JP2006506217A - 過酸化水素製造中の有機化学物質の酸化 - Google Patents
過酸化水素製造中の有機化学物質の酸化 Download PDFInfo
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- JP2006506217A JP2006506217A JP2004522934A JP2004522934A JP2006506217A JP 2006506217 A JP2006506217 A JP 2006506217A JP 2004522934 A JP2004522934 A JP 2004522934A JP 2004522934 A JP2004522934 A JP 2004522934A JP 2006506217 A JP2006506217 A JP 2006506217A
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-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B15/00—Peroxides; Peroxyhydrates; Peroxyacids or salts thereof; Superoxides; Ozonides
- C01B15/01—Hydrogen peroxide
- C01B15/029—Preparation from hydrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/06—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the liquid phase
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/08—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase
- C07D301/10—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase with catalysts containing silver or gold
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y99/00—Subject matter not provided for in other groups of this subclass
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Epoxy Compounds (AREA)
- Pyridine Compounds (AREA)
- Pyrane Compounds (AREA)
- Indole Compounds (AREA)
Abstract
Description
攪拌機構を具えた反応器に対して、0.086グラム(g)のチタンシリカライト−1(TS−1)と、本出願人の特許文献3にしたがって製造され、0.7重量%のPdを含有する粉末化されたパラジウム(Pd)・オン・カーボンのナノ触媒0.23gと、50gのメタノールとを装填する。次に32gのプロピレンを用いて反応器を加圧し、1400psigの圧力(67032パスカル)および45℃の温度を有する制御された条件に上昇させる。液体供給物および固体触媒の混合物をかき回して、良好に混合されたスラリーを形成した。このスラリー中に、0.1モル/時間の水素および3.3モル/時間の酸素を連続的に供給する。それは、総ガス供給物を基準として3モル%水素の平均供給濃度である。この濃度は、水素/酸素混合物の引火下限よりも低く、したがって安全な組成である。
攪拌機構を具えた反応器に対して、本出願人の特許文献3にしたがって製造され、0.7重量%のPdを含有する粉末化されたパラジウム(Pd)・オン・カーボンのナノ触媒0.23gを装填する。50gのメタノールを反応器に装填する。液体供給物および固体触媒をかき回して、良好に混合されたスラリーを形成する。このスラリー中に0.1モル/時間の水素および3.3モル/時間の酸素を連続的に供給する。それは、総ガス供給物を基準として3モル%水素の平均供給濃度である。この濃度は、水素/酸素混合物の引火下限よりも低く、したがって安全な組成である。次に、反応器を、1400psigの圧力(67032パスカル)および45℃の温度の条件に制御する。
Claims (22)
- インサイチューで生成される過酸化水素酸化剤による有機化学品の酸化方法であって、
溶媒、水素および酸素反応剤および少なくとも1つの酸化可能な有機化学品を含む供給流を、担持された貴金属触媒のナノメートルサイズの結晶と接触する酸化条件下の容器中に導入する工程であって、前記担持された貴金属触媒のナノメートルサイズの結晶は前記容器内に包含され、かつ110および/または220タイプの結晶面を主として有する露出を含む貴金属結晶の面を有し、ここで前記水素および酸素は前記過酸化水素酸化剤へと実質的に添加され、および前記有機化学品は前記過酸化水素生成物と接触してインサイチューで酸化される工程と;
