scholarly journals Molecular Brushes with a Polyimide Backbone and Poly(ε-Caprolactone) Side Chains by the Combination of ATRP, ROP, and CuAAC

Polymers ◽  
2021 ◽  
Vol 13 (19) ◽  
pp. 3312
Author(s):  
Anna V. Kashina ◽  
Tamara K. Meleshko ◽  
Natalia N. Bogorad ◽  
Viktor K. Lavrentyev ◽  
Alexander V. Yakimansky
Keyword(s):  
Molecular Weight ◽  
Click Reaction ◽  
Triazole Ring ◽  
Scattering Data ◽  
Degree Of Crystallinity ◽  
Hydroxyl Group ◽  
Synthesis Methods ◽  
Side Chains ◽  
Molecular Brushes ◽  
Molecular Weight Characteristics

An approach to the synthesis of the novel molecular brushes with a polyimide (PI) backbone and poly(ε-caprolactone) (PCL) side chains was developed. To obtain such copolymers, a combination of various synthesis methods was used, including polycondensation, atom transfer radical polymerization (ATRP), ring opening polymerization (ROP), and Cu (I)-catalyzed azide-alkyne Huisgen cycloaddition (CuAAC). ATRP of 2-hydroxyethyl methacrylate (HEMA) on PI macroinitiator followed by ROP of ε-caprolactone (CL) provided a “brush on brush” structure PI-g-(PHEMA-g-PCL). For the synthesis of PI-g-PCL two synthetic routes combining ROP and CuAAC were compared: (1) polymer-analogous transformations of a multicenter PI macroinitiator with an initiating hydroxyl group separated from the main chain by a triazole ring followed by ROP of CL, or (2) a separate synthesis of macromonomers with the desirable functional groups (polyimide with azide groups and PCL with terminal alkyne groups), followed by a click reaction. Results showed that the first approach allows to obtain graft copolymers with a PI backbone and relatively short PCL side chains. While the implementation of the second approach leads to a more significant increase in the molecular weight, but unreacted linear PCL remains in the system. Obtained macroinitiators and copolymers were characterized using 1H NMR and IR spectroscopy, their molecular weight characteristics were determined by SEC with triple detection. TGA and DSC were used to determine their thermal properties. X-ray scattering data showed that the introduction of a polyimide block into the polycaprolactone matrix did not change the degree of crystallinity of PCL.

Synthesis of Open-Resorcinarene Dendrimers with L-serine(ibuprofen) Derivatives

2021 ◽  
Vol 25 ◽  
Author(s):  
Luis Daniel Pedro-Hernández ◽  
Marcos Martínez-García
Keyword(s):  
Molecular Weight ◽  
Carboxylic Acid ◽  
High Molecular Weight ◽  
Steric Effect ◽  
Click Reaction ◽  
High Capacity ◽  
Triazole Ring ◽  
Hydroxyl Groups ◽  
New Class ◽  
Williamson Reaction

: A new class of dendrimers with open-resorcinarenes has been synthesized in good yields (77-85%). The open-resorcinarenes showed a high capacity for functionalization, having eight hydroxyl groups. The Williamson reaction with N,N-bis(2-azidoethyl)-2-bromo acetamide did not show any steric effect, obtaining sixteen azide terminal groups, which gave us the possibility to obtain a high molecular weight dendrimer via the azide-alkyne click reaction with prop-2-yn-1-yl-(ibuprofen)L-serinate derivatives to obtain the triazole ring spacers and the L-serinate(ibuprofen) derivatives as terminal groups. Also, we carried out the deprotection reaction of the L-serinate moiety terminal groups of the dendrimer 10 in good yields (95%). Three novel open-resorcinarene den-drimers with sixteen ibuprofen-L-serinate derivatives and hydroxyl, tert-butyl, and carboxylic acid; therefore, with three different terminal groups, with possible nanomedical activity are reported.

