3069-42-9

Basic information

• Product Name: Octadecyltrimethoxysilane
• Synonyms: OCTADECYLTRIMETHOXYSILANE;N-OCTADECYLTRIMETHOXYSILANE;STEARYLTRIMETHOXYSILANE;Silane, trimethoxyoctadecyl-;trimethoxyoctadecyl-silan;TRIMETHOXYOCTADECYLSILANE;OCTADECYLTRIMETHOXYSILANE, TECH., 90%;OCTADECYLTRIMETHOXYSILANE TECH 90%
• CAS NO: 3069-42-9
• Molecular Formula: C₂₁H₄₆O₃Si
• Molecular Weight: 374.67
• EINECS: 221-339-2
• Product Categories: Alkyl;Functional Materials;Si (Classes of Silicon Compounds);Silane Coupling Agents;Silane Coupling Agents (Intermediates);Si-O Compounds;Trialkoxysilanes;Alkoxy Silanes;Hydrophobing Agents
• Mol File: 3069-42-9.mol

Chemical Properties

• Melting Point: 16-17 °C(lit.)
• Boiling Point: 170 °C (0.1 mmHg)
• Flash Point: 284 °F
• Appearance: /liquid
• Density: 0.883 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00289mmHg at 25°C
• Refractive Index: n20/D 1.439(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly)
• Water Solubility: 190-437000ng/L at 20℃
• Stability: Stable. Incompatible with strong oxidizing agents. Moisture sensitive.
• BRN: 5791830
• CAS DataBase Reference: Octadecyltrimethoxysilane(CAS DataBase Reference)
• NIST Chemistry Reference: Octadecyltrimethoxysilane(3069-42-9)
• EPA Substance Registry System: Octadecyltrimethoxysilane(3069-42-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 1
• F: 10-21
• TSCA: Yes
• Hazardous Substances Data: 3069-42-9(Hazardous Substances Data)

Usage

Uses

1. Used in Surface Modification:
Octadecyltrimethoxysilane is used as a surface modifier to enhance the properties of various materials, such as increasing charge carrier mobility in organic semiconductors.
2. Used in Self-Assembled Monolayers (SAMs):
Octadecyltrimethoxysilane is used as a component in the development of self-assembled monolayers (SAMs) for various applications, including surface modification and the creation of specific chemical environments.
3. Used in Organic Field Effect Transistors (OFETs):
Octadecyltrimethoxysilane is used as a surface modifier to modify the silica dielectric surface in organic field effect transistors, improving their performance and stability.
4. Used in Hydrophobic Coatings:
Octadecyltrimethoxysilane is used as a component in the preparation of hydrophobic coatings, providing water-repellent properties to various surfaces.
5. Used in Lubrication for MEMS:
Octadecyltrimethoxysilane is used as a lubricant for micro electro mechanical systems (MEMS), reducing friction and wear in these small-scale mechanical devices.

InChI:InChI=1/C21H46O3Si/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(22-2,23-3)24-4/h5-21H2,1-4H3

Synthetic route

trimethoxysilane (2487-90-3) + octadec-1-ene (112-88-9) → n-octadecyltrimethoxysilane (3069-42-9)

Conditions	Yield
With 2C4H9O(1-)*Ni(2+)*(x)KCl In tetrahydrofuran at 20℃; for 12h; Glovebox; Inert atmosphere;	84%

potassium methanolate (865-33-8) + Trihydroxyoctadecylsilan (105116-02-7) → n-octadecyltrimethoxysilane (3069-42-9)

Conditions	Yield
In hexane at 20℃; for 120h; Etherification;	61%

octadecyltrichlorosilane (112-04-9) → n-octadecyltrimethoxysilane (3069-42-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 93 percent / H2O; NaHCO3 / diethyl ether / 1 h / -10 - 10 °C 2: 61 percent / hexane / 120 h / 20 °C View Scheme

methanol (67-56-1) + C18H40Si*TiO2 → n-octadecyltrimethoxysilane (3069-42-9)

