Terpolymers from Lactide and Bisphenol A Derivatives:  Introducing Renewable Resource Monomers into Commodity Thermoplastics

Abayasinghe, Nilmini K.; Smith, Dennis W.

doi:10.1021/ma0351423

Cited by 10 publications

(14 citation statements)

References 6 publications

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“…300‐g batch) terpolymerization of LA, 6F‐Bis‐A, and DGEBA (TP) was carried out as shown in Scheme . Catalyst complexes of 18C6/KCl have been used for the polymerization of epoxides and esters 6, 10, 11. The effect of feed ratio and solvent on the terpolymerization is discussed in detail by Abayasinghe and Smith 6.…”

Section: Resultsmentioning

confidence: 99%

“…The widespread use of PLA is currently limited because of its unfortunate glass transition temperature range (50–60°C) compared with competing plastics such as polystyrene (ca. 100°C) 5, 6…”

Section: Introductionmentioning

confidence: 99%

“…Enhancement of properties by the use of novel catalysts and modifications by blending, plasticization, and copolymerization with other polymers and/or compounds have recently been reported 5, 7–9. Earlier, we reported a terpolymer (TP) based on lactide (LA) and bisphenol A derivatives, which exhibited glass transition temperatures about 80°C 6. Here, a scaled‐up synthesis of polymer produced from LA, 4,4′‐hexafluoroisopropylidenediphenol (6F‐Bis‐A), and the diglycidyl ether of bisphenol A (DGEBA), its characterization, and utilization in PLA blends are reported.…”

Section: Introductionmentioning

confidence: 99%

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Terpolymers from lactide and bisphenol a derivatives: Scale‐up, properties, and blends

Singh¹,

Naskar²,

Barden³

et al. 2011

J of Applied Polymer Sci

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Terpolymerization of L-lactide (LA) and bisphenol A derivatives was performed on few hundred gram scale, and the resultant terpolymer (TP) was characterized by gel permeation chromatography, infrared spectroscopy (FTIR), differential scanning calorimetry (DSC), dynamic mechanical analysis (DMA), and thermogravimetric analysis. Moderate molecular weight (M n $ 12 kg/ mol) TP was achieved with glass transition temperatures about 100 C (DSC and DMA). The TP exhibited improved thermal stability compared with polylactide (PLA), with a thermal degradation temperature of about 80 C higher than PLA. Although the TP exhibited distinctly different surface morphology compared with that of PLA, both showed similar contact angle and surface energy (ca. 40 mN/m) properties. Blends of PLA and TP showed enhanced glass transition ($ 5 C change in T g ) temperatures compared with PLA homopolymer. This is due to the compatibility of PLA and TP. Thus, TP could be used as an additive for PLA-based blends to enhance compatibility with phenolic-based resins. TP electrospun fiber morphology is also reported.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Terpolymers from lactide and bisphenol a derivatives: Scale‐up, properties, and blends

Singh¹,

Naskar²,

Barden³

et al. 2011

J of Applied Polymer Sci

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“…Ethylene oxide and lactide have been copolymerized in a single step performed at 60°C in toluene using various dual catalyst systems, including Sn(Oct) 2 and Al(R) 3 where R is either isobutyl or ethyl. 51 Additionally, terpolymers were formed in single-step polymerizations involving lactide, 4,4′-hexafluoroisopropylidenephenol (6F-Bis-A), and the diglycidyl ether of bisphenol A (DGEBA) at 110°C in various solvents, 52 using a complex of KCl/18-crown-6 as catalyst. Results of this study varied widely under different conditions, and high MW polymer was obtained only when the molar feed ratio was 1:1: 1.…”

Section: Resultsmentioning

confidence: 99%

Linear and Branched Architectures from the Polymerization of Lactide with Glycidol

et al. 2007

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Samples of polylactide (PLA) were synthesized by initiating lactide ring opening with glycidol using Sn(Oct) 2 catalyst. Under low-temperature solution polymerization conditions, epoxide ring opening is precluded, leading to predominately linear epoxide capped PLA. With high-temperature bulk polymerization, simultaneous lactide and epoxide ring opening leads to hyperbranched polyesters characterized by linear PLA segments separating glycerol branch points. Molecular weights and extent of branching were determined by gel permeation chromatography (GPC), and the presence of branching was confirmed by solution viscosity measurements and g′ calculations. Solution polymerizations yielded linear samples with controlled number-average molecular weights in the range 4800-19 200 g/mol. Number-average molecular weights of branched samples from bulk polymerization ranged from 19 800 to 100 800 g/mol. The branched samples exhibited relatively low polydispersity indices (PDI) in the range 1.48-2.00. Glass transition temperatures of branched samples were determined by differential scanning calorimetry and were found to be lower compared with literature values for linear PLA of similar molecular weight.

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“…In addition, the bands at 2160 and 1414 cm À1 disappeared, which indicated the hydrosilylation between PDMS. 6,[24][25][26][27][28][29] The TEM micrographs of the IPN samples were depicted in Figure 3. Figure 3(a,a') were for neat DGEBA and c-silica, respectively, the weight ratios of DGEBA/m-silica/PDMS for the samples (b), (c), (d), and (e) were 95/1/5, 85/3/15, 75/5/25, and 65/ 7/35, respectively.…”

Section: Resultsmentioning

confidence: 99%

A novel approach to interpenetrating networks of epoxy resin and polydimethylsiloxane

Lou¹,

Zhang²,

Du³

et al. 2007

J of Applied Polymer Sci

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A novel methodology for preparing interpenetrating polymer networks (IPNs) between an epoxy resin, diglycidylether of bisphenol A (DGEBA) and polydimethylsiloxane (PDMS) was proposed. The vinyl-terminated PDMS (vinyl-PDMS) was partially crosslinked with hydrogen-containing PDMS (H-PDMS) and was mixed with DGEBA, modified silica (m-silica), and a methyl tetrahydrophtalic anhydride (MTHPA) curing agent. Subsequently, the curing reactions of the DGEBA/m-silica and PDMS were allowed to occur separately and simultaneously leading to an IPN. The m-silica played a double-fold role: Cocuring with DGEBA and H-bonding with the oxygen atoms on the PDMS segments, and thus acted as a compatibilizer between DGEBA and PDMS and promoted the generation of the IPN structure. The resulted partially miscible structure was characterized through the dispersion of silica particles and the glass transition behavior of the samples. The mechanical properties of the IPNs were also investigated.

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Terpolymers from Lactide and Bisphenol A Derivatives: Introducing Renewable Resource Monomers into Commodity Thermoplastics

Cited by 10 publications

References 6 publications

Terpolymers from lactide and bisphenol a derivatives: Scale‐up, properties, and blends

Terpolymers from lactide and bisphenol a derivatives: Scale‐up, properties, and blends

Linear and Branched Architectures from the Polymerization of Lactide with Glycidol

A novel approach to interpenetrating networks of epoxy resin and polydimethylsiloxane

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