Inclusion of covalent triazine framework into fluorinated polyimides to obtain composites with low dielectric constant

Purushothaman, Revathi; Vaitinadin, Hari Shankar

doi:10.1002/app.49083

Cited by 7 publications

(10 citation statements)

References 25 publications

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“…32 Furthermore, for 9, the presence of triazine fragments is revealed by the observation of signals at 1605 and 1364 cm −1 . 33 The relative content of S, N, 2). These data are in agreement with the formation of the expected frameworks and also indicate the tendency of such materials to interact with small solvent molecules through noncovalent interactions.…”

Section: Resultssupporting

confidence: 79%

“… 32 Furthermore, for 9 , the presence of triazine fragments is revealed by the observation of signals at 1605 and 1364 cm –1 . 33 The relative content of S, N, C, and H determined by elemental analysis matched with the general formula C 45 H 28 N 4 S·6H 2 O (for 7 ), C 78 H 68 N 14 S 2 ·7H 2 O (for 8 ), and C 39 H 22 N 4 S·4H 2 O·0.1C 6 H 15 N (for 9 ) (see Section 2 ). These data are in agreement with the formation of the expected frameworks and also indicate the tendency of such materials to interact with small solvent molecules through noncovalent interactions.…”

Section: Resultsmentioning

confidence: 64%

“…Material 8 shows signals at 1664 cm –1 (CO stretching) and 1595 cm –1 (CN stretching) characteristic of hydrazine groups . Furthermore, for 9 , the presence of triazine fragments is revealed by the observation of signals at 1605 and 1364 cm –1 . The relative content of S, N, C, and H determined by elemental analysis matched with the general formula C 45 H 28 N 4 S·6H 2 O (for 7 ), C 78 H 68 N 14 S 2 ·7H 2 O (for 8 ), and C 39 H 22 N 4 S·4H 2 O·0.1C 6 H 15 N (for 9 ) (see Section ).…”

Section: Resultsmentioning

confidence: 69%

“…In particular, while for material 7 , the iminic carbon is observed at 151 ppm, for material 8 , the CN carbon appears at 150 ppm and the CO carbon at 161 ppm . Triazine carbon atoms in CTF 9 appear at 172 ppm . The thermogravimetric analysis of the three polymers showed good thermal stabilities up to 350 °C in all of the cases (Figures S25–S27 in the Supporting Information)…”

Section: Resultsmentioning

confidence: 90%

“… 32 Triazine carbon atoms in CTF 9 appear at 172 ppm. 33 The thermogravimetric analysis of the three polymers showed good thermal stabilities up to 350 °C in all of the cases ( Figures S25–S27 in the Supporting Information)…”

Section: Resultsmentioning

confidence: 92%

See 4 more Smart Citations

Tuning the Activity–Stability Balance of Photocatalytic Organic Materials for Oxidative Coupling Reactions

Jiménez-Almarza

López‐Magano

Alemán

2022

ACS Appl. Mater. Interfaces

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Three materials containing a photoactive unit, 10-phenyl phenothiazine (PTH), have been studied for the visible light-mediated oxidative coupling of amines. In particular, the materials considered are assembled through the condensation of extended polyimine, polyhydrazone, or polytriazine frameworks. These three materials present different stabilities in the presence of strong nucleophiles such as amines, which is a key factor for efficient catalytic performance. In the series of materials reported herein, the triazine-based material shows the optimal compromise between activity and stability when studied for the oxidative coupling of amines, achieving imine products. Accordingly, while significant leaching of molecular active fragments is ruled out for triazine-based polymers, other materials of the series show a significant chemical erosion as a result of the reaction with the amine substrates. Consequently, only a triazine-based material allows performing several catalytic cycles (up to seven) with yields higher than 80%. The applicability of this heterogeneous catalyst has been proven with a variety of substrates, confirming its stability and obtaining diverse imine coupling products with excellent yields.

