Melting behavior of polyamides prepared from isomeric 1,4‐, 1,3‐ and 1,2‐cyclohexanebis (alkylamines)

Ridgway, James S.

doi:10.1002/pol.1975.130130206

Cited by 2 publications

(1 citation statement)

References 6 publications

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“…During the past several decades, the utilization of isomeric monomers has been widely recognized as a powerful strategy to manipulate the crystallinity, solvent processibility, glass transition temperature, gas permeability, ion transport, and power conversion efficiency of high-performance polymers (Scheme ). − The crucial effect of isomerism is ubiquitous and has been characterized in many polymer platforms, such as polyesters, − polyamides, poly(xylylene)s, and synthetic rubbers. For instance, isomeric pairs of poly(ether imide)s formed by interchanging the diol and diamine units display different gas permeabilities, indicating that the position of the structural units within the polymer backbone influences the segmental rotation and the packing of the polymer chain in the solid state (Scheme a) .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Diastereoisomeric Polyesters Derived from Bisphenols Bearing Vicinal Trifluoromethyl Groups

Chen

et al. 2021

Macromolecules

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Several diastereoisomeric polyesters bearing vicinal stereogenic centers in the backbone were synthesized to investigate the influence of diastereoisomerism on the properties of polymers. To hamper the free rotation of the Csp3 –Csp3 single bond between the stereogenic centers, bisphenol monomers containing vicinal CF3 moieties were designed and synthesized, wherein the CF3 group acts not only as a conformational stabilizer but also as a probe to provide information on stereoconfiguration. X-ray single-crystal structure and density functional theory (DFT) calculations indicate that the antimonomer tends to adopt a linear and extended configuration, whereas the most stable conformation for its diastereoisomer is kinked. These geometries resemble those possessed by the E and Z 1,2-disubstituted alkenes. The polymers based on these isomeric monomers display distinct glass transition state temperature (T g), crystallinities, mesoscopic morphology, and hydrophobicity, which can be attributed to the different polymer chain arrangement in the solid state. These observations support our hypothesis to utilize aliphatic moieties bearing vicinal stereogenic centers to mimic the geometry of the E and Z olefinic units, which serves as a new strategy to finely tune the polymer performance.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Diastereoisomeric Polyesters Derived from Bisphenols Bearing Vicinal Trifluoromethyl Groups

Chen

et al. 2021

Macromolecules

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Nylon 6,6 copolyamides of bis(2‐carboxyethyl) methylphosphine oxide

Ridgway

1988

J of Applied Polymer Sci

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SynopsisCopolyamides of nylon 6,6 with bis(2-carboxyethy1)methylphosphine oxide (CEMPO) were prepared by melt polycondensation of nylon 6,6 salt with CEMPO and hexamethylene diamine. The effect of CEMPO upon melting point, moisture regain, boiling water shrinkage, water wicking, tensile properties, thermal stability, static dissipation, and flammability of nylon 6,6 fibers and fabrics was determined. The fiber properties were greatly affected by the high water absorption and solubility characteristics of the phosphine oxide linkage. However, crystallinity and orientation were not greatly disturbed by up to 30-40M% CEMPO substitution in nylon 6,6.The copolyamides were of improved flame resistance compared to nylon 6,6, and were also found to give improved flame resistance in blends of the copolymer with various commercial plastics. In addition, CEMPO and the corresponding diamine, bis(3-aminopropy1)methylphosphine oxide were used to prepare a series of cycloaliphatic and aromatic ring-containing polyamides, but problems were encountered with moisture sensitivity and low melting points with some of these polymers.

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Melting behavior of polyamides prepared from isomeric 1,4‐, 1,3‐ and 1,2‐cyclohexanebis (alkylamines)

Cited by 2 publications

References 6 publications

Synthesis and Characterization of Diastereoisomeric Polyesters Derived from Bisphenols Bearing Vicinal Trifluoromethyl Groups

Synthesis and Characterization of Diastereoisomeric Polyesters Derived from Bisphenols Bearing Vicinal Trifluoromethyl Groups

Nylon 6,6 copolyamides of bis(2‐carboxyethyl) methylphosphine oxide

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