Ethylacrylat
Bezeichnung:Ethylacrylat
CAS-Nr140-88-5
Englisch Name:Ethyl acrylate
CBNumberCB8382425
SummenformelC5H8O2
Molgewicht100.12
MOL-Datei140-88-5.mol
Synonyma
Ethylacrylat
2-Propens?ureethylester
Acryls?ureethylester
Ethylpropenat
Ethylacrylat physikalisch-chemischer Eigenschaften
Schmelzpunkt | −71 °C(lit.) |
Siedepunkt | 99 °C(lit.) |
Dichte | 0.921 g/mL at 20 °C |
Dampfdichte | 3.5 (vs air) |
Dampfdruck | 31 mm Hg ( 20 °C) |
FEMA | 2418 | ETHYL ACRYLATE |
Brechungsindex | n |
Flammpunkt | 60 °F |
storage temp. | 2-8°C |
Löslichkeit | 20g/l |
Aggregatzustand | Liquid |
Farbe | Clear |
Geruch (Odor) | Characteristic acrylic odor; sharp, fragrant; acrid; slightly nauseating; sharp, ester type. |
Odor Threshold | 0.00026ppm |
Explosionsgrenze | 1.8-14%(V) |
Geruchsart | plastic |
Wasserlöslichkeit | 1.5 g/100 mL (25 ºC) |
FreezingPoint | 99.8℃ |
JECFA Number | 1351 |
Merck | 14,3759 |
BRN | 773866 |
Henry's Law Constant | 2.25(x 10-3 atm?m3/mol) at 20 °C (approximate - calculated from water solubility and vapor pressure) |
Expositionsgrenzwerte | TLV-TWA 5 ppm (~20 mg/m3) (ACGIH), 25 ppm (~100 mg/m3 (MSHA, NIOSH), TWA skin 25 ppm (100 mg/m3) (OSHA); IDLH 2000 ppm (NIOSH). |
Stabilität | Stable, but may polymerize upon exposure to light. Highly flammable. Keep cool. Incompatible with oxidizing agents, peroxides and other polymerization initiators. |
LogP | 1.18 at 25℃ |
CAS Datenbank | 140-88-5(CAS DataBase Reference) |
IARC | 2B (Vol. 39, Sup 7, 71, 122) 2019 |
NIST chemische Informationen | 2-Propenoic acid, ethyl ester(140-88-5) |
EPA chemische Informationen | Ethyl acrylate (140-88-5) |
Kennzeichnung gefährlicher | F,Xn |
R-Sätze: | 11-20/21/22-36/37/38-43 |
S-Sätze: | 9-16-33-36/37 |
RIDADR | UN 1917 3/PG 2 |
WGK Germany | 2 |
RTECS-Nr. | AT0700000 |
F | 8 |
Selbstentzündungstemperatur | 721 °F |
TSCA | Yes |
HS Code | 2916 12 00 |
HazardClass | 3 |
PackingGroup | II |
Giftige Stoffe Daten | 140-88-5(Hazardous Substances Data) |
Toxizität | LD50 orally in Rabbit: 550 mg/kg LD50 dermal Rabbit 1800 mg/kg |
IDLA | 300 ppm |
Gefahreninformationscode (GHS)
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Bildanzeige (GHS)
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Alarmwort
Achtung
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Gefahrenhinweise
H225:Flüssigkeit und Dampf leicht entzündbar.
H315:Verursacht Hautreizungen.
H317:Kann allergische Hautreaktionen verursachen.
H319:Verursacht schwere Augenreizung.
H331:Giftig bei Einatmen.
H335:Kann die Atemwege reizen.
H412:Schädlich für Wasserorganismen, mit langfristiger Wirkung.
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Sicherheit
P210:Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P273:Freisetzung in die Umwelt vermeiden.
P280:Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312:BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P303+P361+P353:BEI BERÜHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.
Ethyl acrylate Chemische Eigenschaften,Einsatz,Produktion Methoden
-
ERSCHEINUNGSBILD
FARBLOSE FLüSSIGKEIT MIT STECHENDEM GERUCH. -
PHYSIKALISCHE GEFAHREN
Die Dämpfe mischen sich leicht mit Luft. Bildung explosionsfähiger Gemische. Die Dämpfe sind nicht stabilisiert und können in Lüftungsöffnungen oder Flammensperren Polymere bilden, die öffnungen blockieren. -
CHEMISCHE GEFAHREN
Kann spontan polymerisieren beim Erwärmen, unter Einfluss von Licht und bei Kontakt mit Peroxiden. -
ARBEITSPLATZGRENZWERTE
TLV: 5 ppm (als TWA); 15 ppm (als STEL); Krebskategorie A4 (nicht klassifizierbar als krebserzeugend für den Menschen); (ACGIH 2005).
