Paper and nylon based optical tongues with poly(p-phenyleneethynylene)-fluorophores efficiently discriminate nitroarene-based explosives and pollutants.

Discrimination of nitroarenes with hydrophobic dyes in a polar (HO) environment is difficult but possible via a lab-on-chip, with polymeric dyes immobilized on paper or nylon membranes. Here arrays of 12 hydrophobic poly(p-phenyleneethynylene)s (PPEs), are assembled into a chemical tongue to detect/discriminate nitroarenes in water. The changes in fluorescence image of the PPEs when interacting with solutions of the nitroarenes were recorded and converted into color difference maps, followed by cluster analysis methods.

A poly(arylene ethynylene)-based microfluidic fluorescence sensor array for discrimination of polycyclic aromatic hydrocarbons.

Polycyclic aromatic hydrocarbons (PAHs) are persistent contaminants in the environment. Several of them have carcinogenic properties. There is considerable interest in their sensitive low-cost detection and monitoring.

Sensor Array Based Determination of Edman Degradated Amino Acids Using Poly(p-phenyleneethynylene)s.

A cross-reactive optical sensor array based on poly(p-phenyleneethynylene)s (PPEs) determines Edman degraded amino acids. We report a sensor array composed of three anionic PPEs P1-P3, and their electrostatic complexes with metal ions (Fe , Cu , Co ). We recorded distinct fluorescence intensity response patterns as "fingerprints" of this chemical tongue toward standard phenylthiohydantoin (PTH) amino acids-degradation products of the Edman process.

Simple and robust polymer-based sensor for rapid cancer detection using serum.

We report a polymer-based sensor that rapidly detects cancer based on changes in serum protein levels. Using three ratiometric fluorescence outputs, this simple system identifies early stage and metastatic lung cancer with a high level of accuracy exceeding many biomarker-based assays, making it an attractive strategy for point-of-care testing.

Novel Functional TPE Polymers: Aggregation-Induced Emission, pH Response, and Solvatochromic Behavior.

Four tetraphenylethylene (TPE)-based aryleneethynylene polymers with amino or nitro groups are reported. They display strong aggregation-induced emission (AIE). The functional groups trigger acidochromic changes in the emission behavior of these polymers.

Detecting Counterfeit Brandies.

A hypothesis-free sensor array (optoelectronic tongue) composed of an anionic, a cationic and two neutral poly(para-aryleneethynylene)s (PAE) at pH 3, 7 and 13 discriminate more than 30 spirits (including brandy, Branntwein, Cognac, Spirituose, and Weinbrand). Counterfeits (made by mixing of low-quality spirits and caramel colour) and different batches of identical brands of brandies are discriminated. The sensor array works without sample preparation or great instrumental cost, and is superior to conventional methods with respect to sample need (10-20 μL), time and effort.

Immobilized Poly(aryleneethynylene) pH Strips Discriminate Different Brands of Cola.

Fluorescent, water-soluble poly(p-aryleneethynylene)s (PAE) were immobilized on commercially available nylon membranes by using a slot plotter, creating fluorescent, barcode-like sensor strips. Digital imaging by using a standard digital camera, before and after immersion of the strips in buffers of different pH, displays a unique color for each pH value. Statistical evaluation, multivariate analysis of variance (MANOVA) and principal component analysis (PCA), of the acquired data revealed that the immobilized PAEs are superior to the identical fluorophores when dissolved.

An Optimized Sensor Array Identifies All Natural Amino Acids.

Wet-chemical discrimination of amino acids is still a challenge due to their structural similarity. Here, an optimized self-assembled eight-member sensor array is reported. The optimized sensor array stems from the combination of elements of different tongues, containing poly( para-phenyleneethynylene)s (PPE) and a supercharged green fluorescent protein (GFP) variant.

Ontogenetic and Experience-Dependent Changes in Defensive Behavior in Captive-Bred Hawaiian Bobtail Squid, .

Cephalopod molluscs are known for their extensive behavioral repertoire and their impressive learning abilities. Their primary defensive behaviors, such as camouflage, have received detailed study, but knowledge is limited to intensive study of relatively few species. A considerable challenge facing cephalopod research is the need to establish new models that can be captive bred, are tractable for range of different experimental procedures, and that will address broad questions in biological research.

