EP3368204A1 - Dispersion métallique à stabilité accrue - Google Patents

Dispersion métallique à stabilité accrue

Info

Publication number
EP3368204A1
EP3368204A1 EP16781113.2A EP16781113A EP3368204A1 EP 3368204 A1 EP3368204 A1 EP 3368204A1 EP 16781113 A EP16781113 A EP 16781113A EP 3368204 A1 EP3368204 A1 EP 3368204A1
Authority
EP
European Patent Office
Prior art keywords
formula
metal
alkyl
corresponds
structural units
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.)
Withdrawn
Application number
EP16781113.2A
Other languages
German (de)
English (en)
Inventor
Alexander Rösch
Carsten Schaefer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Clariant International Ltd
Original Assignee
Clariant International Ltd
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 Clariant International Ltd filed Critical Clariant International Ltd
Publication of EP3368204A1 publication Critical patent/EP3368204A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/0004—Preparation of sols
    • B01J13/0034—Additives, e.g. in view of promoting stabilisation or peptisation
    • 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
    • B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/0004—Preparation of sols
    • B01J13/0043—Preparation of sols containing elemental metal
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22F—WORKING METALLIC POWDER; MANUFACTURE OF ARTICLES FROM METALLIC POWDER; MAKING METALLIC POWDER; APPARATUS OR DEVICES SPECIALLY ADAPTED FOR METALLIC POWDER
    • B22F1/00—Metallic powder; Treatment of metallic powder, e.g. to facilitate working or to improve properties
    • B22F1/05—Metallic powder characterised by the size or surface area of the particles
    • B22F1/054—Nanosized particles
    • B22F1/0545—Dispersions or suspensions of nanosized particles
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/24—Electrically-conducting paints
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
    • H01B1/02—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of metals or alloys
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22F—WORKING METALLIC POWDER; MANUFACTURE OF ARTICLES FROM METALLIC POWDER; MAKING METALLIC POWDER; APPARATUS OR DEVICES SPECIALLY ADAPTED FOR METALLIC POWDER
    • B22F2301/00—Metallic composition of the powder or its coating
    • B22F2301/25—Noble metals, i.e. Ag Au, Ir, Os, Pd, Pt, Rh, Ru
    • B22F2301/255—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
    • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y40/00—Manufacture or treatment of nanostructures

