아세틸렌기가 치환된 플루오렌 증착박막의 열 및 자외선 경화

정상현; 김정수; 강영구; 이창진; Sang Hyun Jung; Jeong-Soo Kim; Yongku Kang; Changjin Lee

Polymer(Korea), Vol.25, No.3, 327-333, May, 2001

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아세틸렌기가 치환된 플루오렌 증착박막의 열 및 자외선 경화

Thermal and UV Curing of Vacuum Deposited Film of Acetylene Substituted Fluorenes

정상현, 김정수¹, 강영구 , 이창진 ^†

한국화학연구소 화학소재 1팀
¹충남대학교 고분자공학과

Sang Hyun Jung, Jeong-Soo Kim¹, Yongku Kang , and Changjin Lee^†

Advanced Mater. Div., KRICT, Yusung, Taejon 305-600, Korea
¹Department of Poly. Sci. & Eng., Chungnam Nat'l Univ., Yusung, Taejon 305-764, Korea

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초록

아세틸렌기가 치환된 fluorene 유도체 2-ethynylfluorene을 합성하였고 이를 진공 증착하여 박막을 제조하였다. 삼중결합이 치환된 fluorene 유도체들은 자외선 및 열에 의해 경화가 가능하였다. DSC 측정 결과 2-ethynylfluorene은 231 ℃에서 그리고 2,7-diethynylfluorene은 198 ℃에서 경화가 일어나는 것이 관측되었다. 경화된 poly(2-ethynylfluorene) 및 poly(2,7-diethynylfluorene)의 분해는 280 및 385 ℃에서 일어나기 시작하며 T(g)는 관측되지 않았다. 경화된 박막의 광발광 특성은 단량체와 매우 유사하나, 발광 효율은 3에서 10 배정도 감소하였다.

Acetylene substituted fluorenes such as 2-ethynylfluorene and 2,7-diethynylfluorene were synthesized and thin films were prepared by the vacuum deposition. Curing of these fluorene derivatives could be achieved by heat treatment and UV irradiation. The curing temperature of 2-ethynylfluorene and 2,7-diethynylfluorene were found to be 231 and 198 degreesC, respectively. The cured poly(2-ethynylfluorene) and poly(2,7-diethynylfluorene) started to decompose at 280 and 385 degreesC, respectively. Fluorescent characteristics of the cured films were similar to those of monomers, but fluorescent efficiency of the film was decreased about 3 to 10 fold.

Keywords:Vacuum Deposition Polymerization;Acetylene;Fluorene;UV Curing

[References]

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Fukuda E, Key Eng. Materials, 92-93, 143 (1994)
Takahashi Y, Ukishima S, Iijima M, Fukuda E, J. Appl. Phys., 70, 6983 (1991)
Iwatsuki S, Kubo M, Hori Y, Macromolecules, 26, 1407 (1993)
Greiner A, Trends Polym. Sci., 5, 12 (1997)
Gorham WF, J. Polym. Sci. A: Polym. Chem., 4, 3207 (1966)
Rogojevic S, Moore JA, Gill WN, J. Vac. Sci. Technol. A, 17, 266 (1999)
Maruo YY, Andoh Y, Sasaki S, J. Vac. Sci. Technol. A, 11, 2590 (1993)
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Macchi EM, J. Polym. Sci. A: Polym. Chem., 10, 45 (1972)
Ikeda RM, Angero RJ, Boettcher FP, Blomberg RN, J. Appl. Polym. Sci., 25, 1391 (1980)
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Barnett MD, Daub GH, Hayes FN, Ott DG, J. Am. Chem. Soc., 81, 4583 (1959)
Ranger M, Rondeau D, Leclerc M, Macromolecules, 30(25), 7686 (1997)
Crisp GT, Jiang YL, Synth. Commun., 28, 2571 (1998)
Lewis J, Raithby PR, Wong WY, J. Organomet. Chem., 556, 219 (1998)
Takahashi S, Kuroyama Y, Sonogashira K, Hagihara N, Synthesis, 627 (1980)
Beggin C, Grazulevicius JV, Strohriegl P, Macromol. Chem. Phys., 195, 2353 (1994)
Chang JY, Ji HJ, Han MJ, Bull. Korean Chem. Soc., 16, 675 (1995)
Kim HJ, Brunovska Z, Ishida H, Polymer, 40(7), 1815 (1999)
Cataldo F, J. Photochem. Photobiol. A-Chem., 99, 75 (1996)

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[1] Lee JG, Kim S, Choi DK, Kim Y, Kim SC, Lee MH, Jeong K, J. Korea Phys. Soc., 35(S), 604 (1999)

[2] Fukuda E, Key Eng. Materials, 92-93, 143 (1994)

[3] Takahashi Y, Ukishima S, Iijima M, Fukuda E, J. Appl. Phys., 70, 6983 (1991)

[4] Iwatsuki S, Kubo M, Hori Y, Macromolecules, 26, 1407 (1993)

[5] Greiner A, Trends Polym. Sci., 5, 12 (1997)

[6] Gorham WF, J. Polym. Sci. A: Polym. Chem., 4, 3207 (1966)

[7] Rogojevic S, Moore JA, Gill WN, J. Vac. Sci. Technol. A, 17, 266 (1999)

[8] Maruo YY, Andoh Y, Sasaki S, J. Vac. Sci. Technol. A, 11, 2590 (1993)

[9] Takahashi Y, Ukishima S, Iijima M, Fukuda E, Jpn. J. Appl. Phys., 28(L), 2245 (1989)

[10] Macchi EM, J. Polym. Sci. A: Polym. Chem., 10, 45 (1972)

[11] Ikeda RM, Angero RJ, Boettcher FP, Blomberg RN, J. Appl. Polym. Sci., 25, 1391 (1980)

[12] Barentsen HM, van Dijk M, Kimkes P, Zuilhof H, Sudholter EJR, Macromolecules, 32(6), 1753 (1999)

[13] Ree M, Shin TJ, Kim SI, Woo SH, Yoon DY, Polymer, 39(12), 2521 (1998)

[14] Percec V, Auman BC, Makromol. Chem., 185, 1867 (1984)

[15] Meyer GW, Glass TE, Grubbs HJ, Mcgrath JE, J. Polym. Sci. A: Polym. Chem., 33(13), 2141 (1995)

[16] Smith DW, Babb DA, Snelgrove RV, Townsend PH, Martin SJ, J. Am. Chem. Soc., 120(35), 9078 (1998)

[17] Lee HJ, Kim DS, Suh MC, Shim SC, J. Polym. Sci. A: Polym. Chem., 34(16), 3255 (1996)

[18] Barnett MD, Daub GH, Hayes FN, Ott DG, J. Am. Chem. Soc., 81, 4583 (1959)

[19] Ranger M, Rondeau D, Leclerc M, Macromolecules, 30(25), 7686 (1997)

[20] Crisp GT, Jiang YL, Synth. Commun., 28, 2571 (1998)

[21] Lewis J, Raithby PR, Wong WY, J. Organomet. Chem., 556, 219 (1998)

[22] Takahashi S, Kuroyama Y, Sonogashira K, Hagihara N, Synthesis, 627 (1980)

[23] Beggin C, Grazulevicius JV, Strohriegl P, Macromol. Chem. Phys., 195, 2353 (1994)

[24] Chang JY, Ji HJ, Han MJ, Bull. Korean Chem. Soc., 16, 675 (1995)

[25] Kim HJ, Brunovska Z, Ishida H, Polymer, 40(7), 1815 (1999)

[26] Cataldo F, J. Photochem. Photobiol. A-Chem., 99, 75 (1996)