WO2015117728A1 - Dispersions de cires aqueuses pour revêtements de surface - Google Patents

Dispersions de cires aqueuses pour revêtements de surface Download PDF

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Publication number
WO2015117728A1
WO2015117728A1 PCT/EP2015/000117 EP2015000117W WO2015117728A1 WO 2015117728 A1 WO2015117728 A1 WO 2015117728A1 EP 2015000117 W EP2015000117 W EP 2015000117W WO 2015117728 A1 WO2015117728 A1 WO 2015117728A1
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WO
WIPO (PCT)
Prior art keywords
waxes
wax
aqueous dispersion
polar polyolefin
weight
Prior art date
Application number
PCT/EP2015/000117
Other languages
German (de)
English (en)
Inventor
Manuel BRÖHMER
Anton Lukasch
Stefanie GÖRES
Gerd Hohner
Rainer Fell
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 WO2015117728A1 publication Critical patent/WO2015117728A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/06—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
    • 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
    • C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
    • C09D151/06—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
    • 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
    • C09D191/00—Coating compositions based on oils, fats or waxes; Coating compositions based on derivatives thereof
    • C09D191/06—Waxes
    • 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
    • C09D5/022—Emulsions, e.g. oil in water
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/10—Transparent films; Clear coatings; Transparent materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/54—Aqueous solutions or dispersions

