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1.
Macromol Rapid Commun ; 37(17): 1421-6, 2016 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-27348088

RESUMO

Amino-acid-based chiral surfactants with polymerizable moieties are synthesized, and a versatile approach to prepare particles thereof with a chiral surface functionality is presented. As an example of an application, the synthesized particles are tested for their ability as nucleating agents in the enantioselective crystallization of amino acid conglomerate systems, taking rac-asparagine as a model system. Particles resulting from chiral surfactants with different tail groups are compared and the results demonstrate that only the chiral nanoparticles made of the polymerizable surfactant are able to act efficiently as nucleation agent in enantioselective crystallization.


Assuntos
Aminoácidos/química , Nanopartículas/química , Polimerização , Tensoativos/síntese química , Estrutura Molecular , Polímeros/síntese química , Polímeros/química , Estereoisomerismo , Tensoativos/química
2.
Chirality ; 27(9): 613-8, 2015 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-26094606

RESUMO

Chiral polymeric nanoparticles are of prime importance, mainly due to their enantioselective potential, for many applications such as catalysis and chiral separation in chromatography. In this article we report on the preparation of chiral polymeric nanoparticles by miniemulsion polymerization. In addition, we describe the use of isothermal titration calorimetry (ITC) to measure the chiral interactions and the energetics of the adsorption of enantiomers from aqueous solutions onto chiral polymeric nanoparticles. The characterization of chirality in nano-systems is a very challenging task; here, we demonstrate that ITC can be used to accurately determine the thermodynamic parameters associated with the chiral interactions of nanoparticles. The use of ITC to measure the energetics of chiral interactions and recognition at the surfaces of chiral nanoparticles can be applied to other nanoscale chiral systems and can provide further insight into the chiral discrimination processes of nanomaterials.


Assuntos
Calorimetria , Nanopartículas/química , Polímeros/química , Temperatura Alta , Tamanho da Partícula , Estereoisomerismo
3.
Adv Mater ; 27(17): 2728-32, 2015 May 06.
Artigo em Inglês | MEDLINE | ID: mdl-25809528

RESUMO

Chiral polymer nanoparticles based on amino acids are prepared by miniemulsion polymerization and are demonstrated to serve as nucleating agents for the enantioselective crystallization of racemic mixtures of amino acids. The synthesized chiral nanoparticles are suited for the development of enantioselective processes and also contribute to a better understanding of chiral recognition on polymer surfaces.


Assuntos
Aminoácidos/química , Nanopartículas/química , Dicroísmo Circular , Cristalização , Nanopartículas/ultraestrutura , Polímeros/química , Estereoisomerismo
4.
Beilstein J Nanotechnol ; 5: 2129-38, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-25551041

RESUMO

Biopolymers and biopolymer colloids can act as controlling agents and templates not only in many processes in nature, but also in a wide range of synthetic approaches. Inorganic materials can be either synthesized ex situ and later incorporated into a biopolymer structuring matrix or grown in situ in the presence of biopolymers. In this review, we focus mainly on the latter case and distinguish between the following possibilities: (i) biopolymers as controlling agents of nucleation and growth of inorganic materials; (ii) biopolymers as supports, either as molecular supports or as carrier particles acting as cores of core-shell structures; and (iii) so-called "soft templates", which include on one hand stabilized droplets, micelles, and vesicles, and on the other hand continuous scaffolds generated by gelling biopolymers.

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