ORGANIC CHEMISTRY OF MATERIALS
Learning outcomes of the course unit
Knowledge and understanding: the main goal is to provide to the student the tools for the comprehension and the dissertation of bulk materials, hybrid materials and nanomaterilas using the concepts acquired in organic chemistry; particular attention will be paid to the influence of the structure-activity relationship, and to modern organic reactions allowing to tailor material properties.
Learning skills: students will acquire the specific language of the material chemistry field and will achieve the ability to correlate the various aspects of materials, from basic chemical properties to technological applications.
In particular, at the end of the course the student will be able to:
• recognize the synthetic techniques and to carry out the structural characterization of organic materials and of organic /inorganic hybrid materials
• correlate the structure and the properties of organic materials even in complex systems;
• critically understand a problem related to his profession and to propose specific solutions;
• design and complete an experiment through individual or team activities.
• retrieve bibliographic information to plan and carry out the synthesis of organic materials and organic /inorganic hybrid materials.
• collect and interpret experimental data in the laboratory;
• set up experimental activities;
• organize team-work;
• adapt to different work areas and issues;
• deliberates on important scientific and ethical issues.
• communicate chemical problems in a written and verbal form, even with the help of multimedia systems;
• sustain a contradictory on issues related to his studies;
• interact with people in multidisciplinary projects;
• carry out experimental training activities for undergraduate students.
• retrieve information from literature, databases and on the internet;
• learn independently, addressing new scientific issues or professional problems;
• continue to study solutions to complex problems, including interdisciplinary ones, finding the information needed to formulate answers and knowing how to defend their own proposals in specialized and non-specialized contexts.
Knowledge of the concepts developed in the Organic Chemistry 1, Organic Chemistry 2 and in the Chemistry and technology of polymeric material courses
Course contents summary
At first the structure and chemical properties of principal classes of organic materials of technological/industrial interest will be described, from ‘classical’ materials (wood, paper, fabrics, polymers) to more specialized ones such as hybrid organic-inorganic materials, nanomaterials and biomaterials, with examples of applications .
Structure activity relationships will be introduced, and their application to material chemistry will be illustrated. Properties of organic materials relevant for applications, and their connection with the molecular structure and with intermolecular non-covalent interacitons will be illustrated.
Kinetics of organic reactions and in particular of those relevant in material chemistry will be illustrated. Then the degradation and resistance of organic materials will be discussed; in particular reactions under extreme conditions will be described. Scale for describing extreme acid or extreme basic conditions will be introduced. Oxidation, pyrolysis and combustion and methods for prevention will be described.
Finally, strategies for tailored modification of bulk materials, interfaces, and organic nanomaterials will be discussed.
A-Structure (1 credits)
Principal classes of organic materials of industrial interest. Classical organic materials: wood, paper, fabrics. Brief recall on polymers (from polymer chemistry course) and focus on polymers for high-tech applications. Gel forming materials. Organic coatings. Organic-inorganic hybrid materials. Biomaterials. Organic nanomaterials. Carbon-based nanomaterials: fullerene, nanotubes, nanographene. Biointerphases. Examples of functional materials for advanced applications.
B-Properties (1 credit)
Molecular descriptors of structure. Structure-activity relationships. Optical and electronic properties. The supramolecular view of properties of technological interest. Stereochemical properties of materials. Solubility: solvent effect theories.Swelling and gel formation. Biodegradability. Self-healing.
C-Reactivity (2 credit)
Kinetics in organic material chemistry. Degradation of organic materials by chemical treatments. Acidity and basicity extreme conditions: effect on the various class of materials. Acidity and basicity scales in non-aqueous media. Oxidation, autooxidation and photooxidation on organic materials. Pyrolysis and combustion. Photodegradation and photostability.
D-Tailored modification. (2 credits)
Transformation of bulk material (e.g. biomineralization, carbon fibers). Surface chemistry and surface treatments. Surface derivatization. Radical reactions: principles and applications in material chemistry. Bioconjugation and bioortogonal chemistry. Organic reactions on nanomaterials.
Sources for in-depth study
Springer Science & Business Media 2011
Functional Hybrid Materials
Editor: P. Gomez-Romero, C. Sanchez
Editor: G. Kickelbick
Eric V. Anslyn, Dennis A. Daugherty: Modern Physical Organic Chemistry, University Science Books, 2006
F.A. Carey e R.J. Sundberg Advanced Organic Chemistry 5th Edition, Springer, 2007
J. March Advanced Organic Chemistry Reactions, Mechanisms, and Structure , 7th Edition John Wiley & Sons , 2013
Assessment methods and criteria
The exam consists of a written test and an oral test.
The knowledge required to pass the exam are:
Demonstration of knowledge and understanding, supported by basic knowledge of Organic Chemistry, in applying these concepts to Materials Chemistry with professional attitude and originality. Ability to apply knowledge of Organic Chemistry of Materials in a broader and multidisciplinary context, understanding the links with other subject of the Chemistry Master Degree; maturity and knowledge necessary to undertake further studies with a self-directed degree of autonomy
Demonstration of knowledge of the structure and reactivity of bulk organic materials, hybrid materials and organic nanomaterials and their applications. Knowledge of relationships between structure and properties of organic materials.
Knowledge of main transformations and reactivity of organic materials and of synthetic methods for their tailored modification.
The written exam consists of 3 questions, under the form of case-studies. It is passed if 2/3 questions are answered correctly or, alternatively, if at least 60% of the total content expressed is correct and comprehensive.
The oral examination consists of the discussion of the written exam with a deepening of the theoretical part, in particular aspects not included in the written exam.
Teacher's handouts will be available in various formats in the web site.