A Facile Strategy for Intrinsic Low-<italic style="font-style: italic">D</italic><sub>k</sub> and Low-<italic style="font-style: italic">D</italic><sub>f</sub> Polyimides Enabled by Spirobifluorene Groups

Wan-Yi Tan; Ling-Feng Jian; Wei-Peng Chen; Yong-Wen Zhang; Xiao-Chuang Lu; Wan-Jun Huang; Ji-Sheng Zhang; Jing-Wu Wu; Jun-Li Feng; Yi-Dong Liu; Ting-Ting Cui; Yong-Gang Min

doi:10.1007/s10118-022-2824-z

Your Location：

Home >

Browse articles >

A Facile Strategy for Intrinsic Low-D_k and Low-D_f Polyimides Enabled by Spirobifluorene Groups

RESEARCH ARTICLE | Updated：2023-01-06

- A Facile Strategy for Intrinsic Low-D_k and Low-D_f Polyimides Enabled by Spirobifluorene Groups
  Enhanced Publication
- A Facile Strategy for Intrinsic Low-D_k and Low-D_f Polyimides Enabled by Spirobifluorene Groups
- 高分子科学（英文版） 2023年41卷第2期页码：288-296
- Affiliations：
  
  a.Guangdong University of Technology (GDUT), Guangzhou 510006, China
  b.Huimai Materials Technology (Guangdong) Co., Ltd., Foshan 528200, China
  c.Shenzhen Customs Industrial Product Inspection Technology Center, Shenzhen 518026, China
- Author bio：
  
  ydliu@gdut.edu.cn (Y.D.L.)
  cuitt@gdut.edu.cn (T.T.C.)
  ygmin@gdut.edu.cn (Y.G.M.)
- Funds：
  
  This work was financially supported by Key-Area Research and Development Program of Guangdong Province (No. 2020B010182001), the National Natural Science Foundation of China (Nos. U20A20340 and 52001068), National Key R&D Program of China (No. 2020YFB0408100), Guangdong Innovative and Entrepreneurial Research Team Program (No. 2016ZT06C412), the “One-Hundred Young Talents” of Guangdong University of Technology (No. 220413236), and Foshan Introducing Innovative and Entrepreneurial Teams (No. 1920001000108). The data measurement supports by Shengyi Technology Co., Ltd. (SYTECH) and CEPREI Certification Body are gratefully acknowledged.;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-022-2824-z.
- DOI：10.1007/s10118-022-2824-z
  中图分类号：
Scan for full text
A Facile Strategy for Intrinsic Low-D_k and Low-D_f Polyimides Enabled by Spirobifluorene Groups[J]. 高分子科学（英文版）, 2023,41(2):288-296.

Wan-Yi Tan, Ling-Feng Jian, Wei-Peng Chen, et al. A Facile Strategy for Intrinsic Low-D_k and Low-D_f Polyimides Enabled by Spirobifluorene Groups[J]. Chinese Journal of Polymer Science, 2023,41(2):288-296.
A Facile Strategy for Intrinsic Low-D_k and Low-D_f Polyimides Enabled by Spirobifluorene Groups[J]. 高分子科学（英文版）, 2023,41(2):288-296. DOI： 10.1007/s10118-022-2824-z.

Wan-Yi Tan, Ling-Feng Jian, Wei-Peng Chen, et al. A Facile Strategy for Intrinsic Low-D_k and Low-D_f Polyimides Enabled by Spirobifluorene Groups[J]. Chinese Journal of Polymer Science, 2023,41(2):288-296. DOI： 10.1007/s10118-022-2824-z.

摘要

A facile and effective strategy to afford low ,D,k,/,D,f, MPIs with less fluoric groups and nonporous structure, through incorporating rigid and large sterically hindered spirobifluorene groups into the main chain.

