Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Synthesis and Excimer Formation Properties of Electroactive Polyamides Incorporated with 4,5-Diphenoxypyrene Units.

ABSTRACT: A new dietherpyrene-cored diamine monomer, namely, 4,5-bis(4-aminophenoxy)pyrene, was successful synthesized and formed a series of electroactive polyamides with an aryloxy linkage in a polymer main chain and bearing pyrene chromophore as a pendent group using conventional one-pot polycondensation reactions with commercial aromatic/aliphatic dicarboxylic acids. The resulting polyamides exhibited good solubility in polar organic solvents and, further, can be made into transparent films. They had appropriate levels of thermal stability with moderately high glass-transition values. The dilute NMP solutions of these polyamides exhibited pyrene characteristic fluorescence and also showed a remarkable additional excimer emission peak centered at 475 nm. Electrochemical studies of these polymer films showed that these polyamides have both p- and n-dopable states as a result of the formation of radical cations and anions of the electroactive pyrene moieties.

SUBMITTER: Chen SH

PROVIDER: S-EPMC8778140 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Synthesis and Excimer Formation Properties of Electroactive Polyamides Incorporated with 4,5-Diphenoxypyrene Units.

Chen Shih-Hsuan SH Chin Huai-Sheng HS Kung Yu-Ruei YR

Polymers 20220109 2

A new dietherpyrene-cored diamine monomer, namely, 4,5-bis(4-aminophenoxy)pyrene, was successful synthesized and formed a series of electroactive polyamides with an aryloxy linkage in a polymer main chain and bearing pyrene chromophore as a pendent group using conventional one-pot polycondensation reactions with commercial aromatic/aliphatic dicarboxylic acids. The resulting polyamides exhibited good solubility in polar organic solvents and, further, can be made into transparent films. They had ...[more]

PMID: 35054668

Similar Datasets

Synthesis and Electrochromism of Highly Organosoluble Polyamides and Polyimides with Bulky Trityl-Substituted Triphenylamine Units.

Project description:Two series of polyamides and polyimides containing bulky trityl-substituted triphenylamine units were synthesized from condensation reactions of 4,4'-diamino-4''-trityltriphenylamine with various dicarboxylic acids and tetracarboxylic dianhydrides, respectively. The polymers showed good solubility and film-forming ability. Flexible or robust films could be readily obtained via solution-casting. The use of aliphatic diacid or dianhydride reduces interchain charge transfer complexing and leads to colorless polyamide and polyimide films. These polymers showed glass-transition temperatures in the range of 206⁻336 °C. Cyclic voltammograms of the polyamide and polyimide films displayed reversible electrochemical oxidation processes in the range of 0⁻1.0 or 0⁻1.3 V. Upon oxidation, the color of polymer films changes from colorless to blue-green or blue. As compared to the polyimide counterparts, the polyamides showed lower oxidation potentials and thus a higher electrochromic stability and coloration efficiency. Simple electrochromic devices were also fabricated as a preliminary investigation for electrochromic applications of the prepared polymers.

| S-EPMC6419009 | biostudies-literature

Towards a Biocompatible, Biodegradable Copolymer Incorporating Electroactive Oligothiophene Units.

Project description:As part of an ongoing effort to develop biocompatible, biodegradable conducting polymers, we report here the synthesis and characterization of a novel copolymer, 5,5"'bishydroxymethyl-3,3"'-dimethyl-2,2':5',2":5",2"'-quaterthiophene-co-adipic acid polyester (QAPE). This system was designed so as to incorporate alternating electroactive quaterthiophene units and biodegradable ester units into one macromolecular framework, while allowing for facile preparation of the polymer via a polycondensation reaction. In agreement with the design expectations, the ester groups were found to be incorporated into the polymer between the quaterthiophene subunits, as inferred from standard chemical and spectroscopic analyses. QAPE exhibited redox activity as detected by cyclic voltammetry and a new red-shifted absorption peak upon doping, providing support for the notion that the quaterthiophene units maintain electroactivity after incorporation into the QAPE polymer framework. The degradation, likely through surface erosion, of this polymer in the presence of cholesterol esterase was confirmed by the detection of a fluorescence signal at wavelengths corresponding to the quaterthiophene subunit and comparisons to appropriate controls. In vitro cytocompatability studies, carried out over 48 h, indicate that the QAPE polymer is nontoxic to Schwann cells.

| S-EPMC2633937 | biostudies-literature

Facile Synthesis of Electroactive and Electrochromic Triptycene Poly(ether-imide)s Containing Triarylamine Units via Oxidative Electro-Coupling.

Project description:Two bisimide compounds, TPA⁻TPDI and NPC⁻TPDI, consisting of a triptycene core and two triphenylamine (TPA) or N-phenylcarbazole (NPC) end groups were successfully synthesized by the condensation reactions from 1,4-bis(3,4-dicarboxyphenoxy)triptycene dianhydride with 4-aminotriphenylamine and N-(4-aminophenyl)carbazole, respectively. These two monomers could polymerize electrochemically via the oxidative coupling reactions of triarylamine units. The electrochemical and spectroelectrochemical properties of the electro-generated triptycene poly(ether-imide)s (TPA⁻TPPI and NPC⁻TPPI) were studied. Both polymers have two colored oxidation states, and TPA⁻TPPI showed better electrochromic performance than NPC⁻TPPI.

| S-EPMC6418647 | biostudies-literature

Enzymatic Synthesis of Biobased Polyesters and Polyamides.

