A kind of polyenamine compound and preparation method thereof

A compound, polyenamine technology, applied in the field of polymer chemistry and materials science, to achieve the effects of mild polymerization conditions, excellent regioselectivity, and high polymerization efficiency

Active Publication Date: 2018-09-14
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although these two works involve the hydroamination reaction of alkynes and amines, the main chain of the polymer is not constructed by the C-N bond, and the C-N bond generated by the hydroamination reaction is in the side chain of the polymer. So far, there is no report on the synthesis of polymers by direct hydroamination polymerization of alkynes and amines

Method used

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  • A kind of polyenamine compound and preparation method thereof
  • A kind of polyenamine compound and preparation method thereof
  • A kind of polyenamine compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] A kind of polyenamine compound, its structural formula is as shown in P1:

[0045]

[0046] The polyenamine compound is prepared by hydrogen click amination polymerization reaction of acetylenic monomer and secondary amine, and the reaction equation is as formula (1):

[0047]

[0048] Wherein, the synthesis method of monomer M1 can be synthesized according to the synthesis method of the applicant in the published literature (Polym.Chem., 2012, 3, 1075-1083.); M2 is N N'-diethylethylenediamine, It can be purchased from the market, in this example from Adamas Company.

[0049] The preparation steps of described polyenamine compounds are as follows:

[0050] Add 111.1mg (0.5mmol) of monomer M1 into a 10ml polymerization tube, vacuum and change nitrogen for 3 times, inject 250μL of dichloromethane with a syringe, after the monomer is completely dissolved, raise the temperature to 25°C, and finally use a micro injection 58.1mg (0.5mmol) of monomer M2 was added to the ...

Embodiment 2

[0053] A kind of polyenamine compound, its structural formula is as shown in P2:

[0054]

[0055] The polyenamine compound is prepared by hydrogen click amination polymerization reaction of acetylenic monomer and secondary amine, and the reaction equation is as formula (2):

[0056]

[0057] Wherein, the synthesis method of the monomer M1 is the same as that in Example 1; M3 is N,N'-diisobutyl-1,6-hexanediamine, which can be purchased from the market, and in this example is purchased from Alfa Company.

[0058] The preparation steps of described polyenamine compounds are as follows:

[0059] Add 111.1mg (0.5mmol) of monomer M1 into a 10ml polymerization tube, vacuum and change nitrogen for 3 times, inject 250μL of dichloromethane with a syringe, after the monomer is completely dissolved, raise the temperature to 30°C, and finally use a micro injection 114.1 mg (0.5 mmol) of monomer M3 was added to the reactor and reacted for 2 hours. After the reaction was completed, ...

Embodiment 3

[0062] A kind of polyenamine compound, its structural formula is as shown in P3:

[0063]

[0064] The polyenamine compound is prepared by hydrogen click amination polymerization reaction of acetylenic monomer and primary amine, and the reaction equation is as formula (3):

[0065]

[0066] Wherein, the synthesis method of monomer M1 is the same as that of Example 1; M4 is 1,6-hexanediamine, which can be purchased from the market, and in this example, it was purchased from TCI Company.

[0067] The preparation steps of described polyenamine compounds are as follows:

[0068] Add 58.1mg (0.5mmol) of monomer M4 into a 10ml polymerization tube, vacuumize and change nitrogen for 3 times, inject 250μL of dichloromethane with a syringe, after the monomer is completely dissolved, heat up to 25°C, and finally add 111.1mg ( 0.5mmol) monomer M1, reacted for 3 hours. After the reaction was completed, 4ml of tetrahydrofuran was added for dissolution, and the obtained polymer solut...

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Abstract

The invention discloses a polyene amino compound and a preparation method thereof. The preparation method comprises the following step: enabling click polymerization reaction between a bialkynyl compound and a diamine compound in an organic solvent or in a melting state to obtain the polyene amino compound. The preparation method disclosed by the invention is gentle in condition, a polymeric monomer is simple and easy to obtain, and a polymer is high in yield and molecular weight, good in atom economy and excellent in regioselectivity and stereoselectivity. The polyene amino compound disclosed by the invention is excellent in machinability, filming property and relatively good thermal stability and degradability.

Description

technical field [0001] The invention relates to the fields of polymer chemistry and material science, in particular to a polyenamine compound and a preparation method thereof. Background technique [0002] The development of new polymerization reactions is of great importance to polymer materials science. Alkynes are one of the chemical raw materials that are easy to obtain or synthesize. The use of alkynes to construct functional polymers has important academic and technical significance, and has attracted widespread attention from scientists. The hydroamination reaction of alkynes-amines has the advantages of mild conditions, fast reaction rate, high yield, and atom economy. It meets the definition of click chemistry and is a new type of click reaction. At present, alkyne-based hydroamination of small molecules has flourished and has been widely used in coatings, dyes, and medicine. In the past few decades, scientists have done a lot of research on its reaction mechanism...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/02
CPCC08G73/02C08G73/0246C08G73/0253C08G2230/00
Inventor 唐本忠何本钊秦安军胡蓉蓉赵祖金
Owner SOUTH CHINA UNIV OF TECH
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