Graft polymer

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IUPAC definitions

graft macromolecule: A macromolecule with one or more species of block connected
to the main chain as side-chains, these side-chains having constitutional or configurational
features that differ from those in the main chain.

Contents


comb macromolecule: A macromolecule comprising a main chain with multiple
trifunctional branch points from each of which a linear side-chain emanates.

Notes

1. If the subchains between the branch points of the main chain and the terminal
subchains of the main chain are identical with respect to constitution and degree
of polymerization, and the side chains are identical with respect to constitution
and degree of polymerization, the macromolecule is termed a ’’regular
comb macromolecule’’. 2. If at least some of the branch points are of functionality greater than three, the
macromolecule may be termed a ‘’brush macromolecule’’.

In polymer chemistry, graft polymers are segmented copolymers with a linear backbone of one composite and randomly distributed branches of another composite. The picture labeled "graft polymer" shows how grafted chains of species B are covalently bonded to polymer species A. Although the side chains are structurally distinct from the main chain, the individual grafted chains may be homopolymers or copolymers. Graft polymers have been synthesized for many decades and are especially used as impact resistant materials, thermoplastic elastomers, compatibilizers, or emulsifiers for the preparation of stable blends or alloys. One of the better-known examples of a graft polymer is a component used in high impact polystyrene, consisting of a polystyrene backbone with polybutadiene grafted chains.

The graft copolymer consists of a main polymer chain or backbone (A) covalently bonded to one or more side chains (B) Graft Copolymer.png
The graft copolymer consists of a main polymer chain or backbone (A) covalently bonded to one or more side chains (B)

General properties

Graft copolymers are a branched copolymer where the components of the side chain are structurally different than that of the main chain. Graft copolymers containing a larger quantity of side chains are capable of wormlike conformation, compact molecular dimension, and notable chain end effects due to their confined and tight fit structures. [1] The preparation of graft copolymers has been around for decades. All synthesis methods can be employed to create general physical properties of graft copolymers. They can be used for materials that are impact resistant, and are often used as thermoplastics elastomers, compatibilizers or emulsifiers for the preparation of stable blends or alloys. [2] Generally, grafting methods for copolymer synthesis results in materials that are more thermostable than their homopolymer counterparts. [3] There are three methods of synthesis, grafting to, grafting from, and grafting through, that are used to construct a graft polymer. [4]

Synthesis methods

There are many different approaches to synthesizing graft copolymers. Usually they employ familiar polymerization techniques that are commonly used such as atom transfer radical polymerization (ATRP), ring-opening metathesis polymerization (ROMP), anionic and cationic polymerizations, and free radical living polymerization. Some other less common polymerization include radiation-induced polymerization, [5] ring-opening olefin metathesis polymerization, [6] polycondensation reactions, [7] and iniferter-induced polymerization. [8]

The three common methods of synthesis: grafting to (top left), grafting from (middle right), grafting through (bottom left), and their generalized reaction scheme are featured. Three Common Methods of Synthesis of Graft Polymers.png
The three common methods of synthesis: grafting to (top left), grafting from (middle right), grafting through (bottom left), and their generalized reaction scheme are featured.

Grafting to

The grafting to method involves the use of a backbone chain with functional groups A that are distributed randomly along the chain. [9] The formation of the graft copolymer originates from the coupling reaction between the functional backbone and the end-groups of the branches that are reactive. These coupling reactions are made possible by modifying the backbone chemically. [10] Common reaction mechanisms used to synthesize these copolymers include free-radical polymerization, anionic polymerization, atom-transfer radical-polymerization, and living polymerization techniques.

Copolymers that are prepared with the grafting-to method often utilize anionic polymerization techniques. This method uses a coupling reaction of the electrophilic groups of the backbone polymer and the propagation site of an anionic living polymer. This method would not be possible without the generation of a backbone polymer that has reactive groups. This method has become more popular with the rise of click chemistry. A high yield chemical reaction called atom transfer nitroxide radical coupling chemistry is for the grafting-to method for polymerization.

