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Polymer stabilizer

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1126: 2229: 269: 594: 98:, causing it to remain in the environment for longer. Many different types of plastic exist and each may be vulnerable to several types of degradation, which usually results in several different stabilisers being used in combination. Even for objects made from the same type of plastic, different applications may have different stabilisation requirements. Regulatory considerations, such as 2235: 373: 438: 543: 152: 130:. As such, even though efforts are usually made to reduce oxygen levels, total exclusion is often not achievable and even exceedingly low concentrations of oxygen can be sufficient to initiate degradation. Sensitivity to oxidation varies significantly depending on the polymer in question; without stabilizers 142:
can be stable even at high temperatures. Antioxidants are of great importance during the process stage, with long-term stability at ambient temperature increasingly being supplied by hindered amine light stabilizers (HALs). Antioxidants are often referred to as being primary or secondary depending on
714:, can accelerate the degradation of polymers. This is of particular concern where polymers are in direct contact with metal, such as in wiring and cable. More generally, the metal catalysts used to form the polymer may simply become encapsulated within it during production, this is typically true of 1593:
Cataldo, Franco; Faucette, Brad; Huang, Semone; Ebenezer, Warren (January 2015). "On the early reaction stages of ozone with N,N′-substituted p-phenylenediamines (6PPD, 77PD) and N,N′,N"-substituted-1,3,5-triazine "Durazone®": An electron spin resonance (ESR) and electronic absorption spectroscopy
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Due to its rapid reaction with oxygen the scavenging of the initial alkyl radical (R•) is difficult and can only be achieved using specialised antioxidants the majority of primary antioxidants react instead with the longer lasting peroxy radicals (ROO•). Hydrogen abstraction is usually the
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is difficult to stabilize. Even antioxidants fail in this electron-rich polymer. The acids or bases in the PPS matrix can disrupt the performance of the conventional UV absorbers such as HPBT. PTHPBT, which is a modification of HPBT are shown to be effective, even in these conditions.
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Wutzel, Harald; Jarvid, Markus; Bjuggren, Jonas M.; Johansson, Anette; Englund, Villgot; Gubanski, Stanislaw; Andersson, Mats R. (February 2015). "Thioxanthone derivatives as stabilizers against electrical breakdown in cross-linked polyethylene for high voltage cable applications".
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that occurs when polymers reacts with atmospheric oxygen. Aerobic degradation occurs gradually at room temperature, but almost all polymers are at risk of thermal-oxidation when they are processed at high temperatures. The molding or casting of plastics (e.g.
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Yachigo, Shin'ichi; Sasaki, Manji; Ida, Kanako; Inoue, Kikumitsu; Tanaka, Shin'ya; Yoshiaki, Honda; Emiko, Fukuyo; Kazunori, Yanagi (January 1993). "Studies on polymer stabilizers: Part VI—Relationship between performance and molecular conformation".
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Stabilizers are used at all stages of the polymer life-cycle. They allow plastic items to be produced faster and with fewer defects, extend their useful lifespan, and facilitate their recycling. However they also continue to stabilise
490:. UV stabilisers absorb and dissipate the energy from UV rays as heat, typically by reversible intramolecular proton transfer. This reduces the absorption of UV rays by the polymer matrix and hence reduces the rate of weathering. 570:
mechanism and then dissipate it harmlessly as either heat or lower frequency fluorescent light. Singlet oxygen can be quenched by metal chelates, with nickel phenolates being a common example. Nickel quenchers tend to be used in
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this is a free radical process, hence the antioxidants described above are effective inhibiting agents, however additional classes of additives are also beneficial, such as UV absorbers, quenchers of excited states and HALS.
252:, which may also impart unwanted colour. Modern phenolic antioxidants have complex molecular structures, often including a propionate-group at the para position of the phenol (i.e. they are ortho-alkylated analogues of 260:, regenerating the phenolic antioxidant group and allowing further radicals to be scavenged. Ultimately however, primary antioxidants are sacrificial and once they are fully consumed the polymer will begin to degrade. 2007:
Jarvid, Markus; Johansson, Anette; Englund, Villgot; Lundin, Angelica; Gubanski, Stanislaw; MĂźller, Christian; Andersson, Mats R. (2015). "High electron affinity: a guiding criterion for voltage stabilizer design".
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This exchange further stabilizes the polymer by releasing a primary antioxidant, because of this phosphites are sometimes considered multi-functional antioxidants as they can combine both types of activity.
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Pospíšil, Jan; Nešpůrek, Stanislav; Zweifel, Hans (October 1996). "The role of quinone methides in thermostabilization of hydrocarbon polymers—I. Formation and reactivity of quinone methides".
237:. Amines are typically more effective, but cause pronounced discoloration, which is often undesirable (i.e., in food packaging, clothing). The overall reaction with phenols is shown below: 1139:
Geuskens, G.; Bastin, P.; Lu Vinh, Q.; Rens, M. (July 1981). "Photo-oxidation of polymers: Part IV—Influence of the processing conditions on the photo-oxidative stability of polystyrene".
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in the polymer degradation and the peroxy radicals can be scavenged by hydrogen donation from an alternative source, namely the primary antioxidant. This converts them into an organic
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Vulic, Ivan; Vitarelli, Giacomo; Zenner, John M. (January 2002). "Structure–property relationships: phenolic antioxidants with high efficiency and low colour contribution".
1071: 393:. This is naturally present in the air at very low concentrations but is exceedingly reactive, particularly towards unsaturated polymers such as rubber, where it causes 1318:
Pospı́šil, J.; Habicher, W.-D.; Pilař, J.; Nešpůrek, S.; Kuthan, J.; Piringer, G.-O.; Zweifel, H. (January 2002). "Discoloration of polymers by phenolic antioxidants".
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The market for antioxidant stabilisers was estimated at US$ 1.69 billion for 2017, with the total market for all stabilizers expected to reach US$ 5.5 billion by 2025.
