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A kind of binary rosin-based benzocyclobutene monomer and its preparation method and application

A benzocyclobutene and rosin-based technology is applied in the field of binary rosin-based benzocyclobutene monomer and its preparation, which can solve the problems of pollution, sustainable utilization limitation and the like, and achieve significant improvement and reduction of petrochemical resources. Mild effects of use and reaction conditions

Active Publication Date: 2022-02-15
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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 binary rosin-based benzocyclobutene monomer and its preparation method and application
  • A kind of binary rosin-based benzocyclobutene monomer and its preparation method and application
  • A kind of binary rosin-based benzocyclobutene monomer and its preparation method and application

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preparation example Construction

[0051] A preparation method of a binary abietyl benzocyclobutene monomer, using dehydroabietic acid as a raw material, sequentially undergoing bromination, Suzuki coupling, acid chloride and amide reaction to prepare a binary abietyl benzocyclobutene Alkene monomer, the reaction process is:

[0052]

[0053] A kind of preparation method of binary abietyl benzocyclobutene monomer, comprises the following steps:

[0054] (1) react dehydroabietic acid and N-bromosuccinimide at room temperature to generate bromodehydroabietic acid;

[0055] (2) Under the protection of an inert atmosphere, under the action of a base and a catalyst, react bromodehydroabietic acid and 4-boronic acid benzocyclobutene at 50-80°C to generate benzocyclobutene Hydroabietic acid;

[0056] (3) reacting benzocyclobutene dehydroabietic acid and thionyl chloride thionyl chloride at 25~45°C to generate benzocyclobutene dehydroabietic acid chloride;

[0057] (4) reacting benzocyclobutene dehydroabietic aci...

Embodiment 1

[0062] A kind of binary abietyl benzocyclobutene monomer, its molecular structural formula is:

[0063]

[0064] A kind of preparation method of binary abietyl benzocyclobutene monomer, comprises the following steps:

[0065] (1) Add 5.00 g of starting materials dehydroabietic acid, 5.54 g of NBS, and 337 mL of anhydrous acetonitrile into a round-bottomed flask, react in the dark at 25°C for 24 hours, filter with suction, dissolve the solid in ethyl acetate, add H 2 O was extracted, and the aqueous phase was washed with ethyl acetate (50mL×2), and the combined organic phases were washed with H 2 The organic phase was washed with O (50 mL×2); after that, it was washed with anhydrous Na 2 SO 4 Dry the organic phase, filter, and rotary evaporate to obtain a white solid: 12-bromodehydroabietic acid;

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

[006...

Embodiment 2

[0077] A kind of binary abietyl benzocyclobutene monomer, its molecular structural formula is:

[0078]

[0079] A kind of preparation method of binary abietyl benzocyclobutene monomer, comprises the following steps:

[0080] (1) Add 5.00 g of starting materials dehydroabietic acid, 2.96 g of NBS, and 300 mL of anhydrous acetonitrile into a round-bottomed flask, react at 25°C in the dark for 12 hours, filter with suction, dissolve the solid in ethyl acetate, add H 2 O was extracted, and the aqueous phase was washed with ethyl acetate (50mL×2), and the combined organic phases were washed with H 2 The organic phase was washed with O (50 mL×2); after that, it was washed with anhydrous Na 2 SO 4 Dry the organic phase, filter, and rotary evaporate to obtain a white solid: 12-bromodehydroabietic acid. The product structure of this step is characterized by: 1 H NMR (400MHz, DMSO) δ12.20(s, 1H), 7.36(s, 1H), 7.00(s, 1H); in the examples, 50mL×2 means washing twice, and the amoun...

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Abstract

The invention discloses a binary rosin-based benzocyclobutene monomer and its preparation method and application. Using dehydroabietic acid as a raw material, it undergoes bromination, Suzuki coupling, acyl chloride and amide reaction in sequence to prepare the dihydroabietic acid. A primary abietyl benzocyclobutene monomer, and the binary abietyl benzocyclobutene monomer is cured at elevated temperature to obtain a binary abietyl benzocyclobutene polymer. A kind of binary abietyl benzocyclobutene monomer of the present invention and its preparation method and application, use natural product dehydroabietic acid as raw material to prepare binary abietyl benzocyclobutene monomer through four-step reaction, The preparation method is simple and the reaction conditions are mild; at the same time, the polymer is prepared from the binary abietyl benzocyclobutene monomer, and the prepared polymer is greatly improved in terms of dielectric constant, thermal stability and hydrophobicity. significantly.

Description

technical field [0001] The invention relates to a binary rosin-based benzocyclobutene monomer and its preparation method and application, belonging 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 and other properties. Based on these excellent properties, BCB resin has been widely used in electronics, microelectronics industry and other fields. With the development of ultra-large-scale integrated circuits and multi-chip components, the requirements for interlayer dielectric materials are getting higher and higher. Materials must not only have excellent dielectric properties, but also have excellent thermal stability, water resistance, etc. . A single BCB resin material can no longer mee...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C231/02C07C233/58C07C51/363C07C61/40C07C51/353C07C51/60C07C61/39
CPCC07C233/58C08G61/02C08G2261/11C08G2261/1432C08G2261/228C08G2261/314C08G2261/354C07C2603/26C07C2602/22
Inventor 沈明贵付飞王丹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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