Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

A 12-position benzocyclobutene dehydroabietic acid (β-methacryloyloxyethyl) ester, its preparation method and application

A technology of methacryloyloxyethyl and hydroxyethyl methacrylate, which is applied in the preparation of carboxylic acid halide, the preparation of carboxylate, chemical instruments and methods, etc., can solve problems such as unsatisfactory performance and achieve improved Use value, strengthen reprocessing and utilization, reduce the effect of use

Active Publication Date: 2021-03-19
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

A single BCB resin material can no longer meet the requirements of these applications in terms of performance, so it is necessary to introduce other groups to improve the performance of BCB resin

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A 12-position benzocyclobutene dehydroabietic acid (β-methacryloyloxyethyl) ester, its preparation method and application
  • A 12-position benzocyclobutene dehydroabietic acid (β-methacryloyloxyethyl) ester, its preparation method and application
  • A 12-position benzocyclobutene dehydroabietic acid (β-methacryloyloxyethyl) ester, its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045]The monomer prepared in this embodiment is: 12-position benzocyclobutene dehydroabietic acid (β-methacryloyloxyethyl) ester, the structure is as follows:

[0046]

[0047] The preparation process is as follows:

[0048] 1) Add 5.00g of starting materials dehydroabietic acid, 5.54g of NBS, and 337mL of anhydrous acetonitrile into a round bottom flask, react at 25°C (room temperature) in the dark for 24h, 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 substance: 12-bromodehydroabietic acid, the purity is greater than 95%, and the yield is greater than 90%. The product structure of this step is characterized by: 1 H NMR (400MHz, DMSO) δ12.20(s, 1H)...

Embodiment 2

[0052] The monomer prepared in this embodiment is: 12-position benzocyclobutene dehydroabietic acid (β-methacryloyloxyethyl) ester, the structure is as follows:

[0053]

[0054] The preparation process is as follows:

[0055] 1) Add 5.00 g of starting materials dehydroabietic acid, 5.54 g of NBS, and 300 mL of anhydrous acetonitrile into a round-bottomed flask, react at 25°C in the dark 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 substance: 12-bromodehydroabietic acid, the purity is greater than 95%, and the yield is greater than 90%. The product structure of this step is characterized by: 1 H NMR (400MHz, DMSO) δ12.20(s, 1H), 7.36(s,...

Embodiment 3

[0059] The scheme of free radical polymerization rosin benzocyclobutene monomer to prepare polymer is as follows:

[0060] 1.0 g of the 12-position benzocyclobutene dehydroabietic acid (β-methacryloyloxyethyl) ester obtained in Example 1 was dissolved in 5 mL of toluene, and the amount of 12-position benzocyclobutene was added Dehydroabietic acid (β-methacryloyloxyethyl) ester 3% wt of azobisisobutyronitrile was reacted at 75-85°C for 7 hours to obtain a prepolymer with a molecular weight of 8000-20000;

[0061] Under an inert gas atmosphere, the prepolymer is heated and cured in an electric constant temperature drying oven. The heating and curing procedures are as follows: 130°C / 1h; 180°C / 1h; 220°C / 1h; 240°C / 4h; 260°C / 4h; 280°C / 2h to obtain benzocyclobutene resin.

[0062] Depend on Figure 8-11 It can be seen that the thermal stability, water resistance and dielectric properties of the prepared resin are very excellent.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a 12-position benzocyclobutene dehydroabietic acid (beta-methacryloyloxyethyl) ester as well as a preparation method thereof and application thereof. A molecular structure of the 12-position benzocyclobutene dehydroabietic acid (beta-methacryloyloxyethyl) ester is as show in the specification. The preparation method of the 12-benzocyclobutene dehydroabietic acid (beta-methacryloyloxyethyl) ester comprises the following steps: taking dehydroabietic acid as a raw material, and then carrying out bromination, Suzuki coupling, acylating chlorination and alcoholysis reactionin sequence to obtain the 12-benzocyclobutene dehydroabietic acid (beta-methacryloyloxyethyl) ester. The 12-position benzocyclobutene dehydroabietic acid (beta-methacryloyloxyethyl) ester provided bythe invention can be subjected to free radical polymerization and ring-opening polymerization, functional monomers for preparing high molecular materials can be synthesized through various reaction pathways, resin prepared from rosin benzocyclobutene monomers with polymerizable free radicals provided by the application has improved thermal stability, water resistance and dielectric properties; reprocessing and utilization of rosin are strengthened, the use value of rosin is improved, and the use of petrochemical resources is reduced.

Description

technical field [0001] The invention relates to 12-position benzocyclobutene dehydroabietic acid (β-methacryloyloxyethyl) ester, its preparation method and application, and belongs to the field of organic synthesis. Background technique [0002] In recent years, rosin modified molecular materials have been widely used in surfactants, ink coatings, food industry, papermaking additives, pharmaceuticals and pesticides, etc., and rosin modified polymer materials will also replace the previous petrochemical raw materials. On the one hand It can reduce the damage to the environment, and on the other hand, it can slow down the exhaustion of oil resources. [0003] 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...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/753C07C67/14C07C63/44C07C51/60C07C51/353C07C63/72C07C51/363C08F120/30
CPCC07C51/353C07C51/363C07C51/60C07C67/14C07C69/753C08F120/30C07C2602/06C07C2603/26C07C63/72C07C63/44
Inventor 沈明贵付飞王丹商士斌宋湛谦宋杰
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com