journal article·1991-05

Trisubstituted decacyclene derivatives: Bridging the gap between the carbonaceous mesophase and discotic liquid crystals

Ehud Keinan, Sandeep Kumar, Reuven Moshenberg, Rodolfo Ghirlando, Ellen J. Wachtel

Advanced Materials· Volume 3· Issue 5
Publisher page

Abstract

Communication: Discotic mesogens with C3 symmetry (see figure) are shown to form the basis of a chemically stable low‐temperature model for the carbonaceous mesophase, a key intermediate in the production of coke and graphite via the carbonization of organic precursors. The synthesis and properties are reported. magnified image
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Research context

OpenAlex topics: Liquid Crystal Research Advancements · Synthesis and Properties of Aromatic Compounds · Porphyrin and Phthalocyanine Chemistry

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References (40)

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27. IR (KBr): 3090 (w) 3050 (w) 2920 2850 1668 (s) 1595 (s) 1485 1460 1400 (s) 1302 1260 1245 1220 1160 (s) 1065 1030 978 815 (s) 790 760 (s) cm−1. MS (rel. intensity): 829 (M + 1 20) 828 (M 27) 729 (10) 603 (11) 207 (13) 202 (27) 201 (12) 200 (17) 199 (12) 198 (9) 165 (9) 142 (17) 127 (37) 125 (19) 115 (9) 113 (14) 111 (8) 107 (10) 101 (18) 100 (79) 98 (14) 97 (13) 95 (11) 91 (11) 87 (12) 85 (27) 84 (26) 83 (19) 82 (18) 79 (15) 77 (11) 73 (53) 72 (14) 71 (100) 70 (76) 69 (29) 68 (14) 67 (21) 65 (12) 64 (10) 61 (11) 60 (100) 59 (14) 58 (24) 57 (100) 56 (100) 54 (90) 53 (11) Elemental anal: Calc. for C60H60O3: C 86.92 H 7.29; Found: C 86.22 H 7.05.13C‐NMR (δ CDCl3): 201.8 138.6 135.9 134.4 132.7 132.1 131.0 129.5 127.8 126.3 126.0 122.3 120.1 40.3 31.9 29.5 29.4 24.4 22.8 14.2 ppm.
28. Elemental anal. of 1 a: Calc. for C57H54O3: C 86.98 H 6.92; Found: C 87.20 H 6.65.
29. 1H‐NMR (CDCl3 400 MHz δ values in ppm J in Hz): At 2 × 10−2M: 8.03 (d J = 7.42 1 H H4); 6.79 (d J = 6.97 1 H H2); 6.60 (dd J =7.42 6.28 1 H H5); 6.43 (d J = 6.28 1 H H6); 6.22 (d J = 6.97 1 H H3); 2.64 (br t J =7.4 2 H); 1.63 (br quintet J = 6.3 2 H); 1.37 (br s 8 H); 0.95 (t J = 6.35 3 H). At 2 × 10−5M: 8.83 (d J = 8.57 1 H H4); 8.66 (d J=7.23 2H H2+ H6); 8.26 (d J=7.23 1 H H3); 7.82 (dd J= 8.57. 7.23 H5); 3.18 (t J =7.38 2H); 1.87 (br quintet J =7.34 2H); 1.23 (br s 8 H); 0.89 (t J = 6.8 3 H).
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