WO2014157677A3 - 触媒金属ナノ粒子含有複合体及びその利用 - Google Patents

触媒金属ナノ粒子含有複合体及びその利用 Download PDF

Info

Publication number
WO2014157677A3
WO2014157677A3 PCT/JP2014/059312 JP2014059312W WO2014157677A3 WO 2014157677 A3 WO2014157677 A3 WO 2014157677A3 JP 2014059312 W JP2014059312 W JP 2014059312W WO 2014157677 A3 WO2014157677 A3 WO 2014157677A3
Authority
WO
WIPO (PCT)
Prior art keywords
catalytic metal
same
composite
metal nanoparticles
catalyst
Prior art date
Application number
PCT/JP2014/059312
Other languages
English (en)
French (fr)
Other versions
WO2014157677A2 (ja
Inventor
有澤　光弘
周東　智
尚亨 星谷
聡史 新井
Original Assignee
独立行政法人科学技術振興機構
株式会社フルヤ金属
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 独立行政法人科学技術振興機構, 株式会社フルヤ金属 filed Critical 独立行政法人科学技術振興機構
Priority to EP14774636.6A priority Critical patent/EP2985078A4/en
Priority to US14/780,616 priority patent/US10287260B2/en
Priority to CN201480018494.4A priority patent/CN105408021B/zh
Priority to JP2015508795A priority patent/JP6005259B2/ja
Priority to KR1020157031059A priority patent/KR101793110B1/ko
Publication of WO2014157677A2 publication Critical patent/WO2014157677A2/ja
Publication of WO2014157677A3 publication Critical patent/WO2014157677A3/ja

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
    • C07D295/033—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to carbocyclic rings
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B01J23/462—Ruthenium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B01J23/464—Rhodium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B01J23/468—Iridium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/48—Silver or gold
    • B01J23/52—Gold
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/74—Iron group metals
    • B01J23/745—Iron
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/74—Iron group metals
    • B01J23/75—Cobalt
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/74—Iron group metals
    • B01J23/755—Nickel
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/20—Catalysts, in general, characterised by their form or physical properties characterised by their non-solid state
    • B01J35/23—Catalysts, in general, characterised by their form or physical properties characterised by their non-solid state in a colloidal state
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B01J35/391—Physical properties of the active metal ingredient
    • B01J35/393—Metal or metal oxide crystallite size
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B37/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
    • C07B37/04—Substitution
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/023—Preparation; Separation; Stabilisation; Use of additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
    • B01J2231/4211—Suzuki-type, i.e. RY + R'B(OR)2, in which R, R' are optionally substituted alkyl, alkenyl, aryl, acyl and Y is the leaving group
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
    • B01J2231/4255—Stille-type, i.e. RY + R'3SnR'', in which R is alkenyl, aryl, R' is alkyl and R'' is alkenyl or aryl
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
    • B01J2231/4261—Heck-type, i.e. RY + C=C, in which R is aryl
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
    • B01J2231/4266—Sonogashira-type, i.e. RY + HC-CR' triple bonds, in which R=aryl, alkenyl, alkyl and R'=H, alkyl or aryl
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4277—C-X Cross-coupling, e.g. nucleophilic aromatic amination, alkoxylation or analogues
    • B01J2231/4283—C-X Cross-coupling, e.g. nucleophilic aromatic amination, alkoxylation or analogues using N nucleophiles, e.g. Buchwald-Hartwig amination
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/165—Polymer immobilised coordination complexes, e.g. organometallic complexes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nanotechnology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • Composite Materials (AREA)
  • General Physics & Mathematics (AREA)
  • Physics & Mathematics (AREA)
  • Inorganic Chemistry (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Dispersion Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

