US4960814A
Expired / Lapsed
US
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Water-dispersible polymeric compositions
Assignee: Eastman Chemical Co
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Filing: 1988-06-13
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Granted: 1990-10-02
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Expires: 2008-06-13
Abstract
Abstract Disclosed is a process for preparing polymeric compositions which are suitable for coating medicaments or for use in cosmetic formulations and the novel compositions prepared therefrom. The process makes stable, colloidal, latex-like dispersions of coating polymers which can be readily dried to form polymeric powder materials. The process makes use of a novel combination of a water-in-oil emulsifier and an oil-in-water emulsifier.
Inventors
- 👤 Stephen H. W. Wu
- 👤 Carol J. Greene
- 👤 Mahendra K. Sharma
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 11:25
CPC Classifications
C; C08; C08J; C08J3/00; C08J3/02; C08J3/09; A; A61; A61K; A61K8/00; A61K8/02; A61K8/04; A61K8/06; A61K8/18; A61K8/30; A61K8/33; A61K8/35; A61K8/55; A61K8/553; A61K8/72; A61K8/73; A61K8/731; A61K8/90; A61K9/00; A61K9/14; A61K9/16; A61K9/1605; A61K9/1629; A61K9/1635; A61K9/20; A61K9/28; A61K9/2806; A61K9/2833; A61K9/284; A61K9/286; A61K9/2866; A61Q; A61Q17/00; A61Q17/04; C08J3/03; C08J3/07
Claims Analysis
Total Claims: 35
Claim 1
Independent Claim
173 words
A process for forming pseudolatices comprising: contacting (A) an organic solvent system comprising: (a) at least one water insoluble polymer, and (b) at least one low molecular weight, more volatile than water, and substantially water-immiscible organic solvent, with (B) a combination of surfactants comprising: (i) at least one oil-in-water emulsifier which is polymeric, water soluble or water dispersible, and nonionic, and (ii) at least one water-in-oil emulsifier which is water insoluble, anionic or amphoteric, more hydrophobic than said oil-in-water emulsifier, substantially dispersible in said organic solvent system, and compatible with said oil-in-water emulsifier, to result in an organic phase, wherein Component (A) comprises about 5 to about 35 weight % of Component (A)(a) and about 95 to about 65 weight % of Component (A)(b), based on the total weight of (A)(a) plus (A)(b); and Component (B)(i) is present in an amount of about 0.5% to about 70% of the weight of Component (A)(a), and Component (B)(ii) is present in an amount of about 1% to about 65% of the weight of Component (A)(a).
Claim 2
Dependent Claim
173 words
A process for forming pseudolatices comprising: contacting (A) an organic solvent system comprising: (a) at least one water insoluble polymer, and (b) at least one low molecular weight, more volatile than water, and substantially water-immiscible organic solvent, with (B) a combination of surfactants comprising: (i) at least one oil-in-water emulsifier which is polymeric, water soluble or water dispersible, and nonionic, and (ii) at least one water-in-oil emulsifier which is water insoluble, anionic or amphoteric, more hydrophobic than said oil-in-water emulsifier, substantially dispersible in said organic solvent system, and compatible with said oil-in-water emulsifier, to result in an organic phase, wherein Component (A) comprises about 5 to about 35 weight % of Component (A)(a) and about 95 to about 65 weight % of Component (A)(b), based on the total weight of (A)(a) plus (A)(b); and Component (B)(i) is present in an amount of about 0.5% to about 70% of the weight of Component (A)(a), and Component (B)(ii) is present in an amount of about 1% to about 65% of the weight of Component (A)(a).
Claim 3
Dependent Claim
61 words
The process of claim 1 comprising the additional step of emulsifying said organic phase by adding sufficient water to said organic phase while subjecting the resulting mixture to comminuting force to form a water-in-polymer solution emulsion; and adding to said water-in-polymer solution emulsion an additional amount of water effective to result in a phase inversion to form a polymer-in-water solution emulsion.
Claim 4
Dependent Claim
46 words
The process of claim 2 including the additional step of passing the polymer-in-water solution emulsion through a particle size reduction means so that the water insoluble polymer is in the form of droplets having an average size in the range of about 0.1 to 0.8 μm.
Claim 5
Dependent Claim
27 words
The process of claim 3 comprising the additional step of removing the organic solvent from the polymer solution-in-water emulsion to form an aqueous colloidal dispersion of polymer.
Claim 6
Dependent Claim
22 words
The process of claim 4 comprising the additional step of drying the aqueous colloidal dispersion of polymer to form a water-dispersible powder.
