Felipe Serna

Felipe Serna
Universidad de Burgos | UBU · Department of Chemistry

PhD

About

57
Publications
11,358
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1,617
Citations
Additional affiliations
April 1995 - present
Universidad de Burgos
Position
  • Professor (Associate)

Publications

Publications (57)
Article
We have prepared solid sensory materials for the visual detection of cyanide in 100% water solutions and gas phases. The materials are hybrid polymers that were prepared from a palladium-containing acrylic monomer for use as sensory films and smart textiles.
Chapter
The detection of explosives (EXs) and chemical warfare agents (CWA) is challenging and a topic of current interest. It is driven by societal concerns about the widespread use of explosives in the mining industry and military endeavors and specifi cally in terrorist attacks and of CWA in the latter. The detection and quantifi - cation of these chemi...
Article
Full-text available
Colorimetric cation responsive water soluble polymers and manageable films or membranes have been designed. The sensory materials respond with a colour change to the presence in water of Fe(III), Co(II), Cu(II), and Sn(II). The colour change is specific of each metal cation, and enables its identification (purple for iron, orange for cobalt, green...
Book
Full-text available
http://www.unebook.es/es/ebook/avances-en-materiales-polimericos-xiv-reunion-del-grupo-especializado-de-polimeros-gep-de-la-rseq-y-rsef_E0002613013 ##### El libro recopila los últimos avances realizados en ciencia y tecnología de polímeros (plásticos) así como las tendencias y perspectivas en el desarrollo de nuevos materiales poliméricos para apli...
Article
We report herein a fluorescence polymer membrane as a film-shaped solid sensory kit for the detection and quantification in water of saccharides, namely, fructose and glucose, and dopamine. The sensory motifs are phenylboronic acids, which are chemically incorporated in the polymer network in the radically initiated bulk polymerization process. The...
Article
Attempts to polymerize trinitrobenzene derivatives (TNB) have been fruitless so far. Accordingly, polymers containing TNB have not been exploited in spite of their envisaged potential applications. Here, we describe two ways for preparing polymers with TNB moieties thus overcoming the previously reported polymerization impairments. We also report o...
Article
Full-text available
Reusable colorimetric acid responsive coated fibres and manageable films or membranes have been successfully designed and prepared herein. The design of the materials rely on condensation and addition monomers both having the azobenzene group, which is used as a dye moiety as a weak basic motif, and a N,N-dimethylamino moiety. The N,N-dimethylamino...
Article
Three fluorogenic sensory polymer membranes, film shaped (one organic and two hybrids containing complexes of Tb(III) and Sm(III)) based on a dicoumarol motif were designed and prepared for use as sensory matrices to selectively detect nitro explosives (TNT, RDX and PETN) in the environment. Thus, the exposure of these membranes to these explosives...
Article
Full-text available
We have designed and successfully prepared polymer membranes as manageable films for colourimetric sensory materials for the visual detection of the acidity of water in the low pH range, below 4, and beyond the pH scale, up to a concentration of perchloric acid of 11.6 M. For this purpose, two monomers with weakly basic groups were synthesised, wit...
Article
Selective and sensitive solid sensory substrates for detecting Al(III) in pure water are reported. The material is a flexible polymer film that can be handled and exhibits gel behavior and membrane performance. The film features a chemically anchored salicylaldehyde benzoylhydrazone derivative as an aluminum ion fluorescence sensor. A novel procedu...
Article
Full-text available
This work describes the design of efficient, inexpensive and easily prepared selective sensory polymers with chemically anchored amine groups as 2,4,6-trinitrotoluene (TNT)-sensing motifs as materials for the selective visual detection of TNT in aqueous media and as vapours. The materials are prepared as handleable sensory films or dense membranes...
Article
The structure of the high performance aromatic polyamides, also known as aramids, was modified to render functional polymers by the introduction of primary amine and azide functional groups in the main polymer chain. These materials were prepared as parent polymers for future use in the simple and inexpensive preparation of other high performance m...
