namely, loading active components of the catalysts on a carrier material (gamma-Al 2O3、SiO2、TiO2, active carbon and the like). The catalytic precursor is used as a main source of active ingredients of the supported platinum catalyst, the composition, the structure and the physical and chemical properties of the catalytic precursor have important influence on the performance of the prepared catalyst, and the requirements of the catalysts with different purposes on the composition and the structure of the precursor are different.
At present, platinum precursors used in industry are mainly chloroplatinic acid H 2PtCl6 and platinum nitrate Pt (NO 3)2 solution (containing 10% nitric acid). However, the application of the two catalytic precursors has obvious defects, for example, when chloroplatinic acid is used as a precursor for preparing VOCs purifying catalysts and automobile tail gas purifying catalysts, chlorine ions remained in the catalysts can obviously reduce the activity and service life of the catalysts, when the platinum nitrate is used as a precursor, the compound is very unstable and only exists in nitric acid with the concentration of more than 10%, the obtained impregnating solution has very strong acidity and can corrode the surface structure of the carrier, so that the performance of the catalyst is influenced, and a large amount of oxynitride gas is released in the calcining process of the catalyst preparation due to the existence of excessive nitric acid, so that the clean production is not facilitated.
Based on the requirements, it is of great importance to develop a platinum catalytic precursor compound which has high water solubility and does not contain harmful elements such as chlorine, sulfur, phosphorus, sodium, potassium and the like.
CN113278034a discloses a novel water-soluble Pt (IV) precursor compound trans- [ Pt (NH 3)4(OH)2](CH3COO)2 and [ Pt (NH 3)5(OH)](CH3COO)3), which are free of harmful elements such as chlorine, sulfur, phosphine, sodium, potassium, etc., but the synthesis steps of the catalytic precursor compound are complicated, and the batch synthesis is difficult.
Disclosure of Invention
The invention aims to solve the technical problems of overcoming the defects of the prior art, simplifying the synthesis steps, and providing a water-soluble Pt (IV) complex and a preparation method thereof, which are used for replacing a supported platinum catalyst prepared by using platinum nitrate (in 10% nitric acid solution) as a catalytic precursor in the industry at present.
Therefore, the invention provides a water-soluble Pt (IV) complex with hydroxycarboxylic acid as an axial ligand, wherein trans- [ Pt (NH 3)4(OH)(OOCR)](NO3)2(- OOCR is lactate, hydrogen tartrate or dihydrogen citrate), ammonia, hydroxy and hydroxycarboxylic acid are used as internal ligands to form hexa-coordination octahedral cation with Pt (IV), and meanwhile, the introduction of the axial hydroxycarboxylic acid ligand also endows the whole complex with high water solubility. Nitrate is taken as external anions to play a role in charge balance. Such complex molecules, depending on the synthesis conditions, generally contain 0 to 2 crystal waters.
The water-soluble Pt (IV) complex trans- [ Pt (NH 3)4(OH)OOCR)](NO3)2) with hydroxycarboxylic acid as an axial ligand has a chemical structural formula:
The preparation method of the water-soluble Pt (IV) complex trans- [ Pt (NH 3)4(OH)(OOCR)](NO3)2) comprises the following steps:
The commercial Pt (II) complex [ Pt (NH 3)4](NO3)2) is taken as a starting material, excessive 30wt.% hydrogen peroxide is added for axial oxidation, and the trans- [ Pt (NH 3)4(OH)2](NO3)2) with small water solubility is converted, then the trans- [ Pt interacts with an equimolar amount of hydroxycarboxylic acid (lactic acid, tartaric acid and citric acid) for axial neutralization reaction, and the water-soluble target complex trans- [ Pt (NH 3)4(OH)(OOCR)](NO3)2) is obtained, wherein the involved reaction route is as follows:
In addition, in the aqueous solution system of trans- [ Pt (NH 3)4(OH)2](NO3)2 and hydroxycarboxylic acid reaction, no matter how the reaction conditions are intensified (e.g., increasing the amount of hydroxycarboxylic acid, increasing the reaction temperature, etc.), hydroxycarboxylic acid can only replace 1 hydroxyl ligand therein, and trans- [ Pt (NH 3)4(OOCR)2](NO3)2, structural formula:
Compared with the prior art, the Pt (IV) complex has the following characteristics:
(1) The catalyst does not contain elements harmful to the catalyst, such as chlorine, sulfur, phosphorus, sodium, potassium and the like, and does not have adverse effect on the catalytic performance of the catalyst.
