In-situ polymerization is one of the most efficient methods for production of polymer clay nanocomposites. In-situ polymerization of olefins using coordination catalysts is a type of heterogeneous polymerization. In order to achieve acceptable clay nanolayer dispersion in the polyolefin matrix, the clay layer exfoliation and particle break up during the polymerization are essential requirements. A literature review on polyolefin/clay nanocomposite is given in Chapter 2. In Chapter 3, we present a new mathematical model, which is as an extension of the multigrain model (MGM), to describe the intercalative polymerization and expansion of clay interlayer spaces during polymerization using clay-supported metallocenes. The results from the model show that, under the studied conditions, mass transfer is not a strong factor controlling clay exfoliation and particle break up. If the polymerization active sites are supported uniformly on all clay surfaces, effective exfoliation will be achieved after a relative short polymerization time. In practice, obtaining good dispersion of clay nanolayers with uniform properties requires that the active sites be exclusively located on the clay nanolayer surfaces, and not extracted by the solvent to form a homogeneous solution. Factors favouring active site extraction would result in nanocomposites with poor properties. In addition, high polymerization activities, stable polymerization runs, and ease of supporting are other criteria for a successful in-situ polymerization. For this purpose we established a catalyst supporting method by which most of these requirements were met. In this method, the water content on the clay surface, which is considered as poison for the metallocene catalyst, was used to produce MAO upon reaction with trimethylaluminum (TMA). Using this method, polymerization was highly active in absence of MAO cocatalyst, knowing that MAO cocatalyst promotes active site extraction from the clay surface and results in poor powder morphology. Chapter 4 describes the development of this supporting methodology. Chapter 4 also investigates the effect of the organic modification type existing on the clay surface on the success of catalyst supporting and in-situ polymerization. We found that using the proposed supporting procedure, only tertiary ammonium type modification enhanced the in-situ polymerization, whereas the quaternary ammonium worsened the catalyst supporting efficiency and led to catalyst with poor or no polymerization activity. It is suggested that, in addition to enhancing clay surface-organic solvent compatibility (which facilitates catalyst supporting), the tertiary ammonium cation reacts with the in-situ produced MAO and increases the stability of the cocatalyst bonded to the clay surface. The effect of different polymerization conditions on the polymerization behavior and nanocomposite structural properties, such as catalyst loading during supporting, polymerization temperature and triisobutylaluminum (TIBA) concentration, were studied in Chapter 5. It was found that TIBA acts merely as scavenger. High polymerization activities were obtained with low Al/Zr ratios (Al from TIBA) and increased Al concentration decreased the polymerization activity and also the quality of powder morphology. Catalyst loading in the supporting step showed to have an important role in determining the final properties. The clay particles with higher catalyst loading resulted in better exfoliation and powder morphologies The effect of solvent type during catalyst supporting and polymerization was studied in Chapter 6. It was shown that catalyst supporting in n-hexane resulted in polymerizations with higher activities and polymers with higher molecular weight were produced. Polymerization with catalyst supported in hexane showed different ethylene uptake profiles, suggesting different mechanism of exfoliation. It is suggested that using this catalyst, the clay is mostly exfoliated before polymerization started. Similar to the original clay, the catalyst supporting efficiency on the organically modified clay was close to 100 percent. However, comparing the polymerization activities of these catalysts to those that were supported directly in the reactor just before the polymerization (in-reactor, or in-situ, supported catalysts) shows that a considerable fraction of the active sites are deactivated during the prolonged contact between catalyst and clay support surface. In Chapter 5, it was shown that the in-reactor supported catalyst had considerably higher polymerization activities, up to 40 percent of that of the homogeneous catalyst. Nanocomposites made with in-reactor supported catalysts had powder morphology and nanaolayer dispersion comparable to those made with clay-supported catalysts.