Project description:Nowadays, "green" is a hot topic almost everywhere, from retailers to universities to industries; and achieving a green status has become a universal aim. However, polymers are commonly considered not to be "green", being associated with massive energy consumption and severe pollution problems (for example, the "Plastic Soup") as a public stereotype. To achieve green polymers, three elements should be entailed: (1) green raw materials, catalysts and solvents; (2) eco-friendly synthesis processes; and (3) sustainable polymers with a low carbon footprint, for example, (bio)degradable polymers or polymers which can be recycled or disposed with a gentle environmental impact. By utilizing biobased monomers in enzymatic polymerizations, many advantageous green aspects can be fulfilled. For example, biobased monomers and enzyme catalysts are renewable materials that are derived from biomass feedstocks; enzymatic polymerizations are clean and energy saving processes; and no toxic residuals contaminate the final products. Therefore, synthesis of renewable polymers via enzymatic polymerizations of biobased monomers provides an opportunity for achieving green polymers and a future sustainable polymer industry, which will eventually play an essential role for realizing and maintaining a biobased and sustainable society.

| S-EPMC6432488 | biostudies-literature

Solution-phase synthesis of pyrrole-imidazole polyamides.

Project description:Pyrrole-imidazole polyamides are DNA-binding molecules that are programmable for a large repertoire of DNA sequences. Typical syntheses of this class of heterocyclic oligomers rely on solid-phase methods. Solid-phase methodologies offer rapid assembly on a micromole scale sufficient for biophysical characterizations and cell culture studies. In order to produce gram-scale quantities necessary for efficacy studies in animals, polyamides must be readily synthesized in solution. An 8-ring hairpin polyamide 1, which targets the DNA sequence 5'-WGWWCW-3', was chosen for our synthesis studies as this oligomer exhibits androgen receptor antagonism in cell culture models of prostate cancer. A convergent solution-phase synthesis of 1 from a small set of commercially available building blocks is presented which highlights principles for preparing gram quantities of pyrrole-imidazole oligomers with minimal chromatography.

| S-EPMC2689157 | biostudies-literature

Microwave assisted synthesis of Py-Im polyamides.

Project description:Microwave synthesis was utilized to rapidly build Py-Im polyamides in high yields and purity using Boc-protection chemistry on Kaiser oxime resin. A representative polyamide targeting the 5'-WGWWCW-3' (W = A or T) subset of the consensus Androgen and Glucocorticoid Response Elements was synthesized in 56% yield after 20 linear steps and HPLC purification. It was confirmed by Mosher amide derivatization of the polyamide that a chiral α-amino acid does not racemize after several additional coupling steps.

| S-EPMC3365540 | biostudies-literature

Heteroaromatic Polyamides with Improved Thermal and Mechanical Properties.

Project description:We prepared high-performance aromatic copolyamides, containing bithiazole and thiazolo-thiazole groups in their main chain, from aromatic diamines and isophthaloyl chloride, to further improve the prominent thermal behavior and exceptional mechanical properties of commercial aramid fibers. The introduction of these groups leads to aramids with improved strength and moduli compared to commercial meta-oriented aromatic polyamides, together with an increase of their thermal performance. Moreover, their solubility, water uptake, and optical properties were evaluated in this work.

| S-EPMC7463973 | biostudies-literature

Synthesis of a Novel Cysteine-Incorporated Anthraquinone Derivative and Its Structural Properties.

Project description:A novel cysteine-incorporated anthraquinone derivative was synthesized, and its molecular structure was determined by X-ray crystal analysis. Each mercapto group was located separately and did not form a disulfide bond, and hydrogen bondings and π-π interaction were observed from the packing structure.

| S-EPMC6272162 | biostudies-literature

Excimer formation dynamics in the isolated tetracene dimer.

Project description:The understanding of excimer formation and its interplay with the singlet-correlated triplet pair state 1(TT) is of high significance for the development of efficient organic electronics. Here, we study the photoinduced dynamics of the tetracene dimer in the gas phase by time-resolved photoionisation and photoion imaging experiments as well as nonadiabatic dynamics simulations in order to obtain mechanistic insight into the excimer formation dynamics. The experiments are performed using a picosecond laser system for excitation into the S2 state and reveal a biexponential time dependence. The time constants, obtained as a function of excess energy, lie in the range between ≈10 ps and 100 ps and are assigned to the relaxation of the excimer on the S1 surface and to its deactivation to the ground state. Simulations of the quantum-classical photodynamics are carried out in the frame of the semi-empirical CISD and TD-lc-DFTB methods. Both theoretical approaches reveal a dominating relaxation pathway that is characterised by the formation of a perfectly stacked excimer. TD-lc-DFTB simulations have also uncovered a second relaxation channel into a less stable dimer conformation in the S1 state. Both methods have consistently shown that the electronic and geometric relaxation to the excimer state is completed in less than 10 ps. The inclusion of doubly excited states in the CISD dynamics and their diabatisation further allowed to observe a transient population of the 1(TT) state, which, however, gets depopulated on a timescale of 8 ps, leading finally to the trapping in the excimer minimum.

| S-EPMC8457379 | biostudies-literature

Chiral C2-Symmetric Diimines with 4,5-Diazafluorene Units.

Project description:A synthetic approach to a new group of stable chiral C2-symmetric diimines with the 4,5-diazafluorene core has been developed based on condensation of dipinodiazafluorene with aromatic diamines. The chemical structures of new compounds were proven by spectroscopic methods and X-ray crystallography. All the compounds form solvates with organic solvents (chloroform, benzene, 1,4-dioxane) and water. Specific spectral data of the new compounds are explained using calculated data (DFT). Diimines of the pinodiazafluorene series give colored reactions with transition metal ions and can be regarded as prospective polydentate ligands with interesting luminescent and chiroptical properties.

| S-EPMC6749561 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data