JP2010503693A - ナノ粒子の表面修飾のための方法 - Google Patents
ナノ粒子の表面修飾のための方法 Download PDFInfo
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- JP2010503693A JP2010503693A JP2009528401A JP2009528401A JP2010503693A JP 2010503693 A JP2010503693 A JP 2010503693A JP 2009528401 A JP2009528401 A JP 2009528401A JP 2009528401 A JP2009528401 A JP 2009528401A JP 2010503693 A JP2010503693 A JP 2010503693A
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- aminoorganosilane
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- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- HBELKEREKFGFNM-UHFFFAOYSA-N n'-[[4-(2-trimethoxysilylethyl)phenyl]methyl]ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCC1=CC=C(CNCCN)C=C1 HBELKEREKFGFNM-UHFFFAOYSA-N 0.000 description 1
- ZLDHYRXZZNDOKU-UHFFFAOYSA-N n,n-diethyl-3-trimethoxysilylpropan-1-amine Chemical compound CCN(CC)CCC[Si](OC)(OC)OC ZLDHYRXZZNDOKU-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- XCOASYLMDUQBHW-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OC)(OC)OC XCOASYLMDUQBHW-UHFFFAOYSA-N 0.000 description 1
- KGNDVXPHQJMHLX-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)cyclohexanamine Chemical compound CO[Si](OC)(OC)CCCNC1CCCCC1 KGNDVXPHQJMHLX-UHFFFAOYSA-N 0.000 description 1
- KOVKEDGZABFDPF-UHFFFAOYSA-N n-(triethoxysilylmethyl)aniline Chemical compound CCO[Si](OCC)(OCC)CNC1=CC=CC=C1 KOVKEDGZABFDPF-UHFFFAOYSA-N 0.000 description 1
- UMXXGDJOCQSQBV-UHFFFAOYSA-N n-ethyl-n-(triethoxysilylmethyl)ethanamine Chemical compound CCO[Si](OCC)(OCC)CN(CC)CC UMXXGDJOCQSQBV-UHFFFAOYSA-N 0.000 description 1
- DVYVMJLSUSGYMH-UHFFFAOYSA-N n-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CNCCC[Si](OC)(OC)OC DVYVMJLSUSGYMH-UHFFFAOYSA-N 0.000 description 1
- UBVMBXTYMSRUDX-UHFFFAOYSA-N n-prop-2-enyl-3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCNCC=C UBVMBXTYMSRUDX-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 239000013618 particulate matter Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000010301 surface-oxidation reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- MMZPUXVBQAQQDQ-UHFFFAOYSA-N triethoxy(2-pyridin-4-ylethyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC1=CC=NC=C1 MMZPUXVBQAQQDQ-UHFFFAOYSA-N 0.000 description 1
- XVZMLSWFBPLMEA-UHFFFAOYSA-N trimethoxy(2-pyridin-2-ylethyl)silane Chemical compound CO[Si](OC)(OC)CCC1=CC=CC=N1 XVZMLSWFBPLMEA-UHFFFAOYSA-N 0.000 description 1
- FTDRQHXSYGDMNJ-UHFFFAOYSA-N trimethoxy(3-pyrrol-1-ylpropyl)silane Chemical compound CO[Si](OC)(OC)CCCN1C=CC=C1 FTDRQHXSYGDMNJ-UHFFFAOYSA-N 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/12—Treatment with organosilicon compounds
-
- 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
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G23/00—Compounds of titanium
- C01G23/04—Oxides; Hydroxides
- C01G23/047—Titanium dioxide
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G25/00—Compounds of zirconium
- C01G25/02—Oxides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/04—Compounds of zinc
- C09C1/043—Zinc oxide
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/22—Compounds of iron
- C09C1/24—Oxides of iron
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/28—Compounds of silicon
- C09C1/30—Silicic acid
- C09C1/3081—Treatment with organo-silicon compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/36—Compounds of titanium