Definitions

  • the present invention relates to the use of copolymers which contain metal particulate sols having a metal particle content of 50 to 80% by weight.
  • Nanoparticles within the meaning of the present invention include nanoparticles and submicroparticles.
  • Nanoparticles in the sense of the present invention are defined as particles that are smaller than 100 nm in at least one dimension.
  • Microparticles are particles that are between 1 pm and 1000 prn in all three dimensions.
  • Submicroparticles are defined as particles which are greater than 100 nm in all three dimensions and which are smaller than 1 ⁇ m in at least one dimension.
  • a sol or colloid is a dispersion of nano- or sub-microparticles in a liquid.
  • Nanoscale and submicroscale metal particles provide, inter alia, the average particle size, the particle size distribution, the colloid-chemical
  • the prior art discloses various methods for producing metallic nanoparticles.
  • a well-known principle is the direct chemical reduction of dissolved metal ions in the liquid phase.
  • the aim of many variants of this method is the production of colloid-chemically stable dispersions of metallic nanoparticles with narrow particle size distribution and defined surface properties.
  • colloidally chemically stable means that the properties of the colloidal dispersion or of the colloids hardly change even during the usual storage time before the first application or a break between two production cycles
  • dispersing additive used. This must be present in an amount sufficient to disperse the metal particles, but in a later application should minimize the function of the metals and therefore be present in low concentration as possible. Excessive occupancy of the surface can also lead to an unfavorable influence on the physico-chemical properties of the metal sols.
  • Metal dispersions are used primarily in microelectronic components as conductors, semiconductors or for shielding electromagnetic fields.
  • Metal particles must be applied finely dispersed without agglomeration first, and should form a continuous layer after a hardening process. It is particularly advantageous for this hardening process a) to spend as little energy as possible or b) to reduce the hardening time. This should make it possible to use temperature-sensitive substrates.
  • Hydroquinone and tannic acid are obtained as disinfectants.
  • Stabilization special gelatine products are chosen and in one
  • Silver brine for photographic applications As stabilizing agents are described polyethylene glycols or polypropylene glycols or glycerol in connection with polyvinyl alcohol, polyvinyl esters and acetals. Copolymers consisting of (meth) acrylic monomers are not used in the document. To reduce various silver salts in the examples toxic
  • the conductive composition comprises a particulate silver compound and a binder and optionally
  • Reducing agent and a binder Silver oxide, silver carbonate, silver acetate and the like are used as the particulate silver compound. Ethylene glycol, Diethylene glycol, ethylene glycol diacetate and other glycols are considered
  • thermosetting resin such as a polyvalent styrene resin or polyethylene terephthalate having a
  • the particulate silver compound is reduced to elemental silver at temperatures above 50 ° C in the binder, which together
  • EP-A-1493780 does not disclose how highly concentrated aqueous dispersions of silver nanoparticles produce a conductive layer at temperatures below 150 ° C.
  • US Pat. No. 8,227,022 describes the preparation of aqueous dispersions of metallic nanoparticles in a two-stage process. For this purpose, in a first substep, a dissolved metal salt is prereduced with a water-soluble polymer and completely reduced by a reducing agent. In a second partial step, the nanoparticles are concentrated and redispersed by a second dispersant.
  • the described preparation process was carried out in small, customary amounts in the laboratory and gives a silver dispersion with max. 18% Ag share. The proportion of dispersant relative to silver was found to be 5.7% at best. The values listed in Table 4 show that even at relatively low levels
  • the product is applied to a glass plate and sintered at a temperature of 210 ° C.
  • the conductivity is 2.3 E04 S / cm
  • the metal particles are dispersed in the aqueous phase by the addition of a dispersing aid.
  • a dispersing aid Through the use of the dispersing aid, the metal particulate sols and their oxidic precursors have a high colloid-chemical stability.
  • dispersing aids are selected from the group comprising alkoxylates, alkylolamides, esters,
  • Amine oxides alkylpolyglycosides, alkylphenols, arylalkylphenols, water-soluble homopolymers, random copolymers, block copolymers, graft polymers, polyethylene oxides, polyvinyl alcohols, copolymers of polyvinyl alcohols and polyvinyl acetates, polyvinylpyrrolidones, cellulose, starch, gelatin,
  • Polyacrylates polyethylene sulfonates, polystyrenesulfonates, polymethacrylates,
  • Naphthalenesulfonates ligninsulfonates, copolymers of acrylic monomers, polyethyleneimines, polyvinylamines, polyallylamines, poly (2-vinylpyridines) and / or polydiallyldimethylammonium chloride.
  • the document does not specify the stability and conductivity of the brine produced.
  • WO-2012/055758 discloses a method with a foreign element doped metal particles to represent the electrical conductivity at low To reach sintering temperatures.
  • an Ag sol was prepared which had a conductivity of 4.4 E + 06 S / m after one hour at 140 ° C.
  • a comparative sample without RuO2 doping gave a specific conductivity of 1 S / m after one hour at 140.
  • the application US-2006/044384 describes the use of random and terpolymer of methacrylic acid and polyethylene glycol dimethacrylate (PEGMA).
  • PEGMA polyethylene glycol dimethacrylate
  • examples use hydroxyl-terminated PEGMA having a molecular weight of 256 g / mol or 360 g / mol. It is stated in paragraph [0009] that the non-ionic fraction should have a chain length below 1000 g / mol.
  • the reduction to elemental silver occurs with toxic hydrazine.
  • Ag sols having a concentration of up to 30% by weight are prepared. In order to ensure a sufficient stability of the particles are 10 - 100 wt .-%
  • Metal dispersions allows and ensures high colloid-chemical stability even when stored up to 60 ° C.
  • the dispersions thus prepared should after a coating process and a thermal or
