Synthesis and Properties of High Performance Functional Polyimides Containing Rigid Nonplanar Conjugated Fluorene Moieties

Yi-Wu Liu; Li-Shuang Tang; Lun-Jun Qu; Si-Wei Liu; Zhen-Guo Chi; Yi Zhang; Jia-Rui Xu

doi:10.1007/s10118-019-2225-0

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Synthesis and Properties of High Performance Functional Polyimides Containing Rigid Nonplanar Conjugated Fluorene Moieties

ARTICLE | Updated：2021-02-18

- Synthesis and Properties of High Performance Functional Polyimides Containing Rigid Nonplanar Conjugated Fluorene Moieties
- Synthesis and Properties of High Performance Functional Polyimides Containing Rigid Nonplanar Conjugated Fluorene Moieties
- Chinese Journal of Polymer Science 2019年37卷第4期页码：416-427
- Affiliations：
  
  a.PCFM Lab, GD HPPC Lab, Guangdong Engineering Technology Research Centre for High-performance Organic and Polymer Photoelectric Functional Films, State Key Laboratory of Optoelectronic Materials and Technologies, School of Chemistry, Sun Yat-sen University, Guangzhou 510275, China
  b.Key Laboratory of Advanced Packaging Materials and Technology of Hunan Province, School of Packaging and Materials Engineering, Hunan University of Technology, Zhuzhou 412007, China
- Author bio：
  
  ceszy@mail.sysu.edu.cn
- Funds：
  
  The financial support by the National 973 Program of China (No. 2014CB643605), the National Natural Science Foundation of China (Nos. 51373204 and 51873239), the Science and Technology Project of Guangdong Province (Nos. 2015B090915003 and 2015B090913003), the China Postdoctoral Science Foundation (No. 2017M612801), the Leading Scientific, Technical and Innovation Talents of Guangdong Special Support Program (No. 2016TX03C295), and the Fundamental Research Funds for the Central Universities (No. 161gzd08) are gratefully acknowledged.
- DOI：10.1007/s10118-019-2225-0
  中图分类号：
- 收稿：2018-12-18，
  
  修回：2019-1-13，
  
  录用：2019-1-14，
  
  网络首发：2019-02-15，
  
  纸质出版：2019-04
- Accepted：
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Citation: Liu, Y. W.; Tang, L. S.; Qu, L. J.; Liu, S. W.; Chi, Z. G.; Zhang, Y.; Xu, J. R. Synthesis and properties of high performance functional polyimides containing rigid nonplanar conjugated fluorene moieties. Chinese J. Polym. Sci. 2019, 37, 416–427

Yi-Wu Liu, Li-Shuang Tang, Lun-Jun Qu, et al. Synthesis and Properties of High Performance Functional Polyimides Containing Rigid Nonplanar Conjugated Fluorene Moieties[J]. Chinese Journal of Polymer Science, 2019, 37(4): 416-427.
Citation: Liu, Y. W.; Tang, L. S.; Qu, L. J.; Liu, S. W.; Chi, Z. G.; Zhang, Y.; Xu, J. R. Synthesis and properties of high performance functional polyimides containing rigid nonplanar conjugated fluorene moieties. Chinese J. Polym. Sci. 2019, 37, 416–427 DOI： 10.1007/s10118-019-2225-0.

Yi-Wu Liu, Li-Shuang Tang, Lun-Jun Qu, et al. Synthesis and Properties of High Performance Functional Polyimides Containing Rigid Nonplanar Conjugated Fluorene Moieties[J]. Chinese Journal of Polymer Science, 2019, 37(4): 416-427. DOI： 10.1007/s10118-019-2225-0.

摘要

Abstract

A diamine (WuFDA) containing vertical rigid non-planar conjugated fluorene moiety and low polarizability group (C―F) was designed and synthesized through three steps of reactions (halogenated reaction

Suzuki coupling reaction

and reduction reaction). Four kinds of high performance functional polyimides (WuFPI-6F

WuFPI-BP

WuFPI-BT

and WuFPI-PM) were thus prepared by the condensation polymerization of WuFDA with four commercial dianhydride 6FDA

BPDA

BTDA

and PMDA

respectively. The polyimides exhibited low dielectric constant

excellent thermal stability

outstanding solubility

good film-forming property

and mechanical properties. The dielectric constants of the polyimides were in the range of 2.28−2.88 (