Grafting from

In the grafting-from method, the macromolecular backbone is chemically modified in order to introduce active sites capable of initiating functionality. The initiating sites can be incorporated by copolymerization, can be incorporated in a post-polymerization reaction, or can already be a part of the polymer. [10] If the number of active sites along the backbone participates in the formation of one branch, then the number of chains grafted to the macromolecule can be controlled by the number of active sites. Even though the number of grafted chains can be controlled, there may be a difference in the lengths of each grafted chain due to kinetic and steric hindrance effects. [9]

Grafting from reactions have been conducted from polyethylene, polyvinylchloride, and polyisobutylene. Different techniques such as anionic grafting, cationic grafting, atom-transfer radical polymerization, and free-radical polymerization have been used in the synthesis of grafting from copolymers.

Graft copolymers that are employed with the grafting-from method are often synthesized with ATRP reactions and anionic and cationic grafting techniques.

Grafting through

The grafting through, also known as the macromonomer method, is one of the simpler ways of synthesizing a graft polymer with well defined side chains. [10] Typically a monomer of a lower molecular weight is copolymerized with free radicals with an acrylate functionalized macromonomer. The ratio of monomer to macromonomer molar concentrations as well as their copolymerization behavior determines the number of chains that are grafted. As the reaction proceeds, the concentrations of monomer to macromonomer change causing random placement of branches and formation of graft copolymers with different number of branches. This method allows for branches to be added heterogeneously or homogeneously based on the reactivity ratio of the terminal functional group on the macromolecular to the monomer. [11] The difference in distribution of grafts has significant effects on the physical properties of the grafted copolymer. Polyethylene, polysiloxanes and poly(ethylene oxide) are all macromonomers that have been incorporated in a polystyrene or poly(methyl acrylate) backbone.

The macromonomer (grafting through) method can be employed using any known polymerization technique. Living polymerizations give special control over the molecular weight, molecular weight distribution, and chain-end functionalization.

Applications

Graft copolymers became widely studied due to their increased number of applications like in drug delivery vehicles, surfactants, water filtration, rheology modifiers, etc. [12] It is their unique structures relative to other copolymers such as alternating, periodic, statistical, and block copolymers.

Some common applications of graft copolymers include:

High Impact Polystyrene (HIPS) consists of the polystyrene backbone with polybutadiene chains branching from it in each direction. High Impact Polystyrene (HIPS).png
High Impact Polystyrene (HIPS) consists of the polystyrene backbone with polybutadiene chains branching from it in each direction.

High impact polystyrene

CD case made from general purpose polystyrene (GPPS) and high impact polystyrene in the black portion (HIPS) CD Case.JPG
CD case made from general purpose polystyrene (GPPS) and high impact polystyrene in the black portion (HIPS)

High impact polystyrene (HIPS) was discovered by Charles F. Fryling in 1961. [19] HIPS is a low cost, plastic material that is easy to fabricate and often used for low strength structural applications when impact resistance, machinability, and low cost are required. Its major applications include machined prototypes, low-strength structural components, housings, and covers. [20] In order to produce the graft polymer, polybutadiene (rubber) or any similar elastomeric polymer is dissolved in styrene and polymerized. This reaction allows for two simultaneous polymerizations, that of styrene to polystyrene and that of the graft polymerization of styrene-rubber. [19] During commercial use, it can be prepared by graft copolymerization with additional polymer to give the product specific characteristics. The advantages of HIPS includes: [20]

New properties as a result of grafting

By grafting polymers onto polymer backbones, the final grafted copolymers gain new properties from their parent polymers. Specifically, cellulose graft copolymers have various different applications that are dependent on the structure of the polymer grafted onto the cellulose. [21] Some of the new properties that cellulose gains from different monomers grafted onto it include:

These properties give new application to the ungrafted cellulose polymers that include:

Related Research Articles

<span class="mw-page-title-main">Polymer</span> Substance composed of macromolecules with repeating structural units

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, both synthetic and natural polymers play essential and ubiquitous roles in everyday life. Polymers range from familiar synthetic plastics such as polystyrene to natural biopolymers such as DNA and proteins that are fundamental to biological structure and function. Polymers, both natural and synthetic, are created via polymerization of many small molecules, known as monomers. Their consequently large molecular mass, relative to small molecule compounds, produces unique physical properties including toughness, high elasticity, viscoelasticity, and a tendency to form amorphous and semicrystalline structures rather than crystals.

In polymer chemistry, living polymerization is a form of chain growth polymerization where the ability of a growing polymer chain to terminate has been removed. This can be accomplished in a variety of ways. Chain termination and chain transfer reactions are absent and the rate of chain initiation is also much larger than the rate of chain propagation. The result is that the polymer chains grow at a more constant rate than seen in traditional chain polymerization and their lengths remain very similar. Living polymerization is a popular method for synthesizing block copolymers since the polymer can be synthesized in stages, each stage containing a different monomer. Additional advantages are predetermined molar mass and control over end-groups.

