WO2022128662A1 - Dispersions d'acétate de cellulose, leur procédé de production et leur utilisation - Google Patents
Dispersions d'acétate de cellulose, leur procédé de production et leur utilisation Download PDFInfo
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- WO2022128662A1 WO2022128662A1 PCT/EP2021/084715 EP2021084715W WO2022128662A1 WO 2022128662 A1 WO2022128662 A1 WO 2022128662A1 EP 2021084715 W EP2021084715 W EP 2021084715W WO 2022128662 A1 WO2022128662 A1 WO 2022128662A1
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- Prior art keywords
- solvent
- dispersion
- acid
- mixture
- mixing
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- 238000000034 method Methods 0.000 title claims abstract description 82
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- 238000004945 emulsification Methods 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- UREBWPXBXRYXRJ-UHFFFAOYSA-N ethyl acetate;methanol Chemical compound OC.CCOC(C)=O UREBWPXBXRYXRJ-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000002421 finishing Substances 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 239000008266 hair spray Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229940093448 poloxamer 124 Drugs 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000004924 water-based lacquer Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/42—Ethers, e.g. polyglycol ethers of alcohols or phenols
- C09K23/48—Cellulose ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/0082—Special methods for preparing compositions containing mixtures of detergents one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/0094—Process for making liquid detergent compositions, e.g. slurries, pastes or gels
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0089—Pearlescent compositions; Opacifying agents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
- C11D3/226—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin esterified
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/43—Solvents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/26—Optical properties
Definitions
- the present invention relates to dispersions of cellulose acetate.
- the invention further relates to a process to produce cellulose acetate dispersions, the process comprising steps of adding certain solvent mixture, a feed mixture and optionally a further solvent feed, the feed mixture comprising dissolved cellulose acetate (CA), such mixtures and feeds being added to a mixing zone at certain ratios and contents such that the overall ratio of the various solvents are maintained at a specific ratio throughout the additions and mixing, de-agglomerating the CA-dispersion obtained, removing at least partially organic solvent employed in the previous steps, optionally adding additives and/or stabilizer, optionally further reducing the amounts of organic solvent(s) present, optionally further imparting shear energy to obtain smaller particle sizes and preferably a narrower particle size distribution of the dispersed CA within the CA- dispersion, and optionally drying the CA-dispersion to a fine-particulate CA-powder.
- CA dissolved cellulose acetate
- the invention further relates to cellulose acetate-dispersions obtainable by such process.
- the invention also relates to the use of such cellulose acetate-dispersions as opacifiers in formulations or compositions within the field of application of fabric and home care, industrial and institutional cleaning, cosmetics, personal care, lacquer and colorants formulations, agricultural active formulations.
- Cellulose acetate dispersions are known as such, including their production processes:
- the first beads were produced by extrusion method; later the dispersion method became more important.
- the raw materials are usually cellulose, cellulose xanthate (i.e. viscose) or cellulose acetate.
- patent EP0265924 a method is specified for preparing uniform polymer particles which have a volume average particle size of 10 to 1000 mm amongst others made from cellulose acetate with different degrees of acetylation.
- EP0750007 discloses processes of making cellulose beads of an average particle size of the cellulose beads ranging from 1 to 20 millimeter, using a solution of cellulose acetate being free from halogenated hydrocarbons.
- particle sizes as disclosed by FISCHER are in most cases too broad for the use as opacifiers.
- Cellulose acetate shutCA“ can stem from various source, such as cotton linters (i.e. from cotton source) or wood pulp (i.e. from the processing of wood, which can be for the production of paper).
- cotton linters i.e. from cotton source
- wood pulp i.e. from the processing of wood, which can be for the production of paper.
- CA can be characterized by its amount of hemi-cellulose.
- Hemi-cellulose can be characterized by its content of xylose and mannose, both of which can be detected using suitable analytical methods.
- the amounts in cotton are lower (usually less than 0.1 % hemi-cellulose) than in wood (usually about 1 %, which is made up on average by about 0.8% xylose and about 0.2 % of mannose).