Nanocomposites have been receiving a lot the attention in the last decade from both industry and academia, since a small amount of nanofiller can significantly improve the materials properties. In the field of thermoplastics, polypropylene (PP) is one of the most used materials , due its easy processability, good balance of mechanical properties, and low cost. However, PP has certain shortcomings such as poor gas barrier and low thermal stability which limit its application. In order to be classified as nanocomposite the material needs to have at least one phase with one dimension less than 100nm. The properties achieved by nanocomposites will depend on the type of polymer, type of dispersed phase (filler), surface interaction between filler and polymer, and the production method. Nanofillers present many shapes and sizes, but they can be grouped in nanoparticles, nanotubes and nanoplates. Montmorillonite (MMT) is a clay that has been extensively studied to produce PP nanocomposites, due to its availability, high aspect ratio, high modulus and high cation exchange capacity, characteristics that result in composite with improved properties. Three different morphologies can be observed in PP/MMT nanocomposites: agglomerates (similar to the conventional composites); intercalated; or exfoliated. Among these morphologies, exfoliation is the most desirable and the hardest to be achieved in PP/MMT nanocomposites. Several methods have been used to produce PP nanocomposites. They can be grouped in three main groups: solution blending; melt processing; and in situ polymerization. In order to produce an exfoliated nanocomposite, some methods have assisted the exfoliation using supercritical fluids. Supercritical carbon dioxide is by far the most explored one. Polypropylene is a semi-crystalline polymer and its properties rely on amount of its crystallinity, which is related to its stereochemical configurations. Isotactic PP and syndiotactic PP result in a semi-crystalline polymer while atactic results in an amorphous polymer. Two catalyst systems can be used to produce isotactic PP: Metallocene and Ziegler-Natta (ZN). This research study was carried out in order to develop an appropriated process to produce PP/MMT nanocomposites with a high level of exfoliation using in situ polymerization assisted by supercritical propylene. The main idea is to use supercritical propylene to treat the montmorillonite before polymerization. In this process, the small molecules of propylene diffuse inside the clay galleries under supercritical conditions (high pressure and temperature) until reaching complete saturation. Once this saturation is reached the mixture of polypropylene and clay is catastrophically decompressed and fed into an autoclave reactor. The propylene polymerization reaction is them catalyzed by ZN catalyst. The pressure of the mixture of propylene-montmorillonite from the supercritical condition to the reactor autoclave decreased significantly, allowing propylene to expand and exfoliate the clay as it was fed in the reactor. Propylene in supercritical conditions was used in this works because it is the monomer for the subsequently polymerization and because its good properties at supercritical conditions. In order to evaluate the results the following methods were used: transmission electron microscopy (TEM) to investigate the nanoscale sample morphology and evaluate the clay exfoliation, X-ray diffraction (XRD) to determine interlamellar distance, d001, of the clay, differential scanning calorimetry (DSC) to determine the amount of crystallization of polymer and composite, thermogravimetric analysis (TGA) to determine composite clay content, scanning electron microscopy (SEM) to evaluate the morphology, and clay swelling test to evaluate the compatibility among various pairs clays-solvent. The first part of this work evaluated the interaction and swelling effects of different pairs of clay-solvent with or without sonication. This was necessary in order to choose the best clay to carry out the study. Four solvents with different polarity (chlorobenzene, toluene, cyclohexane and hexane) and eight clays (seven organically modified and one unmodified) were evaluated with or without sonication. Closite 15A and 93A presented the best results with different solvents and they were selected for further experiments. The experiments also showed that sonication improves the swelling of the clay. Initial screening of the polymerization reaction was carried out using two conditions: feeding supercritical propylene without clay and adding clay without the addition of supercritical fluid. The addition of supercritical propylene did not modify the morphology and properties of PP in comparison to the normal polymerization. The addition of Cloisite 15A or Cloisite 93A (pre-treated with toluene, not with supercritical propylene) produced nanocomposites. Although Cloisite 15A showed better results on the swelling tests, Cloisite 93A presented much better polymerization yield, therefore it was selected for further investigation using treatment with supercritical propylene. Cloisite93A was submitted to a treatment under four different supercritical propylene conditions (temperature and pressure) for thirty minutes. Each mixture was subsequently fed to the reactor through a catastrophic expansion inside an autoclave reactor running a propylene polymerization reaction. The results from XRD and TEM show a significant improvement on the exfoliation when treating the clay under supercritical propylene conditions followed by in situ polymerization, as compared to the in situ polymerization without treating the clay with supercritical propylene. In conclusion, the utilization of supercritical propylene has improved the dispersion of the clay at the nanoscale during the preparation of these nanocomposites by in situ polymerization.

