
In
polymer chemistry and
materials science, resin is a
solid or highly
viscous substance of plant or synthetic origin that is typically convertible into
polymer
A polymer (; Greek ''poly-'', "many" + '' -mer'', "part")
is a substance or material consisting of very large molecules called macromolecules, composed of many repeating subunits. Due to their broad spectrum of properties, both synthetic and ...
s. Resins are usually mixtures of
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon- hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. Th ...
s. This article focuses on naturally occurring resins.
Plants secrete resins for their protective benefits in response to injury. The resin protects the plant from insects and pathogens. Resins confound a wide range of herbivores, insects, and pathogens, while the
volatile phenolic compounds
In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of one or more hydroxyl groups (— O H) bonded directly to an aromatic hydrocarbon group. The simplest is phenol, . Phenolic compounds are c ...
may attract benefactors such as
parasitoids or predators of the herbivores that attack the plant.
Composition
Most plant resins are composed of
terpenes. Specific components are
alpha-pinene,
beta-pinene,
delta-3 carene, and
sabinene, the monocyclic terpenes
limonene and
terpinolene, and smaller amounts of the tricyclic
sesquiterpene
Sesquiterpenes are a class of terpenes that consist of three isoprene units and often have the molecular formula C15H24. Like monoterpenes, sesquiterpenes may be cyclic or contain rings, including many unique combinations. Biochemical modifica ...
s,
longifolene
Longifolene is the common (or trivial) chemical name of a naturally occurring, oily liquid hydrocarbon found primarily in the high-boiling fraction of certain pine resins. The name is derived from that of a pine species from which the compound ...
,
caryophyllene, and
delta-cadinene
Cadinenes are a group of isomeric hydrocarbons that occur in a wide variety of essential oil-producing plants. The name is derived from that of the Cade juniper (''Juniperus oxycedrus'' L.), the wood of which yields an oil from which cadinene ...
. Some resins also contain a high proportion of
resin acids.
Rosins on the other hand are less volatile and consist of diterpenes among other compounds.
Examples
Examples of plant resins include
amber,
Balm of Gilead,
balsam,
Canada balsam,
copal from trees of ''
Protium copal'' and ''
Hymenaea courbaril'',
dammar gum from trees of the family
Dipterocarpaceae,
dragon's blood
Dragon's blood is a bright red resin which is obtained from different species of a number of distinct plant genera: ''Calamus'' spp. (previously ''Daemonorops'') also including ''Calamus rotang'', '' Croton'', '' Dracaena'' and ''Pterocarpus''. ...
from the dragon trees (''
Dracaena'' species),
elemi,
frankincense from ''
Boswellia sacra'',
galbanum from ''
Ferula gummosa'',
gum guaiacum from the
lignum vitae
Lignum vitae () is a wood, also called guayacan or guaiacum, and in parts of Europe known as Pockholz or pokhout, from trees of the genus '' Guaiacum''. The trees are indigenous to the Caribbean and the northern coast of South America (e.g: Co ...
trees of the genus ''
Guaiacum'',
kauri gum
Kauri gum is resin from kauri trees ('' Agathis australis''), which historically had several important industrial uses. It can also be used to make crafts such as jewellery. Kauri forests once covered much of the North Island of New Zealand, ...
from trees of ''
Agathis australis'',
hashish (Cannabis resin) from ''
Cannabis indica'',
labdanum from mediterranean species of ''
Cistus'',
mastic (plant resin) from the mastic tree ''
Pistacia lentiscus'',
myrrh from shrubs of ''
Commiphora'',
sandarac resin from ''
Tetraclinis articulata'', the national tree of Malta,
styrax (a
Benzoin resin from various ''
Styrax'' species) and
spinifex resin from Australian grasses.
Amber is
fossil
A fossil (from Classical Latin , ) is any preserved remains, impression, or trace of any once-living thing from a past geological age. Examples include bones, shells, exoskeletons, stone imprints of animals or microbes, objects preserved ...
resin (also called resinite) from coniferous and other tree species. Copal, kauri gum, dammar and other resins may also be found as subfossil deposits. Subfossil copal can be distinguished from genuine fossil amber because it becomes tacky when a drop of a solvent such as
acetone
Acetone (2-propanone or dimethyl ketone), is an organic compound with the formula . It is the simplest and smallest ketone (). It is a colorless, highly volatile and flammable liquid with a characteristic pungent odour.
Acetone is miscible wi ...
or
chloroform is placed on it.
African
copal and the kauri gum of New Zealand are also procured in a semi-fossil condition.
