Reaction #4174328
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-cfeca2a63e6f4189b9e4aae461aa1411No renderable structure data available
CO[Si](CCCOCC1CO1)(OC)OCChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane |
|---|---|
| IUPAC Name | — |
| CAS Number | 2530-83-8 |
| Database ID | 17317 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane (CAS 2530-83-8) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 17317
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-cfeca2a63e6f4189b9e4aae461aa1411Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-193a1ffd9a63403ab245bdc3925015acConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-794fd955a21a47239b3159407eca71f5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a sealable, glass container were charged 50 g of γ-aminopropyl-triethoxysilane (0.226 mole) and 50 g (0.694 mole) methyl ethyl ketone. The mixture was allowed to stand one hour to permit the ketimine to form. Then 106.8 g (0.4525 mole) of γ-glicidoxypropyl-trimethoxysilane, 117.2 g of methyl ethyl ketone (1.63 mole) and 12.4 g (0.678 mole) distilled water were added to the ketimine mixture (representing a molar ratio of water per siloxane group of 0.68). The non-volatile solids content was 45 wt. % of the total coating composition, which was composed of the first component, or ketimine, and the second component (formed via partial hydrolysis of the γ-glycidoxypropyl-trimethoxysilane). The coating composition was allowed to age for about one hour, and then a sample was drawn down onto a degreased panel of polyallyl diglycol carbonate with a #22 wire wound coating rod. The coating was cured by baking at 15 hours at 80° C. The adhesion, as tested by ASTM D3359, was 100%. The scratch resistance on a Gardner Labs Scratch and Adhesion Tester was 148 g. The surface, when rubbed 100 times at 40 psi with 000 steel wool exhibited 1 or 2 scratches, but no scratches after 100 rubs at 30 psi. The usable pot life was 16-18 hours. to form
Source ID: ord-3f81246e1e3d491f9ddd2a63d3cdf7c9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 13.62 g (0.2 mol) of imidazole was melted at 95° C., and 47.27 g (0.2 mol) of (3-glycidoxypropyl)trimethoxysilane was added dropwise thereto over a period of 30 minutes while stirred in an argon atmosphere. Following addition, the product was further reacted for one hour at a temperature of 95° C., yielding an imidaz,ole group-containing silane coupling agent comprising a mixture of the compounds represented by the chemical formulas (1), (2), and (3) below. In the formulas (1), (2), and (3) below, R1, R2, and R3 are H; R4 is CH3; n is 3; and m is 3. 2.16 g (0.04 mol) of the imidazole group-containing silane coupling agent thus obtained, 8.64 g (0.06 mol) of 2-phenylimidazole (melting point: 137-147° C.), and 21.0 g (0.1 mol) of trimellitic acid were heated and mixed at 160° C., the reaction was continues for one hour, and the product was cooled to room temperatures, yielding an imidazole trimellitate composition that was solid at normal temperature. The solid product thus obtained was ground with a mortar and classified by a sieve with hole openings of 90 microns to yield pulverized Sample No. 1. was added dropwise addition the product was further reacted for one hour at a temperature of 95° C. yielding a mixture of the compounds thus obtained mixed at 160° C. the reaction was continues for one hour the product was cooled to room temperatures
Source ID: ord-784e364f680f4d0fbdd8a79623139bc2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 13.62 g (0.2 mol) of imidazole was melted at 95° C., and 47.27 g (0.2 mol) of (3-glycidoxypropyl)trimethoxysilane was added dropwise thereto over a period of 30 minutes while stirred in an argon atmosphere. Following addition, the product was further reacted for one hour at a temperature of 95° C., yielding an imidaz,ole group-containing silane coupling agent comprising a mixture of the compounds represented by the chemical formulas (1), (2), and (3) below. In the formulas (1), (2), and (3) below, R1, R2, and R3 are H; R4 is CH3; n is 3; and m is 3. 2.16 g (0.04 mol) of the imidazole group-containing silane coupling agent thus obtained, 8.64 g (0.06 mol) of 2-phenylimidazole (melting point: 137-147° C.), and 21.0 g (0.1 mol) of trimellitic acid were heated and mixed at 160° C., the reaction was continues for one hour, and the product was cooled to room temperatures, yielding an imidazole trimellitate composition that was solid at normal temperature. The solid product thus obtained was ground with a mortar and classified by a sieve with hole openings of 90 microns to yield pulverized Sample No. 1. was added dropwise addition the product was further reacted for one hour at a temperature of 95° C. yielding a mixture of the compounds thus obtained mixed at 160° C. the reaction was continues for one hour the product was cooled to room temperatures
Source ID: ord-784e364f680f4d0fbdd8a79623139bc2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a 10-liter flask provided with stirrer, reflux condenser, internal thermometer and 2 dropping funnels, one filled with 2.85 kg of allyl glycidyl ether and the other with 3.05 kg of trimethoxysilane, 500 ml of allyl glycidyl ether or gamm-glycidyloxypropyltrimethoxysilane was heated to 130° C. Then 1 ml of an 0.01 molar solution of the mesityl oxide-platinum dichloride complex in acetone was added and the reaction was allowed to take place with rapid stirring and the simultaneous feeding in of the two reactants, within about 20 minutes. The internal temperature was kept between 130° C. and 140° C. by slight external cooling and by regulating the feed. This was followed by vacuum distillation producing 5.4 kg of γ-glycidyloxypropyltrimethoxysilane boiling at BP0.05 81° C. (nD20 : 1.4290, d420 : 1.073). In a 10-liter flask provided with stirrer reflux condenser was kept between 130° C. and 140° C. external cooling This was followed by vacuum distillation