Abstract

Modified polyimides (MPIs) show great potential towards 5G communication applications, due to its excellent thermal stability, mechanical property and chemical stability as compared to most of polymers. Introducing fluoride groups or porous structure is favorable to ultra-low dielectric constant (,D,k,) and dielectric loss (,D,f,). However, the cost of the fluorinated MPIs is high and their synthetic processes are complicated, and porous MPIs suffer poor mechanical properties. Also, increasing the fraction of free volume is a very effective way to lower ,D,k, through introducing more ultra-low-,D,k, air component. However, most of this kind of MPIs lag far behind the fluorinated MPIs and the porous MPIs in terms of ultra-low ,D,f, hindering the application of MPIs in high-speed communication devices. Thus, it is highly desirable to develop intrinsic ultra-low-,D,k,/,D,f, MPIs at high frequency with less fluoric groups and nonporous structure. Herein, we introduce a facile and effective strategy to lower ,D,k, and ,D,f, through introducing rigid and large sterically hindered aromatic groups into MPIs. On the one hand, their large steric hindrance effect leads to low ,D,k, by increasing intrinsic free volume. On the other hand, the resulting highly stiff polymer chain and strong intermolecular interaction are favorable to reduce ,D,f, by inhibiting dipole orientations. Based on this strategy, the spirobifluorene groups are preferred. The as-prepared MPIs show excellent dielectric performance with low ,D,k, of 2.74–2.76 and low ,D,f, of 0.00599 at 10 GHz, to some extent, exceeding the multiple fluorinated MPI with ,D,k,/,D,f, of 2.67/0.00663 at 10 GHz.

关键词

Keywords

PolyimideHigh speed communicationLow dielectric constantLow dielectric loss

references

Wang, L.; Liu, C.; Shen, S.; Xu, M.; Liu, X . Low dielectric constant polymers for high speed communication network . Adv. Ind. Eng. Polym. Res. , 2020 . 3 138 -148. .

Ji, Y.; Bai, Y.; Liu, X.; Jia, K . Progress of liquid crystal polyester (LCP) for 5G application . Adv. Ind. Eng. Polym. Res. , 2020 . 3 160 -174. .

Maier, G . Low dielectric constant polymers for microelectronics . Prog. Polym. Sci. , 2001 . 26 3 -65 . DOI:10.1016/S0079-6700(00)00043-5http://doi.org/10.1016/S0079-6700(00)00043-5 .

Rosenberg, R.; Edelstein, D.; Hu, C. K.; Rodbell, K . Copper metallization for high performance silicon technology . Annu. Rev. Mater. Sci. , 2000 . 30 229 -262 . DOI:10.1146/annurev.matsci.30.1.229http://doi.org/10.1146/annurev.matsci.30.1.229 .

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

Ge, J. J.; Li, C. Y.; Xue, G.; Mann, I. K.; Zhang, D.; Wang, S. Y.; 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/ja0042682http://doi.org/10.1021/ja0042682 .

Lim, H.; Cho, W. J.; Ha, C. S.; Ando, S.; Kim, Y. K.; Park, C. H.; Lee, K . Flexible organic electroluminescent devices based on fluorine containing colorless polyimide substrates . Adv. Mater. , 2002 . 14 1275 -1279 . DOI:10.1002/1521-4095(20020916)14:18<1275::AID-ADMA1275>3.0.CO;2-Yhttp://doi.org/10.1002/1521-4095(20020916)14:18<1275::AID-ADMA1275>3.0.CO;2-Y .

Banerjee, S.; Madhra, M. K.; Salunke, A. K.; Maier, G. Synthesis and properties of fluorinated polyimides. 1 . Derived from novel 4,4''-bis(aminophenoxy)-3,3''-trifluoromethyl terphenyl . J. Polym. Sci., Part A: Polym. Chem. , 2002 . 40 1016 -1027 . DOI:10.1002/pola.10189http://doi.org/10.1002/pola.10189 .

Hsiao, S. H.; Yang, C. P.; Chung, C. L . Synthesis and characterization of novel fluorinated polyimides based on 2,7-bis(4-amino-2-trifluoromethylphenoxy)naphthalene . J. Polym. Sci., Part A: Polym. Chem. , 2003 . 41 2001 -2018 . DOI:10.1002/pola.10748http://doi.org/10.1002/pola.10748 .

