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Resin

From Wikipedia, the free encyclopedia
Organic polymer, typically from plants
Not to be confused withnatural gum.
For other uses, seeResin (disambiguation).
Insect trapped in resin
Cedar of Lebanon cone showing flecks of resin as used in themummification ofEgyptian Pharaohs

Aresin is a solid or highlyviscous liquid that can be converted into apolymer.[1] Resins may be biological or synthetic in origin, but are typically harvested from plants. Resins are mixtures oforganic compounds insoluble in water, predominantlyterpenes. Technically, resins should not be confused withgums, which consist predominantly of water-solublepolysaccharides, although these two terms are often interchangeable in the less formal context. Common resins include pineoleoresins,amber,hashish,frankincense,myrrh and the animal-derived resin,shellac. Resins are used invarnishes,adhesives,food additives,incenses andperfumes.

Resins protect plants from insects and pathogens, and are secreted in response to injury. Resins repelherbivores, insects, and pathogens, while the volatilephenolic compounds may attract benefactors such as predators of insects that attack the plant.[2]

Composition

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Most plant resins are composed ofterpenes. Specific components areα-pinene,β-pinene,3-carene, andsabinene, the monocyclic terpeneslimonene andterpinolene, and smaller amounts of the tricyclicsesquiterpenes,longifolene,caryophyllene, andcadinene. Some resins also contain a high proportion ofresin acids.Rosins on the other hand are less volatile and consist of diterpenes among other compounds.[citation needed]

Examples

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Examples of plant resins includeamber,Balm of Gilead,balsam,Canada balsam,copal from trees ofProtium copal andHymenaea courbaril,dammar gum from trees of the familyDipterocarpaceae,dragon's blood from the dragon trees (Dracaena species),elemi,frankincense fromBoswellia sacra,galbanum fromFerula gummosa,gum guaicum from thelignum vitae trees of the genusGuaiacum,kauri gum from trees ofAgathis australis,hashish (Cannabis resin) fromCannabis indica,labdanum from mediterranean species ofCistus,mastic (plant resin) from the mastic treePistacia lentiscus,myrrh from shrubs ofCommiphora,sandarac resin fromTetraclinis articulata, the national tree of Malta,styrax (aBenzoin resin from variousStyrax species) andspinifex resin from Australian grasses.

Amber isfossil 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 asacetone orchloroform is placed on it.[3]Africancopal and the kauri gum of New Zealand are also procured in a semi-fossil condition.

Rosin

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See also:Rosin
Extremelyviscous resin extruding from the trunk of a matureAraucaria columnaris.

Rosin is a solidified resin from which thevolatile terpenes 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, 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 theresin acids. Related to the terpenes, resin acid isoxidized terpenes. Resin acids dissolve inalkalis to formresin soaps, from which the resin acids are regenerated upon treatment with acids. Examples of resin acids areabietic acid (sylvic acid), C20H30O2,plicatic acid contained in cedar, andpimaric acid, C20H30O2, a constituent ofgalipot resin. Abietic acid can also be extracted from rosin by means of hot alcohol.

Rosin is obtained frompines and some otherplants, mostlyconifers.[4] Plant resins are generally produced as stem secretions, but in some Central and South American species ofDalechampia andClusia they are produced as pollination rewards, and used by somestingless bee species in nest construction.[5][6]Propolis, consisting largely of resins collected from plants such aspoplars andconifers, is used byhoney bees to seal small gaps in their hives, while larger gaps are filled with beeswax.[7]

Petroleum- and insect-derived resins

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Shellac is an example of an insect-derived resin.

Asphaltite and Utah resin are petroleumbitumens.

History and etymology

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The material dripping from an almond tree looks confusingly like resin, but actually is agum ormucilage, and chemically very different.

Human use of plant resins has a long history that was documented inancient Greece byTheophrastus, in ancient Rome byPliny the Elder, and especially in the resins known asfrankincense andmyrrh, prized inancient Egypt.[8] These were highly prized substances, and required asincense in some religious rites.

The wordresin comes from Frenchresine, from Latinresina "resin", which either derives from or is acognate of the Greekῥητίνηrhētínē "resin of the pine", of unknown earlier origin, though probably non-Indo-European.[9][10]

The word "resin" has been applied in the modern world to nearly any component of a liquid that will set into a hardlacquer orenamel-like finish. An example is nail polish. Certain "casting resins" andsynthetic resins (such asepoxy resin) have also been given the name "resin".

