Scavenger Resin
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Scavenger resins are
polymer A polymer () is a chemical substance, substance or material that consists of very large molecules, or macromolecules, that are constituted by many repeat unit, repeating subunits derived from one or more species of monomers. Due to their br ...
s (resins) with bound
functional group In organic chemistry, a functional group is any substituent or moiety (chemistry), moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions r ...
s that react with specific by-products, impurities, or excess
reagent In chemistry, a reagent ( ) or analytical reagent is a substance or compound added to a system to cause a chemical reaction, or test if one occurs. The terms ''reactant'' and ''reagent'' are often used interchangeably, but reactant specifies a ...
s produced in a reaction. Polymer-bound functional groups permit the use of many different scavengers, as the functional groups are confined within a
resin A resin is a solid or highly viscous liquid that can be converted into a polymer. Resins may be biological or synthetic in origin, but are typically harvested from plants. Resins are mixtures of organic compounds, predominantly terpenes. Commo ...
or are simply bound to the solid support of a bead. Simply, the functional groups of one scavenger will react minimally with the functional groups of another.


Applications

Employment of scavenger resins has become increasingly popular in solution-phase
combinatorial chemistry Combinatorial chemistry comprises chemical synthesis, chemical synthetic methods that make it possible to prepare a large number (tens to thousands or even millions) of compounds in a single process. These compound library, compound libraries can b ...
. Used primarily in the synthesis of medicinal drugs, solution-phase combinatorial chemistry allows for the creation of large
libraries A library is a collection of Book, books, and possibly other Document, materials and Media (communication), media, that is accessible for use by its members and members of allied institutions. Libraries provide physical (hard copies) or electron ...
of structurally related compounds. When purifying a solution, many approaches can be taken. In general
chemical synthesis Chemical synthesis (chemical combination) is the artificial execution of chemical reactions to obtain one or several products. This occurs by physical and chemical manipulations usually involving one or more reactions. In modern laboratory uses ...
laboratories, a number of traditional techniques for purification are used as opposed to the employment of scavenger resins. Whether or not scavenger resins are used often depends on the quantity of product desired, how much time you have to produce the wanted product, and the use of the product. Some of the advantages and disadvantages to using scavenger resins as a means for purification are described later. Traditional methods of
purification Purification is the process of rendering something pure, i.e. clean of foreign elements and/or pollution, and may refer to: Religion * Ritual purification, the religious activity to remove uncleanliness * Purification after death * Purification ...
of these compounds becomes time consuming and does not always produce entirely pure products. The ability to specialize a scavenger resin allows for significantly reduce purification times and more pure products. Furthermore, the use of scavenger resins creates a situation where the product can remain in solution and the reaction can be monitored. Conversely, many scavenger resins must be used in large amounts to purify a given product, presenting physical purification issues. Furthermore, when discussing the use of scavenger resins it is important to think about the different types of solid support "beads" that will hold the selected
functional group In organic chemistry, a functional group is any substituent or moiety (chemistry), moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions r ...
. These polymer beads can be describe most often in two ways, lightly crosslinked and highly crosslinked. The different solid supports are chosen at the preference of the chemist.


Lightly crosslinked resins

Lightly crosslinked refers to the lightly woven polymer portion of the scavenger. This type of resin becomes swollen in a particular
solvent A solvent (from the Latin language, Latin ''wikt:solvo#Latin, solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a Solution (chemistry), solution. A solvent is usually a liquid but can also be a solid, a gas ...
, allowing an impurity to react with a specified functional group. In many times single solvents are not sufficient to expand the resin, in which case a second solvent must be added. Examples of a secondary solvent, or co-solvent, would be
Tetrahydrofuran Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water- miscible organic liquid with low viscosity. It is ...
, or THF. Typically contain 1–3% of
divinylbenzene Divinylbenzene (DVB) is an organic compound with the chemical formula and structure (a benzene ring with two vinyl groups as substituents). It is related to styrene (vinylbenzene, ) by the addition of a second vinyl group.CRC Handbook of Chemi ...
.David Alan Pears "Scavenger Resin and Processes for the Use Thereof" – Issue date: 24 May 2005


Highly crosslinked resins

Highly crosslinked resins typically swell much less than the latter. The property that allows these types of resins to work efficiently lies in their
porous Porosity or void fraction is a measure of the void (i.e. "empty") spaces in a material, and is a fraction of the volume of voids over the total volume, between 0 and 1, or as a percentage between 0% and 100%. Strictly speaking, some tests measure ...
properties. The reacting compound can
diffuse Diffusion is the net movement of anything (for example, atoms, ions, molecules, energy) generally from a region of higher concentration to a region of lower concentration. Diffusion is driven by a gradient in Gibbs free energy or chemical p ...
through the porous layer of the resin to converge with the scavenger's functional group. These types of resins are utilized in situations where swelling of the resins may cause a physical barrier to reaction purification. Contain much higher content of divinylbenzene.