Li, H.; Liu, J.; Wang, K.; Fan, L.; Yang, S . Synthesis and characterization of novel fluorinated polyimides derived from 4,4'-[2,2,2-triflfluoro-1-(3,5-ditriflfluoromethylphenyl)ethylidene]diphthalic anhydride and aromatic diamines . Polymer , 2006 . 47 1443 -1450 . DOI:10.1016/j.polymer.2005.12.074http://doi.org/10.1016/j.polymer.2005.12.074 .

Wu, F.; Zhou, X.; Yu, X . Synthesis and characterization of novel star branched polyimides derived from 2,2-bis[4-(2,4-diaminophenoxy)phenyl]hexaflfluoropropane . RSC Adv. , 2017 . 7 35786 -35794 . DOI:10.1039/C7RA05643Ehttp://doi.org/10.1039/C7RA05643E .

Zhong, M.; Wu, X.; Shu, C.; Wang, Y.; Huang, X.; Huang, W . Organosoluble polyimides with low dielectric constant prepared from an asymmetric diamine containing bulky m-trifluoromethyl phenyl group . React. Funct. Polym. , 2021 . 169 105065 DOI:10.1016/j.reactfunctpolym.2021.105065http://doi.org/10.1016/j.reactfunctpolym.2021.105065 .

Wu, X.; Cai, J.; Cheng, Y . Synthesis and characterization of high fluorine-containing polyimides with low-dielectric constant . J. Appl. Polym. Sci. , 2021 . 139 51972 .

Zuo, H. T.; Gan, F.; Dong, J.; Zhang, P.; Zhao, X.; Zhang, Q. H . Highly transparent and colorless polyimide film with low dielectric constant by introducing meta-substituted structure and trifluoromethyl groups . Chinese J. Polym. Sci. , 2021 . 39 455 -464 . DOI:10.1007/s10118-021-2514-2http://doi.org/10.1007/s10118-021-2514-2 .

Sun, Y.; Li, T.; Dai, H.; Wang, M.; Xue, R.; Chen, J.; Liu, D . Preparation and characterization of intrinsic low-κ polyimide films . Polymers , 2021 . 13 4174 DOI:10.3390/polym13234174http://doi.org/10.3390/polym13234174 .

Liaw, D. J.; Tseng, W. T . New organosoluble polyimides with low dielectric constants derived from bis[4-(2-trifluoromethyl-4-aminophenoxy)phenyl] Diphenylmethylene . Macromol. Symp. , 2003 . 199 351 -362 . DOI:10.1002/masy.200350930http://doi.org/10.1002/masy.200350930 .

Yang, C. P.; Chiang, H. C . Organosoluble and light-colored fluorinated polyimides based on 9,9-bis[4-(4-amino-2-triflfluoromethylphenoxy)phenyl]fluorene and aromatic dianhydrides . Colloid. Polym. Sci. , 2004 . 282 1347 -1358 . DOI:10.1007/s00396-003-1036-5http://doi.org/10.1007/s00396-003-1036-5 .

Liu, C.; Pei, X.; Huang, X.; Wei, C.; Sun, X . Novel non-coplanar and tertbutyl-substituted polyimides: solubility, optical, thermal and dielectric properties . Chin. J. Chem. , 2015 . 33 277 -284 . DOI:10.1002/cjoc.201400587http://doi.org/10.1002/cjoc.201400587 .

Liu, Y.; Qian, C.; Qu, L.; Wu, Y.; Zhang, Y.; Wu, X.; Zou, B.; Chen, W.; Chen, Z.; Chi, Z.; Liu, S.; Chen, X.; Xu, J . 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.5b01798http://doi.org/10.1021/acs.chemmater.5b01798 .

