Macromolecules
ARTICLE
Synthesis of P1. Monomer 6 (265 mg, 0.21 mmol) and M1 (90 mg,
0.20 mmol) were charged into a 25 mL flask fitted with a condenser
under N2 protection. Dry toluene (4 mL) was added into the flask
followed by adding Pd2(dba)3 (9 mg) and P(o-tol)3 (23 mg). The
resulting mixture was then degassed twice and heated up to ∼120 °C for
3 days. After cooling to room temperature, the mixture was poured into
methanol. The precipitate was then purified by Soxhlet extraction with
acetone and hexane for 12 h. The collected solid was then dissolved into
a small amount of chlorobenzene, which was then precipitated into
acetone. Last, the black solid was collected and dried overnight under
vacuum (198 mg, 83%). 1H NMR (300 MHz, CDCl3, δ) 8.59ꢀ8.08 (br,
4H), 7.79ꢀ7.09 (br, 22H), 2.64 (br, 8H), 1.66ꢀ1.53 (m, 8H), 1.29 (m,
24H), 0.88 (m, 12H).
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Synthesis of P2. P2 was synthesized with monomer 6 (262 mg, 0.21
mmol) and M2 (89 mg, 0.20 mmol) by following a similar procedure to
that of P1 (210 mg, 88%). 1H NMR (500 MHz, CDCl3, δ): 9.18ꢀ8.13
(br, 3H), 7.82ꢀ7.09 (br, 22H), 2.64 (br, 8H), 1.66ꢀ1.53 (m, 8H), 1.29
(m, 24H), 0.88 (m, 12H).
’ AUTHOR INFORMATION
(11) Acton, O.; Ting, G.; Ma, H.; Ka, J. W.; Yip, H. L.; Tucker, N. M.;
Jen, A. K. Y. Adv. Mater. 2008, 20, 3697–3701.
Corresponding Author
*E-mail: ajen@u.washington.edu.
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Hummelen, J. C.; van Hal, P. A.; Janssen, R. A. J. Angew. Chem., Int.
Ed. 2003, 42, 3371–3375.
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’ ACKNOWLEDGMENT
The authors thank the support of the National Science
Foundation’s STC program under DMR-0120967, the AFOSR’s
“Interface Engineering” Program under FA9550-09-1-0426, the
DOE “Future Generation Photovoltaic Devices and Process”
program (DEFC3608GO19024/A000), the Office of Naval
Research (N00014-08-1-1129) and the World Class University
(WCU) program through the National Research Foundation of
Korea under the Ministry of Education, Science and Technology
(R31-10035). A. K.-Y. Jen thanks the Boeing-Johnson Founda-
tion for the financial support.
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dx.doi.org/10.1021/ma2008699 |Macromolecules 2011, 44, 4752–4758