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A kind of siloxane binary abietyl benzocyclobutene monomer and its preparation method and application

A technology of benzocyclobutene and siloxane 2 is applied in the field of siloxane dibasic rosin-based benzocyclobutene monomer and its preparation, which can solve the problems of pollution, sustainable utilization limitation and the like, and reduce the use of , Improve the use value, the effect of mild reaction conditions

Active Publication Date: 2022-06-07
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the performance of the material has been improved, a large amount of magnesium metal needs to be used in the preparation process for grid reaction, which will cause pollution, and the raw materials used are petroleum-based resources, which will have certain restrictions on sustainable utilization.

Method used

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  • A kind of siloxane binary abietyl benzocyclobutene monomer and its preparation method and application
  • A kind of siloxane binary abietyl benzocyclobutene monomer and its preparation method and application
  • A kind of siloxane binary abietyl benzocyclobutene monomer and its preparation method and application

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Experimental program
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preparation example Construction

[0053] A preparation method of siloxane dibasic rosin-based benzocyclobutene monomer, comprising the following steps:

[0054] 1) with dehydroabietic acid and N-bromosuccinimide (NBS), react at room temperature to generate brominated dehydroabietic acid;

[0055] 2) Under the protection of inert atmosphere, under the action of alkali and catalyst, brominated dehydroabietic acid and 4-boronic acid-based benzocyclobutene are reacted at 50~80 ℃ to generate benzocyclobutene dehydrogenation abietic acid;

[0056] 3) benzocyclobutene dehydroabietic acid and reducing agent are reacted at 0~25 ℃ to generate benzocyclobutene dehydroabietic alcohol;

[0057] 4) Reacting benzocyclobutene with dehydroabietyl alcohol and silane at 0-45° C. to generate a siloxane dibasic rosin-based benzocyclobutene monomer.

[0058] An application of a siloxane dibasic rosin-based benzocyclobutene monomer in preparing a polymer, the application method is:

[0059] The siloxane binary rosin-based benzocy...

Embodiment 1

[0062] A siloxane dibasic rosin-based benzocyclobutene monomer, its molecular structural formula is:

[0063]

[0064] A preparation method of a binary rosin-based benzocyclobutene monomer, comprising the following steps:

[0065] 1) The starting materials of dehydroabietic acid 5.00g, NBS 5.54g, and 337mL of anhydrous acetonitrile were added to a round-bottomed flask, and the reaction was performed at 25°C in the dark for 24h, suction filtration, and ethyl acetate to dissolve the solid, and H 2 O extraction, the aqueous phase was washed with ethyl acetate (50 mL×2), the organic phases were combined and washed with H 2 O wash the organic phase (50 mL×2); then use anhydrous Na 2 SO 4 The organic phase was dried, filtered, and rotary-evaporated to obtain a white solid: 12-brominated dehydroabietic acid;

[0066] like figure 1 As shown, the 12-bromodehydroabietic acid structure is characterized: 1 H NMR (400MHz, DMSO) δ12.20(s, 1H), 7.36(s, 1H), 7.00(s, 1H);

[0067] lik...

Embodiment 2

[0078] A siloxane dibasic rosin-based benzocyclobutene monomer, its molecular structural formula is:

[0079]

[0080] A preparation method of siloxane dibasic rosin-based benzocyclobutene monomer, comprising the following steps:

[0081] 1) The starting materials of dehydroabietic acid 5.00g, NBS 2.96g, and 300mL anhydrous acetonitrile were added to a round-bottomed flask, and the reaction was performed at 25°C in the dark for 12h, suction filtration, ethyl acetate to dissolve the solid, and H 2 O extraction, the aqueous phase was washed with ethyl acetate (50 mL×2), the organic phases were combined and washed with H 2 O wash the organic phase (50 mL×2); then use anhydrous Na 2 SO 4 The organic phase was dried, filtered and rotary evaporated to obtain a white solid substance: 12-bromodehydroabietic acid.

[0082] 2) the first step reaction product 0.419g, 4-boronic acid based benzocyclobutene 0.327g are dissolved in 10mL dioxane, and join in the there-necked flask and t...

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Abstract

The invention discloses a siloxane binary abietyl benzocyclobutene monomer and its preparation method and application. It uses dehydroabietic acid as a raw material and undergoes bromination, Suzuki coupling, reduction and alcoholysis reactions in sequence. A new type of monomer is prepared, and the monomer is cured at elevated temperature to obtain a benzocyclobutene polymer. A siloxane binary abietyl benzocyclobutene monomer of the present invention and its preparation method and application, using the natural product dehydroabietic acid as a raw material to prepare the target monomer through a four-step reaction, the preparation method is simple, The reaction conditions are mild; at the same time, the polymer is prepared from the siloxane binary abietyl benzocyclobutene monomer, and the dielectric constant, thermal stability and hydrophobicity of the prepared polymer are significantly improved.

Description

technical field [0001] The invention relates to a siloxane binary rosin-based benzocyclobutene monomer, a preparation method and application thereof, and belongs to the technical field of natural resource modification. Background technique [0002] As a new type of active resin, benzocyclobutene (BCB) resin can form both thermoplastic resin and thermosetting resin, and its resin has excellent thermal stability, molding processability, low dielectric constant and low thermal expansion coefficients, etc. Based on these excellent properties, BCB resins have been widely used in electronics, microelectronics industries and other fields. As chip feature sizes decrease, chip interconnect density and packaging densities are getting higher and higher, which requires high performance dielectric materials with lower dielectric constants to minimize the time and cost of shrinking chip size. Signal delays and increased power consumption. The performance of a single BCB resin material ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18C08G77/04C08G77/06
CPCY02P20/10
Inventor 沈明贵付飞王丹刘鹤张海波商士斌宋湛谦宋杰
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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