Supporting Information
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- Κύριλλος Ἰορδάνης Μιχαηλίδης
- 5 χρόνια πριν
- Προβολές:
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1 Supporting Information Synthesis and Electroactive Properties of Poly(amidoamine) Dendrimers with an Aniline Pentamer Shell Wei-I Hung a, Chih-Bing Hung a, Ya-Han Chang a, Jiun-Kuang Dai a, Yan Li b, Hai He b, Shao-Wen Chen a, Tsao-Cheng Huang a, Yen Wei c,*, Xin-Ru Jia b,*, Jui-Ming Yeh a,* a Department of Chemistry, Center for Nanotechnology at CYCU, Chung-Yuan Christian University, Chung Li 32023, Taiwan, R. O. C. b Department of Polymer Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing , China c Chemistry Department, Drexel University, Philadelphia, PA 19104, USA 1
2 PAMAM G-0.5: ( a CH 2 a CH 2 )[N( b CH 2 c CH 2 d CO 2 e CH 3 ) 2 ] 2 1 H NMR (300 MHz, CDCl 3, ppm) δ H : 3.66 (12H, s, e), (8H, t, b), 2.48 (4H, s, a), (8H, t, c). 13 C NMR (75 MHz, CDCl 3, ppm) δ C : (C), (CH 2 ), (CH 3 ), (CH 2 ) (CH 2 ). ESI-TOF MS: Calcd for C 18 H 32 N 2 O 8 [M]: Found: [M+H] +, [M+Na] +. FT-IR (KBr pellet, cm -1 ): 2956, 2830, 1735, 1438, 1251, 1189, PAMAM G0: ( a CH 2 a CH 2 )[N( b CH 2 c CH 2 d CO e NH f CH 2 g CH 2 h NH 2 ) 2 ] 2 1 H NMR (300 MHz, D 2 O, ppm) δ H : (8H, t, f), (8H, t, b), (8H, t, g), 2.51 (4H, s, a), (8H, t, c). 13 C NMR (75 MHz, D 2 O, ppm) δ C : (C), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ). ESI-TOF MS: Calcd for C 22 H 48 N 10 O 4 [M]: Found: [M+H] +, [M+Na] +. FT-IR (KBr pellet, cm -1 ): 3402, 2956, 2852, 1633, 1560, 1485, 1326, 709. PAMAM G0.5: ( a CH 2 a H 2 )[N( b CH 2 c CH 2 d CO e NH f CH 2 g CH 2 N( h CH 2 i CH 2 j CO 2 k CH 3 ) 2 ) 2 ] 2 1 H NMR (400 MHz, CDCl 3, ppm) δ H : (4H, t, e), 3.63 (24H, s, k), (8H, q, f), (24H, m, b, h), (12H, m, a, g), (16H, t, i), (8H, t, c). 13 C NMR (100 MHz, CDCl 3, ppm) δ C : (C), (C), (CH 2 ), (CH 3 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ). ESI-TOF MS: Calcd for C 54 H 96 N 10 O 20 [M]: Found: [M+H] +, [M+Na] +. FT-IR (KBr pellet, cm -1 ): 3392, 2953, 2836, 1727, 1642, 1546, 1443, 1353, 1260, 1199,
