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Studies on templated synthetic molec...

University of South Carolina.

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Studies on templated synthetic molecular receptors: Molecularly imprinted polymers and chiral atropisomers.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Studies on templated synthetic molecular receptors: Molecularly imprinted polymers and chiral atropisomers./
Author:	Wu, Xiangyang.
Description:	193 p.
Notes:	Source: Dissertation Abstracts International, Volume: 69-07, Section: B, page: 4147.
Contained By:	Dissertation Abstracts International69-07B.
Subject:	Chemistry, Analytical. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3321450
ISBN:	9780549712992

Studies on templated synthetic molecular receptors: Molecularly imprinted polymers and chiral atropisomers.
Wu, Xiangyang.

Studies on templated synthetic molecular receptors: Molecularly imprinted polymers and chiral atropisomers. - 193 p.

Source: Dissertation Abstracts International, Volume: 69-07, Section: B, page: 4147.

Thesis (Ph.D.)--University of South Carolina, 2008.

A common synthetic strategy utilized by nature is the use of templates to guide and enhance synthetic efficiency. There are two general types of templated synthesis: bond forming templated synthesis and conformational templated process. The first is to guide and enhance the rate of a bond forming reaction. The second is to guide the formation of a specific conformation. In this dissertation, both types of templated synthetic molecular receptors, molecularly imprinted polymers (MIPs) and chiral atropisomers, were explored.

ISBN: 9780549712992Subjects--Topical Terms:

586156
Chemistry, Analytical.

Studies on templated synthetic molecular receptors: Molecularly imprinted polymers and chiral atropisomers.
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020 $a 9780549712992
035 $a (UMI)AAI3321450
035 $a AAI3321450
040 $a UMI $c UMI
100 1 $a Wu, Xiangyang. $3 1036024
245 1 0 $a Studies on templated synthetic molecular receptors: Molecularly imprinted polymers and chiral atropisomers.
300 $a 193 p.
500 $a Source: Dissertation Abstracts International, Volume: 69-07, Section: B, page: 4147.
502 $a Thesis (Ph.D.)--University of South Carolina, 2008.
520 $a A common synthetic strategy utilized by nature is the use of templates to guide and enhance synthetic efficiency. There are two general types of templated synthesis: bond forming templated synthesis and conformational templated process. The first is to guide and enhance the rate of a bond forming reaction. The second is to guide the formation of a specific conformation. In this dissertation, both types of templated synthetic molecular receptors, molecularly imprinted polymers (MIPs) and chiral atropisomers, were explored.
520 $a MIPs are highly crosslinked polymers formed in the presence of a template molecule that retain affinity and selectivity for the template. The lack of fundamental understanding, low capacities and poor selectivities, and narrow application areas limit the further development of MIPs. A stochastic computer model was developed to simulate the formation and binding properties of MIPs. The simulation model was able to accurately replicate the experimentally measured trends for MIPs. These simulated data were also useful in the rational design of MIPs. Multi-Langmuir models were employed to generate binding isotherms from the simulated distributions to study the binding properties of MIPs, which can aid in understanding the binding properties of MIPs and the origins of their heterogeneities. The simulation model was also applied in the optimization of imprinting variables and in the prediction of the binding behavior of the MIPs with high binding constants.
520 $a In order to improve their binding affinities and selectivities, MIPs were prepared using a multifunctional monomer. These MIPs were compared to the MIPs prepared with a monofunctional monomer with respect to their affinities, selectivities, and imprinting efficiencies for organophosphates. MIPs prepared with the triurea monomer displayed higher binding affinities and selectivities for the diphenyl phosphate anion than MIPs prepared with the monourea monomer. The multifunctional monomer increased not only the affinities of the MIPs but also enhanced their imprinting effects.
520 $a The applications of MIPs in other areas were explored. An MIP was prepared with a [2+2] photodimer product as the template molecule and used as a catalyst in the [2+2] photodimerization. The MIP had enhanced binding capacity for the olefin molecules, and catalyzed the solid-state [2+2] photodimerization by enforcing topochemical alignment of olefins in the cavities. A novel fiber-optic fluorescence sensor using a dye displacement strategy for the detection of beta-adrenergic drugs in aqueous media was developed. The fiber-optic sensor showed a selective response to the analytes with structural similarities to the dye molecule with good stability and durability.
520 $a The other type of templated synthetic molecular receptor, chiral atropisomers, were synthesized and characterized. The dynamic recognition properties and chiral memories of two chiral atropisomeric receptors were characterized using chiral HPLC. The chiral urea atropisomer had a high rotational barrier (31.72 kcal/mol) and only one recognition group, which resulted in poor asymmetric induction when heated with chiral template molecules. In contrast, the diacid atropisomer had a lower rotational barrier (&sim;28 kcal/mol) and two recognition groups. These characteristics allowed it to display low to moderate asymmetric induction when heated with chiral template molecules.
590 $a School code: 0202.
650 4 $a Chemistry, Analytical. $3 586156
690 $a 0486
710 2 $a University of South Carolina. $3 1017477
773 0 $t Dissertation Abstracts International $g 69-07B.
790 $a 0202
791 $a Ph.D.
792 $a 2008
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3321450