JP2014042915A - 金属アルコキシドを製造するための反応装置及び反応システム - Google Patents
金属アルコキシドを製造するための反応装置及び反応システム Download PDFInfo
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- JP2014042915A JP2014042915A JP2013213781A JP2013213781A JP2014042915A JP 2014042915 A JP2014042915 A JP 2014042915A JP 2013213781 A JP2013213781 A JP 2013213781A JP 2013213781 A JP2013213781 A JP 2013213781A JP 2014042915 A JP2014042915 A JP 2014042915A
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Abstract
【解決手段】 耐腐食性材料から成り、中空内部を有する反応器本体70と、反応器本体70の前記中空内部内に配置され、回転して反応器本体70内の反応成分を混合するように構成されたローター150と、中空内部内に配置された凝縮器180と、反応器本体70の外表面上に配置された温度調整デバイス80とを備える。
【選択図】図1
Description
本出願は、参照のために全開示が本明細書に組み込まれている、2007年11月26日に出願した米国仮出願第60/990,149号の優先権を主張するものである。また、本出願の主題は、参照のためにその全内容が本明細書に組み込まれている、2007年5月3日に出願した米国仮出願第60/924,214号、および2007年5月10日に出願した米国仮出願第60/917,171号の優先権を主張する、2008年5月2日出願のPCT/US2008/005624に関連する。
C(CH2CH3)=CH2、シクロヘキセニル、シクロペンテニル、シクロヘキサジエニル、ブタジエニル、ペンタジエニル、およびヘキサジエニルが含まれるが、これらに限定されない。代表的な置換アルケニル基は、一置換または2回以上置換されていてもよく、例えば、上に列挙されたもの等の置換基で一置換、二置換または三置換されていてもよういが、これらに限定されない。
ラジニル、モルホリニル、チオモルホリニル、テトラヒドロピラニル、テトラヒドロチオピラニル、オキサチアン、ジオキシル、ジチアニル、ピラニル、ピリジル、ピリミジニル、ピリダジニル、ピラジニル、トリアジニル、ジヒドロピリジル、ジヒドロジチイニル、ジヒドロジチオニル、ホモピペラジニル、キヌクリジル、インドリル、インドリニル、イソインドリル、アザインドリル(ピロロピリジル)、インダゾリル、インドリジニル、ベンゾトリアゾリル、ベンズイミダゾリル、ベンゾフラニル、ベンゾチオフェニル、ベンズチアゾリル、ベンゾオキサジアゾリル、ベンゾオキサジニル、ベンゾジチイニル、ベンゾオキサチイニル、ベンゾチアジニル、ベンゾオキサゾリル、ベンゾチアゾリル、ベンゾチアジアゾリル、ベンゾ[1,3]ジオキソリル、ピラゾロピリジル、イミダゾピリジル(アザベンズイミダゾリル)、トリアゾロピリジル、イソオキサゾロピリジル、プリニル、キサンチニル、アデニニル、グアニニル、キノリニル、イソキノリニル、キノリジニル、キノキサリニル、キナゾリニル、シンノリニル、フタラジニル、ナフチリジニル、プテリジニル、チアナフタレニル、ジヒドロベンゾチアジニル、ジヒドロベンゾフラニル、ジヒドロインドリル、ジヒドロベンゾジオキシニル、テトラヒドロインドリル、テトラヒドロインダゾリル、テトラヒドロベンズイミダゾリル、テトラヒドロベンゾトリアゾリル、テトラヒドロピロロピリジル、テトラヒドロピラゾロピリジル、テトラヒドロイミダゾピリジル、テトラヒドロトリアゾロピリジル、およびテトラヒドロキノリニル基を含むが、これらに限定されない。代表的な置換ヘテロシクリル基は、一置換または2回以上置換されていてもよく、例えば、上に列挙されたもの等の様々な置換基で2−、3−、4−、5−もしくは6−置換された、または二置換されたピリジルまたはモルホリニル基等であるが、これらに限定されない。
プリング40およびフランジクランプ130は、ねじ、ボルト、バネクランプ、または当技術分野で知られた他の締付デバイス等の締付具230で固定または締め付けることができる。クランプリング40およびフランジクランプ130は、強い塩基、溶媒、酸、またはこれらの組合せに対し耐性を有する材料を含み得る。一実施形態において、クランプリング40およびフランジクランプ130は、ステンレススチールを含む。
体となった少なくとも1つの通気孔170またはスロットをさらに備えることができ、少なくとも1つの通気孔170は、ローター150を通した材料の流れを可能として混合を補助するように構成され得る。少なくとも1つの通気孔170は、反応器本体70の内壁から反応器本体70内部の中心に向かう放射伝熱プロファイルを最小限化するような角度であってもよい。ローター150は、少なくとも1つの自由に動くワイパー要素160を支持するように構成され得、またそれを備えることができ、ワイパー要素は、ローターと反応器本体の内壁との間に配置され得る。ワイパー要素160は、反応器本体70の内壁から固体材料を拭き取るかまたはその他の様式で除去するように構成され得、固体材料は例えば反応からの沈殿物として形成し得る。ローターは、一体部材を含んでもよく、または2つ以上の部品を含んでもよい。一体部品設計は、ローター150の均衡のとれた回転を提供し得る。複数部品設計は、製造コストの低減および設計変更の柔軟性を提供し得る。ローター150、通気孔170、およびワイパー160は、上述のもの等の耐腐食性材料を含み得る。例えば、ローターは、25%ガラス充填PTFEを含み得る。
一般式:
力は、約266.6Pa(約2Torr)から約101.3kPa(約760Torr)に維持することができる。
