scholarly journals 1-n-Butyl-3-methylimidazolium-2-carboxylate: a versatile precatalyst for the ring-opening polymerization of ε-caprolactone and rac-lactide under solvent-free conditions

2013 ◽  
Vol 9 ◽  
pp. 647-654 ◽  
Author(s):  
Astrid Hoppe ◽  
Faten Sadaka ◽  
Claire-Hélène Brachais ◽  
Gilles Boni ◽  
Jean-Pierre Couvercelle ◽  
...  
Keyword(s):  
Differential Scanning Calorimetry ◽  
Ring Opening ◽  
Gel Permeation Chromatography ◽  
Ring Opening Polymerization ◽  
Solvent Free ◽  
Scanning Calorimetry ◽  
H Nmr ◽  
Solvent Free Conditions ◽  
Gel Permeation

The ring-opening polymerization of ε-caprolactone (ε-CL) and rac-lactide (rac-LA) under solvent-free conditions and using 1-n-butyl-3-methylimidazolium-2-carboxylate (BMIM-2-CO2) as precatalyst is described. Linear and star-branched polyesters were synthesized by successive use of benzyl alcohol, ethylene glycol, glycerol and pentaerythritol as initiator alcohols, and the products were fully characterized by 1H and 13C{1H} NMR spectroscopy, gel permeation chromatography (GPC), and differential scanning calorimetry (DSC). BMIM-2-CO2 acts as an N-heterocyclic carbene precursor, resulting from in situ decarboxylation, either by heating under vacuo (method A) or by addition of NaBPh4 (method B). Possible catalytic and deactivation mechanisms are proposed.

SYNTHESIS OF POLY[(ε-CL)-co-(GA-alt-L-Asp)] COPOLYMER AND EFFECTS ON CELLS AFTER COUPLING WITH SMALL PEPTIDE

2015 ◽  
Vol 27 (06) ◽  
pp. 1550053
Author(s):  
Na Qiang ◽  
Fang Xie ◽  
Hao Liang ◽  
Xian-Feng Li ◽  
Shuo Tang ◽  
...  
Keyword(s):  
Ring Opening ◽  
Gel Permeation Chromatography ◽  
Ring Opening Polymerization ◽  
Carboxyl Groups ◽  
Structure And Properties ◽  
Small Peptide ◽  
Scanning Calorimetry ◽  
Beneficial Effects ◽  
Structural Regularity ◽  
Gel Permeation

A novel poly[([Formula: see text]-CL)-co-(GA-alt-L-Asp)] with improved hydrophilicity was prepared. The monomer 3(S)-[(benzyloxycarbony)methyl]-1,4-dioxane-2,5-dione (BMD) was prepared from aspartic acid. The polymer was obtained by ring-opening polymerization of [Formula: see text]-caprolactone ([Formula: see text]-CL) and BMD. Poly[([Formula: see text]-CL)-co-(GA-alt-L-Asp)] was synthesized by deprotection. The structure and properties of the polymer were characterized using 1H nuclear magnetic resonance, gel permeation chromatography, and differential scanning calorimetry. The melting point and melting enthalpy of the polymer decreased with the increase of BMD. The structural regularity of polycaprolactone was destroyed by the BMD. A laminin-derived peptide [i.e., Arg-Gly-Asp (RGD)] was covalently tethered to the carboxyl groups and the peptide-grafted films. Results indicated that the addition of RGD had beneficial effects for cell growth, as shown by scanning electron microscopy.