  • photonic treatment become electrically conductive even at relatively low temperatures from 90 ° C and therefore for temperature-sensitive plastic substrates be applicable. Another goal is to generate better conductivity than the prior art at the same sintering temperatures and times.
  • copolymers based on mixed alkoxylated (meth) acrylic acid derivatives and acrylic monomers are very suitable as dispersants for the preparation of nanoscale
  • the aqueous nanoscale metal dispersions prepared with the copolymer according to the invention have a significantly better storage stability at room temperature, in particular up to 60 ° C. At elevated temperatures, however, surprisingly, a reversal of the stability can be determined, which means that the particles produced with the polymers according to the invention sinter already from a temperature of 90 ° C. So z. B.
  • metal dispersions according to the invention also allow it
  • the present invention solves the problem and therefore relates to metal dispersions containing as dispersants copolymers containing 1 - 99 wt .-%
  • R is hydrogen or O-Ce alkyl
  • B is C 2 -C 4 alkylene group, with the proviso that A is different from B and m, n independently of one another are an integer from 1 to 200, and from 1 to 99% by weight of structural units of the formula (2)
  • a and B represent C2-C4 alkylene groups with the proviso that A is not equal to B. That is, the structural units of formula (1) can be up to 200
  • C2-C4 alkoxy units may be alkoxylated, either being to a blockwise alkoxylation with at least two
  • Mischalkoxylierung with at least two of ethylene oxide, propylene oxide or butylene oxide can act.
  • a and B are an ethylene or propylene group.
  • A is preferably a propylene group and B is an ethylene group.
  • the macromonomers based on structural units of the formula (1) are accessible by the polymerization of alkoxylated acrylic or methacrylic acid derivatives (hereinafter the term acrylic acid also refers to the methacrylic acid). These are by alkoxylation of acrylic acid or 2-alkylacrylic acid or
  • Butylene glycol (2-hydroxyethyl-2-alkyl acrylate, 2-hydroxypropyl-2-alkyl acrylate or 2-hydroxybutyl-2-alkyl acrylate) available.
  • DMC-catalyzed alkoxylation of 2-hydroxypropyl acrylate or 2-hydroxypropyl-2-alkyl acrylate especially by DMC-catalyzed alkoxylation of 2-hydroxypropyl-2-methacrylate.
  • DMC catalysis allows a highly targeted synthesis of monomers with well-defined properties while avoiding
  • DE-102006049804 and US-6034208 teach the benefits of DMC catalysis.
  • Suitable structural units of the formula (2) are preferably those selected from styrenesulfonic acid, acrylamidomethylpropanesulfonic acid (AMPS), vinylsulfonic acid, vinylphosphonic acid, allylsulfonic acid, methallylsulfonic acid, acrylic acid,
  • APMS acrylamidomethylpropanesulfonic acid
  • vinylsulfonic acid vinylphosphonic acid
  • allylsulfonic acid vinylphosphonic acid
  • methallylsulfonic acid acrylic acid
  • Methacrylic acid and maleic acid or its anhydride, and the salts of the aforementioned acids with mono- and divalent counterions derived and 2-vinylpyridine, 4-vinylpyridine, vinylimidazole, vinyl acetate,
  • Methacrylic acid glycidyl esters acrylonitrile, tetrafluoroethylene and DADMAC, deduce.
  • Further examples are N-vinylformamide, N-vinylmethylformamide,
  • the structural units of the formula (2) derive from N-vinylimidazole, N-vinylpyrrolidone, N-vinylcaprolactam, acrylic acid and
  • the polymers to be used according to the invention contain, for example, from 99 to 70, preferably from 95 to 75, in particular from 90 to 80,% by weight of structural units of the formula (1).
  • the structural units of the formula (1) and the structural units of the formula (2) add up to 100%.
  • the preparation of the polymers to be used according to the invention is carried out by free radical polymerization of the monomers using a
  • suitable radical starter at temperatures between 50 and 150 ° C.
  • the molecular weight of these polymers can range from 6,000 to
  • Suitable alcoholic solvents are water-soluble mono- or
  • Dialcohols such as. As propanol, butanol, ethylene glycol and ethoxylated
  • Monoalcohols such as butylglycol, isobutylglycol and butyldiglycol. But it can also be used alone as a solvent water. They form after the
  • the dispersant solutions thus prepared may contain other substances, such as Biocides, UV stabilizers, anti-oxidants, metal deactivators,
  • the nanoscale metal particles are continuously produced in a microreaction system analogously to the document WO 2007/1 18669, Section [0027] to [0056].
  • the resulting metal particle sols were purified by membrane filtration and concentrated to a solids content of silver particles of 50-80 wt .-%, preferably 51-79 wt .-% and particularly preferably 52-78 wt .-%.
  • the particle size of the silver particles is preferably in at least one dimension between 5 and 100 nm.
  • the dispersant content is 1-9 wt .-%, preferably 2-8 wt .-% and particularly preferably 3-7 wt .-%.
  • Particle size distribution by volume is shown in Figures (1) and (2).
  • Methacrylic acid 8 2.9 3.9 3.9 8.0 4.0
  • the nanoscale metal particles were continuously produced in a microreaction system analogous to document EP-2010314, section [0027] to [0056].
  • the resulting metal particle sols were purified by membrane filtration and concentrated to a metal content of 50-80% by weight.
  • the dispersant content could be determined to be 1-9% by weight.
  • metal nanoparticles were prepared analogously to the specifications US-20060044382 (Lexmark, Example A [0019] and Example G [0023]), WO-2012/055758 (Bayer Technology Services / BTS, Example 1) and US-8227022, and US Pat Comparative Example 1, 2, 3 and 4 attached.
  • the obtained metal sols were applied by means of spin-coating to a 18 ⁇ 18 mm glass plate in a layer thickness of between 0.1 and 10 ⁇ m, preferably between 0.5 and 5 ⁇ m.
  • the glass plate was then thermally sintered at a defined temperature for 60 minutes and the 4-point measuring method, the surface resistance in
  • thermosensitive substrates which can be used as printing material are thereby increased.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Nanotechnology (AREA)
  • Inorganic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Manufacture Of Metal Powder And Suspensions Thereof (AREA)
  • Conductive Materials (AREA)
  • Manufacturing Of Electric Cables (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Powder Metallurgy (AREA)

