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Chemistry and Industry of Forest Products ›› 2019, Vol. 39 ›› Issue (6): 21-28.doi: 10.3969/j.issn.0253-2417.2019.06.003

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Preparation of Free-radical Polymerizable Rosin-based Benzocyclobutene Monomer and Its Polymerization Performance

Fei FU1,2,Dan WANG1,2,Minggui SHEN2,*(),Shibin SHANG2,Zhanqian SONG2,Jie SONG3   

  1. 1. Research Institute of Forestry New Technology, CAF, Beijing 100091, China
    2. Institute of Chemical Industry of Forest Products, CAF; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Chemical Engineering of Forest Products, National Forestry and Grassland Administration; Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China
    3. Department of Chemistry and Biochemistry, University of Michigan-Flint, Flint, MI 48502, USA
  • Received:2019-07-09 Online:2019-12-28 Published:2019-12-21
  • Contact: Minggui SHEN E-mail:mingguishen@163.com
  • Supported by:
    中国林科院中央级公益性科研院所基本科研业务费专项资金(CAFYBB2017SY035);江苏省自然科学基金青年基金(BK20150071);国家自然科学基金青年基金(31500487)

Abstract:

A polymerizable monomer (12-benzocyclobutene dehydroabietic acid (β-methacryloxyethyl) ester) with benzocyclobutene group and free radical polymerizable acrylate group was prepared by bromination, Suzuki coupling, acyl chlorination and esterification with dehydroabietic acid as raw material. The monomer structure was characterized by FT-IR, NMR and MS. Additionally, the curing behavior of the monomer and the properties of the crosslinked cured resin were further analyzed. The results showed that the monomer could be polymerized by free radical polymerization in the presence of initiator (AIBN). Then, under the condition of heating (>200℃), the ring of benzocyclobutene group opened and the prepolymer (P1) was polymerized to form an insoluble and non meltingcrosslinked curing resin. The resin possessed good surface smoothness with average surface roughness of 0.434 nm, and excellent dielectric properties with dielectric constant of 2.40 at 1 MHz under 30℃. It also has good hydrophobicity with water contact angle of 93°, thermal stability with T5%=400℃ and mechanical properties with hardness and Young's modulus of 0.600 and 18.36 GPa, respectively.

Key words: rosin, benzocyclobutene, resin, dielectric property

CLC Number: