DOCSLIB.ORG

Photocontrolled Self-Assembly of a Fluorescent Anthracene at Nano- and Microscales Christiaan J.F

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
Photocontrolled Self-Assembly of a Fluorescent Anthracene at Nano- and Microscales Christiaan J.F Photocontrolled self-assembly of a fluorescent anthracene at nano- and microscales Christiaan J.F. de Vet To cite this version: Christiaan J.F. de Vet. Photocontrolled self-assembly of a fluorescent anthracene at nano- and mi- croscales. Organic chemistry. Université de Bordeaux, 2016. English. NNT : 2016BORD0333. tel-02003479 HAL Id: tel-02003479 https://tel.archives-ouvertes.fr/tel-02003479 Submitted on 1 Feb 2019 HAL is a multi-disciplinary open access L’archive ouverte pluridisciplinaire HAL, est archive for the deposit and dissemination of sci- destinée au dépôt et à la diffusion de documents entific research documents, whether they are pub- scientifiques de niveau recherche, publiés ou non, lished or not. The documents may come from émanant des établissements d’enseignement et de teaching and research institutions in France or recherche français ou étrangers, des laboratoires abroad, or from public or private research centers. publics ou privés. THÈSE PRÉSENTÉE POUR OBTENIR LE GRADE DE DOCTEUR DE L’UNIVERSITÉ DE BORDEAUX ÉCOLE DOCTORALE DES SCIENCES CHIMIQUES SPÉCIALITÉ CHIMIE ORGANIQUE Christiaan J.F. de Vet Auto-assemblage d'un anthracène fluorescent aux échelles nano- et micrométriques par photoréaction contrôlée Photocontrolled self-assembly of a fluorescent anthracene at nano- and microscales Sous la direction de: Prof. André DEL GUERZO Soutenue le 9 Décembre 2016 Membres du jury : Mme. ISHOW, Elena Professeur, Univ. de Nantes Rapporteur M. SOPPERA, Olivier Directeur de recherche, Univ. de Haute Alsace Rapporteur M. BARTHELEMY, Philippe Professeur, Univ. de Bordeaux Président M. DEL GUERZO, André Professeur, Univ. de Bordeaux Directeur Voor ome Ad… Remerciements These three years have been an interesting experience which did not only consist of dealing with the challenges of scientific research, but also a change of culture and language. Furthermore, it included a change in topic. As a organic chemist, reaction optimization and multi step synthesis are the trade. However, in these three years I gradually got to be acquainted with spectroscopy and fluorescence microscopy. Therefore, this multidisciplinary doctoral thesis would not have been possible without the help of others. First of all I would like to thank my supervisor, André Del Guerzo, for the opportunity to carry out my doctoral thesis in your group and as a part of a larger European project. I can honestly say I learned a lot these past three years due to the trust and freedom you gave to let me make my own decisions and investigate those things I thought to be important or interesting. This was, however, not without the necessary advice and the occasional motivational speech. Je voudrais également remercier l’ensemble de mon jury de thèse : Prof. Eléna Ishow, Dr. Olivier Soppera et Prof. Philippe Bartélémy. Prof. Ishow et Dr. Soppera, pour avoir accepté d’être rapporteur et avoir investi une part de votre temps à lire mon manuscrit avec autant d’attention. Et enfin, Prof. Barthélémy pour avoir accepté le double rôle de président et examinateur. Furthermore I would like to express my gratitude to those who contributed to my work. Guillaume Raffy, without your help on microscope, brainstorm sessions and customized data analysis software Chapter 3 would have not been of the level it is right now. I will never forget the moment where, out of frustration, we decided to add water by exhaling onto the sample... and how it changed everything! Philip and Leire, you guys are amazing colleagues and friends. The endless scientific discussions and learning me the finer things of spectroscopy are much appreciated. CESAMO, Claire, Noël, Jean-Michel, Patricia, Cybille and the others, for the mass spectroscopy and the technical assistance with certain NMR studies. Damien, Clotilde and Pascale for their help with any technical problem I encountered in the lab and