<span class="mw-page-title-main">Copolymer</span> Polymer derived from more than one species of monomer

In polymer chemistry, a copolymer is a polymer derived from more than one species of monomer. The polymerization of monomers into copolymers is called copolymerization. Copolymers obtained from the copolymerization of two monomer species are sometimes called bipolymers. Those obtained from three and four monomers are called terpolymers and quaterpolymers, respectively. Copolymers can be characterized by a variety of techniques such as NMR spectroscopy and size-exclusion chromatography to determine the molecular size, weight, properties, and composition of the material.

<span class="mw-page-title-main">Chain-growth polymerization</span> Polymerization technique

Chain-growth polymerization (AE) or chain-growth polymerisation (BE) is a polymerization technique where monomer molecules add onto the active site on a growing polymer chain one at a time. There are a limited number of these active sites at any moment during the polymerization which gives this method its key characteristics.

<span class="mw-page-title-main">End group</span> Functional group at the extremity of an oligomer or other macromolecule

End groups are an important aspect of polymer synthesis and characterization. In polymer chemistry, they are functional groups that are at the very ends of a macromolecule or oligomer (IUPAC). In polymer synthesis, like condensation polymerization and free-radical types of polymerization, end-groups are commonly used and can be analyzed by nuclear magnetic resonance (NMR) to determine the average length of the polymer. Other methods for characterization of polymers where end-groups are used are mass spectrometry and vibrational spectrometry, like infrared and raman spectroscopy. These groups are important for the analysis of polymers and for grafting to and from a polymer chain to create a new copolymer. One example of an end group is in the polymer poly(ethylene glycol) diacrylate where the end-groups are circled.

<span class="mw-page-title-main">Radical polymerization</span> Polymerization process involving free radicals as repeating units

In polymer chemistry, free-radical polymerization (FRP) is a method of polymerization by which a polymer forms by the successive addition of free-radical building blocks. Free radicals can be formed by a number of different mechanisms, usually involving separate initiator molecules. Following its generation, the initiating free radical adds (nonradical) monomer units, thereby growing the polymer chain.


In polymer chemistry, anionic addition polymerization is a form of chain-growth polymerization or addition polymerization that involves the polymerization of monomers initiated with anions. The type of reaction has many manifestations, but traditionally vinyl monomers are used. Often anionic polymerization involves living polymerizations, which allows control of structure and composition.

<span class="mw-page-title-main">Reversible addition−fragmentation chain-transfer polymerization</span> Chemical reaction that produces polymers

Reversible addition−fragmentation chain-transfer or RAFT polymerization is one of several kinds of reversible-deactivation radical polymerization. It makes use of a chain-transfer agent (CTA) in the form of a thiocarbonylthio compound to afford control over the generated molecular weight and polydispersity during a free-radical polymerization. Discovered at the Commonwealth Scientific and Industrial Research Organisation (CSIRO) of Australia in 1998, RAFT polymerization is one of several living or controlled radical polymerization techniques, others being atom transfer radical polymerization (ATRP) and nitroxide-mediated polymerization (NMP), etc. RAFT polymerization uses thiocarbonylthio compounds, such as dithioesters, thiocarbamates, and xanthates, to mediate the polymerization via a reversible chain-transfer process. As with other controlled radical polymerization techniques, RAFT polymerizations can be performed under conditions that favor low dispersity and a pre-chosen molecular weight. RAFT polymerization can be used to design polymers of complex architectures, such as linear block copolymers, comb-like, star, brush polymers, dendrimers and cross-linked networks.

<span class="mw-page-title-main">Polyphosphazene</span>

Polyphosphazenes include a wide range of hybrid inorganic-organic polymers with a number of different skeletal architectures with the backbone P-N-P-N-P-N-. In nearly all of these materials two organic side groups are attached to each phosphorus center. Linear polymers have the formula (N=PR1R2)n, where R1 and R2 are organic (see graphic). Other architectures are cyclolinear and cyclomatrix polymers in which small phosphazene rings are connected together by organic chain units. Other architectures are available, such as block copolymer, star, dendritic, or comb-type structures. More than 700 different polyphosphazenes are known, with different side groups (R) and different molecular architectures. Many of these polymers were first synthesized and studied in the research group of Harry R. Allcock.

