Design and synthesis of hyperbranched polyimide containing multi-triphenylamine moieties for memory devices

Song, Ying; Yao, Hongyan; Lv, Yunxia; Zhu, Shiyang; Liu, Shanyou; Guan, Shaokang

doi:10.1039/c6ra20353a

Cited by 24 publications

(16 citation statements)

References 48 publications

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“…Therefore, ODPI showed only insulator behavior without any switching behavior. I–V characteristics of 6FHBPI are depicted in Figure S7 in supporting information as we published before . The memory device of 6FHBPI was SRAM in type and could be switched from the OFF state to ON state at −1.90 V with an ON/OFF current ratio reaching up to 1 × 10 6 .…”

Section: Resultsmentioning

confidence: 75%

“…The synthetic pathway of these hyperbranched polyimides are shown in Scheme . Synthesis and characterization of 6FHBPI has been described previously . FT‐IR and 1 H NMR spectroscopy were used to identify the structure of these polymers.…”

Section: Resultsmentioning

confidence: 99%

“…All the commercially available reagents obtained from suppliers were used as received. N , N ′, N ″‐tris(4‐methoxyphenyl)‐ N , N ′, N ″‐tris(4‐phenylamino)−1,3,5‐benzenetriamine (MPPAB) was synthesized according to the previously reported procedure . Oxydiphthalic dianhydride (ODPA), 3,3′,4,4′‐diphenylsulfonetetracarboxylic dianhydride (DSDA), 3,3′,4,4′‐benzophenonetetracarboxylic dianhydride (BTDA), and pyromellitic dianhydride (PMDA) were purchased from Tokyo Chemical Industry (TCI).…”

Section: Methodsmentioning

confidence: 99%

“…The results showed that branched molecules exhibited enhanced film‐forming ability and memory stability when compared with the corresponding linear‐type molecules. In our previous study, we reported a hyperbranched polyimide (6FHBPI) with a multi‐triphenylamine contained triamine monomer (MPPAB) and 6FDA as the electron donor and acceptor moieties, respectively . The fabricated memory device exhibited not only a low switch voltage but also a high ON/OFF current ratio due to the efficient charge transfer process in 6FHBPI.…”

Section: Introductionmentioning

confidence: 99%

“…For comparison, 6FHBPI we published before was also added into the discussion in this study. MPPAB contains three triphenylamine moieties which not only promoted the CT process but also stabilized the formed CT complexes . These HBPIs with various electron acceptors were expected to provide distinctive degrees of charge transfer interaction for tuning the memory characteristics.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and memory characteristics of highly organo‐soluble hyperbranched polyimides with various electron acceptors

Song

Yao

Tan

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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A series of hyperbranched polyimides (HBPIs) were synthesized by reacting a triamine monomer N,N′,N″‐tris(4‐methoxyphenyl)‐N,N′,N″‐tris(4‐phenylamino)−1,3,5‐benzenetriamine with various dianhydrides such as oxydiphthalic dianhydride (ODPA), 3,3′,4,4′‐diphenylsulfonetetracarboxylic dianhydride (DSDA), 3,3′,4,4′‐benzophenonetetracarboxylic dianhydride (BTDA), and pyromellitic dianhydride (PMDA). The hyperbranched polyimide (6FHBPI) using 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride (6FDA) as dianhydride monomer was also added into the discussion. All the hyperbranched polyimides exhibited excellent organo‐solubility and high thermal stability. Memory devices with a sandwiched structure of indium tin oxide (ITO)/HBPI/Al were constructed by using these HBPIs as the active layers. All these HBPIs based memory devices exhibited favorable memory performances, with switching voltages between −1.3 V and −2.5 V, ON/OFF current ratios up to 107 and retention times long to 104 s. Tunable memory characteristics from electrical insulator to volatile memory, and then to nonvolatile memory were obtained by adjusting the electron acceptors of these HBPIs. Molecular simulation results suggested that the electron affinity and the dipole moment of these HBPIs were responsible for the conversion of the memory characteristics. With the electron affinity and dipole moment of these HBPIs increasing, the memory characteristics turned from volatile to nonvolatile. The present study suggested that tunable memory performance could be achieved through adjusting the acceptor moieties of the hyperbranched polyimides. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 2281–2288

