High‐performance soluble copolyarylate based on phenolphthalein: synthesis, characterization and properties

J of Applied Polymer Sci

Ding

et al. 2022

A series of aromatic polyesters were prepared by the reaction of bisphenol‐A and bis(hydroxyphenyl)butane with diacyl chloride monomers by phase transfer interfacial polycondensation in order to improve the processability of the bisphenol A‐based polyarylate. The microstructure, molecular weight, crystallinity, solubility, thermal properties, mechanical properties, and optical properties of the prepared copolyesters were investigated. Inherent viscosities of the copolyesters are in the range of 0.14–0.53 dl g−1, and their average molecular weights are 7362–44,413 g mol−1, respectively. The feed compositions and copolymer compositions were nearly identical. The results show that with the increase in the content of side ethyl units, the copolyester gradually transforms into an amorphous structure, which is also verified by the improvement in dissolution properties. When the copolyester backbone was introduced into the side ethyl units, the thermal decomposition temperature was less affected and varied in the range of about 10°C, while the value of glass transition temperature reduced from 196.5°C to 165.1°C. The mechanical properties of the polymers are similar to those of the industrial commodity U‐100. In addition, the copolyester films have good optical properties, and the transmittance reached the maximum value of 98.41% when the content of bis(hydroxyphenyl)‐butane was 10%.

Section: Polymer Performance Characterizationsupporting

confidence: 59%

Section: Polymer Performance Characterizationmentioning

confidence: 99%

Synthesis of aromatic polyesters derived from bisphenol‐A and bis(hydroxyphenyl)butane with diacyl chloride monomers

J of Applied Polymer Sci

Ding

et al. 2022

“…FT‐IR of co‐polyarylate as shown in Figure 6, 2970 cm −1 is the CH stretching vibration peak of the methyl group on BPB; the absorption peak at 2942 cm −1 corresponds to the methylene absorption peak (CH 2 ) in the BPB unit; 1741 cm −1 is the characteristic absorption peak of the CO bond of the ester; 1601 cm −1 , 1505 cm −1 are the skeletal vibration peaks of the benzene ring. 1265 cm −1 is the asymmetric stretching vibration peak caused by COC; 814 cm −1 , 719 cm −1 are the CH bending vibration absorption peaks on the aromatic ring of TPC/IPC; 682 cm −1 , 943 cm −1 are the stretching vibration peaks of SO bond 32–34 . As shown in Figure 7, 500–1000 cm −1 that 682 cm −1 is the peak of the stretching vibration of SO group.…”

Section: Resultsmentioning

confidence: 92%

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

Journal of Polymer Science

Liu

et al. 2023

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.

“…The elongation at break changes significantly after the addition of PR unit, which is related to the gradual decrease in molecular weight of the polyarylate. Despite the decline in elongation at break, the good tensile strength and modulus were maintained, retaining the possibility of its wide use as a high‐performance special engineering plastic 6,34 …”

Section: Resultsmentioning

confidence: 99%

Synthesis and properties of copolyarylates containing phenol red units

J of Applied Polymer Sci

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.