Effect of Chain Unsaturation on the Self-Association of Tri- and Tetraethylene Glycol Octyl Ethers Obtained by Butadiene Telomerization
摘要:
2,7-Octadienyl ethers of tri- and tetraethylene glycol (C8:2E3 and C8:2E4) have been synthesized by the atom-economical butadiene telomerization of the corresponding poly(ethylene glycols). On one hand, this synthetic path is attractive because it is expeditious and environmentally benign, and on the other hand, it provides unconventional amphiphiles for which the lipophilic chains possess two double bonds. These two unsaturations increase the global hydrophilicity of the compound, which is also highlighted by the modelization of the compounds using the conductor-like screening model for real solvents (COSMO-RS). The behavior of C8:2E3 and C8:2E4 in binary amphiphile/water and ternary amphiphile/oil/water systems is therefore greatly modified compared to that of the conventional fully saturated homologues (C8E3 and C8E4) that are easily obtained after hydrogenation. This results in a lowered efficiency of the unsaturated compounds for oil solubilization. The usual Winsor-type microemulsion systems are formed, and for the same oil, the DLS investigation of the microstructure of the Winsor I microemulsion does not highlight any difference in the self-association between the unsaturated and saturated compounds.
Effect of Chain Unsaturation on the Self-Association of Tri- and Tetraethylene Glycol Octyl Ethers Obtained by Butadiene Telomerization
摘要:
2,7-Octadienyl ethers of tri- and tetraethylene glycol (C8:2E3 and C8:2E4) have been synthesized by the atom-economical butadiene telomerization of the corresponding poly(ethylene glycols). On one hand, this synthetic path is attractive because it is expeditious and environmentally benign, and on the other hand, it provides unconventional amphiphiles for which the lipophilic chains possess two double bonds. These two unsaturations increase the global hydrophilicity of the compound, which is also highlighted by the modelization of the compounds using the conductor-like screening model for real solvents (COSMO-RS). The behavior of C8:2E3 and C8:2E4 in binary amphiphile/water and ternary amphiphile/oil/water systems is therefore greatly modified compared to that of the conventional fully saturated homologues (C8E3 and C8E4) that are easily obtained after hydrogenation. This results in a lowered efficiency of the unsaturated compounds for oil solubilization. The usual Winsor-type microemulsion systems are formed, and for the same oil, the DLS investigation of the microstructure of the Winsor I microemulsion does not highlight any difference in the self-association between the unsaturated and saturated compounds.
[DE] BESCHICHTUNGSMITTEL MIT (METH)ACRYL-POLYMEREN UND KOALESZENZHILFSMITTELN<br/>[EN] COATING AGENT HAVING (METH)ACRYLIC POLYMERS AND COALESCENCE ADDITIVES<br/>[FR] PRODUIT DE REVÊTEMENT À BASE DE POLYMÈRE (MÉTH)ACRYLIQUE ET D'ADJUVANTS DE COALESCENCE
申请人:EVONIK ROEHM GMBH
公开号:WO2012038197A1
公开(公告)日:2012-03-29
Die vorliegende Erfindung betrifft ein wässriges Beschichtungsmittel umfassend mindestens eine Dispersion eines (Meth)acryl-Polymeren und mindestens ein Koaleszenzhilfsm ittel, wobei das (Meth)acryl-Polymer Einheiten umfasst, die von (Meth)acryl-Monomeren abgeleitet sind, die im Alkylrest mindestens eine Doppelbindung und 8 bis 40 Kohlenstoffatome aufweisen, und das Koaleszenshilfsmittel mindestens eine ethylenisch ungesättigte Doppelbindung und ein Molekulargewicht kleiner als 1000 g/mol aufweist