- C09C1/3607—Titanium dioxide
- C09C1/3684—Treatment with organo-silicon compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/40—Compounds of aluminium
- C09C1/407—Aluminium oxides or hydroxides
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2002/00—Crystal-structural characteristics
- C01P2002/80—Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70
- C01P2002/86—Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70 by NMR- or ESR-data
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/60—Particles characterised by their size
- C01P2004/64—Nanometer sized, i.e. from 1-100 nanometer
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Nanotechnology (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Geology (AREA)
- Physics & Mathematics (AREA)
- Environmental & Geological Engineering (AREA)
- Composite Materials (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Silicon Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/522,075 US20080069887A1 (en) | 2006-09-15 | 2006-09-15 | Method for nanoparticle surface modification |
| PCT/US2007/077811 WO2008033718A1 (en) | 2006-09-15 | 2007-09-07 | Method for nanoparticle surface modification |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010503693A true JP2010503693A (ja) | 2010-02-04 |
| JP2010503693A5 JP2010503693A5 (enExample) | 2010-09-30 |
Family
ID=39184115
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009528401A Withdrawn JP2010503693A (ja) | 2006-09-15 | 2007-09-07 | ナノ粒子の表面修飾のための方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20080069887A1 (enExample) |
| EP (1) | EP2069229A4 (enExample) |
| JP (1) | JP2010503693A (enExample) |
| CN (1) | CN101511723A (enExample) |
| WO (1) | WO2008033718A1 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016181997A1 (ja) * | 2015-05-11 | 2016-11-17 | 日産化学工業株式会社 | アミノシラン修飾コロイダルシリカ分散液及びその製造方法 |
| JP2019515873A (ja) * | 2016-02-25 | 2019-06-13 | ノビオ リミテッド | 抗微生物活性基を含むマイクロまたはナノ粒子組成物 |
| WO2024071033A1 (ja) * | 2022-09-30 | 2024-04-04 | 日産化学株式会社 | アミン含有中空シリカ粒子の有機溶媒ゾル及びその製造方法 |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2557787B1 (en) * | 2002-11-29 | 2016-02-24 | Sony Corporation | Encoding apparatus and the method |
| US7810743B2 (en) | 2006-01-23 | 2010-10-12 | Kimberly-Clark Worldwide, Inc. | Ultrasonic liquid delivery device |
| US7703698B2 (en) * | 2006-09-08 | 2010-04-27 | Kimberly-Clark Worldwide, Inc. | Ultrasonic liquid treatment chamber and continuous flow mixing system |
| US9283188B2 (en) * | 2006-09-08 | 2016-03-15 | Kimberly-Clark Worldwide, Inc. | Delivery systems for delivering functional compounds to substrates and processes of using the same |
| US8034286B2 (en) * | 2006-09-08 | 2011-10-11 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment system for separating compounds from aqueous effluent |
| US7712353B2 (en) | 2006-12-28 | 2010-05-11 | Kimberly-Clark Worldwide, Inc. | Ultrasonic liquid treatment system |
| US7673516B2 (en) * | 2006-12-28 | 2010-03-09 | Kimberly-Clark Worldwide, Inc. | Ultrasonic liquid treatment system |
| US7785674B2 (en) * | 2007-07-12 | 2010-08-31 | Kimberly-Clark Worldwide, Inc. | Delivery systems for delivering functional compounds to substrates and processes of using the same |
| US7998322B2 (en) * | 2007-07-12 | 2011-08-16 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber having electrode properties |
