Aromatic polyesters containing cardo perhydrocumyl cyclohexylidene groups: Synthesis, characterization and gas permeation study

Liu

et al. 2023

A series of polyarylates composed of different bisphenol monomers were synthesized by interfacial polymerization using 9,9‐bis(4‐hydroxyphenyl)fluorene (BHPF), 2,2‐bis(4‐hydroxyphenyl)butane (BPB), terephthaloyl chloride (TPC), and isophthaloyl chloride (IPC) as raw materials. The DFT calculations showed that the energy required for the reaction of BHPF with TPC/IPC was between 15.82 and 16.04 Kcal/mol, which was higher than the energy required for the reaction of BPB with TPC/IPC of 8.05–8.40 Kcal/mol. The solubility test showed that the solubility of BHPF‐BPB‐type polyarylate was better than that of BPB‐type polyarylate in various organic solvents with Tg ranging from 199.3 to 215.0°C, indicating that the solubility was improved while increasing the Tg of the products. The weight loss (T5%) and maximum weight loss (Tmax) of BHPF‐BPB‐type polyarylates under N2 atmosphere ranged from 464.6–489.4°C and 521.7–534.6°C, indicating good thermal stability. The tensile strength of the BHPF‐BPB‐type polyarylates ranged from 53.21 to 61.23 MPa, Young's modulus ranged from 1479.66 to 1867.23 MPa and elongation at break ranged from 19.5% to 30.1%. The mechanical property test showed that the BHPF‐BPB‐type polyarylates have high tensile strength. These characteristics indicate that BHPF‐BPB‐type polyarylates have a very broad potential for application in engineering plastics.

Section: Resultsmentioning

confidence: 99%

Section: Thermal Properties Of Polyarylatesmentioning

confidence: 99%

Study on the synthesis of soluble copolymer polyarylate from asymmetric bisphenol A derivative (2,2‐bis(4‐hydroxyphenyl)butane/9,9‐bis(4‐hydroxyphenyl)fluorene) monomer

Liu

et al. 2023

“…11,12 There has been research focusing on overcoming its defects and increasing its processing mobility. The main approaches are: the introduction of flexible spacer groups in the polymer chain, 5,[13][14][15] bulky pendant groups, 12,16,17 heterocyclic or nonlinear units, 18,19 copolymerization, 20 and so forth. Introducing pendant groups or flexible monomers in the polymer chain to prepare aromatic copolyesters is the most noteworthy among all methods.…”

Section: Introductionmentioning

confidence: 99%

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

et al. 2023

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.

“…However, due to the regular chain structure, the high melting temperature of polyarylates leads to poor processing fluidity 10 . Therefore, researchers usually use molecular structure design methods to improve these deficiencies, which mainly include the introduction of flexible spacer groups, 11–13 bulky pendant groups, 14–17 heterocyclic or nonlinear units, 18,19 copolymerization 20,21 and so on.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of copolyarylates containing phenol red units

et al. 2022

A series of novel copolyarylates(co‐PARs) containing phenol red units in the backbone were synthesized by interfacial polymerization at 10°C from bisphenol A (BPA), phenol red (PR) and diacid chloride monomers. The obtained copolyarylates (co‐PARs) are all amorphous, the inherent viscosity (ηinh) of 0.22–0.62 dl g−1, and the number‐ and weight‐average molecular weight are 10,200–46,200 and 38,600–203,600, respectively. Adding a small number of PR units to the molecular chains improved the processing fluidity of polyarylates, and the glass transition temperatures (Tg) decreased from 202.8 to 166.7°C. In addition, the co‐PARs have excellent thermal stability with the maximum thermal decomposition temperature of 532.4–545.2°C. The co‐PARs show the best mechanical properties (57.6 MPa) when the PR content is 15 mol%. The transmittances of the co‐PARs at 400 and 450 nm are 79.2%–97.9% and 87.0%–99.8%, respectively, and the cut‐off wavelength is between 320 and 328 nm. The designed and synthesized copolyarylates can be considered as a promising and easy‐to‐process high‐performance engineering plastic.