- the amounts of hemi-cellulose increase drastically to about up to 25 wt.%.
- Hemi-cellulose ’s solubility in organic solvents is much lower, and thus the solubility of CA (i.e. the solubility of hemi-cellulose) in suitable solvents such as acetone is weaker with increasing hemicellulose-content. This can lead to turbidity of such CA-solutions in acetone with increasing amounts of hemi-cellulose in CA.
- the content of hemi-cellulose is usually analyzed by HPLC-methods. A certain amount of hemicellulose leads to incomplete dissolution of CA and thus turbidity in such CA-“solutions” in acetone.
- the degree of substitution (“DS”)-number (which is given without units).
- the DS relates to the degree of substitution with acetate-g roups.
- a DS of below 2.2 indicates typically that such CA is not soluble in acetone anymore.
- CA contains certain amounts of salts, which stem from the process of obtaining CA.
- the salt-contents are usually in total below about 500 ppm, which is made up by usually up to about 200 ppm sulphate and usually below about 100 ppm acetate.
- counter-ions typically magnesium and calcium are present.
- Such Mg- and Ca-salts support the stabilization of CA against auto-hydrolysis, but on the other hand also are the cause forußcrosslinking“ via ions (ionogenic crosslinking) and thus lead to different viscosity profiles of CA’s of the same molecular weight although having the same molecular weight of CA.
- Autohydrolysis usually is a slow process involving the formation of acetic acid, and thus is an important factor for storage stability, as e.g. the amount of acetic acid can increase from about 200 ppm to over 1000 ppm during storage for 5 years. Nevertheless, it is advisable to remove acetic acid and hemi-cellulose, which can be accomplished relatively easily by heating of CA dispersed in water, preferably at about the boiling temperature of water, and subsequent washing with water and drying.
- a further cause for coagulation and super-aggregation in dispersion but also in solutions of CA is -besides the actions of salts as described above - the property of CA to form complexes via hydrogen-bridging bonds which thus also “crosslink” the CA and hence increase the viscosity as well.
- the molecular weight of CA, the DS-value, the distribution of the acetate-groups in the main-chain of the CA and the amount of hemi-cellulose are the deciding factors during the particle formation upon production of CA-dispersions from CA-solutions: the morphology and the particle sizes of the resulting secondary dispersions of CA are defined by these factors.
- the object is achieved by a process to produce a cellulose acetate dispersion comprising especially the following embodiments, but not limited to those specific embodiments.
- CA-dispersion a cellulose acetate-dispersion
- the CA being selected from celluloses i) having a hemi-cellulose-content, the hemi-cellulose-content which is characterized by the sum of xylose and mannose content therein, of less than 5 weight percent based on the total weight of cellulose acetate, and ii) a molecular weight of less than 200.000 g/mol Mw but not less than 10.000 g/mol, and iii) a polydispersity index of less than 5, the CA being dissolved in a mixture of solvents comprising aa) at least one water-miscible aprotic organic solvent being a solvent for cellulose acetate (“solvent 1 ”) preferably a ketone and/or an organic carbonate, more preferably a ketone, even more preferably acetone, and most preferred acetone as sole solvent 1
- solvent 1 solvent for cellulose acetate
- the CA employed has a hemi-cellulose-content, said hemi-cellulose content which is characterized by the sum of xylose and mannose content therein, in between 0 and 3, preferably up to 2, more preferably up to 1 ,5 weight percent based on the total weight of CA.