| US7947184B2 (en) * | 2007-07-12 | 2011-05-24 | Kimberly-Clark Worldwide, Inc. | Treatment chamber for separating compounds from aqueous effluent |
| US8454889B2 (en) | 2007-12-21 | 2013-06-04 | Kimberly-Clark Worldwide, Inc. | Gas treatment system |
| US8858892B2 (en) | 2007-12-21 | 2014-10-14 | Kimberly-Clark Worldwide, Inc. | Liquid treatment system |
| US8632613B2 (en) | 2007-12-27 | 2014-01-21 | Kimberly-Clark Worldwide, Inc. | Process for applying one or more treatment agents to a textile web |
| US9421504B2 (en) * | 2007-12-28 | 2016-08-23 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for preparing emulsions |
| US8206024B2 (en) | 2007-12-28 | 2012-06-26 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for particle dispersion into formulations |
| US8057573B2 (en) * | 2007-12-28 | 2011-11-15 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for increasing the shelf life of formulations |
| US20090166177A1 (en) | 2007-12-28 | 2009-07-02 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for preparing emulsions |
| US8215822B2 (en) * | 2007-12-28 | 2012-07-10 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for preparing antimicrobial formulations |
| WO2009137595A2 (en) * | 2008-05-08 | 2009-11-12 | 3M Innovative Properties Company | Process for producing nanoparticles |
| WO2010059812A1 (en) * | 2008-11-24 | 2010-05-27 | 3M Innovative Properties Company | Surface-modified metal phosphate nanoparticles |
| US8163388B2 (en) | 2008-12-15 | 2012-04-24 | Kimberly-Clark Worldwide, Inc. | Compositions comprising metal-modified silica nanoparticles |
| US8685178B2 (en) | 2008-12-15 | 2014-04-01 | Kimberly-Clark Worldwide, Inc. | Methods of preparing metal-modified silica nanoparticles |
| KR101132347B1 (ko) * | 2009-10-21 | 2012-04-05 | 세종대학교산학협력단 | 에나멜 와이어용 나노필러, 이를 포함하는 나노복합재료 및 이의 제조 방법 |
| JP5464046B2 (ja) * | 2010-05-21 | 2014-04-09 | 日立金属株式会社 | 金属微粒子、導電性金属ペースト、および金属膜 |
| WO2011162971A2 (en) * | 2010-06-24 | 2011-12-29 | 3M Innovative Properties Company | Polymerizable compositions free of organic emulsifier and polymers and methods of making thereof |
| WO2012047691A2 (en) * | 2010-10-04 | 2012-04-12 | 3M Innovative Properties Company | Method of modifying dissolution rate of particles by addition of hydrophobic nanoparticles |
| EP2736052B1 (en) * | 2011-07-15 | 2018-05-30 | Beijing Gignano Biointerface Co. Ltd | A metal and metal oxide material having an organic surface modification and manufacturing method therefor |
| FR2981849B1 (fr) * | 2011-10-28 | 2014-01-03 | Univ Claude Bernard Lyon | Nanoparticules fonctionnalisees pour le ciblage des proteoglycanes et leurs applications |
| KR101305393B1 (ko) * | 2011-11-08 | 2013-09-06 | 한국과학기술연구원 | 아민기가 구비된 산화철 메조구조체 및 그 제조방법 |
| MX2015005353A (es) * | 2012-10-31 | 2015-09-23 | Nanotech Innovations Corp | Recubrimiento aislante termico de nanotecnologia y usos del mismo. |
| TWI509866B (zh) * | 2013-01-24 | 2015-11-21 | Univ Nat Taiwan Science Tech | 表面改質之粉末 |
| US9981259B2 (en) | 2013-10-04 | 2018-05-29 | Frank X. Gu | Method and apparatus for producing recyclable photocatalytic particulates |
| CN107010651A (zh) * | 2017-05-15 | 2017-08-04 | 广西放心源生物科技有限公司 | 纳米氧化锌的表面改性方法 |
| BR112020004157A2 (pt) * | 2017-08-30 | 2020-09-08 | Nobio Ltd. | composições e dispositivos médicos compreendendo partículas antimicrobianas |
| CN115920871B (zh) * | 2022-10-28 | 2024-11-19 | 浙江工业大学 | 一种吸附及光催化降解功能材料及其制备方法和应用 |
