A New Four‐Arm Organosiloxane with Thermopolymerizable Trifluorovinyl ether Groups: Synthesis and Conversion to the Polymer with both Low Dielectric Constant and Low Water Uptake

Xin, Yumeng; Wang, Jiajia; Jin, Kaikai; Luo, Yijie; Zhou, Junfeng; Wang, Yuanqiang; Zheng, Shijun; Fang, Qiang

doi:10.1002/macp.201700010

Cited by 8 publications

(6 citation statements)

References 37 publications

(57 reference statements)

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“…In order to confirm the degree of the cyclization reaction, the cured silicone resins were retested by DSC. As shown in Figure 4 b, the exothermic peaks on DSC curves disappeared [ 25 , 28 ], which indicated that the cyclization reaction of the TFVE groups was complete.…”

Section: Resultsmentioning

confidence: 99%

Study on the Synthesis and Thermal Stability of Silicone Resin Containing Trifluorovinyl Ether Groups

Huang

Yao

et al. 2020

Polymers

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Silicone resin is a high-temperature resistant material with excellent performance. The improvement of its thermal stability has always been the pursuit of researchers. In this paper, a sequence of silicone resins containing trifluorovinyl ether groups were prepared by the co-hydrolysis-polycondensation of methyl alkoxysilane monomers and {4-[trifluorovinyl(oxygen)]phenyl}methyldiethoxysilane. The structures of the silicone resins were characterized by FT-IR and 1H NMR. The curing process of them was studied by DSC and FT-IR spectra, and results showed that the curing of the resins included the condensation of the Si-OH groups and the [2 + 2] cyclodimerization reaction of the TFVE groups, which converted to perfluorocyclobutane structure after curing. The thermal stability and thermal degradation behavior of them was studied by TGA and FT-IR spectra. Compared with the pure methyl silicone resin, silicone resins containing TFVE groups showed better thermal stability under both N2 and air atmosphere. Their hydrophobic properties were characterized by contact angle test. Results showed that PFCB structure also improved the hydrophobicity of the silicone resin.

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Section: Resultsmentioning

confidence: 99%

Study on the Synthesis and Thermal Stability of Silicone Resin Containing Trifluorovinyl Ether Groups

Huang

Yao

et al. 2020

Polymers

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“…synthesized a series of multifunctional‐TFVE‐based organsiloxane monomers through different methods (Figure 3.2). [ 15,17,66‐67 ] The PFCB‐based polysiloxanes displayed good thermostability and low D k (Table 3.2). X‐TFVE was synthesized through hydrolysis of a TFVE‐containing siloxane followed by the hydrosilylation reaction.…”

Section: Organosilicon Polymers For Low‐k Materials Applicationmentioning

confidence: 99%

Recent Advance in Low‐Dielectric‐Constant Organosilicon Polymers

2023

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Comprehensive SummaryLow dielectric (low‐k) organosilicon polymers have received extensive interests from industry and academia due to good electrical insulation, high temperature resistance, flame retardancy and hydrophobicity. These attractive properties enable them to be utilized as low‐k materials in fabrication of electronic devices in high‐frequency communication technology. This review summarizes recent progress in developing low‐k organosilicon polymers, including the synthetic methods and properties of different organosilicon polymers classified according to the chemical structures. It may provide some inspiration to design new low‐k organosilicon polymers for application in the future.

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“…PFCB polymers are mainly prepared by the [2π + 2π] thermocyclization of trifluoroethylene aryl ether (TFVE) monomer . Recently, PFCB polymers have attracted extensive attention of researchers in various fields including electronics industry, aerospace, fuel cells, optical waveguide materials, and coatings because of the unique properties such as low dielectric property, low hygroscopicity, high thermal stability, chemical solvent resistance, and low birefringence. However, most of the research interests are focused on the functionality of PFCB group.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of polysiloxanes containing trifluoroethylene aryl ether groups: The effect of promoters

Yuan

Diao

Zhao

et al. 2020

Polymers for Advanced Techs

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Polysiloxanes with high molecular weight (M n > 100 000, M w /M n < 2.2) containing various quantity of trifluoroethylene aryl ether groups were prepared by anion ring opening polymerization (AROP) in the presence of promoters including N,Ndimethylformamide (DMF) and N-methyl pyrrolidone (NMP). The structures of monomers and polymers were characterized by FTIR and NMR. It was found that the addition of promoter could significantly increase the polymerization rate, decrease the polymerization temperature, and increase the molecular weight of the polymer.When DMF as the promoter, the optimal conditions for polymerization were as follows: The polymerization temperature is 100 C, the amount of catalyst is 2.0%, and the molar ratio of promoter to catalyst is 160:1. The optimal conditions for polymerization using NMP as the promoter were as follows: The polymerization temperature is 75 C, the amount of catalyst is 2.0%, and the molar ratio of promoter to catalyst is 70:1, which indicated that NMP is more effective on AROP than DMF. Thermogravimetric analysis (TGA) showed that the polymer has good heat temperature resistance. Differential scanning calorimetry (DSC) showed that the introduction of NMP in bulk polymerization could improve the randomness of polymer structure, which leads to the disappearance of crystal peak and improve the low temperature resistance of polymer. K E Y W O R D S alkali catalytic system, anion ring opening polymerization, polysiloxane, promoter, trifluorovinyl aryl ether group 1 | INTRODUCTION Perfluorocyclobutyl (PFCB) polymer is a novel class of semifluorinated polymers first reported by Babb et al 1 in 1993. PFCB polymers are mainly prepared by the [2π + 2π] thermocyclization of trifluoroethylene aryl ether (TFVE) monomer. 2 Recently, PFCB polymers have attracted extensive attention of researchers in various fields including electronics industry, 3-7 aerospace, 8 fuel cells, 9-13 optical waveguide materials, 14-16 and coatings 17 because of the unique properties such as low dielectric property, low hygroscopicity, high thermal stability, chemical solvent resistance, and low birefringence. However, most of the research interests are focused on the functionality of PFCB group. There are few researches about the thermocyclization of TFVE monomer.Silicone rubber is one of the largest and most widely used organosilicon products. The traditional vulcanization methods of silicone rubber mainly include the following three categories: peroxide vulcanization, hydrosiloxane vulcanization, and functional group condensation vulcanization. Peroxide vulcanization is described that vinyl polysiloxane is cured by radical reaction using peroxides as the initiators to form a cross-linked network. However, the residues of peroxide decomposition have negative effects on the properties of silicone

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A New Four‐Arm Organosiloxane with Thermopolymerizable Trifluorovinyl ether Groups: Synthesis and Conversion to the Polymer with both Low Dielectric Constant and Low Water Uptake

Cited by 8 publications

References 37 publications

Study on the Synthesis and Thermal Stability of Silicone Resin Containing Trifluorovinyl Ether Groups

Study on the Synthesis and Thermal Stability of Silicone Resin Containing Trifluorovinyl Ether Groups

Recent Advance in Low‐Dielectric‐Constant Organosilicon Polymers

Synthesis of polysiloxanes containing trifluoroethylene aryl ether groups: The effect of promoters

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