Heat-resistant and transparent polyimides derived from alicyclic dianhydrides and phthalazinone-based diamine

被引:2
作者
Wang, Bingbing [1 ,2 ]
Zong, Lishuai [1 ,2 ]
Wang, Jinyan [1 ,2 ]
Zhang, Yabin [1 ,2 ]
Hou, Wenhua [1 ,2 ]
Jian, Xigao [1 ,2 ]
机构
[1] Dalian Univ Technol, Sch Chem Engn, Dept Polymer Sci & Mat, Dalian 116024, Peoples R China
[2] Dalian Univ Technol, State Key Lab Fine Chem, Dalian, Peoples R China
关键词
dielectric property; heat-resistant; phthalazin-1(2H)-one; polyimide; transparent; COLORLESS POLYIMIDES; TETRALIN DIANHYDRIDE; FILMS; TEMPERATURE; BEHAVIOR;
D O I
10.1002/pat.6562
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Advanced flexible display materials have drastically sparked considerable interest for heat-resistant, low dielectric, and transparent polyimide (PI) materials. In light of this, our study aims to develop high-performance semi-aromatic PI films, followed by investigate the correlations between bridged-alkyl/heteroaromatic ring structures and their thermal, dielectric, optical, and mechanical properties. Such PI films, namely AP-PIs, were synthesized with a one-step high-temperature method between 4-[4-(4-aminophenoxy) phenyl]-2-(4-aminophenyl)-1(2H)-phthalazinone (DHPZDA) and various commercial alicyclic dianhydrides. The incorporation of rigid phthalazinone structures significantly enhanced thermal resistance and mechanical flexibility, while simultaneously reducing their dielectric constant (Dk), attributed to the large polymer internal free volume. Impressively, the prepared films exhibit exceptional glass transition temperature (Tg) as high as 419 degrees C (DMTA tan delta peak), low Dk as low as 2.71, and elongation at break (epsilon %) up to 50.4%. Furthermore, AP-PI films demonstrate reasonable solubility and optical transparency within the UV-visible region. The maximum optical transmittance at 550 nm (T550 nm) could reach 83.01%. These desirable properties position these materials as promising candidates for flexible substrate applications.
引用
收藏
页数:9
相关论文
共 43 条
[1]   Highly Transparent, Colorless Optical Film with Outstanding Mechanical Strength and Folding Reliability Using Mismatched Charge-Transfer Complex Intensification [J].
Ahn, Chanjae ;
Kim, Tae Yong ;
Hong, Pyong Hwa ;
Choi, Sungwon ;
Lee, Yea-Jin ;
Kwon, Hanui ;
Jeon, Hyeryeon ;
Ko, Dong Won ;
Park, In ;
Han, Haksoo ;
Hong, Sung Woo .
ADVANCED FUNCTIONAL MATERIALS, 2022, 32 (20)
[2]   PERFLUORINATED POLYIMIDE SYNTHESIS [J].
ANDO, S ;
MATSUURA, T ;
SASAKI, S .
MACROMOLECULES, 1992, 25 (21) :5858-5860
[3]   Influence of molecular structure and stereochemistry of the 1,4-cyclohexylene ring on thermal and mechanical behavior of poly(butylene 1,4-cyclohexanedicarboxylate) [J].
Berti, Corrado ;
Celli, Annamaria ;
Marchese, Paola ;
Marianucci, Elisabetta ;
Barbiroli, Giancarlo ;
Di Credico, Francesco .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2008, 209 (13) :1333-1344
[4]  
Boyer R.F., 1968, Polym. Eng. Sci, V8, P161, DOI DOI 10.1002/PEN.760080302
[5]   Technology Advances in Flexible Displays and Substrates [J].
Chen, Janglin ;
Liu, C. T. .
IEEE ACCESS, 2013, 1 :150-158
[6]   Aromatic polyamides derived from unsymmetrical diamines containing the phthalazinone moiety [J].
Cheng, L ;
Jian, XG ;
Mao, SZ .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2002, 40 (20) :3489-3496
[7]   Synthesis and Characterization of Decahydronaphthalene-Containing Polyesters [J].
Dennis, Joseph M. ;
Enokida, Joshua S. ;
Long, Timothy E. .
MACROMOLECULES, 2015, 48 (24) :8733-8737
[8]   Synthesis and characterization of novel semi-alicyclic polyimides from methyl-substituted tetralin dianhydride and aromatic diamines [J].
Guo, Yuan-zheng ;
Song, Hai-wang ;
Zhai, Lei ;
Liu, Jin-gang ;
Yang, Shiyong .
POLYMER JOURNAL, 2012, 44 (07) :718-723
[9]   Colorless polyimides derived from 1S,2S,4R,5R-cyclohexanetetra carboxylic dianhydride, self-orientation behavior during solution casting, and their optoelectronic applications [J].
Hasegawa, Masatoshi ;
Fujii, Mari ;
Ishii, Junichi ;
Yamaguchi, Shinya ;
Takezawa, Eiichiro ;
Kagayama, Takashi ;
Ishikawa, Atsushi .
POLYMER, 2014, 55 (18) :4693-4708
[10]   Solution-Processable Colorless Polyimides Derived from Hydrogenated Pyromellitic Dianhydride with Controlled Steric Structure [J].
Hasegawa, Masatoshi ;
Hirano, Daiki ;
Fujii, Mari ;
Haga, Misako ;
Takezawa, Eiichiro ;
Yamaguchi, Shinya ;
Ishikawa, Atsushi ;
Kagayama, Takashi .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2013, 51 (03) :575-592