Novel nanoemulsions, methods of their production and related uses and products
AssigneePalsgaard A/S
InventorsKatrine Marie Ellemann Nielsen, Jens Viggo Frambøl
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Abstract
The present invention pertains to nanoemulsions of alkyd in aqueous liquids and e.g. nanoemulsions prepared by emulsifying an alkyd mixture in an aqueous liquid, said alkyd mixture comprising an alkyd and an unsaturated hydroxy fatty acid. The invention furthermore pertains to methods of producing the nanoemulsion, and to uses of the nanoemulsion and/or the alkyd nano droplets contained therein.
Claims54
A method of producing a nanoemulsion comprising nano droplets comprising alkyd, said nano droplets are dispersed in an aqueous liquid, the method comprising the step of:
- a) providing an alkyd mixture comprising an alkyd and a source of unsaturated hydroxy fatty acid (suhfa), said source comprises:
- i) a free, unsaturated hydroxy fatty acid (fuhfa),
- ii) an oligoester of unsaturated hydroxy fatty acid (ouhfa), and/or
- iii) a hydroxy carboxylic acid ester of i) or ii) (hcuhfa) wherein the hydroxy carboxylic acid has a molecular weight of at most 250 g/mol,
- b) optionally, adding an alkalizing agent to deprotonate at least some of carboxylic acids of the alkyd mixture,
- c) forming a nanoemulsion of the alkyd mixture in an aqueous liquid.
The method according to any of the preceding claims, wherein the alkyd comprises, or even consists of:
- long oil alkyd,
- medium oil alkyd, and/or
- short oil alkyd.
The method according to any of the preceding claims, wherein the alkyd has an acid value of at most 20 mg KOH/g, preferably at most 15 mg KOH/g and even more preferably at most 10 mg KOH/g.
The method according to any of the preceding claims, wherein the alkyd has a water content of at most 5% w/w, preferably at most 2% w/w, more preferably at most 1% w/w, even more preferably at most 0.5% w/w, and most preferably at most 0.1% w/w.
The method according to any of the preceding claims, wherein the alkyd has a content of VOC of at most 50 g/L, preferably at most 20 g/L, more preferably at most 5 g/L, even more preferably at most 1 g/L, and most preferably at most 0.1 g/L.
The method according to any of the preceding claims, wherein the suhfa comprises one or more of the following
- i) at least 10% w/w of free unsaturated hydroxy fatty acid,
- ii) at least 1% w/w of di(unsaturated hydroxy fatty acid) (duhfa), and
- iii) at least 1% w/w of tri(unsaturated hydroxy fatty acid) (tuhfa).
The method according to any of the preceding claims, wherein the suhfa comprises at least 50% w/w of fuhfa, preferably at least 70% w/w of fuhfa, more preferred at least 80% w/w of fuhfa, even more preferred at least 90% w/w of fuhfa, and most preferred at least 95% w/w of fuhfa.
The method according to any of the preceding claims, wherein the suhfa comprises approx. 100% w/w of fuhfa.
The method according to any of the preceding claims, wherein the suhfa contains
- i) 10-99% w/w of free unsaturated hydroxy fatty acid,
- ii) 1-50% w/w of di(unsaturated hydroxy fatty acid), and
- iii) 0-30% w/w of tri(unsaturated hydroxy fatty acid).
The method according to any of the preceding claims, wherein the suhfa contains
- i) 1-50% w/w of free unsaturated hydroxy fatty acid,
- ii) 10-98% w/w of di(unsaturated hydroxy fatty acid), and
- iii) 1-30% w/w of tri(unsaturated hydroxy fatty acid).
The method according to any of the preceding claims, wherein the suhfa contains
- i) 0-30% w/w of free unsaturated hydroxy fatty acid,
- ii) 1-40% w/w of di(unsaturated hydroxy fatty acid), and
- iii) 10-98% w/w of tri(unsaturated hydroxy fatty acid).
The method according to any of the preceding claims, wherein the sum of fuhfa, duhfa and tuhfa contributes to at least 10% w/w of the total weight of the suhfa, preferably at least 20% w/w more preferably at least 50% w/w, even more preferably at least 70% w/w, and most preferably at least 90% w/w.
The method according to any of the preceding claims, wherein the suhfa has an acid value of at least 140 mg KOH/g sample, preferably at least 150 mg KOH/ g sample, and even more preferably at least 160 mg KOH/ g sample.
The method according to any of the preceding claims, wherein the suhfa has a hydroxyl value of at least 140 mg KOH/ g sample.
The method according to any of the preceding claims, wherein the suhfa has an iodine value of at least 60 g I2/100 g sample.
The method according to any of the preceding claims, wherein the uhfa comprises or even consists of omega-9 fatty acid.
The method according to any of the preceding claims, wherein the uhfa comprises, or even consists of, ricinoleic acid.
The method according to any of the preceding claims, wherein the weight ratio between the total amount of fuhfa+duhfa+tuhfa and the total amount of alkyd of the alkyd mixture of in step a) is 0.01-0.30, preferably 0.02-0.25, more preferably 0.03-0.20, even more preferably 0.05-0.18, and most preferably 0.06-0.12.
The method according to any of the preceding claims, wherein the alkyd mixture of step a) is provided by mixing an alkyd and the source of uhfa.
The method according to any of the preceding claims, wherein the alkalizing agent is added in solid, liquid or dissolved form.
The method according to any of the preceding claims, wherein the alkalizing agent comprises one more components selected from the group consisting of a hydroxide salt, ammonia, an amine, and an amino alcohol.
The method according to any of the preceding claims, wherein the formation of a nanoemulsion of step c) involves or even consists of emulsifying an aqueous liquid into the alkyd mixture and causing phase inversion to take place, thereby providing a nanoemulsion containing nano droplets of the alkyd mixture.
The method according to any of the preceding claims, wherein the formation of a nanoemulsion of step c) involves mixing the alkyd mixture with the aqueous liquid under mechanical shear.
The method according to any of the preceding claims, wherein the aqueous liquid of step c) has a pH in the range of 5-13.
The method according to any of the preceding claims, wherein the temperature during the mixing of step c) is in the range of 0-200 degrees C.
The method according to any of the preceding claims, wherein the nano droplets comprising alkyd have a hydrodynamic diameter of at most 350 nm.
The alkyd mixture having a weight ratio between the total amount of fuhfa+duhfa+tuhfa and the total amount of alkyd in the range of 0.01-0.30, preferably 0.02-0.25, more preferably 0.03-0.20, even more preferably 0.05-0.18, and most preferably 0.06-0.12.
Use of a suhfa as defined in claim 1 or an emulsifier composition as defined in claim 41 as emulsifier, e.g. the only emulsifier or in combination with one or more other emulsifier(s) and/or co-surfactant(s), for forming a nanoemulsion of alkyd in an aqueous liquid.
An emulsifier composition comprising:
- a) one or more of:
- i) a free, unsaturated hydroxy fatty acid,
- ii) an oligoester of unsaturated hydroxy fatty acid, and/or
- iii) a hydroxy carboxylic acid ester of i) or ii) wherein the hydroxy carboxylic acid has a molecular weight of at most 250 g/mol, and
- b) an alkalizing agent containing a basic nitrogen atom.
Dependencies are inferred from the claim text.