SAPdに比べて、クロスカップリング(CC)反応の活性は同等であり、触媒金属の反応生成物への混入量を低減でき、かつ繰り返し使用回数を向上できる材料の提供。Pd以外の触媒金属を用いた、Pdの場合と同様のCC反応活性を有する触媒又は触媒前駆体の提供。金等の担体を用いず、またはピラニア溶液を用いずに、Pd及びPd以外の触媒金属を用いて同様のCC反応活性を有する触媒又は触媒前駆体を提供する。炭素数２～６の範囲のアルキレン基単位及びフェニレン基単位の重合体からなる連続相(アルキレン基単位はフェニレン基単位の少なくとも１及び４位に結合する)に触媒金属ナノ粒子が分散した複合体。触媒金属ナノ粒子の粒子径が２０ｎｍ以下である。基板及びこの基板の表面に設けた前記複合体を含む複合構造体。基板表面上で、触媒金属化合物の存在下で、２以上のアルキル基を有するベンゼン化合物（２つのアルキル基は１及び４位にある）を脱水素縮合させて前記複合体を形成する、複合構造体の製造方法。
PCT/JP2014/059312 2013-03-28 2014-03-28 触媒金属ナノ粒子含有複合体及びその利用 WO2014157677A2 (ja)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP14774636.6A EP2985078A4 (en) 2013-03-28 2014-03-28 Composite containing catalytic metal nanoparticles, and use for same
US14/780,616 US10287260B2 (en) 2013-03-28 2014-03-28 Composite containing catalytic metal nanoparticles, and use for same
CN201480018494.4A CN105408021B (zh) 2013-03-28 2014-03-28 含催化剂金属纳米颗粒的复合体及其应用
JP2015508795A JP6005259B2 (ja) 2013-03-28 2014-03-28 触媒金属ナノ粒子含有複合体及びその利用
KR1020157031059A KR101793110B1 (ko) 2013-03-28 2014-03-28 촉매금속 나노입자 함유 복합체 및 그의 이용

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2013069471A JP2016028795A (ja) 2013-03-28 2013-03-28 触媒金属ナノ粒子含有複合体及びその利用
JP2013-069471 2013-03-28

Publications (2)

Publication Number Publication Date
WO2014157677A2 WO2014157677A2 (ja) 2014-10-02
WO2014157677A3 true WO2014157677A3 (ja) 2014-11-27

Family

ID=51625572

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2014/059312 WO2014157677A2 (ja) 2013-03-28 2014-03-28 触媒金属ナノ粒子含有複合体及びその利用

Country Status (6)

Country Link
US (1) US10287260B2 (ja)
EP (1) EP2985078A4 (ja)
JP (2) JP2016028795A (ja)
KR (1) KR101793110B1 (ja)
CN (1) CN105408021B (ja)
WO (1) WO2014157677A2 (ja)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016028795A (ja) 2013-03-28 2016-03-03 国立研究開発法人科学技術振興機構 触媒金属ナノ粒子含有複合体及びその利用
JP6473101B2 (ja) * 2016-06-09 2019-02-20 国立研究開発法人科学技術振興機構 触媒金属ナノ粒子含有複合体及びその利用
JP7193071B2 (ja) * 2017-02-08 2022-12-20 国立大学法人東海国立大学機構 蛍光発光材料および紫外線吸収剤
KR102416145B1 (ko) * 2017-08-01 2022-07-04 현대자동차주식회사 연료전지 전극용 나노 촉매 제조방법
EP3717465A1 (en) 2017-11-30 2020-10-07 Step Pharma S.A.S. Compounds
US11655246B2 (en) 2017-11-30 2023-05-23 Step Pharma S.A.S. Aminothiazole compounds as inhibitors of CTPS1
EP3492454A1 (en) * 2017-11-30 2019-06-05 Step Pharma S.A.S. Compounds
EP3870574B1 (en) 2018-10-23 2023-01-04 Step Pharma S.A.S. Aminopyrimidine/pyrazine derivatives as ctps1 inhibitors
CN111939982A (zh) * 2020-08-20 2020-11-17 河南师范大学 基于聚离子液体的双金属催化剂的制备方法及其应用

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006205105A (ja) * 2005-01-31 2006-08-10 Japan Science & Technology Agency 高分子固定化遷移金属触媒の製法
JP2009509776A (ja) * 2005-09-13 2009-03-12 スリーエム イノベイティブ プロパティズ カンパニー 多層ナノ構造フィルム
JP2009541963A (ja) * 2006-06-28 2009-11-26 ソルヴェイ・ソレクシス・エッセ・ピ・ア 燃料電池用途の触媒−ポリマー液状分散体
WO2011010610A1 (ja) * 2009-07-21 2011-01-27 国立大学法人北海道大学 触媒前駆体、その製造方法、その使用方法及びそれを用いたリアクター

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS425023Y1 (ja) 1964-03-17 1967-03-15
IT1399202B1 (it) * 2010-03-30 2013-04-11 Corbelli Metodo per la produzione di manufatti elastomerici funzionalizzati e manufatti cosi' ottenuti
JP2013069471A (ja) 2011-09-21 2013-04-18 Toyota Motor Corp 電源装置の冷却構造
JP2016028795A (ja) 2013-03-28 2016-03-03 国立研究開発法人科学技術振興機構 触媒金属ナノ粒子含有複合体及びその利用