Made available in DSpace on 2016-12-08T15:56:18Z (GMT). No. of bitstreams: 1 KATIUSCA WESSLER MIRANDA.pdf: 4397696 bytes, checksum: da27bc7c1adc7efa3e74ecfcf87feb0e (MD5) Previous issue date: 2015-08-07 / Coordenação de Aperfeiçoamento de Pessoal de Nível Superior / This paper studied ring opening polymerizations L-lactide (LLA) and ε-caprolactone (ε-CL) by bulk polymerization and solution polymerization, in order to evaluate the influence of initiator concentration, reaction time and reaction temperature on the yield and molecular weight of both polymers. Tin octoate and methanol was employed as initiators. It was observed that LLA and ε-CL speed ring opening polymerization, increases with temperature and that the monomer/polymer conversion immediately occurs in the first hours of synthesis when 2% of initiator is used. The molar mass, determined by capillary viscometry, was approximately 7x103 g/mol, for both polymers. It was also studied the copolymerization of LLA and ε-CL by solution polymerization employing different solvents. Weight percentages of LLA/ε-CL equal to 100/0, 95/5, 90/10, 85/15 and 80/20 were studied. The toluene was the only solvent that enabled the production of polymers and copolymers at 120 ° C. Initiator concentration equal to 0.015% and reaction time equal to 24 hours, were assessed, generating polymers with average molar mass (Mw) around 2x104 g / mol, determined by GPC. It was observed by proton and carbon 13 nuclear magnetic resonance (13 C-NMR and 1H-NMR) that reactions conducted with ε-CL concentrations lower than 15% do not yield copolymer, only PLLA. Bulk polymerization it was also studied and the main difference compared to solution polymerization is associated with the molar mass of the copolymer P(LLA-co-εCL)80/20. This product had a higher molar mass when synthesized by the first technique. After the study of copolymerization, the functionalization of nanocrystalline cellulose particles (CNC) with LLA and ε-CL, by polymerization in solution, was studied. Three compositions were analyzed: (i) PLLA-CNC, (II) P(LLA-co-εCL)85/15-CNC and (III) P(LLA-co εCL)80/20-CNC; the reactions were conducted at 120 ° C for 24 hours. It was possible to functionalize CNC particles in situ, using 80/20 LLA/ε-CL systems, with tin octoate (0.015 wt%) as catalyst and toluene as solvent (composition III). The functionalization was confirmed by Fourier transform infrared spectroscopy (FTIR). The compatibility of the P(LLA-co-εCL)80/20-CNC particle increased in toluene, confirming the reduction of hydrophilicity of these particles. Unlike occurred with the compositions (I) and (II), the composition (III) only allowed the production CNC functionalized particles. PLLA, PCL and / or P (LLA-co-εCL) were not produced. This fact indicates that the concentration of ε-CL and the presence of cellulose hydroxyl groups decreased the reactivity between the monomers. / Neste trabalho foram