Synthesis and properties of copolyarylates containing phenol red units

Wang, Zhoufeng; Hu, Junwei; Wang, Bolin; Liu, Yingying; Long, Xiubo

doi:10.1002/app.53465

Cited by 5 publications

(21 citation statements)

References 33 publications

(46 reference statements)

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“…The improvement in the solubility of co‐PBRS in polar solvents could be attributed to the principle of similar compatibility 35–37 . The co‐polyarylate containing the sulfonyl backbone structure showed better solubility in different solvents than our previously prepared co‐polyarylate 24,25 …”

Section: Resultsmentioning

confidence: 66%

“…The morphological changes of the polymerization products in the range of 2 θ = 10–40° were investigated at room temperature using WAXD experiments. As shown in Figure S1, The broad peaks shown in the WAXD diffractogram were caused by the amorphous structure in the polymer 25 . And no crystalline peaks were formed compared to our previously prepared co‐polyarylate of different types.…”

Section: Resultsmentioning

confidence: 78%

“…As shown in Figure S1, The broad peaks shown in the WAXD diffractogram were caused by the amorphous structure in the polymer. 25 And no crystalline peaks were formed compared to our previously prepared co-polyarylate of different types.…”

Section: X-ray Diffraction Analysismentioning

confidence: 68%

“…After 4 h of reaction, the reaction mixture was poured into demethanol for precipitation and filtered. The collected precipitate was purified by dissolving in DCM followed by secondary precipitation and dried under vacuum at 100 °C for 24 h to give 4,4′‐(1‐methylpropylidene) bisphenol‐type co‐polyarylate 24,25 …”

Section: Methodsmentioning

confidence: 99%

“…The collected precipitate was purified by dissolving in DCM followed by secondary precipitation and dried under vacuum at 100 C for 24 h to give 4,4 0 -(1-methylpropylidene) bisphenol-type co-polyarylate. 24,25 As shown in Figure 1 and Table 1, a series of copolyarylates with different ratios of BPB, BPS were prepared, and co-polyarylate compounds with fixed ratio of IPC/TPC. They were named PBRS-X, where X represented the proportion of BPS to the whole bisphenol monomer.…”

Section: Polymer Synthesismentioning

confidence: 99%

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A novel bisphenol A‐free polyarylates synthesis strategy: 4,4′‐sulfobisphenol/2,2‐bis(4‐hydroxyphenyl)butane co‐polyarylate prepared by interfacial polymerization

Wang

Liu

et al. 2023

Journal of Polymer Science

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A series of bisphenols, 4,4′‐sulfobisphenol (BPS)/2,2‐bis(4‐hydroxyphenyl)butane (BPB) co‐polyarylates with amorphous structures were synthesized from two BPS and BPB, and two different structures of benzoyl chloride monomers. The results of DFT calculations showed that the reaction activation energy of BPB with isophthaloyl chloride (IPC) and terephthaloyl chloride (TPC) was 8.05–8.40 Kcal/mol. The reaction activation energy of BPS with IPC and TPC was 38.73–39.09 Kcal/mol. GPC test results were consistent with theoretical calculations with BPS content from 0% to 15% resulting in a copolymer Mn of 22,000–11,600 and a Mw of 46,100–34,800. The intrinsic viscosity of co‐polyarylates ranged from 0.55 to 0.71 dL/g. The glass transition temperature (Tg) and 5% thermal weight loss of the co‐polyarylates were 179.3–205.4 °C and 461.4–487.8 °C, respectively. Improved solubility of co‐polyarylates in polar solvents. At the same time, the introduction of BPS did not result in any loss of mechanical properties, with Young's modulus in the range of 1444.32–1870.45 MPa, elongation at break in the range of 23.7%–30.8%, and tensile strength in the range of 52.21–59.38 MPa.