Article
A solid substrate comprised of a cross-linked polymer network is shaped as a film with gel-like behaviour and is used to detect aluminium ions in water; concurrently, a water soluble sensory polymer synthesised toward the same purpose is also discussed. The detection in both systems was achieved via fluorescence “turn-on”. The limits of detection f...
Data
Solid polymer and metallogel networks based on a fluorene derivative as fluorescent and colourimetric chemosensors for Hg(II), Reactive & Functional Polymers (2014), doi: This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manus...
Article
This work describes two sensing systems for the detection and quantification of Hg(II): a) a highly tractable solid polymer membrane, and b) a gelling system based on a low molecular weight gelator. The preparation of both sensory systems relies on a polymerisable acrylic monomer derived from a fluorene core containing a functional hydroxyimino gro...
Article
Solid polymer and metallogel networks based on a fluorene derivative as fluorescent and colourimetric chemosensors for Hg(II), Reactive & Functional Polymers (2014), doi: This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manus...
Article
We have prepared a solid sensory polymer kit to detect and quantify the water in organic solvents, as well as the ambient humidity; these determinations are cheap, easy and rapid with our new material. The limit of detection of water is 7x10-4 % in acetone, 4x10-3 % in THF, and 3x10-4 % in toluene. Additionally, the relative humidity in air can be...
Article
Full-text available
This study developed sensory polymeric materials for the colorimetric sensing of TNT in aqueous media. Solid films and coated fabrics permitted the detection of TNT, through colour change, and its quantification, by taking a picture of the materials and processing their RGB parameters to define the evolved colour.
Article
Iron in blood serum, wine and water has been visually detected and quantified quickly by processing photographs of an iron colorimetric sensory polymer substrate. The photographs may be taken with a conventional digital camera or Smartphone. The sensory materials were designed following a straightforward strategy. A proven iron organic chelator was...
Article
This work aims to improve the outstanding thermal and mechanical properties of commercialized wholly aromatic polyamide fibers (i.e., aramids), by crosslinking the materials. The introduction of a reactive azide group into the polymer structure leads to functional aramids. Crosslinking processes can be easily performed using an inexpensive thermal...
Article
A water-insoluble organic chemosensor has been chemically modified by introducing a polymerizable methacrylamide moiety via copolymerization with a hydrophilic comonomer (vinylpyrrolidone), producing a water-soluble acrylic copolymer that is able to sense environmentally poisonous cations in pure aqueous media. The chemosensor is a derivative of Rh...
Article
Full-text available
We present colorimetric sensory membranes for detecting Hg(II) in aqueous media. The colour response of the sensory materials can be tuned for detection with the naked eye, such as the maximum contaminant level of Hg(II) that is set by the United States Environmental Protection Agency (EPA) for drinking water. Furthermore, the concentration of Hg(I...
Patent
Colorimetric sensor for Iron in aqueous and biological media, i.e., industrial water, wine and blood / Sensor colorimétrico de hierro en medios acuosos y biológicos, como aguas industriales, vino, y sangre / Autores (por orden): S. Vallejos; M. Trigo; J.L. Pablos; M.A. Muñoz; F.C. García; F. Serna; J.M. García / Entidad titular de derechos: Univers...
Article
Full-text available
The preparation of a fluorogenic sensory material for the detection of biomolecules is described. Strategic functionalisation and copolymerisation of a water insoluble organic sensory molecule with hydrophilic comonomers yielded a crosslinked, water-swellable, easy-to-manipulate solid system for water "dip-in" fluorogenic coenzyme A, cysteine, and...
Article
A fluorogenic sensory film, or dense membrane, capable of detecting Cr(VI), Fe(III), and Hg(II) in water was prepared. The film was prepared by a bulk radical polymerization of different comonomers, one of which contained a piperazinedione motif as sensory fluorophore. The film exhibited gel-like behavior and was highly tractable, even after being...
