1,4-부탄디올을 이용한 양이온 제미니 계면활성제의 합성 및 물성 평가

김경실; 박종권; 조정은; 신혜린; 정노희; Kyung-Sil Kim; Jong-Kwon Park; Jung-Eun Cho; Hye-Lin Shin; Noh-Hee Jeong

Applied Chemistry for Engineering, Vol.30, No.1, 17-22, February, 2019

DOI10.14478/ace.2018.1066 Export Citation

1,4-부탄디올을 이용한 양이온 제미니 계면활성제의 합성 및 물성 평가

Synthesis and Property Evaluation of Cationic Gemini Surfactants Using 1,4-Butanediol

김경실, 박종권, 조정은, 신혜린, 정노희^†

충북대학교 공업화학과

Kyung-Sil Kim, Jong-Kwon Park, Jung-Eun Cho, Hye-Lin Shin, and Noh-Hee Jeong^†

Department of Engineering Chemistry, Chungbuk National Universicty, Cheongju, Chungbuk 28644, Korea

E-mail:

초록

본 연구에서는 소수성 사슬의 길이를 증가시키고 1,4-부탄디올을 스페이서로 사용하여 양이온성 제미니형 계면활성제를 합성하였으며 1H-NMR로 확인하였다. 합성한 계면활성제의 외형은 백색 분말로 나타났으며, Kraffts 점은 0 ℃ 이하로 나타났다. 측정된 임계미셀농도(c.m.c)는 표면장력법에 의해 1.8 × 10-3~6.5 × 10-4 mol/L이었고 표면 장력은 22.5~26.1 dyne/cm이었다. Ross-Miles 방법에 의한 CG 14-6E-14의 초기 거품 높이는 16 cm이었고 5 min 후 높이 14 cm를 나타내어, 가장 좋은 초기 기포력과 기포안정성을 갖는 것을 확인하였다. 또한, 합성한 양이온 제미니 계면활성제와 일반적으로 사용하고 있는 cetyltrimethylammonium bromide (CTAB)의 기포력 및 유화안정성을 비교하였다.

In this study, cationic gemini surfactants were synthesized by increasing the length of the hydrophobic chain and using 1,4-butanediol as a spacer, and the result was confirmed by 1H-NMR. The synthesized surfactant was a white powder, and Kraffts point was below 0 ℃. Surface tension measurements revealed that the evaluated critical micelle concentration (c.m.c) was 1.8 × 10-3~6.5 × 10-4 mol/L with a surface tension of 22.5~26.1 dyne/cm at the c.m.c. The initial foam height for CG 14-6E-14 estimated by Ross-Miles method was 16 cm and after 5 minutes the height was 14 cm. It was confirmed that the initial foam force and foam stability were the highest. The foam test and emulsion stability of synthesized gemini cationic surfactants were also compared to those of cetyltrimethylammonium bromide (CTAB), a commoly used surfactant.

Keywords:Cationic surfactant;Gemini surfactant;1,4-Butanediol;Acyl chloride

[References]

