Ortho-CATENATION and trifluoromethyl graphting as driving forces in electro-optical properties modulation of ethanol soluble triphenylamine-based polyimides

被引:24
作者
Constantin, Catalin-Paul [1 ]
Damaceanu, Mariana-Dana [1 ]
Bruma, Maria [1 ]
Begunov, Roman S. [2 ]
机构
[1] Petro Poni Inst Macromol Chem, Polycondensat & Thermostable Polymers Dept, Aleea Grigore Ghica Voda 41A, Iasi 700487, Romania
[2] Demidov Yaroslavl State Univ, Ul Sovestkaya 14, Yaroslavl 150000, Russia
关键词
Triphenylamine; Polyimides; Ortho-catenation; Dual intramolecular charge transfer; FRET; Schottky behavior; GAS-TRANSPORT PROPERTIES; SUBSTITUTED TRIPHENYLAMINE; AROMATIC POLYAMIDES; SIDE-GROUPS; FILMS; POLY(AMINE-IMIDE)S; DIANHYDRIDE; MEMBRANE; BEARING; DONOR;
D O I
10.1016/j.dyepig.2018.11.046
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel aromatic trifluoromethyl (CF3)-substituted triphenylamine (TPA)-based diamine was synthesized am subjected to polycondenstion with various commercial aromatic dianhydrides. The obtained polyimides exhibit excellent solubility in common organic solvents, including ethanol, allowing their processing in thin films under environmentally friendly conditions. These polymers possess superior thermal stability, up to 485 degrees C and high glass transition temperature. The photo-optical properties were investigated in detail and the results evidence the existence of a dual intramolecular charge transfer (ICT) between TPA and CF3 units, on one hand and triphenylamine and phthalimide, on the other hand, a feature rarely encountered at TPA-based polyimides. The occurrence of the FRET mechanism between these two ICT exited states that modulates the light emission toward yellow-orange spectral range is a totally novel aspect highlighted for this type of polymers. Prototype device with ITO/PEDOT:PSS/polyimide/Ag configuration were also fabricated and preliminary investigations of the electrical characteristics were performed.
引用
收藏
页码:126 / 137
页数:12
相关论文
共 49 条
[1]   UV/Vis/NIR spectral properties of triarylamines and their corresponding radical cations [J].
Amthor, S ;
Noller, B ;
Lambert, C .
CHEMICAL PHYSICS, 2005, 316 (1-3) :141-152
[2]   Coloration of aromatic polyimides and electronic properties of their source materials [J].
Ando, S ;
Matsuura, T ;
Sasaki, S .
POLYMER JOURNAL, 1997, 29 (01) :69-76
[3]  
[Anonymous], ENCY ELECTROCHEMISTR
[4]   Toward the development of new textile/plastic electrochromic cells using triphenylamine-based copolymers [J].
Beaupre, Serge ;
Dumas, Jean ;
Leclerc, Mario .
CHEMISTRY OF MATERIALS, 2006, 18 (17) :4011-4018
[5]  
Begunov R.S., 2018, RU Patents, Patent No. [2 645 922 C2, 2645922]
[6]   Synthesis and characterization of novel imidazolium-functionalized polyimides for high temperature proton exchange membrane fuel cells [J].
Chen, Jyh-Chien ;
Wu, Jin-An ;
Chen, Kuei-Hsien .
RSC ADVANCES, 2016, 6 (40) :33959-33970
[7]   Soluble and colorless poly(ether-imide)s based on a benzonorbornane bis(ether anhydride) and trifluoromethyl-substituted aromatic bis(ether-amine)s [J].
Chen, Ya-Yin ;
Yang, Chin-Ping ;
Hsiao, Sheng-Huei .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2006, 207 (20) :1888-1898
[8]   Novel aromatic poly(amine-imide)s bearing a pendent triphenylamine group: Synthesis, thermal, photophysical, electrochemical, and electrochromic characteristics [J].
Cheng, SH ;
Hsiao, SH ;
Su, TH ;
Liou, GS .
MACROMOLECULES, 2005, 38 (02) :307-316
[9]   Synthesis and characterization of polyimides from triphenylamine-based diamine monomers with thiophene or trifluoromethyl side group [J].
Choi, Jun Keol ;
Cho, Kun ;
Yoon, Tae-Ho .
SYNTHETIC METALS, 2010, 160 (17-18) :1938-1944
[10]   Organosoluble and colorless fluorinated poly(ether imide)s from 1,2-bis(3,4-dicarboxyphenoxy)benzene dianhydride and trifluoromethyl-substituted aromatic ris(ether amine)s [J].
Chung, CL ;
Yang, CP ;
Hsiao, SH .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (09) :3092-3102