Resistive memory devices based on novel functionalized poly(aryl ether)s with pendant azobenzene

2018 ◽  
Vol 31 (3) ◽  
pp. 273-281
Author(s):  
Hejing Sun ◽  
Haibo Zhang ◽  
Jinhui Pang ◽  
Zheng Chen ◽  
Yuntao Han ◽  
...  
Keyword(s):  
Data Storage ◽  
High Performance ◽  
Nucleophilic Aromatic Substitution ◽  
Future Application ◽  
Memory Devices ◽  
The Novel ◽  
Aromatic Substitution ◽  
Aryl Ether ◽  
Good Thermal Stability ◽  
Memory Mechanism

We designed and synthesized two novel azobenzene functionalized poly(aryl ether)s (PAEs), PAE-azo-1 and PAE-azo-2, from a new azobenzene monomer via nucleophilic aromatic substitution polycondensation. This direct polymerization approach via azobenzene monomer has the advantages of controlling the distribution and amount of the azobenzene chromophores in the polymer. Both of the polymers showed very good thermal stability and excellent solubility for future application in the electronics industry. These polymers were fabricated as films by simple spin-coating and both of them were then prepared as sandwich memory devices. PAE-azo-1 and PAE-azo-2 exhibit write-once-read-many-times-type memory behavior, which can be encoded as “0” and “1,” and possess the low operation voltage below −3.0 V. The memory mechanism was investigated through ultraviolet–visible optical absorption spectrum and the cyclic voltammetry. These obtained results indicate that the novel azobenzene functionalized PAEs are a promising candidate for low power consumption and high-performance materials for data storage.

Novel poly(aryl ether ketone)s with anthracene in the backbone

e-Polymers ◽  
2008 ◽  
Vol 8 (1) ◽  
Author(s):  
Na Ying ◽  
Zhang Haibo ◽  
Zhang Yunhe ◽  
Niu Yaming ◽  
Jiang Sibo ◽  
...  
Keyword(s):  
Nitrogen Atmosphere ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Aryl Ether ◽  
Scanning Calorimetry ◽  
Good Thermal Stability ◽  
Good Solubility ◽  
Aryl Ether Ketone ◽  
Ether Ketone ◽  
First Time

AbstractTwo novel poly (aryl ether ketone)s with anthracene moieties in the backbone were synthesized through the conventional nucleophilic aromatic substitution polycondensation for the first time, by using a new bisfluoro monomer, 9,10-bis(4-fluorobenzoyl) anthracene (AnBF). The structures of obtained polymers were confirmed by NMR, IR and UV characterizations. The polymers have high molecular weight and show good solubility in common organic solvents. Differential Scanning Calorimetry (DSC) indicates that they are vitrified polymers with high glass transition temperatures above 188° Thermogravimetric analysis (TGA) shows that these polymers have good thermal stability in nitrogen atmosphere with a 5% weight loss (TGA-5%) above 465°.

New poly(aryl ether ketone)s containing 2,6-diphenylpyridyl units and diphenylphosphinophenyl pendant groups

2020 ◽  
Vol 32 (7) ◽  
pp. 753-760
Author(s):  
Zi-Yang Zhang ◽  
Shou-Ri Sheng ◽  
Xiao-Lan Zhang ◽  
Yang Pan ◽  
Xiao-Ling Liu
Keyword(s):  
Oxygen Index ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Aryl Ether ◽  
Good Thermal Stability ◽  
Flame Retardant Property ◽  
Molecular Weights ◽  
Aryl Ether Ketone ◽  
Ether Ketone ◽  
Limited Oxygen

4-(4-Diphenylphosphino)phenyl-2,6-bis(4-hydroxyphenyl)pyridine, as a new bisphenol monomer, was prepared from 4-(diphenylphosphino)benzaldehyde and 4-hydroxyacetophenone and used in the preparation of several aromatic poly(ether ketone)s (PEKs) containing 2,6-diphenylpyridyl units and diphenylphosphinophenyl pendant groups via a nucleophilic aromatic substitution polycondensation with difluorinated aromatic ketones. The polycondensation proceeded quantitatively in tetramethylene sulfone in the presence of anhydrous potassium carbonate and afforded the polymers with high molecular weights. The resulting PEKs are amorphous and exhibit high glass transition temperatures of 209–255°C and 5% weight loss temperatures of 536–554°C with char yields of 57–62% at 800°C in nitrogen. Their high char yields and good limited oxygen index values ranging from 39 to 43 indicated these polymers exhibited good thermal stability and flame-retardant property. All new PEKs were soluble in common organic solvents such as N-methyl-2-pyrrolidone, N,N-dimethylacetamide, and chloroform and could form tough, flexible, and strong films with tensile strengths of 74.6–86.8 MPa, tensile moduli of 2.9–3.6 GPa, and elongations at break of 5–9%.