Definitions

  • the invention relates to aqueous dispersions consisting of polar
  • Polyolefin waxes semi-synthetic natural waxes, optionally a surfactant, optionally a saponification agent and optionally further additives. It also relates to the use of such dispersions for
  • Aqueous wax dispersions have long been known and are widely used for surface coatings. They are preferably used whenever the final formulation is an aqueous system. These win because of the environmental problem of
  • aqueous montan wax dispersions and aqueous dispersions of Fischer-Tropsch waxes exhibit the properties mentioned.
  • aqueous wax dispersions are used as matting agents, for increasing scratch and abrasion resistance and for
  • Wax dispersions for impregnating lignocellulosic materials may be e.g. contain polar polyolefin waxes and montan waxes. Suitable polar polyolefin waxes include wax oxidates or copolymers of olefins and oxygen-bearing ones
  • Monomers e.g. Acrylic acid or maleic acid.
  • the dispersions disclosed herein are used to impregnate materials such as wood. As the examples illustrate, the wax component penetrates several millimeters deep into the material, which is undesirable in the case of a coating in the conventional sense, in which the dispersion is distributed on the substrate surface to form a two-dimensional layer. Synergistic properties of the described mixtures are not described. For leather coatings, aqueous wax dispersions are used to adjust the matting or gloss.
  • aqueous wax dispersions are used and give them gloss or matting properties.
  • polar polyolefin waxes are used for coatings of rubber floors (eg in gyms) for coatings of rubber floors (eg in gyms).
  • the flexibility of the coating also plays a central role, since its size varies due to temperature fluctuations or moisture absorption of the material. These size changes lead to inflexible
  • Water vapor permeability is also of great use in the coating of textiles and leather clothing. A water repellent effect in
  • polyacrylates are usually added to aqueous dispersions. In other applications such as leather coatings, these can not be used, which z. As in shoe creams, especially at low temperatures, leads to poor adhesion. The coating becomes brittle, it comes to
  • aqueous systems for the treatment of surfaces whose coatings are characterized by high flexibility and adhesiveness even at low temperatures without adversely affecting other desirable properties such as gloss, scratch resistance and the like.
  • aqueous dispersions containing a mixture of one or more polar polyolefin waxes with one or more partially synthetic natural waxes in a certain ratio in combination with optionally a surfactant and optionally a Saponification agent in the surface coating of different materials by significantly higher flexibility, adhesion, hydrophobing and
  • Dispersions containing only natural waxes or only polar polyolefin waxes are retained. By adding various additives, further desired properties can be integrated.
  • the invention therefore relates to an aqueous dispersion containing, in addition to water
  • weight ratio of polar polyolefin wax and partially synthetic ester wax is 90:10 to 10:90, preferably 50:50 to 10:90, particularly preferably 20:80 to 30:70.
  • Polar polyolefin waxes are understood as meaning according to the invention oxygen-containing polymers which are produced from polyolefin waxes by their chemical modification with unsaturated carboxylic acids or their derivatives.
  • oxygen-containing polymers which are produced from polyolefin waxes by their chemical modification with unsaturated carboxylic acids or their derivatives.
  • polyolefin waxes are low molecular weight polyolefins in the molar mass range 500 to 50,000 g / mol, preferably 1000 to 40,000 g / mol (in each case number average molecular weight, determined by means of
  • polystyrene resins having 3 to 30 carbon atoms are derived.
  • the polyolefin waxes can consist of only one type of monomer (homopolymers) or different types of monomers can be present in any desired ratio to one another (copolymers of at least two monomer types). Preference is given to copolymers of ethylene and ⁇ -olefins having the chain lengths C 3 -C 8 ,
  • copolymers of ethylene and propylene in particular copolymers of ethylene and propylene.
  • copolymer waxes of ethylene and propylene with a predominant content of propylene in particular with a propylene content of between 60 and 99% by weight, especially between 70 and 95% by weight.
  • the polyolefin waxes used for the modification are prepared by polymerization of said monomers. Typically, this is done using metal-containing Ziegler-Natta or metallocene-type catalysts, usually at low to medium pressures. This one after one
  • EP 0607773 PE waxes, Ziegler
  • EP 0321851 PE waxes, metallocene
  • DE AS 2329641 PP waxes, Ziegler
  • EP 0321852 PE waxes, Ziegler
  • EP 0384264 PP waxes, metallocene.
  • Known and also suitable as starting materials for the modification are also polyethylene and polypropylene waxes, which are accessible on the way of the thermal degradation of high molecular weight, plastic-like polyolefins by heating to high temperatures with exclusion of air (see, for example, US 2,835,659).
  • modified polyolefin waxes also include those derived from Fischer-Tropsch paraffins. Latter are produced by catalytic build-up reaction of carbon monoxide and hydrogen and therefore do not represent polyolefin waxes in the strict sense, but are similar in structure and properties. Detailed information on the preparation and properties of the polyolefin waxes or Fischer-Tropsch paraffins used for the modification can be found in Ullmann's Encyclopedia of Industrial Chemistry, Vol. A 28, Chap. 6, pages 146 - 154 and chap. 5, pages 145-146, Weinheim 1996. The modification of polyolefin waxes by the introduction of oxygen-containing groups has been widely described. It is thus possible, the
  • Wax properties to suit specific application requirements in a targeted manner.
  • a "polar modification” is a prerequisite that the waxes can be processed into stable aqueous dispersions.
  • Polypropylene waxes modified by grafting with unsaturated carboxylic acids or their derivatives and how they can be dispersed in water.
  • JP3340880B describes how homo- or copolymeric polyethylene waxes prepared with metallocene catalysts can be reacted with unsaturated carboxylic acids or their derivatives to form polar, water-dispersible waxes.
  • Dicarboxylic acids examples include acrylic acid or methacrylic acid or, as derivatives, their esters or amides.
  • dicarboxylic acids is called maleic acid.
  • maleic anhydride half esters of maleic acid such as. B. mono or
  • Dialkylmaleinate and amides of maleic acid such.
  • maleimide or N-alkyl-substituted maleimides in question.
  • Reaction components typically used radical generating
