EP2499202A2 - Préparations solides - Google Patents

Préparations solides

Info

Publication number
EP2499202A2
EP2499202A2 EP10776085A EP10776085A EP2499202A2 EP 2499202 A2 EP2499202 A2 EP 2499202A2 EP 10776085 A EP10776085 A EP 10776085A EP 10776085 A EP10776085 A EP 10776085A EP 2499202 A2 EP2499202 A2 EP 2499202A2
Authority
EP
European Patent Office
Prior art keywords
oxide
group
alkylene oxide
addition products
allyl alcohol
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Withdrawn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
EP10776085A
Other languages
German (de)
English (en)
Inventor
Sascha Oestreich
Ronald Klagge
Shailesh C. Shah
Harald Frommelius
Thomas Schliwka
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.)
Cognis IP Management GmbH
Original Assignee
Cognis IP Management GmbH
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 Cognis IP Management GmbH filed Critical Cognis IP Management GmbH
Publication of EP2499202A2 publication Critical patent/EP2499202A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • C09D17/00—Pigment pastes, e.g. for mixing in paints
    • C09D17/001—Pigment pastes, e.g. for mixing in paints in aqueous medium
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084—Dispersions of dyes
    • C09B67/0085—Non common dispersing agents
    • C09B67/0089—Non common dispersing agents non ionic dispersing agent, e.g. EO or PO addition products
    • 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
    • C09D5/02—Emulsion paints including aerosols
    • C09D5/024—Emulsion paints including aerosols characterised by the additives
    • C09D5/027—Dispersing agents
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/45—Anti-settling agents