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step to give new alkyl radicals. The overall process is exceedingly complex and will vary between polymers but the first few steps are shown below in general:
634:(HCl) that is released by photooxidation of PVC. The exception is the recently developed NOR HALS, which is not a strong base and is not deactivated by HCl. 889: 750:. At temperatures above 70 Â°C the unstabilized material is susceptible to degradation with loss of HCl. Once this dehydrochlorination starts it is 1621:
Cataldo, Franco (January 2018). "Early stages of p-phenylenediamine antiozonants reaction with ozone: Radical cation and nitroxyl radical formation".
287:(ROOH) formed by the action of primary antioxidants. Hydroperoxides are less reactive than radical species but can initiate fresh radical reactions: 1950:
BjurstrĂśm, Anton; Edin, Hans; Hillborg, Henrik; Nilsson, Fritjof; Olsson, Richard T.; Pierre, Max; Unge, Mikael; Hedenqvist, Mikael S. (July 2024).
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Das, P.K.; DesLauriers, P.J.; Fahey, Darryl R.; Wood, F.K.; Cornforth, F.J. (January 1995). "Photostabilization of poly (p-phenylene sulfide)".
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The ability of hindered amine light stabilizers (HALS or HAS) to scavenge radicals produced by weathering, may be explained by the formation of
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Schwetlick, K.; KĂśnig, T.; RĂźger, C.; Pionteck, J.; Habicher, W.D. (January 1986). "Chain-breaking antioxidant activity of phosphite esters".
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is different from other forms of oxidation and hence requires its own class of antioxidant stabilizers. These are primarily derivatives of
174:(HO•) and alkyl radicals (R•). Oxidation begins with the formation of alkyl radicals, which are formed when the high temperatures and high 567: 2546: 2053: 1088: 458:
Light stabilizer are used to inhibit polymer photo-oxidation, which is the combined result of the action of light and oxygen. Like
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Zweig, A.; Henderson, W. A. (March 1975). "Singlet oxygen and polymer photooxidations. I. Sensitizers, quenchers, and reactants".
588: 1649: 2078: 63: 126:(~200-300 Â°C). Under these conditions reactions with oxygen occur much more rapidly. Once initiated, autoxidation can be 2831: 2810: 2707: 2461: 630:(PVC). It is thought that their ability to form nitroxyl radicals is disrupted. HALS act as a base and become neutralized by 417:
which allows them to react with ozone via electron transfer, this converts them into radical cations that are stabilized by
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Lucarini, Marco; Pedulli, Gian Franco (2010). "Free radical intermediates in the inhibition of the autoxidation reaction".
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Schwetlick, Klaus; Habicher, Wolf D. (October 1995). "Organophosphorus antioxidants action mechanisms and new trends".
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Capocci, Gerald; Hubbard, Mike (September 2005). "A radically new UV stabilizer for flexible PVC roofing membranes".
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Gryn'ova, Ganna; Hodgson, Jennifer L.; Coote, Michelle L. (2011). "Revising the mechanism of polymer autooxidation".
774:, as well as barium and zinc compounds, along with various synergists. Addition levels vary typically from 2% to 4%. 659: 2143: 2118: 789: 605:
through a process known as the Denisov Cycle. The aminoxyl radical (N-O•) combines with free radicals in polymers:
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As they are less chemically active they require a more reactive antioxidant. The most commonly employed class are
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Pfaendner, Rudolf (December 2013). "(Photo)oxidative degradation and stabilization of flame retarded polymers".
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Although they are traditionally considered as light stabilizers, they can also stabilize thermal degradation.
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Camino, G.; Costa, L. (January 1988). "Performance and mechanisms of fire retardants in polymers—A review".
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Flame retardants are a broad range of compounds that improve fire resistance of polymers. Examples include
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Acid scavengers, also referred to as antacids, neutralize acidic impurities, especially those that release
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Transesterification can then take place, in which the hydroxylated polymer is exchanged for a phenol:
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Pospíšil, Jan (January 1988). "Mechanistic action of phenolic antioxidants in polymers—A review".
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and halogenated flame retardants also serve as sources of acids. Common acid scavengers include
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being particularly effective against long-term thermal aging, they are ultimately oxidise up to
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Osawa, Zenjiro (January 1988). "Role of metals and metal-deactivators in polymer degradation".
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Singh, Baljit; Sharma, Nisha (March 2008). "Mechanistic implications of plastic degradation".
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derivatives. These possess high electron affinities, which allow them to trap and neutralize
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is susceptible to acid-catalyzed degradation, the HCl being derived from the polymer itself.
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Polymers are susceptible to degradation by a variety of pathways beyond oxygen and light.
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residues, dyes, or impurities. All of these degrade the polymer at a chemical level, via
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Crawford, J (April 1999). "2(2-hydroxyphenyl)2H-benzotriazole ultraviolet stabilizers".
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manner. These alkyl radicals react very rapidly with molecular oxygen (rate constants ≈
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and remove peroxy radicals (ROO•), as well as to a lesser extent alkoxy radicals (RO•),
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faster than it can react with vulnerable functional groups in the polymer (typically
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often include antioxidant stabilizers related to the ones discussed in this article
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Pelzl, Bernhard; Wolf, Rainer; Kaul, Bansi Lal (2018). "Plastics, Additives".
687: 615: 558:. This can then react with ambient oxygen, converting it into highly reactive 398: 307:. These will convert polymer hydroperoxides to alcohols, becoming oxidized to 159: 83: 67: 1883: 2841: 2747: 2717: 2587: 2148: 2133: 2108: 1483: 1466: 759: 727: 707: 515: 479: 357: 353: 300: 158:: A primary antioxidant consisting of sterically hindered phenols with para- 55: 1964: 1951: 1276: 1214: 1004:"Plastic antioxidants market projected to reach US$ 2.11 billion by 2022". 554:
within the polymer (which may be a dye or impurity) causing it to enter an
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susceptibility varies significantly between different polymers. Certain
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Antiozonants prevent or slow down the degradation of material caused by
221:(ROOH). The most important commercial stabilizers for this are hindered 166:
Primary antioxidants (also known as chain-breaking antioxidants) act as
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are also present. A wide range of stabilizers is therefore needed.