Synthesis and Characterization of a Novel Biodegradable Polymer with Fluorescence Property

2011 ◽  
Vol 197-198 ◽  
pp. 21-26
Author(s):  
Ji Hang Li ◽  
Dong Jian Shi ◽  
Na Hu ◽  
Wei Fu Dong ◽  
Jun Feng Li ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Ring Opening ◽  
Gel Permeation Chromatography ◽  
Ring Opening Polymerization ◽  
Fluorescence Property ◽  
H Nmr ◽  
Gel Permeation ◽  
Fluorescent Polymer ◽  
Poor Solvent

In this paper, a novel biodegradable and fluorescent polymer: fluorescein-polylactide (FL-PLA) was synthesized by FL and lactide in the method of ring-opening polymerization with the catalysis of Sn(Oct)2under 130°C . The structure and molecular weight of FL-PLA were characterized by Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance (1H-NMR) spectroscopy, and gel permeation chromatography (GPC). The molecular weight of FL-PLA increased from 9.03×103to 21.24×103with decreasing the amount of FL and kept a narrow distribution. The result of differential scanning calorimeter (DSC) showed that Tgincreased from 52 to 72°C with increasing the molecular weight of polymer. Moreover, the average number content of FL in each molecular chain decreased from 0.96 to 0.81 with decrement of the amount of FL. Furthermore, FL-PLA showed the fluorescence property, and the fluorescence intensity could be controlled by the amount of FL. The FL-PLA nanoparticles were prepared by mixing the good and poor solvent, and the diameter was about 3 μm with regular spherical morphology.

New Arylidene—Siloxane Polyesters

2003 ◽  
Vol 15 (3) ◽  
pp. 231-242 ◽  
Author(s):  
Carmen Racles ◽  
Vasile Cozan ◽  
Maria Cazacu
Keyword(s):  
Differential Scanning Calorimetry ◽  
Nmr Spectroscopy ◽  
Liquid Crystalline ◽  
Gel Permeation Chromatography ◽  
Polymer Structure ◽  
Scanning Calorimetry ◽  
Polarized Optical Microscopy ◽  
H Nmr ◽  
Gel Permeation ◽  
Thermotropic Liquid Crystalline Behavior

New siloxane-containing polyesters with arylidene mesogenic moieties were prepared by copolycondensation reactions between bis(hydroxybuthyl)siloxanes, 2,6-bis(4-hydroxybenzylidene)cyclohexanone, and diacid chlorides such as sebacoyl and terephthaloyl. The polymer structure was confirmed by IR and 1H-NMR spectroscopy. They were characterized by gel permeation chromatography and ultraviolet analyses. The thermotropic liquid crystalline behavior was investigated by differential scanning calorimetry and polarized optical microscopy.

Synthesis and characterization of 4- and 6-arm star-shaped poly(ε-caprolactone)s

e-Polymers ◽  
2005 ◽  
Vol 5 (1) ◽  
Author(s):  
Michael A. R. Meier ◽  
Ulrich S. Schubert
Keyword(s):  
Ring Opening ◽  
Analytical Techniques ◽  
Gel Permeation Chromatography ◽  
Laser Desorption ◽  
Ring Opening Polymerization ◽  
Molecular Weights ◽  
H Nmr ◽  
Flight Mass Spectrometry ◽  
Gel Permeation

AbstractStar-shaped poly(ε-caprolactone) (PCL) polymers were synthesized and fully characterized by gel permeation chromatography, matrix-assisted laser desorption/ionisation time-of-flight mass spectrometry (MALDI-TOF MS) as well as 1H NMR spectroscopy. First a series of four-armed PCLs with different molecular weights was prepared and analyzed with the mentioned analytical techniques revealing that the applied ring-opening polymerization was controlled and defined star-shaped polymers could be synthesized. Subsequently, also the synthesis of six-armed PCL polymers was investigated with the conclusion that also these starshaped polymers could be prepared in a controlled fashion.

