Supporting Information
Direct Synthesis of Funcational Novolacs and Their Polymer Reactions
Gen-ichi KONISHI et. al. Department of Organic &Polymeric Materials, Graduate School of
Science & Engineering , Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8552,
Japan, E-mail: konishi.g.aa@m.titech.ac.jp.
1-Bromo-2-phenoxyethane (3)
A solution of phenol (3.7 g, 40 mmol), 1,4-dibromoethane (9.30 g, 50 mmol), and 50% aqueous
sodium hydroxide in water (40ml) was heated at 100 °C for 6 h. After cooling to room temperature,
the organic layer was extracted with ether, and washed with water twice. After evaporation of the
solvent, the residue was distilled to afford 3 in 56% yield. 1H-NMR (270 MHz, CDCl3, ppm) δ 3.64
(-CH2-Br), 4.25 (ArO-CH2-), 6.90, 7.25 (Ar).; FT-IR (KBr, cm-1) 1030, 1250(Ar-O-C-), 1500,
1600(ArC=C), 2930(-CH2-).
1-Bromo-4-phenoxybutane (4)
A solution of phenol (3.7 g, 40 mmol), 1,4-dibromobutane (10.7 g , 50 mmol), and 50% aqueous
sodium hydroxide in water (40 mL) was heated at 100 °C for 6 h. After cooling to room temperature,
the organic layer was extracted with ether, and washed with water twice. After evaporation of the
solvent, the residue was distilled to afford 4 in 81% yield. 1H-NMR (270 MHz, CDCl3, ppm): δ
1.90, 2.10 (-CH2-), 3.45 (-CH2-Br), 4.00 (ArO-CH3), 6.85, 7.30 (Ar).; FT-IR (KBr, cm-1) 550, 630
(-CH2Br), 1030, 1250 (Ar-O-C-), 1500, 1600 (ArC=C), 2930(-CH2-) cm.-1
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Figure S1. 13C NMR spectrum of allylated polymer with hydroxyl group.
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Figure S2. FT-IR spectrum of allylated polymer with hydroxyl group.
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Figure S3. 1H NMR spectrum of 6.
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Figure S4. 1H NMR spectrum of 7.
Figure S5. FT-IR spectra of 4-bromo-1-phenoxybutane novolac and graft polymer.
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