= 10

Hz). The 5% weight-loss temperatures (

d5%

) in nitrogen were in the range of 555−584 °C

and the glass transition temperatures (

) were in the range of 408−448 °C. The weight loss of WuFPI-BP maintaining at 450 and 500 °C for half an hour was only 0.33% and 1.26%

respectively. All the WuFPIs could be dissolved in almost all organic solvents

even chloroform. The tensile strength and tensile modulus of these films were in the ranges of 78.6−85.7 MPa and 3.1−3.2 GPa

respectively. In addition

the polyimides displayed light color with special fluorescent and resistive switching (ON-OFF) characteristics; the maximum fluorescence emission was observed at 422−424 nm in NMP solution and at 470−548 nm in film state. The memory devices with the configuration of indium tin oxide/WuFPIs/aluminum (ITO/WuFPIs/Al) exhibited distinct volatile memory characteristics of static random access memory (SRAM)

with an ON/OFF current ratio of 10

−10

. These functional polyimides showed attractive potential applications in the field of high performance flexible polymer photoelectronic devices or polymer memory devices.

关键词

Keywords

references

Wilson, D.; Stenzenberger, H. D.; Hergenrother, P. M., in Polyimides , Chapman & amp; Hall, London, 1990 .

Ge, J. J.; Li, C. Y.; Xue, G.; Mann, I. K.; Zhang, D.; Harris, F. W.; Cheng, S. Z. D.; Hong, S. C.; Zhuang, X.; Shen, Y. R . Rubbing-induced molecular reorientation on an alignment surface of an aromatic polyimide containing cyanobiphenyl side chains . J. Am. Chem. Soc. , 2001 . 123 5768 - 5776 . DOI: 10.1021/ja0042682 http://doi.org/10.1021/ja0042682 .

Ling, Q. D.; Chang, F. C.; Song, Y.; Zhu, C. X.; Liaw, D. J.; Chan, D. S. H.; Kang, E. T.; Neoh, K. G . Synthesis and dynamic random access memory behavior of a functional polyimide . J. Am. Chem. Soc. , 2006 . 128 8732 - 8733 . DOI: 10.1021/ja062489n http://doi.org/10.1021/ja062489n .

Ling, Q. D.; Liaw, D. J.; Zhu, C. X.; Chan, D. S. H.; Kang, E. T.; NeoK, G. H . Polymer electronic memories: Materials, devices and mechanisms . Prog. Polym. Sci. , 2008 . 33 917 - 978 . DOI: 10.1016/j.progpolymsci.2008.08.001 http://doi.org/10.1016/j.progpolymsci.2008.08.001 .

Khan, Q. U.; Jia, N. F.; Tian, G. F.; Qi, S. L.; Wu, D. Z . Triggering WORM/SRAM memory conversion in a porphyrinated polyimide via Zn complexation as the internal electrode . J. Phys. Chem. C , 2017 . 121 9153 - 9161 . DOI: 10.1021/acs.jpcc.7b01732 http://doi.org/10.1021/acs.jpcc.7b01732 .

Shi, L.; Tian, G. F.; Ye, H. B.; Qi, S. L.; Wu, D. Z . Volatile static random access memory behavior of an aromatic polyimide bearing carbazole-tethered triphenylamine moieties . Polymer , 2014 . 5 1150 - 1159 . .

Kuorosawa, T.; Chueh, C. C.; Liu, C. L.; Higashihara, T.; Ueda, M.; Chen, W. C . High performance volatile polymeric memory devices based on novel triphenylamine-based polyimides containing mono- or dual-mediated phenoxy linkages . Macromolecules, , 2010 . 43 1236 - 1244 . DOI: 10.1021/ma902574n http://doi.org/10.1021/ma902574n .

Liu, Y. W.; Zhang, Y.; Lan, Q.; Liu, S. W.; Qin, Z. X.; Chen, L. H.; Zhao, C. Y.; Chi, Z. G.; Xu, J. R.; Economy, J . High-performance functional polyimides containing rigid nonplanar conjugated triphenylethylene moieties. Chem . Mater. , 2012 . 24 1212 - 1222 . .