estudadas as reações de abertura de anel dos monômeros L-lactídeo (LLA) e ε-caprolactona (ε-CL), pela técnica de polimerização em massa com o intuito de avaliar a influência da concentração de iniciador, do tempo e da temperatura de reação sobre o rendimento reacional e a massa molar de ambos os polímeros. O iniciador empregado neste estudo foi o octoato de estanho e como co-iniciador, metanol foi empregado. Foi observado que a velocidade de reação de obtenção do poli(L-ácido láctico) (PLLA) e da poli(ε-caprolactona) (PCL) aumenta em função da temperatura e que com 2% de iniciador a conversão de monômero em polímero ocorre logo nas primeiras horas de síntese. A massa molar determinada por viscosimetria capilar foi de aproximadamente 7x103 g/mol para ambos os polímeros. Também foi estudada a obtenção de copolímeros de LLA e ε-CL por reações de polimerização em solução empregando diferentes solventes. As porcentagens mássicas de LLA/ε-CL empregadas foram 100/0, 95/5, 90/10, 85/15 e 80/20. O tolueno foi o único solvente que possibilitou a produção de polímeros e copolímeros a 120 °C. Para estas sínteses a concentração de iniciador foi igual a 0,015% e o tempo de reação foi de 24 horas, gerando polímeros com massa molar ponderal média (Mw) ao redor de 2x104 g/mol, determinadas por GPC. Foi observado por ressonância magnética nuclear de hidrogênio e de carbono 13 (RMN1H e RMN13C) que as reações conduzidas com concentrações de ε-CL inferiores à 15% não rendem copolímero, apenas PLLA é produzido. A obtenção de copolímeros pela técnica de polimerização em massa também foi estudada e a principal diferença em relação a polimerização em solução está associada à massa molar do copolímero P(LLA-co-εCL)80/20, sendo que o produto da polimerização em massa apresentou massa molar mais elevada que o obtido pela polimerização em solução. Após o estudo da obtenção dos copolímeros, foi estudada a funcionalização de partículas de celulose nanocristalina (CNC) com os monômeros de LLA e ε-CL pela técnica de polimerização em solução. Foram analisadas três composições: (I) PLLA-CNC, (II) P(LLA-co-εCL)85/15-CNC e (III) P(LLA-co-εCL)80/20-CNC; as reações foram conduzidas a 120°C durante 24 horas. Foi possível funcionalizar partículas de CNC in situ, empregando 80% de LLA, 20% de ε-CL, 0,015% de octoato de estanho e tolueno como solvente (composição III). A funcionalização foi confirmada por análises de espectroscopia de infravermelho por transformada de Fourier (FTIR). Testes de dispersão do P(LLA-co-εCL)80/20-CNC em tolueno confirmaram a diminuição da hidrofilicidade destas partículas. Ao contrário do ocorrido com as composições (I) e (II), a composição (III) permitiu somente a produção partículas de CNC funcionalizadas. PLLA, PCL e/ou P(LLA-co-εCL) não foram produzidos. Este fato indica que o aumento da concentração de ε-CL e a presença de grupos hidroxilas de celulose diminuíram a reatividade entre os monômeros.

