Novel polyimides based on diamine containing thiazole units with thioether linkage and pyridine as pendent group

Abstract

Three new organic-soluble polyimides (PIs) bearing flexible thioether linkages, thiazole, and pyridine ring units were synthesized from a novel thioether-bridged diamine monomer and commercially available aromatic dianhydrides (1–3) via chemical imidization method. The resulting polymers were obtained in high yields and possessed inherent viscosities in the range of 0.67–0.89. The PIs are characterized by Fourier-transform infrared (FTIR), nuclear magnetic resonance (NMR), differential scanning calorimetry, and thermogravimetric analysis (TGA). All of the PIs exhibited excellent solubility in polar solvent. The polymers showed good thermal stability with glass transition temperatures ( Tgs) in the range of 194–244°C, and decomposition temperatures ( T5%) exceeding 300°C were observed using TGA in nitrogen atmosphere for the current polymers.

New blend nanocomposite membranes based onPBI/sulfonated poly(ether keto imide sulfone) and functionalized quantum dot with improved fuel cell performance at high temperatures

“…Also, the characteristic band of C═N thiazole was revealed at 1666 cm À1 . 47 The 1 HNMR spectrum of SPEKIS is shown in Figure 4B. In which all protons are in good agreement with the SPEKIS structure.…”

“…[43][44][45][46] Even it also has been confirmed that the introduction of rigid heteroaromatic rings (such as thiazole and pyridine) to the polymer structure in addition to improving proton transfer could donate it with excellent thermal and thermo-oxidative stability. 1,47,48 Novel nanocomposite blend membranes were developed based on PBI, SPEKIS, and ZnS functionalized quantum dots (FQDs). The ZnS FQDs having both COOH and NH 2 groups were used as a novel nano inorganic filler in the PBI membrane.…”

“…Characteristic of being a polyimide, which is a well‐known high‐performance polymer, helps the SPEKIS exhibit an exceptional combination of thermal stability, mechanical toughness, and chemical resistance 43‐46 . Even it also has been confirmed that the introduction of rigid heteroaromatic rings (such as thiazole and pyridine) to the polymer structure in addition to improving proton transfer could donate it with excellent thermal and thermo‐oxidative stability 1,47,48 . Novel nanocomposite blend membranes were developed based on PBI, SPEKIS, and ZnS functionalized quantum dots (FQDs).…”

Synthesis and characterization of new poly(diketone imide)s derived from 1,4-bis(3,4-dicarboxybenzoyl)benzene dianhydride and various diamines

“…One of the successful approaches to improve their solubility and processability is the introduction of flexible groups, such as O, S, SO 2 , CH 2 , (CH 3 ) 2 C, and (CF 3 ) 2 C moieties into the polymer backbone. [5][6][7][8][9][10][11][12][13][14][15][16][17][18] It is also recognized that ketone links inserted in the polyimide backbone could improve their solubility and mold ability, and various poly(ketone imide)s have been developed from the dianhydride or the diamine component containing ketone moieties. [19][20][21][22][23][24][25][26][27] In addition, several poly(diketone imide)s (PDKIs) using the dianhydride [28][29][30][31][32] or diamine [33][34][35][36][37][38] monomers containing diketone groups were also investigated.…”

New transparent and thermally stable cardo poly(ether imide)s derived from 10,10-bis[4-(4-amino-2-pyridinoxy)phenyl]-9(10H)-anthrone

“…5 –8 However, the intensive coloration of the PIs, owing to electronic conjugation and the formation of inter- and intramolecular charge transfer complexes (CTCs), limits their applications in optical and optoelectronic fields. Therefore, many efforts have been made to obtain highly transparent PIs through various strategies, including introduction of fluorine atoms, 9 –11 bulky substituents, 12 –14 alicyclic units, 15 –17 asymmetry, and noncoplanar structures 18,19 into polymer backbones. These structural modifications could loosen the chain packing, disrupt the conjugation, and inhibit the formation of CTC, leading to colorless PIs.…”