WO2013039105A1 - Procédé de production d'alcoxyde d'aluminium - Google Patents

Procédé de production d'alcoxyde d'aluminium Download PDF

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Publication number
WO2013039105A1
WO2013039105A1 PCT/JP2012/073336 JP2012073336W WO2013039105A1 WO 2013039105 A1 WO2013039105 A1 WO 2013039105A1 JP 2012073336 W JP2012073336 W JP 2012073336W WO 2013039105 A1 WO2013039105 A1 WO 2013039105A1
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WO
WIPO (PCT)
Prior art keywords
aluminum alkoxide
aluminum
normal
alcohol
producing
Prior art date
Application number
PCT/JP2012/073336
Other languages
English (en)
Japanese (ja)
Inventor
奥迫　顕仙
あゆみ 表上
藤原　進治
Original Assignee
住友化学株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 住友化学株式会社 filed Critical 住友化学株式会社
Priority to CN201280044350.7A priority Critical patent/CN103781750A/zh
Priority to KR1020147005912A priority patent/KR20140061434A/ko
Publication of WO2013039105A1 publication Critical patent/WO2013039105A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/06—Aluminium compounds
    • C07F5/061—Aluminium compounds with C-aluminium linkage
    • C07F5/062—Al linked exclusively to C
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/68—Preparation of metal alcoholates
    • C07C29/70—Preparation of metal alcoholates by converting hydroxy groups to O-metal groups