Synthetic Routes for 1,4-disubstituted 1,2,3-triazoles: A Review

2019 ◽  
Vol 23 (8) ◽  
pp. 860-900 ◽  
Author(s):  
Chander P. Kaushik ◽  
Jyoti Sangwan ◽  
Raj Luxmi ◽  
Krishan Kumar ◽  
Ashima Pahwa
Keyword(s):  
Solid Phase ◽  
Click Reaction ◽  
Biological Activities ◽  
Triazole Ring ◽  
Copper Catalysts ◽  
Biologically Active ◽  
Pharmaceutical Chemistry ◽  
Biological Targets ◽  
Synthetic Routes ◽  
High Yields

N-Heterocyclic compounds like 1,2,3-triazoles serve as a key scaffolds among organic compounds having diverse applications in the field of drug discovery, bioconjugation, material science, liquid crystals, pharmaceutical chemistry and solid phase organic synthesis. Various drugs containing 1,2,3-triazole ring which are commonly available in market includes Rufinamide, Cefatrizine, Tazobactam etc., Stability to acidic/basic hydrolysis along with significant dipole moment support triazole moiety for appreciable participation in hydrogen bonding and dipole-dipole interactions with biological targets. Huisgen 1,3-dipolar azide-alkyne cycloaddition culminate into a mixture of 1,4 and 1,5- disubstituted 1,2,3-triazoles. In 2001, Sharpless and Meldal came across with a copper(I) catalyzed regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles by cycloaddition between azides and terminal alkynes. This azide-alkyne cycloaddition has been labelled as a one of the important key click reaction. Click synthesis describes chemical reactions that are simple to perform, gives high selectivity, wide in scope, fast reaction rate and high yields. Click reactions are not single specific reaction, but serve as a pathway for construction of simple to complex molecules from a variety of starting materials. In the last few decades, 1,2,3-triazoles attracted attention of researchers all over the world because of their broad spectrum of biological activities. Keeping in view the biological importance of 1,2,3-triazole, in this review we focus on the various synthetic routes for the syntheisis of 1,4-disubstituted 1,2,3-triazoles. This review involves various synthetic protocols which involves copper and non-copper catalysts, different solvents as well as substrates. It will boost synthetic chemists to explore new pathway for the development of newer biologically active 1,2,3-triazoles.

Quantities Directly Measurable by Scattering

2018 ◽  
Author(s):  
Eaton E. Lattman ◽  
Thomas D. Grant ◽  
Edward H. Snell
Keyword(s):  
Molecular Weight ◽  
Particle Shape ◽  
Particle Surface ◽  
Scattering Data ◽  
Radius Of Gyration ◽  
Particle Volume ◽  
Particle Surface Area ◽  
Scattering Angle ◽  
Particle Dimension ◽  
Maximum Particle

In this chapter we note that solution scattering data can be divided into four regions. At zero scattering angle, the scattering provides information on molecular weight of the particle in solution. Beyond that, the scattering is influenced by the radius of gyration. As the scattering angle increases, the scattering is influenced by the particle shape, and finally by the interface with the particle and the solution. There are a number of important invariants that can be calculated directly from the data including molecular mass, radius of gyration, Porod invariant, particle volume, maximum particle dimension, particle surface area, correlation length, and volume of correlation. The meaning of these is described in turn along with their mathematical derivations.

scholarly journals Impact of Macrodiols on the Morphological Behavior of H12MDI/HDO-Based Polyurethane Elastomer

Polymers ◽  
2021 ◽  
Vol 13 (13) ◽  
pp. 2060
Author(s):  
Shazia Naheed ◽  
Mohammad Zuber ◽  
Mahwish Salman ◽  
Nasir Rasool ◽  
Zumaira Siddique ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Contact Angle ◽  
Chain Length ◽  
Microphase Separation ◽  
Soft Segment ◽  
Group Identification ◽  
Degree Of Crystallinity ◽  
Polyurethane Elastomers ◽  
Hard Segments ◽  
Morphological Behavior

In this study, we evaluated the morphological behavior of polyurethane elastomers (PUEs) by modifying the soft segment chain length. This was achieved by increasing the soft segment molecular weight (Mn = 400–4000 gmol−1). In this regard, polycaprolactone diol (PCL) was selected as the soft segment, and 4,4′-cyclohexamethylene diisocyanate (H12MDI) and 1,6-hexanediol (HDO) were chosen as the hard segments. The films were prepared by curing polymer on Teflon surfaces. Fourier transform infrared spectroscopy (FTIR) was utilized for functional group identification in the prepared elastomers. FTIR peaks indicated the disappearance of −NCO and −OH groups and the formation of urethane (NHCOO) groups. The morphological behavior of the synthesized polymer samples was also elucidated using scanning electron microscopy (SEM) and atomic force microscopy (AFM) techniques. The AFM and SEM results indicated that the extent of microphase separation was enhanced by an increase in the molecular weight of PCL. The phase separation and degree of crystallinity of the soft and hard segments were described using X-ray diffraction (XRD). It was observed that the degree of crystallinity of the synthesized polymers increased with an increase in the soft segment’s chain length. To evaluate hydrophilicity/hydrophobicity, the contact angle was measured. A gradual increase in the contact angle with distilled water and diiodomethane (38.6°–54.9°) test liquids was observed. Moreover, the decrease in surface energy (46.95–24.45 mN/m) was also found to be inconsistent by increasing the molecular weight of polyols.