  • Copolymer waxes of ethylene and polar monomers eg. As acrylic acid and / or their derivatives or vinyl acetate can be used. Such waxes are usually by common high-pressure polymerization of
  • the polar polyolefin waxes used according to the invention have acid numbers of from 3 to 120 mg KOH / g, preferably from 5 to 60 mg KOH / g, more preferably from 10 to 30 mg KOH / g.
  • the saponification numbers are between 5 and 130 mg KOH / g, preferably between 10 and 80 mg KOH / g, more preferably between 20 and 60 mg KOH / g.
  • the melt viscosities, measured at 170 ° C, are between 10 and 5000 mPa.s, preferably between 50 and 1500 mPa.s, more preferably between 70 and 300 mPa.s.
  • the dropping points or softening points (ring / ball) are between 50 and 160 ° C, preferably between 70 and 110 ° C, more preferably between 80 and 100 ° C.
  • the natural waxes used as raw materials for the modification include fossil and recent natural waxes.
  • the fossil natural waxes include those from peat or lignite z. B. by extraction with solvents recoverable waxes, especially the montan waxes.
  • As recent natural waxes come from plant components isolated waxes such as carnauba, sugar cane, candelilla, sunflower, Baumborken-, straw or rice husk wax in question. The mentioned fossil and recent natural waxes are predominantly made
  • Esterification products of long-chain carboxylic acids with long-chain alcohols constructed and also contain u. a. resinous as well as coloring
  • Chromosulfuric acid products which are characterized by a more or less high proportion of long-chain free carboxylic acids. At the same time a bleaching effect is achieved.
  • the so changed natural waxes can be through
  • Esterification further chemically modified and adapted to the desired requirements. More about the definition, extraction and chemical modification of fossil and recent natural waxes can be found z.
  • partially synthetic waxes for use in the aqueous dispersions according to the invention are preferably those based on Montan or Rice peel growing in question, with special preference for the former.
  • the semisynthetic montan or rice shell waxes are preferably oxidized or oxidized and esterified.
  • the semi-synthetic waxes used according to the invention have acid numbers of from 3 to 200 mg KOH / g, preferably from 9 to 160 mg KOH / g, more preferably from 20 to 145 mg KOH / g.
  • the saponification numbers are between 90 and 200 mg KOH / g, preferably between 100 and 180 mg KOH / g, more preferably between 130 and 180 mg KOH / g.
  • the melt viscosities, measured at 120 ° C. are between 10 and 350 mPa.s, preferably between 12 and 100 mPa.s, particularly preferably between 14 and 30 mPa.s.
  • the dropping points are between 50 and 110 ° C, preferably between 60 and 100 ° C, more preferably between 70 and 90 ° C. The determination of these data is carried out according to the methods given above.
  • Suitable surfactants are all anionic, cationic, nonionic and amphoteric surfactants and mixtures thereof.
  • anionic surfactants are, for. B. fatty acid carboxylates,
  • Olefin sulfonates Olefin sulfonates, paraffin sulfonates and phosphoric acid esters.
  • cationic surfactants are quaternary ammonium salts, eg. B. long-chain quaternary ammonium salts, eg. B. long-chain quaternary ammonium salts, eg. B. long-chain quaternary ammonium salts, eg. B. long-chain quaternary ammonium salts, eg. B. long-chain quaternary ammonium salts, eg. B. long-chain
  • Alkyltrimethyl- or dialkyldimethylammonium halides Alkyltrimethyl- or dialkyldimethylammonium halides.
  • Suitable nonionic surfactants are ethoxylated and / or propoxylated
  • Alkylphenols and fatty acid glycerol esters Alkylphenols and fatty acid glycerol esters.
  • Suitable amphoteric surfactants are in particular betaines such.
  • Suitable fatty acids are unsaturated or mono- or polyunsaturated fatty acids with chain lengths of between 10 and 22 carbon atoms, preferably between 14 and 20 carbon atoms, for example myristic, palmitic, stearic, arachin, Behenic, oleic, linoleic or linolenic acid. Preference is given to palmitic, stearic and oleic acid.
  • As saponification agents are u.a. Alkali metal hydroxides such as. B.
  • Potassium hydroxide or sodium hydroxide short chain linear or cyclic amines such.
  • diethylaminoethanol triethanolamine, monodiethanolamine or morpholine and a combination of ethoxylated fatty acid amines with acetic acid or glycolic acid.
  • additives in principle, all substances come into consideration, which additionally impart desirable properties to the dispersion, eg. B. Algozide, pesticides,
  • Another object of the invention is the use of the aqueous
  • Dispersions for coatings Especially suitable was the
  • the dispersion was carried out by jointly melting the components listed in Table 1 with stirring at 120 ° C, adding boiling, deionized water, stirring for 2 minutes and allowing the resulting dispersion to cool to room temperature.
  • Table 1 Composition of the aqueous dispersions
  • Oxidized rice husk wax is a laboratory product obtained by oxidation of raw rice husk wax with the following characteristics:
  • Licocene PP MA 1332 is a modified with maleic anhydride
  • the paper samples were coated by applying the dispersions with a 100 micron knife followed by 24 hours at room temperature.
  • the coated material (12.5 x 12.5 cm) was loaded with water (100 ml) and left in the aluminum cup for 60 seconds, then the unabsorbed water was wiped off with blotting paper (125 g / cm 2 ) and roller and immediately Balanced
  • the Cobb60 value indicates the water absorption within 60 s.
  • Table 2 Cobb60 values of coated paper (dried after coating for 24 hours)
  • vessels filled with a defined amount of water were closed by covering with wax-coated paper.
  • the paper cover was aligned so that the coated side was facing the water surface.
  • the loss of evaporation loss was determined at regular intervals over a period of 14 days.
  • conventional A4 paper Canon, 80 g / cm 2
  • the coating was applied with a 100 micron squeegee followed by 24 hours drying at 25 ° C. The results show that the water vapor permeability is improved when wax mixtures are used instead of the individual components.
  • the crosshatch was uniformly with an adhesive tape (bond strength to steel 2.3 N / cm, bandwidth 15 mm, elongation at break 60%, breaking strength 60 N / cm) and peeled off.
  • the degree of adhesion was assessed according to DIN EN ISO 2409 labeling.
  • Natural waxes (Examples 5 and 6) to a complete detachment from the surfaces.
  • the treatment with a pure PPMA 1332 dispersion (Example 7) resulted in good adhesion to the substrates due to the good wetting properties.
  • a comparably good adhesion could also be achieved if partially synthetic natural waxes in the same proportion (Examples 1 and 3) or even in excess (Examples 2 and 4) were mixed with PPMA 1332.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Dispersion Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paper (AREA)