3 PAMAM G1.0: ( a CH 2 a CH 2 )[N( b CH 2 c CH 2 d CO e NH f CH 2 g CH 2 N ( h CH 2 i CH 2 j CO k NH l CH 2 m CH 2 n NH 2 ) 2 ) 2 ] 2 1 H NMR (300 MHz, D 2 O, ppm) δ H : (24H, bm, f, l), (40H, m, b, h, m), (12H, m, a, g), (24H, m, c, i). 13 C NMR (75 MHz, D 2 O, ppm) δ C : (C), (C), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ). ESI-TOF MS: Calcd for C 62 H 128 N 26 O 12 [M]: Found: [(M+2H)/2] +, [M+H] +. FT-IR (KBr pellet, cm -1 ): 3358, 3294, 2931, 2855, 1639, 1553, 1458, 1336, 688. PAMAM G1.5: ( a CH 2 a CH 2 )[N( b CH 2 c CH 2 d CO e NH f CH 2 g CH 2 N ( h CH 2 i CH 2 j CO k NH l CH 2 m CH 2 N( n CH 2 o CH 2 p CO 2 q CH 3 ) 2 ) 2 ) 2 ] 2 1 H NMR (300 MHz, CDCl 3, ppm) δ H : 7.72 (4H, t, e), 7.08 (8H, t, k), 3.63 (48H, s, q), (24H, q, f, l), (56H, m, b, h, n), (28H, m, a, g, m), (56H, m, o, i, c). 13 C NMR (75 MHz, CDCl 3, ppm) δ C : (C), (C), (C), (CH 2 ), (CH 2 ), (CH 3 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ). ESI-TOF MS: Calcd for C 126 H 224 N 26 O 44 [M]: Found: [(M+H+2Na)/3] +, [(M+H+Na)/2] +, [M+H] +. FT-IR (KBr pellet, cm -1 ): 3299, 2952, 2830, 1735, 1649, 1539, 1436, 1360, 1257, 1199, PAMAM G2.0: 3
4 ( a CH 2 a CH 2 )[N( b CH 2 c CH 2 d CO e NH f CH 2 g CH 2 N ( h CH 2 i CH 2 j CO k NH l CH 2 m CH 2 N( n CH 2 o CH 2 p CO q NH r CH 2 s CH 2 t NH 2 ) 2 ) 2 ) 2 ] 2 1 H NMR (300 MHz, D 2 O, ppm) δ H : (56H, m, f, l, r), (116H, m, a, b, g, h, m, n, s), (56H, m, c, i, o). 13 C NMR (100 MHz, D 2 O, ppm) δ C : (C), (C), (C), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ). ESI-TOF MS: Calcd for C 142 H 288 N 58 O 28 [M]: Found: [(M+4H)/4] +, [(M+3H)/3] +, [(M+2H)/2] +. FT-IR (KBr pellet, cm -1 ): 3418, 2962, 2867, 1641, 1562, 1488, 1326, 770. PAMAM G2.5: ( a CH 2 a CH 2 )[N( b CH 2 c CH 2 d CO e NH f CH 2 g CH 2 N( h CH 2 i CH 2 j CO k NH l CH 2 m CH 2 N ( n CH 2 o CH 2 p CO q NH r CH 2 s CH 2 N( t CH 2 u CH 2 v CO 2 w CH 3 ) 2 ) 2 ) 2 ) 2 ] 2 1 H NMR (300 MHz, CDCl 3, ppm) δ H : (11H, b, e, k), 7.13 (15H, b, q), 3.65 (90H, s, w), (56H, q, f, l, r), (126H, m, b, h, n, t), (180H, m, a, g, m, s, u, o, i, c). 13 C NMR (100 MHz, CDCl 3, ppm) δ C : (C), (C), (C), (CH 2 ), (CH 2 ), (CH 3 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ). ESI-TOF MS: Calcd for C 270 H 480 N 58 O 92 [M]: Found: [(M+6Na)/6] +, [(M+5Na)/5] +, [(M+4Na)/4] +, [(M+3Na)/3] +. FT-IR (KBr pellet, cm -1 ): 3403, 2956, 2849, 1725, 1641, 1552, 1449, 1354, 1266, 1211, PAMAM G3.0: ( a CH 2 a CH 2 )[N( b CH 2 c CH 2 d CO e NH f CH 2 g CH 2 N( h CH 2 i CH 2 j CO k NH l CH 2 m CH 2 N 4
