화학공학소재연구정보센터
Journal of the Korean Industrial and Engineering Chemistry, Vol.13, No.5, 443-449, August, 2002
3-(Triethoxysilyl)propyl Perfluoroalkyl Urethane의 합성 및 발수성능
Water Repellent Properties 3-(Triethoxysilyl)propyl Perfluoroalkyl Urethanes
E-mail:
초록
과불화기를 함유한 여러 가지 알콜, F(CF2)m(CH2)n+2-OH을 합성하였다. 합성 알콜을 트리에톡시실릴아이소시아네이트와 축합반응하여 트리에톡시실릴프로필 우레탄을 합성하였으며 1H-NMR과 FT-IR 스펙트라로 구조를 확인하였다. 합성 우레탄을 IPA 용매에 녹이고 산 촉매하에서 가수분해 반응을 행한 후 유리에 스핀 코팅하였다. 코팅된 유리를 150 ℃에서 열처리하고 물에 대한 접촉각을 측정하므로써 발수성능을 평가하였다. 발수성능 측정 결과, 물에 대한 접촉각은 100 ~ 120 ° 범위를 나타내었으며 우레탄의 불소기와 메틸렌의 수 및 가수분해 시간에 크게 의존하였다. 또한, 6개월 동안 장기 보관된 코팅 유리의 접촉각은 큰 감소없이 처음의 접촉각을 그대로 나타내어 발수성능은 아주 우수하였다.
A series of alcohols with perfluorinated segments F(CF2)m(CH2)n+2-OH (m={8, 10} and n={2, 4, 8}) were synthesized. The alcohols were converted to triethoxysilylpropyl perfluoroalkyl urethanes by condensation reaction, which were then characterized by 1H-NMR and FT-IR spectra. In the presence of an acid catalyst, the triethoxysilylpropyl urethanes underwent hydrolysis and condensation to yield heavily cross-linked matrixes, and onto glass the spin-coated films were prepared. Curing the spin-coated films at 150 ℃ in air produced thermally stable films. The water contact angles of the films varied from 100 ° to 120 °, depending on the numbers of fluorocarbon and methylene units and the hydrolysis times. It was found that the water contact angles of 6 months old coated films were similar to that of newly coated films. In conclusion, the water-repellent properties of the coated films for a long term storage were excellent.
  1. Yoshino N, Tagaki T, kondo Y, 일본유화학회지, 46(8), 49 (1997)
  2. Tadanaga K, Minami T, 기능재료, 19(4), 47 (1999)
  3. Morimoto T, Gunji F, Yoneda T, 기능재료, 19(7), 40 (1999)
  4. RamHarack R, Nguyen TH, J. Polym. Sci. C: Polym. Lett., 25, 93 (1987) 
  5. Maekawa T, Kamata S, Matsuo M, J. Fluorine Chem., 54, 84 (1991) 
  6. Katsuragawa T, Chiba E, Okada K, Tani K, Tomono H, J. Appl. Phys., 34, 649 (1995)
  7. Katano Y, Tomono H, Nakajima T, Macromolecules, 27(8), 2342 (1994) 
  8. Shimizu T, Tanaka Y, Ohkawa M, Kutsumizu S, Yano S, Macromolecules, 29(10), 3540 (1996) 
  9. Park IJ, Lee SB, Choi CK, Kim KJ, J. Colloid Interface Sci., 181(1), 284 (1996) 
  10. Park IJ, Lee SB, Choi CK, J. Appl. Polym. Sci., 54(10), 1449 (1994) 
  11. Chen SI, Sheu YL, Sheu JL, Lee CT, Lin JS, J. Appl. Polym. Sci., 63(7), 903 (1997) 
  12. Takahashi S, Kasemura T, Asano K, Polymer, 38(9), 2107 (1997) 
  13. Morita M, Ogisu H, Kubo M, J. Appl. Polym. Sci., 73(9), 1741 (1999) 
  14. Tamashita Y, Tsukahara Y, Ito H, Polym. Bull., 7, 289 (1982)
  15. Kassis CM, Steehler JK, Betts DE, Guan ZB, Romack TJ, Desimone JM, Linton RW, Macromolecules, 29(9), 3247 (1996) 
  16. Park IJ, Lee SB, Choi CK, Macromolecules, 31(21), 7555 (1998) 
  17. Mera AE, Goodwin M, Pike JK, Wynne KJ, Polymer, 40(2), 419 (1999) 
  18. Lim CH, Choi HS, Noh ST, J. Korean Ind. Eng. Chem., 11(4), 371 (2000)
  19. Wang JG, Mao GP, Ober CK, Krammer EJ, Macromolecules, 30(7), 1906 (1997) 
  20. Hwang K, Ko H, Yeu T, J. Korean Ind. Eng. Chem., 11(5), 495 (2000)
  21. Kang DG, Kim KD, Kim HT, J. Korean Ind. Eng. Chem., 11(5), 500 (2000)
  22. Kim JA, Suh JK, Jeong SY, Lee JM, Ryu SK, J. Ind. Eng. Chem., 6(4), 219 (2000)
  23. Kwon OY, Park KW, Paek UH, J. Ind. Eng. Chem., 5(2), 93 (1999) 
  24. Ueyama A, Yamamoto S, Adachi H, Karino I, Polym. Mater. Sci. Eng., 67, 246 (1992)