Method for preparing poly-vinyl ether compound through organic-base catalysis

A catalytic preparation and organic base technology, applied in the field of organic synthesis, can solve problems such as slow progress, and achieve the effects of convenient storage and use, good thermal stability, and low price

Active Publication Date: 2019-07-16
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the progress of alkyne-hydroxyl alkoxypolymerization in the fields of organic chemistry and polymers has been slow

Method used

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  • Method for preparing poly-vinyl ether compound through organic-base catalysis
  • Method for preparing poly-vinyl ether compound through organic-base catalysis
  • Method for preparing poly-vinyl ether compound through organic-base catalysis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] A polyalkenyl ether compound P1 in this embodiment is prepared by click alkoxylation polymerization of a di-alkyne compound and a di-hydroxy compound, and the reaction equation is as formula (1):

[0036]

[0037] 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 1,8-octanediol, which can be purchased from the market In this example, it was purchased from Aladdin Company; the catalyst DABCO can be purchased from the market, and in this example and the examples described below, it was purchased from TCI (Shanghai) Chemical Industry Development Co., Ltd.

[0038] The preparation steps of described polyalkene ether compounds are as follows:

[0039] Add 44.4 mg (0.2 mmol) of monomer M1, 29.2 mg (0.2 mmol) of monomer M2 and 0.4 mL of tetrahydrofuran into a 10 mL polymerization tube. After the monomers are completely dissolved, the temperatu...

Embodiment 2

[0042] A polyalkenyl ether compound P2 in this example is prepared by click alkoxylation polymerization of a di-alkyne compound and a di-hydroxy compound, and the reaction formula is as follows (2):

[0043]

[0044] Wherein, the synthesis method of the monomer M1 is the same as that of Example 1; M3 is 1,12-dodecanediol, which can be purchased from the market, and in this example is purchased from Aladdin Company.

[0045] The preparation steps of described polyalkene ether compounds are as follows:

[0046] Add 44.4 mg (0.2 mmol) of monomer M1, 40.5 mg (0.2 mmol) of monomer M3 and 0.4 mL of tetrahydrofuran into a 10 mL polymerization tube. After the monomers are completely dissolved, the temperature is raised to 25°C. 2.24mg (0.02mmol) DABCO was dissolved in 0.1mL tetrahydrofuran. After the system was kept at constant temperature, the DABCO solution was added to the above monomer solution and reacted for 1 hour. After the reaction was finished, the reaction solution was ...

Embodiment 3

[0049] A polyalkenyl ether compound P3 in this embodiment is prepared by click alkoxylation polymerization of a di-alkyne compound and a di-hydroxy compound, and the reaction formula is as formula (3):

[0050]

[0051] Wherein, the synthesis method of monomer M1 is the same as in Example 1; M4 is dibromoneopentyl glycol, which can be purchased from the market, and in this example, it is purchased from Aladdin Company.

[0052] The preparation steps of described polyalkene ether compounds are as follows:

[0053] Add 44.4 mg (0.2 mmol) of monomer M1, 52.4 mg (0.2 mmol) of monomer M4 and 0.4 mL of tetrahydrofuran into a 10 mL polymerization tube. After the monomers are completely dissolved, the temperature is raised to 25°C. 2.24mg (0.02mmol) DABCO was dissolved in 0.1mL tetrahydrofuran. After the system was kept at constant temperature, the DABCO solution was added to the above monomer solution and reacted for 1 hour. After the reaction, the reaction solution was diluted w...

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Abstract

The invention belongs to the technical field of organic synthesis and discloses a method for preparing a poly-vinyl ether compound through organic-base catalysis. The method comprises the steps of subjecting a binary alkynyl compound with a structure represented by a formula (II) shown in the description and a binary hydroxyl compound with a structure represented by a formula (III) shown in the description to a click polymerization reaction in the presence of an organic base catalyst and an organic solvent under atmospheric conditions, subjecting a polymerizate to purifying and drying, therebyobtaining the poly-vinyl ether compound with a structure represented by a formula (I) shown in the description, wherein in the formula, n is an integer of 2 to 300, and R1 and R2 are the same or different organic linking groups. According to the method disclosed by the invention, the reaction conditions are mild, the efficiency is high, the yield of the polymerizate is high, and the molecular weight of the product is high. The prepared poly-vinyl ether compound has good solubility, thermal stability and film forming property.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a method for preparing polyalkene ether compounds by organic base catalysis. Background technique [0002] The development of new polymerization reactions is of great importance to polymer materials science. Alkyne monomers are one of the chemical raw materials that are easy to obtain or synthesize. The use of alkyne monomers to construct functional polymer materials has important academic and technical significance. The reaction based on alkyne monomers has now become a new topic in the field of chemistry. Research hotspots. In 2001, the Nobel Prize winner in chemistry and American chemist Sharpless proposed the concept of "click chemistry" (Angew.Chem.Int.Ed., 2001, 40(11), 2004-2021), which further promoted the click chemistry based on Development of reactions of alkyne monomers. Because "click chemistry" has the advantages of high efficiency, good ste...

Claims

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Application Information

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IPC IPC(8): C08G65/00
CPCC08G65/002
Inventor 唐本忠佀涵秦安军胡蓉蓉赵祖金
Owner SOUTH CHINA UNIV OF TECH
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