Supporting Information for Bifunctional Polybenzoxazine

2 downloads 0 Views 259KB Size Report
N. O. (b). O. O. CH3. N. O. H eat Flow. (E ndo, D ow n). Temperature (oC). (a). 286 oC. 108 oC. Figure S3: DSC analyses of (a) Py-BZ and (b) Coumarin-Py BZ.
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