(2) Has high water solubility, the solubility in water at room temperature is up to more than 100g/L, and the water is stable, and insoluble substances can not be decomposed when the water is heated to boiling.
(3) Belongs to ionic compounds. The method is characterized in that dissociation reaction is carried out in aqueous solution to release stable cation-coordination trans- [ Pt (NH 3)4(OOCR)2]2+) which can be effectively and physically adsorbed on the surface of a carrier with negative charges, such as gamma-Al 2O3, modified activated carbon and the like, and simultaneously, hydroxyl and carboxyl groups carried by an axial hydroxycarboxylic acid ligand can be chemically bonded with carboxyl groups or hydroxyl groups on the surface of the carrier, so that the directional anchoring of a precursor on the surface of the carrier is realized, and the method is favorable for the loading procedure of catalyst preparation.
(4) The synthetic process route is short, the yield is high, and the cost is relatively low.
(5) The catalytic conversion performance of trans- [ Pt (NH 3)4(OH)(OOCR)](NO3)2) for replacing platinum nitrate (in 10% nitric acid solution) which is currently used in industry for preparing a platinum catalyst for purifying VOCs by adopting a chemical impregnation method is tested for diethyl carbonate (DEC) which is a common representative organic volatile gas, and the result shows that the ignition temperature and the conversion rate of the Pt/Al 2O3 catalyst prepared by adopting the Pt (IV) complex of the invention for DEC are superior to those of similar catalysts prepared by adopting the platinum nitrate as the catalytic precursor.
Drawings
FIG. 1 is a graph showing the light-off characteristics of a catalyst prepared with 3 Pt (IV) complexes prepared in accordance with the examples of the present invention and commercially available platinum nitrate as precursors for catalytic oxidation of DEC.
Detailed Description
Example 1 preparation of intermediate trans- [ Pt (NH 3)4(OH)2](NO3)2
[ Pt (NH 3)4](NO3)2 (100.00 g,258.40 mmol) ] is dissolved in 300mL of water, 30wt.% hydrogen peroxide (340 mL) is added dropwise under heating and stirring at 60 ℃, a large amount of white solid is precipitated during the dripping process, the heating and stirring reaction is continued for 4 hours after the dripping is finished, cooling is carried out to room temperature overnight, filtering is carried out, washing is carried out with ice water 3 times, washing is carried out with ice absolute ethanol 1 time in sequence, and drying is carried out, thus obtaining 100.50g trans- [ Pt (NH 3)4(OH)2](NO3)2, yield is 92.39%).
Structural feature parameters:
<1> elemental analysis, measurement values Pt 45.88%, H4.29%, N19.18% (calculated values Pt 46.31%, H3.33%, N19.95%).
Example 2 Synthesis of trans- [ Pt (NH 3)4(OH)(OOCCH(OH)CH3)](NO3)2·2H2 O)
Lactic acid (1.89 g,21.00 mmol) was added to an aqueous solution (65 mL) of trans- [ Pt (NH 3)4(OH)2](NO3)2 (8.03 g,19.07 mmol), and after stirring at 70-150℃for 24 hours, the solid was completely dissolved to give a pale yellow clear solution, the solution was distilled off under reduced pressure until near dryness to give a white solid residue, which was collected by filtration, washed 3 times with ice absolute ethanol, and dried to give 9.31g trans-[Pt(NH3)4(OH)(OOCCH(OH)CH3)](NO3)2·2H2O, in 92.26% yield.
Structural feature parameters:
<1> elemental analysis, measured values Pt 36.69%, C6.05%, H4.99%, N15.24% (calculated values Pt 36.86%, C6.81%, H4.16%, N15.88%);
<2>1H NMR(500MHz,DMSO-d6)δ6.18-5.40(m,12H,4NH3),4.78(d,J＝5.2Hz,1H,OH-lactate),4.50(d,J＝5.0Hz,1H,CH-lactate),4.15-3.99(m,1H,OH-Pt),3.35(s,H2O),2.50(p,J＝1.8Hz,DMSO),1.22(t,J＝7.2Hz,3H,CH3-lactate);
<3>13C NMR(126MHz,DMSO-d6)δ181.32,66.77,39.52(dp,J=42.0,21.0Hz,DMSO),21.07;
<4>3400(m),3203(m),1650(s),1383(s),590(w),535(w);
<5>FAB+-MS:368[M-2H2O-2NO3-H]+,261[M-2H2O-2NO3-NH3-lactate-2H]+,185[M-2H2O-2NO3]2+.