Abstract

L'invention a pour objet une dispersion aqueuse renfermant, en plus de l'eau : a) 10-40% en poids d'un mélange d'au moins une cire polyoléfine polaire, et d'au moins une cire naturelle, partiellement synthétique, b) 0-10% en poids d'au moins un agent tensioactif, c) 0-10% en poids d'au moins un acide gras, d) 0-10% en poids d'un agent de saponification, et e) 0-5% en poids d'au moins un additif, le rapport en poids de cire polyoléfine polaire et de cire minérale partiellement synthétique s'élevant de 90:10 à 10:90, et la cire polyoléfine polaire étant produite par greffage radicalaire de cires polyoléfine homopolymères ou copolymères avec un acide carboxylique monovalent ou polyvalent ƒ¿,ß-insaturé ou leurs dérivés.
PCT/EP2015/000117 2014-02-05 2015-01-22 Dispersions de cires aqueuses pour revêtements de surface WO2015117728A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102014001432.0 2014-02-05
DE102014001432.0A DE102014001432A1 (de) 2014-02-05 2014-02-05 Wässrige Wachsdispersionen für Oberflächenbeschichtungen

Publications (1)

Publication Number Publication Date
WO2015117728A1 true WO2015117728A1 (fr) 2015-08-13

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Application Number Title Priority Date Filing Date
PCT/EP2015/000117 WO2015117728A1 (fr) 2014-02-05 2015-01-22 Dispersions de cires aqueuses pour revêtements de surface

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DE (1) DE102014001432A1 (fr)
WO (1) WO2015117728A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117143524A (zh) * 2023-07-20 2023-12-01 广东冠豪新材料研发有限公司 一种数码转印膜涂料及其制备方法与应用

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1129950A (en) * 1965-06-30 1968-10-09 Union Carbide Corp Process for producing a wax-and-liquid dispersion
JP2004300378A (ja) * 2003-04-01 2004-10-28 San Nopco Ltd ワックス乳化分散体
US20040242706A1 (en) * 2003-04-17 2004-12-02 Sara Lee/De N.V. Shoe and leather care product
DE102009013902A1 (de) * 2009-03-19 2010-09-23 Clariant International Limited Verwendung von Copolymerisaten als Additive für Lacke

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2835659A (en) 1957-02-11 1958-05-20 Eastman Kodak Co Polypropylene waxes and method of making
DE2034534B2 (de) 1970-07-11 1978-08-03 Basf Ag, 6700 Ludwigshafen Verfahren zum Herstellen niedermolekularer, wachsartiger Polyäthylene
DE2329641C3 (de) 1973-06-09 1978-09-28 Hoechst Ag, 6000 Frankfurt Verfahren zur Polymerisation von ct-Olefinen
DE3743322A1 (de) 1987-12-21 1989-06-29 Hoechst Ag Polyethylenwachs und verfahren zu seiner herstellung
DE3743321A1 (de) 1987-12-21 1989-06-29 Hoechst Ag 1-olefinpolymerwachs und verfahren zu seiner herstellung
DE3904468A1 (de) 1989-02-15 1990-08-16 Hoechst Ag Polypropylenwachs und verfahren zu seiner herstellung
TW304958B (fr) 1993-01-07 1997-05-11 Hoechst Ag
JP3340880B2 (ja) 1995-03-31 2002-11-05 三井化学株式会社 グラフト変性ポリエチレン系ワックス
DE19648895A1 (de) 1996-11-26 1998-05-28 Clariant Gmbh Polar modifizierte Polypropylen-Wachse
DE102006019818A1 (de) * 2005-05-02 2006-11-09 Basf Ag Verwendung wässriger Wachsdispersionen zur Imprägnierung von Lignocellulose-Materialien

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1129950A (en) * 1965-06-30 1968-10-09 Union Carbide Corp Process for producing a wax-and-liquid dispersion
JP2004300378A (ja) * 2003-04-01 2004-10-28 San Nopco Ltd ワックス乳化分散体
US20040242706A1 (en) * 2003-04-17 2004-12-02 Sara Lee/De N.V. Shoe and leather care product
DE102009013902A1 (de) * 2009-03-19 2010-09-23 Clariant International Limited Verwendung von Copolymerisaten als Additive für Lacke

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117143524A (zh) * 2023-07-20 2023-12-01 广东冠豪新材料研发有限公司 一种数码转印膜涂料及其制备方法与应用

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