An Optical Sensor Array Discriminates Syrups and Honeys.

We report a cross-reactive sensor array, combining a two-component probe system based upon three viologen substituted boronic acids and a poly(aryleneethynylene) (PAE) and an additional number of simple PAEs alone. This combined system discriminates 27 different honeys in aqueous solution, according to patterns in fluorescence intensity modulation, using linear discriminant analysis for data processing. The fluorescence turn-on array detects saccharide composition, while the PAEs discriminate trace colored components in the honeys.

Molecular Wire Effects in Phenyleneethynylene Oligomers: Surprising Insights.

The synthesis and quenching behavior of a series of water-soluble, carboxylate-carrying phenyleneethynylene oligomers-monomer to tetramer-and their polymers are reported; their quenching behavior with different test analytes (paraquat, lead salts, mercury salts, picric acid, methylpyridinium iodide) in water were investigated, and the results were compared to that of the conjugated polymer. Significant but analyte-dependent enhancement effects were found. For monovalent quenchers, only the molecular wire effect applies, but for divalent quenchers multivalency effects are also important.

Poly(para-phenyleneethynylene)-Sensor Arrays Discriminate 22 Different Teas.

Two nine-element sensor arrays, consisting of either three cationic poly(para-phenyleneethynylene)s (PPE) or the same PPEs complexed by cucurbituril[8] (CB[8]) at pH 3, 7, and 13 in water, discriminate 22 different teas and some of their small molecule components, including caffeine, theobromine and theophylline. Both arrays distinguish all of the black, green and oolong teas. The discrimination occurs by differential fluorescence modulation of the components of the sensor array and the treatment of the collected data by linear discriminant analysis.

Fingerprinting antibiotics with PAE-based fluorescent sensor arrays.

We outline an evolution process for tongue elements composed of poly(-aryleneethynylene)s (PAE) and detergents, resulting in a chemical tongue (24 elements) that discerns antibiotics. Cross-breeding of this new tongue with tongue elements that consist of simple poly(-phenyleneethynylene)s (PPE) at different pH-values leads to an enlarged sensor array, composed of 30 elements. This tongue was pruned, employing principal component analysis.

A Polymer/Peptide Complex-Based Sensor Array That Discriminates Bacteria in Urine.

A negatively charged poly(para-phenyleneethynylene) (PPE) forms electrostatic complexes with four positively charged antimicrobial peptides (AMP). The AMPs partially quench the fluorescence of the PPE and discriminate fourteen different bacteria in water and in human urine by pattern-based fluorescence recognition; the AMP-PPE complexes bind differentially to the components of bacterial surfaces. The bacterial species and strains form clusters according to staining properties (Gram-positive and Gram-negative) or genetic similarity (genus, species, and strain).

A Simple Optoelectronic Tongue Discriminates Amino Acids.

A self-assembled nine-element optoelectronic tongue consisting of a positively charged water-soluble poly(para-phenyleneethynylene) and three metal ions (Fe , Co , and Cu ) at three different pH values (7, 10, and 13) discriminates all of the 20 natural amino acids in water. Unknown identification was not ideal. Addition of a highly positively charged green fluorescent protein in the presence of Fe , Co , and Cu increased the unknown identification to above 86 %.

Discrimination of Saccharides by a Simple Array.

We report the development of a two-component probe system as fluorescence turn-on assay of simple saccharides. The quenching of an anionic conjugated water-soluble polymer by a cationic quencher has been reported previously. Three different boronic acid functionalized benzyl viologens and three conjugated polymers of the poly(aryleneethynylene) type form nine non-fluorescent complexes.

Poly(p-phenyleneethynylene)-based tongues discriminate fruit juices.

We describe a simple optoelectronic tongue, consisting of a positively charged, fluorescent poly(para-phenyleneethynylene), P2, that reacts to fruit juices, when employed at three different pH-values (pH 3, 7, 13). This minimal tongue identifies and discriminates 14 different commercially available apple juices, 6 different grape juices and 5 different black currant juices from each other. A similar, negatively charged fluorescent polymer, P1, also achieved discrimination, but the analyte concentration had to be increased by a factor of 50.