MAK: 5 ppm 21 mg/m? Spitzenbegrenzung: überschreitungsfaktor I(2); Sensibilisierung der Haut; Schwangerschaft: Gruppe C; (DFG 2006).
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AUFNAHMEWEGE
Aufnahme in den Körper durch Inhalation, über die Haut und durch Verschlucken. -
INHALATIONSGEFAHREN
Beim Verdampfen bei 20°C kann schnell eine gesundheitsschädliche Kontamination der Luft eintreten. -
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen, die Haut und die Atemwege. -
WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION
Wiederholter oder andauernder Kontakt kann zu Hautsensibilisierung führen. In Tierversuchen wurden Tumore beobachtet. Die Bedeutung für den Menschen ist nicht bekannt. -
LECKAGE
Gefahrenbereich verlassen! Zündquellen entfernen. Fachmann zu Rate ziehen! Ausgelaufene Flüssigkeit möglichst in abdichtbaren Behältern sammeln. Reste mit Sand oder inertem Absorptionsmittel aufnehmen und an einen sicheren Ort bringen. NICHT in die Umwelt gelangen lassen. Persönliche Schutzausrüstung: Umgebungsluftunabhängiges Atemschutzgerät. -
R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R43:Sensibilisierung durch Hautkontakt möglich. -
S-Sätze Betriebsanweisung:
S9:Behälter an einem gut gelüfteten Ort aufbewahren.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S33:Maßnahmen gegen elektrostatische Aufladungen treffen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen. -
Aussehen Eigenschaften
Farblose, wasserklare Flüssigkeit mit penetrantem, brechreizerregendem Geruch. -
Aussehen Eigenschaften
C5H8O2; Ethylacrylat stabilisiert mit 200 ppm Hydrochinonmonomethylether. Farblose, wasserklare Flüssigkeit mit penetrantem, brechreizerregendem Geruch. Leicht entzündlich mit niedrigem Siedepunkt. Neigt bei höheren Temperaturen auch stabilisiert zur Polymerisation. -
Gefahren für Mensch und Umwelt
Bildet mit Luft explosionsfähige Gemische. Neigt, bei erhöhter Temperatur auch in stabilisierter Form, zu spontaner Polymerisation, unstabilisiert auch bei tieferen Temperaturen. Mit starken Oxidationsmitteln heftige Reaktion oder Entzündung.
Ethylacrylat wirkt reizend bis leicht ätzend auf die Haut, reizend auf die Schleimhäute der Augen und oberen Atemwege sowie sensibilisierend auf die Haut. Bei einmaliger Exposition ist die resorptive Toxizität gering. Die Hautresorpton erfolgt nur sehr langsam und in geringem Maße. Es wird im Stoffwechsel rasch enzymatisch hydrolysiert. Es besteht Verdacht auch ein krebserzeugendes Potential. -
Gefahren für Mensch und Umwelt
Gesundheitsschädlich beim Einatmen, Verschlucken, Berührung mit der Haut. Reizt die Augen, Atmungsorgane und die Haut. Sensibilisierung durch Hautkontakt möglich.
Zu vermeidende Stoffe sind Polymerisationsinitiatoren.
LD50 (oral, Ratte) 800 mg/kg.
Leber-, Nieren und Lungenschäden (Ödem) möglich. -
Schutzmaßnahmen und Verhaltensregeln
Nur in stabilisierter Form (Hydrochinon oder Hydrochinonethylether) lagern.
Schutzhandschuhe (nur als kurzzeitiger Spritzschutz).
Im Abzug arbeiten. -
Schutzmaßnahmen und Verhaltensregeln
Gefäße nur zu 80 % befüllen, damit Stabilisatorwirkung erhalten bleibt. Luftkontakt erforderlich.
Maßnahmen gegen elektrostatische Aufladungen treffen.
Schutzhandschuhe als kurzzeitiger Spritzschutz.
vorbeugend empfohlen. -
Verhalten im Gefahrfall
CO2, Pulver oder Wasser im Sprühstrahl. -
Verhalten im Gefahrfall
Mit flüssigkeitsbindendem Material z. B. Rench Rapid aufnehmen. Der Entsorgung zuführen. Nachreinigen.
Kohlendioxid, Wasser, Schaum, Pulver.