Abstract

L'objet de l'invention concerne des dispersions métalliques contenant 50 à 80 % en poids de nanoparticules d'argent, 15 à 45 % en poids d'eau et un dispersant, le dispersant contenant des copolymères qui contiennent 1 - 99 % en poids de motifs structuraux de formule (1), dans laquelle R représente hydrogène ou alkyle en C1-C6, A représente un groupe alkylène en C2-C4 et B représente un groupe alkylène en C2-C4, sous réserve que A soit différent de B et m, n représentant indépendamment l'un de l'autre un nombre entier de 1 -200, ainsi que 1 - 99 % en poids de motifs structuraux de formule (2), dans lequel Xa représente un radical aromatique ou aliphatique comprenant 1 à 30 atomes de C, qui contient éventuellement un ou plusieurs hétéro-atomes N, O et S, par exemple 1, 2, ou 3 , Za représentant H ou C1-C4)-alkyle, Zb représentant H ou (C1-C4)-alkyle et Zc représentant H ou (C1-C4)-alkyle.
EP16781113.2A 2015-10-30 2016-10-12 Dispersion métallique à stabilité accrue Withdrawn EP3368204A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102015221349 2015-10-30
PCT/EP2016/074424 WO2017071949A1 (fr) 2015-10-30 2016-10-12 Dispersion métallique à stabilité accrue

Publications (1)

Publication Number Publication Date
EP3368204A1 true EP3368204A1 (fr) 2018-09-05

Family

ID=57130386

Family Applications (1)

Application Number Title Priority Date Filing Date
EP16781113.2A Withdrawn EP3368204A1 (fr) 2015-10-30 2016-10-12 Dispersion métallique à stabilité accrue

Country Status (9)

Country Link
US (1) US20180340083A1 (fr)
EP (1) EP3368204A1 (fr)
JP (1) JP2018535321A (fr)
KR (1) KR20180077252A (fr)
CN (1) CN108348884A (fr)
CA (1) CA3003504A1 (fr)
IL (1) IL258734A (fr)
TW (1) TWI697355B (fr)
WO (1) WO2017071949A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11400111B2 (en) * 2018-11-30 2022-08-02 Novis, Inc. Method for producing gum Arabic encapsulated metal nanoparticles
CN117794668A (zh) * 2021-08-06 2024-03-29 花王株式会社 铜微粒分散体
KR102675976B1 (ko) * 2022-11-28 2024-06-19 (주)카본티앤씨 이차전지용 도전재 분산액 및 이를 포함하는 이차전지 전극용 슬러리 조성물

