Rodrigo Navarro

Rodrigo Navarro
Spanish National Research Council | CSIC · Instituto de Ciencia y Tecnología de Polímeros

Professor

About

97
Publications
24,476
Reads
How we measure 'reads'
A 'read' is counted each time someone views a publication summary (such as the title, abstract, and list of authors), clicks on a figure, or views or downloads the full-text. Learn more
872
Citations
Additional affiliations
January 2015 - present
Spanish National Research Council
Position
  • PostDoc Position
August 2011 - August 2014
Instituto de Ciencia y Tecnología de Polímeros
Position
  • PostDoc Position

Publications

Publications (97)
Article
El polvo de neumático al final de su vida útil (NFVU) puede utilizarse como aditivo en la fabricación de nuevos neumáticos, para lo cual hay que corregir las formulaciones tradicionales utilizadas. En este trabajo se incluyó una fracción de polvo de NFVU en la banda de rodadura y en el relleno de neumáticos macizos, que son un tipo de neumático esp...
Article
Los neumáticos al final de su vida útil (NFVU), son un elemento fundamental de la sociedad, debido a sus aplicaciones en diversos sectores industriales y de la vida cotidiana. Sin embargo, al ser piezas que se fabrican pensando en su durabilidad y exigencia en sus prestaciones, su manejo como desecho una vez que alcanzan el final de su vida es bast...
Article
Full-text available
A series of non-toxic biodegradable and biocompatible polyurethanes bearing p-aminobenzoate moieties are presented. The introduction of this attractive motif was carried out by the synthesis of a novel isocyanate. These biodegradable polymers were chemically and physically characterized by several techniques and methods including bioassay and water...
Article
Currently, chemical recycling is presented as a viable and feasible solution for the treatment and management of plastic bottle waste, based on a Circular Economy model instead of a linear production model. The objective of this work was the chemical recycling of PET to obtain polyols under mild reaction conditions and looking for a high versatilit...
Article
Tires are an important element in everyday life due to their outstanding properties. These properties are due to their elasticity originating from the crosslinking network. However, this complex structure during the vulcanization process makes difficult to recycle them once they have reached the end of their useful life. It is for this reason that...
Article
According to the Sustainable Development Goals, a Circular Economy system must be implemented in the production of plastic materials. To this end, new ways of Chemical Recycling plastic residues, such as PET, have been proposed, with the aim of obtaining high value-added products like polyurethanes, polyesters and poly(ester amide)s, and thus solve...
Article
This work details the content and scope of a guide for the application of recycled rubber from end-of-life tires (ELT). The results presented in this guide are based on the state of the art and the experience acquired at laboratory and industrial level in the use of rubber from ELT. Rubber powder was used for the preparation of sintered rubber comp...
Article
Chemical modification of banana starch (Musa paradisiaca L.) with the degradation products of virgin and bottle waste of polyethylene terephthalate was carried out in situ. The modified starch was characterized by FTIR and NMR, which allowed proposing three chemical structures. SEM micrographs showed that the morphology of the modified starch granu...
Article
Free radical (FR) polymerization in non-interconnected nanochannels of anodic aluminum oxide templates (AAO) represents a suitable and less energetic method to prepare supported hierarchical polymer nanostructures when compared to the main alternative which is through polymer melt infiltration. Nevertheless, FR copolymerization has not been studied...
Article
Terpenes with olefin methyl branches and bifunctional hydroxyl groups were used as initiators in the ring-opening polymerization of ε-caprolactone (CL) catalyzed by ammonium decamolybdate (NH4)6[Mo7O24], resulting in α-hydroxyl-ω-olefin poly(ε-caprolactone) (PCL) (Co–PCL–OH). The degree of polymerization was kept low (5 and 10) in all the species t...
Article
Full-text available
The synthesis of poly(urethane-urea) (PUUs) bearing deactivated diamines within the backbone polymer chain is presented. Several deactivated diamines present interesting properties for several applications in the biomaterial field due to their attractive biocompatibility. Through an activation with Chloro-(trimethyl)silane (Cl-TMS) during the polym...
Article
The synthesis of linear and crosslinked polyurethanes based on α,ω-dihydroxypolydiethylene glycol terephthalate (PDET) is described. Prior to the preparation of these materials, a PDET polymer was obtained by conventional condensation reaction between dimethyl terephthalate and diethylene glycol, and a well-characterized fraction of PDET with numbe...