Chen, W.; Zhou, Z.; Yang, T.; Bei, R.; Zhang, Y.; Liu, S.; Chi, Z.; Chen, X.; Xu, J . Synthesis and properties of highly organosoluble and low dielectric constant polyimides containing non-polar bulky triphenyl methane moiety . React. Funct. Polym. , 2016 . 108 71 -77 . DOI:10.1016/j.reactfunctpolym.2016.04.011http://doi.org/10.1016/j.reactfunctpolym.2016.04.011 .

Bei, R.; Qian, C.; Zhang, Y.; Chi, Z.; Liu, S.; Chen, X.; Xu, J.; Aldred, M. P . Intrinsic low dielectric constant polyimides: relationship between molecular structure and dielectric properties . J. Mater. Chem. C , 2017 . 5 12807 -12815 . DOI:10.1039/C7TC04220Ehttp://doi.org/10.1039/C7TC04220E .

Bong, S.; Yeo, H.; Ku, B. C.; Goh, M.; You, N. H . Highly soluble polyimide based on asymmetric diamines containing trifluoromethyl group for high performance dielectric material . Macromol. Res. , 2018 . 26 85 -91 . DOI:10.1007/s13233-018-6010-7http://doi.org/10.1007/s13233-018-6010-7 .

Qian, C.; Bei, R.; Zhu, T.; Zheng, W.; Liu, S.; Chi, Z.; Aldred, M . P.; Chen, X.; Zhang, Y.; Xu, J. Facile strategy for intrinsic low-k dielectric polymers: molecular design based on secondary relaxation behavior . Macromolecules , 2019 . 52 4601 -4609 . DOI:10.1021/acs.macromol.9b00136http://doi.org/10.1021/acs.macromol.9b00136 .

Qian, C.; Fan, Z. G.; Zheng, W. W.; Bei, R. X.; Zhu, T. W.; Liu, S. W.; Chi, Z. G.; Aldred, M. P.; Chen, X. D.; Zhang, Y.; Xu, J. R . A facile strategy for non-fluorinated intrinsic low-k and low-loss dielectric polymers: valid exploitation of secondary relaxation behaviors . Chinese J. Polym. Sci. , 2020 . 38 213 -219 . DOI:10.1007/s10118-020-2339-4http://doi.org/10.1007/s10118-020-2339-4 .

Meador, M. A. B.; McMillon, E.; Sandberg, A.; Barrios, E.; Wilmoth, N. G.; Mueller, C. H.; Miranda, F. A . Dielectric and other properties of polyimide aerogels containing fluorinated blocks . ACS Appl. Mater. Interfaces , 2014 . 6 6062 -6068 . DOI:10.1021/am405106hhttp://doi.org/10.1021/am405106h .

Wu, T.; Dong, J.; Gan, F.; Fang, Y.; Zhao, X.; Zhang, Q . Low dielectric constant and moisture-resistant polyimide aerogels containing trifluoromethyl pendent groups . Appl. Surf. Sci. , 2018 . 440 595 -605 . DOI:10.1016/j.apsusc.2018.01.132http://doi.org/10.1016/j.apsusc.2018.01.132 .

Dong, F.; Li, H.; Lu, L.; Xiong, Y.; Ha, C. S . Superhydrophobic and low-k polyimide film with porous interior structure and hierarchical surface morphology . Macromol. Mater. Eng. , 2019 . 304 1900252 DOI:10.1002/mame.201900252http://doi.org/10.1002/mame.201900252 .

Chen, Z.; Zhu, D.; Tong, F.; Lu, X.; Lu, Q . Low dielectric constant polyimide hybrid films prepared by in situ blow-balloon method . ACS Appl. Polym. Mater. , 2019 . 1 2189 -2196 . DOI:10.1021/acsapm.9b00448http://doi.org/10.1021/acsapm.9b00448 .

Ma, Y.; Xu, L.; He, Z.; Xie, J.; Shi, L.; Zhang, M.; Zhang, W.; Cui, W . Tunable dielectric and other properties in highperformance sandwich-type polyimide films achieved by adjusting the porous structure . J. Mater. Chem. C , 2019 . 7 7360 -7370 . DOI:10.1039/C9TC02017Ahttp://doi.org/10.1039/C9TC02017A .

