Extremely rapid and versatile synthesis of high molecular weight step growth polymers via oxime click chemistry

2016 ◽  
Vol 7 (14) ◽  
pp. 2581-2588 ◽  
Author(s):  
Joe Collins ◽  
Zeyun Xiao ◽  
Andrea Espinosa-Gomez ◽  
Brett P. Fors ◽  
Luke A. Connal
Keyword(s):  
Molecular Weight ◽  
Click Chemistry ◽  
High Molecular Weight ◽  
Step Growth ◽  
Step Growth Polymerization

Extremely rapid step growth polymerization was achieved using an oxime click chemistry approach.

scholarly journals New 1,2,3-Triazole Containing PolyestersviaClick Step-Growth Polymerization and Nanoparticles Made of Them

2018 ◽  
Vol 2018 ◽  
pp. 1-14 ◽  
Author(s):  
Tengiz Kantaria ◽  
Temur Kantaria ◽  
Giorgi Titvinidze ◽  
Giuli Otinashvili ◽  
Nino Kupatadze ◽  
...  
Keyword(s):  
Molecular Weight ◽  
High Molecular Weight ◽  
Sodium Azide ◽  
Dicarboxylic Acids ◽  
Solution Concentration ◽  
One Pot ◽  
Bromoacetic Acid ◽  
Aliphatic Polyesters ◽  
Step Growth ◽  
Step Growth Polymerization

High-molecular-weight AA-BB-type aliphatic polyesters were synthesizedviaCu(I)-catalyzed click step-growth polymerization (SGP) following a new synthetic strategy. The synthesis was performed between diyne and diazide monomers in an organic solvent as one pot process using three components and two stages. The dipropargyl esters of dicarboxylic acids (component 1) were used as diyne monomers, di-(bromoacetic acid)-alkylene diesters (component 2) were used as precursors of diazide monomers, and sodium azide (component 3) was used for generating diazide monomers. The SGP was carried out in two steps: at Step  1 dibromoacetates interacted with two moles of sodium azide resulting in diazide monomers which interacted in situ with diyne monomers at Step  2 in the presence of Cu(I) catalyst. A systematic study was done for optimizing the multiparameter click SGP in terms of the solvent, duration of both Step  1 and Step  2, solution concentration, catalyst concentration, catalyst and catalyst activator (ligand) nature, catalyst/ligand mole ratio, and temperature of both steps of the click SGP. As a result, high-molecular-weight (MWup to 74 kDa) elastic film-forming click polyesters were obtained. The new polymers were found suitable for fabricating biodegradable nanoparticles, which are promising as drug delivery containers in nanotherapy.

Polymer characterization

2004 ◽  
Author(s):  
Ian L. Hosier ◽  
Alun S. Vaughan
Keyword(s):  
Molecular Weight ◽  
Electrode Materials ◽  
Polymeric Materials ◽  
Optical Nonlinearity ◽  
Polymer Science ◽  
New Materials ◽  
Wide Range ◽  
Step Growth ◽  
Step Growth Polymerization ◽  
Increasing Demand

Polymer science is, of course, driven by the desire to produce new materials for new applications. The success of materials such as polyethylene, polypropylene, and polystyrene is such that these materials are manufactured on a huge scale and are indeed ubiquitous. There is still a massive drive to understand these materials and improve their properties in order to meet material requirements; however, increasingly polymers are being applied to a wide range of problems, and certainly in terms of developing new materials there is much more emphasis on control. Such control can be control of molecular weight, for example, the production of polymers with a highly narrow molecular weight distribution by anionic polymerization. The control of polymer architecture extends from block copolymers to other novel architectures such as ladder polymers and dendrimers. Cyclic systems can also be prepared, usually these are lower molecular weight systems, although these also might be expected to be the natural consequence of step-growth polymerization at high conversion. Polymers are used in a wide range of applications, as coatings, as adhesives, as engineering and structural materials, for packaging, and for clothing to name a few. A key feature of the success and versatility of these materials is that it is possible to build in properties by careful design of the (largely) organic molecules from which the chains are built up. For example, rigid aromatic molecules can be used to make high-strength fibres, the most highprofile example of this being Kevlar®; rigid molecules of this type are often made by simple step-growth polymerization and offer particular synthetic challenges as outlined in Chapter 4. There is now an increasing demand for highly specialized materials for use in for example optical and electronic applications and polymers have been singled out as having particular potential in this regard. For example, there is considerable interest in the development of polymers with targeted optical properties such as second-order optical nonlinearity, and in conducting polymers as electrode materials, as a route towards supercapacitors and as electroluminescent materials. Polymeric materials can also be used as an electrolyte in the design of compact batteries.

Structure−Properties Relationship of Biosourced Stereocontrolled Polytriazoles from Click Chemistry Step Growth Polymerization of Diazide and Dialkyne Dianhydrohexitols

2010 ◽  
Vol 11 (10) ◽  
pp. 2797-2803 ◽  
Author(s):  
Céline Besset ◽  
Jean-Pierre Pascault ◽  
Etienne Fleury ◽  
Eric Drockenmuller ◽  
Julien Bernard
Keyword(s):  
Click Chemistry ◽  
Step Growth ◽  
Step Growth Polymerization ◽  
Relationship Of ◽  
Structure Properties

scholarly journals Hyperbranched polymers with step-growth chemistries from transfer-dominated branching radical telomerisation (TBRT) of divinyl monomers

2020 ◽  
Vol 11 (48) ◽  
pp. 7637-7649
Author(s):  
Savannah R. Cassin ◽  
Pierre Chambon ◽  
Steve P. Rannard
Keyword(s):  
Molecular Weight ◽  
High Molecular Weight ◽  
Hyperbranched Polymers ◽  
Branched Polymers ◽  
Novel Materials ◽  
Step Growth

The commercially relevant synthesis of novel materials with step-growth backbones has been achieved by applying conventional chemistries to the radical telomerisation of divinyl monomers leading to high molecular weight branched polymers.