を処理して過剰グリセロールを除去する。得られる暗褐色生成物を分析すると、銀グリセロレートと一致する。
ミド/グリセロールボレートの黄色樹脂性生成物として反応器から溶出する。
レングリコール)モノブチルエーテル(Aldrich社製、平均Mn=340、113.3グラム)およびN,N−ジブチルエタノールアミン(28.9グラム)を、やや真空下で160℃に加熱されたワイプフィルム反応器内に供給し、副生成物である水(約9グラム)を連続的に除去する。最終生成物は、N,N−ジブチルエタノールアミン/ポリ(プロピレングリコール)モノブチルエーテルボレートの茶色液体生成物として反応器から溶出する。
体生成物であった(元素分析計算、C:37.33、H:6.00、B:2.80;分析、C:39.15、H:5.71、B:2.21)。赤外スペクトルを添付する。
5.84グラム)およびヘキシレングリコール(20.1グラム)を、やや真空下で160℃に加熱されたワイプフィルム反応器内に供給し、副生成物である水を連続的に除去する。反応器滞留時間は、最終アルミニウム生成物が、本質的にアルミニウム1モルあたり0.35モルのイソオクチルアルコールを含むモル比で反応器から溶出するように調節する。
Theysohn社製TSK21mm二軸押出機を使用して、第13族難燃組成物を以
下のマトリックス中に配合した。
マトリックス 難燃剤 %充填
高衝撃ポリスチレン(HIPS) 実施例25 5.25
高密度ポリエチレン(HDPE) 実施例25 5.25
ポリブチレンテレフタレート(PBT) 実施例25 2.0
ポリエチレンテレフタレート(PET) 実施例25 2.0
アクリロニトリル−ブタジエン−スチレン(ABS) 実施例25 5.25
ナイロン6(N6) 実施例25 2.0
ナイロン6(N6) 実施例20 1.7
実施例33の難燃添加剤を含有する射出成形品に対し、酸素指数レベル試験を行った。各ポリマーマトリックスの酸素指数レベルは、難燃添加剤を含有しない対照射出成形部品よりもある程度高かった。例えば、実施例20に従い調製された難燃添加剤を1.7重量%の充填率で含有するナイロン6の上記押出部品は、22%のO2濃度を有する難燃添加剤なしで処理されたナイロン6の対照品と比較して、25%O2濃度の測定LOI(酸素指数レベル)を示した。
Claims (7)
- 耐腐食性材料から成り、中空内部を有する反応器本体と、前記反応器本体の前記中空内部内に配置され、回転して前記反応器本体内の反応成分を混合するように構成されたローターと、前記中空内部内に配置された凝縮器と、前記反応器本体の外表面上に配置された温度調整デバイスと、を備える反応装置。
- 前記反応器本体内の温度を0℃から250℃の温度範囲内に調整するための少なくとも1つの温度調整デバイスをさらに備える、請求項1に記載の反応装置。
- 前記耐腐食性材料が、スチールおよび/またはガラスライニングスチールを含む、請求項1に記載の反応装置。
- 前記ローターが耐腐食性材料から成る、請求項1に記載の反応装置。
- 前記耐腐食性材料が、スチール、ガラスライニングスチールおよび/または25%ガラス充填PTFEからなる群から選択される、請求項4に記載の反応装置。
- 耐酸性反応器本体を備える反応器であって、前記反応器本体は、第1の入口ポート、第1の出口ポート、第2の出口ポート、および中空内部を有し、前記中空内部はその中に配置された反応−蒸留ゾーンを有し、前記反応−蒸留ゾーンは蒸気相および液相を含む、反応器と、前記第1の入口ポートから進入する金属化合物およびアルコールを含む反応物質のストリームと、前記第1の出口ポートから出る、前記金属化合物と前記アルコールとの反応から得られる蒸気相生成物のストリームと、前記第2の出口ポートから出る、前記金属化合物と前記アルコールとの反応から得られる液相生成物のストリームと、を備える反応システム。
- その中に反応−蒸留ゾーンを有する中空内部を有する耐酸性反応器本体を備える反応装置であって、前記反応−蒸留ゾーンは、少なくとも2種の反応物質間の反応の蒸気相および液相を含み、前記反応器本体は、前記反応−蒸留ゾーンと接触する少なくとも1つの入口ポート、前記蒸気相と接触する第1の出口ポート、および前記液相と接触する第2の出口ポートを有する、反応装置と、前記少なくとも1つの入口ポートに動作可能に接続され、前記少なくとも2種の反応物質を前記反応−蒸留ゾーンに連続的に導入するように構成された第1の供給槽と、前記第1の出口ポートに動作可能に接続され、前記反応の反応生成物を前記蒸気相から取り出すように構成された蒸気相取出デバイスと、前記第2の出口ポートに動作可能に接続され、反応生成物を前記液相から取り出すように構成された抽出デバイスと、を備える反応システム。
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US99014907P | 2007-11-26 | 2007-11-26 | |
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Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20090134369A1 (en) * | 2007-11-26 | 2009-05-28 | Applied Nanoworks, Inc. | Metal alkoxides, apparatus for manufacturing metal alkoxides, related methods and uses thereof |
GB0913011D0 (en) * | 2009-07-27 | 2009-09-02 | Univ Durham | Graphene |
WO2013014644A1 (en) | 2011-07-27 | 2013-01-31 | Matterworks One Limited | Glycolate formulation for preserving wood and like materials |
