Urea-formaldehyde (UF), also known as urea-methanal, so named for its common synthesis pathway and overall structure, is a
nontransparent thermosetting
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
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 ...
. It is produced from
urea
Urea, also called carbamide (because it is a diamide of carbonic acid), is an organic compound with chemical formula . This amide has two Amine, amino groups (–) joined by a carbonyl functional group (–C(=O)–). It is thus the simplest am ...
and
formaldehyde
Formaldehyde ( , ) (systematic name methanal) is an organic compound with the chemical formula and structure , more precisely . The compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde. It is stored as ...
. These resins are used in
adhesives
Adhesive, also known as glue, cement, mucilage, or paste, is any non-metallic substance applied to one or both surfaces of two separate items that binds them together and resists their separation.
The use of adhesives offers certain advantage ...
,
plywood
Plywood is a composite material manufactured from thin layers, or "plies", of wood veneer that have been stacked and glued together. It is an engineered wood from the family of manufactured boards, which include plywood, medium-density fibreboa ...
,
particle board,
medium-density fibreboard (MDF), and molded objects. In agriculture, urea-formaldehyde compounds are one of the most commonly used types of
slow-release fertilizer.
UF and related amino resins are a class of
thermosetting resins of which urea-formaldehyde resins make up 80% produced worldwide. Examples of amino resins use include in automobile tires to improve the bonding of rubber, in paper for improving tear strength, and in molding electrical devices, jar caps, etc.
History
UF was first synthesized in 1884 by Dr Hölzer, who was working with
Bernhard Tollens, neither of whom realized that the urea and formaldehyde were polymerizing.
In the following years a large number of authors worked on the structure of these resins.
In 1896, Carl Goldschmidt investigated the reaction further. He also obtained an amorphous, almost insoluble precipitate, but he did not realize that polymerization was occurring; he thought that two molecules of urea were combining with three molecules of formaldehyde. In 1897 Carl Goldschmidt patented the use of UF-resins as a disinfectant. General commercialisation followed this and in the following decades, more and more applications were described in the literature.
In 1919, Hanns John (1891–1942) of Prague, Czechoslovakia, obtained the first patent for UF resin in Austria.
Urea-formaldehyde was object matter of judgment via the
European Court of Justice
The European Court of Justice (ECJ), officially the Court of Justice (), is the supreme court of the European Union in matters of European Union law. As a part of the Court of Justice of the European Union, it is tasked with interpreting ...
(now CJEU) of 5 February 1963, Case 26–62 ''Van Gend & Loos v Netherlands Inland Revenue Administration''.
Properties
Urea-formaldehyde resin's attributes include high
tensile strength
Ultimate tensile strength (also called UTS, tensile strength, TS, ultimate strength or F_\text in notation) is the maximum stress that a material can withstand while being stretched or pulled before breaking. In brittle materials, the ultimate ...
,
flexural modulus, high heat-distortion temperature, low water absorption, mould shrinkage, high surface hardness, elongation at break, and volume resistance. It has a
refractive index
In optics, the refractive index (or refraction index) of an optical medium is the ratio of the apparent speed of light in the air or vacuum to the speed in the medium. The refractive index determines how much the path of light is bent, or refrac ...
of 1.55.
Chemical structure

The chemical structure of UF polymer consists of
2NH">O)CNHCH2NHsub>n repeat units. In contrast, melamine-formaldehyde resins feature NCH
2OCH
2N repeat units. Depending on the polymerization conditions, some branching can occur. Early stages in the reaction of formaldehyde and urea produce
bis(hydroxymethyl)urea.
Production
About 20 million metric tons of UF are produced annually. Over 70% of this production is then put into use by the forest-products industry for bonding particleboard, MDF, hardwood plywood, and laminating adhesive.
General uses

Urea-formaldehyde is pervasive. Urea-formaldehyde is widely utilized due to its inexpensive cost, quick reaction time, high bonding strength, moisture resistance, lack of color, and resistance to abrasion and microbes. Examples include decorative laminates, textiles, paper, foundry sand molds,
wrinkle-resistant fabrics, cotton blends,
rayon
Rayon, also called viscose and commercialised in some countries as sabra silk or cactus silk, is a semi-synthetic fiber made from natural sources of regenerated cellulose fiber, cellulose, such as wood and related agricultural products. It has t ...
,
corduroy, etc. It is also used as wood glue. In the wood industry, it is utilized as a thermosetting adhesive to bond wood to create plywood and particleboard. UF was commonly used when producing electrical appliances casing (e.g. desk lamps). Foams have been used as artificial snow in movies. Urea-formaldehyde is widely used in agriculture as a slow-release fertilizer, which release small amounts of the active ingredient over time.
Agricultural use
Urea-formaldehyde compounds are a widely used as
slow-release sources of nitrogen in agriculture.
The rate of decomposition into and depends on the length of the urea-formaldehyde chains and it relies on the action of microbes found naturally in most soils. The activity of these microbes, and the rate of ammonia release, is temperature-dependent. The optimum temperature for microbe activity is around .
Foam insulation