Definitions

  • the invention relates to solid preparations comprising (i) a liquid carrier medium, (ii) one or more solids and (iii) a dispersant, wherein the dispersant is a specific nonionic surfactant.
  • Formulations of solids in a liquid carrier medium play a major role in the various technical fields. These are used, for example, in the production and processing of paints, printing inks, paper, leather and textile dyes, pastes, pigment concentrates, ceramics and cosmetic preparations. Also in the production or processing of casting and molding compositions based on synthetic, semisynthetic or natural polymers, preparations of solids, such as pigments and / or fillers, are used. For example, solid preparations are also used in the production of casting compounds, PVC plastisols, gel coats, polymer concrete, printed circuit boards, industrial coatings, wood and furniture coatings, vehicle paints, marine paints, anti-corrosion paints, can and coil coatings, painter and builder paints.
  • binders and / or solvents, pigments and, if appropriate, fillers, dispersants and other customary auxiliaries are mixed with the solids.
  • Surfactants are frequently used as dispersants. These surfactants are usually nonionic or anionic in nature.
  • the literature describes a large number of different surfactant dispersants.
  • the dispersants act as surfactants wetting the particles to be dispersed and facilitate the breaking up of agglomerates.
  • the dispersants also have a stabilizing effect on the resulting dispersions and prevent re-agglomeration or flocculation of the solid particles.
  • dispersants for example for the dispersion of pigments and fillers in the production of printing inks, paints and coatings.
  • Pigment concentrates are prepared by opening pigments with the aid of shearing machines in a liquid carrier medium and finely distributed so that the pigment is permanently present in the form of the primary particles. Suitable shearing machines are known to the person skilled in the art.
  • a particular difficulty is the formulation of aqueous pigment concentrates, especially if this is to take place without the addition of low molecular weight cosolvents such as ethylene glycol or propylene glycol. So, as the expert knows, so-called Although pigment dispersers based on polyphosphates or polyacrylates are eminently suitable for retaining pigments and fillers in addition to the latex particles stabilized by dispersants or protective colloids in emulsion paints, they are not suitable for producing pigment concentrates having the above-described requirement profile.
  • dispersants which are excellently suitable in organic carrier oils of different polarity, fail when water is selected as the continuous phase for the pigment concentrates.
  • Good pigment-wetting surfactant dispersants such as alkylphenol polyglycol ethers, in turn, have recently come into ecological discussion with regard to their biodegradability, both in the detergents and cleaners industry, where they are already completely replaced as surfactants in Germany, as well as in the emulsions. Polymerization, d. H. in the production of aqueous binders for emulsion paints.
  • the dispersing additive must be selected such that, largely independently of the carrier oil, the viscosity of the continuous phase decreases with increasing shear, i. H. structurally viscous and in no case may be dilatant.
  • surfactants are often used for the preparation of aqueous solid preparations.
  • These surfactants are usually nonionic or anionic in nature.
  • the literature describes a large number of different surfactant dispersants.
  • the present invention was based on the object, effective additives for the production of solid preparations, in which one or more solids in a Are dispersed in a liquid medium, in particular aqueous pigment concentrates, and provide the thereby accessible pigment concentrates themselves, which meet the variety of the above criteria with respect to the desirable property profile of such additives or the pigment concentrates themselves.
  • the present invention is the use of nonionic surfactants selected from the group consisting of:
  • the present invention relates to the use of the dispersants (a) and / or (b) as additives for the preparation of aqueous pigment concentrates.
  • the amount of the dispersants (a) and / or (b) to be used according to the invention depends, on the one hand, on the nature of the dyes to be dispersed and, on the other hand, on the amount of dyes to be dispersed. Preference is given to the compounds (a) and / or (b) in an amount of 0.1 to 20 wt .-% - based on the total pigment concentrate - a.
  • the dispersants to be used according to the invention are distinguished to a very particular extent by reducing foaming during the dispersion process and positively influencing the viscosity of the solid preparations produced. Furthermore, aqueous pigment concentrates produced in this way are characterized in that they lead to increased color intensity during use.
  • the dispersant used is a nonionic surfactant which is selected from the group
  • (B) the addition products of 1 to 40 moles of alkylene oxide per mole of allyl alcohol, wherein the alkylene oxide is selected from the group of ethylene oxide, propylene oxide, butylene oxide and styrene oxide, wherein the OH group of these addition products is end-capped in the sense that it is replaced by a group OR is where R is an alkyl radical having 1 to 20 C atoms, which may be saturated or unsaturated, straight-chain or branched.
  • the solid preparations contain
  • the compounds (ii) are pigments.
  • the pigments (ii) there are no limitations in the context of the present invention per se.
  • pigments are particulate organic or inorganic substances which are practically insoluble in solvents or binders and which may be either coloring or matting themselves.
  • Many inorganic pigments also function as fillers and vice versa. Examples of particularly common classes of pigments can be found in the relevant specialist literature.
  • Liquid carrier media (i) - such as organic carrier oils or water - are known in the art.
  • the liquid carrier medium (i) is water and the solids (ii) are pigments. In this case, it is therefore an aqueous pigment concentrates.
  • the present invention further relates to a process for the preparation of aqueous, at 25 ° C pumpable and flowable solid preparations, in particular aqueous pigment concentrates, wherein a nonionic surfactant which is selected from the group (A) the addition products of 1 to 40 moles of alkylene oxide per mole of allyl alcohol, wherein the alkylene oxide is selected from the group consisting of ethylene oxide, propylene oxide, butylene oxide and styrene oxide and
  • a further process for the preparation of the solid preparation according to the invention comprises first dry-mixing a pigment with the dispersants (a) and (b), resulting in a pulverulent solid preparation. If necessary, this can be dispersed in water in a second step to give the aqueous solid preparation according to the invention.
  • Solids for the purposes of this invention may be inorganic or organic solids.
  • Preferred solids are pigments, for example titanium dioxide, carbon black, iron oxides, organic pigments, phthalate etc.
