The optical and dielectric characterization of light-colored fluorinated polyimides based on 1,3-bis(4-amino-2-trifluoromethylphenoxy)benzene

Jang, Wonbong; Lee, Ho Seong; Lee, Seokkyu; Choi, Sang‐Hoon; Shin, Dae-Yong; Han, Haksoo

doi:10.1016/j.matchemphys.2007.03.025

Cited by 39 publications

(9 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…However, despite the excellent combined properties, their widespread applications are often limited by their poor solubility and high processing temperature, which make it impossible for most PIs to be directly processed in their imidized forms. In order to overcome these drawbacks, many efforts on chemical modifications of PIs have been made, such as introduction of flexible linkages [4][5][6], bulky units [7,8], bulky pendent substituents [9][10][11], and noncoplanar moieties [12], in the polymer backbone. Solubility of PIs can also be improved by incorporation of less symmetric structures such as ortho-or metalinked aromatic units in the main chain [13,14].…”

Section: Introductionmentioning

confidence: 99%

Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides

et al. 2010

View full text Add to dashboard Cite

A novel pyridine-containing aromatic diamine monomer, 4-phenyl-2,6-bis[3-(4-aminophenoxy)phenyl]pyridine (m,p-PAPP), was successfully synthesized by a modified Chichibabin reaction of benzaldehyde and a substituted acetophenone, 3-(4-nitrophenoxy)acetophenone (m,p-NPAP), followed by a reduction of the resulting dinitro compound 4-phenyl-2,6-bis[3-(4-nitrophenoxy)phenyl]pyridine (m,p-PNPP) with Pd/C and hydrazine monohydrate. The aromatic diamine was employed to synthesize a series of pyridine-containing polyimides (PIs) by polycondensation with various aromatic dianhydrides in N,N-dimethylformamide (DMF) via the conventional two-step method, and further thermal or chemical imidization forming PIs. The inherent viscosities of the resulting poly(amic acid)s and PIs were 0.59-0.73 and 0.56-0.68 dL/g; most of the PIs obtained by chemical imidization were readily soluble in common organic solvents such as DMF, N,N-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), tetrahydrofuran (THF), etc. Meanwhile, strong and flexible PI films were obtained, which had good thermal stability, with the glass transition temperature (T g ) of 204.5-237.4°C and the temperature at 10% weight loss of 527.7-552.0°C in nitrogen atmosphere, as well as outstanding mechanical properties with tensile strengths of 88.6-90.4 MPa, a tensile moduli of 1.04-1.56 GPa, and elongations at break of 7.2-8.7%. The PI films also were found to possess low water uptake of 0.89-0.98%.

show abstract

Section: Introductionmentioning

confidence: 99%

Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides

et al. 2010

View full text Add to dashboard Cite

show abstract

“…In addition, most PI films generally show coloration from pale yellow to deep brown and had low optical transparency because of their strong absorption in the ultraviolet and visible areas caused by the intra/intermolecular charge transfer interaction between alternating electron‐donating diamine and electron‐accepting dianhydride components . Therefore, numerous efforts have been made to synthesize PIs with good features of processability, colorlessness, and highly optical transparency …”

Section: Introductionmentioning

confidence: 99%

“…[10][11][12] Therefore, numerous efforts have been made to synthesize PIs with good features of processability, colorlessness, and highly optical transparency. [13][14][15] The incorporation of trifluoromethyl (─CF 3 ) or hexafluoroisopropylidene (─C (CF 3 ) 2 ─) group either on the diamine or dianhydride moieties is an effective method to prepare soluble and transparent PIs, 16,17 which can be explained by restraining the formation probability of CTC due to both steric hindrance effect and inductive effect of bulky and strong electron-withdrawing ─CF 3 groups. Besides, the fluorinated PIs also exhibited lower dielectric constants and lower water uptakes.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and optical properties of novel soluble and optically transparent semifluorinated poly (ether imide)s

Che

et al. 2018

Polymers for Advanced Techs

View full text Add to dashboard Cite

A fluorinated diamine monomer containing flexible ether linkage and bulky trifluoromethyl substituents, namely, bis(4‐amino‐2‐trifluoromethylphenyl) ether (a), is employed to react with nonfluorinated 1,4‐bis(3,4‐dicarboxyphenoxy) benzene dianhydride (3) and CF3‐free 2,2‐bis[4‐(3,4‐dicarboxyphenoxy)phenyl] propane dianhydride (4), respectively, to prepare 2 novel soluble and optically transparent semi‐fluorinated poly (ether imide)s (PEIs; 3a and 4a). Compared with the corresponding PEIs based on nonfluorinated 4,4′‐diaminodiphenyl ether (b) and CF3‐free pyromellitic dianhydride (5), the novel semifluorinated PEIs 3a and 4a not only display better solubility in some organic solvents and higher optical transparency with cutoff absorption wavelength (λ0) below 370 nm but also maintain outstanding mechanical properties and thermal stability. 3a and 4a have tensile strength beyond 80 MPa and possess glass‐transition temperatures (Tg) beyond 210°C, coupled with the temperatures of 5% weight loss (T5%) exceeding 500°C. It is also found that 3a and 4a exhibit contact angles against water beyond 110° and water absorptions below 0.8% together with dielectric constants less than 3.2.

show abstract

“…[12] In addition, introducing flexible functional groups especially the -CF 3 and -C(CF 3 ) 2 − to the polymer backbones can significantly enhance moisture uptakes and optical properties of the PIs. [13][14][15][16][17][18][19][20][21] At the same time, the existence of bulky substituent moieties could increase the free volume and decrease the dielectric constants and water absorptions. And the PIs derived from 9,9-bis [4-(4-amino-2-trifluoromethyl-phenoxy) phenyl] xanthene [22] and 2,2′-bis(trifluoromethyl)-4,4′-diaminobiphenyl [23] confirmed it.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of fluorinated polyimides derived from 1,4-bis-[4-amino-2-(trifluoromethyl)-phenoxy] benzene/tetrafluoride benzene

Gao

Zhou

et al. 2014

Designed Monomers and Polymers

View full text Add to dashboard Cite

The optical and dielectric characterization of light-colored fluorinated polyimides based on 1,3-bis(4-amino-2-trifluoromethylphenoxy)benzene

Cited by 39 publications

References 20 publications

Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides

Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides

Synthesis and optical properties of novel soluble and optically transparent semifluorinated poly (ether imide)s

Synthesis and characterization of fluorinated polyimides derived from 1,4-bis-[4-amino-2-(trifluoromethyl)-phenoxy] benzene/tetrafluoride benzene

Contact Info

Product

Resources

About