Family Cites Families (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2806798A (en) 1953-07-08 1957-09-17 Du Pont Process for preparing yellow colloidal silver
US2902400A (en) 1956-05-08 1959-09-01 Moudry Zdenek Vaclav Methods for producing liquid oligodynamic compositions
CH467475A (de) 1966-06-28 1969-01-15 Ciba Geigy Verfahren zur Herstellung von angereichertem Kolloidsilber
US4888248A (en) * 1986-07-01 1989-12-19 Hidefumi Hirai Colloidal metal dispersion, and a colloidal metal complex
US5854386A (en) 1997-08-25 1998-12-29 Arco Chemical Technology, L.P. Stabilizers for polymer polyols
WO2002087749A1 (fr) * 2001-04-30 2002-11-07 Postech Foundation Solution colloidale de nanoparticules metalliques, nanocomposites metal-polymere et procedes de preparation associes
KR100479847B1 (ko) * 2002-04-16 2005-03-30 학교법인 포항공과대학교 우수한 안정성, 균일한 모양 및 나노미터 크기의 좁은입자 분포를 갖는 금속 콜로이드 및 그의 제조 방법
CN1443227A (zh) * 2001-05-21 2003-09-17 日本油漆株式会社 高浓度金属胶体溶液的制造方法
TWI251018B (en) 2002-04-10 2006-03-11 Fujikura Ltd Electroconductive composition, electroconductive coating and method of producing the electroconductive coating
US7402627B2 (en) * 2003-08-18 2008-07-22 Columbia Insurance Company Precursor colorant composition for latex paint
US20060044382A1 (en) 2004-08-24 2006-03-02 Yimin Guan Metal colloid dispersions and their aqueous metal inks
US20060044384A1 (en) 2004-08-25 2006-03-02 Eastman Kodak Company Inkjet recording element comprising aluminosilicate and acetoacetylated poly(vinyl alcohol)
JP2008527169A (ja) 2005-01-10 2008-07-24 イシウム リサーチ デベロップメント カンパニー オブ ザ ヘブリュー ユニバーシティー オブ イエルサレム 金属ナノ粒子の水系分散物
US8071888B2 (en) * 2005-03-11 2011-12-06 Toyo Ink. Mfg. Co., Ltd. Electrically conductive ink, electrically conductive circuit, and non-contact-type medium
CN1958653A (zh) * 2005-09-30 2007-05-09 气体产品与化学公司 2，3－二羟基萘－6－磺酸盐作为分散剂的应用
US20070078190A1 (en) * 2005-09-30 2007-04-05 Distefano Frank V Use of 2,3-dihydroxynaphthalene-6-sulfonic acid salts as dispersants
DE102006017696A1 (de) 2006-04-15 2007-10-18 Bayer Technology Services Gmbh Verfahren zur Herstellung von Metallpartikeln, hieraus hergestellte Metallpartikel und deren Verwendung
DE102006049804A1 (de) 2006-10-23 2008-04-24 Clariant International Limited Wasserlösliche hydroxyfunktionelle, copolymerisierbare Polyalkylenglykol-Makromonomere, deren Herstellung und Verwendung
US7560052B2 (en) * 2007-03-30 2009-07-14 Lexmark International, Inc. Silver ink compositions containing a cationic styrene/acrylate copolymer additive for inkjet printing
DE102007021868A1 (de) * 2007-05-10 2008-11-20 Clariant International Limited Nichtionische wasserlösliche Additive
WO2010021386A1 (fr) * 2008-08-22 2010-02-25 日産化学工業株式会社 Agent de dispersion de microparticules de métal comprenant un composé polymère ramifié ayant un groupe ammonium
US8460584B2 (en) 2008-10-14 2013-06-11 Xerox Corporation Carboxylic acid stabilized silver nanoparticles and process for producing same
EP2204249A1 (fr) * 2008-12-16 2010-07-07 Akzo Nobel Coatings International B.V. Dispersions aqueuses de particules métalliques
JP4697356B1 (ja) * 2009-10-20 2011-06-08 Ｄｉｃ株式会社 金属ナノ粒子含有複合体、その分散液、及びこれらの製造方法
DE102010009493A1 (de) * 2010-02-26 2011-09-29 Clariant International Limited Polymere und ihre Verwendung als Dispergiermittel mit schaumhemmender Wirkung
PL2369597T3 (pl) * 2010-03-12 2015-03-31 Clariant Int Ag Wytwarzanie przewodzących powłok powierzchniowych z dyspersji zawierającej elektrostatycznie stabilizowane nanocząstki srebra
EP2444148A1 (fr) * 2010-10-25 2012-04-25 Bayer Material Science AG Sol de particules métalliques doté de nanoparticules d'argent
KR101828605B1 (ko) * 2011-03-31 2018-02-13 주식회사 케이씨씨 마이크로겔 및 이의 제조 방법, 그리고 수용성 도료 조성물
US8734949B2 (en) * 2011-08-10 2014-05-27 Basf Se Method for passivating metallic surfaces using carboxylate-containing copolymers
DE102011085642A1 (de) * 2011-11-03 2013-05-08 Bayer Materialscience Aktiengesellschaft Verfahren zur Herstellung einer Metallnanopartikeldispersion, Metallnanopartikeldispersion sowie deren Verwendung
ES2485308T3 (es) * 2011-12-21 2014-08-13 Agfa-Gevaert Dispersión que contiene nanopartículas metálicas, de óxido de metal o de precursor de metal, un dispersante polimérico y un aditivo de sinterización
JP6191606B2 (ja) * 2012-07-19 2017-09-06 日油株式会社 銀ナノ微粒子、その製造方法、銀ナノ微粒子分散液及び銀要素形成基材

