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WO2018154364A1 - Composition redispersable dans des solvants polaires et non polaires - Google Patents

Composition redispersable dans des solvants polaires et non polaires Download PDF

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Publication number
WO2018154364A1
WO2018154364A1 PCT/IB2017/051121 IB2017051121W WO2018154364A1 WO 2018154364 A1 WO2018154364 A1 WO 2018154364A1 IB 2017051121 W IB2017051121 W IB 2017051121W WO 2018154364 A1 WO2018154364 A1 WO 2018154364A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
acid
alkali metal
metal salt
zinc oxide
Prior art date
Application number
PCT/IB2017/051121
Other languages
English (en)
Inventor
Sachin Parashar
Sachin Pratap LALBEGI
Original Assignee
Tata Chemicals Limited
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 Tata Chemicals Limited filed Critical Tata Chemicals Limited
Priority to PCT/IB2017/051121 priority Critical patent/WO2018154364A1/fr
Publication of WO2018154364A1 publication Critical patent/WO2018154364A1/fr

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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
    • 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
    • C09C1/04—Compounds of zinc
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/51—Particles with a specific particle size distribution
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/51—Particles with a specific particle size distribution
    • C01P2004/52—Particles with a specific particle size distribution highly monodisperse size distribution
    • 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
    • C01P2004/62—Submicrometer sized, i.e. from 0.1-1 micrometer
    • 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
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/42—Magnetic properties
    • 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
    • C09C3/08—Treatment with low-molecular-weight non-polymer organic compounds