Dr. Luc Vellutini for helping with the contact angle measurements. Likewise, I would like to acknowledge my other colleagues from the ISM/NEO (over the years), Dario, Nathan, Brigitte, Jean-Marc, Dominique, Alejandro, Redouane, Quentin, Arnaud, Sergei, Fischer, Arka, Mitasree, Thomas and in particular Marcello, Luca, Mykhaylo, Hugo, György (aka Yourie) and Satoshi. I also had the pleasure of supervising several students in different and divers projects. Emilie, Laura, Etienne, Pierre and Evgeniia, thank you all for your help in realizing i or disproving the more farfetched and wild ideas. It certainly has provided new insights. I wish you guys all the best in your future careers! I would also like to thank The European Union Marie Curie Actions for funding the Initial Training Network programme ‘SMARTNET’ (Grant agreement no 316656) and thereby this PhD thesis. My gratitude also goes to all the collaborators within SMARTNET. It has been a privilege being involved in a project of high-level research in soft matter (chemistry). I would also like to thank all the ESRs and ERs, Matija, Serhii, Tomasz, Vânia, Jorge (or should I say George?), Inês, Maria, Ivan, Marco, Nishant, Laura, Ana Catarina and Alexandra. Our cohesion as a group made the biannual meetings/workshops an event to look forward to. In het kader van dit Europees project had ik ook de gelegenheid twee maanden ) te werken in de onderzoeksgroep Advanced Soft Matter (TU Delft). Prof. Jan van Esch en Dr. Rienk Eelkema ik wil jullie bedanken voor de gegeven kans om meer te leren over de mechanische karakterisatie van gels en de interessante discussies. Daarnaast wil ik Ben Norder wil graag bedanken voor zijn hulp met de rheologie experimenten en Vincent voor de samenwerking. Ik hoop dat onze behaalde resultaten (zie Hoofdstuk 5) uiteindelijk bruikbaar zijn geweest en/of tot nieuwe inzichten hebben kunnen leiden voor jouw promotieonderzoek. Veel succes met de afronding! Although the boss would like to see it different (read you should spend three years in the lab) there are also people outside of work which I would like to acknowledge. Als allereerste, Wouter en Thijs. Een weekend thuiskomen in Eindhoven is geen thuiskomen zonder een bezoek aan de heren. We zien elkaar minder door mijn keuze om naar het buitenland te gaan, maar gelukkig kunnen we de belangrijke dingen des levens bespreken over Whattsapp. Daarnaast mag ik Nick, Milanka, Jordy, Daan Biemans, Daan Schoenmakers, Karlijn, Daantje, Lizzy en Annemijn niet vergeten. Sziget, de avonden in de Aloys en oud-en-nieuw waren memorabele momenten. Likewise, I would like to acknowledge my friends in Bordeaux, Pedro, Marco, Frank, Mathias, Philip, Wiljan, Dieuwertje, William, Marcello, Hugo and Leire for the good food, football/rugby nights, the nights on the town, squash, swimming and cycling. Het laatste deel van mijn dankwoord is voor de meest belangrijke personen in mijn leven. Ik wil mijn familie, ouders, broer en zus bedanken voor jullie steun, interesse en begrip over de jaren heen. Mam en pap, de gegeven vrijheid, liefde en wijsheid hebben me gemaakt tot de persoon die ik ben vandaag. Mes dernières mots dans ces remerciements sont pour mon amour et meilleure amie, Thérèse. Tu as bouleversé ma vie et m’a permis de découvrir le monde. Apres un master en Belgique, une thèse en France et je ferai un postdoc en Italie… Tu est la patience personnifiée, même dans les dernières mois les plus difficiles tu étais toujours là pour m’encourager. Je t’aime! ii Résumé Les gels supramoléculaires, grâce à leurs propriétés uniques comme la réversibilité ou la dynamique, permettent d’envisager de nouvelles gammes de matériaux plus sophistiqués comme par exemple des matériaux s’auto-réparant. Cependant, un des défis majeurs à relever dans ce domaine est de mieux contrôler leur morphologie aux échelles nano- et micro- métriques ainsi que la possibilité de contrôler précisément l’emplacement de la croissance des nanostructures formant ces gels. Dans cette thèse, nous présentons les principaux résultats obtenus sur l’auto-assemblage photo-induit des n-acènes. Plus précisément, nous traiterons