| CN120443185B (zh) * | 2025-07-08 | 2025-10-21 | 江苏甬金金属科技有限公司 | 一种不锈钢堰门外框及其制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4734350A (en) * | 1986-12-29 | 1988-03-29 | Xerox Corporation | Positively charged developer compositions with modified charge enhancing additives containing amino alcohols |
| US4895886A (en) * | 1988-11-09 | 1990-01-23 | Armstrong World Industries, Inc. | Static dissipative composition |
| US4981891A (en) * | 1988-11-09 | 1991-01-01 | Armstrong World Industries, Inc. | Static dissipative composition |
| US5244728A (en) * | 1992-02-24 | 1993-09-14 | Eastman Kodak Company | Antistat layers having print retaining qualities |
| US6245833B1 (en) * | 1998-05-04 | 2001-06-12 | 3M Innovative Properties | Ceramer composition incorporating fluoro/silane component and having abrasion and stain resistant characteristics |
| JP2000178540A (ja) * | 1998-12-18 | 2000-06-27 | Altech Co Ltd | 無機物質用帯電防止処理剤 |
| US6372829B1 (en) * | 1999-10-06 | 2002-04-16 | 3M Innovative Properties Company | Antistatic composition |
| US6596837B2 (en) * | 2001-03-27 | 2003-07-22 | Acushnet Company | Abrasion resistant coated golf equipment |
| EP1249470A3 (de) * | 2001-03-30 | 2005-12-28 | Degussa AG | Hochgefüllte pastöse siliciumorganische Nano- und/oder Mikrohybridkapseln enthaltende Zusammensetzung für kratz- und/oder abriebfeste Beschichtungen |
| DE10145162A1 (de) * | 2001-09-13 | 2003-04-10 | Wacker Chemie Gmbh | Kieselsäure mit geringem Gehalt an Kieselsäure-Silanolgruppen |
| DE10212523A1 (de) * | 2002-03-21 | 2003-10-02 | Degussa | Lufttrocknende, silanhaltige Beschichtungsmittel |
| DE102004057997A1 (de) * | 2004-12-01 | 2006-06-08 | Wacker Chemie Ag | Metalloxide mit einer in einem weiten pH-Bereich permanenten positiven Oberflächenladung |
| CN101124310A (zh) * | 2004-12-21 | 2008-02-13 | 德古萨有限责任公司 | 香料输送体系 |
-
2006
- 2006-09-15 US US11/522,075 patent/US20080069887A1/en not_active Abandoned
-
2007
- 2007-09-07 JP JP2009528401A patent/JP2010503693A/ja not_active Withdrawn
- 2007-09-07 EP EP07842014A patent/EP2069229A4/en not_active Withdrawn
- 2007-09-07 CN CNA2007800326752A patent/CN101511723A/zh active Pending
- 2007-09-07 WO PCT/US2007/077811 patent/WO2008033718A1/en not_active Ceased
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016181997A1 (ja) * | 2015-05-11 | 2016-11-17 | 日産化学工業株式会社 | アミノシラン修飾コロイダルシリカ分散液及びその製造方法 |
| KR20180005686A (ko) * | 2015-05-11 | 2018-01-16 | 닛산 가가쿠 고교 가부시키 가이샤 | 아미노실란 수식 콜로이달 실리카 분산액 및 그 제조 방법 |
| JPWO2016181997A1 (ja) * | 2015-05-11 | 2018-04-19 | 日産化学工業株式会社 | アミノシラン修飾コロイダルシリカ分散液及びその製造方法 |
| US10899893B2 (en) | 2015-05-11 | 2021-01-26 | Nissan Chemical Industries, Ltd. | Aminosilane-modified colloidal silica dispersion and method of manufacturing same |
| KR102596587B1 (ko) | 2015-05-11 | 2023-10-31 | 닛산 가가쿠 가부시키가이샤 | 아미노실란 수식 콜로이달 실리카 분산액 및 그 제조 방법 |
| JP2019515873A (ja) * | 2016-02-25 | 2019-06-13 | ノビオ リミテッド | 抗微生物活性基を含むマイクロまたはナノ粒子組成物 |
| JP7116684B2 (ja) | 2016-02-25 | 2022-08-10 | ノビオ リミテッド | 抗微生物活性基を含むマイクロまたはナノ粒子組成物 |
| WO2024071033A1 (ja) * | 2022-09-30 | 2024-04-04 | 日産化学株式会社 | アミン含有中空シリカ粒子の有機溶媒ゾル及びその製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008033718A1 (en) | 2008-03-20 |
| CN101511723A (zh) | 2009-08-19 |
| EP2069229A4 (en) | 2011-11-23 |
| US20080069887A1 (en) | 2008-03-20 |
| EP2069229A1 (en) | 2009-06-17 |
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