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006205105A (ja) * 2005-01-31 2006-08-10 Japan Science & Technology Agency 高分子固定化遷移金属触媒の製法
JP2009509776A (ja) * 2005-09-13 2009-03-12 スリーエム イノベイティブ プロパティズ カンパニー 多層ナノ構造フィルム
JP2009541963A (ja) * 2006-06-28 2009-11-26 ソルヴェイ・ソレクシス・エッセ・ピ・ア 燃料電池用途の触媒−ポリマー液状分散体
WO2011010610A1 (ja) * 2009-07-21 2011-01-27 国立大学法人北海道大学 触媒前駆体、その製造方法、その使用方法及びそれを用いたリアクター

Also Published As

Publication number Publication date
US20160152583A1 (en) 2016-06-02
CN105408021B (zh) 2018-06-15
JP2016028795A (ja) 2016-03-03
CN105408021A (zh) 2016-03-16
EP2985078A4 (en) 2017-02-08
JPWO2014157677A1 (ja) 2017-02-16
US10287260B2 (en) 2019-05-14
EP2985078A2 (en) 2016-02-17
KR20160013008A (ko) 2016-02-03
JP6005259B2 (ja) 2016-10-12
WO2014157677A2 (ja) 2014-10-02
KR101793110B1 (ko) 2017-11-02

Similar Documents

Publication Publication Date Title
WO2014157677A3 (ja) 触媒金属ナノ粒子含有複合体及びその利用
Jiang et al. Copper-Based Coordination Polymer Nanostructure for Visible Light Photocatalysis.
Zhao et al. Defect-Rich Ultrathin ZnAl-Layered Double Hydroxide Nanosheets for Efficient Photoreduction of CO2 to CO with Water.
Sun et al. A general chelate-assisted co-assembly to metallic nanoparticles-incorporated ordered mesoporous carbon catalysts for Fischer–Tropsch synthesis
CA2910375C (en) Catalyst and electrode catalyst layer for fuel cell having the catalyst
MX2017017147A (es) Compuestos catalizadores para automotores en capas.
WO2013028046A3 (ko) 미소 캡슐을 구비한 세퍼레이터 및 이를 구비한 전기화학소자
WO2013114254A3 (en) Novel materials and methods for dispersing nano particles in matrices with high quantum yields and stability
BR112014019211A8 (pt) Processo de produção de um pó metálico e um compacto de pó e um pó e um compacto de pó feito partindo do mesmo
CL2013002236A1 (es) Método para recubrir un substrato, donde se mezcla substrato y un material de recubrimiento en un primer mezclador, se transfiere la mezcla a un primer reactor, se mezcla el substrato recubierto con un segundo material en segundo mezclador, y se transfiere a segundo reactor; y sistema para recubrir substrato.
WO2012118736A3 (en) Gas purification process utilizing engineered small particle adsorbents
WO2012170297A3 (en) Nickel form for preparation of catalytic nickel-ligand complexes
WO2011153390A3 (en) Carrier for ethylene oxide catalysts
BR112013007376A2 (pt) método para alimentação de um composto antiestático a uma reação de polimerização.
WO2011140513A3 (en) Patterned nanowires
WO2011096998A8 (en) Dehydrogenation process and process of production of cyclohexylbenzene
Liu et al. Metal-organic frameworks for heterogeneous catalysis
WO2011126798A3 (en) Conversion of butylene to propylene under olefin metathesis conditions
WO2014001412A3 (de) Katalysatorbeschichtung und verfahren für die umwandlung von oxygenaten zu olefinen
EA201391410A1 (ru) Катализатор гидроочистки и способ изготовления углеводородного масла
Zhang et al. Insight into the effective aerobic oxidative cross-esterification of alcohols over Au/porous boron nitride catalyst
WO2012122339A3 (en) Thermochemical structuring of matrix components for fcc catalysts
WO2014062359A3 (en) Catalyst support structure, catalyst including the structure, reactor including a catalyst, and methods of forming same
WO2014079142A8 (zh) 一种复合氧化物、其制造方法及其应用
WO2014001411A3 (de) Verfahren für die umwandlung von oxygenaten zu olefinen

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 201480018494.4

Country of ref document: CN

121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 14774636

Country of ref document: EP

Kind code of ref document: A2

DPE1 Request for preliminary examination filed after expiration of 19th month from priority date (pct application filed from 20040101)
ENP Entry into the national phase

Ref document number: 2015508795

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 2014774636

Country of ref document: EP

ENP Entry into the national phase

Ref document number: 20157031059

Country of ref document: KR

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 14780616

Country of ref document: US