CN104722334B - 一种钯鱼精蛋白纳米粒子及其制备方法 - Google Patents
一种钯鱼精蛋白纳米粒子及其制备方法 Download PDFInfo
- Publication number
- CN104722334B CN104722334B CN201510061153.1A CN201510061153A CN104722334B CN 104722334 B CN104722334 B CN 104722334B CN 201510061153 A CN201510061153 A CN 201510061153A CN 104722334 B CN104722334 B CN 104722334B
- Authority
- CN
- China
- Prior art keywords
- nucleoprotamine
- palladium
- preparation
- nanoparticle
- palladium salt
- Prior art date
- Legal status (The legal status 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 status listed.)
- Active
Links
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 title claims abstract description 54
- 239000002105 nanoparticle Substances 0.000 title claims abstract description 38
- 108010016290 deoxyribonucleoprotamine Proteins 0.000 title claims abstract description 35
- 229910052763 palladium Inorganic materials 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 150000002940 palladium Chemical class 0.000 claims abstract description 13
- 238000003756 stirring Methods 0.000 claims abstract description 8
- 238000005406 washing Methods 0.000 claims abstract description 7
- 239000000126 substance Substances 0.000 claims abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 46
- 235000019441 ethanol Nutrition 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- 239000013049 sediment Substances 0.000 claims description 6
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical group Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 claims description 5
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 claims description 3
- 238000004090 dissolution Methods 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 abstract description 10
- 230000003197 catalytic effect Effects 0.000 abstract description 9
- 238000000034 method Methods 0.000 abstract description 3
- 230000033228 biological regulation Effects 0.000 abstract description 2
- 239000002245 particle Substances 0.000 abstract description 2
- 238000011160 research Methods 0.000 abstract description 2
- 238000001035 drying Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 230000006641 stabilisation Effects 0.000 abstract 1
- 238000011105 stabilization Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 28
- 238000006555 catalytic reaction Methods 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002086 nanomaterial Substances 0.000 description 7
- 238000000926 separation method Methods 0.000 description 7
- 239000002184 metal Substances 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- -1 as shown in Figure 1 Substances 0.000 description 4
- 239000012046 mixed solvent Substances 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- 238000004440 column chromatography Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910000510 noble metal Inorganic materials 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- YCOXTKKNXUZSKD-UHFFFAOYSA-N as-o-xylenol Natural products CC1=CC=C(O)C=C1C YCOXTKKNXUZSKD-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- SNHMUERNLJLMHN-UHFFFAOYSA-N iodobenzene Chemical compound IC1=CC=CC=C1 SNHMUERNLJLMHN-UHFFFAOYSA-N 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 description 2
- 239000010948 rhodium Substances 0.000 description 2
- RUHKUUFAKLLDEY-UHFFFAOYSA-N FC(C1=CC=CC=C1)(F)F.[Br] Chemical compound FC(C1=CC=CC=C1)(F)F.[Br] RUHKUUFAKLLDEY-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 239000002082 metal nanoparticle Substances 0.000 description 1
- 239000013528 metallic particle Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- LBBMOAOCCQOIAQ-UHFFFAOYSA-N methoxy(phenyl)borinic acid Chemical compound COB(O)C1=CC=CC=C1 LBBMOAOCCQOIAQ-UHFFFAOYSA-N 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002114 nanocomposite Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Landscapes
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本发明公开了一种钯鱼精蛋白纳米粒子及其制备方法,本发明中将一定量的钯盐和适量的鱼精蛋白混合,在一定温度、一定时间下搅拌,经离心分离,洗涤,干燥制得相应的钯盐‑鱼精蛋白纳米颗粒;制备过程简单,成本低,设备投资少,适合大量生产。本发明成功实现了钯盐‑鱼精蛋白纳米颗粒的制备,以及对粒径的大小的有效调控,获得了粒径均一的钯盐‑鱼精蛋白纳米颗粒,其具有优异的物理化学性能。催化性能研究表明:本方法制备的钯盐‑鱼精蛋白纳米颗粒作为催化剂具有良好的催化活性,产率达90%以上,且性能稳定,因此该纳米颗粒在催化领域有广阔的应用前景。
Description
技术领域
本发明涉及金属纳米催化领域,特别是指一种钯鱼精蛋白纳米粒子及其制备方法。
背景技术
纳米材料是指在一维、二维或三维空间中至少有一维处于纳米尺度范围(1~100nm)或由它们作为基本单元构成的材料,属于胶体粒子的范畴,大约相当于10-100个原子紧密排列在一起的尺度。纳米材料按照其物质组成和结构特点,可以分为金属纳米材料、无机非金属纳米材料、有机高分子纳米材料和复合纳米材料。在这些纳米材料中,金属纳米材料尤其受到关注,这是因为在元素周期表中,金属占据三分之二左右。
贵金属催化剂广泛应用于石油化工、精细化工、环保催化、生命及生物化学领域。例如,用于氧化反应的Ag和Au催化剂,用于烯烃选择性加氢的Rh催化剂。研究表明,这些贵金属颗粒往往以纳米级形式存在于催化剂中,此时催化剂表现出非常高的催化性和选择性。这是因为纳米粒子尺寸小,表面原子所占的百分数大,活性中心数目多,晶体周期性的边界条件被破坏,表面具有很高的表面能且表面原子的活性增强,原子变得很活跃能够与其它原子很快结合。同时,关于纳米粒子的表面形态的研究指出,随着粒径的减小,表面光滑程度降低,形成了凹凸不平的原子台阶,这就增加了化学反应的接触面,从而提高了催化剂的有效利用率。
贵金属主要指金、银和铂族金属(钌、铑、钯、锇、铱、铂)等8种金属元素。这些金属大多数拥有美丽的色泽,对化学药品的抵抗力相当大,在一般条件下不易引起化学反应。但制备成纳米粒子时,就具备了较高的催化活性。贵金属表面原子的排布特殊性,在等离子共振散射、光学和催化方面都展现出了卓越的性能,贵金属纳米颗粒在航天、军事、医学、汽车尾气净化处理和各种催化反应中起着非常重要的作用。
发明内容
有鉴于此,本发明的目的在于提出一种反应条件温和,制备过程简单,成本低廉,同时具有良好催化性能的钯鱼精蛋白纳米粒子及其制备方法。
基于上述目的本发明提供的一种用于催化偶联反应的钯鱼精蛋白纳米粒子,制备方法具体包括以下步骤:
(1)称取鱼精蛋白和钯盐,鱼精蛋白和钯盐的质量比为1~3:10。
(2)将上述鱼精蛋白和钯盐加入玻璃瓶中,再加入乙醇和水(乙醇:水=3:4,V/V)溶解,于室温下搅拌1~3小时。
(3)将搅拌后的产物离心分离,并用去离子水和乙醇洗涤沉淀物,超声分散,干燥,即获得所述钯鱼精蛋白纳米粒子。
优选地,所述的钯盐为氯化钯或醋酸钯中的任意一种。
优选地,所述的钯盐的物质的量为0.02mmol~0.05mmol。
优选地,所述鱼精蛋白的物质的量为0.005mmol~0.010mmol。
从上面所述可以看出,本发明提供的钯鱼精蛋白纳米粒子及其制备方法,优点如下:
1.反应中钯盐的用量显著减少,所用修饰剂为鱼精蛋白,绿色环保无污染。而且在催化偶联反应中,反应活性高,产率在90%以上。
2.本发明通过选用不同的钯盐、溶剂,控制反应时间、反应温度,实现对钯鱼精蛋白纳米粒子粒径的大小及分散性的有效调控,获得粒径不同的钯鱼精蛋白纳米粒子,其在催化领域有广阔的应用前景。
3.本发明中的催化的偶联反应溶剂皆为乙醇和水的混合溶液,符合绿色合成可持续发展理念。
附图说明
图1为本发明实施例扫描电镜图。
具体实施方式
为使本发明的目的、技术方案和优点更加清楚明白,以下结合具体实施例,并参照附图,对本发明进一步详细说明。
实施例1
分别称取0.02mmol的氯化钯和0.005mmol鱼精蛋白于玻璃瓶中,再加入1.5mL乙醇、2mL水,于室温下搅拌1h。将反应获得的产物离心分离,弃去澄清液,留下的沉淀物,分别用去离子水和乙醇洗涤3次,超声分散,干燥,即获得钯鱼精蛋白纳米粒子。用扫描电镜观察所述纳米粒子的形貌,如图1所示,纳米颗粒粒径大小为20~100nm。
实施例2
分别称取0.05mmol的氯化钯和0.005mmol鱼精蛋白于玻璃瓶中,再加入1.5mL乙醇、2mL水,于室温下搅拌2h。将反应获得的产物离心分离,弃去澄清液,留下的沉淀物,分别用去离子水和乙醇洗涤3次,超声分散,干燥,即获得钯鱼精蛋白纳米粒子。用扫描电镜观察所述纳米粒子的形貌,如图1所示,纳米颗粒粒径大小为20~100nm。
实施例3
分别称取0.03mmol的氯化钯和0.009mmol鱼精蛋白于玻璃瓶中,再加入1.5mL乙醇、2mL水,于室温下搅拌3h。将反应获得的产物离心分离,弃去澄清液,留下的沉淀物,分别用去离子水和乙醇洗涤3次,超声分散,干燥,即获得钯鱼精蛋白纳米粒子。用扫描电镜观察所述纳米粒子的形貌,如图1所示,纳米颗粒粒径大小为20~100nm。