Synthesis and characterization of 4-chloromethylstyrene polymers containing bulky organosilicon groups

e-Polymers ◽  
2004 ◽  
Vol 4 (1) ◽  
Author(s):  
Kazem Dindar Safa ◽  
Mirzaagha Babazadeh
Keyword(s):  
Differential Scanning Calorimetry ◽  
Glass Transition ◽  
Gel Permeation Chromatography ◽  
Synthesis And Characterization ◽  
Scanning Calorimetry ◽  
H Nmr ◽  
Gel Permeation ◽  
Covalently Linked ◽  
C Nmr

Abstract The homopolymer of 4-chloromethylstyrene and its copolymers with styrene (in 1:3 and 1:1 mole ratio) were synthesized by bulk and solution freeradical polymerisations, respectively, at 70±1°C using α,α'-azoisobutyronitrile as an initiator. Highly sterically hindered tris(trimethylsilyl)methyl (Tsi) substituents were then covalently linked to the obtained homopolymer and copolymers. The polymers were characterized by IR, 1H NMR and 13C NMR, differential scanning calorimetry (DSC) and gel permeation chromatography. DSC showed that incorporation of Tsi substituents in the side chains of homopolymer and copolymers increases the rigidity of the polymers and, subsequently, their glass transition temperature.

Characterization of bi-layered magnetic nanoparticles synthesized via two-step surface-initiated ring-opening polymerization

2015 ◽  
Vol 87 (11-12) ◽  
pp. 1085-1097 ◽  
Author(s):  
Li Wang ◽  
Stefan Baudis ◽  
Karl Kratz ◽  
Andreas Lendlein
Keyword(s):  
Magnetic Nanoparticles ◽  
Ring Opening ◽  
Average Molecular Weight ◽  
Polymer Networks ◽  
Gel Permeation Chromatography ◽  
Degree Of Crystallinity ◽  
Scanning Calorimetry ◽  
H Nmr ◽  
Transmission Electron

AbstractA versatile strategy to integrate multiple functions in a polymer based material is the formation of polymer networks with defined nanostructures. Here, we present synthesis and comprehensive characterization of covalently surface functionalized magnetic nanoparticles (MNPs) comprising a bi-layer oligomeric shell, using Sn(Oct)2 as catalyst for a two-step functionalization. These hydroxy-terminated precursors for degradable magneto- and thermo-sensitive polymer networks were prepared via two subsequent surface-initiated ring-opening polymerizations (ROPs) with ω-pentadecalactone and ε-caprolactone. A two-step mass loss obtained in thermogravimetric analysis and two distinct melting transitions around 50 and 85°C observed in differential scanning calorimetry experiments, which are attributed to the melting of OPDL and OCL crystallites, confirmed a successful preparation of the modified MNPs. The oligomeric coating of the nanoparticles could be visualized by transmission electron microscopy. The investigation of degrafted oligomeric coatings by gel permeation chromatography and 1H-NMR spectroscopy showed an increase in number average molecular weight as well as the presence of signals related to both of oligo(ω-pentadecalactone) (OPDL) and oligo(ε-caprolactone) (OCL) after the second ROP. A more detailed analysis of the NMR results revealed that only a few ω-pentadecalactone repeating units are present in the degrafted oligomeric bi-layers, whereby a considerable degree of transesterification could be observed when OPDL was polymerized in the 2nd ROP step. These findings are supported by a low degree of crystallinity for OPDL in the degrafted oligomeric bi-layers obtained in wide angle X-ray scattering experiments. Based on these findings it can be concluded that Sn(Oct)2 was suitable as catalyst for the preparation of nanosized bi-layered coated MNP precursors by a two-step ROP.

Synthesis, characterization, and structures of zircona- and boracyclosiloxanes with ferrocenyl substituents

2002 ◽  
Vol 80 (11) ◽  
pp. 1469-1480 ◽  
Author(s):  
Karena Thieme ◽  
Sara C Bourke ◽  
Juan Zheng ◽  
Mark J MacLachlan ◽  
Fojan Zamanian ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Differential Scanning Calorimetry ◽  
Thermogravimetric Analysis ◽  
Ring Opening ◽  
Ring Opening Polymerization ◽  
The Novel ◽  
X Ray Diffraction ◽  
Scanning Calorimetry ◽  
X Ray ◽  
Multinuclear Nmr Spectroscopy

