Polymerizations ofɛ-caprolactone and L,L-dilactide initiated with stannous octoate and stannous butoxide― a comparison

Duda, Andrzej; Penczek, Stanisław; Kowalski, Adam; Libiszowski, Jan

doi:10.1002/1521-3900(200003)153:1<41::aid-masy41>3.0.co;2-i

Cited by 120 publications

(106 citation statements)

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“…Poly(caprolactone) grafting inside the cell walls Poly(caprolactone) can be prepared by catalyzed ring-opening polymerization of ε-caprolactone, mainly using metal based catalysts ( poor metals such as aluminum and tin based catalysts, alkaline earth metals, transition metals, and rare earth metals), [27][28][29][30] but also enzymatic or organic catalytic systems. 31 The hydroxyl groups present in the reaction media act as coinitiators, and the polymerization proceeds through the activated stannous alkoxide species formed in situ.…”

Section: Resultsmentioning

confidence: 99%

Fully biodegradable modification of wood for improvement of dimensional stability and water absorption properties by poly(ε-caprolactone) grafting into the cell walls

et al. 2014

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Materials derived from renewable resources are highly desirable in view of more sustainable manufacturing. Among the available natural materials, wood is one of the key candidates, because of its excellent mechanical properties. However, wood and wood-based materials in engineering applications suffer from various restraints, such as dimensional instability upon humidity changes. Several wood modification treatments increase water repellence, but the insertion of hydrophobic polymers can result in a composite material which cannot be considered as renewable anymore. In this study, we report on the grafting of the fully biodegradable poly(ε-caprolactone) (PCL) inside the wood cell walls by Sn(Oct) 2 catalysed ring-opening polymerization (ROP). The presence of polyester chains within the wood cell wall structure is monitored by confocal Raman imaging and spectroscopy as well as scanning electron microscopy. Physical tests reveal that the modified wood is more hydrophobic due to the bulking of the cell wall structure with the polyester chains, which results in a novel fully biodegradable wood material with improved dimensional stability.

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Section: Resultsmentioning

confidence: 99%

Fully biodegradable modification of wood for improvement of dimensional stability and water absorption properties by poly(ε-caprolactone) grafting into the cell walls

et al. 2014

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“…CHOL-SnOct 2 catalytic system follows a similar reaction mechanism as alcohol-SnOct 2 system, probably [16][17][18][19][20]. It is well known that the efficiency of SnOct 2 increases when an alcohol is added as co-initiator.…”

Section: (Choc(o)o)mentioning

confidence: 97%

“…During the past 20 years, the mechanism of the ring-opening polymerization of cyclic esters using the SnOct 2 has been the subject of much debate in the literature. It must be used together with a nucleophilic compound (generally an alcohol) to initiate the reaction if a controlled synthesis of the polymer is to be obtained [16][17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Ring-opening polymerization of cyclic esters in the presence of choline/SnOct2 catalytic system

Sobczak

2011

Polym. Bull.

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Low-molecular weight poly(e-caprolactone), polylactides, and copolymers of e-caprolactone and lactide were synthesized by ring-opening polymerization of cyclic monomers with choline (CHOL) as a initiator and SnOct 2 as a catalyst. Polymerization was conducted in bulk (120-160°C) with high yield. Effects of temperature, reaction time, and CHOL dosage on the polymerization process were examined. Structure of products was characterized by means of MALDI-TOF, IR, and NMR.

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“…Many publications and patents deal with related syntheses in wide range of applications [1][2][3][4][5][6][7].…”

Section: Introductionmentioning

confidence: 99%

“…Many catalysts have been used for ring opening polymerization, the most widely used catalysts are tin compounds. Particularly important is tin (II) ethylhexanoate (SnOct 2 ) because of both its efficiency and possible use as a food additive [6,7,[16][17][18]. SnOct 2 like most other tin compounds possesses a high cytotoxicity against a broad variety of microorganisms and thus it is used as food stabilizer as well as antifouling additive in paints.…”

Section: Introductionmentioning

confidence: 99%

MgH2/PEG initiating system for ring opening polymerization of lactone and lactide

2010

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Dihydroxy-terminated poly(ethylene glycol) and MgH 2 form an efficient initiating system for the ring opening polymerization of ε-caprolactone and Llactide. Polycaprolactone-block-polyethylene glycol-block-polycaprolactone and polylactide-block-polyethylene glycol-block-polylactide were synthesized in bulk at 120 °C for 16 h under argon. MgH 2 provided a faster polymerization rate compared with other initiating systems based on non toxic metals used under vacuum. Molecular weight of copolymers varied according to the monomer / ethylene oxide units ratio. The developed procedure led to easy polymerization with better control of the design, molecular weight and polydispersity of the final material. Copolymers were characterized by SEC, DSC,

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Polymerizations ofɛ-caprolactone and L,L-dilactide initiated with stannous octoate and stannous butoxide― a comparison

Cited by 120 publications

References 0 publications

Fully biodegradable modification of wood for improvement of dimensional stability and water absorption properties by poly(ε-caprolactone) grafting into the cell walls

Fully biodegradable modification of wood for improvement of dimensional stability and water absorption properties by poly(ε-caprolactone) grafting into the cell walls

Ring-opening polymerization of cyclic esters in the presence of choline/SnOct2 catalytic system

MgH2/PEG initiating system for ring opening polymerization of lactone and lactide

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