Truxene-Based Hyperbranched Conjugated Polymers: Fluorescent Micelles Detect Explosives in Water.

We report two hyperbranched conjugated polymers (HCP) with truxene units as core and 1,4-didodecyl-2,5-diethynylbenzene as well as 1,4-bis(dodecyloxy)-2,5-diethynylbenzene as comonomers. Two analogous poly(para-phenyleneethynylene)s (PPE) are also prepared as comparison to demonstrate the difference between the truxene and the phenyl moieties in their optical properties and their sensing performance. The four polymers are tested for nitroaromatic analytes and display different fluorescence quenching responses.

Poly(aryleneethynylene) Tongue That Identifies Nonsteroidal Anti-Inflammatory Drugs in Water: A Test Case for Combating Counterfeit Drugs.

We report a sensor array composed of a highly fluorescent positively charged poly(para-phenyleneethynylene) P1 and its complex C with a negatively charged pyridine-containing poly(para-aryleneethynylene) P2 (quencher) at pH 10 and pH 13; a sensor field composed of four elements, P1 (pH 10), P1 (pH 13), C (pH 10), and C (pH 13), results. The elements of this small sensor field experience either fluorescence turn on or fluorescence quenching upon exposure toward nonsteroidal anti-inflammatory drugs (NSAIDs), such as aspirin, ibuprofen, diclofenac, or naproxen. The combined responses of the sensor field are analyzed by linear discriminant analysis (LDA).

Water-Soluble Poly(p-aryleneethynylene)s: A Sensor Array Discriminates Aromatic Carboxylic Acids.

A chemical tongue consisting of 11 elements (four poly(p-aryleneethynylene)s (PAE) at pH 7 and pH 13, and seven electrostatic complexes formed from oppositely charged poly(p-aryleneethynylene)s at pH 7) discriminate 21 benzoic and phenylacetic acid derivatives in aqueous solution. The mechanism of discrimination is the fluorescence modulation of the PAEs, leading to quenching or fluorescence turn-on. The PAEs alone at both pH values and the tongue, consisting of the complexes only, discriminate the 21 acids with 92% (PAEs at pH 7), 95% (PAEs at pH 13), and 99% (complexes at pH 7) reliability after linear discriminant analysis (LDA).

Identification of White Wines by using Two Oppositely Charged Poly(p-phenyleneethynylene)s Individually and in Complex.

We present a simple array composed of an anionic and a cationic poly(para-phenyleneethynylene) (PPE), together with an electrostatic complex between the two of them. The individual PPEs and the PPE complex were employed in the sensing of white wines at pH 13; the complex was also successfully employed as a sensor element at pH 3. The sensing mechanism is fluorescence quenching.

Polyelectrolyte Complexes Formed from Conjugated Polymers: Array-Based Sensing of Organic Acids.

One fluorescent, positively charged poly(para-phenyleneethynylene) (PAE 1) forms electrostatic complexes with five negatively charged pyridine- or benzothiadiazole-containing poly(para-aryleneethynylene)s (PAE 2-PAE 6). The PAE 2-PAE 6 are less fluorescent in water and act as quenchers for PAE 1 in their electrostatic complexes C 1-C 5; the PAE-complexes (2 μm) were exposed to thirteen different carboxylic acids (50 mm) in buffered aqueous solution. The fluorescence responses of the small library of electrostatic PAE-complexes towards the acids was analyzed; discrimination of all of the thirteen acids was achieved.

Poly(aryleneethynylene)s (PAE) as paradigmatic sensor cores.

We describe poly(aryleneethynylene)s (PAE) as powerful sensor cores. We discuss concepts (super quenching, molecular wire effect, multivalency) that were developed using PAEs and also the relationship that connects side chain structure (polar, polyelectrolyte, etc., number of ionic groups per repeat, position) and optical properties such as quantum yields.

Porous polymers based on aryleneethynylene building blocks.

Porous conjugated polymers are synthesized by metal-catalyzed coupling reactions. The progress for porous polymers when planar or tetrahedral building blocks are connected by alkyne units into novel materials is highlighted. The most prominent reaction for the buildup of the microporous alkyne-bridged polymers is the Sonogashira reaction, connecting alkynes to aromatic iodides or bromides.