du contrôle de la nucléation et de la croissance de 2,3-didecyloxyanthracène (ou DDOA) à différentes échelles, pour permettre le photo-patterning d’objets anisotropes. Le concept présenté ici a pour objectif global d’avancer sur le contrôle de la formation de nanofibres en 3D. L’utilisation d’acènes fluorescents permet simultanément de pouvoir étudier grâce à la microscopie de fluorescence les mécanismes fondamentaux de l’auto-assemblage photo-induit, ainsi que l’impact de cette approche sur la fabrication de matériaux pour la photonique à nanostructure contrôlée. Le premier chapitre est consacré à la présentation des notions essentielles à la compréhension et à la mise en relief des résultats discutés dans la thèse. Celles-ci comprennent à la fois l’auto-assemblage moléculaire, les gélifiants de faible poids moléculaire (GFPM) (principes et état-de-l’art) ainsi que les bases de la photochimie. Le deuxième chapitre introduira le 1,2-dicétone-2,3-didecyloxyanthracène (dkDDOA), le pro-gélifiant du DDOA, et ses propriétés photo-chimiques et photo-physiques en solution. Ensuite, la gélification photo-induite du DDOA dans le DMSO sera présentée. Les propriétés physiques du gel induit par réaction photochimique sont comparées à celles du gel standard, induit par refroidissement. Une attention particulière a été apportée à l’étude des interactions entre le DDOA et le dkDDOA en solution. Enfin, nous présenterons le dkG10, un diphenyl-tetracène photoactivable, et son utilisation pour le contrôle spatial de la couleur de l’émission des fibres grâce à un transfert d’énergie entre DDOA et G10 pendant la photoconversion. Dans le troisième chapitre, avant de discuter du photo-patterning des fibres de DDOA, différentes techniques de contrôle de la croissance des matériaux auto-assemblables pour l’obtention de propriétés anisotropes seront présentées. Ensuite nous discuterons des conditions expérimentales pour l’obtention des patterns de fibres alignées de DDOA grâce à un faisceau laser focalisé. Au cours du chapitre 4, la stratégie de synthèse adoptée pour avoir des acènes auto- assemblables avec les propriétés photo-physiques souhaitées sera détaillée.
Load more

Recommended publications
  • Transition-Metal Catalyzed Synthesis of Carbonyl Compounds Using Formates Or Formamides As Carbonyl Sources
    Journal of the Japan Petroleum Institute, 61, (1), 1-9 (2018) 1 [Review Paper] Transition-metal Catalyzed Synthesis of Carbonyl Compounds Using Formates or Formamides as Carbonyl Sources Tetsuaki FUJIHARA and Yasushi TSUJI＊ Dept. of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, JAPAN (Received August 24, 2017) Various available approaches for catalytic carbonylation reactions using formates and formamides with transi- tion metal catalysts are reviewed. Pd complexes catalyze the hydroesterification or hydrocarbamoylation of alkynes using aryl formates or formamides, respectively, as the carbonyl sources. The esterification of aryl halides with aryl formates proceeds in the presence of a Pd catalyst with suitable ligands. Using a Cu complex with a bulky bidentate phosphine ligand is used as a catalyst, boraformylation and silaformylation of allenes effi- ciently proceeds using alkyl formates as a formyl source. Keywords Formate, Formamide, Homogeneous catalysis, Palladium, Copper 1. Introduction This review describes Pd-catalyzed hydroesterifica- tion and hydrocarbamoylation of alkynes employing Carbon monoxide (CO) is an important C1 unit which formates or formamides as the carbonyl sources, is often used as a carbonyl source to convert various respectively. Esterification of aryl halides with aryl bulk chemicals into functionalized products in large- formates also proceeds in the presence of a Pd catalyst. scale application for industrial syntheses1)～3). Cu-catalyzed bora- and silaformylation of allenes em- However, carbonylation reactions with CO are not typi- ploying an alkyl formate is also possible. The scope cally used in the laboratory-scale synthesis of complex of substrates and plausible reaction mechanisms are dis- organic molecules, probably due to general reluctance cussed.