- step a)-cc such stabilizer being a non-ionic surfactant with a HLB-value of at most 10, preferably of at most 8, more preferably of at most 5, and even more preferably of at most 3, such as at most 2, and/or having an isoelectric pH-value which is such that the stabilizer is hydrophobic during the mixing of step f)) and also at about plus/minus 1-pH-value of the pH-value of the mixture upon mixing and is amphiphillic at a pH-value of more than 7, preferably at least at more than pH 8, such stabilizer preferably being selected from the group consisting of - each linear or branched - fatty alcohols, oxo-alcohol alkoxylates, fatty acid alcohol alkoxylates, poly alkylenoxides, alkyl celluloses, hydroxy alkyl celluloses, and other suitable water-in-oil-emulsifiers, more preferably being selected
- At least one additive which is preferably amphiphilic, is added in at least step in step a)-cc), such additive being selected from the group consisting of b) water-soluble polymers such as vinyllactam-homo- and copolymers, preferably homopolymers, more preferably of medium to low molecular weight of about 10.000 to 100.000 g/mol Mw, more preferably about 15.000 to 40.000 g/mole Mw such as polyvinylpyrrolidone of Fikentscher’s K-value 15, 20, 25, 30, 35, 40, 45, 50, 55 or 60, preferably of K-value 20 to 45 and specifically PVP K 15, PVP K 20, PVP K 25 and PVP K 30; copolymers of hydrophobic monomers with carboxylic-acid-monomers, preferably of a monomer-ratio of from 3:1 to 1 :3, preferably about 1 :1 , as hydrophic monomers preferably acrylic ester- or o
- ethylene oxide and propylene oxides being grafted with vinyl esters, such as vinylacetate, vinylpropionate, vinyl butyrate etc, preferably vinyl acetate, and optional further monomers such as vinyllactams, preferably vinyl pyrrolidone, vinyl caprolactam, more preferably vinylpyrrolidone, but possibly although not preferred also other monomers such as vinyl imidazole etc., preferably graft polymers on poly alkylene oxide (such as preferably poly ethylene glycol) as graft base and vinyl actetate as sole monomer, the PEG being preferably of molecular weight 2000 to 8000 such as preferably about 6000 g/mol, and the ratio of PEG to vinyl acetate (in weight percent ratio) being in between 20:80 and 80:20, preferably about 50:50 to 70:30 such as 60:40, the graft polymer being preferably dissolved or solubilized in an aqueous medium such as water or mainly water or in
- starch derivates such as starch ethers and starch esters, preferably starch esters such as starch succinoleat, starch acetate and their mixtures; such additives preferably being bio-degradable to at least 30, more preferably at least 50, even more preferably at least 80 and most preferably to about 100 percent (as tested under standard conditions).
- copolymers of Embodiment 5 b) are preferably the following:
- the copolymer is consisting of at least one monomer selected from the group consisting of acrylic acid, methacrylic acid (MAA), 2-ethylacrylic acid, 2-phenylacrylic acid, malonic acid, crotonic acid, maleic acid (or maleic anhydride), fumaric acid, itaconic acid, aconitic acid, mesaconic acid, citraconic acid, sorbic acid, cinnamic acid, methylenemalonic acid, unsaturated C4-C10 dicarboxylic acids, and mixtures thereof, and at least one hydrophobic monomer selected from the group consisting of isobutene, diisobutene, butene, pentene, hexene and styrene, olefins with 10 or more carbon atoms or mixtures thereof; preferably, the copolymer is partially or completely neutralized using typical, suitable bases such as NaOH, KOH etc.
- the copolymer is consisting of at least one monomer of formula I, selected from the group consisting of acrylic acid, methacrylic acid (MAA), 2- ethylacrylic acid, 2-phenylacrylic acid, malonic acid, crotonic acid, maleic acid (or maleic anhydride), fumaric acid, itaconic acid, aconitic acid, mesaconic acid, citraconic acid, sorbic acid, cinnamic acid, methylenemalonic acid, unsaturated C4-C10 dicarboxylic acids, and mixtures thereof, and at least one hydrophobic monomer selected from the group consisting of isobutene, diisobutene, butene, pentene, hexene and styrene, olefins with 10 or more carbon atoms or mixtures thereof; most preferably, the copolymer is consisting of maleic acid
- CA-dispersion resulting from a previous step subjecting the CA-dispersion resulting from a previous step to a means imparting a certain amount of shear energy) and thus prior to the addition of the dispersion to the step exerting shear energy, preferably at least prior to the addition of the dispersion to the step exerting shear energy.