  • additional further dispersing aids which are different from the compounds (a) and (b), such as, for example, polyacrylate, polyurethane or polyether derivatives, can be used to prepare the aqueous solid preparations according to the invention.
  • the dispersants according to the invention can be used both alone and in combination with other nonionic, anionic or cationic dispersants. Addition products of 1 to 50 mol of ethylene oxide or propylene oxide with fatty alcohols are preferred here.
  • the solid preparations prepared with the aid of the dispersants according to the invention can be used in a large number of applications. Examples include colors, paints, printing inks, textile dyes, paper coating, ceramics and molding and molding compounds.
  • the applications may be aqueous and / or solvent-containing nature.
  • auxiliaries such as defoamers, condensates
  • the compounds (a) are addition products of 1 to 40 mol of alkylene oxide per mole of allyl alcohol, wherein the alkylene oxide is selected from the group of ethylene oxide, propylene oxide, butylene oxide and styrene oxide.
  • the compounds (b) are addition products of from 1 to 40 mol of alkylene oxide per mole of allyl alcohol, wherein the alkylene oxide is selected from the group of ethylene oxide, propylene oxide, butylene oxide and styrene oxide, wherein the OH group of these addition products is end-capped in the sense in that it is replaced by a group OR, where R is an alkyl radical having 1 to 20 C atoms, which may be saturated or unsaturated, straight-chain or branched.
  • the compounds (a) and (b) to be used according to the invention comprise alkylene oxide units (AO) as structural elements, namely ethylene oxide (EO), propylene oxide (PO), butylene oxide (BuO) and styrene oxide (StO).
  • AO alkylene oxide units
  • EO ethylene oxide
  • PO propylene oxide
  • BuO butylene oxide
  • StO styrene oxide
  • each of the AO structural elements can be composed both exclusively of EO-, and exclusively of PO-, and exclusively of BuO-, as well as exclusively of StO building blocks, as well as EO-, PO-, BuO and StO blocks in mixed form, block by block or statistically distributed, may contain.
  • Such compounds (a) and (b) containing EO and / or PO building blocks as AO structural elements are preferred in the context of the present invention.
  • the compounds from group (a) and (b) to be used according to the invention can be used as sole dispersants (primary dispersants) in the preparation of solid preparations, such as e.g. aqueous pigment concentrates are used. However, it is also possible to use them together with one or more anionic, cationic or other nonionic dispersants other than compounds (a) and (b).
  • the dispersants of group (a) and (b) to be used according to the invention are used in an amount of from 0.1 to 20% by weight, preferably from 0.5 to 10% by weight and in particular from 1 to 5% by weight.
  • the wt .-% - data are in each case based on the total amount of the solid preparations - used.
  • the solid preparations according to the invention - in particular pigment concentrates - in addition to the obligatory constituents a), b) and c) additionally contain 0.1 to 30 wt .-% of one or more co-additives from the group of polyethylene glycols and polyglycol ethers (obtainable by ethoxylation of 1,2- or 1,3-propanediol, 1,2- or 1,4-butanediol, hexanediol, glycerol, trimethylolpropane or pentaerythritol), these compounds having a molecular weight in the range from 200 to 1000, preferably 200 to 600 should have.
  • polyethylene glycols and polyglycol ethers obtainable by ethoxylation of 1,2- or 1,3-propanediol, 1,2- or 1,4-butanediol, hexanediol, glycerol, trimethylolpropane or pentaerythri
  • the solid preparations according to the invention-in particular pigment concentrates- may contain, in addition to the stated obligatory constituents a), b) and c), further ingredients which are customary in pigment concentrates. Examples include defoamers, preservatives, anti-drying retardants and anti-settling agents.
  • the pigment concentrates of the invention are suitable for coloring paints, z. B. by the handyman or by the expert in paint banks, or even the producer of the paints.
  • the pigment concentrates according to the invention can likewise be used for coloring other paints or coatings, such as printing inks, leather finishes, wallpaper paints, wood stains, wood protection systems and wood stains, overprint varnishes or air- or oven-drying industrial coatings, and for pigmenting colored pencil leads, felt pens, ink jet Inks, fountain pens, pen pens, shoe polishes, nonwoven webbings, paper wipes and pulp colourants, cardboard inks, spin dyes and foils.
  • paints or coatings such as printing inks, leather finishes, wallpaper paints, wood stains, wood protection systems and wood stains, overprint varnishes or air- or oven-drying industrial coatings, and for pigmenting colored pencil leads, felt pens, ink jet Inks, fountain pens, pen pens, shoe polishes, nonwoven webbings, paper wipes and pulp colourants, cardboard inks, spin dyes and foils.
  • FA-IOEO Addition product of 10 mol of ethylene oxide to a fatty alcohol (Disponil LS 30, Cognis)
  • Breox I ethylene oxide adduct of allyl alcohol (Breox AA E 450 H, Cognis)
  • DM-V "Hydropalat 1080" from Cognis (commercial dispersant mixture for comparison)
  • Dehydran 1650 commercially available defoamer (Cognis)
  • the dispersion of the components takes place first in the so-called. Premix and then over 60min in a Skandex mixer with 3mm beads (1: 1).
  • the viscosity data in tables e) and f) are in mPas e viscosities of the solid preparations according to the invention:
  • NeoResins AC Waalwijk (NL)
  • 95g of paintwork white
  • 5g of the solid preparations were mixed with 5g of the solid preparations.
  • the color obtained with a paint dumbbell 150 ⁇ , wet was applied.
  • the gloss was measured using a Micro-tri-gloss from Byk-Gardner Instruments.
  • the colorimetry was measured with an X-rite SP64 Spetralphotometer (measurement geometry d / 8 °) from the company X-rite.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)
  • Paints Or Removers (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention concerne des tensioactifs non-ioniques choisis dans le groupe (a) des produits d'addition de 1 à 40 moles d'oxyde d'alkyène par mole d'allylalcool, l'oxyde d'alkylène étant choisi dans le groupe composé par l'oxyde d'éthylène, l'oxyde de propylène, l'oxyde de butylène et l'oxyde de styrol; et (b) des produits d'addition de 1 à 40 moles d'oxyde d'alkyène par mole d'allylalcool, l'oxyde d'alkylène étant choisi dans le groupe composé par l'oxyde d'éthylène, l'oxyde de propylène, l'oxyde de butylène et l'oxyde de styrol, le groupe OH de ces produits d'addition étant fermé sur le groupe terminal, c'est à dire que le groupe OH est remplacé par un groupe OR, R étant un reste alkyle portant 1 à 20 atomes de C, saturé ou insaturé, linéaire ou ramifié. Les tensioactifs selon l'invention peuvent servir d'agents dispersants dans la fabrication de préparations solides dans lesquelles un ou plusieurs solides sont dispersés dans un fluide.
EP10776085A 2009-11-09 2010-11-02 Préparations solides Withdrawn EP2499202A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US25939709P 2009-11-09 2009-11-09
PCT/EP2010/006669 WO2011054492A2 (fr) 2009-11-09 2010-11-02 Préparations solides