Definitions

  • the present invention relates to a method for producing aluminum alkoxide. Specifically, the present invention relates to a method for producing aluminum alkoxide by a solid-liquid reaction between metallic aluminum and alcohol.
  • Aluminum alkoxides are widely used as raw materials for high-purity alumina, organic synthesis catalysts, dehydrating condensing agents, surface treatment agents, additives for modification such as paints, inks, adhesives, water repellents, and functional glass. It's being used.
  • high-purity alumina in fields where high growth is expected, such as display materials, energy, automobiles, semiconductors, and computers, has been increasing, and it is required to efficiently produce aluminum alkoxide as the raw material. ing.
  • Patent Document 1 discloses a method in which a solid-liquid reaction is carried out under the condition that at least one of gallium, indium or a compound of these metals is present in an amount of 0.02 to 50 ppm (in terms of metal) relative to the liquid phase.
  • Patent Document 2 discloses a method in which granular aluminum having a diameter of 2 mm to 100 mm is used as metallic aluminum in the absence of a catalyst, and a solid-liquid reaction is performed under a condition where the moisture in the alcohol used is 2000 ppm or less. ing.
  • an object of this invention is to provide the manufacturing method of aluminum alkoxide which can manufacture aluminum alkoxide efficiently by the solid-liquid reaction of metal aluminum and alcohol.
  • the present inventors have intensively studied to solve the above problems. As a result, in the mixed solution containing aluminum alkoxide at a predetermined ratio, the present inventors have obtained new knowledge that the reaction is likely to proceed when the metal aluminum and the alcohol are subjected to a solid-liquid reaction in the presence of a catalyst. It came to complete.
  • a method for producing an aluminum alkoxide comprising steps (a) and (b).
  • Aluminum alkoxide is a manufacturing method of the aluminum alkoxide of the said (1) or (2) description represented by following formula (i).
  • Al (OR 1 ) 3 (i) [Wherein R 1 is independently methyl, ethyl, normal propyl, isopropyl, normal butyl, isobutyl, neobutyl, normal pentyl, isopentyl, neopentyl, normal hexyl, isohexyl, neohexyl, normal heptyl, isoheptyl, neoheptyl, normal It is at least one selected from the group consisting of octyl, isooctyl and neooctyl.
  • R 2 OH (ii)
  • R 2 is methyl, ethyl, normal propyl, isopropyl, normal butyl, isobutyl, neobutyl, normal pentyl, isopentyl, neopentyl, normal hexyl, isohexyl, neohexyl, normal heptyl, isoheptyl, neoheptyl, normal octyl, isooctyl and It is at least one selected from the group consisting of neooctyl.
  • the aluminum alkoxide is represented by the formula (iii), and the alcohol is represented by the formula (iv).
  • Al (OR 3 ) 3 (iii) R 3 OH (iv) wherein R 3 is methyl, ethyl, normal propyl, isopropyl, normal butyl, isobutyl, neobutyl, normal pentyl, isopentyl, neopentyl, normal hexyl, isohexyl, neohexyl, normal heptyl, isoheptyl, neoheptyl, normal octyl, isooctyl and It is at least one selected from the group consisting of neooctyl.
  • the method for producing an aluminum alkoxide of the present invention comprises a step (a) of preparing a mixture by mixing alcohol and aluminum alkoxide, and a step (b) of reacting the alcohol and metal aluminum in the presence of a catalyst.
  • the purity of the metallic aluminum used as a raw material is not particularly limited.
  • aluminum alkoxide obtained by the production method of the present invention is used as a raw material for high-purity alumina having a purity of 99.99% or more, 99.99. It is preferable that the purity is 99% or more. If the purity is within the above range, the impurity concentration of iron, silicon, copper, magnesium, etc. in the metal aluminum is 100 ppm or less with respect to the total weight of the metal aluminum, so that the resulting aluminum alkoxide can be purified. It becomes unnecessary.
  • the metallic aluminum before the solid-liquid reaction is at least one selected from gallium and indium, preferably 0.02 to 50 ppm, more preferably 0.1 to 40 ppm, particularly preferably based on the total weight of the metallic aluminum.
  • the content is preferably 0.5 to 20 ppm.
  • the shape of the metal aluminum is not particularly limited, and examples thereof include ingots, pellets, plates, foils, wires, and powders.
  • the aluminum alkoxide is not particularly limited, and it is preferable to use the same compound as the aluminum alkoxide intended for production.
  • Specific examples of the aluminum alkoxide include aluminum alkoxide represented by the following formula (i), and among them, aluminum isopropylide is preferable.
  • R 1 is independently methyl, ethyl, normal propyl, isopropyl, normal butyl, isobutyl, neobutyl, normal pentyl, isopentyl, neopentyl, normal hexyl, isohexyl, neohexyl, normal heptyl, isoheptyl, neoheptyl, normal It is at least one selected from the group consisting of octyl, isooctyl and neooctyl, preferably isopropyl, and more preferably the same as R 2 in formula (ii) described later. ]
  • the alcohol that forms the mixed solution is preferably a monohydric alcohol having 1 to 8 carbon atoms. Among them, the longer the carbon chain, the lower the reactivity with metallic aluminum.
  • the alcohol represented by the formula (ii) is more preferable, and isopropyl alcohol is particularly preferable.
  • R 2 is methyl, ethyl, normal propyl, isopropyl, normal butyl, isobutyl, neobutyl, normal pentyl, isopentyl, neopentyl, normal hexyl, isohexyl, neohexyl, normal heptyl, isoheptyl, neoheptyl, normal octyl, isooctyl and It is at least one selected from the group consisting of neooctyl, and among them, isopropyl is preferable. ]
  • the alcohol may contain a solvent such as benzene and toluene as long as the above-described solid-liquid reaction is not adversely affected.
  • the liquid containing alcohol may contain ketones such as acetone, but the content of the ketone is within the range of 130 ppm or less with respect to the total weight of the liquid containing alcohol. It is preferable because it does not adversely affect the liquid reaction.
