NDLI: Polymerization of methyl methacrylate by latent pre-catalysts based on CO<sub>2</sub>-protected N-heterocyclic carbenes

Please wait, while we are loading the content...

A one component methodology for the fabrication of honeycomb films from biocompatible amphiphilic block copolymer hybrids: a linear–dendritic–linear twist

Using reversibility of the dynamic covalent bond to create porosity in highly ordered polymer thin films under mild conditions and nano-pore functionalization in the gas phase

A colorless functional polydopamine thin layer as a basis for polymer capsules

Synthesis and optical properties of new fluorinated second-order nonlinear optical copolymers: an attempt toward the balance between solubility and long-term alignment stability

Hybrid materials consisting of an all-conjugated polythiophene backbone and grafted hydrophilic poly(ethylene glycol) chains

Post-polymerization modification of reactive polymers derived from vinylcyclopropane: 1. synthesis and thermo-responsive behaviour

Polymerization of methyl methacrylate by latent pre-catalysts based on CO₂-protected N-heterocyclic carbenes

Dual functionality of formamidine polymers, as ligands and as bases, in ruthenium-catalysed hydrogen evolution from formic acid

Orderly arranged NLO materials on exfoliated layered templates based on dendrons with alternating moieties at the periphery

Synthesis of ultrahigh molar mass poly(2-hydroxyethyl methacrylate) by single-electron transfer living radical polymerization

A water-soluble, shape-persistent, mouldable supramolecular polymer with redox-responsiveness in the presence of a molecular chaperone

Conjugated polymers with 2,7-linked 3,6-difluorocarbazole as donor unit for high efficiency polymer solar cells

First RAFT/MADIX radical copolymerization of tert-butyl 2-trifluoromethacrylate with vinylidene fluoride controlled by xanthate

Smart heparin-based bioconjugates synthesized by a combination of ATRP and click chemistry

Synthesis and characterisation of end-functionalised poly(N-vinylpyrrolidone) additives by reversible addition–fragmentation transfer polymerisation

Grafting of polyethylene onto graphite oxide sheets: a comparison of two routes

One-pot synthesis of poly(norbornene)-block-poly(lactide) copolymers using a bifunctional initiator

A new route to functional polymers: atom-economical synthesis of poly(pyrazolylnaphthalene)s by rhodium-catalyzed oxidative polycoupling of phenylpyrazole and internal diynes

A branching point thermo and pH dual-responsive hyperbranched polymer based on poly(N-vinylcaprolactam) and poly(N,N-diethyl aminoethyl methacrylate)

tBHBMA: a novel trifunctional acrylic monomer for the convenient synthesis of PAA-g-PCL well-defined amphiphilic graft copolymer

Atom transfer radical polymerization of methyl methacrylate with a thermo-responsive ligand: construction of thermoregulated phase-transfer catalysis in an aqueous–organic biphasic system

Synthesis and photovoltaic performance of donor–acceptor copolymers based on thieno[3,2-b]quinoxaline

A facile and highly efficient strategy for esterification of poly(meth)acrylic acid with halogenated compounds at room temperature promoted by 1,1,3,3-tetramethylguanidine

Influence of photo-isomerisation on host–guest interactions in poly(azocalix[4]arene)s

Back cover

Polymer Chemistry Vol - 4 Issue - 8

Polymer Chemistry Vol - 4 Issue - 7

Polymer Chemistry Vol - 4 Issue - 6

Polymer Chemistry Vol - 4 Issue - 5

Polymer Chemistry Vol - 4 Issue - 4

Polymer Chemistry Vol - 4 Issue - 3

Polymer Chemistry Vol -3

Polymer Chemistry Vol -2

Polymer Chemistry Vol -1

Polymerization of methyl methacrylate by latent pre-catalysts based on CO₂-protected N-heterocyclic carbenes

