|
|
| | N-[3-(Trimethoxysilyl)propyl]ethylenediamine Chemical Properties |
| Melting point | 0°C | | Boiling point | 146 °C15 mm Hg(lit.) | | density | 1.028 g/mL at 25 °C(lit.) | | vapor pressure | 1.5 hPa (20 °C) | | refractive index | n20/D 1.444(lit.) | | Fp | 220 °F | | storage temp. | Store below +30°C. | | solubility | Miscible with toluene. | | form | Liquid | | pka | 10.11±0.19(Predicted) | | Specific Gravity | 1.01 | | color | Clear colorless to light yellow | | PH | 10 (10g/l, H2O, 20℃) | | Water Solubility | REACTS | | Sensitive | Air & Moisture Sensitive | | Hydrolytic Sensitivity | 7: reacts slowly with moisture/water | | BRN | 636230 | | InChI | 1S/C8H22N2O3Si/c1-11-14(12-2,13-3)8-4-6-10-7-5-9/h10H,4-9H2,1-3H3 | | InChIKey | PHQOGHDTIVQXHL-UHFFFAOYSA-N | | SMILES | CO[Si](CCCNCCN)(OC)OC | | LogP | -4--0.82 at 20℃ | | CAS DataBase Reference | 1760-24-3(CAS DataBase Reference) | | NIST Chemistry Reference | N-(2-Aminoethyl-3-aminopropyl)trimethoxysilane(1760-24-3) | | EPA Substance Registry System | 1,2-Ethanediamine, N1-[3-(trimethoxysilyl)propyl]- (1760-24-3) |
| Hazard Codes | Xn,Xi | | Risk Statements | 38-41-43-52/53-42/43-37/38 | | Safety Statements | 26-39-61-37/39-24-36/37/39-23 | | RIDADR | UN 3267 8/PG 2 | | WGK Germany | 3 | | RTECS | KV7400000 | | F | 1-10 | | Autoignition Temperature | 300 °C | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29310095 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Acute Tox. 4 Inhalation
Eye Dam. 1
Skin Sens. 1B
STOT RE 2 Inhalation | | Toxicity | LD50 orally in Rabbit: 2413 mg/kg LD50 dermal Rat > 2000 mg/kg |
| | N-[3-(Trimethoxysilyl)propyl]ethylenediamine Usage And Synthesis |
| Uses | This substance is used in the following products: adhesives and sealants, coating products and finger paints. Other release to the environment of this substance is likely to occur from: indoor use and outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives).
| | service life | Other release to the environment of this substance is likely to occur from: outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).
| | Introduction | N-[3-(Trimethoxysilyl)propyl]ethylenediamine (equal to A-1120, GF 91, KBM603) is a clear, colorless, strongly alkaline liquid with smell being very sensitive to hydrolysis. The chloride content ranges in the lower ppm-level.
N-[3-(Trimethoxysilyl)propyl]ethylenediamine is used as adhesion promoter at organic/inorganic interfaces, for modification of surfaces (corrosion prevention, component of primers) or silicone-polymers or as crosslinker (moisture crosslinking of polymers). The application as "coupling agent" leads in general to an improvement of mechanical and electrical product properties above all under exposure to heat and/or moisture.
Applications:
- N-[3-(Trimethoxysilyl)propyl]ethylenediamine may be used as an effective coupling agent for clay reinforced elastomers such as natural and nitrile rubber, to improve physical and dynamic properties.
- Used as an effective coupling agent for mineral reinforced nylon 6, nylon 6/6 and polybutyleneterephthalate, to increase the flexural and tensile strength of the thermoplastic composite.
- Used as a fiberglass finish or a resinous additive for fiberglass reinforced phenolic, melamine and expoxy thermoset composites.
- Used as a mineral binders in in foundry and abrasive composite applications, to improve adhesion, increase composite strength.
- Used as a glass and metal primer, to improve the adhesion of many coatings (urethanes, epoxies, phenolics and others) to glass and metal surfaces.
- Used as an adhesion promoters in polysulfide, polyvinyl chloride plastisol, silicone two part urethane and epoxy adhesives and sealants.
| | Chemical Properties | Colorless transparent liquid
![N-[3-(Trimethoxysilyl)propyl]ethylenediamine](https://www.chemicalbook.com/NewsImg/2020-10-10/202010109503682486.png "N-[3-(Trimethoxysilyl)propyl]ethylenediamine") | | Uses | N-[3-(Trimethoxysilyl)propyl]ethylenediamine has also been used as an organic ligand for the surface modification of silica gel to uptake heavy metal ions. It can react with fluorinated carbon nanotubes (F-CNT) to form aminoalkylalkoxysilane functionalized carbon nanotubes. | | Uses | - [3-(2-Aminoethylamino)propyl]trimethoxysilane has been used in the synthesis of various polyhedral silsesquioxanes, (RSiO1.5)n (SSQO).
- It can be functionalized onto the mesoporous SBA-15 silica to be used as matrices for controlled drug delivery.
- It is also used in the synthesis of silane-based polymer, which is used in conducting instant adhesives.
| | Flammability and Explosibility | Not classified | | Contact allergens | This amine-functional methoxysilane, referenced as
aminoethyl aminopropyltrimethoxysilane, was impli-
cated in the production of glass filaments. | | Synthesis | Add 12 mol (721.2 g) of ethylenediamine in the reaction kettle, press 1 mol (198.7 g) of chloropropyltrimethoxysilane into the metering tank, and raise the temperature of the ethylenediamine to 120 under the stirring condition of 100 rpm, add the chloropropyltrimethoxysilane in the metering tank dropwise into the ethylenediamine in the reaction kettle within 4 hours by dripping funnel, and continue to keep warm under the condition of 120 after the dropwise addition. Reaction for 2 hours, the reaction generates N-(-aminoethyl)-3-aminopropyltrimethoxysilane and ethylenediamine hydrochloride, and then reduce the kettle temperature to 80 C, at the same time, open the water-circulating vacuum pump in the -0.08MPa At the same time, a water-circulating vacuum pump was turned on at -0.08 MPa to recover 8 mol (480.8 g) of ethylenediamine under vacuum. After the recovery was completed, the kettle temperature was lowered to 40C and the material in the kettle was introduced into a conical sedimentation kettle at atmospheric pressure for 4 hours of static stratification. After 4 hours of static stratification, the material in the settling kettle was separated from the lower layer of ethylenediamine hydrochloride 165.5 g, the upper layer of N-(2-aminoethyl)-3-aminopropyltrimethoxysilane crude 273.6 g, the upper layer of the crude distilled at -0.1 MPa to obtain the N-(2-aminoethyl)-3-aminopropyltrimethoxysilane finished product of 195.2 g; the N-(2-aminoethyl)-3-aminopropyltrimethoxysilane finished product of 195.2 g; the N-(2-aminoethyl)-3-amino propyltrimethoxysilane finished product of 195.2 g; N N-(2-aminoethyl)-3-aminopropyltrimethoxysilane was 99.08% by GC test, and the product quality yield was 98.2%. | | Toxics Screening Level | The initial threshold screening level (ITSL) for n-(3-(trimethoxysilyl)propyl)-ethylenediamine is 8 μg/m3 based on an annual averaging time. |
| | N-[3-(Trimethoxysilyl)propyl]ethylenediamine Preparation Products And Raw materials |
|