Chern, Y. T.; Shiue, H. C . Low dielectric constants of soluble polyimides based on adamantane . Macromolecules , 1997 . 30 4646 -4651 . DOI:10.1021/ma970520nhttp://doi.org/10.1021/ma970520n .

Chern, Y. T.; Shiue, H. C . High subglass transition temperatures and low dielectric constants of polyimides derived from 4,9-bis(4-aminophenyl)diamantine . Chem. Mater. , 1998 . 10 210 -216 . DOI:10.1021/cm970341khttp://doi.org/10.1021/cm970341k .

Lew, C. M.; Li, Z.; Shuang, L.; Hwang, S.-J.; Liu, Y.; Medina, D. I.; Sun, M.; Wang, J.; Davis, M. E.; Yan, Y. S . Pure-silica-zeolite mfi and mel low-dielectric-constant films with fluoro-organic functionalization . Adv. Funct. Mater. , 2008 . 18 3454 -3460 . DOI:10.1002/adfm.200800390http://doi.org/10.1002/adfm.200800390 .

Yuan, C.; Jin, K.; Li, K.; Diao, S.; Tong, J.; Fang, Q . Nonporous low-k dielectric films based on a new structural amorphous fluoropolymer . Adv. Mater. , 2013 . 25 4875 -4878 . DOI:10.1002/adma.201302021http://doi.org/10.1002/adma.201302021 .

Wang, J.; Zhou, J.; Jin, K.; Wang, L.; Sun, J.; Fang, Q . A new fluorinated polysiloxane with good optical properties and low dielectric constant at high frequency based on easily available tetraethoxysilane (TEOS) . Macromolecules , 2017 . 50 9394 -9402 . DOI:10.1021/acs.macromol.7b02000http://doi.org/10.1021/acs.macromol.7b02000 .

Zhang, K.; Han, L.; Froimowicz, P.; Ishida, H . A smart latent catalyst containing o-trifluoroacetamide functional benzoxazine: precursor for low temperature formation of very high performance polybenzoxazole with low dielectric constant and high thermal stability . Macromolecules , 2017 . 50 6552 -6560 . DOI:10.1021/acs.macromol.7b00887http://doi.org/10.1021/acs.macromol.7b00887 .

Liu, F.; Xie, L.-H.; Tang, C.; Liang, J.; Chen, Q.-Q.; Peng, B.; Wei, W.; Cao, Y.; Huang, W . Facile synthesis of spirocyclic aromatic hydrocarbon derivatives based on o-halobiaryl route and domino reaction for deep-blue organic semiconductors . Org. Lett. , 2009 . 11 3850 -3853 . DOI:10.1021/ol900978xhttp://doi.org/10.1021/ol900978x .

Wang, L.; Zhang, J.; Liu, P.; Xu, B.; Zhang, B.; Chen, H.; Inge, A K.; Li, Y.; Wang, H.; Cheng, Y. B.; Kloo, L.; Sun, L . Design and synthesis of dopant-free organic hole-transport materials for perovskite solar cells . Chem. Commun. , 2018 . 54 9571 -9574 . DOI:10.1039/C8CC04026Ehttp://doi.org/10.1039/C8CC04026E .

Yeo, H.; Goh, M.; Ku, B. C.; You, N. H . Synthesis and characterization of highlyfluorinated colorless polyimides derived from 4,4'-((perfluoro-[1,1'-biphenyl]-4,4'-diyl)bis(oxy))bis(2,6-dimethylaniline) and aromatic dianhydrides . Polymer , 2015 . 76 280 -286 . DOI:10.1016/j.polymer.2015.09.019http://doi.org/10.1016/j.polymer.2015.09.019 .

Wang, X.; Li, Y.-F.; Ma, T.; Zhang, S.; Gong, C . Synthesis and characterization of novel polyimides derived from 2,6-bis[4-(3,4-dicarboxyphenoxy)benzoyl]pyridine dianhydride and aromatic diamines . Polymer , 2006 . 47 3774 -3783 . DOI:10.1016/j.polymer.2006.03.101http://doi.org/10.1016/j.polymer.2006.03.101 .