- the optional process step h) i.e. “removal of solvent(s)”
- the process measure for this step is selected from the group of thermal distillation or steam distillation using water vapor (steam) or mainly nitrogencontaining gas vapor, at ambient, preferably by thermal distillation or steam distillation using water vapor, more preferably thermal distillation, reduced or over-pressure of at most 2 bar absolute pressure, preferably is performed at ambient or reduced pressure, and more preferably at ambient pressure, and even more preferably using steam at ambient pressure, to reduce the content of the organic solvent to a content of at most 1 weight percent, preferably at most 0,5 weight percent, and more preferably at most 0,2 weight percent and most preferably to at most 0,1 weight percent, based on the total weight of the cellulose dispersion to be obtained.
- the process step k) i.e. “exertion of shear energy”
- the means to impart shear energy for this step preferably is selected from the group comprising ultrasound generating devices, high-shear-imparting mills and colloid mills, high-shear grinders, for large-scale productions most preferably stirrer-type devices, such as dispersion disk, disc-type stirrers and oblique blades.
- the mixing zone is a continuous mixing zone such a continuously run tubular mixer ortubular reactor with at least one mixing insert, the mixing being accomplished by suitable mixing devices such as mixing bars, stirrers, flow disruptors, fixed installations within a reactor and the like, preferably more preferably a tube-reactor with flow disruptors, for example (continuous) gear mixers (e.g. the so-called “Zahnkranzmischer”, e.g. supplied by company Kinematica, Switzerland).
- suitable mixing devices such as mixing bars, stirrers, flow disruptors, fixed installations within a reactor and the like, preferably more preferably a tube-reactor with flow disruptors, for example (continuous) gear mixers (e.g. the so-called “Zahnkranzmischer”, e.g. supplied by company Kinematica, Switzerland).
- gear mixers e.g. the so-called “Zahnkranzmischer”, e.g. supplied by company Kinematica, Switzerland.
- At least one further additive is added, either as further third stream or admixed within the solvent mixture or the feed mixture either prior to or during the addition of such solvent mixture and/or feed mixture, preferably within the solvent mixture, wherein the at least one further additive is selected from the group consisting of optical brighteners, pigments, colours, UV-absorbers, UV-filters, and other typical cosmetic ingredients, with the proviso that they have to be compatible, i.e. do not chemically alter itself upon contact with the solvents employed, and do not chemically alter the CA employed.
- CA-dispersion Cellulose-acetate-dispersion obtainable by the process according to any of Embodiments 1- 10, preferably being bio-degradable under standard conditions to at least 30, more preferably at least 50, even more preferably at least 80, and most preferably to about 100 percent by weight based on the solid content of the CA-dispersion.
- CA-dispersion having a) a low organic solvent content of at most 3 weight%, preferably of at most 1 wt.%, more preferably at most 0,5 wt.% and most preferably at most 0,1 wt.% of total organic solvent(s) based on the total weight of the CA-dispersion such as at most 0,05 weight percent, and even at most 0,02 weight percent or even less to essentially “zero”, b) a medium particle size of the dispersed cellulose acetate-particles of at most 80, preferably at most 20, more preferably at most 15, even more preferably at most 10 and most preferably at most 5 micrometer, such as from 1 to 4 micrometer, as measured as defined in the specification, c) a transmittance of 532nm-wavelength-light of at least 20, more preferably at least 30, even more preferably at least 35 and most preferred at least 40 % when measure as a 0,01wt%.
- Embodiment 11 or 12 Use of the CA-dispersion according to Embodiment 11 or 12 or obtained by the process of any of Embodiments 1 to 10, in formulations or compositions within the field of application of fabric and home care, industrial and institutional cleaning, cosmetics, personal care, lacquer and colorants formulations, technical applications, agricultural formulations, in each application preferably as opacifier to impart opacity to such formulations and compositions.
- Embodiment 14 Use according to Embodiment 13 as opacifier in formulations or compositions within the field of application of fabric and home care, industrial and institutional cleaning, cosmetics, personal care, preferably fabric and home care, industrial and institutional cleaning, more preferably fabric and home care.