Claim 7
Dependent Claim
79 words
The process of claim 1 wherein Component (A) comprises about 10 to about 30 weight % of Component (A)(a) and about 90 to about 70 weight % of Component (A)(b), based on the total weight of (A)(a) plus (A)(b); and Component (B)(i) is present in an amount of about 10 to about 50% of the weight of Component (A)(a), and Component (B)(ii) is present in an amount of about 2% to about 40% of the weight of Component (A)(a).
Claim 8
Dependent Claim
49 words
The process of claim 1 wherein said organic solvent is a chlorinated solvent, an aliphatic hydrocarbon, an alicyclic hydrocarbon, an aromatic hydrocarbon, an ester, an ether, a higher alcohol, a mixture thereof, or any such solvent or mixture thereof in combination with at least one polar water miscible solvent.
Claim 9
Dependent Claim
34 words
The process of claim 7 wherein said chlorinated solvent is ethylene dichloride, tetrachloroethylene, chloroform, or methylene chloride; said ester is ethyl acetate; and said polar water miscible solvent is acetone or a lower alcohol.
Claim 10
Dependent Claim
20 words
The process of claim 7 wherein said organic solvent is methylene chloride, ethylene dichloride, chloroform, or isopropanol plus ethyl acetate.
Claim 11
Dependent Claim
55 words
The process of claim 1 wherein said water insoluble polymer is a pH-dependent acidic enteric cellulose polymer, a neutral cellulose ester, a pH-dependent basic cellulosic polymer, a pH-dependent polyvinylpyridine derivative, a pH-dependent polystyrene derivative, a pH-dependent styrene/vinylpyridine copolymer, a maleic anhydride copolymer, an acrylic/acrylate copolymer, an acrylic ester, a lactic/glycolic acid copolymer, or a polypeptide.
Claim 12
Dependent Claim
21 words
The process of claim 1 wherein said oil-in-water emulsifier has a HLB value of greater than or equal to about 10.
Claim 13
Dependent Claim
152 words
The process of claim 1 wherein said oil-in-water emulsifier is a poloxamer, polyoxyethylene sorbitain monolaurate, polyoxyethylene sorbitain tristearate, polyoxyethylene sorbitain monostearate, or a mixture thereof; said water-in-oil emulsifier is a phosphated monoglyceride, a phosphated diglyceride, a citric acid ester of a monoglyceride, a sodium stearoyl lactylate, a calcium stearoyl lactylate, glycerol monooleate, a diacetylated tartaric acid ester of a monoglyceride, a sulfonated ester, alpha-tocopherol hemisuccinate, a soy phosphatide, a phospholipid, a lysophospholipid, or a mixture thereof; and said water insoluble polymer is cellulose acetate phthalate, cellulose acetate trimellitate, cellulose acetate succinate, cellulose acetate propionate phthalate, hydroxypropyl methyl cellulose phthalate, cellulose acetate, cellulose acetate butyrate, cellulose acetate propionate, ethyl cellulose, cellulose propionate morpholinobutyrate, cellulose acetate diethylaminohydroxypropyl ether, diethylaminomethyl cellulose, 1-piperidyl-ethyl-hydroxyethylcellulose, benzylamino-ethylhydroxy-ethylcellulose, cellulose acetate, diethylaminoacetate, poly(2-vinylpyridine), poly(4-vinylpyridine), poly(2-vinyl-5-ethylpyridine), copoly(2-vinylpyridine/styrene), copoly(2-methyl-5-vinylpyridine/styrene) imidazoline modified copoly(styrene-acrylonitrile), dimethylaminoethyl modified polystyrene, poly(methyl vinyl ether/maleic anhydride), poly(ethylene/maleic anhydride), poly(styrene/maleic anhydride), a ethylacrylate/methyl methacrylate copolymer, poly(ethylene terephthalate) or a mixture thereof.
Claim 14
Dependent Claim
96 words
The process of claim 12 wherein said oil-in-water emulsifier is a block copolymer of the formula: ##STR2## wherein x and y are positive integers and said copolymer has about 50 to 80 weight % polyethylene and has an average molecular weight of greater than 3,000, or a polyalkylene glycol ether of the formula: C.sub.4 H.sub.9 O--(CH.sub.2 --CH--CH.sub.3 --O).sub.x --(CH.sub.2 --CH.sub.2 --O).sub.y --CH.sub.2 --CH.sub.2 --OH wherein x and y are positive integers and said glycol ether has a molecular weight of about 3,500; and said water-in-oil emulsifier is lecithin or a mixture of phosphated mono- and di-glycerides.
