Cucurbituril for water treatment. Part II:

Kornmüller, Anja; Karcher, Silke; Jekel, Martin

doi:10.1016/s0043-1354(01)00039-2

Cited by 31 publications

(35 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Since then, the research groups of Buschmann [30,31,104,[156][157][158][159][160][161][162][163][164][165][166][167][168][169][170][171] and Karcher [172][173][174][175][176] have studied the ability of CB [6] to effectively remove heavy metals, chromates and dichromate, aromatic substances, acid dyes, direct dyes, and reactive dyes from textile waste streams, quantified the influence of key parameters such as pH, temperature, salts, and surfactants on the process, and studied methods for regeneration of the solid phase. Taketsuji and Tomioka found that Behrends polymer was more efficient in these applications than CB [6].…”

Section: Waste-stream Remediation Of the Textile Industrymentioning

confidence: 99%

The Cucurbit[n]uril Family

et al. 2005

View full text Add to dashboard Cite

In 1981, the macrocyclic methylene-bridged glycoluril hexamer (CB[6]) was dubbed "cucurbituril" by Mock and co-workers because of its resemblance to the most prominent member of the cucurbitaceae family of plants--the pumpkin. In the intervening years, the fundamental binding properties of CB[6]-high affinity, highly selective, and constrictive binding interactions--have been delineated by the pioneering work of the research groups of Mock, Kim, and Buschmann, and has led to their applications in waste-water remediation, as artificial enzymes, and as molecular switches. More recently, the cucurbit[n]uril family has grown to include homologues (CB[5]-CB[10]), derivatives, congeners, and analogues whose sizes span and exceed the range available with the alpha-, beta-, and gamma-cyclodextrins. Their shapes, solubility, and chemical functionality may now be tailored by synthetic chemistry to play a central role in molecular recognition, self-assembly, and nanotechnology. This Review focuses on the synthesis, recognition properties, and applications of these unique macrocycles.

show abstract

Section: Waste-stream Remediation Of the Textile Industrymentioning

confidence: 99%

The Cucurbit[n]uril Family

et al. 2005

View full text Add to dashboard Cite

show abstract

“…Possuem uma grande afinidade por metais alcalinos e alcalino-terrosos, assim como por em efluentes, por exemplo. Krasher e colaboradores assim como Taketsuji e seu grupo vêm estudando recentemente a remoção de corantes e metais perniciosos como íons cromato e dicromato, compostos aromáticos e corantes usuais da indústria têxtil [175][176][177][178][179] . Desenvolveram também um estudo sobre as condições ideais de tratamento, verificando a influência de parâmetros como pH, presença de tensoativos e temperatura, na extração destes compostos.…”

Section: Formação De Complexos Metálicos E Adutos Inorgânicosunclassified

Cucurbiturilas

Demets¹

2007

Quím. Nova

View full text Add to dashboard Cite

Recebido em 7/8/06; aceito em 9/11/06; publicado na web em 17/7/07 CUCURBITURILS. This review article describes the properties and the main applications of the glicol[n]urils. These compounds are cavitands made of n glycolurilic units arranged in circles, giving rise to extremely symmetric toroidal molecules. The cucurbit [n]urils create this way variable-sized hydrophobic cavities and the glycolurilic carbonyles delimit two portals on these cavities, slightly narrower than their internal radii. Their structure, physical and chemical properties favor the formation of inclusion compounds, and turn them into important building blocks for supramolecular chemistry and nanotechnology.Keywords: cucurbiturils; cucurbitands; inclusion compounds. INTRODUÇÃOAs cucurbiturilas foram sintetizadas pela primeira vez por Behrend e colaboradores 1 em 1905, como resultado da condensação da uréia e do glioxal, formando glicolurila e análogos poliméricos na presença de formaldeído. A tecnologia da época não permitiu uma caracterização inequívoca e a estrutura peculiar destes polímeros só foi elucidada pelo grupo de Mock, 80 anos mais tarde 2 . Pela primeira vez demonstrou-se que os cucurbitandos, outra designação desta família de compostos (abreviados também por CB[n]), eram estruturas cíclicas toroidais, compostas por 6 unidades de glicolurila, ligadas por grupos -CH 2 -em suas aminas de simetria D 6H (Figura 1).A nomenclatura oficial deste composto é complexa* e a sua forma de abóbora deu origem a seu nome, de cucurbita em latim (* segundo a IUPAC, o nome da cucurbit[6]urila ou CB[6] seria: dodecaidro-1H, 4H, 14H, 17H-2, 16:3, 15-dimetano-5H, 6H, 7H, 8H, 9H, 10H, 11H, 12H, 13H, 18H, 19H, 20H, 21H, 22H, 23H, 24H, 25H, 26H-2, 3-4a, 5a, 6a, 7a, 8a, 9a, 10a, 11a, 12a, 13a, 15, 16, 17a, 18a, 19a, 20a, 21a, 22a, 23a, 24a, 2 -3 -5a, 26a -tetracosaazabispentaleno[1''',6''':5'',6'',7'']cicloocta[1'', 2'', 3'':3', 4']pentaleno(1',6':5,6,7)cicloocta(1,2,3-gh:1',2',3'-g'h')cicloocta(1, 2, 3-cd:5, 6, 7-c'd')dipentaleno-1, 4, 6, 8, 10, 12, 14, 17, 19, 21, 23, 25-dodecona).Esta estrutura, além de ser simétrica, possui uma cavidade central hidrofóbica relativamente grande, que é capaz de acomodar espécies variadas para a formação de compostos de inclusão, também chamados de caviplexos, como o fazem outras famílias de cavitandos como as ciclodextrinas ou calixarenos. Na cucurbit[6]urila, existem 12 carbonilas orientadas para fora das cavidades, 6 de cada lado, formando assim dois portais para as cavidades, e conferindo à molé-cula um caráter básico de Lewis. Os métodos mais modernos de análise constataram que não eram formados apenas anéis de 6 membros nas sínteses de cucurbiturilas, mas que outros análogos cíclicos com 5 a 11 unidades glicolurílicas também eram formados durante as sínteses. Os recentes avanços em química orgânica sintética permitiram a elaboração de novas rotas, resultando em rendimentos diferenciados na produção destes homólogos. O maior controle sobre a distribuição dos produtos síntese tornou viável a síntese de CB [7] e ...