Publications (1)

Publication Number Publication Date
EP2499202A2 true EP2499202A2 (fr) 2012-09-19

Family

ID=43500194

Family Applications (1)

Application Number Title Priority Date Filing Date
EP10776085A Withdrawn EP2499202A2 (fr) 2009-11-09 2010-11-02 Préparations solides

Country Status (4)

Country Link
US (1) US20120227626A1 (fr)
EP (1) EP2499202A2 (fr)
CN (1) CN102686678B (fr)
WO (1) WO2011054492A2 (fr)

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5849840A (en) * 1986-11-07 1998-12-15 Nippon Gohsei Kagaku Kogyo Kabushiki Kaisha Dispersing stabilizer
DE3925220C1 (fr) * 1989-07-29 1991-01-03 Th. Goldschmidt Ag, 4300 Essen, De
DE4135399A1 (de) * 1991-10-26 1993-04-29 Goldschmidt Ag Th Copolymerisate auf der basis von vinylethern und propenylpolyethern und deren verwendung als entlueftungsmittel fuer waessrige anstrichsysteme
DE19944073A1 (de) * 1999-09-14 2001-03-15 Agfa Gevaert Ag Strahlungsempfindliches Aufzeichnungsmaterial mit Deckschicht
DE10213026A1 (de) * 2002-03-22 2003-10-02 Basf Ag Polymerdispersionen als Zusatz in Baumaterialien
DE10234840C1 (de) * 2002-07-31 2003-11-27 Clariant Gmbh Mischungen allylierter und nicht allylierter Celluloseether und deren Verwendung
EP1692237A1 (fr) * 2003-12-04 2006-08-23 Basf Aktiengesellschaft Compositions de revetement aqueuses a faible teneur en composes organiques volatils presentant une excellente stabilite a la congelation/decongelation
DE102004044879A1 (de) * 2004-09-14 2006-03-30 Byk-Chemie Gmbh Copolymerisate, deren Herstellung und Verwendung als Netz- und Dispergiermittel
ATE547170T1 (de) * 2008-05-20 2012-03-15 Cognis Ip Man Gmbh Wässrige tensid-zusammensetzungen mit niedrigem pourpoint
EP2123683A1 (fr) * 2008-05-20 2009-11-25 Cognis IP Management GmbH Utilisation de tensioactifs non ioniques comme émulsifiants pour la polymérisation d'émulsions

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
None *
See also references of WO2011054492A2 *

Also Published As

Publication number Publication date
WO2011054492A2 (fr) 2011-05-12
CN102686678A (zh) 2012-09-19
WO2011054492A3 (fr) 2011-07-07
CN102686678B (zh) 2014-07-23
US20120227626A1 (en) 2012-09-13

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