    [Show full text]
  • Part I: Carbonyl-Olefin Metathesis of Norbornene
    Part I: Carbonyl-Olefin Metathesis of Norbornene Part II: Cyclopropenimine-Catalyzed Asymmetric Michael Reactions Zara Maxine Seibel Submitted in partial fulfillment of the requirements for the degree of Doctor of Philosophy in the Graduate School of Arts and Sciences COLUMBIA UNIVERSITY 2016 1 © 2016 Zara Maxine Seibel All Rights Reserved 2 ABSTRACT Part I: Carbonyl-Olefin Metathesis of Norbornene Part II: Cyclopropenimine-Catalyzed Asymmetric Michael Reactions Zara Maxine Seibel This thesis details progress towards the development of an organocatalytic carbonyl- olefin metathesis of norbornene. This transformation has not previously been done catalytically and has not been done in practical manner with stepwise or stoichiometric processes. Building on the previous work of the Lambert lab on the metathesis of cyclopropene and an aldehyde using a hydrazine catalyst, this work discusses efforts to expand to the less stained norbornene. Computational and experimental studies on the catalytic cycle are discussed, including detailed experimental work on how various factors affect the difficult cycloreversion step. The second portion of this thesis details the use of chiral cyclopropenimine bases as catalysts for asymmetric Michael reactions. The Lambert lab has previously developed chiral cyclopropenimine bases for glycine imine nucleophiles. The scope of these catalysts was expanded to include glycine imine derivatives in which the nitrogen atom was replaced with a carbon atom, and to include imines derived from other amino acids. i Table of Contents List of Abbreviations…………………………………………………………………………..iv Part I: Carbonyl-Olefin Metathesis…………………………………………………………… 1 Chapter 1 – Metathesis Reactions of Double Bonds………………………………………….. 1 Introduction………………………………………………………………………………. 1 Olefin Metathesis………………………………………………………………………… 2 Wittig Reaction…………………………………………………………………………... 6 Tebbe Olefination………………………………………………………………………... 9 Carbonyl-Olefin Metathesis…………………………………………………………….
    [Show full text]
  • S Via Ring-Opening Metathesis Polymerization (ROMP)
    1 Chapter 1 Synthesis of End-Functionalized Polynorbornenes via Ring-Opening Metathesis Polymerization (ROMP) 2 Abstract The synthesis of a variety of polynorbornenes (PNB)s bearing acetoxy, hydroxy, and vinyl end-groups was accomplished. PNBs with an acetoxy group at one terminus and a vinyl group at the other were prepared using norbornene, ruthenium-based olefin metathesis catalyst (PCy3)2Cl2Ru=CHPh, and allyl acetate as a chain transfer agent (CTA). Employing a more active catalyst, (1,3-dimesityl-4,5-dihydroimidazol-2- ylidene)(PCy3)Cl2Ru=CHPh, and 1,4-diacetoxy-2-butene as the CTA afforded telechelic PNBs bearing acetoxy groups at both ends of the polymer chains. Molecular weights were controlled by varying the initial monomer/CTA ratio and were in agreement with their theoretical values. Using a similar procedure, acetoxy end-functionalized PNBs were also obtained by degradation of high molecular weight PNB. Removal of the acetoxy groups afforded the corresponding hydroxy terminated polymers with number averaged functionalities close to two. Mechanisms are proposed for the formation of the end-functionalized polymers. Correction factors for characterizing PNBs by gel- permeation chromatography (GPC) are also suggested. Portions of this chapter have been previously reported, see: Bielawski, C. W.; Benitez, D.; Morita, T.; Grubbs, R. H. Macromolecules 2001, 34, 8610. 3 Introduction Telechelic polymers, or polymers with functional groups selectively positioned at the termini of any given chain, have been extensively employed in a variety of applications including intermediates in the synthesis of block copolymers, use as cross- linking agents, and in the formation of polymeric networks.1-4 Since these applications are often dependent on structural, mechanical, and thermal properties of the telechelic polymer, expanding the range of selectable monomers remains a synthetic goal in polymer chemistry.