Choi EJ, Jeon YS, Lee JD, Jeong NH, J. Korean Oil Chem. Soc., 27(3), 257 (2010)
Sharma R, Kamal A, Abdinejad M, Mahajan RK, Kraatz HB, Adv. Colloid Interface Sci., 248, 35 (2017)
Tehrani-Bagha AR, Holmberg K, Langmuir, 24(12), 6140 (2008)
Banno T, Kawada K, Matsumura S, J. Surfactants Deterg., 13, 387 (2010)
Biswas SC, Chattoraj DK, J. Colloid Interface Sci., 205(1), 12 (1998)
Tehrani-Bagha AR, Singh RG, Holmberg K, J. Colloid Interface Sci., 376, 112 (2012)
Ahn BS, J. Korean Oil Chem. Soc., 30(3), 380 (2013)
Singh A, Van Hamme JD, Ward OP, Biotechnol. Adv., 25, 99 (2007)
Banno T, Kawada K, Matsumura S, J. Surfactants Deterg., 13, 387 (2010)
Chigwada G, Wang D, Jiang DD, Wilkie CA, Polym. Degrad. Stabil., 91, 755 (2006)
Zhong X, Guo J, Feng L, Xu X, Zh D, Colloids Surf. A: Physicochem. Eng. Asp., 441, 572 (2014)
Akram M, Yousuf S, Sarwar T, Din KU, Colloids Surf. A: Physicochem. Eng. Asp., 441, 281 (2014)
Silva SG, Fernandes RF, Marques EF, Lusa MC, Vale CD, Eur. J. Org. Chem., 2012(2), 345 (2012)
Bergstrom LM, Tehrani-Bagha A, Nagy G, Langmuir, 31(16), 4644 (2015)
Shukla D, Tyagi VK, J. Oleo Sci., 55, 381 (2006)
Akram M, Bhat IA, Anwar S, Din KU, J. Mol. Liq., 212, 641 (2015)
Wang RJ, Tang YQ, Wang YL, Langmuir, 30(8), 1957 (2014)
Cukalovic A, Stevens CV, Biofuel Bioprod. Biorefin., 2, 505 (2008)
Pandey A, Mittal A, Chauhan N, Alam S, Mol. Pharm. Org. Process Res., 2, 10 (2014)
Kim TS, Kida T, Nakatsuji Y, Hirao T, Ikeda I, J. Am. Oil Chem. Soc., 73(7), 907 (1996)
Oh SG, Shah DO, J. Am. Oil Chem. Soc., 7(7), 1316 (1991)
Opawale FO, Burgess DJ, J. Colloid Interface Sci., 197(1), 142 (1998)
Pasquali RC, Sacco N, Bregni C, Lat. Am. J. Pharm., 28(7), 313 (2009)

[1] Choi EJ, Jeon YS, Lee JD, Jeong NH, J. Korean Oil Chem. Soc., 27(3), 257 (2010)

[2] Sharma R, Kamal A, Abdinejad M, Mahajan RK, Kraatz HB, Adv. Colloid Interface Sci., 248, 35 (2017)

[3] Tehrani-Bagha AR, Holmberg K, Langmuir, 24(12), 6140 (2008)

[4] Banno T, Kawada K, Matsumura S, J. Surfactants Deterg., 13, 387 (2010)

[5] Biswas SC, Chattoraj DK, J. Colloid Interface Sci., 205(1), 12 (1998)

[6] Tehrani-Bagha AR, Singh RG, Holmberg K, J. Colloid Interface Sci., 376, 112 (2012)

[7] Ahn BS, J. Korean Oil Chem. Soc., 30(3), 380 (2013)

[8] Singh A, Van Hamme JD, Ward OP, Biotechnol. Adv., 25, 99 (2007)

[9] Banno T, Kawada K, Matsumura S, J. Surfactants Deterg., 13, 387 (2010)

[10] Chigwada G, Wang D, Jiang DD, Wilkie CA, Polym. Degrad. Stabil., 91, 755 (2006)

[11] Zhong X, Guo J, Feng L, Xu X, Zh D, Colloids Surf. A: Physicochem. Eng. Asp., 441, 572 (2014)

[12] Akram M, Yousuf S, Sarwar T, Din KU, Colloids Surf. A: Physicochem. Eng. Asp., 441, 281 (2014)

[13] Silva SG, Fernandes RF, Marques EF, Lusa MC, Vale CD, Eur. J. Org. Chem., 2012(2), 345 (2012)

[14] Bergstrom LM, Tehrani-Bagha A, Nagy G, Langmuir, 31(16), 4644 (2015)

[15] Shukla D, Tyagi VK, J. Oleo Sci., 55, 381 (2006)

[16] Akram M, Bhat IA, Anwar S, Din KU, J. Mol. Liq., 212, 641 (2015)

[17] Wang RJ, Tang YQ, Wang YL, Langmuir, 30(8), 1957 (2014)

[18] Cukalovic A, Stevens CV, Biofuel Bioprod. Biorefin., 2, 505 (2008)

[19] Pandey A, Mittal A, Chauhan N, Alam S, Mol. Pharm. Org. Process Res., 2, 10 (2014)

[20] Kim TS, Kida T, Nakatsuji Y, Hirao T, Ikeda I, J. Am. Oil Chem. Soc., 73(7), 907 (1996)

[21] Oh SG, Shah DO, J. Am. Oil Chem. Soc., 7(7), 1316 (1991)

[22] Opawale FO, Burgess DJ, J. Colloid Interface Sci., 197(1), 142 (1998)

[23] Pasquali RC, Sacco N, Bregni C, Lat. Am. J. Pharm., 28(7), 313 (2009)