Content Provider	Royal Society of Chemistry (RSC)
Author	Frey, Wolfgang Buchmeiser, Michael R. Schmidt, Friedrich Georg Schowner, Roman Naumann, Stefan
Copyright Year	2013
Abstract	Various carbon dioxide-protected N-heterocyclic carbenes (NHCs) have been investigated with regard to their ability to act as thermally latent initiators for the polymerization of methyl methacrylate (MMA). Such CO2-protected NHCs, while completely inactive at room temperature, deliver poly(methyl methacrylate) (PMMA) in high yields upon heating and thus represent truly latent pre-catalysts. Polymerizations were conducted in the bulk, semi-bulk and in solution. Especially tetrahydropyrimidinium-2-carboxylates as well as 1,3-di(tert-butyl)imidazolium-2-carboxylate, both in combination with dimethylsulfoxide (DMSO), were identified as suitable pre-catalysts for the polymerization of MMA. With 1,3-di(tert-butyl)imidazolium-2-carboxylate in toluene, polydispersity indices (PDIs) as low as 1.3 and number-average molecular weights (Mn) of 500 000 g mol−1 could be realized. Tetrahydropyrimidinium-2-carboxylates in conjunction with DMSO resulted in lower molecular weights. Notably, isolated polymer yields up to 96% were possible in some cases, though yields proved to be sensitive to the structure of the initiators used. In principle, at least two different polymerization mechanisms are active. In the presence of DMF or DMSO, the formation of a solvent anion (e.g., DMSO−), which then reacts with the monomer, is proposed. What follows is that only highly basic NHCs work well under these conditions. In contrast, the polymerization of MMA in toluene or in the bulk is probably governed by the nucleophilicity of the NHC, rendering unsaturated, less basic NHCs more applicable. Both mechanisms are discussed.
Starting Page	2731
Ending Page	2740
Page Count	10
File Format	HTM / HTML PDF
ISSN	17599954
Volume Number	4
Issue Number	9
Journal	Polymer Chemistry
DOI	10.1039/c3py00073g
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	MMA Dispersity Persistent carbene DMSO Toluene Butyl group NHC Polymerization Poly(methyl methacrylate) Polymer Ion Carbon Para-Methoxy-N-methylamphetamine Dimethyl sulfoxide Methyl methacrylate Monomer Solvent
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Biochemistry Bioengineering Biomedical Engineering Polymers and Plastics

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in

Preparation of free-standing thermosensitive composite gel particles incorporating ionic liquids

Molecularly imprinted polymers prepared using a porogenic solvent of an ionic liquid and a macromolecular crowding agent and their application in purification of oleanic acid

No matter the order of monomer addition for the synthesis of well-defined block copolymers by sequential group transfer polymerization using N-heterocyclic carbenes as catalysts

Photo-induced copper-mediated polymerization of methyl acrylate in continuous flow reactors

Formation of long sub-chain hyperbranched poly(methyl methacrylate) based on inhibited self-cyclization of seesaw macromonomers

Photocatalyzed iron-based ATRP of methyl methacrylate using 1,3-dimethyl-2-imidazolidinone as both solvent and ligand

Protected N-heterocyclic carbenes as latent pre-catalysts for the polymerization of ε-caprolactone

Single molecule diffusion and its heterogeneity during the bulk radical polymerization of styrene and methyl methacrylate

In situ stereocomplexing polymerization of methyl methacrylate by diastereospecific metallocene catalyst pairs

Polymerization of methyl methacrylate by latent pre-catalysts based on CO₂-protected N-heterocyclic carbenes

Similar Documents

Preparation of free-standing thermosensitive composite gel particles incorporating ionic liquids

Molecularly imprinted polymers prepared using a porogenic solvent of an ionic liquid and a macromolecular crowding agent and their application in purification of oleanic acid

No matter the order of monomer addition for the synthesis of well-defined block copolymers by sequential group transfer polymerization using N-heterocyclic carbenes as catalysts

Photo-induced copper-mediated polymerization of methyl acrylate in continuous flow reactors

Formation of long sub-chain hyperbranched poly(methyl methacrylate) based on inhibited self-cyclization of seesaw macromonomers

Photocatalyzed iron-based ATRP of methyl methacrylate using 1,3-dimethyl-2-imidazolidinone as both solvent and ligand

Protected N-heterocyclic carbenes as latent pre-catalysts for the polymerization of ε-caprolactone

Single molecule diffusion and its heterogeneity during the bulk radical polymerization of styrene and methyl methacrylate

In situ stereocomplexing polymerization of methyl methacrylate by diastereospecific metallocene catalyst pairs

Polymerization of methyl methacrylate by latent pre-catalysts based on CO2-protected N-heterocyclic carbenes

Polymerization of methyl methacrylate by latent pre-catalysts based on CO₂-protected N-heterocyclic carbenes