Synthesis and characterization of fluorinated poly(amide imide)s derived from 1,4‐bis(2′‐trifluoromethyl‐4′‐trimellitimidophenoxy)benzene and aromatic diamines

Abstract

A series of fluorinated poly(amide imide)s were prepared from 1,4-bis(2Јtrifluoromethyl-4Ј-trimellitimidophenoxy)benzene and various aromatic diamines [3,3Ј,5,5Ј-tetramethyl-4,4Ј-diaminediphenylmethane, ␣,␣-bis(4-amino-3,5-dimethyl phenyl)-3Ј-trifluoromethylphenylmethane, 1,4-bis(4Ј-amino-2Ј-trifluoromethylphenoxy)benzene, 4-(3Ј-trifluoromethylphenyl)-2,6-bis(3Ј-aminophenyl)pyridine, and 1,1-bis(4Ј-aminophenyl)-1-(3Ј-trifluoromethylphenyl)-2,2,2-trifluoroethane]. The fluorinated poly(amide imide)s, prepared by a one-step polycondensation procedure, had good solubility both in strong aprotic solvents, such as N-methyl-2pyrrolidinone, dimethylacetamide, dimethylformamide, dimethyl sulfoxide, and cyclopentanone, and in common organic solvents, such as tetrahydrofuran and mcresol. Strong and flexible polymer films with tensile strengths of 84 -99 MPa and ultimate elongation values of 6 -9% were prepared by the casting of polymer solutions onto glass substrates, followed by thermal baking. The poly(amide imide) films exhibited high thermal stability, with glass-transition temperatures of 257-266°C and initial thermal decomposition temperatures of greater than 540°C. The polymer films also had good dielectric properties, with dielectric constants of 3.26 -3.52 and dissipation factors of 3.0 -7.7 ϫ 10 Ϫ3 , and acceptable electrical insulating properties. The balance of excellent solubility and thermal stability associated with good mechanical and electrical properties made the poly(amide imide)s potential candidates for practical applications in the microelectronics industry and other related fields.

Poly(amide-imide)s obtained from 3,5-diamino-N-(thiazol-2-yl)-benzamide and dicarboxylic acids containing various amino acid units

“…PAIs are thermally stable and processable compounds which have attracted great attention in the recent past decades, due to their exclusive combination of toughness, lightness, and dimensional stability at high temperatures. [13][14][15][16] Ionic liquids (ILs), which have been widely promoted as 'green solvents', are attracting much attention for their applications in many fields of chemistry and in industries, which is due to their chemical stability, thermal stability, low vapor pressure, excellent ability to dissolve organic compounds, salts, and metals, facile recyclabilities, high specific solvent abilities, and high ionic conductivity properties. [17][18][19] ILs are also investigated as components of the polymeric matrixes (such as polymer gels), as templates for porous polymers, and as novel electrolytes for electrochemical polymerizations.…”

Synthesis and characterization of new thermally stable poly(ester‐imide)s derived from 2,2′‐bis(4‐trimellitimidophenoxy)biphenyl and 2,2′‐bis(4‐trimellitimidophenoxy)‐1,1′‐binaphthyl and various aromatic dihydroxy compounds

“…In general, the design and synthesis of soluble and thermally stable polymers, such as polyimides,13–17 poly(amide‐imide)s,18–22 poly(ether‐imide)s23–27 and poly(ester‐imide)s28–32 is an attractive topic. The solubility of wholly aromatic polymers that show an excellent heat resistance can be improved by introducing sterically hindered bulky units into the backbone.…”

Modified poly(ether–imide–amide)s with pendent benzazole structures: Synthesis and characterization

“…If the pendent groups are carefully chosen, it is possible for one to promote solubility without impairing the thermal and mechanical properties to any great extent. The combination of these two structural modifications minimized the trade‐off between the processability and useful/positive properties, such as the solubility of aromatic PAIs 11–24…”