    [Show full text]
  • Hydrocarbon Processing Overview
    Hydrocarbon Processing Overview Hydrocarbon Processing – The Solutions Start Here Full Spectrum Product Line Other support comes from Praxair R&D, where teams of Today’s hydrocarbon processing industries (HPI) requires scientists are dedicated to the development of specialty high precision measurement, uniform stability, specialty gas products and services. mixes, and reference standards. Praxair’s Spectrum Reliable Production and Distribution products offer a wide range of certified mixes, industry Praxair possesses multiple ISO 9001:2000 certified plants reference standards, and high purity organics. The pro- with 5 specialty gas plants and North America’s largest gas duction of natural gas, liquefied petroleum gas, engine production facility working to provide the highest quality fuels, and ethane are analyzed to meet process feed and products, product availability, and meeting on time delivery salable product specifications. Spectrum gases and liquid requirements. With over 600 US locations, our distribution mixes are formulated to certifiable references and to meet network accompanied by our ability to supply custom standards for your low sulfur fuels and natural gases, vapor delivery solutions for packaged and bulk products allows pressure, LPG standards, and HVOC requirements. Praxair Praxair to offer packaged and bulk options that may help possesses an extensive portfolio of assayed chemicals to you increase your productivity. customize your requirements. A Complete Range of Gas Delivery Equipment Centers of Excellence Praxair’s offers a wide range of essential equipment to meet To effectively service North America, Praxair has three the demands of today’s hydrocarbon processing facility centers of excellence dedicated for hydrocarbons. These laboratories and process feed monitoring instrumentation centers are located in Geismar, Louisiana; Edmonton, gas delivery solutions.
    [Show full text]
  • The Synthetization and Analysis of Dicyclopentadiene and Ethylidene-Norbornene Microcapsule Systems
    polymers Article The Synthetization and Analysis of Dicyclopentadiene and Ethylidene-Norbornene Microcapsule Systems Ionut Sebastian Vintila 1,2,*, Horia Iovu 2, Andreea Alcea 1, Andreia Cucuruz 3, Andrei Cristian Mandoc 1 and Bogdan Stefan Vasile 4 1 National Research and Development Institute for Gas Turbines COMOTI, 061126 Bucharest, Romania; [email protected] (A.A.); [email protected] (A.C.M.) 2 Department of Bioresources and Polymer Science, Faculty of Applied Chemistry and Materials Science, University Politehnica of Bucharest, 011061 Bucharest, Romania; [email protected] 3 Department of Science and Engineering of Oxide Materials and Nanomaterials, Faculty of Applied Chemistry and Materials Science, University Politehnica of Bucharest, 011061 Bucharest, Romania; [email protected] 4 National Research Centre for Micro and Nanomaterials, Faculty of Applied Chemistry and Materials Science, University POLITEHNICA of Bucharest, 060042 Bucharest, Romania; [email protected] * Correspondence: [email protected]; Tel.: +40-726998218 Received: 7 April 2020; Accepted: 25 April 2020; Published: 4 May 2020 Abstract: The activities of this paper were focused on an in-situ fabrication process for producing two self-healing systems containing dicyclopentadiene and 5-ethylidene-2-norbornene monomers encapsulated in a urea-formaldehyde shell and integration methods applied in the epoxy matrix to analyse and compare the influences of their integration into the neat epoxy matrix. The self-healing systems were first synthesized according to a literature review, and subsequently, an optimization process was conducted for the fabrication process. Neat epoxy specimens were fabricated as reference specimens and subjected to flexural tests. Several integration methods for incorporating the self-healing systems into the epoxy resin were investigated.