Chapter
Aromatic polyamides, wholly aromatic polyamides, or aramids, are considered to be high-performance materials owing to their outstanding thermal and mechanical resistance. Their properties can be attributed to their fully aromatic structure and amide linkages, which give rise to stiff rod-like macromolecular chains that interact with each other via...
Article
The introduction of host units, also called binding sites or receptor subunits, and fluorescence or chromogenic signaling motifs into the lateral or into the main polymer chain opens the way for cutting-edge applications related to the selective interaction of these chemical sites with guest or target molecules (i.e., cations, anions or neutral mol...
Article
This paper describes the preparation of a hydrophilic copolymer membrane with two comonomers: 1-vinyl-2-pyrrolidone (commercial) and a new water insoluble piperazinedione derivative, which is a fluorogenic mercury sensing motif. The dense membrane permitted the fluorogenic detection of Hg2+ in aqueous media. The sensitivity of the membrane this cat...
Article
Linear water-soluble polymers and nets with gel-like behavior were prepared for use as colorimetric sensors and selective extracting agents for naked eye detection and solid–liquid removal of heavy-metal cations from aqueous environments. Triazole is a well-known, heavy-metal cation host. A water-insoluble methacrylamide containing a 1,2,4-triazole...
Article
Full-text available
This paper describes a strategy followed to achieve a sensing phenomenon in aqueous media using water-insoluble organic molecules. We have prepared a methacrylamide and a methacrylate with pendant cyanide chemosensors based on a fluorene-derivative motif, and we have fabricated highly hydrophilic membranes by means of copolymerising these hydrophob...
Article
Full-text available
This paper describes a strategy followed to achieve a sensing phenomenon in aqueous media using water-insoluble organic molecules. A sensory polymeric material for the colorimetric sensing of cyanide in water has been developed based on the reactivity of this anion with a fluorene derivative.
Article
This work describes five novel aromatic polyamides and copolyamides containing the triazole heterocycle attached by an amine linkage to the main and lateral chains. The polyamides were found to be amorphous and soluble in polar aprotic solvents. They demonstrated a film-forming capability, exhibited good thermal resistance and had high thermal tran...
Article
This work describes the preparation of functional aromatic polyamides with pendant fluorescent chemical structures. The preparation of a parent copolyamide with a lateral fluorene moiety anchored to the main chain through a urea group is described, along with the chemical modification of the fluorene moieties to render six copolymers with different...
Article
Novel colorimetric polyamide model compounds for anion-sensing applications are described. Light beige solutions of one of the models (M3) in DMSO develop a red to yellow-reddish colour upon addition of some anions, including OH-, F-, HC[image omitted], P[image omitted], AcO-, benzoate-, oxalate2- and p-toluenesulphonate-. In contrast, they remain...
Article
Wholly aromatic polyamides (aramids) are considered to be high-performance organic materials due to their outstanding thermal and mechanical resistance. Their properties arise from their aromatic structure and amide linkages, which result in stiff rod-like macromolecular chains that interact with each other via strong and highly directional hydroge...
Article
Full-text available
Aromatic polyamides are high performance materials with superior thermal and mechanical properties which make them extremely useful for advanced technologies. These polymers can be transformed into high-tensile strength synthetic fibers and into flame and cut-resistant materials that have technological applications in the field of coatings and fill...
Article
Full-text available
A colorimetric diacid monomer for aromatic diamine sensing containing the urea binding site has been synthesised and characterised. A colour development from colourless to blue, brown or yellow was observed upon addition of metha, para or ortho-phenylenediamine, respectively, to polar aprotic organic solvent solutions of the monomers. The solutions...
Article
This work describes six novel fluorescent aromatic polyamides with bulky dansyl or fluorene pendant groups or with the fluorene moiety in the main chain. The fluorescent signaling dansyl or fluorene moieties are chemically connected to, or within, the main polymer chains through a urea group, a well-known binding site in supramolecular chemistry. T...