  • the catalyst is at least one selected from gallium and indium. These may exist as compounds. Examples of gallium and indium compounds include alkoxide compounds such as methoxide, ethoxide and isopropoxide; allyloxide compounds such as phenoxide; carboxylate compounds such as formate and acetate; anhydrous halides such as acetylacetonate compounds and chlorides Is mentioned. Among these catalysts, those having solubility in the alcohol or other solvent used can be used alone or in combination.
  • step (a) Alcohol / aluminum alkoxide is mixed with alcohol / aluminum alkoxide in a weight ratio of 5/95 to 85/15, preferably 5/95 to 80/20, more preferably 5/95 to 70 /. Mix to obtain 30 to obtain a mixed solution. If the weight ratio is within the above range, the progress of the solid-liquid reaction can be effectively promoted.
  • the mixing order and mixing method of alcohol and aluminum alkoxide in preparing the mixed solution are not particularly limited, and may be performed while stirring or may be performed while heating.
  • the temperature of the mixture is preferably 15 to 65 ° C., more preferably 20 to 60 ° C. If the temperature is within the above range, the reaction can be further promoted.
  • Step (b)> metallic aluminum is introduced into the mixed liquid obtained as described above, and the alcohol and the metallic aluminum are subjected to solid-liquid reaction in the presence of the catalyst.
  • the ratio of the amount of alcohol and metal aluminum used is not unambiguous depending on the reaction mode such as batch or continuous and the desired concentration of aluminum alkoxide, but the amount of metal aluminum depends on the total weight of the mixture. On the other hand, it may be 1 to 70% by weight, preferably 1.5 to 65% by weight, particularly preferably 1.5 to 60% by weight.
  • the amount of metallic aluminum is within the above range, the solid-liquid reaction between metallic aluminum and alcohol can be further promoted, and aluminum alkoxide can be produced more efficiently.
  • the content of the catalyst is preferably based on the weight of Al contained in the mixed liquid in contact with the metal aluminum (however, in the case of a compound of gallium and indium, it is a value in terms of metal), preferably. It is 0.02 to 50 ppm, more preferably 0.1 to 40 ppm. When the catalyst content is less than 0.02 ppm, the reaction promoting effect may not be sufficient. On the other hand, when it exceeds 50 ppm, the resulting aluminum alkoxide is used as a raw material for fine ceramic powders such as high-purity alumina. In addition, gallium and indium may move to the final product as impurities, which may cause inconveniences such as deterioration of sinterability and optical characteristics.
  • the method for causing the catalyst to be present in the mixed solution is not particularly limited as long as the concentration of the catalyst in the mixed solution is within the above range, and, for example, more effective promotion at the solid-liquid interface
  • a method in which the catalyst is contained by a known method such as mixing and dispersing in advance or solid solution, and the metal aluminum and alcohol are reacted while dispersing or eluting the catalyst in the mixed solution during the solid-liquid reaction is preferable.
  • the desired amount of gallium and / or indium may be used in combination in consideration of the elution amount from metallic aluminum and the amount added directly into the mixed solution.
  • the reaction temperature in the solid-liquid reaction between metallic aluminum and alcohol is not particularly limited as long as the reaction proceeds, and is preferably 75 to 110 ° C, more preferably 80 to 100 ° C. In particular, from the viewpoint of accelerating the reaction, it is preferable to carry out the reaction under conditions where the liquid mixture used is boiled and refluxed.
  • the present invention may further include a step of recovering aluminum alkoxide from the mixture obtained in the step (b) described above.
  • Example 1 In a 2 liter separable flask equipped with a reflux condenser, 100 parts by weight of a mixed solution in which isopropyl alcohol (A) and aluminum isopropoxide (B) were mixed so that the weight ratio (A / B) was 15/85 was added. Added. Next, 2.3 parts by weight of an aluminum piece (size: about a diameter) having a stirring rotor blade at the lower end and attached to the peripheral surface of the polytetrafluoroethylene-coated shaft using a polytetrafluoroethylene tube.
  • A isopropyl alcohol
  • B aluminum isopropoxide
  • Example 2 The same operation as in Example 1 was performed except that the weight ratio of isopropyl alcohol to aluminum isopropoxide in the mixed solution was 60/40 and the reaction time was 717 minutes. After the reaction for 717 minutes, the aluminum piece was taken out, and the dissolution amount of the aluminum piece was 20.6%.
  • Example 3 The same operation as in Example 1 was performed except that the weight ratio of isopropyl alcohol to aluminum isopropoxide in the mixed solution was 55/45 and the reaction time was 716 minutes. After the reaction for 716 minutes, the aluminum piece was taken out, and the amount of dissolution of the aluminum piece was 14.7%.
  • Example 4 The same operation as in Example 1 was performed except that the weight ratio of isopropyl alcohol to aluminum isopropoxide in the mixed solution was 50/50 and the reaction time was 715 minutes. After reacting for 715 minutes, the aluminum piece was taken out, and the dissolution amount of the aluminum piece was 16.0%.
  • Example 1 The same operation as in Example 1 was performed except that the weight ratio of isopropyl alcohol to aluminum isopropoxide in the mixed solution was 100/0 and the reaction time was 716 minutes. Almost no generation of hydrogen gas was confirmed. After the reaction for 716 minutes, the aluminum piece was taken out, and the dissolution amount of the aluminum piece was 0.0%.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