Claim 15
Dependent Claim
21 words
The process of claim 2 wherein said comminuting force is effected by an homogenizer, a colloid mill, or an ultrasonic vibrator.
Claim 16
Dependent Claim
24 words
The process of claim 5 wherein the powder is in the form of particles having an average size of about 15 to 30 μm.
Claim 17
Dependent Claim
227 words
A process for forming pseudolatices comprising (I) Contacting (A) an organic solvent system comprising: (a) at least one water insoluble polymer, and (b) at least one low molecular weight, more volatile than water, and substantially water-immiscible organic solvent, with (B) at least one water-in-oil emulsifier which is water insoluble, anionic or amphoteric, and substantially dispersible in said organic solvent system, to result in an organic phase, and (II) Emulsifying said organic phase by adding sufficient water to said organic phase while subjecting the resulting mixture to a comminuting force to form a water-in-polymer solution emulsion; and adding to said water-in-polymer solution emulsion an additional amount of water effective to result in a phase conversion to form a polymer solution-in-water emulsion, wherein, said water contains at least one oil-in-water emulsifier which is polymeric, water soluble or water dispersible, nonionic, less hydrophobic than said water-in-oil emulsifier; and compatible with said water-in-oil emulsifier, and wherein Component (A) comprises about 5 to about 35 weight % of Component (A)(a) and about 95 to about 65 weight % of Component (A)(b), based on the total weight of (A)(a) plus (A)(b); and said oil-in-water emulsifier is present in an amount of about 0.5% to about 70% of the weight of Component (A)(b), and said water-in-oil emulsifier is present in an amount of about 1% to about 65% of the weight of Component (A)(a).
Claim 18
Dependent Claim
227 words
A process for forming pseudolatices comprising (I) Contacting (A) an organic solvent system comprising: (a) at least one water insoluble polymer, and (b) at least one low molecular weight, more volatile than water, and substantially water-immiscible organic solvent, with (B) at least one water-in-oil emulsifier which is water insoluble, anionic or amphoteric, and substantially dispersible in said organic solvent system, to result in an organic phase, and (II) Emulsifying said organic phase by adding sufficient water to said organic phase while subjecting the resulting mixture to a comminuting force to form a water-in-polymer solution emulsion; and adding to said water-in-polymer solution emulsion an additional amount of water effective to result in a phase conversion to form a polymer solution-in-water emulsion, wherein, said water contains at least one oil-in-water emulsifier which is polymeric, water soluble or water dispersible, nonionic, less hydrophobic than said water-in-oil emulsifier; and compatible with said water-in-oil emulsifier, and wherein Component (A) comprises about 5 to about 35 weight % of Component (A)(a) and about 95 to about 65 weight % of Component (A)(b), based on the total weight of (A)(a) plus (A)(b); and said oil-in-water emulsifier is present in an amount of about 0.5% to about 70% of the weight of Component (A)(b), and said water-in-oil emulsifier is present in an amount of about 1% to about 65% of the weight of Component (A)(a).
Claim 19
Dependent Claim
46 words
The process of claim 16 including the additional step of passing the polymer solution-in-water emulsion through a particle size reduction means so that the water insoluble polymer is in the form of droplets having an average size in the range of about 0.1 to 0.8 μm.
Claim 20
Dependent Claim
27 words
The process of claim 17 comprising the additional step of removing the organic solvent from the polymer solution-in-water emulsion to form an aqueous colloidal dispersion of polymer.
Claim 21
Dependent Claim
22 words
The process of claim 18 comprising the additional step of drying the aqueous colloidal dispersion of polymer to form a water-dispersible powder.
Claim 22
Dependent Claim
81 words
The process of claim 16 wherein Component (A) comprises about 10 to about 30 weight % of Component (A)(a) and about 90 to about 70 weight % of Component (A)(b), based on the total weight of (A)(a) plus (A)(b); and said oil-in-water emulsifier is present in an amount of about 10% to about 50% of the weight of Component (A)(a), and said water-in-oil emulsifier is present in an amount of about 2% to about 40% of the weight of Component (A)(a).
Claim 23
Dependent Claim
49 words
The process of claim 16 wherein said organic solvent is a chlorinated solvent, an aliphatic hydrocarbon, an alicyclic hydrocarbon, an aromatic hydrocarbon, an ester, an ether, a higher alcohol, a mixture thereof, or any such solvent or mixture thereof in combination with at least one polar water miscible solvent.