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Pentaerythritol tetrakis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)
1467:"Mechanisms of antioxidant action of organic phosphorus compounds" 592: 541: 436: 406: 390: 371: 267: 150: 2128: 766:
complexes being highly toxic. Safer modern alternatives include
429:. Some of these products can then be scavenged by antioxidants. 376: 86:, which adversely affects many key properties such as strength, 2542: 2035: 1562:
Reference Module in Materials Science and Materials Engineering
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is a p-phenylenediamine based antiozonant widely used in tires
256:). The quinone methides of these can rearrange once to give a 746:
Thermal (or heat) stabilizers are used almost exclusively in
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ThĂźrmer, Andreas (1998). "Acid scavengers for polyolefins".
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Wypych, George (2013). "Effect of Additives on Weathering".
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These additives are added to polymers used as sheathing for
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Photo-oxidation can begin with the absorption of light by a
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experienced during processing snaps the polymer chains in a
2031: 902:- are additives that enhance the biodegradation of polymers 471: 952:
Zweifel, Hans; Maier, Ralph D.; Schiller, Michael (2009).
1031:"Ceresana analyses the market for polymer stabilizers". 816:) involves its own class of special bio-stabilizers and 726:
may be added to improve stability. Deactivators work by
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are able to absorb energy from excited molecules via a
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M. W. Allsopp, G. Vianello, "Poly(Vinyl Chloride)" in
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Journal of Polymer Science: Polymer Chemistry Edition
1650:"Photostabilisation mechanisms in polymers: A review" 2861: 2824: 2781: 2738: 2700: 2667: 2636: 2582: 2531: 2476: 2421: 2414: 2326: 2285: 2242: 2069: 546:
A nickel-phenoxide quencher. CAS number: 14516-71-3
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widely used as a secondary antioxidant in polymers.
1374:Handbook of Environmental Degradation of Materials 264:Secondary antioxidants (hydroperoxides scavengers) 248:The end products of these reactions are typically 122:) require them to be above their melting point or 50:, to inhibit or retard their degradation. Common 1372:Gijsman, Pieter (2018). "Polymer Stabilization". 896:- discuss the accelerated degradation of polymers 138:will slowly degrade at room temperature where as 1166:Ingold, Keith U. (May 2002). "Peroxy radicals". 233:and secondary aromatic amines such as alkylated- 38:) are chemical additives which may be added to 1876:Ullmann's Encyclopedia of Industrial Chemistry 1072:Ullmann's Encyclopedia of Industrial Chemistry 2554: 2047: 1648:Wiles, D.M.; Carlsson, D.J. (November 1980). 1560:KrĂśhnke, C. (2016). "Polymer Stabilization". 886:- discuss the natural degradation of polymers 8: 614:Even though HALS are extremely effective in 890:Chemically Assisted Degradation of Polymers 812:Degradation resulting from microorganisms ( 413:groups). They achieve this by having a low 2561: 2547: 2539: 2418: 2054: 2040: 2032: 947: 945: 943: 1963: 1815:. Polymer Science and Technology Series. 1482: 1064: 1062: 147:Primary antioxidants (radical scavengers) 1778:Journal of Vinyl and Additive Technology 1108:"Auto-Accelerated Oxidation of Plastics" 486:are highly susceptible, degrading via a 939: 303:esters, often of hindered phenols e.g. 186:to give peroxy radicals, which in turn 2144:Polyethylene terephthalate (PET, PETE) 1102: 1100: 1075:. Weinheim: Wiley-VCH. pp. 1–57. 