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Abstract

A new aromatic polyazomethine with rotaxane architecture containing a blocking group in every structural unit has been synthesized by polycondensation of 3,6-diformyl-9-butyl carbazole with p,p′-diaminobiphenyl (benzidine)/β-cyclodextrin adduct. As compared with polymers obtained in the absence of β-cyclodextrin, this polymer is more hygroscopic and soluble in polar solvents such as DMF and DMSO. The IR, ¹H-NMR, GPC and DSC data support the presence of β-cyclodextrin in the polymer chain. Measurements made by gel permeation chromatography of the DMF soluble main-chain polyrotaxane show high molecular weight. This polymer is a light-yellow coloured product and its electrical conductivity is as high as 10⁻⁹ S cm⁻¹. Doping with iodine markedly increased the conductivity of the orange-brown coloured semiconductive polyazomethine with a maximum conductivity of 10⁻⁶ S cm⁻¹.

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[1] Amari C , Pelizzi C , Prediere G , Destri S and Porzio W 1995 Synth. Met. 72 7-7

[2] Bruma M , Hamciuc E , Mercer F , Kopnick T , Kaminorz Y and Schulz B 2000 High Perform. Polym. 12 277-277

[3] Ogata N , Sanui K and Wada J 1976 J. Polym. Sci., Polym. Lett. Ed. 14 459-459

[4] Li J , Harada A and Kamachi M 1994 Bull. Chem. Soc. Japan. 67 2808-2808

[5] Shen Y X , Engen P T , Berg M , Merola J S and Gibson H W 1992 Macromolecules 25 2786-2786

[6] Harada A , Li J , Nakamatsu T and Kamachi M 1993 J. Org. Chem. 58 7524-7524

[7] Harada A , Li J and Kamachi M 1993 J. Am. Chem. Soc. 116 3192-3192

[8] Taylor P N , O’Connell J O , McNeill L A , Hall M J , Aplin R T and Anderson H L 2000 Angew. Chem. Int. Ed. 39 19 3456-3456

[9] Szejtl J 1982 Cyclodextrins and Their Inclusion Complexes (Budapest: Akademiai Kiada)

10.

[10] Sze J Y and Gibson H W 1992 Polym. Prep. ACS 33 331-331

11.

[11] Simionescu C I , Grigoras M , Farcas A and Stoleru A 1998 Macromol. Chem. Phys. 199 1301-1301

12.

[12] Simionescu C I , Grigoras M and Farcas A 1998 Synth. Polym. J. V 1-1

13.

[13] Farcas A and Grigoras M 2000 J. Optoelectron. Adv. Mater. 2 5 525-525

14.

[14] Farcas A and Grigoras M 2001 High Perform. Polym. 13 149-158

15.

[15] Agam G and Zilkha A 1976 J. Am. Chem. Soc. 98 5214-5214

16.

[16] Yamaguchi I , Osakada K and Yamamoto T 1996 J. Am. Chem. Soc. 118 1811-1811

17.

[17] Zhang Y , Wada T , Wang L and Sasabe H 1997 Polym. J. 29 685-685

18.

[18] Zhang Y , Wang L , Wada T and Sasabe H 1996 Macromol. Chem. Phys. 197 667-667

19.

[19] Diaconu I and Dumitrescu S 1978 Eur. Polym. J. 14 971-971

20.

[20] Kricheldorf H R and Schwarz G 1992 Handbook of Polymer Synthesis ed H R Krichel (New York: Dekker) part B, p 1629-1629

Synthesis and Characterization of a Fully Aromatic Polyazomethine with Main Chain Rotaxane Architecture

Abstract

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