    [Show full text]
  • Designing Polymers for Advanced Battery Chemistries
    REVIEWS Designing polymers for advanced battery chemistries Jeffrey Lopez 1, David G. Mackanic 1, Yi Cui 2,3 and Zhenan Bao 1* Abstract | Electrochemical energy storage devices are becoming increasingly important to our global society , and polymer materials are key components of these devices. As the demand for high- energy density devices increases, innovative new materials that build on the fundamental understanding of physical phenomena and structure–property relationships will be required to enable high-capacity next-generation battery chemistries. In this Review , we discuss core polymer science principles that are used to facilitate progress in battery materials development. Specifically , we discuss the design of polymeric materials for desired mechanical properties, increased ionic and electronic conductivity and specific chemical interactions. We also discuss how polymer materials have been designed to create stable artificial interfaces and improve battery safety. The focus is on these design principles applied to advanced silicon, lithium-metal and sulfur battery chemistries. The development of new electrochemical energy storage of existing materials or to enable the application of new technologies has been instrumental to the proliferation battery chemistries. In this Review, we summarize the of portable electronic devices and the increasing adop- fundamental polymer science and engineering con- tion of electric vehicles. Intermittent electricity genera- cepts related to the development of polymers for next- tion (for example, from wind and solar power sources) generation battery applications (Table 1). We specifically has further intensified the demand for high-energy den- discuss how these core concepts drive the design of new sity, high- power and low-cost energy storage devices1,2.
    [Show full text]
  • ©[2010] Diana Y. Lee ALL RIGHTS RESERVED
    ©[2010] Diana Y. Lee ALL RIGHTS RESERVED EFFECTS OF DRYING METHODS ON THE STABILITY OF 2,4-DECADIENAL ENCAPSULATED IN AN O/W NANOEMULSION By DIANA Y. LEE A thesis submitted to the Graduate School-New Brunswick Rutgers, The State University of New Jersey in partial fulfillment of the requirements for the degree of Masters in Science Graduate Program in Food Science Written under the direction of Qingrong Huang and approved by ________________________ ________________________ ________________________ New Brunswick, New Jersey [May, 2010] ABSTRACT OF THE THESIS Effects of drying methods on the stability of 2,4-decadienal encapsulated in an o/w nanoemulsion By DIANA Y. LEE Thesis Director: Qingrong Huang The flavor industry has utilized many encapsulation methods in order to provide customers with stable flavors that maintain their integrity during various processing procedures. Savory flavors in particular have a unique hurdle to overcome, as they are subject to extreme temperature abuse, such as frying, baking, sautéing, and boiling. Highly sensitive compounds such as 2,4-Decadienal, that provide distinct characteristics to savory foods such as french fries and chicken, are particularly susceptible to change during these processes. Using oil in water nanoemulstions of diameters between 20-800 nanometers as well as various drying methods to encapsulate volatile compounds have been an exciting avenue for flavor encapsulation. The present research will focus on the stability of 2,4- Decadienal using oil in water nanoparticles of medium chain triglycerides (Neobee) in addition to multilayer encapsulation; spray drying and freeze drying. ii A slurry of 2,4-decadienal, maltodextrin, gum, Neobee and water were homogenized via high speed at 13,500 rpm and high pressure under 1500 bar to create a stable nanoemulsion.
    [Show full text]
  • Encapsulation of Gases in Powder Solid Matrices and Their Applications: a Review
    ÔØ ÅÒÙ×Ö ÔØ Encapsulation of gases in powder solid matrices and their applications: a review Thao M. Ho, Tony Howes, Bhesh R. Bhandari PII: S0032-5910(14)00265-4 DOI: doi: 10.1016/j.powtec.2014.03.054 Reference: PTEC 10142 To appear in: Powder Technology Received date: 4 December 2013 Revised date: 18 March 2014 Accepted date: 21 March 2014 Please cite this article as: Thao M. Ho, Tony Howes, Bhesh R. Bhandari, Encapsulation of gases in powder solid matrices and their applications: a review, Powder Technology (2014), doi: 10.1016/j.powtec.2014.03.054 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 manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. ACCEPTED MANUSCRIPT Encapsulation of gases in powder solid matrices and their applications: a review Thao M. Hoa, Tony Howes b, Bhesh R. Bhandaria * a School of Agriculture and Food Sciences, The University of Queensland, QLD 4072, Australia b School of Chemical Engineering, The University of Queensland, St. Lucia, QLD 4072, Australia * Corresponding author. Address: School of Agriculture and Food Sciences, The University of Queensland, Brisbane, QLD 4072, Australia. Tel.: +61 7 33469192; fax: +61 7 33651177. E-mail address: [email protected] (B.R.