L’évolution des lois relatives à l’utilisation de produits biocides impose d’étudier des méthodes innovantes de traitement du bois. Dans ce contexte, les travaux de recherche présentés s’intéressent à une nouvelle alternative dite « non-biocide » impliquant la fabrication de composites bois massif / polymères obtenus par imprégnation de monomères et polymérisation in situ provoquée par chauffage. Le méthacrylate de méthyle, quatre acrylates organiques et trois acrylates hydrosolubles, ainsi que l’alcool furfurylique ont été testés. Les composites fabriqués ont été caractérisés : le polymère est bien présent dans le bois et il peut être résistant au lessivage à l’eau. Le bois a été densifié, les composites sont alors moins hydrophiles et plus stables dimensionnellement ; les propriétés mécaniques sont améliorées. Le traitement peut induire une durabilité conférée élevée. Parallèlement, une méthode d’imprégnation innovante a été testée : l’imprégnation axiale. Ce procédé consiste en l’imprégnation basse pression de billons de bois vert par une solution de traitement transitant via les voies naturelles de circulation de la sève. Des billons ont été imprégnés avec une solution de cuivre, dosé ultérieurement afin de s’assurer de la bonne répartition du produit dans le bois ; cela a permis la validation du procédé d’imprégnation axiale pour le hêtre, le charme et le bouleau. Enfin, des composites ont été fabriqués par imprégnation axiale de solutions aqueuses polymérisables à base d’alcool furfurylique ; ils sont résistants à la lixiviation à l’eau et moins hydrophiles que le bois naturel. Leur durabilité face aux champignons lignivores est améliorée, particulièrement dans le cas du traitement le plus concentré / The evolution of laws on the use of biocide products makes it necessary to explore innovative methods of treating wood. In this context, the presented research focuses on a new alternative called a "non-biocide" treatment method involving the manufacture of solid wood-polymer composites obtained by impregnation of monomers and in situ polymerization caused by heating. Methyl methacrylate, four organic acrylates and three water-soluble acrylates, and furfuryl alcohol were tested. Composites manufactured were characterized: the polymer is present in the timber and may be resistant to leaching in water. Wood has been densified, while the composites are less hydrophilic and more dimensionally stable; the mechanical properties are improved. Treatment can induce high durability. Otherwise, an innovative method of impregnation was tested: axial impregnation. This process consists in the low-pressure impregnation of green wood ridges by treatment solution transiting via natural pathways of sap circulation. Ridges were impregnated with a copper solution, later determined to ensure good distribution of the product in the timber; this allowed the validation of the axial impregnation method for beech, hornbeam and birch. Finally, the composites were produced by axial impregnation of polymerizable aqueous solutions based on furfuryl alcohol; they are resistant to water leaching and less hydrophilic than the original wood. Their durability in the presence of wood-destroying fungi is improved, particularly in the case of the more concentrated treatment

The research goal of this work was dedicated to improvement of the properties and enhancement of the application potential of commodity polymer based on polyolefins by choosing different synthesis routes to create new structures and materials. More precisely, the presented study explores different aspects of metallocene and post-metallocene catalyzed olefin polymerization leading to synthesis of novel copolymers and nanocomposites. The first part of this thesis deals with controlled polymerization of α-olefins catalyzed by post-metallocenes. Bis(phenoxyamine) zirconium complexes with [ONNO]-type ligands bearing cumyl (bPA-c) and 1-adamantyl (bPA-a) ortho-substituents were applied. For the polymerization catalyzed by bPA catalyst quasi-living kinetic character is proposed. The bPA catalyst was applied for synthesis of block copolymers by employing the strategy of sequential monomer addition. The blocky structure of the copolymer was successfully achieved and confirmed by NMR techniques. Moreover, the monomodal distribution of molar mass in SEC chromatogram confirmed the absence of homopolymers. In the second part of the work new defined comb-like copolymers (CLC) having a poly(10-undecene-1-ol) (PUol) backbone and densely grafted poly(ε-caprolactone) (PCL) side chains are presented. These copolymers were synthesized in two steps by means of metallocene polymerization followed by ring opening polymerization. Copolymers with varied and adjustable graft length (PCL segments) were synthesized. It was proved that the melting and crystallization temperatures of the CLC correlate with the PCL side chain length, i.e. longer chains result in higher Tm and Tc,o values. The melting enthalpy was found to be asymptotically dependent on the length of PCL side chains. The bulk morphology of the comb-like copolymers is proposed to be lamellar as judged from the TEM micrographs. The third part of the thesis is focused on the synthesis of polypropylene nanocomposites via in situ polymerization. Thereby, organomodified aluminumphosphate with kanemite-type layered structure (AlPO-kan) has been used as novel filler. Melt compounding composites were prepared for comparison purposes to evaluate the influence of in situ synthesis on the dispersion quality of the filler in polymer matrix. Melt compounding of neat AlPO-kan with PP did not lead to formation of nanocomposites. TEM images show macro-composites with the lamellar solid remaining agglomerated. On the contrary, in situ polymerization of propene yielded materials with exfoliated nanocomposite morphology. In XRD, diffractions of the AlPO-kan pilling of layers are not detectable. It can be concluded that the primary existing layers are delaminated. Very fine distribution of the filler in the polypropylene matrix has been impressively demonstrated by TEM.