Influence of synthetic pathway, molecular weight and side chains on properties of indacenodithiophene-benzothiadiazole copolymers made by direct arylation polycondensation

2021 ◽  
Vol 9 (13) ◽  
pp. 4597-4606
Author(s):  
Desiree Adamczak ◽  
Andrea Perinot ◽  
Hartmut Komber ◽  
Anna Illy ◽  
Sandra Hultmark ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Side Chains ◽  
Direct Arylation ◽  
Synthetic Pathway ◽  
Direct Arylation Polycondensation

Poly(indacenodithiophene-alt-benzothiadiazole) with different side chains and molecular weight is made using two different pathways in which all C–C coupling steps are achieved by C–H activation, and the products are comprehensively investigated.

scholarly journals Hydrophilic Dual Layer Hollow Fiber Membranes for Ultrafiltration

Membranes ◽  
2020 ◽  
Vol 10 (7) ◽  
pp. 143
Author(s):  
Lara Grünig ◽  
Ulrich A. Handge ◽  
Joachim Koll ◽  
Oliver Gronwald ◽  
Martin Weber ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Hollow Fiber ◽  
Triblock Copolymer ◽  
Pure Water ◽  
Vinyl Pyrrolidone ◽  
Scattering Data ◽  
Coupling Mechanism ◽  
Additive Concentration ◽  
Hollow Fiber Membranes ◽  
Fiber Membranes

In this study, a triblock copolymer was used as additive to fabricate new dual layer hollow fiber membranes with a hydrophilic active inner surface in order to improve their fouling resistance. The polymeric components of the solutions for membrane fabrication were poly(ether sulfone), poly(N-vinyl pyrrolidone), and the triblock copolymer. The additive consists of three blocks: a middle hydrophobic poly(ether sulfone) block and two outer hydrophilic alkyl poly(ethylene glycol) blocks. By varying the additive concentration in the solutions, it was possible to fabricate dual layer hollow fiber membranes that are characterized by a hydrophilic inner layer, a pure water permeance of over 1800 L/(m2 bar h) and a molecular weight cut-off of 100 kDa similar to commercial membranes. Contact angle and composition determination by XPS measurements revealed the hydrophilic character of the membranes, which improved with increasing additive concentration. Rheological, dynamic light scattering, transmission, and cloud point experiments elucidated the molecular interaction, precipitation, and spinning behavior of the solutions. The low-molecular weight additive reduces the solution viscosity and thus the average relaxation time. On the contrary, slow processes appear with increasing additive concentration in the scattering data. Furthermore, phase separation occurred at a lower non-solvent concentration and the precipitation time increased with increasing additive content. These effects revealed a coupling mechanism of the triblock copolymer with poly(N-vinyl pyrrolidone) in solution. The chosen process parameters as well as the additive solutions provide an easy and inexpensive way to create an antifouling protection layer in situ with established recipes of poly(ether sulfone) hollow fiber membranes. Therefore, the membranes are promising candidates for fast integration in the membrane industry.

Synthesis and Morphology of Molecular Brushes with Polyacrylonitrile Block Copolymer Side Chains and Their Conversion into Nanostructured Carbons

2007 ◽  
Vol 40 (17) ◽  
pp. 6199-6205 ◽  
Author(s):  
Chuanbing Tang ◽  
Bruno Dufour ◽  
Tomasz Kowalewski ◽  
Krzysztof Matyjaszewski
Keyword(s):  
Block Copolymer ◽  
Side Chains ◽  
Molecular Brushes ◽  
Nanostructured Carbons

Synthesis and molecular-weight characteristics of n-vinylpyrrolidone and 2-methyl-5-vinylpyridine copolymers

2012 ◽  
Vol 46 (8) ◽  
pp. 478-481 ◽  
Author(s):  
S. A. Kedik ◽  
A. V. Panov ◽  
I. V. Sakaeva ◽  
Yu. V. Kochkina(Cherta) ◽  
D. V. Eremin ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Molecular Weight Characteristics
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