JP6349124B2 (ja) * | 2014-03-31 | 2018-06-27 | 東京理化器械株式会社 | 反応装置 |
CN105601991B (zh) * | 2015-12-30 | 2018-03-02 | 青岛科技大学 | 铝酸酯类物质作为阻燃剂在阻燃热塑性塑料中的应用 |
US10654789B2 (en) * | 2017-03-14 | 2020-05-19 | The Hong Kong Polytechnic University Shenzhen Research Institute | Catalyst and method for biodiesel production from unrefined low-grade oil and crude aqueous alcohols |
CN111153921A (zh) * | 2019-12-20 | 2020-05-15 | 山东五维阻燃科技股份有限公司 | 一种有机硼酸锌盐及其制备方法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50102957U (ja) * | 1974-01-30 | 1975-08-25 | ||
JPS58185531A (ja) * | 1982-04-07 | 1983-10-29 | エフ・エム・シ−・コ−ポレ−シヨン | 連続アルコキシド化法 |
JPH01199933A (ja) * | 1987-12-10 | 1989-08-11 | Solvay & Cie | 極めて純粋なd(−)−3−ヒドロキシブタン酸の製造方法 |
JP2003089680A (ja) * | 2001-02-02 | 2003-03-28 | Nippon Shokubai Co Ltd | 芳香族化合物の製造方法 |
JP2005517697A (ja) * | 2002-02-15 | 2005-06-16 | ロデイア・シミ | 高純度のオルト−ジヒドロキシベンジル化合物の液体組成物の製造方法及び該組成物 |
Family Cites Families (106)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2666076A (en) * | 1954-01-12 | Preparation of aluminum alcqhoi | ||
US1405085A (en) * | 1919-09-12 | 1922-01-31 | Zahm & Nagel Co Inc | Process and apparatus for concentrating liquids |
US2085924A (en) * | 1929-05-25 | 1937-07-06 | Nat Aniline & Chem Co Inc | Nitrator |
US2301204A (en) * | 1939-07-28 | 1942-11-10 | Du Pont | Apparatus for polymerization processes |
US2596086A (en) * | 1944-10-30 | 1952-05-06 | Rodney Hunt Machine Co | Apparatus for evaporating and concentrating liquids |
US2500900A (en) * | 1946-11-21 | 1950-03-14 | Goodrich Co B F | Apparatus for film-type distillation |
US2546381A (en) * | 1947-03-03 | 1951-03-27 | Hurd Corp | Apparatus for concentrating liquids |
US2643262A (en) * | 1950-04-28 | 1953-06-23 | Du Pont | Organic compounds of titanium |
US3062685A (en) * | 1954-06-14 | 1962-11-06 | Pfaudler Permutit Inc | Chemical processing equipment |
US2751361A (en) * | 1954-06-14 | 1956-06-19 | Standard Oil Co | Liquid hydrocarbon gelling agents |
US3072704A (en) * | 1954-07-12 | 1963-01-08 | Callery Chemical Co | Continuous production of trialkyl borates |
US2796443A (en) * | 1956-03-12 | 1957-06-18 | Dow Chemical Co | Method for making anhydrous alkali metal alcoholates |
US3030274A (en) * | 1957-01-18 | 1962-04-17 | Curtis Helene Ind Inc | Aluminium organic complex and antiperspirant compositions containing the same |
US2877274A (en) * | 1958-01-21 | 1959-03-10 | Du Pont | Production of sodium methoxide |
US2987537A (en) * | 1958-04-07 | 1961-06-06 | United States Borax Chem | Method of preparing alkyl borate esters |
DE1068219B (de) * | 1958-05-07 | 1959-11-05 | Farbenfabriken Bayer Aktiengesellschaft, Leverkusen-Bayerwerk | Dünnschichtverdampfer |