The Versatility of the Aryne–Imine–Aryne Coupling for the ­Synthesis of Acridinium Photocatalysts

Synlett ◽  
2021 ◽  
Author(s):  
Christof Sparr ◽  
Valeriia Hutskalova
Keyword(s):  
Substitution Reaction ◽  
Precious Metal ◽  
Photophysical Properties ◽  
Cation Radical ◽  
Coupling Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
The Novel ◽  
Aromatic Substitution ◽  
Efficient Synthesis

AbstractThe increasing use of acridinium photocatalysts as sustainable alternative to precious metal-based counterparts encourages the design and efficient synthesis of distinct catalyst structures. Herein, we report our exploration of the scope of the aryne–imine–aryne coupling reaction combined with a subsequent acridane oxidation for a short two-step approach towards various acridinium salts. The photophysical properties of the novel photocatalysts were investigated and the practical value was demonstrated by a cation-radical accelerated nucleophilic aromatic substitution reaction.

Controlled molecular design of ether- and ester-bridged norbornenes and their ring-opening metathesis polymerizations

1999 ◽  
Vol 77 (11) ◽  
pp. 1797-1809 ◽  
Author(s):  
Alaa S Abd-El-Aziz ◽  
Andrea L Edel ◽  
Leslie J May ◽  
Karen M Epp ◽  
Harold M Hutton
Keyword(s):  
Ring Opening ◽  
Molecular Design ◽  
Polymeric Materials ◽  
Ruthenium Catalysts ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Aryl Ether ◽  
Substitution Reactions ◽  
Nmr Techniques ◽  
Norbornene Derivatives

A series of functionalized polynorbornenes containing pendent ether- or ester-bridged poly(aromatic ether) chains were prepared. The ether-bridged norbornene complex was synthesized via cyclopentadienyliron-mediated nucleophilic aromatic substitution reactions. This methodology, combined with that of dicyclohexylcarbodiimide-mediated coupling, allowed for the formation of novel oligomeric aryl ether and ester substituted norbornene complexes. Photolytic demetallation gave the monomers in good yields. Structural identification of the exo and endo isomers of both the metallated and demetallated norbornene derivatives was accomplished using HH and CH COSY NMR techniques. Ring-opening metathesis polymerization (ROMP) of these monomers using RuCl3(hydrate) and (Cy3P)2Cl2Ru=CHPh allowed for the preparation of the functionalized polynorbornenes. Thermal analysis of the resulting polymeric materials demonstrated greater thermal stability as the number of aryl ether groups increased.Key words: aromatic ethers, cyclopentadienyliron, polynorbornene, ROMP, ruthenium catalysts.

scholarly journals N-[4-(1-Methyl-1H-imidazol-2-yl)-2,4′-bipyridin-2′-yl]benzene-1,4-diamine

Molbank ◽  
10.3390/m1030 ◽  
2018 ◽  
Vol 2018 (4) ◽  
pp. M1030 ◽  
Author(s):  
Dhafer Zinad ◽  
Dunya AL-Duhaidahaw ◽  
Ahmed Al-Amiery ◽  
Abdul Kadhum
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
High Performance ◽  
Nucleophilic Aromatic Substitution ◽  
Gas Chromatography Mass Spectrometry ◽  
Aromatic Substitution ◽  
Target Compound ◽  
Chromatography Mass Spectrometry ◽  
Snar Reaction ◽  
Layer Chromatography

N-[4-(1-Methyl-1H-imidazol-2-yl)-2,4′-bipyridin-2′-yl]benzene-1,4-diamine was synthesized with a good yield by the reaction of 2′-chloro-4-(1-methyl-1H-imidazol-2-yl)-2,4′-bipyridine with 4-phenylenediamine. The functionalization of the pyridine was accomplished by a nucleophilic aromatic substitution (SNAr) reaction that afforded the target compound. The synthesized compound was characterized by chemical analysis, which includes nuclear magnetic resonance (NMR) (1H-NMR and 13C-NMR), Thin Layer Chromatography-Mass Spectrometry (TLC-MS), high- performance liquid chromatography (HPLC), Gas Chromatography-Mass Spectrometry (GC-MS), and elemental analysis.

scholarly journals A wearable multiplexed silicon nonvolatile memory array using nanocrystal charge confinement

