Synthesis and characterization of new organosoluble poly(ether imide)s derived from various novel bis(ether anhydride)s - Polyimides and Other High Temperature Polymers - page 59

Table 3.
Melting point, IR, NMR and elemental analysis results on various bis(ether anhydride)s (4A-4F ,
Scheme II)

Elemental analysis
(%)

Monomer
code
(Formula)

IR (KBr)
(cm -1 )

m.p.
( ° C)

NMR

C H
Calcd 71.15 3.58

1 H-NMR (DMSO- d 6 ): δ (ppm) = 7.79 (d,
2H); 7.18-6.97 (m, 10H), 2.02 (s, 6H).
13 C-NMR (DMSO- d 6 ): δ (ppm) = 170.3,
169.2, 160.8, 155.8, 139.5, 138.0, 137.9,
132.7, 132.3, 126.9, 122.0, 120.0, 118.0,
117.9, 19.9.

(C=O)
1837,
1767

4A
(C 30 H 18 O 8 )

217-218

Found 70.79 3.77

(C-O)
1272

1 H-NMR (DMF- d 7 ): 8.00 (dd, 2H), 7.61
(d, 2H), 7.53 (s, 2H), 7.39-7.13 (m, 18H).
13 C-NMR (DMF- d 7 ): δ (ppm) = 171.1,
170.0, 166.6, 155.0, 148.7, 146.2, 136.3,
134.9, 136.7, 129.8, 129.7, 128.3, 127.0,
126.9, 121.4, 114.6, 65.3.

(C=O)
1842,
1764

Calcd 76.39 3.75

4B
(C 41 H 24 O 8 )

262

Found 75.95 4.05

(C-O)
1262

1 H-NMR (CDCl 3 ): δ (ppm) = 7.89-7.84
(m, 2H), 7.44-7.21 (m, 8H), 7.05 (d, 2H),
6.93 (d, 2H), 2.72 (d, 2H), 2.02-1.17 (m,
7H), 0.76 (s, 9H).
13 C-NMR (CDCl 3 ): δ (ppm) = 166.2,
166.0, 163.6, 163.5, 163.1, 152.7, 152.5,
149.9, 143.7, 134.5, 134.4, 130.8, 128.9,
128.2, 128.1, 125.4, 124.7, 124.6, 120.9,
120.7, 113.0, 112.7, 47.5, 45.0, 37.0, 31.7,
26.7, 22.9.

(C=O)
1841,
1768

Calcd 74.00 5.23

4C
(C 38 H 32 O 8 )

211-212

Found 73.45 5.45

(C-O)
1278

1 H-NMR (CDCl 3 ): δ (ppm) = 7.86 (d, 2H),
7.32 (d, 2H), 7.10 (d, 2H), 6.95 (s, 4H), 2.00
(s, 12H), 1.64 (s, 6H).
13 C-NMR (CDCl 3 ): δ (ppm) = 165.7, 163.9,
163.2, 149.3, 148.6, 134.8, 130.5, 128.5,
128.4, 124.2, 123.9, 110.7, 41.8, 30.3, 15.6.

(C=O)
1838,
1764

Calcd 72.90 4.89

4D
(C 35 H 28 O 8 )

164-165

(C-O)
1278

Found 73.00 5.16

1 H-NMR (DMSO- d 6 ): δ (ppm) = 7.74
(d, 4 H), 7.21-7.05 (m, 8H), 6.99 (d, 4 H),
2.05-0.88 (m, 22H, cyclododecane).
13 C-NMR (DMSO- d 6 ): δ (ppm) = 170.3,
169.3, 161.0, 154.1, 147.0, 137.9, 132.7,
130.4, 126.9, 120.3, 119.7, 117.7, 47.7,
32.6, 26.0, 25.8, 21.7, 21.5, 19.6.

(C=O)
1840,
1767

Calcd 74.52 5.63

4E
(C 40 H 36 O 8 )

212-213

(C-O)
1266

Found 74.25 5.68

1 H NMR (DMSO- d 6 ): δ (ppm) = 7.80-7.76
(t, 2H), 7.49 (d, 2H), 7.30 (d, 2H), 7.22-6.96
(m, 13H, aromatic and 4-phenyl group),
2.83-1.50 (m, 9H, cyclohexane group).
13 C NMR (DMSO- d 6 ): δ (ppm) = 170.3,
169.4, 169.3, 160.9, 160.8, 154.4, 154.3,
148.8, 148.2, 142.5, 127.4, 127.2, 127.1,
120.8, 120.5, 120.1, 119.9, 118.3, 118.0,
44.8, 43.2, 36.4, 30.2.

(C=O)
1839,
1765

Calcd 75.46 4.43

4F
(C 40 H 32 O 8 )

217-218

(C-O)
1264

Found 74.40 4.41

Source : Refs. 38-43.