Photochemical Immobilization of Polymer Films on Si Wafer via Monolayers of Perfluorophenyl Azide Derivatives

Ji Young Kim; Young Hwan Park; Jong Su Kim; Kwon Taek Lim; Mingdi Yan; YeonTae Jeong

Journal of Industrial and Engineering Chemistry, Vol.13, No.5, 781-785, September, 2007

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Photochemical Immobilization of Polymer Films on Si Wafer via Monolayers of Perfluorophenyl Azide Derivatives

Ji Young Kim, Young Hwan Park, Jong Su Kim, Kwon Taek Lim , Mingdi Yan¹, and YeonTae Jeong^†

Division of Image and Information Engineering, Pukyong National University, Busan 608-739, Korea
¹Department of Chemistry, Portland State University, Portland, Oregon 97207-0751, USA

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We report a simple and effective method to photochemically attach thin polymeric layers to solid surface. The system is based on a photoreactive perfluorophenyl azide (PFPA) derivatives which is bound to SiO2 suface via a silane anchor. This substrate is then covered with a polymer film that is reacted with the azide moieties by UV irradiation. As a result of the photochemical reaction, a thin layer of the polymer is covalently bound to the surface. Unbounded polymer is removed by sonication. As examples, we have successfully attached thin films of polystyrene and poly(2-ethyl-2-oxazoline). The thickness of the film is a function of the irradiation time and the molecular weight of the polymer.

Keywords:covalent immobilization;polymer thin film;perfluorophenyl azide;self assembled monolayer

[References]

Keefe MH, Slone RV, Hupp JT, Czaplewski KF, Snurr RQ, Stern CL, Langmuir, 16(8), 3964 (2000)
Santini JT, Cima MJ, Langer R, Nature, 397(6717), 335 (1999)
Wen WK, Jou JH, Wu HS, Cheng CL, Macromolecules, 31(19), 6515 (1998)
Feng YP, Sinha SK, Deckman HW, Hastings JB, Siddons DP, Phys. Rev. Lett., 71, 537 (1993)
Kim MW, Hyun SH, Kong JY, Yoon KB, Park LS, Kim WS, J. Ind. Eng. Chem., 12(2), 261 (2006)
Langer R, Accounts Chem. Res., 33, 94 (2000)
Zhang X, Jenekhe SA, Perlstein J, Chem. Mater., 8, 1571 (1996)
Babensee JE, Anderson JM, McIntire LV, Mikos AG, Adv. Drug Deliv. Rev., 33, 111 (1998)
Oner D, McCarthy TJ, Langmuir, 16(20), 7777 (2000)
Bain CD, Whitesides GM, J. Am. Chem. Soc., 110, 5897 (1988)
Baker LA, Zamborini FP, Sun L, Crooks RM, Anal. Chem., 71, 4403 (1999)
Inglis W, Sanders GHW, Williams PM, Davies MC, Roberts CJ, Tendler SJB, Langmuir, 17(23), 7402 (2001)
Bruening ML, Zhou YF, Aguilar G, Agee R, Bergbreiter DE, Crooks RM, Langmuir, 13(4), 770 (1997)
Um SH, Lee JB, Choi JW, Koo KK, J. Ind. Eng. Chem., 9(3), 243 (2003)
Kim HY, Kim H, J. Ind. Eng. Chem., 4(2), 78 (1998)
Ouada HB, Hommel H, Legrand AP, Balard H, Papirer E, J. Colloid Interface Sci., 112, 441 (1988)
Bridger K, Vincent B, Eur. Polym. J., 16, 1017 (1980)
Dimitrenko AV, Shadrina NE, Ivanchev SS, Ulinskaya NN, Volkov AM, J. Chromatogr., 520, 21 (1990)
Hashimoto K, Fujisawa T, Kobayashi M, Yosomiya R, J. Appl. Polym. Sci., 27, 4529 (1982)
Laible R, Hamann K, Adv. Colloid Interface Sci., 13, 65 (1980)
Keana JFW, Cai SX, J. Org. Chem., 55, 3640 (1990)
Poe R, Schnapp K, Young MJT, Grayzar J, Platz MS, J. Am. Chem. Soc., 114, 5054 (1992)
Gritsan NP, Gudmundsdttir AD, Tigelaar D, Zhu Z, Karney WL, Hadad CM, Platz MS, J. Am. Ceram. Soc., 123, 1951 (2001)
Yan M, Cai SX, Keana JFW, J. Org. Chem., 59, 5951 (1994)
Yan M, Cai SX, Wybourne MN, Keana JFW, J. Am. Chem. Soc., 115, 814 (1993)
Ballard DGH, Wignall GD, Schelten J, Eur. Polym. J., 9, 965 (1973)

