Synthesis of Novel Positive Type Photosensitive Polyimide

Byung Hyun Ahn; Dae Woo Lee; Jin Kook Lee

Korea Polymer Journal, Vol.9, No.5, 247-252, October, 2001

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Synthesis of Novel Positive Type Photosensitive Polyimide

Byung Hyun Ahn^†, Dae Woo Lee¹, and Jin Kook Lee¹

Division of Material Engineering, Pukyong National University, Pusan 608-739, Korea
¹Division of Chemical Engineering, Pukyong National University, Pusan 608-739, Korea

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Tricyclic aliphatic dianhydride monomer, tricyclo[4.2.2.0]dec-9-ene-exo,endo-3,4:7,8-tetra-carboxylicdianhydride (TCDDA), was synthesized by photochemical reaction and poly(amic acid)s from TCDDA and diamines such as 1,4-bis-(4-aminophenoxy)benzene (BAB), 2,2-bis(4-(4-aminophenoxy) phenyl) propane (BAPP), 2,2-bis(4-(4-aminophenoxy)phenyl)hexafluoropropane (BAPHF), bis(4-(4-aminophenoxy) phenyl)sulfone (BAPS), and 1,4-bis-(4-aminophenoxy)biphenyl (BABP) were prepared. The inherent viscosities of the poly(amic acid)s were between 0.39 and 0.50 dL/g. The poly(amic acid)s were converted to polyimide films by thermal imidization. The glass transition temperatures (T(g)) of the polyimides were in the range of 201~263℃. The thermogravimetric analysis (TGA) thermogram of these polyimides showed the temperatures of 5% weight losses between 375 and 393℃ in nitrogen atmosphere. To show their utility for image generation, degradations of these polyimides in UV exposure were investigated by UV spectroscopy.

[References]

Willson D, Stengenberger HD, Hergenrother PM, Polyimides, Chamman and Hall, New York (1996)
Polyimides High-Temperature Polym., M.J.M. Abadie and B. Sillion, Eds., Elsvier, Amsterdam (1991)
Hiramoto H, Mater. Res. Symp. Proc., 167, 87 (1997)
Craig JD, Electronic Materials Handbook, M.L. Hinges, Ed., ASM International, Materials Park, OH., Vol. 1, pp 767-774 (1989)
Garrou PE, Thin Film Multichip Modules, G. Messner, I. Turlik, J.W. Balde, and P.E. Garrou, Eds., ISHM. Reston, VA, pp 93-164 (1992)
Monk DJ, Soane D, Polym. Electronic Photonic Appl., C.P. Wong, Ed., Academic Press, Orlando, pp 120-165 (1993)
Polyimides: Synthesis, Characterization and Applications, K.L. Mittal, Ed., Plenum Press, New York, 1-2 (1984)
Heistand RH, Frye DC, Burdeaux DC, Carr JN, Proc. ISHM International Conference Multichip Modules, Denver, pp 441-450 (1993)
Kerwin RE, Goldrick MR, Polym. Eng. Sci., 2, 426 (1971)
Rubner R, Siemens Forsh. Entwickl. Ber., 2, 426 (1976)
Rubner R, Barter B, Bald G, Siemens Forsh. Entwickl. Ber., 4, 235 (1976)
Rubner R, Ahne H, Kuhn E, Kolodziej G, Photogr. Sci. Eng., 23, 203 (1979)
Omote T, Yamaoka T, in 4th International Conference on Polyimides, Ellenville, pp 379-390 (1991)
Kubota S, Tanaka Y, Morikawi T, Eto S, Electrochem. Soc., 138, 1080 (1991)
Ahn BH, Lee DW, Lee JK, Hong SS, Lee GD, Korea Polym. J., 8(1), 19 (2000)
Grovenstein E, Rao DV, Taylor JW, in Organic Photochemical Synthesis, R. Srinvasan and T.D. Robersts, Eds., Wiley-Interscience, Vol. 2, pp 97-98 (1971)

[Referenced By]

[1] Willson D, Stengenberger HD, Hergenrother PM, Polyimides, Chamman and Hall, New York (1996)

[2] Polyimides High-Temperature Polym., M.J.M. Abadie and B. Sillion, Eds., Elsvier, Amsterdam (1991)

[3] Hiramoto H, Mater. Res. Symp. Proc., 167, 87 (1997)

[4] Craig JD, Electronic Materials Handbook, M.L. Hinges, Ed., ASM International, Materials Park, OH., Vol. 1, pp 767-774 (1989)

[5] Garrou PE, Thin Film Multichip Modules, G. Messner, I. Turlik, J.W. Balde, and P.E. Garrou, Eds., ISHM. Reston, VA, pp 93-164 (1992)

[6] Monk DJ, Soane D, Polym. Electronic Photonic Appl., C.P. Wong, Ed., Academic Press, Orlando, pp 120-165 (1993)

[7] Polyimides: Synthesis, Characterization and Applications, K.L. Mittal, Ed., Plenum Press, New York, 1-2 (1984)

[8] Heistand RH, Frye DC, Burdeaux DC, Carr JN, Proc. ISHM International Conference Multichip Modules, Denver, pp 441-450 (1993)

[9] Kerwin RE, Goldrick MR, Polym. Eng. Sci., 2, 426 (1971)

[10] Rubner R, Siemens Forsh. Entwickl. Ber., 2, 426 (1976)

[11] Rubner R, Barter B, Bald G, Siemens Forsh. Entwickl. Ber., 4, 235 (1976)

[12] Rubner R, Ahne H, Kuhn E, Kolodziej G, Photogr. Sci. Eng., 23, 203 (1979)

[13] Omote T, Yamaoka T, in 4th International Conference on Polyimides, Ellenville, pp 379-390 (1991)

[14] Kubota S, Tanaka Y, Morikawi T, Eto S, Electrochem. Soc., 138, 1080 (1991)

[15] Ahn BH, Lee DW, Lee JK, Hong SS, Lee GD, Korea Polym. J., 8(1), 19 (2000)

[16] Grovenstein E, Rao DV, Taylor JW, in Organic Photochemical Synthesis, R. Srinvasan and T.D. Robersts, Eds., Wiley-Interscience, Vol. 2, pp 97-98 (1971)