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A kind of preparation method of polysarcosine block copolymer

A technology of block copolymers and polysarcosine, which is applied in the field of preparation of amphiphilic polyvinyl block polysarcosine block copolymers, and can solve problems such as amphiphilic block copolymers that have not been studied

Active Publication Date: 2019-08-16
NANJING TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In the past ten years, there have been many studies on the preparation of block copolymers by combining RAFT (reversible addition-fragmentation chaintransfer) polymerization and ring-opening polymerization, for example, Macromolecules2013, 46, 1291-1295; Macromolecules 2012, 45(1), 87-99; Macromolecules 2011,44(6),1347-1354, etc., but have not studied the RAFT polymerization of hydrophilic vinyl monomers and hydrophilic N-methyl-substituted glycine-N-carboxy anhydride mono Synthesis of Amphiphilic Block Copolymers by Combining Ring-opening Polymerization of Monomers

Method used

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  • A kind of preparation method of polysarcosine block copolymer
  • A kind of preparation method of polysarcosine block copolymer
  • A kind of preparation method of polysarcosine block copolymer

Examples

Experimental program
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Embodiment 1

[0041] In the reaction flask, add the RAFT reagent (0.342g, 1mmol) shown in structure (I), N-ethylacrylamide (1.983g, 20mmol), azobisisobutyronitrile (0.033g, 0.2mmol), 8mL of anhydrous benzene was subjected to three freeze-pump-thaw cycles to remove the oxygen in the reaction system, sealed in a nitrogen atmosphere, and reacted at 60°C for 2h, with a conversion rate of 97%. Mix tri-n-butyl tin hydrogen (11.6g, 40mmol), azobisisobutyronitrile (0.033g, 0.2mmol), and 1mL of anhydrous benzene to form a solution, add it to the reaction flask with a syringe, and react at 70°C for 3h to remove the polymer The terminal thiocarbonylthio group. Hydrazine hydrate (1 g, 20 mmol) was added to the reaction solution, and reacted at 60° C. for 1 h to release the terminal amino group of the polymer. Under the condition of nitrogen flow in the reaction system, N-methyl substituted glycine-N-carboxy anhydride (2.3g, 20mmol) was added to the reaction solution, and the molar ratio of monomer to ...

Embodiment 2

[0043] In the reaction flask, add the RAFT reagent (0.342g, 1mmol) shown in structure as (I), N-propyl acrylamide (5.658g, 50mmol), azobisisobutyronitrile (0.033g, 0.2mmol), 20mL of anhydrous acetonitrile was subjected to three freeze-pump-thaw cycles to remove oxygen in the reaction system, sealed under a nitrogen atmosphere, and reacted at 70°C for 2 hours, with a conversion rate of 95%. Excess azobisisobutyronitrile (3.3g, 20mmol) and 1mL of anhydrous acetonitrile were mixed into a solution, added into the reaction flask with a syringe, and reacted at 80°C for 6h to remove the thiocarbonylthio group at the end of the polymer. Hydrazine hydrate (1 g, 20 mmol) was added to the reaction solution, and reacted at 60° C. for 1 h to release the terminal amino group of the polymer. Under the nitrogen flow condition of the reaction system, N-methyl substituted glycine-N-carboxy anhydride (5.755g, 50mmol) was added to the reaction solution, and the molar ratio of monomer to macromolecu...

Embodiment 3

[0045] In the reaction flask, add the RAFT reagent (0.342g, 1mmol) shown in structure (I), N-propylacrylamide (16.974g, 150mmol), azobisisobutyronitrile (0.033g, 0.2mmol), 60mL of anhydrous toluene was subjected to three freeze-pump-thaw cycles to remove oxygen in the reaction system, sealed in a nitrogen atmosphere, and reacted at 70°C for 4h, with a conversion rate of 96%. Excess azobisisobutyronitrile (3.3g, 20mmol) and 1mL of anhydrous toluene were mixed into a solution, and added into the reaction flask with a syringe, and reacted at 80°C for 8h to remove the thiocarbonylthio group at the end of the polymer. Hydrazine hydrate (1 g, 20 mmol) was added to the reaction liquid, and reacted at 60° C. for 2 h to release the terminal amino group of the polymer. Under the nitrogen flow condition of the reaction system, N-methyl substituted glycine-N-carboxy anhydride (5.755g, 50mmol) was added to the reaction solution, and the molar ratio of monomer to macromolecular initiator wa...

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Abstract

The invention discloses a preparation method of a poly sarcosine block copolymer, and belongs to the technical field of polymer materials, first, RAFT reagent is used to control hydrophilic vinyl monomer RAFT polymerization reaction for generating a first block hydrophilic polyvinyl polymer; a terminal thiocarbonyl sulfur group of the polymer is removed, protection amino as a macroinitiator is released for initiation of ring opening polymerization of N-methyl substituted glycine-N-carboxy anhydride to generate the amphiphilic polyvinyl block poly sarcosine block copolymer. The preparation method is a one pot method for preparing the amphiphilic polyvinyl block poly sarcosine block copolymer. The method has the advantages of simple process, low cost and high reaction rate.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a method for preparing amphiphilic polyvinyl block polysarcosine block copolymers in one pot. Background technique [0002] Amphiphilic block copolymers, consisting of water-soluble, chemically distinct block polymers, hold great promise in areas such as drug and gene delivery, catalysis, surface modification, and templating to form inorganic nanocrystals. Amphiphilic block copolymers are increasingly sought after by researchers for their complete water solubility, "smart" self-assembly behavior, ability to interact with substrates, and potential environmentally friendly and biocompatible alternatives. Widely concerned and deeply researched. [0003] Polyethylene glycol-based amphiphilic block copolymers have been deeply researched and widely used in biomedicine and other fields. Polyethylene glycol is generally considered to be a relatively benign and immu...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/16C08F120/54C08F120/58C08F126/10C08F126/06C08F8/00
CPCC08F8/00C08F120/54C08F120/58C08F126/06C08F126/10C08F2438/03C08G69/16C08G2230/00
Inventor 郭凯董鹤李振江刘亚亚孙和锐陈思明朱慧魏福兰高宇
Owner NANJING TECH UNIV
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