305:Tris(2,4-di-tert-butylphenyl)phosphite 273:Tris(2,4-di-tert-butylphenyl)phosphite 2084:Cross-linked polyethylene (PEX, XLPE) 2079:Acrylonitrile butadiene styrene (ABS) 1994:10.1016/j.polymdegradstab.2014.12.002 1937:10.1016/j.polymdegradstab.2013.07.005 1635:10.1016/j.polymdegradstab.2017.11.020 1608:10.1016/j.polymdegradstab.2014.11.011 991:10.1016/j.polymdegradstab.2007.11.008 283:Secondary antioxidants act to remove 190:from a fresh section of polymer in a 7: 2896:List of environmental health hazards 2816:List of environmental health hazards 502:) and hydroxyphenyl-triazines (e.g. 2701:Miscellaneous additives incl. PHCs 1570:10.1016/B978-0-12-803581-8.01487-9 1442:10.1016/B978-1-895198-62-1.50018-4 1382:10.1016/B978-0-323-52472-8.00018-6 682:, and basic metal oxides, such as 25: 1982:Polymer Degradation and Stability 1925:Polymer Degradation and Stability 1898:Polymer Degradation and Stability 1850:Polymer Degradation and Stability 1716:Polymer Degradation and Stability 1654:Polymer Degradation and Stability 1623:Polymer Degradation and Stability 1596:Polymer Degradation and Stability 1535:Angewandte Makromolekulare Chemie 1508:Polymer Degradation and Stability 1465:Schwetlick, K. (1 January 1983). 1407:Polymer Degradation and Stability 1347:Polymer Degradation and Stability 1320:Polymer Degradation and Stability 1293:Polymer Degradation and Stability 1230:Polymer Degradation and Stability 1141:Polymer Degradation and Stability 979:Polymer Degradation and Stability 134:and unsaturated polymers such as 82:, uncontrolled recombination and 2233: 2227: 2119:Polybutylene terephthalate (PBT) 2094:Poly(methyl methacrylate) (PMMA) 2010:Journal of Materials Chemistry A 1124: 956:(6th ed.). Munich: Hanser. 589:hindered amine light stabilizers 583:Hindered amine light stabilizers 405:(PPD) and work by reacting with 2099:Poly(ethyl methacrylate) (PEMA) 1434:Handbook of Material Weathering 70:, combinations thereof such as 2462:Category:Plastics applications 2209:Styrene maleic anhydride (SMA) 2204:Polyvinylidene chloride (PVDC) 2189:Polytetrafluoroethylene (PTFE) 425:, phenylenediamine-dimers and 1: 2169:Poly(p-phenylene oxide) (PPO) 1878:, 2012, Wiley-VCH, Weinheim. 1701:10.1016/S0079-6700(98)00012-4 1332:10.1016/S0141-3910(02)00112-X 1242:10.1016/S0141-3910(02)00115-5 1168:Accounts of Chemical Research 1081:10.1002/14356007.a20_459.pub2 1045:10.1016/S0306-3747(19)30105-8 1018:10.1016/S0306-3747(18)30046-0 884:environmental stress cracking 702:Metal ions, such as those of 2886:Persistent organic pollutant 2847:Toxic Substances Control Act 2806:Persistent organic pollutant 2089:Ethylene vinyl acetate (EVA) 1910:10.1016/0141-3910(88)90073-0 1862:10.1016/0141-3910(88)90070-5 1728:10.1016/0141-3910(95)00032-H 1666:10.1016/0141-3910(80)90008-7 1520:10.1016/0141-3910(86)90065-0 1419:10.1016/0141-3910(96)00107-3 1359:10.1016/0141-3910(88)90069-9 1305:10.1016/0141-3910(93)90009-8 1153:10.1016/0141-3910(81)90025-2 244:ArO• → nonradical products 124:glass transition temperature 74:, as well as reactions with 2879:Great Pacific garbage patch 2801:Great Pacific garbage patch 2214:Styrene-acrylonitrile (SAN) 2129:Polyetheretherketone (PEEK) 1825:10.1007/978-94-011-5862-6_6 1689:Progress in Polymer Science 1547:10.1002/apmc.1995.052320115 1112:Polymer Properties Database 954:Plastics additives handbook 894:weather testing of polymers 454:Photo-oxidation of polymers 143:their mechanism of action. 2959: 2842:Japan Toxic Substances Law 2637:Miscellaneous plasticizers 1763:10.1002/pol.1975.170130314 1471:Pure and Applied Chemistry 781: 674:, mineral agents, such as 626:, they are ineffective in 597:Example structure of a HAL 586: 514:, oxanilides are used for 451: 382: 241:ROO• + ArOH → ROOH + ArO• 208:ROO• + RH → ROOH + R• 2916: 2837:European REACH regulation 2832:California Proposition 65 2575:polyhalogenated compounds 2452:High-performance plastics 2277:High-performance plastics 2225: 529:Strongly light-absorbing 518:and polyurethanes, while 488:Photo-Fries rearrangement 448:-phenol based UV absorber 90:, appearance and colour. 2262:Fibre-reinforced plastic 2199:Polyvinyl chloride (PVC) 1884:10.1002/14356007.a21_717 1195:Chemical Society Reviews 1012:(2): 10. February 2018. 506:) are used to stabilise 291:ROOH + RH → RO• + R• + H 2313:Biodegradable additives 1484:10.1351/pac198355101629 900:Biodegradable additives 716:Ziegler-Natta catalysts 660:Ziegler–Natta catalysts 492:Phenolic benzotriazoles 2728:Perfluorooctanoic acid 2164:Polyphenyl ether (PPE) 2159:Polyoxymethylene (POM) 2104:Polyacrylic acid (PAA) 1965:10.1002/adma.202401464 1033:Additives for Polymers 1006:Additives for Polymers 738:compounds are common. 598: 547: 449: 380: 346:Organosulfur compounds 285:organic hydroperoxides 280: 163: 2908:Biodegradable plastic 2257:Thermosetting polymer 2154:Polylactic acid (PLA) 1039:(4): 11. April 2019. 722:. In these instances 596: 573:agricultural plastics 545: 440: 375: 271: 215:rate determining step 154: 113:Antioxidants inhibit 100:food contact approval 2919:Identification codes 2519:Foam food containers 2442:Engineering plastics 1436:. pp. 547–579. 