Brennbar. Dämpfe schwerer als Luft. Mit Luft Bildung explosionfähiger Gemische möglich. -
Erste Hilfe
Nach Hautkontakt: Gründlich mit viel Wasser und Seife abwaschen.
Nach Augenkontakt: Mit viel Wasser mindestens 15 Minuten bei geöffnetem Lied ausspülen. Augenarzt!
Nach Einatmen: Für Frischluftzufuhr, Ruhe und Wärme sorgen. Dexamethason-Spray geben. Falls nötig Atemspende oder Sauerstoffbeatmung. Arzt!
Nach Kleidungskontakt: Kontaminierte Kleidung sofort ausziehen.
Ersthelfer: siehe gesonderten Anschlag -
Erste Hilfe
Nach Hautkontakt: Mit reichlich Wasser abwaschen.
Nach Augenkontakt: Mit reichlich Wasser bei geöffnetem Lidspalt mindestens 10 Minuten ausspülen. Augenarzt hinzuziehen.
Nach Einatmen: Frischluft.
Nach Verschlucken: Reichlich Wasser trinken lassen. Erbrechen auslösen. Arzt hinzuziehen.
Nach Kleidungskontakt: Kontaminierte Kleidung sofort entfernen.
Ersthelfer: siehe gesonderten Anschlag -
Sachgerechte Entsorgung
Als Sondermüll entsorgen. -
Sachgerechte Entsorgung
Als halogenfreie Lösemittelabfälle. -
Beschreibung
Ethyl acrylate is an organic compound with the formula CH2CHCO2CH2CH3. It is the ethyl ester of acrylic acid. It is a colourless liquid with a characteristic acrid odor. It is mainly produced for paints, textiles, and non-woven fibers . It is also a reagent in the synthesis of various pharmaceutical intermediates. -
Chemische Eigenschaften
Ethyl acrylate has a characteristic penetrating and persistent odor. Ethyl acrylate is possibly carcinogenic to humans (IARC, California Proposition 65) -
Chemische Eigenschaften
Ethyl acrylate is a colorless liquid. Sharp, acrid odor. The Odor Threshold is 0.00024~0.0009 ppm. 1.5 % soluble in water, miscible with alcohol and oils. Ethyl acrylate absorbs 1.5% water in aqueous media. It polymerizes easily under influence of air, heat or daylight. Fairly stable below 10℃. The polymer form is a transparent, resilient, odorless mass. -
Physikalische Eigenschaften
Clear, colorless liquid with a penetrating and pungent odor. Leonardos et al. (1969) and Nagata and Takeuchi (1990) reported odor threshold concentrations of 0.47 and 0.26 ppbv, respectively. Experimentally determined detection and recognition odor threshold concentrations were 1.0 μg/m3 (0.24 ppbv) and 1.5 μg/m3 (0.37 ppbv), respectively (Hellman and Small, 1974). -
Occurrence
Reported found in pineapple, yellow passion fruit and durian (Durio zibethinus). -
Verwenden
Monomer for acrylic resins. -
Verwenden
Ethyl acrylate is used in the manufacture ofacrylic resins, acrylic fibers, textile and papercoatings, adhesives, and leather finish resins;and as a flavoring agent. -
Verwenden
Ethyl Acrylate is a flavoring agent that is a clear, colorless liquid. its odor is fruity, harsh, penetrating, and lachrymatous (causes tears). it is sparingly soluble in water and miscible in alcohol and ether, and is obtained by chemical synthesis. -
Definition
ChEBI: Ethyl acrylate is an enoate ester. -
Vorbereitung Methode
Ethyl acrylate is manufactured via oxidation of propylene to acrolein and then to acrylic acid. The acid is treated with ethanol to yield the ethyl ester .
