Oligo(m-phenylene)acetonylene:Sequential ROMP and Claisen Condensation of Norbornene Derivatives
碩士 === 國立臺灣大學 === 化學研究所 === 101 === This thesis describes the sucessesful sequential polymerization of a monomer containing two different polymerizable groups, which can undergo polymerization under different conditions. N-arylpyrrolidine-fused norbornene connected with m-phenylene diacetate moiety...
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| Format: | Others |
| Language: | zh-TW |
| Published: |
2013
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| Online Access: | http://ndltd.ncl.edu.tw/handle/87267813868188199728 |
| Summary: | 碩士 === 國立臺灣大學 === 化學研究所 === 101 === This thesis describes the sucessesful sequential polymerization of a monomer containing two different polymerizable groups, which can undergo polymerization under different conditions. N-arylpyrrolidine-fused norbornene connected with m-phenylene diacetate moiety is chosen as the starting monomer. This monomer contains norbornene group which can undergo ring-opening metathesis polymerization (ROMP) under various conditions to give well-defined single-stranded polynorbornene skeletons. This polynorbornene backbone can then serve as a template to control Claisen condensation reaction of m-phenylene diacetate moieties to afford the corresponding β-keto ester. This protocols is executed and unsymmetrical ladderphanes are obtained with different degree of polymerization. After hydrolysis under basic conditions, oligo(m-phenylene)acetonylenes with control molecular weight and narrow polydispersity index (PDI) are obtained. It is noteworthy that Claisen condensation of m-phenylene diacetate moiety without templation generated corresponding oligo(m-phenylene)acetonylene with uncontrolled molecular weight and polydispersity index (PDI).
Key words: ROMP; Templated polymerization; Sequential polymerization;
Norbornene; Oligo(m-phenylene)acetonylene
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