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3-Methacryloxypropyltrimethoxysilane

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3-Methacryloxypropyltrimethoxysilane Chemical Properties
Melting point <-50°C
Boiling point 190 °C(lit.)
density 1.045 g/mL at 25 °C(lit.)
vapor pressure 0-12790Pa at 20-25℃
refractive index n20/D 1.431(lit.)
Fp 198 °F
storage temp. 2-8°C
form Liquid
Specific Gravity1.045
color Clear
Water Solubility Miscible with water.
FreezingPoint -48
Hydrolytic Sensitivity7: reacts slowly with moisture/water
Sensitive Moisture Sensitive
BRN 1952435
Cosmetics Ingredients FunctionsFILM FORMING
InChI1S/C10H20O5Si/c1-9(2)10(11)15-7-6-8-16(12-3,13-4)14-5/h1,6-8H2,2-5H3
InChIKeyXDLMVUHYZWKMMD-UHFFFAOYSA-N
SMILESCO[Si](CCCOC(=O)C(C)=C)(OC)OC
LogP-0.9-2.1 at 20-21℃
CAS DataBase Reference2530-85-0(CAS DataBase Reference)
NIST Chemistry Reference3-(Methacryloxy)propyltrimethoxysilane(2530-85-0)
EPA Substance Registry System3-(Trimethoxysilyl)propyl methacrylate (2530-85-0)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-37/38-22
Safety Statements 26-28-37/39
RIDADR 3082
WGK Germany 1
RTECS UC0230000
4.4-8-21
TSCA TSCA listed
HazardClass CBL
HS Code 29161290
Storage Class10 - Combustible liquids
Hazardous Substances Data2530-85-0(Hazardous Substances Data)
ToxicityLD50 oral in rat: 22600uL/kg
MSDS Information
ProviderLanguage
Silane A-174 English
ACROS English
SigmaAldrich English
ALFA English
3-Methacryloxypropyltrimethoxysilane Usage And Synthesis
Introduction3-Methacryloxypropyltrimethoxysilane is a methacryl-functional silane, it is a clear, light and heat sensitive liquid with a faintly sweet odour.
3-Methacryloxypropyltrimethoxysilane is used as adhesion promoter at organic/inorgainc interfaces, as surface modifier (e.g. imparting water repellency, organophilic surface adjustment) or as crosslinking of polymers). It is used as a coupling agent to improve the physical and electrical properties of glass-reinforced and mineral-filled thermosetting resins under exposure to heat and/or moisture. It is typically employed as a blend additive in resin systems that cure via a free radical mechanism (e.g. polyester, acrylic) and in filled or reinforced thermoplastic polymers, including polyolefins and polyurethanes. It is also used to functionalize resins via radical initiated processes - copolymerization or grafting - and to modify surfaces.
Applications:
  • 3-Methacryloxypropyltrimethoxysilane can improve strength as glass fiber size composite in reinforced polyester composites.
  • Enhance initial and wet strength of reinforced polyester resin composites.
  • Enhance the wet electrical properties of many mineral-filled and reinforced composites.
  • Crosslinked acrylic type resins can improve adhesion and durability of adhesives and coatings.
Chemical PropertiesColorless transparent liquid
Uses3-(Methacryloyloxy)propyltrimethoxysilane (MPS) acts as a functional comonomer, which is used to prepare polystyrene latex having silanol by emulsion polymerization. It is used in the preparation of polymers in association with other monomers like vinyl acetate, acrylic acid and methyl acrylic acid used in coating, adhesive and sealing agents, which provides excellent adhesion and durability. The composite materials made from unsaturated polyester by using MPS improve mechanical property.
General Description3-(Trimethoxysilyl)propyl methacrylate (TMSPMA) is a hydrophobic monomer. The presence of an additional functional group of acrylate facilitates TMSPMA for grafting polymerization on plastic surfaces. 3-(Trimethoxysilyl)propyl methacrylate undergoes first-order kinetic polymerization to form polyTMSPMA, which is a moisture stable polymer.
Flammability and ExplosibilityNot classified
Synthesis
tert-Butyl methyl ether

1634-04-4

(3-METHACRYLOYLOXYPROPYL)TRICHLOROSILANE

7351-61-3

3-Methacryloxypropyltrimethoxysilane

2530-85-0

A magnetic stir bar was placed into a 100-mL round-bottomed flask (Schlenk tube) equipped with a two-way stopper. Add 0.24 g (0.75 mmol) of bismuth trichloride (BiCl3) to the flask. The flask was sealed with a septum and nitrogen displacement was performed. Subsequently, 21.9 g (248 mmol) of methyl tert-butyl ether and 19.62 g (75 mmol) of 3-methacryloyloxypropyltrichlorosilane were added to the flask as in Example 1. The system was returned to room temperature (25°C). The reaction was carried out for 3 days (72 hours) under the stirring of a magnetic stirrer and the entire flask was required to be shaded with aluminum foil. Upon completion of the reaction, bismuth trichloride is removed by filtration through diatomaceous earth as it precipitates in the reaction solution. Finally, the yield of 3-(methacryloxy)propyltrimethoxysilane was determined. The experimental results were recorded in Table 2.

References[1] Patent: WO2012/91154, 2012, A1. Location in patent: Page/Page column 22; 24
[2] Angewandte Chemie - International Edition, 2011, vol. 50, # 45, p. 10708 - 10711
Tag:3-Methacryloxypropyltrimethoxysilane(2530-85-0) Related Product Information
Trimethoxypropylsilane 3-Chloropropyltrimethoxysilane Tetramethyl orthosilicate Trimethoxysilane SILANE COUPLING AGENT Trimethoxysilylpropanethiol Methyltriethoxysilane 3-Aminopropyltrimethoxysilane Propyl gallate Silicon tetrahydride Propyl butyrate Methyl acrylate Vinyltrimethoxysilane 3-(2-Aminoethylamino)propyl-dimethoxymethylsilane Ethyl silicate 3-Aminopropyltriethoxysilane Silane coupler KH-602 N-(3-Triethoxysilylpropyl)ethylenediamine Trimethoxysilylpropyl Methacrylate

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