Article
Full-text available
The outstanding properties of carbon nanotubes (CNTs) present some limitations when introduced into rubber matrices, especially when these nano-particles are applied in high-performance tire tread compounds. Their tendency to agglomerate into bundles due to van der Waals interactions, the strong influence of CNT on the vulcanization process, and th...
Article
Full-text available
En los últimos años, los recubrimientos autorreparables han sido objeto de un interés creciente en el sector de la automoción de-bido fundamentalmente a su capacidad para incrementar la durabilidad y el mantenimien-to del acabado estético; la autorrecuperación de sus propiedades iniciales debido al daño local causado por factores externos es uno de...
Article
Full-text available
In the present work, the synthesis of segmented polyurethanes functionalized with catechol moieties within the hard or the soft segment is presented. For this purpose, a synthetic route of a new catechol diol was designed. The direct insertion of this catechol-free derivative into the rigid phase led to segmented polyurethanes with low performance...
Article
There are currently many well-established applications for recycled rubber from end-of-life tires (ELT), but it is essential to investigate and seek new approaches to enhance the value of these products. Recent developments in new technologies and innovative recycling and devulcanization processes have opened up new perspectives for ELT crumb rubbe...
Article
Banana starch was modified with B bis(2-hydroxyethyl) terephthalate and its instrumental characterization allowed to propose a chemical structure. In the carbon 6 (C6) of the starch the modification reaction was carried out. The morphology of starch changes due to its chemical modification. The modified starch showed a lower crystallinity and therm...
Article
Full-text available
An attractive strategy involving photodimerization of a novel amidocoumarin moiety is presented to prepare polyurethane coatings with excellent mechanical properties. Two families of polyurethanes containing these chromophore units into soft or hard segments were easily synthesized by inserting a small fraction of amidocoumarin-diol (5 wt% or 10 wt...
Article
Full-text available
Coumarin derivatives are a class of compounds with a pronounced wide range of applications, especially in biological activities, in the medicine, pharmacology, cosmetics, coatings and food industry. Their potential applications are highly dependent on the nature of the substituents attached to their nucleus. These substituents modulate their photoc...
Article
A versatile synthetic approach for the easy preparation, under smooth reaction conditions, of diverse classes of linear polymers bearing aliphatic or aromatic isocyanate groups in the side chains is described. The procedure consists in the transformation of primary amine groups present in the polymer into isocyanates using equimolar amounts of diph...
Article
The outstanding properties of carbon nanotubes (CNT) have generated a lot of interest at a scientist and industrial level. CNT have attracted great attention due to their exceptional mechanical, electrical and thermal properties and also for their large aspect ratio, that is, small size and higher surface area. On this regard, CNT-rubber composites...
Article
Polyurethanes (PUs) based on poly(tetramethylene oxide) (PTMO) used in the biomedical sector can be exposed to ionizing radiation in vivo as implants during diagnosis (X-ray) or during radiotherapy treatment (gamma), or ex vivo for sterilization purposes (gamma, electron beam). This ionizing radiation can, at certain levels, cause degradation of th...
Article
Full-text available
Polyurethanes are of undoubted interest for the scientific community and the industry. Their outstanding versatility from tailor-made structures turns them into major polymers for use in a wide range of different applications. As with other polymers, new, emerging molecules and monomers with specific attributes can provide new functions and capabil...
Article
We report herein a simple strategy for the construction of new photoactive conjugated porous polymeric frameworks (CPPs) based on phenanthrene building blocks with high BET surface area. Starting from 2,7-diiodophenanthrene-9,10-dione and its bis-dioxolane derivative with different alkynyl co-monomers, we prepared a series of CPPs by a C-C Sonogash...
Article
Herein, we report the synthesis of adamantyl-BINOL-based chiral porous aromatic polymers (Ad-BINOL-PAFs) for heterogeneous catalysis. Ad-BINOL-OH-PAF (365 m²·g⁻¹ SABET) was built through the covalent bonds among of 4,4′-dibromo-O-ethyl-protected adamantyl-BINOL with 1,3,5-Triphenylbenzene-4′,4″,4′″-triboronic acid and in the presence of [Ti(OiPr)4]...