[Referenced By]

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[1] Keefe MH, Slone RV, Hupp JT, Czaplewski KF, Snurr RQ, Stern CL, Langmuir, 16(8), 3964 (2000)

[2] Santini JT, Cima MJ, Langer R, Nature, 397(6717), 335 (1999)

[3] Wen WK, Jou JH, Wu HS, Cheng CL, Macromolecules, 31(19), 6515 (1998)

[4] Feng YP, Sinha SK, Deckman HW, Hastings JB, Siddons DP, Phys. Rev. Lett., 71, 537 (1993)

[5] Kim MW, Hyun SH, Kong JY, Yoon KB, Park LS, Kim WS, J. Ind. Eng. Chem., 12(2), 261 (2006)

[6] Langer R, Accounts Chem. Res., 33, 94 (2000)

[7] Zhang X, Jenekhe SA, Perlstein J, Chem. Mater., 8, 1571 (1996)

[8] Babensee JE, Anderson JM, McIntire LV, Mikos AG, Adv. Drug Deliv. Rev., 33, 111 (1998)

[9] Oner D, McCarthy TJ, Langmuir, 16(20), 7777 (2000)

[10] Bain CD, Whitesides GM, J. Am. Chem. Soc., 110, 5897 (1988)

[11] Baker LA, Zamborini FP, Sun L, Crooks RM, Anal. Chem., 71, 4403 (1999)

[12] Inglis W, Sanders GHW, Williams PM, Davies MC, Roberts CJ, Tendler SJB, Langmuir, 17(23), 7402 (2001)

[13] Bruening ML, Zhou YF, Aguilar G, Agee R, Bergbreiter DE, Crooks RM, Langmuir, 13(4), 770 (1997)

[14] Um SH, Lee JB, Choi JW, Koo KK, J. Ind. Eng. Chem., 9(3), 243 (2003)

[15] Kim HY, Kim H, J. Ind. Eng. Chem., 4(2), 78 (1998)

[16] Ouada HB, Hommel H, Legrand AP, Balard H, Papirer E, J. Colloid Interface Sci., 112, 441 (1988)

[17] Bridger K, Vincent B, Eur. Polym. J., 16, 1017 (1980)

[18] Dimitrenko AV, Shadrina NE, Ivanchev SS, Ulinskaya NN, Volkov AM, J. Chromatogr., 520, 21 (1990)

[19] Hashimoto K, Fujisawa T, Kobayashi M, Yosomiya R, J. Appl. Polym. Sci., 27, 4529 (1982)

[20] Laible R, Hamann K, Adv. Colloid Interface Sci., 13, 65 (1980)

[21] Keana JFW, Cai SX, J. Org. Chem., 55, 3640 (1990)

[22] Poe R, Schnapp K, Young MJT, Grayzar J, Platz MS, J. Am. Chem. Soc., 114, 5054 (1992)

[23] Gritsan NP, Gudmundsdttir AD, Tigelaar D, Zhu Z, Karney WL, Hadad CM, Platz MS, J. Am. Ceram. Soc., 123, 1951 (2001)

[24] Yan M, Cai SX, Keana JFW, J. Org. Chem., 59, 5951 (1994)

[25] Yan M, Cai SX, Wybourne MN, Keana JFW, J. Am. Chem. Soc., 115, 814 (1993)

[26] Ballard DGH, Wignall GD, Schelten J, Eur. Polym. J., 9, 965 (1973)