Definitions

  • the disclosure relates to zinc oxide nanoparticles. Specifically, the disclosure relates to zinc oxide nanoparticles redispersible in polar and non-polar solvents.
  • Zinc oxide nanoparticles find application in white pigment, as a catalyst, as a constituent of anti-bacterial skin protection ointment, in sunscreens, in adhesives for acid scavenging to increase stability and shelf life of products and in wood varnishes.
  • Materials used for blocking UV radiation are required to be transparent to the visible part of the solar radiation while blocking the harmful UV radiation and zinc oxide nanoparticles are considered favorable in this regard.
  • zinc oxide nanoparticles are in the form of a dry powder.
  • dry powder should be dispersible in various mediums.
  • the medium in which the zinc oxide nanoparticles are required to be dispersed depends upon the particular application.
  • Cosmetics such as sun blocking creams and lotions, UV blocking paints, and adhesives for example require zinc oxide nanoparticles to be dispersible in water.
  • Dispersion of zinc oxide nanoparticles in organic solvent is required for example when zinc oxide nanoparticles are required to be added to various polymers such as polyolefins, polyesters, polyamides, polyalcohols, and polysiloxanes for making them anti-microbial and protecting them from UV degradation.
  • the present disclosure relates to a composition redispersible in polar and non-polar solvents.
  • the composition comprises of zinc oxide nanoparticles having a coating of an alkali metal salt of an acid and an ester of carboxylic acid, such that the alkali metal salt of an acid is coated on the zinc oxide nanoparticles and the ester of carboxylic acid is coated on the alkali metal salt of an acid.
  • the present disclosure also relates to a method of preparing a composition redispersible in polar and non-polar solvents.
  • the method comprises of hydrolyzing a zinc metal precursor dissolved in a solvent to precipitated zinc oxide nanoparticles in a dispersion, separating and drying the precipitated zinc oxide nanoparticles to obtain zinc oxide nanoparticles having a coating of alkali metal salt of an acid, dissolving an ester of carboxylic acid in toluene to obtain a solution of the ester of carboxylic acid, adding the zinc oxide nanoparticles having a coating of alkali metal salt of an acid to the solution of ester of carboxylic acid to obtain a slurry, and drying the slurry to obtain zinc oxide nanoparticles having a coating of alkali metal salt of an acid and an ester of carboxylic acid, such that the alkali metal salt of an acid is coated on the zinc oxide nanoparticles and the ester of carboxylic acid is coated on the alkali metal salt of an acid.
  • Figure 1 illustrates the particle size distribution of 1 % dispersion of an embodiment of a composition in water.
  • Figure 2 illustrates the zeta-potential of the 1 % dispersion of an embodiment of the composition.
  • Figure 3 illustrates the UV- Visible Spectrum of an embodiment of the composition.
  • Figure 4 illustrates the particle size distribution of 4 % dispersion of an embodiment of the composition in xylene.
  • Figure 5 illustrates the particle size distribution of 1 % dispersion of an embodiment of a composition in water.
  • Figure 6 illustrates the particle size distribution of 1 % dispersion of an embodiment of a composition in water.
  • Figure 7 illustrates the particle size distribution of 1 % dispersion of an embodiment of a composition in solvent comprising 70% weight/weight ethylene glycol and 30 % weight/weight water.
  • Figure 8 illustrates the particle size distribution of 1 % dispersion of an embodiment of a composition in solvent comprising 70% weight/weight ethylene glycol and 30 % weight/weight water.
  • a composition redispersible in polar and non-polar solvents comprises zinc oxide nanoparticles that have a coating of an alkali metal salt of an acid; and an ester of carboxylic acid, such that the alkali metal salt of an acid is coated on the zinc oxide nanoparticles and the ester of carboxylic acid is coated on the alkali metal salt of an acid.
  • the alkali metal salt of an acid is sodium or a potassium salt of an acid.
  • the alkali metal salt of an acid is an alkali metal salt of any one of Ci - C22 carboxylic acid, chloride, nitrate or sulphate.
  • the alkali metal salt of an acid is sodium acetate, sodium chloride, sodium nitrate or sodium sulphate.
  • the concentration of the alkali metal salt of an acid in the composition is in a range of 10 to 22 weight percent.
  • the ester of carboxylic acid is selected from C 4 to C 18 ester of carboxylic acid, sodium dioctyl sulfosuccinate and sodium bistridecyl sulfosuccinate.
  • the ester of carboxylic acid coated on the zinc oxide nanoparticles determines the solvent in which the composition is dispersible.
  • Composition wherein the zinc oxide nanoparticles are coated with sodium dioctyl sufosuccinate is redispersible in water.
  • Composition wherein the zinc oxide nanoparticles are coated with sodium bistridecyl sulfosuccinate is redispersible in organic based systems such as resins.
  • the concentration of ester of carboxylic acid is in a range of 10 to 22 weight percent.
  • At least 70 percent of the zinc oxide nanoparticles in the composition have a size in the range of 20 to 200nm.
  • the concentration of zinc oxide nanoparticle in the composition is in a range of 15 to 30 weight percent.
  • a method for preparing a composition redispersible in polar and non-polar solvents comprises of hydrolyzing a zinc metal precursor dissolved in a solvent to precipitate zinc oxide nanoparticles in dispersion; separating and drying the precipitated zinc oxide nanoparticles to obtain zinc oxide nanoparticles having a coating of alkali metal salt of an acid.
  • An ester of carboxylic acid is dissolved in toluene to obtain a solution of ester of carboxylic acid.
  • the zinc oxide nanoparticles having a coating of alkali metal salt of an acid is added to the solution of carboxylic acid to obtain a slurry.
  • the slurry is dried to obtain zinc oxide nanoparticles having a coating of alkali metal salt of an acid and an ester of carboxylic acid, such that the alkali metal salt of an acid is coated on the zinc oxide nanoparticles and the ester of carboxylic acid is coated on the alkali metal salt of an acid.
  • the zinc metal precursor may be hydrolyzed by sodium hydroxide or potassium hydroxide.
  • the zinc metal precursor is selected from any one of zinc acetate, zinc chloride, zinc nitrate and zinc sulphate.
  • zinc acetate is dissolved in the solvent N, N dimethyl formamide.
  • the ester of carboxylic acid is C 4 to C 18 ester of carboxylic acid, sodium dioctyl sulfosuccinate or sodium bistridecyl sulfosuccinate.