Article
Poly(caprolactone) (PCL) was synthesized from the polymerization of ε-caprolactone (CL) with degraded poly(ethylene terephthalate) (PET) for its functionalization using heptamolybdate of ammonium and tin(II) 2-ethylhexanoate, as catalyst and initiator, respectively. Polymerization of CL with bis(2-hydroxyethyl) terephthalate (BHET) was carried out...
Article
In the current study, the indirect recycling of discarded reverse osmosis modules as i) membrane support for the preparation of anion exchange membranes and ii) polypropylene components for the assembly of an electrodialysis stack have been investigated for the first time. In such a way, 51% of the discarded module could be recycled into an electro...
Article
α,ω-Hydroxy telechelic poly(ε-caprolactone) (HOPCLOH) was synthesized by ring-opening polymerization (ROP) of ε-caprolactone (ε-CL).The ROP was catalyzed by ammonium decamolybdate in the presence of ether diols [HO-(CH2-CH2-O)m-H] (where m = 2, 3, 4, 5, 6, and 8) as initiators. The homopolymer HOPCLOH was obtained with the ether group (EG) [HO-PCL-...
Article
Ether group (E) diols [HO(CH2CH2O)xH, x = 2, 3, 4, 5, 6, and 8] and polyethylene glycol (PEG) [HO(CH2CH2O)xOH] were used as initiators in the ring-opening polymerization (ROP) of ε-caprolactone (CL) catalyzed by ammonium decamolybdate to synthesize the poly(ε-caprolactone) (PCL) macrodiols such as HOPCL–E–PCLOH and HOPCL–PEG–PCLOH, respectively. Th...
Article
A porous polymer containing a fluorophenylphenanthroimidazole core was easily prepared via one-pot Suzuki-Miyaura cross coupling reactions under microwave heating. These new metal-free polymers have demonstrated heterogeneous photocatalytic activity toward aza-Henry reaction with reasonable recyclability. Their preparation require a minimal workup...
Article
Full-text available
Polymers used in the biomedical sector can be exposed to ionizing radiation (X-ray, gamma) in vivo as implants or ex vivo for sterilization purposes (gamma, electron beam). This ionizing radiation can, at certain levels, cause degradation of the polymer. Polycaprolactones (PCL) of different molecular weights were irradiated with electron beam and t...
Article
Full-text available
A series of enantiopure (R)-adamantyl 1,1′-binaphthalene-2,2′-diols were successfully synthesized in a straightforward one-step reaction from commercial products with excellent overall yields. The activity of chiral titanium catalyst derived from (R)-3,6,6′-tri(adamantan-1-yl)-[1,1′-binaphthalene]-2,2′-diol ligand, (R)-(2)-Ti, in the enantioselecti...
Article
Full-text available
Polymeric materials are essential elements in our lives. In this sense, the design and rational development of sustainable polymeric materials is nowadays one of the main challenges in our society. In the last years, new ways have been explored to contribute to solve the scientific and technological challenge postured by the most efficient use of p...
Article
Full-text available
Los recubrimientos autorreparables están despertando un gran interés en el sector de automoción, en parte gracias a la capacidad de estos materiales a aumentar el ciclo de vida de los productos a través de una recu-peración de las prestaciones iniciales. Para ello se combinan la versatilidad y prestacio-nes de los poliuretanos con el desarrollo de...
Article
Full-text available
In the present paper, we describe the synthesis of novel monomers prepared by regioselective Michael addition to asymmetric divinylic compounds. This chemoselectivity was experimentally studied employing different reaction conditions and theoretically calculated using chemical global and local descriptors. The global reactivity data show that incom...
Article
Full-text available
α,ω-Hydroxy telechelic poly(L-lactides) (HOPLLAOH) were synthesized by ring-opening polymerization of the L-lactide (L-LA) catalyzed by tin octoate [Sn(Oct)2] in the presence of two different types of initiators such as alkyl diols [HO−(CH2−CH2)m−OH] and ether diols [HO−(CH2−CH2−O)m−H] (where m = 2, 3, 4, 5, 6, and 8), and eventually, two different...
Article
The degradation of poly(ethylene terephthalate) by ethylene carbonate with potassium hydroxide was studied. Model reactions were carried out to determine the chemical species produced. Ethylene carbonate reacted with potassium hydroxide to yield oligomers with a limited content of carbonate groups. Bis(2-hydroxyethyl) terephthalate condensed to PET...
