Poly(acrylic acid) (PAA; trade name Carbomer) is a

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 ...

with the formula (CH₂−CHCO₂H)_''n''. It is a derivative of

acrylic acid Acrylic acid (IUPAC: prop-2-enoic acid) is an organic compound with the formula CH2=CHCOOH. It is the simplest unsaturated carboxylic acid, consisting of a vinyl group connected directly to a carboxylic acid terminus. This colorless liquid has ...

(CH₂=CHCO₂H). In addition to the homopolymers, a variety of copolymers and crosslinked polymers, and partially deprotonated derivatives thereof, are known and of commercial value. In a water solution at neutral pH, PAA is an

anionic An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by convent ...

, i.e., many of the side chains of PAA lose their protons and acquire a negative charge. Partially or wholly deprotonated PAAs are

polyelectrolyte Polyelectrolytes are polymers whose repeating units bear an electrolyte group. Polycations and polyanions are polyelectrolytes. These groups dissociate in aqueous solutions (water), making the polymers charged. Polyelectrolyte properties are t ...

s, with the ability to absorb and retain water and swell to many times their original volume. These properties acid–base and water-attracting are the basis of many applications.

Synthesis

PAA, like any

acrylate polymer An acrylate polymer (also known as acrylic or polyacrylate) is any of a group of polymers prepared from acrylate monomers. These plastics are noted for their transparency, resistance to breakage, and elasticity. Acrylate polymer is commonly used ...

, is usually synthesized through a process known as free radical polymerization, though graft polymerization may also be used. Free radical polymerization involves the conversion of monomers, in this case, acrylic acid (CH₂=CHCO₂H), into a polymer chain through the action of free radicals. The process typically follows these steps: #

Initiation Initiation is a rite of passage marking entrance or acceptance into a group or society. It could also be a formal admission to adulthood in a community or one of its formal components. In an extended sense, it can also signify a transformatio ...

: Free radicals are generated by initiators such as

potassium persulfate Potassium persulfate is the inorganic compound with the formula K2 S2O8. Also known as potassium peroxydisulfate, it is a white solid that is sparingly soluble in cold water, but dissolves better in warm water. This salt is a powerful oxidant, co ...

( K₂ S₂O₈) or

Azobisisobutyronitrile Azobisisobutyronitrile (abbreviated AIBN) is an organic compound with the formula . This white powder is soluble in alcohols and common organic solvents but is insoluble in water. It is often used as a foamer in plastics and rubber and as a radic ...

(AIBN). These radicals are highly reactive and can start the polymerization process by reacting with the monomer units. #

Propagation Propagation can refer to: *Chain propagation in a chemical reaction mechanism *Crack propagation, the growth of a crack during the fracture of materials *Propaganda, non-objective information used to further an agenda *Reproduction, and other forms ...

: Once the radical reacts with a monomer, it creates a new radical at the end of the growing chain. This new radical can react with additional monomer units, allowing the chain to grow. # Termination: The reaction continues until two radicals recombine, or a radical is transferred to another molecule, terminating the growth of the polymer chain. #

Chain transfer In polymer chemistry, chain transfer is a polymerization reaction by which the activity of a growing polymer chain is transferred to another molecule: \ce^\bullet + \ce^\bullet where • is the active center, P is the initial polymer chain, X i ...

and

inhibition Inhibitor or inhibition may refer to: Biology * Enzyme inhibitor, a substance that binds to an enzyme and decreases the enzyme's activity * Reuptake inhibitor, a substance that increases neurotransmission by blocking the reuptake of a neurotransm ...

: Other reactions can also occur, such as chain transfer (where the radical is transferred to a different molecule, creating a new radical) or inhibition (where impurities stop the growth of the chain).

Production

The global market was estimated to be worth $3.4 billion in 2022.

Structure and derivatives

Polyacrylic acid is a weak anionic polyelectrolyte, whose degree of

ionisation Ionization or ionisation is the process by which an atom or a molecule acquires a negative or positive charge by gaining or losing electrons, often in conjunction with other chemical changes. The resulting electrically charged atom or molecule i ...

is dependent on solution pH. In its non-ionised form at low pHs, PAA may associate with various non-ionic polymers (such as polyethylene oxide, poly-N-vinyl pyrrolidone, polyacrylamide, and some cellulose ethers) and form hydrogen-bonded interpolymer complexes. In aqueous solutions PAA can also form polycomplexes with oppositely charged polymers such as chitosan, surfactants, and drug molecules (for example, streptomycin).

Physical properties

Dry PAAs are sold as white, fluffy powders.