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Section: Resultssupporting

confidence: 79%

Section: Resultsmentioning

confidence: 64%

Section: Resultsmentioning

confidence: 69%

Section: Resultsmentioning

confidence: 90%

Section: Resultsmentioning

confidence: 92%

See 3 more Smart Citations

Tuning the Activity–Stability Balance of Photocatalytic Organic Materials for Oxidative Coupling Reactions

Jiménez-Almarza

López‐Magano

Alemán

2022

ACS Appl. Mater. Interfaces

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Construction of fluorenyl‐modified low dielectric constant polyimide films with excellent mechanical properties and optical transparency

Xie,

Li,

Zhao

et al. 2024

J of Applied Polymer Sci

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In order to meet the requirements of highly integrated and miniaturized electronic components, there is an urgent need for low dielectric materials with high mechanical properties and optical transparency in the field of microelectronics. In this study, a series of novel polyimide films (FPI) containing fluorenyl were prepared, and the effects of the fluorenyl content on the thermal, mechanical, and dielectric properties of the copolymerized films were investigated and discussed. The results demonstrate a significant decrease in the dielectric constant of the FPI films following the introduction of fluorenyl into polyimide (PI) chain segment. The FPI films also exhibited high mechanical properties, including tensile strengths between 92 and 106 MPa and elongation at break in the range of 8.4%–13.0%. Additionally, the introduction of the noncoplanar fluorenyl considerably improved the optical transparency and solubility of the FPI film. It is noteworthy that the FPI‐3 has the best dielectric properties, with a low dielectric constant of 2.61 at 10 MHz and shows low water absorption (0.49%). The results show that we have prepared a novel low dielectric PI material film with excellent mechanical properties and optical transparency by introducing fluorenyl into the PI chain segment. These FPI films with satisfactory properties may be good candidates for dielectric materials for electronic components.

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Low dielectric constant composites using covalent organic framework dispersed terpolyimide

Purushothaman,

Pandian

2024

Polymer Engineering & Sci

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Polyimides are used in various applications, including fuel cells, membranes, and microelectronics, due to their outstanding tensile properties, great thermal stability, low dielectric constant, and chemical inertness. Applications requiring even lower dielectric constants include interlayer dielectrics and tape‐automated bonding. In this study, a covalent organic framework (COF‐1) was synthesized and dispersed in various percentages into a solution of terpoly(amide acid) (TPAA) to produce COF‐1/terpolyimide composites. 3,3′,4,4′‐Oxydiphthalic dianhydride (ODPA), 3,3′,4,4′‐biphenyltetracarboxylicdianhydride (BPDA), and 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride (6FDA) were reacted with 4,4′‐(hexafluoroisopropylidene)bis[(4‐aminophenoxy)benzene] (HFBAPP) or 4,4′‐(hexafluoroisopropylidene) dianiline (6FpDA) to form terpoly(amide acid). In this case, monomers with fluorinated substituents (HFBAPP, 6FpDA, and 6FDA) were utilized to improve free volume. Pores of COF‐1 and gaps between polyimide chains and COF‐1 can be filled with air with a dielectric constant (κ) ~1, lowering the κ value of terpolyimide composites. The κ value of COF‐1/terpolyimide composites decreased as COF‐1 content increased, reaching a minimum of 1.96. Tensile properties decreased slightly with increasing COF‐1 levels. The terpolyimides and their composites were thermally stable up to approximately 520°C. As a result, these polymer composites look promising for use as insulators in microelectronic applications.Highlights Terpolyimide is prepared using fluorinated monomers to improve bulk volume. Incorporated COF‐1 into terpoly(amide acid) to introduce pores/voids and reduce dielectric constant. Developed COF‐1/terpolyimide composites with a low dielectric constant of 1.96. Optimized COF‐1/terpolyimide composites for microelectronic applications.

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Inclusion of covalent triazine framework into fluorinated polyimides to obtain composites with low dielectric constant

Cited by 7 publications

References 25 publications

Tuning the Activity–Stability Balance of Photocatalytic Organic Materials for Oxidative Coupling Reactions

Tuning the Activity–Stability Balance of Photocatalytic Organic Materials for Oxidative Coupling Reactions

Construction of fluorenyl‐modified low dielectric constant polyimide films with excellent mechanical properties and optical transparency

Low dielectric constant composites using covalent organic framework dispersed terpolyimide

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