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Title: TMPMg n Bu(L), where L = THF, 2-MeTHF, pyridine and dimethylaminopyridine and TMP = 1,5,9-trimesityldipyrromethene: Reaction with lactide and ε -caprolactone

Authors:
ORCiD logo; ; ; ; ;
Publication Date:
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1415316
Resource Type:
Journal Article: Publisher's Accepted Manuscript
Journal Name:
Journal of Organometallic Chemistry
Additional Journal Information:
Journal Volume: 842; Journal Issue: C; Related Information: CHORUS Timestamp: 2018-01-02 08:39:56; Journal ID: ISSN 0022-328X
Publisher:
Elsevier
Country of Publication:
Netherlands
Language:
English

Citation Formats

Balasanthiran, Vagulejan, Chisholm, Malcolm H., Choojun, Kittisak, Durr, Christopher B., Jing, Stanley, and Wambua, Pasco M. TMPMg n Bu(L), where L = THF, 2-MeTHF, pyridine and dimethylaminopyridine and TMP = 1,5,9-trimesityldipyrromethene: Reaction with lactide and ε -caprolactone. Netherlands: N. p., 2017. Web. doi:10.1016/j.jorganchem.2017.05.016.
Balasanthiran, Vagulejan, Chisholm, Malcolm H., Choojun, Kittisak, Durr, Christopher B., Jing, Stanley, & Wambua, Pasco M. TMPMg n Bu(L), where L = THF, 2-MeTHF, pyridine and dimethylaminopyridine and TMP = 1,5,9-trimesityldipyrromethene: Reaction with lactide and ε -caprolactone. Netherlands. doi:10.1016/j.jorganchem.2017.05.016.
Balasanthiran, Vagulejan, Chisholm, Malcolm H., Choojun, Kittisak, Durr, Christopher B., Jing, Stanley, and Wambua, Pasco M. 2017. "TMPMg n Bu(L), where L = THF, 2-MeTHF, pyridine and dimethylaminopyridine and TMP = 1,5,9-trimesityldipyrromethene: Reaction with lactide and ε -caprolactone". Netherlands. doi:10.1016/j.jorganchem.2017.05.016.
@article{osti_1415316,
title = {TMPMg n Bu(L), where L = THF, 2-MeTHF, pyridine and dimethylaminopyridine and TMP = 1,5,9-trimesityldipyrromethene: Reaction with lactide and ε -caprolactone},
author = {Balasanthiran, Vagulejan and Chisholm, Malcolm H. and Choojun, Kittisak and Durr, Christopher B. and Jing, Stanley and Wambua, Pasco M.},
abstractNote = {},
doi = {10.1016/j.jorganchem.2017.05.016},
journal = {Journal of Organometallic Chemistry},
number = C,
volume = 842,
place = {Netherlands},
year = 2017,
month = 8
}

Journal Article:
Free Publicly Available Full Text
This content will become publicly available on May 13, 2018
Publisher's Accepted Manuscript

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  • Batch ring opening transesterification copolymerization of ε-caprolactone and ε-decalactone was used to generate statistical copolymers over a wide range of compositions and molar masses. Reactivity ratios determined for this monomer pair, r CL = 5.9 and r DL = 0.03, reveal ε-caprolactone is added preferentially regardless of the propagating chain end. Relative to poly(ε-caprolactone) the crystallinity and melting point of these statistical copolymers were depressed by the addition of ε-decalactone; copolymers containing greater than 31 mol% (46 wt%) ε-decalactone were amorphous. Poly(lactide)-block-poly(ε-caprolactone-co-ε-decalactone)-block-poly(lactide) triblock polymers were also prepared and used to explore the influence of midblock composition on the temperature dependentmore » Flory-Huggins interaction parameter (χ). In addition, uniaxial extension tests were used to determine the effects of midblock composition, poly(lactide) content, and molar mass on the mechanical properties of these new elastomeric triblocks.« less
  • The aim of this study was to prepare sunitinib-loaded biodegradable films using poly(L-lactide-co-ε-caprolactone) (PLCL) for anti-tumor drug delivery. Sunitinib-loaded PLCL film has a rough surface, while empty film has a smooth surface. PLCL film loaded with 5% (w/w) sunitinib showed an absence of a crystalline peak of sunitinib, while sharp peaks were observed at 10% (w/w) loading, indicating that sunitinib was molecularly distributed in the polymer matrix at 5% (w/w). A drug release study revealed an initial burst during the first 2 h, followed by continuous release until 24 h. Since weight loss of film was <10% for 1 week,more » drug release mechanism was dominantly dependent on the diffusion-mediated release of drugs to the medium. Sunitinib has a dose-dependent anti-proliferation effect against HuCC-T1 human cholangiocarcinoma cells in vitro. These results indicate that sunitinib-loaded PLCL film is a appropriate candidate as a vehicle for anti-tumor drug delivery.« less
  • A standard set of conditions for the study of the aquathermolysis of carbo- and heterocyclic compounds are defined. Pyridine and 3-methylpyridine are stable at 250{degree}C, but pyridine-3-carboxylic acid, pyridine-3-carboxaldehyde, and 3-pyridylmethanol all undergo cleavage to form pyridine with the release of CO{sub 2}, HCO{sub 2}H, and HCHO, respectively. These 3-substituted pyridines also all undergo reduction by HCO{sub 2}H and/or HCHO to give finally 3-methylpyridine. 3-Pyridylmethanol disproportionates to the aldehyde and 3-methylpyridine, and the aldehyde and methanol subsequently undergo an aldol-type condensation to afford bis(3-pyridyl)methane and 1,2-(bis-3-pyridyl)ethane after further transformations. The aqueous geochemical implications of this chemistry to maturation of sourcemore » rock kerogens are discussed.« less