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Preparation method of degradable poly-alpha-olefin material with controllable olefin insertion rate

A technology of insertion rate and olefin, applied in the field of polyolefin materials, to achieve the effects of safety and environmental protection in the production process, mild reaction conditions, and high reaction conversion rate

Active Publication Date: 2021-01-05
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, although people have used cyclic ketene acetal and ethylene to synthesize degradable polyethylene through free radical copolymerization, for α-olefins, the existence of chain transfer reactions makes it impossible to generate high molecular weight polymers through free radical polymerization. At present, the molecular weight of the product after the copolymerization of cyclic ketene acetal and olefin reported in the prior art is usually not more than 1000, and cyclic ketene acetal often undergoes cationic polymerization without ring-opening polymerization in the presence of a transition metal catalyst

Method used

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  • Preparation method of degradable poly-alpha-olefin material with controllable olefin insertion rate
  • Preparation method of degradable poly-alpha-olefin material with controllable olefin insertion rate
  • Preparation method of degradable poly-alpha-olefin material with controllable olefin insertion rate

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preparation example Construction

[0025] The invention provides a method for preparing degradable polyalphaolefins with mild reaction conditions and adjustable olefin insertion rate, comprising the following steps:

[0026] Under the irradiation of visible light, cyclic ketene acetal, α-diimine palladium catalyst, nucleophile and α-olefin are dissolved in a solvent for reaction to obtain a degradable poly α-olefin material.

[0027] In the preparation method of the present disclosure, firstly, the cycloalkene acetal, the α-diimine palladium catalyst, and the nucleophile are dissolved in a solvent to obtain a mixed solution.

[0028] In this disclosure, the term "cycloketene acetal" refers to a class of cyclic compounds containing an exocyclic methylene group connected to two oxygen atoms in the structure, and the number of carbon atoms can range from 6 to 12 Inside. Examples of the cycloalkene acetal may be selected from 2-methylene-1,3-dioxane, 2-methylene-1,3-dioxetane, 4,7-dioxane Methyl-2-methylene-1,3-d...

Embodiment 1

[0057] 1.0g 2-methylene-1,3-dioxetane, 0.5g chloroform, 0.005g N,N'-bis(2,6-isopropylphenyl)butyl-2,3 - Diimine-coordinated methylpalladium chloride and 0.005g bis-(triphenylphosphoryl)ammonium chloride were mixed evenly, placed in a 5mL sealed tube, 0.25g of 1-octene was added, and after stirring The mixture was irradiated under 450nm blue light (40W) and reacted for 24 hours.

[0058] Dissolve the crude polymerization mixture in 5 mL of chloroform, add dropwise to 50 mL of methanol to precipitate, then centrifuge to remove methanol, redissolve the resulting precipitate in chloroform, add dropwise to excess methanol, remove methanol and dry under vacuum . The degradable polyalpha-olefin 1 can be obtained.

Embodiment 2

[0060] The experiment was carried out in a method similar to that of Example 1, except that 0.5 g of 1-octene was added to obtain degradable polyα-olefin 2 .

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Abstract

The invention provides a preparation method of a degradable poly-alpha-olefin material with controllable olefin insertion rate, which comprises the following step: reacting cycloenone acetal, an alpha-diimine palladium catalyst, a nucleophilic reagent and alpha olefin under the irradiation of visible light to obtain the degradable poly-alpha-olefin material. According to the application, the cycloenone acetal and the alpha olefin are copolymerized by combining free radical ring-opening polymerization of the cycloenone acetal and coordination polymerization of the alpha olefin, and degradable units (ester bonds) are introduced into all copolymer carbon skeletons. The preparation method is mild in reaction condition, heating is not needed, and the olefin insertion rate can be adjusted in a wide range with the mass ratio of 23-71%. By means of the preparation method, the production cost can be effectively reduced, and environmental pollution caused by polyolefin is avoided.

Description

technical field [0001] The invention belongs to the technical field of polyolefin materials, and in particular relates to a preparation method of a degradable polyalpha-olefin material with controllable olefin insertion rate and the degradable polyalpha-olefin material with controllable olefin insertion rate obtained by the preparation method. Background technique [0002] Cycloketene acetal (CKA) monomers can generate polymers with the same repeating units as polylactones after free radical ring-opening polymerization, and the ester units can be degraded under the action of enzymes or alkalis. Copolymerization of this monomer with other monomers is an important method for preparing degradable polymers. However, although people have used cyclic ketene acetal and ethylene to synthesize degradable polyethylene through free radical copolymerization, for α-olefins, the existence of chain transfer reactions makes it impossible to generate high molecular weight polymers through fr...

Claims

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Application Information

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IPC IPC(8): C08G63/00C08G63/78C08G63/82
CPCC08G63/005C08G63/78C08G63/826
Inventor 尤业字谢伟祥
Owner UNIV OF SCI & TECH OF CHINA
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