Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Dendrimers and their synthetic methods and applications

A synthesis method and dendritic technology are applied in the field of dendrimer-like polymers and their synthesis, and can solve the problems of complex steps, low yield of target polymers, low activity of grafting sites and the like

Active Publication Date: 2021-08-20
FUDAN UNIV
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the existing synthetic methods of dendrimer-like polymers, the formation of graft points at the end of polymer molecular chains mostly needs to go through the process of protection and deprotection. Target polymer yield is low
(J. Six, Y. Gnanou. Macromol. Symp. ,1995, 95, 137−150; V.Percec, B.Barboiu, C.Grigoras, T.K.Bera. J. Am. Chem. soc ., 2003, 125, 6503−6516; A. Matsuo, T. Watanabe, A. Hirao. Macromolecules ,2004, 37, 6283−6290; C. A. Bell, Z. Jia, J. Kulis, M. J. Monteiro. Macromolecules ,2011, 44, 4814−4827; H. Zhang, J. He, C. Zhang, Z. Ju, J. Li, Y. Yang. Macromolecules , 2012, 45(2), 828−841; G. Polymeropoulos, G. Zapsas, K. Ntetsikas, P. Bilalis, Y. Gnanou, N. Hadjichristidis. Macromolecules , 2017,90, 1253−1290) Therefore, these currently reported methods are not conducive to the large-scale synthesis of dendrimers
In addition, the activity of the grafting sites selected by many synthetic methods is often low, which is not conducive to the synthesis of dendritic polymers with multi-component graft chains, thus limiting the application performance of dendritic polymers and their application in industry. Application prospects in production (H. Zhang, J. Zhu, J. He,; F. Qiu, H. Zhang, Y. Yang, H. Lee, T. Chang. Polym. Chem. , 2013, 4,830−839)

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Dendrimers and their synthetic methods and applications
  • Dendrimers and their synthetic methods and applications
  • Dendrimers and their synthetic methods and applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment 1: synthetic VSt

[0035] VSt can be generated by coupling 4-chloromethylstyrene (CMS) with allylmagnesium chloride. Under the protection of argon, add 200 mL THF solution (1.0 mol / L) of allylmagnesium bromide into the four-neck flask equipped with a constant pressure dropping funnel, and then add 23 mL CMS (0.16 mol) and 50 mL THF. After the reaction system was cooled to 0° C. with ice-water mixture, the THF solution of CMS was slowly dropped into the flask, the reaction system was raised to room temperature, and magnetically stirred for 12 h under the protection of argon. After the reaction, slowly add 20 mL of saturated ammonium chloride (NH 4 Cl) solution. The reaction solution was poured into a separatory funnel, the product was extracted with ether, and saturated NH 4 Cl solution was washed three times. Finally, put VSt and appropriate amount of CaH 2 Add it into a round bottom flask, stir at room temperature for 12 h, then distill it off with a v...

Embodiment 2

[0036] Embodiment 2: Synthesis of three generations of dendrimers (G3- g -SiCl)

[0037] In a vacuum system, use 100 mL of n -BuLi decontaminated toluene and 50 mL n -BuLi-purified THF was flash evaporated into the anion reaction vial. Fill the reaction bottle with dry argon until the pressure in the bottle is slightly higher than atmospheric pressure, and add 2.8 mL VSt (15.9 mmol) into the bottle with a syringe, cool the reaction solution to -45°C with an acetonitrile / liquid nitrogen bath, and then add to the reaction bottle. Add 1.5 mL to the solution s -BuLi in n-hexane solution, the reaction solution immediately turns orange. Under the condition of -45°C, magnetically stir for 30 minutes to obtain the active anion chain PVStLi. Add 16.8 mL of styrene (146.2 mmol) that had been removed with dibutylmagnesium to the reaction solution, and the color of the reaction solution darkened slightly. - At 45°C, magnetically stirred for 1 h to obtain the active anion chain PVSt-...

Embodiment 3

[0040] Example 3: Synthesis of four generations of dendritic polystyrene (G4-PS)

[0041] In a vacuum system, the n - The THF from which BuLi was removed and the St from which Dibutyl Magnesium was removed were flashed into the reaction bottle, and dry argon was filled into the reaction bottle until the pressure in the bottle was slightly higher than the atmospheric pressure. After the reaction system cools down to -78°C, add s -BuLi, the solution immediately becomes orange-red. Under the condition of -78°C, magnetically stirred for 1 h to obtain the active anion chain PSLi. A small amount of reaction liquid was taken and terminated with degassed methanol, and the resulting polymer was used to analyze the degree of polymerization of grafted PS. Add G3- to the THF solution of PSLi g-SiCl in toluene solution, and gradually warmed to -45 °C, magnetically stirred for 2 h, and the excess PSLi was terminated with degassed methanol. With methanol as a poor solvent and toluene as...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
molecular weight distributionaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of dendritic polymers, in particular to a dendritic polymer and its synthesis method and application. The present invention uses 4-(vinylphenyl)-1-butene as a repeating unit to construct a chain segment around the polymer; uses sec-butyllithium to initiate VSt polymerization; and under the action of Karstedt's catalyst, the double bond and two Methylchlorosilane undergoes hydrosilylation reaction to generate highly active grafting sites, which can couple with various active anion chains to prepare multi-component dendritic copolymers. In addition, the number of grafting sites can also be controlled by adjusting the degree of polymerization of the PVSt segment to prepare a dendritic polymer with high grafting density. These dendrimer-like polymers have broad application prospects in reducing the processing viscosity of polymers. In addition, G4‑P2VP is soluble in trifluoroacetic acid aqueous solution, and the pyridine group in its molecule has a strong coordination ability, so it has broad application prospects in polymer micelles.

Description

technical field [0001] The invention belongs to the technical field of dendrimers, and in particular relates to a dendrimer and its synthesis method and application. Background technique [0002] Dendritic polymers have many unique properties, such as: high density, low intrinsic viscosity, large cavity inside the molecule, and so on. These unique properties endow this type of polymer with broad application prospects, for example, it can be used as a drug-localized sustained-release agent, a rheology modifier for polymer processing, and a catalyst carrier, etc., so the synthesis of dendrimers has always been much attention. [0003] Since Yves Gnanou first reported the synthesis of dendritic polyethylene oxide in 1995, some synthetic methods of dendritic polymers have been reported. In the existing synthetic methods of dendrimer-like polymers, the formation of graft points at the end of polymer molecular chains mostly needs to go through the process of protection and depro...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00
CPCC08G83/003
Inventor 何军坡郑轲曲程科
Owner FUDAN UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products