US3036918A (en) * | 1959-12-23 | 1962-05-29 | Borden Co | Method of stabilizing the flavor of casein |
US3119852A (en) * | 1960-08-11 | 1964-01-28 | Du Pont | Preparation of organic titanates |
US3253013A (en) * | 1961-06-14 | 1966-05-24 | Montedison Spa | Esters of metaboric acid and process for the preparation thereof |
US3292683A (en) * | 1962-10-14 | 1966-12-20 | Buchi Walter | Wiped falling film evaporator |
US3250732A (en) * | 1963-03-07 | 1966-05-10 | United States Borax Chem | Flame-resistant polyurethanes from a glyceryl borate |
US3352895A (en) * | 1964-07-09 | 1967-11-14 | Chatten Drug & Chem Co | Hydroxyaluminum glycerate and method of making same |
DE1254612C2 (de) * | 1965-11-10 | 1973-05-17 | Dynamit Nobel Ag | Verfahren zur kontinuierlichen Herstellung von Alkalialkoholaten |
US3444226A (en) * | 1966-05-02 | 1969-05-13 | Chattanooga Medicine Co | Heterocyclic aluminum compounds |
US3444292A (en) * | 1966-05-05 | 1969-05-13 | Chattanooga Medicine Co | Buffered antiperspirant compositions containing dioxalumolane and dioxaluminane compounds |
US3413325A (en) * | 1966-06-30 | 1968-11-26 | Du Pont | Alkoxyalkoxy vanadium-iv compounds and their preparation |
US3476522A (en) * | 1966-11-16 | 1969-11-04 | Crawford & Russell Inc | High viscosity reactors |
US3480596A (en) * | 1967-03-09 | 1969-11-25 | Fiber Industries Inc | Process of forming polymeric material of increased relative viscosity |
US3546280A (en) * | 1967-05-15 | 1970-12-08 | Koppers Co Inc | Process for the preparation of naphthalene disulfonic acid |
US3487095A (en) * | 1967-12-28 | 1969-12-30 | Pennwalt Corp | Octa-mu3-halo and alkoxy hexamolybdenum(ii) alkoxides |
US3629229A (en) * | 1969-02-27 | 1971-12-21 | Chatten Drug & Chem Co | Water soluble basic aluminum polyhydroxyl hydrocarbon complexes |
US3761529A (en) * | 1969-07-28 | 1973-09-25 | Ceskoslovenska Akademie Ved | Method of purifying alkali metal alkoxides |
FR2088583A5 (ja) * | 1970-04-17 | 1972-01-07 | Thann Mulhouse Prod Chim | |
US3686249A (en) * | 1970-04-24 | 1972-08-22 | Atlas Chem Ind | Method of preparing aluminum complexes of polyhydroxy compounds |
JPS5015497B1 (ja) * | 1970-12-07 | 1975-06-05 | ||
US3856839A (en) * | 1971-01-06 | 1974-12-24 | Gen Electric | Alkanedioxy titanium chelates |
US3792070A (en) * | 1971-06-24 | 1974-02-12 | Armour Pharma | Basic aluminum bromide-polyol complexes and methods of making same |
US4021464A (en) * | 1971-08-05 | 1977-05-03 | Sandoz Ltd. | Boric acid esters |
BE787153A (fr) | 1971-08-05 | 1973-02-05 | Sandoz Sa | Nouveaux esters de l'acide borique utilisables comme agents ignifugeants et leur preparation |
