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Application of Lewis acid-base pair in polymerization-induced self-assembly, fiber morphology amphiphilic block polymer as well as preparation method and application of fiber morphology amphiphilic block polymer

A Lewis acid-base pairing and polymerization-inducing technology, which is applied to medical preparations of non-active ingredients, chemical instruments and methods, and pharmaceutical formulations, and can solve problems such as long reaction time

Active Publication Date: 2022-03-11
JILIN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, Zesheng An et al. (RAFT Polymerization-Induced Self-Assembly as a Strategy forVersatile Synthesis of Semifluorinated Liquid-Crystalline Block CopolymerNanoobjects[J].ACS Macro Letters,2018,7(3):287-292.) with 2-(full Fluorooctyl) ethyl methacrylate (HDFDMA) and trifluoroethyl methacrylate (TFEMA) were used as monomers, and sulfur-containing chain transfer reagents were used as catalysts. By changing the ratio of the two monomers, solvent and solid content to achieve shape control, a series of semifluorinated liquid crystal-segment polymers with different morphologies (microtubes, rod-like nanoparticles, spindle-shaped nanoparticles, and vesicles) were synthesized (the reaction route is shown in formula (1) Shown); However, the polymerization time of the above method is 12~24h, and the reaction takes a long time

Method used

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  • Application of Lewis acid-base pair in polymerization-induced self-assembly, fiber morphology amphiphilic block polymer as well as preparation method and application of fiber morphology amphiphilic block polymer
  • Application of Lewis acid-base pair in polymerization-induced self-assembly, fiber morphology amphiphilic block polymer as well as preparation method and application of fiber morphology amphiphilic block polymer
  • Application of Lewis acid-base pair in polymerization-induced self-assembly, fiber morphology amphiphilic block polymer as well as preparation method and application of fiber morphology amphiphilic block polymer

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preparation example Construction

[0043] In the present invention, the Lewis base is preferably self-made. In the present invention, the preparation method of the Lewis base preferably includes the following steps: mixing ammonia water, alcohol solvent, propionaldehyde and benzil, and performing a nucleophilic addition reaction to obtain intermediate a; The basic reagent, methyl iodide and a solvent are mixed, and a nucleophilic substitution reaction is carried out to obtain an intermediate b; the intermediate b, KH and a solvent are mixed, and an elimination reaction is carried out to obtain a Lewis base having a structure shown in formula I;

[0044]

[0045] In the present invention, the preparation route of the Lewis base is shown in formula (2):

[0046]

[0047] The invention mixes ammonia water, alcohol solvent, propionaldehyde and benzil, and performs nucleophilic addition reaction to obtain intermediate a. In the present invention, the concentration of the ammonia water is preferably 25-28 wt%,...

Embodiment 1

[0065]7.8g (with NH in ammonia 3 Add ammonia water with a concentration of 26wt% into 150mL of methanol and cool to 0°C, add 3.3g of propionaldehyde and 12g of benzil, mix them, and perform nucleophilic addition reaction at 65°C for 12 hours in a sealed environment, filter after concentration, and diethyl ether After washing the solid, it was vacuum-dried to constant weight at 30° C. to obtain intermediate a (8.5 g, yield 60%); the hydrogen spectrum of intermediate a was as follows: figure 1 shown.

[0066] Mix 7g of intermediate a, 15.5g of potassium carbonate and 150mL of acetonitrile, add 16g of iodomethane, and perform an affinity substitution reaction at 100°C for 24 hours, filter while hot, concentrate the obtained filtrate to half, and filter the obtained solid product with THF Washing, drying in vacuo at 50°C for 12h, to obtain intermediate b (8g, yield 71%); the hydrogen spectrum of intermediate b is as follows: figure 2 shown.

[0067] Add 2 g of intermediate b t...

Embodiment 2

[0069] Dissolve TFEMA in fluorobenzene, add MeAl(BHT) 2 After premixing with the monomer for 2min, add NHO to carry out the first polymerization reaction, by 1 HNMR judged that the TFEMA monomer had completely converted, and the first polymerization reaction time was 1min to obtain a stable segment polymer (PTFEMA 100 , degree of polymerization DP=100); Add HDFDMA monomer to carry out the second polymerization reaction, by 1 HNMR judges that HDFDMA has completely converted, and the second polymerization reaction time is 1min to obtain a fiber-shaped amphiphilic block polymer (abbreviated as PTFEMA 100 -b-PHDFDMA 25 , wherein, 100 represents the polymerization degree DP=100 of PTFEMA, and 25 represents the polymerization degree DP=25 of PHDFDMA), wherein, NHO, MeAl(BHT) 2 , The molar ratio of TFEMA and HDFDMA is 1:2:100:25, and the solid content is 15%.

[0070] Take 0.1mL of the fiber-shaped amphiphilic block polymer solution and dilute it until the concentration of the fi...

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Abstract

The invention provides application of a Lewis acid-base pair in polymerization-induced self-assembly, a fiber morphology amphiphilic block polymer as well as a preparation method and application of the fiber morphology amphiphilic block polymer, and relates to the technical field of liquid crystal polymers. The invention provides an application of a Lewis acid-base pair in polymerization induced self-assembly. The Lewis acid-base pair comprises Lewis acid and Lewis base. According to the invention, a polymerization-induced self-assembly method is adopted, a Lewis acid-base pair is used as a catalyst, and the catalyst has high catalytic activity on a methacrylate monomer, so that the time of a polymerization-induced self-assembly reaction can be remarkably shortened; the amphiphilic block polymer has good polymerization controllability on a polymerization induced self-assembly system, and the amphiphilic block polymer with uniform and adjustable fiber diameter can be prepared by controlling the ratio of the stable chain segment monomer to the nucleation chain segment monomer; according to the preparation method provided by the invention, the size-adjustable amphiphilic block polymer with the fiber morphology can be efficiently and rapidly synthesized through one-pot two-step, and the operation is simple.

Description

technical field [0001] The invention relates to the technical field of liquid crystal polymers, in particular to the application of Lewis acid-base pairs in polymerization-induced self-assembly, a fiber-shaped amphiphilic block polymer, and a preparation method and application thereof. Background technique [0002] Polymerization-induced self-assembly (PISA) is the formation of polymer nanoparticles with different morphologies while polymerizing to form amphiphilic block polymers. Phase separation and self-assembly gradually occurred to form various morphologies. Compared with the traditional solution self-assembly method, PISA can be carried out at high concentration, easy to operate, and highly reproducible. It has been greatly developed in recent years. The rapid development of PISA is mainly due to the development of various living / controllable polymerization techniques, such as reversible addition-fragmentation chain transfer polymerization (RAFT), atom transfer radica...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F297/06C08F4/54C08F4/52A61K47/32C09K23/52
CPCC08F297/06C08F4/54C08F4/52A61K47/32
Inventor 张越涛李城锴何江华
Owner JILIN UNIV
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