Liu, Y. W.; Zhang, Y.; Lan, Q.; Qin, Z. X.; Liu, S. W.; Zhao, C. Y.; Chi, Z. G.; Xu, J. R . Synthesis and properties of high-performance functional polyimides containing rigid nonplanar conjugated tetraphenylethylene moieties . J. Polym. Sci., Part A: Polym. Chem. , 2013 . 51 1302 - 1314 . DOI: 10.1002/pola.26498 http://doi.org/10.1002/pola.26498 .

Chien, C. W.; Wu, C. H.; Tsai, Y. T.; Kung, Y. C.; Lin, C. Y.; Hsu, P. C.; Hsieh, H. H.; Wu, C. C.; Yeh, Y. H.; Leu, C. M.; Lee, T. M . High-performance flexible a-IGZO TFTs adopting stacked electrodes and transparent polyimide-based nanocomposite substrates . IEEE Trans. Electron Devices , 2011 . 58 1440 - 1446 . DOI: 10.1109/TED.2011.2109041 http://doi.org/10.1109/TED.2011.2109041 .

Kim, S.; Yoo, H.; Rana, T. R.; Enkhbat, T.; Han, G.; Kim, J.; Song, S.; Kim, K.; Gwak, J.; Eo, Y. J.; Yun, J. H . Effect of crystal orientation and conduction band grading of absorber on efficiency of Cu(In,Ga)Se 2 solar cells grown on flexible polyimide foil at low temperature . Adv. Energy Mater. , 2018 . 8 1801501 DOI: 10.1002/aenm.v8.26 http://doi.org/10.1002/aenm.v8.26 .

Thostenson, J. O.; Li, Z.; Kim, C. H. J.; Ajnsztajn, A.; Parker, C. B.; Liu, J.; Peterchev, A. V.; Glass, J. T.; Goetz, S. M . Integrated flexible conversion circuit between a flexible photovoltaic and supercapacitors for powering wearable sensors . J. Electrochem. Soc. , 2018 . 165 B3122 - B3129 . DOI: 10.1149/2.0141808jes http://doi.org/10.1149/2.0141808jes .

Liaw, D. J.; Wang, K. L.; Huang, Y. C.; Lee, K. R.; Lai, J. Y.; Ha, C. S . Advanced polyimide materials: Syntheses, physical properties and applications . Prog. Polym. Sci. , 2012 . 37 907 - 974 . DOI: 10.1016/j.progpolymsci.2012.02.005 http://doi.org/10.1016/j.progpolymsci.2012.02.005 .

Liu, Y. W.; Qian, C.; Qu, L. J.; Wu, Y. N.; Zhang, Y.; Wu, X. H.; Zou, B.; Chen, W. X.; Chen, Z. Q.; Chi, Z. G.; Liu, S. W.; Chen, X. D.; Xu, J. R . A bulk dielectric polymer film with intrinsic ultralow dielectric constant and outstanding comprehensive properties . Chem. Mater. , 2015 . 27 6543 - 6549 . DOI: 10.1021/acs.chemmater.5b01798 http://doi.org/10.1021/acs.chemmater.5b01798 .

Hecht, J . The bandwidth bottleneck that is throttling the internet . Nature News , 2016 . 536 139 - 142 . DOI: 10.1038/536139a http://doi.org/10.1038/536139a .

He, F.; Gao, Y.; Jin, K.; Wang, J.; Sun, J.; Fang, Q . Conversion of a biorenewable plant oil (Anethole) to a new fluoropolymer with both low dielectric constant and low water uptake . ACS Sustain. Chem. Eng. , 2016 . 4 4451 - 4456 . DOI: 10.1021/acssuschemeng.6b01065 http://doi.org/10.1021/acssuschemeng.6b01065 .

Choi, M. C.; Wakita, J. J.; Ha, C. S.; Ando, S. J . Highly transparent and refractive polyimides with controlled molecular structure by chlorine side groups . Macromolelucles , 2009 . 42 5112 - 5120 . DOI: 10.1021/ma900104z http://doi.org/10.1021/ma900104z .

Qu, L. J.; Tang, L. S.; Bei, R. X.; Zhao, J. ; Chi, Z. G.; Liu, S. W.; Chen, X. D.; Aldred, M. P.; Zhang, Y.; Xu, J. R . Flexible multifunctional aromatic polyimide film: Highly efficient photoluminescence, resistive switching characteristic, and electroluminescence . ACS Appl. Mater. Interfaces , 2018 . 10 11430 - 11435 . DOI: 10.1021/acsami.8b02712 http://doi.org/10.1021/acsami.8b02712 .

