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- Title
Polymerization of Bulky of Oxirane Monomers Leading to Polyethers Exhibiting Intramolecular Charge Transfer Interactions.
- Authors
Merlani, Maia; Song, Zhiyi; Wang, Yuting; Yuan, Yuehui; Luo, Jiyue; Barbakadze, Vakhtang; Chankvetadze, Bezhan; Nakano, Tamaki
- Abstract
Three novel oxirane monomers, 2‐methoxycarbonyl‐3‐(3,4‐dibenzyloxyphenyl)oxirane (MDBPO), 2‐benzyloxycarbonyl‐3‐(3,4‐dibenzyloxyphenyl)oxirane (BDBPO), and 2‐t‐butyloxycarbonyl‐3‐(3,4‐dibenzyloxyphenyl)oxirane (TBDBPO) are prepared and polymerized using BF3‐OEt2 in CH2Cl2 to yield polyethers. The monomers smoothly lead to polymers under the cationic conditions in spite of the monomers' rather bulky structures. The obtained polymers exhibit characteristic UV spectra with intramolecular charge transfer (ICT) bands through hetero π‐stacked structure formed between the side‐chain carbonyl group and the phenyl group directly connects to the main chain. The relative intensity of the ICT bands is the strongest for poly(TBDBPO) having bulky t‐butyl ester group. This spectral feature is considered to have connection with rigidity of polymer chain. Poly(TBDBPO) having the bulkiest side‐chain group is considered to possess the most rigid chain conformation that can account for its strongest ICT interactions that may occur between the carbonyl group and the phenyl group directly attached to the main chain. The proposed rigid chain conformation of poly(TBDBPO) is supported by the fact that the polymer does not show clear Tg while the other two polymers do.
- Subjects
INTRAMOLECULAR charge transfer; ETHYLENE oxide; MONOMERS; PHENYL group; CARBONYL group; INTRAMOLECULAR proton transfer reactions
- Publication
Macromolecular Chemistry & Physics, 2019, Vol 220, Issue 23, pN.PAG
- ISSN
1022-1352
- Publication type
Article
- DOI
10.1002/macp.201900331