Yang, C. P.; Su, Y. Y.; Chiang, H. C . Organosoluble and light-colored fluorinated polyimides from 4-tert-butyl-[1,2-bis(4-amino-2-triflfluoromethylphenoxy)phenyl]benzene and aromatic dianhydrides . React. Funct. Polym. , 2006 . 66 689 -701 . DOI:10.1016/j.reactfunctpolym.2005.10.020http://doi.org/10.1016/j.reactfunctpolym.2005.10.020 .

Wang, C.; Zhao, X.; Li, G.; Jiang, J . Novel fluorinated polyimides derived from 9,9-bis(4-amino-3,5-difluorophenyl)fluorene and aromatic dianhydrides . Polym. Degrad. Stab. , 2009 . 94 1746 -1753 . DOI:10.1016/j.polymdegradstab.2009.06.013http://doi.org/10.1016/j.polymdegradstab.2009.06.013 .

Wang, X.; Liu, F.; Lai, J.; Fu, Z.; You, X . Comparative investigations on the effects of pendent trifluoromethyl group to the properties of the polyimides containing diphenyl-substituted cyclopentyl cardo-structure . J. Fluor. Chem. , 2014 . 164 27 -37 . DOI:10.1016/j.jfluchem.2014.04.016http://doi.org/10.1016/j.jfluchem.2014.04.016 .

Park, C. H.; Tocci, E.; Kim, S.; Kumar, A.; Lee, Y. M.; Drioli, E . A simulation study on OH-containing polyimide (HPI) and thermally rearranged polybenzoxazoles (TR-PBO): relationship between gas transport properties and free volume morphology . J. Phys. Chem. B , 2014 . 118 2746 -2757 . DOI:10.1021/jp411612ghttp://doi.org/10.1021/jp411612g .

Kim, J.; Kwon, J.; Kim, M.; Do, J.; Lee, D.; Han, H . Low-dielectric-constant polyimide aerogel composite films with low water uptake . Polym. J. , 2016 . 48 829 -834 . DOI:10.1038/pj.2016.37http://doi.org/10.1038/pj.2016.37 .

Simpson, J. O.; St. Clair, A. K. Fundamental insight on developing low dielectric constant polyimides. Thin Solid Films 1997, 308−309, 480−485.

Joseph, A. M.; Nagendra, B.; Surendran, K. P.; Bhoje Gowd, E . Syndiotactic polystyrene/hybrid silica spheres of POSS siloxane composites exhibiting ultralow dielectric constant . ACS Appl. Mater. Interfaces , 2015 . 7 19474 -19483 . DOI:10.1021/acsami.5b05933http://doi.org/10.1021/acsami.5b05933 .

Lei, X.; Qiao, M.; Tian, L.; Chen, Y.; Zhang, Q . Tunable permittivity in high-performance hyperbranched polyimide films by adjusting backbone rigidity . J. Phys. Chem. C , 2016 . 120 2548 -2561 . DOI:10.1021/acs.jpcc.5b11667http://doi.org/10.1021/acs.jpcc.5b11667 .

Monnerie, L.; Laupretre, F. O.; Halary, J. L . Investigation of solid-state transitions in linear and crosslinked amorphous polymers . Adv. Polym. Sci. , 2005 . 187 35 -213. .

Cristea, M.; Ionita, D.; Hulubei, C.; Timpu, D.; Popovici, D.; Simionescu, B. C . Chain packing versus chain mobility in semialiphatic BTDA-based copolyimides . Polymer , 2011 . 52 1820 -1828 . DOI:10.1016/j.polymer.2011.02.026http://doi.org/10.1016/j.polymer.2011.02.026 .