Article
A series of aromatic polyisophthalamides containing mono-, di- and tri-nitroiminobenzoyl pendant groups were prepared from aromatic diamines and different 5-iminonitrobenzoylisophthalic acids. Interesting property relationships were revealed when evaluating the influence of the number and the position of the nitro groups in the benzoyl ring. Semi-e...
Book
El libro describe las bases de la química orgánica, para que el alumno pueda enfrentarse con éxito a una química orgánica general. Está escrito para que su contenido se pueda impartir durante un semestre y está dividido en tres partes: la primera, la más extensa, describe la estructura de los compuestos orgánicos, junto con su clasificación y nomen...
Article
This work describes the interaction of alkaline, alkaline earth, transition metal, heavy metal, and lanthanide cations from nitrate solutions with synthetic polyamides. The polyamides have pendant structures acting as cation host moieties. The host subgroups are benzo-12-crown-4, benzo-15-crown-5, benzo-18-crown-6, and the three dipodal counterpart...
Article
Four novel A-B condensation monomers containing an amine and a carboxylic acid function are described, along with their polymerization to give main chain aromatic poly(amide urea)s. The monomers, and the polymer structural unit, are N,N′-diphenylurea derivatives. When comparing wholly aromatic polyamides, or aramids, with the poly(amide urea)s desc...
Article
This paper describes certain wholly aromatic polyamides based on 1,3-diamino-4-halobenzenes and 1,3-diamino-4,6-dihalobenzenes, and on isophthaloyl and terephthaloyl chloride by means of low temperature solution polymerization. We set out to study the influence of the kind of halogen (F, Cl or Br) and the type of substitution (mono or di) in the di...
Article
This work describes six novel aromatic polyamides with bulky pendant groups, each having a polyisophthalamide backbone substituted with different urea groups in ring position 5 of the diacid or the diamine residue. Thus, one of the nitrogen atoms of the urea is chemically anchored to the main rigid polyamide chain, while the other nitrogen atom is...
Article
Polyamides from isophthaloyl chloride and 1,3-diamino-4-chlorobenzene with diverse constitutional order were obtained in a one-stage synthesis varying the polymerization temperature and the monomer mixing modes. The constitutional order was calculated by 1H and 13C NMR spectroscopies. A model to determine the constitutional isomerism in these polyc...
Patent
Full-text available
A process for obtaining a hydroxy-ended glycidyl azide polymer (GAP). The process consists in reacting po1yepichlorohydrin (PECH) with a metallic azide in the presence of an organic so1vent having a parameter of solubility comprised between 21 and 23.5 (MPa)1/2 such as DMA or NMP. The use of any of the solvents mentioned sharply reduces the reactio...
Article
Thermal characterization of mixtures of nitrotria-zolone (NTO) with octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX) and hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) has been carried out by means of differential scanning calorimetry and thermogravimetric analysis. It has been found that HMX decomposition temperature remains constant through...
Article
Thermal behaviour of HMS/RDX mixtures is studied by differential thermal analysis (DTA) and thermogravimetric analysis (TGA). It has been found that the temperature of polymorphic transformation of HMX shows an increase due to the presence of RDX. The enthalpies of the enothermic transformations depend on the composition of the mixture, and up to 3...
Article
Thermal behaviour of HMX/RDX mixtures is studied by differential thermal analysis (DTA) and thermogravimetric analysis (TGA). It has been found that the temperature of polymorphic transformation of HMX shows an increase due to the presence of RDX. The enthalpies of the endothermic transformations depend on the composition of the mixture, and up to...
Article
Aromatic polyesters containing imide pendant groups have been prepared from diphenols and 5-imidoisophthaloyl chlorides by the interfacial polycondensation method. Linear polyesters without substituents have also been synthesized by the same method for comparative purposes.The presence of side imide groups enhances the solubility of aromatic polyes...
