Polymerization of lactams, 95 Preparation of polyesteramides by the anionic polymerization of ε-caprolactam in the presence of poly(ε-caprolactone)

Bernášková, Alice; Chromcová, Daniela; Brožek, Jiřı́; Roda, Jan

doi:10.1016/j.polymer.2004.01.034

Cited by 55 publications

(19 citation statements)

References 9 publications

(10 reference statements)

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“…Grignard reagents are particularly known to be used in the polymerization of e-Caprolactam (CL). Obtained from the deprotonation of CL by an alkyl magnesium bromide, e-caprolactamate of magnesium bromide constitutes part of a fast catalytic system for the synthesis of polyamide 6 by ''reaction injection molding'' [39]. Recently, ethyl magnesium bromide was used as an anionic initiator for the controlled polymerization of e-caprolactone [40].…”

Section: Introductionmentioning

confidence: 99%

Grignard-based anionic ring-opening polymerization of propylene oxide activated by triisobutylaluminum

Roos

Carlotti

2015

European Polymer Journal

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Section: Introductionmentioning

confidence: 99%

Grignard-based anionic ring-opening polymerization of propylene oxide activated by triisobutylaluminum

Roos

Carlotti

2015

European Polymer Journal

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“…e-Caprolactam magnesium bromide (CLMgBr) in a combination with N-acyllactam activators represents another very active in the ROP of e-caprolactam initiating system [6,[8][9][10][21][22][23][24]. Due to the fast reaction rate (equilibrium content of polymer [17] is achieved for 5-10 min [25] and even in less than 5 min under optimized polymerization conditions [26]), this initiator was successfully used in the reaction injection molding technology to produce block copolymers of e-caprolactam with polyethers [25].…”

Section: Introductionmentioning

confidence: 99%

Activated anionic ring-opening polymerization of ε-caprolactam with magnesium di(ε-caprolactamate) as initiator: effect of magnesium halides

et al. 2011

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The activated anionic ring-opening polymerization of e-caprolactam initiated by 0.35 mol% of combined initiator, i.e., equimolar mixture of magnesium di(e-caprolactamate) (CL 2 Mg) with magnesium halides (MgCl 2 , MgBr 2 , and MgI 2 ) as well as of e-caprolactam magnesium bromide (CLMgBr) in the presence of 0.35 mol% of N-acetyl-e-caprolactam as an activator has been investigated in the temperature range 140-200°C. It was found that the reaction rate increased while the apparent activation energy decreased in the following series: CL 2 Mg/ MgCl 2 \ CL 2 Mg/MgBr 2 * CLMgBr \ CL 2 Mg/MgI 2 . In addition, the poly(ecaprolactam)s prepared with CL 2 Mg/MgX 2 (MgX 2 = MgCl 2 , MgBr 2 , and MgI 2 ) are characterized by slightly higher thermal stability than polymers obtained with CLMgBr as initiator. These observations were explained in terms of the coordination of Lewis acids (MgX 2 , where X = Cl, Br, and I) with imide carbonyl of N-acyllactam end groups leading to the increase of their reactivity and stability.

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“…It is known that aliphatic polyesters like PCLo are characterized by rather weak thermo-mechanical performances in comparison with their polyamide analogs. [25,26] For instance, Table 5 (entries 1 and 2) confirms the sharp difference in thermal and mechanical properties of representative samples of industrially available PCLa and PCLo where T g is the glass transition temperature and T m , the melting temperature as determined by differential scanning calorimetry (DSC) while the elastic modulus (E 0 ) was recorded at 25 8C by dynamic mechanical analysis (DMA).…”

Section: Synthesis Of Higher Molecular Polyether/ Polyesteramide Blocmentioning

confidence: 68%

“…[26] First, the aminolytic homopolymerizations of CLa and CLo in the presence of H 3 PO 2 and Jeffamine M1000 were performed in glass reactors equipped with a condenser, a three-way stopcock and a rubber septum in order to work under inert atmosphere. A heating mantle in connection with a temperature regulator and an anchor-like mechanNovel Polyesteramide-Based Diblock Copolymers: Synthesis by .…”

Section: Synthesis Of Higher Molecular Polyether/ Polyesteramide Blocmentioning

confidence: 99%

Novel Polyesteramide‐Based Diblock Copolymers: Synthesis by Ring‐Opening Copolymerization and Characterization

Deshayes

Delcourt

Verbruggen

et al. 2009

Macro Chemistry & Physics

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Block copolymers based on a polyesteramide sequence and a polyether block were synthesized in bulk at 250 °C by ring‐opening copolymerization (ROP) of ε‐caprolactone (CLo) and ε‐caprolactam (CLa) as initiated by Jeffamine® M1000, i.e., ω‐NH2 copoly[(ethylene oxide)‐co‐(propylene oxide)] copolymer [P(EO‐co‐PO)‐NH2]. For an initial molar ratio of [CLa]0/[CLo]0 = 1, the copolymerization allowed for the formation of a diblock copolymer with a statistical polyesteramide sequence, as evidenced by 13C NMR. Investigation of the ROP mechanism highlighted that CLo was first polymerized, leading to the formation of a diblock copolymer P(EO‐co‐PO)‐b‐PCLo‐OH, followed by CLa hydrolysis to aminocaproic acid that inserted into the ester bonds of PCLo via aminolysis and subsequent condensation reactions. The outcome is the selective formation of P(EO‐co‐PO)‐b‐P(CLa‐co‐CLo)‐OH diblock copolymers where the composition and length of the polyesteramide sequence can be fine‐tuned by the [CLa]0/[CLo]0 and ([CLa]0 + [CLo]0)/[P(EO‐co‐PO)‐NH2]0 initial molar ratios.

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Polymerization of lactams, 95 Preparation of polyesteramides by the anionic polymerization of ε-caprolactam in the presence of poly(ε-caprolactone)

Cited by 55 publications

References 9 publications

Grignard-based anionic ring-opening polymerization of propylene oxide activated by triisobutylaluminum

Grignard-based anionic ring-opening polymerization of propylene oxide activated by triisobutylaluminum

Activated anionic ring-opening polymerization of ε-caprolactam with magnesium di(ε-caprolactamate) as initiator: effect of magnesium halides

Novel Polyesteramide‐Based Diblock Copolymers: Synthesis by Ring‐Opening Copolymerization and Characterization

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