Commercial use

Organic scavenger resins have been used commercially in
water filter A water filter removes impurities by lowering contamination of water using a fine physical barrier, a chemical process, or a biological process. Filters cleanse water to different extents, for purposes such as: providing agricultural irrigation, ...
s as early as 1997. As an alternative to
reverse osmosis Reverse osmosis (RO) is a water purification process that uses a partially permeable membrane, semi-permeable membrane to separate water molecules from other substances. RO applies pressure to overcome osmotic pressure that favors even distribu ...
, organic anion resins (scavenger resins) have been used to remove impurities from drinking water. These types of resins are able to remove the negatively charged organic 'verification needed''/sup> molecules in water, like
bicarbonate In inorganic chemistry, bicarbonate (IUPAC-recommended nomenclature: hydrogencarbonate) is an intermediate form in the deprotonation of carbonic acid. It is a polyatomic anion with the chemical formula . Bicarbonate serves a crucial bioche ...
s,
sulfates The sulfate or sulphate ion is a Polyatomic ion, polyatomic anion with the empirical formula . Salts, acid derivatives, and peroxides of sulfate are widely used in industry. Sulfates occur widely in everyday life. Sulfates are salt (chemistry), ...
, and
nitrates Nitrate is a polyatomic ion with the chemical formula . Salts containing this ion are called nitrates. Nitrates are common components of fertilizers and explosives. Almost all inorganic nitrates are soluble in water. An example of an insol ...
. It has been estimated that 60–80% of organic impurities in water may be remove using these methods.


Advantages

*Rapid purification time: Products can be purified in short periods of time, relative to traditional techniques *Product remains in solution: The product is not removed from solution, as in
crystallization Crystallization is a process that leads to solids with highly organized Atom, atoms or Molecule, molecules, i.e. a crystal. The ordered nature of a crystalline solid can be contrasted with amorphous solids in which atoms or molecules lack regu ...
techniques. *Reaction may be monitored: The purification process is controlled *Traditional purity techniques may be employed *Can be used in excess *Removed by
filtration Filtration is a physical separation process that separates solid matter and fluid from a mixture using a ''filter medium'' that has a complex structure through which only the fluid can pass. Solid particles that cannot pass through the filte ...
*Allow for the synthesis of complex compound libraries *Can be customized: Different scavenger resins employed for different impurities. *High solvent compatibility (can be used with many solvents)


Disadvantages

*Large quantities are in some cases required to remove impurities *May pose barriers on small scale reactions by "clogging up" the test tube reaction *Dependent upon
reagent In chemistry, a reagent ( ) or analytical reagent is a substance or compound added to a system to cause a chemical reaction, or test if one occurs. The terms ''reactant'' and ''reagent'' are often used interchangeably, but reactant specifies a ...
to be removed


See also

*
Benzaldehyde Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is among the simplest aromatic aldehydes and one of the most industrially useful. It is a colorless liquid with a characteristic almond-li ...
*
Dynamic combinatorial chemistry Dynamic combinatorial chemistry (DCC); also known as constitutional dynamic chemistry (CDC) is a method for the generation of new molecules formed by reversible reaction of simple building blocks under thermodynamic control.Schaufelberger, F.; Tim ...
*
Drug discovery In the fields of medicine, biotechnology, and pharmacology, drug discovery is the process by which new candidate medications are discovered. Historically, drugs were discovered by identifying the active ingredient from traditional remedies or ...
*
High-throughput screening High-throughput screening (HTS) is a method for scientific discovery especially used in drug discovery and relevant to the fields of biology, materials science and chemistry. Using robotics, data processing/control software, liquid handling device ...
*
Chemical library A chemical library or compound library is a collection of stored chemicals usually used ultimately in high-throughput screening or industrial manufacture. The chemical library can consist in simple terms of a series of stored chemicals. Each chemi ...
*
List of purification methods in chemistry Purification in a chemical context is the physical separation of a chemical substance of interest from foreign or contaminating substances. Pure results of a successful purification process are termed isolate. The following list of chemical pu ...


References


External links


High loading polymer reagents based on polycationic Ultraresins. Polymer-supported reductions and oxidations with increased efficiencyScavenger Resins in Solution-Phase CombiChemHigh-loading Scavenger Resins for Combinatorial ChemistryPolymer-Bound Scavengers
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Polymers A polymer () is a substance or material that consists of very large molecules, or macromolecules, that are constituted by many repeating subunits derived from one or more species of monomers. Due to their broad spectrum of properties, b ...
Reagents for organic chemistry Chemical reactions