show abstract

“…Cucurbit[n]urils (CB[n], n＝5-10), a new family of supramoles comprising n glycoluril units, have typical hydrophobic cavities, which are accessible through two identical carbonyl-fringed portals. 5,6 Supramolecular chemistry of CB[n], including their host-guest chemistry and applications, has been studied extensively by Mock, 7 Kim 8 and others. [9][10][11] CB [6], as the most common cucurbituril, has been attracting much attention not only because of easy synthesis, highly symmetric structure, high chemical and thermal stability, but also because of the polar carbonyl groups at the portals and a hydrophobic cavity contributing to stable host-guest complexes with different guest molecules.…”

Section: Introductionmentioning

confidence: 99%

“…5,6 Supramolecular chemistry of CB[n], including their host-guest chemistry and applications, has been studied extensively by Mock, 7 Kim 8 and others. [9][10][11] CB [6], as the most common cucurbituril, has been attracting much attention not only because of easy synthesis, highly symmetric structure, high chemical and thermal stability, but also because of the polar carbonyl groups at the portals and a hydrophobic cavity contributing to stable host-guest complexes with different guest molecules. Cucurbit[n]urils are potentially as useful as crown ethers, cyclodextrins, and calixarenes in many applications, but their practical applications are still limited mainly due to the difficulty in introducing functional groups on their exterior and its poor solubility in common solvents.…”

Section: Introductionmentioning

confidence: 99%

“…

…”

mentioning

confidence: 99%

See 1 more Smart Citation

Studies on Chromatographic Properties of Perhydroxycucurbit[6]uril as a New Type of Gas Chromatographic Column Packing Material

Wang

Xiong-quan

et al. 2008

Chin. J. Chem.

View full text Add to dashboard Cite

Perhydroxycucurbit [6]uril {(HO) 12 CB[6]} has been used successfully as a stationary phase for packed column gas chromatography for the first time. Perhydroxycucurbit[6]uril stationary phase (PSP) exhibited wide operational temperature, outstanding thermostability and good selectivities to various organic compounds, such as alkanes, aromatic hydrocarbons, alcohols, esters, ketones, amines, etc. It was also found that some positional isomers, such as disubstituted benzenes could be well separated on this column. PSP has excel1ent separation abilities to some complicate samples, for example, commercial toilet water. Some mechanism of the new packing for GC-separation was preliminarily discussed. It was observed that the partial inclusion complexation of PSP with analytes could improve separation selectivity and column efficiency, instead of complete inclusion. Moreover, PSP exhibited low baseline shift even at dramatically programmed temperature for complicate samples covering a wide boiling point range so as to fast assay.

show abstract

Cucurbituril for water treatment. Part II:

Cited by 31 publications

References 7 publications

The Cucurbit[n]uril Family

The Cucurbit[n]uril Family

Cucurbiturilas

Studies on Chromatographic Properties of Perhydroxycucurbit[6]uril as a New Type of Gas Chromatographic Column Packing Material

Contact Info

Product

Resources

About