Qu, L. J.; Huang, S. D.; Zhang, Y.; Chi, Z. G.; Liu, S. W.; Chen, X. D.; Xu, J. R . Multi-functional polyimides containing tetraphenyl fluorene moieties: Fluorescence and resistive switching behaviors . J. Mater. Chem. C , 2017 . 5 6457 - 6466 . DOI: 10.1039/C7TC01807J http://doi.org/10.1039/C7TC01807J .

Liu, J. G.; Nakamura, Y.; Ogura, T.; Shibasaki, Y.; Ando, S.; Ueda, M . Optically transparent sulfur-containing polyimide-TiO 2 nanocomposite films with high refractive index and negative pattern formation from poly(amic acid)-TiO 2 nanocomposite film . Chem. Mater. , 2008 . 20 273 - 281 . DOI: 10.1021/cm071430s http://doi.org/10.1021/cm071430s .

Hsiao, S. H.; Wang, H. M.; Chen, W. J.; Lee, T. M.; Leu, C. M . Synthesis and properties of novel triptycene-based polyimides . J. Polym. Sci., Part A: Ploym. Chem. , 2011 . 49 3109 - 3120 . DOI: 10.1002/pola.24748 http://doi.org/10.1002/pola.24748 .

Chern, Y. T.; Tsai, J. Y . Low dielectric constant and high organosolubility of novel polyimide derived from unsymmetric 1,4-bis(4-aminophenoxy)-2,6-di- tert -butylbenzene . Macromolecules , 2008 . 41 9556 - 9564 . DOI: 10.1021/ma802305q http://doi.org/10.1021/ma802305q .

Huang, W.; Yan, D. Y.; Lu, Q. H . Synthesis and properties of highly soluble polyimide containing perylene units . Chem. J. Chinese U-Chinese , 2002 . 23 2005 - 2007 . .

Yang, J. T.; Ji, B.; Huang, W.; Zhou, Y. F.; Yan, D. Y . Synthesis and characterization of organsoluble polyimide and copolyimides from alicyclic dianhydride . Chinese J. Polym. Sci. , 2007 . 25 409 - 417 . DOI: 10.1142/S025676790700228X http://doi.org/10.1142/S025676790700228X .

Wang, C. Y.; Chen, W. T.; Xu, C.; Zhao, X. Y.; Li, J . Fluorinated polyimide/POSS hybrid polymers with high solubility and low dielectric donstant . Chinese J. Polym. Sci. , 2016 . 34 1363 - 1372 . DOI: 10.1007/s10118-016-1845-x http://doi.org/10.1007/s10118-016-1845-x .

Mi, Z. M.; Liu, Z. X.; Wang, C. B.; Liu, Y. H.; Zhou, C. J.; Wang, D. M.; Zhao, X. G.; Zhou, H. W.; Zhang, Y. M.; Chen, C. H . Transparent and soluble polyimide films containing 4,4′-isopropylidenedicyclohexanol ( cis -HBPA) units: Preparation, characterization, thermal, mechanical, and dielectric properties . J. Polym. Sci., Part A: Polym. Chem. , 2018 . 56 2115 - 2128 . DOI: 10.1002/pola.v56.18 http://doi.org/10.1002/pola.v56.18 .

Yin, X. D.; Feng, Y. Y.; Zhao, Q.; Li, Y.; Li, S. W.; Dong, H. L.; Hu, W. P.; Feng, W . Highly transparent, strong, and flexible fluorographene/fluorinated polyimide nanocomposite films with low dielectric constant . J. Mater. Chem. C , 2018 . 6 6378 - 6384 . DOI: 10.1039/C8TC00998H http://doi.org/10.1039/C8TC00998H .

Luo, L. B.; Dai, Y.; Yuan, Y. H.; Wang, X.; Liu, X. Y . Control of head/tail isomeric structure in polyimide and isomerism-derived difference in molecular packing and properties . Macromol. Rapid Commun. , 2017 . 38 1700404 DOI: 10.1002/marc.v38.23 http://doi.org/10.1002/marc.v38.23 .

Lin, C. H.; Wong, T. I.; Wang, M. W.; Chang, H. C.; Juang, T. Y . Synthesis of diallyl-containing polyimide and the effect of allyl groups on properties . J. Polym. Sci., Part A: Polym. Chem. , 2015 . 53 513 - 520 . DOI: 10.1002/pola.v53.4 http://doi.org/10.1002/pola.v53.4 .