Conditions	Yield
With hydrogenchloride In water for 1h;

methanol (67-56-1) + octadecyltrichlorosilane (112-04-9) → n-octadecyltrimethoxysilane (3069-42-9)

Conditions	Yield
In Petroleum ether at 25 - 30℃; for 7h;

triethanolamine (102-71-6) + n-octadecyltrimethoxysilane (3069-42-9) → 1-octadecyl-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane (18768-04-2)

tetraethoxy orthosilicate (78-10-4) + 3-(trimethoxysilyl)propan-1-amine (13822-56-5) + ammonium hydroxide + n-octadecyltrimethoxysilane (3069-42-9) → silica gel (112926-00-8, 7631-86-9)

Conditions	Yield
With CoFe2O4 or FeCo In isopropyl alcohol Sonication; dispersing of CoFe2O4 (or FeCo) in 2-propanol soln., sonication for 0.5 h, injecting of TEOS and 25% NH3*H2O soln. at 60°C, addn. of (3-aminopropyl)trimethoxysilane, sonication for 0.5 h, addn. of TEOS and (n-octadecyl)trimethoxysilane, annealing;

tetraethoxy orthosilicate (78-10-4) + n-octadecyltrimethoxysilane (3069-42-9) → silica gel (112926-00-8, 7631-86-9)

Conditions	Yield
Stage #1: tetraethoxy orthosilicate; n-octadecyltrimethoxysilane With ammonium hydroxide In ethanol; water Flow reactor; Inert atmosphere; Stage #2: at 550℃; for 6h; Calcination;

tetraethoxy orthosilicate (78-10-4) + n-octadecyltrimethoxysilane (3069-42-9) → silica

Conditions	Yield
Stage #1: tetraethoxy orthosilicate; n-octadecyltrimethoxysilane With ammonia In ethanol; water at 29.84℃; for 1h; Stage #2: With sodium carbonate In water for 0.5h; Stage #3: at 549.84℃; for 6h; Concentration; Time; Calcination;

Upstream product

• 112-04-9 octadecyltrichlorosilane 
• 67-56-1 methanol 
• 2487-90-3 trimethoxysilane 
• 112-88-9 octadec-1-ene 
• 865-33-8 potassium methanolate 
• 105116-02-7 Trihydroxyoctadecylsilan 

Downstream Products

• 112926-00-8 silica gel 
• 18623-11-5 octadecyl silane 

Relevant articles and documents

Silicone sealant cross-linking agent and its preparation method and application

The invention discloses a silicone sealant cross-linking agent, and a preparation method and an application of the silicone sealant cross-linking agent. The preparation method comprises the steps that long-chain alkyl trichlorosilane serves as a cross-linking agent precursor and reacts with a remover, and then the cross-linking agent is obtained. Long-chain alkyl trichlorosilane is C6-C18 alkyl trichlorosilane, and the cross-linking agent is applied to preparation of a silicone sealant. According to the cross-linking agent, long-chain alkyl is added and exerts a plasticizer effect, and in a silicone sealant preparation process, long-chain alkyl is bonded in a high molecular material by a chemical bond, so that the prepared sealant is free from leaked oil pollution.

An Easily Accessed Nickel Nanoparticle Catalyst for Alkene Hydrosilylation with Tertiary Silanes

The first efficient and non-precious nanoparticle catalyst for alkene hydrosilylation with commercially relevant tertiary silanes has been developed. The nickel nanoparticle catalyst was prepared in situ from a simple nickel alkoxide precatalyst Ni(OtBu)2?x KCl. The catalyst exhibits high activity for anti-Markovnikov hydrosilylation of unactivated terminal alkenes and isomerizing hydrosilylation of internal alkenes. The catalyst can be applied to synthesize a single terminal alkyl silane from a mixture of internal and terminal alkene isomers, and to remotely functionalize an internal alkene derived from a fatty acid.

