Figure 1 shows the FT-IR spectra of SMPU, OOBA, and SMPU-OOBAm composites (e.g., P1, P2, P3, P4, P5). In the spectrum of OOBA (Figure 1a), the C=O stretching vibration was detected at approximately 1683 cm−1, which suggest the formation of hydrogen bond associations. Thus, OOBA molecules may form dimers and create a long lath-like structure with a three-ring core, which is the basic structure of mesogen, to form the LC phase. In the spectrum of SMPU, the N–H stretching vibration is detected at approximately 3323 cm−1 and 3286 cm−1, whereas the C–N stretching vibration occurs at 1533 cm−1 and 1531 cm−1. In the SMPU-OOBAm composites (e.g., P4), the N–H stretching vibration shifts to a low wavenumber, which implies the formation of a hydrogen bond between the OOBA and the hard segment of SMPU. Additionally, P4 shows a new frequency at approximately 1685 cm−1, which can be ascribed to the C=O stretching vibration of OOBA. The frequency at approximately 1166 cm−1 also likely results from the C–O stretching vibration of OOBA. These results suggest that OOBA has successfully incorporated into SMPU and has formed an SMPU-OOBAm composite. Figure 1b also shows that all SMPU-OOBAm composites have similar FT-IR results to P4. The peak density at 1685 cm−1 obviously increases from P1 to P5, which confirms the increased OOBA content. In the previous literature, the LC phase was lost when LC mesogens containing pyridine moieties were attached to the SMPU containing carboxyl groups through hydrogen bonding between pyridine and COOH . However, in this work, the SMPU-OOBAm composites tend to keep the intrinsic LC properties of OOBA because of their dimer structure. The first advantage of the SMPU-OOBAm composites is that the liquid crystalline properties of OOBA can be used in the form of polymeric materials for many applications, being more conducive to the applications of liquid crystal materials.