High T_g and tough poly(butylene 2,5‐thiophenedicarboxylate‐co‐1,4‐cyclohexanedimethylene 2,5‐thiophenedicarboxylate)s: Synthesis and characterization

Abstract

The purpose of this study was to enhance the glass-transition temperature of poly(butylene 2,5-thiophenedicarboxylate) (PBTF). A series of poly(butylene-co-1,4-cyclohexanedimethylene 2,5-thiophenedicarboxylate)s (PBCTFs) were synthesized from 2,5-thiophenedicarboxylic acid, 1,4-cyclohexanedimethanol (CHDM), and 1,4-butanediol. CHDM can increase the chain rigidity and lead the β relaxation temperature shift to lower temperature. Consequently, PBCTFs showed not only the high glass-transition temperature, but also high elongations at break. PBTF was a crystalline polyester. However, differential scanning calorimetry and wide-angle Xray diffraction results suggested PBCTFs were amorphous polyesters. Thermogravimetric analysis results indicated the thermal stability of copolyesters was gradually enhanced with increasing the CHDM content. When the CHDM content was 95 mol %, PBCTF95 exhibited high glass-transition temperature (69.2 C), tensile strength (44.4 MPa), and elongation at break (205%).

2,5‐Furandicarboxylic acid as a sustainable alternative to isophthalic acid for synthesis of amorphous poly(ethylene terephthalate) copolyester with enhanced performance

“…2,5‐furandicarboxylic acid (FDCA), which can be derived from polysaccharides or sugars through the oxidation of 5‐hydroxymethylfurfural, is a promising bio‐based compound with structure similar to the petroleum‐based terephthalic acid (TPA) and IPA. It has been tried as the bio‐based substitute for TPA in polymer synthesis and a large number of FDCA‐based polyesters have been reported . However, comparing the distance of the two carboxylic acid groups ( D ) and the projected angle ( β ) between the carbon–carbon bone connected with carboxylic acid and aromatic ring groups (C 1 ‐C 2 and C 3 ‐C 4 in Scheme ), it was found that FDCA might be more similar to IPA, rather than TPA, indicating by their more similar D and β (Table ) .…”

“…As reported in previous literatures, the dipole moment of FDCA will seriously affect the crystallization ability of PEF and the complete amorphous PEFT could be obtained by the addition of little FDCA. Contrarily, the thermal and mechanical properties of PEFT were largely improved when compared with those of PET . Moreover, PEF possesses surprisingly good gas barrier property (13–19 and 6–11 times higher barrier to CO 2 and O 2 compared to PET) due to unique chemical structure of FDCA .…”

Copolyesters developed from bio‐based 2,5‐furandicarboxylic acid: Synthesis, sequence distribution, mechanical, and barrier properties of poly(propylene‐co‐1,4‐cyclohexanedimethylene 2,5‐furandicarboxylate)s

“…In Figure , the thermal properties of TPA‐based (PET, PPT, and PBT) and FDCA‐based (PEF, PPF, PBF, PCF, PHF, POF, PDeF, and PDoF) polyesters are illustrated. It is easy to notice that when the same aliphatic diols were employed for polycondensation, the TPA‐based polyesters showed much higher T g and T m , when compared with their FDCA‐based counterparts.…”

Synthesis, Crystal Structure, and Photocatalytic Properties of a Zinc(II) Coordination Polymer Based on 3‐Hydroxy‐2‐pyridinecarboxylic Acid

“…In order to effectively degrade organic contaminants in wastewater, many physical and chemical methods have been developed, including adsorption, membrane separation, chemical oxidation, and semiconductor photocatalysis . The most representative method of them is the inorganic semiconductor photocatalytic oxidation based on TiO 2 and ZnO . The highly active free radicals generated during the reaction can degrade organic dye molecules into small molecular substances and even mineralize into CO 2 and H 2 O , .…”