Derivatives

In the dry powder form of

sodium polyacrylate Sodium polyacrylate (ACR, ASAP, or PAAS), also known as waterlock, is a sodium salt of polyacrylic acid with the chemical formula ��CH2−CH(CO2Na)− and has broad applications in consumer products. This Superabsorbent polymer, super-absorb ...

, the positively charged sodium ions are bound to the

polyacrylate An acrylate polymer (also known as acrylic or polyacrylate) is any of a group of polymers prepared from acrylate monomers. These plastics are noted for their transparency, resistance to breakage, and elasticity. Acrylate polymer is commonly used ...

, however, in aqueous solutions the sodium ions can dissociate. The presence of sodium cations allows the polymer to absorb a high amount of water.

Applications

Absorbent

PAA is widely used in dispersants. Its molecular weight has a significant impact on the rheological properties and dispersion capacity, and hence applications. The dominant application for PAA is as a superabsorbent. About 25% of PAA is used for detergents and dispersants. Polyacrylic acid and its derivatives (particularly

) are used in

disposable diapers A diaper (, North American English) or a nappy (British English, Australian English, Hiberno-English) is a type of underwear that allows the wearer to urinate or defecate without using a toilet, by absorbing or containing waste products to p ...

. Acrylic acid is also the main component of Superabsorbent Polymers (SAPs), which are cross-linked polyacrylates that can absorb and retain more than 100 times of their own weight in liquid. The US Food and Drug Administration authorised the use of SAPs in packaging with indirect food contact.

Cleaning

Detergents often contain copolymers of acrylic acid that assist in sequestering dirt. Cross-linked polyacrylic acid has also been used in the production of household products, including floor cleaners. PAA may inactivate the

antiseptic An antiseptic ( and ) is an antimicrobial substance or compound that is applied to living tissue to reduce the possibility of sepsis, infection, or putrefaction. Antiseptics are generally distinguished from ''antibiotics'' by the latter's abil ...

chlorhexidine gluconate Chlorhexidine is a disinfectant and antiseptic which is used for skin disinfection before surgery and to disinfect surgical instruments. It is also used for cleaning wounds, preventing dental plaque, treating yeast infections of the mouth, ...

Biocompatible materials

The neutralized polyacrylic acid gels are suitable biocompatible matrices for medical applications such as gels for skin care products. PAA films can be deposited on orthopaedic implants to protect them from corrosion. Crosslinked hydrogels of PAA and gelatin have also been used as medical glue.

Paints and cosmetics

Other applications involve

paint Paint is a material or mixture that, when applied to a solid material and allowed to dry, adds a film-like layer. As art, this is used to create an image or images known as a painting. Paint can be made in many colors and types. Most paints are ...

s and

cosmetics Cosmetics are substances that are intended for application to the body for cleansing, beautifying, promoting attractiveness, or altering appearance. They are mixtures of chemical compounds derived from either Natural product, natural source ...

. They stabilize suspended solid in liquids, prevent emulsions from separating, and control the consistency in flow of cosmetics. Carbomer codes (910, 934, 940, 941, and 934P) are an indication of molecular weight and the specific components of the polymer. For many applications PAAs are used in form of

alkali metal The alkali metals consist of the chemical elements lithium (Li), sodium (Na), potassium (K),The symbols Na and K for sodium and potassium are derived from their Latin names, ''natrium'' and ''kalium''; these are still the origins of the names ...

or ammonium salts, e.g.

Emerging applications

Hydrogels derived from PAA have attracted much study for use as bandages and aids for wound healing.

Drilling fluid and metal quenching

A few reports were made on PAA use as

deflocculant In colloidal chemistry, flocculation is a process by which colloidal particles come out of suspension to sediment in the form of floc or flake, either spontaneously or due to the addition of a clarifying agent. The action differs from precipit ...

(so called

alkali In chemistry, an alkali (; from the Arabic word , ) is a basic salt of an alkali metal or an alkaline earth metal. An alkali can also be defined as a base that dissolves in water. A solution of a soluble base has a pH greater than 7.0. The a ...

ne polyacrylates) for oil drilling industry. It was also reported to be used for metal

quenching In materials science, quenching is the rapid cooling of a workpiece in water, gas, oil, polymer, air, or other fluids to obtain certain material properties. A type of heat treating, quenching prevents undesired low-temperature processes, suc ...

in metalworking (see

Sodium polyacrylate Sodium polyacrylate (ACR, ASAP, or PAAS), also known as waterlock, is a sodium salt of polyacrylic acid with the chemical formula ��CH2−CH(CO2Na)− and has broad applications in consumer products. This Superabsorbent polymer, super-absorb ...

References

{{Plastics Acrylate polymers Cosmetics chemicals Polyelectrolytes Polymers