US3819671A (en) * | 1972-10-04 | 1974-06-25 | Oreal | Dioxaluminin and dioxaluminane compounds and their preparation |
US3929986A (en) * | 1971-12-16 | 1975-12-30 | Oreal | Antiperspirant composition containing dioxaluminin and dioxaluminane |
US4052429A (en) * | 1975-01-13 | 1977-10-04 | Merkl George C | Method of forming a compound containing aluminum and glycerol |
US4087402A (en) * | 1975-09-30 | 1978-05-02 | Kenrich Petrochemicals, Inc. | Organo-titanate chelates and their uses |
US4052428A (en) * | 1975-12-15 | 1977-10-04 | Stauffer Chemical Company | Stable aluminum alkoxide solutions |
GB1514361A (en) * | 1976-03-13 | 1978-06-14 | Tioxide Group Ltd | Titanium chelates |
JPS5390361A (en) * | 1977-01-20 | 1978-08-09 | Teijin Chem Ltd | Polycarbonate resin composition |
US4166536A (en) * | 1977-03-16 | 1979-09-04 | The Carborundum Company | Corrosive chemical containment system |
DE2726491C3 (de) * | 1977-06-11 | 1981-02-12 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur kontinuierlichen Herstellung von Alkalialkoholaten |
US4173246A (en) * | 1977-06-20 | 1979-11-06 | Sybron Corporation | Feed distributor for glassed steel wiped film evaporator |
US4230822A (en) * | 1978-10-10 | 1980-10-28 | W. R. Grace & Co. | Flame-retardant polyurethane foams |
US4288410A (en) * | 1979-04-23 | 1981-09-08 | Union Carbide Corporation | Apparatus for preparing aluminum alkoxides |
US4242271A (en) * | 1979-04-23 | 1980-12-30 | Union Carbide Corporation | Process for preparing aluminum alkoxides |
US4349494A (en) * | 1979-05-07 | 1982-09-14 | W. R. Grace & Co. | Method of making a fire-retardant product having a foamed lore and a fire-retardant protective layer |
JPS55162303A (en) * | 1979-06-06 | 1980-12-17 | Ulvac Corp | Induction heating type thin-film distillation apparatus |
DE3000782A1 (de) * | 1980-01-10 | 1981-07-16 | Wacker-Chemie GmbH, 8000 München | Verfahren zur kontinuierlichen herstellung von sioc-gruppen aufweisenden silanen oder sioc-gruppen aufweisenden polysiloxanen |
AU554151B2 (en) * | 1980-11-24 | 1986-08-07 | Glyzinc Pharmaceuticals Limited | Pharmaceutical compound and method |
US4557843A (en) * | 1981-11-09 | 1985-12-10 | Union Oil Company Of California | Boron-containing heterocyclic compounds and lubricating compositions containing the same |
US4524201A (en) * | 1981-12-28 | 1985-06-18 | Union Carbide Corporation | Reactive organo titanate catalysts |
DE3244972C1 (de) * | 1982-12-04 | 1984-02-09 | Condea Chemie GmbH, 2212 Brunsbüttel | Verfahren und Vorrichtung zur kontinuierlichen Herstellung von Aluminiumalkoholaten |