Some naturally derived resins, when soft, are known as 'oleoresins', and when containingbenzoic acid orcinnamic acid 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 withgum or mucilaginous substances and known asgum resins. Several natural resins are used as ingredients in perfumes, e.g., balsams of Peru and tolu, elemi, styrax, and certain turpentines.[4]

Non-resinous exudates

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Other liquid compounds found inside plants or exuded by plants, such assap,latex, ormucilage, are sometimes confused with resin but are not the same. Saps, in particular, serve a nutritive function that resins do not.

Resin of pine

Uses

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Plant resins

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Plant resins are valued for the production ofvarnishes,adhesives, and foodglazing agents. They are also prized as raw materials for thesynthesis of other organic compounds and provide constituents ofincense andperfume. 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.[11]

Lumps of driedfrankincense resin
Caranna, a hard, brittle, resinous gum from species ofProtium

The hard transparent resins, such as the copals,dammars,mastic, andsandarac, are principally used for varnishes and adhesives, while the softer odoriferous oleo-resins (frankincense,elemi,turpentine,copaiba), and gum resins containing essential oils (ammoniacum,asafoetida,gamboge,myrrh, andscammony) are more used for food andincense.[citation needed] The resin of theAleppo pine is used to flavorretsina, a Greekresinated wine.[12]

Animal resins

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While animal resins are not as common as either plant or synthetic resins some animal resins likelac (obtained fromKerria lacca) are used for applications likesealing wax inIndia,[13] andlacquerware inSri Lanka.[citation needed]

Synthetic resins

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Main article:Synthetic resin

Many materials are produced via the conversion of synthetic resins to solids, such asbisphenol A diglycidyl ether – a resin converted toepoxy glue upon the addition of a hardener. Silicones are often prepared from silicone resins viaroom temperature vulcanization.Alkyd resins are used inpaints andvarnishes and harden or cure by exposure tooxygen in the air.[14]

See also

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References

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  1. ^"Resin".IUPAC Compendium of Chemical Terminology. 3.0.1 (3rd ed.). International Union of Pure and Applied Chemistry. 2019.doi:10.1351/goldbook.RT07166.
  2. ^Jean Langenheim (2003).Plant resins: Chemistry, evolution, ecology, and ethnobotany. Portland, OR: Timber Press.ISBN 0-88192-574-8.
  3. ^David Grimaldi,Amber: Window to the Past, 1996, p 16-20, American Museum of Natural History
  4. ^abFiebach, Klemens; Grimm, Dieter (2000). "Resins, Natural".Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH.doi:10.1002/14356007.a23_073.ISBN 978-3-527-30673-2.
  5. ^Bittrich, V.; Amaral, Maria C. E. (1996). "Flower morphology and pollination biology of some Clusia species from the Gran Sabana (Venezuela)".Kew Bulletin.51 (4):681–694.Bibcode:1996KewBu..51..681B.doi:10.2307/4119722.JSTOR 4119722.
  6. ^Gonçalves-Alvim, Silmary de Jesus (2001). "Resin-collecting bees (Apidae) on Clusia palmicida (Clusiaceae) in a riparian forest in Brazil".Journal of Tropical Ecology.17 (1):149–153.doi:10.1017/s0266467401001092.S2CID 85842020.
  7. ^Simone-Finstrom, M.; Spivak, M. (2010)."Propolis and bee health: The natural history and significance of resin use by honey bees"(PDF).Apidologie.41 (3):295–311.doi:10.1051/apido/2010016.S2CID 15828725.
  8. ^"Queen Hatshepsut's expedition to the Land of Punt: The first oceanographic cruise?". Dept. of Oceanography, Texas A&M University. Archived fromthe original on 2014-08-14. Retrieved2010-05-08.
  9. ^"resin, n. and adj".OED Online. Oxford University Press. September 2014. Retrieved2 December 2014.
  10. ^"resin (n.)".Online Etymology Dictionary. Retrieved2 December 2014.
  11. ^Kozowyk, P. R. B.; Langejans, G. H. J.; Poulis, J. A. (2016-03-16)."Lap Shear and Impact Testing of Ochre and Beeswax in Experimental Middle Stone Age Compound Adhesives".PLOS ONE.11 (3) e0150436.Bibcode:2016PLoSO..1150436K.doi:10.1371/journal.pone.0150436.ISSN 1932-6203.PMC 4794155.PMID 26983080.
  12. ^"Non-wood forest products from conifers - CHAPTER 6".www.fao.org. Archived fromthe original on 2015-06-19. Retrieved2015-06-18.
  13. ^"The art of sealing."
  14. ^"Basics of Alkyd Resin Technology".Chemical Dynamics. 2016-03-29.Archived from the original on 2021-05-14.

External links

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  • The dictionary definition ofresin at Wiktionary
  • Media related toResin at Wikimedia Commons
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