ChemicalsStarting materials/ reagents were procured from various manufacturers: Ethyl-4-aminobenzoate (Fluka), Hydrochloric acid (Fluka), Sodium nitrite (Sigma), Methanol (Fischer), Phenol (Sigma), Sodium hydroxide (Fluka), Allyl bromide (Fluka), 4-bromo-1-butene (Fluka), Potassium carbonate (Sigma), Potassium iodide (Sigma), Acetone (Fischer), Ethanol (Fischer), Chloroform (Fluka), Hexane (Fischer), Ethyl acetate (Fischer), 1, 3-dicyclohexylcarbodiimide (DCC) (Fluka), 4-(N, N-dimethylamino) pyridine (DMAP) (Fluka), Resorcinol (Sigma), Dimethylformamide (Sigma), Acetic acid (Sigma), 1,1,3,3,5,5-hexamethyltrisiloxane (Sigma), Platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex solution (Sigma), Toluene (Sigma), Dichloromethane (Fischer). Acetone was dried over phosphorus pentoxide, whereas dichloromethane and toluene were dried over calcium hydride and distilled out before the use. Other solvents and chemicals were used as such.
CharacterizationsIn this study, a series of siloxane-based azobenzene containing bent-core polymers were synthesized via the hydrosilylation polyaddition of divinyl terminated bent-core mesogenic monomer and 1,1,3,3,5,5-hexamethyltrisiloxane. The structures of intermediates, monomers and polymers were elucidated by spectral analysis such as nuclear magnetic resonance (NMR), Fourier-transform infrared spectroscopy (FTIR) and gel permeation chromatography (GPC). Their thermal and mesomorphic behaviours were characterized by polarized optical microscopy (POM), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). On the other hand, the photos-witching behaviours of polymers in solution were studied by the UV-Vis spectroscopy.
FT-IR Spectra of ethyl 4-[(4-hydroxyphenyl)diazenyl]benzoate (1)The functional groups of ethyl 4-[(4-hydroxyphenyl)diazenyl]benzoate 1 show a trend analogous with the previous papers. [1][2][3][4] . The broad peak was observed at 3390 cm -1 , indicating the existence of the hydrogen-bonded -OH group (Figure 1). The presence of the ester functional group in compound 1 was confirmed by the C=O stretching that appeared at 1717 cm -1 . This value was shifted to a lower frequency from the position in a typical aliphatic ester (1750-1735 cm -1 ) due to the conjugation of C=O with phenyl. Generally, the C-O stretching vibration of alcohol, ether, ester and carboxylic acid appears in the range of 1300-1000 cm -1 . Based on the FT-IR spectra of compound 1, the C-O stretching bonds of phenol and ester were identified at 1224 and 1133 cm -1 , respectively. Peaks found at 1592 and 1504 cm -1 , which correspond to C-C stretches in the aromatic ring, confirmed the presence of benzene ring in the molecular structure. The IR spectra also displayed the characteristic stretching band at about 1428 cm -1 associated with the N=N bond. [5] Besides, the C-H wagging peak was identified at 839 cm -1 , suggesting that compound 1 has a para-substituted benzene ring. [6] The functional groups present in compound 1 were summarized in Table 1.