The reaction of triethylaluminum with epoxides

Lundeen, Allan J.; Oehlschlager, A. C.

doi:10.1016/s0022-328x(00)87832-8

Cited by 23 publications

(6 citation statements)

References 13 publications

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“…Both Lewis acid–base interactions are essential for the methyl transfer reaction from TMA to the epoxy ring. The methyl transfer reaction between TMA molecules and epoxides without hydroxyl groups, such as propylene oxide, usually does not occur. − …”

Section: Resultsmentioning

confidence: 99%

Molecular Layer Deposition of Aluminum Alkoxide Polymer Films Using Trimethylaluminum and Glycidol

Lee¹,

Yoon²,

Cavanagh³

et al. 2011

Langmuir

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Molecular layer deposition (MLD) of aluminum alkoxide polymer films was examined using trimethlyaluminum (TMA) and glycidol (GLY) as the reactants. Glycidol is a high vapor pressure heterobifunctional reactant with both hydroxyl and epoxy chemical functionalites. These two different functionalities help avoid "double reactions" that are common with homobifuctional reactants. A variety of techniques, including in situ Fourier transform infrared (FTIR) spectroscopy and quartz crystal microbalance (QCM) measurements, were employed to study the film growth. FTIR measurements at 100 and 125 °C observed the selective reaction of the GLY hydroxyl group with the AlCH(3) surface species during GLY exposure. Epoxy ring-opening and methyl transfer from TMA to the surface epoxy species were then monitored during TMA exposure. This epoxy ring-opening reaction is dependent on strong Lewis acid-base interactions between aluminum and oxygen. The QCM experiments observed linear growth with self-limiting surface reactions at 100-175 °C under certain growth conditions. With a sufficient purge time of 20 s after TMA and GLY exposures at 125 °C, the mass gain per cycle (MGPC) was 19.8 ng/cm(2)-cycle. The individual mass gains after the TMA and GLY exposures were also consistent with a TMA/GLY stoichiometry of 4:3 in the MLD film. This TMA/GLY stoichiometry suggests the presence of Al(2)O(2) dimeric core species. The MLD films resulting from these TMA and GLY exposures also evolved with annealing temperature to form thinner conformal porous films with increased density. Non-self-limiting growth was a problem at shorter purge times and lower temperatures. With shorter purge times of 10 s at 125 °C, the MPGC increased dramatically to 134 ng/cm(2)-cycle. The individual mass gains after the TMA and GLY exposures in the CVD regime were consistent with a TMA/GLY stoichiometry of 1:1. The MGPC decreased progressively versus purge time. This behavior was attributed to the removal of reactants that could lead to CVD and the instability of the surface species after the reactant exposures. These results reveal that the TMA and GLY reaction displays much complexity and must be carefully controlled to be a useful MLD process.

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Section: Resultsmentioning

confidence: 99%

Molecular Layer Deposition of Aluminum Alkoxide Polymer Films Using Trimethylaluminum and Glycidol

Lee¹,

Yoon²,

Cavanagh³

et al. 2011

Langmuir

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“…Literature references to the boiling point of this compound may also interest the student. Two different references to two different sharp boiling points (7,8) are given; the authors of these references do not seem to take into account the existence of diastereomers.…”

Section: Discussionmentioning

confidence: 99%

Synthesis of 4-methyl-3-heptanol and 4-methyl-3-heptanone. Two easily synthesized insect pheromones

Einterz

Ponder²,

Lenox³

1977

J. Chem. Educ.

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“…Trimethylaluminum and propylene oxide form a mixture of 2-methyl-1-propanol and 2-butanol (113,114). Numerous other nucleophilic (115) and electrophilic (116) reactions of propylene oxide have been described in the literature.…”

Section: Other Reactionsmentioning

confidence: 99%

Propylene Oxide

Trent¹

2001

Kirk-Othmer Encyclopedia of Chemical Technology

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Propylene oxide [75-56-9] (methyloxirane, 1,2-epoxypropane) is a significant organic chemical used primarily as a reaction intermediate for production of polyether polyols, propylene glycol, alkanolamines (qv), glycol ethers, and many other useful products (see Glycols). Propylene oxide was first prepared in 1861 by Oser and first polymerized by Levene and Walti in 1927 (1). Propylene oxide is manufactured by two basic processes: the traditional chlorohydrin process (see Chlorohydrins) and the hydroperoxide process, where either tert-butanol (see Butyl alcohols) or styrene (qv) as a co-product.

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The reaction of triethylaluminum with epoxides

Cited by 23 publications

References 13 publications

Molecular Layer Deposition of Aluminum Alkoxide Polymer Films Using Trimethylaluminum and Glycidol

Molecular Layer Deposition of Aluminum Alkoxide Polymer Films Using Trimethylaluminum and Glycidol

Synthesis of 4-methyl-3-heptanol and 4-methyl-3-heptanone. Two easily synthesized insect pheromones

Propylene Oxide

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