Synthesis, characterization and fluorescence adjustment of well-defined polymethacrylates with pendant π-conjugated benzothiazole via atom transfer radical polymerization (ATRP)
✍ Scribed by Liang Zhang; Qing-Feng Xu; Jian-Mei Lu; Na-Jun Li; Feng Yan; Li-Hua Wang
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- English
- Weight
- 374 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0032-3861
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✦ Synopsis
Two compounds containing the benzothiazole moiety, 4-(2-benzothiazole-2-yl-vinyl)-phenyl methacrylate (BVMA) and 2-bromo-2-methyl-propionic acid 4-(2-benzothiazole-2-yl-vinyl)-phenyl ester (BPBVE) were synthesized. Atom transfer radical polymerization (ATRP) of BVMA was conducted at 60 C using BPBVE and CuBr/2,2 0 -bipyridine (BPY) as initiator and catalyst, respectively. Chain extension with 4-methacryloxyhexyloxy-4 0 -nitrostilbene (MHNS) was conducted using PBVMA as the macroinitiator. The homopolymer PBVMA in DMF solution emitted blue fluorescence, and the copolymer PBVMA-b-PMHNS emitted orange fluorescence at about 610 nm due to the intramolecular energy transfer. ATRP of BVMA was also conducted using 2-bromo-2-methyl-propionic acid 4-nitrostilbene-hexyloxy ester (BPNHE) as an initiator. The obtained polymer was characterized via 1 H NMR and the fluorescence intensity was found to change with increasing number average molecular weight (M n ). The polymer with M n ¼ 15900 emitted white fluorescence in DMF solution.