Supporting Information for Bifunctional Polybenzoxazine

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: kuosw@faculty.nsysu.edu.tw
TEL./FAX: 886-7-5254099
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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).
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