Cristina Marín Hernández

Valencia, June 2014

MODULATION OF FLUORO-CHROMOGENIC SENSING ABILITIES OF NEW IMIDAZO-ANTHRAQUINONE DERIVATIVES FOR THE ANIONS AND CATIONS RECOGNITION. Directors:

Ramón Martínez MáñezFélix Sancenón Galarza

INTRODUCCIÓN

ANTHRAQUINONES

Pigments Fibers Paper

Semiconductors

1. Introduction

Uses Properties

Antiviral

Antibacterial

Antiparasitic Insecticidal Fungicidal

Antimalarial Anticancer

Toxic

Mutagenic

Carcinogenic

Effects(high

concentration)

INTRODUCCIÓN

2. Experimental section and results

HN

N

O

O

2a

S

HN

N

O

O

2b

N

HN

N

O

O

2c

O

HN

N

O

O

2d

ANTHAQUINONES

2a 2b

2c 2d

INTRODUCCIÓN

2.1 Optical response to Anions

COLOUR CHANGES

N

CH3

O

S

2a

2b

2c

2d

Figure 1. 2a-d products + 10eq of anions.

2 F- Cl- Br- I- OCN- BzO- ClO4-AcO- HSO4

- H2PO4-

CN-

INTRODUCCIÓN

2.1 Optical response to Anions

Figure 2. UV–Vis titration of receptor 2b with fluoride.

400 500 600

0,00

0,05

0,10

0,15

0,20

0,25

0,00000 0,00003 0,00006 0,00009 0,00012 0,00015 0,00018

0,06

0,08

0,10

0,12

0,14

0,16

0,18

0,20

435 nm

Abs

orba

nce

[F-] (M)

490 nm

Abo

sorb

ance

Wavelenght (nm)

UV-VIS TITRATION

S

HN

N

O

O

2b2b

S

HN

N

O

O

2b

-

F-

H2F-

INTRODUCCIÓN

3. Conclusions

Anthraquinone derivatives show a modulation of their deprotonation and coordination process abilities as a function of the chemical group attached.

Distinctive chromo-fluorogenic behaviours in the presence of acetonitrile solutions are observed with anions.

The F-, which is a very basic anion, induce a deprotonation process, whereas the AcO- and H2PO4

-

display a poorer ability.

INTRODUCCIÓN

Thanks for your attention!