1376:. pp. 369–395. 854:dielectric breakdown 840:. Compounds include 790:brominated compounds 734:with the metal ion. 732:coordination complex 730:to form an inactive 2943:Material protection 2758:Endocrine disruptor 2356:Compression molding 2308:Polymer stabilizers 1755:1975JPoSA..13..717Z 1180:10.1021/ar50013a001 928:Mold release agents 876:Polymer degradation 856:of the insulation. 828:Voltage stabilizers 794:aluminium hydroxide 742:Thermal stabilizers 397:. The mechanism of 348:are also efficient 64:thermal degradation 52:polymer degradation 42:materials, such as 36:polymer stabilisers 28:Polymer stabilizers 18:Polymer stabilizers 2938:Plastics additives 2773:Polymer fume fever 2432:Commodity plastics 2406:Rotational molding 2376:Fiberglass molding 2336:Injection moulding 2318:Filler (materials) 2267:Corrugated plastic 2219:Tritan copolyester 2174:Polypropylene (PP) 2124:Polycarbonate (PC) 2022:10.1039/C4TA04956J 1956:Advanced Materials 1813:Plastics Additives 1269:10.1039/C0OB00596G 918:Filler (materials) 880:polymer weathering 724:metal deactivators 698:Metal deactivators 628:polyvinyl chloride 608:N-O• + R• → N-O-R 599: 548: 450: 403:p-phenylenediamine 381: 352:decomposers, with 335:→ R'OH + OP(OR') 281: 168:radical scavengers 164: 54:processes include 2925: 2924: 2903:Plastic recycling 2869:Plastic pollution 2855: 2854: 2789:Plastic pollution 2569:Health issues of 2527: 2526: 2423:Plastics industry 2341:Plastic extrusion 2194:Polyurethane (PU) 2184:Polysulfone (PES) 2139:Polyethylene (PE) 2114:Polybutylene (PB) 2016:(14): 7273–7286. 1931:(12): 2430–2435. 1834:978-94-010-6477-4 1790:10.1002/vnl.20044 1579:978-0-12-803581-8 1477:(10): 1629–1636. 1451:978-1-895198-62-1 1391:978-0-323-52472-8 1257:Org. Biomol. Chem 963:978-3-446-40801-2 923:Plastic colorants 834:electrical cables 798:antimony trioxide 632:hydrochloric acid 603:aminoxyl radicals 433:Light stabilizers 427:aminoxyl radicals 415:ionization energy 231:analogues thereof 192:chain propagation 188:abstract hydrogen 172:hydroxyl radicals 120:injection molding 16:(Redirected from 2950: 2794:Rubber pollution 2644:Organophosphates 2563: 2556: 2549: 2540: 2419: 2391:Filament winding 2366:Transfer molding 2293:Polymer additive 2237: 2231: 2179:Polystyrene (PS) 2056: 2049: 2042: 2033: 2026: 2025: 2004: 1998: 1997: 1976: 1970: 1969: 1967: 1947: 1941: 1940: 1920: 1914: 1913: 1904:(3–4): 271–294. 1893: 1887: 1872: 1866: 1865: 1856:(3–4): 203–236. 1845: 1839: 1838: 1808: 1802: 1801: 1773: 1767: 1766: 1738: 1732: 1731: 1711: 1705: 1704: 1684: 1678: 1677: 1645: 1639: 1638: 1618: 1612: 1611: 1590: 1584: 1583: 1557: 1551: 1550: 1530: 1524: 1523: 1503: 1497: 1496: 1486: 1462: 1456: 1455: 1429: 1423: 1422: 1402: 1396: 1395: 1369: 1363: 1362: 1353:(3–4): 181–202. 1342: 1336: 1335: 1315: 1309: 1308: 1287: 1281: 1280: 1252: 1246: 1245: 1225: 1219: 1218: 1207:10.1039/B901838G 1190: 1184: 1183: 1163: 1157: 1156: 1136: 1130: 1129: 1128: 1122: 1120: 1118: 1104: 1095: 1094: 1066: 1057: 1056: 1028: 1022: 1021: 1001: 995: 994: 974: 968: 967: 949: 836:, most commonly 822:isothiazolinones 802:organophosphates 778:Flame retardants 772:calcium stearate 668:calcium stearate 423:1,4-benzoquinone 311:in the process: 309:organophosphates 258:hydroxycinnamate 250:quinone methides 185: 21: 2958: 2957: 2953: 2952: 2951: 2949: 2948: 2947: 2928: 2927: 2926: 2921: 2912: 2857: 2856: 2851: 2820: 2777: 2734: 2696: 2663: 2632: 2578: 2567: 2533: 2523: 2472: 2410: 2396:Solvent bonding 2386:Plastic welding 2328: 2322: 2281: 2244: 2238: 2232: 2223: 2134:Polyester (PEs) 2071: 2065: 2060: 2030: 2029: 2006: 2005: 2001: 1978: 1977: 1973: 1949: 1948: 1944: 1922: 1921: 1917: 1895: 1894: 1890: 1873: 1869: 1847: 1846: 1842: 1835: 1810: 1809: 1805: 1775: 1774: 1770: 1740: 1739: 1735: 1713: 1712: 1708: 1686: 1685: 1681: 1647: 1646: 1642: 1620: 1619: 1615: 1592: 1591: 1587: 1580: 1559: 1558: 1554: 1532: 1531: 1527: 1505: 1504: 1500: 1464: 1463: 1459: 1452: 1431: 1430: 1426: 1404: 1403: 1399: 1392: 1371: 1370: 1366: 1344: 1343: 1339: 1317: 1316: 1312: 1289: 1288: 1284: 1254: 1253: 1249: 1227: 1226: 1222: 1192: 1191: 1187: 1165: 1164: 1160: 1138: 1137: 1133: 1123: 1116: 1114: 1106: 1105: 1098: 1091: 1068: 1067: 1060: 1030: 1029: 1025: 1003: 1002: 998: 976: 975: 971: 964: 951: 950: 941: 936: 907:Other additives 862: 852:that