Rosin
Rosin is a solidified resin from which the
volatile terpene
Terpenes () are a class of natural products consisting of compounds with the formula (C5H8)n for n > 1. Comprising more than 30,000 compounds, these unsaturated hydrocarbons are produced predominantly by plants, particularly conifers. Terpenes ar ...
s have been removed by distillation. Typical rosin is a transparent or translucent mass, with a vitreous fracture and a faintly yellow or brown colour, non-odorous or having only a slight turpentine odour and taste. Rosin is insoluble in water, mostly soluble in alcohol,
essential oils,
ether
In organic chemistry, ethers are a class of compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula , where R and R′ represent the alkyl or aryl groups. Ethers can again b ...
, and hot fatty oils. Rosin softens and melts when heated and burns with a bright but smoky flame.
Rosin consists of a complex mixture of different substances including organic acids named the
resin acids. Related to the terpenes, resin acid is
oxidized
Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a de ...
terpenes. Resin acids dissolve in
alkali
In chemistry, an alkali (; from ar, القلوي, al-qaly, lit=ashes of the saltwort) is a basic, ionic 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 ...
s to form
resin soap
Resin soap is a mix of salts (usually sodium) of resin acids (usually mainly abietic acid). It is a yellow gelatinous pasty soap with use in bleaching and cleaning and as a compound of some varnishes. It also finds use in rubber industry.
Resin so ...
s, from which the resin acids are regenerated upon treatment with acids. Examples of resin acids are
abietic acid (sylvic acid), C
20H
30O
2,
plicatic acid contained in cedar, and
pimaric acid, C
20H
30O
2, a constituent of
galipot resin. Abietic acid can also be extracted from rosin by means of hot alcohol. Pimaric acid closely resembles abietic acid into which it passes when distilled in a vacuum; it has been supposed to consist of three isomers.
Rosin is obtained from
pine
A pine is any conifer tree or shrub in the genus ''Pinus'' () of the family (biology), family Pinaceae. ''Pinus'' is the sole genus in the subfamily Pinoideae. The World Flora Online created by the Royal Botanic Gardens, Kew and Missouri Botanic ...
s and some other
plant
Plants are predominantly Photosynthesis, photosynthetic eukaryotes of the Kingdom (biology), kingdom Plantae. Historically, the plant kingdom encompassed all living things that were not animals, and included algae and fungi; however, all curr ...
s, mostly
conifers.
Plant resins are generally produced as stem secretions, but in some Central and South American species of ''
Dalechampia'' and ''
Clusia'' they are produced as pollination rewards, and used by some
stingless bee
Stingless bees, sometimes called stingless honey bees or simply meliponines, are a large group of bees (about 550 described species), comprising the tribe Meliponini (or subtribe Meliponina according to other authors). They belong in the family ...
species in nest construction.
Propolis
Propolis or bee glue is a resinous mixture that honey bees produce by mixing saliva and beeswax with exudate gathered from tree buds, sap flows, or other botanical sources. It is used as a sealant for unwanted open spaces in the beehive. P ...
, consisting largely of resins collected from plants such as
poplars and
conifer
Conifers are a group of cone-bearing seed plants, a subset of gymnosperms. Scientifically, they make up the division Pinophyta (), also known as Coniferophyta () or Coniferae. The division contains a single extant class, Pinopsida. All ex ...
s, is used by
honey bee
A honey bee (also spelled honeybee) is a eusocial flying insect within the genus ''Apis'' of the bee clade, all native to Afro-Eurasia. After bees spread naturally throughout Africa and Eurasia, humans became responsible for the current cosmop ...
s to seal small gaps in their hives, while larger gaps are filled with beeswax.
Petroleum- and insect-derived resins
Shellac
Shellac () is a resin secreted by the female lac bug on trees in the forests of India and Thailand. It is processed and sold as dry flakes and dissolved in alcohol to make liquid shellac, which is used as a brush-on colorant, food glaze and ...
is an example of an insect-derived resin.
Asphaltite and Utah resin are petroleum
bitumen
Asphalt, also known as bitumen (, ), is a sticky, black, highly viscous liquid or semi-solid form of petroleum. It may be found in natural deposits or may be a refined product, and is classed as a pitch. Before the 20th century, the term ...
s.
History and etymology

Human use of plant resins has a very long history that was documented in
ancient Greece
Ancient Greece ( el, Ἑλλάς, Hellás) was a northeastern Mediterranean civilization, existing from the Greek Dark Ages of the 12th–9th centuries BC to the end of classical antiquity ( AD 600), that comprised a loose collection of cult ...
by
Theophrastus
Theophrastus (; grc-gre, Θεόφραστος ; c. 371c. 287 BC), a Greek philosopher and the successor to Aristotle in the Peripatetic school. He was a native of Eresos in Lesbos.Gavin Hardy and Laurence Totelin, ''Ancient Botany'', Routle ...
