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Alkynyl-containing conjugated polymers and synthetic method thereof

A technology of conjugated polymers and synthetic methods, applied in the field of alkyne-containing conjugated polymers and their synthesis, can solve the problems of low reaction yield, low monomer conversion rate, wide product molecular weight distribution, etc., and achieve solubility Good results

Inactive Publication Date: 2009-11-25
BEIJING UNIV OF CHEM TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Its problem is that the reaction yield is low, that is, the monomer conversion rate is not high, especially at room temperature, the monomer conversion rate is only about 20%, and the molecular weight distribution of the product is wide, the polymerization reaction is not easy to control, and the solubility of the product polymer is relatively low. Difference

Method used

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  • Alkynyl-containing conjugated polymers and synthetic method thereof
  • Alkynyl-containing conjugated polymers and synthetic method thereof
  • Alkynyl-containing conjugated polymers and synthetic method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0023] Add 1ml of monomeric methyl propiolate into the two horn tubes with a 1ml syringe, then put the two horn tubes into the atmosphere at -20°C, and add 139.5 mg of initiator sodium hydride (the ratio of the amount of the monomer to the initiator substance 2:1), reacted for 24 hours to obtain a black solid; washed the black solid with dilute hydrochloric acid with a mass concentration of 25% for 0.5 hours, separated to obtain a solid product, and dried it in a vacuum oven at 50°C to obtain a conjugated compound containing an alkyne group polymer. The conversion rate of monomer was 44.3%.

Embodiment 2

[0025] Add 1ml of monomeric methyl propiolate into the two horn tubes with a 1ml syringe, then put the two horn tubes into the atmosphere at -20°C, and add 2.8 mg of initiator sodium hydride (the ratio of the amount of the monomer to the initiator substance 100:1), reacted for 24 hours to obtain a black solid; the black solid was washed with dilute hydrochloric acid with a mass concentration of 25% for 0.5 hours, and the solid product was isolated, and dried in a vacuum oven at 50°C to obtain a conjugated alkyne group polymer. The conversion rate of monomer was 39.2%.

Embodiment 3

[0027] Add 1ml of monomeric methyl propiolate into two mouths of horn tubes with a 1ml syringe, then put the two mouths of horn tubes into an atmosphere of 30°C, and add 9.3 mg of initiator sodium hydride (the molar ratio of the monomer and the initiator substance is 30:1), reacted for 6 hours to obtain a black solid; washed the black solid with dilute hydrochloric acid with a mass concentration of 25% for 0.5 hours, separated to obtain a solid product, and dried it in a vacuum oven at 50°C to obtain things. The conversion rate of monomer was 78.3%.

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Abstract

The invention discloses alkynyl-containing conjugated polymers and a synthetic method thereof, and belongs to the field of macromolecular compound synthesis. The prior triple bond-containing conjugated polymers and synthesis have the problems of low conversion rate of a monomer, poor dissolution of products and the like. The polymers are shown as a general formula (I). The monomer and an initiator are added into a reactor in a molar ratio of 2-100:1, and reacts at a temperature of between 20 DEG C below zero and 70 DEG C for 1 to 24 hours; and the products are dissolved by hydrochloric acid, separated, and dried in vacuum to obtain the alkynyl-containing conjugated polymers, wherein the monomer is methyl acetylenecarboxylate, ethyl acetylenecarboxylate or butyl acetylenecarboxylate; and the initiator is solid sodium hydride, potassium hydride, sodium methoxide, sodium alcoholate or organolithium. The alkynyl-containing conjugated polymers and the method have the advantages of wide reaction temperature range, high conversion rate of the monomer and the like. In the formula, R is -CH3, -CH2CH3, or -CH2CH2CH2CH3, and n is between 10 and 500.

Description

technical field [0001] The invention belongs to the field of polymer compound synthesis, and in particular relates to an alkyne group-containing conjugated polymer and a synthesis method thereof. Background technique [0002] Polymer compounds containing conjugated double bonds or triple bonds can be used as conductive polymer materials, nonlinear optical materials and wave-absorbing materials, etc., which is an important research direction in the field of polymer synthesis. [0003] Alkynes or alkyne derivatives are the main monomers for the synthesis of conjugated polymers, and their polymerization methods include coordination polymerization, metathesis polymerization, and anion polymerization. [0004] At present, the synthesis of conjugated polymers containing triple bonds mainly adopts the coupling method (mainly the method of Glaser-Hay oxidative coupling), and the synthetic conjugated main chain contains carbazole, alkoxybenzene and other groups containing triple bond...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12
Inventor 韩丙勇顾伟鲁建民杨万泰
Owner BEIJING UNIV OF CHEM TECH
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