Improved Mechanistic Insights into Radical Sulfinyl Precursor MDMO-PPV Synthesis by Combining Microflow Technology and Computer Simulations

Autor:	Thomas Junkers, Dirk Vanderzande, Dagmar R. D'hooge, Guy Marin, Marie-Françoise Reyniers, Neomy Zaquen, Laurence Lutsen, Joke Vandenbergh, Paul Van Steenberge
Rok vydání:	2015
Předmět:	Quenching (fluorescence) Polymers and Plastics Chemistry Organic Chemistry Leaving group Poly(p-phenylene vinylene) Photochemistry Inorganic Chemistry Elimination reaction chemistry.chemical_compound Polymerization Materials Chemistry Kinetic Monte Carlo Microreactor Chain reaction
Zdroj:	Macromolecules. 48:8294-8306
ISSN:	1520-5835 0024-9297
Popis:	A kinetic model using Predici is developed and applied to obtain an improved mechanistic understanding of the radical sulfinyl precursor polymerization route for poly(2-methoxy-5-(3′-7′-dimethyloctyloxy-4-((octylsulfinyl)methyl))-1,4-phenylenevinylene) (MDMO-PPV) synthesis. In this route, the premonomer—1-(chloromethyl)-5-((3,7-dimethyloctyl)oxy)-2-methoxy-4-((octylsulfinyl)methyl) benzene (MDMO)—is subjected to a base-induced elimination reaction using NatBuO as base and s-BuOH as solvent. Microreactors are used to ensure rapid mixing of reaction components and sharp quenching at precisely determined time points. Systematic kinetic data that follows the very fast precursor polymerizations with reaction time have in this way become available for the first time. Via the applied kinetic model, the presence of a chain transfer reaction is unambiguously confirmed and kinetic rate coefficients have been deduced, which fall within the typical expectations of radical chain reactions. Two models were further comp...
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::165577846a3f1b5f7e98f11fea64fc05 https://doi.org/10.1021/acs.macromol.5b01884 Zobrazit plný text záznamu