Source ID: ord-5fed4cdd193f4ccbb3d2d58b14870403Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a sealable, glass container were charged 50 g of γ-aminopropyl-triethoxysilane (0.226 mole) and 50 g (0.694 mole) methyl ethyl ketone. The mixture was allowed to stand one hour to permit the ketimine to form. Then 106.8 g (0.4525 mole) of γ-glicidoxypropyl-trimethoxysilane, 117.2 g of methyl ethyl ketone (1.63 mole) and 12.4 g (0.678 mole) distilled water were added to the ketimine mixture (representing a molar ratio of water per siloxane group of 0.68). The non-volatile solids content was 45 wt. % of the total coating composition, which was composed of the first component, or ketimine, and the second component (formed via partial hydrolysis of the γ-glycidoxypropyl-trimethoxysilane). The coating composition was allowed to age for about one hour, and then a sample was drawn down onto a degreased panel of polyallyl diglycol carbonate with a #22 wire wound coating rod. The coating was cured by baking at 15 hours at 80° C. The adhesion, as tested by ASTM D3359, was 100%. The scratch resistance on a Gardner Labs Scratch and Adhesion Tester was 148 g. The surface, when rubbed 100 times at 40 psi with 000 steel wool exhibited 1 or 2 scratches, but no scratches after 100 rubs at 30 psi. The usable pot life was 16-18 hours. to form
Source ID: ord-3f81246e1e3d491f9ddd2a63d3cdf7c9Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-193a1ffd9a63403ab245bdc3925015acConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-794fd955a21a47239b3159407eca71f5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4.81 g of phenyltrimethoxysilane, 70.74 g of tetraethoxysilane, 17.21 methyltriethoxysilane, 0.14 g of trimethoxysilylpropyl succinic anhydride, 5.73 g of glycidoxypropyltrimethoxysilane, and 150 g of acetone were charged into a 500 ml flask to be dissolved and the resultant mixed solution was warmed while stirring the mixed solution with a magnetic stirrer to reflux. Next, 32.33 g of a 0.01 M hydrochloric acid aqueous solution was added to the mixed solution. The reaction was carried out for 240 minutes and then the resultant reaction solution was cooled down to room temperature. Then, 200 g of propylene glycol monoethyl ether was added to the reaction solution, and ethanol, water, and hydrochloric acid being reaction by-products were distilled off under reduced pressure to obtain a hydrolysis-condensation product. To the hydrolysis-condensation product, 1.36 of a 10% by weight triphenylsulfonium hydroxide aqueous solution was added to obtain a triphenylsulfonium succinic acid salt-containing Si polymer. The obtained polymer corresponded to a polymer having five types of unit structures of Formula (3-34). The molecular weight Mw of the obtained polymer measured by GPC was found to be 2,500 in terms of polystyrene. to be dissolved the resultant mixed solution was warmed to reflux the resultant reaction solution were distilled off under reduced pressure to obtain a hydrolysis-condensation product
Source ID: ord-569bc6a9799d4f85a63beea973b407c2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The silvered beads of the stretched polyester film of Example 1 were transferred to the thermosetting adhesive layer of a transfer tape, the carrier of which was biaxially oriented poly(ethyleneterephthalate) film 50 μm in thickness and having a low-adhesion surface treatment. The thermosetting adhesive layer had been made by mixing together 25 parts of PKHC, a phenoxy resin from the Union Carbide Corporation, 55 parts of Quatrex 1010, a diglycidyl ether of bisphenol A epoxy resin from the Dow Chemical Company, and 38 parts of 9,9-bis(3-methyl-4-aminophenyl) fluorene (hereinafter BAFOT). The first two of these three constituents were stirred to a uniform paste, using methylethylketone (MEK) as a solvent for the solution of the phenoxy and epoxy resins, followed by blending in the relatively insoluble BAFOT, and dilution of the resultant paste to 50% solids by weight with additional MEK. The BAFOT fluorene-amine curative was prepared for dispersion in this epoxy resin system by jet milling to a mean particle size of <5 μm. To this dispersion were added 4 parts of an accelerator, the triflic acid half salt of 2-ethyl-4-methylimidazole and 1.26 parts of an adhesion promoter, hydrolyzed (3-glycidoxypropyl)trimethoxysilane. The epoxy adhesive system was coated onto the carrier from this 50% solids by weight dispersion. The coating was applied by knife coater at room temperature, followed by air drying for 30 minutes, and one minute drying at 80° C. in a forced air oven. The dry coating thickness was about 25 μm. by mixing together 25 parts of PKHC To this dispersion were added 4 parts of an accelerator was applied by knife coater at room temperature drying for 30 minutes one minute drying at 80° C. in a forced air oven
Source ID: ord-4f82d286d73543abb4b46afc817c234bPubChem References
These sources are listed in the compound's public database record.
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