A new negative-type photosensitive polyimide based on poly(hydroxyimide), a cross-linker, and a photoacid generator

被引:103
作者
Ueda, M
Nakayama, T
机构
[1] Dept. of Mat. Sci. and Engineering, Faculty of Engineering, Yamagata University, Yonezawa
关键词
D O I
10.1021/ma9605560
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A negative working photosensitive polyimide based on poly(hydroxyimide) (PHI), 2,6-bis(hydroxymethyl)-4-methylphenol (BHMP) as cross-linker, and photoacid generator diphenyliodonium 9,10-dimethoxyanthracene-2-sulfonate (DIAS) has been developed. The PHI was prepared by the ring-opening polyaddition of 4,4'-hexafluoroisopropylidenebis(phthalic anhydride) and 4,4'-diamino-4''-hydroxytriphenylmethane, followed by thermal cyclization in refluxing xylene. The PHI film showed excellent transparency to UV light. The photosensitive polyimide containing 70 wt % PHI, 20 wt % BHMP, and 10 wt % DIAS showed a sensitivity of 70 mJ/cm(2) and a contrast of 3.8 when it was exposed to 365 nm light and postbaked at 120 degrees C, followed by developing with a 2.5% aqueous tetramethylammonium hydroxide solution at 40 degrees C. The mechanistic study on the formation of images is also discussed.
引用
收藏
页码:6427 / 6431
页数:5
相关论文
共 15 条
[1]  
CRIVELLO JV, 1978, UV CURING SCI TECHNO, pCH2
[2]  
DROSKE JP, 1992, POLYM PREPR AM CHEM, V33, P481
[3]  
HAYASE S, 1991, J ELECTROCHEM SOC, P3625
[4]  
KHANNA DN, 1988, P REG TECH C SPE, P429
[5]  
KONIG KE, 1979, J AM CHEM SOC, V101, P3553
[6]   POSITIVE PHOTOREACTIVE POLYIMIDES .2. PREPARATION AND CHARACTERIZATION OF POLYIMIDE PRECURSORS CONTAINING ALPHA-(2-NITROPHENYL)ETHYL ESTER SIDE-CHAINS [J].
KUBOTA, S ;
MORIWAKI, T ;
ANDO, T ;
FUKAMI, A .
JOURNAL OF MACROMOLECULAR SCIENCE-CHEMISTRY, 1987, A24 (12) :1407-1422
[7]   PHOTO-CROSS-LINKING OF POLY(4-HYDROXYSTYRENE) VIA ELECTROPHILIC AROMATIC-SUBSTITUTION - USE OF POLYFUNCTIONAL BENZYLIC ALCOHOLS IN THE DESIGN OF CHEMICALLY AMPLIFIED RESIST MATERIALS WITH TUNABLE SENSITIVITIES [J].
LEE, SM ;
FRECHET, JMJ ;
WILLSON, CG .
MACROMOLECULES, 1994, 27 (18) :5154-5159
[8]   MECHANISM OF THE ACID-CATALYZED CROSS-LINKING OF POLY(4-HYDROXYSTYRENE) BY POLYFUNCTIONAL BENZYLIC ALCOHOLS - A MODEL STUDY [J].
LEE, SM ;
FRECHET, JMJ .
MACROMOLECULES, 1994, 27 (18) :5160-5166
[9]   New positive-type photosensitive polyimide: Poly(hydroxyimide) with diazonaphthoquinone [J].
Nakayama, T ;
Mochizuki, A ;
Ueda, M .
REACTIVE & FUNCTIONAL POLYMERS, 1996, 30 (1-3) :109-115
[10]  
NITOH K, 1991, CHEM LETT, P1869