Article
A series of polyisophthalamides containing pendent oxybenzoyl groups were prepared from 5-oxybenzoyl-isophthaloyl chloride and aromatic diamines. The analogous unsubstituted polyisophthalamides were also prepared in order to compare the two series and to determine the effect of oxybenzoyl pendent groups on the properties of aromatic polyamides. The...
Article
Copolyisophthalamides with nadimide pendent groups have been prepared by polycondensation of 5(5-norbornene-2,3-dicarboximido)isophthaloyl chloride (NCIC) and isophthaloyl chloride with bis(4-aminophenyl)methane, the ratio between both diacid chlorides being 0/100, 10/90, 15/85, 20/80, 25/75, 50/50, and 100/0. By 1H-NMR it has been proved that the...
Article
Polyisophthalamides were prepared from aromatic diamines and 5-iminobenzoylisophthalic acid by the Yamazaki method of direct polyamidation catalyzed by triphenylphosphite. The properties of the polymers were measured and compared with the analogous unsubstituted polyisophthalamides. The incorporation of one iminobenzoyl pendant group per repeating...
Article
Infrared spectroscopy (IR) has always been a useful tool for the identification of polymers. Up until the advent of nuclear magnetic resonance spectroscopy of high resolution, IR spectroscopy was the only technique that could be used to obtain rapid information on the structural and chemical composition of macromolecular substances. Basic concepts...
Article
A series of polyamide–imides were prepared from aromatic diamines and substituted isophthaloyl chlorides containing unsaturated imide rings. Aromatic polyamides from isophthaloyl chloride were also prepared for comparison. The polyamide-imides gave enhanced solubility compared to the aromatic polyamides and there was no deterioration in thermal sta...

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Projects

Project (1)
Project
This project is focused on the design, development and study of new smart organic and hybrid (organic/inorganic) polymer materials. These are high value-added sensory materials for application in advanced technologies related to civil security (detection of explosives and chemical warfare agents), industry (detection of substances of industrial interest), biomedicine (detection and quantification of substances of medical interest), food (smart tag development for the detection of biogenic molecules to inform the consumer of the freshness of the food) and the environment (detection and quantification of cations and anions environmentally harmful). Molecules or substances to be detected (target) will be in the atmosphere, in gaseous phase (explosives, harmful molecules from the point of view of job security, biomolecules generated in the decomposition of food), or in aqueous solution (pollutant molecules, substances of industrial interest regarding their detection, quantification and concentration control). The developed materials, from the comprehensive synthesis thereof, are dense membranes (films), coatings of commercial commodity and high performance fibers, and integral micro and nanofibers. These are materials with good physical handling from which will be prepared: a) sensory strips or disks (from films); b) clothing with sensory parts to alert to the presence of target substances (labels prepared by coating of commercial fabrics); and c) labels and textiles from fibers obtained by electrospinning. Regarding the detection of target substances (cations, anions and neutral molecules), the designed sensory materials will behave as selective chromogenic and fluorogenic sensors to these targets. The detection will be in situ and at the time, and preferably through a noticeable change to the naked eye (chromogenic sensor materials). At the same time, fluorogenic sensory materials will also be prepared, which also allow for the in situ detection through irradiation with portable commercial ultraviolet lamps (365nm). The chromogenic probes, through color changes, have the advantage of visual detection and quantification, which can be used by non-specialists, while the fluorogenic are more sensitive, so that somehow they are complementary. The work includes the design and complete synthesis of functionalised materials: condensation (aromatic copolyamides) and addition of copolymers (acrylate polymers) that incorporate derivatives of azobenzene, kojic acid, TRIS, trinitrobenzene, pyrene, terpyridine, coumarins, or a combination of these, along with the complexes of these with different metals, specifically palladium, platinum, aluminium, iron and lanthanoids. All the copolymers will be characterized physically and chemically to determine: a) the structure–property relationships that govern the overall behavior of the materials, occasionally with the help of model compounds; and b) their performance as sensors (films, coated textiles and fabrics, and integral micro and nanofibers), both from a chromogenic and fluorogenic viewpoint.