該方法の生成物を分離し、および分離された酸化された有機化学品生成物、触媒、溶媒、未変換の有機化学品、水素および酸素を回収する工程と
を含むことを特徴とする方法。 - チタンシリカライト;テルル、ホウ素、ゲルマニウムおよびニオブの1つまたは複数を含有するチタンをベースとするゼオライト触媒;ゼオライトベータの構造と同形であるケイ素(Si)およびチタン(Ti)を含有する触媒;アルミノリン酸チタン(TAPO);クロムおよび鉄を組み込まれたアルミノリン酸シリカ(SAPO)、鉄で置換されたシリコタングステン酸塩、ゼオライトで被包されたピコリン酸バナジウムペルオキソ錯体;TiO2、MoO3、WO3および置換シリカキセロゲルを含む金属酸化物;亜鉛を含有するポリオキソメタレート、メチルトリオキソレニウム、金属ポルフィリン、モリブデン−バナジウム−リン酸塩化合物およびクロムを含有するヘテロポリタングステン酸からなる群から選択される有機化学品酸化触媒を含む第2の触媒をさらに含むことを特徴とする請求項1に記載の方法。
- 回収された触媒、溶媒、未変換の有機化学品、水素および酸素の1つまたは複数が、前記容器へと再循環されることを特徴とする請求項1に記載の方法。
- 前記溶媒は、水、アルコール類、ケトン類、アルデヒド類、エステル類、芳香族類、窒素含有化合物類およびそれらの混合物を含むことを特徴とする請求項1の方法。
- 前記溶媒は、好ましくはアルコール類を含むことを特徴とする請求項1に記載の方法。
- 前記酸素は、空気および酸素濃縮空気を含むことを特徴とする請求項1に記載の方法。
- 前記容器に導入される水素の濃度を、5モル%未満の水素の引火限界未満に維持することを特徴とする請求項1に記載の方法。
- 前記容器に導入される水素の濃度を、5モル%より高く維持することを特徴とする請求項1に記載の方法。
- 前記貴金属触媒は、微粒子担体材料上に堆積されるパラジウム、白金、金、イリジウム、オスミウム、ロジウムまたはルテニウムおよびそれらの混合物を含み、0.01〜10重量%の貴金属を含有し、および20〜1500m2/gの全表面積を有することを特徴とする請求項1に記載の方法。
- 前記貴金属触媒はパラジウムと白金との混合物を含むことを特徴とする請求項9に記載の方法。
- 前記酸化条件は、0〜100℃の温度および50〜3,000psigの圧力(2,394〜143,640パスカル)を含むことを特徴とする請求項1に記載の方法。
- 前記酸化可能な有機化学品は、アルカン類、ハロアルケン類を含むアルケン類、オレフィン性不飽和アルコール類を含むアルコール類、脂環式ケトン類を含むカルボニル類、芳香族化学品、不飽和脂肪酸を含む不飽和カルボン酸類およびエステル類、糖類、置換芳香族類を含む芳香族化学品類、芳香族および脂肪族窒素化合物類、酸素および硫黄ヘテロ環類、アミノ化合物類、脂肪族スルフィド類、ヒドラゾ化合物類および不飽和ポリマー類からなる群から選択されることを特徴とする請求項1に記載の方法。
- 生成する酸化された生成物は、カルボニル類、カルボン酸類、アルコール類、有機スルホキシド類、窒素酸化物類、エポキシド類およびヒドロキシル化された芳香族類を含むことを特徴とする請求項1に記載の方法。
- 直接的に生成される過酸化水素中間体を酸化剤として用いる有機化学品原料の選択的酸化のための2段階の方法であって、
溶媒とともに、水素および酸素含有ガスを、酸化条件下の第1の特定の担持され相制御された貴金属触媒を包含する触媒反応器中へと供給し、過酸化水素中間体が形成される工程であって、前記触媒は、主として110および/または220タイプの結晶面を有する露出を含む貴金属結晶の面を有する貴金属触媒の担持された結晶のナノメートルサイズの粒子を含有する工程と;
前記ヒドロベルオキシド中間体を分離および回収する工程と;
反応混合物の1〜30重量%を構成するのに充分な量の前記過酸化水素中間体に加えて、有機化学品原料および溶媒を、酸化条件下の有機化学品酸化触媒を含む第2の触媒を包含する第2の触媒反応器中に導入し、そして前記化学品原料を酸化して、酸化された有機化学品生成物を与える工程と;
前記第2の触媒および未使用の溶媒を、酸化された有機生成物から分離する工程と;
前記方法から前記酸化された有機化学品生成物を回収する工程と
を含むことを特徴とする方法。 - 前記第1の触媒は、20〜1500m2/gの全表面積を有する微粒子担体材料;および前記微粒子担体上に制御可能に堆積された0.1〜10重量%の貴金属を含み、前記貴金属は、前記微粒子担体上の、それぞれ0.5〜100ナノメートル(nm)の大きさを有する微小結晶の広い分布を有し、および前記金属結晶上に規則正しい線状整列パターンにおいて露出される貴金属の原子を有して、少なくとも大部分の前記貴金属結晶は110および/または220の相露出を有し、前記貴金属は、単独または白金、金、イリジウム、オスミウム、ロジウムおよびルテニウムの1つまたは複数との組合せにおいて、パラジウムを含むことを特徴とする請求項14に記載の方法。