5 ( n CH 2 o CH 2 p CO q NH r CH 2 s CH 2 N( t CH 2 u CH 2 v CO w NH x CH 2 y CH 2 z NH 2 ) 2 ) 2 ) 2 ) 2 ] 2 1 H NMR (400 MHz, D 2 O, ppm) δ H : (120H, m, f, l, r, x), (184H, m, b, h, n, t, y), (58H, m, a, g, m, s), (120H, m, c, i, o, u). 13 C NMR (100 MHz, D 2 O, ppm) δ C : (C), (C), (C), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ). ESI-TOF MS: Calcd for C 302 H 608 N 122 O= [M]: Found: [(M+7NH)/7] +, [(M+6H)/6] +, [(M+5H)/5] +. FT-IR (KBr pellet, cm -1 ): 3408, 2962, 2858, 1638, 1562, 1488, 1326, 773. PAMAM G3.5: ( a CH 2 a CH 2 )[N( b CH 2 c CH 2 d CO e NH f CH 2 g CH 2 N( h CH 2 i CH 2 j CO k NH l CH 2 m CH 2 N ( n CH 2 o CH 2 p CO q NH r CH 2 s CH 2 N( t CH 2 u CH 2 v CO w NH x CH 2 y CH 2 N ( z CH 2 a CH 2 b CO 2 c CH 3 ) 2 ) 2 ) 2 ) 2 ) 2 ] 2 1 H NMR (300 MHz, CDCl 3, ppm) δ H : 3.65 (172H, s, c ), (120H, m, f, l, r, x), (258H, m, b, h, n, t, z), (442H, m, a, g, m, s, y, c, i, o, u, a ). 13 C NMR (75MHz, CDCl 3, ppm) δ C : (C), (C), (C), (C), (CH 2 ), (CH 2 ), (CH 3 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ). FT-IR (KBr pellet, cm -1 ): 3418, 3296, 2946, 2852, 1641, 1558, 1457, 1342, PAMAM G4.0: ( a CH 2 a CH 2 )[N( b CH 2 c CH 2 d CO e NH f CH 2 g CH 2 N( h CH 2 i CH 2 j CO k NH l CH 2 m CH 2 N ( n CH 2 o CH 2 p CO q NH r CH 2 s CH 2 N( t CH 2 u CH 2 v CO w NH x CH 2 y CH 2 N ( z CH 2 a CH 2 b CO c NH d CH 2 e CH 2 f NH 2 ) 2 ) 2 ) 2 ) 2 ) 2 ] 2 5
6 1 H NMR (300 MHz, D 2 O, ppm) δ H : (244H, m, f, l, r, x, d ), (358H, m, b, h, n, t, z, e ), (128H, m, a, g, m, y), (248H, m, c, i, o, u, a ). 13 C NMR (75MHz, D 2 O, ppm) δ C : (C), (C), (C), (C), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ), (CH 2 ). FT-IR (KBr pellet, cm -1 ): 3396, 3303, 2950, 2834, 1731, 1643, 1544, 1445, 1202, AP: 1 H NMR (400 MHz, DMSO-d 6, ppm) δ H : (m, due to Ar-H), 7.04 (s, due to Ar-H), (m, due to Ar-H), (m, due to Ar-H, -NH-). 13 C NMR (100MHz, DMSO-d 6, ppm) δ C : (C), (C), (CH), (CH), (CH), (CH). ESI-TOF MS: Calcd for C 30 H 25 N 5 [M]: Found: [M+H] +. FT-IR (KBr pellet, cm -1 ): 3378, 3258, 3028, 1594, 1504, 1299, 825. AP-COOH: 1 H NMR (400 MHz, DMSO-d 6, ppm) δ H : (m, due to Ar-H), 7.03 (s, due to Ar-H), (m, due to Ar-H), (m, due to Ar-H, -NH-), 2.54 (-CH 2 -). 13 C NMR (100MHz, DMSO-d 6, ppm) δ C : (C), (C), (C), (C), (CH), (CH), (CH), (CH), (CH), (CH 2 ), (CH 2 ). ESI-TOF MS: Calcd for C 34 H 29 N 5 O 3 [M]: Found: [M+H] +. FT-IR (KBr pellet, cm -1 ): 3622, 3385, 3281, 3038, 1662, 1591, 1507, 1299, 821. PAMAM-AP G2: 6
