DYE SOLUBILITY IN SUPERCRITICAL CARBON DIOXIDE. EFFECT OF HYDROGEN BONDING WITH COSOLVENTS

Muthukumaran P; Gupta RB; Sung HD; Shim JJ; Bae HK

Korean Journal of Chemical Engineering, Vol.16, No.1, 111-117, January, 1999

Muthukumaran P, Gupta RB, Sung HD, Shim JJ, Bae HK

The use of supercritical carbon dioxide is emerging as a potential method for achieving pollution-free dyeing. An important factor in supercritical fluid dyeing is the solubility of the dye in supercritical carbon dioxide. Our measurements show that the solubility of C.I. Disperse Red-60 dye in supercritical carbon dioxide is significantly enhanced upon addition of polar cosolvents : ethanol and acetone. The solubility enhancement is attributed to the formation of hydrogen bonds between cosolvent and dye molecules. Observed solubility behavior is correlated using dilute-solution theory with lattice-fluid-hydrogen-bonding model. Needed physical and hydrogen-bonding molecular parameters are estimated using the experimental data.

Keywords:Dye Solubility;Supercritical Carbon Dioxide;Hydrogen Bonding;Cosolvent;Solubility Enhancement

[References]

Bae HK, Her BK, HWAHAK KONGHAK, 34(3), 379 (1996)
Chang KH, Bae HK, Shim JJ, Korean J. Chem. Eng., 13(3), 310 (1996)
Clifford AA, Bartle KD, Textile Tech. Int., 113 (1996)
Dobbs JM, Wong JM, Lahiere RJ, Johnston KP, Ind. Eng. Chem. Res., 26(1), 56 (1987)
Ewald AH, Jepson WB, Bowlinson JS, Disc. Farad. Soc., 15, 238 (1953)
Foster NR, Singh H, Yun SLJ, Tomasko DL, Macnaughton SJ, Ind. Eng. Chem. Res., 32, 2849 (1993)
Gerbert B, Saus W, Knittel D, Buschmann HJ, Schollmeyer E, Textile Res. J., 64(7), 371 (1994)
Gupta RB, Combes JR, Johnston KP, J. Phys. Chem., 97, 707 (1993)
Gupta RB, Panayiotou C, Sanchez IC, Johnston KP, AIChE J., 38(8), 1243 (1992)
Haarhaus U, Swidersky P, Schneider GM, J. Supercrit. Fluids, 8(2), 100 (1995)
Joung SN, Yoo KP, J. Chem. Eng. Data, 43(1), 9 (1998)
Kazarian SG, Brantley NH, West BL, Vincent MF, Eckert CA, Appl. Spectroscopy, 51(4), 491 (1997)
Ke J, Jin SZ, Han BX, Yan HK, Shen DY, J. Supercrit. Fluids, 11(1), 53 (1997)
Li S, Varadarajan GS, Hartland S, Fluid Phase Equilib., 68, 263 (1991)
Ozcan AS, Clifford AA, Bartle KD, Lewis DM, Dyes Pigments, 36(2), 103 (1998)
Ozcan AS, Clifford AA, Bartle KD, Lewis DM, J. Chem. Eng. Data, 42(3), 590 (1997)
Panayiotou C, Sanchez IC, J. Phys. Chem., 95, 10090 (1991)
Prausnitz JM, Lichlenthater RN, Azevedo EG, "Molecular Thermodynamics of Fluid Phase Equilibria," 2nd ed.; Prentice-Hall Inc., Englewood Cliffs, NJ, Chapter 5 (1986)
Sanchez IC, Lacombe RH, J. Phys. Chem., 80, 2352 (1976)
Sanchez IC, Lacombe RH, J. Phys. Chem., 80, 2568 (1976)
Saus W, Knittel D, Schollmeyer E, Textile Praxis International, 47, 1052 (1992)
Saus W, Knittel D, Schollmeyer E, Textile Res. J., 63(3), 135 (1993)
Schmitt WJ, Reid RC, "The Influence of the Solvent Gas on the Solubility and Selectivity in Supercritical Extraction," In Supercritical Fluid Technology; Penninger, J.M., et al., eds.; Elsevier; New York, 123 (1985)
Shim JJ, Johnston KP, AIChE J., 35(7), 1097 (1989)
Sung HD, Shim JJ, J. Supercrit. Fluids, submitted (1999)
Swidersky P, Tuma D, Schneider GM, J. Supercrit. Fluids, 9(1), 12 (1996)
Ting SST, Macnaughton SJ, Tomasko DI, Foster NR, Ind. Eng. Chem. Res., 32, 1471 (1993)
Ting SST, Tomasko DL, Macnaughton SJ, Foster NR, Ind. Eng. Chem. Res., 32, 1482 (1993)
Tsekhanskaya YT, Iomtev MB, Mushkina EV, Russian J. Phys. Chem., 38(9), 1173 (1964)
Wang XR, Tavlarides LL, Ind. Eng. Chem. Res., 33(3), 724 (1994)
Zhong MH, Han BX, Yan H, Peng DY, Fluid Phase Equilib., 134(1-2), 175 (1997)
Zhong MH, Han BX, Yan HK, J. Supercrit. Fluids, 10(2), 113 (1997)

[Referenced By]

[1] Bae HK, Her BK, HWAHAK KONGHAK, 34(3), 379 (1996)

[2] Chang KH, Bae HK, Shim JJ, Korean J. Chem. Eng., 13(3), 310 (1996)

[3] Clifford AA, Bartle KD, Textile Tech. Int., 113 (1996)

[4] Dobbs JM, Wong JM, Lahiere RJ, Johnston KP, Ind. Eng. Chem. Res., 26(1), 56 (1987)

[5] Ewald AH, Jepson WB, Bowlinson JS, Disc. Farad. Soc., 15, 238 (1953)

[6] Foster NR, Singh H, Yun SLJ, Tomasko DL, Macnaughton SJ, Ind. Eng. Chem. Res., 32, 2849 (1993)

[7] Gerbert B, Saus W, Knittel D, Buschmann HJ, Schollmeyer E, Textile Res. J., 64(7), 371 (1994)

[8] Gupta RB, Combes JR, Johnston KP, J. Phys. Chem., 97, 707 (1993)

[9] Gupta RB, Panayiotou C, Sanchez IC, Johnston KP, AIChE J., 38(8), 1243 (1992)

[10] Haarhaus U, Swidersky P, Schneider GM, J. Supercrit. Fluids, 8(2), 100 (1995)

[11] Joung SN, Yoo KP, J. Chem. Eng. Data, 43(1), 9 (1998)

[12] Kazarian SG, Brantley NH, West BL, Vincent MF, Eckert CA, Appl. Spectroscopy, 51(4), 491 (1997)

[13] Ke J, Jin SZ, Han BX, Yan HK, Shen DY, J. Supercrit. Fluids, 11(1), 53 (1997)

[14] Li S, Varadarajan GS, Hartland S, Fluid Phase Equilib., 68, 263 (1991)

[15] Ozcan AS, Clifford AA, Bartle KD, Lewis DM, Dyes Pigments, 36(2), 103 (1998)

[16] Ozcan AS, Clifford AA, Bartle KD, Lewis DM, J. Chem. Eng. Data, 42(3), 590 (1997)

[17] Panayiotou C, Sanchez IC, J. Phys. Chem., 95, 10090 (1991)

[18] Prausnitz JM, Lichlenthater RN, Azevedo EG, "Molecular Thermodynamics of Fluid Phase Equilibria," 2nd ed.; Prentice-Hall Inc., Englewood Cliffs, NJ, Chapter 5 (1986)

[19] Sanchez IC, Lacombe RH, J. Phys. Chem., 80, 2352 (1976)

[20] Sanchez IC, Lacombe RH, J. Phys. Chem., 80, 2568 (1976)

[21] Saus W, Knittel D, Schollmeyer E, Textile Praxis International, 47, 1052 (1992)

[22] Saus W, Knittel D, Schollmeyer E, Textile Res. J., 63(3), 135 (1993)

[23] Schmitt WJ, Reid RC, "The Influence of the Solvent Gas on the Solubility and Selectivity in Supercritical Extraction," In Supercritical Fluid Technology; Penninger, J.M., et al., eds.; Elsevier; New York, 123 (1985)

[24] Shim JJ, Johnston KP, AIChE J., 35(7), 1097 (1989)

[25] Sung HD, Shim JJ, J. Supercrit. Fluids, submitted (1999)

[26] Swidersky P, Tuma D, Schneider GM, J. Supercrit. Fluids, 9(1), 12 (1996)

[27] Ting SST, Macnaughton SJ, Tomasko DI, Foster NR, Ind. Eng. Chem. Res., 32, 1471 (1993)

[28] Ting SST, Tomasko DL, Macnaughton SJ, Foster NR, Ind. Eng. Chem. Res., 32, 1482 (1993)

[29] Tsekhanskaya YT, Iomtev MB, Mushkina EV, Russian J. Phys. Chem., 38(9), 1173 (1964)

[30] Wang XR, Tavlarides LL, Ind. Eng. Chem. Res., 33(3), 724 (1994)

[31] Zhong MH, Han BX, Yan H, Peng DY, Fluid Phase Equilib., 134(1-2), 175 (1997)

[32] Zhong MH, Han BX, Yan HK, J. Supercrit. Fluids, 10(2), 113 (1997)