Cheng, S. H.; Hsiao, S. H.; Su, T. H.; Liou, G. S . Novel aromatic poly(amine-imide)s bearing a pendent triphenylamine group: Synthesis, thermal, photophysical, electrochemical, and electrochromic characteristics . Macromolecules , 2005 . 38 307 - 316 . DOI: 10.1021/ma048774d http://doi.org/10.1021/ma048774d .

Hahm, S. G.; Choi, S.; Hong, S. H.; Lee, T. J.; Park, S.; Kim, D. M.; Kwon, W. S.; Kim, K.; Kim, O.; Ree, M . Novel rewritable, non-volatile memory devices based on thermally and dimensionally stable polyimide thin films . Adv. Funct. Mater. , 2008 . 18 3276 - 3282 . DOI: 10.1002/adfm.v18:20 http://doi.org/10.1002/adfm.v18:20 .

Chen, W.; Ji, M.; Yang, S. Y . High thermal stable polyimide resins derived from phenylethynyl-endcapped fluorenyl oligoimides with low melt viscosities . Chinese J. Polym. Sci. , 2016 . 34 933 - 948 . DOI: 10.1007/s10118-016-1813-5 http://doi.org/10.1007/s10118-016-1813-5 .

Liu, Y. W.; Zhang, Y.; Wu, X. H.; Lan, Q.; Chen, C. S.; Liu, S. W.; Chi, Z. G.; Jiang, L.; Chen, X. D.; Xu, J. R . Deep-blue luminescent compound emitting efficiently both in solution and solid with considerable blue-shifting in aggregation . J. Mater. Chem. C , 2014 . 2 1068 - 1075 . .

Chang, C. W.; Yen, H. J.; Huang, K. Y.; Yeh, J. M.; Liou, G. S . Novel organosoluble aromatic polyimides bearing pendant methoxy-substituted triphenylamine moieties: Synthesis, electrochromic, and gas separation properties . J. Polym. Sci., Part A: Polym. Chem., , 2008 . 46 7937 - 7949 . DOI: 10.1002/pola.v46:24 http://doi.org/10.1002/pola.v46:24 .

Liou, G. S.; Hsiao, S. H.; Fang, Y. K . Electrochromic properties of novel strictly alternating poly(amine-amide-imide)s with electroactive triphenylamine moieties . Eur. Polym. J. , 2006 . 42 1533 - 1540 . DOI: 10.1016/j.eurpolymj.2006.01.017 http://doi.org/10.1016/j.eurpolymj.2006.01.017 .

Liu, Y. L.; Wang, K. L.; Huang, G. S.; Zhu, C. X.; Tok, E. S.; Neoh, K. G.; Kang, E. T . Volatile electrical switching and static random access memory effect in a functional polyimide containing oxadiazole moietie . Chem. Mater. , 2009 . 21 3391 - 3399 . DOI: 10.1021/cm9010508 http://doi.org/10.1021/cm9010508 .

Wang H. M.; Hsiao, S. H . Electrochemically and electrochromically stable polyimides bearing tert -butyl-blocked N , N , N ′, N ′-tetraphenyl-1,4-phenylenediamine units . Polymer , 2009 . 50 1692 - 1699 . DOI: 10.1016/j.polymer.2009.02.009 http://doi.org/10.1016/j.polymer.2009.02.009 .

Zhou, Z. X.; Huang, W. X.; Long, Y. B.; Chen, Y. Q.; Yu, Q. X.; Zhang, Y.; Liu, S. W.; Chi, Z. G.; Chen, X. D.; Xu, J. R . An oxidation-induced fluorescence turn-on approach for non-luminescent flexible polyimide films . J. Mater. Chem. C , 2017 . 5 8545 - 8552 . .

Zhou, Z. X.; Zhang, Y.; Liu, S. W.; Chi, Z. G.; Chen, X. D.; Xu, J. R . Flexible and highly fluorescent aromatic polyimide: Design, synthesis, properties, and mechanism . J. Mater. Chem. C , 2016 . 4 10509 - 10517 . DOI: 10.1039/C6TC03889A http://doi.org/10.1039/C6TC03889A .

