Adamantyl-based benzocyclobutene low-k polymers with good physical properties and excellent planarity

被引:75
作者
Kong, Lingqiang [1 ]
Cheng, Yuanrong [1 ]
Jin, Yunxia [1 ]
Ren, Zhidong [1 ]
Li, Yan [1 ]
Xiao, Fei [1 ]
机构
[1] Fudan Univ, Dept Mat Sci, Shanghai 200433, Peoples R China
关键词
LOW DIELECTRIC-CONSTANT; SEMIAROMATIC POLYIMIDES; FREE-VOLUME; UNITS; POSTPOLYMERIZATION; THERMOSTABILITY; SOLUBILITY; EFFICIENT; DIAMINES; FILMS;
D O I
10.1039/c4tc02854f
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Low dielectric polymers play an important role in replacing traditional inorganic dielectric materials in advanced electronic manufacturing due to their excellent physical and chemical properties. Herein we report the preparation and characterization of two novel low-k dielectric polymers by introducing adamantane into benzocyclobutene. Because the adamantyl group has low polarizability and can increase the free volume of the polymer, both polymers showed low dielectric constants (2.5) and low dielectric loss (<0.001) at the frequency within 10 KHz-5 MHz. They also showed excellent film uniformity and planarity with the surface roughness less than 0.6 nm and good hydrophobicity with the contact angle larger than 107 degrees. Due to the high cross-linked network structure, both of the adamantyl-based BCB polymers exhibited high glass transition temperature (>350 degrees C), high storage modulus and good thermal stability (T-d > 400 degrees C in nitrogen). Especially, the p-Ada-TVS-BCB polymer showed a low coefficient of thermal expansion (41 mu m m(-1) degrees C-1). All of these good properties are in accord with the requirement of the interconnect fabrication of Cu metallization using the damascene process. Both of the polymers are suitable for the utilization in the electronic packing industry.
引用
收藏
页码:3364 / 3370
页数:7
相关论文
共 40 条
[1]   BENZOCYCLOBUTENE (BCB) DIELECTRICS FOR THE FABRICATION OF HIGH-DENSITY, THIN-FILM MULTICHIP MODULES [J].
BURDEAUX, D ;
TOWNSEND, P ;
CARR, J ;
GARROU, P .
JOURNAL OF ELECTRONIC MATERIALS, 1990, 19 (12) :1357-1364
[2]   Low dielectric constants of soluble polyimides based on adamantane [J].
Chern, YT ;
Shiue, HC .
MACROMOLECULES, 1997, 30 (16) :4646-4651
[3]  
Chern YT, 1998, MACROMOL CHEM PHYSIC, V199, P963, DOI 10.1002/(SICI)1521-3935(19980601)199:6<963::AID-MACP963>3.0.CO
[4]  
2-I
[5]   Synthesis and Properties of New Aromatic Polyisophthalamides with Adamantylamide Pendent Groups [J].
Espeso, Jorge F. ;
Lozano, Angel E. ;
de la Campa, Jose G. ;
Garcia-Yoldi, Inigo ;
de Abajo, Javier .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2010, 48 (08) :1743-1751
[6]   New soluble unsaturated polyketone derived from diarylidenecycloalketone:: synthesis and optical and electrochemical properties of π-conjugated poly(diarylidenecyclohexanone) with long side chains [J].
Fang, Q ;
Yamamoto, T .
POLYMER, 2003, 44 (10) :2947-2956
[7]   Synthesis and characterization of novel adamantane-based copoly(aryl ether ketone)s with low dielectric constants [J].
Geng, Zhi ;
Lu, Yaning ;
Zhang, Shuling ;
Jiang, Xu ;
Huo, Pengfei ;
Luan, Jiashuang ;
Wang, Guibin .
POLYMER INTERNATIONAL, 2014, 63 (02) :333-337
[8]   Ultra low dielectric constant hybrid films via side chain grafting reaction of poly(ether ether ketone) and phosphotungstic acid [J].
Geng, Zhi ;
Ba, Jinyu ;
Zhang, Shuling ;
Luan, Jiashuang ;
Jiang, Xu ;
Huo, Pengfei ;
Wang, Guibin .
JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (44) :23534-23540
[9]   THERMALLY INDUCED POLYMERIZATION OF AN ARYLVINYLBENZOCYCLOBUTENE MONOMER [J].
HAHN, SF ;
MARTIN, SJ ;
MCKELVY, ML .
MACROMOLECULES, 1992, 25 (05) :1539-1545
[10]   Influence of free volume change on the relative permittivity and refractive index in fluoropolyimides [J].
Hougham, G ;
Tesoro, G ;
Viehbeck, A .
MACROMOLECULES, 1996, 29 (10) :3453-3456