  • Example 1 Composition comprising zinc oxide nanoparticles coated with sodium acetate and sodium dioctyl sulfosuccinate is prepared. The concentration of zinc oxide nanoparticles is 27%, sodium acetate is 53 % and sodium dioctyl sulfosuccinate is 20 % in the composition. This composition is used in any aqueous based system for UV blocking and anti-microbial protection.
  • Figure 1 illustrates the particle size distribution of 1 % dispersion of the composition in water.
  • the UV-visible spectrum of the composition is measured.
  • Figure 3 shows the UV- Visible Spectrum of the composition.
  • Table 1 Minimum Inhibitory Concentration Data with Input Bacteria Count 10 6 colony forming units/millilitre (cfu/ml) for composition dosage of 0.3 %
  • Staphylococcus aureus ATCC 6538 5.20 Bacillus subtilis ATCC 6633 2.42
  • composition comprising zinc oxide nanoparticles coated with sodium acetate and sodium bistridecyl sulfosuccinate is prepared.
  • concentration of zinc oxide nanoparticles is 28%, sodium acetate is 53% and sodium bistridecyl sulfosuccinate is 20%.
  • This composition is used in an organic based system for UV blocking and anti-microbial protection.
  • the particle size distribution of 4% composition dispersed in xylene was determined.
  • Figure 4 shows the particle size distribution of 4% composition dispersed in xylene.
  • the zeta-potential of the composition is also determined.
  • the composition is added to polyethylene films and said films are tested for antimicrobial activity. Tables 2 and 3 tabulates the results of the the anti-microbial activity of the composition in polyethylene films.
  • Example 3 Composition comprising zinc oxide nanoparticles coated with sodium chloride and sodium dioctyl sulfosuccinate is prepared.
  • the composition has 33.28% of zinc oxide nanoparticles, 46.72% of sodium chloride and 20% of sodium dioctyl sulfosuccinate.
  • This composition may be used in any aqueous based system for UV blocking and anti-microbial protection.
  • the particle size distribution of 1% composition was determined.
  • Figure 5 illustrates the particle size distribution of 1 % dispersion of the composition in water.
  • Example 4 Composition comprising zinc oxide nanoparticles coated with sodium nitrate and sodium dioctyl sulfosuccinate is prepared.
  • the composition comprises 35.80% of zinc oxide nanoparticles, 44.20% sodium nitrate and 20% sodium dioctyl sulfosuccinate.
  • This composition is used in any aqueous based system for UV blocking and anti-microbial protection.
  • the particle size distribution of 1% composition was determined.
  • Figure 6 illustrates the particle size distribution of 1 % dispersion of the composition in water.
  • Example 5 Composition comprising zinc oxide nanoparticles coated with sodium chloride and sodium bistridecyl sulfosuccinate is prepared.
  • the composition comprises 35.39% of zinc oxide nanoparticles, 44.61% of sodium chloride and 20% of sodium bistridecyl sulfosuccinate.
  • the particle size distribution of 1% composition was determined.
  • Figure 7 illustrates the particle size distribution of 1 % dispersion of the composition in solvent comprising 70% weight/weight ethylene glycol and 30 % weight/weight water.
  • Example 6 Composition comprising zinc oxide nanoparticles coated with sodium nitrate and sodium bistridecyl sulfosuccinate is prepared.
  • the composition comprises 40.68% of zinc oxide, 39.32% of sodium nitrate and 20% of sodium bistridecyl sulfosuccinate.
  • Figure 8 illustrates the particle size distribution of 1 % dispersion of the composition in solvent comprising 70% weight/weight ethylene glycol and 30 % weight/w eight water.
  • a composition redispersible in polar and non-polar solvents comprising zinc oxide nanoparticles having a coating of an alkali metal salt of an acid and an ester of carboxylic acid, such that the alkali metal salt of an acid is coated on the zinc oxide nanoparticles and the ester of carboxylic acid is coated on the alkali metal salt of an acid.
  • composition(s), wherein the alkali metal salt of an acid is a sodium or potassium salt of an acid.
  • composition(s), wherein the alkali metal salt of an acid is an alkali metal salt of any one of Ci - C22 carboxylic acid, chloride, nitrate or sulphate.
  • composition(s), wherein the alkali metal salt of an acid is any one of sodium acetate, sodium chloride, sodium nitrate or sodium sulphate.
  • Such composition(s), wherein the ester of carboxylic acid is C 4 to C 18 ester of carboxylic acid, sodium dioctyl sulfosuccinate, or sodium bistridecyl sulfosuccinate.
  • composition(s), wherein the concentration of zinc oxide in the composition is in a range of 15 to 30 weight percent.
  • composition(s), wherein the concentration of alkali metal salt of an acid in the composition is 50 to 75 weight percent.
  • composition(s), wherein the concentration of ester of carboxylic acid in the composition is in a range of 10 to 22 weight percent.
  • composition(s), wherein at least 70 percent of zinc oxide nanoparticles have a size in the range of 20 to 200nm.
  • a method of preparing a composition redispersible in polar and non-polar solvents comprising hydrolyzing a zinc metal precursor dissolved in a solvent to precipitated zinc oxide nanoparticles in a dispersion, separating and drying the precipitated zinc oxide nanoparticles to obtain zinc oxide nanoparticles having a coating of alkali metal salt of an acid, dissolving an ester of carboxylic acid in toluene to obtain a solution of the ester of carboxylic acid, adding the zinc oxide nanoparticles having a coating of alkali metal salt of an acid to the solution of ester of carboxylic acid to obtain a slurry, and drying the slurry to obtain zinc oxide nanoparticles having a coating of alkali metal salt of an acid and an ester of carboxylic acid, such that the alkali metal salt of an acid is coated on the zinc oxide nanoparticles and the ester of carboxylic acid is coated on the alkali metal salt of an acid.
  • Such method(s), wherein the zinc metal precursor is any one of zinc acetate, zinc chloride, zinc nitrate or zinc sulphate.
  • Such method(s), wherein the zinc metal precursor is hydrolysed by sodium hydroxide or potassium hydroxide wherein the zinc metal precursor is hydrolysed by sodium hydroxide or potassium hydroxide.
  • ester of carboxylic acid is C 4 to C 18 ester of carboxylic acid, sodium dioctyl sulfosuccinate or sodium bistridecyl sulfosuccinate.
  • composition of zinc oxide nanoparticles as disclosed is redispersible in various solvents such as polar/non-polar aqueous solvents and non-aqueous solvents, polymer and resins etc.
  • solvents such as polar/non-polar aqueous solvents and non-aqueous solvents, polymer and resins etc.
  • As the composition is in a power form it is easy to store and transport.
  • the process of preparing the composition is also easy to perform and is economical.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)
  • Inorganic Compounds Of Heavy Metals (AREA)

