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Light/heat double crosslinked hyperbranched polycarbosilane benzocyclobutene resin and preparation method thereof

A technology of benzocyclobutene and bromobenzocyclobutene, which is applied in the field of hyperbranched polycarbosilane benzocyclobutene resin and its preparation, can solve the problem that the material performance has a large influence on the preparation process, the preparation process is cumbersome and limited. Wide application and other issues, to achieve the effects of simple preparation, good thermal stability, and easy operation

Active Publication Date: 2017-07-18
SOUTHWEAT UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Benzocyclobutene resin has excellent properties such as heat resistance, dielectric, moisture absorption resistance, and film flatness. Various benzocyclobutene silicone polymers and their preparation methods have been reported in the literature, such as: US5882836, US5138081, ZL201110367893.X, ZL201110367900.6, etc. reported several polysiloxane-type benzocyclobutene silicone resins; literature [Journal of Polymer Science, Part A: Polymer Chemistry, 2011,49,381-391], [Polymer,2014,55,5680-5688], [Polymer,2015,66,58-66] reported a class of polycarbosilane benzocyclobutene resins, all of which showed excellent thermal, electrical and film-forming properties. However, the preparation process of the above materials is cumbersome, the yield is not high, and the material properties are greatly affected by the preparation process, which greatly limits their further wide application.

Method used

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  • Light/heat double crosslinked hyperbranched polycarbosilane benzocyclobutene resin and preparation method thereof
  • Light/heat double crosslinked hyperbranched polycarbosilane benzocyclobutene resin and preparation method thereof
  • Light/heat double crosslinked hyperbranched polycarbosilane benzocyclobutene resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] A kind of preparation method of hyperbranched polycarbosilane benzocyclobutene resin which can be double-crosslinked by light / heat, the steps are:

[0040] Using magnesium (Mg) as a catalyst and tetrahydrofuran (THF) as a solvent, chloromethyltrichlorosilane (Cl 3 SiCH 2 Cl), 4-bromobenzocyclobutene (4-BrBCB), p-bromostyrene (C 8 H 7 Br), bromooctane (C 8 H 17 Br) preparation, feed intake by chloromethyltrichlorosilane: monomer I: monomer II: monomer III: magnesium (Mg) molar ratio 1:3:3:2:1.5;

[0041] Magnesium chips (Mg) (0.36 g, 15 mmol) and catalytic amount of iodine were added to a dry flask equipped with a magnetic stirring bar, a constant-pressure dropping funnel, and a reflux condenser, sealed, evacuated, and filled with nitrogen to remove oxygen in the system. , repeated three times. Under nitrogen protection, add chloromethyltrichlorosilane (Cl 3 SiCH 2 Cl) (1.84g, 10mmol) in tetrahydrofuran (THF) (37.5mL) solution, add a little dropwise to the flask ...

Embodiment 2

[0044] A preparation method of hyperbranched polycarbosilane benzocyclobutene resin capable of double-crosslinking with light / heat, the steps are as follows: using magnesium (Mg) as a catalyst, tetrahydrofuran (THF) as a solvent, and preparing chloromethyltrichlorosilane as a solvent. (Cl 3 SiCH 2 Cl), 4-bromobenzocyclobutene (4-BrBCB), p-bromostyrene (C 8 H 7 Br), bromooctane (C 8 H 17 Br) preparation, feeding according to chloromethyltrichlorosilane:monomer I:monomer II:monomer III:magnesium (Mg) molar ratio 1:4:3:2:1.5.

[0045] The preparation method is the same as in Example 1.

[0046] Basic features: white or light yellow viscous jelly; structural characterization results are the same as those in Example 1.

[0047] Example: 3:

[0048] A preparation method of hyperbranched polycarbosilane benzocyclobutene resin capable of double-crosslinking with light / heat, the steps are as follows: using magnesium (Mg) as a catalyst, tetrahydrofuran (THF) as a solvent, and pre...

Embodiment 4

[0052] A preparation method of hyperbranched polycarbosilane benzocyclobutene resin capable of double-crosslinking with light / heat, the steps are as follows: using magnesium (Mg) as a catalyst, tetrahydrofuran (THF) as a solvent, and preparing chloromethyltrichlorosilane as a solvent. (Cl 3 SiCH 2 Cl), 4-bromobenzocyclobutene (4-BrBCB), p-bromostyrene (C 8 H 7 Br), bromooctane (C 8 H 17 Br) preparation, feeding according to chloromethyltrichlorosilane:monomer I:monomer II:monomer III:magnesium (Mg) molar ratio 1:3:3:3:1.5.

[0053] The preparation method is the same as in Example 1.

[0054] Basic features: white or light yellow viscous jelly; structural characterization results are the same as those in Example 1.

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Abstract

The invention discloses light / heat double crosslinked hyperbranched polycarbosilane benzocyclobutene resin as shown in a formula (IV) and a preparation method thereof. The preparation method of the hyperbranched polycarbosilane benzocyclobutene resin comprises the following steps: generating a Grignard reagent from chloromethyltrichlorosilane under the action of magnesium; then performing a coupling reaction with Si-Cl to further form a hyperbranched Si-Cl bond-containing hyperbranched polycarbosilane polymer; adding 4-bromobenzocyclobutene to react; adding p-bromostyrene to react; then adding alkyl (alkenyl) halide to react; performing cooling; adding distilled water (deionized water) into the system for a quenching reaction; and performing solvent extraction, concentration, and purification steps such as distillation or column chromatography on silica gel to obtain the light / heat double crosslinked hyperbranched polycarbosilane benzocyclobutene resin. The light / heat double crosslinked hyperbranched polycarbosilane benzocyclobutene resin prepared by the method is excellent in thermal, electrical and photosensitive properties and is suitable for being used as a high performance dielectric film material or a packaging material in the field of microelectronics industry, space flight and aviation and national defense and the like. The formula (IV) is as shown in the specification.

Description

technical field [0001] The invention belongs to an organic polymer compound and preparation thereof, and relates to a hyperbranched polycarbosilane benzocyclobutene resin capable of double-crosslinking by light and heat and a preparation method thereof; The hyperbranched polycarbosilane benzocyclobutene resin has excellent thermal, electrical and photosensitive properties, and is suitable for use as a high-performance dielectric film material or packaging material in the fields of microelectronics, aerospace, and national defense. Background technique [0002] In the prior art, polycarbosilane (PCS for short) is an organosilicon polymer formed by elements such as Si, C, H, etc., the molecular chain is linear or branched structure, and has high temperature resistance (up to 400 ° C or more), It has excellent properties such as low dielectric (dielectric constant can be as low as 2.5) and moisture absorption resistance. Hyperbranched polycarbosilane is an important type of po...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/60C08L83/16
CPCC08G77/60C08L83/16C08L2201/08C08L2203/16
Inventor 李娴杨军校钟楠范立胡欢黄亚文
Owner SOUTHWEAT UNIV OF SCI & TECH
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