, in ancient Rome by
Pliny the Elder
Gaius Plinius Secundus (AD 23/2479), called Pliny the Elder (), was a Roman author, naturalist and natural philosopher, and naval and army commander of the early Roman Empire, and a friend of the emperor Vespasian. He wrote the encyclopedic ...
, and especially in the resins known as
frankincense and
myrrh, prized in
ancient Egypt.
[
] These were highly prized substances, and required as
incense
Incense is aromatic biotic material that releases fragrant smoke when burnt. The term is used for either the material or the aroma. Incense is used for aesthetic reasons, religious worship, aromatherapy, meditation, and ceremony. It may also ...
in some religious rites.
The word ''resin'' comes from French ''resine'', from Latin ''resina'' "resin", which either derives from or is a
cognate
In historical linguistics, cognates or lexical cognates are sets of words in different languages that have been inherited in direct descent from an etymological ancestor in a common parent language. Because language change can have radical e ...
of the Greek ''rhētínē'' "resin of the pine", of unknown earlier origin, though probably non-
Indo-European
The Indo-European languages are a language family native to the overwhelming majority of Europe, the Iranian plateau, and the northern Indian subcontinent. Some European languages of this family, English, French, Portuguese, Russian, ...
.
The word "resin" has been applied in the modern world to nearly any component of a liquid that will set into a hard
lacquer or
enamel-like finish. An example is nail polish. Certain "casting resins" and
synthetic resin
Synthetic resins are industrially produced resins, typically viscous substances that convert into rigid polymers by the process of curing. In order to undergo curing, resins typically contain reactive end groups, such as acrylates or epoxides. ...
s (such as
epoxy resin
Epoxy is the family of basic components or cured end products of epoxy resins. Epoxy resins, also known as polyepoxides, are a class of reactive prepolymers and polymers which contain epoxide groups. The epoxide functional group is also col ...
) have also been given the name "resin".
Some naturally-derived resins, when soft, are known as 'oleoresins', and when containing
benzoic acid
Benzoic acid is a white (or colorless) solid organic compound with the formula , whose structure consists of a benzene ring () with a carboxyl () substituent. It is the simplest aromatic carboxylic acid. The name is derived from gum benzoin, w ...
or
cinnamic acid
Cinnamic acid is an organic compound with the formula C6H5-CH=CH- COOH. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Classified as an unsaturated carboxylic acid, it occurs n ...
they are called balsams. Oleoresins are naturally-occurring mixtures of an oil and a resin; they can be extracted from various plants. Other resinous products in their natural condition are a mix with
gum
Gum may refer to:
Types of gum
* Adhesive
* Bubble gum
* Chewing gum
* Gum (botany), sap or other resinous material associated with certain species of the plant kingdom
** Gum arabic, made from the sap of ''Acacia senegal'', an Old World tree s ...
or mucilaginous substances and known as
gum resins. Several natural resins are used as ingredients in perfumes, e.g., balsams of Peru and tolu, elemi, styrax, and certain turpentines.
[
]
Non-resinous exudates
Other liquid compounds found inside plants or exuded by plants, such as sap
Sap is a fluid transported in xylem cells (vessel elements or tracheids) or phloem sieve tube elements of a plant. These cells transport water and nutrients throughout the plant.
Sap is distinct from latex, resin, or cell sap; it is a separ ...
, latex
Latex is an emulsion (stable dispersion) of polymer microparticles in water. Latexes are found in nature, but synthetic latexes are common as well.
In nature, latex is found as a milky fluid found in 10% of all flowering plants (angiosper ...
, or mucilage
Mucilage is a thick, gluey substance produced by nearly all plants and some microorganisms. These microorganisms include protists which use it for their locomotion. The direction of their movement is always opposite to that of the secretion of ...
, are sometimes confused with resin but are not the same. Saps, in particular, serve a nutritive function that resins do not.
Uses
Plant resins
Plant resins are valued for the production of varnish
Varnish is a clear transparent hard protective coating or film. It is not a stain. It usually has a yellowish shade from the manufacturing process and materials used, but it may also be pigmented as desired, and is sold commercially in vario ...
es, adhesives, and food glazing agent
A glazing agent is a natural or synthetic substance that provides a waxy, homogeneous, coating to prevent water loss from a surface and provide other protection.
