Proceedings of the Polymer Society of Korea Conference (한국고분자학회:학술대회논문집)
- 2006.10a
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- Pages.328-328
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- 2006
Spontaneous Copolymerization of 1,3-Dehydroadamantanes
- Ishizone, Takashi (Department of Organic and Polymeric Materials, Tokyo Institute of Technology) ;
- Matsuoka, Shin-ichi (Department of Organic and Polymeric Materials, Tokyo Institute of Technology) ;
- Uehara, Yousuke (Department of Organic and Polymeric Materials, Tokyo Institute of Technology) ;
- Ogiwara, Naoto (Department of Organic and Polymeric Materials, Tokyo Institute of Technology)
- Published : 2006.10.13
Abstract
On mixing of 1,3-dehydroadamantane, 1, with electron-deficient vinyl monomers such as acrylonitrile and methyl acrylate in THF at r.t. in the absence of any initiator, the copolymerization spontaneously proceeded to give alternating copolymers in 28-88 % yield. By contrast, no reaction of 1 occurred, when isobutyl vinyl ether or styrene was mixed under the similar conditions. These contrastive results indicate the high electron density of a central s-bond in a strained [3.3.1]propellane derivative, 1. Alternating sequences of the resulting copolymers were characterized by NMR and MALDI-TOF-MS measurements. DSC and TGA measurements revealed the high thermal stability of the alternating copolymers containing bulky and stiff adamantane skeletons.
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