实施例4
分别称取0.03mmol的醋酸钯和0.010mmol鱼精蛋白于玻璃瓶中,再加入1.5mL乙醇、2mL水,于室温下搅拌2h。将反应获得的产物离心分离,弃去澄清液,留下的沉淀物,分别用去离子水和乙醇洗涤3次,超声分散,干燥,即获得钯鱼精蛋白纳米粒子。用扫描电镜观察所述纳米粒子的形貌,如图1所示,纳米颗粒粒径大小为20~100nm。
以实施例1,实施例2所制备的钯鱼精蛋白纳米粒子为催化剂,进行催化反应:
使用上述实施例1制备的钯鱼精蛋白纳米粒子为催化剂进行催化反应,反应条件为:将对碘苯乙醚(1.0mmol)、对甲基苯硼酸(1.2mmol)和K2CO3(3.0mmol),在空气氛围中于H2O/EtOH混合溶剂中反应,该混合溶剂由4mL水和3mL乙醇(EtOH)组成,反应温度为50℃,反应时间为4h。采用柱层析法分离产物,产率为92%。反应方程式如下:
使用上述实施例1制备的钯鱼精蛋白纳米粒子为催化剂进行催化反应,反应条件为:将对碘苯乙醚(1.0mmol)、苯硼酸(1.2mmol)和K2CO3(3.0mmol),在空气氛围中于H2O/EtOH混合溶剂中反应,该混合溶剂由4mL水和3mL乙醇(EtOH)组成,反应温度为50℃,反应时间为4h。采用柱层析法分离产物,产率为96%。反应方程式如下:
使用上述实施例1制备的钯鱼精蛋白纳米粒子为催化剂进行催化反应,反应条件为:将对溴三氟甲苯(1.0mmol)、苯硼酸(1.2mmol)和K2CO3(3.0mmol),在空气氛围中于H2O/EtOH混合溶剂中反应,该混合溶剂由4mL水和3mL乙醇(EtOH)组成,反应温度为50℃,反应时间为4h。采用柱层析法分离产物,产率为93%。反应方程式如下:
所属领域的普通技术人员应当理解:以上所述仅为本发明的具体实施例而已,并不用于限制本发明,凡在本发明的精神和原则之内,所做的任何修改、等同替换、改进等,均应包含在本发明的保护范围之内。
Claims (2)
1.一种钯鱼精蛋白纳米粒子的制备方法,其特征在于,所述制备方法包括:
(1)称取鱼精蛋白和钯盐,鱼精蛋白和钯盐的质量比为1~3:10;
(2)将上述鱼精蛋白和钯盐加入玻璃瓶中,再加入乙醇和水溶解,乙醇和水体积比为3:4,于室温下搅拌1~3小时;
(3)将搅拌后的产物离心分离,并用去离子水和乙醇洗涤所述沉淀物,超声分散,干燥,即获得所述钯鱼精蛋白纳米粒子;
所述钯盐为氯化钯或醋酸钯,钯盐的物质的量为0.02mmol~0.05mmol;
所述鱼精蛋白的物质的量为0.005mmol~0.010mmol。
2.根据权利要求1所述的制备方法得到的钯鱼精蛋白纳米粒子,其特征在于,所述的钯鱼精蛋白纳米粒子粒径大小为20~100nm。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510061153.1A CN104722334B (zh) | 2015-02-05 | 2015-02-05 | 一种钯鱼精蛋白纳米粒子及其制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510061153.1A CN104722334B (zh) | 2015-02-05 | 2015-02-05 | 一种钯鱼精蛋白纳米粒子及其制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN104722334A CN104722334A (zh) | 2015-06-24 |
CN104722334B true CN104722334B (zh) | 2019-10-18 |
Family
ID=53447107
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201510061153.1A Active CN104722334B (zh) | 2015-02-05 | 2015-02-05 | 一种钯鱼精蛋白纳米粒子及其制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN104722334B (zh) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105343870B (zh) * | 2015-11-30 | 2018-10-26 | 江苏邦泽生物医药技术股份有限公司 | 一种角蛋白纳米粒及其制备方法 |
CN105949134B (zh) * | 2016-04-29 | 2018-07-20 | 宁波大学 | 一种磺胺嘧啶铁钯纳米复合粒子及其制备方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101186333A (zh) * | 2007-12-19 | 2008-05-28 | 天津大学 | 仿生制备纳米二氧化钛微球的方法 |
WO2010083589A1 (en) * | 2009-01-23 | 2010-07-29 | Kane Biotech Inc. | Biofilm-removing antimicrobial compositions and uses thereof |
CN103060379A (zh) * | 2012-12-25 | 2013-04-24 | 北京工业大学 | 一种鱼精蛋白-纳米金刚石复合材料的制备方法及其应用 |
-
2015
- 2015-02-05 CN CN201510061153.1A patent/CN104722334B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101186333A (zh) * | 2007-12-19 | 2008-05-28 | 天津大学 | 仿生制备纳米二氧化钛微球的方法 |
WO2010083589A1 (en) * | 2009-01-23 | 2010-07-29 | Kane Biotech Inc. | Biofilm-removing antimicrobial compositions and uses thereof |
CN103060379A (zh) * | 2012-12-25 | 2013-04-24 | 北京工业大学 | 一种鱼精蛋白-纳米金刚石复合材料的制备方法及其应用 |
Non-Patent Citations (1)
Title |
---|
胶原蛋白负载钯催化剂的制备、表征及其催化性能研究;刘蒲等;《河南工业大学学报》;20070430;第28卷(第2期);第75-78,88页 * |
Also Published As
Publication number | Publication date |
---|---|