Claim 24
Dependent Claim
34 words
The process of claim 21 wherein said chlorinated solvent is ethylene dichloride, tetrachloroethylene, chloroform, or methylene chloride; said ester is ethyl acetate; and said polar water miscible solvent is acetone or a lower alcohol.
Claim 25
Dependent Claim
20 words
The process of claim 21 wherein said organic solvent is methylene chloride, ethylene dichloride, chloroform, or isopropanol plus ethyl acetate.
Claim 26
Dependent Claim
55 words
The process of claim 16 wherein said water insoluble polymer is a pH-dependent acidic enteric cellulose polymer, a neutral cellulose ester, a pH-dependent basic cellulosic polymer, a pH-dependent polyvinylpyridine derivative, a pH-dependent polystyrene derivative, a pH-dependent styrene/vinylpyridine copolymer, a maleic anhydride copolymer, an acrylic/acrylate copolymer, an acrylic ester, a lactic/glycolic acid copolymer, or a polypeptide.
Claim 27
Dependent Claim
21 words
The process of claim 16 wherein said oil-in-water emulsifier has a HLB value of greater than or equal to about 10.
Claim 28
Dependent Claim
152 words
The process of claim 19 wherein said oil-in-water emulsifier is a poloxamer, polyoxyethylene sorbitain monolaurate, polyoxyethylene sorbitain tristearate, polyoxyethylene sorbitain monostearate, or a mixture thereof; said water-in-oil emulsifier is a phosphated monoglyceride, a phosphated diglyceride, a citric acid ester of a monoglyceride, a sodium stearoyl lactylate, a calcium stearoyl lactylate, glycerol monooleate, a diacetylated tartaric acid ester of a monoglyceride, a sulfonated ester, alpha-tocopherol hemisuccinate, a soy phosphatide, a phospholipid, a lysophospholipid, or a mixture thereof; and said water insoluble polymer is cellulose acetate phthalate, cellulose acetate trimellitate, cellulose acetate succinate, cellulose acetate propionate phthalate, hydroxypropyl methyl cellulose phthalate, cellulose acetate, cellulose acetate butyrate, cellulose acetate propionate, ethyl cellulose, cellulose propionate morpholinobutyrate, cellulose acetate diethylaminohydroxypropyl ether, diethylaminomethyl cellulose, 1-piperidyl-ethyl-hydroxyethylcellulose, benzylamino-ethylhydroxy-ethylcellulose, cellulose acetate, diethylaminoacetate, poly(2-vinylpyridine), poly(4-vinylpyridine), poly(2-vinyl-5-ethylpyridine), copoly(2-vinylpyridine/styrene), copoly(2-methyl-5-vinylpyridine/styrene) imidazoline modified copoly(styrene-acrylonitrile), dimethylaminoethyl modified polystyrene, poly(methyl vinyl ether/maleic anhydride), poly(ethylene/maleic anhydride), poly(styrene/maleic anhydride), a ethylacrylate/methyl methacrylate copolymer, poly(ethylene terephthalate) or a mixture thereof.
Claim 29
Dependent Claim
96 words
The process of claim 16 wherein said oil-in-water emulsifier is a block copolymer of the formula: ##STR3## wherein x and y are positive integers and said copolymer has about 50 to 80 weight % polyethylene and has an average molecular weight of greater than 3,000, or a polyalkylene glycol ether of the formula: C.sub.4 H.sub.9 O--(CH.sub.2 --CH--CH.sub.3 --O).sub.x --(CH.sub.2 --CH.sub.2 --O).sub.y --CH.sub.2 --CH.sub.2 --OH wherein x and y are positive integers and said glycol ether has a molecular weight of about 3,500; and said water-in-oil emulsifier is lecithin or a mixture of phosphated mono- and di-glycerides.
Claim 30
Dependent Claim
21 words
The process of claim 16 wherein said comminuting force is effected by an homogenizer, a colloid mill, or an ultrasonic vibrator.
Claim 31
Dependent Claim
24 words
The process of claim 19 wherein the powder is in the form of particles having an average size of about 15 to 30 μm.
Claim 32
Dependent Claim
14 words
The process of claim 5 wherein said particle size reduction means is a microfluidizer.