Liu, Y. W.; Zhou, Z. X.; Qu, L. J.; Chen, Z. Q.; Zhang, Y.; Liu, S. W.; Chi, Z. G.; Chen, X. D.; Xu, J. R . Exceptionally thermostable and soluble aromatic polyimides with special characteristics: Intrinsic ultralow dielectric constant, static random access memory behaviors, transparency and fluorescence . Mater. Chem. Frontiers , 2017 . 1 326 - 337 . DOI: 10.1039/C6QM00027D http://doi.org/10.1039/C6QM00027D .

Jia, M.; Li, Y.; He, C.; Huang, X . Soluble perfluorocycl butyl aryl ether-based polyimide for high-performance dielectric material . ACS Appl. Mater. Interfaces , 2016 . 8 26352 - 26358 . DOI: 10.1021/acsami.6b09383 http://doi.org/10.1021/acsami.6b09383 .

Kong, L.; Cheng, Y.; Jin, Y.; Ren, Z.; Li, Y.; Xiao, F . Adamantyl-based benzocyclobutene low- k polymers with good physical properties and excellent planarity . J. Mater. Chem. C , 2015 . 3 3364 - 3370 . DOI: 10.1039/C4TC02854F http://doi.org/10.1039/C4TC02854F .

Chern, Y. T.; Shiue, H. C . Low dielectric constants of soluble polyimides based on adamantane . Macromolecules , 1997 . 30 4646 - 4651 . DOI: 10.1021/ma970520n http://doi.org/10.1021/ma970520n .

Chern, Y. T.; Shiue, H. C . Low dielectric constants of soluble polyimides derived from the novel 4,9-bis[4-(4-aminophenoxy)phenyl]diamantane . Macromolecules , 1997 . 30 5766 - 5772 . DOI: 10.1021/ma9706337 http://doi.org/10.1021/ma9706337 .

Chern, Y. T . Low dielectric constant polyimides derived from novel 1,6-bis[4-(4-aminophenoxy)phenyl]diamantine . Macromolecules , 1998 . 31 5837 - 5844 . DOI: 10.1021/ma970930b http://doi.org/10.1021/ma970930b .

Watanabe, Y.; Shibasaki, Y.; Ando, S.; Ueda, M . Synthesis and characterization of polyimides with low dielectric constants from aromatic dianhydrides and aromatic diamine containing phenylene ether unit . Polymer , 2005 . 46 5903 - 5908 . DOI: 10.1016/j.polymer.2005.05.034 http://doi.org/10.1016/j.polymer.2005.05.034 .

Yang, C. Y.; Hsu, S. L. C.; Chen, J. S . Synthesis and properties of 6FDA-BisAAF-PPD copolyimides for microelectronic applications . J. Appl. Polym. Sci. , 2005 . 98 2064 - 2069 . DOI: 10.1002/(ISSN)1097-4628 http://doi.org/10.1002/(ISSN)1097-4628 .

Jang, W.; Shin, D.; Choi, S.; Park, S.; Han, H . Effects of internal linkage groups of fluorinated diamine on the optical and dielectric properties of polyimide thin films . Polymer , 2007 . 48 2130 - 2143 . DOI: 10.1016/j.polymer.2007.02.023 http://doi.org/10.1016/j.polymer.2007.02.023 .

Tao, L.; Yang, H.; Liu, J.; Fan, L.; Yang, S . Synthesis and characterization of highly optical transparent and low dielectric constant fluorinated polyimides . Polymer , 2009 . 50 6009 - 6018 . DOI: 10.1016/j.polymer.2009.10.022 http://doi.org/10.1016/j.polymer.2009.10.022 .

Lee, B.; Park, Y. H.; Hwang, Y. T.; Oh, W.; Yoon J.; Ree, M . Ultralow- k nanoporous organosilicate dielectric films imprinted with dendritic spheres . Nat. Mater. , 20055 . 4 147 - 151 . .

Eslava, S.; Urrutia, J.; Busawon, A. N.; Baklanov, M. R.; Iacopi, F.; Aldea, S.; Maex, K.; Martens, J. A.; Kirschhock, C. E. A . Zeolite-inspired low- k dielectrics overcoming limitations of zeolite films . J. Am. Chem. Soc. , 2008 . 130 17528 - 17536 . DOI: 10.1021/ja8066572 http://doi.org/10.1021/ja8066572 .

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