Also Published As

Publication number Publication date
CA3003504A1 (fr) 2017-05-04
WO2017071949A1 (fr) 2017-05-04
IL258734A (en) 2018-06-28
CN108348884A (zh) 2018-07-31
TW201731587A (zh) 2017-09-16
KR20180077252A (ko) 2018-07-06
JP2018535321A (ja) 2018-11-29
US20180340083A1 (en) 2018-11-29
TWI697355B (zh) 2020-07-01

Similar Documents

Publication Publication Date Title
DE3782865T2 (de) Pfropfcopolymer mit einem stabilisationseffekt fuer dispersionen, dessen herstellungsverfahren und verfahren fuer eine emulsionspolymerisation mit diesem stabilisiermittel.
DE602004002847T3 (de) Tintenstrahllatex mit stabilisierung von reaktivem tensid
EP1708963B1 (fr) Nanoparticules
EP2632583B1 (fr) Sol de particules métalliques comprenant des nanoparticules d'argent dopées
DE3855678T2 (de) Intrinsisch leitfähiges polymer in form eines dispergierbaren körpers, seine herstellung und seine anwendung
DE69827097T2 (de) Blockcopolymere von Oxazolinen und Oxazinen als Pigmentdispergiermittel und ihre Verwendung für Tintenstrahldrucktinten
EP2147061B1 (fr) Additifs hydrosolubles non ioniques
DE102010042209A1 (de) Herstellung von Kohlenstoffnanoröhren -haltigen Dispersionen
DE102006017696A1 (de) Verfahren zur Herstellung von Metallpartikeln, hieraus hergestellte Metallpartikel und deren Verwendung
WO2010003870A1 (fr) Composés de cuivre nanoparticulaires modifiés en surface
WO2006053640A1 (fr) Particule de type noyau-enveloppe
WO2005092954A1 (fr) Dispersions polymeres anioniques eau dans l'eau, procede de production correspondant et utilisation
EP3368204A1 (fr) Dispersion métallique à stabilité accrue
EP1709092A1 (fr) Utilisation de copolymeres statistiques
EP1954632A1 (fr) Nanoparticules
DE102004004209A1 (de) Verwendung von statistischen Copolymeren
WO2006114303A1 (fr) Polymeres utilises pour la dispersion de pigments et des pigments de charge
DE68912304T2 (de) Mikroverbundsysteme und Verfahren zu ihrer Herstellung.
DE102011114363A1 (de) Stabile nanopartikuläre Suspension und Verfahren zur Herstellung
WO2005028396A2 (fr) Utilisation de particules a noyau et enveloppe
EP0663893A1 (fr) Matiere de coulee pour fabriquer des feuilles ceramiques crues et moulages ceramiques ainsi realises
DE112004000611T5 (de) Polyanilinhaltige Zusammensetzung
EP0532113B1 (fr) Procédé pour la préparation des corpes moulées en céramique ou verre
DE68925835T2 (de) Pigment-Dispersionen
CN102712823B (zh) 单批胶乳油墨组合物和方法

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20180530

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)
17Q First examination report despatched

Effective date: 20200309

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Effective date: 20200818