- Embodiment 13 or Embodiment 14 wherein the CA-dispersion is employed in amounts of from 0,02 to 5, preferably 0,05 to 2, more preferably 0,1 to 1 ,5, even more preferably from 0,5 to 1 ,5, most preferably from 0,7 to 1 ,2, such as from 0,8 to 1 ,1 and such as about 1 weight percent, all numbers being weight percentages based on the total weight of the formulation.
- the CA employed may contain a basic salt selected from the group of hydroxides, carbonates, hydrogen carbonates and/or oxides of alkali metals earth alkali metals and/or zinc, especially those of sodium, kalium, magnesium, calcium and/or zinc.
- such salts may be added to the CA-dispersion during the process of the present invention, especially at any time during the process as defined by Embodiments 1 to 10.
- such salt(s) is(are) added within or directly before and/or after process step d), e) and/or f), preferably during or before step d) and/or e), more preferably before or during step d), even more preferably during step d).
- Those salts are employed to promote the biodegradation of the CA to increase the biodegradation performance of the inventive CA-dispersion and their powders in case dried.
- Molecular weight descriptors Mw, Mn and polydispersity (PDI as polydispersity index) of the molecular weight HLB-value (also sometimes named hydrophilic-lipophilic balance); protic, aprotic, amphiphilic; pH-value; shear energy.
- “About” means that the numerical value given may deviate from “plus/minus” 10 percent (i.e. meaning “from 90 to 110 %”) of the value shown, but preferably deviates only from plus/minus 5, even more preferably only plus/minus 3 percent or even only 2 or even 1 percent or - as most preferred option - may be exactly the number given.
- “Finely dispersed” means that the particles dispersed in the medium do not form agglomerates having diameters of more than 125 micrometer, i.e. can pass through a filter of 125 micrometer filter.
- this term means that the agglomerates are smaller than 100 micrometer, and even more preferably the amount of agglomerates is less than 10 percent of the total weight of the solid content based on the weight of CA present.
- Removable with a 125 micrometer filter means that the particles dispersed in the medium cannot pass through a filter of 125 micrometer pore size (defined as cut off) and thus are removed by such filter from the liquid medium being filtered. .
- removable with a 190 micrometer filter means that this test is performed using a 190 micrometer pore size (defined as cut off).
- Bio-degradable “biodegradation” with or without the addition of “as tested under standard conditions” mean the biodegradation and - if percentages are given such as “30% bio- degradation/bio-degradable” of the mentioned substance, compound or formulation, which has been determined using biodegradability tests according to ISO14851 or ISO14852 (both in water) (in case of differing results, and when both test conditions are applicable and possible to be used, the test according to ISO14851 shall be the decisive one) or according to ASTM D.6691 (in marine water) or according to ISO17556 (in soil).
- “Medium particle size” and the corresponding “medium particle size measurement” means the particle size D[4,3] as measured using a Malvern Mastersizer 2000 in aqueous environment using standard methods and ingredients.
- the Mastersizer used for the present invention was equipped with a Hydro 2000S (a) as accessory, using water as dispersant, at a concentration of 0,0220 volume percent.
- Transmittance of 532nm-wavelength-light means the transmittance measured with a wave length of 532 nm light using standard machines, such as preferably Hach Lange DR6000 spectrometer, compared to the transmittance of the standard, which usually is plain water suitable for such measurement, preferably being distilled or even bi-distilled water, at a concentration of 0,01 wt.% and a cuvette of 1 centimeter length of dispersion for the rays to pass through.
- the term “obtainable by” means that corresponding products do not necessarily have to be produced (i.e. obtained) by the corresponding method or process described in the respective specific context, but also products are comprised which exhibit all features of a product produced (obtained) by said corresponding method or process, wherein said products were actually not produced (obtained) by such method or process.
- the term “obtainable by” also comprises - and preferably means - the more limiting term “obtained by”, i.e. products which were actually produced (obtained) by a method or process described in the respective specific context.
- the process to produce the CA-dispersion employs suitable devices imparting shear energy to produce the dispersion and thus fine particles of CA. Also, the step of further micronisation after the production of the initial CA-dispersion to be obtained from the initial dispersion-forming process part employs suitable devices imparting even higher shear energy than the initial dispersion-forming process part.
