New Polymer Syntheses IV. Synthesis and Characterization of New Polyamides Containing Bis-Benzthiazolyl Sulphone Units in the Main Chain

Abstract

Bis(2-aminobenzthiazolyl) sulphone (BABS) was used as a new starting material for preparing polyamides. These polyamides were prepared by reacting BABS with adipoyl, sebacoyl, isophthaloyl and terephthaloyl dichlorides, and also with 4,4′-azodibenzoyl chloride or 3,3′-azodibenzoyl chloride, utilizing the solution polycondensation technique at low temperature. In addition, the model compound was synthesized by condensing the BABS with benzoyl chloride. Characterization of the monomer, model compound and the polyamides was accomplished by ¹H NMR, IR and elemental analyses. The polyamides had reduced viscosities of 0.25–0.63 dI/g in DMF or DMSO at 25 °C. All the polymers dissolved readily at room temperature in polar aprotic solvents. The thermal stability of the polymers was evaluated by TGA and DSC measurements.

Get full access to this article

View all access options for this article.

References

[1] Kwolek S L, Morgan P W and Gorenson W R 1962 US Patent 3 063 966

[2] Sweeney W 1976 US Patent 3 287 324

[3] Cassidy P E 1980 Thermally Stable Polymers (New York: Dekker) p 67-67

[4] Elias H G and Vohwinkel F 1983 Neue Polymere Werkstoffe fur die Industrielle Anwendung (Munich: Hanser) p 242-242

[5] Preston J 1978 Kirk–Othmer Encyclopedia of Chemistry of Technology vol 3 (New York: Wiley)

[6] Kricheldorf H R , Schmidt B and Delius U 1990 Eur. Polym. J. 26 791-791

[7] Johnson P N , Farnham A G , Clendinning R A , Hale W F and Merriman C N 1967 J. Polym. Sci. A-1 5 2375-2375

[8] Hale W F , Farnham A G , Johnson P N and Clendinning R A 1967 J. Polym. Sci. A-1 5 2399-2399

[9] Holmer D A , Pickettand B A and Saunders J H 1972 J. Polym. Sci. 10 1547-1547

10.

[10] Morgan P W 1972 M S Appl. 301, 28, 927-927; 1974 Chem. Abstr. 81 122 562c-562c

11.

[11] Jayaprakash D , Ravikumar L and Nanjan M J 1981 Makromol. Chem. Rapid Commun. 2 611-611

12.

[12] Vogel A 1967 Textbook of Practical Organic Chemistry vol 1 (London: Longmans, Green) p 646-646

13.

[13] Tomlinson M L 1946 J. Chem. Soc. 756-756

14.

[14] Perrin D D , ArmageroWL Fand Perrin D R 1980 Purification of Laboratory Chemicals 2nd edn (New York: Pergamon)

15.

[15] Kandeel M M 1985 PhD Thesis Assiut University

16.

[16] Bair T I , Morgan P W and Killian F L 1977 Macromolecules 10 1396-1396

17.

[17] Starr L 1966 J. Polym. Sci. A-1 4 3041-3041

18.

[18] Joseph K A and Srinivasan M 1993 Polym. Int. 30 327-327

19.

[19] Silverstein R M , Bassler G C and Morrill T C 1974 Spectrometric Identification of Organic Compounds (New York: Wiley)

20.

[20] Skoog D A and West D M 1971 Principles of Instrumental Analysis (New York: Holt, Rinehart, Winston)

21.

[21] Aly K I 1993 High Perform. Polym. 5 139-139

22.

[22] Abd-Alla M A , Kandeel M M , Aly K I and Hammam A S 1990 J. Macromol. Sci.–Chem. 27 523-523