Zhang, S. H.; Jin, X.; Painter, P. C.; Runt, J . Composition-dependent dynamics in miscible polymer blends: influence of intermolecular hydrogen bonding . Polymer , 2004 . 45 3933 -3942 . DOI:10.1016/j.polymer.2004.01.081http://doi.org/10.1016/j.polymer.2004.01.081 .

Soong, S. Y.; Cohen, R. E.; Boyce, M. C.; Mulliken, A. D . Rate-dependent deformation behavior of POSS-filled and plasticized poly(vinyl chloride) . Macromolecules , 2006 . 39 2900 -2908 . DOI:10.1021/ma052736shttp://doi.org/10.1021/ma052736s .

Zajac, M.; Kahl, H.; Schade, B.; Rödel, T.; Dionisio, M.; Beiner, M . Relaxation behavior of polyurethane networks with different composition and crosslinking density . Polymer , 2017 . 111 83 -90 . DOI:10.1016/j.polymer.2017.01.032http://doi.org/10.1016/j.polymer.2017.01.032 .

Liu, Q.; Wang, C.; Guo, Y.; Peng, C.; Narayanan, A.; Kaur, S.; Xu, Y.; Weiss, R. A.; Joy, A . Opposing effects of side-chain flexibility and hydrogen bonding on the thermal, mechanical, and rheological properties of supramolecularly cross-linked polyesters . Macromolecules , 2018 . 51 9294 -9305 . DOI:10.1021/acs.macromol.8b01781http://doi.org/10.1021/acs.macromol.8b01781 .

Wang, Z.; Zhang, M.; Han, E.; Niu, H.; Wu, D . Structure-property relationship of low dielectric constant polyimide fibers containing fluorine groups . Polymer , 2020 . 206 122884 DOI:10.1016/j.polymer.2020.122884http://doi.org/10.1016/j.polymer.2020.122884 .

Liu, Y.; Shi, G.; Wu, G . Hydrogen bonding-induced anomalous dynamics of polyacrylates mixed with small molecules . Polymer , 2020 . 201 122627 DOI:10.1016/j.polymer.2020.122627http://doi.org/10.1016/j.polymer.2020.122627 .

Jho, J. Y.; Yee, A. F . Secondary relaxation motion in bisphenol A polycarbonate . Macromolecules , 1991 . 24 1905 -1913 . DOI:10.1021/ma00008a031http://doi.org/10.1021/ma00008a031 .

Coburn, J. C.; Soper, P. D.; Auman, B. C . Relaxation behavior of polyimides based on 2,2'-disubstituted benzidines . Macromolecules , 1995 . 28 3253 -3260 . DOI:10.1021/ma00113a030http://doi.org/10.1021/ma00113a030 .

Araki, H.; Kiuchi, Y.; Shimada, A.; Ogasawara, H.; Jukei, M.; Tomikawa, M . Low Df polyimide with photosensitivity for high frequency applications . J. Photopolym. Sci. Technol. , 2020 . 33 165 -170 . DOI:10.2494/photopolymer.33.165http://doi.org/10.2494/photopolymer.33.165 .

浏览量

Downloads

CSCD

文章被引用时，请邮件提醒。

Submit

工具集

关联资源

Highly Hydrolysis-Resistant Polyimide Fibers Prepared by Thermal Crosslinking with Inherent Carboxyl Groups

Thermally Conductive Polyimide/Boron Nitride Composite Films with Improved Interfacial Compatibility Based on Modified Fillers by Polyimide Brushes

Palladium-assisted Metal Patterning on Polyimide Surfaces

A Facile Strategy for Intrinsic Low-Dk and Low-Df Polyimides Enabled by Spirobifluorene Groups

A Facile Strategy for Intrinsic Low-Dk and Low-Df Polyimides Enabled by Spirobifluorene Groups

DOI：10.1007/s10118-022-2824-z

摘要

Abstract

关键词

Keywords

references

A Facile Strategy for Intrinsic Low-D_k and Low-D_f Polyimides Enabled by Spirobifluorene Groups

A Facile Strategy for Intrinsic Low-D_k and Low-D_f Polyimides Enabled by Spirobifluorene Groups