Natural
Natural glazing agents keep moisture inside plants and insects. Scientists ...
s. They are also prized as raw materials for the synthesis of other organic compounds and provide constituents of incense
Incense is aromatic biotic material that releases fragrant smoke when burnt. The term is used for either the material or the aroma. Incense is used for aesthetic reasons, religious worship, aromatherapy, meditation, and ceremony. It may also ...
and perfume
Perfume (, ; french: parfum) is a mixture of fragrant essential oils or aroma compounds (fragrances), fixatives and solvents, usually in liquid form, used to give the human body, animals, food, objects, and living-spaces an agreeable scent. ...
. The oldest known use of plant resin comes from the late Middle Stone Age in Southern Africa where it was used as an adhesive for hafting stone tools.
The hard transparent resins, such as the copals, dammars, mastic, and sandarac, are principally used for varnishes and adhesives, while the softer odoriferous oleo-resins ( frankincense, elemi, turpentine
Turpentine (which is also called spirit of turpentine, oil of turpentine, terebenthene, terebinthine and (colloquially) turps) is a fluid obtained by the distillation of resin harvested from living trees, mainly pines. Mainly used as a special ...
, copaiba), and gum resins containing essential oils ( ammoniacum, asafoetida
Asafoetida (; also spelled asafetida)
is the dried latex (gum oleoresin) exuded from the rhizome or tap root of several species of '' Ferula'', perennial herbs growing tall. They are part of the celery family, Umbelliferae. Asafoetida is ...
, gamboge, myrrh, and scammony
''Convolvulus scammonia'', known commonly as scammony, is a bindweed native to the countries of the eastern part of the Mediterranean basin; it grows in bushy waste places, from Syria in the south to the Crimea in the north, its range extending w ...
) are more used for therapeutic purposes, food and incense
Incense is aromatic biotic material that releases fragrant smoke when burnt. The term is used for either the material or the aroma. Incense is used for aesthetic reasons, religious worship, aromatherapy, meditation, and ceremony. It may also ...
. The resin of the Aleppo Pine
''Pinus halepensis'', commonly known as the Aleppo pine, also known as the Jerusalem pine, is a pine native to the Mediterranean region.
Description
''Pinus halepensis'' is a small to medium-sized tree, tall, with a trunk diameter up to , excep ...
is used to flavour retsina, a Greek resinated wine.
Synthetic resins
Many materials are produced via the conversion of synthetic resins to solids. Important examples are bisphenol A diglycidyl ether, which is a resin converted to epoxy glue
Epoxy is the family of basic components or cured end products of epoxy resins. Epoxy resins, also known as polyepoxides, are a class of reactive prepolymers and polymers which contain epoxide groups. The epoxide functional group is also coll ...
upon the addition of a hardener. Silicones are often prepared from silicone resins via room temperature vulcanization. Alkyd resins are used in paint
Paint is any pigmented liquid, liquefiable, or solid mastic composition that, after application to a substrate in a thin layer, converts to a solid film. It is most commonly used to protect, color, or provide texture. Paint can be made in many ...
s and varnish
Varnish is a clear transparent hard protective coating or film. It is not a stain. It usually has a yellowish shade from the manufacturing process and materials used, but it may also be pigmented as desired, and is sold commercially in vario ...
es and harden or cure by exposure to oxygen
Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements as we ...
in the air.
See also
* Amber
* Resin extraction – method of harvesting resin from trees
* Balsam of Peru – a balsam used in food and drink for flavoring, in perfumes and toiletries for fragrance, and in medicine and pharmaceutical items.
* Mastic (plant resin)
Mastic ( el, Μαστίχα) is a resin obtained from the mastic tree (''Pistacia lentiscus''). It is also known as tears of Chios, being traditionally produced on the island Chios, and, like other natural resins, is produced in "tears" or dropl ...
– resin from the Pistacia lentiscus tree
* Pitch (resin)
Pitch is a viscoelastic polymer which can be natural or manufactured, derived from petroleum, coal tar, or plants. Various forms of pitch may also be called tar, bitumen, or asphalt. Pitch produced from plants is also known as resin. Some produ ...
* Kino (gum)
Kino is a botanical gum produced by various trees and other plants, particularly bloodwood species of eucalypts (''Angophora'', ''Corymbia'', ''Eucalyptus'') and ''Pterocarpus'', in reaction to mechanical damage, and which can be tapped by inci ...
– a plant gum similar to resin
* Biodegradable
Biodegradation is the breakdown of organic matter by microorganisms, such as bacteria and fungi. It is generally assumed to be a natural process, which differentiates it from composting. Composting is a human-driven process in which biodegradati ...
– plant resins are naturally biodegradable in many circumstances.
* Resin casting – casting with a resin, usually using a synthetic not a natural resin.
* Polyresin – a hard, synthetic resin for casting in molds
References
External links
*
*
{{Authority control
Non-timber forest products
Papermaking
Tree tapping