CN104722334A (zh) | 2015-06-24 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Luo et al. | Concave platinum–copper octopod nanoframes bounded with multiple high-index facets for efficient electrooxidation catalysis | |
Liao et al. | Ag-Based nanocomposites: synthesis and applications in catalysis | |
Liao et al. | Unlocking the door to highly efficient Ag-based nanoparticles catalysts for NaBH 4-assisted nitrophenol reduction | |
Ruditskiy et al. | Shape-controlled metal nanocrystals for heterogeneous catalysis | |
CN101451270B (zh) | 一种大批量制备贵金属纳米线的方法 | |
Kim et al. | Shape-and composition-sensitive activity of Pt and PtAu catalysts for formic acid electrooxidation | |
Saha et al. | Photochemical green synthesis of calcium-alginate-stabilized Ag and Au nanoparticles and their catalytic application to 4-nitrophenol reduction | |
EP2785483B1 (en) | Method for preparing pure nanoparticles using a continuous flow system | |
Huang et al. | Facile synthesis of dendritic gold nanostructures with hyperbranched architectures and their electrocatalytic activity toward ethanol oxidation | |
EP2882550B1 (en) | One pot process for the preparation of ultra-small size transition metal nanoparticles | |
JP2004034228A (ja) | 貴金属ナノチューブ及びその製造方法 | |
Sugioka et al. | Formation of a Pt-decorated Au nanoparticle monolayer floating on an ionic liquid by the ionic liquid/metal sputtering method and tunable electrocatalytic activities of the resulting monolayer | |
CN106825604A (zh) | 一种铜纳米线负载银纳米颗粒的零维一维复合材料的制备方法 | |
Naresh et al. | Tailoring multi-metallic nanotubes by copper nanowires with platinum and gold via galvanic replacement route for the efficient methanol oxidation reaction | |
An et al. | Shape/size controlling syntheses, properties and applications of two-dimensional noble metal nanocrystals | |
CN106862581A (zh) | 一种具有优良催化与光吸收性能的凹面金@银铂异质复合纳米粒子及其制备方法 | |
Odoom-Wubah et al. | Ascorbic acid assisted bio-synthesis of Pd-Pt nanoflowers with enhanced electrochemical properties. | |
Xiong et al. | One‐Step Synthesis of Metal@ Titania Core–Shell Materials for Visible‐Light Photocatalysis and Catalytic Reduction Reaction | |
CN104722334B (zh) | 一种钯鱼精蛋白纳米粒子及其制备方法 | |
Jiang et al. | Synergism of multicomponent catalysis: one-dimensional Pt-Rh-Pd nanochain catalysts for efficient methanol oxidation | |
Taheri-Ledari | Classification of micro and nanoscale composites | |
CN101300076A (zh) | 贵金属催化剂的制造方法 | |
Hesaraki et al. | Integrated In Situ Fabrication of CuO Nanorod-Decorated Polymer Membranes for the Catalytic Flow-Through Reduction of p-Nitrophenol | |
JP2009172574A (ja) | 金属粒子担持触媒およびその製造方法 | |
JP2009062571A (ja) | ナノホールを有するシート状白金ナノ粒子及びその製造法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right |
Effective date of registration: 20210721 Address after: Room 1307, building 3, expressway Plaza, 2766 Weihai Road, Huaiyin District, Jinan City, Shandong Province Patentee after: Shandong evidence based Medicine Research Institute Co.,Ltd. Address before: 315211, Fenghua Road, Jiangbei District, Zhejiang, Ningbo 818 Patentee before: Ningbo University |
|
TR01 | Transfer of patent right |