can cause 850:charge carriers 830: 810: 786: 784:Flame retardant 780: 744: 700: 692:magnesium oxide 648: 646:Acid Scavengers 640: 591: 585: 540: 469: 456: 435: 387: 370: 338: 334: 322: 318: 315:ROOH + P(OR') 294: 266: 204: 183: 149: 111: 72:photo-oxidation 32:British English 23: 22: 15: 12: 11: 5: 2956: 2954: 2946: 2945: 2940: 2930: 2929: 2923: 2922: 2917: 2914: 2913: 2911: 2910: 2905: 2900: 2899: 2898: 2893: 2888: 2883: 2882: 2881: 2865: 2863: 2859: 2858: 2853: 2852: 2850: 2849: 2844: 2839: 2834: 2828: 2826: 2822: 2821: 2819: 2818: 2813: 2808: 2803: 2798: 2797: 2796: 2785: 2783: 2779: 2778: 2776: 2775: 2770: 2765: 2760: 2755: 2750: 2744: 2742: 2736: 2735: 2733: 2732: 2731: 2730: 2720: 2715: 2710: 2704: 2702: 2698: 2697: 2695: 2694: 2687:Vinyl chloride 2684: 2681:Polycarbonates 2673: 2671: 2665: 2664: 2662: 2661: 2655: 2646: 2640: 2638: 2634: 2633: 2631: 2630: 2625: 2620: 2614: 2609: 2603: 2598: 2592: 2590: 2580: 2579: 2568: 2566: 2565: 2558: 2551: 2543: 2537: 2535: 2529: 2528: 2525: 2524: 2522: 2521: 2516: 2511: 2506: 2501: 2496: 2494:Packaging film 2491: 2486: 2480: 2478: 2477:Specific goods 2474: 2473: 2471: 2470: 2464: 2459: 2454: 2449: 2444: 2439: 2434: 2428: 2426: 2416: 2412: 2411: 2409: 2408: 2403: 2401:Vacuum forming 2398: 2393: 2388: 2383: 2378: 2373: 2368: 2363: 2358: 2353: 2348: 2343: 2338: 2332: 2330: 2324: 2323: 2321: 2320: 2315: 2310: 2305: 2300: 2295: 2289: 2287: 2283: 2282: 2280: 2279: 2274: 2272:Polymeric foam 2269: 2264: 2259: 2254: 2248: 2246: 2240: 2239: 2226: 2224: 2222: 2221: 2216: 2211: 2206: 2201: 2196: 2191: 2186: 2181: 2176: 2171: 2166: 2161: 2156: 2151: 2149:Polyimide (PI) 2146: 2141: 2136: 2131: 2126: 2121: 2116: 2111: 2109:Polyamide (PA) 2106: 2101: 2096: 2091: 2086: 2081: 2075: 2073: 2067: 2066: 2061: 2059: 2058: 2051: 2044: 2036: 2028: 2027: 1999: 1971: 1942: 1915: 1888: 1867: 1840: 1833: 1803: 1768: 1749:(3): 717–736. 1733: 1706: 1679: 1640: 1613: 1585: 1578: 1552: 1541:(1): 239–246. 1525: 1498: 1457: 1450: 1424: 1397: 1390: 1364: 1337: 1326:(3): 531–538. 1310: 1299:(3): 329–343. 1282: 1263:(2): 480–490. 1247: 1220: 1201:(6): 2106–19. 1185: 1158: 1147:(4): 295–306. 1131: 1096: 1089: 1058: 1023: 996: 985:(3): 561–584. 969: 962: 938: 937: 935: 932: 931: 930: 925: 920: 915: 909: 908: 904: 903: 897: 887: 873: 870:fuel additives 861: 858: 829: 826: 814:biodegradation 809: 806: 800:, and various 782:Main article: 779: 776: 768:metallic soaps 743: 740: 699: 696: 664:metallic soaps 647: 644: 639: 636: 587:Main article: 584: 581: 560:singlet oxygen 539: 536: 508:polycarbonates 476:polycarbonates 468: 465: 434: 431: 395:ozone cracking 383:Main article: 369: 366: 341: 340: 336: 332: 325: 324: 320: 316: 297: 296: 292: 265: 262: 254:phloretic acid 246: 245: 242: 210: 209: 206: 202: 199: 148: 145: 110: 107: 80:chain scission 24: 14: 13: 10: 9: 6: 4: 3: 2: 2955: 2944: 2941: 2939: 2936: 2935: 2933: 2920: 2915: 2909: 2906: 2904: 2901: 2897: 2894: 2892: 2889: 2887: 2884: 2880: 2877: 2876: 2875: 2874:Garbage patch 2872: 2871: 2870: 2867: 2866: 2864: 2860: 2848: 2845: 2843: 2840: 2838: 2835: 2833: 2830: 2829: 2827: 2823: 2817: 2814: 2812: 2809: 2807: 2804: 2802: 2799: 2795: 2792: 2791: 2790: 2787: 2786: 2784: 2780: 2774: 2771: 2769: 2766: 2764: 2761: 2759: 2756: 2754: 2751: 2749: 2746: 2745: 2743: 2741: 2740:Health issues 2737: 2729: 2726: 2725: 2724: 2721: 2719: 2716: 2714: 2711: 2709: 2706: 2705: 2703: 2699: 2692: 2688: 2685: 2682: 2678: 2675: 2674: 2672: 2670: 2666: 2659: 2656: 2654: 2650: 2647: 2645: 2642: 2641: 2639: 2635: 2629: 2626: 2624: 2621: 2618: 2615: 2613: 2610: 2607: 2604: 2602: 2599: 2597: 2594: 2593: 2591: 2589: 2585: 2581: 2576: 2572: 2564: 2559: 2557: 2552: 2550: 2545: 2544: 2541: 2536: 2530: 2520: 2517: 2515: 2514:Shopping bags 2512: 2510: 2507: 2505: 2502: 2500: 2497: 2495: 2492: 2490: 2487: 2485: 2482: 2481: 2479: 2475: 2469:(Agriculture) 2468: 2467:Plasticulture 2465: 2463: 2460: 2458: 2455: 2453: 2450: 2448: 2447:Geosynthetics 2445: 2443: 2440: 2438: 2435: 2433: 2430: 2429: 2427: 2424: 2420: 2417: 2413: 2407: 2404: 2402: 2399: 2397: 2394: 2392: 2389: 2387: 2384: 2382: 2379: 2377: 2374: 2372: 2369: 2367: 2364: 2362: 2359: 2357: 2354: 2352: 2351:Thermoforming 2349: 2347: 2344: 2342: 2339: 2337: 2334: 2333: 2331: 2325: 2319: 2316: 2314: 2311: 2309: 2306: 2304: 2301: 2299: 2296: 2294: 2291: 2290: 2288: 2284: 2278: 2275: 2273: 2270: 2268: 2265: 2263: 2260: 2258: 2255: 2253: 2252:Thermoplastic 2250: 2249: 2247: 2241: 