Preparation of monodispersed spherical titania-octadecylamine particles containing silane-coupling reagents

Well-defined spherical titania-octadecylamine (titania-ODA) (titania: titanium dioxide) hybrid particles containing silane-coupling reagents including aminopropyl, sulfanylpropyl, octadecyl, and phenyl groups (molar Ti:silane-coupling reagent ratio of 50:1) were prepared by sol-gel reaction of titanium tetraisopropoxide with the aid of a flow reactor. Average particle sizes were 520, 380, 540, and 510 nm for aminopropyl, sulfanylpropyl, octadecyl, and phenyl group containing particles, respectively. ODA was removed by washing the as-synthesized products with acidic EtOH, resulting in the formation of organosilyl group containing nanoporous titania. The porosity was investigated by the nitrogen adsorption/desorption isotherms (BET surface area of 250 to 400 m2g-1) and the surface hydrophilicity/hydrophobicity is discussed based on the water and benzene vapor adsorption/desorption isotherms. Crystallization of anatase within the spherical particles is possible by postsynthetic hot water or hydrothermal treatment.

Method for Attachment of Silicon-Containing Compounds to a Surface and for Synthesis of Hypervalent Silicon-Compounds

A method for inducing a hypervalent state within silicon-containing compounds by which they can be chemically attached to a surface or substrate and/or organized onto a surface of a substrate. The compounds when attached to or organized on the surface may have different physical and/or chemical properties compared to the starting materials.

METHOD FOR EXTENDING LONG-TERM ELECTRICAL POWER CABLE PERFORMANCE

An improved method for imparting excellent long-term dielectric performance to an in-service electrical cable section having a stranded conductor surrounded by a conductor shield encased in a polymeric insulation and having an interstitial void volume in the region of the conductor, the cable section having an average operating temperature T. The method comprising injecting a dielectric enhancement fluid composition into the interstitial void volume, the composition comprising at least one component selected from: (1) a water-reactive material selected from an organosilane monomer, the above organosilane monomer wherein at least one of the water-reactive groups has been substituted with a condensable silanol group, an oligomer of the above organosilane monomer, or a co-oligomer of the above organosilane monomer, the organosilane monomer having a diffusion coefficient at least about 15 times greater than the diffusion coefficient of its corresponding tetramer;(2) a water-reactive material similar to (1) having at least one group attached to silicon comprising 7 to about 20 —CH2— units;(3) a non-water-reactive organic material which has a diffusion coefficient of less than about 10?9 cm2/sec and an equilibrium concentration of at least about 0.005 gm/cm3 in the polymeric insulation, the above mentioned diffusion coefficients and equilibrium concentration being determined at temperature T; or(4) an organic compound having an equilibrium concentration in the polymeric insulation at 55° C. which is less than 2.25 times the equilibrium concentration at 22° C.

Syntheses and characteristics of long-chain hydroxy-, methoxyalkylsilanes and glucopyranosides

Syntheses of long-chain hydroxy-, methoxyalkylsilanes of the type (RSi(CH3)2OH, R(m)SiY(4-m) with R = C12H25, C18H37 and Y = OH, OMe, m = 1, 2, 3) (5, 6, 7a-c, 8a-c, 9a-c, 10a-c) and alkylsilyl glycopyranosides (13, 14, 15a-c, 16a-c) are reported. Hydroxyalkylsilanes (5, 6, 7a-c, 8a-c) were prepared by the hydrolysis of alkylchlorosilanes (1a-c, 2a-c, 3, 4) with NaHCO3-H2O in diethyl ether. Alkylchlorosilanes 1a-c and 2a-c react with KOMe in n-hexane to give methoxyalkylsilanes 9a-c and 10a-c, respectively. Alkylchlorosilanes 1a-c, 2a-c, 3 and 4react direct with 2,3,4,6-tetra-O-acetyl-α/β-D-glucopyranose 12 in CH2Cl2 to give alkylsilyl glucopyranosides 13, 14, 15a-c and 16a-c, respectively.