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Low cost bifunctional initiators for bidirectional living cationic polymerization of olefins. I. isobutylene
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Turgut Nugay Balazs L. Keszler Tejal Deodhar Nihan Nugay Joseph P. Kennedy 《Journal of polymer science. Part A, Polymer chemistry》2017,55(22):3716-3724
We describe the discovery of novel low cost bifunctional initiators 2,4,7,9‐tetramethyl‐tricyclo[6.2.0.036]deca‐1(8),2,6‐triene‐4,9‐diol (bBCB‐diOH) and 4,9‐dichloro,2,4,7,9‐tetramethyl‐tricyclo[6.2.0.036]deca‐1(8),2,6‐triene (bBCB‐diCl), for living cationic bidirectional polymerization of olefins, for example, isobutylene. bBCB‐diOH was quantitatively synthesized in one step by UV radiation of commercially available diacetyl durene (DAD) and bBCB‐diCl by hydrochlorination of bBCB‐diOH. These molecules, in conjunction with TiCl4 coinitiator, initiate the living polymerization of isobutylene. Livingness was demonstrated by linear conversion versus molecular weight (MW) plots and narrow MW distributions. Polymerizations are slower than those initiated by the universally used “hindered” bifunctional initiator 5‐tert‐butyl‐1,3‐bis(1‐chloro‐1‐methyl)benzene and are suitable for rate studies. Herein, we report the synthesis, by the use of bBCB‐diCl, of relatively low MW (M n < 3000 g mol?1) allyl‐telechelic polyisobutylene (PIB) used for the synthesis of PIB‐based polyurethanes and that of relatively high MW (M n > 30,000) living PIB telechelics for the synthesis of thermoplastic elastomers. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017 , 55 , 3716–3724 相似文献
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Sambasivarao Kotha Vittal Seema Kuldeep Singh Kodand Dinkar Deodhar 《Tetrahedron letters》2010,51(17):2301-421
Highly functionalized cage compounds have been prepared via cross-metathesis (CM) using Grubbs modified N-tolyl catalyst 7. A strategic utilization of photo-thermal metathesis and catalytic metathesis sequence for the synthesis of functionalized caged molecules has been demonstrated. 相似文献
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Estrogen induced proliferation of existing mutant cells is widely understood to be the major risk determining factor in the
development of breast cancer. Hence determination of the Estrogen Receptor[ER] status is of paramount importance. We have
carried out the synthesis and characterization of a novel NIR fluorescent dye conjugate aimed at measuring ER+ve status in-vivo.
The conjugate was synthesized by ester formation between 17-β estradiol and a cyanine dye namely: bis-1, 1-(4-sulfobutyl)
indotricarbocyanine-5-carboxylic acid, sodium salt. The replacement of the sodium ion in the ester by a larger glucosammonium
ion was found to enhance the hydrophilicity and reduce the toxic effect on cell lines. The excitation and emission peaks for
the dye were recorded as 750 and 788 nm respectively; ideal for non-invasive optical imaging owing to minimal tissue attenuation
and auto-fluorescence at these wavelengths. The dye (NIRDC1) has a significant drop in plasma-protein binding therefore leading to marked improvement in pharmacokinetic profile such
as dye evacuation in comparison to ICG. In addition the dye showed enhanced fluorescence quantum yield, molar extinction coefficient
and linearity in fluorescence relative to ICG. This dye can be potentially used as a target specific exogenous contrast agent
in molecular optical imaging for early detection of breast cancer. 相似文献
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Mandar Deodhar 《Tetrahedron》2007,63(24):5227-5235
Appropriately substituted flavenes undergo stereoselective rearrangement and dimerization when treated with methanolic hydrochloric acid to give benzopyranobenzopyrans. A rationale for the rearrangement is proposed. This synthetic methodology has been used for a high yield synthesis of the natural product dependensin. 相似文献
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Partially supported by NSF Grant DMS 8502310. 相似文献
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Soto-Cantu E Lokitz BS Hinestrosa JP Deodhar C Messman JM Ankner JF Kilbey SM 《Langmuir : the ACS journal of surfaces and colloids》2011,27(10):5986-5996
Functional soft interfaces are of interest for a variety of technologies. We describe three methods for preparing substrates with alkyne groups, which show versatility for "click" chemistry reactions. Two of the methods have the same root: formation of thin, covalently attached, reactive interfacial layers of poly(glycidyl methacrylate) (PGMA) via spin coating onto silicon wafers followed by reactive modification with either propargylamine or 5-hexynoic acid. The amine or the carboxylic acid moieties react with the epoxy groups of PGMA, creating interfacial polymer layers decorated with alkyne groups. The third method consists of using copolymers comprising glycidyl methacrylate and propargyl methacrylate (pGP). The pGP copolymers are spin coated and covalently attached on silicon wafers. For each method, we investigate the factors that control film thickness and content of alkyne groups using ellipsometry, and study the nanophase structure of the films using neutron reflectometry. Azide-terminated polymers of methacrylic acid and 2-vinyl-4,4-dimethylazlactone synthesized via reversible addition-fragmentation chain transfer polymerization were attached to the alkyne-modified substrates using "click" chemistry, and grafting densities in the range of 0.007-0.95 chains nm(-2) were attained. The maximum density of alkyne groups attained by functionalization of PGMA with propargylamine or 5-hexynoic acid was approximately 2 alkynes nm(-3). The alkyne content obtained by the three decorating approaches was sufficiently high that it was not the limiting factor for the click reaction of azide-capped polymers. 相似文献
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Vinay V. Deodhar 《代数通讯》2013,41(9):1889-1894