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Section: Resultsmentioning

confidence: 75%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Synthesis and memory characteristics of highly organo‐soluble hyperbranched polyimides with various electron acceptors

Song

Yao

Tan

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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Synthesis and characterization of triarylamine‐based polyimides for electrochromic and optoelectronic conversion behaviors

Cai

Niu

2019

J of Applied Polymer Sci

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In this study, four novel triarylamine‐based polyimides with different substituted groups (tert‐butyl and ‐H) containing pyrrole moieties were successfully prepared by polycondensation reaction. The electrochemical and electrochromic properties of the polyimides were measured by cyclic voltammetry and spectro‐electrochemistry. The polyimides exhibited obvious electrochromic behavior with good thermal stability (the 10% weight‐loss temperatures were recorded in the range of 345‐386°C), film‐forming ability and reversible stability after 1000 s. The color of the polyimide films changed from colorless to light blue or yellow to blue on increasing the applied potential. The highest coloration efficiency reached up to 190 cm2C−1. The polyimide films exhibited a stable response to the light (on or off) after 200 s. Especially, PyHBTPI displayed effective solubility, superior optical contrast (~30%) in the visible region, faster response time (1.19 s for coloring process), and obvious color change from yellow to blue with good stability, thus, confirming the potential use for high contrast displays. Overall, the study demonstrates the successful development of high‐performance polyimides for electrochromic and optoelectronic behaviors. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2020, 137, 48808.

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Dissociative Electron Transfer to N‐(Arylthio)phthalimides: Factors Affecting the Formation and Dissociation of Radical Anions

Saley,

Hamed,

Houmam

2024

ChemElectroChem

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A series of chemically and biologically relevant N‐(arylthio)phthalimides is synthesized and its electrochemical reduction investigated. The results of the electrochemical study are analysed through application of Savéant's dissociative electron transfer theory and with the assistance of theoretical calculations. Reduction of all investigated N‐(arylthio)phthalimides leads to the corresponding radical anions, followed by the ejection of the phthalimide anion resulting from the dissociation of the N−S chemical bond. This stepwise electron transfer mechanism is evidenced by the electrochemical data which allow determination of the standard reduction potentials of all compounds. In the formation of the N‐(arylthio)phthalimide radical anions, the theoretical calculations show that the incoming electron, is hosted by the phthalimidyl group indicating a homolytic dissociation mechanism. The dissociation rate constants of the radical anions are deduced and show that upon changing the substituent from the MeO, to Me, H, F, Cl and Br the dissociation becomes faster. A good correlation with the Hammett substituent constants is also obtained. Application of Savéant's theory through determination of the associated driving force and the intrinsic barrier energies help rationalize the observed results and show that the change in the dissociation rate constant depends mainly on the standard reduction potential of the parent compounds.

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Design and synthesis of hyperbranched polyimide containing multi-triphenylamine moieties for memory devices

Abstract: A hyperbranched polyimide (HBPI) was synthesized from a designed triamine monomer and the HBPI based memory device presented SRAM (static random access memory) behavior with a low switch voltage and high ON/OFF current ratio.

Cited by 24 publications

References 48 publications

Synthesis and memory characteristics of highly organo‐soluble hyperbranched polyimides with various electron acceptors

Synthesis and memory characteristics of highly organo‐soluble hyperbranched polyimides with various electron acceptors

Synthesis and characterization of triarylamine‐based polyimides for electrochromic and optoelectronic conversion behaviors

Dissociative Electron Transfer to N‐(Arylthio)phthalimides: Factors Affecting the Formation and Dissociation of Radical Anions

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