Synthesis and characterization of new cardo poly(ether amide)s containing 9(10H)-anthrone units

2020 ◽  
Vol 32 (9) ◽  
pp. 1001-1009
Author(s):  
Yi-Sheng Luo ◽  
Qiu-Ying Wang ◽  
Xue-Chun Mao ◽  
Shou-Ri Sheng
Keyword(s):  
Room Temperature ◽  
Dicarboxylic Acids ◽  
Synthesis And Characterization ◽  
Aromatic Diamine ◽  
Polar Solvents ◽  
Glass Transition Temperatures ◽  
Flexible Films ◽  
Step Procedure ◽  
Aromatic Dicarboxylic Acids

A new aromatic diamine, 10,10-bis[4-(4-aminophenoxy)phenyl]-9(10 H)-anthrone (BAPA) has been synthesized from anthrone via three-step procedure. Direct phosphorylation polycondensation of BAPA with various aromatic dicarboxylic acids produced a series of cardo poly(ether amide)s with inherent viscosities of 0.97–1.29 dL g−1. All the polymers were readily soluble in polar solvents such as N-methyl-2-pyrrolidone, N, N-dimethylacetamide (DMAc), and pyridine at room temperature, and afforded transparent, strong, and flexible films upon casting from DMAc solvent. The resulting poly(ether amide)s had glass transition temperatures of 254–316°C, 10% weight loss temperatures of 495–524°C, and char yields of 55–70% at 800°C in nitrogen. These polymers were amorphous and their films exhibited tensile strengths of 81.6–104.7 MPa, tensile moduli of 1.8–2.4 GPa, and elongations at break of 8–15%.

Preparation and characterization of new aromatic poly(ether ester)s bearing cardo xanthene groups

2016 ◽  
Vol 29 (10) ◽  
pp. 1185-1191 ◽  
Author(s):  
Chao Gao ◽  
Mei-Hong Wei ◽  
Xiao-Ling Liu ◽  
Zhen-Zhong Huang ◽  
Shou-Ri Sheng
Keyword(s):  
Room Temperature ◽  
Phase Transfer ◽  
Nitrogen Atmosphere ◽  
Terephthaloyl Chloride ◽  
Glass Transition Temperatures ◽  
Molecular Weights ◽  
Flexible Films ◽  
Isophthaloyl Chloride ◽  
Ether Ester

A series of new aromatic poly(ether ester)s containing cardo xanthene groups were synthesized by phase transfer–catalyzed interfacial polycondensation of three cardo bisphenols such as 9,9-bis(4-hydroxyphenyl)xanthene, 9,9-bis (4-hydroxy-3-methylphenyl)xanthene, and 9,9-bis(4-hydroxy-3,5-dimethylphenyl)xanthene with terephthaloyl chloride and isophthaloyl chloride. Inherent viscosities and number average molecular weights of the polymers were in the range 0.56–0.80 dL g−1 and 30,300–36,200, respectively. The resulting poly(ether ester)s exhibited high glass transition temperatures ranged from 208°C to 274°C, and their 10% weight loss temperatures were in the range of 440–458°C with char yields above 45% at 600°C under a nitrogen atmosphere. All the poly(ether ester)s were amorphous and readily soluble in organic solvents such as dichloromethane, chloroform, tetrahydrofuran, meta-cresol, pyridine, N,N-dimethylformamide, N,N-dimethylacetamide, and N-methyl-2-pyrrolidinone at room temperature and could be cast into tough, transparent, and flexible films with tensile strengths of 68.2–86.8 MPa, elongations at break of 2–3%, and tensile moduli of 5.7–7.8 GPa.

Preparation and characterization of novel soluble polyarylates derived from 9,9-bis[4-(4-chloroformylphenoxy)phenyl]xanthene with various bisphenols

2017 ◽  
Vol 30 (10) ◽  
pp. 1203-1209
Author(s):  
Yu-Ting Zhou ◽  
Shou-Ri Sheng ◽  
Chuan-Chao Tang ◽  
Cheng Song ◽  
Zhen-Zhong Huang ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Weight Loss ◽  
Room Temperature ◽  
Phase Transfer ◽  
Average Molecular Weight ◽  
Interfacial Polycondensation ◽  
Number Average Molecular Weight ◽  
Glass Transition Temperatures ◽  
Flexible Films

A series of new polyarylates bearing cardo xanthene groups were synthesized by phase-transfer-catalyzed interfacial polycondensation of 9,9-bis[4-(4-chloroformylphenoxy)phenyl]xanthene with various bisphenols containing the isopropylidene, hexafluoroisopropylidene, 1-phenylethylidene, diphenylmethane, cyclohexane, and xanthene structures. High-molecular-weight polyarylates with number-average molecular weight and polydispersity index in the range of 30,100–35,300 and 1.82–2.17, respectively, exhibited high glass transition temperatures ranged from 226°C to 261°C, and their 10% weight loss temperatures were in the range of 421–452°C with char yields above 45% at 700°C in nitrogen. All the polyarylates were amorphous and readily soluble in organic solvents such as dichloromethane, chloroform, tetrahydrofuran, meta-cresol, pyridine, N,N-dimethylformamide, N,N-dimethylacetamide, and 1-methyl-2-pyrrolidinone at room temperature and could be cast into tough, transparent, and flexible films with tensile strengths of 85.6–108.3 MPa, elongations at break of 2–3%, and tensile moduli of 7–9 GPa.

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