2236: 2230: 2220: 2217: 2215: 2212: 2210: 2207: 2205: 2202: 2200: 2197: 2195: 2192: 2190: 2187: 2185: 2182: 2180: 2177: 2175: 2172: 2170: 2167: 2165: 2162: 2160: 2157: 2155: 2152: 2150: 2147: 2145: 2142: 2140: 2137: 2135: 2132: 2130: 2127: 2125: 2122: 2120: 2117: 2115: 2112: 2110: 2107: 2105: 2102: 2100: 2097: 2095: 2092: 2090: 2087: 2085: 2082: 2080: 2077: 2076: 2074: 2068: 2064: 2057: 2052: 2050: 2045: 2043: 2038: 2037: 2034: 2023: 2019: 2015: 2011: 2003: 2000: 1995: 1991: 1987: 1983: 1975: 1972: 1966: 1961: 1957: 1953: 1946: 1943: 1938: 1934: 1930: 1926: 1919: 1916: 1911: 1907: 1903: 1899: 1892: 1889: 1885: 1881: 1877: 1871: 1868: 1863: 1859: 1855: 1851: 1844: 1841: 1836: 1830: 1826: 1822: 1818: 1814: 1807: 1804: 1799: 1795: 1791: 1787: 1783: 1779: 1772: 1769: 1764: 1760: 1756: 1752: 1748: 1744: 1737: 1734: 1729: 1725: 1721: 1717: 1710: 1707: 1702: 1698: 1694: 1690: 1683: 1680: 1675: 1671: 1667: 1663: 1659: 1655: 1651: 1644: 1641: 1636: 1632: 1628: 1624: 1617: 1614: 1609: 1605: 1601: 1597: 1589: 1586: 1581: 1575: 1571: 1567: 1563: 1556: 1553: 1548: 1544: 1540: 1536: 1529: 1526: 1521: 1517: 1514:(2): 97–108. 1513: 1509: 1502: 1499: 1494: 1490: 1485: 1480: 1476: 1472: 1468: 1461: 1458: 1453: 1447: 1443: 1439: 1435: 1428: 1425: 1420: 1416: 1412: 1408: 1401: 1398: 1393: 1387: 1383: 1379: 1375: 1368: 1365: 1360: 1356: 1352: 1348: 1341: 1338: 1333: 1329: 1325: 1321: 1314: 1311: 1306: 1302: 1298: 1294: 1286: 1283: 1278: 1274: 1270: 1266: 1262: 1258: 1251: 1248: 1243: 1239: 1235: 1231: 1224: 1221: 1216: 1212: 1208: 1204: 1200: 1196: 1189: 1186: 1181: 1177: 1173: 1169: 1162: 1159: 1154: 1150: 1146: 1142: 1135: 1132: 1127: 1113: 1109: 1103: 1101: 1097: 1092: 1090:9783527306732 1086: 1082: 1078: 1074: 1073: 1065: 1063: 1059: 1054: 1050: 1046: 1042: 1038: 1034: 1027: 1024: 1019: 1015: 1011: 1007: 1000: 997: 992: 988: 984: 980: 973: 970: 965: 959: 955: 948: 946: 944: 940: 933: 929: 926: 924: 921: 919: 916: 914: 911: 910: 906: 905: 901: 898: 895: 891: 888: 885: 881: 877: 874: 871: 867: 866:Oil additives 864: 863: 859: 857: 855: 851: 847: 843: 839: 835: 827: 825: 823: 819: 815: 807: 805: 803: 799: 795: 791: 785: 777: 775: 773: 769: 765: 761: 757: 756:lead stearate 753: 752:autocatalytic 749: 741: 739: 737: 733: 729: 725: 721: 720:polypropylene 717: 713: 709: 705: 697: 695: 693: 689: 685: 684:calcium oxide 681: 680:hydrocalumite 677: 673: 672:zinc stearate 669: 665: 661: 657: 653: 645: 643: 638:Other Classes 637: 635: 633: 629: 625: 621: 617: 612: 609: 606: 604: 595: 590: 582: 580: 578: 577:plastic mulch 574: 569: 565: 561: 557: 556:excited state 553: 544: 537: 535: 532: 527: 525: 522:are used for 521: 520:benzophenones 517: 513: 509: 505: 501: 497: 493: 489: 485: 484:polyurethanes 481: 477: 473: 466: 464: 461: 455: 447: 446:benzotriazole 443: 439: 432: 430: 428: 424: 420: 416: 412: 408: 404: 400: 396: 392: 386: 378: 374: 367: 365: 363: 359: 355: 351: 350:hydroperoxide 347: 331:ROH + OP(OR') 330: 329: 328: 314: 313: 312: 310: 306: 302: 290: 289: 288: 286: 278: 274: 270: 263: 261: 259: 255: 251: 243: 240: 239: 238: 236: 235:diphenylamine 232: 228: 224: 220: 219:hydroperoxide 216: 207: 200: 197: 196: 195: 193: 189: 181: 177: 173: 169: 161: 157: 153: 146: 144: 141: 137: 133: 132:polypropylene 129: 128:autocatalytic 125: 121: 116: 108: 106: 103: 101: 97: 96:waste plastic 91: 89: 85: 84:cross-linking 81: 77: 73: 69: 65: 61: 57: 53: 49: 45: 41: 37: 33: 29: 19: 2584:Plasticizers 2532:Environment 2484:Blister pack 2437:Construction 2346:Blow molding 2013: 2009: 2002: 1985: 1981: 1974: 1955: 1945: 1928: 1924: 1918: 1901: 1897: 1891: 1875: 1870: 1853: 1849: 1843: 1816: 1812: 1806: 1784:(3): 91–94. 1781: 1777: 1771: 1746: 1742: 1736: 1719: 1715: 1709: 1692: 1688: 1682: 1660:(1): 61–72. 1657: 1653: 1643: 1626: 1622: 1616: 1599: 1595: 1588: 1561: 1555: 1538: 1534: 1528: 1511: 1507: 1501: 1474: 1470: 1460: 1433: 1427: 1410: 1406: 1400: 1373: 1367: 1350: 1346: 1340: 1323: 1319: 1313: 1296: 1292: 1285: 1260: 1256: 1250: 1236:(1): 27–34. 1233: 1229: 1223: 1198: 1194: 1188: 1171: 1167: 1161: 1144: 1140: 1134: 1115:. Retrieved 1111: 1070: 1036: 1032: 1026: 1009: 1005: 999: 982: 978: 972: 953: 846:thioxanthone 831: 811: 787: 745: 701: 676:hydrotalcite 649: 641: 624:polyurethane 620:polyethylene 613: 610: 607: 600: 549: 528: 504:Bemotrizinol 470: 467:UV absorbers 460:autoxidation 457: 442:Bisoctrizole 388: 342: 326: 298: 282: 247: 211: 184:10–10 mol s) 176:shear stress 165: 115:autoxidation 112: 109:Antioxidants 104: 92: 88:malleability 35: 27: 26: 2825:Regulations 2677:Bisphenol A 2361:Calendering 2303:Plasticizer 2243:Mechanical 1722:(1): 1–10. 