EXAMPLE 3 Synthesis of trans- [ Pt (NH 3)4(OH)(OOCCH(OH)CH(OH)COOH)](NO3)2)
Tartaric acid (2.77 g,18.59 mmol) was dissolved in 25mL of water, trans- [ Pt (NH 3)4(OH)2](NO3)2 (7.07 g,16.79 mmol) was added to an aqueous solution (40 mL), after stirring and reaction at 70-150 ℃ for 24 hours, the solid was completely dissolved to give a yellow clear solution, the solution was distilled to near dryness under reduced pressure to give a yellow oily residue, a large amount of ice absolute ethanol was added to precipitate a pale yellow solid, which was collected by filtration and washed 3 times with ice absolute ethanol, and dried to give 8.50gtrans- [ Pt (NH 3)4(OH)(OOCCH(OH)CH(OH)COOH)](NO3)2, yield 91.53%).
Structural feature parameters:
<1> elemental analysis, measured values Pt 35.65%, C8.07%, H3.98%, N14.76% (calculated values Pt 35.26%, C8.68%, H3.25%, N15.19%);
<2>1H NMR(500MHz,DMSO-d6)δ6.50-5.41(m,12H,4NH3),4.40(d,J＝14.7Hz,1H,CH-tartrate),4.27(s,1H,CH-tartrate),4.09(s,OH-Pt,OH-tartrate,H2O),2.50(s,DMSO);
<3>13C NMR(126MHz,DMSO-d6)δ178.18,173.48,73.08,72.24,39.52(dp,J＝42.0,21.1Hz,DMSO);
<4>3375(m),3241(m),1678(s),1384(s),590(w),511(w);
<5>FAB+-MS:261[M-2NO3-NH3-tartrate-2H]+。
Example 4、trans-[Pt(NH3)4(OH)(OOCC(OH)(CH2COOH)2)](NO3)2·2H2O Synthesis
Citric acid (3.57 g,18.59 mmol) was dissolved in 50mL of water, trans- [ Pt (NH 3)4(OH)2](NO3)2 (7.11 g,16.89 mmol) in water (50 mL) was added, and after stirring and stirring for reaction at 70-150℃for 24 hours, a pale yellow clear solution was obtained, the solution was distilled to near dryness under reduced pressure to give a pale yellow oily residue, a large amount of ice absolute ethanol was added, a white solid was precipitated, collected by filtration, and washed 3 times with ice absolute ethanol, and dried to give 9.62gtrans-[Pt(NH3)4(OH)(OOCC(OH)(CH2COOH)2)](NO3)2·2H2O, yield of 90.27%.
Structural feature parameters:
<1> elemental analysis, measured values Pt 30.74%, C10.95%, H4.67%, N13.10% (calculated values Pt 30.90%, C11.41%, H3.80%, N13.31%);
<2>1H NMR(500MHz,DMSO-d6)δ5.66(d,J＝36.5Hz,4NH3),4.08(s,OH-Pt),3.49-3.40(m,1H,OH-citrate),3.35(s,H2O),2.83-2.52(m,4H,CH2-citrate),2.50(p,J＝1.8Hz,DMSO);
<3>13C NMR(126MHz,DMSO-d6)δ180.76,176.73,171.94,73.39,45.53,43.25,39.52(dp,J＝41.8,20.9Hz,DMSO);
<4>3426(m),3202(m),1717(s),1384(s),592(w),548(w);
<5>FAB+-MS:470[M-2H2O-2NO3-H]+,453[M-2H2O-2NO3-NH3-H]+,436[M-2H2O-2NO3-2NH3-H]+,261[M-2H2O-2NO3-NH3-citrate-2H]+.
