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Synthesis method of reproceesable thermosetting polymer

A technology of repeated processing and synthesis method, which is applied in the field of synthesis of thermosetting polymers, can solve problems such as pollution, poor resistance to organic solvents, corrosion of organic solvents, etc., and achieve the effects of simple synthesis process, improved mechanical properties, and good operability

Active Publication Date: 2020-01-10
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Thermoplastic polymers have excellent processability and solubility. When the heating temperature reaches the melting temperature, they have good fluidity and ductility, but they have poor tolerance to organic solvents and are easily corroded by organic solvents; while traditional Thermosetting polymers, although having high stability, mechanical strength, creep resistance and chemical stability, play an important role in aerospace, automotive, construction, electronics and other fields
However, compared with thermoplastic polymers, traditional thermosetting materials have an obvious disadvantage—molecules are cross-linked with each other through irreversible covalent bonds, resulting in insolubility and non-melting, which cannot meet the purpose of repeated processing and recycling (Chem .Sci.2016,7,30-38), so it will inevitably cause waste and pollution during production and use (Science 2011,334,965–968)

Method used

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  • Synthesis method of reproceesable thermosetting polymer

Examples

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Embodiment 1

[0037] Example 1. Synthesis of reproducible cross-linked styrene (representing the method for synthesizing thermosetting polymers from styrene and its derivative monomers).

[0038] Add 100 mmol of styrene, monomer A (glyceryl methacrylate-phenylboronate), 0.1 mmol of initiator, and 0.02 mmol of azobisisobutyronitrile into the Schlenk reaction flask. Add 10 mL of dimethyl sulfoxide as a solvent, then stir the reaction bottle in an oil bath at 110°C for 24 hours, then cool the reaction to room temperature, pour the reaction liquid into methanol to precipitate a polymer precipitate, and vacuum dry to constant weight , to obtain polymer 1. Its synthetic route is:

[0039]

[0040] Add 10 mmol of styrene, monomer B (propylene glycol vinyl phenyl borate), 0.01 mmol of RAFT initiator, and 0.002 mmol of azobisisobutyronitrile into the Schlenk reaction flask. Add 2mL of dimethyl sulfoxide as a solvent, then stir the reaction flask in an oil bath at 110°C for 24 hours, then cool t...

Embodiment 2

[0045] Example 2. Synthesis of reproducible cross-linked polymethyl methacrylate (representing a method for synthesizing thermosetting polymers from methacrylate monomers).

[0046] Add 100 mmol of methyl methacrylate, monomer A (glyceryl methacrylate-phenylboronate), 0.1 mmol of initiator, and 0.02 mmol of azobisisobutyronitrile into the Schlenk reaction flask. Add 10 mL of dimethyl sulfoxide as a solvent, then stir the reaction bottle in an oil bath at 65°C for 16 hours, then cool the reaction to room temperature, pour the reaction solution into methanol to precipitate a polymer, and dry it in vacuum to constant weight , to obtain polymer 4. Its synthetic route is:

[0047]

[0048] Add 10 mmol of methyl methacrylate, monomer B (propylene glycol vinyl phenyl borate), 0.01 mmol of RAFT initiator, and 0.002 mmol of azobisisobutyronitrile into the Schlenk reaction flask. Add 2 mL of dimethyl sulfoxide as a solvent, then stir the reaction bottle in an oil bath at 65°C for 1...

Embodiment 3

[0053] Example 3. Synthesis of reproducible cross-linked n-butyl acrylate (representing a method for synthesizing thermosetting polymers from acrylate monomers).

[0054] Add 100 mmol of n-butyl acrylate, monomer A (glyceryl methacrylate-phenylboronate), 0.1 mmol of initiator, and 0.02 mmol of azobisisobutyronitrile into the Schlenk reaction flask. Add 10mL of dimethyl sulfoxide as a solvent, then stir the reaction bottle in an oil bath at 65°C for 8 hours, then cool the reaction to room temperature and add 10mL of tetrahydrofuran, mix well and pour into petroleum ether to precipitate a polymer precipitate, Drying in vacuo to constant weight afforded polymer 7. Its synthetic route is:

[0055]

[0056] Add 10 mmol of n-butyl acrylate, monomer B (propylene glycol vinyl phenyl borate), 0.01 mmol of RAFT initiator, and 0.002 mmol of azobisisobutyronitrile into the Schlenk reaction flask. Add 2mL of dimethyl sulfoxide as a solvent, then stir the reaction bottle in an oil bath...

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Abstract

The invention belongs to the technical field of polymer synthesis, and in particular relates to a synthesis method of a reproceesable thermosetting polymer. The method adopts a macromolecular cross-linking agent and utilizes reversible cross-linking effect between macromolecular chains and macromolecular chains to synthesize a reproceesable cross-linked polymer. Specifically, the method includes two parts: synthesis of a functionalized copolymer and crosslinking and curing of the copolymer. The copolymer takes vinyl monomers such as (meth) acrylic acid (ester), acrylamide, styrene and derivatives thereof as main components and vinyl monomers having crosslinkable functional groups as secondary components; cross-linking and curing are realized through dynamic chemical bonds formed between functional groups. Compared with thermoplastic materials with similar chemical compositions, the material synthesized by the invention has better mechanical strength, solvent resistance, creep resistance, aging resistance and the like.

Description

technical field [0001] The invention belongs to the technical field of polymer synthesis, and in particular relates to a method for synthesizing a repeatable thermosetting polymer. Background technique [0002] Generally, polymer materials can be divided into two categories, thermoplastic polymers and thermosetting polymers. Thermoplastic polymers have excellent processability and solubility. When the heating temperature reaches the melting temperature, they have good fluidity and ductility, but they have poor resistance to organic solvents and are easily corroded by organic solvents; while traditional Thermosetting polymers, despite their high stability, mechanical strength, creep resistance, and chemical stability, play an important role in aerospace, automotive, construction, electronics, and other fields. However, compared with thermoplastic polymers, traditional thermosetting materials have an obvious disadvantage—molecules are cross-linked through irreversible covalen...

Claims

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Application Information

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IPC IPC(8): C08G81/02C08F212/08C08F230/06C08F220/14C08F220/18C08F220/54C08L87/00
CPCC08G81/021C08F212/08C08F220/14C08F220/18C08F220/54C08L87/005C08F230/06
Inventor 陈茂王宗涛
Owner FUDAN UNIV
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