Study on the Reaction of TDI and PPG with Organo-Tin Mixed Catalyst

2011 ◽  
Vol 418-420 ◽  
pp. 13-17
Author(s):  
Su Ran Liao ◽  
Yuan Wei ◽  
Yu Qi Zhang ◽  
Meng Zhang ◽  
Gao Fei Feng
Keyword(s):  
Molecular Weight ◽  
Hydrogen Bonding ◽  
Average Molecular Weight ◽  
Polypropylene Glycol ◽  
Number Average Molecular Weight ◽  
Mixed Catalyst ◽  
Back Titration ◽  
Step Growth ◽  
Step Growth Polymerization ◽  
Polymerization Conditions

The study of polyurethanes are of continuing interest due to their excellent physical properties. In this study, the reaction kinetics and polymerization conditions in two-step process of toluene diisocyante (TDI) and polypropylene glycol (PPG) with organo-tin mixed catalyst were investigated by di-n-butylamine back-titration. It was showed that the reaction obeyed the second-order equation of step-growth polymerization, the rate constants of TDI and PPG reaction at 50, 60 and 70°C were 0.0922, 0.3373 and 0.5828 kg•mol-1•min-1，respectively. The activation energy obtained from the result was 71.63 kJ•mol-1. The number average molecular weight (Mn) and molecular-weight distribution (Mw/Mn) of the polyurethane were 45175 and 1.53, respectively, and the content of hydrogen bonding in the N-H group from Fourier transform infrared spectrum (FTIR) was 80.75%, which manifested that the large amount of N-H were present in hydrogen bonding.

Synthesis of High Molecular Weight Copolymers by Ruthenium-Catalyzed Step-Growth Copolymerization of Acetophenone with .alpha.,.omega.-Dienes

1995 ◽  
Vol 28 (16) ◽  
pp. 5686-5687 ◽  
Author(s):  
Hongjie Guo ◽  
Guohong Wang ◽  
Mark A. Tapsak ◽  
William P. Weber
Keyword(s):  
Molecular Weight ◽  
High Molecular Weight ◽  
Alpha Omega ◽  
Step Growth

Step-growth polymerization—basics and development of new materials

2004 ◽  
Author(s):  
Zhiqun He ◽  
Eric A . Whale
Keyword(s):  
Molecular Weight ◽  
Degree Of Polymerization ◽  
Average Degree ◽  
Chain Growth ◽  
Side Reactions ◽  
Growth Processes ◽  
Molecular Weights ◽  
Reactive Groups ◽  
Step Growth ◽  
Step Growth Polymerization

Step-growth polymerization is often referred to as condensation polymerization, since often—but by no means always—small molecules such as water are released during the formation of the polymer chains. There are a number of differences in the way polymerization occurs in step-growth polymerization compared to chain-growth processes, and these have marked practical implications. The most obvious difference is that, as the name implies, the polymer chain grows in a step-wise fashion; the initial stage of the reaction involves the conversion of monomers to dimers and from these other lower molecular weight oligomers. It is only as the reaction nears completion that significant quantities of higher molecular weight material can be formed. Thus, in order to obtain effective molecular weights, the reaction must proceed almost to completion, indeed the molecular weight (in terms of the number average degree of polymerization xn) of the polymer can be linked to the extent of reaction (p) using eqn (1). Thus, in the simplest case of a difunctional (AB) monomer, when 50% of the available groups have reacted, the number average degree of polymerization is only 2. The consequence of eqn (1) is that high molecular weights in step-growth polymerizations are associated with highly efficient reactions that do not have side-reactions. Notwithstanding this, the types of molecular weights associated with chain-growth processes are not encountered in these processes (except in the case of monomers with more than two reactive groups where hyper-branched or even cross-linked polymers are possible). There is an additional complication, namely the role of cyclization. Kricheldorf has recently shown that under perfect conditions cyclization is the ultimate fate of any polymerization reaction. Thus, under extremely high conversions the prediction given by eqn (1) would overestimate the actual molecular weights produced. Molecules that undergo step-growth polymerization must have at least two reactive functional groups. If the functionality is greater than this, for example, trifunctional, then hyperbranched polymers or even cross-linked systems can be formed. Commonly, this involves the reaction of two different reactive difunctional monomers.

Kinetic study of copper(I)‐catalyzed click chemistry step‐growth polymerization

2008 ◽  
Vol 46 (16) ◽  
pp. 5506-5517 ◽  
Author(s):  
Sandra Binauld ◽  
Fernande Boisson ◽  
Thierry Hamaide ◽  
Jean‐Pierre Pascault ◽  
Eric Drockenmuller ◽  
...  
Keyword(s):  
Kinetic Study ◽  
Click Chemistry ◽  
Step Growth ◽  
Step Growth Polymerization
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