DE3337098A1 (de) * | 1983-10-12 | 1985-05-02 | Dynamit Nobel Ag, 5210 Troisdorf | Neue titanchelate und zubereitungen, die diese chelate enthalten |
DE3413212C1 (de) * | 1984-04-07 | 1985-09-12 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur Herstellung von wasserfreiem Kalium-tert.-butoxid |
US4687868A (en) * | 1984-11-05 | 1987-08-18 | Atlantic Richfield Company | Production of molybdenum dioxo dialkyleneglycolate compositions for epoxidation of olefins |
US4626596A (en) * | 1984-12-31 | 1986-12-02 | Texaco Inc. | Synthesis of molybdenum/alkylene glycol complexes useful as epoxidation catalysts |
US4681959A (en) * | 1985-04-22 | 1987-07-21 | Stauffer Chemical Company | Preparation of insoluble metal alkoxides |
DE3522904A1 (de) * | 1985-06-27 | 1987-01-08 | Dynamit Nobel Ag | Verfahren zur herstellung von orthoestern des titans, zirkons oder hafniums |
US4810810A (en) * | 1985-08-02 | 1989-03-07 | American Cyanamid Company | New organo-aluminum antiperspirant compositions |
US4767875A (en) * | 1985-09-09 | 1988-08-30 | American Cyanamid Company | Process for synthesis of aluminum coordinations compounds |
US4705764A (en) * | 1985-10-03 | 1987-11-10 | Research Development Corporation Of Japan | Esterification and/or ester interchange catalyst |
US4751318A (en) * | 1986-05-09 | 1988-06-14 | Stauffer Chemical Company | Method of making organic solvent soluble zinc alkoxy alkoxides |
US4745204A (en) * | 1986-06-05 | 1988-05-17 | International Business Machines Corporation | Process for producing aluminum alkoxide or aluminum aryloxide |
US5139976A (en) * | 1986-09-24 | 1992-08-18 | Union Carbide Coatings Service Technology Corporation | Cordierite composition and method of production |
US4835298A (en) * | 1986-09-24 | 1989-05-30 | Union Carbide Corporation | Method for producing liquid alkoxides of mixed metals |
US4722919A (en) * | 1986-10-06 | 1988-02-02 | Texaco Inc. | Synthesis of vanadium/propylene glycol complexes |
CA1287627C (en) * | 1986-11-21 | 1991-08-13 | Arthur P.G. Wright | Essentially pure polyalcohol aluminum complexes and their preparation |
SE8801377D0 (sv) * | 1988-04-14 | 1988-04-14 | Productcontrol Ltd | Foredling av organiskt material |
US5142074A (en) * | 1989-02-03 | 1992-08-25 | General Atomics | High purity copper alkoxides |
US5409683A (en) * | 1990-08-23 | 1995-04-25 | Regents Of The University Of California | Method for producing metal oxide aerogels |
JPH05278008A (ja) * | 1991-01-08 | 1993-10-26 | Mokuzai Seinou Kojo Gijutsu Kenkyu Kumiai | 改質木材の製造方法 |
JPH04239059A (ja) * | 1991-01-09 | 1992-08-26 | Sankyo Yuki Gosei Kk | 合成樹脂組成物 |
US5120805A (en) * | 1991-06-05 | 1992-06-09 | The Dow Chemical Company | Reactor with surface agitator for solution polymerization process |