- Suitable devices for both process steps are known in the art., such as rotor-stator-devices including toothed submerges rings, toothed inline rings, conche and shear pumps, stirrer devices such as dispersion discs, other disc-types and oblique blades, or static devices such as orifice, static mixer, and devices using ultrasonic sound.
- the present invention employs for the initial dispersion-forming process step preferably dispersion means in the form of stirrers, more preferably those following:
- Stirrer-type devices such as dispersion disk, disc-type stirrers and oblique blades, which are known by e.g. company Netzsch, e.g. the Mastermix Dissolver, and company RVT-Systeme e.g. the disc-type stirrers or oblique-blade stirrers.
- the present invention employs for the micronisation step of the CA-dispersion obtained from the initial dispersion-forming process step, which aims at obtaining smaller particle sizes and a more narrow particle size distribution, dispersion means preferably in the form of roto-stator devices or static devices or wave-imparting devices, for smaller scale processes more preferably waveimparting devices, and most preferably such that operate using ultrasound, and for large-scale processes more preferably those in form of the stirrer-type devices (as defined and exemplified before).
- the process of the present invention employs - on lab scale - ultrasound for at least 3, preferably at least 4 minutes, but no more than 15 minutes, preferably no more than 12 minutes, and even more preferably no more than 10 minutes, “on lab scale” means scales as those exemplified by the examples as shown in the experimental section of this present disclosure.
- the duration also usually depends on the scale and the equipment employed.
- adjusting the duration in view of the employed equipment and the scale at which the application of ultrasound is exerted on the medium is well within the knowledge and can be easily adjusted measuring the particle size distribution in one example over time, as done in one example shown below in the experimental section.
- narrow particle size distributions and small particle sizes and preferably also not containing agglomerates of more than 125 micrometer maximum diameter, can be obtained, such as those defined in the embodiments herein.
- CA-dispersions of the present invention may be advantageously employed in formulations or compositions within the field of application of fabric and home care, industrial and institutional cleaning, cosmetics, personal care, lacquer and colorants formulations, technical applications, in each application preferably as opacifier to impart opacity to such formulations and compositions.
- compositions and formulations include those designed for cleaning soiled material or surfaces of any kind, including but not limited to laundry cleaning compositions and detergents, fabric softening compositions, fabric enhancing compositions, fabric freshening compositions, laundry prewash, laundry pretreat, laundry additives, spray products, dry cleaning agent or composition, laundry rinse additive, wash additive, post-rinse fabric treatment, ironing aid, dish washing compositions, hard surface cleaning compositions, unit dose formulation, delayed delivery formulation, detergent contained on or in a porous substrate or nonwoven sheet, and other suitable forms that may be apparent to one skilled in the art in view of the teachings herein.
- compositions may be used as a pre-laundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation.
- the cleaning compositions may have a form selected from liquid, powder, single-phase or multi-phase unit dose, pouch, tablet, gel, paste, bar, or flake.
- compositions and formulations include those designed for cleaning soiled material or surfaces of any kind, such as hard surface cleaners for surfaces of any kind, including tiles, carpets, PVC-surfaces, wooden surfaces, metal surfaces, lacquered surfaces.
- cleaning composition includes compositions and formulations designed for cleaning soiled material.
- Such compositions include but are not limited to, laundry cleaning compositions and detergents, fabric softening compositions, fabric enhancing compositions, fabric freshening compositions, laundry prewash, laundry pretreat, laundry additives, spray products, dry cleaning agent or composition, laundry rinse additive, wash additive, post-rinse fabric treatment, ironing aid, dish washing compositions, hard surface cleaning compositions, unit dose formulation, delayed delivery formulation, detergent contained on or in a porous substrate or nonwoven sheet, and other suitable forms that may be apparent to one skilled in the art in view of the teachings herein.
- compositions may be used as a prelaundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation.
- the cleaning compositions may have a form selected from liquid, powder, single-phase or multi-phase unit dose, pouch, tablet, gel, paste, bar, or flake.