Abstract

L'invention concerne une composition redispersable dans des solvants polaires et non polaires. La composition comprend des nanoparticules d'oxyde de zinc ayant un revêtement d'un sel de métal alcalin d'un acide et un ester d'acide carboxylique, de telle sorte que le sel de métal alcalin d'un acide est appliqué sur les nanoparticules d'oxyde de zinc et que l'ester d'acide carboxylique est appliqué sur le sel de métal alcalin d'un acide. L'invention concerne également un procédé de préparation d'une telle composition.
PCT/IB2017/051121 2017-02-27 2017-02-27 Composition redispersable dans des solvants polaires et non polaires WO2018154364A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/IB2017/051121 WO2018154364A1 (fr) 2017-02-27 2017-02-27 Composition redispersable dans des solvants polaires et non polaires

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/IB2017/051121 WO2018154364A1 (fr) 2017-02-27 2017-02-27 Composition redispersable dans des solvants polaires et non polaires

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WO2018154364A1 true WO2018154364A1 (fr) 2018-08-30

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2025035956A1 (fr) * 2023-08-17 2025-02-20 清华大学 Particules janus à base de matériau naturel et leur procédé de préparation

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6660380B1 (en) * 1999-05-12 2003-12-09 Sakai Chemical Industry Co., Ltd. Zinc oxide particles having suppressed surface activity and production and use thereof
WO2004052327A2 (fr) * 2002-12-06 2004-06-24 Sus Tech Gmbh & Co. Kg Poudre d'oxyde de zinc nanoparticulaire redispersible
WO2013143456A1 (fr) * 2012-03-28 2013-10-03 厦门纳诺泰克科技有限公司 Particule d'oxyde métallique contenant de l'étain nanométrique, dispersion, et procédé de préparation et application associés
US8747804B2 (en) * 2008-07-18 2014-06-10 Basf Se Modified zinc oxide particles

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6660380B1 (en) * 1999-05-12 2003-12-09 Sakai Chemical Industry Co., Ltd. Zinc oxide particles having suppressed surface activity and production and use thereof
WO2004052327A2 (fr) * 2002-12-06 2004-06-24 Sus Tech Gmbh & Co. Kg Poudre d'oxyde de zinc nanoparticulaire redispersible
US8747804B2 (en) * 2008-07-18 2014-06-10 Basf Se Modified zinc oxide particles
WO2013143456A1 (fr) * 2012-03-28 2013-10-03 厦门纳诺泰克科技有限公司 Particule d'oxyde métallique contenant de l'étain nanométrique, dispersion, et procédé de préparation et application associés

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ANITA S ET AL.: "Preparation and characterisation of Zinc oxide nanoparticle and a study of the anti-microbial property of cotton fabric treated with particles", JOURNAL OF TEXTILES AND APPAREL, TECHNOLOGY AND MANAGEMENT, vol. 6, no. 4, 2010, pages 1 - 7, XP055537911 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2025035956A1 (fr) * 2023-08-17 2025-02-20 清华大学 Particules janus à base de matériau naturel et leur procédé de préparation

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