    [Show full text]
  • Revised Group Additivity Values for Enthalpies of Formation (At 298 K) of Carbon– Hydrogen and Carbon–Hydrogen–Oxygen Compounds
    Revised Group Additivity Values for Enthalpies of Formation (at 298 K) of Carbon– Hydrogen and Carbon–Hydrogen–Oxygen Compounds Cite as: Journal of Physical and Chemical Reference Data 25, 1411 (1996); https://doi.org/10.1063/1.555988 Submitted: 17 January 1996 . Published Online: 15 October 2009 N. Cohen ARTICLES YOU MAY BE INTERESTED IN Additivity Rules for the Estimation of Molecular Properties. Thermodynamic Properties The Journal of Chemical Physics 29, 546 (1958); https://doi.org/10.1063/1.1744539 Critical Evaluation of Thermochemical Properties of C1–C4 Species: Updated Group- Contributions to Estimate Thermochemical Properties Journal of Physical and Chemical Reference Data 44, 013101 (2015); https:// doi.org/10.1063/1.4902535 Estimation of the Thermodynamic Properties of Hydrocarbons at 298.15 K Journal of Physical and Chemical Reference Data 17, 1637 (1988); https:// doi.org/10.1063/1.555814 Journal of Physical and Chemical Reference Data 25, 1411 (1996); https://doi.org/10.1063/1.555988 25, 1411 © 1996 American Institute of Physics for the National Institute of Standards and Technology. Revised Group Additivity Values for Enthalpies of Formation (at 298 K) of Carbon-Hydrogen and Carbon-Hydrogen-Oxygen Compounds N. Cohen Thermochemical Kinetics Research, 6507 SE 31st Avenue, Portland, Oregon 97202-8627 Received January 17, 1996; revised manuscript received September 4, 1996 A program has been undertaken for the evaluation and revision of group additivity values (GAVs) necessary for predicting, by means of Benson's group additivity method, thermochemical properties of organic molecules. This review reports on the portion of that program dealing with GAVs for enthalpies of formation at 298.15 K (hereinafter abbreviated as 298 K) for carbon-hydrogen and carbon-hydrogen-oxygen compounds.
    [Show full text]
  • Unlted States Patent [19] [11] Patent Number: 4,816,521 Asrar [45] Date of Patent: Mar
    Unlted States Patent [19] [11] Patent Number: 4,816,521 Asrar [45] Date of Patent: Mar. 28, 1989 [54] CY CLOPENTADIENYLENE VINYLENE 4,022,954 5/1977 Kurosawa et a1. ........... .. 525/366 X POLYMERS 4,316,978 2/1982 Kennedy et a1. .. 526/348.7 4,412,044 10/1983 Takahashi et a1. ........... .. 525/366 X [75] Inventor: Jawed Asrar, Wilbraham, Mass. FOREIGN PATENT DOCUMENTS [73] Assignee: Monsanto Company, St. Louis, Mo. [21] Appl. No.: 54,633 3224159 12/1983 Fed. Rep. of Germany_ 525/3272 _ Primary Examiner—Edward J. Snuth, Jr. [221 Flled‘ May 27’ 1987 Assistant Examiner-F. M. Teskin [s1] rm. cu ........................ .. cosr 32/04; C08F 8/00 Amine» Agent, or Firm-Thomas E- Kelley; William J [52] US. Cl. ............................ .. 525/3273; 525/3295; Famngton 525/326.1; 525/366; 526/280; 526/281; 7 TR, 526/269; 428/409; 428/411.1; 264/33l.17 [5 ] _ ABS _ Cr _ _ ' [58] Field of Search ............................. .. 526/269, 281; Polycyclopentadlenylene vmylene exhlbltmg Solvent 525/3273, 328.6, 329.5, 366, 327.2; 428/523, resistance, e.g. to chlorinated solvents such as chloro 409, 411,1; 264/331,17 form and methylene chloride and to amine solvents . such as dimethylformamide, is prepared by removal of [56] References cued acid groups from precursor polymer having norbornene U.S. PATENT DOCUMENTS dioxo derivatives. 3,330,815 7/1967 McKeon et a1. ................. .. 260/93.1 3,959,234 5/ 1976 Kurosawa et a1. ................. .. 260/78 4 Claims, N0 Drawings 4,816,521 1 2 CYCLOPENTADIENYLENE VINYLENE POLYMERS CH=CH— BACKGROUND OF THE INVENTION 5 Disclosed herein are conjugated polymers, e.g.
