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Cyclic poly(n-vinyl caprolactam) and its preparation method and application

A technology of vinyl caprolactam and ring, which is applied in the field of cyclic poly(N-vinyl caprolactam) and its preparation and application, and can solve problems such as no research reports on cyclic poly(N-vinyl caprolactam)

Inactive Publication Date: 2017-02-22
YUNNAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

NVCL-based polymers have great practical application value, but the current research on NVCL-based polymers is mostly focused on linear polymers, and there is no research report on cyclic poly(N-vinylcaprolactam) (PNVCL) in the literature search

Method used

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  • Cyclic poly(n-vinyl caprolactam) and its preparation method and application
  • Cyclic poly(n-vinyl caprolactam) and its preparation method and application
  • Cyclic poly(n-vinyl caprolactam) and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Add 10 mL of dichloromethane, propynyl alcohol (2.0 mL, 33.7 mmol) and triethylamine (TEA, 5.6 mL, 37.1 mmol) sequentially into a 50 mL round bottom flask, stir and cool to 0 °C in an ice-water bath, and put The dichloromethane solution of 2-chloropropionyl chloride (3.4 mL, 33.8 mL) was slowly dropped into the above solution, stirred at 0°C for 30 min, raised to room temperature, continued stirring for 12 h, filtered, and the filtrate was washed with saturated sodium bicarbonate solution 3 times, dried over anhydrous magnesium sulfate, filtered, and evaporated to remove the solvent to obtain a light yellow transparent liquid, which was separated by silica gel column chromatography (petroleum ether: ethyl acetate = 50: 1) to obtain an atom transfer radical with an alkynyl group at the end Polymerization (ATRP) initiator (alkynyl-Cl), yield 60.3%.

Embodiment 2

[0050] Add NVCL (0.6103 g, 4.38 mmol) into a 10 mL polymerization tube, vacuumize and fill with nitrogen several times, then add CuCl (0.0039 g, 0.040 mmol), CuCl 2 (0.0006 g, 0.004 mmol), Me 6 Mixed solvent of Cyclam (0.0125 g, 0.044 mmol) and 0.2 mL of dioxane / isopropanol, continue to vacuumize and inflate with nitrogen for 30 min, add alkynyl initiator alkynyl-Cl (0.0006 g, 0.0044 mmol), and react at 30°C for 2 h, the product was dissolved in distilled water, and the insoluble matter was removed by filtration. The filtrate was dialyzed in a dialysis bag with a molecular weight cut-off of 3500 for 6 days, concentrated, and vacuum-dried for 24 h to obtain PNVCL (alkynyl-PNVCL-Cl) with an alkynyl group at the end.

Embodiment 3

[0052] Add 8.5 g of PNVCL (alkynyl-PNVCL-Cl) with an alkynyl group in a 100 mL round bottom flask, 30 mL of DMF, and after the polymer is dissolved, add 0.33 g of NaN 3 , the reaction mixture was stirred at 45°C for 48 h, DMF was distilled off under reduced pressure, the product was dissolved in THF, separated by alumina column chromatography (dichloromethane was the eluent), concentrated by distillation, and dried in vacuum for 24 h to obtain Poly(N-vinylcaprolactam) (alkynyl-PNVCL-N) with alkynyl and azido groups at both ends 3 ), the yield was 93%.

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PUM

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Abstract

The invention discloses cyclopoly(N-vinylcaprolactam) as well as a preparation method and application thereof, and belongs to the field of functional polymer materials. Two types of cyclopoly(N-vinylcaprolactam) including c-PNVCL and (c-PNVCL)-OH are obtained for the first time. The preparation method comprises the steps of combining with atom transfer radical polymerization, supermolecular self-assembly and click chemistry, and performing a ring closing reaction of a linear precursor at a high concentration, so as to obtain the high-efficiency and high-yield cyclopoly(N-vinylcaprolactam). (C-PNVCL)-OH prepared according to the invention can be used for triggering the ring opening polymerization of any one of glycolide, D-lactide, L-lactide, DL-lactide and epsilon-caprolactone, so as to synthesize and obtain a tadpole-shaped segmented copolymer containing cyclopoly(N-vinylcaprolactam), wherein the tadpole-shaped segmented copolymer has a potential application value in the field of biological medicine. The molecular structures of c-PNVCL and (c-PNVCL)-OH are as shown in the specifications, wherein in the formulae of c-PNVCL and (c-PNVCL)-OH, n is equal to 20-200.

Description

technical field [0001] The invention belongs to the field of functional polymer materials, and specifically relates to a ring-shaped poly(N-vinylcaprolactam) and a ring-shaped poly(N-vinylcaprolactam) with a hydroxyl group, their preparation method, and ring-shaped poly(N-vinylcaprolactam). Application of cyclic poly(N-vinylcaprolactam) with hydroxyl groups in the synthesis of cyclic and linear block copolymers (tadpole-shaped block copolymers) containing cyclic poly(N-vinylcaprolactam). Background technique [0002] Cyclic polymers are a class of special topological polymers without end groups, and the units on their molecular chains are equivalent. Compared with the corresponding linear polymer precursors, cyclic polymers have higher density and lower properties. Viscosity, smaller coefficient of friction, higher glass transition temperature and larger refractive index, smaller hydrodynamic radius in solution, and the crystallization rate of ring-shaped macromolecules is m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F8/48C08F8/30C08F126/06C08G63/685C08G63/08C08G63/06
Inventor 毕韵梅杨耀宗胡敏奇邵立东李杰何福喜刘玲琪
Owner YUNNAN NORMAL UNIV
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