- the cleaning compositions of the present invention are those for the field of laundry cleaning compositions and detergents for laundry and hand dish cleaning compositions. More preferably, cleaning compositions of the present invention are liquid compositions for use within the field of laundry and hard surface cleaning, such as liquid laundry detergents and liquid dish washing cleaning compositions, such as preferably for hand dish washing and for laundry.
- the cleaning compositions may also contain adjunct cleaning additives.
- Suitable adjunct cleaning additives include builders, structurants or thickeners, clay soil removal/anti-redeposition agents, polymeric soil release agents, polymeric dispersing agents, polymeric grease cleaning agents, enzymes, enzyme stabilizing systems, bleaching compounds, bleaching agents, bleach activators, bleach catalysts, brighteners, dyes, other hueing agents, dye transfer inhibiting agents, chelating agents, suds supressors, softeners, and perfumes. All of those substances that may be typically employed within such cleaning compositions are known to the person of skill in the art.
- compositions and formulations include shampoos, lotions, gels, sprays, soap, make-up powder, lipsticks, hairspray.
- compositions and formulations include non-water- and - preferably - water-based lacquer and colourants, paints, finishings.
- compositions and formulations include glues of any kind, non-water and - preferably - water-based liquid formulations.
- Agricultural Formulations include glues of any kind, non-water and - preferably - water-based liquid formulations.
- compositions and formulations include formulations and compositions containing actives within a liquid environment
- the CA-dispersion of the present invention is preferably employed as opacifier to impart opacity to such formulations and compositions, such as for example to impart turbidity to an otherwise clear liquid formulation or a formulation which contains undissolved or emulsified ingredients and thus to “hide” those undissolved or emulsified parts of the composition or formulation by imparting turbidity and thus making such parts less visible, or - in case of clear (and preferably also colorless or only of faint colour) formulations or compositions to increase the visibility by imparting turbidity.
- Turbidity may be also employed to vary the visual observation of a colour by imparting turbidity and thus creating a different perception of such colour by increasing the amount of scattered light and thus for example intensifying the colour, reducing shininess or else.
- Wave length 525 nm; concentration: 0.01 %; cuvette: 1 cm; apparatus: Hach Lange DR6000 spectrometer.
- Cellulose Acetate (CA) employed was the following: (details see Table 1)
- Cellulose acetate (CAS: 9004-35-7), obtainable e.g. from Sigma and other commercial sources.
- CA-1 Molecular mass distribution by gel permeability chromatography: Mn: 32 000; Mw 97
- Acetyl content 40 w%
- reaction mixture was distilled at 50 °C/450 mbar to remove the acetone. To concentrate the dispersion water was removed at 50 °C/50 mbar.
- the resulting white dispersion had a solid content of about 10 w% and a particle size distribution of d (0.1): 4-6 micrometer; d (0.5): 10-20 micrometer; d (0.9): 20-50 micrometer.
- Example 1 The procedure of Example 1 /general procedure was followed for all following examples shown in the tables 2, 3 and 4 below, which show the details including the variation of the stabilizer and the effect of the polymeric colloidal stabilizers.
- Particle size distribution before and after storage for 14 days at room temperature
- Ultrasound-experiment 3 ultrasound for 10 minutes; results after storage for weeks
- Ultrasound-experiment 4 no ultrasound, storage for 14 days at room temperature
- Ultrasound-experiment 5 time-dependency of particle sizes on ultrasound duration
- Figures 1 to 5 correspond to the ultrasound-experiments 1 to 5 and show the results.
- Tables 5, 7 and 8 below show the results in numbers.
- the application of ultrasound should last at least about 4 minutes. At about 10 minutes a plateau can be reached and thus further applying ultrasound beyond more than about 10 minutes does not improve the PSD any further to any significant improvement (note: this is data for laboratory scale; i.e. depending on the scale a longer application of ultrasound might be necessary; such duration can be tested by similar experiments to find the optimal duration depending on the scale and the apparatus employed for exerting ultrasound).
