Synthesis of sterically hindered esters via titanium catalyzed transesterification

Krasik, Pavel

doi:10.1016/s0040-4039(98)00790-4

Cited by 50 publications

(15 citation statements)

References 7 publications

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“…This indicates that Ti-mediated transesterification is compatible with EHMA and amide-functionalized alcohols and products. 43,44 Given the model study, we examined the synthesis of EHMA/BTAMA gradient and random copolymers via concurrent tandem catalysis of LRP and in-situ transesterification. The target BTAMA content was set at around 10 mol% because 10 mol% BTAMA-functionalized random copolymers have been often utilized to investigate self-folding properties in aqueous and organic media.…”

Section: Synthesis Of Ehma/btama Gradient and Random Copolymers By Tamentioning

confidence: 99%

Self-Assembly of Hydrogen-Bonding Gradient Copolymers: Sequence Control via Tandem Living Radical Polymerization with Transesterification

Ogura

Artar²,

Palmans

et al. 2017

Macromolecules

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Section: Synthesis Of Ehma/btama Gradient and Random Copolymers By Tamentioning

confidence: 99%

Self-Assembly of Hydrogen-Bonding Gradient Copolymers: Sequence Control via Tandem Living Radical Polymerization with Transesterification

Ogura

Artar²,

Palmans

et al. 2017

Macromolecules

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“…However, there are only few reports on polyamidepolyester blends utilizing a catalyst [35][36][37][38][39] (and none on PLA-PA11) to enhance interchange reactions. Titanium alkoxides are widely reported as effective catalysts for interchange reactions [26,[40][41][42]. Accordingly, this study seeks to use Titanium(IV)isopropoxide (TIP) to compatibilize PLA with PA11.…”

Section: Introductionmentioning

confidence: 99%

Biorenewable blends of polyamide‐11 and polylactide

Patel

Ruehle

Dorgan

et al. 2013

Polymer Engineering & Sci

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Polyamide‐11(PA11) is melt blended with polylactide (PLA) using 0.00 to 0.10 wt% titanium isopropoxide catalyst to investigate potential compatibilizing reactions. Blend properties are characterized by differential scanning calorimetry (DSC), thermogravimetric analysis, dynamic mechanical thermal analysis, and tensile and impact testing. DSC shows two separate glass transition temperatures indicating only partial miscibility. Base etching to remove PLA domains followed by field emission scanning electron microscopy confirms the two phase nature of the blends. Storage and tensile moduli of the blends increase monotonically with increasing PLA content. Interchange reactions during reactive mixing were investigated by 13C‐NMR spectroscopy but the analysis shows little evidence of interchange reactions. This is true irrespective of catalyst level and mixing time over the temperature range from 185°C to 225°C. At the upper end of the temperature range investigated, significant degradation is observed. The combined results indicate that degradation reactions dominate over compatibilizing interchain transreactions. POLYM. ENG. SCI., 54:1523–1532, 2014. © 2013 Society of Plastics Engineers

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“…The copolymers were produced in 25.5 and 61.6% yield during the copolymerization of MH and MO with SO 2 (Table ). We further prepared the fluorene‐containing monomers, FH and FO, by the transesterification of MH and MO with 9‐fluorenol in the presence of the Ti(OEt) 4 catalyst (Scheme ). The fluorene‐containing monomers also provided the corresponding copolymers in a high yield, as shown in Table .…”

Section: Resultsmentioning

confidence: 99%

“…Synthesis of 9-Fluorenyl 3,5-Hexadienoate (FH) and 9-Fluorenyl 5,7-Octadienoate (FO) For the synthesis of FH, to 0.65 g of MH and 3.45 g of 9fluorenol in 25 mL of distilled toluene in a 100-mL flask equipped with a condenser, 0.11 g of Ti(OEt) 4 as the catalyst was added and refluxed for 40 h (Scheme 5). 18 After the toluene was removed under reduced pressure, the residue was purified by silica gel chromatography with hexane/ethyl acetate 5 10/1 in volume (R f 5 0.6). Pale yellow solid.…”

Section: Synthesis Of Methyl 57-octadienoate (Mo)mentioning

confidence: 99%

Molecular design of diene monomers containing an ester functional group for the synthesis of poly(diene sulfone)s by radical alternating copolymerization with sulfur dioxide

Matsumoto

Lee

Okamura

2015

J. Polym. Sci. Part A: Polym. Chem.

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Functional poly(diene sulfone)s are prepared by the radical alternating copolymerization of 1,3-diene monomers containing an ester substituent with sulfur dioxide. Methyl 3,5-hexadienoate (MH) and methyl 5,7-octadienoate (MO) with both an alkylene spacer and a terminal diene structure are suitable to produce a high-molecular-weight copolymer in a high yield, while the copolymerization of 5,7-nonadienoic acid, ethyl 2,4-pentadienoate, and ethyl 4-methyl-2,4-pentadienoate including either an alkylene spacer or a terminal diene structure lead to unsuccessful results. The 13 C NMR chemical shift values of MH and MO suggest a high electron density at their reacting a-carbon for exhibiting a high copolymerization reactivity. Fluorene-containing diene monomers, 9-fluorenyl 3,5-hexadienoate (FH) and 9-fluorenyl 5,7-octadienoate (FO), are also prepared and copolymerized with sulfur dioxide. The thermal and optical properties of the poly(diene sulfone)s containing the methyl and fluorenyl ester substituents in the side chain are investigated. V C 2015 Wiley Periodicals, Inc. J.

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Synthesis of sterically hindered esters via titanium catalyzed transesterification

Cited by 50 publications

References 7 publications

Self-Assembly of Hydrogen-Bonding Gradient Copolymers: Sequence Control via Tandem Living Radical Polymerization with Transesterification

Self-Assembly of Hydrogen-Bonding Gradient Copolymers: Sequence Control via Tandem Living Radical Polymerization with Transesterification

Biorenewable blends of polyamide‐11 and polylactide

Molecular design of diene monomers containing an ester functional group for the synthesis of poly(diene sulfone)s by radical alternating copolymerization with sulfur dioxide

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