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Application of palladium source catalyst in alkyne polymerization

A palladium catalyst and catalyst technology, applied in the field of alkyne polymerization, to achieve the effect of reducing polymerization cost, not easy to be poisoned, and narrow molecular weight distribution

Active Publication Date: 2020-08-28
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Palladium sources are widely used in organic synthesis, but examples of direct use in polymerization reactions have not been reported yet

Method used

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  • Application of palladium source catalyst in alkyne polymerization
  • Application of palladium source catalyst in alkyne polymerization
  • Application of palladium source catalyst in alkyne polymerization

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] 1) Add 2 mmol of disubstituted alkyne monomer to an eggplant-shaped bottle, add 3 mL of 1,1,2,2-tetrachloroethane solution, stir with a magnetic stirrer until dissolved, add 0.02 mmol to dissolve in 1,1 , 2,2-tetrachloroethane on palladium carbon, stirred and reacted in an oil bath at 60°C for 2h;

[0051] (2) After the reaction is over, take the eggplant bottle out of the oil bath, cool to room temperature, drop the resulting reaction solution dropwise into the petroleum ether solution for sedimentation, terminate the reaction, precipitate solid matter, filter it with petroleum ether Wash three times, vacuum-dry the resulting solid at 40°C to constant weight to obtain a polymer product, weigh the polymer product and obtain a yield of 78% from the above activity formula, and an activity of 5.9 kg·mol Pd -1 h -1 .

[0052] The polymer product prepared in this embodiment is tested as follows:

[0053] (1) GPC detection

[0054] The GPC detection result of the polymer...

Embodiment 2

[0056] (1) catalyzer changes palladium acetate into, all the other are with embodiment 1 step (1);

[0057] (2) With embodiment 1 step (2).

[0058] The polymer product prepared in this embodiment is tested as follows:

[0059] (1) GPC detection

[0060] The GPC detection result of the polymerization product prepared in this embodiment is shown in figure 2 ,Depend on figure 2 Integral at middle retention time 17.3min shows that the number average molecular weight M of the polymerization product n =21000, molecular weight distribution M w / M n = 1.93.

Embodiment 3

[0062] (1) catalyzer changes palladium chloride into, all the other are with embodiment 1 step (1);

[0063] (2) With embodiment 1 step (2).

[0064] The polymer product prepared in this embodiment is tested as follows:

[0065] (1) GPC detection

[0066] The GPC detection result of the polymerization product prepared in this embodiment is shown in image 3 ,Depend on image 3 Integral at middle retention time 15.4min shows that the number average molecular weight M of the polymerization product n =20000, molecular weight distribution M w / M n = 1.94.

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Abstract

The invention relates to an application of a palladium source catalyst in catalyzing alkyne polymerization, and belongs to the field of alkyne polymerization. The application is the application of thepalladium source catalyst in catalysis of a polymerization reaction for alkyne polymerization as a catalyst, and catalysis of disubstituted alkyne polymerization as a catalyst. The catalyst is different from known palladium catalysts, the palladium source can be directly purchased, polymerization of disubstituted alkyne can be catalyzed without coordination with various ligands, in the polymerization process, no cocatalyst such as silver trifluoromethanesulfonate (AgOTf) and sodium tetrakis(3,5-bis(trifluoromethyl)phenyl) borate (NaBAF) needs to be added, a polymer with high molecular weightcan be obtained, and cis-selective poly(1-chloro-2-phenylacetylene) (PCPAs) with high molecular weight and narrow molecular weight distribution is obtained. The method solves the problems of complex synthesis of a disubstituted alkyne polymerization catalyst, participation of the cocatalyst in the polymerization process, high cost and the like, is simpler, more economical and more efficient, and provides a new idea for polymerization of disubstituted alkyne.

Description

technical field [0001] The invention relates to the application of a palladium source catalyst in the polymerization of disubstituted alkynes and functional alkynes, belonging to the technical field of alkyne polymerization. Background technique [0002] Poly(di-substituted acetylenes), referred to as PDSAs, have attracted increasing attention due to their higher stability, selective gas permeability, and efficient luminescent properties than poly-monosubstituted acetylenes. . Poly(1-chloro-2-phenylacetylene)s (PCPAs) have an electron-withdrawing chlorine atom on one side of the double bond in the polymer chain and a substituted phenyl group on the other side for their excellent liquid and gas permeability , has received extensive attention from academia and industry, maintains high stability in air even at high temperature, and has excellent luminescent properties, which have potential applications in many fields. For the polymerization of disubstituted alkynes, the polym...

Claims

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Application Information

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IPC IPC(8): C08F138/00C08F4/80C08F4/26
CPCC08F4/26C08F4/80C08F138/00
Inventor 李晓芳武晓林闫向前陈聚朋
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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