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Synthesis of Dual-functional Reactive Block Copolymer via Ring Opening Metathesis Polymerization (ROMP) and Its Application to Preparation of a Robust Reactive Thin Film

초록/요약 도움말

두 가지 기능을 갖는 블록공중합체를 만들기 위하여, 펜타플루오로페닐에스터(PFPNB, 5-norbornene-2-carboxylic acid pentafluorophenyl ester)와 Meldrum’s acid 작용기를 갖는 노보넨 (MANB)을 두 당량체로 하여 ROMP 중합하였다. PFPNB는 좋은 반응성을 갖는 에스터로, 다양한 종류의 아민류와 반응할 수 있다. MANB는 열에 의해 케텐(ketene)이 되면서 알코올, 아민과 반응하거나 이합체(dimer) 반응을 한다. 우리는 이 블록공중합체를 박막으로 만들고 MANB 부분이 열 분해 하여 서로 이합체를 형성하도록 하여 단단하게 고정시켰다. 이 과정에서 PFPNB는 손상되지 않음을 TGA 분석으로 알 수 있다. 이렇게 만들어진 박막은 아민과 잘 반응하며, 이러한 반응성은 접촉각(contact angle) 측정과 CV (cyclic voltammetry)를 이용한 실험을 통해 확인하였다.

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초록/요약 도움말

We have synthesized dual-functional block copolymers based on 5-norbornene-2-carboxylic acid pentafluorophenyl ester (PFPNB) and Meldrum’s acid containing norbornene (MANB). Meldrum's acid group in MANB is a precursor for a ketene group which can be generated by simple thermolysis and PFPNB group is an activated ester which is selectively reactive with amines under the physiological conditions. Since the themolytically generated ketenes from Meldrum’s acid eventually dimerize under the thermolysis conditions, they were regarded as a thermally-activable crosslinking group in the polymer matrix. On the other hand, it was envisioned that the PFPNB group was a thermally stable electrophilic group that can survive the thermolysis conditions for ketene generation from MANB. In order to demonstrate a synergistic effect of the two functional groups in combination, a TGA study of the polymer was conducted to confirm that the pentafluorophenylester groups were intact at the evaluated temperature for the thermolysis of the Meldrum’s acid groups. Also, through cyclic voltammetry study, it was confirmed that the polymer was successfully immobilized on the ITO coated glass and the active PFPNB ester groups reacted with ferrocenyl ethylamine efficiently. This dual-functional polymer is expected to find many applications in various fields in material science.

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