scholarly journals Morphology Control and Metallization of Porous Polymers Synthesized by Michael Addition Reactions of a Multi-Functional Acrylamide with a Diamine

Materials ◽  
2021 ◽  
Vol 14 (4) ◽  
pp. 800
Author(s):  
Naofumi Naga ◽  
Minako Ito ◽  
Aya Mezaki ◽  
Hao-Chun Tang ◽  
Tso-Fu Mark Chang ◽  
...  
Keyword(s):  
Phase Separation ◽  
Michael Addition ◽  
Phenylboronic Acid ◽  
Monomer Concentration ◽  
Coupling Reaction ◽  
Porous Polymer ◽  
Porous Polymers ◽  
Cross Coupling Reaction ◽  
Internal Phase ◽  
Polymerization Induced Phase Separation

Porous polymers have been synthesized by an aza-Michael addition reaction of a multi-functional acrylamide, N,N′,N″,N‴-tetraacryloyltriethylenetetramine (AM4), and hexamethylene diamine (HDA) in H2O without catalyst. Reaction conditions, such as monomer concentration and reaction temperature, affected the morphology of the resulting porous structures. Connected spheres, co-continuous monolithic structures and/or isolated holes were observed on the surface of the porous polymers. These structures were formed by polymerization-induced phase separation via spinodal decomposition or highly internal phase separation. The obtained porous polymers were soft and flexible and not breakable by compression. The porous polymers adsorbed various solvents. An AM4-HDA porous polymer could be plated by Ni using an electroless plating process via catalyzation by palladium (II) acetylacetonate following reduction of Ni ions in a plating solution. The intermediate Pd-catalyzed porous polymer promoted the Suzuki-Miyaura cross coupling reaction of 4-bromoanisole and phenylboronic acid.

A Study of Polymerization-Induced Phase Separation as a Route to Produce Porous Polymer-Metal Materials

2010 ◽  
Vol 31 (18) ◽  
pp. 1635-1640 ◽  
Author(s):  
Stanislav Dubinsky ◽  
Alla Petukhova ◽  
Ilya Gourevich ◽  
Eugenia Kumacheva
Keyword(s):  
Phase Separation ◽  
Porous Polymer ◽  
Polymer Metal ◽  
Metal Materials ◽  
Polymerization Induced Phase Separation

Frontispiece: Charged Porous Polymers using a Solid CO Cross-Coupling Reaction

2015 ◽  
Vol 21 (37) ◽  
pp. n/a-n/a
Author(s):  
Pengfei Zhang ◽  
Xueguang Jiang ◽  
Shun Wan ◽  
Sheng Dai
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Porous Polymers ◽  
Cross Coupling Reaction

scholarly journals Flow Process Development and Optimization of A Suzuki-Miyaura Cross Coupling Reaction using Response Surface Methodology

2020 ◽  
Vol 15 (3) ◽  
pp. 604-616
Author(s):  
Girish Basavaraju ◽  
Ravishankar Rajanna
Keyword(s):  
Response Surface Methodology ◽  
Response Surface ◽  
Flow Reactor ◽  
Phenylboronic Acid ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Flow Process ◽  
Cross Coupling Reaction ◽  
Custom Made ◽  
Good Agreement

A custom-made tubular flow reactor was utilized to develop a mathematical model and optimize the Suzuki-Miyaura cross coupling reaction. In this study, the experimentation was designed and executed through the statistical design of experiments (DoE) approach via response surface methodology. The effect of molar ratios of phenylboronic acid (1) and 4-bromophenol (2), temperature, the catalyst tetrakis(triphenylphosphine)palladium, and equivalence of aqueous tripotassium phosphate was studied in detail. The flow reactor profile was in good agreement with batch conditions and significant improvements to the overall reaction time and selectivity towards desired [1-1-biphenyl]-4-ol (3) was achieved. The Suzuki coupling reaction in batch condition would take on an average of 4 to 6 hours to complete, which was effectively accomplished in 60 to 70 minutes in this tubular reactor setup and could be operated continuously. The reaction model is in good agreement with the reaction conditions. Copyright © 2020 BCREC Group. All rights reserved 

Suzuki-Miyaura Cross-Coupling Towards 4-Amino Biphenyl Intermediates

2019 ◽  
Author(s):  
Tomasz Jastrząbek ◽  
Artur Ulikowski ◽  
Rafał Lisiak
Keyword(s):  
Chemical Industry ◽  
Short Communication ◽  
Phenylboronic Acid ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Amino Groups ◽  
Aryl Chlorides ◽  
Cross Coupling Reaction ◽  
Direct Cross

The preparation of biphenyl derivatives bearing amino groups via direct cross-coupling reaction is being widely explored due to its importance for many branches of the chemical industry. One of the necessary components for such a transformation are halogenated arenes. In order to make the process more economical, we focus on inexpensive and easily available aryl chlorides which usually are not considered reagents of choice for catalytic couplings. In the following short communication, we report the results of the coupling of relatively unreactive chloroaniline with a fluorinated phenylboronic acid leading to the corresponding aminobiphenyl.<br>

scholarly journals 4,6-Bis((E)-2-(4′-N,N-diphenylamino-[1,1′-biphenyl]-4-yl)vinyl)-2-phenylpyrimidine

Molbank ◽  
10.3390/m1278 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1278
Author(s):  
Lacina Diarra ◽  
Françoise Robin-le Guen ◽  
Sylvain Achelle
Keyword(s):  
Bathochromic Shift ◽  
Phenylboronic Acid ◽  
Coupling Reaction ◽  
Knoevenagel Reaction ◽  
Polar Solvents ◽  
Cross Coupling Reaction ◽  
Charge Transfer Absorption Band ◽  
Intense Emission ◽  
Emission Quenching ◽  
Electron Donating Groups

In this contribution, we designed a 4,6-distyrylpyrimidine chromophore with diphenylamino electron-donating groups and biphenylenevinylene extended π-conjugated linkers. This compound has been synthesized in two steps from 4,6-dimethyl-2-phenylpyrimidine by a double Knoevenagel reaction with 4-bromobenzaldehyde followed by a double Suzuki–Miyaura cross coupling reaction with 4-(N,N-diphenylamino)phenylboronic acid. This compound exhibits intense emission in moderately polar solvents as well as in solid state. This compound is characterized by an intense emission solvatochromism with emission ranging from blue in non polar n-heptane to orange in dichloromethane. This chromophore is also sensible to the presence of acid with a bathochromic shift of the charge transfer absorption band and emission quenching.

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