Uniform Grafting of Poly(1,5-dioxepan-2-one) by Surface-Initiated, Ring-Opening Polymerization

Kuk Ro Yoon; Ok Ja Yoon; Young Shik Chi; Insung S. Choi

Macromolecular Research, Vol.14, No.2, 205-208, April, 2006

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Uniform Grafting of Poly(1,5-dioxepan-2-one) by Surface-Initiated, Ring-Opening Polymerization

Kuk Ro Yoon^†, Ok Ja Yoon¹, Young Shik Chi², and Insung S. Choi^{2, †}

Department of Chemistry, Hannam University, Daejeon 306-791, Korea
¹Department of Physics, Chung-Ang University, Seoul 156-756, Korea
²Department of Chemistry, KAIST, Daejeon 305-701, Korea

E-mail:,

A polymeric film of a biodegradable poly(1,5-dioxepan-2-one) (PDXO) was formed on a gold surface bya combination of the formation of self-assembled monolayers (SAMs) presenting hydroxyl groups and the surfaceinitiated, ring-opening polymerization (SI-ROP) of 1,5-dioxepan-2-one (DXO). The SI-ROP of DXO was achievedby heating a mixture of Sn(Oct)2, DXO, and the SAM-coated substrate in anhydrous toluene at 55oC. The resultingPDXO film was quite uniform. The PDXO film was characterized by polarized infrared external reflectance spectroscopy, X-ray photoelectron spectroscopy, time-of-flight secondary ion mass spectrometry, atomic force microscopy,ellipsometry, and contact angle goniometry.

Keywords:biodegradable;self-assembled monolayers;poly(1,5-dioxepan-2-one) (PDXO);surface-initiated;ringopening polymerization (SI-ROP)

[References]

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Yoon KR, Chi YS, Lee KB, Lee JK, Kim DJ, Koh YJ, Joo SW, Yun WS, Choi IS, J. Mater. Chem., 13, 2910 (2003)
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Kim JB, Bruening ML, Baker GL, J. Am. Chem. Soc., 122(31), 7616 (2000)
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Thakur KA, Kean RT, Zupfer JM, Buehler NU, Doscotch MA, Munson EJ, Macromolecules, 29(27), 8844 (1996)
Kricheldorf HR, Damrau DO, Macromol. Chem. Phys., 199, 1089 (1998)

[1] Nath N, Chilkoti A, Adv. Mater., 14, 1243 (2002)

[2] Lahann J, Choi IS, Lee J, Jensen KF, Langer R, Angew. Chem.-Int. Edit., 40, 3166 (2001)

[3] Klugherz BD, Jones PL, Cui X, Chen W, Meneveau NF, DeFelice S, Connolly J, Wilensky RL, Levy RJ, Nat. Biotechnol., 18, 1181 (2000)

[4] Black FE, Hartshorne M, Davies MC, Roberts CJ, Tendler SJB, Williams PM, Shakesheff KM, Langmuir, 15(9), 3157 (1999)

[5] Edmondson S, Osborne VL, Huck WTS, Chem. Soc. Rev., 33, 14 (2004)

[6] Chi YS, Lee JK, Lee KB, Kim DJ, Choi IS, Bull. Korean Chem. Soc., 26, 361 (2005)

[7] Lee YW, Kang SM, Yoon KR, Chi YS, Choi IS, Hong SP, Yu BC, Paik HJ, Yun WS, Macromol. Res., 13(4), 356 (2005)

[8] Choi IS, Langer R, Macromolecules, 34(16), 5361 (2001)

[9] Husemann M, Mecerreyes D, Hawker CJ, Hedrick JL, Shah R, Abbott NL, Angew. Chem.-Int. Edit., 38, 647 (1999)

[10] Moller M, Nederberg F, Lim LS, Kange R, Hawker CJ, Hedrick JL, Gu YD, Shah R, Abbott NL, J. Polym. Sci. A: Polym. Chem., 39(20), 3529 (2001)

[11] Yoon KR, Chi YS, Lee KB, Lee JK, Kim DJ, Koh YJ, Joo SW, Yun WS, Choi IS, J. Mater. Chem., 13, 2910 (2003)

[12] Yoon KR, Koh YJ, Choi IS, Macromol. Rapid Commun., 24, 207 (2003)

[13] Yoon KR, Kim WJ, Choi IS, Macromol. Chem. Phys., 205, 1218 (2004)

[14] Yoon KR, Lee KB, Chi YS, Yun WS, Joo SW, Choi IS, Adv. Mater., 15, 2063 (2003)

[15] Yoon KR, Lee YW, Lee JK, Choi IS, Macromol. Rapid Commun., 25, 1510 (2004)

[16] Mathisen T, Masus K, Albertsson AC, Macromolecules, 22, 3842 (1989)

[17] Kafrawy A, Shalaby SW, J. Bioact. Compat. Polym., 1, 431 (1986)

[18] Arentzen R, Yan Kui YT, Reese CB, Synthesis, 509 (1975)

[19] Pale-Grosdemange C, Simon ES, Prime KL, Whitesides GM, J. Am. Chem. Soc., 113, 12 (1991)

[20] Kim JB, Bruening ML, Baker GL, J. Am. Chem. Soc., 122(31), 7616 (2000)

[21] Shah RR, Merreceyes D, Husemann M, Rees I, Abbott NL, Hawker CJ, Hedrick JL, Macromolecules, 33(2), 597 (2000)

[22] Bain CD, Troughton EB, Tao Y, Evall J, Whitesides GM, Nuzzo RG, J. Am. Chem. Soc., 111, 321 (1989)

[23] Yoon KR, Kim Y, Choi IS, J. Polym. Res., 11, 265 (2004)

[24] Thakur KA, Kean RT, Zupfer JM, Buehler NU, Doscotch MA, Munson EJ, Macromolecules, 29(27), 8844 (1996)

[25] Kricheldorf HR, Damrau DO, Macromol. Chem. Phys., 199, 1089 (1998)