Electronic Supplementary Material (ESI) for Polymer Chemistry. This journal is © The Royal Society of Chemistry 2015 Supporting Information for Bifunctional Polybenzoxazine Nanocomposites Containing Photo-Crosslinkable Coumarin Units and Pyrene Units Capable of Dispersing Single-Walled Carbon Nanotubes Mohamed Gamal Mohamed, Kuo-Chih Hsu, and Shiao-Wei Kuo* Department of Materials and Optoelectronic Science, Center for Nanoscience and Nanotechnolgy, National Sun Yat-Sen University, Kaohsiung, Taiwan *To whom correspondence should be addressed E-mail: [email protected] TEL./FAX: 886-7-5254099 1 NH2 NO2 HNO3 CH3COOH Pd/C,hydrazine monohydrate Ethanol Scheme S1: Synthesis of Py-NH2 HO O OH H3C O H2SO4 O HO O CH3 CH3 Scheme S2: Synthesis of Coumarin-OH 2 O H2O NH DMSO-d6 10 9 8 7 6 5 4 3 Chemical shift (ppm) Figure S1: 1H NMR spectra of Py-NH2. 3 2 1 0 DMSO-d6 Aromatic 160 140 120 100 80 Chemical shift (ppm) Figure S2: 13C NMR spectra of Py-NH2. 4 60 40 Heat Flow(Endo, Down) 286oC O N (a) 254oC 108oC (b) O N O O CH3 231oC 50 100 150 200 Temperature(oC) Figure S3: DSC analyses of (a) Py-BZ and (b) Coumarin-Py BZ. 5 250 300 100 Weight Percent (%) 80 60 (c) (b) (a) 40 20 (a) Coumarin-PyBZMonomer (b) PurePoly(Coumarin-PyBZ) (c) PurePoly(Di-Coumarin-PyBZ) 0 100 200 300 400 500 600 700 Temperature(oC) Figure S4: TGA analyses of (a) Coumarin-Py BZ monomer, (b) poly(Coumarin-Py BZ), and (c) poly(Di-Coumarin-Py BZ). 6