    [Show full text]
  • Cycloolefin Copolymers: Processing, Properties Application
    Cycloolefin copolymers: Processing, Properties Application Petr Mlejnek Bachelor Thesis 2007 ABSTRACT The main object of this bachelor thesis is to compile the complex review of preparation, chemical structure, morphology, properties, processing and applica- tion of cyclic olefin copolymers. Recently, these modern materials have attracted the attention of the researchers as well as plastic processors. Cyclic olefin co- polymers are prepared by copolymerization of cyclic and linear olefins. By varying the structure, they can be tailored for specific applications. Generally, they are characterized by almost amorphous structure, high glass transition temperature, high transparency and low density. Presently, they are successfully applied in packaging and pharmaceutics ANOTACE Hlavním úelem této bakaláské práce je sestavit pehlednou literární re- šerši týkající se výroby, chemické struktury, morfologie, vlastností, zpracování a aplikací cyklických olefinických kopolymer. V poslední dob jsou tyto moderní materiály pedmtem zájmu jak výzkumných tým, tak pedevším zpracovatel plast. Cyklické olefinické kopolymery se vyrábjí kopolymerací cyklických a line- árních olefin. Zmnou struktury lze vyrábt tzv. materiály na míru pro specifické aplikace. Obecn jsou charakterizovány tém zcela amorfní strukturou, vysokou teplotou skelného pechodu, vysokou prhledností a nízkou hustotou. V souasné dob se s úspchem využívají pro výrobu obal a farmaceutických pomcek. ACKNOWLEDGEMENTS I would like to thank my supervisor Jana Výchopová for her professional help,
    [Show full text]
  • Forcing Single-Chain Nanoparticle Collapse Through Hydrophobic Solvent Interactions in Comb Copolymers
    Polymer Chemistry View Article Online COMMUNICATION View Journal | View Issue Forcing single-chain nanoparticle collapse through hydrophobic solvent interactions in Cite this: Polym. Chem., 2020, 11, 292 comb copolymers† Received 16th August 2019, Accepted 4th October 2019 Cheyenne H. Liu, ‡ Logan D. Dugas,‡ Jared I. Bowman, Tamuka Chidanguro, DOI: 10.1039/c9py01235d Robson F. Storey and Yoan C. Simon * rsc.li/polymers We introduce a novel synthetic strategy in which high molecular crosslinks are reminiscent of disulfide bridges, and the intro- weight comb copolymers with aliphatic side chains can collapse duction of catalytic sites is comparable to active enzymatic into single-chain nanoparticles (SNCPs) via photodimerization of pockets.6,17,18 Consequently, the scientific pursuit of SCNPs – anthracene under ultraviolet (UV) irradiation. By deliberately has grown unabated in areas such as catalysis,17,19 21 – – selecting hydrophobic comonomers with disparate solvency, we sensing,22 24 and site-specific drug delivery.25 27 demonstrated that we could control chain collapse. We attribute To realize the full potential of SCNPs, one must understand these results to the formation of pseudo-unimicellar structures, the parameters governing chain collapse. Seminal work by whereby polyisobutylene (PIB) side chains are preferentially sol- Pomposo and coworkers laid the theoretical framework for the vated, thereby compressing anthracene moieties to form a denser understanding of how solvent selection affects the ultimate – crosslinked core. The control of hydrophobic interactions is a size and structure of SCNPs.28 31 They meticulously explored common occurrence in proteins and we believe that our approach through computational modeling whether SCNPs can form – can be further extended to achieve multi-compartment SCNPs true globular structures.28,29,31 33 Namely, they showed that whereby each section is responsible for a given function.
    [Show full text]