Article
We report on the generation of surface attached polymer networks through C,H insertion reactions based on carbene intermediates. To this copolymers based on N,N-dimethyl acrylamide, which contain α-diazo ester groups, are generated and coated onto a solid substrate covered with a self-assembled monolayer of a silane. After deposition, films having...
Article
The present work describes the spectroscopic and photodynamics of two different Zr mixed-linkers MOFs (Zr-NDC/Tz and Zr-NDC/CN) and their interaction with nitroaromatics. Both MOFs exhibit comparable spectroscopic behaviours, with a broad emission band mainly due to the naphthalene excimers within their three-dimensional structure. Flash photolysis...
Article
Linear segmented polyurethanes with 10% weight of coumarin groups within the soft segment, the hard segment or equally distributed between both segments were successfully prepared. These polyurethanes, based on polycaprolactones, isophorone diisocyanate, butanediol and a dihydroxylated coumarin monomer, were completely amorphous and homogeneous wit...
Article
The main parameters that contribute to non-viral gene delivery are chemical structure and charge distribution. Indeed, saccharide units have been reported to have specific interactions with proteins located in the outer leaflet of the plasma cell membrane that facilitate the cellular internalization of plasmid-DNA vector complexes. In this work, gl...
Article
Front Cover: Oligomeric plasticizers that require few anchoring points to the polymer and exhibit optimized compatibility characteristics may be useful as equivalent, but non-migrating substitutes for phthalate based PVC additives. Further information can be found in article 1600734, by R. Navarro, T. Gacal, M. Ocakoglu, C. García, C. Elvira, A. Ga...
Article
Proline may work efficiently in water as catalyst of aldol reactions if it is hydrophobically activated. In this work, we have maximized this hydrophobic activation by the preparation of linear alternating copolymers of hydrophobic phenylmaleimide and a vinylpyrrolidone derivative bearing proline. These copolymers were water soluble above pH 5.0 an...
Article
Monoamino functionalized ethylenoxide (EO)/propylenoxide oligomers (Jeffamine) are linked chemically to poly(vinyl chloride) (PVC) using trichlorotriazine chemistry in order to prepare nonmigrating internally plasticized materials. The dependence of the plasticizer efficiency on both the number of anchoring points to the chains and the PVC/plastici...
Article
The preparation of PVC compounds bearing primary aliphatic and/or aromatic amine groups exhibit several challenges which have been faced in this work. On the one hand, this polymer has never before been modified with aliphatic amine groups in a controlled manner or with a tailored degree of substitution. In this work we present a way to obtain, for...
Article
Full-text available
Several synthetic strategies based on the use of substituted aromatic and hetero-aromatic thiols for the covalent binding of modifier compounds to PVC are described. A variety of aliphatic alcohols and amines are linked to the aromatic or heteroaromatic rings via highly active functionalities as the isocyanate, acidchloride, or chlorosulfonyl group...
Article
A synthetic approach for the preparation and linkage of functionalized plasticizer molecules to PVC is described. The synthesis of this four-step procedure is economically and ecologically viable because it is based on trichlorotriazine as inexpensive starting material; the reactions can be carried out one-pot with quantitative yields and without n...
Article
The incorporation of cyclodextrins (CDs) to nonviral cationic polymer vectors is very attractive due to recent studies that report a clear improvement of their cytocompatibility and transfection efficiency. However, a systematic study on the influence of the CD derivatization is still lacking. In this work, the relevance of β-CD permethylation has...
Article
The synthesis via copper(I)-catalyzed azide alkyne cycloaddition (CuAAC) of three new monomer derivatives of N-vinyl-2-pyrrolidone (VP) carrying cyclic pyrrolidine, piperidine, and piperazine groups and the corresponding copolymers with unmodified VP is shown. The systems bearing pyrrolidine and piperidine displayed both thermo-and pH-response, whi...
Chapter
In several biomedical devices, such as biosensors, microarrays, there is an increasing demand for the selective identification of specific biomolecules in extremely complex mixtures, such as blood, urine, plasma, saliva, etc. In those mixtures of biological molecules, their identification and quantification are based on selective molecular recognit...