7 1 H NMR (400 MHz, DMSO-d 6, ppm) δ H : (bm, due to Ar-H), (m, due to Ar-H), (m, due to PAMAM -CH 2 -), (m, due to PAMAM -CH 2 -). ESI-TOF MS: Found: [(M+8H)/8] +, [(M+7H)/7] +, [(M+6H)/6] +, [(M+5H)/5] +, [(M+4H)/4] +, [(M+3H)/3] +. FT-IR (KBr pellet, cm -1 ): 3327, 2928, 2849, 1628, 1576, 1509, 1312, 1086, 884, 651. PAMAM-AP G3: 1 H NMR (400 MHz, DMSO-d 6, ppm) δ H : (bm, due to Ar-H), (m, due to Ar-H), (m, due to PAMAM -CH 2 -), (m, due to PAMAM -CH 2 -). FT-IR (KBr pellet, cm -1 ): 3323, 2921, 2846, 1625, 1570, 1503, 1308, 1154, 884. PAMAM-AP G4: 1 H NMR (400 MHz, DMSO-d 6, ppm) δ H : (bm, due to Ar-H), (m, due to Ar-H), (m, due to PAMAM CH 2 -), (m, due to PAMAM CH 2 -). FT-IR (KBr pellet, cm -1 ): 3325, 2926, 2849, 1625, 1537, 1521, 1306,
8 Figure S-1. 1 H (a), 13 C (b) NMR spectra and ESI-TOF MS (c) spectrum of PAMAM G-0.5 8
9 Figure S-2. 1 H (a), 13 C (b) NMR spectra and ESI-TOF MS (c) spectrum of PAMAM G0 9
10 Figure S-3. 1 H (a), 13 C (b) NMR spectra and ESI-TOF MS (c) spectrum of PAMAM G0.5 10
11 Figure S-4. 1 H- 1 H COSY (a), HMQC (b) NMR spectra of PAMAM G0.5 11
12 Figure S-5. 1 H (a), 13 C (b) NMR spectra and ESI-TOF MS (c) spectrum of PAMAM G1.0 12
13 Figure S-6. 1 H- 1 H COSY (a), HMQC (b) NMR spectra of PAMAM G1.0 13
14 Figure S-7. 1 H (a), 13 C (b) NMR spectra (c) and ESI-TOF MS spectrum of PAMAM G1.5 14
15 Figure S-8. 1 H (a), 13 C (b) NMR spectra and ESI-TOF MS (c) spectrum of PAMAM G2.0 15
16 Figure S-9. 1 H (a), 13 C (b) NMR spectra and ESI-TOF MS (c) spectrum of PAMAM G2.5 16
17 Figure S H (a), 13 C (b) NMR spectra and ESI-TOF MS (c) spectrum of PAMAM G3.0 17
18 Figure S H (a), 13 C (b) NMR spectra and of PAMAM G3.5 18
19 Figure S H (a), 13 C (b) NMR spectra and of PAMAM G4.0 19
20 Figure S H (a), 13 C (b) NMR spectra and ESI-TOF MS (c) spectrum of AP 20
21 Figure S H- 1 H COSY (a), HMQC (b) NMR spectra of AP 21
22 Figure S H (a), 13 C (b) NMR spectra and ESI-TOF MS (c) spectrum of AP-COOH 22
23 Figure S H- 1 H COSY (a), HMQC (b) NMR spectra of AP-COOH 23
24 Figure S H (a), 1 H- 1 H COSY (b) NMR spectra of PAMAM-AP G2 24
25 Figure S H (a), 1 H- 1 H COSY (b) NMR spectra of PAMAM-AP G3 25
26 Figure S H (a), 1 H- 1 H COSY (b) NMR spectra of PAMAM-AP G4 26
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