1695:(1): 7–43. 1629:: 132–141. 1602:: 223–231. 1413:(1): 7–14. 913:Plasticizer 792:along with 616:polyolefins 552:chromophore 419:aromaticity 385:Antiozonant 368:Antiozonant 319:→ OP(OR') 140:polystyrene 2932:Categories 2753:Carcinogen 2718:Organotins 2588:Phthalates 2534:and health 2381:Pultrusion 2371:Laminating 2329:processing 1174:(1): 1–9. 1117:22 January 934:References 760:organotins 736:Salen-type 688:zinc oxide 666:, such as 516:polyamides 480:polyesters 452:See also: 399:ozonolysis 358:sulfoxides 354:thioethers 198:R-R → 2 R• 160:propionate 68:ozonolysis 2782:Pollution 2748:Teratogen 2679:(BPA, in 2327:Plastics 2298:Colorants 2286:Additives 2070:Chemical 1988:: 63–69. 1819:: 43–48. 1053:241307234 728:chelation 564:Quenchers 538:Quenchers 301:phosphite 277:phosphite 180:homolytic 60:UV-damage 56:oxidation 40:polymeric 2763:Diabetes 2669:Monomers 2649:Adipates 2571:plastics 2425:segments 2415:Products 2063:Plastics 1798:95768859 1674:96033161 1594:study". 1493:98808880 1277:21072412 1215:20514720 860:See also 818:biocides 808:Biocides 770:such as 575:such as 512:acrylics 362:sulfones 225:such as 76:catalyst 44:plastics 2891:Dioxins 2811:Dioxins 2768:Obesity 2509:Cutlery 2499:Bottles 1751:Bibcode 764:cadmium 568:FĂśrster 223:phenols 162:groups. 48:rubbers 2608:(BBzP) 2577:(PHCs) 2489:Chairs 2457:Nurdle 1831:  1796:  1672:  1576:  1491:  1448:  1388:  1275:  1213:  1087:  1051:  960:  842:benzil 820:(e.g. 500:UV-328 496:UV-360 494:(e.g. 411:alkene 323:+ ROH 205:→ ROO• 201:R• + O 136:rubber 2862:Waste 2708:PBDEs 2619:(DOP) 2245:types 2072:types 1794:S2CID 1670:S2CID 1489:S2CID 1049:S2CID 407:ozone 391:ozone 2723:PFCs 2713:PCBs 2689:(in 2653:DEHA 2628:DINP 2623:DIDP 2617:DEHP 2612:DIHP 2596:DIBP 2573:and 2504:Bags 1829:ISBN 1574:ISBN 1446:ISBN 1386:ISBN 1273:PMID 1211:PMID 1119:2019 1085:ISBN 1037:2019 1010:2018 958:ISBN 892:and 882:and 868:and 844:and 762:and 710:and 678:and 670:and 622:and 510:and 482:and 444:: A 377:6PPD 360:and 275:, a 46:and 2691:PVC 2658:DOA 2606:BBP 2601:DBP 2018:doi 1990:doi 1986:112 1960:doi 1933:doi 1906:doi 1880:doi 1858:doi 1821:doi 1786:doi 1759:doi 1724:doi 1697:doi 1662:doi 1631:doi 1627:147 1604:doi 1600:111 1566:doi 1543:doi 1539:232 1516:doi 1479:doi 1438:doi 1415:doi 1378:doi 1355:doi 1328:doi 1301:doi 1265:doi 1238:doi 1203:doi 1176:doi 1149:doi 1077:doi 1041:doi 1014:doi 987:doi 838:PEX 824:). 748:PVC 718:in 690:or 656:PVC 652:HCl 531:PPS 524:PVC 229:or 227:BHT 2934:: 2586:: 2012:. 1984:. 1958:. 1954:. 1929:98 1927:. 1902:20 1900:. 1854:20 1852:. 1827:. 1792:. 1782:11 1780:. 1757:. 1747:13 1745:. 1720:48 1718:. 1693:24 1691:. 1668:. 1656:. 1652:. 1625:. 1598:. 1572:. 1564:. 1537:. 1512:15 1510:. 1487:. 1475:55 1473:. 1469:. 1444:. 1411:54 1409:. 1384:. 1351:20 1349:. 1324:77 1322:. 1297:39 1295:. 1271:. 1259:. 1234:78 1232:. 1209:. 1199:39 1197:. 1170:. 1143:. 1110:. 1099:^ 1083:. 1061:^ 1047:. 1035:. 1008:. 983:93 981:. 942:^ 878:, 796:, 758:, 712:Cu 708:Al 706:, 704:Ti 694:. 686:, 654:. 618:, 579:. 562:. 526:. 498:, 478:, 472:UV 364:. 339:OR 66:, 62:, 58:, 34:: 2693:) 2683:) 2660:) 2651:( 2562:e 2555:t 2548:v 2055:e 2048:t 2041:v 2024:. 2020:: 2014:3 1996:. 1992:: 1968:. 1962:: 1939:. 1935:: 1912:. 1908:: 1886:. 1882:: 1864:. 1860:: 1837:. 1823:: 1817:1 1800:. 1788:: 1765:. 1761:: 1753:: 1730:. 1726:: 1703:. 1699:: 1676:. 1664:: 1658:3 1637:. 1633:: 1610:. 1606:: 1582:. 1568:: 1549:. 1545:: 1522:. 1518:: 1495:. 1481:: 1454:. 1440:: 1421:. 1417:: 1394:. 1380:: 1361:. 1357:: 1334:. 1330:: 1307:. 1303:: 1279:. 1267:: 1261:9 1244:. 1240:: 1217:. 1205:: 1182:. 1178:: 1172:2 1155:. 1151:: 1145:3 1121:. 1093:. 1079:: 1055:. 1043:: 1020:. 1016:: 993:. 989:: 966:. 337:2 333:3 321:3 317:3 295:O 293:2 203:2 30:( 20:)

Index

Polymer stabilizers
British English
polymeric
plastics
rubbers
polymer degradation
oxidation
UV-damage
thermal degradation
ozonolysis
photo-oxidation
catalyst
chain scission
cross-linking
malleability
waste plastic
food contact approval
autoxidation
injection molding
glass transition temperature
autocatalytic
polypropylene
rubber
polystyrene

Pentaerythritol tetrakis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)
propionate
radical scavengers
hydroxyl radicals
shear stress

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