EXAMPLE 5 VOCs purification catalyst and Performance evaluation prepared with the Pt (IV) Complex of the present invention as a precursor
Alumina is selected as a carrier, and the commercial platinum nitrate (in the form of 10% nitric acid solution) and 3 Pt (IV) complexes rans-[Pt(NH3)4(OH)(OOCCH(OH)CH3)](NO3)2·2H2O、trans-[Pt(NH3)4(OH)(OOCCH(OH)CH(OH)COOH)](NO3)2 and trans-[Pt(NH3)4(OH)(OOCC(OH)(CH2COOH)2)](NO3)2·2H2O of the invention are respectively used as precursors, and 4 platinum-containing catalysts, the numbers of which are Pt-N (control catalyst), pt (IV) -LN, pt (IV) -TN and Pt-CN, are prepared by adopting the same impregnation method and impregnation condition. Wherein the platinum loading was 0.3wt.%, the fresh sample (fresh) firing conditions were 550 ℃ for 3 hours, ensuring complete decomposition of the noble metal precursor.
The normal pressure multifunctional micro fixed bed reaction device is adopted, the airspeed Sv is 30000+/-500 h -1, the total flow is 6.0L/min, and the specific test conditions are listed in Table 1.
TABLE 1 catalyst Performance test conditions
After about 0.50g of a catalyst sample and 4.50g of quartz sand were mixed, the mixture was packed in a reaction tube having an inner diameter of 5mm, and the conversion efficiency, light-off temperature and complete conversion temperature of the catalyst for deep DEC oxidation in a continuous temperature increase test were examined by a chromatograph from the company fuli.
And (3) continuously heating from 100 ℃ to 350 ℃ for 250min.
The catalytic conversion performance of the 4 platinum catalysts on diethyl carbonate (DEC) is shown in fig. 1 and the relevant data are presented in table 2.
TABLE 2 catalytic Performance data for VOCs catalysts prepared from different precursors
As can be seen from T 50 and T 90 in FIGS. 1 and Table 2, in the fresh state, the two catalysts of Pt (IV) -TN and Pt (IV) -CN prepared from the precursor of the invention have the same light-off characteristics to DEC as Pt-N, but have slightly worse Pt (IV) -LN, but have better T 50 and T 90 to DEC than Pt-N. Therefore, the Pt (IV) complex provided by the invention is used as a catalytic precursor, so that the VOCs purifying catalyst with excellent performance can be prepared, and the application prospect is good.
Claims (3)
1. A water-soluble Pt (IV) complex with hydroxycarboxylic acid as the axial ligand, characterized in that:
The molecular formula is trans- [ Pt (NH 3)4(OH)(OOCR)](NO3)2, 4 ammonia, 1 hydroxy and1 hydroxy carboxylic acid are used as internal ligands of Pt (IV) to form hexadentate octahedral coordination cations, and2 nitrate radical are used as external anions;
wherein-OOCR is lactate, hydrogen tartrate or dihydrogen citrate, trans-means that the hydroxy and hydroxycarboxylic acid ligands are in the trans position;
the chemical structural formula is as follows:
2. A method of preparing a water-soluble Pt (IV) complex having a hydroxycarboxylic acid as the axial ligand as claimed in claim 1, comprising:
The method comprises the steps of taking Pt (II) complex [ Pt (NH 3)4](NO3)2) as a starting material, adding excessive 30wt% hydrogen peroxide for axial oxidation, converting into trans- [ Pt (NH 3)4(OH)2](NO3)2) with small water solubility, then interacting with hydroxycarboxylic acid with equal molar quantity for axial neutralization reaction, and obtaining a water-soluble target complex trans- [ Pt (NH 3)4(OH)(OOCR)](NO3)2; wherein the hydroxycarboxylic acid is lactic acid, tartaric acid or citric acid);
The reaction route is as follows:
3. use of a water-soluble Pt (IV) complex with hydroxycarboxylic acid as axial ligand as claimed in claim 1 as catalytic precursor for the preparation of supported platinum catalysts.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310783577.3A CN116836203B (en) | 2023-06-29 | 2023-06-29 | Water-soluble Pt(IV) complex with hydroxycarboxylic acid as axial ligand, preparation method and use thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310783577.3A CN116836203B (en) | 2023-06-29 | 2023-06-29 | Water-soluble Pt(IV) complex with hydroxycarboxylic acid as axial ligand, preparation method and use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN116836203A CN116836203A (en) | 2023-10-03 |
| CN116836203B true CN116836203B (en) | 2025-06-03 |
Family
ID=88170082