- PSD particle size distribution
- Table 5 Viscosity profile of inventive CA-dispersions according to solid content Particle Deagglomeration
- a sample of the CA-dispersion prepared according to Example 7 was examined for behavior upon application of ultrasound over time; 150 g of a 10wt.%-dispersion; 20% of max Amplitude 6.4 W for 5 min; ultrasonic equipment: Ultrasound processor UP 400s; by Dr. Hielscher GmbH; Power consumption 25.5 W max. Energy input: 3,56 Wh/kg; Results see Table 7.
- Example 10 A sample of the CA-dispersion obtained in Example 10 was examined: 150 g 10% dispersion; 100% of max Amplitude 25,5 Wfor 5 min; ultrasonic equipment: Ultrasound processor UP 400s by Dr.
- a CA-Dispersion as obtained from Example 10 was subjected to deagglomeration using ultrasound or high-pressure homogenizer.
- CA-dispersions of the invention resulting from Example 7 and Example 10 were employed in two general types of detergent formulations (formulation 1 (Table 11) and formulation 2 (Table 12)) in the amounts specified in the Table 13 (percentages in weight percent based on the total weight of the formulation). Results see Table 13.
- NTU nephelometric Turbidity Units
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Abstract
La présente invention concerne des dispersions d'acétate de cellulose (AC), un procédé pour produire des dispersions d'AC et la dispersion d'AC pouvant être obtenue à partir d'un tel procédé, et l'utilisation de telles dispersions d'AC en tant qu'opacifiants dans des formulations ou des compositions dans le domaine d'application des tissus et de l'entretien ménager, du nettoyage industriel et institutionnel, des cosmétiques, des soins personnels, des formulations de vernis et de colorants, des formulations actives agricoles ; un tel procédé comprenant les étapes consistant à ajouter un certain mélange de solvants, un mélange de charge et éventuellement une autre charge de solvant, le mélange de charge comprenant de l'AC dissous, de tels mélanges et charges étant ajoutés à une zone de mélange selon certains rapports et certaines teneurs, de sorte que le rapport global des divers solvants soit maintenu à un rapport spécifique tout au long des additions et à mélanger, à désagglomérer la dispersion d'AC obtenue, à éliminer au moins partiellement le solvant organique employé dans les étapes précédentes, éventuellement à ajouter des additifs et/ou un stabilisant, éventuellement à réduire en outre les quantités de solvant(s) organique(s) présentes, facultativement à conférer une énergie de cisaillement pour obtenir des tailles de particules plus petites et de préférence une distribution de taille des particules plus étroite de l'AC dispersé à l'intérieur de la dispersion d'AC, et éventuellement à sécher la dispersion d'AC pour obtenir une poudre d'AC à fines particules.
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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EP0265924A2 (fr) | 1986-10-29 | 1988-05-04 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Particules polymériques uniformes |
EP0750007A1 (fr) | 1995-06-19 | 1996-12-27 | Fraunhofer-Gesellschaft Zur Förderung Der Angewandten Forschung E.V. | Procédé de préparation de microparticules sphériques à base d'acétate de cellulose |
EP3613794A1 (fr) * | 2018-02-07 | 2020-02-26 | Daicel Corporation | Particules d'acétate de cellulose, composition cosmétique et procédé de production de particules d'acétate de cellulose |
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- 2021-12-08 WO PCT/EP2021/084715 patent/WO2022128662A1/fr active Application Filing
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0265924A2 (fr) | 1986-10-29 | 1988-05-04 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Particules polymériques uniformes |
EP0750007A1 (fr) | 1995-06-19 | 1996-12-27 | Fraunhofer-Gesellschaft Zur Förderung Der Angewandten Forschung E.V. | Procédé de préparation de microparticules sphériques à base d'acétate de cellulose |
EP3613794A1 (fr) * | 2018-02-07 | 2020-02-26 | Daicel Corporation | Particules d'acétate de cellulose, composition cosmétique et procédé de production de particules d'acétate de cellulose |
Non-Patent Citations (1)
Title |
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FISCHER, MACROMOLECULAR SYMPOSIA, vol. 262, 2008, pages 89 - 96 |
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