The novel zirconatetraferrocenylcyclotrisiloxane Cp2Zr(OSiFc2)2O (6), dizirconatetraferrocenylcyclotetrasiloxane [Cp2Zr(OSiFc2)O]2 (7), boratetraferrocenylcyclotrisiloxane (C6H5)B(OSiFc2)2O (8), and diboratetraferrocenylcyclotetrasiloxane [(C6H5)B(OSiFc2)O]2 (9) with ferrocenyl (Fc = Fe(η-C5H4)(η-C5H5)) substituents at silicon have been prepared from the reactions of Cp2Zr(NMe2)2 and PhBCl2 with diferrocenylsilanediol Fc2Si(OH)2 (3) and tetraferrocenyldisiloxanediol [Fc2SiOH]2O (5). The compounds were characterized by mass spectrometry, elemental analysis, UV–vis, IR, Raman, and multinuclear NMR spectroscopy, as well as single crystal X-ray diffraction. Thermogravimetric analysis and differential scanning calorimetry investigation of 6–9 showed that the cycles decompose before they can undergo any thermal ring-opening polymerization. In addition, no polymerization was detected in the presence of either KOSiMe3 or HOTf. The bulky ferrocenyl substituents on the Si atoms are likely to be at least partially responsible for the inability of these heterocycles to undergo ring-opening polymerization. Key words: heterocyclosiloxanes, ferrocenyl.

Novel Amphiphilic Star-Shaped Poly(2-Oxazoline)s with Calix[4]Arene Branching Center

2021 ◽  
Vol 899 ◽  
pp. 300-308
Author(s):  
Aleksei N. Blokhin ◽  
Alla B. Razina ◽  
Andrey V. Tenkovtsev
Keyword(s):  
Aqueous Solutions ◽  
Ring Opening ◽  
Gel Permeation Chromatography ◽  
Ring Opening Polymerization ◽  
Arene Derivative ◽  
Vis Spectroscopy ◽  
Gel Permeation ◽  
Grafting From ◽  
Cationic Ring Opening Polymerization

Novel amphiphlic four-arm star-shaped poly (2-alkyl-2-oxazoline) s with calix [4] arene core were synthesized using the “grafting from” approach. The chlorosulfonated calix [4] arene derivative was synthesized and successfully applied as a multifunctional initiator for the cationic ring-opening polymerization of 2-alkyl-2-oxazolines. Obtained star-shaped poly (2-alkyl-2-oxazoline) s were characterized by means of NMR, UV-Vis spectroscopy and gel-permeation chromatography. It was shown that star-shaped poly (2-isopropyl-2-oxazoline) perform thermosensitivity in aqueous solutions.

scholarly journals A New Method for Synthesis of Poly(2,6-dimethyl-1,4-phenylene oxide) and Poly(2,6-diphenyl-1,4-phenyl oxide)

2013 ◽  
Vol 2013 ◽  
pp. 1-4
Author(s):  
Naser M. Al Andis
Keyword(s):  
Differential Scanning Calorimetry ◽  
Nmr Spectroscopy ◽  
Microwave Heating ◽  
Molar Mass ◽  
Gel Permeation Chromatography ◽  
High Yield ◽  
Scanning Calorimetry ◽  
Phenylene Oxide ◽  
Gel Permeation ◽  
Amine Complex

The polymerization of two monomers 2,6-dimethylphenol and 2,6-diphenylphenol was carried out by an oxidative route in the presence of Cu(I) as a catalyst and amine complex as a solvent assisted by microwave heating. The synthesized polymers were characterized by NMR spectroscopy, differential scanning calorimetry (DSC), and gel permeation chromatography (GPC). It was observed that this process of polymerization gives high yield (98 wt%) of poly(2,6-dimethyl-1,4-phenylene oxide) (PPO) and poly(2,6-diphenyl-1,4-phenylene oxide) (PPPO) with a molar mass of 1180 (M¯n), 1400 (M¯w) and 28000 (M¯n), 46500 (M¯w) gm/mol, respectively. A negligible amount of diphenoquinone was also observed and its dispersity was rather moderate, 1.17 and 1.68, respectively.

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