Synthesis and properties of cyclic diester based aliphatic copolyesters

Turner, S. Richard

doi:10.1002/pola.23985

Cited by 30 publications

(21 citation statements)

References 18 publications

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“…In the second step, DMCD is further hydrogenated to CHDM. The cis/trans ratio of CHDM is different depending on the catalyst [ 12 , 13 ]. CHDM is polymerized with terephthalic acid to form a linear polyester, poly(1,4-cyclohexylenedimethylene terephthalate), with improved hydrolytic, chemical, electrical properties, as well as enhanced thermal properties [ 14 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Bio-Based Polyesters: Poly(2-methyl-1,3-propylene-2,5-furanoate), Poly(isosorbide-2,5-furanoate), Poly(1,4-cyclohexanedimethylene-2,5-furanoate)

et al. 2017

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In the present study, three new biobased furanoate polyesters with potential use in food packaging applications, named poly(isosorbide furanoate) (PIsF), poly(methyl-propylene furanoate) (PMePF) and poly(1,4-cyclohexane-dimethylene 2,5-furanoate) (PCHDMF) were synthesized. As monomers for the preparation of the polyesters, 2,5-furandicarboxylic acid (FDCA) and diols with irregular or complicated structure were used, including isosorbide (IS), 2-methyl-1,3-propanediol (MPD) and 1,4-cyclohexane-dimethanol (CHDM). The polymerization process was carried out via melt polycondensation method. The structural characteristics and thermal behavior of the polymers were studied. The kinetic fragility of the amorphous phase of the polymers was evaluated. The thermal degradation was studied by means of thermogravimetry and a pyrolysis Py-GC/MS (Pyrolysis-Gas Chromatography/Mass Spectroscopy) system to estimate the degradation mechanism.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Bio-Based Polyesters: Poly(2-methyl-1,3-propylene-2,5-furanoate), Poly(isosorbide-2,5-furanoate), Poly(1,4-cyclohexanedimethylene-2,5-furanoate)

et al. 2017

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“…Consequently, T g raises and desirable physical-mechanical properties can be obtained. [3,4] The comparison between the glass transition temperatures of poly(butylene adipate) (PBA) and poly-(butylene 1,4-cyclohexanedicarboxylate) (PBCHD), whose chemical structure is reported in Scheme 1, can be significant. The T g values are -58 8C for PBA [5] and vary from -10 to 18 8C for PBCHD, [6] i.e., difference of about 50-80 8C.…”

Section: Introductionmentioning

confidence: 99%

Eco‐friendly Poly(butylene 1,4‐cyclohexanedicarboxylate): Relationships Between Stereochemistry and Crystallization Behavior

Celli¹,

Marchese²,

Sullalti³

et al. 2011

Macro Chemistry & Physics

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Poly(butylene 1,4‐cyclohexanedicarboxylate) (PBCHD) is an environmentally friendly material, as it can be obtained from biomass (although nowadays it is prepared from petroleum resources) and is potentially biodegradable. Moreover, the aliphatic rings along the chains lend interesting characteristics, for example good mechanical properties and resistance to weather for outdoor applications. As many properties, such as biodegradability, strongly depend on crystallinity, a study of the crystallizability of PBCHDs is very meaningful. Equilibrium melting temperatures and crystallization rates are strongly affected by the cis/trans ratio of the 1,4‐cyclohexylene units. Indeed, only the trans isomer can form crystals, whereas the cis isomer is fully excluded from the crystalline phase. All thermal data can be well understood by considering PBCHD as a random copolymer with crystallizable (trans isomer) and noncrystallizable (cis isomer) components, which only differ for the stereochemistry of the aliphatic rings. magnified image

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“…Increasing the trans/cis ratio of the cyclohexylene unit enhances the crystallization rate. Other 1,4‐cyclohexylene ring containing polycarbonates and polyesters, such as poly(1,4‐cyclohexylenedimethylene 1,4‐cyclohexanedicarboxylate), and poly(butylene 1,4‐cyclohexanedicarboxylate), have also been widely reported in the literature 16–21. However, to the best of our knowledge, there are no report of trans ‐1,4‐cyclohexylene ring containing PAESs.…”

Section: Introductionmentioning

confidence: 98%

Synthesis and characterization of poly(arylene ether sulfone)s with trans‐1,4‐cyclohexylene ring containing ester linkages

Zhang

Turner

2011

J. Polym. Sci. A Polym. Chem.

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trans-1,4-Cyclohexylene ring containing acid chloride monomers were incorporated into poly(arylene ether sulfone) (PAES) backbones to study their effect on mechanical and thermal properties. The trans-1,4-cyclohexylene ring containing acid chloride monomers were synthesized and characterized by NMR and high-resolution mass spectrum. trans-1,4-Cyclohexylene containing PAESs were synthesized from the acid chloride monomers and hydroxyl terminated polysulfone oligomers with a pseudo-interfacial method and a solution method. These PAESs, with trans-1,4-cyclohexylene ring containing ester linkages, were fully characterized by NMR, thermogravimetric analysis, differential scanning calorimetry (DSC), size exclusion chromatography, and dynamic mechanical analysis (DMA). The tensile properties were also evaluated. The polymers made with the pseudo-interfacial method had relatively low molecular weights when compared to the solution method where much higher molecular weight polymers were obtained. Crystallinity was promoted in the low molecular weight biphenol-based PAES samples with the pseudo-interfacial method. The crystallinity was confirmed by both the DSC and the wide angle X-ray diffraction results. The tensile test results of the high molecular weight polymers suggested that incorporation of the trans-1,4cyclohexylene ring containing linkage slightly improved the ultimate elongations while maintaining the Young's moduli. The trans-1,4-cyclohexylene ring containing PAESs also showed higher sub-T g relaxations in DMA when compared with their terephthaloyl containing analog. V C 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: [4316][4317][4318][4319][4320][4321][4322][4323][4324] 2011

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Synthesis and properties of cyclic diester based aliphatic copolyesters

Cited by 30 publications

References 18 publications

Synthesis and Characterization of Bio-Based Polyesters: Poly(2-methyl-1,3-propylene-2,5-furanoate), Poly(isosorbide-2,5-furanoate), Poly(1,4-cyclohexanedimethylene-2,5-furanoate)

Synthesis and Characterization of Bio-Based Polyesters: Poly(2-methyl-1,3-propylene-2,5-furanoate), Poly(isosorbide-2,5-furanoate), Poly(1,4-cyclohexanedimethylene-2,5-furanoate)

Eco‐friendly Poly(butylene 1,4‐cyclohexanedicarboxylate): Relationships Between Stereochemistry and Crystallization Behavior

Synthesis and characterization of poly(arylene ether sulfone)s with trans‐1,4‐cyclohexylene ring containing ester linkages

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