US5276219A (en) * | 1992-11-06 | 1994-01-04 | Fmc Corporation | Preparation of lithium alkoxides |
WO1995008524A1 (en) * | 1993-09-23 | 1995-03-30 | Pharmaserve Limited | Zinc glycerolate manufacture |
US5914417A (en) * | 1995-01-03 | 1999-06-22 | H.C. Starck Gmbh & Co. Kg | Nb, Ta and Ti salt solutions and processes for the production and use thereof |
US5710086A (en) * | 1996-03-20 | 1998-01-20 | General Electric Company | Titanate catalysts |
JP3441344B2 (ja) * | 1997-08-11 | 2003-09-02 | 高砂香料工業株式会社 | 光学活性チタンアルコキシド錯体の製造方法 |
AUPP027497A0 (en) * | 1997-11-07 | 1997-12-04 | Sustainable Technologies Australia Limited | Preparation of metal alkoxides |
US6350395B1 (en) * | 1997-12-18 | 2002-02-26 | The Dow Chemical Company | Stabilizer composition |
JP2000080283A (ja) * | 1998-09-02 | 2000-03-21 | Teijin Chem Ltd | 難燃性樹脂組成物 |
JP4006892B2 (ja) * | 1999-05-28 | 2007-11-14 | 株式会社高純度化学研究所 | ニオブ、タンタルとアルカリ土類金属との液体ダブルアルコキシドの製法及びそれを用いた複合酸化物誘電体の製法 |
DE19954635A1 (de) * | 1999-11-13 | 2001-05-17 | Degussa | Verfahren zur Herstellung von Alkoxysilanen |
DE19959153A1 (de) * | 1999-12-08 | 2001-06-21 | Basf Ag | Verfahren zur Herstellung von Alkalimethylaten |
JP2001323271A (ja) * | 2000-05-11 | 2001-11-22 | Kanegafuchi Chem Ind Co Ltd | 難燃剤 |
US6444862B1 (en) * | 2000-05-30 | 2002-09-03 | Mine Safety Appliances Company | Synthesis and isolation of metal alkoxides |
US6603033B2 (en) * | 2001-01-19 | 2003-08-05 | Korea Institute Of Science And Technology | Organotitanium precursors for chemical vapor deposition and manufacturing method thereof |
DE10113169A1 (de) * | 2001-03-19 | 2002-09-26 | Starck H C Gmbh | Verfahren zur Herstellung von Tantal- und Niobalkoholaten |
US6682591B2 (en) * | 2001-11-09 | 2004-01-27 | Xerox Corporation | Aqueous ink compositions containing borate esters |
US6585816B1 (en) * | 2001-11-09 | 2003-07-01 | Xerox Corporation | Phase change inks containing borate esters |
AU2002354084A1 (en) * | 2001-12-04 | 2003-06-17 | Mitsubishi Chemical Corporation | Process for producing (meth) acrylic acid compound |
AU2003205356A1 (en) * | 2002-01-28 | 2003-09-02 | Federal Process Corporation | Alcohol and glycol modified aluminum tri-alkoxide complexes |
JP4656807B2 (ja) * | 2002-05-24 | 2011-03-23 | 株式会社日本触媒 | 難燃性エポキシ樹脂硬化用組成物、並びに、その製造方法及びそれを含有してなる成形体 |
US7341976B2 (en) * | 2002-10-16 | 2008-03-11 | Conocophillips Company | Stabilized boehmite-derived catalyst supports, catalysts, methods of making and using |
DE10309385B4 (de) * | 2003-03-03 | 2007-01-18 | Clariant Produkte (Deutschland) Gmbh | Flammschutzmittel-Stabilisator-Kombination für thermoplastische Polymere und ihre Verwendung sowie flammfest ausgerüstete Kunststoff-Formmassen |