2016 ◽  
Vol 2 (1) ◽  
pp. e1501101 ◽  
Author(s):  
Jaemin Kim ◽  
Donghee Son ◽  
Mincheol Lee ◽  
Changyeong Song ◽  
Jun-Kyul Song ◽  
...  
Keyword(s):  
Data Storage ◽  
Nonvolatile Memory ◽  
High Performance ◽  
System Level ◽  
Memory Devices ◽  
Retention Performance ◽  
Large Area ◽  
Healthcare Applications ◽  
Floating Gates ◽  
Memory Array

Strategies for efficient charge confinement in nanocrystal floating gates to realize high-performance memory devices have been investigated intensively. However, few studies have reported nanoscale experimental validations of charge confinement in closely packed uniform nanocrystals and related device performance characterization. Furthermore, the system-level integration of the resulting devices with wearable silicon electronics has not yet been realized. We introduce a wearable, fully multiplexed silicon nonvolatile memory array with nanocrystal floating gates. The nanocrystal monolayer is assembled over a large area using the Langmuir-Blodgett method. Efficient particle-level charge confinement is verified with the modified atomic force microscopy technique. Uniform nanocrystal charge traps evidently improve the memory window margin and retention performance. Furthermore, the multiplexing of memory devices in conjunction with the amplification of sensor signals based on ultrathin silicon nanomembrane circuits in stretchable layouts enables wearable healthcare applications such as long-term data storage of monitored heart rates.

Ultra-low dielectric constant materials with hydrophobic property: Synthesis of poly(aryl ether sulfone) with POSS and biphenyl group in the main chain

2018 ◽  
Vol 31 (5) ◽  
pp. 503-512 ◽  
Author(s):  
Jingting Wang ◽  
Yanfeng Wei ◽  
Xuesong Li ◽  
Jianxin Mu
Keyword(s):  
Dielectric Constant ◽  
Main Chain ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Aryl Ether ◽  
X Ray Diffraction ◽  
Hydrophobic Property ◽  
Low Dielectric ◽  
Low Dielectric Constant Materials ◽  
Oligomeric Silsesquioxane

A series of novel poly(aryl ether sulfone)s (PESs) with polyhedral oligomeric silsesquioxane (POSS) and biphenyl group in the main chain were synthesized from 4,4′-biphenol, biphenol POSS and 4,4′-bis[(4-chlorophenyl)sulfonyl]-1,1′-biphenyl via a nucleophilic aromatic substitution polycondensation. The structures of the polymers were characterized by infrared, nuclear magnetic resonance, and wide-angle X-ray diffraction spectroscopy. The incorporation of POSS and biphenyl group into PES matrix at various molar percentages of POSS resulted in a dramatic decrease of dielectric constant as well as a significant increase of hydrophobicity. As the content of POSS increased, the dielectric constant decreased from 2.54 to 1.82, while the contact angle can be increased to 122.6°. The thermal properties, crystallinity, solvent resistance, and surface topography were also studied in this article.

Imide-Aryl Ether Ketone Block Copolymers

1991 ◽  
Vol 227 ◽  
Author(s):  
J. L. Hedrick ◽  
W. Volksen ◽  
D. K. Moiianty
Keyword(s):  
Block Copolymers ◽  
Nucleophilic Aromatic Substitution ◽  
Diethyl Ester ◽  
Block Type ◽  
Aryl Ether ◽  
Good Thermal Stability ◽  
Ether Ether Ketone ◽  
Ketone Form ◽  
Aryl Ether Ketone ◽  
Ether Ketone

ABSTRACTImide-aryl ether ketone block copolymers were prepared and their morphology and thermal and mechanical properties investigated. The key feature of this copolymerization is the preparation of soluble aryl ether ketimine oliogmers which may be subsequently hydrolized to the aryl ether ether ketone form. A bis(amino) aryl ether ketimine oligomer was prepared via a nucleophilic aromatic substitution reaction with a molecular weight of 6,000 g/mol. The oligomer was co-reacted with 4,4′-oxydianiline (OI)A) and pyromellitic dianhydride (PMDA) diethyl ester diacyl chloride in N-methyl-2-pyrrolidone (NMP) in the presence of N-methylmorpholine. The copolymer compositions, determined by II-NMR, of the resulting amic ester based copolymers ranged from 8 to 20 wt% aryl ether ketimine content. Prior to imide formation, the ketimine moiety of the aryl ether ketimine block was hydrolyzed (p-toluene sulfonic acid) to the ketone form producing the aryl ether ether ketone block. Solutions of the copolymers were cast and cured to effect imidization, producing clear films. The copolymers displayed good thermal stability with decomposition temperatures in excess of 450°C. Multiphase morphologies were observed irrespective of the co-block type or composition.

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