- 前記第2の触媒は、チタンシリカライト、テルル、ホウ素、ゲルマニウムおよびニオブの1つまたは複数を含有するチタンをベースとするゼオライト触媒;ゼオライトベータの構造と同形であるケイ素(Si)およびチタン(Ti)を含有する触媒、アルミノリン酸チタン(TAPO)、クロムおよび鉄を組み込まれるアルミノリン酸シリカ(SAPO)、鉄で置換されるシリコタングステン酸塩、ゼオライトで被包されるピコリン酸バナジウムペルオキソ錯体、TiO2、MoO3、WO3および置換されたシリカキセロゲルを含む金属酸化物、亜鉛を含有するポリオキソメタレート、メチルトリオキソレニウム、金属ポルフィリン、モリブデン−バナジウム−リン酸塩化合物およびクロムを含有するヘテロポリタングステン酸塩からなる群から選択されることを特徴とする請求項14に記載の方法。
- 前記有機化学品は、アルカン類、ハロアルケン類を含むアルケン類、オレフィン性不飽和アルコール類を含むアルコール類、脂環式ケトン類を含むカルボニル類、芳香族化学品、不飽和脂肪酸を含む不飽和カルボン酸類およびエステル類、糖類、置換芳香族類を含む芳香族化学品、芳香族および脂肪族窒素化合物類、酸素および硫黄ヘテロ環類、アミノ化合物類、脂肪族スルフィド類、ヒドラゾ化合物類および不飽和ポリマー類からなる群から選択されることを特徴とする請求項14に記載の方法。
- 前記生成される酸化された有機化学品生成物は、カルボニル類、カルボン酸類、アルコール類、有機スルホキシド類、窒素酸化物類、エポキシド類、およびヒドロキシル化された芳香族類を含むことを特徴とする請求項14に記載の方法。
- 前記第1反応器の酸化条件は、0〜100℃の温度および300〜3,000psigの圧力(14,364〜143,640パスカル)を含むことを特徴とする請求項14に記載の方法。
- 前記第2反応器の酸化条件は、0〜150℃の温度および15〜1,500psigの圧力(718〜71,820パスカル)を含むことを特徴とする請求項14に記載の方法。
- 前記溶媒は、水、アルコール類、ケトン類、アルデヒド類、エステル類、芳香族類、窒素含有化合物およびそれらの混合物を含むことを特徴とする請求項14に記載の方法。
- 前記過酸化水素中間体の分離を溶媒の除去によって実施し、それによって濃縮された過酸化水素中間体供給流を回収し、そして第2段階の反応器へと通すことを特徴とする請求項14に記載の方法。
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- 2002-10-11 EP EP02807617A patent/EP1461328B1/en not_active Expired - Lifetime
- 2002-10-11 DE DE60217548T patent/DE60217548T8/de active Active
- 2002-10-11 KR KR1020087005848A patent/KR100881610B1/ko active IP Right Grant
- 2002-10-11 WO PCT/US2002/032623 patent/WO2004009570A1/en active IP Right Grant
- 2002-10-11 AU AU2002368106A patent/AU2002368106A1/en not_active Abandoned
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007528295A (ja) * | 2004-03-09 | 2007-10-11 | ライオンデル ケミカル テクノロジー、 エル.ピー. | 酸化反応用のポリマーカプセル化したチタンゼオライト |
JP2006321673A (ja) * | 2005-05-18 | 2006-11-30 | Sumitomo Chemical Co Ltd | 過酸化水素の製造方法 |
JP4655755B2 (ja) * | 2005-05-18 | 2011-03-23 | 住友化学株式会社 | 過酸化水素の製造方法 |
Also Published As
Publication number | Publication date |
---|---|
KR20080030116A (ko) | 2008-04-03 |
WO2004009570A1 (en) | 2004-01-29 |
DE60217548T8 (de) | 2008-02-07 |
CN1602303A (zh) | 2005-03-30 |
US6500969B1 (en) | 2002-12-31 |
EP1461328A4 (en) | 2005-06-08 |
DE60217548T2 (de) | 2007-10-25 |
AU2002368106A1 (en) | 2004-02-09 |
KR20040080435A (ko) | 2004-09-18 |
DE60217548D1 (de) | 2007-02-22 |
KR100881610B1 (ko) | 2009-02-04 |
EP1461328A1 (en) | 2004-09-29 |
EP1461328B1 (en) | 2007-01-10 |
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