Urea-formaldehyde
foam insulation (UFFI) commercialisation dates to the 1930s as a synthetic insulation with thermal conductivity of 0.0343 to 0.0373 W/m⋅K, equating to
U values for 50 mm thickness of between 0.686 W/m
2K and 0.746 W/m
2K or
R-values between 1.46 m
2K/W and 1.34 m
2K/W (0.26 °F⋅ft
2⋅h/BTU and 0.24 °F⋅ft
2⋅h/BTU for 1.97-inch thickness).
UFFI is a foam with similar consistency to shaving cream, that is easily injected or pumped into voids. It is normally made on site using a pump set and hose with a mixing gun to mix the foaming agent, resin, and compressed air. The fully expanded foam is pumped into areas in need of insulation. It becomes firm within minutes, but cures within a week. UFFI is generally found in homes built or retrofitted from the 1930s to the 1970s, often in basements, wall cavities, crawl spaces and attics. Visually, it looks like oozing liquid that has been hardened. Over time, it tends to vary in shades of butterscotch, but new UFFI is a light yellow colour. Early forms of UFFI tended to shrink significantly. Modern UF insulation with updated catalysts and foaming technology have reduced shrinkage to minimal levels (between 2 and 4%). The foam dries with a dull matte colour with no shine. When cured, it often has a dry and crumbly texture.
Formaldehyde emissions
Agricultural emissions
Emissions from UF-based fertilizer application have been found to temporarily increase localized atmospheric formaldehyde concentration
and contribute to
tropospheric ozone. Application of UF fertilizers in greenhouses has been found to cause significantly higher air formaldehyde concentrations within the building.
Conditions impacting emission levels
Environmental conditions, such as temperature and humidity, can impact the levels of formaldehyde released from urea-formaldehyde products. Exposure to higher humidity and higher temperatures can both significantly increase the amount of formaldehyde emissions from UF products, such as wood-based panel boards.
Reducing emissions
Due to concerns of free formaldehyde emissions and environmental pollution from urea-formaldehyde products, there have been effective efforts to lower the formaldehyde content in UF resins. A lower molar ratio of formaldehyde decreases the emission of free formaldehyde from UF products. There is a significant decrease in formaldehyde emissions from UF-based particleboard from F/U molar ratio of 2.0 to 1.0. The German standard for UF resins require the F/U molar ratio to be below 1.2. The U.S. NPA standard is an F/U molar ratio below 1.3.
Health concerns
Health effects occur when UF-based materials and products release formaldehyde into the air. Generally, no health effects from formaldehyde are seen when air concentrations are below 1.0 ppm. The onset of respiratory irritation and other health effects, and even increased
cancer
Cancer is a group of diseases involving Cell growth#Disorders, abnormal cell growth with the potential to Invasion (cancer), invade or Metastasis, spread to other parts of the body. These contrast with benign tumors, which do not spread. Po ...
risk, begin when air concentrations exceed 3.0–5.0 ppm.
Health concerns led to banning of UFFI in the U.S. state of
Massachusetts
Massachusetts ( ; ), officially the Commonwealth of Massachusetts, is a U.S. state, state in the New England region of the Northeastern United States. It borders the Atlantic Ocean and the Gulf of Maine to its east, Connecticut and Rhode ...
, and
Connecticut
Connecticut ( ) is a U.S. state, state in the New England region of the Northeastern United States. It borders Rhode Island to the east, Massachusetts to the north, New York (state), New York to the west, and Long Island Sound to the south. ...
in 1981. In 1982, the
U.S. Consumer Product Safety Commission banned UFFI nationwide, but this ban was reversed in 1983. UFFI was banned in Canada in 1980, which remains in effect.
See also
*
*
Phenol formaldehyde resin
Phenol formaldehyde resins (PF), also called phenolic resins or phenoplasts, are synthetic polymers obtained by the reaction of phenol or substituted phenol with formaldehyde. Used as the basis for Bakelite, PFs were the first commercial syntheti ...
References
External links
Urea formaldehyde (Plastics Historical Society)* History of urea-formaldehyde: Chapter 1 of: Carl Meyer, ''Urea-Formaldehyde Resins'' (Reading, Massachusetts: Addison-Wesley, 1979)
Urea-Formaldehyde Foam Insulation(
Canada Mortgage and Housing Corporation
Canada Mortgage and Housing Corporation (CMHC; , SCHL) is Canada's federal crown corporation responsible for administering the ''National Housing Act'', with the mandate to improve housing and living conditions in the country.McAfee, Ann. 2013 ...
)
Indoor Air Quality: Formaldehyde(US
Environmental Protection Agency)
Formaldehyde.... its safe use in foundries(UK
Health and Safety Executive
The Health and Safety Executive (HSE) is a British public body responsible for the encouragement, regulation and enforcement of workplace health, safety and welfare. It has additionally adopted a research role into occupational risks in Great B ...
)
United States Environmental Protection Agency: Formaldehyde(Environmental and Occupational Health Assessment Program, Connecticut Department of Public Health)Consumer Product Safety Commission(Forest Products Laboratory: USDA Forest Service)*
unky, M., "Urea-formaldehyde (UF) adhesive resins for wood," International Journal of Adhesion and Adhesives, 1998. (18:2).(Encyclopædia Britannica)(U.S. Dept. of Labor, Occupational Safety and Health Administration (OSHA))
{{Authority control
Polyamides
Synthetic resins
Plastics
Thermosetting plastics
Formaldehyde