[ES] La tecnología de microencapsulación se ha utilizado en áreas como farmacología, medicina, ingeniería y diseño. Centrado en el área de la ingeniería, más específicamente, la selección de materiales y el desarrollo de productos, el carácter simbólico, perceptivo y funcional se puede combinar para el diseño de productos innovadores. Mediante la tecnología de microencapsulación se combinan una amplia gama de materiales de núcleo y membrana, más específicamente en la área textil, la aplicación de microcápsulas puede proporcionar el desarrollo de tejidos y materiales funcionales con propiedades específicas. En este contexto, este trabajo se propone verificar las condiciones y analizar la síntesis de microcápsulas de aceite esencial de naranja (Citrus sinensis) y estudiar su comportamiento cuando se aplica a tejidos de algodón. Para la síntesis de microcápsulas de membrana polimérica de melamina-formaldehído con núcleo de aceite esencial de naranja (Citrus sinensis) se utilizó el método de polimerización in situ. El aceite esencial de naranja se caracterizó por cromatografía de gases, espectroscopia infrarroja por transformada de Fourier, termogravimetría, las microcápsulas sintetizadas se caracterizaron por espectroscopia infrarroja por transformada de Fourier, termogravimetría, microscopía electrónica de barrido y haz de iones enfocado. Las microcápsulas poliméricas con núcleo de aceite esencial de naranja sintetizadas se aplicaron al tejido algodón mediante tres métodos diferentes (impregnación, pulverización y estampación). Después de la aplicación sobre el tejido de algodón, se realizón prueba de frote, pruebas de lavado y prueba de actividad antibacteriana en laboratorio para estudiar el comportamiento de las microcápsulas sobre el sustrato. La caracterización de las muestras de tejido con las microcápsulas aplicadas, antes y después de las pruebas de durabilidad, se realizó mediante microscopía electrónica de barrido y espectroscopía infrarroja por transformada de Fourier. Al finalizar se sistematizaron los procedimientos, condiciones y parámetros para la polimerización in situ así como la aplicación de microcápsulas poliméricas con núcleo de aceite esencial de naranja (Citrus sinensis) en tejido 100 % algodón, avanzando en el estudio de la selección de materiales para aplicación en textiles que se puede utilizar para el desarrollo de productos innovadores. Los resultados mostraron que se produjo la microencapsulación del aceite esencial de naranja volátil y que las microcápsulas aplicadas al tejido de algodón presentan actividad antibacteriana y resistien quince ciclos de lavado utilizando la norma ISO 105 C06: 2010. / [CA] La tecnologia de la microencaspulació s'utilitza en àrees com farmacologia, medicina, enginyeria i disseny. Centrat en l'àrea de l'enginyeria específicament, la selecció dels materials i el desenvolupament de productes de caràcter simbólic, perceptiu i funcional es pot combinar per al disseny de productes innovadors. Mitjançant la tecnologia de la microencapsulació es combinen una àmplia gamma de materials de nucli i membrana, més específicament en l'àrea tèxtil, l'aplicació de microcàpsules pot proporcionar el desenvolupament de teixits i materials funcionals amb propietats específiques. En aquest context, aquest treball es proposa verificar les condicions i analitzar la síntesi de microcàpsules d'oli essencial de taronja (Citrus sinensis) i estudiar el seu comportament quan s'aplica als teixits de cotó. Per a la síntesi de microcápsules de membrana polimèrica de melanina-formalheid amb nucli d'oli essencial de taronja (Citrus sinensis) s'ha utilitzat el mètode de polimeritzacio in situ. L'oli essencial de taronja es va caracteritzar per cromatografia de gasos, espectroscòpia infraroja per transformada de Fourier, termogravimetria, les microcàpsules sintetitzades es caracteritzaven per espectroscopia infraroja per transformada de Fourier, termogravimetria, microscòpia electrònica d'escombrat i