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202310783577.3A Active CN116836203B (en) | 2023-06-29 | 2023-06-29 | Water-soluble Pt(IV) complex with hydroxycarboxylic acid as axial ligand, preparation method and use thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN116836203B (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102416181A (en) * | 2011-12-14 | 2012-04-18 | 中国科学院长春应用化学研究所 | Biodegradable high-polymer bonded photoactive Pt (IV) anticancer medicament micelle and preparation method thereof |
| CN113278034A (en) * | 2021-05-14 | 2021-08-20 | 昆明贵金属研究所 | Water-soluble Pt (IV) complex and preparation method and application thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3520367B2 (en) * | 1994-12-22 | 2004-04-19 | 独立行政法人産業技術総合研究所 | Method for producing platinum nitroammine complex |
| EP2743273A1 (en) * | 2012-12-12 | 2014-06-18 | Umicore AG & Co. KG | Process for the preparation of aqueous preparations of complexes of platinum group metals |
| US20220251126A1 (en) * | 2019-08-05 | 2022-08-11 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Anticancer agents |
-
2023
- 2023-06-29 CN CN202310783577.3A patent/CN116836203B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102416181A (en) * | 2011-12-14 | 2012-04-18 | 中国科学院长春应用化学研究所 | Biodegradable high-polymer bonded photoactive Pt (IV) anticancer medicament micelle and preparation method thereof |
| CN113278034A (en) * | 2021-05-14 | 2021-08-20 | 昆明贵金属研究所 | Water-soluble Pt (IV) complex and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN116836203A (en) | 2023-10-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109718806B (en) | A noble metal single-atom catalyst and its preparation method and application | |
| KR101011830B1 (en) | Mixed Metal Oxide Catalysts for Nitrogen Oxide Decomposition | |
| JPWO2014045570A1 (en) | Catalyst using PdRu solid solution type alloy fine particles | |
| CN103113412A (en) | Water soluble Pt(II) catalyst precursor free from chlorine and nitrate and synthetic method thereof | |
| CN111036201A (en) | Supported monatomic Pt catalyst and preparation method and application thereof | |
| CN114272950A (en) | CH (physical channel)4、CO2Catalyst for reforming preparation of synthesis gas and preparation method and application thereof | |
| US20240092814A1 (en) | WATER-SOLUBLE Pd(II) COMPLEX, METHOD FOR SYNTHESIZING SAME, AND USE THEREOF AS CATALYTIC PRECURSOR | |
| Karimi et al. | Fluorinated solvent-assisted photocatalytic aerobic oxidative amidation of alcohols via visible-light-mediated HKUST-1/Cs-POMoW catalysis | |
| CN109795992B (en) | Water-soluble tetravalent platinum compound and preparation method and application thereof | |
| Choya et al. | On the effect of the synthesis route of the support in Co3O4/CeO2 catalysts for the complete oxidation of methane | |
| Wang et al. | Ligand polarity regulated metal–support charge transfer over Pd@ MOFs for direct H2O2 synthesis: A structure–property relationship study | |
| CN116037110B (en) | Preparation method of manganese oxide loaded platinum catalyst and catalyst | |
| CN116836203B (en) | Water-soluble Pt(IV) complex with hydroxycarboxylic acid as axial ligand, preparation method and use thereof | |
| CN113278034B (en) | Water-soluble Pt (IV) complex and preparation method and application thereof | |
| JP2010005531A (en) | Method for supporting platinum group element and catalyst to be obtained thereby | |
| CN103055906A (en) | Solid superacid bifunctional catalyst and preparation method thereof | |
| Cheng et al. | CuO–Ru0. 3@ Co3O4 nanocomposites act as a tandem catalyst for dehydrogenation of ammonia borane and hydrogenation of nitrobenezene | |
| CN114082417A (en) | A supported precious metal honeycomb catalyst and its preparation method and application | |
| CN102000602A (en) | Cyclamine catalyst | |
| JP6300281B2 (en) | Method for producing conjugated diene and reaction apparatus | |
| RU2282498C2 (en) | Method of preparing supported palladium catalysts | |
| JP2024544835A (en) | Gold-containing catalysts, methods of preparation, and uses | |
| CN114805444A (en) | Noble metal compound | |
| CA3224386A1 (en) | Method of decomposing nitrous oxide and apparatus for decomposing nitrous oxide | |
| JP6306468B2 (en) | Process for producing dissimilar metal polynuclear complex containing Pd and Au |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |