알킬이미다졸린과 지방산 카르바미드를 이용한 내구성 유연제의 제조에 관한 연구

정충호; 박흥수; 김영근

Journal of the Korean Industrial and Engineering Chemistry, Vol.4, No.1, 54-63, March, 1993

Export Citation

알킬이미다졸린과 지방산 카르바미드를 이용한 내구성 유연제의 제조에 관한 연구

Studies on the Preparation of Durable Softners using Alkyl Imidazoline and Fatty Carbamide

정충호, 박흥수, 김영근

초록

Dodecanoic acid와 tetraethylenepentamine을 반응시켜서 1, 2-disubstituted imidazoline을 얻었고, 이것을 양이온화시켜 유화형 1, 2-disubstituted imidazolinium salt를 합성하였다. 또한 docosanoic acid와 hydroxyethylethylenediamine을 반응시켜 중간생성물인 2-docosamido-2'-docosanoyloxydiethylamine을 얻었고, 다시 우레아와 반응시켜서 지방산 카르바미드를 얻었다. 이것을 역시 양이온화시켜 유화형 지방산카르바미드염을 합성하였다. 합성된 각종 염들을 블렌딩시켜 유연제를 제조한 후, 아크릴섬유에 유연처리를 하여 유연성, 평활성 및 대전방지성을 측정한 결과, 유연성과 평활성이 양호하였고 약간의 대전방지성도 보유하였다. 또한 강연도시험과 pH변화에 따른 촉감의 내세탁성 시험결과를 통하여 제조된 유연제가 내구성 유연제임을 입증하였으며, SEM으로 유연처리된 아크릴섬유의 표면구조를 관찰하였다.

Some emulsified 1, 2-disubstituted imidazolinium salts were synthesized by quaternization of 1, 2-disubstituted imidazoline which had been prepared by the reaction of dodecanoic acid with tetraethylenepentamine. 2-Docosamido-2'-docosanoyloxydiethylamine was prepared by the reaction of docosanoic acid with hydroxylethylethylenediamine. Then, some emulsified fatty carbamide salts were also synthesized by quaternization of fatty carbamide which had been prepared by the reaction of urea with the 2-docosamido-2'-docosanoyloxydiethylamine. Some softners were prepared by blending of these salts mentioned above. These softners were treated on acrylic fiber, then several properties were measured. As the results, softening and lubricating properties are good and a little antistatic property was observed. The synthesized softners were also proved as a durable softner by means of the several experiments : bending resistance test and measurements of feeling change with washing according to the pH changes. The surface structure of acrylic fibers treated with the softner were characterized by SEM.

[References]

Sauer JC, U.S. Patent, 2,268,169 (1941)
Hoechst KK, Brit. Patent, 795,380 (1958)
Rosenbaum R, Am. Dyest. Reptr., 48, 46 (1959)
Miyada K, Kako Gijutsu, 21, 40 (1986)
Nippon Mektron KK., Japan Kokai 89, 40, 677 (1989)
Nippon Mektron KK., Japan Kokai 89, 40, 679 (1989)
Nippon Mektron KK., Japan Kokai 89, 40, 680 (1989)
Kao Soap KK., U.S. Patent, 4,277,350 (1981)
Milwidsky B, Happi Household Pers. Prod. Ind., 24, 40 (1987)
Baldwin AR, "Second World Conference on Detergents," 1st ed., 230-233, American Oil Chemists' Society, New York (1987)
Carrison FJ, Intextar Invest. Text. Coop. Ind., 93, 71 (1988)
Hochreuter R, U.S. Patent, 3,793,352 (1974)
Katsumi M, Kawanaka H, U.S. Patent, 3,522,175 (1970)
Park HS, Kim YG, Pyoun MS, J. Korean Ind. Eng. Chem., 1(2), 197 (1990)
Kim YG, Park HS, Song KJ, J. Korean Ind. Eng. Chem., 1(2), 168 (1990)
McConnell RB, U.S. Patent, 3,887,476 (1975)
Sollenberger WS, Am. Dyest. Reptr., 46, 41 (1957)
McCarthy JP, Drozdowski RE, Soap Cosmet. Chem. Spec., 65, 33 (1989)
Ikada E, Bull. Inst. Chem. Res., Kyoto Univ., 45, 352 (1967)
Hummel D, "Identification and Analysis of Surface Active Agents," 1st ed., 49-468, John Wiley and Sons Inc., Sydney (1962)
Field C, Cole R, Woodford A, J. Chem. Phys., 18, 1298 (1950)
Shreve R, Heether D, Knight B, Swern R, Anal. Chem., 23, 277 (1951)
Lambert JB, "Organic Structural Analysis," 1st ed., 239-246, Macmillan Publishing Co., Inc., New York (1976)
Bellamy LJ, "The Infra-red Spectra of Complex Molecules," 4th ed., 162-344, Methuen and Co. Ltd., London (1966)
Gralen N, Oloffson B, Text. Res. J., 17, 488 (1947)
Hayek M, Am. Dyest. Reptr., 40, 164 (1951)
Kindou IH, "Senshoku Kako Kankei JIS Kigakushu," 3rd ed., 402-403, Sen-I Kenkyu Co., Tokyo (1972)
Rosen MJ, Goldsmith HA, "Systematic Analysis of Surface Active Agents," Interscience Publishers Inc., New York (1960)
Park HS, J. Korean Oil Chemists Soc., 5, 63 (1988)
Park HS, J. Korean Fiber Soc., 24, 15 (1986)
Roder HL, J. Text. Inst., 44, T247 (1953)
Simpon BG, Am. Dyest. Reptr., 46, 991 (1957)
Bacon OC, Smith JE, Hughes LE, Am. Dyest. Reptr., 47, 259 (1958)

[Referenced By]

[1] Sauer JC, U.S. Patent, 2,268,169 (1941)

[2] Hoechst KK, Brit. Patent, 795,380 (1958)

[3] Rosenbaum R, Am. Dyest. Reptr., 48, 46 (1959)

[4] Miyada K, Kako Gijutsu, 21, 40 (1986)

[5] Nippon Mektron KK., Japan Kokai 89, 40, 677 (1989)

[6] Nippon Mektron KK., Japan Kokai 89, 40, 679 (1989)

[7] Nippon Mektron KK., Japan Kokai 89, 40, 680 (1989)

[8] Kao Soap KK., U.S. Patent, 4,277,350 (1981)

[9] Milwidsky B, Happi Household Pers. Prod. Ind., 24, 40 (1987)

[10] Baldwin AR, "Second World Conference on Detergents," 1st ed., 230-233, American Oil Chemists' Society, New York (1987)

[11] Carrison FJ, Intextar Invest. Text. Coop. Ind., 93, 71 (1988)

[12] Hochreuter R, U.S. Patent, 3,793,352 (1974)

[13] Katsumi M, Kawanaka H, U.S. Patent, 3,522,175 (1970)

[14] Park HS, Kim YG, Pyoun MS, J. Korean Ind. Eng. Chem., 1(2), 197 (1990)

[15] Kim YG, Park HS, Song KJ, J. Korean Ind. Eng. Chem., 1(2), 168 (1990)

[16] McConnell RB, U.S. Patent, 3,887,476 (1975)

[17] Sollenberger WS, Am. Dyest. Reptr., 46, 41 (1957)

[18] McCarthy JP, Drozdowski RE, Soap Cosmet. Chem. Spec., 65, 33 (1989)

[19] Ikada E, Bull. Inst. Chem. Res., Kyoto Univ., 45, 352 (1967)

[20] Hummel D, "Identification and Analysis of Surface Active Agents," 1st ed., 49-468, John Wiley and Sons Inc., Sydney (1962)

[21] Field C, Cole R, Woodford A, J. Chem. Phys., 18, 1298 (1950)

[22] Shreve R, Heether D, Knight B, Swern R, Anal. Chem., 23, 277 (1951)

[23] Lambert JB, "Organic Structural Analysis," 1st ed., 239-246, Macmillan Publishing Co., Inc., New York (1976)

[24] Bellamy LJ, "The Infra-red Spectra of Complex Molecules," 4th ed., 162-344, Methuen and Co. Ltd., London (1966)

[25] Gralen N, Oloffson B, Text. Res. J., 17, 488 (1947)

[26] Hayek M, Am. Dyest. Reptr., 40, 164 (1951)

[27] Kindou IH, "Senshoku Kako Kankei JIS Kigakushu," 3rd ed., 402-403, Sen-I Kenkyu Co., Tokyo (1972)

[28] Rosen MJ, Goldsmith HA, "Systematic Analysis of Surface Active Agents," Interscience Publishers Inc., New York (1960)

[29] Park HS, J. Korean Oil Chemists Soc., 5, 63 (1988)

[30] Park HS, J. Korean Fiber Soc., 24, 15 (1986)

[31] Roder HL, J. Text. Inst., 44, T247 (1953)

[32] Simpon BG, Am. Dyest. Reptr., 46, 991 (1957)

[33] Bacon OC, Smith JE, Hughes LE, Am. Dyest. Reptr., 47, 259 (1958)