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Section: Resultsmentioning

confidence: 66%

Section: Resultsmentioning

confidence: 78%

Section: X-ray Diffraction Analysismentioning

confidence: 68%

Section: Methodsmentioning

confidence: 99%

Section: Polymer Synthesismentioning

confidence: 99%

See 3 more Smart Citations

A novel bisphenol A‐free polyarylates synthesis strategy: 4,4′‐sulfobisphenol/2,2‐bis(4‐hydroxyphenyl)butane co‐polyarylate prepared by interfacial polymerization

Wang

Liu

et al. 2023

Journal of Polymer Science

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Design of polyarylates containing tert‐butyl cyclohexyl bulky side group with high transparency and low dielectric properties

Yan

Yang

Zhang

2023

J of Applied Polymer Sci

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A new kind of novel low dielectric constant (D k ) and high transparency polyarylate had been synthesized through interfacial polycondensation with 1,1 0bis (4-hydroxybenzene)-4-tert-butylcyclohexane (Bt-BPZ) containing tert-butyl cyclohexyl bulky side group. As we expect, that the introduction of tert-butyl cyclohexyl with large free volume is proved to be an efficient strategy for obtaining low dielectric constant and high transparency polyarylate. The optimal dielectric property is obtained with 90% Bt-PZA in polyarylate (Bt-PZA91), which show a D k as low as 2.14 at 1 MHz. Meanwhile, Bt-PZA91 also demonstrates good transmittance of 81.08%-88.34% at 450 nm and 78.67-88.26 at 400 nm. The cutoff wavelength of Bt-PZA91 is 304 nm, which is 16 nm shorter than commercial product U-100 (λ c : 320 nm). In addition, the resultant polyarylates showed good comprehensive performance such as T g of 202.2-220.5 C, T d 5% (the initial thermal degradation temperature) of 455.4-468.4 C, tensile strength of 64.7-86.8 MPa and low water absoption (0.41% of Bt-PZA91). Also it was found to can be thermal process, that its convenient thermoplastic processability makes it a great candidate for light-electronic industry, 5G communication, and we believe that Bt-PZA will have a broad application prospect.

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Synthesis and characterization of aromatic copolyesters derived from bisphenol B and phenol red

Wang

et al. 2023

J of Applied Polymer Sci

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A series of novel aromatic copolyesters derived from bisphenol B (BPB) and phenol red (PR) were synthesized by interfacial polymerization. The number‐ and weight‐average molecular weight (Mn and Mw) of the obtained amorphous aromatic copolyesters ranged from 1.06–1.80 × 104 to 2.01–6.17 × 104 g/mol, respectively. Density functional theory calculations showed that the reactivity of BPB was similar to that of bisphenol A. The reaction activation energy of BPB with terephthaloyl and isophthaloyl chloride (TPC and IPC) was 8.23 kcal/mol, and PR with IPC and TPC was 59.30 kcal/mol. Under the influence of the ethyl side group of BPB and the pendant group of PR, the solubility of the aromatic copolymer was improved, and the glass transition temperature (Tg) was 125.1–195.3°C, while Tmax could still be maintained above 525.72°C. The optical transmittance of the copolyesters at 450 nm (T450) was 69.29%–99.41%, and the tensile strength and Young's modulus were in the range of 46.79–58.59 MPa and 1.39–1.86 GPa respectively. All aromatic copolyesters exhibit good mechanical and processability properties and have great application potential as high‐performance plastics.

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Synthesis and properties of copolyarylates containing phenol red units

Cited by 5 publications

References 33 publications

A novel bisphenol A‐free polyarylates synthesis strategy: 4,4′‐sulfobisphenol/2,2‐bis(4‐hydroxyphenyl)butane co‐polyarylate prepared by interfacial polymerization

A novel bisphenol A‐free polyarylates synthesis strategy: 4,4′‐sulfobisphenol/2,2‐bis(4‐hydroxyphenyl)butane co‐polyarylate prepared by interfacial polymerization

Design of polyarylates containing tert‐butyl cyclohexyl bulky side group with high transparency and low dielectric properties

Synthesis and characterization of aromatic copolyesters derived from bisphenol B and phenol red

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