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Methylphenyl silicon aryl ether aryne resin and composite material and preparation method thereof

A technology of methylphenyl silyl aryl ether and methyl phenyl dichlorosilane, which is applied in the field of preparation of aryne resin containing methyl phenyl silyl aryl ether and its composite materials, can solve the problem of narrow processing window and achieve Effect of high flexural modulus, high shear strength, and high flexural strength

Active Publication Date: 2019-06-07
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The invention overcomes the defects in the prior art that the processing window of the dimethylsilyl aryl ether aryne resin is relatively narrow and the mechanical properties need to be further improved, and provides a methylphenyl silicon aryl ether aryne resin and its composite Materials, Preparation Methods

Method used

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  • Methylphenyl silicon aryl ether aryne resin and composite material and preparation method thereof
  • Methylphenyl silicon aryl ether aryne resin and composite material and preparation method thereof
  • Methylphenyl silicon aryl ether aryne resin and composite material and preparation method thereof

Examples

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Effect test

Embodiment 1

[0061] Synthesis of PSEA-P2-1 Containing Methylphenyl Silicon Aryl Ether Aryne Resin with Diphenyl Ether Structure (The Number of Resin Repeating Units is 2)

[0062] 1) Under a nitrogen atmosphere, add 5.18g (0.216mol) of magnesium powder and 60mL of tetrahydrofuran (dehydrated before use) into a 1000mL four-neck flask equipped with mechanical stirring, constant pressure funnel, thermometer and condenser, and constant Slowly add a mixed solution of 19.60g (0.180mol) ethyl bromide (dehydrated before use) and 10mL tetrahydrofuran (dehydrated before use) into the funnel dropwise, and the dropwise addition is completed in about 10 minutes. Insulation reaction for 1.5 to 3.0 hours to obtain gray-black ethyl Grignard reagent;

[0063] 2) Use an ice-water bath to cool the reaction solution below room temperature, and then slowly add dropwise a mixture of 27.90 g (0.090 mol) of 1,4-bis(4′-ethynylphenoxy)benzene and 174 mL of tetrahydrofuran (in the mixed solution, aromatic The conce...

Embodiment 2

[0074] Synthesis of PSEA-P3 Arynine Resin Containing Methylphenyl Silicon Aryl Ether with Triphenyl Ether Structure (Resin Repeating Unit Number is 2)

[0075] 1) Under a nitrogen atmosphere, add 5.18g (0.216mol) of magnesium powder and 60mL of tetrahydrofuran into a 1000mL four-necked flask equipped with mechanical stirring, a constant pressure funnel, a thermometer and a condenser, and slowly add 19.60g ( A mixed solution of 0.180mol) bromoethane and 10mL tetrahydrofuran was added dropwise in about 10 minutes. After the dropwise addition was completed, it was incubated at 40°C for 1.5-3.0 hours to obtain a gray-black ethyl Grignard reagent;

[0076] 2) Use an ice-water bath to cool the reaction solution below room temperature, and then slowly add dropwise a mixture of 36.22g (0.090mol) of 4,4'-bis(4"-ethynylphenoxy)diphenyl ether and 226mL of tetrahydrofuran (mixed solution In the process, the concentration of the aryl ether aryne monomer is 160g / L), and after the dropwise a...

Embodiment 3

[0086] Synthesis of PSEA-P2-2 Aryne Resin Containing Methylphenyl Silicon Aryl Ether with Diphenyl Ether Structure (resin repeating unit number is 1)

[0087] 1) Under a nitrogen atmosphere, add 5.18g (0.216mol) of magnesium powder and 60mL of tetrahydrofuran into a 1000mL four-necked flask equipped with mechanical stirring, a constant pressure funnel, a thermometer and a condenser, and slowly add 19.60g ( A mixed solution of 0.180mol) bromoethane and 10mL tetrahydrofuran was added dropwise in about 10 minutes. After the dropwise addition was completed, it was incubated at 40°C for 1.5-3.0 hours to obtain a gray-black ethyl Grignard reagent;

[0088] 2) Use an ice-water bath to cool the reaction solution below room temperature, and then slowly add dropwise a mixture of 27.90 g (0.090 mol) of 1,4-bis(4′-ethynylphenoxy)benzene and 174 mL of tetrahydrofuran (in the mixed solution, aromatic The concentration of the ether aryne monomer is 160g / L), after the dropwise addition is com...

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Abstract

The invention discloses methylphenyl silicon aryl ether aryne resin and a composite material and preparation method thereof. The resin has a structural formula defined in the description, wherein m =0-4, n = 1-6, and m and n are integers. The methylphenylsilyl silicon aryl ether aryne resin is yellow solid, has stability and easy storage at normal temperature, and polymerized crosslinking curingcan be performed at 180-260 DEG C; a wide processing range is achieved, the cured product of the resin has excellent processability, mechanical properties and heat resistance, and the cast body curedproduct of the resin has excellent mechanical properties; and the composite material prepared from the resin has high bending strength, high flexural modulus and high shear strength, for example, thebending strength of the carbon fiber-reinforced composite material can reach 766.1 MPa, and a wide application prospect is achieved in aerospace and other high-tech fields.

Description

technical field [0001] The invention relates to an aryne resin containing methylphenyl silicon aryl ether, a composite material and a preparation method thereof. Background technique [0002] Silicon-containing aryne (PSA) resin refers to the aryl polyyne resin containing silicon in the main chain. It is an organic-inorganic hybrid resin that can be used as a thermosetting resin with excellent heat resistance, ablation resistance and dielectric properties. However, the rigidity of the molecular chain of the silicon-containing aryne resin is too large after curing, and the mechanical strength is not high, which limits its application in the aerospace field. [0003] Since 2002, East China University of Science and Technology has carried out research on the synthesis, characterization and application of silicon-containing aryne resins, and invented a series of silicon-containing aryne resins with excellent performance. For example, Huigao Chen et al. (High Performance Polymer...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/60C08L83/16C08K7/06C08K7/10C08J5/24
Inventor 黄发荣唐均坤袁荞龙牛奇李传骆佳伟刘晓天
Owner EAST CHINA UNIV OF SCI & TECH
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