US20040198069A1 (en) * | 2003-04-04 | 2004-10-07 | Applied Materials, Inc. | Method for hafnium nitride deposition |
DE102005052444A1 (de) * | 2005-08-27 | 2007-03-01 | H.C. Starck Gmbh | Verfahren zur Herstellung hochreiner Zirkonium-, Hafnium-, Tantal- und Niobalkoxide |
DE102007025904A1 (de) * | 2007-06-01 | 2008-12-04 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Alkalimetallalkoholaten |
US20090134369A1 (en) * | 2007-11-26 | 2009-05-28 | Applied Nanoworks, Inc. | Metal alkoxides, apparatus for manufacturing metal alkoxides, related methods and uses thereof |
-
2008
- 2008-10-31 US US12/262,851 patent/US20090134369A1/en not_active Abandoned
- 2008-11-05 CA CA2705456A patent/CA2705456C/en active Active
- 2008-11-05 EP EP08853241A patent/EP2217387A4/en not_active Withdrawn
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- 2008-11-05 JP JP2010534997A patent/JP5526034B2/ja not_active Expired - Fee Related
- 2008-11-05 KR KR1020107013711A patent/KR101597125B1/ko active IP Right Grant
-
2010
- 2010-03-25 US US12/731,775 patent/US8877131B2/en active Active
- 2010-03-25 US US12/731,524 patent/US8262867B2/en active Active
- 2010-03-25 US US12/731,693 patent/US9028768B2/en active Active
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- 2013-10-11 JP JP2013213781A patent/JP5665942B2/ja not_active Expired - Fee Related
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50102957U (ja) * | 1974-01-30 | 1975-08-25 | ||
JPS58185531A (ja) * | 1982-04-07 | 1983-10-29 | エフ・エム・シ−・コ−ポレ−シヨン | 連続アルコキシド化法 |
JPH01199933A (ja) * | 1987-12-10 | 1989-08-11 | Solvay & Cie | 極めて純粋なd(−)−3−ヒドロキシブタン酸の製造方法 |
JP2003089680A (ja) * | 2001-02-02 | 2003-03-28 | Nippon Shokubai Co Ltd | 芳香族化合物の製造方法 |
JP2005517697A (ja) * | 2002-02-15 | 2005-06-16 | ロデイア・シミ | 高純度のオルト−ジヒドロキシベンジル化合物の液体組成物の製造方法及び該組成物 |
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US8262867B2 (en) | 2012-09-11 |
US20100179339A1 (en) | 2010-07-15 |
JP2011504880A (ja) | 2011-02-17 |
KR20100091226A (ko) | 2010-08-18 |
CA2705456C (en) | 2016-03-29 |
US20100178218A1 (en) | 2010-07-15 |
CA2918028A1 (en) | 2009-06-04 |
US20090134369A1 (en) | 2009-05-28 |
JP2014031519A (ja) | 2014-02-20 |
KR101597125B1 (ko) | 2016-02-24 |
EP2217387A1 (en) | 2010-08-18 |
JP5526034B2 (ja) | 2014-06-18 |
JP5665942B2 (ja) | 2015-02-04 |
US20100178220A1 (en) | 2010-07-15 |
CA2918028C (en) | 2017-10-24 |
WO2009070420A1 (en) | 2009-06-04 |
EP2217387A4 (en) | 2011-08-24 |
US9028768B2 (en) | 2015-05-12 |
CA2705456A1 (en) | 2009-06-04 |
US8877131B2 (en) | 2014-11-04 |
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