feix d'ions enfocat. Les microcàpsules polimèriques amb nucli d'oli essencial de taronja sintetitzades s'han aplicat al teixit de cotó mitjançant tres mètodes diferents (impregnació, pulverització i estampat). Després de l'aplicació sobre el teixit de cotó, s'ha realitzat prova de trot, prova de llavat i prova de activitat antibacteriana en laboratori per a estudiar el comportament de les microcàpsules sobre el sustrat. La caracterització de les mostres de teixit amb microcàpsules aplicades, abans i després de les proves de durabilitat, s'ha realitzat mitjançat microscòpia electrònica d'escombrat i espectroescòpia infraroja per transformada de Fourier. Al finalitzar la sistematització dels procediments, condicions i paràmetres per a la polimerització in situ així com l'aplicació de microcàpsules polimèriques amb nucli d'oli essencial de taronja (Citrus Sinensis) en teixit de cotó 100%, avançat en l'estudi de la selecció de materials per a l'aplicació en tèxtil que es puga utilitzar en el desenvolupament de productes innovadors. Els resultats han demostrat que s'ha produït la microencapsulació del oli essencial de taronja volàtil i que les microcàpsules aplicades al teixit de cotó presenten activitat antibacteriana han resistit quinze cicles de llavat utilitzant la normativa ISO 105 C06:2010. / [EN] Microencapsulation technology has been used in areas such as pharmacology, medicine, engineering and design. Focused on the engineering area, more specifically, material selection and product development, the symbolic, perceptive and functional character can be combined for the design of innovative products. Through microencapsulation technology, a wide range of core and membrane materials are combined, more specifically in the textile area, the application of microcapsules can provide the development of fabrics and functional materials with specific properties. In this context, this work proposes to verify the conditions and analyze the synthesis of microcapsules of orange essential oil (Citrus sinensis) and study their behavior when applied to cotton fabric. For the microcapsules synthesis of melamine-formaldehyde polymeric membrane with orange essential oil core (Citrus sinensis), the in situ polymerization method was used. The orange essential oil was characterized by gas chromatography, Fourier transform infrared spectroscopy, thermogravimetric, the synthesized microcapsules were characterized by Fourier transform infrared spectroscopy, thermogravimetric, scanning electron microscopy and focused ion beam. The polymeric microcapsules with an orange essential oil core synthesized were applied to cotton fabric by three different methods (impregnation, spraying and screen printing). After application on the cotton fabric, friction tests, washing tests and antibacterial activity tests were performed in the laboratory to study the behavior of microcapsules on the substrate. The characterization of fabric samples with the applied microcapsules, before and after the durability tests, was performed by scanning electron microscopy and infrared spectroscopy by Fourier transform. At the end, the procedures, conditions and parameters for in situ polymerization as well as the application of polymeric microcapsules with an orange essential oil core (Citrus sinensis) in 100 % cotton fabric were systematized, advancing the study of the selection of materials for application in textiles that can be used for the development of innovative products. The results showed that microencapsulation of the volatile orange essential oil occurred and that the microcapsules applied to the cotton fabric showed antibacterial activity and resisted fifteen washing cycles using the ISO 105 C06: 2010. / Soares Rossi, W. (2022). Síntesis, caracterización y aplicaciones de microcápsulas de aceite esencial de naranja (Citrus sinensis) en tejidos 100 % algodón [Tesis doctoral]. Universitat Politècnica de València. https://doi.org/10.4995/Thesis/10251/182096 / TESIS