Synthesis of versatile TIPNO-based alkoxyamines

Marx, Lucien; Eskandani, Zahra; Hémery, Patrick

doi:10.1016/j.reactfunctpolym.2009.02.004

Cited by 11 publications

(5 citation statements)

References 67 publications

(94 reference statements)

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“…Styrene (S, Aldrich, purity 99%) monomer was distilled under reduced pressure before use. TIPNO,27, 28 2,2,5‐trimethyl‐3‐(1‐(4′‐iodomethyl)phenylethoxy)‐4‐phenyl‐3‐azahexane 2 ,29 and 2,2,5‐trimethyl‐3‐(1′‐ p ‐aminomethylphenylethoxy)‐4‐phenyl‐3‐azahexane 3 28, 30 were synthesized according to literature procedures.…”

Section: Methodsmentioning

confidence: 99%

Weekly docetaxel, cisplatin, and 5‐fluorouracil as initial therapy for patients with advanced gastric and esophageal cancer

Overman

Kazmi

Jhamb

et al. 2010

Cancer

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Section: Methodsmentioning

confidence: 99%

Weekly docetaxel, cisplatin, and 5‐fluorouracil as initial therapy for patients with advanced gastric and esophageal cancer

Overman

Kazmi

Jhamb

et al. 2010

Cancer

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“…Marx et al synthesized different TIPNO‐based alkoxyamines and showed that polymerizing styrene with a styrenic alkoxyamine (structure (1) in Figure ) will result in branched PS at conversions higher than 30%. During polymerization of styrene with I‐TIPNO, at low‐to‐moderate conversion levels, the preference is the addition of styrene units to the growing radical, due to the abundance of styrene vinyl bonds.…”

Section: Resultsmentioning

confidence: 99%

Branched and Crosslinked Polymers Synthesized through NMRP: Quantitative Indicators for Network Homogeneity?

Scott

Nabifar

Penlidis

2014

Macromol. React. Eng.

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Characterization of branched and crosslinked polystyrene (PS) samples, synthesized via nitroxide‐mediated radical polymerization (NMRP) in the presence of a small amount of divinylbenzene (DVB), is presented. Results are compared with crosslinked PS samples synthesized through regular free radical polymerization (FRP). Characterization results of PS samples (before the gelation point) using size exclusion chromatography (SEC) and of crosslinked PS samples with thermo‐mechanical analysis are discussed. Both techniques are used in an attempt to quantify the homogeneity of the polymer network. Characterization via thermo‐mechanical analysis shows that no significant differences are detected between networks synthesized through NMRP and FRP. In fact, replicated results indicate that networks synthesized via NMRP might in fact be as heterogeneous as networks synthesized through FRP; this is not as expected!

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“…Styrene (S, Aldrich, purity 99%) monomer was distilled under reduced pressure before use. TIPNO, 27,28 2,2,5-trimethyl-3-(1-(4 0 -iodomethyl)phenylethoxy)-4-phenyl-3-azahexane 2, 29 and 2,2,5-trimethyl-3-(1 0 -p-aminomethylphenylethoxy)-4-phenyl-3-azahexane 3 28,30 were synthesized according to literature procedures.…”

Section: Methodsmentioning

confidence: 99%

Well‐defined polyoxazoline‐based alkoxyamines as efficient macroinitiators in nitroxide‐mediated radical polymerization of styrene

Marx

Volet

2011

J. Polym. Sci. A Polym. Chem.

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The synthesis of two well‐defined 2,2,5‐trimethyl‐4‐phenyl‐3‐azahexane‐3‐nitroxide‐terminated poly(2‐methyl‐2‐oxazoline) with narrow dispersity (Mw/Mn = 1.1) has been achieved for the first time. The insertion of the alkoxyamine end groups at one or both ends of poly(2‐methyl‐2‐oxazoline) (PMEOX) chains has been successfully done using a method based on “terminating reagent method.” These macroinitiators have molecular weights ranging from 6.3 × 103 to 9.4 × 103 g mol−1. In contrast, attempt to introduce the alkoxyamine group at one end of PMEOX chain through the “initiator method” has furnished a mixture of alkoxyamine‐graft polyoxazolines because of rearrangement of alkoxyamine occurring during the synthesis of PMEOX. The macroinitiators obtained by terminating reagent method have been used successfully for polymerization of styrene by nitroxide‐mediated radical polymerization (NMP), which exhibited all the expected features of a controlled system. The control of NMP has been proved by a good agreement between theoretical and experimental molecular weights and by narrow dispersity (Mw/Mn < 1.2). Different types of well‐defined multiblock copolymers have been prepared: diblock copolymers poly[(2‐methyl‐2‐oxazoline)‐b‐(styrene)] (PMEOX‐b‐PS) and, for the first time, triblock copolymers poly[(styrene)‐b‐(2‐methyl‐2‐oxazoline)‐b‐(styrene)] (PS‐b‐PMEOX‐b‐PS). © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011.

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Synthesis of versatile TIPNO-based alkoxyamines

Cited by 11 publications

References 67 publications

Weekly docetaxel, cisplatin, and 5‐fluorouracil as initial therapy for patients with advanced gastric and esophageal cancer

Weekly docetaxel, cisplatin, and 5‐fluorouracil as initial therapy for patients with advanced gastric and esophageal cancer

Branched and Crosslinked Polymers Synthesized through NMRP: Quantitative Indicators for Network Homogeneity?

Well‐defined polyoxazoline‐based alkoxyamines as efficient macroinitiators in nitroxide‐mediated radical polymerization of styrene

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