Butanediol dimethacrylate
Grundinformationen
- CAS
2082-81-7- Standard-SMILES
C=C(C)C(=O)OCCCCOC(=O)C(=C)C- InChIKey
XOJWAAUYNWGQAU-UHFFFAOYSA-N- Summenformel
- C12H18O4
- Durchschnittliche Molmasse
- 226,27 g/mol
- Monoisotopische Masse
- 226,12050905
Namen und Bezeichner
- Bevorzugter Name
- Butanediol dimethacrylate
- IUPAC
- 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate
- Englischer Name
- Polybutyleneglycol dimethacrylate
- Summenformel
- (C4H8O)nC8H10O3
- Molmasse
- 0
Namen und Synonyme
1,4-BUTANEDIOL DIMETHACRYLATE2082-81-72-Propenoic acid, 2-methyl-, 1,4-butanediyl ester1,4-Butylene glycol dimethacrylateButylene dimethacrylate1,4-Butylene dimethacrylateTetramethylene glycol dimethacrylateButanediol dimethacrylateTetramethylene methacrylateKX6732HE0UMethacrylic acid, tetramethylene esterOligotetramethylene glycol dimethacrylate
Weitere Namen anzeigen
Polybutyleneglycol dimethacrylatePOLYBUTANEDIOL 600 DIMETHACRYLATEPOLYBUTANEDIOL 2000 DIMETHACRYLATEPolytetramethyleneglycoldimethacrylatePOLYTETRAMETHYLENE GLYCOL 600 DIMETHACRYLATEPOLYTETRAMETHYLENE GLYCOL 2000 DIMETHACRYLATEalpha-(2-methyl-1-oxo-2-propenyl)-omega-[(2-methyl-poly(oxy-4-butanediyl)Poly(oxy-1,4-butanediyl), α-(2-methyl-1-oxo-2-propen-1-yl)-ω-[(2-methyl-1-oxo-2-propen-1-yl)oxy]-4-butanediyl),.alpha.-(2-methyl-1-oxo-2-propenyl)-.omega.-[(2-methyl-1-oxo-2-propenyl)oxy]-Poly(oxy-1
X 970butanediyl dimethacrylateRefChem:731581,4-BDMA218-218-1Tetramethylene dimethacrylateButane-1,4-diyl bis(2-methylacrylate)4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,2
- Polarare Oberfläche (TPSA)
- 52,6 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 9
- Schwere Atome
- 16
- Formalladung
- 0
- Komplexität
- 261
Experimentelle und physikochemische Eigenschaften
PolymersPlastics & Rubber -> (Meth)acrylates
Density1.011 @ 25 °C/15.6 °C
Color/FormLiquid
Boiling Point110 °C @ 3 MM HG
Polymerization
METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER. /METHACRYLATES/
Food Contact Substances
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications
FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications
Refractive Index
INDEX OF REFRACTION: 1.4502 @ 25 °C
Index of refraction: 1.4872 at 20 °C/D
Physical Description
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 7% (24 of 341) of reports.
Warning
H315 (59.5%): Causes skin irritation [Warning Skin corrosion/irritation]
Gefahrenhinweise
Regulatory Information
Chemical: Poly(oxy-1,4-butanediyl), .alpha.-(2-methyl-1-oxo-2-propen-1-yl)-.omega.-[(2-methyl-1-oxo-2-propen-1-yl)oxy]-
Chemical: 2-Propenoic acid, 2-methyl-, 1,4-butanediyl ester
2-Propenoic acid, 2-methyl-, 1,1'-(1,4-butanediyl) ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, 1,1'-(1,4-butanediyl) ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
FRI - indicates a polymeric substance containing no free-radical initiator in its Inventory name but is considered to cover the designated polymer made with any free-radical initiator regardless of the amount used.
REACH registered substance: Tetramethylene dimethacrylate (EC: 218-218-1)
2-Propenoic acid, 2-methyl-, 1,4-butanediyl ester: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryAllergic contact dermatitis reported in dental technicians; [Kanerva, p. 1739] Stabilized with 100 ppm of p-methoxyphenol; [ChemIDplus] An irritant and lachrymator; May cause skin sensitization; [Aldrich MSDS]
TSCA RequirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.
Chemie und Industrie
Pharmakologische Informationen
Metabolism/MetabolitesSMALL QUANTITIES OF METHACRYLATES MAY READILY BE METABOLIZED BY SAPONIFICATION INTO THE ALCOHOL AND METHACRYLIC ACID. THE LATTER MAY FORM AN ACETYL-COENZYME A DERIVATIVE, WHICH THEN ENTERS THE NORMAL LIPID METABOLISM. /METHACRYLATES/
Verwendung und Herstellung
Uses
Used as a monomer for resins and crosslinking agent for UV curable coatings and polymer used in contact lenses; [HSDB]
Plastic Composites Manufacturing [Category: Industry]
MONOMER FOR RESINS.
CROSSLINKING AGENT FOR POLYMER USED IN CONTACT LENSES.
CROSSLINKING AGENT FOR UV CURABLE COATINGS.
U.S. Production2023: 1,000,000 - <2,500,000 lb
Consumer UsesMonomers
Industry UsesAdhesion/cohesion promoter
Methods of Manufacturing
The methacrylates can be synthesized by catalytic oxidation of isobutylene and subsequent esterification with the appropriate alcohol, or by reacting acetone with hydrocyanic acid and subsequent esterification in sulfuric acid with the appropriate alcohol. /Methacrylic esters/
TRANSESTERIFICATION OR ESTERIFICATION OF 1,4-BUTANEDIOL WITH EITHER METHYL METHACRYLATE OR METHACRYLIC ACID.
General Manufacturing Information
Miscellaneous Manufacturing
2-Propenoic acid, 2-methyl-, 1,1'-(1,4-butanediyl) ester: ACTIVE
Poly(oxy-1,4-butanediyl), .alpha.-(2-methyl-1-oxo-2-propen-1-yl)-.omega.-[(2-methyl-1-oxo-2-propen-1-yl)oxy]-: ACTIVE
METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER. /METHACRYLATES/
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