Metal nano-particle with stable internal cross-linked micelles, method for preparing metal nano-particle and application of metal nano-particle to catalysis

A technology of metal nanoparticles and cross-linked glue, used in catalyst carriers, chemical instruments and methods, physical/chemical process catalysts, etc.

Inactive Publication Date: 2016-05-25
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the micelles are cross-linked by covalent bonds, the problem of their stability is solved, and they have great industrialization prospects.

Method used

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  • Metal nano-particle with stable internal cross-linked micelles, method for preparing metal nano-particle and application of metal nano-particle to catalysis
  • Metal nano-particle with stable internal cross-linked micelles, method for preparing metal nano-particle and application of metal nano-particle to catalysis
  • Metal nano-particle with stable internal cross-linked micelles, method for preparing metal nano-particle and application of metal nano-particle to catalysis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] Preparation of amphiphilic molecules:

[0075] (1) Synthesis of compound 2:

[0076]

[0077] Anhydrous potassium carbonate (6.9g, 50mmol) and methyl gallate (3g, 16.3mmol) were added to a dry 100mL round bottom flask, and DMF (15mL) was added at room temperature under the protection of a nitrogen atmosphere, and the reactant was After stirring at 60 °C for 2 hours, 6-bromo-1-hexene (8 mL, 58 mmol) was added slowly. The reaction system was stirred overnight at 80 °C. After the reaction, the reaction system was cooled to room temperature, poured into 1L of ice water, extracted with dichloromethane (3×100mL), the combined organic layer was washed with saturated brine (50mL), and the organic layer was dried over anhydrous magnesium sulfate , filtered, concentrated, and obtained a colorless liquid, compound 2 (yield 5.14 g, yield 73.3%) by column chromatography (PE:EA=25:1). 1 HNMR (400MHz, CDCl 3 ,δ): 7.25(s,2H), 5.85-5.77(m,3H), 5.05-4.93(m,6H), 4.03-4.00(t,J=13.2,...

Embodiment 2

[0106] We introduced an alkyne group into the hydrophobic segment of the amphiphile. The amphiphile can still form micelles in water and cross-link it by click chemistry. The resulting internal cross-linked micelles can stabilize the palladium ions in the aqueous phase in the gel bundle interior and for catalytic applications in the Suzuki reaction. The specific preparation process is as follows:

[0107] Preparation of amphiphilic molecules:

[0108] (1) Synthesis of Compound 5:

[0109]

[0110] Sodium hydride (1.83 g, 76 mmol) was placed in a 50 mL round bottom flask, and 10 mL of tetrahydrofuran was added under nitrogen atmosphere. Add 1,6-hexanediol to the reaction solution. Slowly drop propyne bromide into the reaction system. The reaction system was stirred overnight at room temperature, quenched by adding 10 mL of distilled water, extracted with dichloromethane, washed with saturated brine, dried, and the product compound 5 (2 g, yield: 50%) was obtained by colu...

Embodiment 3

[0153] Using methyl 3,4,5-trihydroxybenzoate as the backbone, a hydrophobic chain segment containing crosslinkable bonds is grafted on its hydroxyl group, and a hydrophilic chain segment is grafted on its methyl ester end to prepare an amphiphilic molecular. The hydrophobic end of the amphiphilic molecule contains a cross-linkable bond, and the structural formula of the amphiphilic molecule obtained is as follows:

[0154]

[0155] Wherein R1 is a hydrophilic chain segment, and R2 is a hydrophobic chain segment containing a cross-linkable bond.

[0156] As an option, the crosslinkable bond is at least one of a mercapto group, an acrylate group, and an unsaturated bond (such as an alkenyl or alkynyl group). The mercapto group can undergo self-crosslinking in the presence of a catalytic amount of dithiothreitol (DTT), and the crosslinking site can be restored to a mercapto group under the action of a reducing agent; the acrylate group is very prone to self-crosslinking under h...

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Abstract

The invention discloses a metal nano-particle with stable internal cross-linked micelles, a method for preparing the metal nano-particle and application of the metal nano-particle to catalysis, and belongs to the technical field of catalysts. The internal cross-linked micelles are formed by amphipathic molecules by means of self-assembling, the amphipathic molecules inside the micelles are cross-linked with one another, and hydrophobic ends of the amphipathic molecules contain cross-linkable bonds. The metal nano-particle, the method and the application have the advantages that the amphipathic molecules can be self-assembled in water under hydrophilic and hydrophobic effects to form the micelles, sites can be provided for cross-linking between the amphipathic molecules by the cross-linkable bonds, and accordingly the micelles can be internally cross-linked; the internal cross-linked micelles formed by the amphipathic molecules are used as template synthesis vectors, so that the metal nano-particle can be prepared, the stability of the metal nano-particle can be effectively improved, and catalytic effects of the metal nano-particle can be enhanced.

Description

technical field [0001] The invention relates to the technical field of catalysts, in particular to a metal nanoparticle stabilized by internal crosslinked micelles, a preparation method thereof and an application in catalysis. technical background [0002] As the basis of the modern chemical industry, catalytic technology is increasingly widely used in petroleum refining, chemistry, polymer materials, medicine and other industries, as well as environmental protection industries, and plays a pivotal role. For a long time, the traditional catalysts used in industry often have disadvantages such as low activity and poor selectivity. At the same time, they often require harsh reaction conditions such as high temperature and high pressure, and they consume a lot of energy and have low efficiency. Many of them also pollute the environment. Metal nanoparticles have the characteristics of small particle size, large surface curvature, and many surface activation centers. The applicat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/24C08J3/03C08L71/02C08G65/337B01J31/06B01J32/00
CPCB01J31/068C08G65/337C08G2650/04C08J3/03C08J3/24C08J2371/02C08L71/02
Inventor 张仕勇余阳阳林晨璐吴尧顾忠伟
Owner SICHUAN UNIV
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