Article
Statistical copolymers of N-(2-hydroxypropyl) methacrylamide (HPMA) and the dendronic methacrylic monomer 2-(3-(Bis(2-(diethylamino)ethyl)amino)propanamido)ethyl methacrylate (TEDETAMA, derived from N,N,N',N'-tetraethyldiethylenetriamine, TEDETA), were synthesized through radical copolymerization and evaluated in vitro as non-viral gene carriers. T...
Article
In this work, the suitability of a new polymer family has been investigated as capillary coatings for the analysis of peptides and basic proteins by capillary electrophoresis (CE). This polymer family has been designed to minimize or completely prevent protein-capillary wall interactions and to modify the electroosmotic flow (EOF). These coating ma...
Article
A new synthetic strategy for the preparation of methacrylic monomers and polymers carrying acyl β-amino groups is presented. The approach is based on the Michael addition of aliphatic amines onto asymmetric acrylic/methacrylic compounds, reacting the amine highly selectively with the acrylic unit while leaving the methacrylic moiety unreacted. The...
Article
Full-text available
In this work, a versatile synthetic route to functionalize vinylpyrrolidone (VP) with protected or unprotected aliphatic primary amine groups is described for the first time. Using these monomeric precursors polyvinylpyrrolidones (PVPs) with controlled load of side amine groups randomly distributed along the chains have been prepared. These functio...
Article
To study diffusion and binding of polymers into surface-attached networks containing reactive groups, surface-attached polymer networks bound to oxidized silicon surfaces are generated, which contain succinimide ester groups. The surface-attached polymer layers are brought into contact with poly(ethylene glycol)s (PEG), which carry terminal amine e...
Article
We report on the attachment of polymer monolayers or surface-attached, crosslinked polymeric layers onto SiO2 and/or polymer surfaces using thermo-and photoreactive α-diazoester groups. In the prior case the α-diazoester groups are introduced into the system in the form of self-assembled monolayers of appropriately functionalized silanes. The monol...
Article
Full-text available
In this work the activation of transparent PS substrates by chlorosulfonation is described and their distribution in the subsurface region is analyzed. For this purpose XPS, FTIR-ATR and colorimetry have been used. It is shown that the electrophilic aromatic substitution of polystyrene in pure chlorosulfonic acid is extremely quick with complete su...
Article
A simple and economic method is presented that allows the preparation of transparent polystyrene (PS) substrates activated with chlorosulfonyl groups. Chlorosulfonation has been analyzed by ATR-FTIR. Linear PS chains with different degrees of chlorosulfonation have been synthesized as model compounds in order to analyze the modification quantitativ...
Article
Full-text available
Artículos Plastificantes de todo tipo Resumen Un elevado porcentaje del PVC fabricado mundialmen-te se emplea para la producción de PVC plastificado. La cantidad del plastificante que se usa para obtener for-mulaciones de PVC flexible puede alcanzar el 60% en masa del producto final. Por eso no es de extrañar que las propiedades físicas y químicas...
Chapter
A plasticizer is an additive that is mixed with a polymer in order to make it more flexible, durable, and processable by lowering the second-order transition temperature of the macromolecule. Plasticizers (1–3) are generally low molecular weight (Mw) resins or liquids, which form secondary bonds to polymer chains and spread them apart increasing th...
Article
Full-text available
Unsaturated long-chain carboxylic acid amides like Erucamide are very efficient as slipping agents in polyolefin films and other polymers. A problem is the uncontrolled migration of this additive. The main goal of the present project was therefore the study and understanding of Erucamide diffusion through the film and how the diffusion behavior can...
Article
This work describes the internal plasticisation of PVC by replacing some chlorine atoms by thiol-functionalised phthalate additives. It has been shown that a migration of the additive can be entirely prevented by this type of covalent bonding of the plasticiser to the polymer chains. The new PVC/DOP systems exhibit good flexibility and glass transi...
Article
A general synthetic approach is described that allows to obtain novel 1-vinyl-2-pyrrolidone (VP) derivatives with different kinds of functional groups in its 3-position in a one-pot reaction. The strategy used to achieve this goal is the reaction of the carboxamide anion of 1-vinyl-2-pyrrolidone with cyclic precursors of these functionalities. Whil...
Article
Full-text available
The internal plasticization of PVC by displacement of chlorine with phthalate-based thiol additives, that is, the covalent attachment of the plasticizer to the PVC chain, is described for the first time. Using this methodology, a good plasticization efficiency is achieved although flexibility is reduced compared with that of commercial PVC−phthalat...