Vinyl chloride reacts at 270 °C at >6895 kPa (68 atm) with ethanol in the presence of a cobalt and palladium catalyst to give ethyl acrylate in a yield of 17% . -
synthetische
By esterification of acrylic acid; by heating acetylene with HCl in alcoholic solution in the presence of Ni(CO)4; also from ethyl-3-chloropropionate passed over activated carbon at high temperature. -
Aroma threshold values
Detection: 0.2 ppb -
Allgemeine Beschreibung
A clear colorless liquid with an acrid odor. Flash point 60°F. May polymerize exothermically if heated or contaminated. If the polymerization takes place inside a container, the container may rupture violently. Auto ignition temperature 721°F (383°C) (NTP). Less dense than water. Vapors heavier than air. Used to make paints and plastics. -
Air & Water Reaktionen
Highly flammable. Insoluble in water. -
Reaktivität anzeigen
A flammable liquid, confirmed carcinogen. Ethyl acrylate can react vigorously with oxidizing reagents, peroxides,strong alkalis and polymerization initiators. [NTP] Ethyl acrylate reacts violently with chlorosulfonic acid [Sax, 9th ed., 1996, p. 1515]. When an inhibited monomer was placed in a clear glass bottle exposed to sunlight, exothermic polymerization set in and caused the bottle to burst. The use of brown glass or metal containers and increase in inhibitor concentration (to 200 ppm; tenfold) was recommended [MCA Case History No. 1759]. Ethyl acrylate may polymerize when exposed to light and Ethyl acrylate is subject to slow hydrolysis. Inhibitors do not function in the absence of air. Solutions in DMSO are stable for 24 hours under normal lab conditions. [NTP]. -
Hazard
Toxic by ingestion, inhalation, skin absorption; irritant to skin and eyes. Flammable, dangerous fire and explosion hazard. Possible carcinogen. -
Health Hazard
Ethyl acrylate is a strong irritant to the eyes,skin, and mucous membranes. The liquid orits concentrated solutions can produce skinsensitization upon contact. It is toxic by allroutes of exposure. The toxicity is low inrats and mice and moderate in rabbits. Thetoxic effects from inhalation noted in animalswere congestion of lungs and degenerativechanges in the heart, liver, and kidney. Mon key exposed to 272 ppm for 28 days showedlethargy and weight loss; while exposure to1024 ppm caused death to the animals after2.2 days (Treon et al. 1949). By compari son, guinea pigs died of exposure to about1200 ppm for 7 hours. Ingestion of the liq uid may result in irritation of gastrointestinaltracts, nausea, lethargy, and convulsions
The LD50 values varied significantly indifferent species of animals. The oral LD50values in rabbits, rats, and mice are in therange 400, 800, and 1800 mg/kg, respectively. Animals administered ethyl acrylateshowed increased incidence of tumors inforestomach. However, there is no evidenceof carcinogenicity caused by this compoundin humans. -
Flammability and Explosibility
Flammable -
Chemische Reaktivität
Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: May occur; exclude moisture, light; avoid exposure to high temperatures; store in presence of air; Inhibitor of Polymerization: 13-17 ppm monomethyl ether of hydroquinone. -
Sicherheitsprofil
Confirmed carcinogen with experimental carcinogenic data. Poison by ingestion and inhalation. Moderately toxic by skin contact and intraperitoneal routes. Human systemic effects by inhalation: eye, olfactory, and pulmonary changes. A skin and eye irritant. Characterized in its terminal stages by dyspnea, cyanosis, and convulsive movements. It caused severe local irritation of the gastroenteric tract; and toxic degenerative changes of cardiac, hepatic, renal, and splenic tissues were observed. It gave no evidence of cumulative effects. When applied to the intact skin of rabbits, the ethyl ester caused marked local irritation, erythema, edema, thickening, and vascular damage. Animals subjected to a fairly high concentration of these esters suffered irritation of the mucous membranes of the eyes, nose, and mouth as well as lethargy, dpspnea, and convulsive movements. A substance that migrates to food from packagmg materials. Flammable liquid. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. Violent reaction with chlorosulfonic acid. To fight fire, use CO2, dry chemical, or alcohol foam. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS. -
Sicherheit(Safety)
It is an acute toxin with an LD50 (rats, oral) of 1020 mg / kg and a TLV of 5 ppm. The International Agency for Research on Cancer stated, "Overall evaluation, Ethyl acrylate is possibly carcinogenic to humans (Group 2B)." The United States Environmental Protection Agency (EPA) states, "Human studies on occupational exposure to ethyl acrylate... have suggested a relationship between exposure to the chemical(s) and colorectal cancer, but the evidence is conflicting and inconclusive. In a study by the National Toxicology Program (NTP), increased incidences of squamous cell papillomas and carcinomas of the fore stomach were observed in rats and mice exposed via gavage (experimentally placing the chemical in the stomach). However, the NTP recently determined that these data were not relevant to human carcinogenicity since humans do not have a fore stomach, and removed ethyl acrylate from its list of carcinogens." (Occupational exposure generally involves exposure that occurs regularly, over an extended period of time.)