In polymer chemistry, gradient copolymers are copolymers in which the change in monomer composition is gradual from predominantly one species to predominantly the other, unlike with block copolymers, which have an abrupt change in composition, and random copolymers, which have no continuous change in composition . In the gradient copolymer, as a result of the gradual compositional change along the length of the polymer chain less intrachain and interchain repulsion are observed.

<span class="mw-page-title-main">Styrene maleic anhydride</span> Chemical compound

Styrene maleic anhydride is a synthetic polymer that is built-up of styrene and maleic anhydride monomers. In one copolymer, the monomers can be almost perfectly alternating. but (random) copolymerisation with less than 50% maleic anhydride content is also possible. The polymer is formed by a radical polymerization, using an organic peroxide as the initiator. The main characteristics of SMA copolymer are its transparent appearance, high heat resistance, high dimensional stability, and the specific reactivity of the anhydride groups. The latter feature results in the solubility of SMA in alkaline (water-based) solutions and dispersion.

Catalytic chain transfer (CCT) is a process that can be incorporated into radical polymerization to obtain greater control over the resulting products.

<span class="mw-page-title-main">Living free-radical polymerization</span>

Living free radical polymerization is a type of living polymerization where the active polymer chain end is a free radical. Several methods exist. IUPAC recommends to use the term "reversible-deactivation radical polymerization" instead of "living free radical polymerization", though the two terms are not synonymous.

<span class="mw-page-title-main">Polyfluorene</span> Chemical compound

Polyfluorene is a polymer with formula (C13H8)n, consisting of fluorene units linked in a linear chain — specifically, at carbon atoms 2 and 7 in the standard fluorene numbering. It can also be described as a chain of benzene rings linked in para positions with an extra methylene bridge connecting every pair of rings.

<span class="mw-page-title-main">Poly(methacrylic acid)</span> Chemical compound

Poly(methacrylic acid) (PMAA) is a polymer made from methacrylic acid (preferred IUPAC name, 2-methylprop-2-enoic acid), which is a carboxylic acid. It is often available as its sodium salt, poly(methacrylic acid) sodium salt. The monomer is a viscous liquid with a pungent odour. The first polymeric form of methacrylic acid was described in 1880 by Engelhorn and Fittig. The use of high purity monomers is required for proper polymerization conditions and therefore it is necessary to remove any inhibitors by extraction (phenolic inhibitors) or via distillation. To prevent inhibition by dissolved oxygen, monomers should be carefully degassed prior to the start of the polymerization.

<span class="mw-page-title-main">Star-shaped polymer</span> Polymer structure with linear chains connected to a central core

In polymer science, star-shaped polymers are the simplest class of branched polymers with a general structure consisting of several linear chains connected to a central core. The core, or the center, of the polymer can be an atom, molecule, or macromolecule; the chains, or "arms", consist of variable-length organic chains. Star-shaped polymers in which the arms are all equivalent in length and structure are considered homogeneous, and ones with variable lengths and structures are considered heterogeneous.

Functionalized polyolefins are olefin polymers with polar and nonpolar functionalities attached onto the polymer backbone. There has been an increased interest in functionalizing polyolefins due to their increased usage in everyday life. Polyolefins are virtually ubiquitous in everyday life, from consumer food packaging to biomedical applications; therefore, efforts must be made to study catalytic pathways towards the attachment of various functional groups onto polyolefins in order to affect the material's physical properties.

Polyfullerene is a basic polymer of the C60 monomer group, in which fullerene segments are connected via covalent bonds into a polymeric chain without side or bridging groups. They are called intrinsic polymeric fullerenes, or more often all C60 polymers.

<span class="mw-page-title-main">Hydroxyethyl acrylate</span> Organic chemical-monomer

Hydroxyethyl acrylate is an organic chemical and an aliphatic compound. It has the formula C5H8O3 and the CAS Registry Number 818–61–1. It is REACH registered with an EU number of 212–454–9. It has dual functionality containing a polymerizable acrylic group and a terminal hydroxy group. It is used to make emulsion polymers along with other monomers and the resultant resins are used in coatings, sealants, adhesives and elastomers and other applications.

<span class="mw-page-title-main">Jimmy Mays</span> American scientist and author

Jimmy W. Mays is an American polymer scientist, academic, and author. He is a Professor Emeritus at the University of Tennessee.

References

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