Claim 33
Dependent Claim
257 words
The process of claim 30 wherein Component (A) comprises about 10 to about 30 weight % of Component (A)(a) and about 90 to about 70 weight % of Component (A)(b), based on the total weight of (A)(a) plus (A)(b); and Component (B)(i) is present in an amount of about 10% to about 50% of the weight of Component (A)(a), and Component (B)(ii) is present in an amount of about 2% to about 40% of the weight of Component (A)(a); said organic solvent is methylene chloride, ethylene dichloride, chloroform, or isopropanol plus ethyl acetate; said water insoluble polymer is cellulose acetate phthalate, cellulose acetate trimellitate, cellulose acetate succinate, cellulose acetate propionate phthalate, hydroxypropyl methyl cellulose phthalate, cellulose acetate, cellulose acetate butyrate, cellulose acetate propionate, ethyl cellulose, cellulose propionate morpholinobutyrate, cellulose acetate diethylaminohydroxypropyl ether, diethylaminomethyl cellulose, 1-piperidyl-ethyl-hydroxyethylcellulose, benzylamino-ethylhydroxy-ethylcellulose, acetate diethylaminoacetate, cellulose poly(2-vinylpyridine), poly(4-vinylpyridine), poly(2-vinyl-5-ethylpyridine), copoly(2-vinylpyridine/styrene), copoly(2-methyl-5-vinylpyridine/styrene) imidazoline modified copoly(styrene-acrylonitrile), dimethylaminoethyl modified polystyrene, poly(methyl vinyl ether/maleic anhydride), poly(ethylene/maleic anhydride), poly(styrene/maleic anhydride), a ethylacrylate/methyl methacrylate copolymer, poly(ethylene terephthalate) or a mixture thereof; said oil-in-water emulsifier is a poloxamer, polyoxyethylene sorbitain monolaurate, polyoxyethylene sorbitain tristearate, polyoxyethylene sorbitain monostearate, or a mixture thereof; said water-in-oil emulsifier is a phosphated monoglyceride, a phosphate diglyceride, a citric acid ester of a monoglyceride, a sodium stearoyl lactylate, a calcium stearoyl lactylate, glycerol monooleate, a diacetylated tartaric acid ester of a monoglyceride, a sulfonated ester, alpha-tocopherol hemisuccinate, a soy phosphatide, a phospholipid, a lysophospholipid, or a mixture thereof; and the powder is in the form of particle having an average size of about 15 to 30 μm.
Claim 34
Dependent Claim
14 words
The process of claim 19 wherein said particle size reduction means is a microfluidizer.
Claim 35
Dependent Claim
257 words
The process of claim 32 wherein Component (A) comprises about 10 to about 30 weight % of Component (A)(a) and about 90 to about 70 weight % of Component (A)(b), based on the total weight of (A)(a) plus (A)(b); and said oil-in-water emulsifier is present in an amount of about 10% to about 50% of the weight of Component (A)(a), and said water-in-oil emulsifier is present in an amount of about 2% to about 40% of the weight of Component (A)(a); said organic solvent is methylene chloride, ethylene dichloride, chloroform, or isopropanol plus ethyl acetate; said water insoluble polymer is cellulose acetate phthalate, cellulose acetate trimellitate, cellulose acetate succinate, cellulose acetate propionate phthalate, hydroxypropyl methyl cellulose phthalate, cellulose acetate, cellulose acetate butyrate, cellulose acetate propionate, ethyl cellulose, cellulose propionate morpholinobutyrate, cellulose acetate diethylaminohydroxypropyl ether, diethylaminomethyl cellulose, 1-piperidyl-ethyl-hydroxyethylcellulose, benzylamino-ethylhydroxy-ethylcellulose, cellulose acetate, diethylaminoacetate, poly(2-vinylpyridine), poly(4-vinylpyridine), poly(2-vinyl-5-ethylpyridine), copoly(2-vinylpyridine/styrene), copoly(2-methyl-5-vinylpyridine/styrene) imidazoline modified copoly(styrene-acrylonitrile), dimethylaminoethyl modified polystyrene, poly(methyl vinyl ether/maleic anhydride), poly(ethylene/maleic anhydride), poly(styrene/maleic anhydride), a ethylacrylate/methyl methacrylate copolymer, poly(ethylene terephthalate) or a mixture thereof; said oil-in-water emulsifier is a poloxamer, polyoxyethylene sorbitain monolaurate, polyoxyethylene sorbitain tristearate, polyoxyethylene sorbitain monostearate, or a mixture thereof; said water-in-oil emulsifier is a phosphated monoglyceride, a phosphated diglyceride, a citric acid ester of a monoglyceride, a sodium stearoyl lactylate, a calcium stearoyl lactylate, glycerol monooleate, a diacetylated tartaric acid ester of a monoglyceride, a sulfonated ester, alpha-tocopherol hemisuccinate, a soy phosphatide, a phospholipid, a lysophosopholipid, or a mixture thereof; and the powder is in the form of particle having an average size of about 15-30 μm.
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