One favorable safety aspect is that ethyl acrylate has good warning properties; the odor threshold is much lower than any level of health concern. In other words, the bad odor warns people of ethyl acrylate's presence long before the concentration reaches a level capable of creating a serious health risk. -
mögliche Exposition
This material is used in emulsion polymers for paints, textiles, adhesives, coatings and binders; as a monomer in the manufacture of homopolymer and copolymer resins for the production of paints and plastic films -
Erste Hilfe
If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Medical observation is recommended for 24- 48 h afterbreathing overexposure, as pulmonary edema may bedelayed. As first aid for pulmonary edema, a doctor orauthorized paramedic may consider administering a corticosteroid spray -
Carcinogenicity
A retrospective study found an excess of colorectal cancers in one exposed population of workers; however, the data were confounded by other exposures and lack of association of causality and risk in similarly exposed populations from other locations. Therefore, there was inadequate evidence based on the study that ethyl acrylate is a human carcinogen . Ethyl acrylate is listed as USEPA group B2, “Probable human carcinogen”; IARC group B2, “Possibly carcinogenic in humans”; NIOSH, “Carcinogen with no further categorization”; NTP group 2, “Reasonably anticipated to be a carcinogen” and listed as a carcinogen by California Proposition 65 .
Dermal studies of acrylic acid, ethyl acrylate, and n-butyl acrylate using mice did not result in local carcinogenesis, but several mice in the ethyl acrylate-treated group did exhibit dermatitis, dermal fibrosis, epidermal necrosis, and hyperkeratosis . -
Environmental Fate
Chemical/Physical. Polymerizes on standing and is catalyzed by heat, light, and peroxides (Windholz et al., 1983). Slowly hydrolyzes in water forming ethanol and acrylic acid. The reported rate constant for the reaction of ethyl acrylate with ozone in the gas phase was determined to be 5.70 x 10-18 cm3 mol/sec (Munshi et al., 1989).
At an influent concentration of 1,015 mg/L, treatment with GAC resulted in an effluent concentration of 226 mg/L. The adsorbability of the carbon used was 157 mg/g carbon (Guisti et al., 1974). -
Lager
Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Ethyl acrylate must be stored to avoid contact with oxidizers (such as peroxides, perchlorates, chlorates, nitrates, andpermanganates), strong alkalis (such as sodium hydroxideand potassium hydroxide) and moisture since violent reactions occur. Store in tightly closed containers in a cool,well-ventilated area away from heat. Heat can cause ethylacrylate to react by itself. If this takes place in a closed container, an explosion could occur. Ethyl acrylate usually contains an inhibitor, such as hydroquinone or its methyl ether,to prevent a self-reaction. If it does not contain an inhibitor,the reaction may occur without the application of heat.Sources of ignition, such as smoking and open flames, areprohibited where ethyl acrylate is handled, used, or stored.Metal containers involving the transfer of 5 gallons or moreof ethyl acrylate should be grounded and bonded. Drumsmust be equipped with self-closing valves, pressure vacuumbungs, and flame arresters. Use only nonsparking tools andequipment, especially when opening and closing containersof ethyl acrylate. Wherever ethyl acrylate is used, handled,manufactured, or stored, use explosion-proof electricalequipment and fittings -
Versand/Shipping
UN1917 Ethyl acrylate, Hazard Class: 3; Labels: 3-Flammable liquid -
läuterung methode
Wash the ester repeatedly with aqueous NaOH until free from inhibitors such as hydroquinone, then wash it with saturated aqueous CaCl2 and distil it under reduced pressure. Hydroquinone should be added if the ethyl acrylate is to be stored for extended periods. [Beilstein 2 IV 1460.] LACHRYMATORY. -
Toxicity evaluation
The toxic mode of action for ethyl acrylate is unknown. However, the parent compound may play a significant role since pretreatment of rats with a carboxylesterase inhibitor enhances the respiratory irritation and lethality produced by the inhalation of ethyl acrylate. The enhanced toxicity could be a direct effect of methyl acrylate on surrounding tissues and/or a secondary effect due to the increased conjugation of methyl acrylate with glutathione that occurs under these conditions which in turn can result in toxicity due to the depletion of local glutathione stores. -
Inkompatibilitäten
May form explosive mixture with air. Atmospheric moisture and strong alkalies may cause fire and explosions unless properly inhibited (Note: Inert gas blanket not recommended). Heat, light or peroxides can cause polymerization. Incompatible with oxidizers (may be violent), peroxides, polymerizers, strong alkalis; moisture, chlorosulfonic acid, strong acids; amines. May accumulate static electrical charges, and may cause ignition of its vapors. Polymerizes readily unless an inhibitor, such as hydroquinone is added. Uninhibited vapors may plug vents by the formation of polymers. -
Waste disposal
Incineration or by absorption and landfill disposal
Ethyl acrylate Upstream-Materialien And Downstream Produkte
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Ethylacrylat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
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