L'invention concerne un procédé de production d'alcoxyde d'aluminium pouvant être produit efficacement via une réaction solide-liquide entre de l'aluminium métallique et un alcool. Le procédé de production d'alcoxyde d'aluminium comprend les étapes suivantes : (a) mélange d'un alcool et d'un d'alcoxyde d'aluminium pour préparer une solution mélangée dans laquelle le rapport pondéral alcool/alcoxyde d'aluminium est de 5/95 à 85/15 ; et (b) à faire réagir l'alcool et l'alcoxyde d'aluminium dans la solution mélangée en présence d'au moins une espèce sélectionnée parmi le gallium et l'indium.
PCT/JP2012/073336 2011-09-13 2012-09-12 Procédé de production d'alcoxyde d'aluminium WO2013039105A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN201280044350.7A CN103781750A (zh) 2011-09-13 2012-09-12 烷醇铝的制备方法
KR1020147005912A KR20140061434A (ko) 2011-09-13 2012-09-12 알루미늄알콕사이드의 제조 방법

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2011199430A JP2013060390A (ja) 2011-09-13 2011-09-13 アルミニウムアルコキサイドの製造方法
JP2011-199430 2011-09-13

Publications (1)

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WO2013039105A1 true WO2013039105A1 (fr) 2013-03-21

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JP (1) JP2013060390A (fr)
KR (1) KR20140061434A (fr)
CN (1) CN103781750A (fr)
WO (1) WO2013039105A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102048665B1 (ko) 2012-03-06 2019-11-25 스미또모 가가꾸 가부시끼가이샤 수산화알루미늄 분말
JP5878043B2 (ja) * 2012-03-06 2016-03-08 住友化学株式会社 アルミニウムアルコキサイドの製造方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB993730A (en) * 1963-01-31 1965-06-02 Wyandotte Chemicals Corp Method for the preparation of aluminuium isopropoxide
JPS62286938A (ja) * 1986-06-05 1987-12-12 インタ−ナショナル　ビジネス　マシ−ンズ　コ−ポレ−ション アルミニウムアルコキシドまたはアルミニウムアリ−ルオキシドの製造方法
JPH0525070A (ja) * 1991-02-15 1993-02-02 Sumitomo Chem Co Ltd アルミニウムアルコキサイドの製造方法
JP2004156994A (ja) * 2002-11-06 2004-06-03 Sumitomo Chem Co Ltd 金属アルミニウム試料中の遷移金属固溶体および遷移金属晶析体の定量方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1785946A (zh) * 2004-12-08 2006-06-14 章浩龙 一种醇铝的制造方法

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB993730A (en) * 1963-01-31 1965-06-02 Wyandotte Chemicals Corp Method for the preparation of aluminuium isopropoxide
JPS62286938A (ja) * 1986-06-05 1987-12-12 インタ−ナショナル　ビジネス　マシ−ンズ　コ−ポレ−ション アルミニウムアルコキシドまたはアルミニウムアリ−ルオキシドの製造方法
JPH0525070A (ja) * 1991-02-15 1993-02-02 Sumitomo Chem Co Ltd アルミニウムアルコキサイドの製造方法
JP2004156994A (ja) * 2002-11-06 2004-06-03 Sumitomo Chem Co Ltd 金属アルミニウム試料中の遷移金属固溶体および遷移金属晶析体の定量方法

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JP2013060390A (ja) 2013-04-04
KR20140061434A (ko) 2014-05-21
CN103781750A (zh) 2014-05-07

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