Synthesis and properties of highly processable asymmetric polyimides with bulky phenoxy groups

A series of new aromatic polyimides (PIs) and co-PIs containing bulky tert-butyl phenoxy group was synthesized by one-step high-temperature polycondensation of 1,3-diamino-4-(4′- tert-butylphenoxy)benzene ( tBuPDAB) with different commercially available aromatic dianhydrides. The polymers were obtained in quantitative yields with inherent viscosities of 0.40–0.70 dL g−1. They exhibited high thermal stability with 10% weight loss above 480°C and were cast in films with good mechanical properties capable to be tested as gas separation membranes. These PIs were compared with analogs bearing phenoxy group (PDAB). The incorporation of tBu improved the solubility of the PIs, their free volume fraction, d-spacing, and gas permeability coefficients in comparison with their analogs obtained from PDAB. The permeability enhancement was from 2.5 to 8 times depended on the gas tested. The PI, based on tBuPDAB and 4,4’-(hexafluoroisopropylidene)diphtalic anhydride and, thus, containing two different bulky pendant groups, showed the highest gas permeability coefficient for CO2 (58.3 Barrer) and moderate ideal selectivity to the gas pair CO2/CH4 ( α = 18.0).

Discotic liquid crystals of transition metal complexes 56: Synthesis of mesogenic phthalocyanine-fullerene dyads and influence of the substitution position of alkoxy chains and the kind of terminal groups on appearance of the helical supramolecular structure

We have synthesized twelve novel discotic columnar liquid crystals based on a phenoxy-group-substituted phthalocyaninato copper(II) complex having the same alkoxy chain of C[Formula: see text]H[Formula: see text]O at different positions in the phenoxy group: the parent compounds {0a~0c-16}and the OH-substituted compounds {3a~3c-16}, the OFBA-substituted compounds {2a~2c-16}and the C[Formula: see text]-substituted dyads {1a~1c-16}. The letters of a, b and c mean substitution positions of C[Formula: see text]H[Formula: see text]O group at [Formula: see text], [Formula: see text] and [Formula: see text], respectively. We have investigated the influence of both substitution position of the alkoxy chains and the kind of terminal groups (OH, OFBA and C[Formula: see text] on the mesomorphism and the helical supramolecular structure, by using DSC, POM and temperature-variable small angle X-ray diffraction measurements. As a result, an additional big peak (Peak H) tends to appear at around 2[Formula: see text] = 1.1[Formula: see text] in the X-ray diffraction patterns only for the dyads {1a~1c-16}but not for the other compounds, {0a~0c-16}, {3a~3c-16}and {2a~2c-16}, regardless of the substitution positions of the alkoxy group. Moreover, we revealed that both the m-substituted derivative 1a-16 and the m,p-substituted derivative 1c-16 gave Peak H, but that only the p-substituted derivative 1b-16 did not give Peak H among these three dyads {1a~1c-16}. From the temperature-variable small angle X-ray diffraction measurements for the m,p-substituted derivative 1c-16 using two different sample preparation methods, we proved that the Peak H originates from a helical pitch of fullerenes. We also pointed out that the m-substituted long alkoxy chains are at least needed to form the helical supramolecular structure in the present (PhO)[Formula: see text]PcM-C[Formula: see text]-based dyads.

2-(4-Hydroxyphenyl)-4,6-dimethyl-2,3-dihydropyrimidin-1-ium acetate

In the title compound, C12H15N2O+·C2H3O2 −, the phenoxy group is nearly perpendicular [80.73 (11)°] to the dihydropyrimidinium ring. In the crystal, O—H...O, N—H...O and C—H...O hydrogen bonds form corrugated layers parallel to the ac plane.

Synthesis, characterization, and optical and surface properties of (4-(trifluoromethylthio)phenoxy) copper(ii) phthalocyanine

This paper reports on the synthesis and characterization of a non-peripherally tetra-substituted copper phthalocyanine containing a 4-(trifluoromethylthio)phenoxy group.

Flying-seed-like liquid crystals. Part 4: a novel series of bulky substituents inducing mesomorphism instead of using long alkyl chains

We have synthesized a novel series of flying-seed-like liquid crystals substituted by bulky groups instead of using long alkyl chains. The derivatives having methoxy group(s) at the meta position(s) of a phenoxy group tend to show mesophase(s).