Stearyl Alcohol/2,4-Toluene Diisocyanate/Perfluorinated Alcohols Adduct as a New Textile Water/Oil Repellent

Abstract

Stearyl alcohol/2,4-toluene diisocyanate/perfluorinated alcohols adduct was prepared at a total conversion of 98% by reacting these substances using a molar ratio of 1/1/1 at 100°C for 90 minutes. The purified adduct has a melting point of 67°C, and its FTIR spectrum was investigated. An aqueous emulsion containing the adduct (105 g/kg), stearic acid (45 g/kg), and TEA (24 g/kg) acquired 100% cotton fabric water/oil repellency when padded in a bath containing different concentration (20—50 g/L) of the emulsion and dried at 100°C per 3 minutes. Raising drying temperature (100—180°C) enhanced water/oil repellency. The so-treated fabric lost water/oil repellency after five washes. Addition of DMDHEU to the padding bath relatively improved water/oil repellency up to the 10th wash, but it was completely lost after the 25th wash. It was concluded that the adduct is mechanically entrapped within the crosslinker/fabric network and it escapes this entrapment during repeated laundering.

Keywords

stearyl alcohol 2,4-toluene diisocyanate perfluorinated alcohols adduct water/oil repellent.

References

Cerene, L. and Simoncic, B. ( 1999). Influence of Repellent Finishing on the Surface Free Energy of Cellulose Textile Substrates, Textile Research Journal , 74(5): 426-432.

Achwal, W.B. (1999). Flurochemicals as Textile Finishing Agents, Colourage, XLVI(1): 33-34.

Udenaert, F.A. , Lens, H. , Rolly , D. and Vander Elst , P. (1999). Fluorinated Textile Repellents - Synthesis and Applications: A3M Perspective , Journal of the Textile Institute, 90(3): 76.

Connick, W.J. and Ellzey, S.E. (1968). Emulsion Application of Poly (perflurooctanonyl) Ethyleneimine to Cotton, American Dyestuff Reporter, 1: 71-72.

Philips, F.J. , Segal, L. and Leob, L. (1957). The Application of Fluorochemicals to Cotton Fabrics to obtain Repellent Surfaces , Textile Research Journal, 5: 369-378.

Corpat, J. and Dessaint, A. ( 1997). Fluorine Based Textile Finishes, Melliand Textliber Engineering, 78(9): E135-E137.

Grottenmuller, R. (1998). Flurochemicals- An Innovative Aid to the Finishing of Textiles, Melliand Textliber Engineering , 4: 278-281.

Lammermann, D. (1991). Fluorochemicals in Textile Finishing - Properties and Applications, Melliand Textliber Engineering, 72(11): E380-E383.

Kissa, E. ( 1984). Repellent Finishes, In: Leon, M. and Sello, S.B. (ed.), Handbook of Fiber Science and Technology, ‘‘Chemical Processing of Fibers and Fabrics - Functional Finishes’’, Vol. II, Part B , Marcel Dekker, New York, NY, USA.

10.

Tomasino, C. ( 1992). Chemistry and Technology of Fabric Preparation & Finishing, Chap. 9, p. 154, College of Textiles, North Carolina State Uni., USA.

11.

El-Sawy, S.M. , Abo-Shosha, M.H. , Abdei-Mohdy, F.A. and Ibrahim, N.A. ( 1995). Perfluorinated Urethane Mixture as a New Additive for Anticorrosive Paints. I. Synthesis and Evaluation, Journal of Computation Analysis and Application, 78: 25-28.

12.

Abo-Shosha, M.H. , El Sayed, Z.M. , Fahmy, H.M. and Ibrahim, N.A. (2005). Synthesis of PEG/TDI/F6 Adducts and Utilization as Water/Oil Repellents and Oily Stain Release Finishes for Cotton Fabric, Polymer-Plastics Technology and Engineering , 44: 1189-1201.

13.

Sidney, S. ( 1963). Quantitative Organic Analysis, In: Welcher, F.J. (ed.), Standards Methods of Chemical Analysis, Part A, Chap. 19, p. 455, D. Van Nostrand Co, New York.

14.

Abo-Shosha, M.H. , Al Said , I. , Nagdy, El , El-Hilw , Z.H. , Aly , A.A. and Amr , A. (2008). Paraffin Wax Emulsion as Water Repellent for Cotton/Polyester Blended Fabric , Journal of Industrials Textiles, 37(4): 315-324.

15.

American Society for Testing Materials Procedure D 1638-T59.

16.

Fahmy, H.M. (1998). Preparation Characterization and Utilization of Some Water Soluble or Dispersible Resins, Ph.D Thesis, Helwan University, Cairo. 17. Saunders, J.H. and Frish, K.C. (1962). Polyurethanes Chemistry and Technology, Part I, Chap. III, p. 73, Interscience Pub., New York.

17.

Abo-Shosha, M.H. and Ibrahim, N.A. (1992). Water Soluble Polyurethane as Finishing Additives in Easy Care Finishing of Cotton Fabrics , Science International (Lahore), 4(2): 163.