121st General Meeting of the KCS

Type Poster Presentation
Area Organic Chemistry
Room No. Event Hall
Time 4월 19일 (목요일) 11:00~12:30
Code ORGN.P-434
Subject Chemo-responsive poly(2-isopropyl-2-oxazoline) having phenylboronic acid
Authors Ji Young Lee, Woo-Dong Jang1,*
Yonsei University, Korea
1Department of Chemistry, Yonsei University, Korea
Abstract Boronic acid has been researched a lot because of its ability of sensing sugars. In this research, phenylboronic acid moieties were introduced to both ends of 2-isopropyl-2-oxazoline to make chemo, thermo-responsive polymer (PBA-POx). To observe the thermo-responsive property of the polymer, the cloud point temperature (TCP) was measured by the transmittance change using UV-Vis spectroscopy. The binding affinity and reaction time of this polymer was altered by types of sugars and presence of pinacol protection. PBA-POx showed TCP change after addition of sugars. Among various saccharides, PBA-POx showed the largest TCP change (4 oC) with shortest reaction time (3 h) by addition of fructose, indicating that fructose has the strongest binding affinity with the polymer. Phenylboronic acid pinacol ester-conjugated POx (PBAE-POx) also showed the same results with PBA-POx. However, its reaction time was extremely shorter than PBA-POx. TCP of PBAE-POx was increased to 6 oC immediately when fructose was added. This result means that PBA-POx has stronger binding affinity with fructose by forming cyclic boronate ester. Also, protecting groups can help reduce reaction time and bind strongly with sugars.
E-mail jiyoung316@yonsei.ac.kr